Westbrook Real Estate

4 Bedroom Homes for Sale in Westbrook, CT

Welcome to your dedicated resource for 4 bedroom homes for sale in Westbrook, CT. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Westbrook, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 4 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 4 Bedroom Homes for Sale in Westbrook, CT

263 Seaside Ave, Westbrook
$2,275,000
4 Beds ⋅ 5 Baths ⋅ 24213827 MLS
WHERE THE BEAUTY OF THE SHORELINE MEETS THE LUXURY OF COASTAL LIVING. Experience the sights, sounds, and serenity of waterfront living at 263 Seaside Avenue, where timeless New England charm meets exceptional craftsmanship and modern comfort. Completely reconstructed in 2018, including structural improvements and a third-floor addition, this beautifully appointed four-bedroom, three-full bath, two half bath coastal retreat offers semi-private beach access, thoughtfully designed living spaces, and remarkable attention to detail. The inviting open-concept first floor features custom shiplap walls and ceilings, wood-grain porcelain tile flooring, and abundant natural light. A beautifully designed kitchen showcases an oversized granite island, tile backsplash, natural gas cooktop, and walk-in pantry. A dedicated laundry room, generous closet space, and enclosed porches on both the first and second floors enhance everyday living. The luxurious primary suite features a spacious walk-in shower with body sprays, while the third floor offers two additional bedrooms and a full bathroom. Thoughtfully designed dormers add approximately 400 square feet of living space beyond the town's current assessment records.

263 Seaside Ave, Westbrook
73 Chapman Beach Rd, Westbrook
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 24165902 MLS
Own a piece of the Connecticut Shoreline lifestyle with this exceptional dual-cottage property in the sought-after Chapman Beach community! Just a short stroll to the sand with deeded private beach rights, this rare offering features two completely renovated, year-round single-family homes on one lot. This distinctive coastal property offers the perfect combination of seaside living, flexibility, and established rental income potential. The charming 824 sq. ft. guest cottage is a proven 5-star Airbnb with an established rental history and Summer 2027 reservations already secured, which must be honored by the buyer. Rental income details are available upon request. Also offering a history of academic rentals, this turnkey cottage features two bedrooms, one full bath, an updated kitchen with granite countertops, and an inviting open floor plan. A private yard and outdoor shower enhance the coastal experience, while a separate septic system, and utility meters provide added independence. New roof (2025). The fully renovated 1,100 sq. ft. main home is equally appealing, featuring two bedrooms, one full bath, an open floor plan, a new kitchen with quartz countertops and stainless steel appliances, a spacious living room with propane fireplace, and a dining area. A beautiful new 20' x 16' custom patio creates the perfect setting for outdoor entertainment. 2025 vapor barrier and blown in attic insulation ensure year round comfort.

73 Chapman Beach Rd, Westbrook
26 Chittenden Hill Rd, Westbrook
$825,000
4 Beds ⋅ 2 Baths ⋅ 24203412 MLS
A rare opportunity to own a distinctive country estate with two full residences on 5.68 private acres. A charming circa-1710 center-chimney colonial. Offering four bedrooms, 2 full baths, approximately 2900 square feet, and three fireplaces. Rich with traditional character, the home features an updated kitchen, newer steam boiler, new cedar roof, updated full baths, and mini-split system with 10 head units. An expansive patio overlooks beautiful gardens and meadows, creating an exceptional setting for entertaining. The separate two-bedroom residence offers comfortable living space plus adjoining meeting rooms and a library with a deck overlooking the meadows-ideal for extended family, guests, a studio, home office or other flexible uses. The grounds include a barn, gardeners shed, henhouse, 2 rabbit hutches and garage. Adjoining open space and conservation land, this remarkable property offers an uncommon combination of privacy, versatility, history and the character of a true country estate.

26 Chittenden Hill Rd, Westbrook
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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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