2 Chesterland OH Homes with Pools

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$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

$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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