Two furnished homes, eight-bedroom Woodlawn and three-bedroom Ledgelawn, anchor this 5-acre estate on Little Cranberry Island. Woodlawn, an 1890 Colonial, has an updated kitchen, formal dining room, generous living spaces, and airy decks; Ledgelawn, also with kitchen and dining and living rooms, retains extensive original details; both houses come with curated fabrics and antiques.
The Brackenside Estate, a 1900 Jacobean-style mansion, includes nine bedrooms plus a one-bedroom apartment with kitchen, living room, and den. The house features original carved-plaster ceilings, paneling, trim, leaded windows, grand staircase, and eight fireplaces; an eat-in kitchen and breakfast nook; and a muralled dining room.
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Besides its four-bedroom main residence, an expanded, restored 1880 stone house, this 11-acre homestead includes four bed-and-breakfast cabins, built in 2020, each with kitchenette and bath. The house has an entertainer’s layout, with a chef’s kitchen opening to a living area overlooking the pool and spa; dining and family rooms; and a post-and-beam primary suite with a balcony.
This 22.5-acre Mission Highlands compound includes a four-bedroom Mediterranean-contemporary home and 640-square-foot casita. The main house has lofty ceilings, glass walls, eat-in chef’s kitchen, large living area, wine cellar, three offices, and two theaters.
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An ohana, or traditional in-law house, supplements this renovated 1984 four-bedroom home on the Kona coast. The open-plan ohana has a kitchen, living-dining room, and bedroom suite; the furnished main house features bronze doors to a foyer with embedded-rock planters, vaulted great room with basalt fireplace, gourmet kitchen, ocean-facing dining room, and wine cellar–cocktail bar.
Two kitchens and separated bedrooms allow flexible living arrangements in this four-bedroom midcentury-modern home. Built in 1967, the house features distinctive architectural details; the entry, with terrazzo floors and a stacked-stone wall has floating wood stairs to an open main space with exposed beams, wood floors, fireplace, and oversize windows with leafy views.
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