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Homes for Sale in Chesterland, Ohio
Chesterland, Ohio is the informal name for Chester Township, a community of approximately 11,000 residents in northern Geauga County with a distinctly rural, small-town character that has made it a beloved enclave for buyers seeking space, privacy, and genuine country living within reach of Cleveland and the eastern suburbs. Chester Township is one of Geauga County's largest townships geographically, and its landscape is defined by horse farms, apple orchards, dairy operations, and woodlands that reinforce Geauga County's well-earned reputation as one of Ohio's most rural and agricultural counties.
Chesterland is anchored by the West Geauga Local School District, which consistently earns high marks from the Ohio Department of Education and is known for strong academics, community investment in education, and competitive athletics. The West Geauga schools serve Chester Township and neighboring Munson Township. Real estate in Chesterland typically offers exceptional value per square foot and per acre — median home prices range from $250,000 to $500,000+, with many properties offering 3–10+ acres, outbuildings, and rural amenities that urban or suburban markets simply cannot provide at equivalent prices.
The community's proximity to the Geauga Park District's West Woods Reservation — one of the finest parks in northeastern Ohio, featuring old-growth forest, waterfalls, and extensive trail networks — adds significant recreational value. The Chesterland area is also home to several Amish communities and associated businesses, contributing to the area's authentic rural character. For buyers seeking horses, gardens, space to breathe, and a genuine community identity, Chesterland is one of Northeast Ohio's most authentic and rewarding residential destinations.
12 Properties Available In Chesterland
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/25 25
New$350,000
4 Beds2 Baths2,444 SqFt12590 Rockhaven RD, Chesterland, OH 44026
Single Family Home
Listed by Sue A Smith of HomeSmart Real Estate Momentum LLC
- 1/50 50
Active Under Contract$585,000
4 Beds4 Baths3,373 SqFt8325 Lincoln DR, Chesterland, OH 44026
Single Family Home
Listed by Gary A Kohl of HomeSmart Real Estate Momentum LLC
- 1/50 50
Pending$625,000
3 Beds3 Baths3,228 SqFt10506 Mayfield RD, Chesterland, OH 44026
Single Family Home
Listed by Sal M Jackson of Berkshire Hathaway HomeServices Professional Realty
- 1/45 45
Pending$995,000
5 Beds5 Baths7,462 SqFt7775 Woodlands TRL, Chesterland, OH 44026
Single Family Home
Listed by Terry Young of Keller Williams Greater Metropolitan
- 1/35 35
Pending$674,900
4 Beds4 Baths5.05 Acres Lot11710 Sherwood TRL, Chesterland, OH 44026
Single Family Home
Listed by Carter Gibson of Keller Williams Greater Metropolitan
- 1/37 37
Active$1,495,000
5 Beds5 Baths7,266 SqFt7885 Pear Tree DR, Chesterland, OH 44026
Single Family Home
Listed by Danielle Angie of McDowell Homes Real Estate Services
- 1/39 39
Price Dropped by $20K$679,900
4 Beds4 Baths3,376 SqFt10640 Butternut RD, Chesterland, OH 44026
Single Family Home
Listed by Lisa Cole of Engel & Völkers Distinct
- 1/45 45
Price Dropped by $10K$559,900
4 Beds3 Baths3,252 SqFt7981 Mulberry RD, Chesterland, OH 44026
Single Family Home
Listed by Eric J Uchbar of Keller Williams Greater Metropolitan
- 1/44 44
Active Under Contract$437,500
3 Beds2 Baths3,018 SqFt8585 Carmichael DR, Chesterland, OH 44026
Single Family Home
Listed by Joseph A Zingales of Berkshire Hathaway HomeServices Professional Realty
- 1/39 39
Price Dropped by $20K$429,900
4 Beds3 Baths2,250 SqFt10200 Mayfield RD, Chesterland, OH 44026
Single Family Home
Listed by Cynthia M Chiudioni of CC Sells Homes, LLC.
- 1/28 28
Price Dropped by $1K$449,000
4 Beds3 Baths1.29 Acres Lot12791 Morning Glory TRL, Chesterland, OH 44026
Single Family Home
Listed by David A Fulton of Da Vinci Fine Homes, LLC.
- 1/2 2
Active$1,200,000
10.82 Acres12513 Chillicothe RD, Chesterland, OH 44026
Vacant Land
Listed by Eric J Uchbar of Keller Williams Greater Metropolitan
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