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Chesterland, OH Homes for Sale

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  • /12

    $625,000

    • 2 Beds
    • 2 Baths

    8966 Mulberry Rd, Chesterland, OH 44026

    Calling all car enthusiasts, hobbyists, or anyone in need of serious space. Set far back from the road on 5 very private acres in Chesterland, this property offers a rare opportunity for home ownership and limitless workspace in the award winning West Geauga School system.This 10,000 square foot two-level outbuilding features tall bay doors, separate electric service, and ample room for

    Karen Russell Howard Hanna

    8966 Mulberry Rd, Chesterland, OH 44026
  • /25

    $549,000

    • 4 Beds
    • 2 Baths
    • 2,461 Sq Ft

    9475 Mayfield Rd, Chesterland, OH 44026

    New Price! Motivated Seller – Don’t Miss This Chesterland Gem! Just reduced! The dream a lifestyle property where you can live, grow, and earn—all in one place just got more affordable! This rare 10-acre gem offers the perfect blend of self-sufficiency, charm, and income potential. Nestled just minutes from Hawken Private School in the West Geauga School District, this beautifully preserved

    Nicholas Huscroft Chosen Real Estate Group

    9475 Mayfield Rd, Chesterland, OH 44026
  • /50

    $488,000

    • 4 Beds
    • 3 Baths
    • 2,470 Sq Ft

    12790 Heath Rd, Chesterland, OH 44026

    Welcome to Your Dream Home in Chesterland! Tucked away on a quiet, tree-lined street, this completely renovated 4-bedroom, 3-bath home offers the perfect blend of modern luxury and timeless charm on a stunning 1.71-acre lot. With 2,470 sq ft of living space, you’ll enjoy a spacious, open layout adorned with new LVP flooring, recessed lighting, and three inviting fireplaces that radiate warmth and

    Joan Elfein Ohio Broker Direct

    12790 Heath Rd, Chesterland, OH 44026
  • /31

    $599,000

    • 5 Beds
    • 3 Baths
    • 3,326 Sq Ft

    9502 Winchester Valley, Chesterland, OH 44026

    Rare find with full first floor in-law or teen suite with large bedroom, full bath, full additional kitchen and laundry room. Six garage spaces . Car collector or shop craftsman dream. Very well maintained, newer high end windows, beautiful oak hardwood floors throughout some exposed and some under carpet. Could use some decorating with paint and carpet.Corian counters and counter depth

    Marks of Excellence Team RE/MAX Traditions

    9502 Winchester Valley, Chesterland, OH 44026
  • /31

    $459,000

    • 4 Beds
    • 2 Baths
    • 2,796 Sq Ft

    13228 Boulder Glen Dr, Chesterland, OH 44026

    Wonderful original owner colonial ready for a new generation to make this their home. The 5 acre property backs up to the golf course & is wooded for privacy. The brick & sided home was built for a family with a huge spacious living room & dining room with gleaming HDWD floors & expansive windows overlooking the property. The cozy kitchen has maple cabinetry, lots of counter space & all

    Mary Beth O'Neill Keller Williams Greater Cleveland Northeast

    13228 Boulder Glen Dr, Chesterland, OH 44026
  • /14

    $639,610 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,303 Sq Ft

    Vacant Land Heath Road - To Be Built, Chesterland, OH 44026

    TO BE BUILT: JEMM Construction's "The Madison", Three Bedroom, First Floor Owner's Suite, Classic Style with All the Touches of Modern Living. 2,303 Total Square Feet, Covered Porch, Foyer Entrance, Beamed Great Room Open to Kitchen and Dining, First Floor Owner's Suite, First Floor Office/Guest Room, Half Bath, Two Additional Bedrooms and Full Bath Upstairs, Full Unfinished Basement, Attached

    Linda Ebersbacher Howard Hanna

    Vacant Land Heath Road - To Be Built, Chesterland, OH 44026
  • /38

    $360,000

    • 3 Beds
    • 1.5 Baths
    • 1,638 Sq Ft

    12601 Harold Dr, Chesterland, OH 44026

    Stunning Ranch in the Heart of Chesterland! Meticulously maintained and beautifully updated, this charming 3-bedroom, 1.5-bath ranch sits on a picture-perfect 0.53-acre lot with professionally landscaped gardens, perennial beds, and a fenced backyard oasis. From the moment you arrive, you’re welcomed by a spectacular 24x12' covered front porch—perfect for relaxing and taking in the serene

    Linda Ebersbacher Howard Hanna

    12601 Harold Dr, Chesterland, OH 44026
  • /29

    $310,000

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

    9170 Cedar Rd, Chesterland, OH 44026

    Charming & Well-Maintained 4-Bedroom Bungalow in Chesterland on 0.69 Treed Acres! Welcome home to this wonderfully maintained 4-bedroom, 1.5-bath bungalow nestled on a picturesque 0.69-acre treed. From the moment you step into the foyer with its convenient guest closet, you'll feel the warmth and character this home offers. The inviting living room features a stately stone gas log fireplace

    Linda Ebersbacher Howard Hanna

    9170 Cedar Rd, Chesterland, OH 44026
  • /26

    $379,999

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft

    11105 Chillicothe Rd, Chesterland, OH 44026

    The sellers have outgrown their beautifully redone 3 bedroom 2 bath bungalow. Practically everything is new or newer. Kitchen 2 years old with granite counter tops, bathrooms, carpet & paint all new, house and garage new siding 2 years ago, furnace, Windows, Hot Water Tank and Whole House Humidifier 6 months old. The garage is 40 x 30, heated, insulated 12 foot doors and 220 electric. OPEN

    Dave Debes Century 21 Premiere Properties, Inc.

    11105 Chillicothe Rd, Chesterland, OH 44026
  • /41

    $255,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 1 Bath
    • 1,404 Sq Ft

    12567 Ward Dr, Chesterland, OH 44026

    Charming Chesterland Bungalow on Wooded Lot with Sewer Access! Nestled on just under a half-acre of partially wooded land, this inviting 3-bedroom bungalow offers comfort, character, and convenience—all on public sewers! Step through the front foyer into a warm and welcoming living room, complete with hardwood flooring and a beautiful stone wood-burning fireplace. The dine-in kitchen comes

    Linda Ebersbacher Howard Hanna

    12567 Ward Dr, Chesterland, OH 44026
  • /43

    $379,900

    • 3 Beds
    • 2 Baths

    10263 Wye Rd, Chesterland, OH 44026

    Have you been searching for a Ranch home that is ready to move in? We have one for you now. This home has been lovingly remodeled including electrical and plumbing updates, all new flooring, exterior doors and insulation. The Kitchen was completely updated and opened to the Great Room. All of the cabinets were replaced and adorned with black Quartz countertops, highlighted by a large

    Donna Toth Keller Williams Living

    10263 Wye Rd, Chesterland, OH 44026
  • /36

    $369,900

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

    11491 Chapin St, Chesterland, OH 44026

    Tremendous opportunity to own this large one-level home on a quiet street in Chesterland. The property sits on just over 2 acres and is near the Gates Mills border which makes it a very convenient distance from both Mayfield and Chesterland shopping and services all while providing a relaxing country experience. The house boasts a total of 5, yes FIVE, garage spaces! There is an attached 3 car

    Tim Ambrose Keller Williams Greater Cleveland Northeast

    11491 Chapin St, Chesterland, OH 44026
  • /31

    $399,000

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

    8735 Cedar Rd, Chesterland, OH 44026

    Walk right in to be met by an amazing spiral staircase. This generously sized Colonial at 2,552 sq ft offers 4 bedrooms, 2 1/2 baths, living room, dining room, family room and an enclosed sun porch. Step into the oversized kitchen that is complete with 3 wall ovens, spacious island, plenty of cabinet space, and sliders to a side patio. The home provides plenty of space for comfortable living.

    Anita Butler Howard Hanna

    8735 Cedar Rd, Chesterland, OH 44026
  • /35

    $429,900

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

    12845 Morning Glory Trail, Chesterland, OH 44026

    Welcome to this beautifully updated split level home nestled on a serene and private street in Chesterland. Situated on 1.30 acres, this 3 bedroom (potentially 4), 2.5 bath home offers a perfect blend of modern upgrades and timeless comfort. Enjoy two cozy fireplaces in the living rooms, a whole house generator hookup, and a thoughtfully updated layout ideal for everyday living and entertaining.

    Megan Magden Angelotta Howard Hanna

    12845 Morning Glory Trail, Chesterland, OH 44026
  • /49

    $365,000

    • 4 Beds
    • 3 Baths
    • 2,686 Sq Ft

    13443 Lakewood Dr, Chesterland, OH 44026

    Welcome to this Charming, Serene Home situated at 13443 Lakewood Drive in the heart of Chesterland Ohio within West Geauga School District! Set away from the street This Home has an landscaped treed yard, long driveway and paved walkway to the front door. Upon entering you’re welcomed to a small foyer leading to the front living room with its large bay window with a wonderful view of the front

    Cesar Hernandez Lokal Real Estate, LLC.

    13443 Lakewood Dr, Chesterland, OH 44026
  • /50

    $1,175,000

    • 4 Beds
    • 4.5 Baths
    • 9,256 Sq Ft

    12370 Rockhaven Rd, Chesterland, OH 44026

    This one owner custom designed and built stone and cedar "mountain modern" home is absolutely a masterpiece! Sited on a private 3+acre site, this home has an open flowing floor plan designed for grand scale entertaining and luxury living! Upon entering this home, one will notice the incredible ceiling heights, the walls of windows, the spectacular stone fireplaces, and the incredible use of wood

    Adam Kaufman Howard Hanna

    12370 Rockhaven Rd, Chesterland, OH 44026
  • /42

    $299,000

    • 3 Beds
    • 2 Baths
    • 2,976 Sq Ft

    8265 Merrie Ln, Chesterland, OH 44026

    Welcome home! Sitting on a private 1.03-acre lot, this 3-bedroom, 2-bath brick ranch offers the ease of one-floor living in a desirable Chesterland location. This 1,632 sq ft home features an open floor plan with a spacious great room and wood-burning fireplace, flowing into the dining area for comfortable everyday living. All bedrooms are on the main floor, and the primary bedroom includes a

    Richard Piraino Howard Hanna

    8265 Merrie Ln, Chesterland, OH 44026
  • /11

    $77,500

    • Land
    • 1.50 Acres
    • $51,667 per Acre

    V/L Heath Rd, Chesterland, OH 44026

    This Breathtaking 1.5 Acre Parcel Offers the Perfect Landscape to Build Your Dream Home. Rare Opportunity As Parcels in West Geauga School District Are Few and Far Between. Majestically Situated on Heath Road with Sunnybrook Preserve Lodge, Geauga Park District Just Down the Street! This Parcel is Approximately 150' x 435', is Wooded and Offers Privacy and Nature Abounding! The Back of This

    Linda Ebersbacher Howard Hanna

    V/L Heath Rd, Chesterland, OH 44026
  • /2

    $175,000

    • Land
    • 2.87 Acres
    • $60,976 per Acre

    0 Merrie Ln, Chesterland, OH 44026

    Michael Petterson Howard Hanna

    0 Merrie Ln, Chesterland, OH 44026
  • /33

    $1,400,000

    • 5 Beds
    • 4.5 Baths

    1450 County Line Rd, Gates Mills, OH 44040

    Great opportunity in Gates Mills! This property offers multiple use, three total lots nestled in a beautiful serene private setting. Live in the present home - or build two more homes on the adjoining lots or simply enjoy your own private haven! Built in 1987 with long, secluded stone winding drive nestled between the two adjoining buildable lots total of almost 10 acres giving you complete

    Carmella Corbo Howard Hanna

    1450 County Line Rd, Gates Mills, OH 44040
  • /50

    $4,600,000

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

    7955 Gray Eagle Chase, Gates Mills, OH 44040

    GREAT NEW PRICE! Exquisite French Country Estate, set on over 5 acres of serene, private grounds. This architectural masterpiece blends timeless elegance with modern luxury in one of the most sought-after settings. The stone and shingle facade, crowned by a slate roof and turrets, evokes effortless country distinction. Stone walkways and terraces wind through meticulously designed gardens,

    Annalie Glazen Berkshire Hathaway HomeServices Professional Realty

    7955 Gray Eagle Chase, Gates Mills, OH 44040
  • /2

    $515,000

    • Land
    • 7 Acres
    • $78,339 per Acre

    1200 County Line Rd, Gates Mills, OH 44040

    Create your dream home on this stunning wooded lot, spanning over 6.5 acres, in the charming village of Gates Mills. Experience peace and tranquility while still being conveniently close to everything you need!

    Adam Kaufman Howard Hanna

    1200 County Line Rd, 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 $345,547.
How many homes have sold over the last 12 months in Chesterland, OH?
10 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, 44072, 44022 and 44094.
How much do you need to make to afford a house in Chesterland?
The median home price in Chesterland is $215,000. If you put a 20% down payment of $43,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,110 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $48K a year to afford the median home price in Chesterland.
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, Robert C. Lindsey Elementary School and West Geauga Middle School. Browse all the schools in Chesterland, OH to learn more.

Home Trends in Chesterland, OH

Housing Trends

Median Sale Price
$425,000
Median Single Family Sale Price
$209,000
Average Price Per Sq Ft
$196
Number of Homes for Sale
1
Last 12 months Home Sales
10
Months of Supply
1.20
Median List Price
$215,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
19%
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