Westbrook, CT Homes

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  $1,200,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  207 Salt Island Rd, Westbrook, CT 06498

  Is ocean life calling you? Don't miss your chance to own a piece of Westbrook's OCEAN front! Hear the waves splash?! This YEAR ROUND shoreline gem with fixed mooring is a rare offering. Enjoy panoramic views of Long Island Sound and Salt Island. This home has been lovingly updated and elevated to an exceptional standard by the current owners. It is fully booked on VRBO, making it an excellent

  

  Kristin DeMarco

  Coldwell Banker Realty

  (860) 979-6136

  207 Salt Island Rd, Westbrook, CT 06498
• Explore Westbrook

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  $23,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • House for Rent

  226 Old Kelsey Point Rd, Westbrook, CT 06498

  Spectacular Waterfront Home on Long Island Sound Step into a world of timeless elegance at this beautifully updated waterfront cottage, where classic New England charm meets modern comfort. This fully furnished three-bedroom, two-bath home features a sun-drenched living and dining area, a bright and well-appointed kitchen, and a serene sunroom offering panoramic views of the Sound. From the

  

  Nick Prevost

  William Raveis Real Estate

  (860) 784-7758

  226 Old Kelsey Point Rd, Westbrook, CT 06498
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  $964,000 Sold Oct 31, 2025

  • 3,029 Sq Ft
  • $318/SF
  • 20 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1770

  199 Toby Hill Rd, Westbrook, CT 06498

  This home unfolds like a story... lovingly maintained and renovated in recent years, details abound. Situated on park-like grounds and nestled back from the road it is a private retreat that feels like time stops in the best way. Its charm is matched by its convenience... New custom kitchen with professional-grade appliances, structural work to the basement, redone gunite pool all in 2018. In

  Cara Bernard Coldwell Banker Realty

  199 Toby Hill Rd, Westbrook, CT 06498
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  Est $705,999 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft

  71 Fiske Ln, Westbrook, CT 06498

  71 Fiske Ln, Westbrook, CT 06498
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  $469,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  1280 Boston Post Rd, Westbrook, CT 06498

  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.

  

  Bob Yostos

  Coldwell Banker Realty

  (860) 546-3468

  1280 Boston Post Rd, Westbrook, CT 06498
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  Call for Price

  Worthington Manor

  1 Bed

  34 Worthington Dr, Westbrook, CT 06498

  34 Worthington Dr, Westbrook, CT 06498
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  $166,000 Sold Oct 24, 2025

  • 576 Sq Ft
  • $288/SF
  • 13 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1981

  1469 Boston Post Rd Unit 19, Westbrook, CT 06498

  Welcome to Ocean View Village, where easy living meets a desirable shoreline location. This move-in ready condo features a spacious bedroom with abundant natural light, a full bath, and an open living/dining area that opens to a private deck. With updated flooring, ample closet space, and a layout designed for comfort, this home combines convenience and style just minutes from beaches,

  Daniel Draffan Carbutti & Co., Realtors

  1469 Boston Post Rd Unit 19, Westbrook, CT 06498
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  Est $544,985 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  164 Hammock Rd N Unit 23, Westbrook, CT 06498

  164 Hammock Rd N Unit 23, Westbrook, CT 06498
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  $639,000 Pending

  • 7 Beds
  • 4 Baths
  • 2,646 Sq Ft

  1286 Boston Post Rd, Westbrook, CT 06498

  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

  

  Bob Yostos

  Coldwell Banker Realty

  (860) 891-2756

  1286 Boston Post Rd, Westbrook, CT 06498
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  $3,250 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • House for Rent

  11 Pond Circle Rd, Westbrook, CT 06498

  **11 Pond Circle - Newly Renovated 3 Bedroom, 2 Bath Home for Rent** Welcome to **11 Pond Circle**, a beautifully renovated 3-bedroom, 2-full-bath home offering modern comfort, style, and efficiency. Be the first to live in this completely updated space featuring brand-new finishes, systems, and design throughout. Step inside to discover an inviting open layout with new flooring, fresh paint,

  Steven Joseph Coldwell Banker Realty

  11 Pond Circle Rd, Westbrook, CT 06498
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  $1,100,000 Sold Oct 24, 2025

  • 1,353 Sq Ft
  • $813/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  51 Sunrise Rd, Westbrook, CT 06498

  Charming, rare find, water front New England Beach home. The views are breath taking! Watch the sunrise and sunset from your Bedroom suit balcony, your Kitchen, Living room or Den. All while having a view of a large beach, Long Island sound and Duck Island. Imagine being able to wake up every day living this experience. The kitchen has a beautiful granite island with stools for your comfort and

  Darlene White Coldwell Banker Realty

  51 Sunrise Rd, Westbrook, CT 06498
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  Est $694,080 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft

  8 Osprey Cir, Westbrook, CT 06498

  8 Osprey Cir, Westbrook, CT 06498
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  $1,195,000

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  448 A - B Grove Beach Rd N, Westbrook, CT 06498

  Two houses on this exceptional 3.39 acre waterfront property. 4 to 5 brs and 3fb total between the two homes. The main house is a beautiful Antique 2170 sq ft Cape 3+ BR 2FB c.1745. The separate 1985, 558 sq ft guest house is great for rental income, in laws or guests and has a kitchen, living room, 1BR, 1FB cathedral ceilings and a private patio, also plenty of parking space. The main house has

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 467-1636

  448 A - B Grove Beach Rd N, Westbrook, CT 06498
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  $1,550 total monthly price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  1856 Boston Post Rd Unit 1, Westbrook, CT 06498

  1856 Boston Post Rd Unit 1, Westbrook, CT 06498
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  $825,000 Sold Oct 20, 2025

  • 1,086 Sq Ft
  • $760/SF
  • 46 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1944

  6 Indian Trail, Westbrook, CT 06498

  Enjoy beautiful sunrises overlooking the water with your morning coffee from the sunroom of this sweet two bedroom, two bath ranch home. A light-filled kitchen and second bedroom also offer water views and glimpses of local wildlife. A spacious living room features a fieldstone fireplace, and leads to the primary bedroom complete with a cathedral ceiling, a finished storage loft with skylights,

  Susan Malan William Pitt Sotheby's Int'l

  6 Indian Trail, Westbrook, CT 06498
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  Est $1,945,004 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,534 Sq Ft

  60 Captains Dr, Westbrook, CT 06498

  60 Captains Dr, Westbrook, CT 06498
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  $975,000 Open Sat 10AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,644 Sq Ft

  407 Grove Beach Rd N, Westbrook, CT 06498

  The Scranton House. This Quintessential New England historic Greek Revival blends old world charm with modern luxury living! Built by a prominent Connecticut businessman and government leader, was constructed circa 1830 and first stood on the grounds of the Madison memorial library and was moved to its current location in 1988. Nestled on two immaculately manicured park-like acres and backing up

  Sam Manandhar RE/MAX Heritage

  407 Grove Beach Rd N, Westbrook, CT 06498
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  $2,300 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Townhouse for Rent

  9 Essex Rd, Westbrook, CT 06498

  Discover 9 Essex Rd (YEAR ROUND RENTAL) a renovated spacious 3-bedroom, 1-bathroom home in beautiful downtown Westbrook. This property features an updated kitchen, modern bath, and a shared yard. Enjoy immediate access to the town beach, restaurants, Shoreline East train, and I-95. Water and trash removal are included; tenants are responsible for all other utilities. Pets will be considered.

  Toni Iandoli William Pitt Sotheby's Int'l

  9 Essex Rd, Westbrook, CT 06498
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  $953,000 Sold Oct 17, 2025

  • 3,440 Sq Ft
  • $277/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2004

  14 Halls Rd, Westbrook, CT 06498

  Welcome to this 2004 Custom Built Greek Revival Farmhouse, Designed by Am. Classic Homes. A Private Oasis on over 7 acres of land blends Elegant Architecture and Professionally Landscaped Gardens into the beauty of the surroundings woods. The home has 9 ft ceilings throughout. Natural Light filters in through the Living Room Bay window highlighting the Rumford Fireplace. Adjacent is the Dining

  Suzanne McConville William Raveis Real Estate

  14 Halls Rd, Westbrook, CT 06498
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  Est $791,235 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,759 Sq Ft

  101 Johnson Pond Ln, Westbrook, CT 06498

  101 Johnson Pond Ln, Westbrook, CT 06498
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  $999,999

  • 5 Beds
  • 6 Baths
  • 5,028 Sq Ft

  1 Lake Louise Dr, Westbrook, CT 06498

  Custom-Built Waterfront Home in Coveted Lake Louise Neighborhood Welcome to this stunning custom-built home located in the highly desirable Lake Louise community, offering beautiful water views and 1/3 ownership of the lake. Enjoy peaceful waterfront living with private access for kayaking, canoeing, and more. Step inside to find gleaming hardwood floors throughout the main level and an open

  David Hughes Century 21 AllPoints Realty

  1 Lake Louise Dr, Westbrook, CT 06498
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  $2,750 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,218 Sq Ft
  • House for Rent

  1306 Boston Post Rd, Westbrook, CT 06498

  Truly One of a Kind !! Spacious Post & Beam Contemporary in Downtown Westbrook / EZ Walking w/Sidewalks to Shopping, Restaurants & Public Sandy Beach on Long Island Sound / First Floor Primary Bedroom with Sitting Room & Private Bath / Open Floor Plan on both Levels makes this Very Flexible for Different Lifestyles

  Tom Clancy William Pitt Sotheby's Int'l

  1306 Boston Post Rd, Westbrook, CT 06498
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  $555,000 Sold Oct 17, 2025

  • 1,704 Sq Ft
  • $326/SF
  • 18 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2016

  951 Old Clinton Rd Unit 17, Westbrook, CT 06498

  Redwood Commons-a boutique community of only 20 units, thoughtfully distributed among 10 architecturally distinct buildings. Unit 17 offers the perfect combination of style, comfort, and convenience in a prime location. This spacious and sun-filled home features two bedrooms and 2.5 baths, including custom-designed bathrooms with upscale fixtures and finishes. The open floor plan is enhanced by

  Gigi Giordano Taylor Compass Connecticut, LLC

  951 Old Clinton Rd Unit 17, Westbrook, CT 06498
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  Est $578,459 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,834 Sq Ft

  789 Toby Hill Rd, Westbrook, CT 06498

  789 Toby Hill Rd, Westbrook, CT 06498
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  /40

  $1,450,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,290 Sq Ft

  83 Sagamore Terrace E, Westbrook, CT 06498

  Welcome to "Seabrae" a coastal retreat offering 4 spacious bedrooms, 3 full baths and an oversized two-car garage, set on nearly 1/3 acre in the highly desirable Sagamore Terrace Beach Association. Located a minute from the beach and NOT IN A FLOOD ZONE - NO FLOOD INSURANCE REQUIRED. Inside Douglas Fir Longboard hardwood floors gleam throughout, complemented by beachstone built center fireplace

  Cheryl Cook Re/Max Valley Shore

  83 Sagamore Terrace E, Westbrook, CT 06498
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  $1,050 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,462 Sq Ft
  • House for Rent

  168 Cold Spring Dr, Westbrook, CT 06498

  This is for one bedroom and shared space for the common areas, including kitchen, bath, living room, deck and access to the in-ground pool. Rent includes electricity.

  John Zubretsky Century 21 AllPoints Realty

  168 Cold Spring Dr, Westbrook, CT 06498
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  $625,000 Sold Oct 17, 2025

  • 2,312 Sq Ft
  • $270/SF
  • 126 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  755 W Pond Meadow Rd, Westbrook, CT 06498

  Are you interested in the country charm of Westbrook? Close to schools, YMCA, town library, beaches, hiking trails, and Messerschmidt's Pond just over a mile away where you can canoe, kayak, fish or just relax nearby. A short drive to The Kate for a night at the theatre! Come join us for a walk through this beautifully spacious Colonial surrounded by plenty of open space outdoors with lovely

  Dianne Crawford Berkshire Hathaway NE Prop.

  755 W Pond Meadow Rd, Westbrook, CT 06498
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  Est $923,232 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,642 Sq Ft

  1 Whittemore Place, Westbrook, CT 06498

  1 Whittemore Place, Westbrook, CT 06498
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  $719,900 Pending

  • 2 Beds
  • 2 Baths
  • 2,457 Sq Ft

  157 Pine Lake Rd, Westbrook, CT 06498

  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

  Gigi Giordano Taylor Compass Connecticut, LLC

  157 Pine Lake Rd, Westbrook, CT 06498
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  $2,300 per month

  • 4 Beds
  • 4 Baths
  • 2,390 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to our year round over-sized one bedroom rental unit with a huge dining and living room area with two full baths located on second floor. This Rental Property, is located in a private beach community with easy access to Island View Beach. We have off street parking for added comfort and convenience. A lovely back yard to relax in at the end of a long day! This rental has fresh paint,

  Terry McDonald McDonald Real Estate, LLC

  Unlisted Address
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  $4,900,000 Sold Oct 16, 2025

  • 6,182 Sq Ft
  • $793/SF
  • 17 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1890

  151 Kingfisher Ln, Westbrook, CT 06498

  This stunning direct waterfront home offers 125 feet of sandy beach frontage on Long Island Sound and sits on 1.08 acres. The home underwent significant renovations in 2007. The kitchen is outfitted with Sub-Zero and Viking appliances, while nearly every room captures breathtaking water views. This residence features six generously sized bedrooms, including the primary en-suite, with a custom

  Jackie Lyman Lyman Real Estate

  151 Kingfisher Ln, Westbrook, CT 06498
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  Est $721,134 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,064 Sq Ft

  27 Broadway S, Westbrook, CT 06498

  27 Broadway S, Westbrook, CT 06498
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  $1,424,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,381 Sq Ft

  2 Lake Louise Dr, Westbrook, CT 06498

  Stunning remodeled home in the Lake Louise community of fine homes! This home has been tastefully updated from top to bottom! Architectural details & mouldings throughout! A chef's gourmet kitchen with top of the line appliances: a sub-zero refrigerator, a European Gas range with double electric ovens, a commercial range hood, an oversized cast iron sink, custom cabinets, a 10 foot granite

  Laura Bitondo Berkshire Hathaway NE Prop.

  2 Lake Louise Dr, Westbrook, CT 06498
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  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft
  • House for Rent

  162 Old Kelsey Point Rd, Westbrook, CT 06498

  Live at the beach all from September to May, steps to beautiful private Old Kelsey Point Hill and Beach Association. The house has been totally remodeled in 2023, with hardwood floors throughout, new heating system and so much more, great area for walking swiming riding your bike and more.

  Cheryl Cook Re/Max Valley Shore

  162 Old Kelsey Point Rd, Westbrook, CT 06498
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  $625,000 Sold Oct 15, 2025

  • 2,191 Sq Ft
  • $285/SF
  • 48 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  79 Pine Lake Rd, Westbrook, CT 06498

  Lovingly owned for 37 years, this farmhouse-style Cape offers charm, space, and peaceful country living. The main level features a nice custom foyer and mudroom. The exceptional post-and-beam great room has custom knotty pine cathedral ceilings, skylights, a floor-to-ceiling brick chimney fireplace, thick hearth, a dry bar, and sliders to a multi-level deck. There's also a cozy living room with

  Al Chiarito Chiarito Real Estate LLC

  79 Pine Lake Rd, Westbrook, CT 06498
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  Est $1,080,181 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  24 Pilots Point Dr, Westbrook, CT 06498

  24 Pilots Point Dr, Westbrook, CT 06498
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  $899,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,708 Sq Ft

  11 Timberlane Dr, Westbrook, CT 06498

  This beautifully crafted 4-bedroom, 2.5-bath colonial provides the perfect blend of classic charm and modern amenities. Situated on a professionally landscaped lot, this home is ideal for entertaining and everyday living. Inside, you'll find hardwood floors throughout and a gourmet kitchen equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, perfect for cooking and

  Matthew Anderson CT Home Pro, LLC

  11 Timberlane Dr, Westbrook, CT 06498
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  $4,025 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • House for Rent

  158 Captains Dr, Westbrook, CT 06498

  Experience coastal living at its finest in this gorgeous furnished rental located directly on the waterfront, overlooking the serene beauty of Long Island Sound. Available for monthly or academic rental, this newly renovated beachfront home invites you to relax and unwind while enjoying breathtaking sunrises and sunsets. Nestled in the highly sought-after Pilots Point Community, the heart of the

  Philip Degennaro Coldwell Banker Realty

  158 Captains Dr, Westbrook, CT 06498
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  $1,800,000 Sold Oct 15, 2025

  • 4,236 Sq Ft
  • $425/SF
  • 123 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2001

  42 Bluff St, Westbrook, CT 06498

  This beautiful seaside home has it all! Situated on a partially shaded bluff overlooking Long Island Sound, it has amazing views from almost every window. The 3 generously sized bedrooms, master bedroom suite, 3 full baths, and large dry basement fulfill all of your needs. The 2 car, attached garage will store not only your cars, but an abundance of beach and water toys. The carefully designed

  Jason Saphire www.HomeZu.com

  42 Bluff St, Westbrook, CT 06498
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  Est $517,100 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft

  116 Meadow Point Rd, Westbrook, CT 06498

  116 Meadow Point Rd, Westbrook, CT 06498

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