39 WINCHESTER DR
Valuation
Tax & Assessment
Property Facts
Transaction History(8)
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: Lexington School District
Neighborhood · ZIP 02420These 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
39 Winchester Dr 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 79% of homes in Middlesex County
- Costs more per square foot than 91% of homes in Middlesex County
- Smaller than 76% of homes in Lexington 02420
- Has a bigger lot than 71% of homes in Middlesex County
What homes are worth in Lexington 02420
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 28% of homes in Lexington 02420.
How it measures up in Lexington 02420
The dot is this home. The mark in the middle is the typical home in Lexington 02420.
Pricier than 28% of homes nearby
Pricier than 77% of homes nearby
Bigger than 24% of homes nearby
Bigger than 68% of homes nearby
Newer than 38% of homes nearby
| Measure | This home | Lexington 02420 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,172,636 | 28% of homes | 79% of homes |
| Price per ft²pricier than | $788 | 77% of homes | 91% of homes |
| Living areabigger than | 1,488 ft² | 24% of homes | 34% of homes |
| Lot sizebigger than | 0.69 ac | 68% of homes | 71% of homes |
| Year builtnewer than | 1955 | 38% of homes | 48% of homes |
About 39 Winchester Dr
How much is 39 Winchester Dr, Lexington, MA worth?
The TopHap Estimate for 39 Winchester Dr, Lexington, MA is $1,172,636 as of Aug 30, 2026. The likely range is $1,097,279 to $1,247,993. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 39 Winchester Dr, Lexington, MA last sell?
39 Winchester Dr, Lexington, MA last sold on Mar 20, 2000 for $358,200, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 39 Winchester Dr, Lexington, MA?
39 Winchester Dr, Lexington, MA has 3 bedrooms, 1.5 bathrooms, 1,488 square feet of living space and a 0.69-acre lot.
When was 39 Winchester Dr, Lexington, MA built?
39 Winchester Dr, Lexington, MA was built in 1955, making it 71 years old. It is a ranch home. The building has 1 story.
What schools serve 39 Winchester Dr, Lexington, MA?
39 Winchester Dr, Lexington, MA is assigned to Harrington Elementary School (elementary), rated A+; Lexingon High School (high), rated A+; Clarke Middle School (middle), rated A. All sit in Lexington School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 39 Winchester Dr, Lexington, MA compare to other homes in Lexington 02420?
Among the 5,175 homes in Lexington 02420, it is worth more than 28% of them ($1,172,636 against a typical $1,501,177), its price per square foot is higher than 77% of them ($788 against a typical $672), it is bigger than 24% of them (1,488 ft² against a typical 2,128 ft²), its lot is bigger than 68% of them (0.69 ac against a typical 0.37 ac) and it is newer than 38% of them (1955 against a typical 1962). Measured against all of Middlesex County, it is worth more than 79% 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 39 Winchester Dr, Lexington, MA?
The 2025 property tax bill for 39 Winchester Dr, Lexington, MA was $12,242. The county assessed it at $1,001,000.
More homes on Winchester Dr
- 16 Winchester Dr$3.6M6 bd · 6.5 ba · 4,957 ft² · Sold $3.6M · Jul 2026
- 30 Winchester Dr$1.4M3 bd · 2.5 ba · 1,200 ft² · Sold $1.5M · Jul 2026
- 24 Winchester Dr$3.7M6 bd · 6.5 ba · 5,589 ft² · Sold $3.5M · Mar 2025
- 40 Winchester Dr$3.6M6 bd · 6.5 ba · 5,109 ft² · Sold $3.4M · Feb 2025
- 23 Winchester Dr$1.4M3 bd · 2 ba · 1,587 ft² · Sold $1.3M · Jan 2024
- 37 Winchester Dr$3.8M7 bd · 5.5 ba · 3,611 ft² · Sold $3.6M · Dec 2023
- 28 Winchester Dr$3.7M6 bd · 6.5 ba · 6,254 ft² · Sold $3.4M · May 2023
- 18 Winchester Dr$1.5M4 bd · 3.5 ba · 1,568 ft² · Sold $1.3M · Aug 2021
- 22 Winchester Dr$1.4M3 bd · 1.5 ba · 1,486 ft² · Sold $870K · Aug 2020
- 15 Winchester Dr$1.3M3 bd · 2.5 ba · 1,512 ft² · Sold $930K · Aug 2018
- 7 Winchester Dr$1.3M3 bd · 3 ba · 1,646 ft² · Sold $743K · Sep 2016
- 27 Winchester Dr$2.1M4 bd · 4.5 ba · 3,450 ft² · Sold $1.4M · Jun 2015
Closest homes
- 14 Russell Rd$1.4M149 ft · 3 bd · 3 ba · 1,325 ft² · Sold $920K · Jun 2016
- 37 Winchester Dr$3.8M151 ft · 7 bd · 5.5 ba · 3,611 ft² · Sold $3.6M · Dec 2023
- 16 Russell Rd$1.4M163 ft · 3 bd · 2.5 ba · 1,649 ft² · Sold Jan 1900
- 40 Winchester Dr$3.6M228 ft · 6 bd · 6.5 ba · 5,109 ft² · Sold $3.4M · Feb 2025
- 10 Russell Rd$3.9M285 ft · 5 bd · 7.5 ba · 5,040 ft² · Sold $2.8M · Apr 2019
- 71 Thornberry Rd$2.1M358 ft · 5 bd · 2.5 ba · 3,103 ft² · Sold $1.2M · May 2016
- 35 Winchester Dr$1.4M302 ft · 3 bd · 3 ba · 1,419 ft² · Sold $283K · Aug 1993
- 73 Thornberry Rd$1.9M369 ft · 4 bd · 2.5 ba · 3,046 ft² · Sold $1.3M · Jun 2025
More homes in Lexington 02420
- 281 Lowell St$1.2M4 bd · 2 ba · 1,344 ft² · Sold $1.1M · Aug 2026
- 661 Lowell St$835K2 bd · 2.5 ba · 1,735 ft² · Sold $840K · Aug 2026
- 502 Massachusetts Ave3 bd · 3.5 ba · 1,761 ft² · Sold $1.2M · Aug 2026
- 19 Douglas Rd$3.3M5 bd · 6.5 ba · 6,448 ft² · Sold $3.2M · Aug 2026
- 18 Heritage Dr$2.9M4 bd · 3 ba · 1,648 ft² · Sold $2.9M · Aug 2026
- 6 Hazel Rd$1.7M4 bd · 3.5 ba · 2,224 ft² · Sold $1.6M · Aug 2026
- 10 Victory Garden Way$3.3M5 bd · 5.5 ba · 4,624 ft² · Sold $3.3M · Aug 2026
- 4 Heritage Dr$1.6M4 bd · 2.5 ba · 1,611 ft² · Sold $1.1M · Aug 2026
- 49 Courtyard Pl$757K4 bd · 2.5 ba · 1,792 ft² · Sold $347K · Aug 2026
- 162 Grove St$1.1M3 bd · 2.5 ba · 1,442 ft² · Sold $780K · Aug 2026
- 475 Massachusetts Ave$772K3 bd · 2 ba · 1,231 ft² · Sold $630K · Aug 2026
- 6 Juniper Pl$3.9M5 bd · 6.5 ba · 4,777 ft² · Sold $3.9M · Aug 2026
Assigned schools
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