4029 WINCHESTER RD
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Jefferson County School District
Neighborhood · ZIP 40207These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
4029 Winchester Rd measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 94% of homes in St. Matthews
- Costs more per square foot than 98% of homes in Jefferson County
- Bigger than 73% of homes in St. Matthews
- Has a smaller lot than 82% of homes in Louisville 40207
- Older than 80% of homes in Jefferson County
What homes are worth in Louisville 40207
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 69% of homes in Louisville 40207.
How it measures up in Louisville 40207
The dot is this home. The mark in the middle is the typical home in Louisville 40207.
Pricier than 69% of homes nearby
Pricier than 86% of homes nearby
Bigger than 47% of homes nearby
Bigger than 18% of homes nearby
Newer than 22% of homes nearby
| Measure | This home | St. Matthews | Louisville 40207 | Jefferson County |
|---|---|---|---|---|
| Estimated valuepricier than | $551,654 | 94% of homes | 69% of homes | 90% of homes |
| Price per ft²pricier than | $327 | 92% of homes | 86% of homes | 98% of homes |
| Living areabigger than | 1,685 ft² | 73% of homes | 47% of homes | 68% of homes |
| Lot sizebigger than | 0.16 ac | 29% of homes | 18% of homes | 29% of homes |
| Year builtnewer than | 1943 | 32% of homes | 22% of homes | 20% of homes |
About 4029 Winchester Rd
How much is 4029 Winchester Rd, Saint Matthews, KY worth?
The TopHap Estimate for 4029 Winchester Rd, Saint Matthews, KY is $551,654 as of Sep 24, 2026. The likely range is $507,793 to $595,515. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4029 Winchester Rd, Saint Matthews, KY last sell?
4029 Winchester Rd, Saint Matthews, KY last sold on Sep 2, 2025 for $540,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 4029 Winchester Rd, Saint Matthews, KY?
4029 Winchester Rd, Saint Matthews, KY has 3 bedrooms, 3 bathrooms, 1,685 square feet of living space and a 0.16-acre lot.
When was 4029 Winchester Rd, Saint Matthews, KY built?
4029 Winchester Rd, Saint Matthews, KY was built in 1943, making it 83 years old. It is a conventional home. The building has 2 stories.
What schools serve 4029 Winchester Rd, Saint Matthews, KY?
4029 Winchester Rd, Saint Matthews, KY is assigned to St. Matthews Elementary School (elementary), rated B; Waggener High School (high), rated D-; Westport Middle School (middle), rated C-. All sit in Jefferson County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 4029 Winchester Rd, Saint Matthews, KY compare to other homes in Louisville 40207?
Among the 11,527 homes in Louisville 40207, it is worth more than 69% of them ($551,654 against a typical $434,133), its price per square foot is higher than 86% of them ($327 against a typical $254), it is bigger than 47% of them (1,685 ft² against a typical 1,740 ft²), its lot is bigger than 18% of them (0.16 ac against a typical 0.24 ac) and it is newer than 22% of them (1943 against a typical 1955). Measured against all of Jefferson County, it is worth more than 90% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 4029 Winchester Rd, Saint Matthews, KY?
The 2025 property tax bill for 4029 Winchester Rd, Saint Matthews, KY was $5,101. The county assessed it at $452,980.
More homes on Winchester Rd
- 4008 Winchester Rd$475K3 bd · 3 ba · 1,512 ft² · Sold $465K · Sep 2025
- 4000 Winchester Rd$477K1 bd · 2 ba · 1,561 ft² · Sold $465K · Jul 2025
- 3536 Winchester Rd$341K2 ba · 1,260 ft² · Sold $460K · Jun 2025
- 4022 Winchester Rd$382K3 bd · 1 ba · 1,519 ft² · Sold $366K · Oct 2024
- 4023 Winchester Rd$500K3 bd · 2 ba · 1,327 ft² · Sold $500K · Jul 2024
- 3721 Winchester Rd$347K2 ba · 1,691 ft² · Sold Jun 2024
- 3601 Winchester Rd$409K2 ba · 1,914 ft² · Sold May 2024
- 4103 Winchester Rd$408K1 bd · 2 ba · 925 ft² · Sold $380K · Jan 2024
- 4209 Winchester Rd$340K1 bd · 1 ba · 1,385 ft² · Sold $315K · Nov 2023
- 4101 Winchester Rd$571K1 bd · 1 ba · 1,563 ft² · Sold $525K · Nov 2023
- 3715 Winchester Rd$436K2 ba · 1,527 ft² · Sold $375K · Nov 2023
- 4311 Winchester Rd$459K1 bd · 2 ba · 1,295 ft² · Sold $399K · Apr 2023
Closest homes
- 4027 Winchester Rd$413K59 ft · 3 bd · 2 ba · 1,529 ft² · Sold $275K · Jul 2018
- 4025 Winchester Rd$367K112 ft · 3 bd · 2 ba · 1,668 ft² · Sold $220K · Feb 2015
- 4032 Saint Ives Ct$457K126 ft · 1 bd · 2 ba · 2,044 ft² · Sold Jan 1969
- 4101 Winchester Rd$571K119 ft · 1 bd · 1 ba · 1,563 ft² · Sold $525K · Nov 2023
- 4030 Saint Ives Ct$399K140 ft · 2 bd · 2 ba · 1,550 ft² · Sold $383K · May 2024
- 4026 Winchester Rd$314K177 ft · 1 bd · 1 ba · 1,295 ft²
- 4028 Winchester Rd$411K167 ft · 2 bd · 2 ba · 1,728 ft² · Sold $236K · Jul 2017
- 4034 Saint Ives Ct$558K181 ft · 2 bd · 2 ba · 2,001 ft² · Sold $352K · Jul 2007
More homes in Saint Matthews 40207
- 4022 Gilman Ave$335K1 bd · 2 ba · 1,738 ft² · Sold $335K · Sep 2026
- 4212 Riviera Dr$531K1 ba · 1,320 ft² · Sold $49K · Sep 2026
- 3524 Hanover Rd$510K2 ba · 1,729 ft² · Sold $510K · Sep 2026
- 1909 Charbdin Pl$635K1 bd · 3.5 ba · 2,500 ft² · Sold $620K · Sep 2026
- 1703 Sweetbriar Ln$725K2 ba · 2,517 ft² · Sold $726K · Sep 2026
- 123 Oxford Pl$465K1 bd · 1 ba · 1,254 ft² · Sold $460K · Sep 2026
- 1009 Windsong Way$520K2 bd · 3.5 ba · 2,502 ft² · Sold $520K · Sep 2026
- 4497 Brownsboro Rd$549K2 ba · 1,944 ft² · Sold $345K · Sep 2026
- 5601 Coach Gate Wynde$289K1 ba · 1,515 ft² · Sold $285K · Sep 2026
- 417 Eline Ave$435K2 bd · 1.5 ba · 1,578 ft² · Sold $432K · Sep 2026
- 4301 Westport Rd$677K1 ba · 1,279 ft² · Sold $642K · Sep 2026
- 5720 Coach Gate Wynde$255K2.5 ba · 1,770 ft² · Sold $255K · Sep 2026
Assigned schools
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