Westbrook Homes for Sale

Welcome to Westbrook, Connecticut – a hidden gem nestled in the heart of Middlesex County. This charming coastal town boasts a delightful blend of picturesque landscapes, vibrant community spirit, and a rich history that captivates residents and visitors alike. With its stunning beaches along the Long Island Sound, Westbrook provides the perfect backdrop for both relaxation and recreation. Enjoy sun-soaked days at the beach, explore the scenic trails, or indulge in the local dining scene that features fresh seafood and farm-to-table delights.

Westbrook is not just about natural beauty; it’s also a community that thrives on connection and camaraderie. The town hosts a variety of events throughout the year, from lively farmers markets to festive parades, ensuring there’s always something happening. Families will appreciate the top-rated schools and safe neighborhoods, making it an ideal place to call home.

For those looking to settle down in this enchanting town, Westbrook offers a diverse array of homes for sale. Whether you’re searching for a cozy cottage by the beach, a spacious family home near the town center, or a modern condo with stunning views, you’ll find options that cater to all tastes and budgets. The real estate market here is vibrant, reflecting the town’s charm and desirability.

Discover the perfect home in Westbrook and embrace a lifestyle filled with coastal charm, community warmth, and endless opportunities for adventure. Your dream home awaits in this idyllic Connecticut town!

Newest Westbrook Homes for Sale

$387,000

3 Beds ⋅ 2 Baths ⋅ 24220599 MLS

Tucked away on a private road and surrounded by a full acre of woods, 52 Anthony Lane offers the kind of privacy that's hard to find on the shoreline. This 3-bedroom, 1.5-bath ranch is completely new construction from top to bottom, a brand-new home: new roof, new siding and windows, new 100-amp electrical, and ductless mini-splits for efficient heating and cooling, with electric baseboards as backup. It's cozy in the best way, with every square foot put to use. Just off the entry to the right, a flexible room with an oversized barn door can serve as a third bedroom or a second living space, whichever suits your needs. Vaulted ceilings, a skylight and recessed lighting make the open living room and kitchen feel bright and spacious, with hardwood floors throughout. The kitchen has two-tone shaker cabinets, quartz counters, a marble backsplash and a farmhouse sink. The full bath has modern tile and custom finishes. Value like this is nearly impossible to find: you won't find another move-in ready home in Westbrook with this much land and privacy, all close to the shoreline and I-95.

52 Anthony Ln, Westbrook

$399,900

1 Beds ⋅ 2 Baths ⋅ 24218873 MLS

Welcome to 159 Wrights Pond, this secluded Chalet built on over 3 private acres, features beautiful hardwood floors, open floor plan ideal for entertaining and views of Wrights Pond. Other features include an oversized two car garage, detached two car garage with wood shop, and whole house generator. Wrights pond is ideal for kayaking, fishing ect. Located just minutes from award-winning restaurants, shopping centers, marinas, and Westbrook's three town beaches, this hidden gem offers the rare opportunity to enjoy the best of Connecticut shoreline living while retreating to your own private sanctuary.

159 Wrights Pond Rd, Westbrook

$740,000

3 Beds ⋅ 4 Baths ⋅ 24218576 MLS

Very well Maintained 8 room/3/4bedrooms 2.2bathrooms freestanding Colonial located on a cul de sac in Spencer's Landing. 2 car garage, a small area is being used for the elevator to the 2nd floor game/bed room. Gas fireplaced family room. living room with sliders to large private deck. Remodeled kitchen and bathrooms. New roof, furnace and hot water heater( all about 2 years old). 50 year transferable roof warranty. move in condition.

1340 Old Clinton Rd Unit 10, Westbrook

$1,195,000

4 Beds ⋅ 2 Baths ⋅ 24217364 MLS

Experience the charm of coastal living in this beautifully renovated, home with deeded beach access! Built in 2009 and thoughtfully updated, this delightful 4-bedroom, 2-full-bath home offers an exceptional seaside retreat with breathtaking views of the expansive sandy beach directly across the street, complete with beach rights.Inside, bright and inviting living spaces complement a gorgeous new kitchen featuring quartz countertops, a beautifully renovated first-floor full bath, and convenient first-floor laundry. Additional recent improvements include a new heating system, central air conditioning, fresh interior paint, and a new outdoor shower, providing all the comforts of modern living in a relaxed coastal setting. Spend your mornings strolling along the sandy shoreline, afternoons enjoying the water, and evenings unwinding on the spacious deck overlooking the peaceful marsh. Sheltered by Duck Island and the breakwater, the surrounding waters offer endless opportunities for paddleboarding, kayaking, boating, jet skiing, and sailing. Nearby marinas, boat mooring opportunities, bike rides for ice cream, and spectacular coastal sunsets capture the simple pleasures of a quintessential New England beach community.The property also features a garage with generous storage space and additional laundry facilities, perfect for accommodating beach gear, bicycles, and boating essentials. This special property offers the perfect combination of modern amenities and charm!

70 Old Mail Trl, 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

$689,900

4 Beds ⋅ 2 Baths ⋅ 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

$275,000

2 Beds ⋅ 1 Baths ⋅ 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 ⋅ 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

$569,000

3 Beds ⋅ 2 Baths ⋅ 24212425 MLS

Welcome to a wonderful opportunity to own a home in the highly desirable shoreline community of Westbrook, where a private, peaceful setting meets the many benefits of coastal-town living. Set on Dennison Road, this property offers a sense of privacy and natural surroundings while remaining close to Westbrook's beaches, shops, restaurants and community amenities, including rights to the town beach just minutes away. This home has been thoughtfully updated and prepared for its next owner. Recent improvements include a brand-new roof, new electric hot water heater, updated electrical panel and additional electrical improvements brought up to code or repaired, a newly installed water treatment system, and a new mini-split system on the main level providing both heating and air conditioning. The interior has been freshly painted, including walls and ceilings, creating a clean and inviting backdrop throughout. The kitchen features a new stove and dishwasher, while the garage door openers have recently received new safety sensors. The chimney has been professionally cleaned, and the front steps have been restored, cemented and sealed. One of the home's most special features is the beautiful year-round wooden solarium, filled with natural light from its many windows and skylights and enhanced by excellent lighting. Heated for year-round enjoyment, this inviting space provides a wonderful connection to the outdoors and opens directly onto a beautiful rear deck that extends the leng

191 Dennison Rd, Westbrook

$899,900

3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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

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Westbrook Homes for Sale

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