4,733

Chesterland, OH Homes

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  • /20

    $297,500

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,453 Sq Ft

    13041 Dorothy Dr, Chesterland, OH 44026

    Welcome to this charming ranch home in Chesterland, offering convenient access to town, shopping, dining, and everything the area has to offer! This well-maintained home features 3 bedrooms, 1 full bath and 1 half bath, a nice dining area open to the kitchen and living loom, and a large family room perfect for relaxing or entertaining. Car enthusiasts and hobbyists will appreciate the attached

    Karen Russell Howard Hanna

    13041 Dorothy Dr, Chesterland, OH 44026
  • /43

    $373,000

    Sold Nov 26, 2025

    13495 Chillicothe Rd, Chesterland, OH 44026

    • 4 Beds
    • 2 Baths
    • 2,808 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Below List Price
    • $133/SF
    • 4 Days On Market

    Last Listing Agent Linda Ebersbacher Howard Hanna

    13495 Chillicothe Rd, Chesterland, OH 44026
    • /41

      Est $450,379

      Not Listed For Sale

      10001 Mayfield Rd, Chesterland, OH 44026

      • 3 Beds
      • 2.5 Baths
      • 3,845 Sq Ft
      • Built 1993
      10001 Mayfield Rd, Chesterland, OH 44026

      Last Sold Summary

      • 5 Days On Market

  • /28

    $449,000

    $1K PRICE DROP
    • 4 Beds
    • 2.5 Baths

    12791 Morning Glory Trail, Chesterland, OH 44026

    Great home, Great location nestled in Geauga County ! This one owner’s home is waiting for your magical decoration! The upstairs is complete with a master bedroom walk-in-closet & master bedroom, 3 additional bedrooms that share a full bath. The sprawling first floor has an eat-in-kitchen and a dining room that will be the center for entertainment, with a slider to step out onto the four-season

    David Fulton Da Vinci Fine Homes, LLC.

    12791 Morning Glory Trail, Chesterland, OH 44026
  • /50

    $528,000

    Sold Jan 02, 2026

    11211 Winding Brook Ln, Chesterland, OH 44026

    • 4 Beds
    • 4.5 Baths
    • 4,364 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Above List Price
    • $121/SF
    • 3 Days On Market

    Current Estimated Value $551,152

    Last Listing Agent Svetlana Fedorova HomeSmart Real Estate Momentum LLC

    11211 Winding Brook Ln, Chesterland, OH 44026
    • /24

      Est $341,772

      Not Listed For Sale

      12706 Rockhaven Rd, Chesterland, OH 44026

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1963
      12706 Rockhaven Rd, Chesterland, OH 44026

      Last Sold Summary

      • 5 Days On Market

  • /45

    $569,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,252 Sq Ft

    7981 Mulberry Rd, Chesterland, OH 44026

    Beautifully updated 4 bedroom, 2.5 bathroom colonial situated on 3.05 picturesque acres. The first floor offers a spacious living room, formal dining area, eat-in kitchen, convenient half bathroom, first-floor laundry, and a cozy family room with a fireplace. Sliding doors from the family room lead to the stone patio, perfect for relaxing or entertaining while enjoying the scenic backyard views.

    Eric Uchbar Keller Williams Greater Metropolitan

    7981 Mulberry Rd, Chesterland, OH 44026
  • /28

    $327,000

    Sold Jan 16, 2026

    9613 Kim Dr, Chesterland, OH 44026

    • 3 Beds
    • 1.5 Baths
    • 1,528 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Below List Price
    • $214/SF
    • 54 Days On Market

    Current Estimated Value $327,907

    Last Listing Agent Shannon Insana Keller Williams Living

    9613 Kim Dr, Chesterland, OH 44026
    • /24

      Est $417,772

      Not Listed For Sale

      9720 Mayfield Rd, Chesterland, OH 44026

      • 4 Beds
      • 2.5 Baths
      • 2,582 Sq Ft
      • Built 1954
      9720 Mayfield Rd, Chesterland, OH 44026

      Last Sold Summary

      • 11 Days On Market

  • /50

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 3,373 Sq Ft

    8325 Lincoln Dr, Chesterland, OH 44026

    Secluded 4 bedroom 3 1⁄2 bath colonial located at the end of the cul-de-sac in sought after Chesterland that sits on 3.5 wooded acres. This home has over 3,300 sq ft and boasts a grand 27 x 16 eat in kitchen with granite counters, center island/breakfast bar with seating for 3, appliances that stay and a ton of cabinets that will meet all your kitchen storage needs, a very large pantry and then

    Gary Kohl HomeSmart Real Estate Momentum LLC

    8325 Lincoln Dr, Chesterland, OH 44026
  • /29

    $335,000

    Sold Sep 05, 2025

    9170 Cedar Rd, Chesterland, OH 44026

    • 4 Beds
    • 1.5 Baths
    • 2,672 Sq Ft
    • Built 1952

    Last Sold Summary

    • 8% Above List Price
    • $125/SF
    • 4 Days On Market

    Current Estimated Value $350,671

    Last Listing Agent Linda Ebersbacher Howard Hanna

    9170 Cedar Rd, Chesterland, OH 44026
    • /43

      Est $236,453

      Not Listed For Sale

      12285 Hillcrest Dr, Chesterland, OH 44026

      • 2 Beds
      • 1 Bath
      • 992 Sq Ft
      • Built 1950
      12285 Hillcrest Dr, Chesterland, OH 44026

      Last Sold Summary

      • 8 Days On Market

  • /35

    $674,900

    Pending
    • 4 Beds
    • 3.5 Baths

    11710 Sherwood Trail, Chesterland, OH 44026

    Tucked away on a quiet, picturesque cul-de-sac and set back along a stunning tree-lined drive, this rare Chesterland estate offers the ultimate in privacy, serenity, and natural beauty. Nestled on a lush, wooded 5-acre parcel bordering a sprawling 58-acre farm, this expansive 3,649 sq ft home delivers an unmatched sense of seclusion. Inside, four generously sized bedrooms, all appointed with a

    Carter Gibson Keller Williams Greater Metropolitan

    11710 Sherwood Trail, Chesterland, OH 44026
  • /49

    $405,000

    Sold Dec 12, 2025

    8886 Ranch Dr, Chesterland, OH 44026

    • 4 Beds
    • 3.5 Baths
    • 2,816 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Below List Price
    • $144/SF
    • 7 Days On Market

    Current Estimated Value $423,997

    Last Listing Agent Kate Kelly Keller Williams Greater Cleveland Northeast

    8886 Ranch Dr, Chesterland, OH 44026
    • /20

      Est $233,884

      Not Listed For Sale

      12834 Rockhaven Rd, Chesterland, OH 44026

      • 2 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1959
      12834 Rockhaven Rd, Chesterland, OH 44026

      Last Sold Summary

      • 3 Days On Market

  • /43

    $259,900

    $40K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath

    8564 Cedar Rd, Chesterland, OH 44026

    Move right in to this beautifully completely remodeled home set on nearly an acre in the heart of Chesterland! This turnkey property has been thoughtfully updated from top to bottom and is truly ready for immediate occupancy. Step inside to discover a brand-new kitchen featuring all-new cabinetry, quartz countertops, and a spacious layout with a comfortable eating area that opens seamlessly to

    Michael Kaim Real of Ohio

    8564 Cedar Rd, Chesterland, OH 44026
  • /31

    $370,000

    Sold Jul 25, 2025

    11484 Willow Hill Dr, Chesterland, OH 44026

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Below List Price
    • $249/SF
    • 8 Days On Market

    Current Estimated Value $391,001

    Last Listing Agent William Wilkinson Serenity Realty

    11484 Willow Hill Dr, Chesterland, OH 44026
    • /17

      Est $152,280

      Not Listed For Sale

      13115 Heath Rd, Chesterland, OH 44026

      • 1 Bed
      • Built 1952
      13115 Heath Rd, Chesterland, OH 44026

      Last Sold Summary

      • 34 Days On Market

  • /13

    $123,333

    Pending
    • 3 Beds
    • 1.5 Baths

    8367 Kirkwood Dr, Chesterland, OH 44026

    Nestled on a generous 1.22-acre lot in Chesterland, this 4-bedroom, 1.5-bath home offers an exciting opportunity to create something truly special. With a spacious family room featuring a wood-burning fireplace and striking cathedral ceilings, the property already boasts standout elements ready to be brought back to life. Surrounded by open space and natural beauty, there’s plenty of room to

    Ross C Barton, III Beth Rose Real Estate and Auctions, LLC

    8367 Kirkwood Dr, Chesterland, OH 44026
  • /36

    $355,000

    Sold Sep 16, 2025

    11491 Chapin St, Chesterland, OH 44026

    • 3 Beds
    • 2 Baths
    • 3,568 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $99/SF
    • 42 Days On Market

    Current Estimated Value $391,697

    Last Listing Agent Tim Ambrose Keller Williams Greater Cleveland Northeast

    11491 Chapin St, Chesterland, OH 44026
    • /32

      Est $544,147

      Not Listed For Sale

      9705 Mayfield Rd, Chesterland, OH 44026

      • 5 Beds
      • 3.5 Baths
      • 3,602 Sq Ft
      • Built 1950
      9705 Mayfield Rd, Chesterland, OH 44026

      Last Sold Summary

      • 88 Days On Market

  • /39

    $374,500

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    8628 Cedar Rd, Chesterland, OH 44026

    Welcome to this charming Chesterland home situated on a beautiful acre of land offering privacy and peaceful surroundings. Step inside to an inviting living room filled with natural light from the large windows that flows seamlessly into the formal dining room, creating a warm and welcoming atmosphere. The updated eat-in kitchen features ample cabinetry, granite countertops, and a cozy breakfast

    Angelo Marrali Howard Hanna

    8628 Cedar Rd, Chesterland, OH 44026
  • /2

    $390,000

    Sold Oct 10, 2025

    13339 Hickory St, Chesterland, OH 44026

    • 3 Beds
    • 1.5 Baths
    • 1,712 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Below List Price
    • $228/SF
    • 53 Days On Market

    Current Estimated Value $398,884

    Last Listing Agent Joan Elflein Ohio Broker Direct

    13339 Hickory St, Chesterland, OH 44026
    • /22

      Est $442,544

      Not Listed For Sale

      9957 Sherman Rd, Chesterland, OH 44026

      • 4 Beds
      • 3 Baths
      • 3,224 Sq Ft
      • Built 1977
      9957 Sherman Rd, Chesterland, OH 44026

      Last Sold Summary

      • 44 Days On Market

  • /2

    $226,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,988 Sq Ft

    7866 Mulberry Rd, Chesterland, OH 44026

    Shannon Velotta McDowell Homes Real Estate Services

    7866 Mulberry Rd, Chesterland, OH 44026
  • /43

    $287,000

    Sold Oct 01, 2025

    13023 W Geauga Trail, Chesterland, OH 44026

    • 2 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 1957

    Last Sold Summary

    • 4% Below List Price
    • $211/SF
    • 2 Days On Market

    Current Estimated Value $306,143

    Last Listing Agent Angelo Marrali Howard Hanna

    13023 W Geauga Trail, Chesterland, OH 44026
    • /47

      Est $506,901

      Not Listed For Sale

      10625 Butternut Rd, Chesterland, OH 44026

      • 5 Beds
      • 3.5 Baths
      • 3,528 Sq Ft
      • Built 1987
      10625 Butternut Rd, Chesterland, OH 44026

      Last Sold Summary

      • 69 Days On Market

  • /2

    $1,200,000

    • Land
    • 10.82 Acres
    • $110,906 per Acre

    12513 Chillicothe Rd, Chesterland, OH 44026

    One of the most valuable pieces of undeveloped land in the center of Chesterland. Call to schedule a meeting to discuss research that has been done and the possibilities for development.

    Eric Uchbar Keller Williams Greater Metropolitan

    12513 Chillicothe Rd, Chesterland, OH 44026
  • /36

    $295,000

    Sold Dec 26, 2025

    7451 Warwick Ln, Chesterland, OH 44026

    • 4 Beds
    • 2.5 Baths
    • 2,212 Sq Ft
    • Built 1966

    Last Sold Summary

    • 9% Below List Price
    • $133/SF
    • 16 Days On Market

    Current Estimated Value $326,557

    Last Listing Agent Dianna Palmeri Howard Hanna

    7451 Warwick Ln, Chesterland, OH 44026
    • /25

      Est $530,878

      Not Listed For Sale

      10261 Mayfield Rd, Chesterland, OH 44026

      • 3 Beds
      • 2.5 Baths
      • 3,639 Sq Ft
      • Built 1948
      10261 Mayfield Rd, Chesterland, OH 44026

      Last Sold Summary

      • 288 Days On Market

  • /50

    $650,000

    • 4 Beds
    • 3 Baths
    • 3,856 Sq Ft

    11605 Legend Creek Dr, Chesterland, OH 44026

    Welcome to Ridgewood Est. where this exceptional 3,045 SF, 4 BR, 3 Bath, Center Hall Colonial majestically perches on 2 private wooded acres. Meticulously maintained, thoughtfully updated, this home is truly move-in ready. A grand 2-story foyer w/dual closets welcomes you inside & leads to the elegant formal dining rm accented w/classic wainscoting. A spacious living rm flows seamlessly into the

    Linda Ebersbacher Howard Hanna

    11605 Legend Creek Dr, Chesterland, OH 44026
  • /50

    $650,000

    Sold Jan 15, 2026

    10331 Butternut Rd, Chesterland, OH 44026

    • 5 Beds
    • 4.5 Baths
    • 5,560 Sq Ft
    • Built 1965

    Last Sold Summary

    • $117/SF
    • 6 Days On Market

    Current Estimated Value $666,673

    Last Listing Agent Gabriella Suglia Keller Williams Living

    10331 Butternut Rd, Chesterland, OH 44026
    • /26

      Est $374,118

      Not Listed For Sale

      10936 Butternut Rd, Chesterland, OH 44026

      • 4 Beds
      • 2.5 Baths
      • 1,872 Sq Ft
      • Built 1978
      10936 Butternut Rd, Chesterland, OH 44026

      Last Sold Summary

      • 51 Days On Market

  • /19

    $275,000

    Sold Jun 18, 2026

    10076 Sherman Rd, Chesterland, OH 44026

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Above List Price
    • $198/SF
    • 24 Days On Market

    Current Estimated Value $256,497

    Last Listing Agent Michael McCandless Keller Williams Greater Metropolitan

    10076 Sherman Rd, Chesterland, OH 44026
    • /3

      Est $433,612

      Not Listed For Sale

      13252 Boulder Glen, Chesterland, OH 44026

      • 3 Beds
      • 2 Baths
      • 2,416 Sq Ft
      • Built 1965
      13252 Boulder Glen, Chesterland, OH 44026

      Last Sold Summary

      • 17 Days On Market

  • /30

    $380,000

    Sold Apr 23, 2026

    12845 Morning Glory Trail, Chesterland, OH 44026

    • 3 Beds
    • 2.5 Baths
    • 2,098 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $181/SF
    • 12 Days On Market

    Current Estimated Value $378,410

    Last Listing Agent Lyndsey Zarbo Homease Real Estate Co., LLC

    12845 Morning Glory Trail, Chesterland, OH 44026
    • /35

      Est $376,400

      Not Listed For Sale

      10228 Mayfield Rd, Chesterland, OH 44026

      • 3 Beds
      • 2 Baths
      • 2,364 Sq Ft
      • Built 1946
      10228 Mayfield Rd, Chesterland, OH 44026

      Last Sold Summary

      • 6 Days On Market

  • /14

    $363,180

    Sold Jun 24, 2026

    9448 Mayfield Rd, Chesterland, OH 44026

    • Land
    • 65 Acres
    • $5,587 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 235 Days On Market

    Last Listing Agent Greg Erlanger Keller Williams Citywide

    9448 Mayfield Rd, Chesterland, OH 44026
    • /50

      Est $415,292

      Not Listed For Sale

      10461 Wye Rd, Chesterland, OH 44026

      • 3 Beds
      • 2 Baths
      • 4,118 Sq Ft
      • Built 1930
      10461 Wye Rd, Chesterland, OH 44026

      Last Sold Summary

      • 4 Days On Market

  • /33

    $237,000

    Sold Apr 08, 2026

    12688 Woodside Dr, Chesterland, OH 44026

    • 3 Beds
    • 2.5 Baths
    • 1,374 Sq Ft
    • Built 1957

    Last Sold Summary

    • 16% Above List Price
    • $172/SF
    • 5 Days On Market

    Current Estimated Value $232,381

    Last Listing Agent Dan O'Reilly RE/MAX Revealty

    12688 Woodside Dr, Chesterland, OH 44026

Showing Results 41 - 80, Page 2 of 18

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