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$749,000
3 Beds 2 Baths COMING SOON Status 24193856 MLS
Welcome to your private waterfront sanctuary retreat! This Contemporary Ranch is situated on Trout Brook and Johnson Pond, and is tucked away on a peaceful cul-de-sac. It's the perfect place for entertaining and rest & relaxation in & out. Step inside to a popular open-concept layout. The living, dining, and kitchen areas soar with cathedral ceilings and walls of windows framing breathtaking views of the beautiful 2 acres. A double-sided brick fireplace anchors the space, perfect for cozy gatherings or holiday feasts. The bright kitchen offers an abundance of natural light as well as recessed lighting. Large island and breakfast bar. The private bedroom wing features a primary suite with three closets and a spa-like bath with a walk-in shower. Two additional bedrooms and a full bath complete the while the first-floor laundry and an oversized two-car garage add effortless convenience. A generous sized basement offers room for storage, a workshop, or a home gym. Outside, the wrap-around deck invites summer barbecues; the fire pit with built-in seating promises cool evening s'mores and winter cuddles. Easy-care gardens and a level lawn - ideal for yard games and lively get-togethers - complete this mesmerizing retreat. A large, fenced flat area is just perfect for pets. This property checks off many boxes for everyone - with one-level living at its best on a gorgeous parcel filled with wildlife and amazing vistas. It makes every day feel like you are on vacation.

147 Johnson Pond Ln, Westbrook

$150,000
2 Beds 2 Baths ACTIVE Status 24190452 MLS
Walk to the Beach and enjoy 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 and coveted Grove Beach rights, 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

$499,900
3 Beds 4 Baths ACTIVE Status 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

$1,295,000
4 Beds 5 Baths ACTIVE Status 24190188 MLS
Discover your own private oasis, this expansive custom-built home built on over 8 acres offers the perfect blend of privacy, comfort, and modern amenities. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage. Situated on the end of a private cul-de-sac the home is surrounded by peaceful natural beauty and thoughtfully designed for both everyday living and entertaining. Outdoor living is truly unmatched, with stunning decks and exterior stairways crafted from premium IPE Brazilian hardwood overlooking a private 3-acre, 30-foot-deep lake. Complete with a dramatic center fountain, lighting, and an aeration system, this remarkable setting creates a one-of-a-kind backdrop for relaxing, entertaining, or simply enjoying the serenity of your surroundings. Located just minutes from award-winning restaurants, shopping, marinas, and Westbrook's three town beaches, this hidden gem offers the rare opportunity to enjoy the best of Connecticut shoreline living while retreating to your own private sanctuary.

53 Oakridge Dr, Westbrook

$1,565,000
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

$675,000
3 Beds 3 Baths ACTIVE Status 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

$515,000
3 Beds 2 Baths ACTIVE Status 24187538 MLS
Move right into this beautifully maintained 3-bedroom, 1.5-bath home set on a large, level, private lot in Westbrook! Just minutes to I-95, the Valley Shore YMCA, shopping, restaurants, and Westbrook's beautiful beaches, this home offers comfort, convenience, and room to grow. The updated layout features an eat-in kitchen that opens to the formal dining room, creating a bright, inviting living space. The spacious living room features a fireplace with a wood-burning stove insert, adding warmth and efficiency, while the rear deck overlooks the expansive backyard with a firepit-perfect for relaxing or entertaining. Enjoy the privacy of protected Land Trust property directly behind the home, providing 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 clean, full basement offers excellent potential for future finished living space. A one-car garage is complemented by an additional concrete pad, ideal for expanding to a two-car garage or parking a boat, camper, or trailer. As a Westbrook resident, enjoy free access to Westbrook Town Beach, home to the popular seasonal Hogs Wild BBQ beachfront restaurant. A wonderful opportunity to enjoy shoreline living in a peaceful setting!

382 Cold Spring Dr, Westbrook

$199,900
2 Beds 2 Baths ACTIVE Status 24185724 MLS
Enjoy the ocean breeze just a half mile from Long Island Sound! This rare, 1388 sq. ft. double-wide mobile home offers the perfect blend of coastal comfort and incredible value. Enter the heated sunroom with its full wall of windows creating a bright and airy space to enjoy year round. The main living area offers kitchen upgrades showcasing black diamond leathered quartzite countertops, stainless steel appliances, and a large 5' 9" ft. island packed with drawer space. Both bedrooms boast exceptional closet space. The primary suite features a ceiling fan and private half-bath. Upgraded lighting fixtures throughout. The land lease covers water, (no water bills) septic (no bills for pumping), trash and recycling, underground utilities, tree and road maintenance. With the installation of 4 brand new mobile home units this park is investing heavily in its community. Low taxes, one level living and no age restrictions. Enjoy beautiful West Beach, nearby oceanfront dining, and outlet shopping. Please note a new stainless steel refrigerator will be provided by seller prior to closing. Agent owned.

13 Green Acres Park Dr, Westbrook

$589,900
3 Beds 2 Baths ACTIVE Status 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. 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

$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.

5 Cook Ter, Westbrook

$114,900
2 Beds 1 Baths ACTIVE Status 24157679 MLS
Welcome to easy coastal living in the highly desirable 55+ beach community in Westbrook, CT. This charming 2-bedroom, 1 full bathroom mobile home offers the perfect opportunity to enjoy a relaxed shoreline lifestyle just steps from the water. Inside, you'll find a bright and inviting living space with a functional layout that makes the most of every square foot. The home features new appliances, new windows, a comfortable living area, an eat-in kitchen, two well-sized bedrooms, and a full bathroom, making it ideal for year-round living or a peaceful seasonal retreat. Located in a private beach community, residents enjoy access to a beautiful shoreline where you can spend your days walking along the sand, enjoying the ocean breeze, or watching stunning sunsets over Long Island Sound. The community atmosphere is quiet, friendly, and perfect for those looking to enjoy a slower pace of life. - Conveniently located close to local restaurants, shops, marinas, and everything the Connecticut shoreline has to offer, this home provides the perfect combination of coastal charm, convenience, and affordability.

44 Linden Ave N, Westbrook

$1,195,000
4 Beds 3 Baths ACTIVE Status 24130338 MLS
This exceptional property includes two residences on 3.2 acres of the beautiful tidal flowing Menunketusuck River. The impeccably maintained primary antique main house offers 3+ bedrooms and 2 full baths. There are 3 fireplaces, one in the living room, the den, and the dining room. The four-season enclosed porch is the length of the home with walls of windows. The den can double as a main level primary bedroom suite with full bath if needed. The laundry room is on the main level off the wonderfully remodeled kitchen, which leads to the patio and firepit area overlooking the river. The upper level has three bedrooms, two sitting areas, a full bath, attic storage, and an exposed stone chimney. A nice full unfinished basement holds the mechanicals and offers plenty of storage. In addition there is a huge detached four-bay garage/workshop and the double decker boathouse is right on the river where you can launch your Kayaks, paddleboards, go swimming, do some fishing, crabbing etc. Small-craft motor boats can be launched within view at the public launch area. The separate second home has 1 bedroom, 1 full bath, a living room and kitchen, cathedral ceilings and skylights. This home is perfect for in-laws, rental income, or home office space (purchaser to verify use). Halfway between NYC and Boston. Super close to beaches, marinas, restaurants, shopping, I-95 and RR.

448 A B Grove Beach Rd N, Westbrook

$375,000
4 Beds 2 Baths ACTIVE 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

$645,000
3 Baths ACTIVE Status 24130069 MLS
Incredible development opportunity in Westbrook's shoreline area-ideal for builders, investors, or developers. This offering includes two parcels (MLS #24124260 and MLS #24129413) with potential for a 33-unit residential project featuring one-bedroom, one-bath units with dens. Concept plans envision 10-13 units on Trolley Road and 23 units on Salt Island Road, creating a boutique coastal community. Walk to town, train, and Middle Beach-a highly desirable walkable location close to shopping, dining, and commuter routes. Land is ready for redevelopment, offering excellent potential for multifamily, condo, or rental housing. A rare chance to develop in one of the Connecticut Shoreline's most sought-after areas.

41 Trolley Rd, Westbrook

$1,195,000
3 Beds 2 Baths ACTIVE Status 24107477 MLS
There is a lot to enjoy here. A drive by of this property does not show the whole picture. This is an exceptional 3+ acre waterfront property on the Menunketesuck River. This package deal includes the well maintained Cerca 1745 Antique main home that is beautifully kept and appreciated, it shows beautifully. A fully equipped guest house is also included and has many options. A huge detached garage includes 4 bays, 3 drive-in bays and a workshop bay and is constructed with steel beam support and upper storage. There's also a two story "boat house" at the water's edge for a fun hang out by the water. The land dock platform is nice place for sitting by the river and throwing your rod and reel. A hardscape fire pit area overlooks the grounds to the river while you roast marshmallows. Access to Long Island Sound can be had right from your own back yard by small watercraft. Launch your Kayaks, paddleboards, tubes, and head to the L.I.S. Small trailered watercraft can be launched a minute away by car at the public small boat launch. The guest house on the property is perfect for in-laws, rental income, or home office space (purchaser to verify use). The beautiful Westbrook public beach is a few min drive away as well as marinas, restaurants, shopping, I-95 and RR nearby too. This property is located halfway between NYC and Boston.

448 Grove Beach Rd N, Westbrook

$1,790,000
4 Baths ACTIVE Status 24012746 MLS
NEW PRICE!!! Anglers and investors take notice, opportunity to own Pier 76 - Westbrook's first Marina established in 1948. The marina is situated on 10.71 acres and features two mix use buildings totaling 5244 sq/ft and 15 docks with 256 slips accommodating both power boat and jet ski vessels up to 26' in length. Well known for its commitment to customer service and local reputation, Pier 76 abuts Old Boston Post and Hammock Road. Westbrook is well known for its rich nautical history and was home to the original inventor of the submarine. The marina is a local favorite, and nestled on the Patchouge River. It's proximity to Long Island Sound is unmatched - offering anglers the ability to become immersed within Long Island Sound within minutes of leaving the dock. Once in Long Island Sound anglers have the option to boat West to Clinton and dock at award winning restaurants (Aqua or Lobster Landing) explore east of Old Saybrook and CT River and travel to Rhode Island/Block Island, and West to Greenport and Long Island. In addition to the 15 docks featuring 256 boat and jet ski slips, Pier 76 offers its clients (Storage, Winterization/Winter Storage, and Boat Repair/Maintenance. The first retail building is the business' main office with 2464 sq/ft living space. The additional two story building features 4,448 sq/ft and a living area of 2,780 sq/ft. Owner holds building concept plans for potential redevelopment of 40 unit condo complex (16 one bedroom, 24 2 bedroom units).

54 Old Boston Post Rd, Westbrook

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