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Welcome to your own private retreat in Westerly! Set on over 3 acres of land, this secluded ranch-style property offers space, flexibility, and exceptional outdoor living. The main home features 3 bedrooms and 2 full baths, with beautiful hardwood floors throughout and a comfortable, inviting layout. A separate 2-bedroom, 2-bath in-law apartment provides excellent flexibility for extended family, guests, or additional living space. Outside, enjoy your own private oasis with an in-ground pool, expansive deck, and large patio perfect for entertaining, relaxing, and enjoying the peaceful surroundings. A storage shed provides additional space for tools and outdoor equipment. The property also features a spacious 3-car garage with radiant heat, providing ample room for vehicles, hobbies, storage, or a workshop. Additional highlights include town water, town sewer, and a generator for added convenience and peace of mind. With over 3 acres of privacy, multiple living spaces, extensive outdoor amenities, and a heated 3-car garage, this Westerly property offers a rare combination of comfort, functionality, and seclusion all while being close to everything Westerly has to offer.

5 Beds ⋅ 4 Baths

Welcome to your own private retreat in Westerly! Set on over 3 acres of land, this secluded ranch-style property offers space, flexibility, and exceptional outdoor living. The main home features 3 bedrooms and 2 full baths, with beautiful hardwood floors throughout and a comfortable, inviting layout. A separate 2-bedroom, 2-bath in-law apartment provides excellent flexibility for extended family, guests, or additional living space. Outside, enjoy your own private oasis with an in-ground pool, expansive deck, and large patio perfect for entertaining, relaxing, and enjoying the peaceful surroundings. A storage shed provides additional space for tools and outdoor equipment. The property also features a spacious 3-car garage with radiant heat, providing ample room for vehicles, hobbies, storage, or a workshop. Additional highlights include town water, town sewer, and a generator for added convenience and peace of mind. With over 3 acres of privacy, multiple living spaces, extensive outdoor amenities, and a heated 3-car garage, this Westerly property offers a rare combination of comfort, functionality, and seclusion all while being close to everything Westerly has to offer.

24 Hickory Lane, Westerly

Listing courtesy of Onshore Realtors. Contact:

$3,500,000

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.

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:

$1,189,000

Welcome to this stunning 2019 Colonial! Perfect for entertaining and day-to-day living, this home offers a bright, open floor plan featuring a spacious kitchen with a large center island, granite countertops, and beautiful hardwood floors throughout. The kitchen seamlessly flows into the inviting living room with sliders that open directly onto the rear deck and private backyard. Upstairs, the primary suite features a walk-in closet and a full private bath, complemented by three additional bedrooms and a full guest bath. Additional comforts include two-zone central A/C and gas heat, along with a 2-car attached garage. The outdoor oasis is designed for relaxation and gatherings, complete with a front porch, a pergola, a hot tub, meticulous gardens, a huge fire pit, and ample parking. Enjoy your own private pickleball court with an adjoining entertaining area and stairs leading to the top of the hill with seasonal winter water views. A versatile 1,020 sq. ft. detached outbuilding/ADU includes a workshop, separate utility structure with a new roof, and its own public water connection ideal for a guest suite, workshop, or ultimate family hangout. Tucked away in a peaceful, secluded setting near Shelter Harbor Golf Course, local beaches, and shops, where you can relax and watch local wildlife right from your yard. Main house is serviced by well water with a whole-house filtration system.

4 Beds ⋅ 3 Baths

Welcome to this stunning 2019 Colonial! Perfect for entertaining and day-to-day living, this home offers a bright, open floor plan featuring a spacious kitchen with a large center island, granite countertops, and beautiful hardwood floors throughout. The kitchen seamlessly flows into the inviting living room with sliders that open directly onto the rear deck and private backyard. Upstairs, the primary suite features a walk-in closet and a full private bath, complemented by three additional bedrooms and a full guest bath. Additional comforts include two-zone central A/C and gas heat, along with a 2-car attached garage. The outdoor oasis is designed for relaxation and gatherings, complete with a front porch, a pergola, a hot tub, meticulous gardens, a huge fire pit, and ample parking. Enjoy your own private pickleball court with an adjoining entertaining area and stairs leading to the top of the hill with seasonal winter water views. A versatile 1,020 sq. ft. detached outbuilding/ADU includes a workshop, separate utility structure with a new roof, and its own public water connection ideal for a guest suite, workshop, or ultimate family hangout. Tucked away in a peaceful, secluded setting near Shelter Harbor Golf Course, local beaches, and shops, where you can relax and watch local wildlife right from your yard. Main house is serviced by well water with a whole-house filtration system.

2 Olive Grove Lane, Westerly

Listing courtesy of RE/MAX South County. Contact:

$3,695,000

Perched atop the dunes with the Atlantic at your doorstep, this exceptional 3BR, 2.5BA oceanfront ranch delivers a beachfront lifestyle that's nearly impossible to replicate. This rare combination of privacy, elevation & front-row views of the shoreline almost never come to market! The true highlight is the expansive oceanfront patio & wraparound deck. Relax in the sunshine, entertain friends, or enjoy dinner overlooking the surf while the kids play on the beach just steps below close enough to watch every moment without ever leaving your chair. Inside, walls of glass frame the ever-changing seascape, bringing the ocean into the home's spacious living areas. The flexible floor plan offers multiple gathering spaces ideal for year-round living or a coastal retreat. The primary bedroom enjoys direct access to the deck, while 2 additional bedrooms provide comfortable accommodations for family & guests. The walkout lower level includes a full bath, laundry area & integral 2-car garage, adding convenience & additional storage. From sunrise coffee to sunset cocktails, this property is designed around outdoor living, where panoramic views stretch from Weekapaug Point to Watch Hill. An extraordinary opportunity to own a one-of-a-kind stretch of Rhode Island coastline where the patio not just the home becomes your favorite room.

3 Beds ⋅ 3 Baths

Perched atop the dunes with the Atlantic at your doorstep, this exceptional 3BR, 2.5BA oceanfront ranch delivers a beachfront lifestyle that's nearly impossible to replicate. This rare combination of privacy, elevation & front-row views of the shoreline almost never come to market! The true highlight is the expansive oceanfront patio & wraparound deck. Relax in the sunshine, entertain friends, or enjoy dinner overlooking the surf while the kids play on the beach just steps below close enough to watch every moment without ever leaving your chair. Inside, walls of glass frame the ever-changing seascape, bringing the ocean into the home's spacious living areas. The flexible floor plan offers multiple gathering spaces ideal for year-round living or a coastal retreat. The primary bedroom enjoys direct access to the deck, while 2 additional bedrooms provide comfortable accommodations for family & guests. The walkout lower level includes a full bath, laundry area & integral 2-car garage, adding convenience & additional storage. From sunrise coffee to sunset cocktails, this property is designed around outdoor living, where panoramic views stretch from Weekapaug Point to Watch Hill. An extraordinary opportunity to own a one-of-a-kind stretch of Rhode Island coastline where the patio not just the home becomes your favorite room.

635 Atlantic Avenue, Westerly

Listing courtesy of Schilke Realty. Contact:

$9,750,000

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.

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:

$9,750,000

An exceptional offering in the heart of Watch Hill, encompassing approximately 7.5 acres for a buyer seeking scale, privacy, and long-term flexibility in one of Rhode Island's most coveted coastal settings. With over 1,000 feet of road frontage, this expansive parcel presents a rare opportunity to establish a private family compound, maintain a significant coastal holding, or plan for future generational use without sacrificing exclusivity or seclusion. Positioned across from Misquamicut Golf Club and minutes from Ocean House and the shoreline, the property combines prestige with acreage that has become increasingly scarce in Watch Hill. The land's size, frontage, and largely level topography offer flexibility that is nearly impossible to replicate this close to the coast. Mature landscaping and expansive grounds create a sense of separation and permanence rarely found in the area, making this an ideal setting for a long-term vision centered on privacy, family use, and legacy ownership. Whether preserved as a single estate parcel or thoughtfully reserved for future flexibility, this property stands apart for buyers who value land as much as location. The parcel's scale and frontage also supports future subdivision offering optionality without defining the property by development alone. A truly rare chance to secure one of Watch Hill's most substantial remaining land holdings.

20 Browning Road, Westerly

Listing courtesy of Schilke Realty. Contact:

$2,500,000

Townhouse 5 (Units B105/B205) - 44 Bay Street - a combined upper and lower level townhouse with two assigned covered parking spaces consisting of two bedrooms / two baths completely furnished residence located in the Bayside Building. it is a participating Villa Residence in the Ocean House Management Rental Program. Private upper and lower decks with direct sunset and ocean views overlooking Little Narragansett Bay, the Watch Hill Yacht Club, the Connecticut coastline, and centered in the historic village of Watch Hill. Owners who opt into the Rental Program by Ocean House Management the hospitality manager will have access to the Ocean House Resort Hotel amenities package when in occupancy , which includes their Atlantic Ocean private beach,restaurants, spa, gym, indoor lap pool, croquet court,and several dining experiences. WHP Property Manager, is located on-site of the gated community Full kitchen (electric range, refrigerator, microwave, oven, exhaust hood), dining area for 6, two full upper & lower level private bathrooms each with 6' tub and shower, Italian tile floors. Upper level living area with lower level - sleeping accommodations with one private Master Bedroom with king size bed, private en-suite full bath, and 9x16 private deck, and one double twin bed room with separate television. Located on Bay Street with unobstructed views with walking distance to local shops, historic Watch Hill Carousel, and three pristine beaches.

2 Beds ⋅ 2 Baths

Townhouse 5 (Units B105/B205) - 44 Bay Street - a combined upper and lower level townhouse with two assigned covered parking spaces consisting of two bedrooms / two baths completely furnished residence located in the Bayside Building. it is a participating Villa Residence in the Ocean House Management Rental Program. Private upper and lower decks with direct sunset and ocean views overlooking Little Narragansett Bay, the Watch Hill Yacht Club, the Connecticut coastline, and centered in the historic village of Watch Hill. Owners who opt into the Rental Program by Ocean House Management the hospitality manager will have access to the Ocean House Resort Hotel amenities package when in occupancy , which includes their Atlantic Ocean private beach,restaurants, spa, gym, indoor lap pool, croquet court,and several dining experiences. WHP Property Manager, is located on-site of the gated community Full kitchen (electric range, refrigerator, microwave, oven, exhaust hood), dining area for 6, two full upper & lower level private bathrooms each with 6' tub and shower, Italian tile floors. Upper level living area with lower level - sleeping accommodations with one private Master Bedroom with king size bed, private en-suite full bath, and 9x16 private deck, and one double twin bed room with separate television. Located on Bay Street with unobstructed views with walking distance to local shops, historic Watch Hill Carousel, and three pristine beaches.

44 Bay Street Unit B105/B205, Westerly

Listing courtesy of WATCH HILL PROPERTIES. Contact:

$2,800,000

A fully renovated two-bedroom, two-bath residence in the historic Watch Hill Inn, a Relais & Ch teaux property. This residence boasts a magnificent 12-by-32-foot outdoor deck furnished with chaise lounges and an outdoor dining table that seats six. Enjoy spectacular sunset and ocean views from the direct southwestern exposure overlooking Little Narragansett Bay and the Watch Hill Yacht Club, all from the heart of historic Watch Hill Village. Enjoy a fully equipped kitchen with an electric range, refrigerator, microwave, oven, and exhaust hood, dining area, two tiled full bathrooms, and a contemporary decorative fireplace in the living room. Accommodates up to 6 guests with 2 on-site parking spaces. An on-site property manager maintains the common areas of this gated community. It is fully furnished & participates in the Ocean House Rental Program. Participation is optional, allowing the owner to occupy the residence or generate rental income when it is not in use. Owners who participate in the program, operated by Ocean House Management as the hospitality manager, have access to Ocean House amenities during their stays. These amenities include a private Atlantic Ocean beach, spa, fitness center, indoor lap pool, croquet court, shuttle service, and several dining venues. Located on Bay Street, offering unobstructed views and is within walking distance of local shops, the historic Watch Hill Carousel, a famous ice cream shop, and three pristine beaches.

2 Beds ⋅ 2 Baths

A fully renovated two-bedroom, two-bath residence in the historic Watch Hill Inn, a Relais & Ch teaux property. This residence boasts a magnificent 12-by-32-foot outdoor deck furnished with chaise lounges and an outdoor dining table that seats six. Enjoy spectacular sunset and ocean views from the direct southwestern exposure overlooking Little Narragansett Bay and the Watch Hill Yacht Club, all from the heart of historic Watch Hill Village. Enjoy a fully equipped kitchen with an electric range, refrigerator, microwave, oven, and exhaust hood, dining area, two tiled full bathrooms, and a contemporary decorative fireplace in the living room. Accommodates up to 6 guests with 2 on-site parking spaces. An on-site property manager maintains the common areas of this gated community. It is fully furnished & participates in the Ocean House Rental Program. Participation is optional, allowing the owner to occupy the residence or generate rental income when it is not in use. Owners who participate in the program, operated by Ocean House Management as the hospitality manager, have access to Ocean House amenities during their stays. These amenities include a private Atlantic Ocean beach, spa, fitness center, indoor lap pool, croquet court, shuttle service, and several dining venues. Located on Bay Street, offering unobstructed views and is within walking distance of local shops, the historic Watch Hill Carousel, a famous ice cream shop, and three pristine beaches.

38 Bay Street Unit W301, Westerly

Listing courtesy of WATCH HILL PROPERTIES. Contact:

$23,500,000

'Home Port' is one of Watch Hill's rarest harbor-front estates, set on the largest residential lot directly on Watch Hill Harbor. Encompassing 2.74 private acres, this extraordinary family compound pairs unmatched boating amenities with sweeping west-facing views over the harbor, Atlantic Ocean, Fishers Island and Stonington. The 4-level main residence offers elevator access to every floor, gracious light-filled rooms designed around the view, 5 en-suite BRs, multiple entertaining spaces, a wine cellar, sauna, wet bar and whole-house generator. Outdoors, an expansive bluestone terrace surrounds a saltwater pool, creating an exceptional setting for sunset entertaining and alfresco dining. A deep-water dock capable of accommodating a yacht in the 70-ft range, a unique waterfront boathouse, oversized boat garage, newly refinished tennis court and separate 3BR/3BA guesthouse elevate the property into a true coastal compound. Located on a quiet dead-end road with both main and service entrances, Home Port offers remarkable privacy, direct harbor access and close proximity to Watch Hill Village. Perfectly positioned between NYC and Boston, with access via Amtrak, I-95 and Westerly's jet-capable airport, this is a once-in-a-generation opportunity to own one of the most significant estates on the Rhode Island coast.

8 Beds ⋅ 12 Baths

'Home Port' is one of Watch Hill's rarest harbor-front estates, set on the largest residential lot directly on Watch Hill Harbor. Encompassing 2.74 private acres, this extraordinary family compound pairs unmatched boating amenities with sweeping west-facing views over the harbor, Atlantic Ocean, Fishers Island and Stonington. The 4-level main residence offers elevator access to every floor, gracious light-filled rooms designed around the view, 5 en-suite BRs, multiple entertaining spaces, a wine cellar, sauna, wet bar and whole-house generator. Outdoors, an expansive bluestone terrace surrounds a saltwater pool, creating an exceptional setting for sunset entertaining and alfresco dining. A deep-water dock capable of accommodating a yacht in the 70-ft range, a unique waterfront boathouse, oversized boat garage, newly refinished tennis court and separate 3BR/3BA guesthouse elevate the property into a true coastal compound. Located on a quiet dead-end road with both main and service entrances, Home Port offers remarkable privacy, direct harbor access and close proximity to Watch Hill Village. Perfectly positioned between NYC and Boston, with access via Amtrak, I-95 and Westerly's jet-capable airport, this is a once-in-a-generation opportunity to own one of the most significant estates on the Rhode Island coast.

14 Pawcatuck Avenue, Westerly

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

$12,650,000

Extraordinary Watch Hill Estate -- Where Modern Luxury Meets Timeless Elegance. This extraordinary estate seamlessly overlays a 2026 custom-built modern luxury home onto the timeless character of the original 1890 built Lion Gate Inn, providing the perfect balance of contemporary sophistication and history. Set in the heart of Watch Hill and positioned on 1.45 impeccably landscaped acres in one of the area's most coveted neighborhoods, the property offers the rare combination of privacy and proximity, just under a mile from vibrant Bay Street and an easy walk to East Beach. Spanning an impressive 7,442 square feet, the home showcases a refined open floor plan designed for both grand entertaining and comfortable everyday living. A dramatic double-height entry with 10 to 12- foot ceilings sets the tone, while expansive floor-to-ceiling windows bathe the interiors in natural light, highlighting the home's clean lines and contemporary elegance. At the heart of the home is a chef's kitchen outfitted with top-tier appliances. The residence offers exceptional flexibility with two luxurious primary suites located on both the first and second floors, complemented by three spacious double bedrooms designed for family living. The walk-out lower level is a destination of its own, featuring a state-of-the-art media room, a beautifully appointed wine cellar, a full laundry area, and a private guest suite. Every detail of this spectacular home has been crafted to the highest standard.

6 Beds ⋅ 8 Baths

Extraordinary Watch Hill Estate -- Where Modern Luxury Meets Timeless Elegance. This extraordinary estate seamlessly overlays a 2026 custom-built modern luxury home onto the timeless character of the original 1890 built Lion Gate Inn, providing the perfect balance of contemporary sophistication and history. Set in the heart of Watch Hill and positioned on 1.45 impeccably landscaped acres in one of the area's most coveted neighborhoods, the property offers the rare combination of privacy and proximity, just under a mile from vibrant Bay Street and an easy walk to East Beach. Spanning an impressive 7,442 square feet, the home showcases a refined open floor plan designed for both grand entertaining and comfortable everyday living. A dramatic double-height entry with 10 to 12- foot ceilings sets the tone, while expansive floor-to-ceiling windows bathe the interiors in natural light, highlighting the home's clean lines and contemporary elegance. At the heart of the home is a chef's kitchen outfitted with top-tier appliances. The residence offers exceptional flexibility with two luxurious primary suites located on both the first and second floors, complemented by three spacious double bedrooms designed for family living. The walk-out lower level is a destination of its own, featuring a state-of-the-art media room, a beautifully appointed wine cellar, a full laundry area, and a private guest suite. Every detail of this spectacular home has been crafted to the highest standard.

4 Foster Cove Road, Westerly

Listing courtesy of Residential Properties, Ltd.. Contact:

$2,899,000

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!

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: