5 ROOSEVELT RD
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(9)
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: Westport School District
Neighborhood · ZIP 06880These 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
5 Roosevelt Rd 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 98% of homes in Western Connecticut County
- Among the highest price per square foot in Western Connecticut County
- Bigger than 82% of homes in Western Connecticut County
- Has a smaller lot than 87% of homes in Westport 06880
- Newer than 93% of homes in Western Connecticut County
What homes are worth in Westport 06880
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 96% of homes in Westport 06880.
How it measures up in Westport 06880
The dot is this home. The mark in the middle is the typical home in Westport 06880.
Pricier than 96% of homes nearby
Pricier than 98% of homes nearby
Bigger than 60% of homes nearby
Bigger than 13% of homes nearby
Newer than 85% of homes nearby
| Measure | This home | Compo | Westport 06880 | Western Connecticut County |
|---|---|---|---|---|
| Estimated valuepricier than | $5,540,399 | 92% of homes | 96% of homes | 98% of homes |
| Price per ft²pricier than | $1652 | 95% of homes | 98% of homes | almost all homes |
| Living areabigger than | 3,353 ft² | 67% of homes | 60% of homes | 82% of homes |
| Lot sizebigger than | 0.27 ac | 29% of homes | 13% of homes | 26% of homes |
| Year builtnewer than | 2006 | 83% of homes | 85% of homes | 93% of homes |
About 5 Roosevelt Rd
How much is 5 Roosevelt Rd, Westport, CT worth?
The TopHap Estimate for 5 Roosevelt Rd, Westport, CT is $5,540,399 as of Aug 30, 2026. The likely range is $5,133,570 to $5,947,228. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5 Roosevelt Rd, Westport, CT last sell?
5 Roosevelt Rd, Westport, CT last sold on Nov 18, 2024 for $5,005,220, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 5 Roosevelt Rd, Westport, CT?
5 Roosevelt Rd, Westport, CT has 4 bedrooms, 4.5 bathrooms, 3,353 square feet of living space and a 0.27-acre lot.
When was 5 Roosevelt Rd, Westport, CT built?
5 Roosevelt Rd, Westport, CT was built in 2006, making it 20 years old. It is a colonial home. The building has 2 stories.
What schools serve 5 Roosevelt Rd, Westport, CT?
5 Roosevelt Rd, Westport, CT is assigned to Green's Farms Elementary School (elementary), rated A+; Staples High School (high), rated A+; Bedford Middle School (middle), rated A+. All sit in Westport School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5 Roosevelt Rd, Westport, CT compare to other homes in Westport 06880?
Among the 9,793 homes in Westport 06880, it is worth more than 96% of them ($5,540,399 against a typical $2,019,927), its price per square foot is higher than 98% of them ($1652 against a typical $698), it is bigger than 60% of them (3,353 ft² against a typical 2,898 ft²), its lot is bigger than 13% of them (0.27 ac against a typical 1 ac) and it is newer than 85% of them (2006 against a typical 1965). Measured against all of Western Connecticut County, it is worth more than 98% 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 5 Roosevelt Rd, Westport, CT?
The 2025 property tax bill for 5 Roosevelt Rd, Westport, CT was $41,194. The county assessed it at $2,184,200.
More homes on Roosevelt Rd
- 15 Roosevelt Rd$5.3M4 bd · 5.5 ba · 3,562 ft² · Sold $5.3M · Aug 2026
- 11 Roosevelt Rd$3.9M4 bd · 2.5 ba · 2,205 ft² · Sold $1.9M · Jul 2018
- 18 Roosevelt Rd$3.9M4 bd · 3.5 ba · 3,610 ft² · Sold $1.5M · Aug 2014
- 14 Roosevelt Rd$3.2M3 bd · 3.5 ba · 2,652 ft² · Sold $1.3M · Aug 2011
- 9 Roosevelt Rd$4.4M4 bd · 3.5 ba · 3,190 ft² · Sold $1.5M · Sep 2008
- 19 Roosevelt Rd$3.8M4 bd · 3.5 ba · 2,762 ft² · Sold $2.2M · Jan 2008
- 16 Roosevelt Rd$3.9M5 bd · 3.5 ba · 2,484 ft² · Sold $1.6M · Apr 2006
- 24 Roosevelt Rd$3.4M3 bd · 3.5 ba · 2,884 ft² · Sold $2.3M · Mar 2005
- 12 Roosevelt Rd$2.9M2 bd · 1.5 ba · 1,324 ft² · Sold $475K · Aug 1996
- 2 Roosevelt Rd$3.8M4 bd · 4.5 ba · 3,132 ft² · Sold Jan 1900
- 6 Roosevelt Rd$3.1M3 bd · 3 ba · 2,256 ft² · Sold Jan 1900
Closest homes
- 9 Roosevelt Rd$4.4M95 ft · 4 bd · 3.5 ba · 3,190 ft² · Sold $1.5M · Sep 2008
- 35 Compo Beach Rd$2.8M112 ft · 4 bd · 3.5 ba · 2,200 ft² · Sold $1.4M · Sep 2020
- 37 Compo Beach Rd$3.1M115 ft · 3 bd · 3.5 ba · 2,873 ft² · Sold $2M · Aug 2020
- 33 Compo Beach Rd$2.2M143 ft · 3 bd · 2 ba · 1,550 ft² · Sold Jan 1900
- 45 Compo Beach Rd$7.6M155 ft · 5 bd · 5.5 ba · 5,216 ft² · Sold $3.2M · May 2021
- 11 Roosevelt Rd$3.9M169 ft · 4 bd · 2.5 ba · 2,205 ft² · Sold $1.9M · Jul 2018
- 2 Roosevelt Rd$3.8M192 ft · 4 bd · 4.5 ba · 3,132 ft² · Sold Jan 1900
- 6 Roosevelt Rd$3.1M171 ft · 3 bd · 3 ba · 2,256 ft² · Sold Jan 1900
More homes in Westport 06880
- 48 Woodside Ave$4.1M3 bd · 2 ba · 1,853 ft² · Sold $4.2M · Sep 2026
- 11 Wake Robin Rd$4.8M4 bd · 4.5 ba · 6,868 ft² · Sold $4.6M · Sep 2026
- 5 Farnham Ct$2.1M5 bd · 4.5 ba · 3,988 ft² · Sold $2.4M · Sep 2026
- 4 Baywood Ln$1.6M5 bd · 2.5 ba · 1,316 ft² · Sold $1.6M · Aug 2026
- 18 Silver Brook Rd$2.3M3 bd · 4 ba · 4,013 ft² · Sold $2.4M · Aug 2026
- 34 Woodside Ave$2.7M4 bd · 4.5 ba · 2,801 ft² · Sold $2.6M · Aug 2026
- 6 Clapboard Hill Rd$4.5M2 ac · Sold $4.5M · Aug 2026
- 22 Maple Ave N$1.3M3 bd · 2 ba · 2,026 ft² · Sold $861K · Aug 2026
- 5 Edge Hill Trl$1.1M3 bd · 2.5 ba · 1,248 ft² · Sold $1.1M · Aug 2026
- 36 Maple Ave S$5.5M5 bd · 6.5 ba · 5,887 ft² · Sold $5.2M · Aug 2026
- 2 Ledgemoor Ln$2.7M5 bd · 5 ba · 4,600 ft² · Sold $2.7M · Aug 2026
- 55 Center St$3.2M5 bd · 5 ba · 4,094 ft² · Sold $3.2M · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 5 Roosevelt Rd 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