Madison
Madison, Connecticut, a coastal town 100 miles from Manhattan, offers top-rated schools and Hammonasset Beach State Park. Its charming downtown is filled with unique shops and eateries.
Average Value
$869K
List Price
$241K - $2.9M
For Sale
Homes For Sale
23 Listings
East Rock
East Rock in New Haven, near Yale, has tree-lined streets, trendy restaurants and the 425-acre East Rock Park. This walkable area attracts families and professionals seeking a quiet urban setting with abundant amenities.
Average Value
$797K
List Price
$295K - $1.6M
For Sale
Homes For Sale
1 Listing
Prospect Hill
Prospect Hill in New Haven features early 20th-century homes near Yale University. The neighborhood offers generous yards, historic architecture and easy access to Edgerton Park and East Rock Park's scenic trails.
Average Value
$776K
List Price
$305K - $1.9M
For Sale
Homes For Sale
1 Listing
Guilford
Guilford, CT blends coastal living with historic charm. Its downtown and Town Green host community events. Residents enjoy Jacob's Beach and top-rated schools. Housing spans colonial to contemporary styles near Long Island Sound.
Average Value
$730K
List Price
$250K - $3.7M
For Sale
Homes For Sale
26 Listings
Woodbridge
Woodbridge, CT, is known for top-rated schools and lush forests. Beecher Road Elementary and Amity schools are highly regarded. Alice Newton Street Memorial Park offers scenic beauty. The area is safer than the national average.
Average Value
$701K
List Price
$379K - $1.8M
For Sale
Homes For Sale
19 Listings
Woodmont
Woodmont in Milford combines coastal living with suburban amenities. Pristine beaches, including Woodmont Beach, define this area. Residents enjoy highly rated schools, community events, and easy access to Connecticut Post Mall.
Average Value
$690K
List Price
$309K - $1.9M
For Sale
Homes For Sale
4 Listings
Orange
Orange, CT, near New Haven, has highly rated schools and nature preserves like Racebrook Tract. It features quiet subdivisions, a historic district, and shopping along Boston Post Road. Crime risk is below the national average.
Average Value
$673K
List Price
$402K - $1.7M
For Sale
Homes For Sale
10 Listings
Parkway/Wheelers Farm Road
Parkway/Wheelers Farm Road in Milford offers a rural setting near the Housatonic River. Residents enjoy Solomon Woods and Eisenhower Park. The area has highly rated schools and easy access to I-95 for commuters.
Average Value
$616K
List Price
$265K - $1.3M
For Sale
Homes For Sale
9 Listings
Oxford
Oxford, CT blends rural charm with urban conveniences. Residents enjoy Lake Zoar and Rockhouse Hill Sanctuary. The town offers Quarry Walk shopping center and local dining options. Nearby Choate Rosemary Hall is highly rated.
Average Value
$614K
List Price
$330K - $1.2M
For Sale
Homes For Sale
22 Listings
Downtown Milford
Downtown Milford in Milford provides waterfront charm with Milford Harbor and Silver Sands Park. The area has high-rated schools, local dining options, and seasonal events, with access to Interstate 95 and MTA trains to Manhattan.
Average Value
$597K
List Price
$265K - $1.9M
For Sale
Homes For Sale
10 Listings
East Milford
East Milford, a coastal suburb of Milford, features scenic ocean views and beaches. Nearby malls feature retailers and restaurants. Schools are highly rated. I-95 and a commuter rail connect to major cities.
Average Value
$593K
List Price
$235K - $2.7M
For Sale
Homes For Sale
19 Listings
Middlebury
Middlebury, CT is a quaint New England town with scenic beauty and highly rated schools. Residents enjoy Quassapaug Lake, Quassy Amusement Park, and nearby state forests. The area has lower crime risk than the national average.
Average Value
$591K
List Price
$356K - $1.3M
For Sale
Homes For Sale
19 Listings
Cheshire
Cheshire, CT is a suburban New England town with a strong community spirit. It has numerous sports facilities and the Barker Character Comic and Cartoon Museum. Cheshire High School is highly rated.
Average Value
$574K
List Price
$210K - $1.5M
For Sale
Homes For Sale
25 Listings
Post Road North
Post Road North in Milford combines suburban living with urban amenities. Spacious homes near Eisenhower Park and a large shopping district offer convenience. Highly rated schools serve the area's residents.
Average Value
$553K
List Price
$239K - $1M
For Sale
Homes For Sale
4 Listings
Devon
Devon in Milford offers coastal living near Silver Sands State Park and the Connecticut Audubon Society Coastal Center. The area has highly rated schools, diverse dining options, and events like the Milford Oyster Festival.
Average Value
$534K
List Price
$297K - $1.6M
For Sale
Homes For Sale
16 Listings
Southbury
Southbury, CT blends rural charm with modern amenities. Near I-84, it's within 50 miles of major cities. The town features highly rated schools, a vibrant Main Street, and outdoor attractions like Bent of the River Audubon Center.
Average Value
$523K
List Price
$200K - $1.4M
For Sale
Homes For Sale
70 Listings
Edgewood
Edgewood in New Haven features historic Queen Anne multi-family homes around Edgewood Park, which offers pickleball courts and a skate park. Shopping and dining are found along Whalley Avenue, and downtown is under 2 miles away.
Average Value
$519K
List Price
$387K - $630K
For Sale
Homes For Sale
0 Listings
Wooster Square
Wooster Square in New Haven blends 19th and 20th-century homes with modern condos. Its central park hosts community events like the Cherry Blossom Festival. Renowned pizzerias and downtown attractions are within walking distance.
Average Value
$502K
List Price
$224K - $1.3M
For Sale
Homes For Sale
2 Listings
North Haven
North Haven, CT is a quiet suburb near New Haven with large-lot homes. It features Peter's Rock Park for hiking, an indoor community pool, and highly rated schools. The area has lower crime risk than the national average.
Average Value
$498K
List Price
$311K - $953K
For Sale
Homes For Sale
16 Listings
Westville
Westville in New Haven combines historic charm with artistic flair. Residents visit galleries and cafés at Westville Village Historic District and hike the trails at Edgewood Park. New Haven Public Schools serves the neighborhood.
Average Value
$496K
List Price
$180K - $994K
For Sale
Homes For Sale
6 Listings
Prospect
Prospect, CT, 1.5 hours from Manhattan, features well-kept lawns and highly rated schools. Residents enjoy events like the Sock Hop & Car Show. Nearby Sleeping Giant State Park offers outdoor recreation opportunities.
Average Value
$480K
List Price
$270K - $751K
For Sale
Homes For Sale
10 Listings
Wallingford
Wallingford, CT, offers New England charm with parks like Tyler Mill Preserve. The vibrant downtown has local shops. Mark T. Sheehan High School and Choate Rosemary Hall are highly rated.
Average Value
$479K
List Price
$197K - $903K
For Sale
Homes For Sale
23 Listings
Beacon Falls
Beacon Falls, CT, a rural town near New Haven, has Naugatuck State Forest and parks. It offers highly rated schools like Woodland Regional High School. Community events and lower crime rates enhance the town's appeal.
Average Value
$451K
List Price
$270K - $878K
For Sale
Homes For Sale
6 Listings
Downtown New Haven
Downtown New Haven, home to Yale University, blends historic charm with urban vibrancy. The New Haven Green hosts festivals, while diverse eateries abound. The Yale Art Gallery and College Street Music Hall are local touchstones.
Average Value
$446K
List Price
$167K - $947K
For Sale
Homes For Sale
4 Listings
Seymour
Seymour, CT is a tight-knit town along the Naugatuck River. Its walkable downtown offers boutiques and eateries. Homes include Victorians and contemporary styles. Residents enjoy Chatfield Park and easy access to major routes.
Average Value
$441K
List Price
$192K - $829K
For Sale
Homes For Sale
18 Listings
Showing Results 1 - 25, Page 1 of 3
Copyright © 2026 CoStar Group
