Westbrook Real Estate

**Discover Westbrook, Connecticut: A Hidden Gem on the Shoreline**

Nestled along the picturesque Connecticut shoreline, Westbrook is a charming town in Middlesex County that beautifully blends small-town warmth with a vibrant coastal lifestyle. With its stunning beaches, lush parks, and welcoming community, Westbrook is the perfect place to call home.

The town boasts a rich history, dating back to the 17th century, and offers a delightful mix of historical charm and modern amenities. Residents and visitors alike enjoy the serene beauty of Westbrook’s sandy shores, including the popular Westbrook Town Beach, where families gather for sun-soaked days filled with swimming, picnicking, and beachcombing.

Westbrook is also known for its thriving local businesses and eateries. From quaint cafes to fine dining establishments, the culinary scene here is diverse and delicious, ensuring that there’s something for every palate. The town’s commitment to community is evident in its numerous events, including seasonal festivals and farmers' markets that foster a strong sense of togetherness.

Outdoor enthusiasts will find plenty to love in Westbrook, with access to beautiful parks and nature trails, perfect for hiking, biking, and enjoying the great outdoors. The nearby Hammonasset Beach State Park offers additional recreational opportunities, making it an ideal destination for nature lovers.

With its idyllic coastal setting, friendly atmosphere, and strong sense of community, Westbrook, Connecticut, presents an unparalleled opportunity for those looking to find their dream home. Experience the charm of this hidden gem and discover why so many are proud to call Westbrook their home!

Newest Listings in Westbrook

$799,999

3 Beds ⋅ 2 Baths ⋅ 24203034 MLS

Sea Salt Air Changes Everything... The mood. The conversation. The momentum. When you are here you will find yourself at the crossroads of nature and civilization. Stroll to a private association beach from this restful retreat. Stretch out on the deck overlooking swaying seagrass. Sing in the outdoor shower. Go on, no one is listening. Deck with awning and marsh views. Fenced in yard featuring fire-pit for leisurely evening chats. Gorgeous plantings. Tastefully furnished. Lovingly and meticulously cared for. Elegance abounds. Salt life refined with the comforts that nourish your soul.

103 Old Salt Works Rd, Westbrook

$550,000

2 Beds ⋅ 1 Baths ⋅ 24204983 MLS

If you're looking for a turn-key year round home at the beach, this is the one for you; New kitchen, new flooring, partially finished full basement (currently being used as a 3rd bedroom), fenced in backyard with an outdoor shower, dead-end street, short walk to your private beach. Enjoy open living inside, or hang out on the deck outside. Situated on the sunny side of the street with a paved driveway and grassy yard. A backyard shed holds all your garden and beach items. Come and enjoy the beach lifestyle.

18 Dorothy Rd, Westbrook

$69,000

2 Beds ⋅ 2 Baths ⋅ 24205018 MLS

Prefab home with a wooden deck sits on a level wooded lot with mature trees and lots of privacy. The kitchen has ample cabinet space with a few glass front cabinets. There are two large windows in the living room providing natural light. The home is located in Green Acres Park on Boston Post Road providing easy access to local beaches, retail stores, restaurants and I95. The homes in the community provide one level living with no age restrictions. The land lease covers water, septic, trash and recycling, tree and road maintenance.

6 Woodsedge Ln, Westbrook

$1,575,000

4 Beds ⋅ 2 Baths ⋅ 24204010 MLS

Spectacular DIRECT WATERFRONT gem in Westbrook, located at the end of rarely available Little Stannard Beach Road. Thoughtfully updated throughout, this 4-bedroom coastal oasis exudes designer flair. The main level offers open concept living and wall-to-wall windows overlooking Salt Island and Long Island Sound. Interior updates include new flooring and cosmetic updates while the kitchen sparkles with new countertops, appliances and refreshed cabinetry. The upper level offers plenty of space for guests, complete with four bedrooms and a recently refreshed full bathroom. Outdoor amenities include a spacious deck with retractable awning, concrete seawall, outdoor shower, two sheds and ample parking for space up to six automobiles. Year-round living means the vacation never has to end. Westbrook is an enchanting shoreline community with restaurants, shopping and healthcare facilities just minutes away. Easily accessible by rail and positioned perfectly midway between Manhattan & Boston.

156 Little Stannard Beach Rd, Westbrook

$949,000

4 Beds ⋅ 2 Baths ⋅ 24203412 MLS

A distinctive, unique property with character, privacy and versatility of a true country estate. At the heart of the property on 5.68 acres, is a charming circa-1710 center-chimney colonial. Offering four bedrooms, 2 full baths, approximately 2900 square feet, and three fireplaces. Rich with traditional appeal and updated kitchen, newer steam boiler, new cedar roof, updated full baths, and mini-split system with 10 head units. Beautiful expanded patio, perfect for entertaining overlooking gardens and meadows. A separate two-bedroom guest house with adjoining meeting rooms, library with deck overlooking meadows, provides comfortable space for guests, extended family, studio or home office. The grounds include a barn, gardeners shed, henhouse, 2 rabbit hutches and garage. This remarkable gentle-farm adjoins open space and conservation land.

26 Chittenden Hill Rd, 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

$800,000

3 Beds ⋅ 3 Baths ⋅ 24202484 MLS

Welcome to 81 Little Stannard Beach Road, a truly hidden gem nestled within the desirable Little Stannard Beach Association in Westbrook. Offering the best of shoreline living, this exceptional contemporary home is just a short walk from your own private white-sand beach and showcases breathtaking, peaceful views of the surrounding marsh. Situated on an extremely rare double lot, this property offers the privacy, yard space, and parking that are so difficult to find along the shoreline. Meticulously maintained, the upper level welcomes you with an open and airy floor plan featuring beautiful hardwood floors in the kitchen area and abundant natural light. The updated kitchen is fully equipped with stainless steel appliances and opens seamlessly into the spacious living room, where panoramic windows frame the stunning marsh views. A cozy wood-burning fireplace creates the perfect setting for relaxing, while sliding doors lead to the spacious upper deck, offering a peaceful and private space to take in the breathtaking surroundings. Tall ceilings and skylights further enhance the bright, open feel, and an additional nook provides the perfect space for a home office or desk. A convenient half bath completes this level. The fully finished lower level offers three bedrooms and two full bathrooms. Two cozy bedrooms provide comfortable accommodations, while one full bathroom features tile flooring and a stand-up shower.

81 Little Stannard Beach Rd, Westbrook

$569,000

4 Beds ⋅ 4 Baths ⋅ 24201730 MLS

Move-in-ready four-bedroom, three-and-a-half-bath Colonial offering flexible living space just minutes from the Connecticut shoreline. Freshly painted throughout, the inviting main level features a formal living room and dining room, spacious family room, and a four-season sunroom with an indoor hot tub overlooking the fenced backyard. The partially finished walkout lower level provides valuable additional living space and offers potential for a home office, recreation area, guest quarters, or possible in-law setup. Additional highlights include main-level laundry, a two-car attached garage, level corner lot, beautifully maintained lawn and vegetable garden. Conveniently located near West Beach, Coral Sands Beach, shoreline restaurants, shopping, the Westbrook train station, and I-95. Enjoy the space and versatility of a four-bedroom home together with the convenience and lifestyle of coastal Westbrook.

428 Hammock Rd N, Westbrook

$99,000

2 Beds ⋅ 1 Baths ⋅ 24201167 MLS

Welcome to 15 Broadway North in Westbrook, where coastal charm meets comfortable everyday living. Ideally located just minutes from Westbrook's beautiful shoreline, beaches, marinas, restaurants, shopping, and town amenities, this home offers the perfect opportunity to enjoy everything the Connecticut shoreline has to offer. Step inside to a bright and inviting interior with a functional layout designed for both everyday living and entertaining. The property offers comfortable living spaces, plenty of natural light, and the opportunity to make it your own. Whether you're looking for a year-round residence, weekend coastal retreat, or investment opportunity, this home delivers location and lifestyle. Enjoy easy access to Westbrook Town Beach, downtown Westbrook, the train station, I-95, and neighboring shoreline towns, making commuting and weekend exploring a breeze. Don't miss your opportunity to own a piece of the Connecticut shoreline at 15 Broadway North. Schedule your private showing today!

15 Broadway N, Westbrook

$109,000

2 Beds ⋅ 1 Baths ⋅ 24201158 MLS

Welcome to 44 Linden Avenue N., a charming 2-bedroom, 1-bath home located in the desirable Grove Beach community of Westbrook. This inviting property offers comfortable one-level living with an open and functional layout, making it an ideal year-round home, weekend getaway, or investment opportunity. Enjoy the benefits of being part of a private beach community with access to the shoreline and the relaxed coastal lifestyle Westbrook is known for. Conveniently located near beaches, golf, shopping, dining, and major routes, this home offers the perfect combination of affordability, location, and easy living. Buyer financing fell through, so we're officially back on the market and ready to find our next buyer!

44 Linden Ave N, Westbrook

$699,000

3 Beds ⋅ 3 Baths ⋅ 24200383 MLS

Welcome home to this classic colonial beautifully situated in a serene Westbrook setting! Conveniently located just north of Route 95, this property offers the ultimate blend of peaceful privacy and prime accessibility, putting you just an 8-minute drive from the beautiful Connecticut shoreline and local beaches, as well as being close to shopping centers and schools. Set back from the road and surrounded by mature trees for wonderful natural privacy, the exterior also boasts a brand-new roof, two convenient outdoor sheds for extra storage, and a fantastic fenced-in dog area. Step inside to discover a spacious living room featuring hardwood floors, and a gas fireplace to keep you cozy during cooler New England evenings. The living space flows into an open-concept kitchen and casual sitting area, highlighted by stainless steel appliances, wood cabinetry, and a convenient breakfast bar. A dedicated formal dining room just off the kitchen offers a warm atmosphere for hosting dinner parties. Downstairs, you'll find a partially finished basement serving as a flexible space, perfect for a home gym, media center, or recreation room. Completing this wonderful property is a large, attached two-car garage providing ample parking. This home perfectly balances everyday convenience with coastal New England charm.

340 Toby Hill Rd, Westbrook

$675,000

3 Beds ⋅ 3 Baths ⋅ 24199335 MLS

Welcome to 35 Chapman Mill Pond Road - where peaceful waterfront living meets the best of the Connecticut shoreline lifestyle. Nestled on a private setting along the beautiful, gently flowing Menunketesuck River. This lovingly maintained three-bedroom, 2 1/2-bath home offers a rare opportunity to enjoy tranquility, nature and privacy in a picturesque water front setting. The light-filled main level features beautiful hardwood floors, a warm and inviting kitchen, spacious living areas, a separate dining area and 3 bedrooms. The finished lower level provides additional living space with a cozy fireplace and built-in bookcases, perfect for a family room, home office or entertaining area. Step outside and enjoy the peaceful surroundings from the expansive deck and patio, overlooking the beautifully landscaped grounds and waterfront. The property offers a wonderful blend of open lawn, mature trees and natural beauty, creating your own private retreat. With so much to offer, from a private dock, new heated and air-conditioned shed/workshop, a new chicken coop, a garden shed, new metal roof and gutters, a full house generator, and three new split systems. This special place is not to be missed! The property's location offers easy access to Westbrook's beaches, shopping, dining and on a train line in between NYC and Boston. With its idyllic waterfront setting, generous acreage and inviting interior spaces, 35 Chapman Mill Pond Road is a special place!

35 Chapman Mill Pond Rd, Westbrook

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