• Home — Sold With Duncan
  • Sell
    1. Home Valuation
    2. Sell My Home
  • Buy
    1. All Listings
    2. Luxury Homes
    3. Sold Listings
  • Areas
    1. Cuyahoga County Homes
      1. ​Homes for Sale in Solon, Ohio
      2. Homes for Sale in Hunting Valley, Ohio
      3. Homes for Sale in Moreland Hills, Ohio
      4. Homes for Sale in Pepper Pike, Ohio
      5. Homes for Sale in Gates Mills, Ohio
      6. Homes for Sale in Beachwood, Ohio
      7. Homes for Sale in Orange, Ohio
      8. Homes for Sale in Bay Village, Ohio
      9. Homes for Sale in Brecksville, Ohio
      10. Homes for Sale in Westlake, Ohio
    2. Geauga County & Lake County Homes
      1. Homes for Sale in Mentor, Ohio
      2. Homes for Sale in Kirtland, Ohio
      3. Homes for Sale in Russell Township, Ohio
      4. Homes for Sale in Chesterland, Ohio
      5. Homes for Sale in Bainbridge, Ohio
      6. Homes for Sale in Chagrin Falls, Ohio
      7. Homes for Sale in Newbury, Ohio
      8. Homes for Sale in Auburn, Ohio
      9. Homes for Sale in Burton, Ohio
      10. Homes for Sale in Middlefield, Ohio
      11. Homes for Sale in Chardon, Ohio
    3. Medina County Homes
      1. Homes for Sale in Hinckley, Ohio
      2. Homes for Sale in Medina, Ohio
      3. Homes for Sale in Brunswick Hills, Ohio
      4. Homes for Sale in Lodi, Ohio
      5. Homes for Sale in Sharon Center, Ohio
      6. Homes for Sale in Wadsworth, Ohio
      7. Homes for Sale in Litchfield, Ohio
      8. Homes for Sale in Seville, Ohio
    4. Portage County Homes
      1. Homes for Sale in Aurora, Ohio
      2. Homes for Sale in Streetsboro, Ohio
      3. Homes for Sale in Kent, Ohio
      4. Homes for Sale in Twin Lakes, Ohio
      5. Homes for Sale in Brimfield, Ohio
      6. Homes for Sale in Ravenna, Ohio
      7. Homes for Sale in Hiram, Ohio
      8. Homes for Sale in Shalersville, Ohio
      9. Homes for Sale in Mantua, Ohio
      10. Homes for Sale in Randolph, Ohio
    5. Stark County Homes
      1. Homes for Sale in Jackson Township, Ohio
      2. Homes for Sale in North Canton, Ohio
      3. Homes for Sale in Canton, Ohio
      4. Homes for Sale in Uniontown, Ohio
      5. Homes for Sale in Massillon, Ohio
      6. Homes for Sale in Louisville, Ohio
      7. Homes for Sale in Hartville, Ohio
    6. Summit County Homes
      1. ​Homes for Sale in Hudson, Ohio
      2. Homes for Sale in Twinsburg, Ohio
      3. ​Homes for Sale in Stow, Ohio
      4. Homes for Sale in Fairlawn, Ohio
      5. Homes for Sale in Copley, Ohio
      6. Homes for Sale in Cuyahoga Falls, Ohio
      7. Homes for Sale in Bath, Ohio
      8. Homes for Sale in Silver Lake, Ohio
      9. Homes for Sale in Macedonia, Ohio
      10. Homes for Sale in Munroe Falls, Ohio
      11. Homes for Sale in Richfield, Ohio
    7. Golf Course Homes for Sale in Northeast Ohio
    8. Waterfront Homes for Sale in Northeast Ohio
  • Luxury Division
  • Real of Ohio - James Duncan
  • About
    1. About James Duncan
    2. Reviews
  • Blog
  • Real Estate Questions NE Ohio
  • For Sale By Owner
    • Register
    • Sign In

    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)
    OH >Chesterland >
    Market Insights
    • 11226 Sperry RD, Chesterland, OH 44026
      1/38 38
      Open Sun 12PM-2PM

      $570,000

      3 Beds3 Baths3,100 SqFt

      11226 Sperry RD, Chesterland, OH 44026

      Single Family Home

      Listed by Gregory H Bierbaum of Platinum Real Estate

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 9657 Kim DR, Chesterland, OH 44026
      1/26 26
      Open Sun 12PM-1:30PM

      $315,000

      3 Beds2 Baths2,413 SqFt

      9657 Kim DR, Chesterland, OH 44026

      Single Family Home

      Listed by Donna Toth of Keller Williams Living

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 12061 Heath RD, Chesterland, OH 44026
      1/39 39
      New

      $399,000

      5 Beds3 Baths3,669 SqFt

      12061 Heath RD, Chesterland, OH 44026

      Single Family Home

      Listed by Jennifer Vidmar of HomeSmart Real Estate Momentum LLC

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 13034 Stratford TRL, Chesterland, OH 44026
      1/50 50
      Pending

      $329,900

      4 Beds3 Baths2,544 SqFt

      13034 Stratford TRL, Chesterland, OH 44026

      Single Family Home

      Listed by Ben Murphy of EXP Realty, LLC.

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 13419 Sperry RD, Chesterland, OH 44026
      1/26 26
      New

      $379,000

      3 Beds2 Baths2,132 SqFt

      13419 Sperry RD, Chesterland, OH 44026

      Single Family Home

      Listed by Riley M Davis of Fathom Realty

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 8525 Kirkwood DR, Chesterland, OH 44026
      1/39 39
      Pending

      $325,000

      3 Beds2 Baths2,129 SqFt

      8525 Kirkwood DR, Chesterland, OH 44026

      Single Family Home

      Listed by Claire Jazbec of Keller Williams Greater Cleveland Northeast

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 9284 Mayfield RD, Chesterland, OH 44026
      1/50 50
      Price Dropped by $35K

      $365,000

      5 Beds3 Baths3,424 SqFt

      9284 Mayfield RD, Chesterland, OH 44026

      Single Family Home

      Listed by Art Obleton Jr. of EXP Realty, LLC.

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 11360 Pine Acres LN, Chesterland, OH 44026
      1/50 50
      Pending

      $449,000

      4 Beds3 Baths3,191 SqFt

      11360 Pine Acres LN, Chesterland, OH 44026

      Single Family Home

      Listed by John N Corral of RE/MAX Crossroads Properties

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 13037 Stratford TRL, Chesterland, OH 44026
      1/31 31
      Active

      $334,900

      4 Beds2 Baths2,890 SqFt

      13037 Stratford TRL, Chesterland, OH 44026

      Single Family Home

      Listed by Catrina Covino of Century 21 Homestar

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 12203 Sperry RD, Chesterland, OH 44026
      1/48 48
      Active Under Contract

      $399,900

      5 Beds3 Baths3,269 SqFt

      12203 Sperry RD, Chesterland, OH 44026

      Single Family Home

      Listed by Terry Young of Keller Williams Greater Metropolitan

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 12157 Sperry RD, Chesterland, OH 44026
      1/43 43
      Active

      $2,750,000

      5 Beds8 Baths7,982 SqFt

      12157 Sperry RD, Chesterland, OH 44026

      Single Family Home

      Listed by Terry Young of Keller Williams Greater Metropolitan

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 7409 Tattersall DR, Chesterland, OH 44026
      1/49 49
      Pending

      $749,500

      4 Beds4 Baths6,388 SqFt

      7409 Tattersall DR, Chesterland, OH 44026

      Single Family Home

      Listed by Victor Duqum of VSD Realty, LLC.

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 10435 Cedar RD, Chesterland, OH 44026
      1/38 38
      Price Dropped by $10K

      $325,000

      3 Beds2 Baths1,386 SqFt

      10435 Cedar RD, Chesterland, OH 44026

      Single Family Home

      Listed by Kristen Fischer of Keller Williams Chervenic Rlty

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 7895 Arlington DR, Chesterland, OH 44026
      1/8 8
      Pending

      $849,000

      4 Beds3 Baths4,604 SqFt

      7895 Arlington DR, Chesterland, OH 44026

      Single Family Home

      Listed by Bianca R Bicaci of Liberty Realty Sells For 1% and More

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 7775 Woodlands TRL, Chesterland, OH 44026
      1/45 45
      Active

      $995,000

      5 Beds5 Baths7,462 SqFt

      7775 Woodlands TRL, Chesterland, OH 44026

      Single Family Home

      Listed by Terry Young of Keller Williams Greater Metropolitan

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 7885 Pear Tree DR, Chesterland, OH 44026
      1/37 37
      Price Dropped by $200K

      $1,295,000

      5 Beds5 Baths4,866 SqFt

      7885 Pear Tree DR, Chesterland, OH 44026

      Single Family Home

      Listed by Danielle Angie of McDowell Homes Real Estate Services

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 7981 Mulberry RD, Chesterland, OH 44026
      1/45 45
      Pending

      $529,900

      4 Beds3 Baths3,252 SqFt

      7981 Mulberry RD, Chesterland, OH 44026

      Single Family Home

      Listed by Eric J Uchbar of Keller Williams Greater Metropolitan

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 12791 Morning Glory TRL, Chesterland, OH 44026
      1/28 28
      Price Dropped by $5K

      $425,000

      4 Beds3 Baths1.29 Acres Lot

      12791 Morning Glory TRL, Chesterland, OH 44026

      Single Family Home

      Listed by David A Fulton of Da Vinci Fine Homes, LLC.

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 12513 Chillicothe RD, Chesterland, OH 44026
      1/2 2
      Active

      $1,200,000

      10.82 Acres

      12513 Chillicothe RD, Chesterland, OH 44026

      Vacant Land

      Listed by Eric J Uchbar of Keller Williams Greater Metropolitan

      IDX - Northern Ohio Regional MLS (YES-MLS)/MLS NOW

      READ MORE

    • 1

    explore listings in Chesterland

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    Real Logo Outline WhiteFair Housing
        Home — Sold With Duncan
        Sell
        1. Home Valuation
        2. Sell My Home
        Buy
        1. All Listings
        2. Luxury Homes
        3. Sold Listings
        Areas
        1. Cuyahoga County Homes
        2. Geauga County & Lake County Homes
        3. Medina County Homes
        4. Portage County Homes
        5. Stark County Homes
        6. Summit County Homes
        7. Golf Course Homes for Sale in Northeast Ohio
        8. Waterfront Homes for Sale in Northeast Ohio
        Luxury Division
        About
        1. About James Duncan
        2. Reviews
        Blog
        Real Estate Questions NE Ohio
        For Sale By Owner
    Real of Ohio - James Duncan

    James Duncan License ID: 449204

    +1(330) 606-9212 soldwithduncan@gmail.com

    8316 Cleveland Ave NW, North Canton, OH 44720, USA

    We are pledged to the letter and spirit of U.S. policy for the achievement of equal housing opportunity throughout the Nation.

    Get My App

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
    Real Logo Outline WhiteFair Housing
        Home — Sold With Duncan
        Sell
        1. Home Valuation
        2. Sell My Home
        Buy
        1. All Listings
        2. Luxury Homes
        3. Sold Listings
        Areas
        1. Cuyahoga County Homes
        2. Geauga County & Lake County Homes
        3. Medina County Homes
        4. Portage County Homes
        5. Stark County Homes
        6. Summit County Homes
        7. Golf Course Homes for Sale in Northeast Ohio
        8. Waterfront Homes for Sale in Northeast Ohio
        Luxury Division
        About
        1. About James Duncan
        2. Reviews
        Blog
        Real Estate Questions NE Ohio
        For Sale By Owner
    Real of Ohio - James Duncan

    James Duncan License ID: 449204

    +1(330) 606-9212 soldwithduncan@gmail.com

    8316 Cleveland Ave NW, North Canton, OH 44720, USA

    We are pledged to the letter and spirit of U.S. policy for the achievement of equal housing opportunity throughout the Nation.

    Get My App

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.