4 Bedroom Westerly Real Estate

Well-maintained side-by-side 2-family offering an excellent opportunity for owner-occupants or investors alike. Both units feature identical floor plans with spacious living areas, 2 bedrooms, 1 full bath, lower-level storage, and separate private entrances. One unit has been beautifully renovated with high-quality luxury vinyl plank flooring, granite countertops, stainless steel appliances, fresh paint, and a bright, modern feel, while the second unit offers the same functional layout with the opportunity for future updates. Full basements provide abundant storage and utility space for each unit. Low-maintenance exterior features include a young roof, vinyl siding, town water, town sewer, and natural gas. Set on a generous lot with ample off-street parking and convenient access to I-95, this property is ideally located just minutes from the CT border, vibrant downtown Westerly, restaurants, shopping, beaches, marinas, and all the amenities Southern Rhode Island has to offer. Whether you're looking to offset your mortgage with rental income or expand your investment portfolio, this versatile property is one you won't want to miss.

30 Brandywine Drive 32, Westerly

Listing courtesy of Schilke Realty. Contact:

$475,000

This property was built in 1902. The square footage is 1267. There are two units, each with 2 bedrooms and 1 updated bathroom. There is a possibility of a third floor unit. (New owner to check with zoning). The two car garage makes this property perfect for generating fantastic income as each unit can have a space in the shared garage or you can rent out the garage for extra income. The owner could live in one unit and rent out the other, or rent you both units. The vinyl siding is in great condition, the windows are as well. There are 3 different paved parking locations. Two of them on Tower St. The best driveway goes right to the two car garage. That entrance is the second right off of Thompson Ave, Westerly. This property sits high up on a hill and the gentle breeze constantly flows. It makes it feel open and fresh. The neighbors are friendly, respectful and quiet. Town is close by but far enough away to not be in the middle of it. The house is being sold as is.

53 Tower Street, Westerly

Listing courtesy of www.HomeZu.com. Contact:

$3,450,000

4 Beds ⋅ 6 Baths

19 East Hills Road presents a rare opportunity to own a beautifully renovated estate abutting the prestigious Misquamicut Club golf course. Blending timeless New England charm with modern luxury, this exceptional property offers privacy, elegance, and an unparalleled lifestyle just minutes from the village, beaches, and yacht club. The thoughtfully renovated main residence features three spacious bedrooms and an inviting guest room, creating ample accommodations for family and friends. Sun-filled living spaces are designed for effortless entertaining and relaxed living, while expansive windows frame picturesque views of the lush golf course. Complementing the main home is a charming one-bedroom, one-bath guest cottage, providing the perfect retreat for visitors. Outdoors, a quaint pool offers a refreshing escape after a day at the beach or on the golf course. Beautifully landscaped grounds create a serene setting for dining, entertaining, or simply enjoying the peaceful surroundings. Adding to this extraordinary offering, the sale includes the adjacent vacant buildable lot at 17 East Hills Road, presenting a remarkable opportunity for future expansion, the construction of a second residence, or the preservation of additional privacy. Properties of this caliber with a renovated home, guest cottage, golf course frontage, pool, and an included buildable lot are exceptionally rare. This is a unique opportunity to own an estate in one of Rhode Island's premier coastal‌‌‌‌‌‌‌‌‌‌‌‌ communities.

17 East Hills Road 19, Westerly

Listing courtesy of Onshore Realtors. Contact:

$4,295,000

'Contremer', meaning against the sea in French, is a rare Watch Hill summer cottage offered for the first time in 68 years. Set at the end of a long private road within the Watch Hill Fire District, this 3,200 sq. ft. shingled coastal retreat captures the timeless ease of old Watch Hill, with 4+ bedrooms, 4 full baths, sun-filled whitewashed interiors, exposed beams, fireplaces, and an effortless indoor-outdoor connection. The home's south-facing setting directly overlooks the 10th fairway of the private Misquamicut Club, with the Atlantic Ocean beyond. From the covered porch, stone patio, and two view-facing balconies, one can take in the open sky, manicured fairways, salt air, and the distant sound of waves breaking along East Beach. It is a setting of privacy, serenity, and understated coastal beauty that is increasingly difficult to find. Long cherished by one family, Contremer now offers its next owners the opportunity to create their own lasting Watch Hill legacy. Just minutes away are the village's shops and dining, multiple white sandy beaches, boating from Watch Hill Harbor and the Pawcatuck River, and unmatched access for a premier New England resort destination: nearby Amtrak service, easy I-95 access to Boston, NYC, and the suburbs in between, plus a local jet-capable airport. No ferry. No bridge traffic. Just a peaceful coastal escape, beautifully positioned above the fairway and against the sea.

26 East Hills Road, Westerly

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

$5,500,000

4 Beds ⋅ 5 Baths

Weekapaug at its finest.Nestled on nearly 3/4 of an acre of private grounds,this exceptional home offers distant Atlantic Ocean views & peaceful vistas across open fields, creating a serene coastal retreat.Located less than 1/3 of a mile from beautiful Weekapaug Beach, this 4 bedroom, 4 bath home is designed for effortless coastal living.The open-concept floor plan centers around a stunning chef's kitchen featuring premium Wolf appliances, an impressive oversized island with generous seating and dining space, with a spacious family room anchored by a magnificent wood-burning stone fireplace.The first-floor primary suite includes an office/den with sliders opening to a private rear deck.A second bedroom w/ a full bath and a powder room complete the main level.Upstairs are two spacious bedrooms w/ a shared full bath.Outdoor living is exceptional with an expansive deck and summer kitchen, perfect for entertaining.Above the 2-car garage is a beautifully finished guest suite w/ a kitchenette and full bath, providing ideal accommodations for family and friends.Residents of the exclusive Weekapaug community enjoy access to pristine beaches, grass and clay tennis courts, and Quonochontaug Pond for boating, kayaking, paddleboarding, and other water activities. The area's extraordinary sense of community, natural beauty, and timeless coastal charm make Weekapaug one of Rhode Island's most coveted places to call home and makes this one of Rhode Island's most coveted coastal destinations

58 Chapman Road, Westerly

Listing courtesy of Lila Delman Compass. Contact:

$3,300,000

This turnkey, completely furnished 4-bedroom, 3.5-bathroom home offers an unparalleled coastal lifestyle in the exclusive community of Weekapaug, just a short walk from two pristine private beaches and the Weekapaug Inn. Perfectly designed for effortless entertaining and guest privacy, the thoughtful layout features two spacious primary suites, including a convenient main-level retreat and a second-floor suite that opens to a private sun deck with distant water views. In addition to the upper primary suite, the second floor includes two additional bedrooms and a full bath, providing plenty of comfortable space for family and guests. Enjoy outdoor living with a mix of spacious decks and a paved patio. Possibility for expansion with a 5 bedroom septic.

8 Upland Road, Westerly

Listing courtesy of Residential Properties, Ltd.. Contact:

$410,000

Great 2 family in Bradford within walking distance to river for canoeing, fishing, play ground and miles of walking trails on the Grills preserve. 2 bdrm each unit, hardwood floors through out. Nestled on .62 acres of land. What a spot.

395 Bradford Road, Westerly

Listing courtesy of BHHS New England Properties. Contact:

$749,300

Unique Opportunity to Embrace the Coastal Lifestyle! This spacious 2,000+ square foot single-family home offers an exceptional opportunity to enjoy all that coastal Rhode Island has to offer. Featuring 4 bedrooms, 2.5 baths, hardwood floors, and a newer roof, this home is ready for its next owner to make it their own. Ideally located less than a mile from the beautiful Misquamicut beaches, you'll also be just minutes from the villages of Watch Hill and Weekapaug, with Downtown Westerly only a five-minute drive away. Spend your days enjoying Historic Wilcox Park, boutique shopping, acclaimed restaurants, marinas, golf, and countless recreational opportunities. Perfectly positioned for exploring the region, you'll also enjoy convenient access to nearby Stonington Borough, Mystic, Charlestown, and Narragansett. Offered As Is, with no flood insurance required, this property presents a rare opportunity to own a generously sized home in one of Southern New England's most desirable coastal communities.

121 Winnapaug Road, Westerly

Listing courtesy of Onshore Realtors. Contact:

$4,600,000

Step into a blend of 1930s heritage and modern luxury. This meticulously reimagined residence greets you with a restored original staircase and a original Dutch door, opening into a world of sophisticated design. The chef's kitchen serves as a stunning centerpiece, anchored by a handcrafted Officine Gullo stove, hood, and sink, all complemented by marble countertops and a premium Sub-Zero suite. The living spaces are defined by airy 13-foot Marvin bifold doors that erase the boundary between indoors and out, and wide-plank white oak flooring adds warmth and texture to the open layout. For effortless movement throughout the home, a hydraulic elevator provides easy access to the upper levels, including a primary suite designed as a private sanctuary with a Bain Ultra jet tub and a multi-fixture Kohler shower. Unexpected delights await at every turn. For evening entertainment, the basement reveals a Historic gem: a Prohibition-era "Speakeasy Bar" that evokes the glamour of a bygone era. The transition to outdoor living is just as seamless. The exterior culinary station is a host's dream, boasting 10-foot Danvers cabinetry, granite countertops, a professional-grade Summersett hybrid grill, and a stunning infinity pool. Beyond the patio, the waterfront lifestyle takes center stage. For the maritime enthusiast, an 80-foot fixed pier dock comes fully equipped with water, electricity, and a float, providing immediate and easy access to the river. See Supplemental for more details

34 Lanphere Road, Westerly

Listing courtesy of Compass. Contact: 860-383-9888

$735,000

Nestled on a private 0.64-acre cul-de-sac lot, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and privacy. The spacious floor plan features a custom kitchen with center island, formal dining room, large living room, quiet sitting room/sunroom, and a practical mudroom. The first floor offers the convenience of a primary bedroom, full bath, and a fourth bedroom/laundry, providing the option for one-level living. Upstairs you'll find two additional bedrooms and a second full bath. The finished lower level adds valuable space with a workout room, music room, and abundant storage. W/D hookup available. Outside, enjoy a spacious backyard with room to relax, entertain, or play. Exceptionally well maintained, spotless throughout, and truly move-in ready this is a home you'll be proud to own.

25 Hickory Lane, Westerly

Listing courtesy of eXp Realty. Contact:

$620,000

Introducing a timeless gem a Verazzano of a home that has proudly stayed in the same loving hands since it was custom built. Nestled in an established neighborhood just moments from downtown, the YMCA, and Wilcox Park, this spacious home offers a comfortable floor plan. With 2,090 sq ft of thoughtfully laid-out living space, it's perfect for both everyday living. Key features: 3-4 bedrooms and 2.5 baths a generous 1st floor layout anchored by a brick fireplace in the kitchen/dining area, creating a warm, inviting ambiance, first-floor laundry for convenience, In-ground pool ready for summer fun and entertaining a two-car under garage plus a separate storage shed for all your outdoor gear Low-maintenance vinyl siding and a 2-year-old roof, central A/C and oil-fired HWB heat for year-round comfort. Recently installed leased solar system designed to help reduce overall utility costs (transferable to new owners with the lease terms) Bring your deccorating ideas to bring this classic, solidly constructed home back to life. Whether you're hosting sunset poolside gatherings, enjoying a quiet evening by the brick fireplace, or strolling to nearby parks and downtown amenities, 8 Pequot Ave makes every day feel special. Don't miss the opportunity to own a home with enduring appeal, established neighborhood character, and long-term energy savings. Schedule your showing today and imagine the memories you'll create in this well-loved Westerly haven.

8 Pequot Avenue, Westerly

Listing courtesy of Seaport Real Estate Services. Contact:

$7,900,000

In the heart of the historic village of Watch Hill, this remarkable property is reached by a private lane and set on nearly 2 park-like acres. Quietly tucked away from the bustle of the village, the property offers rare privacy while remaining just a short stroll to village shops, beaches, and the Ocean House. The grounds are graced by mature trees and simple plantings, creating a serene and timeless coastal landscape. From this exceptional setting, the property enjoys outrageously beautiful views of Long Island Sound, Fishers Island, Stonington Harbor, and the surrounding shoreline. The sense of place is unmistakably Watch Hill: relaxed, refined, and closely connected to the sea. The main residence offers 4 bedrooms, 3 bathrooms, a living room, dining room, library, kitchen, and full laundry room. A separate gatehouse/garage provides additional accommodations with 1 bedroom, 1 bathroom, and a private deck. Whether enjoyed as a peaceful family retreat or reimagined for the future, this exceptional property presents a rare opportunity to own one of Watch Hill's most private and desirable settings. Property is being sold "as is". Please see contiguous listing (6 Chapel Place) 1414020 and Two Property (6&8 Chapel Place) Listing 1415114.

8 Chapel Place, Westerly

Listing courtesy of Mott & Chace Sotheby's Intl.. Contact:

$3,495,000

Nestled on over half an acre in Watch Hill, this beautifully renovated Nantucket-style Cape, offers the perfect blend of timeless New England charm and privacy with modern coastal luxury. Ideally situated just moments from Watch Hill's celebrated beaches, restaurants, boutiques, this exceptional property presents a rare opportunity to enjoy the best of coastal Rhode Island living.The home features a four bedroom septic system, including three plus bedrooms in the main residence, along with private guest quarters and additional overflow accommodations. Thoughtfully updated throughout, the home showcases brand-new appliances, elegant quartzite countertops, white oak floors,and central air conditioning creating a bright, comfortable, and welcoming atmosphere. Set amid beautifully landscaped grounds, the property offers privacy and peaceful outdoor living. A heated in-ground swimming pool, outdoor shower and inviting gathering spaces provide the perfect setting for entertaining or relaxing after a day at the beach or fishing on the Sound. The unique lot extends to 20 feet of frontage on the Pawcatuck River, where you can launch a kayak, canoe, or paddleboard and enjoy direct access to the water. In addition to its exceptional lifestyle appeal, the property boasts a strong and proven rental income history, making it an attractive investment opportunity as well as a wonderful personal retreat. A rare opportunity not to be missed!

5 Pasadena Avenue, Westerly

Listing courtesy of Mott & Chace Sotheby's Intl.. Contact:

$8,990,000

4 Beds ⋅ 6 Baths

Set on nearly an acre along the Pawcatuck River in Avondale, this newly built award-winning waterfront residence offers an exceptional blend of luxury, craftsmanship, and coastal living. Spanning nearly 5,000 square feet, the house features four bedrooms, four full baths and two half baths, including a desirable first-floor guest suite with a private ensuite bath, ideal for multigenerational living, extended family or visiting guests. Expansive windows frame the panoramic river views and amazing year-round sunsets, while custom millwork and cabinetry enhance every space. The open-concept floor plan is designed for effortless indoor-outdoor living and entertaining, highlighted by a gourmet kitchen appointed with Wolf, Sub-Zero and Miele appliances. A screened porch with heaters extends seasonal enjoyment of the waterfront setting, while thoughtfully designed gathering spaces take full advantage of the home's exceptional views. Outdoor amenities include a gunite pool and spa, expansive patios, outdoor shower with changing area, deep water dock accommodations up to four boats, two moorings, upgraded dockside power and direct access to some of New England's finest cruising waters. This exceptional waterfront residence presents a rare opportunity to enjoy the very best Rhode Island waterfront living, from boating and days on the water to unforgettable sunsets over the river. All this just a short distance from the Village of Watch Hill and the beaches.

39 Avondale Road, Westerly

Listing courtesy of Olga B. Goff Real Estate. Contact:

$1,600,000

Welcome to your dream coastal retreat! Perfectly situated in one of Westerly's most coveted locations, this beautifully updated 4-bedroom, 3.5-bathroom Colonial offers the ultimate blend of classic New England charm and modern luxury. Located just moments from pristine area beaches, you are centrally positioned between the exclusive enclaves of Watch Hill and Weekapaug. Inside, enjoy spacious, light-filled living with a beautiful Gourmet Kitchen, updated bedrooms and bathrooms and plenty of room for family and guests. While the location is unbeatable, the extensive, high-ticket mechanical and structural updates truly set this home apart. Enjoy absolute peace of mind for years to come with a brand-new roof, new siding, new windows, a high-efficiency new furnace and air conditioning, and a whole-house generator. Additionally, a brand-new 4-bedroom advanced septic system has been installed. Step outside into your private backyard oasis, featuring a stunning, brand-new 10x24 saltwater dip pool with outdoor shower, perfect for cooling off after a day at the beach or hosting summer barbecues. Whether you are looking for a year-round family home or a luxury summer getaway, this turnkey property is ready for its next chapter.

229 Shore Road, Westerly

Listing courtesy of Residential Properties, Ltd.. Contact:

$599,000

Tucked away at the end of a quiet street in the Indian Hills neighborhood of Westerly, this spacious 4BR, 3BA home offers generous square footage in a desirable location close to beaches, restaurants, shopping & everyday conveniences. Ideal as either a year-round residence or vacation home, the property offers flexible living space both inside & out. The main level features hardwood floors in the living & dining rooms, a spacious eat-in kitchen, & sliding door from the dining area leading to a deck overlooking the above ground pool. A substantial addition creates an expansive family room with cathedral ceilings & access to a front balcony. Privately situated off the family room, the primary bedroom suite includes its own full bathroom. Multiple mini splits throughout the home provide cooling for year-round comfort. Three additional bedrooms provide flexibility, including one connected to another versatile room ideal for a home office, den, exercise room or additional living space with direct deck access. The lower level adds even more finished area with a wood stove, full bathroom & multiple-use space perfect for hobbies, recreation or guests. Additional highlights include town water, town gas & a 2-car integral garage. A solid opportunity in a sought-after Westerly location minutes to area beaches.

11 Wadchu Road, Westerly

Listing courtesy of Schilke Realty. Contact:

$7,250,000

4 Beds ⋅ 6 Baths

Sunny HILL located on just over 2 acres on much sought after Ocean View Highway with incredible views of the salt ponds, Atlantic Ocean and Block Island. The main house consists of a large entrance hall, living room with gas fireplace, sun room with fireplace, dining room , kitchen and family room all leading out to an expansive deck. A great layout for entertaining or just enjoying the family. 4 bedrooms, 4 baths, 2 open decks off of the main bedrooms. Sunny Hill also has a guest house with 3 bedrooms , 2 baths. All within an easy reach to the beaches and village of Watch Hill.

50 Ocean View Highway, Westerly

Listing courtesy of Olga B. Goff Real Estate. Contact:

$7,950,000

4 Beds ⋅ 5 Baths

Nestled on Colonel Willie Cove in the heart of Avondale, this extraordinary waterfront residence is a masterclass in luxury coastal living. Surrounded by professionally designed landscaping w/ a private tidal channel bordering the property, every square inch has been thoughtfully curated to maximize the connection to the water, natural light, & outdoor living. Offered fully furnished & professionally designed by Watson Elsberry Designs, the home feels straight from the pages of a coastal design magazine. Impeccably finished across 3 levels, the residence blends sophisticated craftsmanship w/ warm, livable elegance. Walls of glass, multiple balconies, a trellised deck, enclosed sunroom, & expansive gathering spaces create seamless indoor/outdoor living w/ water views from nearly every room. The main level showcases a stunning chef's kitchen open to expansive dining & living areas designed for entertaining, while separate family rooms & private guest suites provide exceptional flexibility for multi-generational living or hosting. The upper-level primary suite is a true retreat w/ panoramic water views, spa-inspired bath, & custom walk-in closet. Luxury amenities include geothermal heating, whole-house generator, curated furnishings, & a 2-car garage. Located within the Watch Hill Fire District, just minutes to both historic Watch Hill & downtown Westerly, Rhode Island, this is a rare high-end offering tailored for the buyer seeking a turnkey luxury waterfront lifestyle.

111 Avondale Road, Westerly

Listing courtesy of Schilke Realty. Contact:

$2,200,000

MISQUAMICUT BEACH cottage set on 0.42 acres, currently configured as a two-family beachfront property. A great opportunity to create your own coastal retreat in a prime location. This home has been cherished by the same family for many years and has also functioned as a successful rental, with bookings in place for the 2026 summer season. The main level features a spacious deck, ideal for relaxing or casual outdoor dining after a day at the beach. Inside, you'll find two bedrooms, one full bath, and a living room with a large window overlooking the ocean, with views stretching toward Block Island. The walkout lower level includes two additional bedrooms, a full bath, kitchen, and family room, offering flexible space for guests or extended stays. Use this as a canvas to create your own beachfront escape and enjoy this well-loved location for years to come.

497 Atlantic Avenue, Westerly

Listing courtesy of Lila Delman Compass. Contact:

$975,000

A Rare Piece of Westerly History Timeless Victorian Elegance with Modern Comfort Welcome to one of Westerly's most pristine and beautifully preserved homes a truly one-of-a-kind Victorian built in 1923, where historic charm meets thoughtful modern updates. This exceptional residence has been meticulously maintained to preserve its original character, showcasing stunning hardwood floors and irreplaceable solid wood trim throughout craftsmanship that simply cannot be replicated today. Inside, you'll find a brand new, tastefully designed kitchen that blends seamlessly with the home's historic integrity, offering modern convenience without sacrificing charm. Every inch of this home reflects pride of ownership, creating a warm and inviting atmosphere that feels both timeless and refined. Step outside to a spacious backyard with Craig's field bordering perfect for entertaining, relaxing, or enjoying the tight-knit community that makes this area so special. Located within walking distance to vibrant Downtown Westerly and the Amtrak station, this home offers the perfect balance of lifestyle, convenience, and character. Opportunities like this are few and far between own a true piece of Westerly's history, preserved to perfection.

177 High Street, Westerly

Listing courtesy of Town & Shore Realty. Contact:

$1,300,000

This spectacular scenic opportunity in a highly sought-after waterfront community sitting on an expansive double lot, originally purchased as 2 separate buildable lots, encircling a magnificent view of Dr. Lewis Pond Preserve, with access to the Pond across the street where you can bring a canoe, perched atop a majestic wooded hill for privacy, this 3-level oversized custom-built home with its watch tower boasts soaring cathedral ceilings, an abundance of skylights, floor-to-ceiling windows, over 50 Pella windows, an internal balcony viewing the open Great Room, Jacuzzi Room and Main Entrance, and a grand floor-to-cathedral-ceiling 2-story brick fireplace. A custom-building visionary's paradise, this expansive, unfinished residence presents a rare blank canvas for the discerning buyer to create a custom-made dream home in a dream location. Furthermore, for Water Lovers, the large Winnipaug Pond is at the end of the street. For golf lovers, this beautiful double lot & home w/ its picturesque custom-built bridge is strategically located between 2 golf clubs, top-rated RI 18-hole Winnipaug Country Club and 9-hole Weekapaug Golf Club on Shore Rd. The gross 5004 sq ft/3100 livable sq ft has 4 beds, but lives like an individual 6 bedroom, and 4 full baths, & has 2 Master beds w/ En-suite. Through a potential upgrade to 6 beds & 4398 sq ft using the same 5004 gross sq footprint, a possible market value increase of this home could be envisioned.

44 Rock Ridge Road, Westerly

Listing courtesy of CARTY REALTY. Contact:

$1,100,000