Chesterland, OH Homes for Sale

Dreaming of a lifestyle property where you can live, grow, and earn—all in one place? This rare 10-acre gem offers the perfect blend of self-sufficiency, charm, and income potential. Nestled just minutes from Hawken Private School, this beautifully preserved 4-bedroom farmhouse-style home offers a serene, grounded lifestyle with updated comforts. From original woodwork that tells a story, to

Nicholas Huscroft Chosen Real Estate Group

This charming Colonial features almost 3000 sq feet of space along with 4 bed rooms and 3 bathrooms (2/1). It sits on a quiet and beautiful 5.5 acres in Bentbrook Farms. The back offers incredible views of stunning land leading to a meadow and lake. It has been kept meticulously clean and in good condition with care over the years and is move-in ready, but this dream home is also ready for you to

Michael Jenoff Century 21 Homestar

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.

Joan Elfein Ohio Broker Direct

Rare find with full first floor in-law or teen suite with large bedroom, full bath, full additional kitchen and laundry room. Six garage spaces . Car collector or shop craftsman dream. Very well maintained, newer high end windows, beautiful oak hardwood floors throughout some exposed and some under carpet. Could use some decorating with paint and carpet.Corian counters and counter depth

Marks of Excellence Team RE/MAX Traditions

Wonderful original owner colonial ready for a new generation to make this their home. The 5 acre property backs up to the golf course & is wooded for privacy. The brick & sided home was built for a family with a huge spacious living room & dining room with gleaming HDWD floors & expansive windows overlooking the property. The cozy kitchen has maple cabinetry, lots of counter space & all

Mary Beth O'Neill Keller Williams Greater Cleveland Northeast

TO BE BUILT: JEMM Construction's "The Madison", Three Bedroom, First Floor Owner's Suite, Classic Style with All the Touches of Modern Living. 2,303 Total Square Feet, Covered Porch, Foyer Entrance, Beamed Great Room Open to Kitchen and Dining, First Floor Owner's Suite, First Floor Office/Guest Room, Half Bath, Two Additional Bedrooms and Full Bath Upstairs, Full Unfinished Basement, Attached

Linda Ebersbacher Howard Hanna

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 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 a large

Donna Toth Keller Williams Living

Tremendous opportunity to own this large one-level home on a quiet street in Chesterland. The property sits on just over 2 acres and is near the Gates Mills border which makes it a very convenient distance from both Mayfield and Chesterland shopping and services all while providing a relaxing country experience. The house boasts a total of 5, yes FIVE, garage spaces! There is an attached 3 car

Tim Ambrose Keller Williams Greater Cleveland Northeast

Great investment opportunity in the heart of Chesterland, Ohio! This all-brick 4-unit complex sits on a spacious 1.1-acre lot with frontage to Chillicothe Road, offering future development potential. Each unit features 2 bedrooms, 1 full bath, a kitchen, and a comfortable family room. The property includes a private parking lot, a 2-car garage, and a storage shed for added convenience. All four

Mathew Grazia McDowell Homes Real Estate Services

Welcome to your own Story Book Forest home that is nestled on a private 1.51-acre oasis. This home is a charming 4-bedroom, 2.5-bathroom split-level home offering serene views of the Chagrin River. Inside, beautiful wood floors flow through the open-concept kitchen and family room, boasting breathtaking property views. Enjoy year-round comfort in the four-season sunroom, equipped with a split

Meegan Smolsky Real of Ohio

This cozym rustic Chesterland ranch has all the warm vibes with huge wooden headers throughout, country wooden cabinets in the kitchen, and a barn door to separate the rear living space from the front. There are 4 bedrooms, a room that would make a great office space, music room or play area with a pellet stove, two full baths (one having a tub while one has a walk-in shower), both a living room

Julie Hogston Real of Ohio

Walk right in to be met by an amazing spiral staircase. This generously sized Colonial at 2,552 sq ft offers 4 bedrooms, 2 1/2 baths, living room, dining room, family room and an enclosed sun porch. Step into the oversized kitchen that is complete with 3 wall ovens, spacious island, plenty of cabinet space, and sliders to a side patio. The home provides plenty of space for comfortable living.

Anita Butler Howard Hanna

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

Welcome to this Charming, Serene Home situated at 13443 Lakewood Drive in the heart of Chesterland Ohio within West Geauga School District! Set away from the street This Home has an landscaped treed yard, long driveway and paved walkway to the front door. Upon entering you’re welcomed to a small foyer leading to the front living room with its large bay window with a wonderful view of the front

Cesar Hernandez Lokal Real Estate, LLC.

This one owner custom designed and built stone and cedar "mountain modern" home is absolutely a masterpiece! Sited on a private 3+acre site, this home has an open flowing floor plan designed for grand scale entertaining and luxury living! Upon entering this home, one will notice the incredible ceiling heights, the walls of windows, the spectacular stone fireplaces, and the incredible use of wood

Adam Kaufman Howard Hanna

Welcome home! Sitting on a private 1.03-acre lot, this 3-bedroom, 2-bath brick ranch offers the ease of one-floor living in a desirable Chesterland location. This 1,632 sq ft home features an open floor plan with a spacious great room and wood-burning fireplace, flowing into the dining area for comfortable everyday living. All bedrooms are on the main floor, and the primary bedroom includes a

Richard Piraino Howard Hanna

Escape the hustle and bustle of everyday life and discover your peaceful sanctuary on this beautiful 1.5 acres, 5 bedrooms, 3 baths, Cape Cod with attached 2-car garage. The main floor of this home features a kitchen with an eat-in area, family room perfect for gatherings, living room, dining room, 2 spacious bedrooms, 1.5 baths and a laundry room. The second floor continues with 3 enormous

Penelope Coutris Keller Williams Citywide

Step into a delightful blend of country comfort and contemporary style in this beautifully maintained Chesterland residence. SO MANY UPDATES. Offering a generous 2,379 square feet of thoughtfully designed living space, this inviting home features three spacious bedrooms and one and a half bathrooms – both recently renovated to perfection! The heart of this home welcomes you with warm, open spaces

Jennifer Vidmar HomeSmart Real Estate Momentum LLC

This Breathtaking 1.5 Acre Parcel Offers the Perfect Landscape to Build Your Dream Home. Rare Opportunity As Parcels in West Geauga School District Are Few and Far Between. Majestically Situated on Heath Road with Sunnybrook Preserve Lodge, Geauga Park District Just Down the Street! This Parcel is Approximately 150' x 435', is Wooded and Offers Privacy and Nature Abounding! The Back of This

Linda Ebersbacher Howard Hanna

Michael Petterson Howard Hanna

Great opportunity in Gates Mills! This property offers multiple use, three total lots nestled in a beautiful serene private setting. Live in the present home - or build two more homes on the adjoining lots or simply enjoy your own private haven! Built in 1987 with long, secluded stone winding drive nestled between the two adjoining buildable lots total of almost 10 acres giving you complete

Carmella Corbo Howard Hanna

GREAT NEW PRICE! Exquisite French Country Estate, set on over 5 acres of serene, private grounds. This architectural masterpiece blends timeless elegance with modern luxury in one of the most sought-after settings. The stone and shingle façade, crowned by a slate roof and turrets, evokes effortless country distinction. Stone walkways and terraces wind through meticulously designed gardens,

Annalie Glazen Berkshire Hathaway HomeServices Professional Realty

Create your dream home on this stunning wooded lot, spanning over 6.5 acres, in the charming village of Gates Mills. Experience peace and tranquility while still being conveniently close to everything you need!

Adam Kaufman Howard Hanna