12

Chesterland, OH Homes for Sale

Section Image Section Image
  • /50

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 3,228 Sq Ft

    10506 Mayfield Rd, Chesterland, OH 44026

    Welcome to a truly one-of-a-kind custom log home nestled in the natural beauty of Chesterland.Impressive 3-bedroom, 2-bath raised ranch offers approximately 3,228 total square feet and combines exceptional craftsmanship, quality construction, and a setting that feels more like a mountain retreat than Northeast Ohio. Built by Neville Log Homes of Montana using Engelmann Spruce and Lodgepole Pine

    Agent Photo

    Sal Jackson

    Berkshire Hathaway HomeServices Professional Realty

    10506 Mayfield Rd, Chesterland, OH 44026
  • /48

    $250,000

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    9087 Ranch Dr, Chesterland, OH 44026

    Full general home inspection, septic and well inspections, along with a third-party appraisal have been completed and are available upon request. There is an offer deadline of 8 pm on June 18. Nestled on nearly 2 sprawling acres in desirable Chesterland, this charming ranch home offers privacy, character, and plenty of space to enjoy both indoors and out! The inviting living room features

    Kevin Wasie Exactly

    9087 Ranch Dr, Chesterland, OH 44026
  • /24

    $89,500

    • 2 Beds
    • 2 Baths

    8701 Mayfield Rd Unit 148, Chesterland, OH 44026

    Looking to downsize or lower costs...this spacious 2 bed/2 bath well-maintained manufactured home in the much sought after 55+ Maywood Community is a great alternative to renting. Privacy yet affordable living in this lovely home with bump-out great room, large screened covered porch, and a dog kennel on a corner lot. Newly renovated spacious kitchen with new cupboards, granite countertop, new

    Susan Stone Keller Williams Living

    8701 Mayfield Rd Unit 148, Chesterland, OH 44026
  • /37

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 7,266 Sq Ft

    7885 Pear Tree Dr, Chesterland, OH 44026

    Set amidst over 5 acres of breathtaking, manicured grounds, this exceptional estate offers exquisitely designed living space, where timeless elegance meets unmatched tranquility. The five-bedroom, four and a half bath residence with walk-out lower level is surrounded by picturesque scenery, and a gated turnaround driveway, creating a private retreat defined by beauty, serenity, and refined

    Danielle Angie McDowell Homes Real Estate Services

    7885 Pear Tree Dr, Chesterland, OH 44026
  • /39

    $699,900

    • 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
  • /39

    $449,900

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    10200 Mayfield Rd, Chesterland, OH 44026

    Nestled in the woods in Munson Township, is a spacious log cabin home, with 4 bedrooms and 2 and a half baths. This home sits on 3.72 acres of picturesque land with views of the woods, ravine, rock piles, and more. Nature truly does surround you here. The wormy chestnut walls and ceilings in the living room and kitchen give this home so much warmth and country charm. The two stone fireplaces, one

    Cynthia Chiudioni CC Sells Homes, LLC.

    10200 Mayfield Rd, Chesterland, OH 44026
  • /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
  • /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
  • /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
  • /50

    $1,995,000

    • 4 Beds
    • 5 Baths

    650 County Line Rd, Gates Mills, OH 44040

    Welcome to this stunning newly built Gates Mills colonial offering luxury, comfort, and breathtaking views throughout. Step inside to a bright and open foyer that leads to the elegant dining room and impressive two-story great room featuring a dramatic floor-to-ceiling fireplace wall and expansive windows overlooking the private backyard. The great room flows seamlessly into the spacious kitchen

    Angelo Marrali Howard Hanna

    650 County Line Rd, Gates Mills, OH 44040
  • /45

    $3,995,000

    $600K PRICE DROP
    • 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
  • /41

    $828,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 4,002 Sq Ft

    13540 Ledgebrook Ln, Chagrin Falls, OH 44022

    Architectural Contemporary Retreat on more than 5 wooded acres in Fox Ledges. Nestled deep within a private wooded setting, this one-of-a-kind home offers a rare opportunity for those who value nature, privacy, and distinctive design. Surrounded by mature trees, a meandering creek, and abundant wildlife, the property feels like a private retreat while remaining convenient to Chagrin Falls, Pepper

    Karen Hillman The Agency Cleveland Northcoast

    13540 Ledgebrook Ln, Chagrin Falls, OH 44022

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 $415,738.
How many homes have sold over the last 12 months in Chesterland, OH?
114 homes have sold in Chesterland, OH over the last 12 months.
What is the average household income in Chesterland, OH?
The average household income in Chesterland, OH is $111K.
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 $389,000. If you put a 20% down payment of $77,800 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $1,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $84K a year to afford the median home price in Chesterland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chesterland is $111K.
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 Price Trends

Median Sale Price
$380,500
Median Single Family Sale Price
$382,950
Median 2 Bedroom Sale Price
$74,700
Average Price Per Sq Ft
$169
Number of Homes for Sale
8
Last 12 months Home Sales
114
Months of Supply
0.80
Median List Price
$389,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
17%
How to Buy a Home How to Finance a Home How to Sell a Home