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

$749,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24193856 MLS

Welcome to your private waterfront sanctuary retreat! This Contemporary Ranch is situated on Trout Brook and Johnson Pond, and is tucked away on a peaceful cul-de-sac. It's the perfect place for entertaining and rest & relaxation in & out. Step inside to a popular open-concept layout. The living, dining, and kitchen areas soar with cathedral ceilings and walls of windows framing breathtaking views of the beautiful 2 acres. A double-sided brick fireplace anchors the space, perfect for cozy gatherings or holiday feasts. The bright kitchen offers an abundance of natural light as well as recessed lighting. Large island and breakfast bar. The private bedroom wing features a primary suite with three closets and a spa-like bath with a walk-in shower. Two additional bedrooms and a full bath complete the while the first-floor laundry and an oversized two-car garage add effortless convenience. A generous sized basement offers room for storage, a workshop, or a home gym. Outside, the wrap-around deck invites summer barbecues; the fire pit with built-in seating promises cool evening s'mores and winter cuddles. Easy-care gardens and a level lawn - ideal for yard games and lively get-togethers - complete this mesmerizing retreat. A large, fenced flat area is just perfect for pets. This property checks off many boxes for everyone - with one-level living at its best on a gorgeous parcel filled with wildlife and amazing vistas. It makes every day feel like you are on vacation.

147 Johnson Pond Ln, Westbrook

$150,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190452 MLS

Walk to the Beach and enjoy affordable shoreline living in this surprisingly spacious 2-bedroom, 1.5-bath home, ideally located in the heart of Westbrook. The bright eat-in kitchen offers ample space for everyday dining, with the privacy of split bedrooms, while the comfortable floor plan provides an open, inviting feel throughout. Step outside to your private patio-perfect for relaxing, entertaining, or enjoying warm summer evenings. This home includes two dedicated parking spaces and coveted Grove Beach rights, giving you the opportunity to enjoy all the Connecticut shoreline has to offer. Leave the car behind and stroll to local favorites including Lenny & Joe's, nearby restaurants, shopping, and other conveniences. Whether you're looking for a year-round residence, weekend retreat, or an affordable way to enjoy the beach lifestyle, this is a wonderful opportunity to own a piece of the shoreline in a sought-after Westbrook location! 55+ community.

10 Chestnut Dr, Westbrook

$499,900

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184894 MLS

Tucked away on a cul-de-sac in the popular Cold Springs neighborhood, this 9 room, 3 bedroom, 3.5 bath, 2445 sf Raised Ranch sits on a level 1.05 acres and is less than 3 miles to the Town Beach! The main level went through a transformative gut renovation in 2022. From creating an open-concept layout, to all new sheetrock, electrical, plumbing, lighting, flooring, and design! The gorgeous kitchen offers high-end soft-close cabinets & drawers, granite countertops, large island w/ storage & breakfast bar, black stainless appliances and a gas stove! The primary suite has an integrated closet system, ceiling fan, sliders to a private deck, and beautiful spacious en-suite bath w/ large walk-in tile shower and rainfall shower heads! The lower level floor plan offers immense flexibility and was mostly updated with new sheetrock, flooring, and lighting in 2017! The left side has the 3rd bedroom, a spacious walk-out rec room, and a full bath. To the right is a large walk-out family room, a den, an office, and full bath! Perfect for a home office, primary suites, flex area, or multi-generational living! Additional updates include new vinyl siding (2026), Andersen replacement windows (2020), hot water heater (2017), and more! Centrally located .4 miles to the YMCA, 1 mile to 95, 1.5 miles to the Train Station and Town Center, while near equidistant to New Haven, New London, and Middletown! From L.I. Sound to inland waterways, come kayak, boat, fish, dine, and play your days away!

67 Winterberry Cir, Westbrook

$189,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24190741 MLS

Well cared for low maintenance Ranch close to town and shopping. Many updates. Property shows very nice. New siding w/insulation approximately 2 years old. New stove, new kitchen window. Newer slider to rear sun porch overlooking very private setting, perfect for your morning coffee. Excellent retirement location or part-time summer residence. Quiet community. Easy to show.

11 Old Forge Rd, Westbrook

$1,295,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24190188 MLS

Discover your own private oasis, this expansive custom-built home built on over 8 acres offers the perfect blend of privacy, comfort, and modern amenities. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage. Situated on the end of a private cul-de-sac the home is surrounded by peaceful natural beauty and thoughtfully designed for both everyday living and entertaining. Outdoor living is truly unmatched, with stunning decks and exterior stairways crafted from premium IPE Brazilian hardwood overlooking a private 3-acre, 30-foot-deep lake. Complete with a dramatic center fountain, lighting, and an aeration system, this remarkable setting creates a one-of-a-kind backdrop for relaxing, entertaining, or simply enjoying the serenity of your surroundings. Located just minutes from award-winning restaurants, shopping, 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.

53 Oakridge Dr, Westbrook

$1,565,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24188767 MLS

A rare combination of privacy, functionality, and sweeping water views distinguishes this exceptional year-round shoreline estate, ideally situated in one of Westbrook's most desirable coastal enclaves. Positioned on the quiet, exclusive end of Seaside Avenue just steps from a pristine private beach, the residence is set upon a rare double lot that offers an uncommon sense of openness, tranquility, and room to grow. Thoughtfully designed for effortless coastal living and grand-scale entertaining, the home is bathed in natural light and frames spectacular vistas of Long Island Sound from multiple viewing decks. The heart of the home features a bright, open-concept main level that seamlessly connects the living, dining, and kitchen areas. This floor hosts two bedrooms, including a convenient additional ensuite-perfect for guests, an office, or multi-generational living. The primary suite privately perched on the third floor has it's own living area and a deck for morning coffee or sievening sunsets. The thoughtfully finished lower level serves as a seamless indoor-outdoor transition, complete with a kitchenette and full bath for effortless post-beach gatherings.

449 Seaside Ave, Westbrook

$675,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190134 MLS

Escape to your own private 3-acre compound offering endless possibilities! This charming 3-bedroom, 2-bath Cape Cod is nestled in a serene setting surrounded by nature. The bright, open floor plan features an updated kitchen with granite countertops, stainless steel appliances, and flows into a cozy dining area and den with heated hardwood floors. The main level also offers a spacious bedroom, flexible bonus room perfect for an office or guest space, and an updated full bath with a large tiled walk-in shower. Upstairs you'll find two generously sized bedrooms and a second full bath. The walkout lower level includes a home office, oversized laundry room, 1/2 bathroom, refrigerator and stove, ideal for future expansion or possible in-law. Relax on the expansive front and rear decks overlooking beautifully landscaped grounds, mature gardens, a saltwater in-ground pool, and gardening shed. A standout feature is the oversized barn with two large garage doors and an enormous unfinished second floor, ideal for hobbyists, car enthusiasts, workshop space, storage, or future possibilities. Whether you're looking for a peaceful retreat, room for your hobbies, or space to grow, this exceptional property offers privacy, versatility, and country living at its best while remaining conveniently located.

170 Dennison Rd, Westbrook

$639,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24188154 MLS

Year-round beach house with coastal living just steps from the beach.An updated eat-in kitchen features all-new stainless steel appliances, Corian countertops, generous storage, and ample prep space. A welcoming sun porch featuring a tiled floor, chandelier, and rustic wood ceilings and walls. A bright retreat for summer living and, thanks to a high-end propane heater, a cozy escape all winter long. Motorized custom blinds offer both sun protection and privacy. The oversized living room with beautiful ceramic tile, rustic walls, open-concept living and dining area stands a striking double-sided fieldstone fireplace, living room side is gas, kitchen side is wood burning.

34 Quotonset Ln, Westbrook

$159,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187275 MLS

Enjoy easy shoreline living in this renovated 2-bedroom, 2-bath mobile home located in the sought after 55+ community, Grove Beach Association in Westbrook. This inviting home offers the perfect blend of comfort, convenience, and coastal charm - all within a peaceful community, just a short walk to Grove Beach, and a short drive from Westbrook town beach. Step inside to find a bright, updated interior featuring new appliances, refreshed finishes, and a comfortable layout ideal for year round living or a low maintenance beach retreat. A covered porch extends your living space outdoors, perfect for morning coffee or just relaxing outside. Come enjoy all that Westbrook has to offer!

18 Broadway N, Westbrook

$515,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187538 MLS

Move right into this beautifully maintained 3-bedroom, 1.5-bath home set on a large, level, private lot in Westbrook! Just minutes to I-95, the Valley Shore YMCA, shopping, restaurants, and Westbrook's beautiful beaches, this home offers comfort, convenience, and room to grow. The updated layout features an eat-in kitchen that opens to the formal dining room, creating a bright, inviting living space. The spacious living room features a fireplace with a wood-burning stove insert, adding warmth and efficiency, while the rear deck overlooks the expansive backyard with a firepit-perfect for relaxing or entertaining. Enjoy the privacy of protected Land Trust property directly behind the home, providing a peaceful natural backdrop. Upstairs, you'll find hardwood floors throughout, a primary bedroom with a walk-in closet, and a remodeled Jack-and-Jill full bath. Fresh paint, laminate flooring on the main level, newer appliances, a 2-year-old hot water heater, and a newer septic system make this home truly move-in ready. The clean, full basement offers excellent potential for future finished living space. A one-car garage is complemented by an additional concrete pad, ideal for expanding to a two-car garage or parking a boat, camper, or trailer. As a Westbrook resident, enjoy free access to Westbrook Town Beach, home to the popular seasonal Hogs Wild BBQ beachfront restaurant. A wonderful opportunity to enjoy shoreline living in a peaceful setting!

382 Cold Spring Dr, Westbrook

$199,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185724 MLS

Enjoy the ocean breeze just a half mile from Long Island Sound! This rare, 1388 sq. ft. double-wide mobile home offers the perfect blend of coastal comfort and incredible value. Enter the heated sunroom with its full wall of windows creating a bright and airy space to enjoy year round. The main living area offers kitchen upgrades showcasing black diamond leathered quartzite countertops, stainless steel appliances, and a large 5' 9" ft. island packed with drawer space. Both bedrooms boast exceptional closet space. The primary suite features a ceiling fan and private half-bath. Upgraded lighting fixtures throughout. The land lease covers water, (no water bills) septic (no bills for pumping), trash and recycling, underground utilities, tree and road maintenance. With the installation of 4 brand new mobile home units this park is investing heavily in its community. Low taxes, one level living and no age restrictions. Enjoy beautiful West Beach, nearby oceanfront dining, and outlet shopping. Please note a new stainless steel refrigerator will be provided by seller prior to closing. Agent owned.

13 Green Acres Park Dr, Westbrook

$349,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183541 MLS

This 3-bedroom, 1-bath, 1-car garage ranch offers a full walk-out basement, 1,172 square feet of living space on a generous 0.52-acre lot. This property is ideal for first-time homebuyers, downsizers, or investors seeking a solid shoreline community home. sold as is. Subject to probate and lien holder approvalj

513 Essex Rd, Westbrook

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