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$3,695,000
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
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
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
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
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:

$18,775,000
6 Beds ⋅ 8 Baths
Rarely does an estate of this caliber become available in the heart of Watch Hill. Privately set on 15 extraordinary acres, this 6-bedroom, 7 full and 1 half bath residence offers unparalleled privacy, breathtaking water views, and timeless architectural character. Designed to capture sweeping vistas of Block Island, Montauk, Long Island, and the Misquamicut Golf Course, the home seamlessly blends historic craftsmanship with modern coastal living. Distinctive features include reclaimed architectural elements, stained and leaded glass, cypress ceilings, imported stone and tile finishes, and an octagonal study inspired by classic Watch Hill architecture. Multiple gathering spaces throughout the home create an ideal setting for both grand entertaining and intimate living. The resort-style outdoor amenities are equally impressive, featuring a pool and spa with waterfall, pool cabana with full bath and changing area, two fenced gardens, and a fully equipped outdoor kitchen. The expansive grounds provide a rare sense of seclusion while remaining moments from all that Watch Hill has to offer. A truly exceptional coastal estate where land, views, privacy, and craftsmanship converge to create one of Southern Rhode Island's most remarkable offerings.

18 E Hills Road, Westerly

Listing courtesy of Flagship Real Estate Advisors. Contact:

$4,100,000
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:

$12,650,000
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
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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