75 Roosevelt Drive
Trumbull, CT 06611
Daniels Farm
3 Beds
2 Baths
2,330 sqft (on 1.30 acres)
$695,000
Last Sold: Dec 5, 2025
5% over list $659K
$298/sqft
Est. Refi. Payment $4,565/mo*
$695,000
Last Sold: Dec 5, 2025
5% over list $659K
$298/sqft
Est. Refi. Payment $4,565/mo*
3 Beds
2 Baths
2,330 sqft
(on 1.30 acres)
Local Information
- Map ViewExplore the area around 75 Roosevelt Drive.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
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 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.
75 Roosevelt Drive, Trumbull, CT 06611 is a 3 bedroom, 2 bathroom, 2,330 sqft single-family home in Daniels Farm, built in 1949. It last sold for $695,000 on Dec 5, 2025 (5% above the $659,333 asking price). It is currently off market. The Trulia Estimate is $727,800, with a rent estimate of $3,869/month.
Home Highlights
Parking
1 Car Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$298/sqft
Listed
180+ days ago
Home Details for 75 Roosevelt Drive
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Interior Details Basement: Partial,Heated,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 2330 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main Level,Mud RoomRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Forced Air,Radiator,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Levels, Entrance, & Accessibility Levels: Multi/Split |
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Exterior Home Features Roof: AsphaltPatio / Porch: Deck, PatioFoundation: Concrete PerimeterHas a Private Pool |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Attached,Paved,Driveway,Private |
Pool Pool: Above GroundPool |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 1732 Square FeetFinished Area (below surface): 598 Square Feet |
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Year Built Year Built: 1949 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod,Split Level |
Building Construction Materials: Shingle Siding, Stone, StuccoNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: See AddendumParcel Number: 394813 |
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Price List Price: $659,333Price Per Sqft: $298/sqft |
Status Change & Dates Off Market Date: Wed Nov 05 2025Possession Timing: At Close |
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MLS Status: Closed |
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Direction & Address City: TrumbullCommunity: Hillandale |
School Information Elementary School: Daniels FarmJr High / Middle School: HillcrestHigh School: Trumbull |
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Building Area Building Area: 2330 Square Feet |
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Community Features: Health Club, Library, Park, Tennis Court(s) |
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No HOA |
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Lot Area: 1.3 Acres |
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BasementMls Number: 24135740Attic: Access Via HatchAttribution Contact: (203) 642-0341Above Grade Unfinished Area: 1732Activation Date: Thu Oct 30 2025 |
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Health ClubLibraryParkTennis Court(s) |
Last check for updates: about 2 hours ago
Listed by Matt Nuzie, (203) 642-0341
RE/MAX Right Choice, (203) 268-1118
Bought with: Evan Philippopoulos, (203) 273-5484, RE/MAX Right Choice, (203) 614-8711
Source: Smart MLS, MLS#24135740
Price History for 75 Roosevelt Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 12/05/2025 | $695,000 | Sold | Smart MLS #24135740 |
| 11/19/2025 | $659,333 | Pending | Smart MLS #24135740 |
| 10/30/2025 | $659,333 | Listed For Sale | Smart MLS #24135740 |
| 12/08/2017 | $419,900 | Sold | Smart MLS #170012266 |
| 10/04/2017 | $419,000 | Listed For Sale | Agent Provided |
| 03/13/1998 | $233,000 | Sold | Smart MLS #98001198 |
Market trends in Trumbull
Last updated June 2026
Avg. sale price
$653K
Sale-to-List Price
103.8%
Price per sq ft
$309
Available listings
88
14MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $10,547 |
| Assessment | $285,670 |
Home facts updated by county records
Comparable Sales for 75 Roosevelt Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.27 | Single-Family Home | $630,000 | 10/31/25 | 4 | 2 | 1,960 | |
0.39 | Single-Family Home | $695,000 | 08/22/25 | 3 | 2 | 1,560 | |
0.37 | Single-Family Home | $552,000 | 08/22/25 | 3 | 1.5 | 1,686 | |
0.23 | Single-Family Home | $750,000 | 10/14/25 | 4 | 2.5 | 4,074 | |
0.19 | Single-Family Home | $1,075,000 | 06/29/26 | 4 | 2.5 | 3,096 | |
0.36 | Single-Family Home | $860,000 | 08/08/25 | 3 | 3 | 1,992 | |
0.33 | Single-Family Home | $886,000 | 02/02/26 | 4 | 3 | 2,926 | |
0.38 | Single-Family Home | $750,000 | 10/22/25 | 4 | 2.5 | 2,325 | |
0.38 | Single-Family Home | $630,000 | 03/23/26 | 3 | 2 | 1,887 |
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Assigned Schools
These are the assigned schools for 75 Roosevelt Drive.
- Daniels Farm School
- K-5
- Public
- 484 Students
10/10GreatSchools RatingParent Rating AverageMy daughter has been attending DFS since kindergarten. She is now in the fourth grade. We and her absolutely love this school. For example, she was excelling in a certain area of study and was put in an enrichment class to meet her aptitude. We love the teachers, she cannot wait to get up and go to school. She is very happy here!Parent Review12y ago - Hillcrest Middle School
- 6-8
- Public
- 792 Students
9/10GreatSchools RatingParent Rating AverageNearly killed myself because of how godawful this is. The kids are all racist and call you slurs while talking about how pedophilia is cool, one of the teachers praised hitler in the middle of class, and there’s zero mental health precautions except for a few posters tacked up. Had to switch to homeschooling because of how bad my depression got. This school would be okay if they fired a few of the teachers who just bully kids for no reason and if they ACTUALLY enforced their rules on hate speech.Student Review8mo ago - Trumbull High School
- 9-12
- Public
- 2152 Students
10/10GreatSchools RatingParent Rating Averageterrible school always looking to get the kids who have a reputation into trouble, i’ve been searched over 7 times at this school and none of the time was there ever any contraband on me. From dean down to the police stationed there it is terrible and needs a lot of work, they discriminate against people based on their reputation and are more worried about how they look compared to how the kids are prepared for the next step.Student Review2y ago 
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Neighborhood Overview
Neighborhood stats provided by third party data sources.
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