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$865,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 4,225 Sq. Ft.
  • 2 Car Garage
  • Updated 2 days ago
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Oversized colonial with a unique layout, gourmet kitchen, and potential in-law setup with over 5,000 sq ft of living space. Privately set at the end of a cul-de-sac on 1.63 acres with an in-ground pool, patio, deck, koi pond, and level yard-great for outdoor living and entertaining. Features 4 bedrooms, 4 full baths, finished lower level, and detached 2-car garage. Main level includes living room with fireplace and custom woodwork, additional sitting room with fireplace, spacious dining area, kitchen with granite counters, hardwood floors, full bath, and laundry. Large family room with bar, sink, dishwasher, and fridge. Upper level includes primary suite, 2 bedrooms, plus separate-entry bedroom with full bath-suited for in-law, office, or guest use. Newer roof and furnace. A must-see in Woodbridge!

Full Property Details for 16 Diana Dr

General

  • Price: $865,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24168181
  • Updated: 4/17/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 8
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Cooktop, Electric Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

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

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main

Additional Information

  • Pool: Yes
  • Pool Description: In Ground Pool

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: New Haven
  • Driving Directions: Drive east on Center Road/CT 114. Left to Amity Road/CT 63. Right to Dillon Road. Right to Blue Trail Drive. Right to Diana Drive. Turn left to stay on Diana Drive.

School Information

  • Elementary School: Beecher Road
  • High School: Amity Regional

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: 65 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding, Brick, Wood
  • Basement Desc.: Full, Unfinished, Hatchway Access, Interior Access, Partially Finished, Liveable Space, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,225
  • Above Ground: 4,225 Sq. Ft.
  • Year Built: 1975

Lot Features

  • Lot Size (Acres): 1.63
  • Zoning: A
  • Lot Description: Fence - Partial, On Cul-De-Sac, Open Lot

Financial Considerations

  • Assessment Amount: $544,110
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1451353

Listed by Beycome of Connecticut, Steven Koleno

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Listing agent

— 16 Diana Dr —

  • Steven Koleno

    Beycome of Connecticut

Agent Contact: (804) 656-5007 Office Contact: (804) 656-5007

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 16 Diana Dr

School Districts:Regional High School District 05, Woodbridge School District
NameGradesDistance
Beecher Road School
40 Beecher Road, Woodbridge, CT 06525
K-62.6 mi
Amity Middle School: Bethany
190 Luke Hill Road, Bethany, CT 06524
7-83.4 mi
Amity Regional High School
25 Newton Road, Woodbridge, CT 06525
9-121.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16 Diana Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/17/2026
Listed
$865,000
208.93%
MLS
3/03/1987
Sold
$280,000
—
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 16 Diana Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$17,749
1%
$544,110
44%
2023
$17,560
3%
$378,210
—
2023
$17,050
3%
$378,210
—
2022
$16,554
3%
$378,210
—
2021
$16,127
3%
$378,210
—
2020
$15,707
-4%
$378,210
-7%
2019
$16,353
1%
$406,490
—
2018
$16,190
1%
$406,490
—
2017
$16,032
2%
$406,490
—
2016
$15,666
2%
$406,490
—
2015
$15,308
5%
$406,490
-2%
2014
$14,538
2%
$415,730
—
2011
$14,193
—
$415,730
—
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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NMLS#: 1598647

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Listed by Beycome of Connecticut, Steven Koleno

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16 Diana Drive, Woodbridge, CT 06525 (MLS# 24168181) is a Single Family property with 4 bedrooms and 4 full bathrooms. 16 Diana Drive is currently listed for $865,000 and was received on April 17, 2026. Want to learn more about 16 Diana Drive? Do you have questions about finding other Single Family real estate for sale in Woodbridge? You can browse all Woodbridge real estate or contact a Coldwell Banker agent to request more information.

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