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$3,500,000
5 Beds ⋅ 7 Baths
Perched 150 feet above sea level on one of Westerly's highest elevations and views of Block Island the Odiseya Estate is a 4.73-acre coastal sanctuary where Mediterranean grandeur meets rugged New England beauty. Centered around a meticulously renovated 4,300-square-foot villa, this private retreat offers an unparalleled blend of artisanal craftsmanship and modern sustainability. Inside, the home features luminous Venetian plaster walls, soaring cedar cathedral ceilings, and rich cherry and teak flooring. The gourmet kitchen boasts custom Amish cabinetry and an authentic wood-fired stone pizza oven, creating an unforgettable setting for culinary gatherings. A luxurious primary suite serves as an intimate sanctuary, complete with a private balcony for sipping morning coffee while taking in distant water views and ocean breezes. Updated with triple-pane windows and high-efficiency systems, the villa ensures exceptional comfort in every season. Outdoors, the estate unfolds into both an active recreational haven and a working agricultural paradise, featuring a private tennis court, a heated greenhouse, and a thriving orchard with over fifty fruit trees and active honeybee hives. Located just minutes from the world-class beaches, shops, and dining of Watch Hill, Odiseya Estate stands as an extraordinary coastal sanctuary, an eco-luxury haven, or a lucrative turn-key opportunity for a premier Airbnb rental.

325 Post Road, Westerly

Listing courtesy of William Pitt Sotheby's Int'l. Contact:

$474,900
5 Beds ⋅ 3 Baths
This home is ready for another generation of happy memories and good times. 177 Canal St. is 1,498 sq.ft. Ranch with 3 bedrooms on the first floor and 2 more bedrooms with a half bath on the second floor for a total of five bedrooms. Perfect for a large family or that unexpected visit from out of state family or friends that come to enjoy what Westerly living has to offer. They could arrive by automobile, by train, at the Westerly Train Station or by plane, at the Westerly Airport. With an attached 2-car garage, this home is also a great family vacation home or a weekend getaway. It has a paved driveway with enough room next to it for your boat. The Beach is a few minutes away. Casinos, Mystic Aquarium/Seaport are less than 20 minutes away. As well as museums, the ferry to Block Island or Newport are within a short drive. Updates include a newer furnace, vinyl siding, garage doors, first floor bath and a roof that's 10 years young. Although the kitchen needs a little love, all the appliances work and this home is move-in ready. Hard wood flooring throughout the first floor, including the kitchen makes updating this home a breeze. The basement has a kitchen, full bath with a tub/shower, a wood fireplace, a pizza oven, a propane convection oven and bar for entertaining with a walk-out to the back yard. Speaking of the back yard, it's big enough for outdoor entertaining but small enough for easy maintenance with an outdoor shower to rinse off when you return from the beach.

177 Canal Street, Westerly

Listing courtesy of RE/MAX South County. Contact:

$1,199,000
5 Beds ⋅ 4 Baths
Spacious, impeccably maintained, 5-bedroom, 3.5-bath offers over 4,000sf of living space on a private 0.88-acre lot, just over 1 mile to Misquamicut Beach. Blending elegance, comfort, and coastal charm, this home is designed for everyday luxury and effortless entertaining. A sun-drenched double living room with hardwoods and expansive bay windows that bask in natural light, creating a warm and inviting atmosphere. The eat-in kitchen features a center island, built-in desk area, and sliding doors that open to a spacious rear deck overlooking the expansive backyard. With abundant space for a future pool, lush gardens, or outdoor recreation, the grounds offer endless possibilities. Perfect for hosting gatherings, also features a formal dining room and an inviting family room anchored by a marble-surround gas fireplace, providing elegant spaces for family and friends. Upstairs, a dramatic landing leads to the serene primary suite with cathedral ceiling and a large walk-in closet, and 3 generously sized bedrooms complete the second level. The finished lower walk out level offers potential for an ACCESSORY DWELLING UNIT. Additional highlights include a two-car garage, and a highly desirable location near beaches, shopping, dining, and the very best of the Rhode Island coastline. Offering an exceptional blend of space, sophistication, privacy, and coastal convenience, this distinguished property presents a rare opportunity to embrace the relaxed luxury of shoreline living.

167 Winnapaug Road, Westerly

Listing courtesy of RE/MAX South County. Contact:

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IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

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