Chesterland OH Real Estate & Homes for Sale
The median home value in Chesterland, OH is $245,000.
This is
higher than
the county median home value of $212,800.
The national median home value is $185,800.
The average price of homes sold in Chesterland, OH is $245,000.
Approximately 89.81% of Chesterland homes are owned,
compared to 7.46% rented, while
2.73% are vacant.
Chesterland real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Chesterland real estate agent to arrange a tour today! 
Open House: Sunday, 3/1 12:00-2:00PM ADDITIONAL INFORMATIONBeautiful ranch on 3.11 Acres. This is a truly custom designed home with a modern flair built in 2007. High end finishes throughout. Custom built cabinets in the kitchen with granite counter tops. Fisher and Paykel 2 drawer dishwasher. Fisher and Paykel built in convection oven. With a large center island with plenty of storage. Hard wood flooring throughout the kitchen. Master bath has a large walk in shower with 3 body sprays and an overhead shower. Travertine on the shower, sink and floor. 2nd bathroom has a whirlpool tub with a shower. Recessed lighting throughout the entire house. Brushed nickel hardware throughout the home. Very large poured concrete basement with 9 foot ceilings and glass block windows. The basement is spacious and waiting to be finished. Attractive well light exterior lighting. Trex decking, no maintenance. 2 car attached garage, Central air, There are also 3 redwoods on the property. Nice and private 3.11 acres West Geauga School System. 
ADDITIONAL INFORMATIONThe Ultimate Home / Workshop Combination * The Upper Level offers a Spacious Living Room & Dining Room * Eat-in-Kitchen * Built In Charcoal Grill * Sliding Door to Expansive Deck * 5 Bedrooms *The Walkout / Drive-out Lower Level provides Income Opportunities * 8 Foot Door * Updated Electrical has 220/3 Phase Service * Wired for Generator Hookup * Recreation Room with Brick Fireplace * Office * Workshop * Full Bath *Nestled on a Private 2.6 Wooded Acres * New Septic 2020 * Freshly Painted 2020 * New Windows 2015 * Hot Water Tank 2015 * New Roof 2010 * New Boiler 2005 * Home Warranty * Surrounded by Nature and Higher Priced Homes * 
ADDITIONAL INFORMATIONSuch an opportunity! Take a look at this well-maintained home on 5 acres. As you enter, you are greeted with the warm embrace of comfort & creativity! A nice flow of space makes you feel right at home. The living room has a beautiful stone fireplace & is open to the dining room. An efficient kitchen overlooks a rolling backyard & a sunroom give more gorgeous views. A full bath & bedroom round out the first floor. HAVE YOU BEEN LOOKING FOR A HOME TO LIVE IN AND RUN YOUR SMALL BUSINESS OUT OF?? This home has an addition of 26' X 20' currently used to run a home business. This space has its own entrance, full bath & 2 separate parking spaces! Light and bright, this area has a skylight & lots of closet space; can be used as an In-Law/Teen Suite/Yoga/Artist Studio or your private Master Suite! Another smaller room connected & can be utilized with this space. A full basement has a big finished rec room & another stone fireplace. Fireplace has a functioning wood-burner & can also supplement your heat. Also, in the lower level, is a laundry area, glass block windows, pantry space & great workshop! Outside is a deck that leads to a patio & picnic area, beautiful pond & fabulous gardens are also here! Additionally, there's a handsome barn open for storage of your toys, cars, etc., but can be converted for 1 or 2 horses! Trails, bridges, streams & tons of woods to explore. New furnace & A/C were installed in 2019, & the roof is 5 yrs old! All this in the West Geauga School District! $1,299,9009490 Sherman Road Chesterland, OH 44026
ADDITIONAL INFORMATIONLake Auction Services Auction (Not a Live In-Person Auction). Published List Price is the "Suggested Starting Bid" and not a "Reserve Price". No Extra Buyer's Fees. Submit Offers Now because the Seller can Sell before the Auction Date. Incredible estate on almost 14 breathtaking acres. Boasting a 2-story great room with an antique barn-stone fireplace & hand-carved vaulted ceilings opens to one of many outdoor entertaining spaces. Gourmet chef’s kitchen with walnut island, soapstone countertops, & Sub-Zero/Wolf appliances. 1st floor master suite includes den with fireplace, private terrace overlooking pond, & an ensuite bath with an infinity soaking tub, glass shower, marble counters, & heated floors. Two laundry areas conveniently located on the 1st & 2nd levels. Upstairs has 3 additional bedrooms w/ walk-in closets, 2 bathrooms, an additional living room, and full guest/in law suite featuring kitchen, bedroom, bathroom, living room, loft, & terrace. Lower level living room with oak floors, stone fireplace & temper-controlled wine cellar with antique warehouse door, full bathroom, workout room, craft room & recreational room. Bluestone patio and outdoor firepit as well as a fully stocked pond, tree house and zip line for those private nights on your own private oasis! 
ADDITIONAL INFORMATIONAmazing investment opportunity awaits on a beautiful, private cul de sac street in Chesterland. This large 4 bedroom split sits on over an acre of land. The home has 2 large living area with beautiful fireplace and mantle. The privacy can be enjoyed in the large wooded back yard giving you beautiful sounds and views of nature. Upstairs you will find 4 spacious bedrooms and 2 full baths. This home is being sold "As Is". 
ADDITIONAL INFORMATIONSpacious 4 bedroom 1.5 bathroom ranch with large open living area that has vaulted ceilings on a spacious 1 acre lot. Tons of potential here. 
ADDITIONAL INFORMATIONExtremely spacious four bedroom home with over two acres of wooded land. Attached 2 car garage, huge Rec room and open kitchen! This home features a beautiful sun room/3 season room and a deck on the back of the house overlooking part of the creek! Don't miss this opportunity to customize your dream home! Sold as is. 
ADDITIONAL INFORMATIONYour chance to own a custom Payne and Payne home on some of the most beautiful acreage in the county is here. Enjoy the tax benefits of Munson Township in Geauga, with the quality and craftsmanship of one of Geauga's premier local builders. Stop waiting for the right house and build your dream home. This property was once owned by the Holden family and has not been available on the market in over 30 years, with only 2 owners. Other denominations of land available include: approx. 26, 13, 9, 7, 6, and 5 acres. 
ADDITIONAL INFORMATIONLarge inviting fireplace in the living room also has vaulted ceilings and exposed beams. Tons of storage in the kitchen. Lots of natural light in the bedrooms. Private treed lot. Lots of character! 
ADDITIONAL INFORMATIONThis home has been in the same family since it was built in 1957, and has been well maintained. If you looking for a home with 5 large bedrooms look no further here it is! This property is situated on a park like 5 acres. Griswold Creek runs through the back of the property and the woods beyond are a nature lovers playground. During the summer imagine sleeping with your windows open and hearing a babbling brook. Raised bed garden boxes are in the back yard for you to have fun with. Most of the windows and doors have been replaced and the kitchen has been remolded in recent years. Open floor concept on the main floor great for entertaining family and friends the back deck and front porch are right at the first floor level making it great additional entertaining areas. Park your cars in the 30 x 22 attached garage which has an area that would be great area to wash your trusted four legged friend Fido. The laundry room is located ion the basement and is in a 35 X 17 unfinished area. This home has over 4,000 sq ft of living space. Add this to the 5 beautiful acres and BRAND NEW SEPTIC .... Do not miss out on this beauty. 
ADDITIONAL INFORMATIONDon't miss this fantastic opportunity to own a large family home in this great part of Chesterland! This property boasts a huge eat-in kitchen with lots of cabinets, large living room, formal dining room, a huge family room with fireplace, and 2 1/2 baths (including a half bath off the master bedroom). The location is second to none as you are a part of the highly sought after West Geauga school district while still just a short drive to shopping/restaurants in the Mayfield and Chesterland areas. Book your appointment ASAP! 
ADDITIONAL INFORMATIONCustom build your own home! We can change the price according to what you would like to build. This home comes complete with septic and well. Contact your agent today if you would like to sit down with the builder. 
Open House: Sunday, 3/1 12:00-2:00PM ADDITIONAL INFORMATIONMove Right In!! This house needs nothing but a new family. 4 Bedroom 2.5 bath in a great location. Award winning West Geauga Schools. Built in 1988, the house sits at the end of a cul de sac. Newer Kitchen, Roof, and Rec Room and all the bath rooms have been updated. This house is also perfect for entertaining. Large rear deck and all stone fire pit with professional landscaping. The 40 x 30 Outbuilding was completed in 2016. Commercial electric on its own meter. Multi 220 lines and a 3 phase converter. Radiant flooring with a loft. Septic was replaced in 2015. 
Open House: Saturday, 2/29 1:00-3:00PM ADDITIONAL INFORMATIONPrime Location, Tudor/Colonial set back & up from road on private 2.33 acres.Well maintained offering over 3100 sq. ft. of space NOT including unfinished basement. Front brick patio, outbuilding/barn & circle drive. Few steps to entrance, foyer w/2 closets opens up to living rm w/ wood burning fireplace, lots of natural light. Large dining rm could allow the long farm kitchen table or a smaller table, sofa chairs, coffee table in the nook to enjoy view. Slider to rear deck & hillside backyard. Gorgeous kitchen w/ loads of cabinets, granite counters, insta hot, water line for pots & stainless appliances. To the left is a small hallway w/ door to basement, w/ crawl space, mechanics, laundry hook up, used as a workshop & potential to be finished. You pass the half bath on right & enter the family room addition. Designed by production manager -worked on movie Spiderman, this UNIQUE GREAT rm where likely to spend most of your time, features 2 gas fireplaces, upper level used for lounging area overlooking/entrance to 3season room. 3 steps down to lower rm perfect for entertaining, secret door to laundry room & 3 car garage. Oversized bdrms & all wood floors under carpet of 2nd floor. The master has bonus room could be used as nursery, walk in closet, library, workout area, or office. 3rd floor is private & an amazing "suite" w/ own full bath ,2nd furnace & 3 storage closets. Full house generator, bring personal color choices, all has been done w/ care by owners. THIS is it. 
ADDITIONAL INFORMATIONWelcome to this beautiful, remodeled, move-in ready Country Home minutes from Freeway & Shopping! All rooms throughout the home have been freshly painted, have new flooring, light fixtures and fans, and new doors. All ceilings were refinished as well. Eat-In Kitchen has been extended and updated to create an open concept layout with two walls of windows filling the room with natural light. Kitchen also includes many extras such as new soft-close kitchen cabinets, new appliances, Moen faucet, sink, granite countertops, and a walk-in pantry. A large 6 x 7 ft. island with a one-piece granite top features a breakfast bar that includes additional dining. Kitchen features a double-sided fireplace to the study/office, new baseboards, and crown molding. All 1st floor Bedrooms are neutrally decorated. 1st FL Full Bath also has been fully remodeled with new tile and plumbing fixtures. Private, 2nd FL Master Bedroom Suite includes a sitting room and walk-in closet. Master Bathroom has been totally remodeled with new granite countertops and additional make-up vanity plus a walk-in shower with sitting bench. Sunroom, which is located between the house and the 4-car garage, creates a natural retreat for morning coffee or evening reading. 33ftx21ft Outbuilding has room for a workshop and another car. This home has two newer furnaces and two A/C units . Septic was replaced in 2011. New walkway and back patio. 
ADDITIONAL INFORMATIONSpacious 5-Bedroom Colonial sitting on 5 acres and a cul-de-sac in Chesterland awaits its new owners! Beautiful brick exterior creates an estately impression that continues once inside. Center-hall staircase with beautiful woodwork greets you in the foyer while quality granite, cabinetry, and molding continue throughout the house. High ceilings lead you upstairs to 3 bedrooms, 2 full baths, a bonus room off the master, and a front upper-level balcony that is perfect for a sunset unwind or having coffee while you wait for the school bus! The main level boasts a full bath and 1 bedroom with a private entrance and deck. From the 2-car attached heated garage, the lower level has its own separate entrance to a spacious 5th bedroom, full bath, and a versatile finished room with excess storage; this is IN ADDITION to the plethora of storage on the unfinished side of the basement. Main AND lower level laundry! A 3-car detached heated garage w/lift has a small animal shed built off the back. Enjoy relaxing in the sunroom, an evening in the cedar hot tub room, or entertaining in the large formal dining room; each room flows graciously from the gorgeous kitchen making entertaining a breeze. Newly stained, tiered rear deck overlooks the beautiful backyard providing the perfect combination of elegance, convenience and nature escape! Partial driveway replacement done Fall 2019. Seller paid 1-yr. home warranty, automatic generator and zoned heating come with this great house and property! 
ADDITIONAL INFORMATION4 Bed, 2 full Bath home on 1 acre. Open kitchen w/ custom cabinets, granite, new floor, breakfast bar. Living & Dining Room w/ vaulted ceilings. Family Room w/ tile fireplace, new carpet, sliding doors to patio. Guest Room/Den w/ private full Bath. 3 bedrooms w/ hardwood floors & full bath. 2-car attached garage. LED lighting throughout. 
ADDITIONAL INFORMATIONWonderfully maintained home in secluded Sherman Hills subdivision with city sewer. Many updates throughout include: Addition of the Great room, extended basement below great room, retaining wall, window replacements in 90-92 (most being Pella), sump pump in 2018, gutter guards in 2016, some plumbing and discharge pipes in 2018, and furnace in 2016. Cathedral ceilings in Great room with walls of windows to overlook the picturesque back yard complete with pond that has an aeration pump that was added in 2017. Family room with Fireplace. Four generous sized bedrooms with plenty of storage, including attic access. Second level bath remodeled now has double sinks, glass door tiled shower and medicine cabinet. Bedroom on first floor could be used an an office and has access to family room and full bath with walk in soak tub. Kitchen boasts plenty of unique features including garden window, ceramic tile flooring, granite countertops, GE gas oven with burners, grill and griddle areas. First floor Laundry room. Dining room has large eat in area that steps down into the family/great room area. 40 x 30 Barn/Out building was built in 2001 and has heat, A/C, no skid floor, and an overhead 12 ft. door. Wide driveway with turn around feature. Motion security light in front of home. Oversized deck on side/back of house & has attached Gazebo. Must be seen to appreciate all the extra features and upgrades. Whole house Generac Generator. 1 year Americas Preferred Home Warranty included. 
ADDITIONAL INFORMATIONGreat opportunity for the Century Home lover. Fall in love with charm and history on 2.3 acres. Kitchen with knotty pine cabinets, fireplace, Kit. opens to sun porch. A perfect place to sit year round to gather with family or friends. Formal Dining Room, Large Living Room, with book shelves & fireplace. One bedroom on 1st. Beautiful hardwood floors on first. Two large bedrooms on 2nd. Family room has beamed ceiling & brick walled fireplace. Several out blds, large bank barn, possible chicken coop or art studio. The home sits on a mix of rolling land, wooded areas, and flat area where an old orchard stood. Two car garage space in the barn. A one year Home Warranty is offered. Wonderful West Geauga Schools, and Geauga County taxes. 
ADDITIONAL INFORMATIONFabulous Equestrian Farm! In-Door Riding Arena! 3 Bedroom, 2 Full Bath Ranch Home on 6.37 Acres is Rented! Property is Currently Used As A Full Service Boarding & Lesson Facility w/ 20 Box Stalls Which Can Be Rented For $600 Each! 120x90 Limestone & 280x180 Sand Ring Outdoor Arena! Eight All Weather Turn Outs & Six Grass Pastures! Vinyl Fencing! Indoor Riding Arena Features Loft Storage For Hay, Cooled Viewing Room, Office & Full Bath! This Property Is Ready For Horse Lover's! Make An Offer! 
ADDITIONAL INFORMATIONBeautifully renovated home on over 3 acres w/ attached in-law suite! New HVAC, electric & plumbing throughout(2019). New windows, siding, fixtures & appliances (2019). Close to shopping, medical, food, & entertainment. Tons of parks & nurseries in the area. Enter through side door to stairwell leading down to coat room & pantry, or up to amazing, bright kitchen featuring newer white, soft-close shaker cabinetry & brand new stainless steal appliances. You’ll feel enriched, relaxing on huge back deck when you exit through dining room sliding door w/ views of lightly wooded 3 acres & access to in-law suite. Cozy up by the fireplace in newly carpeted living room or hang out & entertain in sun room, in all four seasons! Head upstairs to all three main house bedrooms, w/ same level laundry room & full bath w/ new ceramic flooring(2019). Master suite offers vaulted ceilings, light wood beams, bathroom w/ separate newly installed glamour shower and vanity. Great size additional bedrooms down hall, featuring extensive closet space and vaulted ceiling with custom wood beam & lighting. In-law suite is detached & equipped for full kitchen & full bathroom, vaulted ceilings, glass slider & bay window. In-law is unfinished if you want to use as pool house or summer kitchen & exercise option for pool. Property is protected by 24 hour video surveillance. Call list agent for more details or to schedule your showing! 
ADDITIONAL INFORMATIONCharming Century Home with white privacy fencing sits high on a beautiful 18 acre parcel with rolling pastures and woods. The home has abundant millwork and built-ins, plantation shutters throughout as well as 3 fireplaces and wide plank hardwood flooring in the Dining Room, Living Room and Master Bedroom. Newer windows throughout and hardwood flooring has been added to the remaining 3 bedrooms and the office. Part of an enclosed patio has been remodeled and added to the home. This addition has knotty pine paneling, ceramic tile flooring that matches the Kitchen, walls of windows and a skylight. Panoramic views can be seen from the bay window in the Living Room that overlooks the grounds, the in-ground pool, pool house and bank barn. From the back porch enter the mud room that opens to the Kitchen with a fireplace having a built-in wood stove. Enjoy the convenience of an automatic generator and the 3 car garage. The bank barn has 5 stalls, one more smaller stall and an area that can be converted to 4 more stalls. There are 5 pastures, all fenced-in. The 500+ feet on Sherman Road offers a possible lot split. Only minutes to route 306 and Mayfield Roads provides freeway access to Cleveland. 
ADDITIONAL INFORMATIONExpansive 5 Bedroom, Front Porch, Dutch Colonial, 4,452 SF of Living Space! Situated on 3+ Treed Acres with an Amazing 36 x 30' Two Story Pole Bar with a Concrete Floor that Can Hold Up to 6 Cars, Side Overhang, Electric & a Second Floor Great for Storage, Barn Dances/Parties - Perfect for the Car Enthusiast/Collector, Wood Worker or the Ultimate Man Cave or Animals! Enter this Home to a Welcoming 2-Story, Ceramic Foyer Entrance with Large Guest Closet, Wall of Windows & Guest Half Bath. To Your Right Find a Formal Living Room, Recently Painted & Carpeted and Formal Dining with a Decorative Fireplace! The Kitchen is the Hub of This Home with a Large Dine In Area, Breakfast Bar & Sliders to a Patio to Enjoy the Private Back Yard! Separating the Kitchen and Family Room is the Mud Room as You Enter from the Attached 2-Car Garage. There is a 1st Floor Laundry Room Along with a 1st Floor Storage Room Just off the Family Room. Upstairs Find 5 Generous Bedrooms & 3 Full Spacious Baths. A Newer Master Suite Addition Features a Glorious Sitting Room/Office & Walk-In Closet Taking You to A Relaxing Vaulted Master Bedroom Overlooking the Back Yard & a Master Bath Haven! You Can Even Put a Separate Upstairs Laundry in the Master Bathroom which is Already Plumbed for Your Convenience! This Property Has So Much to Offer and Is an Extraordinary Value ... Just Bring Your Personal Touch. Possible Horse Property! Geauga County has Tested & Passed The Septic System Too!!! 
ADDITIONAL INFORMATIONStunning, light-filled, contemporary cedar home custom built by Bob Grossberg for the present owners. If you are looking for privacy, you will appreciate the extremely private 2.75 acre landscaped wooded lot. Six garage spaces! Pella windows throughout. The first floor features an open concept with wood flooring, vaulted ceilings, marble fireplace (wood and gas), wall sconces, granite kitchen with expanded cabinetry and writing desk. The inviting kitchen overlooks a large two tiered deck with cedar pergola absolutely perfect for entertaining. There is a first floor laundry room, office, and one full marble bathroom The spiral staircase on the first floor level leads to theatre room with projection screen and fireplace. Upstairs is a spacious master suite with loft and marble glamour bath, a guest bedroom and bathroom. The first floor den with adjacent bath could easily be converted to a first floor master. Added bonus of a 38 X 28 freestanding additional garage, 12 foot ceiling, hot and cold water and attic space. 13 course basement! Wonderful detail and quality throughout. Truly a unique residence. 
ADDITIONAL INFORMATIONThis Historic Century Home, adorned with many classic architectural features, including beautiful millwork throughout, is situated on a 6.32 acres Equestrian Estate, with a barn that has 12 stalls, 3 pastures, paddock, 2 tack rms, newer fencing, & hay loft. Enter your home through the grand foyer with French Doors which lead you to your stone covered patio ideal for entertaining. For your relaxing moments, sit in the classic style Great Room with hrdwd flrs, FP, bay window; all enhanced with wainscoting, chair rail, & crown moldings. Retire to your Parlor with a second fireplace, plush carpeting & built in shelves. The updated spacious Kitchen is well designed for gatherings with Granite counter tops, Hickory Decora Cabinets with soft close drawers, garden sink, breakfast bar, porcelain floors, newer appliances, & a Morning Room with mesmerizing views of your Estate. The first floor Bedroom could be used as your Master Suite or a Guest Suite and includes a full updated Bath. The second floor Gracious Master Suite offers the third FP, hdwd flrs, two separate dressing rooms with cherry built in closets. The Master Bath has been updated. The 4 car garage has plenty of space for any type of vehicle or equipment. The history of this property traces back to the 1790’s and believed to be part of the underground railroad. There have been some well-known Celebrities who have owned this property. Owning this property is truly owning part of the History of the Western Reserve.
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