14 WINCHESTER ST
Valuation
Tax & Assessment
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: Southborough School District
Neighborhood · ZIP 01772These 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 Winchester 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 95% of homes in Worcester County
- Costs less per square foot than 83% of homes in Southborough 01772
- Bigger than 85% of homes in Worcester County
- Has a smaller lot than 88% of homes in Southborough 01772
- Older than 87% of homes in Southborough 01772
What homes are worth in Southborough 01772
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 50% of homes in Southborough 01772.
How it measures up in Southborough 01772
The dot is this home. The mark in the middle is the typical home in Southborough 01772.
Pricier than 50% of homes nearby
Pricier than 17% of homes nearby
Bigger than 61% of homes nearby
Bigger than 12% of homes nearby
Newer than 13% of homes nearby
| Measure | This home | Southborough 01772 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $958,356 | 50% of homes | 95% of homes |
| Price per ft²pricier than | $350 | 17% of homes | 72% of homes |
| Living areabigger than | 2,735 ft² | 61% of homes | 85% of homes |
| Lot sizebigger than | 0.37 ac | 12% of homes | 41% of homes |
| Year builtnewer than | 1949 | 13% of homes | 31% of homes |
About 14 Winchester St
How much is 14 Winchester St, Southborough, MA worth?
The TopHap Estimate for 14 Winchester St, Southborough, MA is $958,356 as of Sep 24, 2026. The likely range is $908,297 to $1,008,415. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 14 Winchester St, Southborough, MA last sell?
14 Winchester St, Southborough, MA last sold on Dec 13, 2019 for $625,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 14 Winchester St, Southborough, MA?
14 Winchester St, Southborough, MA has 4 bedrooms, 3.5 bathrooms, 2,735 square feet of living space and a 0.37-acre lot.
When was 14 Winchester St, Southborough, MA built?
14 Winchester St, Southborough, MA was built in 1949, making it 77 years old. It is a cape cod home. The building has 2 stories.
What schools serve 14 Winchester St, Southborough, MA?
14 Winchester St, Southborough, MA is assigned to P Brent Trottier (middle), rated A-; Mary E Finn School (elementary); Algonquin Regional High School (high), rated A. All sit in Southborough School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 14 Winchester St, Southborough, MA compare to other homes in Southborough 01772?
Among the 3,253 homes in Southborough 01772, it is worth more than 50% of them ($958,356 against a typical $949,044), its price per square foot is higher than 17% of them ($350 against a typical $412), it is bigger than 61% of them (2,735 ft² against a typical 2,447 ft²), its lot is bigger than 12% of them (0.37 ac against a typical 1 ac) and it is newer than 13% of them (1949 against a typical 1984). Measured against all of Worcester County, it is worth more than 95% 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 Winchester St, Southborough, MA?
The 2025 property tax bill for 14 Winchester St, Southborough, MA was $11,712. The county assessed it at $848,100.
More homes on Winchester St
- 11 Winchester St$707K4 bd · 3.5 ba · 2,232 ft² · Sold $244K · May 2026
- 6 Winchester St4 bd · 3 ba · 2,976 ft² · Sold $675K · Sep 2022
- 4 Winchester St$570K3 bd · 2.5 ba · 1,307 ft² · Sold $525K · Jul 2022
- 9 Winchester St$630K4 bd · 2 ba · 1,960 ft² · Sold $440K · Jan 2022
- 10 Winchester St$825K4 bd · 1.5 ba · 1,779 ft² · Sold $542K · Dec 2019
- 12 Winchester St$745K3 bd · 2 ba · 1,911 ft² · Sold $368K · Dec 2015
- 7 Winchester St$782K3 bd · 2 ba · 1,914 ft² · Sold $410K · Jun 2013
- 15 Winchester St$527K3 bd · 1.5 ba · 1,096 ft² · Sold $175K · Jun 2000
- 8 Winchester St$645K4 bd · 2 ba · 1,488 ft² · Sold $185K · Sep 1996
- 13 Winchester St$499K2 bd · 1 ba · 1,170 ft² · Sold Jan 1900
Closest homes
- 12 Winchester St$745K109 ft · 3 bd · 2 ba · 1,911 ft² · Sold $368K · Dec 2015
- 16 Boston Rd161 ft · 5 bd · 2 ba · 2,713 ft² · Sold Apr 2016
- 15 Winchester St$527K178 ft · 3 bd · 1.5 ba · 1,096 ft² · Sold $175K · Jun 2000
- 10 Winchester St$825K220 ft · 4 bd · 1.5 ba · 1,779 ft² · Sold $542K · Dec 2019
- 9 Walker St$490K270 ft · 3 bd · 1 ba · 1,056 ft² · Sold $475K · Jan 2025
- 3 Upland Rd$518K272 ft · 3 bd · 1 ba · 1,085 ft² · Sold $300K · Mar 2007
- 5 Upland Rd$573K294 ft · 3 bd · 2 ba · 1,393 ft² · Sold $270K · Mar 2012
- 13 Winchester St$499K226 ft · 2 bd · 1 ba · 1,170 ft² · Sold Jan 1900
More homes in Southborough 01772
- 162 Main St$940K4 bd · 2.5 ba · 3,024 ft² · Sold $940K · Sep 2026
- 8 School St$751K3 bd · 2 ba · 1,585 ft² · Sold $750K · Aug 2026
- 14 Stub Toe Ln$1.2M3 bd · 2.5 ba · 3,034 ft² · Sold $1.2M · Aug 2026
- 3 Hubley Ln$1.2M4 bd · 2.5 ba · 3,329 ft² · Sold $1.2M · Aug 2026
- 39 Meeting House Ln$207K1 bd · 1.5 ba · 1,158 ft² · Sold $207K · Aug 2026
- 8 Ted Ln$719K3 bd · 1.5 ba · 1,311 ft² · Sold $718K · Aug 2026
- 1 Tara Rd$890K3 bd · 3 ba · 1,969 ft² · Sold $890K · Aug 2026
- 39 Darlene Dr$1.3M3 bd · 3.5 ba · 2,858 ft² · Sold $1.3M · Aug 2026
- 8 Leeds Way$1.5M4 bd · 4 ba · 3,577 ft² · Sold $1.5M · Aug 2026
- 2 Garrison Ln$1.2M5 bd · 2.5 ba · 3,114 ft² · Sold $1.2M · Aug 2026
- 2 Foley Dr$977K3 bd · 2 ba · 2,358 ft² · Sold $976K · Aug 2026
- 7 Metcalf Ln$2.1M4 bd · 4.5 ba · 4,362 ft² · Sold $2.1M · Aug 2026
Assigned schools
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