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Westbrook, CT Houses for Sale

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  • /38

    $1,195,000

    $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,728 Sq Ft

    448 Grove Beach Rd N, Westbrook, CT 06498

    There is a lot to enjoy here. A drive by of this property does not show the whole picture. This is an exceptional 3+ acre waterfront property on the Menunketesuck River. This package deal includes the well maintained Cerca 1745 Antique main home that is beautifully kept and appreciated, it shows beautifully. A fully equipped guest house is also included and has many options. A huge detached

    Agent Photo

    Al Chiarito

    Chiarito Real Estate LLC

    448 Grove Beach Rd N, Westbrook, CT 06498
  • /37

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,668 Sq Ft

    382 Cold Spring Dr, Westbrook, CT 06498

    Move right into this beautifully maintained 3-bedroom, 1.5-bath home set on a large, level, private lot in Westbrook! Just minutes to I-95, the Valley Shore YMCA, shopping, restaurants, and Westbrook's beautiful beaches, this home offers comfort, convenience, and room to grow. The updated layout features an eat-in kitchen that opens to the formal dining room, creating a bright, inviting living

    Paula Turley CR Premier Properties

    382 Cold Spring Dr, Westbrook, CT 06498
  • /39

    $1,295,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 5 Baths
    • 3,501 Sq Ft

    53 Oakridge Dr, Westbrook, CT 06498

    Discover your own private oasis, this expansive custom-built home built on over 8 acres offers the perfect blend of privacy, comfort, and modern amenities. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage. Situated on the end of a private cul-de-sac the home is surrounded by peaceful natural beauty and thoughtfully designed for both everyday living and

    Cheryl Cook Re/Max Valley Shore

    53 Oakridge Dr, Westbrook, CT 06498
  • /33

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    79 Wesley Ave, Westbrook, CT 06498

    Tucked away on a lush, private wooded lot, this authentic retreat offers the ultimate shoreline lifestyle just in time for summer. Perfectly blending natural privacy with coastal convenience, you're a short stroll from the sands of West Beach. The sun-drenched interior radiates warmth, highlighting a spacious, updated eat-in kitchen complete with premium appliances and granite countertops. Recent

    Annemarie Bellenoit Berkshire Hathaway NE Prop.

    79 Wesley Ave, Westbrook, CT 06498
  • /23

    $189,000

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    11 Old Forge Rd, Westbrook, CT 06498

    Well cared for low maintenance Ranch close to town and shopping. Many updates. Property shows very nice. New siding w/insulation approximately 2 years old. New stove, new kitchen window. Newer slider to rear sun porch overlooking very private setting, perfect for your morning coffee. Excellent retirement location or part-time summer residence. Quiet community. Easy to show.

    Greg Young Berkshire Hathaway NE Prop.

    11 Old Forge Rd, Westbrook, CT 06498
  • /30

    $389,000

    Open Sun 12PM - 2PM 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
  • /37

    $539,900

    • 3 Beds
    • 2.5 Baths
    • 1,856 Sq Ft

    3 Docs Hill Rd, Westbrook, CT 06498

    Just the second owner of this lovingly maintained custom-built home set on a private, wooded lot with plenty of outdoor space to enjoy. Notable updates include refinished hardwood floors, an opened staircase, kitchen with newer refrigerator and dishwasher, and three beautifully renovated bathrooms. The primary suite features a walk-in closet and private bath, while the walkout lower level offers

    Susan Malan William Pitt Sotheby's Int'l

    3 Docs Hill Rd, Westbrook, CT 06498
  • /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
  • /17

    $553,000

    $46K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    46 School Hill Ln, Westbrook, CT 06498

    Welcome to 46 School Hill Ln, a spacious 4-bedroom, 2.5-bath home offering 2,594 sq ft of comfortable living space. The kitchen features white tile, Corian countertops, and a butcher block center island, perfect for everyday living and entertaining. The primary bath has been refreshed with new flooring and a new vanity. Major systems have been well maintained, including HVAC repairs completed

    Derek Greene Derek Greene

    46 School Hill Ln, Westbrook, CT 06498
  • /27

    $1,275,000

    $75K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,475 Sq Ft

    6 Leeway Dr, Westbrook, CT 06498

    1st floor has open floor plan with huge deck off the living room capturing summer's prevailing south westerly breezes. Cozy electric fireplace in living room separates it from chic kitchen with island and separate it from the dining area and includes a small den/sun room which opens to full length deck with a retractable awning. Beautiful sunsets are viewed over boats in the Marina. Also on the

    Salome Kirkutis SKS Realty

    6 Leeway Dr, Westbrook, CT 06498
  • /33

    $349,000

    • 3 Beds
    • 1 Bath
    • 1,172 Sq Ft

    513 Essex Rd, Westbrook, CT 06498

    This 3-bedroom, 1-bath, 1-car garage ranch offers a full walk-out basement, 1,172 square feet of living space on a generous 0.52-acre lot. This property is ideal for first-time homebuyers, downsizers, or investors seeking a solid shoreline community home. sold as is. Subject to probate and lien holder approvalj

    Claude Cousins Berkshire Hathaway NE Prop.

    513 Essex Rd, Westbrook, CT 06498
  • /6

    $275,000

    $100K PRICE DROP
    • 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
  • /19

    $464,999

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 828 Sq Ft

    9 2nd Ave, Westbrook, CT 06498

    Enjoy exclusive Beach Rights and ultimate coastal living in the highly desirable Chapman Beach community! Just steps from the sand, this bright and airy 3-bedroom, 1-bath seasonal cottage is the ultimate shoreline escape you've been waiting for. Inside, 828 square feet of sun-drenched living space is perfectly optimized for relaxed, carefree seaside vibes. Tucked away on a private lot along a

    Diane Devries William Pitt Sotheby's Int'l

    9 2nd Ave, Westbrook, CT 06498
  • /40

    $499,900

    • 3 Beds
    • 3.5 Baths
    • 2,445 Sq Ft

    67 Winterberry Cir, Westbrook, CT 06498

    Tucked away on a cul-de-sac in the popular Cold Springs neighborhood, this 9 room, 3 bedroom, 3.5 bath, 2445 sf Raised Ranch sits on a level 1.05 acres and is less than 3 miles to the Town Beach! The main level went through a transformative gut renovation in 2022. From creating an open-concept layout, to all new sheetrock, electrical, plumbing, lighting, flooring, and design! The gorgeous kitchen

    James Burnett Eagle Eye Realty PLLC

    67 Winterberry Cir, Westbrook, CT 06498
  • /39

    $1,565,000

    • 3 Beds
    • 3.5 Baths
    • 4,303 Sq Ft

    449 Seaside Ave, Westbrook, CT 06498

    A rare combination of privacy, functionality, and sweeping water views distinguishes this exceptional year-round shoreline estate, ideally situated in one of Westbrook's most desirable coastal enclaves. Positioned on the quiet, exclusive end of Seaside Avenue just steps from a pristine private beach, the residence is set upon a rare double lot that offers an uncommon sense of openness,

    Teri Lewis William Pitt Sotheby's Int'l

    449 Seaside Ave, Westbrook, CT 06498
  • /40

    $639,900

    Open Sun 12PM - 2PM $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft

    34 Quotonset Ln, Westbrook, CT 06498

    Discover a truly one-of-a-kind year-round beach retreat, where timeless charm meets coastal living just footsteps from the shoreline. This distinctive stucco home, finished in a warm clay-pot hue, exudes character from the moment you arrive. A rare find in an unbeatable location, this tastefully updated home sits on a corner lot just steps from the beach. A beautifully landscaped corner yard with

    John Izzo William Raveis Real Estate

    34 Quotonset Ln, Westbrook, CT 06498
  • /38

    $599,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft

    452 Essex Rd, Westbrook, CT 06498

    Welcome to Westbrook! This fully renovated Colonial is ready for its new owners to enjoy shoreline living. There is plenty of space inside and out, with almost 3/4 of an acre of park-like grounds outside, along with 3 bedrooms/2 baths, and extra bonus spaces inside. The first floor features gleaming hardwood floors, an updated kitchen, full bath, fireplace, living room, and a fully enclosed wrap

    Evan Johnson Coldwell Banker Realty

    452 Essex Rd, Westbrook, CT 06498
  • /16

    $299,900

    • 2 Beds
    • 1 Bath
    • 696 Sq Ft

    13 Lynn Rd, Ivoryton, CT 06442

    Well Maintained 2 Bedroom home on a country road just outside of Ivoryton Village. Main Level has 2 bedrooms, Dining Room and Living Room with Sliders to the deck which overlook the private backyard. The walk out lower level has the kitchen and full bath, as well as a laundry and utility room. Dated but in good condition. Ready for your updating!

    Craig Milton Re/Max Valley Shore

    13 Lynn Rd, Ivoryton, CT 06442

Why Live in Westbrook

Westbrook, Connecticut, embodies the charm of a classic New England town with its Colonial Revival houses and bustling marinas along the waterfront. The town is well-connected via US Route 1, Interstate 95, and public transit, making travel to nearby cities like New York, Boston, and New Haven convenient. Residents enjoy a variety of things to do, from sailing on the Long Island Sound to relaxing on sandy beaches such as West, Middle, and Stannard. The Salt Meadow Unit of the Stewart B. McKinney National Wildlife Refuge is a popular spot for birdwatching during migratory seasons. Westbrook's housing market features a mix of beachfront properties and homes in forested subdivisions. Beachfront homes, including modern builds and historical houses, are highly sought after, while inland areas offer more secluded lots with Colonial Revival, raised-ranch, and ranch-style homes. The town hosts annual events like the Fireman’s Carnival and the Westbrook Muster, celebrating local culture with carnival games and fife and drum corps performances. Dining options along US Route 1 include Bill’s Seafood, known for its live music and seasonal New England seafood dishes. While Westbrook lacks a grocery store, nearby towns like Clinton provide convenient shopping options. The Westbrook School District includes highly rated institutions such as Daisy Ingraham School and Westbrook Middle School, the latter recognized for its inclusive physical education programs. Commuting is facilitated by the Shore Line East commuter rail and River Valley Transit bus services, ensuring easy access to both local and distant destinations.

Single Family Home Price Trends

Median Home Price
$599,900
Median 3-Bedroom Home Price
$512,500
Median 4-Bedroom Home Price
$953,000
Median 5-Bedroom Home Price
$806,500
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