12

Chesterland, OH Homes for Sale

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  • /44

    $450,000

    • 3 Beds
    • 2 Baths
    • 3,018 Sq Ft

    8585 Carmichael Dr, Chesterland, OH 44026

    Meticulously Maintained Four-Level Split with Custom Addition on a One-Acre Lot! Updated 3-bedroom, 2-bath home combining privacy and convenience. Multi-level decks, screened porch, babbling brook, and wooded views! Interior highlights include fresh paint, LVT, ceramic, and carpet flooring, beautiful granite countertops, updated baths with full ceramic tile shower, and a new sliding glass door.

    Agent Photo

    Joseph Zingales

    Berkshire Hathaway HomeServices Professional Realty

    (440) 597-4213

    8585 Carmichael Dr, Chesterland, OH 44026
  • /15

    $375,000

    • Land
    • 2.5 Acres
    • $150,000 per Acre

    7959 Battles Rd, Gates Mills, OH 44040

    Remarkable Opportunity! Build your dream house in the tranquil Village of Gates Mills! 2.5 Acres off CountyLine Road just north of Mulberry. Low traffic area with a private wooded setting, yet close to shopping, schools, medical and highways! The original house has been removed and cleared and the former pool was removed and filled. The property benefits from a bonus, oversized storage garage

    Agent Photo

    Seth Task

    Berkshire Hathaway HomeServices Professional Realty

    (440) 271-8627

    7959 Battles Rd, Gates Mills, OH 44040
  • /50

    $675,000

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

    8301 Sherman Rd, Chesterland, OH 44026

    Set on 5.5 beautifully landscaped acres in the heart of Chesterland, this meticulously cared-for colonial offers a rare combination of elegance, functionality, and space. Featuring 4 bedrooms and 2.5 baths, the home showcases beautifully restored hardwood floors throughout most of the living areas and three fireplaces that add warmth and character. The welcoming front foyer opens to the kitchen,

    Jamie Iannetta Keller Williams Greater Metropolitan

    8301 Sherman Rd, Chesterland, OH 44026
  • /28

    $449,000

    • 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
  • /44

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,721 Sq Ft

    7161 Old Mill Rd, Chesterland, OH 44026

    Welcome to 7161 Old Mill Road in Chesterland, where quiet country living meets effortless sophistication. Set behind iron gates along historic Old Mill Road, this 2.5-acre wooded retreat offers privacy while remaining close to everything the East Side has to offer, and being right on the border of Gates Mill. Rolling lawn, mature trees, and newly planted white pines create a peaceful and private

    Anthony Latina RE/MAX Crossroads Properties

    7161 Old Mill Rd, Chesterland, OH 44026
  • /19

    $265,000

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

    10076 Sherman Rd, Chesterland, OH 44026

    Great Opportunity for an affordable home in the country. Priced low to sell fast, this is one of the best deals on the market. Beautiful wooded 3-acre parcel with a walk out basement and 2 car garage. A little elbow grease and some paint and this piece of paradise could be yours!

    Michael McCandless Keller Williams Greater Metropolitan

    10076 Sherman Rd, Chesterland, OH 44026
  • /14

    $529,900

    • Land
    • 65 Acres
    • $8,152 per Acre

    9448 Mayfield Rd, Chesterland, OH 44026

    This rare offering features more than 65 acres of unimproved land across two parcels, located only 2 miles from Downtown Chesterland. With over 500 feet of road frontage, easy access, and utility connections available for power, this property combines privacy with convenience. Septic and well water options offer independence, providing an excellent foundation for future plans. Currently used as

    Greg Erlanger Keller Williams Citywide

    9448 Mayfield Rd, Chesterland, OH 44026
  • /31

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    8304 Cedar Rd, Chesterland, OH 44026

    Welcome to this fully renovated home offering modern updates, functional design, and plenty of space both inside and out. Situated on a generous 1.30 acre lot, this property provides the perfect blend of privacy and convenience with room to enjoy outdoor living. This home has undergone a complete rehab, featuring new siding, new windows, updated electrical, a new furnace, and a new garage floor,

    Carly Sablotny Keller Williams Living

    8304 Cedar Rd, Chesterland, OH 44026
  • /42

    $279,900

    • 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
  • /13

    $123,333

    • 3 Beds
    • 1.5 Baths

    8367 Kirkwood Dr, Chesterland, OH 44026

    This is an ONLINE ONLY foreclosure sale. There are NO SHOWINGS. Deposit due by wire transfer within 48 upon conclusion . Cash deal; funding must take place within 30 days of confirmation of sale. 5% Buyer’s Premium shall apply. Subject to postponement and cancellation. Full terms and conditions at online registration.

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

    8367 Kirkwood Dr, Chesterland, OH 44026
  • /46

    $340,000

    • 5 Beds
    • 2.5 Baths

    12676 Sperry Rd, Chesterland, OH 44026

    Beautiful 4 bedroom Cape Cod home. Immaculate and freshly painted. This charming 4 bedroom brick and vinyl colonial in the West Geauga School District features an open floor plan for family and friends to gather, as well as lots of windows for great a country view. With updated kitchen and baths this home is move in ready. A large and bright eat in kitchen. The open living / dining area with a

    Barbara Simkoff HomeSmart Real Estate Momentum LLC

    12676 Sperry Rd, Chesterland, OH 44026
  • /49

    $3,995,000

    • 6 Beds
    • 8 Baths
    • 14,995 Sq Ft

    7955 Gray Eagle Chase, Gates Mills, OH 44040

    Set upon more than five acres of secluded, wooded grounds, this extraordinary Tony Paskevich designed French Country residence embodies timeless elegance, uncompromising craftsmanship, and countless thoughtful renovations. A private retreat of remarkable beauty that blends classic design with modern luxury. Double doors open to a grand foyer with a sweeping spiral staircase. The family room

    Terry Young Keller Williams Greater Metropolitan

    7955 Gray Eagle Chase, Gates Mills, OH 44040

Why Live in Chesterland

Chesterland, OH, offers a blend of suburban comforts and countryside calm, situated between Cleveland's suburbs and expansive farmlands. This community has seen significant residential growth over the past decade, transitioning from rural farmland to a rural suburb. Homebuyers are drawn to Chesterland for its spacious lots and lower home prices compared to nearby areas. The housing styles include ranch-style homes, Colonial Revivals, split-level houses, and Cape Cods, all set on roomy lots with mature trees. The highly rated West Geauga Local School District serves the area, providing strong educational programs, including technical career courses for high school students. Chesterland's main roads, State Route 306 and Highway 322, offer quick access to Interstate 271 and downtown Cleveland, with Cleveland Hopkins International Airport just a 30- to 40-minute drive away. Local parks such as Chester Township Park and Bessie Benner Metzenbaum Park feature nature trails, athletic courts, and sledding hills, providing ample outdoor activities. The community's commercial hub near the main intersection includes various businesses, eateries, and essential services like Giant Eagle Supermarket and Discount Drug Mart. Chesterland also hosts numerous community events, including concerts, markets, and the annual Winterfest, fostering a strong sense of local engagement.

Frequently Asked Questions

What is the average home price in Chesterland, OH?
Homes for sale in Chesterland, OH have an average home price of $385,167.
How many homes have sold over the last 12 months in Chesterland, OH?
110 homes have sold in Chesterland, OH over the last 12 months.
What are the most popular zip codes in Chesterland, OH?
The most popular zip codes in Chesterland, OH include 44026, 44040, 44022, 44072 and 44094.
How much do you need to make to afford a house in Chesterland?
The median home price in Chesterland is $379,000. If you put a 20% down payment of $75,800 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $1,910 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $82K a year to afford the median home price in Chesterland. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chesterland, OH?
Chesterland, OH has highly rated public and private schools. Some of the best schools in Chesterland based on Niche Grades are Hawken Upper School, Orange High School and West Geauga High School. Browse all the schools in Chesterland, OH to learn more.

Home Trends in Chesterland, OH

Housing Trends

Median Sale Price
$367,500
Median Single Family Sale Price
$365,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
7
Last 12 months Home Sales
110
Months of Supply
0.80
Median List Price
$379,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
15%
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