5 WOODLAND DR
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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 Woodland 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 98% of homes in Western Connecticut County
- Costs more per square foot than 88% of homes in Western Connecticut County
- Bigger than 98% of homes in Western Connecticut County
- Among the largest lots in Compo
- Newer than 90% 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 95% 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 95% of homes nearby
Pricier than 69% of homes nearby
Bigger than 95% of homes nearby
Bigger than 94% of homes nearby
Newer than 80% of homes nearby
| Measure | This home | Compo | Westport 06880 | Western Connecticut County |
|---|---|---|---|---|
| Estimated valuepricier than | $5,410,689 | 91% of homes | 95% of homes | 98% of homes |
| Price per ft²pricier than | $793 | 42% of homes | 69% of homes | 88% of homes |
| Living areabigger than | 6,821 ft² | 96% of homes | 95% of homes | 98% of homes |
| Lot sizebigger than | 2.1 ac | almost all homes | 94% of homes | 86% of homes |
| Year builtnewer than | 2002 | 79% of homes | 80% of homes | 90% of homes |
About 5 Woodland Dr
How much is 5 Woodland Dr, Westport, CT worth?
The TopHap Estimate for 5 Woodland Dr, Westport, CT is $5,410,689 as of Sep 24, 2026. The likely range is $5,085,151 to $5,736,227. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5 Woodland Dr, Westport, CT last sell?
5 Woodland Dr, Westport, CT last sold on Aug 7, 2024 for $4,850,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 5 Woodland Dr, Westport, CT?
5 Woodland Dr, Westport, CT has 5 bedrooms, 6.5 bathrooms, 6,821 square feet of living space and a 2.10-acre lot.
When was 5 Woodland Dr, Westport, CT built?
5 Woodland Dr, Westport, CT was built in 2002, making it 24 years old. It is a split level home. The building has 2 stories.
What schools serve 5 Woodland Dr, Westport, CT?
5 Woodland Dr, Westport, CT is assigned to Saugatuck 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 Woodland Dr, Westport, CT compare to other homes in Westport 06880?
Among the 9,793 homes in Westport 06880, it is worth more than 95% of them ($5,410,689 against a typical $2,058,974), its price per square foot is higher than 69% of them ($793 against a typical $712), it is bigger than 95% of them (6,821 ft² against a typical 2,904 ft²), its lot is bigger than 94% of them (2.1 ac against a typical 1 ac) and it is newer than 80% of them (2002 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 Woodland Dr, Westport, CT?
The 2025 property tax bill for 5 Woodland Dr, Westport, CT was $35,928. The county assessed it at $1,904,980.
More homes on Woodland Dr
- 9 Woodland Dr$5.1M5 bd · 7.5 ba · 7,239 ft² · Sold $3.1M · Apr 2021
- 1 Woodland Dr$2.3M4 bd · 2.5 ba · 2,890 ft² · Sold $1.1M · Apr 2004
- 6 Woodland Dr$3.1M5 bd · 3.5 ba · 5,512 ft² · Sold $782K · Jul 1997
- 3 Woodland Dr$2M4 bd · 2 ba · 2,782 ft² · Sold $400K · Jun 1994
- 8 Woodland Dr$1.8M3 bd · 3 ba · 2,237 ft² · Sold $355K · Jan 1984
- 7 Woodland Dr$1.8M3 bd · 2 ba · 2,237 ft² · Sold Jan 1900
Closest homes
- 3 Woodland Dr$2M225 ft · 4 bd · 2 ba · 2,782 ft² · Sold $400K · Jun 1994
- 7 Woodland Dr$1.8M264 ft · 3 bd · 2 ba · 2,237 ft² · Sold Jan 1900
- 10 Over Rock Ln$3.4M300 ft · 5 bd · 5.5 ba · 4,281 ft² · Sold $1.8M · Nov 2012
- 6 Over Rock Ln$3.3M332 ft · 5 bd · 4 ba · 3,561 ft² · Sold $3.2M · Dec 2025
- 16 Over Rock Ln$4.4M309 ft · 4 bd · 4.5 ba · 6,262 ft² · Sold Jan 1900
- 4 Over Rock Ln$2.1M465 ft · 3 bd · 2 ba · 1,296 ft² · Sold Jan 1900
- 9 Woodland Dr$5.1M460 ft · 5 bd · 7.5 ba · 7,239 ft² · Sold $3.1M · Apr 2021
- 1 Woodland Dr$2.3M424 ft · 4 bd · 2.5 ba · 2,890 ft² · Sold $1.1M · Apr 2004
More homes in Westport 06880
- 30 Pequot Trl$1.6M5 bd · 4 ba · 2,706 ft² · Sold $1.6M · Sep 2026
- 48 Woodside Ave$4.2M3 bd · 2 ba · 1,853 ft² · Sold $4.2M · Sep 2026
- 11 Wake Robin Rd$4.6M4 bd · 4.5 ba · 6,868 ft² · Sold $4.6M · Sep 2026
- 5 Farnham Ct$2.4M5 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$2.4M3 bd · 4 ba · 4,013 ft² · Sold $2.4M · Aug 2026
- 34 Woodside Ave$2.6M4 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$864K3 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$5.2M5 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
Assigned schools
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