11

Westbrook, CT Homes for Sale with Acreage

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  • 340 Toby Hill Rd, Westbrook, CT 06498
    340 Toby Hill Rd, Westbrook, CT 06498
    340 Toby Hill Rd, Westbrook, CT 06498
    /33

    $699,000

    Open Sun 10AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 3,156 Sq Ft

    340 Toby Hill Rd, Westbrook, CT 06498

    Welcome home to this classic colonial beautifully situated in a serene Westbrook setting! Conveniently located just north of Route 95, this property offers the ultimate blend of peaceful privacy and prime accessibility, putting you just an 8-minute drive from the beautiful Connecticut shoreline and local beaches, as well as being close to shopping centers and schools. Set back from the road and

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    340 Toby Hill Rd, Westbrook, CT 06498
  • 53 Oakridge Dr, Westbrook, CT 06498
    53 Oakridge Dr, Westbrook, CT 06498
    53 Oakridge Dr, Westbrook, CT 06498
    /39

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 4,937 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
  • 159 Wrights Pond Rd, Westbrook, CT 06498
    159 Wrights Pond Rd, Westbrook, CT 06498
    159 Wrights Pond Rd, Westbrook, CT 06498
    /38

    $475,000

    • 1 Bed
    • 1.5 Baths
    • 1,430 Sq Ft

    159 Wrights Pond Rd, Westbrook, CT 06498

    Welcome to 159 Wrights Pond, this secluded Chalet built on over 3 private acres, features beautiful hardwood floors, open floor plan ideal for entertaining and views of Wrights Pond. Other features include an oversized two car garage, detached two car garage with wood shop, and whole house generator. Wrights pond is ideal for kayaking, fishing ect. Located just minutes from award-winning

    Cheryl Cook Re/Max Valley Shore

    159 Wrights Pond Rd, Westbrook, CT 06498
  • 41 Roberts Rd, Westbrook, CT 06498
    41 Roberts Rd, Westbrook, CT 06498
    41 Roberts Rd, Westbrook, CT 06498
    /35

    $399,900

    • 4 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    41 Roberts Rd, Westbrook, CT 06498

    Welcome to 41 Roberts Road, a wonderful opportunity to create your ideal shoreline retreat. Situated on 1.84 private acres at the end of a quiet cul-de-sac, this 4-bedroom, 1.5-bath home offers over 1,600 square feet of living space and endless potential for customization. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this property provides the

    Cheryl Cook Re/Max Valley Shore

    41 Roberts Rd, Westbrook, CT 06498
  • 0 Brainard Rd, Westbrook, CT 06498
    0 Brainard Rd, Westbrook, CT 06498
    0 Brainard Rd, Westbrook, CT 06498
    /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
  • 35 Chapman Mill Pond Rd, Westbrook, CT 06498
    35 Chapman Mill Pond Rd, Westbrook, CT 06498
    35 Chapman Mill Pond Rd, Westbrook, CT 06498
    /38

    $720,000

    • 3 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    35 Chapman Mill Pond Rd, Westbrook, CT 06498

    Welcome to 35 Chapman Mill Pond Road - where peaceful waterfront living meets the best of the Connecticut shoreline lifestyle. Nestled on a private setting along the beautiful, gently flowing Menunketesuck River. This lovingly maintained three-bedroom, 21/2-bath home offers a rare opportunity to enjoy tranquility, nature and privacy in a picturesque water front setting. The light-filled main

    Jackie Lyman Lyman Real Estate

    35 Chapman Mill Pond Rd, Westbrook, CT 06498
  • 67 Winterberry Cir, Westbrook, CT 06498
    67 Winterberry Cir, Westbrook, CT 06498
    67 Winterberry Cir, 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
  • 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

    Maxwell Lyman Lyman Real Estate

    0 Boston Post Rd Unit 24080344, Westbrook, CT 06498
  • 0 Essex Rd, Westbrook, CT 06498
    0 Essex Rd, Westbrook, CT 06498
    0 Essex Rd, Westbrook, CT 06498
    /34

    $1,440,000

    • Land
    • 12.2 Acres
    • $118,033 per Acre

    0 Essex Rd, Westbrook, CT 06498

    Available for the first time in nearly 90 years, this exceptional 12 ACRES represents one of the very last large tracts of undeveloped land in the water community of Westbrook. The property features a striking combination of 7.5 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded backdrop. The flat acreage provide an

    Todd Gould William Pitt Sotheby's Int'l

    0 Essex Rd, Westbrook, CT 06498
  • 0 Westbrook Rd, Essex, CT 06426
    0 Westbrook Rd, Essex, CT 06426
    0 Westbrook Rd, Essex, CT 06426
    /30

    $2,120,000

    • Land
    • 20.82 Acres
    • $101,825 per Acre

    0 Westbrook Rd, Essex, CT 06426

    Available for the first time in nearly 90 years, this exceptional 20.8 ACRES represent one of the very last large tracts of undeveloped land in historic Essex, widely celebrated as one of America's "Best Small Towns." The property features a striking combination of 8.5 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded

    Todd Gould William Pitt Sotheby's Int'l

    0 Westbrook Rd, Essex, CT 06426
  • 0 Westbrook Rd, Essex, CT 06426
    0 Westbrook Rd, Essex, CT 06426
    0 Westbrook Rd, Essex, CT 06426
    /30

    $3,400,000

    • Land
    • 33.02 Acres
    • $102,968 per Acre

    0 Westbrook Rd, Essex, CT 06426

    Available for the first time in nearly 90 years, this exceptional 33 ACRES represents one of the very last large tracts of undeveloped land in Essex, widely celebrated as one of America's "Best Small Towns." Straddling the town line with parcels in both historic Essex & the water community of Westbrook, the property features a striking combination of 16 level acres of virgin open field--ideal for

    Todd Gould William Pitt Sotheby's Int'l

    0 Westbrook Rd, Essex, CT 06426
Connecticut Middlesex County

Homes for Sale with Acreage in Westbrook, CT

Home Prices in Westbrook, CT

The median home sale price in Westbrook, CT is $660,000, up 2% year-over-year. Homes in Westbrook sell in 62 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$660,000
Median Single Family Sale Price
$667,000
Median Townhouse Sale Price
$619,900
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$320,500
Average Price Per Sq Ft
$427
Number of Homes for Sale
15
Last 12 months Home Sales
76
Months of Supply
2.40
Median List Price
$650,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home

In Westbrook, there are currently 11 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Westbrook, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Westbrook and discover the potential and freedom that comes with owning your own piece of property.

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