14 PROSPECT ST
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
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: Winchester School District
Neighborhood · ZIP 01890These 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
14 Prospect St 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 96% of homes in Middlesex County
- Costs more per square foot than 91% of homes in Winchester 01890
- Bigger than 83% of homes in Middlesex County
- Older than 95% of homes in Middlesex County
What homes are worth in Winchester 01890
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 80% of homes in Winchester 01890.
How it measures up in Winchester 01890
The dot is this home. The mark in the middle is the typical home in Winchester 01890.
Pricier than 80% of homes nearby
Pricier than 91% of homes nearby
Bigger than 59% of homes nearby
Bigger than 64% of homes nearby
Newer than 6% of homes nearby
| Measure | This home | Winchester 01890 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $2,169,019 | 80% of homes | 96% of homes |
| Price per ft²pricier than | $749 | 91% of homes | 90% of homes |
| Living areabigger than | 2,895 ft² | 59% of homes | 83% of homes |
| Lot sizebigger than | 0.34 ac | 64% of homes | 51% of homes |
| Year builtnewer than | 1880 | 6% of homes | 5% of homes |
About 14 Prospect St
How much is 14 Prospect St, Winchester, MA worth?
The TopHap Estimate for 14 Prospect St, Winchester, MA is $2,169,019 as of Oct 21, 2026. The likely range is $2,006,553 to $2,331,485. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 14 Prospect St, Winchester, MA last sell?
14 Prospect St, Winchester, MA last sold on Sep 1, 1978 for $83,000, according to the county's recorded deed.
How big is 14 Prospect St, Winchester, MA?
14 Prospect St, Winchester, MA has 5 bedrooms, 2.5 bathrooms, 2,895 square feet of living space and a 0.34-acre lot.
When was 14 Prospect St, Winchester, MA built?
14 Prospect St, Winchester, MA was built in 1880, making it 146 years old. It is a victorian home. The building has 2 stories.
What schools serve 14 Prospect St, Winchester, MA?
14 Prospect St, Winchester, MA is assigned to McCall Middle School (middle), rated A+; Lincoln Elementary School (elementary), rated A+; Winchester High School (high), rated A+. All sit in Winchester School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 14 Prospect St, Winchester, MA compare to other homes in Winchester 01890?
Among the 7,523 homes in Winchester 01890, it is worth more than 80% of them ($2,169,019 against a typical $1,527,967), its price per square foot is higher than 91% of them ($749 against a typical $584), it is bigger than 59% of them (2,895 ft² against a typical 2,632 ft²), its lot is bigger than 64% of them (0.34 ac against a typical 0.27 ac) and it is newer than 6% of them (1880 against a typical 1952). Measured against all of Middlesex County, it is worth more than 96% 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 14 Prospect St, Winchester, MA?
The 2026 property tax bill for 14 Prospect St, Winchester, MA was $22,987. The county assessed it at $2,074,600.
More homes on Prospect St
- 30 Prospect St$2.5M4 bd · 3 ba · 2,426 ft² · Sold $2.5M · Dec 2025
- 9 Prospect St$2.3M5 bd · 3.5 ba · 4,667 ft² · Sold $2.2M · Aug 2025
- 12 Prospect St$3.4M7 bd · 4 ba · 6,694 ft² · Sold $3.2M · May 2025
- 6 Prospect St$3M5 bd · 6 ba · 6,513 ft² · Sold $1.5M · Nov 2022
- 38 Prospect St$2.4M4 bd · 3.5 ba · 4,121 ft² · Sold $1.7M · Jan 2020
- 16 Prospect St$2.1M6 bd · 2.5 ba · 3,001 ft² · Sold Apr 2018
- 15 Prospect St$2.9M6 bd · 4.5 ba · 4,493 ft² · Sold Oct 2017
- 7 Prospect St$2M4 bd · 3.5 ba · 2,894 ft² · Sold $1.3M · Oct 2016
- 11 Prospect St$3.2M5 bd · 4.5 ba · 7,718 ft² · Sold $2.5M · Oct 2016
- 36 Prospect St$2.7M5 bd · 3.5 ba · 4,986 ft² · Sold Sep 2016
- 8 Prospect St$3.5M9 bd · 4.5 ba · 6,671 ft² · Sold Mar 2015
- 10 Prospect St$2.3M5 bd · 4.5 ba · 4,255 ft² · Sold Sep 2014
Closest homes
- 16 Prospect St$2.1M86 ft · 6 bd · 2.5 ba · 3,001 ft² · Sold Apr 2018
- 12 Prospect St$3.4M104 ft · 7 bd · 4 ba · 6,694 ft² · Sold $3.2M · May 2025
- 10 Summit Ave$1.7M182 ft · 3 bd · 2.5 ba · 2,196 ft² · Sold Dec 2013
- 9 Summit Ave$2.5M196 ft · 4 bd · 3.5 ba · 3,088 ft² · Sold $1.5M · Sep 2005
- 14 Herrick St$2.7M226 ft · 6 bd · 3.5 ba · 4,494 ft² · Sold $1.2M · May 2014
- 18 Prospect St$2.7M195 ft · 4 bd · 2.5 ba · 4,101 ft² · Sold $424K · May 1994
- 16 Herrick St$2.5M251 ft · 5 bd · 3.5 ba · 3,867 ft² · Sold $1.2M · May 2002
- 335 Highland Ave$2.4M193 ft · 5 bd · 4 ba · 3,239 ft² · Sold Nov 2015
More homes in Winchester 01890
- 10 Dartmouth St$3M5 bd · 2.5 ba · 4,028 ft² · Sold $2.5M · Oct 2026
- 7 Viking Rd$2.8M4 bd · 2.5 ba · 3,650 ft² · Sold $3M · Oct 2026
- 11 Bonad Rd$1.9M4 bd · 3.5 ba · 2,628 ft² · Sold $2M · Oct 2026
- 26 Cambridge St$1.1M2 bd · 1 ba · 1,092 ft² · Sold $720K · Oct 2026
- 12 Canterbury Rd$1.2M3 bd · 2.5 ba · 1,942 ft² · Sold $2.8M · Oct 2026
- 241 Ridge St$1.5M3 bd · 3 ba · 2,480 ft² · Sold $1.5M · Oct 2026
- 5 Willowdale Rd$1.6M3 bd · 2.5 ba · 2,483 ft² · Sold $1.6M · Oct 2026
- 80 Arlington St$2.8M5 bd · 3.5 ba · 5,632 ft² · Sold $4.2M · Oct 2026
- 150 Cambridge St$990K3 bd · 1.5 ba · 1,711 ft² · Sold $990K · Oct 2026
- 10 Rangeley Rd$3M4 bd · 4 ba · 5,932 ft² · Sold $3M · Sep 2026
- 18 Oak St$1.2M5 bd · 2.5 ba · 2,063 ft² · Sold $1.2M · Sep 2026
- 15 Fieldstone Dr$1.9M4 bd · 3.5 ba · 3,286 ft² · Sold $1.9M · Sep 2026
Assigned schools
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