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$375,000

  • For Sale
  • Under Contract
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 2,200 Sq. Ft.
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Move right in to this freshly updated 5-bedroom home located on a quiet cul-de-sac in a great Naugatuck neighborhood. Recent improvements include new flooring and fresh paint throughout, giving the interior a bright and clean look. The main level offers an open living area that flows into an eat-in kitchen with plenty of cabinet space. The full bath has been refreshed for a clean, functional feel. With five true bedrooms, you'll have flexibility for home offices, guests, or hobbies. Outside, enjoy a private backyard that backs up to wooded land-perfect for relaxing or entertaining. The location offers easy access to shopping, schools, and Route 8 while still tucked away in a peaceful setting. A solid, affordable home with space, a great layout, and recent cosmetic updates-come see all that 21 Longwood Drive has to offer. House is listed at 2200 sqft while town records show it at 1512. All sqft are above grade and owner bought house with 2200 sqft

Full Property Details for 21 Longwood Dr

General

  • Price: $375,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24138916
  • Updated: 12/30/2025
  • Added to Site: 69 day(s) ago

Interior

  • Number of Rooms: 7
  • Appliances: Oven/Range

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom, Main
  • Bedroom 1: Bedroom, Main
  • Bedroom 2: Bedroom, Main
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom, Upper

Exterior

  • Exterior Features: Deck

Parking

  • Total Spaces: 4
  • Parking: None, Paved, Off Street Parking, Driveway

Location

  • County: New Haven
  • Neighborhood: Union City
  • Driving Directions: Maple Hill to evening star to longwood

School Information

  • Elementary School: Per Board of Ed
  • High School: Naugatuck

Community

  • Community Name: Union City

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, 40 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Square Feet: 2,200
  • Above Ground: 2,200 Sq. Ft.
  • Year Built: 1969

Lot Features

  • Lot Size (Acres): 0.13
  • Driveway/Sidewalk: Private, Paved
  • Zoning: R8
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $166,950
  • Sewer Assmt: No sewer bill, just
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 2261791

Listed by eXp Realty, The Freedom Team of eXp Realty, Jason Arcuri

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Listing agent

— 21 Longwood Dr —

  • Jason Arcuri

    eXp Realty

Agent Contact: (203) 910-7602 Office Contact: (866) 828-3951

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Longwood Dr

School District:Regional School District 16
NameGradesDistance
Long River Middle School
38 Columbia Avenue, Prospect, CT 06712
6-82.1 mi
Woodland Regional High School
135 Back Rimmon Road, Beacon Falls, CT 06403
9-125.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Longwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/09/2025
Listed
$375,000
195.28%
MLS
4/30/1990
Sold
$127,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Longwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,643
-5%
$166,950
—
2023
$6,977
-7%
$166,950
—
2023
$7,471
42%
$166,950
51%
2022
$5,269
—
$110,350
—
2021
$5,269
—
$110,350
—
2020
$5,269
1%
$110,350
—
2019
$5,214
1%
$110,350
3%
2018
$5,159
—
$106,700
—
2017
$5,180
2%
$106,700
—
2016
$5,086
5%
$106,700
—
2015
$4,862
1%
$106,700
—
2014
$4,808
1%
$106,700
—
2011
$4,780
—
$106,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by eXp Realty, The Freedom Team of eXp Realty, Jason Arcuri

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21 Longwood Drive, Naugatuck, CT 06770 (MLS# 24138916) is a Single Family property with 5 bedrooms and 2 full bathrooms. 21 Longwood Drive is currently listed for $375,000 and was received on November 09, 2025. Want to learn more about 21 Longwood Drive? Do you have questions about finding other Single Family real estate for sale in Naugatuck? You can browse all Naugatuck real estate or contact a Coldwell Banker agent to request more information.

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