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$69,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205018 MLS
Prefab home with a wooden deck sits on a level wooded lot with mature trees and lots of privacy. The kitchen has ample cabinet space with a few glass front cabinets. There are two large windows in the living room providing natural light. The home is located in Green Acres Park on Boston Post Road providing easy access to local beaches, retail stores, restaurants and I95. The homes in the community provide one level living with no age restrictions. The land lease covers water, septic, trash and recycling, tree and road maintenance.

6 Woodsedge Ln, Westbrook
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$569,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
$675,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$574,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$3,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192290 MLS
ACADEMIC RENTAL SEPTEMBER-JUNE . . . Charming Four Bedroom New England Contemporary Colonial with Beach Rights. Discover the perfect balance of relaxation and accessibility in this vibrant academic rental. Nestled in a picturesque New England setting, this home is designed for those who love to get out and explore. Start your morning with a stroll to Julie's Cup of Joe for coffee or enjoy your weekends utilizing your private beach rights. The home features 4 spacious bedrooms, 2.5 bathrooms and a layout that is perfect for entertaining indoors or outdoors. Whether you are hosting friends or settling in for a quiet evening, this property offers the ultimate convenience. Don't miss your chance to live in one of the town's most desirable locations!

7 Sea Scape Dr, 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
$1,475,000
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
$499,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$126,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24159835 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
$375,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

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