Chesterland OH Real Estate & Homes for Sale

13 Properties Found

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Beds:
3
Baths:
1.00
Sq.Ft.:
1,360
Status:
NEW LISTING
MLS#:
5246391
Type:
Single Family
Subdivision:
Chester
Lot size:
1.3 Acres
Year built:
1957
Courtesy: HomeSmart Real Estate Momentum LLC 440-578-8058
View additional info

ADDITIONAL INFORMATION

Welcome to this completely updated Ranch home that has it all in the desirable Chesterland community! Thoughtful updates & an open floorplan make this move-in ready home an exceptional opportunity! Experience one floor living at its finest! Walk into the front door & you will notice how open this home is from the dining room into the bar area of the gorgeous kitchen and beyond to the family room! Entertaining is easy with this open floorplan! Family room offers a sliding door with inset blinds to the paver patio area with partially fenced rear yard! Updates include: New fence, garage door & front storm door (2026); vinyl siding, washer & dryer (2025); water softener (2022); complete house renovation 2021 that includes windows, doors, slider to patio, gorgeous kitchen remodel, bathroom gutted & remodeled, two electric panels, duct work, flooring, stainless steel kitchen appliances, laundry room, light fixtures, and added a gas heater in the family room. Outside the generous back yard features a spacious paver patio and storage shed as well as a garden area. The combination of open layout, thoughtful updates, and desireable location, make this home ready to welcome its next owners!

Beds:
2
Baths:
1.00
Sq.Ft.:
919
Status:
Active
MLS#:
5245119
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1986
Courtesy: Lokal Real Estate, LLC. 216-252-6580
View additional info

ADDITIONAL INFORMATION

Welcome to 8701 Mayfield Rd Lot 156! This well-maintained manufactured home offers 2 bedrooms, 1 full bathroom, 919 square feet of comfortable living space, and a convenient carport, all located within a quiet 55+ community in desirable Chesterland. The home has benefited from numerous recent mechanical and appliance upgrades, including a new roof installed in 2017, furnace and central air conditioning in 2022, washer and dryer in 2023, refrigerator in 2021, hot water tank in 2015, and a generator added in 2024. Well water is included with the monthly lot rent, helping simplify your monthly expenses. For added peace of mind, the seller is also including a one-year home warranty through America’s Preferred Home Warranty. Enjoy the relaxed lifestyle Chesterland has to offer, with a peaceful suburban setting, nearby shopping, restaurants, parks, and everyday conveniences, while still providing easy access to surrounding communities and Greater Cleveland. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,129
Status:
Active
MLS#:
5244661
Type:
Single Family
Subdivision:
Meadowbrook Estates
Lot size:
1.02 Acres
Year built:
1959
Courtesy: Keller Williams Greater Cleveland Northeast 440-255-5500
View additional info

ADDITIONAL INFORMATION

This picturesque Chester Township home is beautiful situated on over an acre and offers more than 2,100 square feet of usable living space. With 3 bedrooms, 1.5 baths, multiple living areas and wonderful indoor-outdoor spaces, this charming property has so much to offer. Step inside from the inviting covered front porch into a light and bright living room featuring gleaming hardwood floors and an easy flow into the formal dining area. The updated eat-in kitchen showcases beautiful wood cabinetry, ample counter space, neutral countertops and lovely views of the rear yard. The cozy family room features a gas fireplace, a renovated half bath and access to the stunning four-season room. Complete with its own gas stove and views of the surrounding property, this space is perfect for enjoying crisp fall mornings or relaxing year round. Two bedrooms and a recently updated full bath are also located in the main level. Upstairs, you'll find a spacious third bedroom along with a huge attic area providing an abundance of convenient storage. A mudroom/laundry room is located just off the attached two-car garage, along with a heated 12x16 workshop - an ideal space for an artist, gardener, hobbyist or someone who works from home. The home features a newer reverse osmosis water system. Outside, the paver patio provides the perfect setting for entertaining, dining, or simply enjoying the peaceful and private backyard with recently refreshed landscaping. Offering generous living space, a beautiful setting and plenty of character, this Chester Twp home is ready for its next owner. For added peace of mind, the seller has completed a pre-inspection, which is available upon request.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,424
Status:
Active
MLS#:
5243801
Type:
Single Family
Subdivision:
Chester 02
Lot size:
3.18 Acres
Year built:
1964
Courtesy: EXP Realty, LLC. 866-212-4991
View additional info

ADDITIONAL INFORMATION

Spacious Split-Level Home with Versatile Living Space! This generously sized split-level home offers a functional layout with multiple living areas. The large Living Room features vaulted ceilings that create an open, airy feel, while the vaulted Dining Room provides an inviting space for everyday meals and special occasions. The large Eat-In Kitchen is designed for functionality, offering a practical layout for meal preparation, casual dining, and entertaining. The spacious bedrooms provide comfortable accommodations with room for furnishings, personal belongings, and individual needs. Three full baths add privacy and convenience for both household members and guests. The basement offers additional storage. The Family Room serves as a comfortable gathering space centered around a wood-burning fireplace, creating a warm setting for relaxing or entertaining. From the Family Room, step outside to the expansive concrete patio, which provides an excellent area for outdoor dining, gatherings, and enjoying the surrounding landscape. The tree-lined backyard offers a private setting with space to enjoy the outdoors, while the impressive two-story pole barn adds exceptional versatility. Whether you need room for vehicles, equipment, a workshop, hobbies, or additional storage, this outbuilding provides a range of possibilities. Also, additional cars can fit in the pole barn. With its spacious interior, functional floor plan, multiple living areas and private outdoor setting, this property offers the flexibility to accommodate a variety of lifestyles. Come see the space, functionality, and possibilities for yourself—schedule your private showing today and don't miss this opportunity!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,269
Status:
Active
MLS#:
5241785
Type:
Single Family
Subdivision:
Tract 2
Lot size:
3.61 Acres
Year built:
1968
Courtesy: Keller Williams Greater Metropolitan 216-839-5500
View additional info

ADDITIONAL INFORMATION

A private wooded setting and graceful Colonial Revival architecture define this Chesterland residence. Beyond a long, tree-lined drive, the home rests on a pristine wooded lot, creating a peaceful sense of arrival and privacy. The welcoming front porch opens to a spacious living room filled with natural light and finished with newer LVP flooring. The formal dining room continues from the living room and offers views of the surrounding woods. The kitchen features a full complement of appliances, center island, brick backsplash, and inviting eat-in area. A laundry and mudroom is located just off the kitchen. The adjoining family room showcases hardwood flooring, a beam ceiling, and an impressive brick fireplace. Sliding doors open to the backyard, while a half bath with stone vanity completes the first floor. Upstairs, five bedrooms and two full baths provide generous accommodations, along with a large bonus room above the garage. The primary suite includes a private en-suite bath, while a second full bath serves the additional bedrooms. Four bedrooms feature hardwood flooring, with carpeting in the fifth. Accessed from one of the bedrooms, the bonus room offers flexible additional space with skylights and reclaimed leaded-glass built-ins that add distinct character to the home. Outside, a two-tiered deck overlooks the wooded grounds and provides a natural extension for outdoor entertaining and relaxation. With its wooded setting, classic architecture, thoughtful floor plan, and unique details, this Colonial Revival offers a wonderful opportunity to enjoy privacy and character in Chesterland.

Beds:
5
Baths:
8.00
Sq.Ft.:
7,982
Status:
Active
MLS#:
5241609
Type:
Single Family
Subdivision:
Chester 02
Lot size:
32.17 Acres
Year built:
1990
Courtesy: Keller Williams Greater Metropolitan 216-839-5500
View additional info

ADDITIONAL INFORMATION

Thirty-two acres in Chesterland, reached by a long gravel drive that winds through mature woods before the house comes into view. Two parcels, two homes, a stalled barn, ponds, and open pasture. Inside the main house, a two-story foyer, a coffered family room with an arched fireplace, a kitchen under a vaulted wood ceiling, a paneled office with built-ins, and a greenhouse under glass. Five bedrooms, one on the main floor. A vaulted recreation room with room enough for billiards and a grand piano. Below, a private whiskey and wine cellar. Outside, a tiered deck with a built-in outdoor kitchen looks over the pool and the pond beyond it. A detached garage with a wood shop and clearance for full-size equipment. Past the pasture fence, the barn and open ground for whatever comes next. A second drive leads through the trees to the guest house. Its own parcel, its own address, its own kitchen and garage. Somewhere people can actually live. A third adjoining parcel, with a house of its own, is available separately. Room for three generations, and enough land between them. Someday they'll say it started here. Horses, donkey, chickens, tractors, and farm equipment do not convey.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,890
Status:
Active
MLS#:
5242133
Type:
Single Family
Lot size:
1.14 Acres
Year built:
1965
Courtesy: Century 21 Homestar 440-449-9100
View additional info

ADDITIONAL INFORMATION

Mid-Century Charm Meets Modern Living in Desirable Chesterland Welcome to this stunning 1965 residence, designed and built by well-known local developer and architect Frank Bagaria during the height of mid-century architectural style. Set on a generous 1.14-acre lot, this 4-bedroom, 2-bath home offers the space, character, and craftsmanship that's increasingly hard to find. Step inside to an open, airy layout anchored by a dramatic cathedral beam ceiling that immediately sets this home apart. A flexible main floor room offers the perfect space for formal dining or a comfortable living room — whichever suits your lifestyle. This level also includes a spacious 16 x 20 bedroom addition completed in 1986. The kitchen flows easily into the main living areas and opens directly to the upper patio and backyard, making indoor-outdoor entertaining effortless. Upstairs, you'll find three spacious bedrooms and a full bath, including one with private access to a deck. The lower level features a bright and welcoming family room warmed by a classic wood-burning fireplace, with a large sliding door leading out to the lower patio and backyard for easy indoor-outdoor living. Just a few steps down, a full bathroom adds everyday convenience. A partial basement offers additional storage or workshop potential, while a large front porch invites you to slow down and enjoy the neighborhood charm that Chesterland is known for.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
5236137
Type:
Single Family
Subdivision:
Chester Estate
Lot size:
1 Acres
Year built:
1959
Courtesy: HomeSmart Real Estate Momentum LLC 440-578-8058
View additional info

ADDITIONAL INFORMATION

Opportunity awaits in desirable Chesterland! Situated on a full acre, this 4-bedroom, 1-bath home offers approximately 1,200 square feet of living space, stainless steel kitchen with appliances included, a 2-car garage, and plenty of room to make the property your own. The home offers personalization for a new owner to bring their own vision, updates, and finishing touches while enjoying the space and setting this property provides. Outside, the expansive lot offers room for gardening, recreation, outdoor entertaining, or simply enjoying added privacy and breathing room. A chicken coop is already in place, and the current chickens and ducks can remain with the property or be removed prior to closing at the buyer's request. With an acre of land, a 2-car garage, and a desirable Chesterland location, this property offers a great starting point for a buyer ready to make it their own. Trampoline and pool will be removed before title transfer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,386
Status:
Active
MLS#:
5234209
Type:
Single Family
Subdivision:
Newbury 01
Lot size:
2.56 Acres
Year built:
1999
Courtesy: Keller Williams Chervenic Rlty 330-899-1644
View additional info

ADDITIONAL INFORMATION

If you’ve been searching for a nicely maintained home with major mechanical updates on a serene setting of over 2.5 acres, look no further! Enjoy peace of mind with significant recent improvements, including a new roof (2022), replacement windows (approx. 2016), and a new exterior electrical box equipped with a whole-house surge protector (2026). Step inside to discover beautiful red oak wood flooring running through the kitchen, dining room, living room, and main-floor laundry room. The heart of the home is the thoughtfully designed kitchen, complete with rich custom maple cabinets, quartz countertops, and sleek stainless steel appliances. Designed for ultimate comfort and easy one-floor living, the main level features 3 spacious bedrooms, 2 full bathrooms, and convenient first-floor laundry. Need even more room to expand? The full unfinished basement offers endless opportunities to create additional living space, a home gym, workshop, or entertainment area tailored to your needs. Enjoy peaceful living with modern updates—schedule your private tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,512
Status:
Active
MLS#:
5232822
Type:
Single Family
Subdivision:
Manchester Farms
Lot size:
1.06 Acres
Year built:
1974
Courtesy: Woodlake Realty LLC 440-367-8047
View additional info

ADDITIONAL INFORMATION

Bring your ideas and make this property your own! Situated on a scenic 1-acre lot in the desirable West Geauga Local School District, this 3-bedroom, 1.5-bath ranch is full of potential for buyers looking to renovate and build equity. The home offers the convenience of one-floor living with a practical layout and plenty of outdoor space to enjoy. While the interior may need some updates, the peaceful setting and sought-after location make this a fantastic opportunity for anyone looking to customize a home to their own style. Enjoy the privacy and room to roam that comes with a full acre, all while being conveniently located near shopping, parks, and major commuter routes. Bring your vision and unlock the potential this property has to offer! Don't miss your chance to transform this diamond in the rough into something special.

Beds:
5
Baths:
5.00
Sq.Ft.:
7,462
Status:
Active
MLS#:
5219403
Type:
Single Family
Subdivision:
Woodlands Sub
Lot size:
3 Acres
Year built:
1999
Courtesy: Keller Williams Greater Metropolitan 216-839-5500
View additional info

ADDITIONAL INFORMATION

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 throughout the main level. French doors open to a home office, while the opposite side reveals a formal dining room designed for large celebrations. The heart of the home is the expansive gourmet kitchen, perfectly crafted for both daily living and grand entertaining. With two large islands, dual sinks, granite countertops, and a generous walk-in pantry, it is as functional as it is beautiful. The adjoining sun-filled dining area and vaulted sunroom open seamlessly to the patio, creating an easy flow for indoor-outdoor living. Gather in the grand living room, where a striking stone fireplace and custom built-ins set the stage for cozy evenings and lively get togethers. Upstairs, the luxurious primary suite offers a serene retreat with vaulted ceilings, an oversized walk-in closet, and a spa-inspired bath. Four additional bedrooms, connected by Jack-and-Jill baths, provide space and comfort for family and guests. The walk-out lower level is designed for recreation and relaxation, with a spacious family room, wet bar, game room, and a full bathroom that includes a steam room attachment for a private spa experience, plus a bonus room that doubles as a sixth bedroom. French doors open to a private patio, extending the living space outdoors to your own private sanctuary, an expansive backyard perfect for weekend gatherings and entertaining. With an attached three-car garage and a detached two-car garage with loft area, there is no shortage of space. Recent improvements include a new roof 2026, 2 new furnaces 2026, 2 newer ac units, and a whole home generator!

Beds:
5
Baths:
5.00
Sq.Ft.:
4,866
Status:
Active
MLS#:
5215468
Type:
Single Family
Lot size:
5.31 Acres
Year built:
1971
Courtesy: McDowell Homes Real Estate Services 440-205-2000
View additional info

ADDITIONAL INFORMATION

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 luxury. A charming one bedroom carriage house with a full bath and private patio provides an ideal guest residence, while six-car garage capacity offers both convenience and prestige. Resort-inspired outdoor living takes center stage with a stunning in-ground saltwater pool, elegant pool house, tranquil pond, fire pit, lush gardens, barn, shed, and impeccably curated landscaping that transforms every view into a work of art. A whole-home generator adds seamless peace of mind.

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
5148756
Type:
Single Family
Subdivision:
County Line Estates
Lot size:
1.29 Acres
Year built:
1979
Courtesy: Da Vinci Fine Homes, LLC. 440-840-0663
View additional info

ADDITIONAL INFORMATION

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 room. The living room has plenty of space to spread out and relax. Did you see that there is a First-floor laundry room! The basement has endless possibilities for a recreation room, workshop, and possible office space or gym or second kitchen. The yard once had a full sand volleyball court with plenty of parking in the oversized driveway that leads into the 3-car garage! Do not forget about the small creek that winds its way through the back corner of the yard backyard. 2023: New Furnace & Hot Water Tanks, 2024: New Roof, 2025 New Driveway.

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Andrea D. Conner, License BRKP.2017002935, Xome Inc., License REC.2015001703, [email protected], 844-400-XOME (9663), 11427 Read Hartman Hwy, Suite 236, Cincinnati, OH 45241


The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Yes MLS. Real estate listings held by brokerage firms other than the owner of this site are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s). IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 Yes MLS. All rights reserved.



Chesterland Real Estate

Chesterland is located in Ohio. Chesterland, Ohio has a population of 7,481. Chesterland is less family-centric than the surrounding county with 26.69% of the households containing married families with children. The county average for households married with children is 34.64%.

The median household income in Chesterland, Ohio is $87,050. The median household income for the surrounding county is $90,285 compared to the national median of $69,021. The median age of people living in Chesterland is 52.3 years.

Chesterland Weather

The average high temperature in July is 80.7 degrees, with an average low temperature in January of 16.4 degrees. The average rainfall is approximately 45.6 inches per year, with 78 inches of snow per year.

Chesterland Map

Chesterland Real Estate Market Conditions

  • Median sales price

    $333,500
    13.4%
    change since last quarter
  • # Active listings

    14
    30-day change

Chesterland Schools and Demographics

Education near Chesterland, OH

City County
High School Graduates 91.41 90.59
College Degree - 2 year 7.41 7.31
College Degree - 4 year 35.64 38.42
Graduate Degree 6.62 9.71
Expenditures per Student 15,619 15,619
Students per Teacher 18.2 18.2

Elementary Schools near Chesterland, OH

Grades Students P/T Ratio ZIP
Edison Elementary School KG - 05 753 21 44094
Gates Mills Elementary School KG - 05 114 17 44040
Grant Elementary School KG - 05 679 18.4 44094
Kirtland Elementary School PK - 05 518 15.2 44094
Newbury Elementary School KG - 05 164 12.6 44065
Robert C Lindsey Elementary School PK - 05 336 20.1 44026
Westwood Elementary School KG - 05 413 19.4 44072

Middle Schools near Chesterland, OH

Grades Students P/T Ratio ZIP
Kirtland Middle School 06 - 08 307 13.6 44094
West Geauga Middle School 06 - 08 486 19.4 44026
Willoughby Middle School 06 - 08 780 16.2 44094

High Schools near Chesterland, OH

Grades Students P/T Ratio ZIP
Kirtland High School 09 - 12 360 13.5 44094
Newbury High School 06 - 12 292 12.5 44065
South High School 09 - 12 1,312 21.2 44094
West Geauga High School 09 - 12 781 19.3 44026

Ungraded Schools near Chesterland, OH

Grades Students P/T Ratio ZIP
School of Innovation UG - UG 0 44094

Demographics near Chesterland, OH

City County
Neighborhood Type Suburban
Population 7,481 95,408
Population Density 1,709 238
Median Age 52.3 44.6
People per Household 2.5 2.7
Median Household Income 87,050 90,285
Average Income per Capita 39,718 45,199

Real estate near Chesterland