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$449,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,590 Sq. Ft.
  • Updated 2 days ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 1/17 12:00 PM - 2:00 PM

104 Sperry Drive,Guilford, CT 06437

104 Sperry DriveGuilfordCT06437

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Welcome to 104 Sperry Drive-a timeless ranch that's ready to write its next chapter. This spacious home with great bones, unique features, and endless potential offers the perfect opportunity to breathe new life into it. The perfect blank canvas to make your own! As you step inside, you'll find wonderfully-preserved hardwood floors throughout the main floor. A large living room features a wood-burning fireplace and an abundance of natural light, perfect for plants and pets who enjoy lazing around in the sun. The eat-in kitchen and formal dining room offer plenty of room for family gatherings, while 3 generously-sized bedrooms provide ample living and closet space. The primary suite features skylights, vaulted ceilings and access to a private deck, creating a bright and inviting retreat. Downstairs, the finished basement includes a large recreation room with bar and a second wood-burning fireplace, second full bathroom, and a storage room that can easily be converted back into a one-car garage (as it was previously), offering flexibility for your lifestyle needs. Outside, enjoy a brand-new roof, two driveways for ample parking, and a level lot on a quiet street. The backyard is a gardener's dream, offering a private oasis that's ready to be brought back to its original beauty, plus a natural haven for observing birds and wildlife. Don't miss this incredible opportunity to customize and restore a truly special property to its full potential. Home is being sold "As Is".

Full Property Details for 104 Sperry Dr

General

  • Price: $449,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24148684
  • Updated: 1/13/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 7
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Stall Shower, Lower

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Skylight, Vaulted Ceiling, Balcony/Deck, Ceiling Fan, Walk-In Closet, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Hardwood Floor, Main
  • Bedroom 2: Bedroom - Hardwood Floor, Main

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Balcony/Deck, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Wet Bar, Fireplace, Lower
  • Rec Room: Wet Bar, Fireplace, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Shed, Awnings, Deck
  • Color: White

Location

  • County: New Haven
  • Driving Directions: Goose Ln to Boston St to Sperry

School Information

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

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Fully Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,590
  • Above Ground: 1,590 Sq. Ft.
  • Year Built: 1955

Lot Features

  • Lot Size (Acres): 0.84
  • Zoning: R-3
  • Lot Description: Level Lot, Sloping Lot

Financial Considerations

  • Assessment Amount: $270,690
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1119421

Listed by Preston Gray Real Estate, Gina Williams and Preston Gray Real Estate, Anthony Cali

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Listing agents

— 104 Sperry Dr —

  • Gina Williams

    Preston Gray Real Estate

  • Anthony Cali

    Preston Gray Real Estate

Agent Contact: (203) 856-5942 Office Contact: (475) 269-5100

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 104 Sperry Dr

School District:Guilford School District
NameGradesDistance
Calvin Leete School
280 South Union Street, Guilford, CT 06437
K-40.5 mi
E. C. Adams Middle School
233 Church Street, Guilford, CT 06437
7-81.4 mi
Guilford High School
605 New England Road, Guilford, CT 06437
9-123.4 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 104 Sperry Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/13/2026
Listed
$449,900
462.38%
MLS
11/06/1996
Sold
$80,000
—
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 104 Sperry Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,485
4%
$270,690
—
2023
$7,195
3%
$270,690
—
2023
$7,005
20%
$270,690
54%
2022
$5,835
2%
$175,490
—
2021
$5,724
1%
$175,490
—
2020
$5,670
1%
$175,490
—
2019
$5,621
2%
$175,490
—
2018
$5,489
-1%
$175,490
-7%
2017
$5,569
2%
$189,670
—
2016
$5,438
2%
$189,670
—
2015
$5,356
3%
$189,670
—
2014
$5,201
-3%
$189,670
-19%
2011
$5,389
—
$233,700
—
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 Preston Gray Real Estate, Gina Williams and Preston Gray Real Estate, Anthony Cali

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104 Sperry Drive, Guilford, CT 06437 (MLS# 24148684) is a Single Family property with 3 bedrooms and 2 full bathrooms. 104 Sperry Drive is currently listed for $449,900 and was received on January 13, 2026. Want to learn more about 104 Sperry Drive? Do you have questions about finding other Single Family real estate for sale in Guilford? You can browse all Guilford real estate or contact a Coldwell Banker agent to request more information.

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