Mid-Century Charm Meets Modern Living in Desirable Chesterland Welcome to this stunning 1965 residence, designed and built by well-known local developer and architect Frank Bagaria during the height of mid-century architectural style. Set on a generous 1.14-acre lot, this 4-bedroom, 2-bath home offers the space, character, and craftsmanship that's increasingly hard to find. Step inside to an open, airy layout anchored by a dramatic cathedral beam ceiling that immediately sets this home apart. A flexible main floor room offers the perfect space for formal dining or a comfortable living room — whichever suits your lifestyle. This level also includes a spacious 16 x 20 bedroom addition completed in 1986. The kitchen flows easily into the main living areas and opens directly to the upper patio and backyard, making indoor-outdoor entertaining effortless. Upstairs, you'll find three spacious bedrooms and a full bath, including one with private access to a deck. The lower level features a bright and welcoming family room warmed by a classic wood-burning fireplace, with a large sliding door leading out to the lower patio and backyard for easy indoor-outdoor living. Just a few steps down, a full bathroom adds everyday convenience. A partial basement offers additional storage or workshop potential, while a large front porch invites you to slow down and enjoy the neighborhood charm that Chesterland is known for.

4 Beds ⋅ 2 Baths ⋅ 5242133 MLS

Mid-Century Charm Meets Modern Living in Desirable Chesterland Welcome to this stunning 1965 residence, designed and built by well-known local developer and architect Frank Bagaria during the height of mid-century architectural style. Set on a generous 1.14-acre lot, this 4-bedroom, 2-bath home offers the space, character, and craftsmanship that's increasingly hard to find. Step inside to an open, airy layout anchored by a dramatic cathedral beam ceiling that immediately sets this home apart. A flexible main floor room offers the perfect space for formal dining or a comfortable living room — whichever suits your lifestyle. This level also includes a spacious 16 x 20 bedroom addition completed in 1986. The kitchen flows easily into the main living areas and opens directly to the upper patio and backyard, making indoor-outdoor entertaining effortless. Upstairs, you'll find three spacious bedrooms and a full bath, including one with private access to a deck. The lower level features a bright and welcoming family room warmed by a classic wood-burning fireplace, with a large sliding door leading out to the lower patio and backyard for easy indoor-outdoor living. Just a few steps down, a full bathroom adds everyday convenience. A partial basement offers additional storage or workshop potential, while a large front porch invites you to slow down and enjoy the neighborhood charm that Chesterland is known for.

13037 Stratford Trail, Chesterland

Listing Courtesy of: Catrina Covino, Catrinacovino@hotmail.com With Century 21 Homestar

$399,900

A private wooded setting and graceful Colonial Revival architecture define this Chesterland residence. Beyond a long, tree-lined drive, the home rests on a pristine wooded lot, creating a peaceful sense of arrival and privacy. The welcoming front porch opens to a spacious living room filled with natural light and finished with newer LVP flooring. The formal dining room continues from the living room and offers views of the surrounding woods. The kitchen features a full complement of appliances, center island, brick backsplash, and inviting eat-in area. A laundry and mudroom is located just off the kitchen. The adjoining family room showcases hardwood flooring, a beam ceiling, and an impressive brick fireplace. Sliding doors open to the backyard, while a half bath with stone vanity completes the first floor. Upstairs, five bedrooms and two full baths provide generous accommodations, along with a large bonus room above the garage. The primary suite includes a private en-suite bath, while a second full bath serves the additional bedrooms. Four bedrooms feature hardwood flooring, with carpeting in the fifth. Accessed from one of the bedrooms, the bonus room offers flexible additional space with skylights and reclaimed leaded-glass built-ins that add distinct character to the home. Outside, a two-tiered deck overlooks the wooded grounds and provides a natural extension for outdoor entertaining and relaxation. With its wooded setting, classic architecture, thoughtful floor plan, and unique details, this Colonial Revival offers a wonderful opportunity to enjoy privacy and character in Chesterland.

5 Beds ⋅ 3 Baths ⋅ 5241785 MLS

A private wooded setting and graceful Colonial Revival architecture define this Chesterland residence. Beyond a long, tree-lined drive, the home rests on a pristine wooded lot, creating a peaceful sense of arrival and privacy. The welcoming front porch opens to a spacious living room filled with natural light and finished with newer LVP flooring. The formal dining room continues from the living room and offers views of the surrounding woods. The kitchen features a full complement of appliances, center island, brick backsplash, and inviting eat-in area. A laundry and mudroom is located just off the kitchen. The adjoining family room showcases hardwood flooring, a beam ceiling, and an impressive brick fireplace. Sliding doors open to the backyard, while a half bath with stone vanity completes the first floor. Upstairs, five bedrooms and two full baths provide generous accommodations, along with a large bonus room above the garage. The primary suite includes a private en-suite bath, while a second full bath serves the additional bedrooms. Four bedrooms feature hardwood flooring, with carpeting in the fifth. Accessed from one of the bedrooms, the bonus room offers flexible additional space with skylights and reclaimed leaded-glass built-ins that add distinct character to the home. Outside, a two-tiered deck overlooks the wooded grounds and provides a natural extension for outdoor entertaining and relaxation. With its wooded setting, classic architecture, thoughtful floor plan, and unique details, this Colonial Revival offers a wonderful opportunity to enjoy privacy and character in Chesterland.

12203 Sperry Road, Chesterland

Listing Courtesy of: Terry Young, Terryyoung@theyoungteam.com With Keller Williams Greater Metropolitan

$2,750,000

Thirty-two acres in Chesterland, reached by a long gravel drive that winds through mature woods before the house comes into view. Two parcels, two homes, a stalled barn, ponds, and open pasture. Inside the main house, a two-story foyer, a coffered family room with an arched fireplace, a kitchen under a vaulted wood ceiling, a paneled office with built-ins, and a greenhouse under glass. Five bedrooms, one on the main floor. A vaulted recreation room with room enough for billiards and a grand piano. Below, a private whiskey and wine cellar. Outside, a tiered deck with a built-in outdoor kitchen looks over the pool and the pond beyond it. A detached garage with a wood shop and clearance for full-size equipment. Past the pasture fence, the barn and open ground for whatever comes next. A second drive leads through the trees to the guest house. Its own parcel, its own address, its own kitchen and garage. Somewhere people can actually live. A third adjoining parcel, with a house of its own, is available separately. Room for three generations, and enough land between them. Someday they'll say it started here. Horses, donkey, chickens, tractors, and farm equipment do not convey.

5 Beds ⋅ 8 Baths ⋅ 5241609 MLS

Thirty-two acres in Chesterland, reached by a long gravel drive that winds through mature woods before the house comes into view. Two parcels, two homes, a stalled barn, ponds, and open pasture. Inside the main house, a two-story foyer, a coffered family room with an arched fireplace, a kitchen under a vaulted wood ceiling, a paneled office with built-ins, and a greenhouse under glass. Five bedrooms, one on the main floor. A vaulted recreation room with room enough for billiards and a grand piano. Below, a private whiskey and wine cellar. Outside, a tiered deck with a built-in outdoor kitchen looks over the pool and the pond beyond it. A detached garage with a wood shop and clearance for full-size equipment. Past the pasture fence, the barn and open ground for whatever comes next. A second drive leads through the trees to the guest house. Its own parcel, its own address, its own kitchen and garage. Somewhere people can actually live. A third adjoining parcel, with a house of its own, is available separately. Room for three generations, and enough land between them. Someday they'll say it started here. Horses, donkey, chickens, tractors, and farm equipment do not convey.

12157 Sperry Road, Chesterland

Listing Courtesy of: Terry Young, Terryyoung@theyoungteam.com With Keller Williams Greater Metropolitan

$749,500

Waiting to find your FOREVER Home in one of the most desirable areas, Chesterland? Look No Further! Featuring 4 Bedrooms, 4 Bathrooms, 4776 Square Feet, with a Circular Driveway, Amazing Layout and LOADS of Updates...this home Absolutely Checks the Boxes! Seated on a Quiet Private Street on a Deadend Road, This Spacious and Modern Colonial Shows off the Very Best of Convenience Living While Offering Privacy and Peaceful Living! Some of the Recent Updates Include: New Furnace & Central Air (2025), New Whole Home Generator (2023), New Kitchen with Shaker White Cabinets, Quartz Counters, Dishwasher, Oven and Minifridge (2025), Newly Waterproofed and Finished Basement (2024), New Water Treatment System (2024), New Sump Pump and Battery Backup (2024), New Roof (2011)...and So Much More! The Yard is Completely Serene with Exclusivity and a Stretching Deck with Screened in Gazebo for Enjoying the Weekends as well as Entertaining! Walking Paths Cut Through the Woods and Form a Nature Trail That Will Improve Even the Worst Day! Welcoming Guests is a Treat with the LARGE Rounded Foyer with Sight Lines Through the HUGE First Floor. Kitchen is Beautiful and Brand New, Featuring Luxurious Quartz Counters and ALL of the Appliances! LARGE First Floor Bedroom is Ideal for those that like One Level Living. Laundry Room is on the First Floor as Well along with Magazine-Style Mudroom Complete with Storage and Hangers...A Perfect Staging Area When You're On The Go! Spacious 1st Floor Office is Super Convenient! Family Room, 4 Season Room and Living Room are UNBELIEVABLE and So Accessible! Finished Basement is an Absolute Dream for Entertaining and During the Not-So-Great Weather Seasons! Bedrooms are GENEROUSLY sized with the Master Bedroom/Adjacent Bonus Room being simply Exquisite! On-Suite Master Bath and Walk In Closet are Truly Necessities at this Point! Don't Miss Your Dream Home with 5+ Park-Like Acres. Sometimes Opportunity Only Knocks Once in a Lifetime and This is It!

4 Beds ⋅ 4 Baths ⋅ 5242354 MLS

Waiting to find your FOREVER Home in one of the most desirable areas, Chesterland? Look No Further! Featuring 4 Bedrooms, 4 Bathrooms, 4776 Square Feet, with a Circular Driveway, Amazing Layout and LOADS of Updates...this home Absolutely Checks the Boxes! Seated on a Quiet Private Street on a Deadend Road, This Spacious and Modern Colonial Shows off the Very Best of Convenience Living While Offering Privacy and Peaceful Living! Some of the Recent Updates Include: New Furnace & Central Air (2025), New Whole Home Generator (2023), New Kitchen with Shaker White Cabinets, Quartz Counters, Dishwasher, Oven and Minifridge (2025), Newly Waterproofed and Finished Basement (2024), New Water Treatment System (2024), New Sump Pump and Battery Backup (2024), New Roof (2011)...and So Much More! The Yard is Completely Serene with Exclusivity and a Stretching Deck with Screened in Gazebo for Enjoying the Weekends as well as Entertaining! Walking Paths Cut Through the Woods and Form a Nature Trail That Will Improve Even the Worst Day! Welcoming Guests is a Treat with the LARGE Rounded Foyer with Sight Lines Through the HUGE First Floor. Kitchen is Beautiful and Brand New, Featuring Luxurious Quartz Counters and ALL of the Appliances! LARGE First Floor Bedroom is Ideal for those that like One Level Living. Laundry Room is on the First Floor as Well along with Magazine-Style Mudroom Complete with Storage and Hangers...A Perfect Staging Area When You're On The Go! Spacious 1st Floor Office is Super Convenient! Family Room, 4 Season Room and Living Room are UNBELIEVABLE and So Accessible! Finished Basement is an Absolute Dream for Entertaining and During the Not-So-Great Weather Seasons! Bedrooms are GENEROUSLY sized with the Master Bedroom/Adjacent Bonus Room being simply Exquisite! On-Suite Master Bath and Walk In Closet are Truly Necessities at this Point! Don't Miss Your Dream Home with 5+ Park-Like Acres. Sometimes Opportunity Only Knocks Once in a Lifetime and This is It!

7409 Tattersall Drive, Chesterland

Listing Courtesy of: Victor Duqum, victor@vsdrealty.com With VSD Realty, LLC.

$199,900

Three-bedroom ranch nestled on over a half acre in the heart of Chesterland! This home offers a wonderful opportunity to bring your vision and updates to create the home you’ve been looking for. The inviting ranch layout features three bedrooms, comfortable living spaces, and the convenience of one-floor living. The lot provides plenty of room to enjoy the outdoors, garden, entertain, or simply relax and take in the peaceful setting. The home needs TLC and is being offered as an excellent opportunity for buyers looking to build equity and make it their own. Ideally located close to shopping, dining, schools, parks, and all that Chesterland has to offer. A great opportunity to own a charming ranch on a truly special piece of property!

3 Beds ⋅ 2 Baths ⋅ 5233358 MLS

Three-bedroom ranch nestled on over a half acre in the heart of Chesterland! This home offers a wonderful opportunity to bring your vision and updates to create the home you’ve been looking for. The inviting ranch layout features three bedrooms, comfortable living spaces, and the convenience of one-floor living. The lot provides plenty of room to enjoy the outdoors, garden, entertain, or simply relax and take in the peaceful setting. The home needs TLC and is being offered as an excellent opportunity for buyers looking to build equity and make it their own. Ideally located close to shopping, dining, schools, parks, and all that Chesterland has to offer. A great opportunity to own a charming ranch on a truly special piece of property!

8575 Herrick Drive, Chesterland

Listing Courtesy of: Anne M Krauss, anne@callakgroup.com With Platinum Real Estate

$275,000

Discover the perfect opportunity to build your dream home on this stunning 3-acre wooded lot in the award-winning West Geauga School District. Tucked away on a quiet cul-de-sac street off Mulberry Road, this is the last available lot on the street. Original home was recently demolished, allowing you to create the custom home you’ve always envisioned. Surrounded by mature trees and lush greenery, this exceptional property offers a breathtaking, park-like setting where privacy, luxury, and tranquility come together, offering the perfect balance of peaceful country living and modern convenience. Enjoy the serenity of nature while remaining just minutes from highways, shopping, restaurants, parks and much more!

5238733 MLS

Discover the perfect opportunity to build your dream home on this stunning 3-acre wooded lot in the award-winning West Geauga School District. Tucked away on a quiet cul-de-sac street off Mulberry Road, this is the last available lot on the street. Original home was recently demolished, allowing you to create the custom home you’ve always envisioned. Surrounded by mature trees and lush greenery, this exceptional property offers a breathtaking, park-like setting where privacy, luxury, and tranquility come together, offering the perfect balance of peaceful country living and modern convenience. Enjoy the serenity of nature while remaining just minutes from highways, shopping, restaurants, parks and much more!

11500 Foxhaven Drive, Chesterland

Listing Courtesy of: Emily C Burns, emilyburns@theoterogroup.com With RE/MAX Revealty

$435,000

Tucked away on a private, wooded 1.8 acre lot where the home is completely hidden from the street, this spacious 4 bedroom, 2 full bath property offers a solid foundation for someone ready to bring their vision to life. Inside, the first floor features a living room and dining room, each anchored by its own fireplace, along with a spacious kitchen ideal for everyday meals and hosting family and friends. A first floor bedroom, full bathroom, and dedicated laundry room round out the main level for added convenience. Upstairs, three additional generously sized bedrooms provide plenty of room for family or guests. The unfinished basement offers a blank canvas for storage, a workshop, or future finished living space, depending on your needs. Outside, a 2 car attached garage provides convenient parking, while an additional 4 car detached garage offers exceptional storage and workspace potential for the right buyer. Recent updates include a new roof in 2025, rear and upstairs windows replaced in 2025, and rear vinyl siding in 2025. With its wooded setting, generous acreage, and abundance of space both inside and out, this property is a great fit for a buyer who's ready to roll up their sleeves and make it their own.

4 Beds ⋅ 2 Baths ⋅ 5238289 MLS

Tucked away on a private, wooded 1.8 acre lot where the home is completely hidden from the street, this spacious 4 bedroom, 2 full bath property offers a solid foundation for someone ready to bring their vision to life. Inside, the first floor features a living room and dining room, each anchored by its own fireplace, along with a spacious kitchen ideal for everyday meals and hosting family and friends. A first floor bedroom, full bathroom, and dedicated laundry room round out the main level for added convenience. Upstairs, three additional generously sized bedrooms provide plenty of room for family or guests. The unfinished basement offers a blank canvas for storage, a workshop, or future finished living space, depending on your needs. Outside, a 2 car attached garage provides convenient parking, while an additional 4 car detached garage offers exceptional storage and workspace potential for the right buyer. Recent updates include a new roof in 2025, rear and upstairs windows replaced in 2025, and rear vinyl siding in 2025. With its wooded setting, generous acreage, and abundance of space both inside and out, this property is a great fit for a buyer who's ready to roll up their sleeves and make it their own.

7244 Mulberry Road, Chesterland

Listing Courtesy of: Cameron Gamiere, camerongamiere@mcdhomes.com With McDowell Homes Real Estate Services

$244,900

Opportunity awaits in desirable Chesterland! Situated on a full acre, this 4-bedroom, 1-bath home offers approximately 1,200 square feet of living space, stainless steel kitchen with appliances included, a 2-car garage, and plenty of room to make the property your own. The home offers personalization for a new owner to bring their own vision, updates, and finishing touches while enjoying the space and setting this property provides. Outside, the expansive lot offers room for gardening, recreation, outdoor entertaining, or simply enjoying added privacy and breathing room. A chicken coop is already in place, and the current chickens and ducks can remain with the property or be removed prior to closing at the buyer's request. With an acre of land, a 2-car garage, and a desirable Chesterland location, this property offers a great starting point for a buyer ready to make it their own. Trampoline and pool will be removed before title transfer.

4 Beds ⋅ 1 Baths ⋅ 5236137 MLS

Opportunity awaits in desirable Chesterland! Situated on a full acre, this 4-bedroom, 1-bath home offers approximately 1,200 square feet of living space, stainless steel kitchen with appliances included, a 2-car garage, and plenty of room to make the property your own. The home offers personalization for a new owner to bring their own vision, updates, and finishing touches while enjoying the space and setting this property provides. Outside, the expansive lot offers room for gardening, recreation, outdoor entertaining, or simply enjoying added privacy and breathing room. A chicken coop is already in place, and the current chickens and ducks can remain with the property or be removed prior to closing at the buyer's request. With an acre of land, a 2-car garage, and a desirable Chesterland location, this property offers a great starting point for a buyer ready to make it their own. Trampoline and pool will be removed before title transfer.

12975 Caves Road, Chesterland

Listing Courtesy of: Ashley Snowberger, ashley@HRGOhio.com With HomeSmart Real Estate Momentum LLC

$324,900

Welcome to this completely redone ranch nestled in desirable Chesterland Township and the award-winning West Geauga School District! This beautifully updated home offers the perfect combination of modern updates, comfortable living, and peaceful country surroundings. A covered front porch with low-maintenance composite decking welcomes you and provides the perfect place to relax and unwind. Step inside to a bright, open living room featuring built-in cabinetry and luxury vinyl plank flooring that flows seamlessly into the completely remodeled kitchen. The kitchen offers new cabinetry, granite countertops with breakfast bar, glass backsplash, and stainless-steel appliances that stay. The main level also features three bedrooms with beautifully refinished original hardwood floors and an updated full bathroom. The lower level provides an impressive amount of additional living space, including a large recreation room with fresh carpeting and a bar, perfect for entertaining, watching the big game, or gathering with family and friends. A remodeled half bath, laundry room with washer and dryer included, and ample storage space complete the lower level. Outside, the 2.5-car garage with and lean-to is truly a dream, featuring its own heater and electric, ideal for a workshop, hobbyist, or additional storage. Enjoy the privacy of the backyard and the peaceful setting that Chesterland has to offer. Numerous updates include a complete kitchen remodel (2019), septic system (2018), recessed lighting (2019), windows (2018), roof on both the house and garage (2024), and remodeled bathrooms (2019 & 2026). A 1-year home warranty is also included for added peace of mind. Enjoy the best of country living while remaining conveniently located near highways, shopping, restaurants, and everyday amenities. This home is truly move-in ready and has so much to offer. Call today for your private showing as this one won’t last long!

3 Beds ⋅ 2 Baths ⋅ 5234822 MLS

Welcome to this completely redone ranch nestled in desirable Chesterland Township and the award-winning West Geauga School District! This beautifully updated home offers the perfect combination of modern updates, comfortable living, and peaceful country surroundings. A covered front porch with low-maintenance composite decking welcomes you and provides the perfect place to relax and unwind. Step inside to a bright, open living room featuring built-in cabinetry and luxury vinyl plank flooring that flows seamlessly into the completely remodeled kitchen. The kitchen offers new cabinetry, granite countertops with breakfast bar, glass backsplash, and stainless-steel appliances that stay. The main level also features three bedrooms with beautifully refinished original hardwood floors and an updated full bathroom. The lower level provides an impressive amount of additional living space, including a large recreation room with fresh carpeting and a bar, perfect for entertaining, watching the big game, or gathering with family and friends. A remodeled half bath, laundry room with washer and dryer included, and ample storage space complete the lower level. Outside, the 2.5-car garage with and lean-to is truly a dream, featuring its own heater and electric, ideal for a workshop, hobbyist, or additional storage. Enjoy the privacy of the backyard and the peaceful setting that Chesterland has to offer. Numerous updates include a complete kitchen remodel (2019), septic system (2018), recessed lighting (2019), windows (2018), roof on both the house and garage (2024), and remodeled bathrooms (2019 & 2026). A 1-year home warranty is also included for added peace of mind. Enjoy the best of country living while remaining conveniently located near highways, shopping, restaurants, and everyday amenities. This home is truly move-in ready and has so much to offer. Call today for your private showing as this one won’t last long!

7144 Wilson Mills Road, Chesterland

Listing Courtesy of: Michael Monaco, michaelmonaco11@gmail.com With HomeSmart Real Estate Momentum LLC

$350,000

If you’ve been searching for a nicely maintained home with major mechanical updates on a serene setting of over 2.5 acres, look no further! Enjoy peace of mind with significant recent improvements, including a new roof (2022), replacement windows (approx. 2016), and a new exterior electrical box equipped with a whole-house surge protector (2026). Step inside to discover beautiful red oak wood flooring running through the kitchen, dining room, living room, and main-floor laundry room. The heart of the home is the thoughtfully designed kitchen, complete with rich custom maple cabinets, quartz countertops, and sleek stainless steel appliances. Designed for ultimate comfort and easy one-floor living, the main level features 3 spacious bedrooms, 2 full bathrooms, and convenient first-floor laundry. Need even more room to expand? The full unfinished basement offers endless opportunities to create additional living space, a home gym, workshop, or entertainment area tailored to your needs. Enjoy peaceful living with modern updates—schedule your private tour today!

3 Beds ⋅ 2 Baths ⋅ 5234209 MLS

If you’ve been searching for a nicely maintained home with major mechanical updates on a serene setting of over 2.5 acres, look no further! Enjoy peace of mind with significant recent improvements, including a new roof (2022), replacement windows (approx. 2016), and a new exterior electrical box equipped with a whole-house surge protector (2026). Step inside to discover beautiful red oak wood flooring running through the kitchen, dining room, living room, and main-floor laundry room. The heart of the home is the thoughtfully designed kitchen, complete with rich custom maple cabinets, quartz countertops, and sleek stainless steel appliances. Designed for ultimate comfort and easy one-floor living, the main level features 3 spacious bedrooms, 2 full bathrooms, and convenient first-floor laundry. Need even more room to expand? The full unfinished basement offers endless opportunities to create additional living space, a home gym, workshop, or entertainment area tailored to your needs. Enjoy peaceful living with modern updates—schedule your private tour today!

10435 Cedar Road, Chesterland

Listing Courtesy of: Kristen Fischer, kristenfischer@kw.com With Keller Williams Chervenic Rlty

$849,000

Beautiful traditional stone front home situated on 3.8 professionally landscaped acres on a quiet cul-de-sac in Geauga county. The first floor features a large two-story foyer open to a formal dining room. A private office with french doors features built-in cherry bookcases. The large sunny gourmet eat-in kitchen features newer cabinets with granite counters, gas cooktop with integrated lodge cast iron grill, Bosch built in wall oven with convection microwave and warming drawer, brand new Samsung refrigerator, and a nine-foot island with farm sink. The view from the kitchen is a beautifully landscaped 40ft x 20ft Anthony Silvan in ground pool and spa with automatic cover to extend entertaining and relaxing time outside in style. Kitchen is open to a large sunny vaulted ceiling family room with stone wood burning fireplace including gas starter and fan. A powder room with separate shower room and a large laundry room with deck access complete the first floor. The second floor features a large primary suite with 2 walk-in closets and large master bath. Three additional bedrooms and an additional bath with double sinks, linen closet, vanity seating area and separate room for tub complete the second floor. A finished basement with a large storage area and large windows adds valuable entertaining and relaxing space. MUST SEE. Disclaimer: Window treatments and dining room chandelier do not convey (blinds will stay)-

4 Beds ⋅ 3 Baths ⋅ 5233153 MLS

Beautiful traditional stone front home situated on 3.8 professionally landscaped acres on a quiet cul-de-sac in Geauga county. The first floor features a large two-story foyer open to a formal dining room. A private office with french doors features built-in cherry bookcases. The large sunny gourmet eat-in kitchen features newer cabinets with granite counters, gas cooktop with integrated lodge cast iron grill, Bosch built in wall oven with convection microwave and warming drawer, brand new Samsung refrigerator, and a nine-foot island with farm sink. The view from the kitchen is a beautifully landscaped 40ft x 20ft Anthony Silvan in ground pool and spa with automatic cover to extend entertaining and relaxing time outside in style. Kitchen is open to a large sunny vaulted ceiling family room with stone wood burning fireplace including gas starter and fan. A powder room with separate shower room and a large laundry room with deck access complete the first floor. The second floor features a large primary suite with 2 walk-in closets and large master bath. Three additional bedrooms and an additional bath with double sinks, linen closet, vanity seating area and separate room for tub complete the second floor. A finished basement with a large storage area and large windows adds valuable entertaining and relaxing space. MUST SEE. Disclaimer: Window treatments and dining room chandelier do not convey (blinds will stay)-

7895 Arlington Drive, Chesterland

Listing Courtesy of: Bianca R Bicaci, biancabicaci@gmail.com With Liberty Realty Sells For 1% and More

$310,000

Bring your ideas and make this property your own! Situated on a scenic 1-acre lot in the desirable West Geauga Local School District, this 3-bedroom, 1.5-bath ranch is full of potential for buyers looking to renovate and build equity. The home offers the convenience of one-floor living with a practical layout and plenty of outdoor space to enjoy. While the interior may need some updates, the peaceful setting and sought-after location make this a fantastic opportunity for anyone looking to customize a home to their own style. Enjoy the privacy and room to roam that comes with a full acre, all while being conveniently located near shopping, parks, and major commuter routes. Bring your vision and unlock the potential this property has to offer! Don't miss your chance to transform this diamond in the rough into something special.

3 Beds ⋅ 2 Baths ⋅ 5232822 MLS

Bring your ideas and make this property your own! Situated on a scenic 1-acre lot in the desirable West Geauga Local School District, this 3-bedroom, 1.5-bath ranch is full of potential for buyers looking to renovate and build equity. The home offers the convenience of one-floor living with a practical layout and plenty of outdoor space to enjoy. While the interior may need some updates, the peaceful setting and sought-after location make this a fantastic opportunity for anyone looking to customize a home to their own style. Enjoy the privacy and room to roam that comes with a full acre, all while being conveniently located near shopping, parks, and major commuter routes. Bring your vision and unlock the potential this property has to offer! Don't miss your chance to transform this diamond in the rough into something special.

7415 Avon Lane, Chesterland

Listing Courtesy of: Ron Dahlhofer, Ron@woodlakeRE.com With Woodlake Realty LLC

$575,000

Welcome to your own private retreat in Chester Twp. Tucked away at the end of a quiet cul-de-sac, this well-maintained 4-bedroom, 2.5-bath home sits on 4.4 picturesque acres, offering the perfect balance of privacy, space, and everyday convenience. Inside, you'll find over 3,100 sq.ft. of living space designed for both family life and entertaining. The spacious family room and study open to a light-filled sunroom where walls of windows frame peaceful views of the surrounding property. The main level also features an inviting eat-in kitchen, formal living and dining room, and the convenience of first-floor laundry. Upstairs, the generous primary suite provides a private retreat with dual closets, an in-room vanity, and an ensuite bath. Three additional bedrooms offer flexibility for, guests, home offices, or hobbies. Outside is where this property truly stands apart. Set on 4.4 scenic acres with mature trees, open lawn, and abundant privacy, there's room to garden, entertain, explore, or simply enjoy the peace and quiet of country living. A standout feature is the versatile barn and workshop. The front provides covered parking and storage, while the insulated rear workshop is served by its own electrical subpanel with 220-volt power, originally installed to operate woodworking machinery. Whether your passion is woodworking, automotive restoration, welding, fabrication, equipment storage, or simply having a serious workshop, this space offers exceptional flexibility. A full second level provides even more room for storage or future use. Located in the highly regarded W. Geauga School Dist., you'll enjoy the rural charm of Chesterland while remaining just minutes from shopping, dining, parks, and major commuting routes. Nearby orchards, golf courses, and the Geauga Park District offer miles of trails and year-round outdoor recreation. This is more than a home—it's an opportunity to enjoy space, privacy, and a lifestyle that's becoming increasingly difficult to find.

4 Beds ⋅ 3 Baths ⋅ 5231450 MLS

Welcome to your own private retreat in Chester Twp. Tucked away at the end of a quiet cul-de-sac, this well-maintained 4-bedroom, 2.5-bath home sits on 4.4 picturesque acres, offering the perfect balance of privacy, space, and everyday convenience. Inside, you'll find over 3,100 sq.ft. of living space designed for both family life and entertaining. The spacious family room and study open to a light-filled sunroom where walls of windows frame peaceful views of the surrounding property. The main level also features an inviting eat-in kitchen, formal living and dining room, and the convenience of first-floor laundry. Upstairs, the generous primary suite provides a private retreat with dual closets, an in-room vanity, and an ensuite bath. Three additional bedrooms offer flexibility for, guests, home offices, or hobbies. Outside is where this property truly stands apart. Set on 4.4 scenic acres with mature trees, open lawn, and abundant privacy, there's room to garden, entertain, explore, or simply enjoy the peace and quiet of country living. A standout feature is the versatile barn and workshop. The front provides covered parking and storage, while the insulated rear workshop is served by its own electrical subpanel with 220-volt power, originally installed to operate woodworking machinery. Whether your passion is woodworking, automotive restoration, welding, fabrication, equipment storage, or simply having a serious workshop, this space offers exceptional flexibility. A full second level provides even more room for storage or future use. Located in the highly regarded W. Geauga School Dist., you'll enjoy the rural charm of Chesterland while remaining just minutes from shopping, dining, parks, and major commuting routes. Nearby orchards, golf courses, and the Geauga Park District offer miles of trails and year-round outdoor recreation. This is more than a home—it's an opportunity to enjoy space, privacy, and a lifestyle that's becoming increasingly difficult to find.

11425 Peach Tree Drive, Chesterland

Listing Courtesy of: Feliz A Colon, felizcolon@kw.com With Keller Williams Living

$307,500

Opportunity Knocks! Bring your vision and unlock the incredible potential of this spacious 4-bedroom, 2.5-bath center hall Colonial on a private, wooded lot in the highly desirable W. Geauga School District. This home presents an exceptional opportunity for investors, flippers, or buyers looking to build instant equity through renovations. Inside, you'll find a fantastic floor plan featuring a dramatic two-story foyer, a large great room with French doors, a cozy family room with a fireplace, a formal dining room, and a spacious kitchen ready for your personal touch. One of the home's standout features is the beautiful three-season sunroom with a vaulted wood ceiling, skylights, hardwood flooring, and peaceful views of the surrounding nature—an ideal space to relax or entertain. Upstairs, the generous primary suite offers a spacious bedroom and private bath, while three additional bedrooms provide plenty of room for family, guests, or a home office. The full, partially finished walk-out basement offers tremendous expansion potential with both a walk-out door and sliding glass door, making it ideal for additional living space. Outside, enjoy the the private wooded setting, a circular driveway, a two-car attached garage, on a dead-end street. The home does require significant updating and repairs and is being sold in its current condition and priced accordingly. However, the size, layout, location, and surrounding neighborhood make this a rare opportunity to create substantial value. Conveniently located near shopping, dining, parks, golf courses, and everyday amenities. Nearby attractions include Patterson Fruit Farm, The West Woods Nature Preserve, Big Creek Park, local golf courses, and the many shops and restaurants along Mayfield Road (US-322). If you've been searching for a property with outstanding bones, an excellent floor plan, and the chance to transform a house into something truly special, this is one you won't want to miss!

4 Beds ⋅ 3 Baths ⋅ 5232154 MLS

Opportunity Knocks! Bring your vision and unlock the incredible potential of this spacious 4-bedroom, 2.5-bath center hall Colonial on a private, wooded lot in the highly desirable W. Geauga School District. This home presents an exceptional opportunity for investors, flippers, or buyers looking to build instant equity through renovations. Inside, you'll find a fantastic floor plan featuring a dramatic two-story foyer, a large great room with French doors, a cozy family room with a fireplace, a formal dining room, and a spacious kitchen ready for your personal touch. One of the home's standout features is the beautiful three-season sunroom with a vaulted wood ceiling, skylights, hardwood flooring, and peaceful views of the surrounding nature—an ideal space to relax or entertain. Upstairs, the generous primary suite offers a spacious bedroom and private bath, while three additional bedrooms provide plenty of room for family, guests, or a home office. The full, partially finished walk-out basement offers tremendous expansion potential with both a walk-out door and sliding glass door, making it ideal for additional living space. Outside, enjoy the the private wooded setting, a circular driveway, a two-car attached garage, on a dead-end street. The home does require significant updating and repairs and is being sold in its current condition and priced accordingly. However, the size, layout, location, and surrounding neighborhood make this a rare opportunity to create substantial value. Conveniently located near shopping, dining, parks, golf courses, and everyday amenities. Nearby attractions include Patterson Fruit Farm, The West Woods Nature Preserve, Big Creek Park, local golf courses, and the many shops and restaurants along Mayfield Road (US-322). If you've been searching for a property with outstanding bones, an excellent floor plan, and the chance to transform a house into something truly special, this is one you won't want to miss!

11709 Pinewood Trail, Chesterland

Listing Courtesy of: Lynn Large, lynnlargerealtor@gmail.com With EXP Realty, LLC.

Selling Office: Century 21 Premiere Properties, Inc..

$490,000

Welcome to this beautiful one owner colonial nestled on a lovely wooded lot. Enter from the inviting front porch to the huge living room with bay window opening to the formal dining room. The spacious eat in kitchen with all appliances overlooks the backyard. You can watch all the birds as the maple syrup is being boiled in the sugar shack in the yard. The grand family room will be where everyone spends their time with a WBFP, windows overlooking front & back of property & an area for your home office . A complete laundry room w/ extra refrigerator & a half bath are also located on the 1st floor. On the second floor there are 4 big bedrooms including a spacious BDRM w/ ensuite full bath & huge walkin closet. The other full bath has a walkin shower & double vanity. The Rec room downstairs has lots of room for games as well as area for storage. There is an expansive deck overlooking the beautifully landscaped oasis in the backyard. A full house generator for peace of mind. Located on a quiet cul de sac street, the home is close to highways, schools & shopping. Come home to the country, close to everything historic Chesterland has to offer.

4 Beds ⋅ 3 Baths ⋅ 5226224 MLS

Welcome to this beautiful one owner colonial nestled on a lovely wooded lot. Enter from the inviting front porch to the huge living room with bay window opening to the formal dining room. The spacious eat in kitchen with all appliances overlooks the backyard. You can watch all the birds as the maple syrup is being boiled in the sugar shack in the yard. The grand family room will be where everyone spends their time with a WBFP, windows overlooking front & back of property & an area for your home office . A complete laundry room w/ extra refrigerator & a half bath are also located on the 1st floor. On the second floor there are 4 big bedrooms including a spacious BDRM w/ ensuite full bath & huge walkin closet. The other full bath has a walkin shower & double vanity. The Rec room downstairs has lots of room for games as well as area for storage. There is an expansive deck overlooking the beautifully landscaped oasis in the backyard. A full house generator for peace of mind. Located on a quiet cul de sac street, the home is close to highways, schools & shopping. Come home to the country, close to everything historic Chesterland has to offer.

12181 W Shiloh Drive, Chesterland

Listing Courtesy of: Mary Beth O'Neill, marybethoneill@kw.com With Keller Williams Greater Cleveland Northeast

Selling Office: Berkshire Hathaway HomeServices Professional Realty.

$625,000

Set on 5 sprawling acres, this beautifully remodeled home offers the perfect blend of privacy and move-in-ready comfort. Remodeled throughout, the interior showcases fresh, updated finishes from top to bottom. Cambria quartz countertops, KitchenAid double oven, master closet with custom built-ins, and Stainmaster carpets throughout are just some of the luxurious improvements. Enjoy peace of mind with a new furnace and HVAC system, both installed in 2022. Step outside to a spacious wood deck off the back of the home, perfect for morning coffee, grilling, or simply soaking in the peaceful, wooded views. The partially finished walk-out basement offers effortless access to the expansive grounds, ideal for entertaining, hobbies, or future expansion. Two additional sheds provide excellent storage or workshop space for tools, equipment, or hobbies. A rare opportunity to own acreage with all the major updates already done. Don't miss this one!

4 Beds ⋅ 3 Baths ⋅ 5226022 MLS

Set on 5 sprawling acres, this beautifully remodeled home offers the perfect blend of privacy and move-in-ready comfort. Remodeled throughout, the interior showcases fresh, updated finishes from top to bottom. Cambria quartz countertops, KitchenAid double oven, master closet with custom built-ins, and Stainmaster carpets throughout are just some of the luxurious improvements. Enjoy peace of mind with a new furnace and HVAC system, both installed in 2022. Step outside to a spacious wood deck off the back of the home, perfect for morning coffee, grilling, or simply soaking in the peaceful, wooded views. The partially finished walk-out basement offers effortless access to the expansive grounds, ideal for entertaining, hobbies, or future expansion. Two additional sheds provide excellent storage or workshop space for tools, equipment, or hobbies. A rare opportunity to own acreage with all the major updates already done. Don't miss this one!

11535 Blackberry Lane, Chesterland

Listing Courtesy of: Carter Gibson, cartergibson@kw.com With Keller Williams Greater Metropolitan

Selling Office: RE/MAX Crossroads Properties.

$299,900

Welcome to 13099 Dorothy Drive, a beautifully maintained 4-bedroom, 2.5-bath ranch nestled on a private 1.33-acre wooded lot in desirable Chesterland. Thoughtfully designed for comfortable one-floor living, this home offers a spacious and versatile layout with room for everyone. The main living areas flow seamlessly together, featuring a bright living room, inviting family room, formal dining area, and an eat-in kitchen complete with abundant cabinetry and plenty of space for everyday meals. Three of the bedrooms share a full bath while a standout feature of this home is the attached in-law suite, complete with its own living room, bedroom, and full bathroom, offering exceptional flexibility for multigenerational living, extended guests, or a private retreat. The spacious three-season sunroom overlooks the peaceful backyard and features all new windows and sliding doors installed in 2019, creating the perfect space to relax year-round. Main-floor laundry adds everyday convenience, while the attached garage and expansive driveway provide ample parking. Recent updates include luxury vinyl plank flooring throughout, a new asphalt driveway in 2024, a new water softener in 2024, a new hot water tank in 2025, re-enameled tubs and bathroom sinks, newer septic (2017), and a newer roof (2014). Surrounded by mature trees and offering the ease of ranch living with flexible spaces throughout, this inviting home is ready for its next chapter.

4 Beds ⋅ 3 Baths ⋅ 5224421 MLS

Welcome to 13099 Dorothy Drive, a beautifully maintained 4-bedroom, 2.5-bath ranch nestled on a private 1.33-acre wooded lot in desirable Chesterland. Thoughtfully designed for comfortable one-floor living, this home offers a spacious and versatile layout with room for everyone. The main living areas flow seamlessly together, featuring a bright living room, inviting family room, formal dining area, and an eat-in kitchen complete with abundant cabinetry and plenty of space for everyday meals. Three of the bedrooms share a full bath while a standout feature of this home is the attached in-law suite, complete with its own living room, bedroom, and full bathroom, offering exceptional flexibility for multigenerational living, extended guests, or a private retreat. The spacious three-season sunroom overlooks the peaceful backyard and features all new windows and sliding doors installed in 2019, creating the perfect space to relax year-round. Main-floor laundry adds everyday convenience, while the attached garage and expansive driveway provide ample parking. Recent updates include luxury vinyl plank flooring throughout, a new asphalt driveway in 2024, a new water softener in 2024, a new hot water tank in 2025, re-enameled tubs and bathroom sinks, newer septic (2017), and a newer roof (2014). Surrounded by mature trees and offering the ease of ranch living with flexible spaces throughout, this inviting home is ready for its next chapter.

13099 Dorothy Drive, Chesterland

Listing Courtesy of: Anthony R Latina, anthonylatinarealestate@gmail.com With RE/MAX Crossroads Properties

$600,000

Set on approximately 3 private acres in Munson Township, within the sought-after Chardon Local School District, this beautifully updated home offers peaceful surroundings, thoughtful renovations, and exceptional flexibility. Tucked back from the road and surrounded by mature trees, the property features ponds, cascading waterfalls, and inviting outdoor living spaces. The main residence includes 5 bedrooms and 4.5 baths, plus a detached 3-car garage with a renovated carriage house apartment above - ideal for guests, extended family, a home office, or possible rental income. A welcoming foyer opens to a dramatic great room with soaring exposed-beam ceilings, panoramic windows, and a floor-to-ceiling stone fireplace. The updated interior includes refinished oak hardwood floors and a redesigned kitchen with quartz countertops, new cabinetry, tile backsplash, updated lighting, and new appliances. A home office with built-in shelving adds convenience for work or study. The first-floor primary suite includes a private bath, dressing area, and nearby first-floor laundry. Upstairs, 4 additional bedrooms include an en suite bedroom with private bath, plus an additional full hall bath, providing comfortable space and privacy. Recent improvements include newer roofs on main home and carriage house, cedar-siding repairs, exterior paint, updated stonework, plumbing and electrical improvements, updated HVAC in 2026, 2 EV charging stations, refreshed porch posts and beams, stone patios and bridgework, updated landscaping, and a refurbished driveway. Conveniently located near NDCL, Alpine Valley, Fowler's Mill Golf Course, shopping, dining, and recreation, this distinctive property offers the best of natural beauty, privacy, and modern updates. Schedule your private showing today.

6 Beds ⋅ 5 Baths ⋅ 5224281 MLS

Set on approximately 3 private acres in Munson Township, within the sought-after Chardon Local School District, this beautifully updated home offers peaceful surroundings, thoughtful renovations, and exceptional flexibility. Tucked back from the road and surrounded by mature trees, the property features ponds, cascading waterfalls, and inviting outdoor living spaces. The main residence includes 5 bedrooms and 4.5 baths, plus a detached 3-car garage with a renovated carriage house apartment above - ideal for guests, extended family, a home office, or possible rental income. A welcoming foyer opens to a dramatic great room with soaring exposed-beam ceilings, panoramic windows, and a floor-to-ceiling stone fireplace. The updated interior includes refinished oak hardwood floors and a redesigned kitchen with quartz countertops, new cabinetry, tile backsplash, updated lighting, and new appliances. A home office with built-in shelving adds convenience for work or study. The first-floor primary suite includes a private bath, dressing area, and nearby first-floor laundry. Upstairs, 4 additional bedrooms include an en suite bedroom with private bath, plus an additional full hall bath, providing comfortable space and privacy. Recent improvements include newer roofs on main home and carriage house, cedar-siding repairs, exterior paint, updated stonework, plumbing and electrical improvements, updated HVAC in 2026, 2 EV charging stations, refreshed porch posts and beams, stone patios and bridgework, updated landscaping, and a refurbished driveway. Conveniently located near NDCL, Alpine Valley, Fowler's Mill Golf Course, shopping, dining, and recreation, this distinctive property offers the best of natural beauty, privacy, and modern updates. Schedule your private showing today.

10331 Butternut Road, Chesterland

Listing Courtesy of: Joseph M Ciani, joeciani1@gmail.com With HomeSmart Real Estate Momentum LLC

$400,000

Secluded 4 bedroom 3 ½ bath colonial located at the end of the cul-de-sac in sought after Chesterland that sits on 3.5 wooded acres. This home has over 3,300 sq ft and boasts a grand 27 x 16 eat in kitchen with granite counters, center island/breakfast bar with seating for 3, appliances that stay and a ton of cabinets that will meet all your kitchen storage needs, a very large pantry and then some and a spacious dining area with a bay window. A great kitchen for friends and family to gather. The large great room features a brick gas fireplace, crown molding and recessed can lighting, the dining room is big enough to accommodate a large table for those holiday dinners. There is a first floor bedroom and full bath with a walk-in shower that could potentially be an in-law suite or a first floor office. A first floor laundry room/mud room cabinets, utility sink and stall shower, another half bath and a 3 season room that complete the main floor. The second floor includes the HUGE master suite with 2 walk-in closets, linen closet, a glamour jetted bathtub, large walk-in shower, a full wall double vanity, and ceramic flooring. There are 2 extra large bedrooms and another full bath that complete the second floor. The lower level has a partially finished basement and two concrete floored crawl spaces. Amenities include: 3 car attached garage, whole house generator, newer A/C and hot water tank, water treatment system, large backyard, deck, front/wrap around porch, ADT security system, outdoor shed, lots of storage throughout the house and West Geauga Schools.

4 Beds ⋅ 4 Baths ⋅ 5222240 MLS

Secluded 4 bedroom 3 ½ bath colonial located at the end of the cul-de-sac in sought after Chesterland that sits on 3.5 wooded acres. This home has over 3,300 sq ft and boasts a grand 27 x 16 eat in kitchen with granite counters, center island/breakfast bar with seating for 3, appliances that stay and a ton of cabinets that will meet all your kitchen storage needs, a very large pantry and then some and a spacious dining area with a bay window. A great kitchen for friends and family to gather. The large great room features a brick gas fireplace, crown molding and recessed can lighting, the dining room is big enough to accommodate a large table for those holiday dinners. There is a first floor bedroom and full bath with a walk-in shower that could potentially be an in-law suite or a first floor office. A first floor laundry room/mud room cabinets, utility sink and stall shower, another half bath and a 3 season room that complete the main floor. The second floor includes the HUGE master suite with 2 walk-in closets, linen closet, a glamour jetted bathtub, large walk-in shower, a full wall double vanity, and ceramic flooring. There are 2 extra large bedrooms and another full bath that complete the second floor. The lower level has a partially finished basement and two concrete floored crawl spaces. Amenities include: 3 car attached garage, whole house generator, newer A/C and hot water tank, water treatment system, large backyard, deck, front/wrap around porch, ADT security system, outdoor shed, lots of storage throughout the house and West Geauga Schools.

8325 Lincoln Drive, Chesterland

Listing Courtesy of: Gary A Kohl, GKohlRealtor@gmail.com With HomeSmart Real Estate Momentum LLC

Selling Office: Howard Hanna.

$625,000

Welcome to a truly one-of-a-kind custom log home nestled in the natural beauty of Chesterland.Impressive 3-bedroom, 2-bath raised ranch offers approximately 3,228 total square feet and combines exceptional craftsmanship, quality construction, and a setting that feels more like a mountain retreat than Northeast Ohio. Built by Neville Log Homes of Montana using Engelmann Spruce and Lodgepole Pine from British Columbia, this home was thoughtfully designed and built into the property's natural bedrock. Inside, you'll find stunning woodwork throughout, including beautiful custom cherry cabinetry and trim crafted from cherry trees harvested directly from the property. Engineered maple flooring, exposed timbers, and two distinctive fireplaces add warmth and character throughout the home. The upper level features a Napoleon wood-burning stove with stone sourced from Utah, while the lower level showcases a Rumford fireplace with a distressed cedar mantel. Comfort is provided year-round with radiant heated floors, including the garage, a newer boiler, forced-air heating, and central air conditioning. Pella windows frame picturesque views of the surrounding landscape, while the expansive deck with its Virginia Ledge Stone fireplace creates the perfect setting for relaxing or entertaining. The heated garage and additional outbuilding with a concrete floor provide excellent space for hobbies, storage, or projects.The property itself is extraordinary, offering approximately 200 feet of frontage and extending over 1,500 feet deep toward the rear. Surrounded by mature trees, abundant landscaping, massive natural rock formations, and a scenic ravine, the setting creates the feeling of living in a treehouse immersed in nature.They describe it as "built like a tank with love and care," appreciating the craftsmanship, quality materials, and thoughtful details of stone, timber, brick, and landscaping found throughout.

3 Beds ⋅ 3 Baths ⋅ 5221389 MLS

Welcome to a truly one-of-a-kind custom log home nestled in the natural beauty of Chesterland.Impressive 3-bedroom, 2-bath raised ranch offers approximately 3,228 total square feet and combines exceptional craftsmanship, quality construction, and a setting that feels more like a mountain retreat than Northeast Ohio. Built by Neville Log Homes of Montana using Engelmann Spruce and Lodgepole Pine from British Columbia, this home was thoughtfully designed and built into the property's natural bedrock. Inside, you'll find stunning woodwork throughout, including beautiful custom cherry cabinetry and trim crafted from cherry trees harvested directly from the property. Engineered maple flooring, exposed timbers, and two distinctive fireplaces add warmth and character throughout the home. The upper level features a Napoleon wood-burning stove with stone sourced from Utah, while the lower level showcases a Rumford fireplace with a distressed cedar mantel. Comfort is provided year-round with radiant heated floors, including the garage, a newer boiler, forced-air heating, and central air conditioning. Pella windows frame picturesque views of the surrounding landscape, while the expansive deck with its Virginia Ledge Stone fireplace creates the perfect setting for relaxing or entertaining. The heated garage and additional outbuilding with a concrete floor provide excellent space for hobbies, storage, or projects.The property itself is extraordinary, offering approximately 200 feet of frontage and extending over 1,500 feet deep toward the rear. Surrounded by mature trees, abundant landscaping, massive natural rock formations, and a scenic ravine, the setting creates the feeling of living in a treehouse immersed in nature.They describe it as "built like a tank with love and care," appreciating the craftsmanship, quality materials, and thoughtful details of stone, timber, brick, and landscaping found throughout.

10506 Mayfield Road, Chesterland

Listing Courtesy of: Sal M Jackson, sjackson@bhhspro.com With Berkshire Hathaway HomeServices Professional Realty

Selling Office: Howard Hanna.

$995,000

Nestled on three wooded acres on a quiet street, this extraordinary estate combines refined sophistication with the warmth of a true family home. A circular drive framed by mature trees sets the tone, leading to a residence that offers privacy, elegance, and a lifestyle of effortless comfort. Step inside and you are greeted by a dramatic two-story foyer, where gleaming hardwood floors flow throughout the main level. French doors open to a home office, while the opposite side reveals a formal dining room designed for large celebrations. The heart of the home is the expansive gourmet kitchen, perfectly crafted for both daily living and grand entertaining. With two large islands, dual sinks, granite countertops, and a generous walk-in pantry, it is as functional as it is beautiful. The adjoining sun-filled dining area and vaulted sunroom open seamlessly to the patio, creating an easy flow for indoor-outdoor living. Gather in the grand living room, where a striking stone fireplace and custom built-ins set the stage for cozy evenings and lively get togethers. Upstairs, the luxurious primary suite offers a serene retreat with vaulted ceilings, an oversized walk-in closet, and a spa-inspired bath. Four additional bedrooms, connected by Jack-and-Jill baths, provide space and comfort for family and guests. The walk-out lower level is designed for recreation and relaxation, with a spacious family room, wet bar, game room, and a full bathroom that includes a steam room attachment for a private spa experience, plus a bonus room that doubles as a sixth bedroom. French doors open to a private patio, extending the living space outdoors to your own private sanctuary, an expansive backyard perfect for weekend gatherings and entertaining. With an attached three-car garage and a detached two-car garage with loft area, there is no shortage of space. Recent improvements include a new roof 2026, 2 new furnaces 2026, 2 newer ac units, and a whole home generator!

5 Beds ⋅ 5 Baths ⋅ 5219403 MLS

Nestled on three wooded acres on a quiet street, this extraordinary estate combines refined sophistication with the warmth of a true family home. A circular drive framed by mature trees sets the tone, leading to a residence that offers privacy, elegance, and a lifestyle of effortless comfort. Step inside and you are greeted by a dramatic two-story foyer, where gleaming hardwood floors flow throughout the main level. French doors open to a home office, while the opposite side reveals a formal dining room designed for large celebrations. The heart of the home is the expansive gourmet kitchen, perfectly crafted for both daily living and grand entertaining. With two large islands, dual sinks, granite countertops, and a generous walk-in pantry, it is as functional as it is beautiful. The adjoining sun-filled dining area and vaulted sunroom open seamlessly to the patio, creating an easy flow for indoor-outdoor living. Gather in the grand living room, where a striking stone fireplace and custom built-ins set the stage for cozy evenings and lively get togethers. Upstairs, the luxurious primary suite offers a serene retreat with vaulted ceilings, an oversized walk-in closet, and a spa-inspired bath. Four additional bedrooms, connected by Jack-and-Jill baths, provide space and comfort for family and guests. The walk-out lower level is designed for recreation and relaxation, with a spacious family room, wet bar, game room, and a full bathroom that includes a steam room attachment for a private spa experience, plus a bonus room that doubles as a sixth bedroom. French doors open to a private patio, extending the living space outdoors to your own private sanctuary, an expansive backyard perfect for weekend gatherings and entertaining. With an attached three-car garage and a detached two-car garage with loft area, there is no shortage of space. Recent improvements include a new roof 2026, 2 new furnaces 2026, 2 newer ac units, and a whole home generator!

7775 Woodlands Trail, Chesterland

Listing Courtesy of: Terry Young, Terryyoung@theyoungteam.com With Keller Williams Greater Metropolitan

$204,000

Bring your vision and creativity to this rare opportunity in the heart of Chesterland! Located on a quiet dead end street, this 3 bedroom, 2 bath ranch offers convenient single floor living on a spacious 0.69-acre lot. The property backs to a wooded area, creating a peaceful park like setting with plenty of privacy. This home is in need of a complete renovation and is being offered as an excellent opportunity for people looking to customize a home to their exact tastes. Features include vinyl siding, public sewer (a rare find in Chesterland), and a functional ranch layout ready for transformation. Whether you're looking to renovate and resell, create a rental property, or build your dream single-story home, the possibilities are endless. Enjoy the quiet surroundings, generous lot size, and desirable Chesterland location while bringing new life to this property. Sold as-is. Cash buyers only.

3 Beds ⋅ 2 Baths ⋅ 5220568 MLS

Bring your vision and creativity to this rare opportunity in the heart of Chesterland! Located on a quiet dead end street, this 3 bedroom, 2 bath ranch offers convenient single floor living on a spacious 0.69-acre lot. The property backs to a wooded area, creating a peaceful park like setting with plenty of privacy. This home is in need of a complete renovation and is being offered as an excellent opportunity for people looking to customize a home to their exact tastes. Features include vinyl siding, public sewer (a rare find in Chesterland), and a functional ranch layout ready for transformation. Whether you're looking to renovate and resell, create a rental property, or build your dream single-story home, the possibilities are endless. Enjoy the quiet surroundings, generous lot size, and desirable Chesterland location while bringing new life to this property. Sold as-is. Cash buyers only.

12555 Hovey Drive, Chesterland

Listing Courtesy of: Glen G Whitten, support@ohiomlsflatfee.com With Ohio Property Group, LLC

Selling Office: Keller Williams Greater Metropolitan.

$625,000

Tucked away on a quiet, picturesque cul-de-sac and set back along a stunning tree-lined drive, this rare Chesterland estate offers the ultimate in privacy, serenity, and natural beauty. Nestled on a lush, wooded 5-acre parcel bordering a sprawling 58-acre farm, this expansive 3,649 sq ft home delivers an unmatched sense of seclusion. Inside, four generously sized bedrooms, all appointed with a bath, offer space and character, including a first-floor primary suite with soaring vaulted ceilings. The crown jewel is the magnificent sunroom, wrapped on three sides by expansive windows and crowned with skylights that flood the space with natural light year-round. A three-car garage completes this exceptional package. Properties where wooded acreage, stately bedrooms, and stunning sunsets converge rarely become available. This is more than a home. It's a lifestyle.

4 Beds ⋅ 4 Baths ⋅ 5217370 MLS

Tucked away on a quiet, picturesque cul-de-sac and set back along a stunning tree-lined drive, this rare Chesterland estate offers the ultimate in privacy, serenity, and natural beauty. Nestled on a lush, wooded 5-acre parcel bordering a sprawling 58-acre farm, this expansive 3,649 sq ft home delivers an unmatched sense of seclusion. Inside, four generously sized bedrooms, all appointed with a bath, offer space and character, including a first-floor primary suite with soaring vaulted ceilings. The crown jewel is the magnificent sunroom, wrapped on three sides by expansive windows and crowned with skylights that flood the space with natural light year-round. A three-car garage completes this exceptional package. Properties where wooded acreage, stately bedrooms, and stunning sunsets converge rarely become available. This is more than a home. It's a lifestyle.

11710 Sherwood Trail, Chesterland

Listing Courtesy of: Carter Gibson, cartergibson@kw.com With Keller Williams Greater Metropolitan

Selling Office: Keller Williams Greater Metropolitan.

$250,000

Full general home inspection, septic and well inspections, along with a third-party appraisal have been completed and are available upon request. There is an offer deadline of 8 pm on June 18. Nestled on nearly 2 sprawling acres in desirable Chesterland, this charming ranch home offers privacy, character, and plenty of space to enjoy both indoors and out! The inviting living room features hardwood floors, a soaring vaulted ceiling, a large picture window that fills the space with natural light, and a cozy wood-burning stove. Just steps away, the dining room showcases hardwood floors, custom built-ins, a vaulted ceiling, and a large window overlooking the scenic property. The kitchen offers ample cabinetry along with a convenient eating area for casual dining. Three comfortable bedrooms and a full bathroom are located on the main floor, providing functional one-level living. The full, walk-out basement adds approximately 1,250 square feet of additional space and includes a finished recreation area, laundry hookups, and a dedicated workshop, offering endless possibilities for hobbies, storage, or entertaining. An attached one-car garage adds everyday convenience, while the peaceful wooded setting creates a relaxing retreat from the hustle and bustle. Located in the highly regarded West Geauga School District, this property combines a desirable location with a spacious lot and versatile living spaces. Don't miss the opportunity to make this Chesterland property your own!

3 Beds ⋅ 1 Baths ⋅ 5213527 MLS

Full general home inspection, septic and well inspections, along with a third-party appraisal have been completed and are available upon request. There is an offer deadline of 8 pm on June 18. Nestled on nearly 2 sprawling acres in desirable Chesterland, this charming ranch home offers privacy, character, and plenty of space to enjoy both indoors and out! The inviting living room features hardwood floors, a soaring vaulted ceiling, a large picture window that fills the space with natural light, and a cozy wood-burning stove. Just steps away, the dining room showcases hardwood floors, custom built-ins, a vaulted ceiling, and a large window overlooking the scenic property. The kitchen offers ample cabinetry along with a convenient eating area for casual dining. Three comfortable bedrooms and a full bathroom are located on the main floor, providing functional one-level living. The full, walk-out basement adds approximately 1,250 square feet of additional space and includes a finished recreation area, laundry hookups, and a dedicated workshop, offering endless possibilities for hobbies, storage, or entertaining. An attached one-car garage adds everyday convenience, while the peaceful wooded setting creates a relaxing retreat from the hustle and bustle. Located in the highly regarded West Geauga School District, this property combines a desirable location with a spacious lot and versatile living spaces. Don't miss the opportunity to make this Chesterland property your own!

9087 Ranch Drive, Chesterland

Listing Courtesy of: Kevin Wasie, kevin@Exactlyusa.com With Exactly

Selling Office: Century 21 DeAnna Realty.

$434,000

Spacious split-level home located on a quiet cul-de-sac in Chesterland, in the West Geauga School District, set on over 1.53 parklike acres w/ city sewer, mature trees, wooded views, and an exceptional backyard designed for everyday enjoyment and entertaining. A spacious 2-level stamped concrete patio with hot tub overlooks the expansive yard and is complemented by 2 storage sheds, a wood playset, attached side-entry 2-car garage, and oversized parking pad. Offering 4 bedrooms, 2.5 baths & 2,724 sq ft, the interior features generous living spaces and a functional layout. A spacious living room is filled with natural light from a large picture window and flows into a formal dining room. An eat-in kitchen includes all appliances, a dinette area, and sliding door access to the patio, making indoor-outdoor living effortless. Just steps away, a cozy family room is anchored by a fireplace and provides the perfect gathering space. The primary bedroom features a walk-in closet and private en-suite bath, while one additional bedroom also includes a walk-in closet. A large utility room offers laundry facilities and flexible space for a home office, hobby room, fitness area, or additional storage. RECENT UPDATES include: Replaced refrigerator (2024), dishwasher & washer (2023), microwave (2024), water pressure tank (2022), garage door (2026), whole house electrical box (2021), installed stamped concrete patio & concrete driveway w/ extra parking pad (2018), updated family room (2024), laundry room & mud room (2023) & half bath (2024), replaced flooring throughout 1st level (2024), installed playset (2021), shed (2022), hot tub (2021), replaced all closet doors (2026), mailbox (2026) & much more! INCLUDED are ALL kitchen appliances, washer/dryer, hot tub, playset, basketball hoop, riding mower, snow blower, portable generator, all window treatments & a 1-year home warranty. Conveniently located near OH-306, schools, shopping, restaurants, parks & other local attractions.

4 Beds ⋅ 3 Baths ⋅ 5214401 MLS

Spacious split-level home located on a quiet cul-de-sac in Chesterland, in the West Geauga School District, set on over 1.53 parklike acres w/ city sewer, mature trees, wooded views, and an exceptional backyard designed for everyday enjoyment and entertaining. A spacious 2-level stamped concrete patio with hot tub overlooks the expansive yard and is complemented by 2 storage sheds, a wood playset, attached side-entry 2-car garage, and oversized parking pad. Offering 4 bedrooms, 2.5 baths & 2,724 sq ft, the interior features generous living spaces and a functional layout. A spacious living room is filled with natural light from a large picture window and flows into a formal dining room. An eat-in kitchen includes all appliances, a dinette area, and sliding door access to the patio, making indoor-outdoor living effortless. Just steps away, a cozy family room is anchored by a fireplace and provides the perfect gathering space. The primary bedroom features a walk-in closet and private en-suite bath, while one additional bedroom also includes a walk-in closet. A large utility room offers laundry facilities and flexible space for a home office, hobby room, fitness area, or additional storage. RECENT UPDATES include: Replaced refrigerator (2024), dishwasher & washer (2023), microwave (2024), water pressure tank (2022), garage door (2026), whole house electrical box (2021), installed stamped concrete patio & concrete driveway w/ extra parking pad (2018), updated family room (2024), laundry room & mud room (2023) & half bath (2024), replaced flooring throughout 1st level (2024), installed playset (2021), shed (2022), hot tub (2021), replaced all closet doors (2026), mailbox (2026) & much more! INCLUDED are ALL kitchen appliances, washer/dryer, hot tub, playset, basketball hoop, riding mower, snow blower, portable generator, all window treatments & a 1-year home warranty. Conveniently located near OH-306, schools, shopping, restaurants, parks & other local attractions.

11341 Willow Hill Drive, Chesterland

Listing Courtesy of: Adam T Zimmerman, adam.zimmerman@evrealestate.com With Engel & Völkers Distinct

Selling Office: Local-n-Global Realty.

$1,295,000

Set amidst over 5 acres of breathtaking, manicured grounds, this exceptional estate offers exquisitely designed living space, where timeless elegance meets unmatched tranquility. The five-bedroom, four and a half bath residence with walk-out lower level is surrounded by picturesque scenery, and a gated turnaround driveway, creating a private retreat defined by beauty, serenity, and refined luxury. A charming one bedroom carriage house with a full bath and private patio provides an ideal guest residence, while six-car garage capacity offers both convenience and prestige. Resort-inspired outdoor living takes center stage with a stunning in-ground saltwater pool, elegant pool house, tranquil pond, fire pit, lush gardens, barn, shed, and impeccably curated landscaping that transforms every view into a work of art. A whole-home generator adds seamless peace of mind.

5 Beds ⋅ 5 Baths ⋅ 5215468 MLS

Set amidst over 5 acres of breathtaking, manicured grounds, this exceptional estate offers exquisitely designed living space, where timeless elegance meets unmatched tranquility. The five-bedroom, four and a half bath residence with walk-out lower level is surrounded by picturesque scenery, and a gated turnaround driveway, creating a private retreat defined by beauty, serenity, and refined luxury. A charming one bedroom carriage house with a full bath and private patio provides an ideal guest residence, while six-car garage capacity offers both convenience and prestige. Resort-inspired outdoor living takes center stage with a stunning in-ground saltwater pool, elegant pool house, tranquil pond, fire pit, lush gardens, barn, shed, and impeccably curated landscaping that transforms every view into a work of art. A whole-home generator adds seamless peace of mind.

7885 Pear Tree Drive, Chesterland

Listing Courtesy of: Danielle Angie, danielleangie@mcdhomes.com With McDowell Homes Real Estate Services

$226,000

5 Beds ⋅ 3 Baths ⋅ 5214201 MLS

7866 Mulberry Road, Chesterland

Listing Courtesy of: Shannon M Velotta, shannonvelotta@mcdhomes.com With McDowell Homes Real Estate Services

Selling Office: McDowell Homes Real Estate Services.

$80,000

Looking to downsize or lower costs…this spacious 2 bed/2 bath well-maintained manufactured home in the much sought after 55+ Maywood Community is a great alternative to renting. Privacy yet affordable living in this lovely home with bump-out great room, large screened covered porch, and a dog kennel on a corner lot. Newly renovated spacious kitchen with new cupboards, granite countertop, new appliances, with breakfast bar and new vinyl flooring throughout. Open concept kitchen, living room and dining area feature vaulted ceilings and fan. Master bedroom features large walk-in closet. Great floorplan puts the second bedroom at opposite end of the unit, providing additional privacy and a second full bath. Screened porch adds more living space. Side yard is fenced for a dog kennel and a storage shed. Roof and storm windows 10 yrs. old. Furnace 4yrs, Dryer & Hot water tank 9 yrs, AC ?, and brand new washer. Residents praise the quiet, semi-rural setting, beautiful wooded lots, and low Geauga County taxes. It is widely viewed as a peaceful, well-maintained place for active adults. Application and $50 fee must be submitted and approved by Maywood Community. Average gas bill $75/mo. and electric $65/mo. $600 Monthly land rental fee covers water & sewer, trash and snow removal.

2 Beds ⋅ 2 Baths ⋅ 5213463 MLS

Looking to downsize or lower costs…this spacious 2 bed/2 bath well-maintained manufactured home in the much sought after 55+ Maywood Community is a great alternative to renting. Privacy yet affordable living in this lovely home with bump-out great room, large screened covered porch, and a dog kennel on a corner lot. Newly renovated spacious kitchen with new cupboards, granite countertop, new appliances, with breakfast bar and new vinyl flooring throughout. Open concept kitchen, living room and dining area feature vaulted ceilings and fan. Master bedroom features large walk-in closet. Great floorplan puts the second bedroom at opposite end of the unit, providing additional privacy and a second full bath. Screened porch adds more living space. Side yard is fenced for a dog kennel and a storage shed. Roof and storm windows 10 yrs. old. Furnace 4yrs, Dryer & Hot water tank 9 yrs, AC ?, and brand new washer. Residents praise the quiet, semi-rural setting, beautiful wooded lots, and low Geauga County taxes. It is widely viewed as a peaceful, well-maintained place for active adults. Application and $50 fee must be submitted and approved by Maywood Community. Average gas bill $75/mo. and electric $65/mo. $600 Monthly land rental fee covers water & sewer, trash and snow removal.

8701 Mayfield Road Unit 148, Chesterland

Listing Courtesy of: Susan Stone, susan.stone@kw.com With Keller Williams Living

Selling Office: Non-Member.

$158,500

Great Chesterland location. Residential neighborhood close to shopping. Home has a sanitary sewer. Cash buyers only. Home is being sold "As Is". It requires a total renovation.

3 Beds ⋅ 2 Baths ⋅ 5213013 MLS

Great Chesterland location. Residential neighborhood close to shopping. Home has a sanitary sewer. Cash buyers only. Home is being sold "As Is". It requires a total renovation.

12555 Hovey Drive, Chesterland

Listing Courtesy of: Michael D Wagner, mdwagner905@gmail.com With Laronge-Wagner Realty

Selling Office: Laronge-Wagner Realty.

$995,500

Privately situated at the end of a quiet cul-de-sac on over 5 beautiful wooded acres on one of Chesterland’s most sought-after streets, this stunning Tudor Revival has undergone a custom top-to-bottom renovation far beyond a typical remodel. Major improvements include new roof, siding, windows, driveway, gutters, yard drainage systems, professional landscaping, exterior hardscaping, extensive tree clearing to create a more functional backyard, and thoughtfully redesigned interiors for turnkey living and peace of mind. A dramatic two-story foyer opens to updated hardwood floors, a soaring living room with a striking tapered plaster fireplace, and a beautifully renovated eat-in kitchen featuring quartzite countertops, new appliances, tile backsplash, custom cabinetry, and a dedicated coffee bar/pantry. The first-floor primary suite offers private deck access and a spa-inspired bath with heated floors extending throughout both the bathroom and shower, oversized shower, double quartzite vanity, and custom walk-in closet. Convenient first-floor laundry adds everyday functionality. Upstairs offers three spacious bedrooms and an updated full bath. The walk-out lower level includes a recreation room, fifth bedroom, full bath, and abundant storage. Composite decking and stamped concrete patio complete this exceptional property just minutes from Patterson Fruit Farm and Orchard Hills walking trails.

5 Beds ⋅ 4 Baths ⋅ 5211367 MLS

Privately situated at the end of a quiet cul-de-sac on over 5 beautiful wooded acres on one of Chesterland’s most sought-after streets, this stunning Tudor Revival has undergone a custom top-to-bottom renovation far beyond a typical remodel. Major improvements include new roof, siding, windows, driveway, gutters, yard drainage systems, professional landscaping, exterior hardscaping, extensive tree clearing to create a more functional backyard, and thoughtfully redesigned interiors for turnkey living and peace of mind. A dramatic two-story foyer opens to updated hardwood floors, a soaring living room with a striking tapered plaster fireplace, and a beautifully renovated eat-in kitchen featuring quartzite countertops, new appliances, tile backsplash, custom cabinetry, and a dedicated coffee bar/pantry. The first-floor primary suite offers private deck access and a spa-inspired bath with heated floors extending throughout both the bathroom and shower, oversized shower, double quartzite vanity, and custom walk-in closet. Convenient first-floor laundry adds everyday functionality. Upstairs offers three spacious bedrooms and an updated full bath. The walk-out lower level includes a recreation room, fifth bedroom, full bath, and abundant storage. Composite decking and stamped concrete patio complete this exceptional property just minutes from Patterson Fruit Farm and Orchard Hills walking trails.

11251 Lake Forest Drive, Chesterland

Listing Courtesy of: Terry Young, Terryyoung@theyoungteam.com With Keller Williams Greater Metropolitan

Selling Office: Berkshire Hathaway HomeServices Professional Realty.