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$695,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,330 Sq. Ft.
  • 1 Car Garage
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Set within the highly coveted Hillandale neighborhood, this beautiful home offers the perfect blend of location, lifestyle, and livability. Located in the Daniels Farm school district, all three schools are just moments away - along with easy access to commuter routes, shopping, and town amenities. It's truly the best of both worlds - a neighborhood setting with acre-plus zoning and a convenient central location, a rare find in Trumbull. Situated on 1.3 acres of level, usable land, the property immediately impresses with its elevated front yard, great curb appeal, and newer roof. Inside, over 2,300 square feet of living space is filled with natural light - thanks to thoughtfully placed windows that enhance every room. Classic details including chair rail, judges panels, crown molding, and a fieldstone fireplace bring timeless character and warmth throughout. Step outside and enjoy a new paver patio with a large roof overhang, ideal for outdoor dining and relaxation. The extensive exterior stonework is a true showpiece, framing the lush backyard that's perfect for play, entertaining, or quiet evenings at home. A newer above-ground pool w/ composite decking adds summer fun, and the property is complete with newer central A/C, city sewers, and pride of ownership evident throughout. This is a rare opportunity to move into Hillandale-one of Trumbull's most sought-after neighborhoods-where you can walk to Plasko's Creamery and enjoy everything this exceptional area has to offer.

Full Property Details for 75 Roosevelt Dr

General

  • Sold For: $695,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24135740
  • Added to Site: 108 day(s) ago

Interior

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

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

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

Other Rooms

  • Living Room: Living Room, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room, Main
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Above Ground Pool

Exterior

  • Exterior Features: Deck, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking: Attached Garage, Paved, Driveway

Location

  • County: Fairfield
  • Neighborhood: Hillandale
  • Driving Directions: Daniels Farm to Mohawk to Roosevelt

School Information

  • Elementary School: Daniels Farm
  • Middle School: Hillcrest
  • High School: Trumbull

Community

  • Community Name: Hillandale

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Baseboard, Hot Air, Radiator, Oil
  • Heating Fuel: Oil
  • Water Heater: 50 Gallon Tank

Utilities

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

Structural Information

  • Architectural Style: Cape Cod, Split Level
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Stone, Stucco
  • Basement Desc.: Partial, Heated, Partially Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,330
  • Above Ground: 1,732 Sq. Ft.
  • Below Ground: 598 Sq. Ft.
  • Year Built: 1949

Lot Features

  • Lot Size (Acres): 1.3
  • Driveway/Sidewalk: Private, Paved
  • Zoning: AA
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $285,670
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: See Addendum
  • Property ID: 394813

Listed by RE/MAX Right Choice, Matt Nuzie
Sold by RE/MAX Right Choice, Evan Philippopoulos

Listing agent

— 75 Roosevelt Dr —

  • Matt Nuzie

    RE/MAX Right Choice

Agent Contact: (203) 642-0341 Office Contact: (203) 268-1118

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 75 Roosevelt Dr

School District:Trumbull School District
NameGradesDistance
Daniels Farm School
710 Daniels Farm Road, Trumbull, CT 06611
K-50.4 mi
Hillcrest Middle School
530 Daniels Farm Road, Trumbull, CT 06611
6-80.9 mi
Trumbull High School
72 Strobel Road, Trumbull, CT 06611
9-120.9 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 75 Roosevelt Dr

Date
Details
Price
Change
Source
12/05/2025
Sold
$695,000
5.41%
MLS
10/30/2025
Listed
$659,333
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by RE/MAX Right Choice, Matt Nuzie
Sold by RE/MAX Right Choice, Evan Philippopoulos

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75 Roosevelt Drive, Trumbull, CT 06611 (MLS# 24135740) is a Single Family property that was sold at $695,000 on December 05, 2025. Want to learn more about 75 Roosevelt Drive? Do you have questions about finding other Single Family real estate for sale in Trumbull? You can browse all Trumbull real estate or contact a Coldwell Banker agent to request more information.