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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

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

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

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

7 Parker Ln, Westbrook
$492,500
3 Beds ⋅ 1 Baths ⋅ 24165829 MLS
This turn-key, three-bedroom ranch offers a rare opportunity to own a home in a highly sought-after, year-round beach community. Designed for both comfort and practicality, the interior features a seamless layout highlighted by easy-to-maintain tile flooring and modern essentials, including central air and natural gas. Relax by the warmth of the gas fireplace during cozy New England evenings. Keep the sand where it belongs with a convenient outdoor shower and a dedicated private laundry room. The Ultimate Perk Beyond the home itself, this property includes an additional deeded parking lot, solving the most common challenge of beach-side living and parking. Experience true coastal living with a short, scenic walk to the beach. You'll also enjoy the effortless convenience of nearby boutique shopping and local restaurants, perfectly capturing the essence of the New England shoreline. Whether you are looking for a seasonal retreat or a permanent residence, this home delivers the perfect balance of comfort and convenience.

7 Parker Ln, Westbrook

67 Winterberry Cir, Westbrook
$490,000
3 Beds ⋅ 4 Baths ⋅ 24184894 MLS
Tucked away on a cul-de-sac in the popular Cold Springs neighborhood, this 9 room, 3 bedroom, 3.5 bath, 2445 sf Raised Ranch sits on a level 1.05 acres and is less than 3 miles to the Town Beach! The main level went through a transformative gut renovation in 2022. From creating an open-concept layout, to all new sheetrock, electrical, plumbing, lighting, flooring, and design! The gorgeous kitchen offers high-end soft-close cabinets & drawers, granite countertops, large island w/ storage & breakfast bar, black stainless appliances and a gas stove! The primary suite has an integrated closet system, ceiling fan, sliders to a private deck, and beautiful spacious en-suite bath w/ large walk-in tile shower and rainfall shower heads! The lower level floor plan offers immense flexibility and was mostly updated with new sheetrock, flooring, and lighting in 2017! The left side has the 3rd bedroom, a spacious walk-out rec room, and a full bath. To the right is a large walk-out family room, a den, an office, and full bath! Perfect for a home office, primary suites, flex area, or multi-generational living! Additional updates include new vinyl siding (2026), Andersen replacement windows (2020), hot water heater (2017), and more! Centrally located .4 miles to the YMCA, 1 mile to 95, 1.5 miles to the Train Station and Town Center, while near equidistant to New Haven, New London, and Middletown! From L.I. Sound to inland waterways, come kayak, boat, fish, dine, and play your days away!

67 Winterberry Cir, Westbrook

9 2nd Ave, Westbrook
$472,000
3 Beds ⋅ 1 Baths ⋅ 24185501 MLS
Enjoy exclusive Beach Rights and ultimate coastal living in the highly desirable Chapman Beach community! Just steps from the sand, this bright and airy 3-bedroom, 1-bath seasonal cottage is the ultimate shoreline escape you've been waiting for. Inside, 828 square feet of sun-drenched living space is perfectly optimized for relaxed, carefree seaside vibes. Tucked away on a private lot along a quiet road, your outdoor oasis features a generous deck ready for summer BBQs, an expansive yard for lawn games, and a dedicated shed to stow your surfboards and beach gear. Ready for your personal touch! Just moments from the Connecticut Shoreline's finest dining, marinas, and boutique shopping, this rare gem is the timeless summer escape you've been waiting for.

9 2nd Ave, Westbrook

523 Essex Rd, Westbrook
$460,000
3 Beds ⋅ 2 Baths ⋅ 24172925 MLS
Charming, light-filled 3-bedroom split-level home ideally located with convenient access to Westbrook's beautiful beaches, restaurants, shopping, I-95, and Route 9-perfect for year-round living or a weekend retreat. This well-maintained home features hardwood floors throughout the living room, dining room, and all three bedrooms. The bright living room is anchored by a large picture window (replaced in 2023), custom built-ins, and an electric fireplace that adds warmth and character. The kitchen offers stainless steel appliances, a butcher block island, and ample cabinet and counter space, flowing into the dining area with a built-in corner hutch and sliders leading to a spacious 20' x 22' deck. Upstairs offers three bedrooms and an updated full bath with a granite-topped vanity and linen storage. The lower level includes a family room, half bath, laundry area, and walk-out access to the backyard patio. The private yard and oversized deck provide great space for relaxing or entertaining. Additional features include a one-car garage, expanded parking, and epoxy-coated garage floor. Major updates include a new roof and gutters (2023), rebuilt chimney (2026), new septic system (2020), and Pella windows. Move-in ready with comfort, updates, and a convenient shoreline location.

523 Essex Rd, Westbrook

35 Windy Hill Rd, Westbrook
$405,000
3 Beds ⋅ 2 Baths ⋅ 24190323 MLS
Westbrook Ranch with In-Law Potential - Just 1.7 Miles from the Beach! Opportunity awaits in this 1,300+ square-foot ranch located just 1.7 miles from the beautiful Westbrook shoreline. Whether you're looking for a year-round residence, vacation home, investment property, or a project to make your own, this home offers great potential in a desirable shoreline community. The flexible floor plan includes the possibility for an in-law setup, making it ideal for extended family, guests, or additional living space. With solid bones and plenty of potential, this property is ready for your vision and updates. Enjoy the convenience of being close to beaches, shopping, dining, marinas, and everything Westbrook has to offer while creating the home you've always wanted. Property is being sold As Is. Home needs some repairs and is priced accordingly. Bring your ideas and unlock the possibilities in this sought-after shoreline location!

35 Windy Hill Rd, Westbrook

405 Pond Meadow Rd, Westbrook
$400,000
3 Beds ⋅ 2 Baths ⋅ 24162183 MLS
Charming Cape is set on a lovely, level lot in a desirable location just minutes from picturesque Westbrook Center and the beautiful shoreline. Inside, you'll find a spacious living and dining room combination featuring a cozy fireplace with wood-burning stove-perfect for relaxing or entertaining. The main level offers the convenience of a first-floor primary bedroom, along with an additional room currently used as a home office that could easily serve as a second bedroom, plus a full bath. Upstairs, there are two additional rooms-one currently used as a bedroom-along with another full bath, offering flexible living space to suit your needs. Enjoy outdoor living on the screened porch overlooking the expansive yard. A new oil boiler, installed in 2023. This is a wonderful opportunity to make this home your own!

405 Pond Meadow Rd, Westbrook

29 Salt Island Rd, Westbrook
$355,000
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

18 Old Forge Rd, Westbrook
$250,000
2 Beds ⋅ 1 Baths ⋅ 24190472 MLS
Situated in a quaint, private 55-and-over community in the heart of Westbrook, Connecticut, this low-maintenance ranch offers the ultimate in stress-free Shoreline living. Completely updated with beautiful finishes and thoughtful customizations, this 2-bedroom, 1-bathroom home is entirely turn-key and ready for its next chapter. Inside, the seamless open-concept layout creates a bright and airy flow, perfect for both daily living and entertaining. Slide open the glass doors to find your private, covered back porch-an ideal spot for morning coffee or evening relaxation. The home sits on a peaceful and quiet corner lot, featuring manicured landscaping and a dedicated vegetable garden for the green thumb.The heart of the home is the updated kitchen, fully equipped with sleek stainless steel appliances. You will have total peace of mind knowing all major mechanical components have been updated in recent years, including: Roof: Replaced just 4 years ago Electrical: Upgraded to a 200-amp panel 2 years ago Climate Control: High-efficiency heating and cooling mini-split system Storage: A handsome, 1-year-old detached storage shed The low-stress lifestyle is further enhanced by a comprehensive HOA that covers trash collection, snow removal, road maintenance, property management and all septic maintenance and repairs. Located just minutes from pristine Westbrook beaches, the renowned Water's

18 Old Forge Rd, Westbrook

10 Chestnut Dr, Westbrook
$160,000
2 Beds ⋅ 2 Baths ⋅ 24190452 MLS
Walk to the Beach and enjoy an over 55 community affordable shoreline living in this surprisingly spacious 2-bedroom, 1.5-bath home, ideally located in the heart of Westbrook. The bright eat-in kitchen offers ample space for everyday dining, with the privacy of split bedrooms, while the comfortable floor plan provides an open, inviting feel throughout. Step outside to your private patio-perfect for relaxing, entertaining, or enjoying warm summer evenings. This home includes two dedicated parking spaces, coveted Grove Beach rights along with a clubhouse for community functions that includes kitchen, cooking facilities, appliances and generator , giving you the opportunity to enjoy all the Connecticut shoreline has to offer. Leave the car behind and stroll to local favorites including Lenny & Joe's, nearby restaurants, shopping, and other conveniences. Whether you're looking for a year-round residence, weekend retreat, or an affordable way to enjoy the beach lifestyle, this is a wonderful opportunity to own a piece of the shoreline in a sought-after Westbrook location! 55+ community.

10 Chestnut Dr, Westbrook

48 Linden Ave N, Westbrook
$147,000
1 Beds ⋅ 1 Baths ⋅ 24163057 MLS
Welcome home to this charming and well-maintained 1-bedroom, 1-bath mobile home built in 2011, offering comfortable, low-maintenance living in a desirable 55+ community. This inviting home features an eat-in kitchen with a brand-new stove, perfect for everyday meals and casual dining. Enjoy your morning coffee or unwind in the evening on the welcoming front porch. Ideally located with convenient access to Route 1, this property makes errands, dining, and travel a breeze. Residents also enjoy beach access, adding a relaxing coastal lifestyle to this already appealing home. Whether you're looking to downsize or embrace a simpler way of living, this home offers the perfect blend of comfort, convenience, and community.

48 Linden Ave N, Westbrook

23 Linden Ave N, Westbrook
$110,000
2 Beds ⋅ 1 Baths ⋅ 24165050 MLS
If you've been waiting for something that just feels right, this is it. Welcome to 23 N Linden Ave in one of Westbrook's sought-after 55+ shoreline communities. What makes this home stand out is the enclosed sun porch, a bonus space you don't often see and one you'll actually use every day for coffee, relaxing, or coming back from the beach! Inside offers a bright, open living area with an easy, functional flow into the eat-in kitchen, featuring clean, updated touches that make the space feel fresh and comfortable. Big items have already been taken care of, including a roof approximately 8 years old and a newer hot water heater. Outside, you'll find a storage shed and just enough yard space to enjoy without the maintenance. Located just off Route 1 and about a 3 minute walk to Lenny & Joe's, you're right in the heart of everything while still enjoying a quiet community setting. Residents also have access to Grove Beach right across Route 1, making beach days easy and part of your everyday routine. The community is professionally managed with shared systems in place, giving you a low-maintenance lifestyle. Simple, comfortable, and all about location, this is an easy way to enjoy shoreline living. Schedule your showing today, we are always here to help!

23 Linden Ave N, Westbrook

44 Linden Ave N, Westbrook
$100,000
2 Beds ⋅ 1 Baths ⋅ 24201158 MLS
Welcome to 44 Linden Avenue N., a charming 2-bedroom, 1-bath home located in the desirable Grove Beach community of Westbrook. This inviting property offers comfortable one-level living with an open and functional layout, making it an ideal year-round home, weekend getaway, or investment opportunity. Enjoy the benefits of being part of a private beach community with access to the shoreline and the relaxed coastal lifestyle Westbrook is known for. Conveniently located near beaches, golf, shopping, dining, and major routes, this home offers the perfect combination of affordability, location, and easy living. Buyer financing fell through, so we're officially back on the market and ready to find our next buyer!

44 Linden Ave N, Westbrook

8 Cook Ter, Westbrook
$75,000
1 Beds ⋅ 1 Baths ⋅ 24152741 MLS
Welcome to your perfect coastal retreat! 8 Cook Terrace offers an exceptional opportunity to enjoy Connecticut shoreline living in a peaceful setting, perfectly located for both relaxation and convenience - combining comfort, location, and truly manageable, low-cost living within the Green Acres Park community.This bright and cozy 440 sq ft home is thoughtfully designed to make the most of its space, featuring 1 bedroom, 1 full bath, a comfortable living area, and a practical kitchen ideal for everyday living. In-unit laundry and propane heat add to the home's comfort and efficiency, while the home's size and layout make ownership refreshingly simple and economical.Set on a desirable corner lot, the property provides added privacy, a sunny deck, and outdoor space perfect for relaxing, enjoying morning coffee, grilling, or spending summer evenings outside. Lovingly maintained and easy to care for, this home offers low-maintenance living with real savings potential. The location truly seals the deal - just minutes from Westbrook's beaches, marinas, shoreline restaurants, and shops, with quick access to I-95 and nearby Old Saybrook. Whether you're looking for a year-round residence, a weekend escape, or a seasonal shoreline home, this property offers flexibility, comfort, and outstanding value. Monthly land lease of $830 includes water, trash pickup, and snow removal. A rare chance to enjoy simple, affordable living in a great coastal location!

8 Cook Ter, Westbrook

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