53 Oakland Drive Trumbull, CT $ 995,000
53 Oakland Drive
$ 995,000
Recently Listed
Open House 4/26 2pm - 4pm
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53 Oakland Drive

Trumbull, CT, 06611
$ 995,000
Bedrooms4 Baths2.1 Sq 3,492

Monthly Estimate*

$ 6,126

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Single Family Home for sale in Trumbull, CT

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

Single Family Active

Price

$ 995,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 15,626

Style

Lot Size

1.17

Year Built

1996

Town/City

Trumbull

MLS | Web ID

24167633

Features
General
Zoning 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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Interior
Cooling System Central Air Zoned
Total Rooms 8
Basement Description Full Heated Fully Finished Cooled
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Exterior
Water Source Public Water Connected
Lot Description Treed Level Lot Water View
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* Excluded Features
List By
Tyler Toren

Listing Agent

Compass Connecticut, Llc

Broker

tyler.toren@compass.com

Email

Affordability Calculator

$7,429
Per Month
82%
18%
0%
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.
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Nearby
3042209 Elementary School
1232902 Middle School
Trumbull High School High School
Pricing History
DatePricePrice ChangeDescription
4/23/2026$995,000 Listed Price

Map


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53 Oakland Drive, Trumbull, CT, 06611 is a Single Family Home for sale at $995,000 with 3,492 sqft and a lot size of 1.17. 53 Oakland Drive has 4 bedrooms, 2.1 baths, and was built in 1996. The property's zip code is 06611 which is in Trumbull, CT