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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

Essex Road, Westbrook
$1,200,000
24192570 MLS
Available for the first time in nearly 90 years, this exceptional 12 ACRES represents one of the very last large tracts of undeveloped land in the water community of Westbrook. The property features a striking combination of 7.5 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded backdrop. The flat acreage provide an unobstructed southern view of 9 acre Lake Louise & borders the protected land of both Essex & Westbrook Land Trusts. Location & accessibility are unmatched. With 379 feet of clear-line frontage on Route 153, the parcel is positioned perfectly midway between I-95 & Route 9, just minutes to the Old Saybrook/Westbrook Amtrak & Shoreline East train station for seamless travel from Boston, New York & beyond. A local civil engineer believes the site is primed for high-yield development. The property offers remarkable flexibility: a possible 3-4 substantial luxury residential lots or leveraging under CT Affordable Housing Law 8-30g to construct high-density multi-unit complex ranging from 33 units to perhaps 100 units, mirroring successful transit-oriented development nearby. The land is also believed to have substantial on-site topsoil & gravel reserves for immediate asset value. NOTE This sale is contingent upon an adjoining actively listed for sale 20 acre parcel in Essex, owned by the same owners being sold individually, if not together. See related MLS numbers.

Essex Road, Westbrook

18 Cedar Ln, Westbrook
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 24203578 MLS
Welcome to 18 Cedar Lane in Westbrook-a contemporary 3-bedroom, 3-full-bath home offering the perfect blend of modern living and beach-community lifestyle. Step inside to an open-concept living space highlighted by soaring cathedral ceilings, and the stone wood burning fireplace in the living room. Open to a beautifully remodeled kitchen completed in 2023 with an adjacent dining area. Designed for cooking, gathering, and entertaining, the kitchen features stainless steel appliances, granite countertops, and an oversized center island. An enclosed sunroom provides flexible year-round living space and opens through sliders to the deck-perfect for extending everyday living outdoors. The main-level primary suite offers the convenience of an ensuite full bath, while two additional bedrooms are located upstairs. The asphalt roof was replaced in 2025. Enjoy all the benefits of this coastal community with an annual association fee that includes beach access and maintenance, use of tennis, pickle ball and basketball courts, community pavilion access, grounds maintenance for community areas, and weekly trash pickup. Contemporary style, thoughtful updates, and a beach-community setting come together at 18 Cedar Lane. Welcome to the shoreline lifestyle!

18 Cedar Ln, Westbrook

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