Refine Search
Sort by
$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

$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 up to six vehicles. 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

$1,475,000
3 Beds 4 Baths 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

$1,295,000
4 Beds 5 Baths 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

$1,100,000
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

$950,000
3 Beds 3 Baths 24195948 MLS
Welcome to one of Westbrook's most desirable shoreline neighborhoods! Located on prestigious Bellstone Avenue, where homes rarely become available, this beautifully maintained property offers the perfect blend of coastal charm and modern convenience. Built in 2014, this home features hardwood floors, a cozy gas fireplace, an oversized garage with epoxy-coated floors, a Generac whole-house generator, and a fully fenced backyard. The spacious driveway provides ample parking for family and guests. Enjoy the best of shoreline living with both a public beach just a 3-minute walk away. Bellstone Avenue is a quiet street where many homes have been rebuilt into year-round residences, creating a sought-after coastal community. Ideally situated just minutes from the renowned Water's Edge Resort, Safe Harbor Pilots Point Marina, and some of the Connecticut shoreline's finest restaurants, this home offers an exceptional opportunity to enjoy everything Westbrook has to offer. This is a rare opportunity to own a home in one of Westbrook's premier shoreline locations-don't miss your chance to make it yours.

9 Bellstone Ave, 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

$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

$749,000
3 Beds 2 Baths 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

$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

$675,000
3 Beds 3 Baths 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

$574,900
3 Beds 2 Baths 24195179 MLS Redwood Common BLDG.
Welcome to Redwood Common, a desirable condo community of just 20 meticulously maintained units ideally located close to downtown, beaches, shopping, restaurants, and all the Connecticut shoreline has to offer. This beautifully maintained townhouse offers a flexible floor plan with hardwood floors throughout, elegant crown moldings, and an abundance of natural light. The spacious kitchen features granite countertops, a center island, and ample custom cabinetry, flowing seamlessly into the dining and living areas for easy everyday living and entertaining. A first-floor bedroom option, along with a full bath featuring convenient laundry, provides flexibility for guests, a home office, or one-level living. Upstairs, you'll find two generously sized bedrooms, including a spacious primary suite with a dressing area with closet and two additional walk-in closets. On this level there is a second spacious full bath with double sinks, granite counters and tiled flooring. The open landing is perfectly suited as a home office, reading nook, or den. A full basement provides excellent storage or future expansion possibilities, while the attached one-car garage adds everyday convenience. Step outside to your private oversized back patio, an inviting space to relax, grill and enjoy outdoor dining. Whether you're looking for a year-round residence or a low-maintenance shoreline retreat, this exceptional home combines comfort, convenience, and an unbeatable location.

951 Old Clinton Rd Unit 18, Westbrook

$574,900
3 Beds 2 Baths 24172207 MLS
Welcome to Westbrook! This fully renovated Colonial is ready for its new owners to enjoy shoreline living. There is plenty of space inside and out, with almost 3/4 of an acre of park-like grounds outside, along with 3 bedrooms/2 baths, and extra bonus spaces inside. An oversized 3 car garage has endless possibilities for a workshop, EV station, or mechanics space. Inside, the first floor features gleaming hardwood floors, an updated kitchen, full bath, fireplace, living room, and a fully enclosed wrap around porch. The second floor boasts 3 bedrooms, a primary walk in closet with built-ins, full bath with stacked laundry, walk up attic access, and an extra nook room that would be perfect for an artist's space! While this property is surrounded by nature, it is still incredibly convenient to the highway and all forms of transportation, and is 5 minutes to Westbrook Town Beach. Book a showing today and come discover the CT shoreline!

452 Essex 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

$499,000
3 Beds 2 Baths 24187538 MLS
Now offered at $499,000! Move right into this beautifully maintained 3-bedroom, 1.5-bath home set on a large, level, private lot in Westbrook. Enjoy the perfect balance of convenience and privacy-just minutes to the Westbrook train station, with easy on/easy off access to I-95, yet tucked away in a quiet neighborhood near the end of a cul-de-sac. Close to the Valley Shore YMCA, shopping, restaurants, and Westbrook's beautiful beaches. The updated layout features an eat-in kitchen open to the formal dining room, creating a bright, inviting living space. The spacious living room offers a fireplace with a wood-burning stove insert, while the rear deck overlooks the expansive backyard with a firepit-perfect for relaxing or entertaining. Protected Land Trust property behind the home provides 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 full basement offers future finishing potential. A one-car garage plus an additional concrete pad provides room for expansion or boat, camper, or trailer parking. Westbrook residents enjoy free access to Town Beach and the popular seasonal Hogs Wild BBQ.

382 Cold Spring Dr, Westbrook

$375,000
4 Beds 2 Baths 24124260 MLS
29 Salt Island Road, Westbrook - where history meets possibility. Once known as 29 & 31 Salt Island Road, this 150-year-old two-family residence carries the charm of yesteryear and the promise of tomorrow. Offered As Is, it presents a rare opportunity to restore, reimagine, or completely rebuild in one of Westbrook's most desirable shoreline locations. Currently configured as two rental units with month-to-month tenants, the property offers immediate flexibility-continue as an income-producing investment, or begin planning your next chapter right away. The location is its true treasure. Just a short stroll brings you to Middle Beach, where you'll enjoy sandy shores, sea breezes, and the option to join the beach association for enhanced coastal living. Imagine morning walks by the water, afternoons of kayaking or swimming, and evenings watching sunsets that paint the horizon. Historical town records reveal that a second dwelling once stood on this parcel, sparking the potential for future expansion or new construction (subject to approvals). For those with a bigger vision, the abutting property may also be available, offering a chance to expand your footprint along this charming coastal stretch. Whether your dream is to restore a piece of Westbrook's history, create a multi-family retreat, or design a brand-new shoreline escape, 29 Salt Island Road is your canvas-full of character, potential, and proximity to everything that makes the Connecticut shoreline so sought-after.

29 Salt Island Rd, Westbrook

$275,000
2 Beds 1 Baths 24129413 MLS
Tucked along Trolley Road in Westbrook, this year-round cottage offers a rare opportunity in one of the shoreline's most sought-after locations. The home itself is ready for a new owner's vision and care, but it's the walk-to-town lifestyle that makes this property truly special. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, and the Westbrook train station, you'll enjoy the ease of downtown living while still being south of Route 1 and within walking distance to Westbrook's sandy beaches. Set on a generous, level lot, with test holes already completed, the property offers incredible potential well beyond its current footprint. A small section of wetlands rests quietly at the very back, creating natural privacy while preserving the majority of the land as open and usable. Whether you envision refreshing the existing single-family home or building new construction, this property provides a prime canvas for your ideas. An ideal choice for buyers seeking both lifestyle and location, this home can also be purchased together with MLS #24124260, offering an even larger opportunity in the heart of Westbrook's shoreline community.

41 Trolley Rd, Westbrook

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.