14 Oakland Drive
Trumbull, CT, 06611 $ 499,000
Bedrooms3 Baths2.0 Sq 1,647 Monthly Estimate*
$ 3,113
for $499,000 with 3 bedrooms and 2 full baths. This 1,647 square foot home was built in 1955 on a lot size of 0.3.
**HIGHEST & BEST OFFERS DUE TUES, NOV 4 @ 12PM** Looking for the perfect blend of comfort, convenience, and one level living? This beautifully maintained ranch is situated on a quiet side street in one of Trumbull's most desirable neighborhoods and is the perfect place to call home! 14 Oakland Drive welcomes you with sun-filled rooms, gleaming hardwood floors, crown molding, and a sense of warmth throughout. Sunlight pours in through the bay window, illuminating the living room with hardwood floors and a brick fireplace. Seamless flow brings you into the dining room, ideal for everyday living or entertaining. The kitchen features wood cabinetry, a skylight and an eating area. Access to the deck overlooking the private backyard offers an easy connection between indoor/outdoor living. Down the hall, you will find 3 bedrooms and a full bathroom. The partially finished LL features a large rec room, full bath, laundry room, and two multi-purpose spaces - think home office, gym, playroom, or guest suite. A two car garage completes this home. The flat, shaded backyard is perfect for relaxing during spring, summer and autumn nights or for hosting parties, enhanced by the pretty backdrop of mature trees & beautiful landscaping. Set in a peaceful neighborhood minutes to schools, hiking trails, parks, restaurants, highway. 14 Oakland Drive has been loved by the owners for 60 years and is waiting for you to put your own personal touch on it and make memories for years to come. LOWER LEVEL SQUARE FOOTAGE IS FINISHED BUT NOT HEATED
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FeaturesGeneralZoning A
Neighborhood Long Hill
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract - Continue to Show
Acres 0.3
Directions Main Street to Oakland Drive. House on right.
High School Trumbull
City Trumbull
Elementary School Jane Ryan
Sq Ft Total 1647
DOM 8
Year Built 1955
Style Ranch
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Central Air
Total Rooms 6
Basement Description Full Sump Pump Storage Interior Access Partially Finished Liveable Space Full With Walk-Out
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList BySarah Pritchard ProvenzanoListing Agent
William Raveis Real EstateBroker
Sarah@PritchardHomesTeam.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,113
- Monthly Property Taxes
- $725
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Trumbull, CT
Average List Price $768,824
Percent of Sale Price 54%
About Trumbull, CT 35,851 Population
5% Since 2002
$ 113,771 Median Income
46.28 Median Age
38% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042209 Elementary School
1232902 Middle School
Trumbull High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/29/2025 | $499,000 | | Listed Price |