465 Winston Rd, Oakland, KY 42159
OFF MARKET

$309,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,835 sqft (on 1.60 acres)

465 Winston Rd, Oakland, KY 42159

Refinance Your Home
Currently Off Market - Sold Oct 26, 2016 for $164,000

Home Value

Trulia Estimate
$309K
Since last month
Decreased$6K (-2%)
Since last year
Decreased$600 (-0.2%)
Since last sale
Increased$146K (+89.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +114% in the last 10 years
MonthEstimated value
2026
August 2026$310K
August 2026$309K
July 2026$317K
June 2026$320K
May 2026$319K
April 2026$313K
March 2026$307K
February 2026$302K
January 2026$298K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11480 Porter Pike, Oakland, KY
0.50
Single-Family Home
$230,000
05/15/26
3
2
1,800
891 Three Forks Flatrock Rd, Oakland, KY
0.49
Single-Family Home
$117,250
05/06/26
3
2
1,478
1936 Upper Iron Bridge Rd, Oakland, KY
0.72
Single-Family Home
$250,000
06/26/26
3
2
1,248
525 Three Forks Flatrock Rd, Oakland, KY
0.72
Single-Family Home
$288,000
02/24/26
3
2
1,411
913 Upper Iron Bridge Rd, Oakland, KY
0.95
Single-Family Home
$364,900
09/24/25
3
3
1,830
264 Martinsville Rd, Oakland, KY
1.09
Single-Family Home
$265,000
04/27/26
3
2
1,475
4470 Oakland Flatrock Rd, Oakland, KY
2.08
Single-Family Home
$259,900
07/01/26
3
2
1,485
280 Louie Meeks Rd, Oakland, KY
1.28
Single-Family Home
$812,500
08/07/26
3
3
6,140
2398 Three Forks Rd, Smiths Grove, KY
2.98
Single-Family Home
$262,000
01/07/26
3
2
1,880
3701 Oakland Flatrock Rd, Oakland, KY
2.69
Single-Family Home
$315,000
02/17/26
3
2
1,340

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
891 Three Forks Flatrock Rd, Oakland, KY 42159
0.49
$161,500
3
2
1,478
For Sale
11480 Porter Pike, Oakland, KY 42159
0.50
$230,000
3
2
1,800
Recently Sold
11509 Porter Pike, Oakland, KY 42159
0.56
$194,900
3
1
765
For Sale
1936 Upper Iron Bridge Rd, Oakland, KY 42159
0.72
$250,000
3
2
1,248
Recently Sold
525 Three Forks Flatrock Rd, Oakland, KY 42159
0.72
$288,000
3
2
1,411
Recently Sold
1930 Upper Iron Bridge Rd, Oakland, KY 42159
0.74
$240,000
3
2
1,293
For Sale
10541 Smiths Grove Scottsville Rd, Oakland, KY 42159
0.83
$259,900
-
-
-
For Sale
10321 Smiths Grove Scottsville Rd, Oakland, KY 42159
0.83
$328,300
3
2
1,500
Off Market
10592 Smiths Grove Scottsville Rd, Oakland, KY 42159
0.91
$290,900
3
2
1,485
Off Market
913 Upper Iron Bridge Rd, Oakland, KY 42159
0.95
$372,500
3
2
1,830
Off Market
264 Martinsville Rd, Oakland, KY 42159
1.09
$265,000
3
2
1,475
Recently Sold

Local Information

  • Map ViewExplore the area around 465 Winston Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
1.6 acre lot
1,835 sqft
$169/sqft
Garage

About this House

This single-family home is located at 465 Winston Rd, Oakland, KY. 465 Winston Rd is in Oakland, KY and in ZIP code 42159. This property has 3 bedrooms, 2 bathrooms and approximately 1,835 sqft of floor space. This property has a lot size of 1.60 acres and was built in 1998.
465 Winston Rd, Oakland, KY 42159 is a 3 bedroom, 2 bathroom, 1,835 sqft single-family home built in 1998. It last sold for $164,000 on Oct 26, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $309,400, with a rent estimate of $1,801/month.

Home Details for 465 Winston Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Types of Rooms: Family Room

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: Concrete BlockPatio
Parking & Garage
GarageParking: Garage Attached, Garage Detached, Off Street

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1.60 acres

Price and Tax history

DateEventPrice
Oct 26, 2016
Source: N/A
Sold
$164,000

Market trends in Oakland

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
5

Around this home

What Locals Say about Oakland

At least 2 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 100 % Say kids play outside

  • 75 % Say there are sidewalks

  • 75 % Say there's holiday spirit

  • 67 % Say people would walk alone at night

  • 67 % Say there's wildlife

  • 67 % Say neighbors are friendly

  • 50 % Say it's dog friendly

  • 50 % Say they plan to stay for at least 5 years

  • 50 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Bradyounglmark
    "We have lived here over a year and the neighbors are great. The neighborhood is well cared for and the neighbors care for each other. It’s quite and safe. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 465 Winston Rd

  • What is 465 Winston Rd estimated to be worth?
    Trulia's estimated value for 465 Winston Rd in Oakland, KY is $309,400.
  • What is the price history for 465 Winston Rd?
    465 Winston Rd in Oakland, KY last sold for $164,000 in October 2016.
  • Is Oakland a buyer's or seller's market?
    Oakland is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 465 Winston Rd?
    The closest schools to 465 Winston Rd in Oakland, KY are North Warren Elementary School (Pre-K, rated 6/10), Warren East High School (rated 5/10), Warren East Middle School (rated 5/10).
  • Does 465 Winston Rd have air conditioning?
    Yes, 465 Winston Rd in Oakland, KY has air conditioning.
  • How big is the lot at 465 Winston Rd?
    The lot at 465 Winston Rd in Oakland, KY is about 1.6 acres.

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Off Market Homes Near 465 Winston Rd

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Homes for sale near 465 Winston Rd

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