Chesterland OH Real Estate & Homes for Sale

8 Properties Found

Sort Results:
1–8 of 8 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
4
Baths:
3.00
Sq.Ft.:
5,618
Status:
NEW LISTING
MLS#:
5184829
Type:
Single Family
Subdivision:
Chester 02
Lot size:
5.55 Acres
Year built:
1930
Courtesy: Keller Williams Greater Metropolitan 216-839-5500
View additional info

ADDITIONAL INFORMATION

Set on 5.5 beautifully landscaped acres in the heart of Chesterland, this meticulously cared-for colonial offers a rare combination of elegance, functionality, and space. Featuring 4 bedrooms and 2.5 baths, the home showcases beautifully restored hardwood floors throughout most of the living areas and three fireplaces that add warmth and character. The welcoming front foyer opens to the kitchen, dining room, and great room, ideal for both everyday living and entertaining. The great room features high ceilings, a stone surround with built-in grill, wood-burning fireplace, french doors and a wall of windows with stunning views of the backyard oasis and leads to a newly updated four-season sunroom with its own mini-split system. A convenient main floor laundry room and main floor primary suite enhance everyday convenience. The primary suite offers a walk-in closet and updated spa-like bath with a wet room and soaking tub. Upstairs, you’ll find additional bedrooms, updated full bath and a versatile loft space. The large finished basement includes a walk-up to the exterior, and perfect space for recreation, exercise or office with fireplace. Separate unfinished basement area for mechanicals and storage. Outdoor living at its finest with new pavers, a granite countertop, grill station with gas hookup, refrigerator, new electrical throughout exterior area, and professional landscaping featuring native plants that attract birds and pollinators. Car enthusiasts/hobbyists will appreciate the 2-car attached garage, a barn with large addition for up to 8 vehicles or storage, and an additional detached garage accommodating up to 4 cars. Additional highlights include pasture land, invisible fencing around the property, fenced dog run, whole-house generator, newer furnaces and A/C's, alarm system with exterior cameras and security lighting. Truly a one-of-a-kind property with more features than can fit here. Schedule your showing today and don't miss your chance to check it out!

Beds:
2
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
5182057
Type:
Single Family
Lot size:
0.92 Acres
Year built:
1948
Courtesy: Real of Ohio 855-450-0442
View additional info

ADDITIONAL INFORMATION

Move right in to this beautifully completely remodeled home set on nearly an acre in the heart of Chesterland! This turnkey property has been thoughtfully updated from top to bottom and is truly ready for immediate occupancy. Step inside to discover a brand-new kitchen featuring all-new cabinetry, quartz countertops, and a spacious layout with a comfortable eating area that opens seamlessly to the living room—perfect for everyday living and entertaining alike. The entire home showcases brand-new luxury vinyl plank (LVT) flooring and has been freshly painted throughout, offering a clean, modern feel. The home includes two bedrooms and a highly functional first-floor laundry room complete with an abundance of shelving and storage. Outside, enjoy the charm of a welcoming front porch, plus a backyard pergola ideal for relaxing or hosting guests. A detached garage adds convenience and additional storage. Don’t miss this opportunity to own a beautifully updated home with space, style, and comfort—schedule your showing today!

Beds:
5
Baths:
5.00
Sq.Ft.:
2,974
Status:
Active
MLS#:
5173779
Type:
Single Family
Subdivision:
County Line Estates #2
Lot size:
2.03 Acres
Year built:
1959
Courtesy: Berkshire Hathaway HomeServices Professional Realty 440-781-2455
View additional info

ADDITIONAL INFORMATION

This flexible 4-5 bedroom Chesterland colonial is designed to grow and shift with you. it’s perfect for multigenerational living, blended families, or anyone craving a home that adapts as life evolves. Step into a living room where a gas fireplace wrapped in custom built-ins sets the tone for holiday moments, slow mornings, and the calm rhythm of daily life. The kitchen offers generous storage & prep space with an eat in nook. The formal dining room flows into a dreamy screened-in porch—an indoor/outdoor hideaway for coffee, cocktails, or late-summer dinners. Just beyond, the fenced patio opens to a wide, open lawn that feels like your own private park. A heated in-ground pool—freshly painted in ’24 and enhanced with new handrails and a bar—anchors the backyard, inviting pool parties, neighborhood chili cook-offs, or a sunset float. What makes this property especially rare is the flexibility of the floorplan: a true first-floor primary suite option with an ADA-compliant full bath and walk-in closet added in ’23, perfect for aging parents or anyone who wants main-floor living. Or, use the same area as a spacious family room with a picture window framing the pool and wooded backyard. Upstairs, 4 bedrooms and 3 full baths offer everyone their own retreat, including TWO large ensuite bedrooms with modern bathrooms and 2 additional bedrooms served by another full bath. The lower level—freshly waterproofed in ’25—provides excellent storage and a second laundry area. Throughout the home, the updates tell a story of thoughtful care: 200-amp electrical service (’23), whole-house Generac setup (’24), driveway sealing and coating (’25), new sulfur guard and pressure tank (’24), new front deck and ramp (’24), and responsible tree removal (’25). Set on a beloved street just east of Gates Mills and within top-ranked West Geauga Schools, the home is as practical as it is soulful—ready for the next chapter, the next generation, and every version of “family” you bring with you.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,371
Status:
Active
MLS#:
5170279
Type:
Single Family
Lot size:
5.39 Acres
Year built:
1990
Courtesy: Keller Williams Greater Cleveland Northeast 440-255-5500
View additional info

ADDITIONAL INFORMATION

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 entertaining/holiday dinners! Plenty of counter space and cabinets for the gourmet cook. Check out that natural wood hood sitting over your chef's range. Pantry and coffee/cocktail station are also in the heart of the home. Kitchen also has a door that leads to the deck for summer barbecues. 1st floor bedroom with a 1st floor full bath is great for guests or can be used as an office. 3 car attached garage entry with space for all your coats, boots and backpacks. Heading up stairs you will find a generous Primary suite with a beautifully remodeled master bath and cedar closets. 2 additional bedrooms and another full bath along with a Library nook, laundry and walk out upper decks round out the upstairs! Lower level features finished recreation room with a Napoleon vented cast iron gas stove, and plenty of storage. Updates include*hot water tank* AC * whole house generator*whole house humidifier* All new kinetico water softener system* basement has been previously waterproofed * Massive 3+ car detached garage/barn added along with Network cable - 100 AMP power - and Natural gas. This garage is truly a mechanic's/car junkie/ toy collector's dream and has enough space for a car lift on one end. Enjoy this country setting just minutes from freeway access, shopping, and Patterson Fruit Farm! Come see it and fall in love!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,376
Status:
Active
MLS#:
5168163
Type:
Single Family
Lot size:
9.42 Acres
Year built:
1972
Courtesy: Engel & Völkers Distinct 440-568-0400
View additional info

ADDITIONAL INFORMATION

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 steel appliances, large island with seating & extends into the dining area anchored by a striking exposed brick wall showcasing a woodburning fireplace, wet bar area & a set of sliders leading to spacious deck areas, making gathering & entertaining easy. The kitchen/dining area flows into the family room & features an additional fireplace & large windows that frame picturesque wooded views. The expansive primary suite is a true retreat featuring dramatic vaulted ceilings w/exposed beams, a wall of windows showcasing treetop views, brick faced fireplace & French doors that open to the ensuite bath. Two additional bedrooms & a full bath complete the 2nd floor. Additional living space in the spacious LL recreation room (currently being used as a bedroom) offering recessed lighting, brick fireplace & walk-out access to an expansive deck with serene views. Outside is over 9 wooded acres including a 2 car attached garage, a chicken coop & so much more! Recent updates include: replaced furnace & central air, added additional parking pad & built chicken coop (2022), replaced washer, dryer, dishwasher, stove, refrigerator & microwave (2023), completed lower level remodel & added walk out deck, replaced siding on front of house, painted entire exterior & replaced carpet to the bedrooms (2025). Included are all kitchen appliances, washer/dryer & tv mounts. Conveniently located near I-90, I-271, OH-44, restaurants, shopping & other local attractions.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,018
Status:
Active
MLS#:
5163622
Type:
Single Family
Subdivision:
Carmichael
Lot size:
1.03 Acres
Year built:
1975
Courtesy: Berkshire Hathaway HomeServices Professional Realty 440-296-5006
View additional info

ADDITIONAL INFORMATION

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. The impressive home theater room offers 368 additional square footage and features African slate, solid maple floors, and a cozy fireplace! Major updates include a new well pump system (2022) and a newer central air unit (2021). Home also features a whole-house natural gas generator and boiler heat with central air, offering the best of both worlds! Ample storage with a large basement, oversized garage with storage above, and an invisible fence surrounding the property. Prime location with short distance to schools and library, with easy access to town and freeway. Truly move-in ready!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
5163277
Type:
Single Family
Lot size:
3.16 Acres
Year built:
1947
Courtesy: RealtyNet, Inc. 440-729-5500
View additional info

ADDITIONAL INFORMATION

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 grade with finished Rec Rm area and walk-out's to side and rear of home / Unfinished area of basement includes a Laundry Rm and Workshop / Hot water boiler / Long asphalt driveway approach off Caves Rd with turn-around at garage with second exit on to Cedar Rd / Large garage with lower level for storage and second floor Workshop with lots of glass to brighten your project space / Tennis court needs maintenance / Whole house generator

Open House:

Sunday, 2/22 12:00-2:00PM

More Open House Info >

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.

Refine Property Search
Page 1 of 1    Prev | Next
1–8 of 8 properties displayed
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 44026 Real Estate

Chesterland is located in Ohio. Chesterland, Ohio 44026has a population of 7,481. Chesterland 44026 is less family-centric than the surrounding county with 25.83% 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 44026 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 44026 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

    $387,500
    13.4%
    change since last quarter
  • # Active listings

    9
    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
* Willoughby-Eastlake Tech Cente 10 - 12 105 15.1 44094
School of Innovation UG - UG 0 44094

Demographics near Chesterland, OH 44026

Zip Code City
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