18

Chesterland, OH Houses for Sale

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  • /49

    $999,900

    • 5 Beds
    • 3 Baths
    • 3,375 Sq Ft

    11865 Africa Acres Dr, Chesterland, OH 44026

    This is truly a one of a kind property situated at the end of a semi private lane surrounded by 17.5 acres of scenic privacy, pastures, woods and streams! With many recent upgrades, this home is the perfect blend of classic charm and tradition with today’s modern amenities. Enter the impressive living room with hardwood flooring and trussed cathedral ceilings. The large wood burning fireplace is

    Seth Task Berkshire Hathaway HomeServices Professional Realty

    11865 Africa Acres Dr, Chesterland, OH 44026
  • /40

    $580,000

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    10571 Mayfield Rd, Chesterland, OH 44026

    Riverfront acreage in Geauga County! Welcome to the historic James Hopson home, built in 1853 and part of the original Hopson Homestead, the Hopson family being the first permanent settlers of Munson Township. Also a part of the Cleveland & Eastern Interurban Railroad, there is yet another layer of historic significance added to this beautiful property. The current owners have lovingly cared

    Terry Mitchell Howard Hanna

    10571 Mayfield Rd, Chesterland, OH 44026
  • /50

    $499,900

    • 5 Beds
    • 5 Baths

    9610 Wilson Mills Rd, Chesterland, OH 44026

    Nestled atop Wilson Mills Hill, this distinguished Colonial rests on beautiful, private acreage with sweeping views of a tranquil tributary of the Chagrin River. Designed for both comfort and refined entertaining, the inviting wraparound floor plan flows effortlessly from the updated gourmet kitchen, featuring granite countertops and an airy eat-in with river vistas, to the formal dining room and

    Angelo Marrali Howard Hanna

    9610 Wilson Mills Rd, Chesterland, OH 44026
  • /25

    $519,000

    • 4 Beds
    • 2 Baths
    • 2,461 Sq Ft

    9475 Mayfield Rd, Chesterland, OH 44026

    Don’t Miss This Rare Chesterland Opportunity! Being sold as-is – bring your vision and make it your own!The dream lifestyle property—where you can live, grow, and earn—just became even moreaffordable. Nestled on 10 versatile acres in the West Geauga School District (minutes fromHawken School), this beautifully maintained 4-bedroom farmhouse blends timeless charmwith modern

    Nicholas Huscroft Chosen Real Estate Group

    9475 Mayfield Rd, Chesterland, OH 44026
  • /50

    $488,000

    • 4 Beds
    • 3 Baths
    • 2,470 Sq Ft

    12790 Heath Rd, Chesterland, OH 44026

    Welcome to Your Dream Home in Chesterland! Tucked away on a quiet, tree-lined street, this completely renovated 4-bedroom, 3-bath home offers the perfect blend of modern luxury and timeless charm on a stunning 1.71-acre lot. With 2,470 sq ft of living space, you’ll enjoy a spacious, open layout adorned with new LVP flooring, recessed lighting, and three inviting fireplaces that radiate warmth and

    Joan Elfein Ohio Broker Direct

    12790 Heath Rd, Chesterland, OH 44026
  • /40

    $550,000

    • 5 Beds
    • 3 Baths
    • 3,326 Sq Ft

    9502 Winchester Valley, Chesterland, OH 44026

    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

    Marks of Excellence Team RE/MAX Traditions

    9502 Winchester Valley, Chesterland, OH 44026
  • /21

    $439,900 Open Thu 5PM - 7:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,969 Sq Ft

    8371 Cranwood Dr, Chesterland, OH 44026

    Welcome to this exceptional property located in the highly sought-after West Geauga School District in Chesterland. This meticulously maintained home welcomes you with lots of natural light and a completely updated move-in ready oasis waiting to be called home. The vaulted ceilings in the dining and sunroom provide serene views of the large patio and well manicured 1.06 acre lot. Two of the

    Kylie Slomiany EXP Realty, LLC.

    8371 Cranwood Dr, Chesterland, OH 44026
  • /42

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 7,462 Sq Ft

    7775 Woodlands Trail, Chesterland, OH 44026

    Nestled on three wooded acres on a quiet street, this extraordinary estate combines refined sophistication with the warmth of a true family home. A circular drive framed by mature trees sets the tone, leading to a residence that offers privacy, elegance, and a lifestyle of effortless comfort. Step inside and you are greeted by a dramatic two-story foyer, where gleaming hardwood floors flow

    Terry Young Keller Williams Greater Metropolitan

    7775 Woodlands Trail, Chesterland, OH 44026
  • /28

    $450,000

    • 4 Beds
    • 2.5 Baths

    12791 Morning Glory Trail, Chesterland, OH 44026

    Great home, Great location nestled in Geauga County ! This one owner’s home is waiting for your magical decoration! The upstairs is complete with a master bedroom walk-in-closet & master bedroom, 3 additional bedrooms that share a full bath. The sprawling first floor has an eat-in-kitchen and a dining room that will be the center for entertainment, with a slider to step out onto the four-season

    David Fulton Da Vinci Fine Homes, LLC.

    12791 Morning Glory Trail, Chesterland, OH 44026
  • /38

    $349,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,590 Sq Ft

    8075 Mulberry Rd, Chesterland, OH 44026

    Welcome to this 3-bedroom, 1.5-bath split-level set on a private 1.6-acre wooded lot in a desirable Chesterland location. Enjoy the peaceful setting, spacious yard, and the convenience of being close to town.

    Richard Piraino Howard Hanna

    8075 Mulberry Rd, Chesterland, OH 44026
  • /50

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,656 Sq Ft

    11925 Caves Rd, Chesterland, OH 44026

    Well Maintained 2-Owner Chesterland Split Level on 1.6 Acre Lot. Great Floor Plan with Open Living-Dining Rooms & Vaulted Ceiling. Updated Eat-In Kitchen with Granite Counters Leads to Step Down Family Room with Fireplace. Patio Doors Open to a Fabulous 3 Season Room Overlooking the Backyard. Upstairs are 4 Bedrooms and 2 Remodeled Full Baths Including the Primary Bedroom with a Private

    Chris Jurcisin Howard Hanna

    11925 Caves Rd, Chesterland, OH 44026
  • /12

    $399,900

    • 2 Beds
    • 2 Baths

    8966 Mulberry Rd, Chesterland, OH 44026

    Calling all car enthusiasts, hobbyists, or anyone in need of serious space. Set far back from the road on 5 very private acres in Chesterland, this property offers a rare opportunity for home ownership and limitless workspace in the award winning West Geauga School system.This 10,000 square foot two-level outbuilding features tall bay doors, separate electric service, and ample room for

    Karen Russell Howard Hanna

    8966 Mulberry Rd, Chesterland, OH 44026
  • /43

    $360,000

    • 3 Beds
    • 2 Baths

    10263 Wye Rd, Chesterland, OH 44026

    Have you been searching for a Ranch home that is ready to move in? We have one for you now. This home has been lovingly remodeled including electrical and plumbing updates, all new flooring, exterior doors and insulation. The Kitchen was completely updated and opened to the Great Room. All of the cabinets were replaced and adorned with black Quartz countertops, highlighted by a large

    Donna Toth Keller Williams Living

    10263 Wye Rd, Chesterland, OH 44026
  • /31

    $449,000

    • 4 Beds
    • 2 Baths
    • 2,796 Sq Ft

    13228 Boulder Glen Dr, Chesterland, OH 44026

    Wonderful original owner colonial ready for a new generation to make this their home. The 5 acre property backs up to the golf course & is wooded for privacy. The brick & sided home was built for a family with a huge spacious living room & dining room with gleaming HDWD floors & expansive windows overlooking the property. The cozy kitchen has maple cabinetry, lots of counter space & all

    Mary Beth O'Neill Keller Williams Greater Cleveland Northeast

    13228 Boulder Glen Dr, Chesterland, OH 44026
  • /32

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 3,656 Sq Ft

    8735 Cedar Rd, Chesterland, OH 44026

    Walk right in to be met by an amazing spiral staircase. This generously sized Colonial at 2,552 sq ft offers 4 bedrooms, 2 1/2 baths, living room, dining room, family room and an enclosed sun porch. Step into the oversized kitchen that is complete with 3 wall ovens, spacious island, plenty of cabinet space, and sliders to a side patio. The home provides plenty of space for comfortable living.

    Anita Butler Howard Hanna

    8735 Cedar Rd, Chesterland, OH 44026
  • /35

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 2,098 Sq Ft

    12845 Morning Glory Trail, Chesterland, OH 44026

    Welcome to this beautifully updated split level home nestled on a serene and private street in Chesterland. Situated on 1.30 acres, this 3 bedroom (potentially 4), 2.5 bath home offers a perfect blend of modern upgrades and timeless comfort. Enjoy two cozy fireplaces in the living rooms, a whole house generator hookup, and a thoughtfully updated layout ideal for everyday living and entertaining.

    Megan Magden Angelotta Howard Hanna

    12845 Morning Glory Trail, Chesterland, OH 44026
  • /14

    $639,610 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,303 Sq Ft

    Vacant Land Heath Road - To Be Built, Chesterland, OH 44026

    TO BE BUILT: JEMM Construction's "The Madison", Three Bedroom, First Floor Owner's Suite, Classic Style with All the Touches of Modern Living. 2,303 Total Square Feet, Covered Porch, Foyer Entrance, Beamed Great Room Open to Kitchen and Dining, First Floor Owner's Suite, First Floor Office/Guest Room, Half Bath, Two Additional Bedrooms and Full Bath Upstairs, Full Unfinished Basement, Attached

    Linda Ebersbacher Howard Hanna

    Vacant Land Heath Road - To Be Built, Chesterland, OH 44026
  • /33

    $1,400,000

    • 5 Beds
    • 4.5 Baths

    1450 County Line Rd, Gates Mills, OH 44040

    Great opportunity in Gates Mills! This property offers multiple use, three total lots nestled in a beautiful serene private setting. Live in the present home - or build two more homes on the adjoining lots or simply enjoy your own private haven! Built in 1987 with long, secluded stone winding drive nestled between the two adjoining buildable lots total of almost 10 acres giving you complete

    Carmella Corbo Howard Hanna

    1450 County Line Rd, Gates Mills, OH 44040

Why Live in Chesterland

Chesterland, OH, offers a blend of suburban comforts and countryside calm, situated between Cleveland's suburbs and expansive farmlands. This community has seen significant residential growth over the past decade, transitioning from rural farmland to a rural suburb. Homebuyers are drawn to Chesterland for its spacious lots and lower home prices compared to nearby areas. The housing styles include ranch-style homes, Colonial Revivals, split-level houses, and Cape Cods, all set on roomy lots with mature trees. The highly rated West Geauga Local School District serves the area, providing strong educational programs, including technical career courses for high school students. Chesterland's main roads, State Route 306 and Highway 322, offer quick access to Interstate 271 and downtown Cleveland, with Cleveland Hopkins International Airport just a 30- to 40-minute drive away. Local parks such as Chester Township Park and Bessie Benner Metzenbaum Park feature nature trails, athletic courts, and sledding hills, providing ample outdoor activities. The community's commercial hub near the main intersection includes various businesses, eateries, and essential services like Giant Eagle Supermarket and Discount Drug Mart. Chesterland also hosts numerous community events, including concerts, markets, and the annual Winterfest, fostering a strong sense of local engagement.

Home Trends in Chesterland, OH

Housing Trends

Median Sale Price
$340,000
Median Single Family Sale Price
$343,500
Average Price Per Sq Ft
$165
Number of Homes for Sale
17
Last 12 months Home Sales
113
Months of Supply
1.80
Median List Price
$357,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
3%
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