Set high above the Chagrin River Valley in the heart of Waite Hill, South Farm is one of Northeast Ohio’s most storied estates, offering a rare opportunity to own a property where history, architecture, and nature exist in remarkable harmony. Originally envisioned by financier John Sherwin Sr. and reimagined by renowned architect Bryant Fleming, this landmark estate reflects a level of craftsmanship and provenance seldom available today. Inspired by the great English country houses of the 18th century, the approximately 11,000-square-foot residence features nine bedrooms, six fireplaces, and gracious living spaces designed for both intimate family life and grand-scale entertaining. Inside, richly detailed interiors, soaring ceilings, and walls of windows create an atmosphere of timeless elegance while framing picturesque views of the surrounding landscape. Original architectural elements and preserved craftsmanship provide a warmth and authenticity rarely found today. Spanning more than 11 acres, the grounds are equally impressive. Formal gardens, stone terraces, and a beautifully landscaped pool create exceptional settings for entertaining and relaxation. An orchard, greenhouse, garden plots, and sweeping lawns evoke the charm of a classic country estate, while mature woodlands and walking trails offer peaceful connections to nature. Additional amenities include a guest house, working woodshop, historic teahouse with a fireplace, and restored stone pathways that reveal layers of thoughtful design more than a century after their creation. Located within the Village of Waite Hill, one of Ohio’s most private residential communities, South Farm offers tranquility and architectural significance less than a half hour from downtown Cleveland. More than a residence, South Farm is a legacy estate—an opportunity to become the next steward of one of the Chagrin Valley’s most extraordinary properties.

9 Beds ⋅ 9 Baths ⋅ 5223646 MLS

Set high above the Chagrin River Valley in the heart of Waite Hill, South Farm is one of Northeast Ohio’s most storied estates, offering a rare opportunity to own a property where history, architecture, and nature exist in remarkable harmony. Originally envisioned by financier John Sherwin Sr. and reimagined by renowned architect Bryant Fleming, this landmark estate reflects a level of craftsmanship and provenance seldom available today. Inspired by the great English country houses of the 18th century, the approximately 11,000-square-foot residence features nine bedrooms, six fireplaces, and gracious living spaces designed for both intimate family life and grand-scale entertaining. Inside, richly detailed interiors, soaring ceilings, and walls of windows create an atmosphere of timeless elegance while framing picturesque views of the surrounding landscape. Original architectural elements and preserved craftsmanship provide a warmth and authenticity rarely found today. Spanning more than 11 acres, the grounds are equally impressive. Formal gardens, stone terraces, and a beautifully landscaped pool create exceptional settings for entertaining and relaxation. An orchard, greenhouse, garden plots, and sweeping lawns evoke the charm of a classic country estate, while mature woodlands and walking trails offer peaceful connections to nature. Additional amenities include a guest house, working woodshop, historic teahouse with a fireplace, and restored stone pathways that reveal layers of thoughtful design more than a century after their creation. Located within the Village of Waite Hill, one of Ohio’s most private residential communities, South Farm offers tranquility and architectural significance less than a half hour from downtown Cleveland. More than a residence, South Farm is a legacy estate—an opportunity to become the next steward of one of the Chagrin Valley’s most extraordinary properties.

9498 Smith Road, Waite Hill

Listing Courtesy of: David B Ayers, david.ayers@theagencyre.com With The Agency Cleveland Northcoast

$595,000

Your opportunity to move in and/or build your dream home in the highly sought after Village of Waite Hill has just arrived! 9601 Metcalf Road offers the ultimate flexibility to buy now; and if you so wish, build later, all while having a home to live in. This incredible five acre parcel offers an unbeatable location, and with the existing home, the ability to have a residence to live in during the building process or a potential income property while you decide on what the future holds. This charming home offers beautiful hardwood floors, many newer windows, tankless on-demand hot water heater, newer stainless steel kitchen appliances, newer LG washer and dryer, and much more. Already approved by the Waite Hill planning and zoning commission to allow for building a new residential home, the possibilities are endless.

3 Beds ⋅ 2 Baths ⋅ 5226109 MLS

Your opportunity to move in and/or build your dream home in the highly sought after Village of Waite Hill has just arrived! 9601 Metcalf Road offers the ultimate flexibility to buy now; and if you so wish, build later, all while having a home to live in. This incredible five acre parcel offers an unbeatable location, and with the existing home, the ability to have a residence to live in during the building process or a potential income property while you decide on what the future holds. This charming home offers beautiful hardwood floors, many newer windows, tankless on-demand hot water heater, newer stainless steel kitchen appliances, newer LG washer and dryer, and much more. Already approved by the Waite Hill planning and zoning commission to allow for building a new residential home, the possibilities are endless.

9601 Metcalf Road, Waite Hill

Listing Courtesy of: Brian H Miller, BrianMiller@BHHSPro.com With Berkshire Hathaway HomeServices Professional Realty

Selling Office: Berkshire Hathaway HomeServices Professional Realty.

$800,000

This home is set on over 10 breathtaking acres, this classic, sprawling farmhouse is a rare opportunity—one of the original Waite Hill properties offered for the first time in nearly 60 years. Rich in character and history, the home showcases soaring ceilings, tall windows, and stunning wide-plank walnut floors throughout. Thoughtful additions enhance the original footprint, including a dramatic step-down living room designed for entertaining with two sets of french doors onto the terrace, a stately office or den, and a full primary suite on the upper level. Natural light pours in from every angle, highlighting the home’s timeless architecture and warmth. Every window frames picturesque views of established flower gardens, mature trees, and open fields where birds and wildlife can be enjoyed year-round. Completing the property is an exceptionally large barn, offering endless possibilities—from hobby farming to storage or creative use. A truly special estate blending historic charm, privacy, and natural beauty—unlike anything else on the market.

4 Beds ⋅ 4 Baths ⋅ 5222409 MLS

This home is set on over 10 breathtaking acres, this classic, sprawling farmhouse is a rare opportunity—one of the original Waite Hill properties offered for the first time in nearly 60 years. Rich in character and history, the home showcases soaring ceilings, tall windows, and stunning wide-plank walnut floors throughout. Thoughtful additions enhance the original footprint, including a dramatic step-down living room designed for entertaining with two sets of french doors onto the terrace, a stately office or den, and a full primary suite on the upper level. Natural light pours in from every angle, highlighting the home’s timeless architecture and warmth. Every window frames picturesque views of established flower gardens, mature trees, and open fields where birds and wildlife can be enjoyed year-round. Completing the property is an exceptionally large barn, offering endless possibilities—from hobby farming to storage or creative use. A truly special estate blending historic charm, privacy, and natural beauty—unlike anything else on the market.

9420 Hobart Road, Waite Hill

Listing Courtesy of: Muffi Sherwin, muffis21@gmail.com With Berkshire Hathaway HomeServices Professional Realty

$500,000

5203629 MLS

Eagle Road, Waite Hill

Listing Courtesy of: Katie McNeill, katie@thekatiemcneillteam.com With Platinum Real Estate

Selling Office: Platinum Real Estate.

$235,000

Enjoy gorgeous views in a park like setting, open layout, convenient to freeways, hospitals, schools, shopping, golf and parks plus Kirtland top-rated Schools. Home is being sold "as-is" seller will not make any repairs, offering a wonderful opportunity to add your own touches to this special unique property.

3 Beds ⋅ 2 Baths ⋅ 5164331 MLS

Enjoy gorgeous views in a park like setting, open layout, convenient to freeways, hospitals, schools, shopping, golf and parks plus Kirtland top-rated Schools. Home is being sold "as-is" seller will not make any repairs, offering a wonderful opportunity to add your own touches to this special unique property.

9991 Gardenside Drive, Waite Hill

Listing Courtesy of: Debra M Lanning, lanning1124@gmail.com With HomeSmart Real Estate Momentum LLC

Selling Office: PWG Real Estate, LLC..

$1,023,000

Welcome to this gorgeous and grand Waite Hill estate—a remarkable home that perfectly balances timeless elegance with thoughtful modern updates. An impressive 1,700+ square foot addition, thoughtfully designed to include a bedroom, living area, den, kitchenette, laundry &, beautifully finished bathroom was completed in 2025. A perfect in law or guest suite! A circular drive and two-story covered porch framed by restored columns lead to a grand entry with spiral staircase and hand-painted custom mural. Off the entry, a private office features new wood floors, custom Amish cabinetry and a hidden door to full bath. Beyond, a cozy sitting room with wood-burning fireplace opens to a three-season room with custom tile work and views of the landscaped backyard and wooded ravine. The formal dining room flows beautifully into a spacious kitchen—perfect for entertaining and everyday living. Upstairs are three generous bedrooms & two full baths, including a gracious primary suite w/dual closets and stunning renovated en-suite bath featuring marble basket-weave flooring, dual vanities, new fixtures, walk-in shower and soaking tub. Additional bedrooms share Jack-n-Jill bath. The recently finished lower level provides the ultimate flex space with a 10-ft.projection screen & ample room to relax or entertain. Every inch of this home showcases custom craftsmanship and care, with Amish-made woodwork, beams, cabinetry, and trim designed to seamlessly match the original architectural details. Seller updates include restored front pillars, full primary bath remodel, new pet- &stain-resistant carpeting, new wood floors in office and living room, custom tile in the sunroom, whole-home Kohler generator, Toto washlets (2), LG stacked washer/dryer, custom paneled Fisher & Paykel refrigerator, finished basement with projector & TVs, new hydro-seed in front yard & more! This extraordinary property combines luxury, comfort & craftsmanship for the perfect Waite Hill retreat. *Kirtland Schools*

4 Beds ⋅ 5 Baths ⋅ 5166066 MLS

Welcome to this gorgeous and grand Waite Hill estate—a remarkable home that perfectly balances timeless elegance with thoughtful modern updates. An impressive 1,700+ square foot addition, thoughtfully designed to include a bedroom, living area, den, kitchenette, laundry &, beautifully finished bathroom was completed in 2025. A perfect in law or guest suite! A circular drive and two-story covered porch framed by restored columns lead to a grand entry with spiral staircase and hand-painted custom mural. Off the entry, a private office features new wood floors, custom Amish cabinetry and a hidden door to full bath. Beyond, a cozy sitting room with wood-burning fireplace opens to a three-season room with custom tile work and views of the landscaped backyard and wooded ravine. The formal dining room flows beautifully into a spacious kitchen—perfect for entertaining and everyday living. Upstairs are three generous bedrooms & two full baths, including a gracious primary suite w/dual closets and stunning renovated en-suite bath featuring marble basket-weave flooring, dual vanities, new fixtures, walk-in shower and soaking tub. Additional bedrooms share Jack-n-Jill bath. The recently finished lower level provides the ultimate flex space with a 10-ft.projection screen & ample room to relax or entertain. Every inch of this home showcases custom craftsmanship and care, with Amish-made woodwork, beams, cabinetry, and trim designed to seamlessly match the original architectural details. Seller updates include restored front pillars, full primary bath remodel, new pet- &stain-resistant carpeting, new wood floors in office and living room, custom tile in the sunroom, whole-home Kohler generator, Toto washlets (2), LG stacked washer/dryer, custom paneled Fisher & Paykel refrigerator, finished basement with projector & TVs, new hydro-seed in front yard & more! This extraordinary property combines luxury, comfort & craftsmanship for the perfect Waite Hill retreat. *Kirtland Schools*

9700 Rollin Road, Waite Hill

Listing Courtesy of: Karen A Eagle, karen@kareneagle.com With Elite Sotheby's International Realty

Selling Office: Coldwell Banker Schmidt Realty.

$4,000,000

Set across 27 sweeping acres in prestigious Waite Hill, 9391 Hobart Road is more than a home—it’s a lifestyle compound with limitless possibilities. Gated and grand, the English Country Estate unfolds from a genteel cobblestone courtyard into a private world of historical allure, architectural richness and pastoral beauty. At the heart of the estate is a one-of-a-kind residence, masterfully transformed from an original stable into a sophisticated English Tudor with striking scale, rich textures, and incredible historical details like hand-hewed beams, hand-chiseled stone, leaded glass windows and original wrought iron fixtures. Two additional guest cottages—The Stone Cottage and The White House—provide flexibility for extended family, guests, or creative use. An eight-car garage, dairy barn, two-story indoor squash court, blacksmith’s shop, and tractor barn offer incredible infrastructure for equestrian, agricultural, or bespoke lifestyle pursuits. The grounds are nothing short of breathtaking—over 27 acres of open pastures and fence-lined fields create an atmosphere of peace, privacy, and potential. Whether your vision is a multi-generational retreat, a working homestead, or a showstopping primary residence, this incredible enclave offers the unique foundation to bring it to life. This extraordinary estate has been chiseled by history and is now ready for its next chapter to be crafted by your imagination.

9 Beds ⋅ 9 Baths ⋅ 5130821 MLS

Set across 27 sweeping acres in prestigious Waite Hill, 9391 Hobart Road is more than a home—it’s a lifestyle compound with limitless possibilities. Gated and grand, the English Country Estate unfolds from a genteel cobblestone courtyard into a private world of historical allure, architectural richness and pastoral beauty. At the heart of the estate is a one-of-a-kind residence, masterfully transformed from an original stable into a sophisticated English Tudor with striking scale, rich textures, and incredible historical details like hand-hewed beams, hand-chiseled stone, leaded glass windows and original wrought iron fixtures. Two additional guest cottages—The Stone Cottage and The White House—provide flexibility for extended family, guests, or creative use. An eight-car garage, dairy barn, two-story indoor squash court, blacksmith’s shop, and tractor barn offer incredible infrastructure for equestrian, agricultural, or bespoke lifestyle pursuits. The grounds are nothing short of breathtaking—over 27 acres of open pastures and fence-lined fields create an atmosphere of peace, privacy, and potential. Whether your vision is a multi-generational retreat, a working homestead, or a showstopping primary residence, this incredible enclave offers the unique foundation to bring it to life. This extraordinary estate has been chiseled by history and is now ready for its next chapter to be crafted by your imagination.

9391 Hobart Road, Waite Hill

Listing Courtesy of: David B Ayers, david.ayers@theagencyre.com With The Agency Cleveland Northcoast

Selling Office: The Agency Cleveland Northcoast.

$1,449,999

Nestled on a sprawling 10.7-acre lot in the highly desirable Waite Hill, this exceptional estate offers a rare opportunity for luxurious, private living. Surrounded by meticulously landscaped grounds, the property features three stunning ponds that cascade into each other, creating a peaceful, natural retreat. Set back from the road, the home provides the perfect balance of privacy and accessibility. Boasting over 7,700 sq. ft. of refined living space, this stunning home offers 6 spacious bedrooms, 4 full baths, and 2 half baths. In addition to the main house, the property includes an in-law suite above the attached garage and a separate, fully appointed apartment above the detached 4-car garage—ideal for multi-generational living or hosting guests. Inside, the home exudes timeless elegance with a grand entrance foyer, sweeping staircase, and expansive great room. The open layout is complemented by a cozy office, a formal study, and a sunroom with sweeping views of the picturesque grounds. With three fireplaces—located in the great room, living room, and master suite—this home is designed for comfort and sophistication. Step outside into your own personal paradise. The outdoor space features a beautifully landscaped backyard with a large in-ground pool, surrounded by a spacious patio and a charming gazebo. Perfect for outdoor gatherings or peaceful relaxation, the backyard offers an idyllic setting for every occasion. Additional highlights include a large outbuilding with four garage doors and an attached building featuring two horse stalls—ideal for equestrian enthusiasts. With an elevator for easy access between floors and a setting that offers unparalleled beauty and privacy, this estate presents a unique opportunity to own one of Waite Hill’s finest properties.

6 Beds ⋅ 6 Baths ⋅ 5115165 MLS

Nestled on a sprawling 10.7-acre lot in the highly desirable Waite Hill, this exceptional estate offers a rare opportunity for luxurious, private living. Surrounded by meticulously landscaped grounds, the property features three stunning ponds that cascade into each other, creating a peaceful, natural retreat. Set back from the road, the home provides the perfect balance of privacy and accessibility. Boasting over 7,700 sq. ft. of refined living space, this stunning home offers 6 spacious bedrooms, 4 full baths, and 2 half baths. In addition to the main house, the property includes an in-law suite above the attached garage and a separate, fully appointed apartment above the detached 4-car garage—ideal for multi-generational living or hosting guests. Inside, the home exudes timeless elegance with a grand entrance foyer, sweeping staircase, and expansive great room. The open layout is complemented by a cozy office, a formal study, and a sunroom with sweeping views of the picturesque grounds. With three fireplaces—located in the great room, living room, and master suite—this home is designed for comfort and sophistication. Step outside into your own personal paradise. The outdoor space features a beautifully landscaped backyard with a large in-ground pool, surrounded by a spacious patio and a charming gazebo. Perfect for outdoor gatherings or peaceful relaxation, the backyard offers an idyllic setting for every occasion. Additional highlights include a large outbuilding with four garage doors and an attached building featuring two horse stalls—ideal for equestrian enthusiasts. With an elevator for easy access between floors and a setting that offers unparalleled beauty and privacy, this estate presents a unique opportunity to own one of Waite Hill’s finest properties.

9870 Hobart Road, Waite Hill

Listing Courtesy of: Sue Grazia, suegrazia@mcdhomes.com With McDowell Homes Real Estate Services

Selling Office: Century 21 Homestar.

$575,000

Entered for Comp Purposes Only.

3 Beds ⋅ 4 Baths ⋅ 5022080 MLS

Entered for Comp Purposes Only.

9818 Mountainview Drive, Waite Hill

Listing Courtesy of: Non-Member Non-Member, With Non-Member

Selling Office: Berkshire Hathaway HomeServices Professional Realty.

$1,195,000

Within a serene setting spanning over 18 acres, this charming country estate exudes timeless elegance. Originally constructed in 1885, the residence boasts impeccable upkeep and undeniable curb appeal. Beyond its historic front lies a haven of tranquility, complete with horse stables, a paddock, and access to the winding Chagrin River for leisurely fishing. Priceless scenic views of the land where every season is a treat! The Village of Waite Hill is one of the most desirable places on the eastside of Cleveland! The country life that is still an easy commute to University Circle and downtown Cleveland.

5 Beds ⋅ 4 Baths ⋅ 5029183 MLS

Within a serene setting spanning over 18 acres, this charming country estate exudes timeless elegance. Originally constructed in 1885, the residence boasts impeccable upkeep and undeniable curb appeal. Beyond its historic front lies a haven of tranquility, complete with horse stables, a paddock, and access to the winding Chagrin River for leisurely fishing. Priceless scenic views of the land where every season is a treat! The Village of Waite Hill is one of the most desirable places on the eastside of Cleveland! The country life that is still an easy commute to University Circle and downtown Cleveland.

6715 Eagle Road, Waite Hill

Listing Courtesy of: Linda Musarra, Linda@chr-inc.com With Chestnut Hill Realty, Inc.

Selling Office: Keller Williams Living.

$2,300,000

Once in a lifetime opportunity to own a fairytale castle with your own, private ski slope! Situated on over 14 acres overlooking the Chagrin River Valley, this exceptional chalet provides the epitome of distinguished living in an unmatched natural setting. Originally designed by Tony Paskevich, this magnificent manse is an architectural triumph with astonishing details and over 12,000 square feet of living space. The property is complete with every possible amenity catering to every possible desire, from a two-lane professional bowling alley to a private ski slope wired for your own chair lift. Beautifully set back from the road by a gated drive, the front entrance is evocative of a romantic fairy tale. A cobblestone paved porte cochere and motor court wrap the property and provide multiple points of entry into the main residence. The front door beckons with stained glass accent windows and opens to the dramatic great room and kitchen. Two stone fireplaces and large windows frame both spaces. The entertaining wing includes a spectacular vaulted game room which opens to the two-lane bowling alley and lounge with a full kitchen. Step out to the multi-level stone terrace to enjoy multiple outdoor fireplaces, full court basketball court, or the exceptional serenity of the beautifully wooded setting. Six bedroom suites can be found on the second floor, including an exceptional owner’s suite. The 5 car tiled garage is heated with custom 10’ solid chestnut doors and a complete guest apartment upstairs. This estate is truly a trophy property for the most discerning buyer.

6 Beds ⋅ 10 Baths ⋅ 4498766 MLS

Once in a lifetime opportunity to own a fairytale castle with your own, private ski slope! Situated on over 14 acres overlooking the Chagrin River Valley, this exceptional chalet provides the epitome of distinguished living in an unmatched natural setting. Originally designed by Tony Paskevich, this magnificent manse is an architectural triumph with astonishing details and over 12,000 square feet of living space. The property is complete with every possible amenity catering to every possible desire, from a two-lane professional bowling alley to a private ski slope wired for your own chair lift. Beautifully set back from the road by a gated drive, the front entrance is evocative of a romantic fairy tale. A cobblestone paved porte cochere and motor court wrap the property and provide multiple points of entry into the main residence. The front door beckons with stained glass accent windows and opens to the dramatic great room and kitchen. Two stone fireplaces and large windows frame both spaces. The entertaining wing includes a spectacular vaulted game room which opens to the two-lane bowling alley and lounge with a full kitchen. Step out to the multi-level stone terrace to enjoy multiple outdoor fireplaces, full court basketball court, or the exceptional serenity of the beautifully wooded setting. Six bedroom suites can be found on the second floor, including an exceptional owner’s suite. The 5 car tiled garage is heated with custom 10’ solid chestnut doors and a complete guest apartment upstairs. This estate is truly a trophy property for the most discerning buyer.

7265 Markell Road, Waite Hill

Listing Courtesy of: David B Ayers, david.ayers@theagencyre.com With The Agency Cleveland Northcoast

Selling Office: Non-Member.