Recently Listed Open House 4/26 2pm - 4pm
53 Oakland Drive
Trumbull, CT, 06611 $ 995,000
Bedrooms4 Baths2.1 Sq 3,492 Monthly Estimate*
$ 6,126
for $995,000 with 4 bedrooms and 2 full baths, 1 half bath. This 3,492 square foot home was built in 1996 on a lot size of 1.17.
Thoughtfully updated over the past four years, this exceptional four-bedroom Colonial offers a private, resort-like setting. The expansive, level property is a true outdoor oasis, featuring a picturesque pond, heated Gunite pool and spa, bluestone patio, pergola, outdoor fireplace, and a dedicated dining and grilling area. Inside, a bright, open floor plan enhances the home's inviting atmosphere. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous pantry, flowing seamlessly into a spacious family room with a cozy fireplace. Formal living and dining rooms showcase beautiful hardwood floors. Upstairs, all bedrooms are generously sized with ample closet space. The renovated primary and hall bathrooms offer a luxurious touch with radiant heated floors. The finished lower level provides versatile living space, including a media room, private office, and home gym. An attached two-car garage with built-in storage and a large backyard shed add convenience and functionality. Energy efficiency is a standout feature with newly installed heat pump, tankless hot water, enhanced insulation, owned solar panels, and a 14KW generator. An additional upgrade is the 50-year architectural roof (just 4 years old). The property is minutes away from shopping, the town library and school system. This is a rare opportunity to own a meticulously maintained home with exceptional indoor and outdoor living.
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Open House
4/26/2026 2:00 PM - 4:00 PM
53 Oakland Drive Trumbull, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning A
Neighborhood Long Hill
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.17
Directions Main Street to Oakland Drive
High School Trumbull
City Trumbull
Elementary School Jane Ryan
Sq Ft Total 3492
DOM 0
Year Built 1996
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated Spa In Ground Pool
Energy Features Active Solar
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InteriorCooling System Central Air Zoned
Total Rooms 8
Basement Description Full Heated Fully Finished Cooled
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ExteriorWater Source Public Water Connected
Lot Description Treed Level Lot Water View
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* Excluded FeaturesList ByCompass Connecticut, LlcBroker
tyler.toren@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $6,126
- Monthly Property Taxes
- $1,302
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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 $825,554
Percent of Sale Price 17%
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 |
|---|
| 4/23/2026 | $995,000 | | Listed Price |