3,884

Westbrook, CT Homes

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  • /35

    $1,495,000

    Pending
    • 3 Beds
    • 1 Bath
    • 840 Sq Ft

    17 Beach Way, Westbrook, CT 06498

    Welcome to 17 Beach Way, a cherished direct waterfront cottage where timeless coastal charm and breathtaking views create the perfect seaside escape. This authentic shoreline retreat features original knotty pine walls and floors, three bedrooms, one full bath, a kitchen, and living room with fireplace highlighted by a large picture window overlooking the water. A spacious covered front porch

    Sue Hitchcock Coldwell Banker Realty

    17 Beach Way, Westbrook, CT 06498
  • /22

    $3,800 Per Month

    • 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 1, 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
  • 140 Salt Island Rd, Westbrook, CT 06498

    $460,000

    Sold Nov 26, 2025

    140 Salt Island Rd, Westbrook, CT 06498

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft
    • Built 1951

    Last Sold Summary

    • 8% Below List Price
    • $393/SF
    • 42 Days On Market

    Current Estimated Value $486,399

    Last Listing Agent Shawnna Kelly SalCal Real Estate Connections

    140 Salt Island Rd, Westbrook, CT 06498
    • 691 E Pond Meadow Rd, Westbrook, CT 06498

      Est $788,560

      Not Listed For Sale

      691 E Pond Meadow Rd, Westbrook, CT 06498

      • 4 Beds
      • 2.5 Baths
      • 2,661 Sq Ft
      • Built 1999
      691 E Pond Meadow Rd, Westbrook, CT 06498

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Allison Ciarcia William Raveis Real Estate

  • /3

    $199,000

    $96K PRICE DROP
    • Land
    • 6.5 Acres
    • $30,615 per Acre

    0 Brainard Rd, Westbrook, CT 06498

    Nestled in the desirable Pond Meadow area, this private 6.5 Acre property offers a rare opportunity to create your ideal retreat in this idyllic coastal community. Featuring multiple leveled building sites, the land is well suited for flexibility and privacy. In initial feasibility study has been completed and additional site work would be necessary to begin construction. The property showcases a

    Rick Allen William Raveis Real Estate

    0 Brainard Rd, Westbrook, CT 06498
  • /10

    $2,500 Per Month

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

    73 Chapman Beach Rd, Westbrook, CT 06498

    Furnished Academic Rental, available from 9/15-5/31/27 *5-star Airbnb. Immaculate, fully renovated home. Short walk to the water, Private beach. Quiet neighborhood. Do Not drive down driveway without an appointment. Cottage is #75. back cottage

    Claudia Donovan LPT Realty - IConn Team

    73 Chapman Beach Rd, Westbrook, CT 06498
  • 39 Churchill Ln, Westbrook, CT 06498

    $534,999

    Sold Jul 02, 2026

    39 Churchill Ln, Westbrook, CT 06498

    • 4 Beds
    • 2.5 Baths
    • 2,312 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $231/SF
    • 1 Day On Market

    Current Estimated Value $558,169

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

    39 Churchill Ln, Westbrook, CT 06498
    • 30 Antonie Rd, Westbrook, CT 06498

      Est $767,583

      Not Listed For Sale

      30 Antonie Rd, Westbrook, CT 06498

      • 4 Beds
      • 2 Baths
      • 1,513 Sq Ft
      • Built 2000
      30 Antonie Rd, Westbrook, CT 06498

      Last Sold Summary

      • 217 Days On Market

      Last Listing Agent Joel Lucas Coldwell Banker Realty

  • /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
  • /18

    $3,000 Per Month

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

    109 Salt Island Rd, Westbrook, CT 06498

    Experience the charm of Westbrook, CT, in this adorable coastal retreat , just a short stroll from the beach! This is an academic rental only . Sept-May. the light and bright coastal design creates the perfect setting. 2 Bedrooms with queen beds, full kitchen with all needed accessories including microwave, refrigerator, dishwasher , Fire Pit & Grill TV & Wi-Fi large front porch and all

    Ali White Coldwell Banker Realty

    109 Salt Island Rd, Westbrook, CT 06498
  • 450 Spencer Plains Rd Unit 3, Westbrook, CT 06498

    $405,000

    Sold Aug 14, 2025

    450 Spencer Plains Rd Unit 3, Westbrook, CT 06498

    • 2 Beds
    • 2.5 Baths
    • 1,389 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Above List Price
    • $292/SF
    • 22 Days On Market

    Current Estimated Value $423,549

    Last Listing Agent Alex Brigandi William Pitt Sotheby's Int'l

    450 Spencer Plains Rd Unit 3, Westbrook, CT 06498
    • 157 Pettipaug Rd, Westbrook, CT 06498

      Est $491,483

      Not Listed For Sale

      157 Pettipaug Rd, Westbrook, CT 06498

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1963
      157 Pettipaug Rd, Westbrook, CT 06498

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Dianne Crawford Berkshire Hathaway NE Prop.

  • /30

    $389,000

    Pending Pre-Foreclosure
    • 3 Beds
    • 1.5 Baths
    • 1,339 Sq Ft

    35 Windy Hill Rd, Westbrook, CT 06498

    Westbrook Ranch with In-Law Potential - Just 1.7 Miles from the Beach! Opportunity awaits in this 1,300+ square-foot ranch located just 1.7 miles from the beautiful Westbrook shoreline. Whether you're looking for a year-round residence, vacation home, investment property, or a project to make your own, this home offers great potential in a desirable shoreline community. The flexible floor plan

    Cynthia Sigurdson William Pitt Sotheby's Int'l

    35 Windy Hill Rd, Westbrook, CT 06498
  • /26

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • House for Rent

    19 Underway Dr, Westbrook, CT 06498

    Stunning waterfront home available from 9/15/26 - 5/15/27. Fully furnished and beautifully decorated. Central air. Front patio overlooking the water. Two bedrooms on first floor and waterfront master bedroom overlooking water on second floor. Full bath on both floors. No pets. No smokers. Owner/Agent.

    Mary Beth Murphy Shimkus, Murphy & Lemkuil

    19 Underway Dr, Westbrook, CT 06498
  • 610 Marina Way Landing Unit 610, Westbrook, CT 06498

    $620,000

    Sold Jan 05, 2026

    610 Marina Way Landing Unit 610, Westbrook, CT 06498

    • 2 Beds
    • 2.5 Baths
    • 1,380 Sq Ft
    • Built 2015

    Last Sold Summary

    • 5% Above List Price
    • $449/SF
    • 10 Days On Market

    Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

    610 Marina Way Landing Unit 610, Westbrook, CT 06498
    • 821 Essex Rd, Westbrook, CT 06498

      Est $663,491

      Not Listed For Sale

      821 Essex Rd, Westbrook, CT 06498

      • 4 Beds
      • 3.5 Baths
      • 3,308 Sq Ft
      • Built 1989
      821 Essex Rd, Westbrook, CT 06498

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Amber Heenan William Raveis Real Estate

  • /39

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,744 Sq Ft

    27 Sunridge Ln Unit 27, Cromwell, CT 06416

    *Multiple offers received. Offer deadline Monday, Aug 10th by 8pm* Tucked away at the rear of the complex, this desirable end-unit 3 bedroom townhouse offers exceptional privacy. It backs up to the woods and sits atop a hill with picturesque views. Enjoy the perfect blend of tranquility and convenience, just minutes from shopping, dining, and major highways. Inside, you'll find an updated kitchen

    Britt Miglietta Berkshire Hathaway NE Prop.

    27 Sunridge Ln Unit 27, Cromwell, CT 06416
  • /29

    $2,700 Per Month

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

    151 Chapman Beach Rd, Westbrook, CT 06498

    THIS IS AN ACADEMIC LEASE, NOT AN ANNUAL LEASE! Live by the water & walk to your private beach! This Furnished home is located in the Chapman Beach Association. Available from September 8, 2026 to May 29, 2027. 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

    Susan Clifford Coldwell Banker Realty

    151 Chapman Beach Rd, Westbrook, CT 06498
  • 180 Malabar Dr, Westbrook, CT 06498

    $542,500

    Sold Jan 08, 2026

    180 Malabar Dr, Westbrook, CT 06498

    • 4 Beds
    • 3.5 Baths
    • 2,842 Sq Ft
    • Built 1969

    Last Sold Summary

    • 9% Below List Price
    • $191/SF
    • 63 Days On Market

    Current Estimated Value $571,170

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    180 Malabar Dr, Westbrook, CT 06498
    • 164 Hammock Rd N Unit 8, Westbrook, CT 06498

      Est $600,634

      Not Listed For Sale

      164 Hammock Rd N Unit 8, Westbrook, CT 06498

      • 2 Beds
      • 1.5 Baths
      • 1,767 Sq Ft
      • Built 2000
      164 Hammock Rd N Unit 8, Westbrook, CT 06498

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Kelly Puorro Puorro Realty Group

  • /36

    $739,900

    Pending
    • 3 Beds
    • 2 Baths
    • 2,651 Sq Ft

    67 Break Neck Hill Rd, Westbrook, CT 06498

    Welcome to the Treehouse. Literally and figuratively. A suspension bridge leads to a custom treehouse hidden among the trees, and that's only the beginning! Set on 4.5 private wooded acres just minutes from Connecticut's shoreline, this completely custom full-round log home offers the feeling of a mountain retreat with the convenience of the coast. Surrounded by mature trees, rock outcroppings,

    Carl Guild Carl Guild & Associates

    67 Break Neck Hill Rd, Westbrook, CT 06498
  • /9

    $3,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,224 Sq Ft
    • Townhouse for Rent

    230 Duck Island Landing Unit 230, Westbrook, CT 06498

    Enjoy Connecticut shoreline living in this spacious 2-bedroom, 1.5-bath townhouse-style condo in the desirable Pilot's Point marina community of Westbrook. Just one block from the beach, this home offers the perfect blend of comfort, convenience, and coastal charm. The main level features a spacious kitchen with abundant cabinet space, a walk-in pantry, in-unit laundry, a convenient half bath,

    Marissa Pattison Coldwell Banker Realty

    230 Duck Island Landing Unit 230, Westbrook, CT 06498
  • 201 Old Mail Trail, Westbrook, CT 06498

    $1,650,000

    Sold Nov 21, 2025

    201 Old Mail Trail, Westbrook, CT 06498

    • 4 Beds
    • 3.5 Baths
    • 1,824 Sq Ft
    • Built 1929

    Last Sold Summary

    • 30% Below List Price
    • $905/SF
    • 331 Days On Market

    Current Estimated Value $1,637,258

    Last Listing Agent Brenda Davenport Pearce Real Estate

    201 Old Mail Trail, Westbrook, CT 06498
    • 1513 Essex Rd, Westbrook, CT 06498

      Est $642,228

      Not Listed For Sale

      1513 Essex Rd, Westbrook, CT 06498

      • 3 Beds
      • 2 Baths
      • 1,967 Sq Ft
      • Built 1720
      1513 Essex Rd, Westbrook, CT 06498

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  • /20

    $197,900

    $19K PRICE DROP Pending
    • 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
  • /21

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,498 Sq Ft
    • House for Rent

    7 Sea Scape Dr, Westbrook, CT 06498

    Charming Four Bedroom New England Contemporary Colonial with Beach Rights. Discover the perfect balance of relaxation and accessibility in this vibrant academic rental. Nestled in a picturesque New England setting, this home is designed for those who love to get out and explore. Start your morning with a stroll to Julie's Cup of Joe for coffee or enjoy your weekends utilizing your private beach

    Bonnie Foster William Pitt Sotheby's Int'l

    7 Sea Scape Dr, Westbrook, CT 06498
  • 86 Grove Beach Rd N, Westbrook, CT 06498

    $364,900

    Sold Mar 13, 2026

    86 Grove Beach Rd N, Westbrook, CT 06498

    • 3 Beds
    • 1 Bath
    • 935 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Below List Price
    • $390/SF
    • 117 Days On Market

    Current Estimated Value $380,538

    Last Listing Agent Krystal Delorge Carl Guild & Associates

    86 Grove Beach Rd N, Westbrook, CT 06498
    • 3 Lake Louise Dr, Westbrook, CT 06498

      Est $1,124,003

      Not Listed For Sale

      3 Lake Louise Dr, Westbrook, CT 06498

      • 4 Beds
      • 5 Baths
      • 4,102 Sq Ft
      • Built 2005
      3 Lake Louise Dr, Westbrook, CT 06498

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Cathy Lynch Coldwell Banker Realty

  • /40

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,711 Sq Ft

    170 Dennison Rd, Westbrook, CT 06498

    Escape to your own private 3-acre compound offering endless possibilities! This charming 3-bedroom, 2-bath Cape Cod is nestled in a serene setting surrounded by nature. The bright, open floor plan features an updated kitchen with granite countertops, stainless steel appliances, and flows into a cozy dining area and den with heated hardwood floors. The main level also offers a spacious bedroom,

    Erin Connelly Coldwell Banker Realty

    170 Dennison Rd, Westbrook, CT 06498
  • 7 Parker Ln, Westbrook, CT 06498

    $492,500

    Sold Jun 17, 2026

    7 Parker Ln, Westbrook, CT 06498

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft
    • Built 1951

    Last Sold Summary

    • 4% Below List Price
    • $421/SF
    • 68 Days On Market

    Current Estimated Value $509,119

    Last Listing Agent Jaime Dasilva Seaport Real Estate Services

    7 Parker Ln, Westbrook, CT 06498
    • 36 Grove Beach Rd S, Westbrook, CT 06498

      Est $677,694

      Not Listed For Sale

      36 Grove Beach Rd S, Westbrook, CT 06498

      • 3 Beds
      • 2.5 Baths
      • 1,250 Sq Ft
      • Built 1935
      36 Grove Beach Rd S, Westbrook, CT 06498

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Kelly Puorro Puorro Realty Group

  • /33

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 3,141 Sq Ft

    340 Toby Hill Rd, Westbrook, CT 06498

    Your Westbrook Retreat Awaits. Welcome to 340 Toby Hill Road- a spacious 3141 square foot home offering the perfect opportunity to enjoy the comfort of a generous home in beautiful Westbrook. Discover the charm, space and privacy of this beautiful Westbrook home, ideally situated in one the Connecticut's most desirable coastal communities. Offering approximately 3,141 square feet of living space,

    Brian Jermainne Team Jermainne Real Estate Services, LLC

    340 Toby Hill Rd, Westbrook, CT 06498
  • 1286 Boston Post Rd, Westbrook, CT 06498

    $600,000

    Sold Nov 14, 2025

    1286 Boston Post Rd, Westbrook, CT 06498

    • 7 Beds
    • 4 Baths
    • 2,646 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Below List Price
    • $227/SF
    • 4 Days On Market

    Last Listing Agent Bob Yostos Coldwell Banker Realty

    1286 Boston Post Rd, Westbrook, CT 06498
    • 202 Horse Hill Rd, Westbrook, CT 06498

      Est $692,861

      Not Listed For Sale

      202 Horse Hill Rd, Westbrook, CT 06498

      • 3 Beds
      • 2.5 Baths
      • 2,787 Sq Ft
      • Built 2004
      202 Horse Hill Rd, Westbrook, CT 06498

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Allison Ciarcia William Raveis Real Estate

  • /30

    $679,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,961 Sq Ft

    331 Dennison Rd, Westbrook, CT 06498

    Nestled in Westbrook, Connecticut, 331 Dennison Road is a quintessential private retreat that seamlessly blends indoor comfort with outdoor splendor. This casual residence features a bright, open floor plan highlighted by a grand great room with a cozy fireplace, perfect for quiet evenings or lively gatherings. The kitchen opens directly onto a charming patio, ideal for alfresco dining

    Karen Stephens William Pitt Sotheby's Int'l

    331 Dennison Rd, Westbrook, CT 06498
  • 10 Dorothy Rd, Westbrook, CT 06498

    $500,000

    Sold Oct 03, 2025

    10 Dorothy Rd, Westbrook, CT 06498

    • 2 Beds
    • 1.5 Baths
    • 752 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Above List Price
    • $665/SF
    • 25 Days On Market

    Current Estimated Value $512,791

    Last Listing Agent Libby Waldron Coldwell Banker Realty

    10 Dorothy Rd, Westbrook, CT 06498
    • 276 Old Clinton Rd, Westbrook, CT 06498

      Est $424,932

      Not Listed For Sale

      276 Old Clinton Rd, Westbrook, CT 06498

      • 2 Beds
      • 1 Bath
      • 1,272 Sq Ft
      • Built 1946
      276 Old Clinton Rd, Westbrook, CT 06498

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Alison Gould Gould Group LLC

  • /6

    $375,000

    $100K PRICE DROP
    • 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
  • 49 Seaside Ave, 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 $563,345

    Last Listing Agent Dandeneau Team Berkshire Hathaway NE Prop.

    49 Seaside Ave, Westbrook, CT 06498
    • 817 W Pond Meadow Rd, Westbrook, CT 06498

      Est $713,918

      Not Listed For Sale

      817 W Pond Meadow Rd, Westbrook, CT 06498

      • 3 Beds
      • 3 Baths
      • 3,556 Sq Ft
      • Built 1998
      817 W Pond Meadow Rd, Westbrook, CT 06498

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Janie Ouellette Coldwell Banker Realty

Showing Results 41 - 80, Page 2 of 18

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