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Newest Homes for Sale in Chesterland, OH

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  • /49

    $415,000

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

    8886 Ranch Dr, Chesterland, OH 44026

    Well maintained & lovingly cared for 4+ bdrm, 3.5 bath, sprawling Chesterland colonial w/ 3700+ sq ft on 1.82 peaceful & scenic acres. The layout of the home is inviting & convenient for both daily living & entertaining. Welcome in to the enormous living rm w/ 2-sided WBFP, brand new carpet, & loads of natural light. Dining rm w/ new carpet & bay window flows naturally from both the living rm &

    Kate Kelly Keller Williams Greater Cleveland Northeast

    8886 Ranch Dr, Chesterland, OH 44026
  • /40

    $595,000

    • 4 Beds
    • 1.5 Baths
    • 3,015 Sq Ft

    9471 Sherman Rd, Chesterland, OH 44026

    Exquisite log home on 5 serene acres nestled in the heart of Chesterland, OH. This stunning home exudes rustic elegance and timeless craftsmanship that offers a peaceful retreat with endless possibilities for outdoor living, equestrian pursuits, or simply enjoying nature's beauty. This meticulously crafted log home has 4 bedrooms, 2 baths, plus possible 1st floor bedroom. It boasts custom details

    Agent Photo

    Dwight Milko

    RE/MAX Revealty

    (440) 805-2719

    9471 Sherman Rd, Chesterland, OH 44026
  • /27

    $274,900

    • 3 Beds
    • 2.5 Baths

    12910 Westchester Trail, Chesterland, OH 44026

    This ranch has beautiful views with large windows and an open floor design for entertaining. The large kitchen was just remodeled 5 yrs ago. Come in from the outside thru a breezeway to take off your shoes and have easy access to the half bath. Off of the living room which has a fireplace, is a 18 X22 deck for grilling and relaxing. The 3 bedrooms and full bath are down the hall for complete

    Joe Wittensoldner Wittensoldner Realty

    12910 Westchester Trail, Chesterland, OH 44026
  • /41

    $675,000

    • 4 Beds
    • 3 Baths
    • 3,371 Sq Ft

    11661 Sherwood Trail, Chesterland, OH 44026

    LOCATION LOCATION LOCATION! Welcome to your charming, rustic retreat in sought after Chesterland - on a private Culdesac street - Did I mention 5+ acres! This home features 4 bedrooms, 3 baths, The Large foyer entrance leads you into the Massive vaulted Great room with soaring wood-burning fireplace! The fully remodeled kitchen with island, gas range and 2 dishwashers for all those

    Shannon Gerome Keller Williams Greater Cleveland Northeast

    11661 Sherwood Trail, Chesterland, OH 44026
  • /33

    $329,000

    • 3 Beds
    • 2.5 Baths

    12487 Harold Dr, Chesterland, OH 44026

    Arthur Volpe Howard Hanna

    12487 Harold Dr, Chesterland, OH 44026
  • /3

    $216,666

    • 3 Beds
    • 2 Baths

    12963 Lynn 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

    12963 Lynn Dr, Chesterland, OH 44026
  • /50

    $725,000

    • 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
  • /31

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    13251 Hickory St, Chesterland, OH 44026

    Beautifully updated ranch in a quiet Geauga County setting with direct access to a scenic park across the street. Enjoy paved walking trails, a long bridge, playground, pavilion, and restrooms—all part of a hidden gem that often feels like your own private retreat. Inside, the home blends modern updates with warm, natural light and authentic hardwood floors. The open flow from the living room to

    TJ Weigel eAgent Real Estate Corp.

    13251 Hickory St, Chesterland, OH 44026
  • /24

    $344,900

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

    9613 Kim Dr, Chesterland, OH 44026

    Beautifully renovated 3 bedroom, 1.5 bath Ranch offering just over 1,500 sq ft. of stylish, comfortable living space on a serene 1.28 acre lot. Every detail has been thoughtfully updated- this home is truly move in ready! This home has been fully updated from top to bottom- new roof, HVAC, baths, flooring, doors, paint, fixtures, and more. Bright, open layout with spacious living and a brand new

    Shannon Insana Keller Williams Living

    9613 Kim Dr, Chesterland, OH 44026
  • /44

    $469,000

    • 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) 291-2915

    8585 Carmichael Dr, Chesterland, OH 44026
  • /40

    $379,900

    • 3 Beds
    • 2.5 Baths

    13170 Caves Rd, Chesterland, OH 44026

    Great opportunity to own a 3 bedroom, 2 1/2 bath Ranch with walk-out basement on 3.16 acres / Enter this well maintained home through the Living Rm with FP and adjoining formal Dining Rm / Plenty of kitchen cabinets and counter space with all appliances included / Family Rm shares space with the Breakfast Rm exiting through sliding doors to a large Enclosed Patio / Basement is partially above

    Victor Cizek RealtyNet, Inc.

    13170 Caves Rd, Chesterland, OH 44026
  • /23

    $150,000

    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    7501 Mayfield Rd, Chesterland, OH 44026

    Endless potential with this gutted ranch home set on a spacious 1-acre lot with a barn and shed. Whether you're looking to create your dream home or invest in a promising property, this blank slate offers a solid foundation and plenty of room to grow. Surrounded by trees and open space, enjoy the peace of country living with the convenience of nearby amenities on the main road. Bring your vision

    Kylie Houlahan Keller Williams Chervenic Rlty

    7501 Mayfield Rd, Chesterland, OH 44026
  • /14

    $549,900

    • Land
    • 65 Acres
    • $8,460 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
  • /45

    $524,900

    • 5 Beds
    • 3.5 Baths
    • 3,860 Sq Ft

    8547 Camelot Dr, Chesterland, OH 44026

    You’ll love the open feel and versatile layout of this beautifully renovated 5-bedroom, 3.5-bath bi-level home, perfectly situated on a quiet cul-de-sac. Recently updated from top to bottom, this home blends modern comfort with thoughtful design. The spacious eat-in kitchen features granite countertops, abundant cabinetry, a prep sink in the island, and all appliances included. Overlooking the

    Michelle Schenker Howard Hanna

    8547 Camelot Dr, Chesterland, OH 44026
  • /49

    $4,595,000

    • 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
  • /49

    $899,999

    • 5 Beds
    • 3 Baths
    • 3,375 Sq Ft

    11865 Africa Acres Dr, Chesterland, OH 44026

    This is truly a one of a kind property situated at the end of a semi private lane surrounded by 17.5 acres of scenic privacy, pastures, woods and streams! With many recent upgrades, this home is the perfect blend of classic charm and tradition with today’s modern amenities. Enter the impressive living room with hardwood flooring and trussed cathedral ceilings. The large wood burning fireplace is

    Agent Photo

    Seth Task

    Berkshire Hathaway HomeServices Professional Realty

    (440) 557-3255

    11865 Africa Acres Dr, Chesterland, OH 44026
  • /2

    $80,000

    • Land
    • 1.5 Acres
    • $53,333 per Acre

    0 Cedar Rd, Chesterland, OH 44026

    Amazing opportunity to build in Geauga county on 1.5 acres in Newbury! Great location on a great street! Wooded lot with a slight ravine for amazing views on the property. Build your dream home right here!

    Anne Harmody Howard Hanna

    0 Cedar Rd, Chesterland, OH 44026
  • /47

    $925,000

    • 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
  • /28

    $450,000

    • 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
  • /38

    $315,000

    • 3 Beds
    • 1.5 Baths
    • 1,590 Sq Ft

    8075 Mulberry Rd, Chesterland, OH 44026

    Welcome to this 3-bedroom, 1.5-bath split-level set on a private 1.6-acre wooded lot in a desirable Chesterland location. Enjoy the peaceful setting, spacious yard, and the convenience of being close to town.

    Richard Piraino Howard Hanna

    8075 Mulberry Rd, Chesterland, OH 44026
  • /47

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    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 all in 2024 & 2025. 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

    Donna Toth Keller Williams Living

    10263 Wye Rd, Chesterland, OH 44026
  • /50

    $448,900

    • 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. The

    Joan Elflein Ohio Broker Direct

    12790 Heath Rd, Chesterland, OH 44026
  • /35

    $399,900

    • 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
  • /2

    $165,000

    • Land
    • 2.87 Acres
    • $57,491 per Acre

    0 Merrie Ln, Chesterland, OH 44026

    Michael Petterson Howard Hanna

    0 Merrie Ln, Chesterland, OH 44026

Frequently Asked Questions

What is the average home price in Chesterland, OH?
Homes for sale in Chesterland, OH have an average home price of $380,088.
How many homes have sold over the last 12 months in Chesterland, OH?
120 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, 44072, 44022, 44040 and 44094.
How much do you need to make to afford a house in Chesterland?
The median home price in Chesterland is $362,500. If you put a 20% down payment of $72,500 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $1,780 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $76K 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 Robert C. Lindsey Elementary School. Browse all the schools in Chesterland, OH to learn more.

Home Trends in Chesterland, OH

Housing Trends

Median Sale Price
$340,000
Median Single Family Sale Price
$341,000
Average Price Per Sq Ft
$165
Number of Homes for Sale
20
Last 12 months Home Sales
120
Months of Supply
2.00
Median List Price
$362,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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