44 WINCHESTER DR
Valuation
Tax & Assessment
Property Facts
Transaction History(3)
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
44 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 89% of homes in Middlesex County
- Costs more per square foot than 97% of homes in Middlesex County
- Smaller than 73% 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 54% 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 54% of homes nearby
Pricier than 95% of homes nearby
Bigger than 27% of homes nearby
Bigger than 67% of homes nearby
Newer than 57% of homes nearby
| Measure | This home | Lexington 02420 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,530,518 | 54% of homes | 89% of homes |
| Price per ft²pricier than | $987 | 95% of homes | 97% of homes |
| Living areabigger than | 1,551 ft² | 27% of homes | 37% of homes |
| Lot sizebigger than | 0.69 ac | 67% of homes | 71% of homes |
| Year builtnewer than | 1965 | 57% of homes | 59% of homes |
About 44 Winchester Dr
How much is 44 Winchester Dr, Lexington, MA worth?
The TopHap Estimate for 44 Winchester Dr, Lexington, MA is $1,530,518 as of Sep 24, 2026. The likely range is $1,193,398 to $1,867,638. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 44 Winchester Dr, Lexington, MA last sell?
44 Winchester Dr, Lexington, MA last sold on Jul 23, 2013, according to the county's recorded deed.
How big is 44 Winchester Dr, Lexington, MA?
44 Winchester Dr, Lexington, MA has 2 bedrooms, 1.5 bathrooms, 1,551 square feet of living space and a 0.69-acre lot.
When was 44 Winchester Dr, Lexington, MA built?
44 Winchester Dr, Lexington, MA was built in 1965, making it 61 years old. It is a ranch home. The building has 1 story.
What schools serve 44 Winchester Dr, Lexington, MA?
44 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 44 Winchester Dr, Lexington, MA compare to other homes in Lexington 02420?
Among the 5,175 homes in Lexington 02420, it is worth more than 54% of them ($1,530,518 against a typical $1,453,444), its price per square foot is higher than 95% of them ($987 against a typical $659), it is bigger than 27% of them (1,551 ft² against a typical 2,144 ft²), its lot is bigger than 67% of them (0.69 ac against a typical 0.38 ac) and it is newer than 57% of them (1965 against a typical 1962). Measured against all of Middlesex County, it is worth more than 89% 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 44 Winchester Dr, Lexington, MA?
The 2025 property tax bill for 44 Winchester Dr, Lexington, MA was $12,609. The county assessed it at $1,031,000.
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$1.3M3 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$1.4M4 bd · 3.5 ba · 1,568 ft² · Sold $1.3M · Aug 2021
- 22 Winchester Dr$1.2M3 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
- 75 Thornberry Rd$2.3M137 ft · 5 bd · 3.5 ba · 4,420 ft² · Sold $1.9M · Jun 2021
- 73 Thornberry Rd$1.9M202 ft · 4 bd · 2.5 ba · 3,046 ft² · Sold $1.3M · Jun 2025
- 4 Berkshire Dr$1.7M184 ft · 3 bd · 3 ba · 2,676 ft² · Sold $335K · Dec 1992
- 16 Russell Rd$1.4M224 ft · 3 bd · 2.5 ba · 1,649 ft² · Sold Jan 1900
- 2 Berkshire Dr$1.6M197 ft · 4 bd · 3 ba · 2,337 ft² · Sold $913K · Aug 2020
- 17 Russell Rd$1.1M258 ft · 3 bd · 1.5 ba · 1,347 ft² · Sold Jan 1900
- 40 Winchester Dr$3.6M260 ft · 6 bd · 6.5 ba · 5,109 ft² · Sold $3.4M · Feb 2025
- 74 Thornberry Rd$2.2M349 ft · 4 bd · 2.5 ba · 5,108 ft² · Sold $1.2M · May 2014
More homes in Lexington 02420
- 4 Glen Rd$1.9M3 bd · 2.5 ba · 2,371 ft² · Sold $1.9M · Sep 2026
- 36 Fifer Ln$649K2 bd · 2 ba · 1,145 ft² · Sold $915K · Sep 2026
- 590 Lowell St$1.2M3 bd · 2 ba · 1,530 ft² · Sold $1.2M · Sep 2026
- 31 Wyman Rd$2.1M4 bd · 2.5 ba · 3,336 ft² · Sold $2.1M · Sep 2026
- 281 Lowell St$1.1M4 bd · 2 ba · 1,344 ft² · Sold $1.1M · Aug 2026
- 661 Lowell St$840K2 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$3.2M5 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$1.6M4 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$1.7M4 bd · 2.5 ba · 1,611 ft² · Sold $1.1M · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 44 Winchester Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map