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.
Sold for $995,000
$995,000
53 Oakland Drive, Trumbull, CT 06611
4beds
3,492sqft
Single Family Residence
Built in 1996
1.17 Acres Lot
$1,001,500 Zestimate®
$285/sqft
$6,420 Estimated rent
Home value
$1,001,500
$901,000 - $1.11M
$6,420/mo
Zestimate® history
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List your homeWhat's special
Cozy fireplaceOutdoor fireplacePicturesque pondBluestone patioPrivate officeMedia roomLarge backyard shed
Zillow last checked:
Listing updated:
Listed by:
Tyler Toren (610)301-1079,
Compass Connecticut, LLC 203-343-0141
Bought with:
Holli Shanbrom, RES.0793728
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24167633
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Gym
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Family room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Office
- Level: Lower
Rec play room
- Level: Lower
Heating
- Heat Pump, Forced Air, Solar, Zoned, Electric, Propane
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
- Laundry: Upper Level, Mud Room
Features
- Entrance Foyer, Smart Thermostat
- Basement: Full,Heated,Finished,Cooled
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 3,492
- Total interior livable area: 3,492 sqft
- Finished area above ground: 2,471
- Finished area below ground: 1,021
Property
Parking
- Total spaces: 3
- Parking features: Carport, Attached, Garage Door Opener
- Attached garage spaces: 3
- Has carport: Yes
Features
- Patio & porch: Patio
- Exterior features: Lighting, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Pond, Access
Lot
- Size: 1.17 Acres
- Features: Wooded, Level
Details
- Additional structures: Shed(s)
- Parcel number: 390534
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy generation: Solar
Community & HOA
Community
- Features: Golf, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
- Subdivision: Long Hill
HOA
- Has HOA: No
Location
- Region: Trumbull
Financial & listing details
- Price per square foot: $285/sqft
- Tax assessed value: $425,250
- Annual tax amount: $15,626
- Date on market: 4/23/2026
Price history
| Date | Event | Price |
|---|---|---|
| 6/15/2026 | Sold | $995,000$285/sqft |
Source:  Smart MLS #24167633 Report a problem | ||
| 6/11/2026 | Pending sale | $995,000$285/sqft |
Source: Smart MLS #24167633 Report a problem | ||
| 4/23/2026 | Listed for sale | $995,000+60.5%$285/sqft |
Source: Smart MLS #24167633 Report a problem | ||
| 8/29/2018 | Sold | $620,000-3%$178/sqft |
Source: Smart MLS #170081744 Report a problem | ||
| 7/26/2018 | Pending sale | $639,500$183/sqft |
Source: Higgins Group Real Estate #170081744 Report a problem | ||
| 6/27/2018 | Price change | $639,500-0.1%$183/sqft |
Source: Higgins Group Real Estate #170081744 Report a problem | ||
| 6/6/2018 | Price change | $639,900-1.5%$183/sqft |
Source: Higgins Group Real Estate #170081744 Report a problem | ||
| 5/24/2018 | Price change | $649,500-0.1%$186/sqft |
Source: Higgins Group Real Estate #170081744 Report a problem | ||
| 5/16/2018 | Price change | $649,900-2.3%$186/sqft |
Source: Higgins Group Real Estate #170081744 Report a problem | ||
| 4/3/2018 | Listed for sale | $664,900+4.7%$190/sqft |
Source: Higgins Group Real Estate #170058117 Report a problem | ||
| 7/15/2005 | Sold | $635,000$182/sqft |
Source: Smart MLS #98234609 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,626 +2.9% | $425,250 |
| 2024 | $15,184 +1.6% | $425,250 |
| 2023 | $14,942 +1.6% | $425,250 |
| 2022 | $14,701 +11.4% | $425,250 +17.2% |
| 2021 | $13,198 +2% | $362,950 |
| 2020 | $12,944 +11.3% | $362,950 +8.8% |
| 2018 | $11,632 +1.9% | $333,620 |
| 2017 | $11,416 +2.6% | $333,620 |
| 2016 | $11,123 | $333,620 |
Find assessor info on the county website
Neighborhood: Long Hill
Nearby homes
- $563,9003 bd1 ba1.5k sqft64 Ridgeview Ave, Trumbull, CT 06611Off Market
- $584,6003 bd2 ba1.4k sqft60 Ridgeview Ave, Trumbull, CT 06611Off Market
- $675,0003 bd2 ba1.5k sqft78 Clemens Ave, Trumbull, CT 06611Off Market
- $564,8003 bd1 ba1.4k sqft51 Oakland Dr, Trumbull, CT 06611Off Market
- $727,5003 bd2 ba1.4k sqft52 Ridgeview Ave, Trumbull, CT 06611Off Market
- $568,4003 bd1 ba1.3k sqft68 Ridgeview Ave, Trumbull, CT 06611Off Market
- $15,190-- bd-- ba-- sqft53 Oakland Dr, Trumbull, CT 06611Off Market
- $508,6002 bd1 ba1.1k sqft63 Oakland Dr, Trumbull, CT 06611Off Market
Nearby schools
GreatSchools rating
- 9/10Jane Ryan SchoolGrades: K-5Distance: 0.9 mi
- 8/10Madison Middle SchoolGrades: 6-8Distance: 1.3 mi
- 10/10Trumbull High SchoolGrades: 9-12Distance: 2 mi
Schools provided by the listing agent
- Elementary: Jane Ryan
- Middle: Madison
- High: Trumbull
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Trumbull
- 06611
- Long Hill
- 53 Oakland Drive
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