Westbrook, CT Homes

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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

  A rare waterfront compound on just over 3 acres along the tidal Menunketesuck River in Westbrook, CT, offering navigable access through the Stewart B. McKinney National Wildlife Refuge and out to Long Island Sound. The property includes two residences, a two-story boathouse with upper deck, and extensive garage and workshop facilities, combining historic character, privacy, and coastal lifestyle.

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 467-1636

  448 A - B Grove Beach Rd N, 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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  $1,300,000 Sold Nov 04, 2025

  207 Salt Island Rd, Westbrook, CT 06498

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Above List Price
  • $665/SF
  • 14 Days On Market

  Last Listing Agent Kristin DeMarco Coldwell Banker Realty

  207 Salt Island Rd, Westbrook, CT 06498
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  Est $679,436 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 772 Sq Ft

  128 Menunketesuck Rd, Westbrook, CT 06498

  128 Menunketesuck Rd, Westbrook, CT 06498
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  $799,000

  • 4 Beds
  • 4 Baths
  • 3,890 Sq Ft

  113 Winthrop Rd, Westbrook, CT 06498

  Exceptional value. Custom-built home on over 2 private acres, ideal for horse lovers or animal enthusiasts, with room for up to two horses. Built in 1965 with a substantial 2008 addition, this light-filled, non-cookie-cutter home features Brazilian teak floors throughout, with Brazilian chestnut in the primary suite. Main level offers tiled mudroom, sun-filled family room with skylights and

  Allison Ciarcia William Raveis Real Estate

  113 Winthrop Rd, Westbrook, CT 06498
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  $2,495 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  41 S Main St, Westbrook, CT 06498

  This is truly shoreline living with this spacious beautifully updated 3 bedroom 1.5 bathroom apartment. Newly refinished hardwood floors and fresh paint throughout. Enjoy the water views from several rooms, including the large enclosed 3 season rear porch. Located south of Rt 1 near the Center of Westbrook, a short distance to Middle Beach, marinas, playground, bank, busline, restaurants, i95,

  James Amendola Hotchkiss Co William M

  41 S Main St, Westbrook, CT 06498
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  $615,000 Sold Jun 17, 2025

  586 Essex Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $392/SF
  • 15 Days On Market

  Current Estimated Value $618,878

  Last Listing Agent Pardi & Zucco Team William Pitt Sotheby's Int'l

  586 Essex Rd, Westbrook, CT 06498
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  Est $544,839 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 2,598 Sq Ft

  45 Monahan Rd, Westbrook, CT 06498

  45 Monahan Rd, Westbrook, CT 06498
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  $635,000 Open Sat 2PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 2,590 Sq Ft

  10 Winterberry Cir, Westbrook, CT 06498

  Welcome to this well-maintained home located on a quiet cul-de-sac in desirable Westbrook. Set in a peaceful residential neighborhood, this property offers privacy while remaining conveniently close to beaches, parks, shopping, and commuter routes. The home features a functional layout with comfortable living spaces and abundant natural light throughout. Enjoy your own private backyard oasis with

  Amaurys Valdera Brokerbe Inc.

  10 Winterberry Cir, Westbrook, CT 06498
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  $2,500 total monthly price

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

  1525 Boston Post Rd Unit Caretaker's cottage, Westbrook, CT 06498

  Apartment available at the Water's Edge Resort and Spa. Full use of the resort is included in the rent as well as ALL utilities, cable and wifi. Enjoy the indoor pool, fitness center, Coffee shop specializing in Starbucks Coffee's, onside restaurant and lounge with weekend entertainment.Leasing can be 6-12 months.

  1525 Boston Post Rd Unit Caretaker's cottage, Westbrook, CT 06498
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  $170,000 Sold Nov 05, 2025

  56 Linden Ave N, Westbrook, CT 06498

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $202/SF
  • 6 Days On Market

  Last Listing Agent Judith DuMouchel J.M. REALTY

  56 Linden Ave N, Westbrook, CT 06498
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  Est $192,878 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  22 Stone Hedge Rd, Westbrook, CT 06498

  22 Stone Hedge Rd, Westbrook, CT 06498
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  $649,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,761 Sq Ft

  11a/11b Pond Circle Rd, Westbrook, CT 06498

  Stunning Fully Remodeled Legal Two-Family Home Discover this completely remodeled legal two-family residence, thoughtfully designed for modern living, investment, or multi-generational use. Every inch of this home has been upgraded with care and quality craftsmanship. Featuring brand-new HVAC and heating systems, new plumbing, and a 200-amp electrical panel, this property offers worry-free

  Steven Joseph Coldwell Banker Realty

  11a/11b Pond Circle 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, and

  Steven Joseph Coldwell Banker Realty

  11 Pond Circle Rd, Westbrook, CT 06498
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  $1,540,000 Sold May 09, 2025

  165 Captains Dr, Westbrook, CT 06498

  • 2 Beds
  • 3 Baths
  • 2,104 Sq Ft
  • Built 1996

  Last Sold Summary

  • $732/SF
  • 1 Day On Market

  Current Estimated Value $1,554,840

  Last Listing Agent Robin Morrell - Guilford William Pitt Sotheby's Int'l

  165 Captains Dr, Westbrook, CT 06498
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  Est $2,219,772 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,513 Sq Ft

  151 Old Mail Trail, Westbrook, CT 06498

  151 Old Mail Trail, Westbrook, CT 06498
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  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,308 Sq Ft

  821 Essex Rd, Westbrook, CT 06498

  Welcome to your dream home nestled on a serene 1.0 acre wooded lot, complete with a tranquil pond in the backyard - perfect for peaceful mornings and relaxing evenings. Home features Expansive kitchen ideal for entertaining and family gatherings, 4 spacious bedrooms including 2 luxurious primary suites, heated floor in 1st level primary bath, double-faced fireplace warming both the cozy living

  Joe Paul Coldwell Banker Realty

  821 Essex Rd, 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, washer and dryer, 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

  Toni Iandoli William Pitt Sotheby's Int'l

  9 Essex Rd, Westbrook, CT 06498
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  $4,900,000 Sold Oct 16, 2025

  151 Kingfisher Ln, Westbrook, CT 06498

  • 6 Beds
  • 3.5 Baths
  • 6,182 Sq Ft
  • Built 1890

  Last Sold Summary

  • 15% Above List Price
  • $793/SF
  • 17 Days On Market

  Current Estimated Value $4,222,628

  Last Listing Agent Jackie Lyman Lyman Real Estate

  151 Kingfisher Ln, Westbrook, CT 06498
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  Est $578,197 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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  $899,000

  • 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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  $2,750 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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  $945,000 Sold Dec 09, 2025

  321 Old Clinton Rd, Westbrook, CT 06498

  • 4 Beds
  • 3.5 Baths
  • 3,961 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 7 Days On Market

  Last Listing Agent Julia King William Raveis Real Estate

  321 Old Clinton Rd, Westbrook, CT 06498
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  Est $746,331 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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  $750,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 2,494 Sq Ft

  210 Fishing Brook Rd, Westbrook, CT 06498

  Welcome to this impressive 5-bedroom, 3.5-bath Colonial with expansive living space and a warm, inviting design. Ideally located in a highly desirable neighborhood, this home is minutes from downtown Westbrook, the beach, local shops and nearby hiking trails. The open and inviting family room features soaring cathedral ceilings with exposed wood beams, creating a comfortable and welcoming

  Kristen Leo William Raveis Real Estate

  210 Fishing Brook Rd, 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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  $1,685,000 Sold May 29, 2025

  204 Old Kelsey Point Rd, Westbrook, CT 06498

  • 3 Beds
  • 3 Baths
  • 1,742 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Below List Price
  • $967/SF
  • 9 Days On Market

  Current Estimated Value $1,690,601

  Last Listing Agent Libby Waldron Coldwell Banker Realty

  204 Old Kelsey Point Rd, Westbrook, CT 06498
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  Est $2,020,164 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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  $449,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  207 Pettipaug Rd, Westbrook, CT 06498

  Set on a spacious 1.01-acre lot, this inviting 3-bedroom, 2-bath home offers comfort and functionality. The 1,040 sq ft layout features a cozy fireplace, a finished basement for added living or storage space, and an attached garage. Enjoy the convenience of washer and dryer hookups located in the second bath. Spacious rear deck offering strong outdoor living potential. Structurally sound and in

  Thomas Mele Dorrance Realty

  207 Pettipaug Rd, Westbrook, CT 06498
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  $2,400 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • House for Rent

  151 Chapman Beach Rd, Westbrook, CT 06498

  Live by the water & walk to your private beach! This Furnished Academic Rental is located in the Chapman Beach Association. Available from September 15, 2025 to May 15, 2026. A Charming 3 bedroom furnished home. The Primary bedroom has a queen size bed & the other 2 bedrooms have full size beds. The primary bedroom has a sitting area with water views. The first floor has an open floor plan

  Susan Clifford Coldwell Banker Realty

  151 Chapman Beach Rd, Westbrook, CT 06498
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  $585,000 Sold Jun 23, 2025

  37 Menunketesuck Rd, Westbrook, CT 06498

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $609/SF
  • 33 Days On Market

  Current Estimated Value $597,095

  Last Listing Agent Sue Woods William Pitt Sotheby's Int'l

  37 Menunketesuck Rd, Westbrook, CT 06498
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  Est $823,007 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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  $3,575,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,747 Sq Ft

  166 Fiske Ln, Westbrook, CT 06498

  This remarkable example of contemporary design with over 175' of LI Sound frontage and 25' ceilings makes you feel you are aboard ship from the moment you step inside. All white w/clean simple lines, a commanding 2 story wall of glass showcases this beautiful direct waterfront setting in a way not possible with most traditional coastline homes. Display substantial art & furnishings in a whole new

  Margaret Muir William Pitt Sotheby's Int'l

  166 Fiske Ln, Westbrook, CT 06498
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  $179,000 Sold Dec 04, 2025

  51 Linden Ave N, Westbrook, CT 06498

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $237/SF
  • 66 Days On Market

  Last Listing Agent Judith DuMouchel J.M. REALTY

  51 Linden Ave N, Westbrook, CT 06498
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  Est $621,347 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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  $500,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  1 Spencer Plains Rd, Westbrook, CT 06498

  Move right into this lovingly maintained 3-bedroom, 2-bath Cape-style home featuring a bright, traditional floor plan and a nicely landscaped yard. Clean, comfortable, and thoughtfully cared for, the home offers hardwood floors throughout the main living level and efficient split systems providing both heating and cooling year-round. A spacious two-car attached garage adds everyday

  Ferdinand Giacinto RE/MAX on the Bay

  1 Spencer Plains Rd, Westbrook, CT 06498
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  $805,000 Sold Apr 10, 2025

  92 Grove Beach Rd S, Westbrook, CT 06498

  • 2 Beds
  • 1.5 Baths
  • 1,318 Sq Ft
  • Built 1956

  Last Sold Summary

  • 22% Above List Price
  • $611/SF
  • 0 Days On Market

  Current Estimated Value $859,000

  Last Listing Agent Erica Sgroi LAER Realty Partners

  92 Grove Beach Rd S, Westbrook, CT 06498
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  Est $941,715 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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  $364,900

  • 3 Beds
  • 1 Bath
  • 935 Sq Ft

  86 Grove Beach Rd N, Westbrook, CT 06498

  Welcome home to a beautifully reimagined coastal retreat in the heart of desirable Westbrook, Connecticut. This stylish home combines timeless charm with modern design for the ultimate in seaside living. This amazing home has been completely transformed from top to bottom. A huge list of improvements all new in 2023 include new roof on home and garage, windows, Trex deck and porch, Hardie board

  Krystal Delorge Countryside Realty

  86 Grove Beach Rd N, Westbrook, CT 06498
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  $119,900 Sold Nov 20, 2025

  17 Woodsedge Ln, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1978

  Last Sold Summary

  • $114/SF
  • 23 Days On Market

  Last Listing Agent Chloe White KW Legacy Partners

  17 Woodsedge Ln, Westbrook, CT 06498

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