Browse All Westerly RI 5 Bedroom Properties for Sale

If you are looking for a home with a true in-law, this is it! The main home has 2-3 bedrooms, including a large primary bedroom with a sitting area that can be converted back to a third bedroom, and 2 full bathrooms. The open kitchen and living room area is centrally located, which offers a great place for the family to gather. The kitchen has been fully updated with stainless appliances, quartz counters, a built-in desk, and a breakfast bar. A wood-burning stone fireplace is the focal point. In addition, there is a summer kitchen, a partially finished basement area, a soupy cellar, a laundry area, and plenty of storage. The in-law has 3 bedrooms and a full bathroom upstairs and a living room and kitchen on the first floor. The units share a four-season room and 2-car garage. Extras include central air, hardwoods, two driveways, a professionally landscaped yard and garden area, and a large deck. The home is located on a corner lot in a desirable neighborhood in Westerly. The best part is the beautiful in-ground pool and large pool house. This beloved home is ready for a new family to make memories. Come to 10 Sesame Street and truly find your happy space.

10 Sesame Street, Westerly

Listing courtesy of Sold By Michaela LLC. Contact:

$9,750,000

5 Beds ⋅ 6 Baths

A truly unique offering in Watch Hill... 7.5 acres of land suited for an owner seeking scale, privacy, and long-term flexibility. With over 1,000 feet of road frontage, this oversized parcel presents a rare chance to create an upscale family compound, hold a 7+ acre estate, or thoughtfully separate land for future family use without sacrificing exclusivity or privacy. Positioned across from Misquamicut Golf Club and minutes to the Ocean House, the property combines prestige with uncommon acreage in one of Rhode Island's most coveted coastal settings. This makes an exceptional opportunity for buyers who value land as much as location. The existing estate includes a main residence with European inspired character offering 3BR and 4BA, along with a separate guest house featuring 2BR, 1BA, and a 3 car garage making it ideal for extended family, caretakers, or interim use while planning a long term vision. Mature landscaping, stone patios, and expansive grounds create a sense of privacy that feels increasingly rare this close to the coast. Whether preserved as a single luxury holding, configured as a multi-generational family retreat, or reserved for future flexibility, this is a unique offering. This is a once in a generation opportunity to develop or reimagine a significant coastal estate in a prime location.

20 Browning Road, Westerly

Listing courtesy of Schilke Realty. Contact:

$529,000

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:

$3,295,000

5 Beds ⋅ 5 Baths

This spectacular 4,600+ SF custom-built home showcases exceptional craftsmanship, sophisticated finishes, and thoughtful attention to detail throughout. Set on beautifully landscaped grounds spanning .77 acres, the home offers 5 bedrooms and 4 1/2 baths, including two first-floor primary suites, each with a private en-suite bath. At the heart of the home is a beautifully appointed kitchen featuring Thermador appliances, butler's pantry and distinctive soapstone countertops. Custom built-ins and a gas fireplace add warmth and character to the inviting living spaces. The second floor offers three additional bedrooms and a generous bonus room, providing wonderful flexibility for guests, a home office, media room, or recreation space. Designed for both comfortable everyday living and effortless entertaining, the outdoor spaces include a bluestone patio, firepit, and outdoor shower surrounded by beautiful landscaping. A whole-house generator provides added peace of mind. Ideally situated abutting the Misquamicut Club and just minutes away from Watch Hill, Napatree and Westerly's beautiful beaches, this exceptional property offers the perfect blend of luxury, comfort, and coastal living.

160 Watch Hill Road, Westerly

Listing courtesy of Keller Williams Coastal. Contact:

$9,000,000

5 Beds ⋅ 6 Baths

Don't miss the opportunity to build your dream home in the coveted coastal community of Avondale. Proposed plans feature a stunning shingle-style residence offering approximately five bedrooms, five and one-half baths, a pool, and over one acre of beautifully situated waterfront land. Call LA for details on new build. Alternatively, the existing five-bedroom waterfront home is available to purchase as-is for $6,000,000. The property boasts 186 feet of direct waterfront with breathtaking sunset views, a private south-facing backyard, accessory buildings that include an office and guest quarters, and ample room to add a pool or further enhance the estate. A boater's dream, the property includes a 45-foot floating deep-water dock with water and electric hookups, plus two additional moorings (59 Avondale). The lot sits at elevation 14 and is not subject to FEMA restrictions. Located just 1.5 miles from Watch Hill's renowned beaches and offering easy boating access to some of New England's most stunning destinations, this is waterfront living at its finest.

60 Avondale Road, Westerly

Listing courtesy of William Raveis Real Estate. 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:

$650,000

5 Beds ⋅ 3 Baths

Multi-family in the heart of Westerly recently renovated and with a strong rental history is ready for a new owner! Vinyl siding, separate utilities, plenty of off-site parking make this a low maintenance investment opportunity. 1st floor 2 bedroom one bath, 2nd floor 2 bedroom one bath and 3rd floor 1 bedroom one bath.

38 Chester Avenue, Westerly

Listing courtesy of Residential Properties, Ltd.. Contact:

$600,000

5 Beds ⋅ 2 Baths

Welcome to this spacious 5-bedroom, 2-bath home located in one of Westerly's most desirable neighborhoods! Offering plenty of room for family, guests, or a home office, this property combines comfort, flexibility, and convenience. The freshly renovated basement provides valuable additional living space and is already equipped with plumbing for a future kitchen, creating an excellent opportunity for an in-law setup, multigenerational living, or an entertainment area. Situated on a large lot, the fully fenced backyard offers privacy and ample space for children, pets, gardening, or outdoor gatherings. Ideally located just minutes from top-rated schools, local dining, shopping and all that Westerly has to offer. This move-in-ready home is one you won't want to miss!

8 Longvue Avenue, Westerly

Listing courtesy of eXp Realty. Contact:

$549,000

5 Beds ⋅ 3 Baths

Lovingly maintained by the same owner for the past 30 years, this move-in-ready two-family home is a rare find. The first-floor unit features 2 bedrooms and 1 full bath. The second-floor unit offers 1 bedroom and 1 full bath, along with access to the finished third floor, which includes 2 additional bedrooms and a half bath. The third floor also presents the potential to be converted into a separate third apartment, offering an excellent opportunity for additional rental income (subject to any required approvals). Both units have been updated with durable laminate/vinyl flooring and efficient on-demand heating and hot water systems. Additional improvements include newer vinyl replacement windows and low-maintenance aluminum siding. Enjoy the convenience of city water, city sewer, and natural gas. Best of all, this property already has a State lead certificate, providing added value and peace of mind. Whether you're an investor or an owner-occupant, this property is a fantastic opportunity. Completely move-in ready and needing nothing, this true diamond won't last long schedule your showing today!

24 Pleasant Street, Westerly

Listing courtesy of Coldwell Banker Coastal Homes. Contact:

$620,900

5 Beds ⋅ 3 Baths

Welcome to this well-maintained 3 family home + 2 car garage. Located in the heart of Westerly. All 3 unit have separate utilities. 5 minutes' drive to the Westerly beaches and walking distance to downtown, restaurants, shopping and theater. Tenants with month-to-month rental in place, providing immediate rental income, along presenting-a strong opportunity owner occupied, a buyer looking to offset their mortgage or an Investor seeking a solid addition to their portfolio.

68 Beach Street, Westerly

Listing courtesy of Dandurand Real Estate. Contact:

$3,900,000

5 Beds ⋅ 7 Baths

Perched majestically atop one of the highest elevations in Westerly, Odiseya Estate at 325 Post Road is an architectural masterpiece where Mediterranean grandeur meets the rugged beauty of the Rhode Island coast. This 4.73-acre sanctuary offers a lifestyle of total privacy and sustainable luxury, centered around a 4,300-square-foot villa meticulously renovated in 2018 with artisanal precision. Inside, the home exudes elegance with luminous Venetian plaster walls, soaring cathedral cedar ceilings, and rich cherry and teak flooring. The gourmet heart of the residence is a chef's dream, featuring custom Amish cabinetry and an authentic wood-fired stone pizza oven. The primary suite serves as a true sanctuary, boasting a private balcony perfect for morning coffee overlooking the lush grounds. Modernity is woven into every room, with high-efficiency systems and triple-pane windows ensuring year-round comfort. The transition to the outdoors is seamless, leading to a landscape that is both an active recreational haven and a sophisticated agricultural paradise. The grounds feature a private tennis court, a heated greenhouse, a specialized indoor mushroom farm, and a thriving orchard with over fifty fruit trees and honeybee hives. Located 150 feet above sea level, the estate captures refreshing breezes and distant water views, all while remaining minutes from the prestigious beaches of Watch Hill. Odiseya Estate is a rare, self-sustaining coastal oasis.

325 Post Road, Westerly

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

$3,950,000

5 Beds ⋅ 5 Baths

Experience unparalleled luxury in this extraordinary Avondale waterfront home with a private, deep-water dock. Floor-to-ceiling glass bathes the interior in natural light, showcasing astounding, panoramic water views from every room. The property encompasses the true coastal dream, featuring impeccable specimen plantings including fruit trees, a raised-bed garden, and a beautiful fountain, creating a private seaside oasis. The main level offers 3 bedrooms, 2 full bathrooms, a beautiful library with a sitting area, an expansive recreation space ( currently hosting a pool table). A defining feature for the connoisseur is the 4,000-bottle cooled wine room. A laundry/mudroom is perfect for watersport days, complemented by a gorgeous wrap-around porch. The sun-drenched 2nd level is ideal for entertaining, featuring an open-concept chef's kitchen, dining, and magnificent entertainment space all with superb water vistas and deck access. This floor also includes a guest ensuite bedroom and a private office. The entire 3rd floor is a luxurious Primary Suite sanctuary. Wake up to stunning views and enjoy coffee on a private, covered deck. The suite offers a large walk-in closet, a dedicated spa bathtub room, and a second laundry area. No detail has been overlooked: state-of-the-art mechanicals, solar panels, a whole-house generator, and an EV station and a 3car garage! The pinnacle of coastal living in sought-after Watch Hill/Avondale.

43 Avondale Road, Westerly

Listing courtesy of Lila Delman Compass. Contact:

$2,899,000

5 Beds ⋅ 3 Baths

Welcome to Thalassa , a quintessential summer cottage on a private peninsula directly on Winnapuag Pond surrounded by unparalleled natural beauty. Enjoy spectacular bird watching and sunsets drenched in magnificent, unobstructable views of the pond. This rare find of exceptional waterfront privacy offers a secluded deck, fixed dock and well-situated outdoor space for an array of summer activities. The cottage boasts a large living room with an original Westerly Granite fireplace. 5 bedrooms and 2.5 baths provide space for comfortable gatherings. New, architectural shingled roof, hurricane- resistant windows and a denitrification septic system. Relax around the waterside firepit and refresh under the outdoor shower after a day in the sun. This is coastal New England at its finest!

20 Snowberry Lane, Westerly

Listing courtesy of BHHS New England Properties. Contact:

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5 Bedroom Westerly Real Estate

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