Westbrook Real Estate

Homes for Sale in Westbrook, CT Between $450,000 to $500,000

Welcome to your dedicated resource for Homes for Sale Between $450,000 to $500,000 in Westbrook, CT. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Westbrook, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $450,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Westbrook, CT

Be the First to Know About New Westbrook Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Westbrook Real Estate Map Search

Search by Price
  Advanced Search   Market Reports   Home Value   Connect

All Westbrook, CT Homes for Sale Between $450,000 to $500,000

$500,000
2 Beds ⋅ 2 Baths ⋅ 24161456 MLS
NEW PRICE!! 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 high-end upgrades include central AC, stylish new vanities, expanded closet space, and contemporary lighting and ceiling fans throughout. A large, finished outbuilding with electricity provides ample space for a gym, storage, kayak and beach supplies storage or many other opportunities!

79 Wesley Ave, Westbrook
$499,900
3 Beds ⋅ 4 Baths ⋅ 24184894 MLS
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 offers high-end soft-close cabinets & drawers, granite countertops, large island w/ storage & breakfast bar, black stainless appliances and a gas stove! The primary suite has an integrated closet system, ceiling fan, sliders to a private deck, and beautiful spacious en-suite bath w/ large walk-in tile shower and rainfall shower heads! The lower level floor plan offers immense flexibility and was mostly updated with new sheetrock, flooring, and lighting in 2017! The left side has the 3rd bedroom, a spacious walk-out rec room, and a full bath. To the right is a large walk-out family room, a den, an office, and full bath! Perfect for a home office, primary suites, flex area, or multi-generational living! Additional updates include new vinyl siding (2026), Andersen replacement windows (2020), hot water heater (2017), and more! Centrally located .4 miles to the YMCA, 1 mile to 95, 1.5 miles to the Train Station and Town Center, while near equidistant to New Haven, New London, and Middletown! From L.I. Sound to inland waterways, come kayak, boat, fish, dine, and play your days away!

67 Winterberry Cir, Westbrook
$464,999
3 Beds ⋅ 1 Baths ⋅ 24185501 MLS
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 quiet road, your outdoor oasis features a generous deck ready for summer BBQs, an expansive yard for lawn games, and a dedicated shed to stow your surfboards and beach gear. Ready for your personal touch! Just moments from the Connecticut Shoreline's finest dining, marinas, and boutique shopping, this rare gem is the timeless summer escape you've been waiting for.

9 2nd Ave, Westbrook
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.