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5 Cook Ter, 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

1280 Boston Post Rd, Westbrook
$495,000
4 Beds ⋅ 2 Baths ⋅ 24201461 MLS
Charming Two Multi-Family Home in Westbrook, The first Floor Unit is completely renovated, the upstairs unit is in a good condition, Step into history with this charming multi-family home, built in 1860, located in the heart of Westbrook. This 2,000 sq. ft. property offers a unique blend of historic charm and modern convenience, perfect for investors or those seeking a spacious family home. Spacious rooms with plenty of natural light original hardwood floors and historic details Functional layout with ample storage space Well-maintained yard with mature landscaping Convenient location close to schools, shopping, and dining Easy access to major highways and public transportation Neighborhood: Located in a desirable area of Westbrook, this property is within walking distance to Daisy Ingraham School and Westbrook High School. Enjoy the tranquility of a suburban setting while being just minutes away from the vibrant town center. Don't miss this opportunity to own a piece of Westbrook's history.

1280 Boston Post Rd, Westbrook

109 Salt Island Rd, Westbrook
$619,000
4 Beds ⋅ 2 Baths ⋅ 24209557 MLS
Welcome to 109 Salt Island, a charming cottage just a short stroll from Middle Beach and local restaurants. Thoughtfully updated throughout, this home features warm wood floors, newer windows that fill the rooms with natural light, and numerous interior improvements, all framed by freshly updated landscaping. A beautiful front porch invites you to relax with morning coffee or unwind after a day at the beach. Currently configured as two 2-bedroom units, each spanning two levels with its own separate meters and heating system, the home offers a flexible layout that can easily be converted to a spacious single-family residence with four bedrooms, or kept as is for multi-generational living, a guest suite, or rental income. The property has a proven history of $70,000-$80,000 in annual revenue through vacation and academic rentals. Furnishings are available separately for a turnkey start. Located in a flood zone; flood insurance required. Agent owned, management company willing to stay on.

109 Salt Island Rd, Westbrook

109 Salt Island Rd, Westbrook
$619,000
4 Beds ⋅ 2 Baths ⋅ 24209410 MLS
Opportunity knocks at 109 Salt Island! This quaint cottage-style two-family offers two 2-bedroom units, each with its own separate meters and heating system, making it an ideal fit for investors, owner-occupants looking to offset their mortgage, or buyers who want a flexible shoreline retreat. With a proven track record of $70,000-$80,000 in annual revenue through a blend of short-term vacation rentals and academic-year leases, this property has shown what it can do. Since the current ownership, the home has been thoughtfully refreshed with new windows, updated landscaping, and numerous interior improvements. Prefer a single-family? The layout lends itself to an easy conversion. Stroll to local restaurants and Middle Beach, and enjoy the best of coastal living. Furnishings are available for purchase separately, allowing a turnkey start. Property is located in a flood zone; flood insurance is required. Current management willing to stay in place, Agent owned.

109 Salt Island Rd, Westbrook

38 S Main St, 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

1221 Essex Rd, Westbrook
$695,000
5 Beds ⋅ 4 Baths ⋅ 24206675 MLS
Welcome to your own private retreat offering the perfect blend of secluded tranquility yet minutes from Westbrook center, local town beach, restaurants, and major highway access. Featuring 5 spacious bedrooms and 3.5 baths, the 2,583 sq. ft. Cape provides plenty of room for family, guests, or home office needs. This home is set on a peaceful 3.5 acres with a detached, oversized two-car garage offering plenty of vehicle parking, storage, & workshop potential. Upgrades include a new roof on both the house & garage as well as a new 1500-gallon septic tank. There is new carpeting and new window treatments throughout the house, including new motorized, honeycomb shades in the living room. The interior has been recently painted. The spacious kitchen has a large, granite-topped island, a new gas range, a greenhouse window, and cozy fireplace. It kitchen opens to an expansive 35' x 15' deck...ideal for alfresco dining. There are two bedrooms, 1.5 baths, and a laundry room on the first floor allowing for first floor living if needed. An impressive 19'x 17' primary bedroom is accessed from a private staircase. This light and bright room with its beamed cathedral ceiling, skylights, and private bath would also make a wonderful artist studio, bonus area, or game room. Two additional bedrooms and a bath are located off the home's second staircase. There is a propane generator and full basement with hatch. Across from The Preserve with hiking trails. Midway location between NYC & Boston.

1221 Essex Rd, Westbrook

85 Mcveagh Rd, Westbrook
$650,000
4 Beds ⋅ 3 Baths ⋅ 24206332 MLS
Welcome to 85 McVeagh Road, where privacy, flexibility and shoreline living come together. Originally custom-built for the builder's own family, this quality-built home features hardwood floors throughout and a layout with architectural details that set it apart from the typical Colonial. Step inside to a spacious, open foyer with plenty of room to welcome guests. To the right, the living room is centered around a wood-burning fireplace and opens to the eat-in area, where architectural details and French doors bring in plenty of natural light and lead to the patio and backyard. The kitchen offers granite countertops, peninsula seating, abundant cabinetry and a large pantry closet, with newer appliances including a brand-new dishwasher and newer range and microwave. To the left of the foyer is the formal dining room. Continue down the hall past a linen closet to the half bath and convenient main-level laundry, and finally to the oversized library/den. This room was designed with the possibility of becoming a future main-level primary suite and gives the home multigenerational potential. It works just as well as a private guest space, home office, second living room or library. Upstairs, large windows bring in an abundance of natural light. The private primary suite features a walk-in closet and granite-topped bath. Down the hall, three additional bedrooms offer generous closets, while a second full bath and another large linen closet complete the

85 Mcveagh Rd, Westbrook

1010 Boston Post Rd, Westbrook
$520,000
3 Beds ⋅ 2 Baths ⋅ 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

26 Chittenden Hill Rd, Westbrook
$875,000
4 Beds ⋅ 2 Baths ⋅ 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

18 Cedar Ln, 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

81 Little Stannard Beach Rd, Westbrook
$775,000
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

428 Hammock Rd N, Westbrook
$519,000
4 Beds ⋅ 4 Baths ⋅ 24201730 MLS
NEW PRICE! Meticulously maintained and truly move-in ready, this spacious four-bedroom, three-and-a-half-bath Colonial offers exceptional space and versatility just minutes from the Connecticut shoreline. Freshly painted throughout, the welcoming main level features a formal living room and dining room, spacious family room, and a charming 3-season sunroom overlooking the fenced backyard-perfect for relaxing or entertaining. The partially finished walkout lower level provides valuable additional living space with endless possibilities for a home office, recreation room, guest space, or possible in-law setup. Additional features include main-level laundry, an indoor hot tub, two-car attached garage, level corner lot, beautifully maintained lawn, and vegetable garden. Conveniently located near West Beach, Coral Sands Beach, shoreline restaurants and shopping, the Westbrook train station, and I-95. With four bedrooms, 3.5 baths, generous living space, and a home that has been exceptionally cared for, this property offers tremendous value in coastal Westbrook. Now offered at $519,000-come see all this home has to offer!

428 Hammock Rd N, Westbrook

15 Broadway 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

340 Toby Hill Rd, Westbrook
$675,000
3 Beds ⋅ 3 Baths ⋅ 24200383 MLS
Seller willing to help buyer REDUCE their interest rate!!! 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

35 Chapman Mill Pond Rd, Westbrook
$675,000
3 Beds ⋅ 3 Baths ⋅ 24199335 MLS
Welcome to 35 Chapman Mill Pond Road.....A KAYAKERS PARADISE! This lovingly maintained, well built, light filled home, nestled on a private, yet not secluded setting along the beautiful Menunketesuck River is a property not to be missed. You can Kayak to the Long Island Sound, watch the birds, fish, go crabbing or just simply enjoy the beauty all around you from your own private, park like backyard. Enjoy your beautiful water views right from the house. This property includes a concrete dock, a full house generator, new metal roof with snow/ice guards, new gutters, new 12x16 multi purpose structure with a/c, heat , workbench, and so much more. A new fence, extensive tree removal, 3 brand new mini splits throughout the house and pristine hardwood flooring. Recently inspected including house, septic, well water, pressure and radon. Close by to Westbrook's beautiful beaches and restaurants. On a train line between NYC and Boston, Come take a look to see its idyllic riverfront setting and generous acreage.

35 Chapman Mill Pond Rd, Westbrook

9 Bellstone Ave, Westbrook
$900,000
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

170 Dennison 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

452 Essex Rd, Westbrook
$549,900
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

29 Salt Island Rd, 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

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