Watch Hill Real Estate

Welcome to Watch Hill, a picturesque subdivision nestled in the charming coastal town of Westerly, Rhode Island. Renowned for its stunning beaches and vibrant community, Watch Hill offers an idyllic blend of seaside living and small-town charm. This exclusive neighborhood is a haven for those seeking a tranquil retreat while still being close to the bustling attractions of the Rhode Island coastline.

Watch Hill is characterized by its beautifully maintained streets, lined with elegant homes that showcase a variety of architectural styles, from classic New England cottages to luxurious waterfront estates. Many residences boast breathtaking views of the Atlantic Ocean, providing a perfect backdrop for relaxation and outdoor activities. The area’s lush landscapes and proximity to pristine beaches make it a sought-after destination for families, retirees, and anyone looking to embrace the coastal lifestyle.

Residents of Watch Hill enjoy access to a wealth of amenities, including boutique shops, delightful eateries, and recreational opportunities. The famed Watch Hill Lighthouse, a historic landmark, stands proudly at the tip of the peninsula, offering stunning vistas and a glimpse into the area's rich maritime history. For those who appreciate the outdoors, the nearby Napatree Point Conservation Area is perfect for hiking, birdwatching, and beachcombing.

With its captivating scenery and tight-knit community, Watch Hill is more than just a place to live; it’s a lifestyle. Whether you’re looking for a summer getaway or a year-round residence, this enchanting subdivision promises to deliver the perfect blend of comfort, elegance, and coastal charm. Come and discover the magic of Watch Hill—your dream home awaits!

Newest Listings in Watch Hill

$1,600,000

2 Beds ⋅ 2 Baths ⋅ 1422356 MLS ⋅ The Inn at Watch Hill BLDG.

A rare second chance to own in the heart of Watch Hill! This beautifully maintained two-bedroom, two-bath condominium combines an exceptional village location with direct harbor views. From the private deck, watch the boats come and go, savor morning coffee by the water, or unwind with cocktails as the cannon announces the sunset. Bright and inviting, the 924-square-foot residence offers a thoughtfully designed layout with two comfortable bedrooms, two full baths including a primary en suite a full kitchen, wet bar area, washer/dryer, central air conditioning, and living spaces positioned to showcase the view. Just outside your door, stroll to Napatree Point and East Beach; explore the shops, galleries and restaurants along Bay Street; ride the historic Flying Horse Carousel; or enjoy a lobster boil at the Ocean House. Few properties place the best of Watch Hill within such easy reach. Ideal as a summer getaway, year-round retreat, or investment in one of Rhode Island's most treasured seaside communities, this residence offers an increasingly rare combination: water views, walkability to the beach, and effortless access to the Watch Hill lifestyle.

118 Bay Street Unit 4, Westerly

$14,200,000

6 Beds ⋅ 7 Baths ⋅ 1419348 MLS

Here is the property you have been waiting for! Featuring an extraordinary waterfront setting, this legacy coastal estate offers thrilling sunsets, exceptional privacy and timeless architecture. A private deep-water dock and two moorings set the stage for sunset sails! Outdoor, a beautiful yet private in-ground pool with a pool house and the waterfront bluestone terrace provides ample areas for large scale entertaining and dining. Set on a secluded lane, this property offers a rare sense of tranquility without sacrificing convenience. Sea breezes and views create an atmosphere of remarkable peace and privacy yet steps away from the village of Watch Hill. The home's location is outside the flood zone; house has a recently updated elevation certificate. Designed for gracious living, the residence offers 6 bedrooms, and office, 5 full baths, and 2 powder rooms and a lower level play room and wine cellar. Of its 13 principal rooms, 11 enjoy captivating water views! Inside, a welcoming foyer, gracious living and dining rooms, a spacious kitchen, a sunroom with bar and an all-season sitting room serves as an oceanfront observatory. From the third story, steps lead to the rooftop deck with stunning views of Fisher's Island and Stonington! Above the garage is an office or den. Every detail of this property has been thoughtfully composed to celebrate its remarkable setting while delivering the comfort, privacy, and effortless elegance that define the very heartbeat of coastal living.

5 Water's Edge Road, Westerly

$9,750,000

5 Beds ⋅ 6 Baths ⋅ 1419074 MLS

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

$9,750,000

1419076 MLS

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

$3,450,000

4 Beds ⋅ 6 Baths ⋅ 1417910 MLS

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

$4,295,000

4 Beds ⋅ 4 Baths ⋅ 1416969 MLS

'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

$23,500,000

8 Beds ⋅ 12 Baths ⋅ 1412393 MLS

'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

$7,250,000

4 Beds ⋅ 6 Baths ⋅ 1413065 MLS

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

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