25 WINDABOUT DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(15)
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: Greenwich School District
Neighborhood · ZIP 06831These 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
25 Windabout 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 97% of homes in Western Connecticut County
- Costs more per square foot than 89% of homes in Western Connecticut County
- Bigger than 97% of homes in Western Connecticut County
- Has a bigger lot than 84% of homes in Western Connecticut County
What homes are worth in Greenwich 06831
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 78% of homes in Greenwich 06831.
How it measures up in Greenwich 06831
The dot is this home. The mark in the middle is the typical home in Greenwich 06831.
Pricier than 78% of homes nearby
Pricier than 71% of homes nearby
Bigger than 80% of homes nearby
Bigger than 59% of homes nearby
Newer than 47% of homes nearby
| Measure | This home | Greenwich 06831 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $4,803,815 | 78% of homes | 97% of homes |
| Price per ft²pricier than | $815 | 71% of homes | 89% of homes |
| Living areabigger than | 5,896 ft² | 80% of homes | 97% of homes |
| Lot sizebigger than | 2.01 ac | 59% of homes | 84% of homes |
| Year builtnewer than | 1965 | 47% of homes | 48% of homes |
About 25 Windabout Dr
How much is 25 Windabout Dr, Greenwich, CT worth?
The TopHap Estimate for 25 Windabout Dr, Greenwich, CT is $4,803,815 as of Sep 24, 2026. The likely range is $4,427,893 to $5,179,737. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 25 Windabout Dr, Greenwich, CT last sell?
25 Windabout Dr, Greenwich, CT last sold on Jun 29, 2023 for $2,725,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 25 Windabout Dr, Greenwich, CT?
25 Windabout Dr, Greenwich, CT has 4 bedrooms, 5.5 bathrooms, 5,896 square feet of living space and a 2.01-acre lot.
When was 25 Windabout Dr, Greenwich, CT built?
25 Windabout Dr, Greenwich, CT was built in 1965, making it 61 years old. It is a colonial home. The building has 2 stories.
What schools serve 25 Windabout Dr, Greenwich, CT?
25 Windabout Dr, Greenwich, CT is assigned to Glenville School (elementary), rated A+; Greenwich High School (high), rated A+; Western Middle School (middle), rated A. All sit in Greenwich School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 25 Windabout Dr, Greenwich, CT compare to other homes in Greenwich 06831?
Among the 5,196 homes in Greenwich 06831, it is worth more than 78% of them ($4,803,815 against a typical $2,190,510), its price per square foot is higher than 71% of them ($815 against a typical $707), it is bigger than 80% of them (5,896 ft² against a typical 2,968 ft²), its lot is bigger than 59% of them (2.01 ac against a typical 1.37 ac) and it is newer than 47% of them (1965 against a typical 1968). Measured against all of Western Connecticut County, it is worth more than 97% 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 25 Windabout Dr, Greenwich, CT?
The 2025 property tax bill for 25 Windabout Dr, Greenwich, CT was $24,740. The county assessed it at $2,054,780.
More homes on Windabout Dr
- 8 Windabout Dr$3.8M3 bd · 3 ba · 4,175 ft² · Sold $2.9M · Jun 2024
- 11 Windabout Dr$6.3M5 bd · 5.5 ba · 7,263 ft² · Sold $3.7M · Aug 2020
- 17 Windabout Dr$10M8 bd · 9.5 ba · 9,250 ft² · Sold $7.5M · Jul 2020
- 20 Windabout Dr$4.2M4 bd · 4.5 ba · 4,656 ft² · Sold $3.8M · Aug 2006
- 3 Windabout Dr$8.3M4 bd · 5 ba · 8,424 ft² · Sold Jan 1900
Closest homes
- 26 Round Hill Rd$5M208 ft · 5 bd · 5.5 ba · 4,758 ft² · Sold $3.6M · Feb 2023
- 17 Windabout Dr$10M261 ft · 8 bd · 9.5 ba · 9,250 ft² · Sold $7.5M · Jul 2020
- 24 Round Hill Rd$3M311 ft · 3 bd · 2.5 ba · 2,333 ft² · Sold $1.1M · Jun 2020
- 16 Round Hill Rd$7.3M344 ft · 5 bd · 5.5 ba · 6,995 ft² · Sold $3.8M · May 2020
- 28 Round Hill Rd$4.3M466 ft · 5 bd · 2.5 ba · 3,527 ft² · Sold Jan 1900
- 20 Windabout Dr$4.2M396 ft · 4 bd · 4.5 ba · 4,656 ft² · Sold $3.8M · Aug 2006
- Vineyard Ln478 ft · 2.69 ac · Sold Jan 1900
- 30 Round Hill Rd$3.6M0.1 mi · 5 bd · 3.5 ba · 3,163 ft² · Sold $5.6M · Mar 1995
More homes in Greenwich 06831
- 17 Rex St$899K3 bd · 2 ba · 1,624 ft² · Sold $1.1M · Sep 2026
- 128 Weaver St$2.4M3 bd · 3.5 ba · 2,946 ft² · Sold $2.4M · Sep 2026
- 14 Greenwich Hills Dr$1.3M3 bd · 2.5 ba · 1,843 ft² · Sold $1.3M · Sep 2026
- 16 Vineyard Ln2 ac · Sold $3.8M · Sep 2026
- 31 Hawthorne St N$2.3M5 bd · 3.5 ba · 2,400 ft² · Sold $2.3M · Sep 2026
- 1365 King St$1.6M1 bd · 1 ba · 1,512 ft² · Sold $1.6M · Sep 2026
- 49 Riverdale Ave6 bd · 3.5 ba · 2,572 ft² · Sold $2.2M · Sep 2026
- 208 Bedford Rd$2.5M4 bd · 3.5 ba · 4,955 ft² · Sold $2.5M · Sep 2026
- 469 Taconic Rd$3.3M4 bd · 4.5 ba · 4,616 ft² · Sold $3.2M · Sep 2026
- 456 Round Hill Rd$5M4.58 ac · Sold $5M · Sep 2026
- 55 Will Merry Ln$4M5 bd · 7 ba · 6,216 ft² · Sold $4M · Sep 2026
- 39 Glenville St$2.1M4 bd · 4.5 ba · 2,739 ft² · Sold $2.1M · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 25 Windabout 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