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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)
- 1/38 38
Open Sun 12PM-2PM$570,000
3 Beds3 Baths3,100 SqFt11226 Sperry RD, Chesterland, OH 44026
Single Family Home
Listed by Gregory H Bierbaum of Platinum Real Estate
- 1/26 26
Open Sun 12PM-1:30PM$315,000
3 Beds2 Baths2,413 SqFt9657 Kim DR, Chesterland, OH 44026
Single Family Home
Listed by Donna Toth of Keller Williams Living
- 1/39 39
New$399,000
5 Beds3 Baths3,669 SqFt12061 Heath RD, Chesterland, OH 44026
Single Family Home
Listed by Jennifer Vidmar of HomeSmart Real Estate Momentum LLC
- 1/50 50
Pending$329,900
4 Beds3 Baths2,544 SqFt13034 Stratford TRL, Chesterland, OH 44026
Single Family Home
Listed by Ben Murphy of EXP Realty, LLC.
- 1/26 26
New$379,000
3 Beds2 Baths2,132 SqFt13419 Sperry RD, Chesterland, OH 44026
Single Family Home
Listed by Riley M Davis of Fathom Realty
- 1/39 39
Pending$325,000
3 Beds2 Baths2,129 SqFt8525 Kirkwood DR, Chesterland, OH 44026
Single Family Home
Listed by Claire Jazbec of Keller Williams Greater Cleveland Northeast
- 1/50 50
Price Dropped by $35K$365,000
5 Beds3 Baths3,424 SqFt9284 Mayfield RD, Chesterland, OH 44026
Single Family Home
Listed by Art Obleton Jr. of EXP Realty, LLC.
- 1/50 50
Pending$449,000
4 Beds3 Baths3,191 SqFt11360 Pine Acres LN, Chesterland, OH 44026
Single Family Home
Listed by John N Corral of RE/MAX Crossroads Properties
- 1/31 31
Active$334,900
4 Beds2 Baths2,890 SqFt13037 Stratford TRL, Chesterland, OH 44026
Single Family Home
Listed by Catrina Covino of Century 21 Homestar
- 1/48 48
Active Under Contract$399,900
5 Beds3 Baths3,269 SqFt12203 Sperry RD, Chesterland, OH 44026
Single Family Home
Listed by Terry Young of Keller Williams Greater Metropolitan
- 1/43 43
Active$2,750,000
5 Beds8 Baths7,982 SqFt12157 Sperry RD, Chesterland, OH 44026
Single Family Home
Listed by Terry Young of Keller Williams Greater Metropolitan
- 1/49 49
Pending$749,500
4 Beds4 Baths6,388 SqFt7409 Tattersall DR, Chesterland, OH 44026
Single Family Home
Listed by Victor Duqum of VSD Realty, LLC.
- 1/38 38
Price Dropped by $10K$325,000
3 Beds2 Baths1,386 SqFt10435 Cedar RD, Chesterland, OH 44026
Single Family Home
Listed by Kristen Fischer of Keller Williams Chervenic Rlty
- 1/8 8
Pending$849,000
4 Beds3 Baths4,604 SqFt7895 Arlington DR, Chesterland, OH 44026
Single Family Home
Listed by Bianca R Bicaci of Liberty Realty Sells For 1% and More
- 1/45 45
Active$995,000
5 Beds5 Baths7,462 SqFt7775 Woodlands TRL, Chesterland, OH 44026
Single Family Home
Listed by Terry Young of Keller Williams Greater Metropolitan
- 1/37 37
Price Dropped by $200K$1,295,000
5 Beds5 Baths4,866 SqFt7885 Pear Tree DR, Chesterland, OH 44026
Single Family Home
Listed by Danielle Angie of McDowell Homes Real Estate Services
- 1/45 45
Pending$529,900
4 Beds3 Baths3,252 SqFt7981 Mulberry RD, Chesterland, OH 44026
Single Family Home
Listed by Eric J Uchbar of Keller Williams Greater Metropolitan
- 1/28 28
Price Dropped by $5K$425,000
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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