Westbrook Real Estate

Luxury Homes for Sale in Westbrook, CT

Welcome to your dedicated resource for luxury 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 luxury properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Westbrook, CT

Be the First to Know About New Westbrook Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Westbrook Real Estate Map Search

Search by Lifestyle
  Advanced Search   Market Reports   Home Value   Connect

All Luxury 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
54 Old Boston Post Rd, Westbrook
$1,650,000
4 Baths ⋅ 24012746 MLS
NEW PRICE!!! Anglers and investors take notice, opportunity to own Pier 76 - Westbrook's first Marina established in 1948. The marina is situated on 10.71 acres and features two mix use buildings totaling 5244 sq/ft and 15 docks with 256 slips accommodating both power boat and jet ski vessels up to 26' in length. Well known for its commitment to customer service and local reputation, Pier 76 abuts Old Boston Post and Hammock Road. Westbrook is well known for its rich nautical history and was home to the original inventor of the submarine. The marina is a local favorite, and nestled on the Patchouge River. It's proximity to Long Island Sound is unmatched - offering anglers the ability to become immersed within Long Island Sound within minutes of leaving the dock. Once in Long Island Sound anglers have the option to boat West to Clinton and dock at award winning restaurants (Aqua or Lobster Landing) explore east of Old Saybrook and CT River and travel to Rhode Island/Block Island, and West to Greenport and Long Island. In addition to the 15 docks featuring 256 boat and jet ski slips, Pier 76 offers its clients (Storage, Winterization/Winter Storage, and Boat Repair/Maintenance. The first retail building is the business' main office with 2464 sq/ft living space. The additional two story building features 4,448 sq/ft and a living area of 2,780 sq/ft. Owner holds building concept plans for potential redevelopment of 40 unit condo complex (16 one bedroom, 24 2 bedroom units).

54 Old Boston Post Rd, 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
Start Your Search

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.

How much is your home worth?

Get instant property value now!