75 Roosevelt Dr

2,330 Sq. Ft.
$298 / Sq. Ft.
2,330
Sq. Ft.
$298
per Sq. Ft.

Description

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...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.
  1. Listed by Matt Nuzie • RE/MAX Right Choice
    P: (203)-642-0341 C: (203)-642-0341 matt@nuzierealty.com

Property Details for 75 Roosevelt Drive

Basement Description
Partial, Heated, Partially Finished
Direct Waterfront
No
Expected Active Date
10-30-2025
Garages Number
1
Neighborhood
Hillandale
Style
Cape Cod, Split Level
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
Yes
LISTING UPDATED: 12/05/2025 09:55 PM

Property Details for 75 Roosevelt Drive

StatusClosed
MLS #24135740
Days on Market6
Taxes$10,547 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1949
Lot Size1.30 AC / 56,628 SF
CountyFairfield County

Location

Listing Courtesy of RE/MAX Right Choice, Matt Nuzie

Sold By RE/MAX Right Choice, Evan Philippopoulos

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Building Information for 75 Roosevelt Drive

Stories-Year Built1949Building Size-Lot Size1.30 AC / 56,628 SF

Payment Calculator

$4,266 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,387

Property Taxes

$879

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 75 Roosevelt Drive

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Daniels Farm to Mohawk to Roosevelt
  • Elementary School: Daniels Farm
  • High School: Trumbull
  • Latitude: 41.272946
  • Longitude: -73.204364
  • Middle Jr High School: Hillcrest
  • Neighborhood Amenities: Health Club, Library, Park, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 1
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,547
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Patio
  • Pool Description: Above Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Baseboard, Hot Air, Radiator
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Laundry Room Info: Main Level
  • Rooms Additional: Mud Room
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 41E7A04010F9224FE0631A01100AA6CE
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exclusions: See Addendum
  • Exterior Siding: Shingle, Stone, Stucco
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1949
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Main level and second level is 1732, finished lower level is 598.
  • Sq Ft Est Heated Below Grade: 598
  • Living Area SQFT Per Public Records: 2330
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 394813
  • Sq Ft Est Heated Above Grade: 1732.0
  • Sq Ft Total: 2330.0
  • Zoning: AA
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: 50 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 75 Roosevelt Drive

DateEvent & SourcePriceAppreciation
Dec 11, 2017

Closed (Public Record)

Public Record #613017698

$419,900

+3.0% / yr

Mar 13, 1998

Closed (Public Record)

Public Record #91275404

$233,000
DateEvent & SourcePrice
12/11/2017

Closed (Public Record)

Public Record #613017698

$419,900

+3.0% / yr

03/13/1998

Closed (Public Record)

Public Record #91275404

$233,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 75 Roosevelt Drive

Taxable ValueLand$160,440Additions$125,230Total$285,670
Tax Record2024$10,547 ($879 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,330 SqFtAbove Grade Finished SqFt2,330 SqFtUnfinished Basement SqFt792 SqFtStories2Lot Size56,628 SqFtStyleSingle Family ResidenceYear Built1949ZoningAACountyFAIRFIELDAPNTRUM M:F-05 L:00090 U:000Fireplace TypeHas Fireplace

Schools near 75 Roosevelt Drive

This home is within Trumbull School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Daniels Farm School
PublicK to 5

Hillcrest Middle School
Public6 to 8

Trumbull High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX Right Choice, Matt Nuzie

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.