300 properties for sale in Winnapaug

A fantastic opportunity to reimagine a distinctive four-level contemporary home in a spectacular coastal setting! Situated on approximately one-third of an acre, this nearly 3,000-square-foot property offers an exceptional layout, generous living space, and breathtaking rooftop views of Winnapaug Pond, the Atlantic Ocean, and Block Island. With three spacious bedrooms, three full baths, and one half bath, the flexible floor plan offers tremendous potential for those with vision and a desire to create a remarkable coastal retreat. The home's multiple levels provide versatility for a variety of lifestyles, while the lowest level features a private walkout to the front yard, making it an ideal space for a recreation room, casual hangout, or convenient storage for kayaks, paddleboards, etc. The true showstopper is the rooftop deck, where panoramic views set the stage for unforgettable moments. Imagine morning coffee as the sun rises over the water, and evening sunset cocktails. The yard is

Welcome to 11 South Fairway Avenue in beautiful Westerly, Rhode Island, where picturesque golf course vistas meet the coastal charm of southern Rhode Island. Ideally situated along the 10th fairway of Winnapaug Golf Course, this inviting property offers sweeping views of the greens, Salt Pond, and the ocean, creating a truly special setting to call home. Inside, a beautifully appointed kitchen features high-end appliances, elegant quartz countertops, and a convenient pantry, combining style and functionality for everyday living and effortless entertaining. The sun-drenched, south-facing sunroom provides a bright and welcoming retreat, perfect for enjoying morning coffee, relaxing with a good book, or taking in the changing coastal light throughout the day. Outdoor living is equally inviting, with a charming wraparound porch that embraces the home's scenic surroundings and leads to a patio overlooking the backyard-an ideal setting for outdoor dining, entertaining guests, or simply unwin

A fantastic opportunity to reimagine a distinctive four-level contemporary home in a spectacular coastal setting! Situated on approximately one-third of an acre, this nearly 3,000-square-foot property offers an exceptional layout, generous living space, and breathtaking rooftop views of Winnapaug Pond, the Atlantic Ocean, and Block Island. With three spacious bedrooms, three full baths, and one half bath, the flexible floor plan offers tremendous potential for those with vision and a desire to create a remarkable coastal retreat. The home's multiple levels provide versatility for a variety of lifestyles, while the lowest level features a private walkout to the front yard, making it an ideal space for a recreation room, casual hangout, or convenient storage for kayaks, paddleboards, etc. The true showstopper is the rooftop deck, where panoramic views set the stage for unforgettable moments. Imagine morning coffee as the sun rises over the water, and evening sunset cocktails. The yard is

Welcome to 11 South Fairway Avenue in beautiful Westerly, Rhode Island, where picturesque golf course vistas meet the coastal charm of southern Rhode Island. Ideally situated along the 10th fairway of Winnapaug Golf Course, this inviting property offers sweeping views of the greens, Salt Pond, and the ocean, creating a truly special setting to call home. Inside, a beautifully appointed kitchen features high-end appliances, elegant quartz countertops, and a convenient pantry, combining style and functionality for everyday living and effortless entertaining. The sun-drenched, south-facing sunroom provides a bright and welcoming retreat, perfect for enjoying morning coffee, relaxing with a good book, or taking in the changing coastal light throughout the day. Outdoor living is equally inviting, with a charming wraparound porch that embraces the home's scenic surroundings and leads to a patio overlooking the backyard-an ideal setting for outdoor dining, entertaining guests, or simply unwin

A fantastic opportunity to reimagine a distinctive four-level contemporary home in a spectacular coastal setting! Situated on approximately one-third of an acre, this nearly 3,000-square-foot property offers an exceptional layout, generous living space, and breathtaking rooftop views of Winnapaug Pond, the Atlantic Ocean, and Block Island. With three spacious bedrooms, three full baths, and one half bath, the flexible floor plan offers tremendous potential for those with vision and a desire to create a remarkable coastal retreat. The home's multiple levels provide versatility for a variety of lifestyles, while the lowest level features a private walkout to the front yard, making it an ideal space for a recreation room, casual hangout, or convenient storage for kayaks, paddleboards, etc. The true showstopper is the rooftop deck, where panoramic views set the stage for unforgettable moments. Imagine morning coffee as the sun rises over the water, and evening sunset cocktails. The yard is

A fantastic opportunity to reimagine a distinctive four-level contemporary home in a spectacular coastal setting! Situated on approximately one-third of an acre, this nearly 3,000-square-foot property offers an exceptional layout and breathtaking rooftop views of Winnapaug Pond, the Atlantic Ocean, and Montauk. With three spacious bedrooms, three full baths, and one half bath, the flexible floor plan offers tremendous potential for those with vision and a desire to create a remarkable coastal retreat. The home's multiple levels provide versatility for a variety of lifestyles, while the lowest level features a private walkout to the front yard, making it an ideal space for a recreation room, casual hangout, or convenient storage for kayaks, paddleboards, etc. The true showstopper is the rooftop deck, where panoramic views set the stage for unforgettable moments. Imagine morning coffee as the sun rises over the water, and evening sunset cocktails. The yard is beautifully landscaped with

Classic New England character meets an incredibly convenient Westerly location. This charming cottage sits on.93 of an acre and offers approximately 2,200 square feet of finished living space. The main level features three bedrooms, two full baths, hardwood floors, and a beautiful fieldstone fireplace. The bright kitchen includes granite countertops and plenty of cabinet space. The lower level provides additional flexibility for a fourth bedroom, full bath, laundry area, and large storage/utility room, plus a convenient walk-out. Newer heating and additional mini-splits for supplemental cooling and heating add to the home's functionality. Light-filled living areas and a private setting offer a comfortable place to settle in and enjoy year-round. The location is particularly convenient, with The Haversham literally steps away, along with nearby dining and stores. Some of Westerly's best beaches are just a five-minute drive. The sale also includes the adjacent.27-acre parcel at 344 Post

Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay storefronts. Upside included unfinished, walk up attic with panoramic tri-state water views, and a garage and driveway, presently used by the landlord but in high demand as a rental. Excellent cap at 7.21. Stonington Borough is a quaint peninsula of colonial and Victorian homes on cobblestone and slate sidewalks, magnificent views of Long Island Sound and Napatree Point. Walk, shop, boat, swim, play outside your front door. Owner financing considered. Agent Owner

Experience waterfront living in the heart of Stonington Borough in this beautifully appointed corner condominium, set within a thoughtfully renovated brick schoolhouse with elevator service and an enviable collection of shared waterfront amenities. This east- and north-facing residence enjoys lovely water views from the kitchen, living room, and two bedrooms, including the spacious primary suite. The open-concept floor plan creates an inviting flow for everyday living and entertaining, while the living room's wood-burning fireplace adds warmth and character. Tastefully updated bathrooms complement the home's classic architectural setting with fresh, refined finishes. Beyond your front door, enjoy the association's communal deck, grill, and dock-perfect for relaxing by the water and taking in the distinctive charm of Stonington's waterfront. A covered, designated parking space is included, with ample overflow parking available for guests. An especially appealing amenity for visiting fam

Enjoy effortless boating and the charm of Stonington Borough with this dockominium at Harbor Edge Marina. Ideally located with direct access to Fishers Island Sound, this slip is on the south side of the dock with the wave attenuator and accommodates vessels up to 40 feet in length, 13 feet beam and a maximum weight of 20,000 pounds. Water and electrical service are available directly at the slip. Dockominium owners benefit from dedicated parking and access to a clubhouse - featuring showers, restrooms, lockers, laundry facilities, and ice service. Beyond the marina, enjoy the convenience of being just a short stroll from Stonington Borough's renowned restaurants, shops, galleries, and waterfront attractions. Whether you're setting out for a day on the water or enjoying all that the village has to offer, this is a rare opportunity to own a slip in one of Connecticut's most desirable boating destinations

JUST A SHORT WALK OR BIKE RIDE TO SALT POND and WESTERLY'S BEACHES! This 3BR, 2BA custom home offers generous living space and a versatile layout ideal for year-round living or a coastal retreat with room for family and overnight guests. Step into a spacious living room with hardwood floors and brick fireplace for cozy New England evenings. The living room flows effortlessly into the kitchen and dining area, creating an open, connected layout ideal for entertaining. The well-equipped kitchen features stainless appliances, granite counters, abundant cabinetry, a large center island plus a separate breakfast bar with additional seating-perfect for gathering. The sun-filled dining area opens to a quaint deck leading to a patio and nicely treed, private backyard where you can enjoy the salt-air breeze. A main-level den/office with built-ins offers flexible space for a home office, media room or guest overflow, with a full bath nearby. Upstairs, a generous landing leads to 3 bedrooms, inclu

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 ac

Beautifully nestle in the heart of Westerly, with quick access to the highway making for an easy commute South to E. B and Casinos and North to Quonset, Providence, and Boston. This home is nicely situated between Ann St and Niles St with driveways and access to both streets. This wonderful home boasts; low maintenance brick construction, new roof, solar panels, masonry fireplace, gleaming wood floors throughout, incredible masonry back patio, all package in a single floor easy ranch style living. The walkout lower-level includes a summer kitchen, full bath and studio, art, hobby, office room

Welcome to 30 Clifford Drive - a beautifully maintained home nestled in one of Westerly's most desirable coastal neighborhoods. This spacious 3-bedroom, 3-full-bath residence offers an open floor plan perfect for entertaining and modern living. Step inside to find sun-filled living spaces, a large kitchen that flows seamlessly into the dining and living areas, and hardwood floors throughout. The second floor includes a generous primary suite and two additional bedrooms, offering comfortable accommodations for family or guests. Above the attached garage, you'll find a large bonus room ideal for a home office, guest suite, or playroom. A walk-up attic provides ample storage and the exciting potential for future finished space perfect for expanding your living area as your needs grow. Located just down the street from the tranquil waters of Winnapaug Pond, Weekapaug, and the Seaside Beach Club, this home places you minutes from Westerly's best coastal attractions. Enjoy a round of golf at

Beautifully maintained and filled with natural light, this ranch offers an inviting, open feel with tall ceilings and hardwood floors throughout. The main living space is bright and comfortable, anchored by oversized windows that bring in exceptional light and create a warm, welcoming atmosphere. The kitchen is well-positioned with a peninsula for seating and flows directly into the living area, making the home feel connected and easy for both everyday living and entertaining. Just beyond, a sun-filled enclosed four season sunroom with skylights adds valuable additional space - ideal for relaxing, hosting, or simply enjoying the natural light throughout the day. Outdoor areas are equally appealing, professionally landscaped yard with sprinkler system enhances curb appeal and offers multiple options to gather or unwind. A fire pit area at the front of the home near the 1-2 car garage creates a natural focal point for casual evenings, while the full basement with walk-out provides additi

Seize this exceptional opportunity in the rapidly expanding Dunn's Corners area. This offering includes two adjacent lots totaling 0.92 acres, featuring over 200 feet of prime frontage on busy Route 1-an established high-traffic corridor that ensures maximum visibility and exposure. This versatile property is ideally suited for a wide range of development possibilities. Surrounded by major retailers, popular dining options, and essential services including Walmart, South County Medical Center, and a nearby Mobil station, this location benefits from strong consumer activity and steady traffic flow. Adding to its appeal, the property is located less than two miles from the beach, offering a unique opportunity to capture both year-round local traffic and seasonal visitors. This property has been taken down to the studs, offering a blank canvas for your next investment vision. With the heavy lifting already started, it's ready for a savvy buyer to bring new life and design to the space. Wh

Nestled in the heart of historic Stonington Borough, this rare European-inspired countryside estate stands as a triumph of privacy, exclusivity, and architectural sophistication. A true showpiece of design, the property seamlessly fuses bespoke detail with modern luxury, surrounded by professionally maintained grounds long celebrated as a standout jewel of the Stonington Borough Garden Tour. The exterior grounds have been designed as an idyllic sanctuary for both grand-scale entertaining and quiet retreat, the meticulously manicured grounds offer a series of refined outdoor spaces. Broad stone terraces, intimate patios, and an elevated upper balcony look out over lush plantings, framing a crystal-blue in-ground pool that anchors the estate's resort-like outdoor ambiance. Upon arrival an open foyer greets guests offering seamless flow to both wings of the residence and opening directly onto a serene garden terrace. Fully renovated to cater to host and chef alike, the main kitchen featur

Historic charm, beautiful water views, and the versatility of three residences come together at 91-93 Water Street in the heart of Stonington Borough. Offered in its entirety, this distinctive Victorian property presents an appealing opportunity for a home with additional rental income, space for extended family, or a coastal investment. The impressive primary residence offers over 3,500 square feet across three levels, with period character and generous spaces for living and entertaining. A spacious slate patio provides an inviting setting for outdoor dining and relaxing, with a nearby kitchenette adding convenience. The cupola offers sweeping water views toward Fishers Island and Watch Hill-a memorable place for morning coffee or enjoying the changing coastal light. A garage and off-street parking bring everyday ease to village living. Two additional residences add flexibility, while shops, restaurants, and marinas are an easy stroll away. With its expansive primary residence, beauti

Have TENANTS PAY FOR YOUR SUMMER VACATION. Strong rental history in the winter months cover your overhead for the year. Ideally located in historic Stonington Borough with water views and a professionally landscaped backyard garden, this 3 bedroom/ 2 bath home offers updated kitchen and baths and the charm of wide board floors and a wood burning fireplace for cozy winter evenings. Take in the water views as you sip your morning coffee in the kitchen or entertain guests on the main deck. The fenced-in backyard is perfect for pets. The 1st floor bedroom is ideal for guests or an au pair. 2024-2025 lease was $3,000/mo. + utilities for 8 months

Enjoy magnificent views of Stonington Harbour from this beautifully remodeled residence located in the heart of historic Stonington Borough. One of only two units in the association, this spacious home offers an exceptional blend of coastal charm, modern comfort, and walkable village living. The open floor plan features 3 bedrooms plus a bonus room that is currently being used as a dining room, 2 full and 1 half baths, and a bright main living area that flows seamlessly to a nice sized deck overlooking the water. The primary suite includes an en suite bath and a private balcony with gorgeous water views perfect for morning coffee or evening relaxation. Additional highlights include off street parking, first right of refusal on the adjacent property's dock (when available), updated finishes throughout, and an unbeatable location just one block to Stonington's award winning restaurants, shops, and waterfront. This is a rare opportunity to live steps from everything the Borough has to off

JUST A SHORT WALK OR BIKE RIDE TO SALT POND and WESTERLY'S BEACHES! This 3BR, 2BA custom home offers generous living space and a versatile layout ideal for year-round living or a coastal retreat with room for family and overnight guests. Step into a spacious living room with hardwood floors and brick fireplace for cozy New England evenings. The living room flows effortlessly into the kitchen and dining area, creating an open, connected layout ideal for entertaining. The well-equipped kitchen features stainless appliances, granite counters, abundant cabinetry, a large center island plus a separate breakfast bar with additional seating-perfect for gathering. The sun-filled dining area opens to a quaint deck leading to a patio and nicely treed, private backyard where you can enjoy the salt-air breeze. A main-level den/office with built-ins offers flexible space for a home office, media room or guest overflow, with a full bath nearby. Upstairs, a generous landing leads to 3 bedrooms, inclu

For the first time since its original ownership, this exceptional residence at Stonington Commons is being offered -a rare opportunity to own a truly special home in the heart of Stonington Borough. Beautifully appointed throughout, this two-bedroom, two-and-a-half-bath condominium combines elegant interiors, abundant natural light, and stunning sunset views over Stonington Harbor. Gorgeous hardwood floors flow throughout the residence, complemented by soaring ceilings, beautiful moldings, and oversized windows that allow natural light to pour in. At the heart of the home is a gorgeous chef's kitchen with a generous island and counter seating, perfect for everyday living and entertaining. The spacious living room features a gas fireplace and provides an inviting setting to relax and enjoy this exceptional home. Both bedrooms are en-suite, providing wonderful privacy and comfort, and each features its own private deck with views of Stonington Harbor. A large bonus room with a walk-in cl

An Extraordinary Coastal Rhode Island Estate Offering Timeless New England Charm and Exceptional Possibilities. *. A rare opportunity to acquire the distinguished Shelter Harbor Inn, a unique property offering an exceptional combination of historic character, refined elegance, and versatility in one of Rhode Island's most desirable coastal communities. Thoughtfully enhanced through extensive renovations and improvements, this remarkable property blends classic New England architecture with inviting interiors and beautifully appointed spaces. Its distinctive character and flexible layout present an extraordinary opportunity to envision a private luxury estate, multigenerational retreat, or an alternative residential concept tailored to a discerning buyer's vision. Currently operating as an established inn and event destination, the property offers a compelling foundation for a variety of potential uses. Significant due diligence and exploration of alternative property uses have been und

Have TENANTS PAY FOR YOUR SUMMER VACATION. Strong rental history in the winter months cover your overhead for the year. Ideally located in historic Stonington Borough with water views and a professionally landscaped backyard garden, this 3 bedroom/ 2 bath home offers updated kitchen and baths and the charm of wide board floors and a wood burning fireplace for cozy winter evenings. Take in the water views as you sip your morning coffee in the kitchen or entertain guests on the main deck. The fenced-in backyard is perfect for pets. The 1st floor bedroom is ideal for guests or an au pair. 2024-2025 lease was $3,000/mo. + utilities for 8 months

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 ac

Beautifully nestle in the heart of Westerly, with quick access to the highway making for an easy commute South to E. B. and Casinos and North to Quonset, Providence, and Boston. This home is nicely situated between Ann St and Niles St with driveways and access to both streets. This wonderful home boasts; low maintenance brick construction, new roof, solar panels, masonry fireplace, gleaming wood floors throughout, incredible masonry back patio, all package in a single floor easy ranch style living. The walkout lower-level includes a summer kitchen, full bath and studio, art, hobby, office room

Seize this exceptional opportunity in the rapidly expanding Dunn's Corners area. This offering includes two adjacent lots totaling 0.92 acres, featuring over 200 feet of prime frontage on busy Route 1-an established high-traffic corridor that ensures maximum visibility and exposure. This versatile property is ideally suited for a wide range of development possibilities. Surrounded by major retailers, popular dining options, and essential services including Walmart, South County Medical Center, and a nearby Mobil station, this location benefits from strong consumer activity and steady traffic flow. Adding to its appeal, the property is located less than two miles from the beach, offering a unique opportunity to capture both year-round local traffic and seasonal visitors. This property has been taken down to the studs, offering a blank canvas for your next investment vision. With the heavy lifting already started, it's ready for a savvy buyer to bring new life and design to the space. Wh

For the first time since its original ownership, this exceptional residence at Stonington Commons is being offered -a rare opportunity to own a truly special home in the heart of Stonington Borough. Beautifully appointed throughout, this two-bedroom, two-and-a-half-bath condominium combines elegant interiors, abundant natural light, and stunning sunset views over Stonington Harbor. Gorgeous hardwood floors flow throughout the residence, complemented by soaring ceilings, beautiful moldings, and oversized windows that allow natural light to pour in. At the heart of the home is a gorgeous chef's kitchen with a generous island and counter seating, perfect for everyday living and entertaining. The spacious living room features a gas fireplace and provides an inviting setting to relax and enjoy this exceptional home. Both bedrooms are en-suite, providing wonderful privacy and comfort, and each features its own private deck with views of Stonington Harbor. A large bonus room with a walk-in cl

Classic New England character meets an incredibly convenient Westerly location. This charming cottage sits on. 93 of an acre and offers approximately 2,200 square feet of finished living space. The main level features three bedrooms, two full baths, hardwood floors, and a beautiful fieldstone fireplace. The bright kitchen includes granite countertops and plenty of cabinet space. The lower level provides additional flexibility for a fourth bedroom, full bath, laundry area, and large storage/utility room, plus a convenient walk-out. Newer heating and additional mini-splits for supplemental cooling and heating add to the home's functionality. Light-filled living areas and a private setting offer a comfortable place to settle in and enjoy year-round. The location is particularly convenient, with The Haversham literally steps away, along with nearby dining and stores. Some of Westerly's best beaches are just a five-minute drive. The sale also includes the adjacent. 27-acre parcel at 344 Pos

Enjoy magnificent views of Stonington Harbour from this beautifully remodeled residence located in the heart of historic Stonington Borough. One of only two units in the association, this spacious home offers an exceptional blend of coastal charm, modern comfort, and walkable village living. The open floor plan features 3 bedrooms plus a bonus room that is currently being used as a dining room, 2 full and 1 half baths, and a bright main living area that flows seamlessly to a nice sized deck overlooking the water. The primary suite includes an en suite bath and a private balcony with gorgeous water views perfect for morning coffee or evening relaxation. Additional highlights include off street parking, first right of refusal on the adjacent property's dock (when available), updated finishes throughout, and an unbeatable location just one block to Stonington's award winning restaurants, shops, and waterfront. This is a rare opportunity to live steps from everything the Borough has to off