Chester Homes for Sale - Chesterland, Ohio

$531,000

3 Beds ⋅ 3 Baths ⋅ 5207701 MLS

9201 Wilson Mills Road, Chesterland

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

Selling Office: Keller Williams Living.

$237,000

3 Beds ⋅ 3 Baths ⋅ 5190511 MLS

12688 Woodside Drive, Chesterland

Listing Courtesy of: Dan S O'Reilly, oreillyteam@gmail.com With RE/MAX Revealty

Selling Office: RE/MAX Revealty.

$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

Selling Office: Berkshire Hathaway HomeServices Professional Realty.

$378,000

3 Beds ⋅ 2 Baths ⋅ 5136739 MLS

Charming Ranch Home with Acreage & Premium Upgrades! Nestled on a sprawling 3.11-acre lot, this delightful 3-bedroom ranch offers 1468 sq ft of comfortable living space. Enjoy outdoor living on the back deck and admire the beautifully landscaped yard. The home features 2 full baths, built-in ovens. Recent upgrades include refinished kitchen cabinets (2023), new front & back doors (2024), new screen door on back deck and fresh paint inside and out. The basement was re-waterproofed at the end of 2024, ensuring a dry and usable space. Featuring a water filtration and softener system. New hot water tank (2025). A standout feature is the impressive 32x42 pole barn, finished with drywall and insulated ceiling and walls. Double bay side has 4" concrete, while the single bay boasts 6" concrete, perfect for a car lift. Gas and water lines are also run to the barn. Additional improvements include a new concrete pad in front of both garages with French drains. Above ground pool. New roof 2024 and updated electrical panel in garage Don't miss this unique opportunity!

13458 Chillicothe Road, Chesterland

Listing Courtesy of: Michael Kaim, kaimteam@gmail.com With Real of Ohio

Selling Office: Engel & Völkers Distinct.

$540,200

4 Beds ⋅ 3 Baths ⋅ 5134676 MLS

~ Private Retreat & Owner’s Oasis ~ Truly one-of-a-kind, this extraordinary property offers unmatched grounds and features designed for comfort, entertaining, and peaceful living. Thoughtfully curated, the landscape includes fruit-bearing trees, raised gardens, and vibrant plantings, creating a serene setting you’ll never want to leave. Outdoor highlights abound: • A large pavilion with a fireplace perfect for gatherings • A heated, finished loft above the 24x20 barn with a charming covered porch • A babbling brook and private, stocked pond—a peaceful retreat for you or a delight for guests • Pool mechanics and decking already in place, offering the option to enhance or repurpose as you see fit Inside, the open-concept floor plan is modern and spacious—ideal for everyday living or entertaining. The chef’s kitchen features KraftMaid cabinetry and flows seamlessly into a cozy family room with a brick hearth and wood-burning stove. A light-filled sunroom offers panoramic views and access to the expansive backyard, complete with deck, patio, and a retractable awning for all-day enjoyment. The main level also includes a half bath and a rare first-floor laundry room. A grand open staircase leads to an airy landing crowned by a stunning crystal chandelier. The owner’s suite is oversized, with a private bath and walk-in closet. THREE additional bedrooms feature generous closet space and share a beautifully updated full bath. Pull-down attic access provides additional storage. This is not just a home—it’s a lifestyle. Whether hosting summer parties or your first clam bake of the season, this unforgettable property is ready to make memories.

8347 Merrie Lane, Chesterland

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

Selling Office: Century 21 Premiere Properties, Inc..

$323,500

4 Beds ⋅ 3 Baths ⋅ 5130204 MLS

Welcome to your own Story Book Forest home that is nestled on a private 1.51-acre oasis. This home is a charming 4-bedroom, 2.5-bathroom split-level home offering serene views of the Chagrin River. Inside, beautiful wood floors flow through the open-concept kitchen and family room, boasting breathtaking property views. Enjoy year-round comfort in the four-season sunroom, equipped with a split mini-system. The spacious master suite includes a walk-in closet, while the lower-level laundry offers ample utility, storage, or mud room capabilities. Recent updates include a new roof (2021), new septic (2017), new electrical panel (2022), New lower level flooring (2025) and newer vinyl windows throughout. The lush, landscaped grounds feature a small gold fish/frog pond. Brand new deluxe water softener 2022. This tranquil retreat, seconds from local parks and bordering conservation land, is truly a unique find. Schedule your showing today.

12084 Heath Road, Chesterland

Listing Courtesy of: Gypsy Smolsky, gypsy.realohio@gmail.com With Real of Ohio

Selling Office: McDowell Homes Real Estate Services.

$295,000

4 Beds ⋅ 2 Baths ⋅ 5133466 MLS

This cozy, rustic Chesterland ranch has all the warm vibes AND is in a qualified are for a zero down payment USDA loan! There are huge wooden headers throughout, country wooden cabinets in the kitchen, and a barn door to separate the rear living space from the front. This country house also has 4 bedrooms, a room that would make a great office space, music room or play area with a pellet stove, two full baths (one having a tub while one has a walk-in shower), both a living room and family room, and a proper dining area and kitchen. The basement has walk-out access and great space for additional storage or perhaps a bit of living space! This home sits on 2.4 acres and well off the street with a large front deck to relax on. There are sliders that exit to the rear deck from the family room where there is a lot of green space before the trees and much more beyond that. You have the benefit of receiving free gas each year with gas well rights, to boot! The electrical, flooring in the kitchen and family room and new roof were updated in 2025, windows in 2015, septic in 2006, a new well pump in 2020, and there are additional heat sources besides the boiler heat with a pellet stove in bonus room and wood burning stove in the family room. The basement was waterproofed in 2006 with a transferrable warranty and this home has a water softener, as well. This is truly a wonderful place to call home!

7730 Cedar Road, Chesterland

Listing Courtesy of: Julie L Hogston, juliesellshomes1@gmail.com With Real of Ohio

Selling Office: 2000 Professional Realty.

$268,000

3 Beds ⋅ 2 Baths ⋅ 5124686 MLS

Welcome home to this beautifully updated 3-bedroom ranch nestled on a picturesque 1-acre lot in one of Chesterland’s most sought-after neighborhoods. This move-in-ready gem combines modern updates with the peace and privacy of country living—all just minutes from local shops, parks, freeways and top-rated schools. Step inside to find a bright, open floor plan featuring a spacious great room with a vaulted feature wall, wood beamed ceiling and large windows that flood the space with natural light. The updated kitchen boasts sleek countertops, newer appliances, and ample cabinet space—perfect for everyday living or entertaining guests. Enjoy easy single-floor living with generously sized bedrooms, updated bathrooms, and plenty of closet space throughout. Recent updates include new flooring, fresh paint, newer mechanicals, tankless hot water, generator, new roof and more!!!!! Outside, the expansive yard offers endless possibilities—from relaxing on the patio to gardening, playing, or simply taking in the peaceful surroundings. A long and wide driveway provides ample parking and convenience for additional vehicles, a boat or camper. Don’t miss your chance to own this well-maintained, move-in-ready home in a prime Chesterland location. Schedule your private showing today!

13014 Cherry Lane, Chesterland

Listing Courtesy of: Erin Paglio, erinpaglio@contactplatinum.com With Platinum Real Estate

Selling Office: Keller Williams Living.

$315,000

4 Beds ⋅ 3 Baths ⋅ 5117761 MLS

Welcome Home to Chesterland’s amazing 4 bedroom split level home that has it all! Enjoy incredible views throughout the year on the large deck overlooking the tranquil surroundings. The family room has a built in table with bench seating, new light fixtures, brand new gas insert in the fireplace and a cozy wood burning stove. The formal living and dining room have brand new carpet and paint, plus there is a large bonus room off the rear of the house, which could be used as a media room/gaming room/ family room or bedroom. Tons of storage in this home, the office features two storage closets a coat or supply closet with brand new laminate flooring. New laminate flooring throughout the spacious bedrooms on the second floor. The master bedroom features an attached full bath. Spacious 3 car garage with 10 foot door, heat & water and a unique winch system for heavy items! Schedule your tour today

12150 Heath Road, Chesterland

Listing Courtesy of: Michael C Vara, mvara99@gmail.com With Platinum Real Estate

Selling Office: Neighborhood Partners, LLC..

$485,000

5 Beds ⋅ 3 Baths ⋅ 4471795 MLS

Introducing a remarkable one-owner home situated on a serene and expansive acre and a half of land. From the moment you arrive, you'll appreciate the care and attention poured into this residence, making it an exceptional find. Once inside, you'll immediately feel at home in the comfortable and inviting living spaces. The layout has been thoughtfully designed to create an effortless flow between rooms, making everyday living a breeze. Natural light filters through the windows, casting a warm and welcoming glow throughout the home. The heart of this residence is the well-appointed kitchen, offering a perfect blend of functionality and style. Equipped with modern appliances and ample counter space, it caters to the needs of any aspiring chef. There is a first floor bedroom that could be used as an office and also a full bathroom! Upstairs you’ll find four large bedrooms and 2 bathroom. The basement is finished with a rec room and also has plenty of storage space. The large patio overlooks the yard with an aboveground pool!! HVAC-2023

8700 Prescott Drive, Chesterland

Listing Courtesy of: Shannon M Pansmith, spansmith@gmail.com With EXP Realty, LLC.

Selling Office: Howard Hanna.

$275,000

3 Beds ⋅ 2 Baths ⋅ 4483474 MLS

Welcome Home! Take advantage of this unique opportunity, a farm-house on 5.23 acres in Chesterland! This won't last long! The home features 3BR & 2BA and boasts a newer roof, as well as newer Hot Water Heater & Furnace. This farmhouse-style home is ready for you to live-in right away or let your imagination run wild -- there is just so much opportunity here. Once you're done daydreaming inside you'll need to really steady yourself for the opportunities that await outside! The outdoor garage/workshops feature a 2-car garage and carport all with electric and setup for either a wood stove or other heat source. These work spaces provide ample space for all your storage needs. Whether you’re a car enthusiast, a DIYer, or just need extra space for your tools and equipment, these spaces are perfect for you. Did someone say "She-shed" or "Man-cave"? The 5.23 acres of land provide endless possibilities for relaxation and recreation. Imagine having your own private retreat where you ca

11215 Chillicothe Road, Chesterland

Listing Courtesy of: John Currid, john@vsdrealty.com With VSD Realty, LLC.

Selling Office: Keller Williams Grt Cleve NE.

$400,000

4 Beds ⋅ 3 Baths ⋅ 5006307 MLS

If you are looking for a home with large rooms, look no further. As you enter this home, the Living Room is the first room that is very roomy with a fireplace of brick, built in bookshelves, Cherry mantel and sandstone hearth. The Eat-in Kitchen is spacious and has been updated with Quartz countertops and a beautiful marble floor, with ample cabinet and countertop space. Entertaining in the sprawling Family Room is a cinch, warming your guest with the wood burning stove, and providing a Wet Bar area if one gets thirsty. Or enjoy a meal in the Formal Dining Room overlooking the back yard. The Master Bedroom is of ample size as is the 2d bedroom on the 2nd floor. A third large bedroom is on the first floor and could also be a Master Suite with a walk-in closet. Enter the 4th bedroom on the 1st floor through the French doors and this could be the Guest room or the Den, with built in shelves. Even the Garage is massive, (50x29 and 9-foot ceiling), with room for at least 6 cars. For additional storage, the Pole Barn (40x24) can provide room for at least 4 more vehicles, boats, or landscape equipment and there is a loft for additional storage. Many updates, including electrical, so download the list in the MLS. One of a kind. Don’t miss this one.

7855 Mulberry Road, Chesterland

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

Selling Office: Keller Williams Living.

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Chester Homes for Sale - Chesterland, Ohio

Call or Text (614) 683-5116 to schedule a showing on any Chester Chesterland, OH home for sale or to sell your Chester Chesterland Ohio home!