Westbrook Real Estate

Welcome to Westbrook, Connecticut—a charming coastal town nestled in the heart of Middlesex County. With its stunning shoreline along the Long Island Sound, Westbrook boasts picturesque views and a vibrant community that captures the essence of New England living.

Westbrook is known for its beautiful beaches, including the popular Westbrook Town Beach, where residents and visitors alike enjoy sunbathing, swimming, and beachcombing. The town’s natural beauty is complemented by lush parks and scenic walking trails, perfect for outdoor enthusiasts and families looking to explore the great outdoors.

Beyond its natural attractions, Westbrook is rich in history and culture. The town features a quaint downtown area with unique shops, delightful eateries, and local art galleries, creating an inviting atmosphere for both residents and tourists. The annual events, such as the Westbrook Summer Festival, foster a strong sense of community and provide opportunities for neighbors to connect and celebrate together.

For those seeking a peaceful retreat with easy access to urban amenities, Westbrook is ideally located just a short drive from larger cities like New Haven and Hartford. With excellent schools, a friendly community, and a variety of recreational activities, Westbrook is an ideal place for families, retirees, and anyone looking to embrace the coastal lifestyle.

Whether you’re considering a move or simply exploring the area, Westbrook offers a perfect blend of tranquility and vibrancy, making it a wonderful place to call home. Come discover the charm and warmth of Westbrook—your new adventure awaits!

Newest Listings in Westbrook

$689,900

4 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24197512 MLS

Welcome to 84 Plymouth Road in Westbrook! This beautifully maintained and thoughtfully updated 4-bedroom, 1.5-bath home offers an impressive list of improvements both inside and out. Pride of ownership is evident throughout, beginning with gleaming refinished hardwood floors and a beautifully remodeled kitchen featuring granite countertops, a stylish backsplash, updated cabinetry, and French doors leading to a delightful screened porch, perfect for relaxing or entertaining. The spacious living areas offer comfortable everyday living, while all four bedrooms feature ceiling fans, and the primary bedroom is enhanced with crown molding. The full bathroom has been updated with a soaking tub and shower, while the half bath features an updated vanity top and fixtures. Step outside and discover your own private backyard retreat! Enjoy summer days around the in-ground saltwater pool, complete with an updated filtration system, pool cover, and surrounding patio and walkways. The vaulted screened porch, complete with a ceiling fan, overlooks the beautifully landscaped grounds featuring stone-walled flower beds, mature plantings, privacy trees, and attractive fencing. A retractable Sunsetter awning provides additional shaded outdoor living space. The improvements continue with new garage doors and openers, an expanded paved driveway with convenient turnaround, updated gutters, additional insulation, replacement basement windows, and a new sump pump with battery backup.

84 Plymouth Rd, Westbrook

$422,377

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216744 MLS

Welcome to 52 Anthony Lane, a fully renovated 3-bedroom, 1.5-bath ranch on a private, wooded acre in Westbrook. Brand new upgrades across the home: a brand-new roof, new siding and windows, and new electrical with 100-amp service. Ductless mini-splits handle both heating and cooling, and electric baseboards add extra heat when you need it. Inside, the open living room and kitchen have vaulted ceilings, a skylight, recessed lighting and hardwood floors throughout. The kitchen has two-tone shaker cabinets, quartz counters, a marble backsplash, a farmhouse sink with a gold faucet, and stainless appliances, including a French-door refrigerator. The full bath is updated with modern tile and black fixtures. Outside, a gravel driveway, and plenty of room to enjoy the yard. It's move-in ready, close to the shoreline and I-95.

52 Anthony Ln, Westbrook

$2,275,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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

$275,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24214471 MLS

Tucked along Trolley Road in downtown Westbrook, CT, this year-round cottage offers shoreline living with walk-to-town convenience and access to the town beach. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, shops, restaurants, and the Westbrook train station, you can enjoy coffee, dining, and outings close to home. South of Route 1 and within walking distance of Westbrook's sandy beaches, the location puts the best of this coastal town within easy reach. The home needs love and is ready for a new owner's vision, updates, and care. Set on a generous, level lot, this property offers an opportunity to refresh the existing single-family cottage or explore new construction, subject to applicable approvals. A small section of wetlands at the very back creates a natural buffer, with the majority of the land open and usable. A great-size lot in downtown Westbrook is a standout asset, offering space to envision gardens, outdoor entertaining, and a private shoreline retreat. Whether you are looking for a year-round home, coastal getaway, or your next renovation project, this property combines beach access, downtown convenience, and room to imagine what's next. Bring your ideas, see potential, and discover how much this walkable Westbrook location has to offer. A chance to create something special in a setting you'll love.

41 Trolley Rd, Westbrook

$160,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24212453 MLS

Welcome to Grove Beach Community, a vibrant 55+ neighborhood set along the beautiful Connecticut shoreline. This home is one of the newest in the community and has been lovingly maintained, offering comfortable, easy living in a peaceful coastal setting. Inside, enjoy an open floor plan featuring a spacious eat-in kitchen with breakfast bar and a bright, airy living room with access to the side yard. The large bedroom easily accommodates a king-sized bed, and the hallway laundry sits conveniently across from a generous bathroom with a large walk-in shower. The owners primarily used the home during summer months, keeping it in excellent condition. Relax on the front porch and take in the ocean air or enjoy the low-maintenance yard complete with a matching storage shed. Just a short distance away is the private Grove Beach, to which the community has beach rights, and the Westbrook Public Beach is only minutes down the road. This ideal location places you close to countless shoreline amenities-restaurants, shopping, medical facilities, and year-round activities up and down the coast. Westbrook also offers a wonderful senior center and a local YMCA. With easy access to major highways, getting around is simple and convenient. A perfect blend of coastal charm, convenience, and community living.

50 Linden Ave N, Westbrook

$899,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24212195 MLS

Meticulously maintained and exceptionally well-built, this 2012 Colonial is set on professionally landscaped grounds with mature plantings, a manicured lawn and front-yard irrigation. Inside, 9' ceilings and hardwood floors extend throughout the main level. The eat-in kitchen features granite countertops, stainless steel appliances and sliders to the enclosed porch. The inviting living room offers a propane fireplace flanked by built-in bookcases. French doors topped with a transom lead to the formal dining room, while a separate office/den also with French doors provides additional flexibility. A half bath with polished pink granite flooring sourced from Stony Creek Quarry completes the main level. Upstairs are three bedrooms and a bonus room, including a spacious primary suite with walk-in closet and oversized walk-in shower. Hunter Douglas shades are installed throughout. Outside, enjoy a well-appointed patio with direct propane hookup for grilling, and an above-ground pool with deck. A 30x30 detached barn/garage with 12x12 overhead door, expanded attached 1-car garage and finished space above offer exceptional flexibility for work, guests or recreation.

300 Dennison Rd, Westbrook

$115,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24211601 MLS

Why rent when you can own this beautifully renovated, turn-key home? Built in 2000 and recently refreshed from top to bottom, this light and bright manufactured home offers modern comforts and effortless style. Interior Highlights: Stunning New Kitchen: Featuring sleek new appliances, soft-close drawers, and durable new luxury vinyl flooring. Recent Upgrades: Enjoy a freshly painted interior throughout, a totally renovated bathroom, and cozy bedroom carpeting only two years old. Modern Convenience: Includes a one-year-old washer and dryer and a one year old heating system. Privacy & Light: Front windows feature a specialized treatment that allows natural sunlight to pour in while maintaining complete privacy from the street. There's even a Carefree shed for outside storage. Located close to town and the amenities of the charming town of Westbrook.With an acceptable offer, the seller will contribute 6 months of the monthly fees!

5 Cook Ter, Westbrook

$605,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206967 MLS

Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring six inviting fireplaces, the home's warmth, ambiance and thoughtfully preserved architectural details celebrate this home's true heritage. An in-ground, heated pool creates a private backyard retreat while the "walk-to-everything" location makes this home a perfect escape from a hustle and bustle daily life. Just moments from the beach, charming town center, dining and community events, this home also features a two-story barn creating extra valuable storage or flexible space for hobbies, game room, beach gear or workshop space. Located in a desirable beach community, this special property also boasts a proven and successful rental history with excellent income potential or a seamless blend of personal use and investment opportunity. A rare chance to own a piece of history in a prime shoreline setting where coastal lifestyle, character and convenience come together beautifully.

38 S Main St, Westbrook

$84,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24206872 MLS

Move right into this private setting 2-bedroom,1 bath ranch with a new roof and new plumbing, and a welcoming covered deck. Enjoy all that Westbrook and shoreline living has to offer, with local shops, restaurants, beaches, and entertainment just moments away. The land lease covers water, septic, trash, recycling, tree and road maintenance

33 Green Acres Park Dr, Westbrook

$499,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206182 MLS

Timeless New England charm meets comfortable modern living in this 1905 Shoreline home. Offering approximately 1,380 square feet, this distinctive 3-bedroom, 2-bath residence features warm hardwood floors, beautiful millwork, beadboard accents, & a cozy propane stove. The updated kitchen offers custom cabinetry, granite countertops, stainless-steel appliances with a sunny eat-in area filled with natural light from numerous windows. The flexible floor plan includes a first-floor bedroom & full bath, with two additional bedrooms & full bath upstairs. Outside, enjoy a serene private seating & relaxing area fenced in, mature landscaping, detached 1 car garage ^ shed. A charming opportunity to own a piece of Shoreline history with thoughtful updates & enduring character. Less than 5 minutes to the West Beach area of Westbrook, shopping, dining & the Elks Club.

1010 Boston Post Rd, Westbrook

$739,999

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203034 MLS

Awaiting the Price Adjustment? It's here. Don't hesitate to scoop up this fully furnished fabulous home that offers 3 beds, 2 bath, and a wonderful fenced in yard. One bedroom on the main floor and two upstairs offers ease of access as well as privacy. Living room/dining room combination with brick gas fireplace and elegant chandelier - perfect for dinner parties or a cozy evening at home. Sliding door to backyard promotes easy indoor/outdoor living. Large basement for entertaining and storage. Two decks, one with remote controlled awning, to enjoy BBQs, seagrass views and seasonal plantings. Bucolic neighborhood with quick 5 minute stroll to association beach.

103 Old Salt Works Rd, Westbrook

$825,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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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Westbrook Real Estate

Newest Listings in Westbrook

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