Westerly Homes with Detached Parking features

Welcome to Westerly, Rhode Island – a picturesque coastal town that perfectly blends New England charm with modern conveniences. Nestled in Washington County, Westerly is renowned for its stunning beaches, vibrant arts scene, and rich history. With its quaint downtown area filled with boutique shops, delightful eateries, and cultural attractions, Westerly offers a unique lifestyle that appeals to families, retirees, and young professionals alike.

One of the highlights of living in Westerly is its proximity to some of the most beautiful beaches in the region, including Misquamicut State Beach and Watch Hill. These sandy shores provide endless opportunities for sunbathing, swimming, and water sports, making it a haven for beach lovers. Additionally, the town is home to several parks and recreational areas, perfect for outdoor enthusiasts looking to explore nature or enjoy a leisurely stroll.

When it comes to housing, Westerly offers a diverse range of options, including charming single-family homes equipped with detached parking features. These properties not only provide the convenience of off-street parking but also enhance the overall appeal of the home. Imagine coming home after a long day to a beautifully maintained residence with ample space for your vehicles, all while being just moments away from the vibrant life of downtown Westerly and the serene beaches.

In Westerly, you’ll find a welcoming community rich in culture and history, making it the perfect place to call home. Whether you’re looking to settle down or invest, Westerly’s real estate market offers opportunities that blend comfort, convenience, and coastal living. Come experience the charm of Westerly, where your dream home awaits!

Newest Westerly Homes with Detached Parking features

$529,900

7 Beds ⋅ 4 Baths

The bones are right, and the price reflects the work. A buyer who has done this before will see immediately what this property is worth with a little TLC. First time on the market, this rare four-unit multi-family sits a 10-minute walk from historic downtown Westerly, shops, restaurants, the Amtrak station, and just 12 minutes from Westerly's beaches, Misquamicut, and Watch Hill. The first and second-floor units each offer over 1,100 square feet of living space, with two bedrooms, a double parlor, and hardwoods throughout. Unit 1R is a spacious one-bedroom with a formal dining room and large living room with its own private entrance, privacy fence, and side yard. The third floor is a cozy retreat with an extra room for storage or a home office. Recent improvements include two brand-new heating systems and all-new water tanks. A four-bay garage and garden areas complete the property. Fully rented with long-standing tenants, 18 Spring Street offers the year-round consistency and reliability that make it an ideal investment property for investors, owner-occupants, or those looking to add a great property to their portfolio. Property Is Being Sold As-Is.

18 Spring Street, Westerly

Listing courtesy of Engel & Volkers Oceanside. Contact:

$529,000

4 Beds ⋅ 2 Baths

Located in the Heart of Westerly. 2 family home side by side with 2 bedrooms and 1 bath each side, 2 car garage and a shed. This Property could be used as a single family with an in-law set up. The 2 apartments have access to each other now. Door can be closed and filled in to be 100% separate. Awesome setting nice property set on almost 2 acres of land. This is a wonderful opportunity to own a very special and unique property.

160 Westerly Bradford Road, Westerly

Listing courtesy of Dandurand Real Estate. Contact:

$14,200,000

6 Beds ⋅ 7 Baths

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

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

$539,900

6 Beds ⋅ 3 Baths

Opportunity to own a three-family property in Westerly's historic North End. Offering three separate units with below-market rents and month-to-month tenancies, this property presents an excellent opportunity for an investor or owner-occupant looking to add value over time. Each unit features separate utilities, providing added convenience for ownership and management. Individual washer and dryer hookups for each unit are located in the basement. The property offers minimal exterior maintenance with no yard to maintain, along with a small detached garage providing additional storage or parking. With some updating and improvements, there may be an opportunity to increase rental income over time. Conveniently located near Downtown Westerly, Wilcox Park, shopping, restaurants, area amenities, and major routes. A great opportunity to add a three-family property to your investment portfolio in Westerly. Buyer and buyer's agent to perform their own due diligence regarding rental income, property condition, zoning, permitted use, and potential future rents.

55 Pleasant Street, Westerly

Listing courtesy of Town & Shore 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:

$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:

$2,650,000

3 Beds ⋅ 3 Baths

This custom-built Contemporary home designed by the world-famous Centerbrook Architects offers an exclusive retreat in the gated No Bottom Pond community. Highlights include open space, 2 tennis courts, and protected privacy by a small hill with a stone terrace and fire pit to take in the beautiful starry night sky. With 3 bedrooms, 2.5 baths, plus 3,213 sq. ft. of living space on a sprawling 1-acre lot, this residence is an ideal coastal retreat! The living room, media room, dining room, and kitchen feature cathedral ceilings, while the soaring stone fireplace creates an inviting, open atmosphere. The primary suite & bath are secluded on the main level as well for ease and comfort. An integral 2- car garage includes water facilities adjacent to rough plumbing for a possible full 4th bath. Across the driveway find a large separate outbuilding with another 2-car garage, workspace, a loft, & storage area lending to another possible living space! The property is equally located between Westerly, with it's municipal facilities including a state run airport( jet accessible), an Amtrak train station, & 95, plus the quaint village of Watch Hill, with it's iconic shops & restaurants and of course beautiful beaches right on the Atlantic Ocean! Please make an appointment to see this very special offering.!

13 NO BOTTOM Ridge, Westerly

Listing courtesy of Residential Properties, Ltd.. Contact:

Start Your Search

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated: