Trumbull, CT / SOLD

14 Oakland DriveTrumbull, CT 06611

The buyer could have saved $2,775 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 20% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$555,000ClosedDecember 21, 2025

Our Take

14 Oakland Drive is a 1955 ranch with three bedrooms, two full baths, and a one-level layout on 0.3 acres. The home includes sun-filled rooms, hardwood floors, crown molding, a brick-fireplace living room, and a kitchen with a skylight and eating area. A deck connects to the private backyard, while the partially finished lower level adds a recreation room, full bath, laundry room, and flexible-use spaces. The property also includes a two-car garage and sits on a quiet side street in Trumbull.

14 Oakland Drive — exterior photo
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Estimated buyer rebate

The buyer could have saved $2,775 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 20% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24136348
Bedrooms
3
BathroomsBaths
2 full / 0 half
Square feet
1,647
Year built
1955
Acres
0.3
Property taxes
$8,696

July 2025-June 2026

What stands out

  • Hardwood floors and crown molding
  • Bay-windowed living room with brick fireplace
  • Kitchen with wood cabinetry and skylight
  • Deck overlooking the private backyard
  • Three bedrooms and a full bathroom
  • Lower-level rec room, full bath, and laundry
  • Two-car garage
  • Flat, shaded backyard with mature trees
Read the full listing description

**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.

Schools

Elementary
Jane Ryan
Middle
Madison
High
Trumbull

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$555,000
Original list price$499,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $555,000 closed price × assumed 2.5% buyer-agent commission × 20% rebate = $2,775. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by William Raveis Real Estate · (203) 255-6841

Sarah Pritchard Provenzano

SmartMLS · Listing #24136348 · Closed

Listing data checked: Sep 26, 2026, 12:23 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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