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New Haven County is a historic region located in southwestern Connecticut, with a rich past dating back to colonial times. The area is known for its vibrant arts and culture scene, as well as its stunning natural beauty.

The region’s economy is diverse, with a mix of industries including healthcare, education, manufacturing, and technology. The area is also home to Yale University, which is a major employer and economic driver for the region.

Real estate in New Haven County is varied, with a wide range of housing options available to suit every budget and lifestyle. The median home value in the area is around $280,000, which is slightly higher than the national average.

Whether you’re looking for a place to live, work, or play, New Haven County offers something for everyone. With its rich history, vibrant business community, and diverse real estate market, it’s no wonder that so many people choose to call this region home.

Towns that make up New Haven County include:

Min. Price
Max. Price
Beds
Baths
15 Briarwood Drive Guilford, CT 06437
$799,000
4 Beds 2 | 2 Baths 3,887 SqFt Listing No. 24128358 Property Type: House camera (33)
Details
1600 South Main Street Cheshire, CT 06410
$799,000
3 Beds 2 | 1 Baths 2,001 SqFt Listing No. 24076314 Property Type: House camera (21)
Details
183 Centennial Drive Milford, CT 06461
$799,000
4 Beds 2 | 1 Baths 3,176 SqFt Listing No. 24116082 Property Type: House camera (40) Open House: Oct 26, 2025, 12:00 PM - 2:00 PM
Details
16 Point Beach Drive Milford, CT 06460
$799,000
3 Beds 1 | 1 Baths 1,605 SqFt Listing No. 24134584 Property Type: House camera (39) Open House: Oct 25, 2025, 11:00 AM - 1:00 PM
Details
118 Maple Vale Drive Woodbridge, CT 06525
$795,000
6 Beds 3 Baths 4,120 SqFt Listing No. 24127875 Property Type: House camera (40)
Details
15 Hunting Ridge Road Middlebury, CT 06762
$794,900
3 Beds 2 | 1 Baths 2,190 SqFt Listing No. 24079981 Property Type: House
Details
16 Village Circle #16 Guilford, CT 06437
$789,900
2 Beds 2 | 1 Baths 2,246 SqFt Listing No. 170607057 Property Type: Condo camera (9)
Details
18 Kelsey Springs Drive Madison, CT 06443
$789,900
4 Beds 2 | 1 Baths 2,805 SqFt Listing No. 24121343 Property Type: House camera (23)
Details
5 Stefania's Way #Lot 14 North Branford, CT 06472
$789,000
3 Beds 2 | 1 Baths 2,250 SqFt Listing No. 24118827 Property Type: House camera (13)
Details
48 Shepherds Trail Madison, CT 06443
$785,000
4 Beds 2 | 1 Baths 4,879 SqFt Listing No. 24112821 Property Type: House camera (40)
Details
700 Royal Lane Orange, CT 06477
$784,900
4 Beds 2 | 2 Baths 2,894 SqFt Listing No. 24118857 Property Type: House camera Virtual Tour camera (40)
Details
10 W Ridge CT Cheshire, CT 06410
$779,900
4 Beds 3 | 1 Baths 2,709 SqFt Listing No. 24120672 Property Type: House camera (40)
Details
 15 Briarwood Drive, Guilford, CT 06437
camera (33)
price

$799,000

beds

4 4 Beds

baths

2 | 2 2 | 2 Baths

lot size

3,887 SqFt 3,887 SqFt

listing no.

24128358 Listing No. 24128358

property type

House Property Type: House

gallery photos

camera (33)

 1600 South Main Street, Cheshire, CT 06410
camera (21)
price

$799,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,001 SqFt 2,001 SqFt

listing no.

24076314 Listing No. 24076314

property type

House Property Type: House

gallery photos

camera (21)

 183 Centennial Drive, Milford, CT 06461
camera (40)
price

$799,000

beds

4 4 Beds

baths

2 | 1 2 | 1 Baths

lot size

3,176 SqFt 3,176 SqFt

listing no.

24116082 Listing No. 24116082

property type

House Property Type: House

gallery photos

camera (40)

Open House: Oct 26, 2025, 12:00 PM - 2:00 PM

 16 Point Beach Drive, Milford, CT 06460
camera (39)
price

$799,000

beds

3 3 Beds

baths

1 | 1 1 | 1 Baths

lot size

1,605 SqFt 1,605 SqFt

listing no.

24134584 Listing No. 24134584

property type

House Property Type: House

gallery photos

camera (39)

Open House: Oct 25, 2025, 11:00 AM - 1:00 PM

 118 Maple Vale Drive, Woodbridge, CT 06525
camera (40)
price

$795,000

beds

6 6 Beds

baths

3 3 Baths

lot size

4,120 SqFt 4,120 SqFt

listing no.

24127875 Listing No. 24127875

property type

House Property Type: House

gallery photos

camera (40)

 15 Hunting Ridge Road, Middlebury, CT 06762
price

$794,900

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,190 SqFt 2,190 SqFt

listing no.

24079981 Listing No. 24079981

property type

House Property Type: House

 16 Village Circle #16, Guilford, CT 06437
camera (9)
price

$789,900

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,246 SqFt 2,246 SqFt

listing no.

170607057 Listing No. 170607057

property type

Condo Property Type: Condo

gallery photos

camera (9)

 18 Kelsey Springs Drive, Madison, CT 06443
camera (23)
price

$789,900

beds

4 4 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,805 SqFt 2,805 SqFt

listing no.

24121343 Listing No. 24121343

property type

House Property Type: House

gallery photos

camera (23)

 5 Stefania's Way #Lot 14, North Branford, CT 06472
camera (13)
price

$789,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,250 SqFt 2,250 SqFt

listing no.

24118827 Listing No. 24118827

property type

House Property Type: House

gallery photos

camera (13)

 48 Shepherds Trail, Madison, CT 06443
camera (40)
price

$785,000

beds

4 4 Beds

baths

2 | 1 2 | 1 Baths

lot size

4,879 SqFt 4,879 SqFt

listing no.

24112821 Listing No. 24112821

property type

House Property Type: House

gallery photos

camera (40)

 700 Royal Lane, Orange, CT 06477
camera VIRTUAL TOUR camera (40)
price

$784,900

beds

4 4 Beds

baths

2 | 2 2 | 2 Baths

lot size

2,894 SqFt 2,894 SqFt

listing no.

24118857 Listing No. 24118857

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (40)

 10 W Ridge CT, Cheshire, CT 06410
camera (40)
price

$779,900

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

2,709 SqFt 2,709 SqFt

listing no.

24120672 Listing No. 24120672

property type

House Property Type: House

gallery photos

camera (40)

IDX information is provided by SmartMLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2025 the SmartMLS All Rights Reserved.
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 2025 SmartMLS, Inc.
SmartMLS (CTMLS-GFC) data last updated at October 23, 2025, 12:48 PM ET
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