Westbrook, CT Homes

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  /6

  $350,000

  • 2 Beds
  • 1 Bath
  • 573 Sq Ft

  41 Trolley Rd, Westbrook, CT 06498

  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

  Jennifer Gurnell William Raveis Real Estate

  41 Trolley Rd, Westbrook, CT 06498
• 

  $550,000 Sold Dec 17, 2025

  49 Seaside Ave, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft
  • Built 1815

  Last Sold Summary

  • $268/SF
  • 7 Days On Market

  Current Estimated Value $566,913

  Last Listing Agent Dandeneau Team Berkshire Hathaway NE Prop.

  49 Seaside Ave, Westbrook, CT 06498
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  Est $968,611 Not Listed For Sale

  275 Seaside Ave, Westbrook, CT 06498

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft
  • Built 1900

  275 Seaside Ave, Westbrook, CT 06498

  Last Sold Summary

  • 20% Above List Price
  • $700/SF
  • 177 Days On Market

  • Last Sold Price $808,000
  • Oct 10, 2024

  Last Listing Agent Mary Poola William Raveis Real Estate
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  $174,900

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  18 Broadway N, Westbrook, CT 06498

  Discover the charm of this mobile home located in the heart of Westbrook. This well-maintained property is a comfortable living space with modern amenities and a functional layout. Enjoy the convenience of nearby local attractions and amenities while residing in a peaceful community. This home provides a superb blend of comfort and accessibility, appropriate for those seeking a relaxed lifestyle.

  Steven Koleno BEYCOME OF FLORIDA LLC

  18 Broadway N, Westbrook, CT 06498
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  $880,000 Sold Jul 21, 2025

  262 Fairview Rd, Westbrook, CT 06498

  • 5 Beds
  • 5 Baths
  • 4,066 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Above List Price
  • $216/SF
  • 59 Days On Market

  Current Estimated Value $928,016

  Last Listing Agent Allison Ciarcia William Raveis Real Estate

  262 Fairview Rd, Westbrook, CT 06498
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  Not Listed For Sale

  179 Hammock Rd N, Westbrook, CT 06498

  • 3 Beds
  • Built 1938

  179 Hammock Rd N, Westbrook, CT 06498

  Last Sold Summary

  • 206% Above List Price
  • $101/SF
  • 100 Days On Market

  • Last Sold Price $100,000
  • Feb 23, 2024

  Last Listing Agent Patrick Papuga William Raveis Real Estate
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  /19

  $141,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  5 Cook Terrace, Westbrook, CT 06498

  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

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  5 Cook Terrace, Westbrook, CT 06498
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  $675,000 Sold Jun 24, 2025

  1414 Essex Rd, Westbrook, CT 06498

  • 3 Beds
  • 2.5 Baths
  • 2,665 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $253/SF
  • 40 Days On Market

  Current Estimated Value $723,951

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  1414 Essex Rd, Westbrook, CT 06498
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  Est $1,840,770 Not Listed For Sale

  237 Seaside Ave, Westbrook, CT 06498

  • 5 Beds
  • 3.5 Baths
  • 2,352 Sq Ft
  • Built 2005

  237 Seaside Ave, Westbrook, CT 06498

  Last Sold Summary

  • 5% Above List Price
  • $744/SF
  • 11 Days On Market

  • Last Sold Price $1,750,000
  • Dec 18, 2023

  Last Listing Agent Jackie Lyman Lyman Real Estate
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  /37

  $474,900

  • 3 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  523 Essex Rd, Westbrook, CT 06498

  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

  Sarah McMillan Our Home Realty Advisors

  523 Essex Rd, Westbrook, CT 06498
• 

  $1,100,000 Sold Oct 24, 2025

  51 Sunrise Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft
  • Built 1957

  Last Sold Summary

  • 27% Below List Price
  • $813/SF
  • 45 Days On Market

  Current Estimated Value $1,111,685

  Last Listing Agent Darlene White Coldwell Banker Realty

  51 Sunrise Rd, Westbrook, CT 06498
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  Est $170,725 Not Listed For Sale

  15 Economy Dr Unit 6, Westbrook, CT 06498

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft
  • Built 1981

  15 Economy Dr Unit 6, Westbrook, CT 06498

  Last Sold Summary

  • 3% Above List Price
  • $306/SF
  • 30 Days On Market

  • Last Sold Price $165,000
  • Apr 11, 2025

  Last Listing Agent Sara Etienne eXp Realty
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  $195,000

  • Land
  • 1.9 Acres
  • $102,632 per Acre

  0 Boston Post Rd Unit 24080344, Westbrook, CT 06498

  1.9 acres in NCD zone. Public Water in street Septic Required272 road frontage on route 1. Perc Tested for proposed Two Family, (6 BRs Max) or Mixed Use 1,500 SF Retail and 2 unit (4 BR Max) Multifamily. Full size A-2 Survey with Topo, boundary, wetlands available

  Ron Lyman Lyman Real Estate

  0 Boston Post Rd Unit 24080344, Westbrook, CT 06498
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  $1,835,000 Sold Jul 30, 2025

  442 Seaside Ave, Westbrook, CT 06498

  • 3 Beds
  • 4 Baths
  • 2,499 Sq Ft
  • Built 2006

  Last Sold Summary

  • 22% Below List Price
  • $734/SF
  • 242 Days On Market

  Current Estimated Value $1,913,983

  Last Listing Agent Robin Linares William Pitt Sotheby's Int'l

  442 Seaside Ave, Westbrook, CT 06498
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  Est $1,595,472 Not Listed For Sale

  54 Ripley Hill Rd, Westbrook, CT 06498

  • 4 Beds
  • 5 Baths
  • 4,572 Sq Ft
  • Built 2003

  54 Ripley Hill Rd, Westbrook, CT 06498

  Last Sold Summary

  • 11% Below List Price
  • $394/SF
  • 4 Days On Market

  • Last Sold Price $1,800,000
  • Sep 09, 2024

  Last Listing Agent Jackie Lyman Lyman Real Estate
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  /40

  $619,900 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,395 Sq Ft

  520 Marina Way Landing Unit 520, Westbrook, CT 06498

  Water Views & Coastal Living in a Marina Community. Well-maintained, fully furnished townhouse in one of Westbrook's most desirable waterfront communities, offering amazing views of the Long Island Sound and direct marina access - enjoy 4th of July fireworks from either Trex deck. The main level features hardwood floors, recessed lighting, a gas fireplace, and a stainless steel kitchen open to

  Sherry Borgeson Berkshire Hathaway NE Prop.

  520 Marina Way Landing Unit 520, Westbrook, CT 06498
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  $1,200,000 Sold May 28, 2025

  67 Captains Dr, Westbrook, CT 06498

  • 3 Beds
  • 3 Baths
  • 2,448 Sq Ft
  • Built 1969

  Last Sold Summary

  • 14% Above List Price
  • $490/SF
  • 4 Days On Market

  Current Estimated Value $1,271,169

  Last Listing Agent Doreen Amata Coldwell Banker Realty

  67 Captains Dr, Westbrook, CT 06498
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  Est $660,327 Not Listed For Sale

  42 Nolin Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,591 Sq Ft
  • Built 1996

  42 Nolin Rd, Westbrook, CT 06498

  Last Sold Summary

  • 7% Above List Price
  • $387/SF
  • 8 Days On Market

  • Last Sold Price $615,000
  • Feb 23, 2024

  Last Listing Agent Erin Connelly Coldwell Banker Realty
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  $629,900 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  452 Essex Rd, Westbrook, CT 06498

  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

  Evan Johnson Coldwell Banker Realty

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

  14 Halls Rd, Westbrook, CT 06498

  • 4 Beds
  • 3.5 Baths
  • 3,440 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $277/SF
  • 3 Days On Market

  Current Estimated Value $992,431

  Last Listing Agent Suzanne McConville William Raveis Real Estate

  14 Halls Rd, Westbrook, CT 06498
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  Est $713,148 Not Listed For Sale

  853 W Pond Meadow Rd, Westbrook, CT 06498

  • 4 Beds
  • 2.5 Baths
  • 3,848 Sq Ft
  • Built 1997

  853 W Pond Meadow Rd, Westbrook, CT 06498

  Last Sold Summary

  • 5% Above List Price
  • $177/SF
  • 28 Days On Market

  • Last Sold Price $680,000
  • Mar 08, 2024

  Last Listing Agent Naima Mazouzi Eagle Eye Realty PLLC
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  /15

  $76,900 Under Contract

  • 1 Bed
  • 1 Bath
  • 440 Sq Ft

  8 Cook Terrace, Westbrook, CT 06498

  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

  C. Tina Pappalardo Coldwell Banker Realty

  8 Cook Terrace, Westbrook, CT 06498
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  $1,050,000 Sold Jul 14, 2025

  12 Bellstone Ave, Westbrook, CT 06498

  • 4 Beds
  • 4 Baths
  • 2,292 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $458/SF
  • 102 Days On Market

  Current Estimated Value $1,079,255

  Last Listing Agent Joel Lucas Coldwell Banker Realty

  12 Bellstone Ave, Westbrook, CT 06498
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  Est $218,714 Not Listed For Sale

  1449 Boston Post Rd Unit 25, Westbrook, CT 06498

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft
  • Built 1981

  1449 Boston Post Rd Unit 25, Westbrook, CT 06498

  Last Sold Summary

  • 22% Above List Price
  • $194/SF
  • 17 Days On Market

  • Last Sold Price $180,000
  • Apr 25, 2024

  Last Listing Agent Rebecca Dowler CMD Realty LLC
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  /32

  $399,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 785 Sq Ft

  37 Nolin Rd, Westbrook, CT 06498

  *multiple offers received - all offers to be submitted by Sunday 4/5 at 3pm* Charming, waterfront, treehouse-like, retreat on the Menunketesuck River. Discover the perfect river front getaway in this bright and inviting one-bedroom home in the popular beach town of Westbrook. Steps from your front door, paddle through the tranquil waters of the river flowing through the McKinney National Wildlife

  Rachel Welch William Raveis Real Estate

  37 Nolin Rd, Westbrook, CT 06498
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  $1,525,000 Sold Jul 25, 2025

  226 Old Kelsey Point Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 1915

  Last Sold Summary

  • 9% Above List Price
  • $950/SF
  • 2 Days On Market

  Current Estimated Value $1,531,320

  Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

  226 Old Kelsey Point Rd, Westbrook, CT 06498
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  Est $828,527 Not Listed For Sale

  890 Boston Post Rd, Westbrook, CT 06498

  • 5 Beds
  • 3 Baths
  • 2,412 Sq Ft
  • Built 1928

  890 Boston Post Rd, Westbrook, CT 06498

  Last Sold Summary

  • 8% Above List Price
  • $317/SF
  • 59 Days On Market

  • Last Sold Price $764,000
  • Jul 24, 2024

  Last Listing Agent Marta Elmasry Coldwell Banker Realty
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  /40

  $1,700,000

  • 3 Beds
  • 2.5 Baths
  • 3,431 Sq Ft

  449 Seaside Ave, Westbrook, CT 06498

  Exceptional year round coastal retreat set on a rare double lot on coveted Seaside Avenue, one of Westbrook's most sought-after shoreline locations. Just steps from the private beach! This property offers a truly special coastal lifestyle. At low tide, enjoy expansive walkable sandbars and remarkably clear, pristine water. Walking along the sandbars is truly magical. Thoughtfully designed to

  Rachel Mathieu Berkshire Hathaway NE Prop.

  449 Seaside Ave, Westbrook, CT 06498
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  $525,000 Sold Jul 23, 2025

  931 Old Clinton Rd Unit 6, Westbrook, CT 06498

  • 2 Beds
  • 3 Baths
  • 1,943 Sq Ft
  • Built 2017

  Last Sold Summary

  • 9% Below List Price
  • $270/SF
  • 64 Days On Market

  Current Estimated Value $567,521

  Last Listing Agent Janet Mashia William Pitt Sotheby's Int'l

  931 Old Clinton Rd Unit 6, Westbrook, CT 06498
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  Est $654,304 Not Listed For Sale

  243 Willard Ave, Westbrook, CT 06498

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft
  • Built 1997

  243 Willard Ave, Westbrook, CT 06498

  Last Sold Summary

  • 17% Above List Price
  • $246/SF
  • 63 Days On Market

  • Last Sold Price $560,000
  • Sep 20, 2023

  Last Listing Agent Pamela Strunk Berkshire Hathaway Home Services
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  /40

  $1,575,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,622 Sq Ft

  273 Seaside Ave, Westbrook, CT 06498

  Experience the perfect marriage of modern luxury and seaside serenity in this meticulously reimagined beach home. Boasting uninterrupted views of West Beach, this is not your typical coastal cottage-it is a sophisticated retreat designed for those who demand both style and substance. While the structure was substantially rebuilt in 1999, the home has since undergone an extensive series of

  Terry Kemper Coldwell Banker Realty

  273 Seaside Ave, Westbrook, CT 06498
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  $490,000 Sold Oct 10, 2025

  41 S Main St, Westbrook, CT 06498

  • 5 Beds
  • 2.5 Baths
  • 2,379 Sq Ft
  • Built 1795

  Last Sold Summary

  • 20% Below List Price
  • $206/SF
  • 204 Days On Market

  Current Estimated Value $502,452

  Last Listing Agent Lisa Burns KW Legacy Partners

  41 S Main St, Westbrook, CT 06498
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  Est $624,874 Not Listed For Sale

  204 Horse Hill Rd, Westbrook, CT 06498

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 2003

  204 Horse Hill Rd, Westbrook, CT 06498

  Last Sold Summary

  • 20% Above List Price
  • $232/SF
  • 48 Days On Market

  • Last Sold Price $520,000
  • Nov 13, 2023

  Last Listing Agent Allison Ciarcia William Raveis Real Estate
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  /23

  $359,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  364 Spencer Plains Rd, Westbrook, CT 06498

  Attractive Cape Cod style home with curb appeal conveniently located close to YMCA and Route 1. The home sits nicely back along the paved driveway on a 1+ acre lot. Nice flat back yard with multiple storage sheds. You enter off of the 16 x 11 deck or the attached garage into a 3 season enclosed porch / mudroom, then into the kitchen. The main level features a bright front to back living room with

  Pat Reed Chiarito Real Estate LLC

  364 Spencer Plains Rd, Westbrook, CT 06498
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  $1,100,000 Sold May 30, 2025

  144 Old Horse Hill Rd, Westbrook, CT 06498

  • 4 Beds
  • 3.5 Baths
  • 3,804 Sq Ft
  • Built 1988

  Last Sold Summary

  • $289/SF
  • 19 Days On Market

  Current Estimated Value $1,171,263

  Last Listing Agent Robin Linares William Pitt Sotheby's Int'l

  144 Old Horse Hill Rd, Westbrook, CT 06498
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  Est $507,688 Not Listed For Sale

  1129 Horse Hill Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 2001

  1129 Horse Hill Rd, Westbrook, CT 06498

  Last Sold Summary

  • 8% Above List Price
  • $290/SF
  • 29 Days On Market

  • Last Sold Price $469,900
  • Dec 04, 2024

  Last Listing Agent Joe Loguidice William Raveis Real Estate
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  /40

  $999,999 Under Contract

  • 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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  $375,000 Sold Feb 11, 2026

  87 McVeagh Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1954

  Last Sold Summary

  • 25% Below List Price
  • $347/SF
  • 228 Days On Market

  Current Estimated Value $389,432

  Last Listing Agent Warner Hollister William Raveis Real Estate

  87 McVeagh Rd, Westbrook, CT 06498
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  Est $469,095 Not Listed For Sale

  623 W Pond Meadow Rd, Westbrook, CT 06498

  • 3 Beds
  • 2.5 Baths
  • 2,420 Sq Ft
  • Built 1968

  623 W Pond Meadow Rd, Westbrook, CT 06498

  Last Sold Summary

  • 10% Above List Price
  • $176/SF
  • 5 Days On Market

  • Last Sold Price $425,000
  • Apr 30, 2024

  Last Listing Agent Dana Weinstein Coldwell Banker Realty
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  $166,000 Sold Oct 24, 2025

  1469 Boston Post Rd Unit 19, Westbrook, CT 06498

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft
  • Built 1981

  Last Sold Summary

  • 1% Above List Price
  • $288/SF
  • 13 Days On Market

  Current Estimated Value $171,441

  Last Listing Agent Daniel Draffan Carbutti & Co., Realtors

  1469 Boston Post Rd Unit 19, Westbrook, CT 06498

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