4,705

Chesterland, OH Homes

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  • /50

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 3,130 Sq Ft

    11425 Peachtree Dr, Chesterland, OH 44026

    Welcome to your own private retreat in Chester Twp. Tucked away at the end of a quiet cul-de-sac, this well-maintained 4-bedroom, 2.5-bath home sits on 4.4 picturesque acres, offering the perfect balance of privacy, space, and everyday convenience. Inside, you'll find over 3,100 sq.ft. of living space designed for both family life and entertaining. The spacious family room and study open to a

    Agent Photo

    Feliz Colon

    Keller Williams Living

    11425 Peachtree Dr, Chesterland, OH 44026
  • /12

    $900 Per Month

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    7049 Mulberry Rd Unit I, Chesterland, OH 44026

    Very desirable Chesterland location that offers beautiful stone 6 unit apartment building on 4 Acres of grounds area for recreation. 2-bedroom apartment with updated interior is available for immediate tenancy. One-floor living. 2-year lease required. No pets and no smoking allowed. Application process requires $39.50 for credit and background check. Current landlord information needed for

    Agent Photo

    Joseph Zingales

    Berkshire Hathaway HomeServices Professional Realty

    7049 Mulberry Rd Unit I, Chesterland, OH 44026
  • /50

    $625,000

    Sold Jun 01, 2026

    8301 Sherman Rd, Chesterland, OH 44026

    • 4 Beds
    • 2.5 Baths
    • 5,618 Sq Ft
    • Built 1930

    Last Sold Summary

    • 14% Below List Price
    • $111/SF
    • 73 Days On Market

    Current Estimated Value $636,735

    Last Listing Agent Jamie Iannetta Keller Williams Greater Metropolitan

    8301 Sherman Rd, Chesterland, OH 44026
    • /49

      Est $419,318

      Not Listed For Sale

      13033 Woodcrest Ln, Chesterland, OH 44026

      • 4 Beds
      • 1.5 Baths
      • 4,098 Sq Ft
      • Built 1961
      13033 Woodcrest Ln, Chesterland, OH 44026

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Karen Cipriano Platinum Real Estate

  • /49

    $750,000

    • 4 Beds
    • 5 Baths
    • 3,350 Sq Ft

    12145 Reserve Ln, Chesterland, OH 44026

    Nestled on a beautifully landscaped 1.74-acre cul-de-sac lot in desirable Chesterland, this brick Transitional Colonial offers timeless style, thoughtful updates, and exceptional privacy. Set back from the road and surrounded by mature trees, the property provides a peaceful setting while remaining close to everyday conveniences. Inside, a spacious floor plan features a dramatic step-down great

    Sarah Hendershot Redfin Real Estate Corporation

    12145 Reserve Ln, Chesterland, OH 44026
  • /21

    $1,800

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    12208 Shiloh Dr, Chesterland, OH 44026

    Duplex, 3br, 1.5 bath , Large living/dining room, located on a quiet street.NO PETS.One year lease, security deposit and references are required. Please call 440-five nine one 7216 to set up an appointment to come look .

    12208 Shiloh Dr, Chesterland, OH 44026
  • /50

    $495,000

    Sold Sep 30, 2025

    11855 Heath Rd, Chesterland, OH 44026

    • 4 Beds
    • 2.5 Baths
    • 3,381 Sq Ft
    • Built 1973

    Last Sold Summary

    • $146/SF
    • 4 Days On Market

    Current Estimated Value $519,625

    Last Listing Agent Diane Russo Armington Berkshire Hathaway HomeServices Professional Realty

    11855 Heath Rd, Chesterland, OH 44026
    • /50

      Est $518,879

      Not Listed For Sale

      8347 Merrie Ln, Chesterland, OH 44026

      • 4 Beds
      • 2.5 Baths
      • 2,464 Sq Ft
      • Built 1955
      8347 Merrie Ln, Chesterland, OH 44026

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Shannon Gerome Keller Williams Greater Cleveland Northeast

  • /39

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,592 Sq Ft

    7144 Wilson Mills Rd, Chesterland, OH 44026

    Welcome to this completely redone ranch nestled in desirable Chesterland Township and the award-winning West Geauga School District! This beautifully updated home offers the perfect combination of modern updates, comfortable living, and peaceful country surroundings. A covered front porch with low-maintenance composite decking welcomes you and provides the perfect place to relax and unwind. Step

    Michael Monaco HomeSmart Real Estate Momentum LLC

    7144 Wilson Mills Rd, Chesterland, OH 44026
  • /2

    $285,000

    Sold Aug 10, 2026

    11149 Walnut Ridge Rd, Chesterland, OH 44026

    • 4 Beds
    • 2 Baths
    • 2,544 Sq Ft
    • Built 1970

    Last Sold Summary

    • 14% Above List Price
    • $112/SF
    • 6 Days On Market

    Current Estimated Value $414,509

    Last Listing Agent Kelsey Bezdek Howard Hanna

    11149 Walnut Ridge Rd, Chesterland, OH 44026
    • /19

      Est $314,394

      Not Listed For Sale

      13232 Sperry Rd, Chesterland, OH 44026

      • 3 Beds
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 1955
      13232 Sperry Rd, Chesterland, OH 44026

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Boris Shpak Local-n-Global Realty

  • /50

    $499,000

    Open Sun 2PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 3,284 Sq Ft

    11190 W Walnut Ridge Rd, Chesterland, OH 44026

    Beautifully landscaped & secluded California-style Ranch, offering an exceptional combination of indoor comfort, outdoor living & abundant storage. The attractive stone, cedar & vinyl exterior sets the stage for a home filled w/character & versatile living spaces. Enter the double doors into the inviting dining & front living areas boasting a vaulted ceiling, guest closet & an open connection to

    Linda Ebersbacher Howard Hanna

    11190 W Walnut Ridge Rd, Chesterland, OH 44026
  • /46

    $323,500

    Sold Oct 15, 2025

    12084 Heath Rd, Chesterland, OH 44026

    • 4 Beds
    • 2.5 Baths
    • 2,640 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Below List Price
    • $123/SF
    • 14 Days On Market

    Current Estimated Value $359,421

    Last Listing Agent Meegan Smolsky Real of Ohio

    12084 Heath Rd, Chesterland, OH 44026
    • /38

      Est $403,295

      Not Listed For Sale

      12980 W Geauga Trail, Chesterland, OH 44026

      • 3 Beds
      • 1.5 Baths
      • 2,379 Sq Ft
      • Built 1956
      12980 W Geauga Trail, Chesterland, OH 44026

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Jennifer Vidmar HomeSmart Real Estate Momentum LLC

  • /45

    $814,900

    Open Sat 12PM - 1:30PM
    • 4 Beds
    • 4 Baths
    • 6,212 Sq Ft

    12489 Bentbrook Dr, Chesterland, OH 44026

    Beautiful center-hall Georgian Colonial, situated on 5 private acres in a peaceful cul-de-sac setting with a picturesque pond. From the moment you enter, the timeless elegance and spacious design are evident. Hardwood floors flow throughout the home. Updated kitchen with quartz countertops, double ovens, and large walk-in pantry. The impressive great room features hardwood floors and a gas

    Wade Hurley Howard Hanna

    12489 Bentbrook Dr, Chesterland, OH 44026
  • /49

    $365,000

    Sold Jun 17, 2026

    13310 Cedar Acres Dr, Chesterland, OH 44026

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $261/SF
    • 16 Days On Market

    Current Estimated Value $360,623

    Last Listing Agent Joseph Cicero Keller Williams Greater Metropolitan

    13310 Cedar Acres Dr, Chesterland, OH 44026
    • /40

      Est $394,708

      Not Listed For Sale

      13458 Chillicothe Rd, Chesterland, OH 44026

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft
      • Built 1958
      13458 Chillicothe Rd, Chesterland, OH 44026

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Michael Kaim Real of Ohio

  • /45

    $995,000

    • 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
  • /40

    $376,000

    Sold Mar 19, 2026

    13170 Caves Rd, Chesterland, OH 44026

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1947

    Last Sold Summary

    • 5% Below List Price
    • $209/SF
    • 156 Days On Market

    Current Estimated Value $392,576

    Last Listing Agent Victor Cizek RealtyNet, Inc.

    13170 Caves Rd, Chesterland, OH 44026
    • /49

      Est $362,017

      Not Listed For Sale

      12691 Opalocka Dr, Chesterland, OH 44026

      • 2 Beds
      • 2.5 Baths
      • 4,273 Sq Ft
      • Built 1955
      12691 Opalocka Dr, Chesterland, OH 44026

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Monica Arredondo-Graham Berkshire Hathaway HomeServices Professional Realty

  • /22

    $449,900

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 2,258 Sq Ft

    11385 County Line Rd, Chesterland, OH 44026

    Tucked away on a peaceful wooded lot, this beautifully renovated 4-bedroom, 3-bath home blends comfort, style, and nature. Every inch has been lovingly updated over the last five years. The vaulted living room welcomes you with warm natural light and a Regency fireplace insert that heats the entire main level. It opens to a stunning gourmet kitchen with high-end appliances and granite

    Anita Zurcher Howard Hanna

    11385 County Line Rd, Chesterland, OH 44026
  • /36

    $410,000

    Sold Mar 25, 2026

    8735 Cedar Rd, Chesterland, OH 44026

    • 4 Beds
    • 2.5 Baths
    • 3,656 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $112/SF
    • 254 Days On Market

    Current Estimated Value $441,589

    Last Listing Agent Anita Butler Howard Hanna

    8735 Cedar Rd, Chesterland, OH 44026
    • /26

      Est $401,087

      Not Listed For Sale

      12633 Ward Dr, Chesterland, OH 44026

      • 4 Beds
      • 2.5 Baths
      • 1,550 Sq Ft
      • Built 2023
      12633 Ward Dr, Chesterland, OH 44026

      Last Sold Summary

      • 309 Days On Market

      Last Listing Agent Tom Mchugh Century 21 Homestar

  • /41

    $429,900

    $69K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,079 Sq Ft

    13330 Hickory St, Chesterland, OH 44026

    Situated on one of Chesterland’s most desirable streets, this unique, beautifully maintained multi-level residence sits on a private, park-like acre just minutes from local schools and the heart of town. The main level flows effortlessly from the welcoming foyer into a light-filled living room featuring a stylish accent wall. The open layout transitions into a spacious eat-in kitchen complete

    Shane Brennen Howard Hanna

    13330 Hickory St, Chesterland, OH 44026
  • /35

    $580,000

    Sold Aug 29, 2025

    8586 Kirkwood Dr, Chesterland, OH 44026

    • 4 Beds
    • 3.5 Baths
    • 2,784 Sq Ft
    • Built 2005

    Last Sold Summary

    • 5% Above List Price
    • $208/SF
    • 4 Days On Market

    Current Estimated Value $603,304

    Last Listing Agent Sarah Hendershot Redfin Real Estate Corporation

    8586 Kirkwood Dr, Chesterland, OH 44026
    • /37

      Est $373,360

      Not Listed For Sale

      11691 Legend Creek Dr, Chesterland, OH 44026

      • 4 Beds
      • 2 Baths
      • 1,992 Sq Ft
      • Built 1985
      11691 Legend Creek Dr, Chesterland, OH 44026

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Dan O'Reilly RE/MAX Revealty

  • /30

    $309,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    11709 Pinewood Trail, Chesterland, OH 44026

    Opportunity Knocks! Bring your vision and unlock the incredible potential of this spacious 4-bedroom, 2.5-bath center hall Colonial on a private, wooded lot in the highly desirable W. Geauga School District. This home presents an exceptional opportunity for investors, flippers, or buyers looking to build instant equity through renovations. Inside, you'll find a fantastic floor plan featuring a

    Lynn Large EXP Realty, LLC.

    11709 Pinewood Trail, Chesterland, OH 44026
  • /22

    $80,000

    Sold Jul 23, 2026

    8701 Mayfield Rd Unit 148, Chesterland, OH 44026

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Below List Price
    • $93/SF
    • 55 Days On Market

    Last Listing Agent Susan Stone Keller Williams Living

    8701 Mayfield Rd Unit 148, Chesterland, OH 44026
    • /50

      Est $534,180

      Not Listed For Sale

      11730 Legend Creek Dr, Chesterland, OH 44026

      • 4 Beds
      • 3.5 Baths
      • 3,584 Sq Ft
      • Built 1988
      11730 Legend Creek Dr, Chesterland, OH 44026

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Nicholas Huscroft Chosen Real Estate Group

  • /25

    $310,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    7415 Avon Ln, Chesterland, OH 44026

    Bring your ideas and make this property your own! Situated on a scenic 1-acre lot in the desirable West Geauga Local School District, this 3-bedroom, 1.5-bath ranch is full of potential for buyers looking to renovate and build equity. The home offers the convenience of one-floor living with a practical layout and plenty of outdoor space to enjoy. While the interior may need some updates, the

    Ron Dahlhofer Woodlake Realty LLC

    7415 Avon Ln, Chesterland, OH 44026
  • /48

    $250,000

    Sold Jul 20, 2026

    9087 Ranch Dr, Chesterland, OH 44026

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft
    • Built 1955

    Last Sold Summary

    • 9% Below List Price
    • $199/SF
    • 12 Days On Market

    Current Estimated Value $252,381

    Last Listing Agent Kevin Wasie Exactly

    9087 Ranch Dr, Chesterland, OH 44026
    • /50

      Est $702,972

      Not Listed For Sale

      12535 Heath Rd, Chesterland, OH 44026

      • 5 Beds
      • 3.5 Baths
      • 2,852 Sq Ft
      • Built 1847
      12535 Heath Rd, Chesterland, OH 44026

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Angelo Marrali Howard Hanna

  • /37

    $1,295,000

    $200K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,866 Sq Ft

    7885 Pear Tree Dr, Chesterland, OH 44026

    Set amidst over 5 acres of breathtaking, manicured grounds, this exceptional estate offers exquisitely designed living space, where timeless elegance meets unmatched tranquility. The five-bedroom, four and a half bath residence with walk-out lower level is surrounded by picturesque scenery, and a gated turnaround driveway, creating a private retreat defined by beauty, serenity, and refined

    Danielle Angie McDowell Homes Real Estate Services

    7885 Pear Tree Dr, Chesterland, OH 44026
  • /46

    $557,000

    Sold Jun 26, 2026

    11905 Sandgate Dr, Chesterland, OH 44026

    • 4 Beds
    • 2.5 Baths
    • 3,168 Sq Ft
    • Built 1974

    Last Sold Summary

    • 24% Above List Price
    • $176/SF
    • 4 Days On Market

    Current Estimated Value $508,438

    Last Listing Agent Jamie Iannetta Keller Williams Greater Metropolitan

    11905 Sandgate Dr, Chesterland, OH 44026
    • /22

      Est $393,069

      Not Listed For Sale

      9721 Mayfield Rd, Chesterland, OH 44026

      • 3 Beds
      • 2.5 Baths
      • 1,543 Sq Ft
      • Built 1974
      9721 Mayfield Rd, Chesterland, OH 44026

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Paul Paratto Howard Hanna

  • /39

    $679,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,376 Sq Ft

    10640 Butternut Rd, Chesterland, OH 44026

    Architecturally striking, 4 bedroom, 3.5 bath, multi-level home sits on over 9 acres of private, wooded land with a layout that maximizes natural light & scenic views from every level, with expansive windows and multiple decks that create seamless indoor-outdoor living. The open-concept kitchen is the heart of the home with soaring vaulted ceilings with wood beams, sleek gray cabinetry, stainless

    Lisa Cole Engel & Völkers Distinct

    10640 Butternut Rd, Chesterland, OH 44026
  • /21

    $295,000

    Sold Oct 30, 2025

    8494 Sharp Ln, Chesterland, OH 44026

    • 4 Beds
    • 1.5 Baths
    • 1,554 Sq Ft
    • Built 1958

    Last Sold Summary

    • 13% Above List Price
    • $190/SF
    • 4 Days On Market

    Current Estimated Value $302,621

    Last Listing Agent Jillian Wright Deleted Agent

    8494 Sharp Ln, Chesterland, OH 44026
    • /44

      Est $357,155

      Not Listed For Sale

      12747 Rockhaven Rd, Chesterland, OH 44026

      • 3 Beds
      • 2.5 Baths
      • 2,034 Sq Ft
      • Built 1980
      12747 Rockhaven Rd, Chesterland, OH 44026

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Linda Ebersbacher Howard Hanna

  • /35

    $439,500

    $10K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,329 Sq Ft

    8993 Wilson Mills Rd, Chesterland, OH 44026

    Lovely ranch on 1.67 acres. Home has a gourmet kitchen with granite counters, updated stainless appliances, cherry hardwood flooring, and pantry. Living and dining room boasts cherry hardwood flooring that flows throughout the home. There is also a wood burning fireplace in the living room with a wall of windows to bring in the natural light and views of the back yard. Family room has gas burner,

    Mary Sams Howard Hanna

    8993 Wilson Mills Rd, Chesterland, OH 44026
  • /50

    $375,000

    Sold Dec 05, 2025

    8189 Mulberry Rd, Chesterland, OH 44026

    • 4 Beds
    • 3 Baths
    • 1,784 Sq Ft
    • Built 1948

    Last Sold Summary

    • 7% Above List Price
    • $210/SF
    • 4 Days On Market

    Current Estimated Value $388,143

    Last Listing Agent April Pillar Russell Real Estate Services

    8189 Mulberry Rd, Chesterland, OH 44026

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$376,000
Median Single Family Sale Price
$380,000
Median 2 Bedroom Sale Price
$80,000
Average Price Per Sq Ft
$168
Number of Homes for Sale
14
Last 12 months Home Sales
111
Months of Supply
1.50
Median List Price
$380,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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