Chesterland, OH Real Estate Search

Chesterland, OH Homes for Sale

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Chesterland, OH Homes for Sale

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Newest Chesterland, OH Homes for Sale

$334,900
4 Beds 2 Baths 5242133 MLS
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.

13037 Stratford Trail, Chesterland

$995,000
5 Beds 5 Baths 5219403 MLS
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!

7775 Woodlands Trail, Chesterland

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