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Back 53 Oakland Dr
Off Market

53 Oakland Dr

Trumbull CT 06611

4
3
3
3492 sq. ft.
1.17 ac.
Single-Family
Last sold for $995,000

Overview

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.

Features

4 bedrooms
3 bathrooms
3 carspaces
3 garage spaces
3492 sq. ft. floor area
1.17 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Trumbull over the last 12 months, the estimated median property value of 53 Oakland Dr is $775k.

Median value
$775k
Estimated value range
$450k - $2.13m
Median days on market
13
Estimated value trend
1%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Trumbull. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 53 Oakland Dr

2026
Sold
$995,000
15 Jun 2026
2018
Sold
$620,000
29 Aug 2018 by Julie Carroccia, of Higgins Group Real Estate

Happy sellers in Trumbull

69%
69% of sellers in Trumbull reported that their sale price either exceeded or met their price expectations.

Trumbull stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 7 reviews in Trumbull over the last 12 months.

Local market activity for 4 bedroom single-family properties in Trumbull

In the last 12 months, 137 four-bedroom single-family properties similar to 53 Oakland Dr, have been sold.

This represents a 3% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Trumbull

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Sam Pisacreta

Sellers who recommend Sam Pisacreta have praised them for being local expert, clear communication, responsive, and patient

  •   5   (29 reviews)
  •  2 Reviews in Trumbull
  •  4 Sales in Trumbull
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John Hackett

John Hackett is a recommended agent for Trumbull.  They have 2 local sales and collected 2 local reviews across the last 12 months.

  •   4.8   (11 reviews)
  •  2 Reviews in Trumbull
  •  2 Sales in Trumbull
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Pamela Dostilio

Sellers who recommend Pamela Dostilio have praised them for being local expert, clear communication, responsive, friendly, detail-oriented, empathetic, and dedicated

  •   5   (84 reviews)
  •  2 Reviews in Trumbull
  •  1 Sale in Trumbull
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Brian Fitzgerald

Brian Fitzgerald is a recommended agent for Trumbull.  They have 4 local sales and collected 1 local review across the last 12 months.

  •   5   (1 review)
  •  1 Review in Trumbull
  •  4 Sales in Trumbull
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