20 MIDDLESEX DR
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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: Littleton School District
Neighborhood · ZIP 01460These 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
20 Middlesex 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 less than 86% of homes in Littleton 01460
- Costs less per square foot than 87% of homes in Middlesex County
- Smaller than 71% of homes in Littleton 01460
- Has a bigger lot than 70% of homes in Middlesex County
- Newer than 89% of homes in Middlesex County
What homes are worth in Littleton 01460
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 14% of homes in Littleton 01460.
How it measures up in Littleton 01460
The dot is this home. The mark in the middle is the typical home in Littleton 01460.
Pricier than 14% of homes nearby
Pricier than 19% of homes nearby
Bigger than 29% of homes nearby
Bigger than 42% of homes nearby
Newer than 73% of homes nearby
| Measure | This home | Littleton 01460 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $511,025 | 14% of homes | 16% of homes |
| Price per ft²pricier than | $319 | 19% of homes | 13% of homes |
| Living areabigger than | 1,600 ft² | 29% of homes | 40% of homes |
| Lot sizebigger than | 0.64 ac | 42% of homes | 70% of homes |
| Year builtnewer than | 1999 | 73% of homes | 89% of homes |
About 20 Middlesex Dr
How much is 20 Middlesex Dr, Littleton, MA worth?
The TopHap Estimate for 20 Middlesex Dr, Littleton, MA is $511,025 as of Aug 30, 2026. The likely range is $462,312 to $559,738. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 Middlesex Dr, Littleton, MA last sell?
20 Middlesex Dr, Littleton, MA last sold on Aug 27, 1999 for $105,500, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.
How big is 20 Middlesex Dr, Littleton, MA?
20 Middlesex Dr, Littleton, MA has 3 bedrooms, 4 bathrooms, 1,600 square feet of living space and a 0.64-acre lot.
When was 20 Middlesex Dr, Littleton, MA built?
20 Middlesex Dr, Littleton, MA was built in 1999, making it 27 years old. It is a cape cod home. The building has 2 stories.
What schools serve 20 Middlesex Dr, Littleton, MA?
20 Middlesex Dr, Littleton, MA is assigned to Shaker Lane Elementary School (elementary); Littleton Middle School (middle), rated A; Littleton High School (high), rated A+. All sit in Littleton School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 20 Middlesex Dr, Littleton, MA compare to other homes in Littleton 01460?
Among the 3,400 homes in Littleton 01460, it is worth more than 14% of them ($511,025 against a typical $742,862), its price per square foot is higher than 19% of them ($319 against a typical $368), it is bigger than 29% of them (1,600 ft² against a typical 2,049 ft²), its lot is bigger than 42% of them (0.64 ac against a typical 0.92 ac) and it is newer than 73% of them (1999 against a typical 1976). Measured against all of Middlesex County, it is worth more than 16% 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 20 Middlesex Dr, Littleton, MA?
The 2025 property tax bill for 20 Middlesex Dr, Littleton, MA was $9,056. The county assessed it at $609,400.
More homes on Middlesex Dr
- 29 Middlesex Dr$541K2 bd · 1.5 ba · 1,004 ft² · Sold $530K · Jan 2026
- 16 Middlesex Dr$647K3 bd · 4 ba · 1,889 ft² · Sold May 2025
- 18 Middlesex Dr$390K3 bd · 2 ba · 1,455 ft² · Sold $318K · May 2023
- 19 Middlesex Dr$747K4 bd · 4.5 ba · 2,668 ft² · Sold $675K · Feb 2022
- 24 Middlesex Dr$732K3 bd · 3 ba · 2,282 ft² · Sold $606K · Mar 2021
- 23 Middlesex Dr$504K2 bd · 1.5 ba · 1,685 ft² · Sold $290K · Aug 2015
- 25 Middlesex Dr$798K3 bd · 3 ba · 2,460 ft² · Sold $465K · May 2006
- 28 Middlesex Dr$570K3 bd · 3 ba · 1,608 ft² · Sold $135K · May 1996
- 11 Middlesex Dr$427K2 bd · 2 ba · 896 ft² · Sold Sep 1990
- 32 Middlesex Dr$801K2 bd · 3 ba · 1,921 ft²
- 15 Middlesex Dr$410K2 bd · 2 ba · 957 ft²
- 31 Middlesex Dr$672K2 bd · 3 ba · 1,701 ft²
Closest homes
- 18 Middlesex Dr$390K109 ft · 3 bd · 2 ba · 1,455 ft² · Sold $318K · May 2023
- 24 Middlesex Dr$732K148 ft · 3 bd · 3 ba · 2,282 ft² · Sold $606K · Mar 2021
- 23 Middlesex Dr$504K198 ft · 2 bd · 1.5 ba · 1,685 ft² · Sold $290K · Aug 2015
- 19 Middlesex Dr$747K215 ft · 4 bd · 4.5 ba · 2,668 ft² · Sold $675K · Feb 2022
- 24 Suffolk Dr$555K200 ft · 2 bd · 1.5 ba · 1,432 ft² · Sold $335K · May 2016
- 36 Suffolk Dr$445K216 ft · 2 bd · 4 ba · 2,761 ft² · Sold $365K · Jul 2009
- 16 Middlesex Dr$647K188 ft · 3 bd · 4 ba · 1,889 ft² · Sold May 2025
- 18 Roxbury Dr$842K292 ft · 3 bd · 4 ba · 2,073 ft² · Sold $608K · Mar 2020
More homes in Littleton 01460
- 86 Foster St$759K4 bd · 2.5 ba · 2,066 ft² · Sold $759K · Aug 2026
- 3 Colonial Dr$640K2 bd · 3 ba · 1,319 ft² · Sold $640K · Aug 2026
- 8 Buttercup Ln$847K3 bd · 2.5 ba · 2,144 ft² · Sold $925K · Aug 2026
- 165 Tahattawan Rd$675K3 bd · 1.5 ba · 1,335 ft² · Sold $675K · Aug 2026
- 37 Dogwood Rd$1.4M3 bd · 1.5 ba · 624 ft² · Sold $1.4M · Aug 2026
- 2 Baron Way$825K4 bd · 2.5 ba · 2,536 ft² · Sold $880K · Aug 2026
- 87 Matawanakee Trl6 bd · 3 ba · 2,331 ft² · Sold $800K · Aug 2026
- 36 Baldwin Hill Rd$622K3 bd · 2.5 ba · 1,002 ft² · Sold $620K · Jul 2026
- 16 Lakeview Dr$624K2 bd · 2.5 ba · 1,032 ft² · Sold $623K · Jul 2026
- 1 Partridge Ln$1.1M4 bd · 2.5 ba · 2,564 ft² · Sold $1.1M · Jul 2026
- 3 Farmstead Way$948K4 bd · 2.5 ba · 1,806 ft² · Sold $945K · Jul 2026
- 15 Town Rd$854K3 bd · 2.5 ba · 2,169 ft² · Sold $851K · Jul 2026
Assigned schools
Explore the area
See this home in context
Open 20 Middlesex 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