Westbrook Real Estate

Westbrook, CT Homes for Sale

Westbrook, CT is a shoreline town in Middlesex County where homes for sale typically range from $325,000 for inland capes to over $1.2 million for waterfront properties along Long Island Sound. Dave Jones Realty has worked this stretch of the Connecticut coast for decades, guiding buyers through neighborhoods that mix year-round residences with seasonal beach cottages. Westbrook sits directly on Interstate 95 at Exit 65, roughly 30 minutes from New Haven and two hours from New York City by train from the Westbrook Metro-North station.

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Home Styles and Price Context

Westbrook's housing stock includes colonials, capes, and coastal cottages, with many waterfront homes built on pilings to meet flood zone requirements near the Sound. Inland colonials and capes typically list between $375,000 and $600,000. Waterfront and water-view homes along the shoreline range from $700,000 to over $1.5 million. Older beach cottages, many built between the 1920s and 1960s, sell in the $400,000 to $650,000 range. Lot sizes inland commonly run a half acre to one acre.

Neighborhoods

Westbrook Point

Westbrook Point is a peninsula neighborhood surrounded by the Patchogue and Menunketesuck rivers and Long Island Sound. Homes at Westbrook Point are largely water-oriented, with private beach access and prices frequently exceeding $1 million.

Pilots Point

Pilots Point is anchored by Pilots Point Marina, one of the largest marinas on the Connecticut shoreline. Homes near Pilots Point appeal to boaters and often include dock access or proximity to the Menunketesuck River.

Daily Life

Westbrook students attend Daisy Ingraham Elementary School and Westbrook Middle and High School, all within the Westbrook School District. The Westbrook Metro-North station on the Shore Line East route connects commuters to New Haven and beyond. Interstate 95 at Exit 65 puts New Haven roughly 30 minutes west. Tanger Outlets Westbrook draws shoppers along Flat Rock Place, and Water's Edge Resort and Spa sits on the shoreline. Residents fish and launch boats at the town beach and along the Patchogue River.

Working With a Local Agent

Dave Jones Realty has closed transactions across Westbrook Point, Pilots Point, and inland neighborhoods, giving buyers direct comparison points between waterfront and year-round inland homes.

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Newest Homes for Sale in Westbrook, CT

$675,000
3 Beds ⋅ 3 Baths ⋅ 24199335 MLS
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, 2 1/2-bath home offers a rare opportunity to enjoy tranquility, nature and privacy in a picturesque water front setting. The light-filled main level features beautiful hardwood floors, a warm and inviting kitchen, spacious living areas, a separate dining area and 3 bedrooms. The finished lower level provides additional living space with a cozy fireplace and built-in bookcases, perfect for a family room, home office or entertaining area. Step outside and enjoy the peaceful surroundings from the expansive deck and patio, overlooking the beautifully landscaped grounds and waterfront. The property offers a wonderful blend of open lawn, mature trees and natural beauty, creating your own private retreat. With so much to offer, from a private dock, new heated and air-conditioned shed/workshop, a new chicken coop, a garden shed, new metal roof and gutters, a full house generator, and three new split systems. This special place is not to be missed! The property's location offers easy access to Westbrook's beaches, shopping, dining and on a train line in between NYC and Boston. With its idyllic waterfront setting, generous acreage and inviting interior spaces, 35 Chapman Mill Pond Road is a special place!

35 Chapman Mill Pond Rd, Westbrook
$675,000
3 Beds ⋅ 3 Baths ⋅ 24190134 MLS
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, flexible bonus room perfect for an office or guest space, and an updated full bath with a large tiled walk-in shower. Upstairs you'll find two generously sized bedrooms and a second full bath. The walkout lower level includes a home office, oversized laundry room, 1/2 bathroom, refrigerator and stove, ideal for future expansion or possible in-law. Relax on the expansive front and rear decks overlooking beautifully landscaped grounds, mature gardens, a saltwater in-ground pool, and gardening shed. A standout feature is the oversized barn with two large garage doors and an enormous unfinished second floor, ideal for hobbyists, car enthusiasts, workshop space, storage, or future possibilities. Whether you're looking for a peaceful retreat, room for your hobbies, or space to grow, this exceptional property offers privacy, versatility, and country living at its best while remaining conveniently located.

170 Dennison Rd, Westbrook
$650,000
4 Beds ⋅ 3 Baths ⋅ 24206332 MLS
Welcome to 85 McVeagh Road, where privacy, flexibility and shoreline living come together. Originally custom-built for the builder's own family, this quality-built home features hardwood floors throughout and a layout with architectural details that set it apart from the typical Colonial. Step inside to a spacious, open foyer with plenty of room to welcome guests. To the right, the living room is centered around a wood-burning fireplace and opens to the eat-in area, where architectural details and French doors bring in plenty of natural light and lead to the patio and backyard. The kitchen offers granite countertops, peninsula seating, abundant cabinetry and a large pantry closet, with newer appliances including a brand-new dishwasher and newer range and microwave. To the left of the foyer is the formal dining room. Continue down the hall past a linen closet to the half bath and convenient main-level laundry, and finally to the oversized library/den. This room was designed with the possibility of becoming a future main-level primary suite and gives the home multigenerational potential. It works just as well as a private guest space, home office, second living room or library. Upstairs, large windows bring in an abundance of natural light. The private primary suite features a walk-in closet and granite-topped bath. Down the hall, three additional bedrooms offer generous closets, while a second full bath and another large linen closet complete the

85 Mcveagh Rd, Westbrook
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