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331 Dennison Rd, Westbrook
$700,000
3 Beds ⋅ 3 Baths ⋅ 24191372 MLS
Nestled in Westbrook, Connecticut, 331 Dennison Road is a quintessential private retreat that seamlessly blends indoor comfort with outdoor splendor. This casual residence features a bright, open floor plan highlighted by a grand great room with a cozy fireplace, perfect for quiet evenings or lively gatherings. The kitchen opens directly onto a charming patio, ideal for alfresco dining overlooking the pool and woods. Outside, an inviting inground pool is encircled by a meticulously curated flower garden, while a dedicated, fenced-in vegetable garden with raised beds and a custom shed awaits the home gardener. With the convenience of a spacious first-floor primary suite, this home offers a thoughtful layout designed for modern living in a serene, park-like setting. Offering geothermal heating/cooling system and owner owned solar panels for a very efficient low cost utilities.

331 Dennison Rd, Westbrook

11 Orchard Path Unit 11, Westbrook
$669,000
2 Beds ⋅ 2 Baths ⋅ 24125216 MLS
Welcome to effortless one-floor living in Hill Farm, an active adult age 55 enclave characterized by stand-alone single family homes attractively sited on expansive grounds. An open floor plan seamlessly connects spacious rooms that are enhanced by gleaming hardwood floors, crown molding and 9 foot ceilings. Enjoy the natural light pouring into the inviting sunroom, perfect for morning coffee or relaxing afternoons. The media room offers theater grade quality equipment for movie nights, while the bonus room provides flexible space for a home office, gym, pool table or electronic gaming. This home is equipped with a full house generator for peace of mind, and is ideally located close to amenities, making daily errands and leisure activities a breeze. Whether you're hosting gatherings or enjoying quiet moments, this home offers comfort, convenience, and style in every corner.

11 Orchard Path Unit 11, Westbrook

157 Pine Lake Rd, Westbrook
$665,000
2 Beds ⋅ 2 Baths ⋅ 24093616 MLS
Welcome to Your Year-Round Waterfront Retreat! Tucked away in a serene setting in the desirable shoreline town of Westbrook, this well-maintained ranch offers the perfect balance of privacy, comfort, and nature. Set on over 2.3 secluded acres with 400 feet of direct frontage on Wright's Pond, this home is a nature lover's paradise. Whether you enjoy fishing, canoeing, paddle boating, or bird watching, you can do it all right from your own backyard A private driveway leads to a spacious 2-car detached garage, offering convenience and plenty of storage. Step inside and you're immediately drawn to the sun-filled vaulted addition with sweeping pond views and abundant natural light-an ideal space to relax or entertain. The cozy living room features a wood-burning fireplace and built-ins, creating a warm and welcoming atmosphere. The main level also includes an eat-in kitchen and a formal dining room with sliders to a Juliet balcony, perfect for enjoying the peaceful outdoors. The primary bedroom is a tranquil retreat with its own set of sliders to a private balcony overlooking the water. Downstairs, the finished walk-out lower level provides almost 1,000 square feet of flexible living space, complete with a bedroom, full bath, and second fireplace-ideal for an in-law suite, au pair quarters, or extended guest stays. Sliders open to a charming stone patio with more stunning pond views. All this is just minutes away from all the Shoreline & CT River Valley has to offer!

157 Pine Lake Rd, Westbrook

54 Lakeview Ter, Westbrook
$655,000
3 Beds ⋅ 3 Baths ⋅ 24164574 MLS
Tucked away at the end of a quiet cul-de-sac, this beautiful 3 bedroom Cape-style home offers the perfect blend of privacy and comfort. With a dramatic two-story fireplace, the spacious interior includes two additional rooms ideal for home offices, a playroom, or guest space. The main-level master bedroom allows for easy first floor living, complemented by modernized kitchen and baths and all updated mechanicals for worry free ownership. A two car garage provides direct access to a walk-in basement, offering ample storage or even potential additional living space. Enjoy quick access to I-95, train stations, public transportation, beaches, schools, and shopping centers - all just minutes away. A rare find in a prime location!

54 Lakeview Ter, Westbrook

11a/11b 11a/11b Pond Circle Rd, Westbrook
$655,000
4 Beds ⋅ 3 Baths ⋅ 24135288 MLS
Stunning Fully Remodeled Legal Two-Family Home Discover this completely remodeled legal two-family residence, thoughtfully designed for modern living, investment, or multi-generational use. Every inch of this home has been upgraded with care and quality craftsmanship. Featuring brand-new HVAC and heating systems, new plumbing, and a 200-amp electrical panel, this property offers worry-free comfort and efficiency. The exterior shines with new vinyl siding, new doors, and an inviting oversized covered deck that's perfect for gatherings. A seasonal porch adds even more charm and flexibility to enjoy year-round. Inside, you'll find refinished hardwood floors, two brand-new kitchens, and three luxurious bathrooms - all boasting high-end finishes and modern fixtures. This property is set up as a 3-bedroom, 2-bath unit on one side and a 1-bedroom, 1-bath unit on the other, each with its own private entrance, making it ideal for extended family living, rental income, or owner-occupancy with supplemental income. With its thoughtful layout, premium materials, and complete mechanical and aesthetic overhaul, this home offers a rare opportunity to own a turnkey two-family property that's both beautiful and functional. Detached 2 car garage with loft area.

11a/11b 11a/11b Pond Circle 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

170 Dennison Rd, Westbrook
$642,500
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

1340 Old Clinton Rd Unit 12, Westbrook
$640,000
3 Beds ⋅ 3 Baths ⋅ 24173088 MLS ⋅ Spencer's Landing BLDG.
Highly sought-after freestanding condo at Spencer's Landing with scenic views of the Patchogue River. The first floor features a spacious primary suite complete with a double vanity, whirlpool tub, and walk-in closet. The remodeled kitchen offers granite countertops, a natural gas range, and a bright eat-in area. The living room impresses with vaulted ceilings and a cozy gas fireplace-perfect for relaxing or entertaining. Upstairs, you'll find two additional bedrooms, a full bath, a versatile den, and a walk-in attic for convenient storage. LED lighting is installed throughout the home for energy efficiency and modern appeal. Ideally located in town, this home is within walking distance to shops, restaurants, and the town beach, with easy access to I-95 and the train station for commuters. 50 year roof just installed in 2025 with transferrable warrantee to buyer within 90 days of purchase.

1340 Old Clinton Rd Unit 12, Westbrook

10 Winterberry Cir, Westbrook
$630,000
3 Beds ⋅ 2 Baths ⋅ 24152043 MLS
Welcome to this well-maintained home located on a quiet cul-de-sac in desirable Westbrook. Set in a peaceful residential neighborhood, this property offers privacy while remaining conveniently close to beaches, parks, shopping, and commuter routes. The home features a functional layout with comfortable living spaces and abundant natural light throughout. Enjoy your own private backyard oasis with an inground swimming pool and hot tub/jacuzzi, perfect for relaxing or entertaining all season long. Nearby amenities include parks, playgrounds, tennis courts, golf course, library, shopping, medical facilities, and public transportation. Located within the Westbrook school district and just minutes to Route 1 and I-95 for easy commuting. A great opportunity to own in a shoreline community close to everything Westbrook has to offer.

10 Winterberry Cir, Westbrook

610 Marina Way Unit 610, Westbrook
$620,000
2 Beds ⋅ 3 Baths ⋅ 24138098 MLS ⋅ Marina Way Landing BLDG.
Experience the unparalleled charm of this extraordinary private end-unit townhouse, nestled in the units closest to the shoreline. Tucked away with lush trees & landscaping beside it, this pristine home offers an unmatched level of privacy. Wake up everyday and enjoy your coffee out on the oversized trex deck, with vast water views. In the Summer, enjoy viewing the 4th of July Fireworks from your deck! Your HOA includes access to Safe Harbor Marina amenities: 2 inground pools, tennis, basketball courts, clubhouse. Just a short distance from the beach, the Elks Club and restaurants, this property is resort-living at its best! Spanning 1,380 sf, this remarkable home includes two bedrooms, two and a half bathrooms and two of the largest Trex decks in the complex-perfect for enjoying the serene surroundings. Inside, you'll find HW floors and white plantation blinds throughout, a kitchen equipped with SS appliances, a large island, adjacent to beautiful built-ins, a cozy gas fireplace, which make this open layout perfect for relaxing & visiting with guests. Addt'l highlights include a newer stairway runner & central AC for year-round comfort. The upstairs primary suite features an extra-large walk-in closet with pull-down attic stairs leading to a finished storage area. With assigned parking and pet-friendly policies, this home is designed to meet all your needs. Truly exceptional- book your showing now!

610 Marina Way Unit 610, Westbrook

520 Marina Way Unit 520, Westbrook
$619,900
2 Beds ⋅ 3 Baths ⋅ 24170485 MLS ⋅ Marina Way Landing BLDG.
Water Views & Coastal Living in a Marina Community. Well-maintained, fully furnished townhouse in one of Westbrook's most desirable waterfront communities, offering amazing views of the Long Island Sound and direct marina access - enjoy 4th of July fireworks from either Trex deck. The main level features hardwood floors, recessed lighting, a gas fireplace, and a stainless steel kitchen open to the living and dining areas, with sliders to the deck. The second floor includes two bedrooms, each with a private full bathroom and in-unit laundry, with the primary suite offering sliders to a water-view deck - wake up to breathtaking oceanfront and marina views every morning. The upper level is ideal for a home office, guest overflow, or storage. Pets welcome. HOA includes Safe Harbor Pilot's Point Marina amenities: two pools, on-site restaurant, gym, clubhouses with bath and shower facilities, ship's store, picnic areas with grills, playgrounds, and tennis courts; boat slips and storage available for an additional fee. Short distance to the Elks Club and a variety of waterfront restaurants. Close to beaches, dining, shopping, and major highways, perfectly positioned between New York City and Boston with nearby train access. Move-in ready and suited for year-round living or the perfect coastal getaway.

520 Marina Way Unit 520, Westbrook

1286 Boston Post Rd, Westbrook
$600,000
7 Beds ⋅ 4 Baths ⋅ 24128249 MLS
Welcome to 1286 Westbrook, a fantastic multi-family investment opportunity in the heart of Westbrook! This well-maintained property offers excellent potential for both seasoned investors and first-time buyers looking to capitalize on rental income. Right on Boston Post Road this property is a rare find with its combination of location, condition, and income-generating, this property consists of 4 Separate Buildings and a total of 4 units, including a mix of 1-bedroom/3-bedroom configurations, ideal for attracting a variety of tenants. The property has been well cared for, and 2 Units has been recently updated to ensuring low maintenance costs for years to come. Income Potential: With a strong rental history and high demand for rental units in the area, this property presents a unique opportunity for generating consistent cash flow. Current rents total $ 60,000 annually, with room for potential increases. Solar System for extra income. This is a Prime Location Conveniently located near major highways, public transportation, shopping centers, and schools, this property offers tenants a desirable living experience with easy access to everything they need. Off-Street Parking: Ample off-street parking for tenants, a highly desirable feature in this area. This expansive lot provides space for potential future development as the zoning allow Multi use for bushiness and commercial use. Buyers to conduct their own diligence. Adjacent property is also for sale

1286 Boston Post Rd, Westbrook

29 Meeting House Ln, Westbrook
$575,000
5 Beds ⋅ 3 Baths ⋅ 24169846 MLS
Welcome to 29 Meetinghouse Lane in charming Westbrook, Connecticut, where comfort, convenience, and coastal living come together effortlessly. This spacious home features 5 bedrooms and 3 full bathrooms, offering plenty of room for family, guests, or a flexible work-from-home setup. The open floor plan creates a seamless flow between living spaces, while abundant natural sunlight fills the home throughout the day, creating a warm and inviting atmosphere. Enjoy easy access to top-rated local schools, making daily routines simple and convenient. Just minutes away, you'll find Connecticut's beautiful shoreline beaches, perfect for relaxing weekends, sunset walks, and summer enjoyment. A variety of nearby restaurants, cafes, and local hotspots offer excellent dining and entertainment options right at your fingertips. Commuters will love the quick and easy access to I-95, making travel to New Haven, Hartford, or New York City smooth and efficient. If you're looking for a home that blends space, style, and an unbeatable location, 29 Meetinghouse Lane is a must-see.

29 Meeting House Ln, Westbrook

3 Docs Hill Rd, Westbrook
$565,000
3 Beds ⋅ 3 Baths ⋅ 24190053 MLS
Just the second owner of this lovingly maintained custom-built home set on a private, wooded lot with plenty of outdoor space to enjoy. Notable updates include refinished hardwood floors, an opened staircase, kitchen with newer refrigerator and dishwasher, and three beautifully renovated bathrooms. The primary suite features a walk-in closet and private bath, while the walkout lower level offers flexible space for a home office, recreation room, or hobbies. Additional improvements include upgraded exterior drainage, a radon mitigation system, cleared trees and yard, a newly paved lower driveway, and an upper driveway turnaround. Conveniently located just minutes from Westbrook's beaches, marinas, restaurants, shopping, with easy access to both I-95 and Route 9.

3 Docs Hill Rd, Westbrook

164 Hammock Rd N Unit 23, Westbrook
$557,000
2 Beds ⋅ 3 Baths ⋅ 24206345 MLS ⋅ Hammock Point BLDG.
Enjoy the best of Shoreline living at Hammock Point, a distinctive 55+ community nestled along the Patchogue River in Westbrook. This exceptional, sun-filled end unit offers a wonderful combination of easy living, privacy and coastal charm. Stroll to the community dock to launch your kayak or canoe, enjoy morning coffee in the waterfront gazebo, or simply watch the egrets, herons and osprey along the river's edge. A nearby marina and Bill's Seafood are within walking distance, and Westbrook Town Beach is less than a mile away. Inside, the spacious kitchen features granite countertops, generous cabinetry and a breakfast bar opening to the dining and living areas with hardwood floors and a cozy gas fireplace. Sliders lead to a private, fenced backyard, perfect for outdoor dining, gardening, and relaxing. The oversized main-level primary suite features a walk-in closet and spacious bath with double sinks. A powder room, laundry area and charming home-office nook complete the first floor. Upstairs offers a generous second bedroom, full bath and large walk-in closet-ideal for guests. An attached one-car garage, Generac whole-house generator completes the package. Kayak from the community dock, walk to the marina, spend the afternoon at the beach, enjoy dinner along the Shoreline, or simply relax in your own private backyard. At Hammock Point, there's nothing left to do but unpack, settle in and enjoy the shoreline lifestyle. The light over the kitchen table does not convey.

164 Hammock Rd N Unit 23, Westbrook

951 Old Clinton Rd Unit 18, Westbrook
$555,000
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

49 Seaside Ave, Westbrook
$550,000
3 Beds ⋅ 2 Baths ⋅ 24141720 MLS
Discover the charm and character of this antique New England home, ideally located just four blocks from West Beach in the heart of Westbrook, CT. Built in 1815 this historic property offers a rare opportunity to own a piece of the town's heritage while customizing it to your modern vision. Filled with classic details and timeless appeal, the home features four bedrooms, including one conveniently located on the main level, as well as two full baths. The flexible floor plan provides a variety of layout options, allowing you to create comfortable living, work, and entertaining spaces tailored to your needs. A walk-up third-floor attic offers exciting potential for expansion-perfect for a future studio, playroom, or additional living area. Outside, a detached two-car garage adds convenience and storage, while the level yard provides room to enjoy the coastal air and outdoor living. This property requires considerable updating, and the estate makes no representations regarding the condition of major mechanicals, offering a blank canvas for restoration enthusiasts, investors, or anyone eager to bring new life to a historic home in a sought-after shoreline location. With its unbeatable proximity to West Beach and its rich historical character, this is a unique opportunity to create something truly special.

49 Seaside Ave, Westbrook

39 Sagamore Terrace Rd, Westbrook
$545,000
2 Beds ⋅ 1 Baths ⋅ 24154849 MLS
This coastal gem is the perfect primary residence or weekend getaway. Located within the private and highly sought-after Sagamore Terrace Beach community. This home offers 2/3 bedrooms/ one bath, and features gleaming hardwood floors throughout the first floor, and a convenient first-floor bedroom. The kitchen is equipped with stainless steel appliances, bar seating, and French doors that open to a spacious deck complete with a hot tub and beautifully landscaped spring and summer gardens. The Sagamore Terrace Beach Association is known for its vibrant and welcoming community, offering year-round activities, seasonal festivals, and endless opportunities to walk, run, bike, or cruise by golf cart through the surrounding neighborhoods. This turnkey home is move-in ready, just in time to start enjoying summer 2026.

39 Sagamore Terrace Rd, Westbrook

180 Malabar Dr, Westbrook
$542,500
4 Beds ⋅ 4 Baths ⋅ 24138369 MLS
Spacious and updated split-level ranch set on 2.64 scenic acres-perfect for those seeking room to spread out in a peaceful rural shoreline setting. This versatile 4-bedroom, 3.1-bath home offers an ideal balance of comfort and convenience, with a generous first-floor primary suite and multiple living spaces for today's lifestyle. Enjoy the warmth of two fireplaces-one in the inviting great room and another in the large front living room-plus a beautifully finished daylight lower level featuring a media room, bath, and ample storage. The oversized two-car garage provides additional space for hobbies or equipment. With approximately 3,000 square feet of total living area (town records do not include all finished space), this home lives large and shows beautifully. Newer roof, gutters, boiler, hot water heater and driveway. Conveniently located near major commuter routes, pristine shoreline beaches, golf, and shopping, yet tucked away in a quiet country setting. Low taxes and no flood insurance required make this a rare opportunity for spacious coastal living without compromise. Rear of property borders state owned Messerschmidt Pond.

180 Malabar Dr, Westbrook

39 Churchill Ln, Westbrook
$534,999
4 Beds ⋅ 3 Baths ⋅ 24178796 MLS
Westbrook Colonial | End-of-Cul-de-Sac Privacy | Minutes to the Shore Tucked at the end of a private cul-de-sac in one of the Connecticut Shoreline's most desirable coastal communities, this four-bedroom, 2,312 sq. ft. Colonial offers the kind of quiet, unhurried living that draws buyers to Westbrook - and keeps them here. Inside, generous windows draw natural light deep into the home, illuminating hardwood floors that run throughout the main level. The family room centers around a wood-burning fireplace and opens directly to the patio, creating a seamless transition between indoor comfort and outdoor living. A formal dining room connects effortlessly to the kitchen and main living spaces, while the living room - anchored by a second wood-burning fireplace - offers a distinct space to gather, unwind, or entertain with ease. First-floor laundry and a half bath round out the main level with the practicality today's buyers prioritize. Upstairs, the primary suite is served by a private full bath, with three additional bedrooms and a second full bath completing the upper floor. Step outside and Westbrook delivers: expansive town beaches, active marinas, and a dining scene that thrives year-round. For commuters, proximity to local rail service - with direct Amtrak connections in Old Saybrook and New Haven - puts Boston and New York City within a comfortable two-and-a-half-hour reach. Schedule your private showing today.

39 Churchill Ln, Westbrook

951 Old Clinton Rd Unit 15, Westbrook
$510,000
2 Beds ⋅ 2 Baths ⋅ 24019378 MLS ⋅ Redwood Common Ii BLDG.
Welcome to your new home at 951 Old Clinton Road, #15 in Westbrook, CT! This charming cape-style residence combines modern living with a casual vibe, with a little over 1,300 sq feet of thoughtfully designed space. Step inside and enjoy the open floor plan that seamlessly connects the living, dining, and kitchen areas-creating an inviting atmosphere perfect for entertaining or relaxing. The kitchen is equipped with sleek granite countertops, beautiful cabinetry, and modern stainless-steel appliances. The first-floor full bath includes a convenient stackable washer/dryer. Gleaming hardwood floors and Bermuda shutters throughout provide warmth, character, and privacy. Aloft, you'll find two bedrooms and a second full bath. The second bedroom offers a clever twist with a built-in Murphy bed, making it a fantastic convertible space ideal as a guest room, home office, or cozy den whenever needed. The full basement provides ample storage or potential to transform it into your personal retreat or hobby room. The attached garage with an automatic door opener ensures easy access and added security, while central AC keeps you comfortable year-round. Sliders off the main living area open to your private patio, a peaceful spot for morning coffee or evening relaxation. Redwood Commons welcomes guests with ample parking and is a pet-friendly complex of 20 units. Close to beaches, marinas, restaurants, shopping, and all the vibrant coastal lifestyle amenities Westbrook has to offer.

951 Old Clinton Rd Unit 15, Westbrook

1280 Boston Post Rd, Westbrook
$500,000
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

1 Spencer Plains Rd, Westbrook
$500,000
3 Beds ⋅ 2 Baths ⋅ 24146404 MLS
Move right into this lovingly maintained 3-bedroom, 2-bath Cape-style home featuring a bright, traditional floor plan and a nicely landscaped yard. Clean, comfortable, and thoughtfully cared for, the home offers hardwood floors throughout the main living level and efficient split systems providing both heating and cooling year-round. A spacious two-car attached garage adds everyday convenience-perfect for staying dry and warm while unloading groceries or necessary items in any season. Additionally, there is a large unfinished lower level waiting for your vision to possibly expand. Enjoy close and easy access to beaches, marinas, lakes, golf courses, restaurants, shopping, fitness/healthcare, schools, and recreation/entertainment. Ideally located in the desirable shoreline town of Westbrook, this home sits centrally between New York City and Boston, making it an excellent place to live, work, play, and relax. Commuters & Travelers will appreciate the convenient access to land, rail, and air transportation, with major airports less than an hour away.

1 Spencer Plains Rd, Westbrook

382 Cold Spring Dr, Westbrook
$495,000
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

912 Boston Post Rd, Westbrook
$493,000
3 Beds ⋅ 2 Baths ⋅ 24128867 MLS
Welcome to 912 Boston Post Road in Westbrook, a versatile two-family home just 0.4 miles from the shoreline. Imagine saving instantly on power-this property features a $50k solar system already paid in full, covering the electrical bills. The home spans 1,977 sq. ft. across four levels: Floor 1 offers 353 sq. ft., Floor 2 has 455 sq. ft., Floor 3 provides 744 sq. ft., and Floor 4 adds 425 sq. ft. Together, these create two functional living spaces that are currently available for occupancy, presenting strong rental opportunities. One side is projected to bring in about $1,800/month, while the other could generate roughly $2,200/month. For short-term rentals, AirDNA estimates up to $76k annually through Airbnb, adding another layer of investment appeal. Step outside to a massive backyard with room to expand, a big garage, and the comfort of heating and air conditioning already in place. With the beach just a five-minute walk down the street, this location provides a rare advantage-no need to worry about beach parking when you can simply stroll to the water. Whether used as a full-time residence, vacation retreat, or income-producing property, this home delivers exceptional potential.

912 Boston Post Rd, Westbrook

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