Contingent

Price cut: $3K (8/21)

$279,500

944 Winding Oak Trl, Lexington, KY 40511

3beds

1,222sqft

$1,832/mo

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Single Family Residence

Built in 2007

5,662 Square Feet Lot

$277,600 Zestimate^®

$229/sqft

$10/mo HOA

What's special

Partially fenced yardSingle-level layoutUpgraded hvacAll new appliancesWell-proportioned bedroomsPractical storage throughout

$5,000 TOWARD BUYER CLOSING COSTS! Featuring a brand new HVAC system and brand new appliances, this beautifully maintained 3-bedroom, 2-bath home is move-in ready, giving you major updates already taken care of. Enjoy an open concept living, dining, and kitchen area, a spacious backyard. With the big ticket updates already completed and $5,000 available toward closing costs, this is an opportunity you don't want to miss!

71 days
1,238
74

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 2

Primary bedroom

Level: First

Bedroom 2

Level: First

Bedroom 3

Level: First

Kitchen

Level: First

Living room

Level: First

Heating

Electric, Heat Pump

Cooling

Central Air, Electric, Heat Pump

Appliances

Included: Dishwasher, Microwave, Refrigerator, Range
Laundry: Electric Dryer Hookup, Main Level, Washer Hookup, Common Area

Features

Eat-in Kitchen
Flooring: Carpet, Vinyl
Windows: Blinds
Has basement: No
Has fireplace: No

Interior area

Total structure area: 1,222
Total interior livable area: 1,222 sqft
Finished area above ground: 1,222
Finished area below ground: 0

Property

Parking

Total spaces: 1
Parking features: Attached Garage, Driveway, Garage Door Opener
Garage spaces: 1
Has uncovered spaces: Yes

Features

Levels: One
Fencing: Partial,Wood
Has view: Yes
View description: Neighborhood

Lot

Size: 5,662 Square Feet

Details

Parcel number: 38129950

Construction

Type & style

Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence

Materials

Brick Veneer, Vinyl Siding
Foundation: Slab
Roof: Shingle

Condition

Year built: 2007

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: Electricity Connected, Sewer Connected, Water Connected

Community & HOA

Community

Features: Park
Security: Security System Owned
Subdivision: Masterson Station

HOA

Has HOA: Yes
Amenities included: None
Services included: Other
HOA fee: $120 annually

Location

Region: Lexington

Financial & listing details

Price per square foot: $229/sqft
Tax assessed value: $162,500
Annual tax amount: $2,009
Date on market: 6/24/2026

Estimated market value

$277,600

$264,000 - $291,000

$1,782/mo

Price history

Date	Event	Price
8/31/2026	Contingent	$279,500$229/sqft
Source: Imagine MLS #26014728 Report a problem
8/21/2026	Price change	$279,500-1.1%$229/sqft
Source: Imagine MLS #26014728 Report a problem
8/11/2026	Price change	$282,500-1.7%$231/sqft
Source: Imagine MLS #26014728 Report a problem
8/4/2026	Price change	$287,500-3.4%$235/sqft
Source: Imagine MLS #26014728 Report a problem
7/1/2026	Price change	$297,500-3.7%$243/sqft
Source: Imagine MLS #26014728 Report a problem
6/24/2026	Listed for sale	$309,000+106%$253/sqft
Source: Imagine MLS #26014728 Report a problem
3/5/2019	Sold	$150,000-3.2%$123/sqft
Source: Imagine MLS #1825318 Report a problem
1/23/2019	Pending sale	$154,900$127/sqft
Source: RE/MAX Creative Realty #1825318 Report a problem
10/10/2018	Price change	$154,900-1.3%$127/sqft
Source: RE/MAX Creative Realty #1825318 Report a problem
9/18/2018	Listed for sale	$157,000+36.5%$128/sqft
Source: RE/MAX Creative Realty #1820969 Report a problem
11/30/2007	Sold	$115,000$94/sqft
Source: Imagine MLS #724256 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$2,009	$162,500
2024	$2,009	$162,500
2023	$2,009 -3.2%	$162,500
2022	$2,076 0%	$162,500
2021	$2,076 +8.3%	$162,500 +8.3%
2020	$1,916 +17.2%	$150,000 +17.2%
2019	$1,635	$128,000
2018	$1,635 +4.9%	$128,000
2017	$1,558 +21.1%	$128,000 +11.3%
2015	$1,287	$115,000
2014	$1,287	$115,000
2012	$1,287	$115,000
2011	--	--
2010	--	--
2009	--	--
2008	--	$115,000
2006	--	--
2005	--	--
2004	--	--