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$679,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$3,300
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192290 MLS
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
$539,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$250,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$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
$1,565,000
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
$1,500
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24189010 MLS
Apartment in the builfing on Westbrook Dental building. 680 sq ft that includes livingroom, kitchen, bathroom and one bedroom. All on one level. Kitchen has a breakfast bar that open into living area space. Off street parking, trash and water are covered by the landlord. No pets and no smoking. Credit check and renter's insurqance required.

1823 Boston Post Rd Unit 3, 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
$3,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185295 MLS
Amazing BEACHFRONT home available for an Academic Rental. This fully furnished and fully remodeled property is available beginning October 1, 2026 and available through May 31, 2027. Enjoy breathtaking views of the Long Island Sound from nearly every room in the house. Spectacular sunrises await you each morning! The home features three bedrooms and two full baths. It has a beautifully appointed kitchen with stainless steel appliances and granite countertops. The sunporch is a special place to relax and unwind. The first floor also features a living room and dining room with hardwood flooring throughout. A full bath and laundry closet complete the first floor. Upstairs are the three bedrooms and second full bathroom. Off of the primary bedroom is a private deck offering unobstructed views for miles. You will have use of the one car attached garage as well. If a short term rental is something you need, do not miss 226 Old Kelsey Point Road!

Westbrook
$553,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24180336 MLS
Welcome to 46 School Hill Ln, a spacious 4-bedroom, 2.5-bath home offering 2,594 sq ft of comfortable living space. The kitchen features white tile, Corian countertops, and a butcher block center island, perfect for everyday living and entertaining. The primary bath has been refreshed with new flooring and a new vanity. Major systems have been well maintained, including HVAC repairs completed last summer, with no known plumbing, electrical, or foundation issues. Property sold AS-IS.

46 School Hill Ln, Westbrook
$649,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$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
$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
$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

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