Chesterland, OH 5 Bedroom Homes for Sale

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Newest Chesterland, OH 5 Bedroom Homes for Sale

$400,000

5 Beds ⋅ 3 Baths ⋅ 5243801 MLS

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!

9284 Mayfield Road, Chesterland

$2,750,000

5 Beds ⋅ 8 Baths ⋅ 5241609 MLS

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.

12157 Sperry Road, 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

$1,295,000

5 Beds ⋅ 5 Baths ⋅ 5215468 MLS

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.

7885 Pear Tree Drive, Chesterland

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