Browse All Westerly RI 6+ Bedroom Properties for Sale

This historic home built circa 1850, consists of two family units, offering a total of six bedrooms and three bathrooms. The first level includes 4 bedrooms, 2 full bathrooms, hardwood flooring, large living room, dining room, wood stove, and laundry. The second-floor unit has two bedrooms, double living room, kitchen, pantry, hardwood flooring and plenty of natural light. Enjoy a gorgeous private yard, along with a two-car garage and a shed. The property is just minutes from downtown Westerly and Wilcox Park. Please note that the property is being sold "as is." Don't miss out on this fabulous opportunity to own investment property or owner occupy with rental income.

11 Maple Avenue, Westerly

Listing courtesy of Jack Conway & Co Inc.. Contact:

$11,475,000

8 Beds ⋅ 6 Baths

In the heart of the historic village of Watch Hill, this remarkable offering comprises nearly 2.6 acres (in a one acre zone). From this exceptional setting, the property enjoys stunning views of Long Island Sound, Fishers Island, Stonington, CT and the local harbor. The sense of place is unmistakably Watch Hill: relaxed, refined, and closely connected to the shoreline. Quietly tucked away from the bustle of the village, the property offers rare privacy while remaining just a short, easy walk to village shops, dining, the beach, local author signings, lectures, musical events and the Ocean House just steps away. The grounds are graced by mature trees and simple plantings, creating a serene and timeless coastal landscape. With 2.6 acres for the two parcels (in a one acre zone), just imagine the tremendous possibilities to design and build your own secluded multi-generational legacy compound! The first parcel, at .66 acre features an existing 1870 Watch Hill carriage house with 3 bedrooms, 2 bathrooms, a living room, dining room, and a charming porch for outdoor enjoyment. The adjacent property consists of just under two park-like acres with a main house consisting of 4 bedrooms, 3 baths, a living room, dining room and kitchen plus a full laundry room with a separate gate house/garage featuring 1 bedroom, 1 bath and deck. Both properties are being sold as is . Together, the two parcels create an exceptional opportunity to build your legacy compound in Watch Hill!

6 Chapel Place 8, Westerly

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

$625,000

6 Beds ⋅ 2 Baths

A rare investment opportunity in Westerly. This well-maintained duplex cherished by the same family for nearly three decades sits on a full acre of beautifully manicured lawn with mature trees and room to expand. This property meets the requirements for an ADU and still holds significant potential. Buyer to verify. Each unit offers 3 bedrooms, 1 bathroom, and a versatile bonus room ideal for storage, a home office, or a creative space. The entire property has just been freshly painted, setting the stage for your vision. With a bit of added TLC, the potential here is exceptional. Rent both units for strong cash flow, or live in one and Airbnb/VRBO the other to significantly offset your mortgage. Current three-bedroom rentals in Westerly commonly exceed $2,000 per month, making this a high-demand, high-return opportunity. A two-car garage and two additional sheds provide abundant storage. The location is unbeatable just a short walk to downtown Westerly, Westerly High School, restaurants, shops, and community amenities, and only a 10-minute drive to the beach. Convenience meets coastal living. Whether you're an investor seeking reliable rental income or a homeowner looking for flexibility and long-term value, this spacious, well-cared-for multifamily property stands out in today's market. Opportunities like this don't come around often.

36 Ledward Avenue, Westerly

Listing courtesy of Alpern and Mesenbourg. 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:

$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:

$12,450,000

7 Beds ⋅ 7 Baths

Nestled along one of Watch Hill's most coveted stretches of coastline, North Cove is a rare offering that blends timeless New England charm with exceptional waterfront amenities and panoramic views.This sought after location offers one of the most desirable boating opportunities with a fabulous dock while offering protection along this sheltered, peaceful cove. This 7-bedroom, 5 full and 2 half-bath shingle-style residence spans approximately 3,500 square feet, with large porches and thoughtfully designed outdoor living spaces that embrace its iconic coastal setting. Incredible views from every room . Living room , dining room and kitchen all lead to the large deck overlooking the expansive lawn, cove , private dock and sunsets! The efficient lower level is unexpectedly functional, featuring a fully equipped boating workshop, secondary kitchen, laundry area, two car garage and boat garage ideal for an active waterfront lifestyle. This is all makes a singular opportunity to own a piece of Watch Hill's most treasured shoreline providing easy access to the Atlantic Ocean...Fishers Island, Montauk and Block Island.

4 Arraquat Road, Westerly

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

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