Westerly Homes with Maintenance Amenities

Welcome to Westerly, Rhode Island—a charming coastal town nestled in Washington County, where the serene beauty of New England meets vibrant community life. Known for its stunning beaches, picturesque landscapes, and rich history, Westerly offers an idyllic setting for those seeking a perfect blend of relaxation and recreation. With its quaint downtown area filled with unique shops, delightful eateries, and cultural attractions, Westerly is a place where every day feels like a vacation.

One of the standout features of homes in Westerly is the availability of maintenance amenities. Imagine living in a community where your weekends are free from the hassle of yard work and home repairs. Many properties in Westerly come equipped with maintenance services that ensure your home remains in pristine condition, allowing you to focus on what truly matters—enjoying life. Whether it’s a beachside bungalow or a charming colonial, these homes often include landscaping, snow removal, and even pool maintenance as part of their amenities.

Westerly’s close-knit community is perfect for families, retirees, and anyone in between. With excellent schools, beautiful parks, and a thriving arts scene, there’s something for everyone. The nearby shoreline offers endless opportunities for outdoor activities, from boating to fishing, making it a paradise for nature lovers.

If you’re looking for a home that combines comfort, convenience, and a touch of coastal charm, Westerly is the perfect place to call home. Explore our listings today and discover the lifestyle you’ve always dreamed of!

Newest Westerly Homes with Maintenance Amenities

$2,300,000

2 Beds ⋅ 2 Baths

Discover the coastal lifestyle in this beautiful two-bedroom, two-bath residence at the Watch Hill Inn, ideally located in the heart of the charming Resort Village of Watch Hill. Offering 1,000 sq ft of thoughtfully designed living space, this beautifully appointed condo features fabulous views of Watch Hill Harbor and a private patio-perfect for morning coffee, afternoon cocktails, or simply taking in the ever-changing beauty of the Watch Hill Harbor. Inside showcases a coastal aesthetic with bamboo & Italian marble flooring, granite countertops, custom wood cabinetry & a beautiful open-concept living and kitchen area. Large windows bring the spectacular harbor views into the living space, creating a warm and inviting retreat that is equally suited to relaxing and entertaining. Owners have the opportunity to participate in the Ocean House Rental Program and, while in residence, enjoy access to amenities at the Ocean House Resort Hotel and Weekapaug Inn, including the Ocean House's private Atlantic Ocean beach, dining, Spa, fitness center, croquet, shuttle service, and daily housekeeping. Step outside and enjoy all that Watch Hill has to offer, from its picturesque harbor and boutique shops to the historic Flying Horse Carousel, Olympia Tea Room, Sift Bakery, St. Clair Annex, and more. A timeless coastal destination and a rare opportunity to own a coastal retreat in one of New England's most sought-after seaside villages

38 Bay Street Unit W401, Westerly

Listing courtesy of Lila Delman Compass. 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:

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: