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

  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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  Worthington Manor

  1 Bed

  34 Worthington Dr, Westbrook, CT 06498

  34 Worthington Dr, Westbrook, CT 06498
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  $425,000 Sold Dec 18, 2025

  30 Dowd Rd, Westbrook, CT 06498

  • 2 Beds
  • 2 Baths
  • 2,722 Sq Ft
  • Built 1964

  Last Sold Summary

  • $156/SF
  • 31 Days On Market

  Last Listing Agent Al Chiarito Chiarito Real Estate LLC

  30 Dowd Rd, Westbrook, CT 06498
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  Est $668,874 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  76 Christina Ln, Westbrook, CT 06498

  76 Christina Ln, Westbrook, CT 06498
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  $3,575,000 Under Contract

  • 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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  $3,600 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,470 Sq Ft
  • Townhouse for Rent

  94 Waldron Dr, Westbrook, CT 06498

  Luxury Townhouse Duplex with Beach Access Just two blocks from Chapman Beach, this expansive 3-bedroom, 2.5-bath townhouse-style duplex unit offers generous living space in the highly desirable Chapman Beach Association. A Chapman Beach pass is included, providing easy access to one of the shoreline's most sought-after beaches. The first floor features a bedroom, half bath, and convenient

  Paula Nelson William Raveis Real Estate

  94 Waldron 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 $747,709 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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  $590,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft

  610 Marina Way Landing Unit 610, Westbrook, CT 06498

  Experience the unparalleled charm of this extraordinary private end-unit townhouse, nestled in the units closest to the shoreline. Tucked away with lush trees & landscaping beside it, this pristine home offers an unmatched level of privacy. Wake up everyday and enjoy your coffee out on the oversized trex deck, with vast water views. In the Summer, enjoy viewing the 4th of July Fireworks from your

  Lisa Rollins Team Compass Connecticut, LLC

  610 Marina Way Landing Unit 610, 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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  $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 $616,947

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

  586 Essex Rd, Westbrook, CT 06498
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  Est $2,128,763 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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  $569,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,842 Sq Ft

  180 Malabar Dr, Westbrook, CT 06498

  Spacious and updated split-level ranch set on 2.64 scenic acres-perfect for those seeking room to spread out in a peaceful rural shoreline setting. This versatile 4-bedroom, 3.1-bath home offers an ideal balance of comfort and convenience, with a generous first-floor primary suite and multiple living spaces for today's lifestyle. Enjoy the warmth of two fireplaces-one in the inviting great room

  Joel Lucas Coldwell Banker Realty

  180 Malabar Dr, Westbrook, CT 06498
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  $2,100 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,050 Sq Ft
  • House for Rent

  58 Economy Dr Unit 1, Westbrook, CT 06498

  Newly Renovated, First-Floor One-Bedroom Apartment in Westbrook is Available Now! Enjoy easy one-floor living with no stairs in this beautifully renovated first-floor apartment, tucked away on a quiet cul-de-sac in desirable Westbrook. This spacious open-concept unit features 1 bedroom and 1 full bath with a walk-in shower, along with a bright living/dining room combination perfect for

  Julie Luchina Coldwell Banker Realty

  58 Economy Dr Unit 1, 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 $574,633 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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  $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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  $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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  $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 $1,504,127

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

  165 Captains Dr, Westbrook, CT 06498
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  Est $741,755 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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  $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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  $2,750 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 752 Sq Ft
  • House for Rent

  10 Dorothy Rd, Westbrook, CT 06498

  YEAR-ROUND, UNFURNISHED rental located in the sought after Old Kelsey Point Beach community. This updated and well maintained beach home is move-in ready, offering convenient one floor living with hardwood and engineered wood flooring throughout, plus a generous back deck for relaxing or entertaining. Enjoy a short walk to the private association beach and experience all the amenities this

  Kara Bell J.M. REALTY

  10 Dorothy 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

  Last Listing Agent Jackie Lyman Lyman Real Estate

  151 Kingfisher Ln, Westbrook, CT 06498
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  Est $2,027,365 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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  $399,999

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

  87 McVeagh Rd, Westbrook, CT 06498

  This is a great home with lots of potential. It has an oversized two car garage, with a walkout basement. Within walking distance of Westbrook High School. Bring all offers - buyer back out due to personal reasons - no inspections done.

  Warner Hollister William Raveis Real Estate

  87 McVeagh Rd, Westbrook, CT 06498
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  $1,900 total monthly price

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  1742 Boston Post Rd Unit 3B, Westbrook, CT 06498

  Welcome to the Westbrook Apartments! Be the first to live in this fully remodeled 2 bedroom, 1 bath, apartment on the second floor. Light, bright, and open concept living. Quartz countertops, hardwood floors, efficient split units for heat and cooling. Close proximity to the center of town, beaches, and schools. Shared laundry in the basement. Pets allowed with restrictions.

  Kate Lombardi Coccomo Real Estate LLC

  1742 Boston Post Rd Unit 3B, 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 $828,929 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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  $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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  $2,750 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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  $750,000 Sold Jan 09, 2025

  691 E Pond Meadow Rd, Westbrook, CT 06498

  • 4 Beds
  • 2.5 Baths
  • 2,661 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Below List Price
  • $282/SF
  • 97 Days On Market

  Current Estimated Value $790,811

  Last Listing Agent Allison Ciarcia William Raveis Real Estate

  691 E Pond Meadow Rd, Westbrook, CT 06498
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  Est $622,826 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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  $475,000

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  29 Salt Island Rd, Westbrook, CT 06498

  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

  Jennifer Gurnell William Raveis Real Estate

  29 Salt Island Rd, 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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  $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 $1,623,507

  Last Listing Agent Libby Waldron Coldwell Banker Realty

  204 Old Kelsey Point Rd, Westbrook, CT 06498
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  Est $933,039 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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  $180,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  15 Stone Hedge Rd, Westbrook, CT 06498

  Welcome to 15 Stone Hedge, located in a well-maintained 55+ community. This low-maintenance manufactured home features gleaming hardwood floors, an open floor plan, and a private lot. The home is accessible and offers 2 bedrooms and 1 bathroom, plus a convenient in-unit laundry area. The primary bedroom includes a spacious walk-in closet. Additional highlights include updated windows, roof, and

  Brianne Decio RE/MAX on the Bay

  15 Stone Hedge 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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  $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 $605,637

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

  37 Menunketesuck Rd, Westbrook, CT 06498
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  Est $759,002 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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