Chesterland Ohio Homes for Sale

County Line Estates Homes for Sale - Chesterland, Ohio

13034 Stratford Trail, Chesterland
$329,900
4 Beds ⋅ 3 Baths ⋅ 5247561 MLS
Opportunity can't knock louder! 2500+ sq ft|1+ Acre lot|In-Ground Pool|Huge Outbuilding + Full 2nd Level|Newer Septic|Excellent Location|Priced to SELL! Transformed & improved over the yrs - ready for you to make it yours! The 1st flr expanded when a garage was converted to living space creating a large mudroom + a ground level bdrm. Like all the other bdrms in the home, this is roomy & has ample closet space! The oversized living rm spans the front of the home & soaks in natural light through a huge bay window! The kitchen has an opening that keeps connection w/out sacrificing cabinetry. 1st flr laundry has been brought into the kitchen offering a convenience thats hard to find in a home of this age! The din rm is connected to the kitchen on the other end & a sliding door offers quick access to the pool side decking! The in-ground pool makes this home THE PLACE TO BE w/ a 3’ shallow end opposite the 10’ deep end w/ diving board - something for all ages! Proper planning resulted in a tucked away shelter for the pump and newer gas heater allowing the fun stuff to be stored in the shed near the deep end. The yard is private, open + level with so many possibilities! The outbuilding's covered patio can be enjoyed as entertainment space given that the building itself has over 2400 sq ft of storage. Comfortably park 4 cars on the ground level & still have room + another 1200+ sq ft of storage on the 2nd level! The building is equipped w/ 220A outlets & was built in '00 w covered patio added '20. If you need another option for outdoor enjoyment, the patio off the fam rm will provide just that! Heading back into the home, the fam rm is a few steps down off the kitchen, anchored by a full brick feature wall w/ wood burning fireplace! A half bath is conveniently placed on this level & the basement can be accessed here as well. Heading upstairs you’ll find a fully equipped primary suite w/ 4 closets + a private half bath! 2 more bdrms and a 2nd full bath round out this level.

13034 Stratford Trail, Chesterland

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

12808 Wellswood Trail, Chesterland
$327,000
3 Beds ⋅ 3 Baths ⋅ 5209046 MLS
Welcome to 12808 Wellswood Trail in Chesterland, where peaceful country living meets everyday convenience. This beautifully maintained 3-bedroom, 2.5-bath California ranch offers true one-floor living on nearly 1.5 acres of lovingly landscaped property designed to feel like your own private nature retreat. Surrounded by mature trees for privacy, vibrant perennials, and a charming garden area, the outdoor space is perfect for relaxing mornings or entertaining evenings on the spacious patio. Inside, high ceilings and abundant natural light create a bright and airy atmosphere throughout the home.The inviting family room features a cozy wood-burning stove, making it the perfect place to gather during Ohio’s cooler months. The tastefully updated kitchen blends style and function, offering a welcoming space for cooking and entertaining. All three bedrooms are generously sized and provide ample closet space, while a versatile flex room off the dining area offers endless possibilities—ideal as a music room, craft room, library, playroom, or home office. Located just minutes from shopping, restaurants, and freeway access, this home delivers the best of both worlds: serene country living close to the city—without the burden of city taxes. BRAND NEW SEPTIC SYSTEM and ELECTRIC PANEL giving buyers added confidence and peace of mind by eliminating unexpected surprises. Sellers have installed an electric car charger in their garage. The septic company will level the dirt from the installation after it settles. This is a rare opportunity to own a private retreat in the heart of Chesterland—where comfort, nature, and convenience come together beautifully.

12808 Wellswood Trail, Chesterland

Listing Courtesy of: Bonnie Phillips, bonnie.phillips@redfin.com With Redfin Real Estate Corporation

Selling Office: Real of Ohio.

12845 Morning Glory Trail, Chesterland
$380,000
3 Beds ⋅ 3 Baths ⋅ 5190567 MLS
Welcome home to this beautifully updated and well-maintained property nestled on 1.3 acres in a private neighborhood within the desirable West Geauga School District. From the moment you step inside, you’re greeted by soaring ceilings with exposed wood beams, beautiful stone flooring, panoramic windows that fill the space with natural light, and a stunning stone-surround wood-burning fireplace in the living room. The fully remodeled kitchen offers both style and functionality, perfect for everyday living and entertaining. Just off the main living area, a spacious deck overlooks the peaceful wooded backyard. Upstairs you’ll find three bedrooms—with the potential for a fourth—and two fully remodeled bathrooms. The lower level features a cozy family room with a gas fireplace, a sunroom overlooking the backyard, a versatile flex space ideal for a home gym or hobby room, a laundry room, and a convenient half bath. Gardeners and plant lovers will appreciate the attached 10x16 greenhouse, offering a wonderful space to nurture plants year-round. Recent updates include a completely redone water system with softener and reverse osmosis (2025), hot water tank (2025), refrigerator (2024), installed PVC deck railings (2024), all new windows and family room slider (2023), wood-burning fireplace insert installed (2023), mini-split A/C (2022), all electrical outlets replaced (2021), all three bathrooms renovated (2021), bedroom flooring (2021), and a fully refreshed family room (2020). Additional highlights include a whole-house generator hookup, maintenance-free metal siding, and a thoughtfully updated layout designed for both comfort and entertaining.

12845 Morning Glory Trail, Chesterland

Listing Courtesy of: Lyndsey Zarbo, lyndsey@homeaserealestate.com With Homease Real Estate Co., LLC

Selling Office: Howard Hanna.

7161 Old Mill Road, Chesterland
$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

Selling Office: Non-Member.

12931 Westchester Trail, Chesterland
$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

Selling Office: Howard Hanna.

13033 Woodcrest Lane, Chesterland
$384,900
4 Beds ⋅ 2 Baths ⋅ 5137594 MLS
LOOKING FOR CONVENIENT ONE-FLOOR LIVING? THIS (ONLY 2ND OWNER) BRICK, SPRAWLING RANCH SITTING ON 1.06 ACRES IS MOVE-IN READY! SO MUCH HAS BEEN DONE TO UPDATE THIS AWESOME HOME! NEW IN 2021: SEPTIC, A/C, ELECTRICAL UPGRADE (TWO COMPLETELY NEW ELECTRICAL PANELS, INCORPORATING WHOLE HOUSE GENERAC GENERATOR INCLUDING REPLACING ELECTRICAL OUTLETS TO 3 PRONG, AND GFCI, WHERE REQUIRED), HALF THE WINDOWS REPLACED (TRIPLE PANE STANEK), STAINED GLASS SIDELIGHT (NEXT TO FRONT DOOR) IS TEMPERED AND INSULATED, ROOMS REPAINTED, KITCHEN DISHWASHER, COOKTOP, EXHAUST FAN HOOD, COUNTERTOPS, SINK & FAUCET. REVERSE OSMOSIS WATER FILTRATION SYSTEM ALSO INSTALLED, WITH NEW FRIDGE, DRYER, GUTTER GUARDS & HOT WATER TANK IN 2022 WHEN THE FULL BATH GOT A COMPLETE REMODEL (NEW DRYWALL, ELECTRICAL, PLUMBING, VENTILATION, WALNUT VANITY, GLASS TILE, CERAMIC FLOOR, TUB, TOILET & BRASS FIXTURES)! BOILER WAS RENOVATED BETWEEN NOVEMBER 2022-23 AND INCLUDED AIR SCRUBBER FOR HOT WATER SYSTEM, ALL NEW ZONE VALVES AND SHUTOFF VALVES. THREE CEILING FANS AND WASHER REPLACED IN 2023. IN 2024, THE REST OF THE WINDOWS WERE REPLACED (DOUBLE PANE STANEK), ALONG WITH THE TWO KITCHEN SKYLIGHTS. SUMP PUMP REPLACED 2025. OHIO BASEMENT WATERPROOFING 2017. NEW GARAGE DOOR 2018 ALONG WITH REC. ROOM REMODEL. DOUBLE OVENS 2013. SO MUCH OF THE HEAVY LIFTING HAS ALREADY BEEN DONE! PICTURE YOURSELF SITTING ON THE PRIVATE BACK PATIO, OR IN THE WARM FAMILY ROOM STARING OUT INTO YOUR BEAUTIFUL SURROUNDINGS. THIS HOUSE IS INVITING AND SPACIOUS WITH BUILT-INS GALORE! THE SEE-THROUGH MASONRY FIREPLACE EVEN COMES WITH CUSTOM BUMPERS TO MAKE SURE THE LITTLE ONES DON'T BUMP THEIR HEADS ON THE SANDSTONE HEARTH. SO MUCH STORAGE IN BSMT.! GENERATOR 2011. THIS HOUSE HAS SO MUCH ROOM TO GROW IN. MAKE IT YOURS TODAY!!!!!!!

13033 Woodcrest Lane, Chesterland

Listing Courtesy of: Karen Cipriano, sckii2005@yahoo.com With Platinum Real Estate

Selling Office: Keller Williams Greater Metropolitan.

12980 W Geauga Trail, Chesterland
$381,000
3 Beds ⋅ 2 Baths ⋅ 5117771 MLS
Step into a delightful blend of country comfort and contemporary style in this beautifully maintained Chesterland residence. SO MANY UPDATES. Offering a generous 2,379 square feet of thoughtfully designed living space, this inviting home features three spacious bedrooms and one and a half bathrooms – both recently renovated to perfection! The heart of this home welcomes you with warm, open spaces perfect for both everyday living and entertaining guests who inevitably overstay their welcome (but who can blame them?). The primary bedroom provides a peaceful retreat with ample space for relaxation after long days. Natural light floods the interior through strategically placed windows, highlighting the home's character while creating an atmosphere of warmth and tranquility. The kitchen, a true culinary workspace, offers functionality without sacrificing style – finally, a place where your experimental recipes can flourish or flop without judgment. Outside, the property embraces the serene Geauga County landscape, providing a perfect backdrop for morning coffee, evening gatherings, or simply watching the seasons change in spectacular fashion. Imagine weekend barbecues under the open sky or peaceful evenings listening to nature's symphony. Located in desirable Chesterland, you'll enjoy the perfect balance of rural tranquility and convenient access to local amenities. Some notable features include a heated garage and gutter filters. The peaceful setting offers a welcome escape from city hustle while remaining connected to everything you need. With its thoughtful layout, newly renovated bathrooms, and wonderful location, this home isn't just a place to live – it's a place to thrive, create memories, and truly call your own.

12980 W Geauga Trail, Chesterland

Listing Courtesy of: Jennifer Vidmar, jenn.m.vidmar@gmail.com With HomeSmart Real Estate Momentum LLC

Selling Office: McDowell Homes Real Estate Services.

13034 Woodcrest Lane, Chesterland
$330,000
4 Beds ⋅ 3 Baths ⋅ 5043698 MLS
Here it is! A ranch with more than 2500 finished sqft on over an acre of privacy in one of Chesterland's favorite neighborhoods. This 4 bedroom 2.5 bath ranch offers low maintenance, one floor living on the inside, and outside, the connection to nature you've been craving. You'll feel right at home in the eat-in kitchen that opens to the family room with a great view of your private wooded lot and access to the patio. The nice weather is finally here and this ranch has plenty of space in the backyard to lounge, BBQ, or garden. You will be happy to see an oversized shed to house all your clippers, chippers, blowers and mowers! Back inside, a formal dining room is open to the large front living room with vaulted ceilings, picture window and fireplace--a perfect space for holiday gatherings. There's also a convenient 1/2 bath for guests! You'll love having an attached 2 car garage in the snowy winter months and the first floor laundry makes this a true one floor living option. 3 bedrooms share a roomy hall bathroom and the primary bedroom has its own full bathroom. All the bedrooms have hardwood underneath the carpet! Downstairs, two more finished rooms allow you space to spread out--perfect for a playroom, office, craft room, or gym--whatever your family's needs the extra finished space is great to have! Plenty of clean unfinished storage space and a workbench in the basement as well. Don't worry when the neighborhood loses power, you have a WHOLE HOUSE gas generator that will keep your heat, water and appliances running without a blip! Feel good about your investment: The Ohio Department of Education ranked West Geauga Schools 10th in the state (out of over 650 districts!) and 1st in Geauga County! Conveniently located near US-322 (Mayfield Rd), Rt 306, shopping, and Geauga County's great park systems. Included are ALL kitchen appliances, second basement refrigerator and the washer & dryer set. Come see this country cutie before it's gone!

13034 Woodcrest Lane, Chesterland

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

Selling Office: Howard Hanna.

7400 Greenfield Trail, Chesterland
$450,000
4 Beds ⋅ 3 Baths ⋅ 5036995 MLS
New roof! New furnace! New central air! New appliances! And that’s just the beginning! Have you been dreaming of the perfect private sanctuary? The beautiful features of this renovated midcentury ranch home check all the boxes! Spacious, fully remodeled kitchen, w/expansive dine-at peninsula and adjacent dining room offers space for family gatherings or entertaining. Showcases of the home are TWO vaulted living rooms w/floor to ceiling windows that provide views of the wooded rear yard and access to a peaceful, private patio. Rear wing of the home holds 4 bedrooms, all w/hardwood floors. The master suite, with its Jack-and-Jill fully renovated master bath, gives the option for the 4th bedroom to be a connected private sitting room, workout space or nursery, and even has a separate private door to the patio. Additional features and improvements of this amazing property are the 3 fireplaces, a 2nd dining room/ flex space w/gorgeous wooden feature wall, a circular driveway and large storage shed. The 1-acre property has been recently manicured by professional tree and landscaping services. In addition to kitchen and bath remodels, 2024 updates include fresh paint inside and out, new exterior doors, new flooring, new lighting, new well pressure tank and filtration system, new water softener, new sump pump, many new windows, and much, much more! All this, plus an amazing, convenient location and award winning schools- 7400 Greenfield Trail is the gem you’ve been dreaming of!

7400 Greenfield Trail, Chesterland

Listing Courtesy of: Joan Elflein, sold@ohiobrokerdirect.com With Ohio Broker Direct

Selling Office: Elite Sotheby's International Realty.

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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 eXp Realty 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®

County Line Estates Homes for Sale - Chesterland, Ohio

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