Derby

Shoreline, Connecticut

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The city of Derby in New Haven County may be small in size at just over 5 square miles, hence its motto as “Connecticut’s Smallest City,” but it offers residents an abundance of cultural, educational, recreational, community and entertainment opportunities.

The New Haven County city of Derby encompasses 5.4 square miles, making it Connecticut’s smallest city. But this vibrant community, located in the state’s southwest portion at the confluence of the Housatonic and Naugatuck rivers, makes a huge impression on those who live here or come to visit.
The city hosts a host of popular annual events for all ages and interests, including a parade, regatta, fireworks on the Fourth of July, and Summerfest on the Green. The city also offers a diverse selection of eateries, from fast food to sit-down dining, and it is known for its vibrant nightlife and popular craft brewery.
Derby is also home to Griffin Hospital, the largest employer in the city, and the city is served by volunteer firefighters in the Derby Fire Department, while emergency medical services have been provided by a paid ambulance and rescue corps since 1948.
Outdoor enthusiasts enjoy a wealth of recreational options found at the 417-acre Osbornedale State Park, which offers field sports, hiking, ice skating, museum tours, picnicking, pond fishing and rental of pavilions for outings. Those looking to take a scenic hike or walk will enjoy visiting the Frank P. White Memorial Park on the east side of the city.
Residents enjoy easy access to various transportation options. The city has a Metro-North railroad station called Derby-Shelton, which is 69 miles from Grand Central Terminal, as well as bus service and several local airports within a range of about 14 miles.

The New Haven County city of Derby encompasses 5.4 square miles, making it Connecticut’s smallest city. But this vibrant community, located in the state’s southwest portion at the confluence of the Housatonic and Naugatuck rivers, makes a huge impression on those who live here or come to visit.
The city hosts a host of popular annual events for all ages and interests, including a parade, regatta, fireworks on the Fourth of July, and Summerfest on the Green. The city also offers a diverse selection of eateries, from fast food to sit-down dining, and it is known for its vibrant nightlife and popular craft brewery.
Derby is also home to Griffin Hospital, the largest employer in the city, and the city is served by volunteer firefighters in the Derby Fire Department, while emergency medical services have been provided by a paid ambulance and rescue corps since 1948.
Outdoor enthusiasts enjoy a wealth of recreational options found at the 417-acre Osbornedale State Park, which offers field sports, hiking, ice skating, museum tours, picnicking, pond fishing and rental of pavilions for outings. Those looking to take a scenic hike or walk will enjoy visiting the Frank P. White Memorial Park on the east side of the city.
Residents enjoy easy access to various transportation options. The city has a Metro-North railroad station called Derby-Shelton, which is 69 miles from Grand Central Terminal, as well as bus service and several local airports within a range of about 14 miles.

The New Haven County city of Derby encompasses 5.4 square miles, making it Connecticut’s smallest city. But this vibrant community, located in the state’s southwest portion at the confluence of the Housatonic and Naugatuck rivers, makes a huge impression on those who live here or come to visit.
The city hosts a host of popular annual events for all ages and interests, including a parade, regatta, fireworks on the Fourth of July, and Summerfest on the Green. The city also offers a diverse selection of eateries, from fast food to sit-down dining, and it is known for its vibrant nightlife and popular craft brewery.
Derby is also home to Griffin Hospital, the largest employer in the city, and the city is served by volunteer firefighters in the Derby Fire Department, while emergency medical services have been provided by a paid ambulance and rescue corps since 1948.
Outdoor enthusiasts enjoy a wealth of recreational options found at the 417-acre Osbornedale State Park, which offers field sports, hiking, ice skating, museum tours, picnicking, pond fishing and rental of pavilions for outings. Those looking to take a scenic hike or walk will enjoy visiting the Frank P. White Memorial Park on the east side of the city.
Residents enjoy easy access to various transportation options. The city has a Metro-North railroad station called Derby-Shelton, which is 69 miles from Grand Central Terminal, as well as bus service and several local airports within a range of about 14 miles.

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Featured Listings

105 Olivia Street
Derby, CT $670,000

105 Olivia Street

Derby, CT

$670,000
  • 7 Beds
  • 3/2 Baths
  • 3,402 Sqft
95 Roosevelt Drive
Derby, CT $600,000

95 Roosevelt Drive

Derby, CT

$600,000
  • 2 Baths
  • 5,960 Sqft
269 Silver Hill Road
Derby, CT $589,900

269 Silver Hill Road

Derby, CT

$589,900
  • 3 Beds
  • 2/1 Baths
  • 2,772 Sqft
433 Roosevelt Drive
Derby, CT $575,000

433 Roosevelt Drive

Derby, CT

$575,000
  • 3,000 Sqft
14 General Wooster Road
Derby, CT $549,900

14 General Wooster Road

Derby, CT

$549,900
  • 3 Beds
  • 2/1 Baths
  • 2,356 Sqft
27 Shelton Street
Derby, CT $499,000

27 Shelton Street

Derby, CT

$499,000
  • 4 Beds
  • 2/1 Baths
  • 2,287 Sqft
810 Roosevelt Drive
Derby, CT $489,000

810 Roosevelt Drive

Derby, CT

$489,000
  • 3 Beds
  • 2 Baths
  • 1,444 Sqft
397 Hawthorne Avenue
Derby, CT $479,000

397 Hawthorne Avenue

Derby, CT

$479,000
  • 3 Beds
  • 2/1 Baths
  • 1,758 Sqft

Derby

Area Map

Derby is within Shoreline, Connecticut and borders Woodbridge, Orange and Shelton.

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Featured Communities Within

Shoreline

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Derby

Market Snapshot

Units Sold

March 2025

9 TOTAL UNITS

image description -18.2% image description -40.0% vs

Median Sales Price

March 2025 - Single Family Homes

$410K
image description +15.6% image description +67.7% vs

Percentage of Asking Price

March 2025 Single Family Homes

102%
image description +2.4% image description +3.2% vs
102%
image description +2.4% image description +3.2% vs
102%
image description +2.4% image description +3.2% vs
102%
image description +2.4% image description +3.2% vs
102%
image description +2.4% image description +3.2% vs
Derby, Connecticut