Recently Viewed Properties
See This Home
Save This Listing
Close

$490,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,160 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
If you have been looking for a magnificent home in the Live Oaks/Foran High district, look no further. 35 Whippoorwill Dr Is the location you have been waiting for. This home needs some TLC, but with 2100+sf to work with, that's as easy task because this one is priced to sell. This 3-bedroom 3 full bath home has plenty of room for the entire family. The oversized primary bedroom has a full bath, and the other 2 bedrooms are big enough for queen sets. There are hard wood floors just about through the entire home. Off the kitchen is the dining room and off the back, is a beautiful screened in porch with tons of wildlife to watch for those days and nights of much needed serenity. Above the garage is more living space, and another full bath. With built-in shelving and hardwood floors, it can be an in-law suite or a perfect great room to entertain or watch the big game!! An attached 2 car garage and a blank slate in the basement round out this home. Now the yard and location...A nice flat yard perfect to add the built in pool and enjoy a BBQ with the family. Less than a mile walk to Woodmont Beaches, schools, shopping, and a 2-minute drive to I95. Make your appointment before you miss your opportunity to live in beautiful Milford Ct. This home is being sold AS-Is where is

Full Property Details for 35 Whippoorwill Dr

General

  • Sold For: $490,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24126744
  • Added to Site: 130 day(s) ago

Interior

  • Number of Rooms: 7
  • Rooms/Areas: Bonus Room
  • Appliances: Oven/Range, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Full Bath, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Pellet Stove, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen, Main
  • Dining Room: Dining Room, Main
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Porch-Enclosed, Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking: Attached Garage, Paved, Driveway

Location

  • County: New Haven
  • Driving Directions: GPS.

School Information

  • Elementary School: Live Oaks
  • High School: Joseph A. Foran

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air, Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Public Sewer Connected, Public Sewer In Street
  • Water: Public Water Connected, Public Water In Street

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,160
  • Above Ground: 2,116 Sq. Ft.
  • Below Ground: 1,044 Sq. Ft.
  • Year Built: 1965

Lot Features

  • Lot Size (Acres): 0.42
  • Driveway/Sidewalk: Private
  • Zoning: R18
  • Lot Description: Lightly Wooded

Water Features

  • Water Front Desc.: Walk to Water, Beach Rights, Access

Financial Considerations

  • Assessment Amount: $275,600
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1215380

Meet the listing and selling agents

Meet the listing and selling agents
— 35 Whippoorwill Dr —

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 35 Whippoorwill Dr

School District:Milford School District
NameGradesDistance
Live Oaks School
575 Merwin Avenue, Milford, CT 06460
K-20.6 mi
East Shore Middle School
240 Chapel Street, Milford, CT 06460
6-80.6 mi
Joseph A. Foran High School
80 Foran Road, Milford, CT 06460
9-121.1 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 35 Whippoorwill Dr

Date
Details
Price
Change
Source
12/18/2025
Sold
$490,000
-1.8%
MLS
10/28/2025
Price Reduced
$499,000
-9.11%
MLS
10/16/2025
Listed
$549,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 35 Whippoorwill Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

76 Meadowside Rd, Milford, CT 06460 - Photo 1 Just Listed
$489,900

76 Meadowside Rd  Milford, CT 06460

  • Single Family
  • Active
  • Updated 19 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,620
    Sq. Ft.
Listed by The Lage Team at Coldwell Banker Realty (203) 521-7757
96 Medford St, West Haven, CT 06516 - Photo 1
$495,000

96 Medford St  West Haven, CT 06516

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 1,242
    Sq. Ft.
Listed by LAER Realty Partners
38 Wayland Rd, Milford, CT 06460 - Photo 1 Just Listed
$489,900

38 Wayland Rd  Milford, CT 06460

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,636
    Sq. Ft.
Listed by Joy Real Estate
588 Summit Dr, Orange, CT 06477 - Photo 1
$475,000

588 Summit Dr  Orange, CT 06477

  • Single Family
  • Active
  • 3
    Beds
  • 1
    Total Bath
  • 2,262
    Sq. Ft.
Listed by Calcagni Real Estate

Just Listed near 35 Whippoorwill Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

489 Derby-Milford Rd, Orange, CT 06477 - Photo 1 Just Listed
$699,000

489 Derby-Milford Rd  Orange, CT 06477

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,888
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
941 Garden Rd, Orange, CT 06477 - Photo 1 Just Listed
$699,000
Open House

941 Garden Rd  Orange, CT 06477

  • Single Family
  • Active
  • Updated 12 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,292
    Sq. Ft.
Listed by RE/MAX Right Choice
260 Overland Dr, Stratford, CT 06614 - Photo 1 Just Listed
$475,000
Open House

260 Overland Dr  Stratford, CT 06614

  • Single Family
  • Active
  • Updated 19 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,352
    Sq. Ft.
Listed by The Lewis Team at Coldwell Banker Realty (203) 610-9670
19 Wooster Ave, Stratford, CT 06615 - Photo 1 Just Listed
$280,000

19 Wooster Ave  Stratford, CT 06615

  • Duplex
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 952
    Sq. Ft.
Listed by Eaddy Associates

Price Reduced near 35 Whippoorwill Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

919 Stratford Ave, Stratford, CT 06615 - Photo 1 Price Reduced
-$100 (-6.25%)
$1,500

919 Stratford Ave  #STE 7  Stratford, CT 06615

  • Commercial Lease
  • Active
Listed by The Lewis Team at Coldwell Banker Realty (203) 610-9670
1121 Success Ave, Stratford, CT 06614 - Photo 1 Price Reduced
-$8,000 (-11.44%)
$61,900

1121 Success Ave  Stratford, CT 06614

  • Co-op
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 708
    Sq. Ft.
Listed by William Raveis Real Estate
6 Chaucer Dr, Shelton, CT 06484 - Photo 1 Price Reduced
-$10,000 (-1.57%)
$625,000
Open House

6 Chaucer Dr  Shelton, CT 06484

  • Single Family
  • Active
  • Updated 4 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,288
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
145 Canal St, Shelton, CT 06484 - Photo 1 Price Reduced
-$5,001 (-1.49%)
$329,999

145 Canal St  #314  Shelton, CT 06484

  • Apartment
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,250
    Sq. Ft.
Listed by HomeSmart Homes and Estates

Recent Sales near 35 Whippoorwill Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

18 Kenwood Rd, Milford, CT 06460 - Photo 1 Sold
$549,000

18 Kenwood Rd  Milford, CT 06460

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,712
    Sq. Ft.
Listed by Keller Williams Realty
Sold by Preston Gray Real Estate
44 Columbia Dr, Milford, CT 06460 - Photo 1 Sold
$435,000

44 Columbia Dr  Milford, CT 06460

  • Single Family
  • Closed
  • 3
    Beds
  • 1
    Total Bath
  • 1,248
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by Carl Guild & Associates
17 Chelsea Cir, Milford, CT 06460 - Photo 1 Sold
$535,000

17 Chelsea Cir  Milford, CT 06460

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,132
    Sq. Ft.
Listed by Carbutti & Co., Realtors
Sold by Colleen Zacarelli
84 Dalton Rd, Milford, CT 06460 - Photo 1 Sold
$555,000

84 Dalton Rd  Milford, CT 06460

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,400
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
Sold by Venture Real Estate, Inc.

35 Whippoorwill Drive, Milford, CT 06460 (MLS# 24126744) is a Single Family property that was sold at $490,000 on December 18, 2025. This property was listed by Sandy Burnell from our Milford Office.Want to learn more about 35 Whippoorwill Drive? Do you have questions about finding other Single Family real estate for sale in Milford? You can browse all Milford real estate or contact a Coldwell Banker agent to request more information.