633 Winston Rd, Oakland, KY 42159
OFF MARKET

633 Winston Rd
Oakland, KY 42159

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

$780,500

Trulia Estimate
as of Jun 26, 2026
Est. Refi. Payment $4,449/mo*

$780,500

Trulia Estimate
as of Jun 26, 2026
Est. Refi. Payment $4,449/mo*
4 Beds
3 Baths
3,249 sqft
(on 33 acres)

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

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 633 Winston Rd

Interior Features

Heating & Cooling
Heating: Other, OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
AtticTypes of Rooms: Dining Room, Family RoomCeiling Fan
Appliances & Utilities
DisposalRefrigerator
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 History for 633 Winston Rd

DatePriceEventSource
04/21/2016$400,000Sold
N/A
03/29/2013$589,000ListingRemovedAgent Provided
12/06/2012$589,000PriceChange
Agent Provided
10/13/2012$499,900PriceChange
Agent Provided
10/10/2012$399,900Listed For SaleAgent Provided
02/17/2012$439,900ListingRemovedAgent Provided
12/07/2011$439,900Listed For SaleAgent Provided

Market trends in Oakland

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
6
1
MoM
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Property Tax and Assessment

Year2024
Tax$3,568
Assessment$440,000
Home facts updated by county records

Comparable Sales for 633 Winston Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.65
Single-Family Home
$230,000
05/15/26
3
2
1,800
0.39
Single-Family Home
$117,250
05/06/26
3
2
1,495
0.99
Single-Family Home
$364,900
09/24/25
3
3
1,830
0.74
Single-Family Home
$288,000
02/24/26
3
2
1,411
0.94
Single-Family Home
$320,000
08/21/25
3
2
1,500
1.25
Single-Family Home
$265,000
04/27/26
3
2
1,475
2.62
Single-Family Home
$500,000
09/18/25
3
3
2,682
2.53
Single-Family Home
$315,000
02/17/26
3
2
1,340
2.93
Single-Family Home
$710,000
04/10/26
4
3
2,800
2.94
Single-Family Home
$254,660
07/07/25
3
2
2,830

Nearby homes

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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. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 633 Winston Rd

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Off Market Homes Near 633 Winston Rd

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633 Winston Rd, Oakland, KY 42159 is a 4 bedroom, 3 bathroom, 3,249 sqft single-family home built in 2001. This property is not currently available for sale. 633 Winston Rd was last sold on Apr 21, 2016 for $400,000. The current Trulia Estimate for 633 Winston Rd is $780,500.