633 Winston Rd, Oakland, KY 42159
OFF MARKET

$765,500

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,249 sqft (on 33 acres)

633 Winston Rd, Oakland, KY 42159

Refinance Your Home
Currently Off Market - Sold Apr 21, 2016 for $400,000

Home Value

Trulia Estimate
$766K
Since last month
Decreased$7K (-0.9%)
Since last year
Decreased$22K (-2.8%)
Since last sale
Increased$366K (+91.5%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$766K
August 2026$764K
July 2026$773K
June 2026$790K
May 2026$780K
April 2026$764K
March 2026$768K
February 2026$757K
January 2026$760K
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
0.65
Single-Family Home
$230,000
05/15/26
3
2
1,800
891 Three Forks Flatrock Rd, Oakland, KY
0.39
Single-Family Home
$117,250
05/06/26
3
2
1,478
913 Upper Iron Bridge Rd, Oakland, KY
0.99
Single-Family Home
$364,900
09/24/25
3
3
1,830
525 Three Forks Flatrock Rd, Oakland, KY
0.74
Single-Family Home
$288,000
02/24/26
3
2
1,411
1936 Upper Iron Bridge Rd, Oakland, KY
0.70
Single-Family Home
$250,000
06/26/26
3
2
1,248
280 Louie Meeks Rd, Oakland, KY
1.38
Single-Family Home
$812,500
08/07/26
3
3
6,140
264 Martinsville Rd, Oakland, KY
1.25
Single-Family Home
$265,000
04/27/26
3
2
1,475
422 Cate Ln, Smiths Grove, KY
2.62
Single-Family Home
$500,000
09/18/25
3
3
2,682
4470 Oakland Flatrock Rd, Oakland, KY
1.94
Single-Family Home
$259,900
07/01/26
3
2
1,485
3701 Oakland Flatrock Rd, Oakland, KY
2.53
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
0.38
$161,500
3
2
1,478
For Sale
11480 Porter Pike, Oakland, KY 42159
0.65
$230,000
3
2
1,800
Recently Sold
1936 Upper Iron Bridge Rd, Oakland, KY 42159
0.70
$250,000
3
2
1,248
Recently Sold
1930 Upper Iron Bridge Rd, Oakland, KY 42159
0.72
$240,000
3
2
1,293
For Sale
11509 Porter Pike, Oakland, KY 42159
0.71
$194,900
3
1
765
For Sale
525 Three Forks Flatrock Rd, Oakland, KY 42159
0.74
$288,000
3
2
1,411
Recently Sold
10321 Smiths Grove Scottsville Rd, Oakland, KY 42159
0.94
$328,300
3
2
1,500
Off Market
10541 Smiths Grove Scottsville Rd, Oakland, KY 42159
0.95
$259,900
-
-
-
For Sale
913 Upper Iron Bridge Rd, Oakland, KY 42159
0.99
$372,500
3
2
1,830
Off Market
10592 Smiths Grove Scottsville Rd, Oakland, KY 42159
1.04
$290,900
3
2
1,485
Off Market
5999 Gotts Hydro Rd S, Smiths Grove, KY 42171
1.30
$174,300
3
2
1,621
Off Market

Local Information

  • Map ViewExplore the area around 633 Winston Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2001
33 acre lot
3,249 sqft
$236/sqft
Garage

About this House

Home and 33 acres; beautiful home in fabulous condition. Hardwood floors; granite counter tops; many amenities. Over 800 sq ft of porches. Barn with horse stalls, workshop, pond, fenced and cross fenced. Includes smaller 1200 sq ft house perfect for in laws or rental.
633 Winston Rd, Oakland, KY 42159 is a 4 bedroom, 3 bathroom, 3,249 sqft single-family home built in 2001. It last sold for $400,000 on Apr 21, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $765,500, with a rent estimate of $2,740/month.

Home Details for 633 Winston Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
AtticTypes of Rooms: Dining Room, Family RoomCeiling Fan
Appliances & Utilities
DisposalRefrigerator
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherExterior: VinylFoundation Type: Concrete BlockGardenPatioPorch
Parking & Garage
GarageParking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 33.00 acres

Price and Tax history

DateEventPrice
Apr 21, 2016
Source: N/A
Sold
$400,000
Mar 29, 2013
Source: Agent Provided
ListingRemoved
$589,000
Dec 6, 2012
Source: Agent Provided
PriceChange
$589,000
Price increased by 18%
Oct 13, 2012
Source: Agent Provided
PriceChange
$499,900
Price increased by 25%
Oct 10, 2012
Source: Agent Provided
Listed For Sale
$399,900

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 633 Winston Rd

  • What is 633 Winston Rd estimated to be worth?
    Trulia's estimated value for 633 Winston Rd in Oakland, KY is $765,500.
  • What is the price history for 633 Winston Rd?
    633 Winston Rd in Oakland, KY last sold for $400,000 in April 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 633 Winston Rd?
    The closest schools to 633 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 633 Winston Rd have air conditioning?
    Yes, 633 Winston Rd in Oakland, KY has air conditioning.
  • How big is the lot at 633 Winston Rd?
    The lot at 633 Winston Rd in Oakland, KY is about 33 acres.

Apartments for Rent

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Off Market Homes Near 633 Winston Rd

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Homes for sale near 633 Winston Rd

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