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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.
19 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)
- 1/17 17
Pending$550,000
3 Beds3 Baths3,258 SqFt9201 Wilson Mills RD, Chesterland, OH 44026
Single Family Home
Listed by Donna Toth of Keller Williams Living
- 1/50 50
Pending$625,000
5 Beds4 Baths4,740 SqFt9350 Hidden Lake DR, Chesterland, OH 44026
Single Family Home
Listed by Donna Toth of Keller Williams Living
- 1/50 50
Pending$484,900
4 Beds3 Baths2,324 SqFt11530 Blackberry LN, Chesterland, OH 44026
Single Family Home
Listed by Lisa K Sisko of Keller Williams Greater Metropolitan
- 1/50 50
Pending$450,000
4 Beds3 Baths2,024 SqFt8977 Cedar RD, Chesterland, OH 44026
Single Family Home
Listed by Donna Toth of Keller Williams Living
- 1/35 35
Active Under Contract$322,000
3 Beds3 Baths1,731 SqFt12808 Wellswood TRL, Chesterland, OH 44026
Single Family Home
Listed by Bonnie Phillips of Redfin Real Estate Corporation
- 1/49 49
Active Under Contract$359,000
3 Beds2 Baths1,400 SqFt13310 Cedar Acres DR, Chesterland, OH 44026
Single Family Home
Listed by Joseph Cicero of Keller Williams Greater Metropolitan
- 1/37 37
Pending$415,000
3 Beds2 Baths1,900 SqFt12905 Cherry LN, Chesterland, OH 44026
Single Family Home
Listed by Amy Smedira of EXP Realty, LLC.
- 1/50 50
Pending$350,000
3 Beds2 Baths1,856 SqFt12789 Manchester DR, Chesterland, OH 44026
Single Family Home
Listed by Ben Murphy of EXP Realty, LLC.
- 3D
Pending$425,000
3 Beds3 Baths3,445 SqFt12376 Heath RD, Chesterland, OH 44026
Single Family Home
Listed by Jerry Kayser of Keller Williams Chervenic Rlty
- 1/44 44
Active$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
- 1/20 20
Pending$800,000
5 Beds5 Baths4,980 SqFt12420 Falcon Ridge RD, Chesterland, OH 44026
Single Family Home
Listed by Jacob D Sudnick of Berkshire Hathaway HomeServices Professional Realty
- 1/37 37
Active$1,722,000
5 Beds5 Baths4,866 SqFt7885 Pear Tree DR, Chesterland, OH 44026
Single Family Home
Listed by Danielle Angie of McDowell Homes Real Estate Services
- 1/38 38
Price Dropped by $50K$449,900
4 Beds3 Baths2,250 SqFt10200 Mayfield RD, Chesterland, OH 44026
Single Family Home
Listed by Cynthia M Chiudioni of CC Sells Homes, LLC.
- 1/31 31
Active Under Contract$309,900
3 Beds2 Baths1,144 SqFt8304 Cedar RD, Chesterland, OH 44026
Single Family Home
Listed by Carly M Sablotny of Keller Williams Living
- 1/44 44
Price Dropped by $50K$599,900
4 Beds3 Baths2,721 SqFt7161 Old Mill RD, Chesterland, OH 44026
Single Family Home
Listed by Anthony R Latina of RE/MAX Crossroads Properties
- 1/50 50
Pending$650,000
4 Beds3 Baths5,618 SqFt8301 Sherman RD, Chesterland, OH 44026
Single Family Home
Listed by Jamie L Iannetta of Keller Williams Greater Metropolitan
- 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
- 1/14 14
Pending$529,900
65 Acres9448 Mayfield RD, Chesterland, OH 44026
Vacant Land
Listed by Gregory Erlanger of Keller Williams Citywide
- 1
