3,906

Westbrook, CT Homes

Section Image
  • 86 Grove Beach Rd N, Westbrook, CT 06498
    86 Grove Beach Rd N, Westbrook, CT 06498
    86 Grove Beach Rd N, Westbrook, CT 06498
    /31

    $374,900

    • 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
  • 151 Chapman Beach Rd, Westbrook, CT 06498
    151 Chapman Beach Rd, Westbrook, CT 06498
    151 Chapman Beach Rd, Westbrook, CT 06498
    /29

    $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
  • 79 Pine Lake Rd, Westbrook, CT 06498

    $625,000 Sold Oct 15, 2025

    • 2,191 Sq Ft
    • $285/SF
    • 48 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    79 Pine Lake Rd, Westbrook, CT 06498

    Lovingly owned for 37 years, this farmhouse-style Cape offers charm, space, and peaceful country living. The main level features a nice custom foyer and mudroom. The exceptional post-and-beam great room has custom knotty pine cathedral ceilings, skylights, a floor-to-ceiling brick chimney fireplace, thick hearth, a dry bar, and sliders to a multi-level deck. There's also a cozy living room with

    Al Chiarito Chiarito Real Estate LLC

    79 Pine Lake Rd, Westbrook, CT 06498
  • 11a/11b Pond Circle Rd, Westbrook, CT 06498
    11a/11b Pond Circle Rd, Westbrook, CT 06498
    11a/11b Pond Circle Rd, Westbrook, CT 06498
    /23

    $649,900

    • 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
  • 57 Mohican Rd, Westbrook, CT 06498
    57 Mohican Rd, Westbrook, CT 06498
    57 Mohican Rd, Westbrook, CT 06498
    /15

    $3,900 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,996 Sq Ft
    • House for Rent

    57 Mohican Rd, Westbrook, CT 06498

    This is an academic rent available August 5 through May 15, 2026. In the Grove Beach Point association, this year around oasis is slightly elevated to provide stunning 180 degree views of Long Island sound. With recent whole house renovations, this home is comfortable and gorgeous inside and out. Come the ocean views and sandy beaches.

    Bonnie Fillion Berkshire Hathaway NE Prop.

    57 Mohican Rd, Westbrook, CT 06498
  • 42 Bluff St, Westbrook, CT 06498

    $1,800,000 Sold Oct 15, 2025

    • 4,236 Sq Ft
    • $425/SF
    • 123 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2001

    42 Bluff St, Westbrook, CT 06498

    This beautiful seaside home has it all! Situated on a partially shaded bluff overlooking Long Island Sound, it has amazing views from almost every window. The 3 generously sized bedrooms, master bedroom suite, 3 full baths, and large dry basement fulfill all of your needs. The 2 car, attached garage will store not only your cars, but an abundance of beach and water toys. The carefully designed

    Jason Saphire www.HomeZu.com

    42 Bluff St, Westbrook, CT 06498
  • 41 Trolley Rd, Westbrook, CT 06498
    41 Trolley Rd, Westbrook, CT 06498
    41 Trolley Rd, Westbrook, CT 06498
    /6

    $375,000

    • 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
  • 92 Grove Beach Rd S, Westbrook, CT 06498
    92 Grove Beach Rd S, Westbrook, CT 06498
    92 Grove Beach Rd S, Westbrook, CT 06498
    /29

    $2,700 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,318 Sq Ft
    • House for Rent

    92 Grove Beach Rd S, Westbrook, CT 06498

    ACADEMIC RENTAL - Recently renovated this 3 bedroom, 1.5 bathroom, located in a shoreline community, with amazing ocean views. Just a short walk to a private. Home has additional space in basement with a half bath. The yard has 2 patios, an electric awning, outdoor kitchen (runs on propane), private changing/wash area & storage shed off patio.

    Jay Cusack Executive Real Estate Inc.

    92 Grove Beach Rd S, Westbrook, CT 06498
  • 19 Sagamore Terrace E, Westbrook, CT 06498

    $1,450,000 Sold Oct 10, 2025

    • 2,207 Sq Ft
    • $657/SF
    • 26 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    19 Sagamore Terrace E, Westbrook, CT 06498

    Just steps from the Shoreline! This exquisite 2,207 square foot Cape Cod style home, built in 2022, blends timeless charm with modern sustainability. Designed with minimal environmental impact in mind including solar panels, Everlast composite siding and Mitsubishi Hyper Heat heat pumps. The custom kitchen is a chef's dream boasting Quartz countertops, a spacious island and high-end finishes.

    Maggie Bartels Coldwell Banker Realty

    19 Sagamore Terrace E, Westbrook, CT 06498
  • 54 Lakeview Terrace, Westbrook, CT 06498
    54 Lakeview Terrace, Westbrook, CT 06498
    54 Lakeview Terrace, Westbrook, CT 06498
    /27

    $649,000

    • 3 Beds
    • 3 Baths
    • 2,521 Sq Ft

    54 Lakeview Terrace, Westbrook, CT 06498

    Tucked away at the end of a quiet cul-de-sac, this beautiful 3 bedroom Cape-style home offers the perfect blend of privacy and comfort. With a dramatic two-story fireplace, the spacious interior includes two additional rooms ideal for home offices, a playroom, or guest space. The main-level master bedroom allows for easy first floor living, complemented by modernized kitchen and baths and all

    Jake Pulcini Chiarito Real Estate LLC

    54 Lakeview Terrace, Westbrook, CT 06498
  • 42 Chapman Beach Rd, Westbrook, CT 06498
    42 Chapman Beach Rd, Westbrook, CT 06498
    42 Chapman Beach Rd, Westbrook, CT 06498
    /24

    $3,800 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • House for Rent

    42 Chapman Beach Rd, Westbrook, CT 06498

    Academic rental. Fully furnished, renovated 1920 Dutch Colonial in private beach community, 3 Bedroom, 1 1/2 bath, new high efficiency heat and air conditioning, updated kitchen with stainless steel appliances with quartz counter top, hardwood floors throughout, new washer and dryer, open floor plan and 3 season front porch. Large open lot, private backyard, short walk to beach. Located in the

    Marta Elmasry Coldwell Banker Realty

    42 Chapman Beach Rd, Westbrook, CT 06498
  • 41 S Main St, Westbrook, CT 06498

    $490,000 Sold Oct 10, 2025

    • 2,379 Sq Ft
    • $206/SF
    • 204 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1795

    41 S Main St, Westbrook, CT 06498

    **HIGHEST AND BEST BY 8/19/25 at 12pm.** Charming Multi-Family with views of the marsh ready for new owners who appreciate the ambiance of Shoreline living. This property is in a desirable location South of Rt 1 near the Center of Westbrook, a short walk to Middle Beach, marinas, playground, bank, busline, restaurants, and shopping. This is currently being used as a legal two-family with

    Lisa Burns Executive Real Estate Inc.

    41 S Main St, Westbrook, CT 06498
  • 29 Salt Island Rd, Westbrook, CT 06498
    29 Salt Island Rd, Westbrook, CT 06498
    29 Salt Island Rd, Westbrook, CT 06498
    /6

    $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
  • 173 Captains Dr, Westbrook, CT 06498
    173 Captains Dr, Westbrook, CT 06498
    173 Captains Dr, Westbrook, CT 06498
    /39

    $4,575 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft
    • House for Rent

    173 Captains Dr, Westbrook, CT 06498

    AVAILABLE 2 weeks in August, then September - May. OCEAN VIEWS from many Luxurious rooms, spacious 4 bedroom, 4 floor, rental in the beautiful PILOTS POINT section of Westbrook, a most desired location on the Ct. Shore. Year round contemporary home with stunning front OCEAN VIEWS of Long Island sound. PRIVATE BEACH access just steps away. Back of house has beautiful views of the MARINA. Gourmet

    Abby Goodman Keller Williams Realty-Longmdw

    173 Captains Dr, Westbrook, CT 06498
  • 10 Dorothy Rd, Westbrook, CT 06498

    $500,000 Sold Oct 03, 2025

    • 752 Sq Ft
    • $665/SF
    • 25 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1950

    10 Dorothy Rd, Westbrook, CT 06498

    Fully updated and tastefully renovated 2-bedroom, year-round house at Old Kelsey Point. This charmer is truly a "walk-in and enjoy" property. No wasted space and everything you need on one floor. Walk to the private association beach and become part of the community. There's an outside shed for all the beach things and a brand-new deck for outside sitting and eating. Don't let this one slip past

    Libby Waldron Coldwell Banker Realty

    10 Dorothy Rd, Westbrook, CT 06498
  • 1110 Old Clinton Rd, Westbrook, CT 06498
    1110 Old Clinton Rd, Westbrook, CT 06498
    1110 Old Clinton Rd, Westbrook, CT 06498
    /39

    $719,000

    • 4 Beds
    • 4 Baths
    • 2,428 Sq Ft

    1110 Old Clinton Rd, Westbrook, CT 06498

    Great opportunity to own this duplex style 2 family home. The duplex has 2 side by side units each offering 2 bedrooms and 1.5 baths, hardwood floors throughout the first floors, each side has its own private driveway, nice level yard and each with their own private deck. The beautiful Westbrook beaches are within a one minute drive or a quick walk. The left side also has a finished basement with

    Jay Cusack Executive Real Estate Inc.

    1110 Old Clinton Rd, Westbrook, CT 06498
  • 450 Marina Way Landing Unit 450, Westbrook, CT 06498

    $585,000 Sold Oct 03, 2025

    • 1,380 Sq Ft
    • $424/SF
    • 17 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2015

    450 Marina Way Landing Unit 450, Westbrook, CT 06498

    Welcome to Marina Way Landing, and this beautiful END unit with one of the best WATERVIEWS in the complex! This modern two-bedroom, two-bathroom condo offers 1,380 square feet of sophisticated living with a charming seaside ambiance. The open-concept design features high ceilings, hardwood floors, and a welcoming gas fireplace. The kitchen shines with stainless steel appliances, quartz

    Lisa Rollins Team Compass Connecticut, LLC

    450 Marina Way Landing Unit 450, Westbrook, CT 06498
  • 87 McVeagh Rd, Westbrook, CT 06498
    87 McVeagh Rd, Westbrook, CT 06498
    87 McVeagh Rd, Westbrook, CT 06498
    /20

    $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
  • 94 Waldron Dr, Westbrook, CT 06498

    $900,000 Sold Sep 30, 2025

    • 4,940 Sq Ft
    • $182/SF
    • 52 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1991

    94 Waldron Dr, Westbrook, CT 06498

    Coastal Duplex in Chapman Beach Association. Could be a great inlaw set up. Set on nearly half an acre in the desirable Chapman Beach Association, this unique and spacious duplex blends coastal charm with modern comfort. Each unit offers 3 bedrooms, 3 baths, an attached garage, and an expansive deck for relaxing or entertaining. The main level includes a bedroom, full bath, and a kitchen with

    Cathy Lynch Coldwell Banker Realty

    94 Waldron Dr, Westbrook, CT 06498
  • 166 Fiske Ln, Westbrook, CT 06498
    166 Fiske Ln, Westbrook, CT 06498
    166 Fiske Ln, Westbrook, CT 06498
    /40

    $3,575,000

    • 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
  • 49 Economy Dr, Westbrook, CT 06498

    $872,000 Sold Sep 30, 2025

    • 3,081 Sq Ft
    • $283/SF
    • 103 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1968

    49 Economy Dr, Westbrook, CT 06498

    Experience breathtaking views of Long Island Sound with this exceptional shoreline property, a perfect opportunity for those seeking a vacation home, investors looking for an Airbnb, or buyers interested in a primary residence with an Accessory Dwelling Unit (ADU). Nestled in the charming town of Westbrook, this home allows you to enjoy refreshing salt air and warm summer breezes from the

    Kelly Puorro Puorro Realty Group

    49 Economy Dr, Westbrook, CT 06498
  • 0 Boston Post Rd Unit 24080344, Westbrook, CT 06498
    0 Boston Post Rd Unit 24080344, Westbrook, CT 06498
    /2

    $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
  • 3 Autumn Ridge, Westbrook, CT 06498

    $860,000 Sold Sep 29, 2025

    • 2,885 Sq Ft
    • $298/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2007

    3 Autumn Ridge, Westbrook, CT 06498

    Autumn Ridge is an enclave of just eleven custom-built homes. This cul-de-sac neighborhood has sidewalks, streetlamps, and hiking trails. Upon entering, you're greeted by a cathedral foyer with batten board trim that leads to the open concept kitchen/living room. This home is bright and sunny throughout the day. You will enjoy the ease of entertaining, whether you choose to dine inside or

    Kimberly Maulucci William Raveis Real Estate

    3 Autumn Ridge, Westbrook, CT 06498
  • 257 Pond Meadow Rd, Westbrook, CT 06498
    257 Pond Meadow Rd, Westbrook, CT 06498
    257 Pond Meadow Rd, Westbrook, CT 06498
    /22

    $464,900 Pending

    • 2 Beds
    • 1 Bath
    • 1,784 Sq Ft

    257 Pond Meadow Rd, Westbrook, CT 06498

    Embrace the art of modern coastal living on this picturesque 0.55-acre equestrian lot, ideally located just 1.5 miles from the shoreline. This completely rebuilt 2-bedroom, 1-bath residence blends refined craftsmanship with elegant design, offering a tranquil retreat where style meets comfort. From the moment you arrive, you'll appreciate the meticulous attention to detail-every inch of this home

    Jack Pragosa Agnelli Real Estate

    257 Pond Meadow Rd, Westbrook, CT 06498
  • 80 Fawn Hill Dr, Westbrook, CT 06498

    $425,000 Sold Sep 25, 2025

    • 1,584 Sq Ft
    • $268/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1971

    80 Fawn Hill Dr, Westbrook, CT 06498

    Enjoy coastal living and walkability in the heart of Westbrook! Welcome to this charming 3-bedroom, 2.5-bath raised ranch offering 1,080 square feet of main-level living space, plus an additional 504 square feet in the finished lower level-ideal for a home office, rec room, or guest space. Built in 1971, this home features a classic layout with a bright, open living area that flows into an eat-in

    Allison Ciarcia William Raveis Real Estate

    80 Fawn Hill Dr, Westbrook, CT 06498
  • 140 Salt Island Rd, Westbrook, CT 06498
    140 Salt Island Rd, Westbrook, CT 06498
    140 Salt Island Rd, Westbrook, CT 06498
    /40

    $499,900 Pending

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

    140 Salt Island Rd, Westbrook, CT 06498

    Welcome to your new coastal oasis, where beachside living is a dream come true all year round. Located within the friendly Middle Beach Community, this delightful 3 bedroom, 1 bath ranch offers a serene and relaxing lifestyle with the convenience of being just a short stroll from the shore. Inside, you'll find a well-cared-for home featuring an open kitchen that flows effortlessly into the dining

    Shawnna Kelly SalCal Real Estate Connections

    140 Salt Island Rd, Westbrook, CT 06498
  • 76 Osprey Cir, Westbrook, CT 06498

    $700,000 Sold Sep 12, 2025

    • 1,981 Sq Ft
    • $353/SF
    • 159 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    76 Osprey Cir, Westbrook, CT 06498

    Welcome to exquisite living in Westbrook, Connecticut! Prime location in the desirable Osprey Circle subdivision, this extraordinary custom-built ranch is just 1/2 mile from Long Island Sound. Enjoy walking to area beaches, marinas, and restaurants or take a quick 3-minute drive to West Beach. This 2000-square-foot home features vaulted, custom wood-paneled ceilings, perfectly placed skylights,

    Gigi Giordano Taylor Compass Connecticut, LLC

    76 Osprey Cir, Westbrook, CT 06498
  • 56 Linden Ave N, Westbrook, CT 06498
    56 Linden Ave N, Westbrook, CT 06498
    56 Linden Ave N, Westbrook, CT 06498
    /18

    $173,000 Pending

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    56 Linden Ave N, Westbrook, CT 06498

    Desirable 55+ community, one owner home, lovingly cared for. 2 bedrooms, eat in kitchen, lots of windows. Sweet front porch and side yard. Nice shed for extra storage. Off street parking. End unit! This is a great home and will not last. SUN APPROVAL REQUIRED FOR ALL RESIDENTS. LAND LEASE NOT HOA

    Judith DuMouchel J.M. REALTY

    56 Linden Ave N, Westbrook, CT 06498
  • 1340 Old Clinton Rd Unit 7, Westbrook, CT 06498

    $815,000 Sold Aug 29, 2025

    • 2,537 Sq Ft
    • $321/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    1340 Old Clinton Rd Unit 7, Westbrook, CT 06498

    Welcome to 1340 Old Clinton Road, Unit #7 - a spacious 2,500 sq ft free-standing home in the sought-after Spencer's Landing community, a quiet enclave of just 13 custom residences nestled along the picturesque Patchogue River in Westbrook. This beautifully updated 3-bedroom, 2.5-bath home offers stunning views of the river and surrounding nature, including frequent sightings of ospreys and other

    Gigi Giordano Taylor Compass Connecticut, LLC

    1340 Old Clinton Rd Unit 7, Westbrook, CT 06498

Showing Results 41 - 80, Page 2 of 18

Connecticut Middlesex County Westbrook

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group