27 WINTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
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: Stamford School District
Neighborhood · ZIP 06905These 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
27 Winter 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.
- Costs more per square foot than 72% of homes in Stamford 06905
- Has a smaller lot than 87% of homes in Turn of River
- Older than 67% of homes in Western Connecticut County
What homes are worth in Stamford 06905
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 57% of homes in Stamford 06905.
How it measures up in Stamford 06905
The dot is this home. The mark in the middle is the typical home in Stamford 06905.
Pricier than 57% of homes nearby
Pricier than 72% of homes nearby
Bigger than 46% of homes nearby
Bigger than 20% of homes nearby
Newer than 50% of homes nearby
| Measure | This home | Turn of River | Stamford 06905 | Western Connecticut County |
|---|---|---|---|---|
| Estimated valuepricier than | $838,675 | 48% of homes | 57% of homes | 53% of homes |
| Price per ft²pricier than | $473 | 67% of homes | 72% of homes | 61% of homes |
| Living areabigger than | 1,772 ft² | 40% of homes | 46% of homes | 43% of homes |
| Lot sizebigger than | 0.19 ac | 13% of homes | 20% of homes | 15% of homes |
| Year builtnewer than | 1956 | 52% of homes | 50% of homes | 33% of homes |
About 27 Winter St
How much is 27 Winter St, Stamford, CT worth?
The TopHap Estimate for 27 Winter St, Stamford, CT is $838,675 as of Sep 24, 2026. The likely range is $760,076 to $917,274. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Winter St, Stamford, CT last sell?
27 Winter St, Stamford, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 27 Winter St, Stamford, CT?
27 Winter St, Stamford, CT has 4 bedrooms, 2 bathrooms, 1,772 square feet of living space and a 0.19-acre lot.
When was 27 Winter St, Stamford, CT built?
27 Winter St, Stamford, CT was built in 1956, making it 70 years old. It is a cape cod home. The building has 2 stories.
What schools serve 27 Winter St, Stamford, CT?
27 Winter St, Stamford, CT is assigned to Davenport Ridge School (elementary), rated C; Westhill High School (high), rated D; Rippowam Middle School (middle), rated D+. All sit in Stamford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 27 Winter St, Stamford, CT compare to other homes in Stamford 06905?
Among the 6,289 homes in Stamford 06905, it is worth more than 57% of them ($838,675 against a typical $803,933), its price per square foot is higher than 72% of them ($473 against a typical $428), it is bigger than 46% of them (1,772 ft² against a typical 1,840 ft²), its lot is bigger than 20% of them (0.19 ac against a typical 0.26 ac) and it is newer than 50% of them (1956 against a typical 1957). Measured against all of Western Connecticut County, it is worth more than 53% 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 27 Winter St, Stamford, CT?
The 2025 property tax bill for 27 Winter St, Stamford, CT was $10,261. The county assessed it at $433,690.
More homes on Winter St
- 28 Winter St$594K2 bd · 1 ba · 1,372 ft² · Sold $565K · Nov 2025
- 23 Winter St$726K3 bd · 2 ba · 1,372 ft² · Sold $650K · Dec 2022
- 20 Winter St$868K3 bd · 2.5 ba · 2,552 ft² · Sold $250K · Nov 1998
- 24 Winter St$644K2 bd · 2 ba · 1,372 ft² · Sold $213K · Jan 1990
- 16 Winter St$914K5 bd · 2 ba · 2,492 ft² · Sold $218K · Apr 1988
- 7 Winter St$692K3 bd · 1.5 ba · 1,404 ft² · Sold Jan 1900
- 19 Winter St$841K3 bd · 2 ba · 1,904 ft² · Sold Jan 1900
- 15 Winter St$754K3 bd · 1.5 ba · 1,540 ft² · Sold Jan 1900
Closest homes
- 23 Winter St$726K54 ft · 3 bd · 2 ba · 1,372 ft² · Sold $650K · Dec 2022
- 19 Winter St$841K103 ft · 3 bd · 2 ba · 1,904 ft² · Sold Jan 1900
- 28 Winter St$594K196 ft · 2 bd · 1 ba · 1,372 ft² · Sold $565K · Nov 2025
- 15 Winter St$754K152 ft · 3 bd · 1.5 ba · 1,540 ft² · Sold Jan 1900
- 24 Winter St$644K195 ft · 2 bd · 2 ba · 1,372 ft² · Sold $213K · Jan 1990
- 20 Winter St$868K209 ft · 3 bd · 2.5 ba · 2,552 ft² · Sold $250K · Nov 1998
- 16 Winter St$914K235 ft · 5 bd · 2 ba · 2,492 ft² · Sold $218K · Apr 1988
- 53 Dunn Ave$645K250 ft · 3 bd · 2 ba · 1,738 ft² · Sold $415K · May 2018
More homes in Stamford 06905
- 27 Archer Ln$799K3 bd · 2.5 ba · 1,676 ft² · Sold $880K · Oct 2026
- 23 Forest Lawn Ave$479K2 bd · 1.5 ba · 1,188 ft² · Sold $515K · Oct 2026
- 22 Brandywine Rd$975K4 bd · 3.5 ba · 2,790 ft² · Sold $955K · Oct 2026
- 5 Nyselius Pl$950K3 bd · 2.5 ba · 2,004 ft² · Sold $961K · Oct 2026
- 14 Belltown Rd$626K2 bd · 1 ba · 1,046 ft² · Sold $475K · Oct 2026
- 153 Oaklawn Ave$640K2 bd · 2 ba · 1,599 ft² · Sold $650K · Sep 2026
- 8 Stanwick Cir$615K3 bd · 1.5 ba · 1,675 ft² · Sold $613K · Sep 2026
- 180 Turn Of River Rd$789K2 bd · 2.5 ba · 1,945 ft² · Sold $785K · Sep 2026
- 33 Pamlynn Rd$790K3 bd · 2 ba · 2,040 ft² · Sold $758K · Sep 2026
- 1515 Summer St$600K2 bd · 2 ba · 1,530 ft² · Sold $583K · Sep 2026
- 1900 Summer St$470K2 bd · 2.5 ba · 1,571 ft² · Sold $470K · Sep 2026
- 222 Silver Hill Ln$985K3 bd · 2 ba · 1,683 ft² · Sold $985K · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 27 Winter St 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