$499,000
UNDER CONTRACT

14 Oakland Dr Trumbull, CT 06611

Estimated payment $3,361/month

Total Views 3,192
3 Beds
2 Baths
1,647 Sq Ft
$303 Price per Sq Ft

Highlights

  • Deck
  • Ranch Style House
  • 1 Fireplace
  • Jane Ryan School Rated A
  • Attic
  • Crown Molding

About This Home

**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.

Listing Agent

Sarah Pritchard

William Raveis Real Estate Brokerage Phone: (203) 414-5571 License #RES.0792615 Listed on: 10/29/2025

William Raveis Real Estate

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,696

Year Built

  • Built in 1955

Lot Details

  • 0.3 Acre Lot
  • Level Lot

Home Design

  • Ranch Style House
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • Crown Molding
  • Ceiling Fan
  • 1 Fireplace
  • Pull Down Stairs to Attic

Kitchen

  • Oven or Range
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 2 Full Bathrooms

Laundry

  • Laundry Room
  • Laundry on lower level
  • Dryer
  • Washer

Partially Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Interior Basement Entry
  • Sump Pump
  • Basement Storage

Parking

  • 2 Car Garage
  • Parking Deck

Outdoor Features

  • Deck
  • Exterior Lighting
  • Rain Gutters

Location

  • Property is near shops
  • Property is near a golf course

Schools

  • Jane Ryan Elementary School
  • Madison Middle School
  • Trumbull High School

Utilities

  • Central Air
  • Hot Water Heating System
  • Heating System Uses Oil
  • Hot Water Circulator
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 392250

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,696

Year Built

Built in 1955

Lot Details

0

Listing Details

  • Neighborhood: Long Hill
  • Property Type: Single Family For Sale
  • Style: Ranch
  • Sq Ft Est Heated Above Grade: 1148
  • Sq Ft Est Heated Below Grade: 499
  • Total Sq Ft: 1647
  • Year Built: 1955
  • New Construction: No/Resale
  • Nearby Amenities: Basketball Court, Golf Course, Lake, Library, Park, Public Rec Facilities, Shopping/Mall, Tennis Courts
  • Remarks Public Addendum: LOWER LEVEL SQUARE FOOTAGE IS FINISHED BUT NOT HEATED
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Main Street to Oakland Drive. House on right.
  • Street Type: Drive
  • Office Attribution Contact: (203) 255-6841
  • Reserve Prospect: No
  • Special Features: UnderContract
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Fireplaces: 1
  • Attic Description: Pull-Down Stairs
  • Basement Description: Full, Sump Pump, Storage, Interior Access, Partially Finished, Liveable Space, Full With Walk-Out
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Laundry Room Location: Lower level
  • Laundry Room Info: Lower Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Deck, Gutters, Lighting
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Hot Water
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Upright Tank, 40 Gallon Tank
  • Water Source: Public Water Connected
  • Sewer: Public Sewer Connected

Lot Info

  • Acres: 0.3
  • Lot Description: Level Lot
  • Zoning: A
  • Parcel #: 392250

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 8696

MLS Schools

  • Elementary School: Jane Ryan
  • Middle Jr High School: Madison
  • High School: Trumbull

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,696 $236,670 $142,730 $93,940
2024 $8,451 $236,670 $142,730 $93,940
2023 $8,316 $236,670 $142,730 $93,940
2022 $8,182 $236,670 $142,730 $93,940
2021 $7,066 $194,320 $118,930 $75,390
2020 $6,930 $194,320 $118,930 $75,390
2018 $6,775 $194,320 $118,930 $75,390
2017 $6,650 $194,320 $118,930 $75,390
2016 $6,479 $194,320 $118,930 $75,390
2015 $6,543 $195,500 $118,900 $76,600
2014 $6,405 $195,500 $118,900 $76,600
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
10/29/2025 10/29/25 For Sale $499,000 -- $303 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Deed -- --
Source: Public Records

Source: SmartMLS

MLS Number: 24136348

SmartMLS

APN: TRUM-000005E-000000-000047