3,898

Westbrook, CT Homes

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  • /38

    $635,000 Under Contract

    • 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
  • /2

    Call for Price

    Worthington Manor

    1 Bed

    34 Worthington Dr, Westbrook, CT 06498

    34 Worthington Dr, Westbrook, CT 06498
  • 586 Essex Rd, Westbrook, CT 06498

    $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 $623,974

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

    586 Essex Rd, Westbrook, CT 06498
    • 1 Docs Hill Rd, Westbrook, CT 06498

      Est $732,547 Not Listed For Sale

      1 Docs Hill Rd, Westbrook, CT 06498

      • 2 Beds
      • 3 Baths
      • 1,951 Sq Ft
      • Built 1989
      1 Docs Hill Rd, Westbrook, CT 06498

      Last Sold Summary

      • 6% Above List Price
      • $355/SF
      • 126 Days On Market

      Last Sold Price $692,350

      Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  • /25

    $449,000 Pending

    • 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
  • /30

    $6,500 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,542 Sq Ft
    • House for Rent

    109 Salt Island Rd, Westbrook, CT 06498

    Experience the charm of Westbrook, CT, in this adorable coastal retreat Family Cottage Retreat with two-units , just a short stroll from the beach! Ideal for families and larger groups, this recently renovated two-unit home is designed for comfort, convenience, and relaxation. The light and bright coastal design creates the perfect setting for a serene getaway. With two fully equipped units, this

    Ali White Coldwell Banker Realty

    109 Salt Island Rd, Westbrook, CT 06498
  • 56 Linden Ave N, Westbrook, CT 06498

    $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
    • 15 Economy Dr Unit 8, Westbrook, CT 06498

      Est $194,232 Not Listed For Sale

      15 Economy Dr Unit 8, Westbrook, CT 06498

      • 2 Beds
      • 1 Bath
      • 616 Sq Ft
      • Built 1981
      15 Economy Dr Unit 8, Westbrook, CT 06498

      Last Sold Summary

      • 6% Above List Price
      • $299/SF
      • 70 Days On Market

      Last Sold Price $184,000

      Last Listing Agent Allyson Cotton William Pitt

  • /23

    $649,900 Pending

    • 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
  • /22

    $4,000 total monthly price

    • 3 Beds
    • 4 Baths
    • 2,353 Sq Ft
    • House for Rent

    58 Chapman Ave, Westbrook, CT 06498

    Relax and unwind in this beautifully renovated beach home nestled within the desirable Chapman Beach Association. Steps from the beach, this home has been tastefully updated and is equipped with the latest amenities. Boasting beaming hardwood floors throughout this academic rental available starting September 01, 2026, features 3 bedrooms, 3 baths and has been completely remodeled. Enjoy views of

    Cheryl Cook Re/Max Valley Shore

    58 Chapman Ave, Westbrook, CT 06498
  • 165 Captains Dr, Westbrook, CT 06498

    $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 $1,604,160

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

    165 Captains Dr, Westbrook, CT 06498
    • 128 Salt Island Rd, Westbrook, CT 06498

      Est $205,728 Not Listed For Sale

      128 Salt Island Rd, Westbrook, CT 06498

      • 1 Bed
      • 1 Bath
      • 665 Sq Ft
      • Built 1900
      128 Salt Island Rd, Westbrook, CT 06498

      Last Sold Summary

      • 6% Above List Price
      • $292/SF
      • 14 Days On Market

      Last Sold Price $193,888

      Last Listing Agent Philip Degennaro Coldwell Banker Realty

  • /39

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,831 Sq Ft

    85 McVeagh Rd, Westbrook, CT 06498

    Exceptional Country Living Close to Town - Westbrook, CT Discover the perfect blend of country charm and modern comfort in this beautifully maintained farmhouse colonial, ideally located in the scenic shoreline town of Westbrook. Built in 2002 by a respected local builder, this spacious home offers over 2,800 sq. ft. of living space, plus additional finished (unheated) basement area-plenty of

    Lynn Lehrman Re/Max Valley Shore

    85 McVeagh Rd, Westbrook, CT 06498
  • /39

    $2,500 total monthly price

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

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

    Luxury 2-Bedroom 1 Bath Short Term Rental. Available Now, this stunning rental offers modern luxury, comfort & convenience in the heart of Westbrook! This cozy, fully renovated & furnished first floor apartment combines stylish design with a prime location, making it an ideal choice for both short-term & extended stays. Enjoy being just steps away from local shops, restaurants & entertainment

    Robyn Letourneau Berkshire Hathaway NE Prop.

    1742 Boston Post Rd Unit 3A, Westbrook, CT 06498
  • 166 Fiske Ln, Westbrook, CT 06498

    $3,275,000 Sold Feb 09, 2026

    166 Fiske Ln, Westbrook, CT 06498

    • 4 Beds
    • 5 Baths
    • 4,747 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $690/SF
    • 262 Days On Market

    Current Estimated Value $3,368,798

    Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

    166 Fiske Ln, Westbrook, CT 06498
    • 931 Old Clinton Rd Unit 8, Westbrook, CT 06498

      Est $582,671 Not Listed For Sale

      931 Old Clinton Rd Unit 8, Westbrook, CT 06498

      • 2 Beds
      • 2.5 Baths
      • 2,103 Sq Ft
      • Built 2015
      931 Old Clinton Rd Unit 8, Westbrook, CT 06498

      Last Sold Summary

      • 6% Above List Price
      • $261/SF
      • 37 Days On Market

      Last Sold Price $549,000

      Last Listing Agent Liz Squillacote William Pitt

  • /33

    $565,000 Pending

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    39 Sagamore Terrace Rd, Westbrook, CT 06498

    This coastal gem is the perfect primary residence or weekend getaway. Located within the private and highly sought-after Sagamore Terrace Beach community. This home offers 2/3 bedrooms/ one bath, and features gleaming hardwood floors throughout the first floor, and a convenient first-floor bedroom. The kitchen is equipped with stainless steel appliances, bar seating, and French doors that open to

    Cheryl Cook Re/Max Valley Shore

    39 Sagamore Terrace Rd, Westbrook, CT 06498
  • /33

    $2,300 per month

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • House for Rent

    Unlisted Address

    Immaculate 4 room ranch with living/dining combo, full kitchen, hardwood floors, 2 large bedrooms, bath and a half plus shower outside in fenced in yard, short walk to beach, View of Long Island sound from deck facing the water!! short term rental 2mo to 4 moths till June 30th

    Salome Kirkutis SKS Realty

    Unlisted Address
  • 1 Spencer Plains Rd, Westbrook, CT 06498

    $500,000 Sold Feb 13, 2026

    1 Spencer Plains Rd, Westbrook, CT 06498

    • 3 Beds
    • 2 Baths
    • 1,306 Sq Ft
    • Built 2006

    Last Sold Summary

    • $383/SF
    • 29 Days On Market

    Current Estimated Value $495,804

    Last Listing Agent Ferdinand Giacinto RE/MAX on the Bay

    1 Spencer Plains Rd, Westbrook, CT 06498
    • 151 Old Mail Trail, Westbrook, CT 06498

      Est $2,209,047 Not Listed For Sale

      151 Old Mail Trail, Westbrook, CT 06498

      • 4 Beds
      • 3.5 Baths
      • 2,513 Sq Ft
      • Built 2013
      151 Old Mail Trail, Westbrook, CT 06498

      Last Sold Summary

      • 5% Above List Price
      • $836/SF
      • 83 Days On Market

      Last Sold Price $2,100,000

      Last Listing Agent Jackie Lyman Lyman Real Estate

  • /18

    $217,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    19 Old Forge Rd, Westbrook, CT 06498

    One of the Best/Private Locations in this well-kept New England Village Community. Very nice 2-bedroom house, 1 Bath, Sunroom, Eat-in Kitchen/Dining area, Living room, Roof 12 years old, Heat pump 2012, Water heater 2011 and Vinyl siding 2012. Kitchen, baths, floors in excellent shape. Central A/C 11 yrs old & a spacious private yard / with storage shed. Note: property bordered by private road on

    Bob Cancelmo Berkshire Hathaway NE Prop.

    19 Old Forge Rd, Westbrook, CT 06498
  • /17

    $1,900 total monthly price

    • 1 Bed
    • 2 Baths
    • 2,390 Sq Ft
    • House for Rent

    8 Lewis Ave, Westbrook, CT 06498

    Welcome to your year-round coastal retreat! This spacious one-bedroom rental boasts an oversized living area, two full bathrooms, and a layout designed for comfort and ease. Located in a private beach community with effortless access to Island View Beach, this home also features off-street parking, a peaceful backyard perfect for unwinding, generous closet space, and ample room for storage.

    Craig Milton Re/Max Valley Shore

    8 Lewis Ave, Westbrook, CT 06498
  • 151 Kingfisher Ln, Westbrook, CT 06498

    $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 $4,534,957

    Last Listing Agent Jackie Lyman Lyman Real Estate

    151 Kingfisher Ln, Westbrook, CT 06498
    • 164 Hammock Rd N Unit 23, Westbrook, CT 06498

      Est $576,923 Not Listed For Sale

      164 Hammock Rd N Unit 23, Westbrook, CT 06498

      • 2 Beds
      • 2.5 Baths
      • 1,764 Sq Ft
      • Built 2001
      164 Hammock Rd N Unit 23, Westbrook, CT 06498

      Last Sold Summary

      • 10% Above List Price
      • $298/SF
      • 15 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Phoebe Schreiner William Pitt

  • /6

    $425,000

    • 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
  • /24

    $7,500 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,441 Sq Ft
    • House for Rent

    89 Grove Beach Rd S, Westbrook, CT 06498

    JULY RENTAL, AVAILABLE 7/1/2026 - 8/1/2026 Only steps to Grove Beach in this charming Cape style 3 bedroom, 1 & half bath home with one bedroom, the full bath and study on the main floor for easy living. The eat-in kitchen is open to the living room and looks out to the beautifully landscaped large back yard. The generously sized primary bedroom and third bedroom are on the second floor. Central

    Mark McElrath William Pitt Sotheby's Int'l

    89 Grove Beach Rd S, Westbrook, CT 06498
  • 321 Old Clinton Rd, Westbrook, CT 06498

    $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

    Current Estimated Value $947,341

    Last Listing Agent Julia King William Raveis Real Estate

    321 Old Clinton Rd, Westbrook, CT 06498
    • 8 Osprey Cir, Westbrook, CT 06498

      Est $753,932 Not Listed For Sale

      8 Osprey Cir, Westbrook, CT 06498

      • 3 Beds
      • 2 Baths
      • 1,446 Sq Ft
      • Built 2001
      8 Osprey Cir, Westbrook, CT 06498

      Last Sold Summary

      • 32% Above List Price
      • $394/SF
      • 38 Days On Market

      Last Sold Price $570,000

      Last Listing Agent Carol Ieronimo William Raveis Real Estate

  • /15

    $154,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    44 Linden Ave N, Westbrook, CT 06498

    Welcome to easy coastal living in the highly desirable 55+ beach community in Westbrook, CT. This charming 2-bedroom, 1 full bathroom mobile home offers the perfect opportunity to enjoy a relaxed shoreline lifestyle just steps from the water. Inside, you'll find a bright and inviting living space with a functional layout that makes the most of every square foot. The home features a comfortable

    Tyler Amann Social & Co Realty

    44 Linden Ave N, Westbrook, CT 06498
  • /25

    $25,000 total monthly price

    • 4 Beds
    • 3 Baths
    • 1,618 Sq Ft
    • House for Rent

    156 Old Kelsey Point Rd, Westbrook, CT 06498

    Welcome to Westbrook. This stunning waterfront home has been thoughtfully updated and is designed to make the most of seaside living. Featuring an open floor plan, four spacious bedrooms, and a large backyard overlooking the ocean, it's the perfect setting for your summer getaway. Outside, enjoy a private in-ground pool, a pool house complete with its own full bath, two car attached garage, a

    Salvatore Carabetta William Raveis Real Estate

    156 Old Kelsey Point Rd, Westbrook, CT 06498
  • 204 Old Kelsey Point Rd, Westbrook, CT 06498

    $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 $1,713,262

    Last Listing Agent Libby Waldron Coldwell Banker Realty

    204 Old Kelsey Point Rd, Westbrook, CT 06498
    • 60 Captains Dr, Westbrook, CT 06498

      Est $1,925,912 Not Listed For Sale

      60 Captains Dr, Westbrook, CT 06498

      • 3 Beds
      • 3 Baths
      • 2,534 Sq Ft
      • Built 1965
      60 Captains Dr, Westbrook, CT 06498

      Last Sold Summary

      • 2% Below List Price
      • $779/SF
      • 2 Days On Market

      Last Sold Price $1,975,000

      Last Listing Agent Edward Hillyer William Raveis Real Estate

  • /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
  • /37

    $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
  • 37 Menunketesuck Rd, Westbrook, CT 06498

    $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 $603,548

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

    37 Menunketesuck Rd, Westbrook, CT 06498
    • 101 Johnson Pond Ln, Westbrook, CT 06498

      Est $864,527 Not Listed For Sale

      101 Johnson Pond Ln, Westbrook, CT 06498

      • 4 Beds
      • 3 Baths
      • 3,759 Sq Ft
      • Built 1999
      101 Johnson Pond Ln, Westbrook, CT 06498

      Last Sold Summary

      • 19% Above List Price
      • $193/SF
      • 4 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Craig Milton RE/MAX

  • /6

    $185,000

    • 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
  • 51 Linden Ave N, Westbrook, CT 06498

    $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
    • 789 Toby Hill Rd, Westbrook, CT 06498

      Est $621,846 Not Listed For Sale

      789 Toby Hill Rd, Westbrook, CT 06498

      • 3 Beds
      • 2.5 Baths
      • 2,834 Sq Ft
      • Built 1994
      789 Toby Hill Rd, Westbrook, CT 06498

      Last Sold Summary

      • 21% Above List Price
      • $182/SF
      • 54 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Katherine Luby Coldwell Banker Realty

  • /19

    $150,000

    • 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Westbrook, CT

Housing Trends

Median Sale Price
$665,000
Median Single Family Sale Price
$675,000
Median Townhouse Sale Price
$570,000
Median 2 Bedroom Sale Price
$579,000
Median 1 Bedroom Sale Price
$165,500
Average Price Per Sq Ft
$425
Number of Homes for Sale
4
Last 12 months Home Sales
80
Months of Supply
0.60
Median List Price
$659,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
15%
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