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$1,900,000
5190849 MLS
Spanning nearly 60 acres, this extraordinary property represents one of the last remaining large acreage opportunities in Geauga County. Ideally located just minutes from I-271 for convenient access to Cleveland, the property also sits less than 1,000 feet from the Gates Mills border and near several of Northeast Ohio’s most respected private schools, offering a rare combination of rural privacy and regional accessibility. Expansive, mostly level land unfolds across open pasture, green fields, and tree lined borders creating a setting that is both breathtaking and remarkably versatile. Whether envisioned as a private estate, equestrian property, hobby farm, or residential development opportunity, the potential here is exceptional. Large parcels of buildable land in this area are becoming increasingly rare, making this offering especially attractive to developers, investors, and those seeking a legacy property with room to grow. Existing improvements include a charming 3,066 sq. ft. modernized Century Farmhouse (4BR/3BA), multiple outbuildings, steel workshop equipped with its own independent network, and a covered pavilion, providing immediate utility while future plans take shape. The property's topography, private fully stocked and fed by natural springs lake, expansive frontage, and scenic rural character make it ideally suited for estate homes, horse facilities, agricultural use, or a thoughtfully designed residential community. With its rare combination of size, location, and development flexibility, opportunities like this seldom come to market for those seeking large acreage, land for sale, or a generational estate setting, this property stands in a category of its own. Nearly 60 acres. Limitless potential. One of the last parcels of its kind.

7139 Mulberry Road, Chesterland

Listing Courtesy of: Denise M Zervos, Zervos@ContactPlatinum.com With Platinum Real Estate

Courtesy of Denise M Zervos with Platinum Real Estate 888-974-7253

$995,500
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

Courtesy of Terry Young with Keller Williams Greater Metropolitan 216-839-5500

$800,000
5 Beds 5 Baths 5203338 MLS
A truly rare offering in the coveted Falcon Ridge community?12420 Falcon Ridge Rd presents the first opportunity to own in this neighborhood in over five years. Set on 3 scenic acres, this 5-bedroom, 5-bathroom residence offers an exceptional blend of space, privacy, and versatility. Designed with functionality in mind, each bedroom is paired with a full bath, including three private ensuites. The home features updated hardwood flooring, a beautifully remodeled primary suite bathroom, and a well-appointed butler's pantry. The walkout lower level expands the living space with a full bar/kitchen area, ideal for entertaining. A standout feature is the bonus room above the garage, complete with a kitchenette and full bathroom, perfect for guests, extended living, or work-from-home flexibility. The property also includes a barn for additional storage or recreational use, along with retaining walls that enhance the outdoor setting. Opportunities like this in Falcon Ridge are extremely limited.

12420 Falcon Ridge Road, Chesterland

Listing Courtesy of: Jacob D Sudnick, JDsudnick@gmail.com With Berkshire Hathaway HomeServices Professional Realty

Courtesy of Jacob D Sudnick with Berkshire Hathaway HomeServices Professional Realty 440-255-1111

$640,000
5 Beds 4 Baths 5210091 MLS
Welcome to your secluded retreat situated on five acres of serene woods. This Colonial residence boasts 3,364 square feet of living space across its two main levels, plus an additional 1,376 square feet in the walkout lower level. Sunlit, expansive rooms adorn the home, featuring two Owner's Suites—one on the first floor and another on the second floor—along with three additional bedrooms and 3.5 bathrooms. A cozy Loft area invites you to unwind with a good book or pursue your hobbies. The impressive kitchen features light cherry cabinetry, granite countertops, and elegant marble flooring, with ample counter space, a walk-in pantry, and an island complete with a breakfast bar. The family room is graced by a wood-burning fireplace and flows seamlessly into the kitchen and an expansive outdoor deck. Enjoy formal living and dining spaces, both adorned with cherry wood floors. The lower level includes a recreational area with a pool table and a game room with its own fireplace, leading directly to the yard. A pole barn equipped with electricity adds convenience, while the large deck and stone fire pit create the perfect atmosphere for outdoor gatherings. This fully electric home utilizes Geothermal heating, ensuring remarkably low energy expenses.

9350 Hidden Lake Drive, Chesterland

Listing Courtesy of: Donna Toth, donnatoth@kw.com With Keller Williams Living

Courtesy of Donna Toth with Keller Williams Living 440-318-1620

$630,000
4 Beds 3 Baths 5170279 MLS
LOCATION LOCATION LOCATION! Welcome to your charming, rustic retreat in sought after Chesterland - on a private Culdesac street - Did I mention 5+ acres! This home features 4 bedrooms, 3 baths, The Large foyer entrance leads you into the Massive vaulted Great room with soaring wood-burning fireplace! The fully remodeled kitchen with island, gas range and 2 dishwashers for all those entertaining/holiday dinners! Plenty of counter space and cabinets for the gourmet cook. Check out that natural wood hood sitting over your chef's range. Pantry and coffee/cocktail station are also in the heart of the home. Kitchen also has a door that leads to the deck for summer barbecues. 1st floor bedroom with a 1st floor full bath is great for guests or can be used as an office. 3 car attached garage entry with space for all your coats, boots and backpacks. Heading up stairs you will find a generous Primary suite with a beautifully remodeled master bath and cedar closets. 2 additional bedrooms and another full bath along with a Library nook, laundry and walk out upper decks round out the upstairs! Lower level features finished recreation room with a Napoleon vented cast iron gas stove, and plenty of storage. Updates include*hot water tank* AC * whole house generator*whole house humidifier* All new kinetico water softener system* basement has been previously waterproofed * Massive 3+ car detached garage/barn added along with Network cable - 100 AMP power - and Natural gas. This garage is truly a mechanic's/car junkie/ toy collector's dream and has enough space for a car lift on one end. Enjoy this country setting just minutes from freeway access, shopping, and Patterson Fruit Farm! Come see it and fall in love!

11661 Sherwood Trail, Chesterland

Listing Courtesy of: Shannon R Gerome, shannongeromerealtor@gmail.com With Keller Williams Greater Cleveland Northeast

Courtesy of Shannon R Gerome with Keller Williams Greater Cleveland Northeast 440-255-5500

$625,000
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

Courtesy of Carter Gibson with Keller Williams Greater Metropolitan 216-839-5500

$625,000
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

Courtesy of Carter Gibson with Keller Williams Greater Metropolitan 216-839-5500

$625,000
4 Beds 3 Baths 5184829 MLS
Set on 5.5 beautifully landscaped acres in the heart of Chesterland, this meticulously cared-for colonial offers a rare combination of elegance, functionality, and space. Featuring 4 bedrooms and 2.5 baths, the home showcases beautifully restored hardwood floors throughout most of the living areas and three fireplaces that add warmth and character. The welcoming front foyer opens to the kitchen, dining room, and great room, ideal for both everyday living and entertaining. The great room features high ceilings, a stone surround with built-in grill, wood-burning fireplace, french doors and a wall of windows with stunning views of the backyard oasis and leads to a newly updated four-season sunroom with its own mini-split system. A convenient main floor laundry room and main floor primary suite enhance everyday convenience. The primary suite offers a walk-in closet and updated spa-like bath with a wet room and soaking tub. Upstairs, you’ll find additional bedrooms, updated full bath and a versatile loft space. The large finished basement includes a walk-up to the exterior, and perfect space for recreation, exercise or office with fireplace. Separate unfinished basement area for mechanicals and storage. Outdoor living at its finest with new pavers, a granite countertop, grill station with gas hookup, refrigerator, new electrical throughout exterior area, and professional landscaping featuring native plants that attract birds and pollinators. Car enthusiasts/hobbyists will appreciate the 2-car attached garage, a barn with large addition for up to 8 vehicles or storage, and an additional detached garage accommodating up to 4 cars. Additional highlights include pasture land, invisible fencing around the property, fenced dog run, whole-house generator, newer furnaces and A/C's, alarm system with exterior cameras and security lighting. Truly a one-of-a-kind property with more features than can fit here. Schedule your showing today and don't miss your chance to check it out!

8301 Sherman Road, Chesterland

Listing Courtesy of: Jamie L Iannetta, jamie@impactsellshomes.com With Keller Williams Greater Metropolitan

Courtesy of Jamie L Iannetta with Keller Williams Greater Metropolitan 216-839-5500

$600,000
4 Beds 2 Baths 5112585 MLS
Welcome home to 2289 Reedsburg Road, an incredible farm where anything you can imagine may just be possible! This property has been lovingly occupied by the current owners for the last 29 years. They have enjoyed so much about living here. The home provides a rustic charm combined with comfortable modern amenities including a large kitchen, first floor laundry, an owner's suite, a first floor bedroom, and a first floor office. There were new Anderson windows installed in 2019, new cedar siding the same year, and the furnace was put in then too. Energy efficiency was a top priority here. There is solar and wind power to help offset your utility costs. The land is absolutely amazing! It has provided sustenance, the opportunity to grow and sell food, and a place to walk and enjoy the stunning views. It includes tillable acreage, natural springs and wetlands, gardens, perennial crops, fruit orchards, and so much more. There are wooded areas where hunting is possible. The barn has housed animals and there are multiple paddocks in the pasture for rotational grazing. There is a chicken coop, a packing shed, and a studio in the barn. The current owners have run Muddy Fork Farm from this homestead, a business where they have sold products they have grown and created right here at this amazing property. There is so much more information to share so make sure to reach out to your favorite Realtor and we will send you all the amazing aspects about this property. A home is truly what you make of it and this incredible property can allow for your dreams to come true!

2289 N Reedsburg Road, Wooster

Listing Courtesy of: Melissa Mariola-Davis, mmariola@cutlerhomes.com With Cutler Real Estate

Courtesy of Melissa Mariola-Davis with Cutler Real Estate 330-464-6241

$560,000
4 Beds 2 Baths 5172109 MLS
Exquisite log home on 5 serene acres nestled in the heart of Chesterland, OH. This stunning home exudes rustic elegance and timeless craftsmanship that offers a peaceful retreat with endless possibilities for outdoor living, equestrian pursuits, or simply enjoying nature's beauty. This meticulously crafted log home has 4 bedrooms, 2 baths, plus possible 1st floor bedroom. It boasts custom details throughout - hardwood floors, exposed beams, warm wood finishes, 2 wood burning stoves, and an inviting open floor plan that blends luxury with cozy charm. There are over 1,200 sq ft of unfinished walkout basement to create additional living space or recreation room. Detached 3 car garage with matching log construction of the home provides ample storage for vehicles, equipment, or hobbies/workshop. This property includes a beautiful 2-stall horse barn perfect for 4H and equestrian enthusiasts, featuring sturdy construction, a stall sized tack room and large hayloft, with potential for expansion. It has rolling hills, mature trees, and an open pasture that creates a picturesque, park-like setting, plus it abuts Sunnybrook Preserve providing gorgeous walking trails just a step away. The location has many local parks for close access to riding trails. This one-of-a-kind property combines many unique features with a secluded, serene location that is just minutes from local amenities. Whether you're seeking a family estate, hobby farm, or peaceful escape, this is a rare gem waiting to be called home!

9471 Sherman Road, Chesterland

Listing Courtesy of: Dwight T Milko, dwightmilko@remax.net With RE/MAX Revealty

Courtesy of Dwight T Milko with RE/MAX Revealty 440-247-3707

$557,000
4 Beds 3 Baths 5209283 MLS
Tucked away on a peaceful cul-de-sac in Chesterland, this beautifully updated and meticulously maintained 4-bed, 2.5-bath split-level offers the perfect blend of comfort, privacy, and everyday functionality on an incredible 3.6 acre corner lot. This move-in ready home is surrounded by lush greenery, mature trees, and scenic backyard views in every season. Step inside to discover a bright and welcoming layout featuring neutral décor, durable vinyl flooring throughout, and a seamless flow from the front foyer into the spacious living and dining rooms with soaring vault ceilings. The fully updated eat-in kitchen is complete with quartz countertops, stainless steel appliances, and easy access to the cozy family room featuring a wood-burning fireplace and two sliding doors overlooking the backyard oasis. A third sliding door off the dining room leads to the deck and patio, ideal for entertaining or enjoying the outdoors. One true highlight of this home is the incredible four-season sunroom addition, a stunning glass-surrounded retreat with panoramic wooded views that create the perfect place to relax year-round. Upstairs, the large primary suite offers a walk-in closet and private bath with remodeled shower stall, while three additional generously sized bedrooms provide plenty of space for family, guests, or home office needs. Additional features and updates include: Upstairs full bath remodel ('25), Main-floor laundry room with updated half bath, Full basement with rec room and interior waterproofing ('14), New septic system ('15), Tear-off roof replacement ('12), Hot water tank ('18), Zoned heating and A/C, Many newer windows and two newer sliding doors, Exterior painted ('22). The picturesque backyard also features an adorable wooden bridge with new lumber leading to the shed, adding even more charm to this serene property. Pristine and thoughtfully updated, this exceptional home offers the rare opportunity to enjoy privacy, nature, and modern living all in one.

11905 Sandgate Drive, Chesterland

Listing Courtesy of: Jamie L Iannetta, jamie@impactsellshomes.com With Keller Williams Greater Metropolitan

Courtesy of Jamie L Iannetta with Keller Williams Greater Metropolitan 216-839-5500

$550,000
4 Beds 3 Baths 5189336 MLS
Welcome to 7161 Old Mill Road in Chesterland, where quiet country living meets effortless sophistication. Set behind iron gates along historic Old Mill Road, this 2.5-acre wooded retreat offers privacy while remaining close to everything the East Side has to offer, and being right on the border of Gates Mill. Rolling lawn, mature trees, and newly planted white pines create a peaceful and private setting. The front covered porch welcomes you with a natural designed water feature/pond that showcases a fountain in the warmer seasons. Inside the authentic rustic farm front door, the ranch has been thoughtfully refreshed with a warm, modern palette and elevated finishes. LVP flooring flows throughout, grounding the home in soft natural tones. The hearth room centers around a fireplace and large windows that frame the surrounding greenery, flowing seamlessly into the dining space and kitchen. Dark cabinetry, stainless appliances, and a one of a kind hammered stainless farmhouse sink add character, while French doors open to a sprawling wraparound deck made for slow mornings and summer evenings. Just off the kitchen, a beautifully designed laundry and art studio features quartz counters and extensive cabinetry. The great room, surrounded by expansive windows and ceiling skylights, creates the feeling of sitting right in the middle of the woods. The relaxing primary suite has french doors to the large walk-in closet and an area for a desk or sitting space while the en-suite bathroom boasts a walk-in tile shower. The updated second full bathroom is shared by the remaining three bedrooms and has another tile walk-in shower. The spacious and serene back deck is an ideal retreat during the warmer months, offering additional living space for family gatherings and featuring a one-of-a-kind live tree growing right through it. Private, polished, and peaceful, this is refined ranch living with estate-style charm.

7161 Old Mill Road, Chesterland

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

Courtesy of Anthony R Latina with RE/MAX Crossroads Properties 440-331-2870

$539,000
4 Beds 3 Baths 5174580 MLS
Welcome to this beautifully maintained and updated 4 bedroom, 2.5 bath colonial, offering ~ 2,400 square feet of living space plus an additional 1,000 square feet in the finished basement. Situated on a peaceful 3.6 acre lot at the end of a cul-de-sac, the property provides privacy and plenty of room to enjoy outdoor living. The first floor features a large and updated kitchen with peninsula plus eating area that is open to the family room with a beautiful gas fireplace. The sliding door off the kitchen gives you access to your large multi-tiered deck that overlooks your private yard. The formal living room and dining room provide additional space to spread out throughout the first floor. A half bath and laundry room complete this level. Upstairs you will find a large primary bedroom with vaulted ceilings and large bathroom and walk-in closet. 3 additional bedrooms and another full bath complete the second floor. The basement provides additional finished area, perfect for a family room or rec area, plus tons of storage. This home has been meticulously maintained over the years and has loads of updates including: washer and dryer in 2025, new 12’x14’ barn in 2024, driveway sealed in 2024, basement carpet and paint in 2024, Kinetico water softener in 2024, vinyl plank flooring throughout the first floor in 2023, master tub/shower 2023, hot water tank in 2023, second floor carpet 2022, new furnace/ac in 2018, sump pump with battery back up in 2017, new roof, siding, and windows in 2013. Fresh paint and fixtures throughout. This home is move-in ready and has been well cared for by the original owners since being built in 1990. Call to schedule your private tour, this one won’t last long!

11915 Oak Wood Lane, Chesterland

Listing Courtesy of: Jenna Tomaro, Jtomaro@kw.com With Keller Williams Greater Metropolitan

Courtesy of Jenna Tomaro with Keller Williams Greater Metropolitan 216-839-5500

$530,000
5 Beds 5 Baths 5173779 MLS
This flexible 4-5 bedroom Chesterland colonial is designed to grow and shift with you. it’s perfect for multigenerational living, blended families, or anyone craving a home that adapts as life evolves. Step into a living room where a gas fireplace wrapped in custom built-ins sets the tone for holiday moments, slow mornings, and the calm rhythm of daily life. The kitchen offers generous storage & prep space with an eat in nook. The formal dining room flows into a dreamy screened-in porch—an indoor/outdoor hideaway for coffee, cocktails, or late-summer dinners. Just beyond, the fenced patio opens to a wide, open lawn that feels like your own private park. A heated in-ground pool—freshly painted in ’24 and enhanced with new handrails and a bar—anchors the backyard, inviting pool parties, neighborhood chili cook-offs, or a sunset float. What makes this property especially rare is the flexibility of the floorplan: a true first-floor primary suite option with an ADA-compliant full bath and walk-in closet added in ’23, perfect for aging parents or anyone who wants main-floor living. Or, use the same area as a spacious family room with a picture window framing the pool and wooded backyard. Upstairs, 4 bedrooms and 3 full baths offer everyone their own retreat, including TWO large ensuite bedrooms with modern bathrooms and 2 additional bedrooms served by another full bath. The lower level—freshly waterproofed in ’25—provides excellent storage and a second laundry area. Throughout the home, the updates tell a story of thoughtful care: 200-amp electrical service (’23), whole-house Generac setup (’24), driveway sealing and coating (’25), new sulfur guard and pressure tank (’24), new front deck and ramp (’24), and responsible tree removal (’25). Set on a beloved street just east of Gates Mills and within top-ranked West Geauga Schools, the home is as practical as it is soulful—ready for the next chapter, the next generation, and every version of “family” you bring with you.

12931 Westchester Trail, Chesterland

Listing Courtesy of: Annalie Glazen, Annalie@GlazenHomes.com With Berkshire Hathaway HomeServices Professional Realty

Courtesy of Annalie Glazen with Berkshire Hathaway HomeServices Professional Realty 440-781-2455

$528,000
4 Beds 5 Baths 5176885 MLS
Nestled deep in the woods, ultra-private, and revamped with rustic charm, this stunning Chesterland property is ready for its new family's fresh start. The main entrance is going to impress you with gorgeous woodwork, cozy fireplace, and a massive 2-story ceiling with skylights. The windows are framing the most beautiful picture, no matter the season. The new Upscale Kitchen (2023, $85000 project) is a chief's dream come true: premium cabinetry, Quartz countertops, perfect lighting, double-oven, high-chair bar area with a built-in wine refrigerator and a killer central island with additional sink and range, complete with a new exhaust fan overhead. Top-notch stainless-steel appliances. This property offers 4 bedrooms (1 on the main floor and 3 upstairs), 2 offices on both floors, and 4.5 bathrooms (including 2 in-suit, and 1 powder room for guests on the main floor).  The master bedroom has a balcony with yet another great view, and walk-in closet. First floor bedroom could be dedicated to in-laws with main floor office transformed into a walk-in closet. Impressive 2 floors deck was recently stained, and has a sweet covered area near the walk-out basement/family/game room (976 sq ft). A 2 car garage has additional space for your motorcycles, tractor, workshop, storage. From the garage you enter into a sizable hall/mudroom with additional closets and a convenient laundry. The front of the house was updated with additional parking space, and a step-stone suitable for colorful flower pods. Built in 1989, the house has a newer Roof (2023), Septic tank (2022), Electric box/panel (2023). New (2025): Driveway, WT, Water Softener, Several new windows, Master Vanity, and tons of updates in every room, such as paint, light fixtures, ducts, drywall, etc.  WEST GEAUGA SCHOOLS. The hillside backyard is a deam come true for parties and games like Sporting Clay, Archery, Trampoline, Zip line, Playground... 5 acres, and no neighbors behind. Floor plans are available. IDRBNG.

11211 Winding Brook Lane, Chesterland

Listing Courtesy of: Svetlana Fedorova, svetlana.realtor1@gmail.com With HomeSmart Real Estate Momentum LLC

Courtesy of Svetlana Fedorova with HomeSmart Real Estate Momentum LLC 440-578-8058

$525,000
3 Beds 4 Baths 5161621 MLS
This beautiful home, situated in bucolic Chesterland, is ready for a new family to settle in and start making lifetime memories. This wonderful home is grand in every regard. With virtually every amenity a family would desire this home has it. The first floor has a massive gourmet kitchen complete with a breakfast bar and an oversized pantry. There is also a dedicated table space here that invites company and casual conversation during meal prep. Of course, a home of this stature has a full-sized dining room that will seat plenty of friends and family for formal dining affairs. The home also goes well beyond any cookie-cutter floor plan as there is a casual gathering room just off the kitchen with windows galore that seamlessly invite the beauty of nature right inside your grand new home. Just off the kitchen you will be delighted to discover a huge enclosed three-season room and a sparkling half bath. The main floor also hosts the master bedroom; highlighted by a very spacious bath and full-sized walk-in closet. Upstairs you will be delighted by the spacious bedrooms that all have wonderful views of your private park-like yard. The walk-out basement is also a classy, finished space that features a sparkling full bath. Outside you will enjoy a huge yard that is surrounded by the serenity of nature. This dream of a home is a short drive to all the shopping the eastside suburbs offer. Here it is, the perfect home poised and ready for everyone to start making happy lifetime memories.

12470 Caves Road, Chesterland

Listing Courtesy of: Patrick R Riley, theakronrealtor@gmail.com With Century 21 Carolyn Riley RL. Est. Srvcs, Inc.

Courtesy of Patrick R Riley with Century 21 Carolyn Riley RL. Est. Srvcs, Inc. 330-867-4266

$508,000
4 Beds 3 Baths 5206398 MLS
Tucked away on a scenic, wooded setting in desirable Chesterland, this one-owner Amish built ranch offers the rare combination of privacy, space, and exceptional craftsmanship. Surrounded by mature trees, lush landscaping, and serene natural beauty, this custom-built 4-bedroom, 3 full bath home has been lovingly maintained throughout the years. Inside, you’ll find over 2,300 square feet of thoughtfully designed first-floor living featuring vaulted ceilings, expansive windows, and spacious rooms filled with natural light. The heart of the home is the large kitchen with abundant custom cabinetry, skylight, and open sight-lines to the dining area and impressive living room anchored by a stunning floor-to-ceiling stone wood-burning fireplace. The spacious living and dining areas showcase picturesque wooded views from nearly every angle, while sliding doors lead to the oversized deck and pergola overlooking the peaceful backyard setting. The generous primary suite offers private deck access and tranquil nature views, while three additional bedrooms provide flexibility for guests, office space, or hobbies. A massive unfinished basement spans the full footprint of the home and offers endless potential for future living space, recreation areas, workshop space, or storage. Additional highlights include first-floor laundry, attached 3-car garage, central air, propane heat, well and septic, included appliances, and exceptional pride of ownership throughout. Located in the highly rated West Geauga Local School District, this is a rare opportunity to own a beautifully maintained home with timeless character in a peaceful natural setting.

11530 Blackberry Lane, Chesterland

Listing Courtesy of: Lisa K Sisko, lisa@lisasiskoteam.com With Keller Williams Greater Metropolitan

Courtesy of Lisa K Sisko with Keller Williams Greater Metropolitan 216-839-5500

$500,500
3 Beds 3 Baths 5156629 MLS
Impressive 2,900 Sq Ft Country Home on 2+ Acres – Just Minutes from Town! This stunning 2,900 sq ft home is perfectly nestled on a peaceful 2+ acre country lot, offering the best of both worlds—privacy, with the convenience of town just minutes away. Outside you will enjoy the expansive composite deck, perfect for entertaining or relaxing while taking in the serene views. The partially fenced yard provides space for pets or play, while the oversized 4-car garage offers ample storage and room for all your toys and tools. Inside, you’ll be welcomed by beautiful wood flooring, newer carpet, and a spacious layout. The kitchen features sleek Quartz countertops and updated appliances, connects to the large family room to gather! The generous room sizes throughout the home offer both comfort and flexibility. Enjoy nature from the sun-drenched 4-season room, where you’ll love the wooded views year-round. You will appreciate the dedicated office space that makes working from home both functional and comfortable. Recent updates include Pella windows/doors, roof shingles, and a new deck—providing peace of mind and efficiency. The walk-out lower level is ready for your finishing touches, with easy potential to create even more living space to suit your needs. An optional adjacent 1.77-acre parcel is also available—expand your space or secure your privacy. Don't miss this rare opportunity to own a truly special home in a prime country setting. Schedule your private showing today!

3303 W Smithville Western Road, Wooster

Listing Courtesy of: Cindy A McCory, cmccory@remax.net With RE/MAX Showcase

Courtesy of Cindy A McCory with RE/MAX Showcase 330-264-2644

$500,000
5 Beds 4 Baths 5153791 MLS
Welcome to this spacious contemporary-style home situated on just over 5 acres with an ornamental pond and wonderful outdoor living spaces. Multiple bedroom decks upstairs give this property a unique “storybook” feel, while a 27’ round above-ground pool adds to the fun. Inside, the home offers versatile living and entertaining areas. The living room features a beamed ceiling, pellet stove insert in the fireplace, and access to a private deck. The dining room and eat-in kitchen provide plenty of space for meals and gatherings. A main-level bedroom (currently used as a home office) includes an attached full bath and walk-out to the patio for added convenience. The family room is perfect for entertaining, with a wood-burning insert in the fireplace, wet bar, and kegerator. The lower-level basement is equipped with a home gym system the seller would like to leave for the new owner. The primary suite includes a walk-in closet and en suite bath. Additional highlights include a two-car attached garage and multiple outdoor spaces designed for relaxation and entertaining. This home truly combines comfort, function, and character—ideal for hosting family and friends in a private setting.

12120 Caves Road, Chesterland

Listing Courtesy of: Debbie Woodworth, woodworth1244@gmail.com With Diversified Homes, LLC

Courtesy of Debbie Woodworth with Diversified Homes, LLC 440-275-5101

$495,000
4 Beds 3 Baths 5155550 MLS
Experience the perfect blend of modern comfort and natural beauty in this 4-bedroom, 2.5-bath split-level home, set on 6.55 acres in Chesterland. This 3,381-square-foot home is designed for both everyday living and peaceful relaxation. A warm wood entryway leads to a light-filled living room with a beamed ceiling and a formal dining room featuring rich wood floors and floor-to-ceiling windows. The spacious eat-in kitchen boasts walnut-toned cabinetry and generous counter space, perfect for any home chef. The home's layout is both practical and inviting. A cozy family room with a striking brick fireplace flows into an expansive sunroom with a built-in hot tub. The upstairs primary suite offers a private balcony and a spacious bathroom with a dual vanity, while three additional bedrooms provide ample space. Downstairs, a finished basement with Nature Stone flooring and a full bathroom can serve as a versatile rec room, studio, or office. Step outside to a large deck with built-in seating and a stone fireplace, creating an ideal space for outdoor gatherings. With a two-car garage, a paved circular driveway, and a detached shed, this home provides both charm and functionality in a serene setting close to modern amenities.

11855 Heath Road, Chesterland

Listing Courtesy of: Diane Russo Armington, diane.armington@gmail.com With Berkshire Hathaway HomeServices Professional Realty

Courtesy of Diane Russo Armington with Berkshire Hathaway HomeServices Professional Realty 440-781-2455

$490,000
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

Courtesy of Mary Beth O'Neill with Keller Williams Greater Cleveland Northeast 440-255-5500

$487,000
5 Beds 3 Baths 5134419 MLS
Rare find with full first floor in-law or teen suite with large bedroom, full bath, full additional kitchen and laundry room. Six garage spaces . Car collector or shop craftsman dream. Very well maintained, newer high end windows, beautiful oak hardwood floors throughout some exposed and some under carpet. Could use some decorating with paint and carpet. Corian counters and counter depth refrigerator. Great use of space and floor plan . Private wooded 5 acre tranquil lot. Central AC. Unfinished basement that you could finish and add even more square footage. 1 year home warranty included. NEW SEPTIC SYSTEM BEING INSTALLED BY SELLER

9502 Winchester Valley, Chesterland

Listing Courtesy of: Mark J Baughman, mbaughman@remax.net With RE/MAX Revealty

Courtesy of Mark J Baughman with RE/MAX Revealty 614-505-7438

$475,000
3 Beds 3 Baths 5205739 MLS
NESTLED IN A PRIVATE WOODLAND SANCTUARY, this extraordinary Frank Lloyd Wright-inspired home harmoniously embraces its breathtaking 10-acre canvas. Rich wood and native river rock stone create an unparalleled retreat that must be experienced to be believed. The multi-level main residence features TWO DRAMATIC STONE FIREPLACES, a great room flooded with natural light through abundant windows, and two solarium rooms with natural slate floors. The functional kitchen flows into the great room with gleaming hardwood floors, a hardwood breakfast bar, Corian countertops, abundant cabinetry, and GE Profile stainless appliances. The master suite includes a private stone patio, personal greenhouse, and luxurious ensuite bath. Two additional bedrooms are freshly painted and carpeted. The walk-out lower level opens onto a stone walkway with stunning wooded views and a wood-burning stone fireplace. Across the courtyard, a fully self-contained guest suite offers endless versatility — Airbnb, in-law suite, artist's studio, or guest quarters — with kitchenette, great room, wood stove, breakfast nook, and a spa with Jacuzzi and sauna. Step outside into a LIVING BOTANTICAL PARADISE, enjoy a tranquil pond, babbling stream, 100+ hosta varieties, fruit trees, and winding paths — all adjoining the 73-acre Sunnybrook Preserve. Your land is protected by the Chagrin River Land Conservancy Easement. Schedule your private showing today — this one won't last!

12376 Heath Road, Chesterland

Listing Courtesy of: Jerry Kayser, jkayser@kw.com With Keller Williams Chervenic Rlty

Courtesy of Jerry Kayser with Keller Williams Chervenic Rlty 330-467-7000

$470,000
4 Beds 3 Baths 5208662 MLS
Welcome to your own private escape in highly desirable Chesterland! Nestled on 5 breathtaking wooded acres with a picturesque pond and private walking trails throughout the property, this beautifully updated Cape Cod offers the perfect blend of privacy, charm, and modern comfort while remaining just minutes from shopping, dining, parks, and everyday conveniences. Located within the highly rated West Geauga School District, this one-of-a-kind property feels like your own personal sanctuary and metropark. Inside, you’ll immediately notice the warmth and character of the home with custom built-ins, modern updates, and two stunning wood-burning fireplaces with stone accents. The spacious living room flows into a formal dining room and sun-filled four-season room through French doors. Just beyond, a recently renovated Amish-built 400 square foot deck overlooks the wooded backyard and creates the perfect setting for entertaining or relaxing in nature. The owner’s suite addition features vaulted ceilings, skylights, a spa-inspired bathroom with a freestanding soaking tub and walk-in shower, plus access to a private outdoor sitting area. A cozy den off the suite provides excellent flex space for a home office or sitting room. The home also includes a first-floor bedroom and full bath, two additional upstairs bedrooms, and a partially finished lower level with recreation room and second fireplace. Outside, the property continues to impress with wooded acreage, open usable land, a pole barn, storage shed, and endless opportunities for gardening, hobby farming, entertaining, or simply enjoying complete privacy.

8977 Cedar Road, Chesterland

Listing Courtesy of: Donna Toth, donnatoth@kw.com With Keller Williams Living

Courtesy of Donna Toth with Keller Williams Living 440-318-1620

$460,000
3 Beds 2 Baths 5206645 MLS
Do not miss this tastefully updated, recently expanded, move-in ready ranch on one very private acre of land! The charming front porch welcomes you inside where you'll immediately notice the open concept floor plan adorned with cathedral ceilings and a spacious eat-in kitchen. The kitchen is equipped with stainless steel appliances (including a beverage refrigerator), soft close cabinets, ample (granite) counter and cabinet space as well as a built in wine rack. There are two living rooms, one very cozy one with an electric fireplace, and another large brand new (2025) addition with cathedral ceilings, a large picture window with views of the backyard, and a wood burning fireplace. There are two bedrooms and a shared bathroom with a shower tub and new vanity that lead down the hallway to the owner's suite complete with a spacious walk-in-closet and updated ensuite bathroom with a tiled shower and new double vanity and TOTO toilet/bidet set up. The backyard is an entertainer's dream! With a deck, new stamped concrete patio, a fire pit, a full privacy fence, and an acre of impeccably maintained yard to enjoy!! TOO MANY UPDATES TO LIST!! Please check list of updates in the supplements!!!

12905 Cherry Lane, Chesterland

Listing Courtesy of: Amy Smedira, amy@amysmedira.com With EXP Realty, LLC.

Courtesy of Amy Smedira with EXP Realty, LLC. 866-212-4991

$450,000
5 Beds 3 Baths 5158673 MLS
Welcome to your new chapter in Wooster! This spacious 2-story home sits on just over 2 acres in the sought-after Northwestern Local School District and offers 2,684 sq. ft. of comfortable living space. With 5 bedrooms and 2.5 baths, there’s room for everyone to feel right at home. Thoughtful details like laundry on the main floor plus a second laundry in the primary suite make everyday living easy. Step outside and enjoy the quiet of farm country. The 40x24 pole barn, complete with water and electric, is perfect for hobbies, storage, or projects big and small. This home combines the best of country charm with everyday convenience, creating a space where memories are meant to be made. Don’t miss the chance to see it for yourself—schedule your private showing today!

1035 N Reedsburg Road, Wooster

Listing Courtesy of: Grant Sluss, gsluss@slussrealty.com With Sluss Realty

Courtesy of Grant Sluss with Sluss Realty 419-529-3047

$448,100
3 Beds 3 Baths 5159334 MLS
If you are looking for a 3 bedroom, 2.5 bathroom home with plenty of space and privacy, all I have to say is WELCOME HOME! Tucked away on over 1.25 acres, this home has everything you're looking for. Upon arrival you'll find an oversized driveway with ample parking and a 3 car garage. When you enter the home you'll step right into the foyer with a formal dining room to one side and a large living room on the other. The living room offers a beautiful fireplace with access to the backyard. Next up is a dream kitchen boasting a large island and more storage than you'll know what to do with. Off the kitchen is a wonderful morning room that's surrounded with windows offering year round views of the wooded lot. Upstairs are two bedrooms and a full bath, along with a primary suite that boasts vaulted ceilings, dual closets, and a spa-like bath with jetted tub and a separate walk-in shower. The full basement offers even more living space with a finished rec room, bonus room (perfect for an office, playroom, or guest suite), plus generous storage. Prepare to enjoy the changing seasons from the oversized, back deck that spans the length of the home. This house is ready for you to call it home!

13180 Spring Blossom Trail, Chesterland

Listing Courtesy of: Rebecca Foy, rebeccafoyrealestate@gmail.com With Real of Ohio

Courtesy of Rebecca Foy with Real of Ohio 330-807-1303

$439,562
3 Beds 2 Baths 5205809 MLS
Where timeless design meets modern luxury! Covering what’s not obvious first: The roof, gutters, windows, siding, concrete, a/c, water tank, electrical service feed, septic system, yard drainage, kitchen and bath renovations, flooring, paint - its ALL done within the last 11 years and MANY done within the last 2 years (list available). In addition to the extensive list of HUGE value items, garage doors & front entry door are new. Solid wood doors were installed inside & fencing along with a 20'x12' shed is also new. This is THE HOME that outshines the competition at EVERY level - including low monthly utility bills - translating into an opportunity for you to secure peace of mind & IMPECCABLE STYLE for years to come! Now, the fun stuff - this midcentury modern, one floor living home has been restyled while being respected & preserved in a way that allows its original features to shine brighter than ever - the same way the interior shines as it basks in natural sunlight that floods in from the expansive window wall. The vaulted ceilings breathe an airy feel into the space while the home remains manageable & easy to maintain. Wrapping around the rear & side of the home is an extensive concrete patio that enjoys modern privacy fencing on one end & a park-like setting on the other with a perfect mixture of mature trees & a generous amount of flat & usable yard! Back inside in the heart of the home, the kitchen & laundry room were both thoughtfully redesigned, increasing functionality. Laundry came inside from the garage, the kitchen absorbed newly created square footage & got a makeover fit for a magazine. The primary suite boasts a walk in closet & has direct access to a gorgeously renovated full bath with a zero entry shower. The 2nd full bath is also beautifully renovated & features a jetted tub with timeless subway tiling. Beds 2 & 3 both have excellent closet space while bed 2 is big enough for dual purposes! Bonus storage room off heated garage. Home sells itself.

12789 Manchester Drive, Chesterland

Listing Courtesy of: Ben Murphy, realtorbenmurphy@outlook.com With EXP Realty, LLC.

Courtesy of Ben Murphy with EXP Realty, LLC. 866-212-4991

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Purtan Technologies, LLC are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®