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Chesterland 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

    $498,000

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

    12790 Heath Rd, Chesterland, OH 44026

    Welcome to your dream home in the heart of Chesterland! Nestled on a serene 1.71-acre lot, this completely renovated 4-bedroom, 3-bath beauty offers 2,470 sq ft of luxurious living with modern finishes and timeless charm. Step inside to discover a bright, open layout with new LVP flooring throughout, recessed lighting, and three cozy fireplaces that create warmth and character in every corner.

    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

    $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

    $384,900

    • 4 Beds
    • 1.5 Baths
    • 4,098 Sq Ft

    13033 Woodcrest Ln, Chesterland, OH 44026

    LOOKING FOR CONVENIENT ONE-FLOOR LIVING? THIS (ONLY 2ND OWNER) BRICK, SPRAWLING RANCH SITTING ON1.06 ACRES IS MOVE-IN READY! SO MUCH HAS BEEN DONE TO UPDATE THIS AWESOME HOME! NEW IN 2021:SEPTIC, A/C, ELECTRICAL UPGRADE (TWO COMPLETELY NEW ELECTRICAL PANELS, INCORPORATING WHOLE HOUSEGENERAC GENERATOR INCLUDING REPLACING ELECTRICAL OUTLETS TO 3 PRONG, AND GFCI, WHERE REQUIRED),HALF

    Karen Cipriano Platinum Real Estate

    13033 Woodcrest Ln, 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
  • /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
  • /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
  • /48

    $329,900

    • 5 Beds
    • 2.5 Baths
    • 3,078 Sq Ft

    8665 Prescott Dr, Chesterland, OH 44026

    Escape the hustle and bustle of everyday life and discover your peaceful sanctuary on this beautiful 1.5 acres, 5 bedrooms, 3 baths, Cape Cod with attached 2-car garage. The main floor of this home features a kitchen with an eat-in area, family room perfect for gatherings, living room, dining room, 2 spacious bedrooms, 1.5 baths and a laundry room. The second floor continues with 3 enormous

    Penelope Coutris Keller Williams Citywide

    8665 Prescott Dr, 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
  • /15

    $155,500

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

    9613 Kim Dr, Chesterland, OH 44026

    Welcome home to 9613 Kim Drive. Nestled on a serene and heavily wooded 1.28-acre lot, this 3-bedroom, 1.5-bath ranch offers a peaceful retreat in the heart of Chesterland. Built in 1959 and offering 1,528 square feet of living space, the home features two spacious living rooms, a dedicated dining area, and a functional layout with plenty of potential.A two-car attached garage provides

    David Huntington RE/MAX Results

    9613 Kim Dr, Chesterland, OH 44026

Frequently Asked Questions Why Live in Chesterland

Is Chesterland a good place to live?
Chesterland is a good place to live. Chesterland is considered very car-dependent and somewhat bikeable. Chesterland is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Chesterland has 4 parks for recreational activities. It has a median age of 49. The average household income is $113,387 which is above the national average. College graduates make up 38.5% of residents. A majority of residents in Chesterland are home owners, with 7.9% of residents renting and 92.1% of residents owning their home. A local real estate agent serving Chesterland can help you decide if this neighborhood is the right one for you. Learn more on our Chesterland neighborhood guide.
Is Chesterland, OH a safe neighborhood?
Chesterland, OH is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Chesterland?
The median home price in Chesterland is $339,900. If you put a 20% down payment of $68,000 and had a 30-year fixed mortgage with an interest rate of 6.75%, your estimated principal and interest payment would be $1,760 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $75K a year to afford the median home price in Chesterland. The average household income in Chesterland is $113K.
What are the best public schools in Chesterland?
The best public schools that serve Chesterland are:
What are the best private schools in Chesterland?
The best private schools that serve Chesterland are:
What are the most popular zip codes in Chesterland, Chesterland, OH?
The most popular zip codes in Chesterland, Chesterland, OH include 44026, 44040, 44094, 44072 and 44024.
What are the most popular neighborhoods near Chesterland, Chesterland, OH?
The most popular neighborhood near Chesterland, Chesterland, OH is Downtown Willoughby.
Are home prices dropping in Chesterland?
Yes, home prices in Chesterland are down 9% in the last 12 months.

Home Trends in Chesterland, OH

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$329,900
Average Price Per Sq Ft
$155
Number of Homes for Sale
13
Last 12 months Home Sales
110
Months of Supply
1.40
Median List Price
$339,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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