305 MAIN 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: 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
305 Main 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 83% of homes in Western Connecticut County
- Costs more per square foot than 82% of homes in Western Connecticut County
- Bigger than 72% of homes in Western Connecticut County
- Has a smaller lot than 66% of homes in Westport 06880
- Older than 92% of homes in Westport 06880
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 44% 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 44% of homes nearby
Pricier than 44% of homes nearby
Bigger than 47% of homes nearby
Bigger than 34% of homes nearby
Newer than 8% of homes nearby
| Measure | This home | Westport 06880 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $1,917,776 | 44% of homes | 83% of homes |
| Price per ft²pricier than | $689 | 44% of homes | 82% of homes |
| Living areabigger than | 2,785 ft² | 47% of homes | 72% of homes |
| Lot sizebigger than | 0.51 ac | 34% of homes | 44% of homes |
| Year builtnewer than | 1921 | 8% of homes | 8% of homes |
About 305 Main St
How much is 305 Main St, Westport, CT worth?
The TopHap Estimate for 305 Main St, Westport, CT is $1,917,776 as of Sep 24, 2026. The likely range is $1,851,986 to $1,983,566. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 305 Main St, Westport, CT last sell?
305 Main St, Westport, CT last sold on Mar 8, 2016 for $860,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 305 Main St, Westport, CT?
305 Main St, Westport, CT has 4 bedrooms, 2.5 bathrooms, 2,785 square feet of living space and a 0.51-acre lot.
When was 305 Main St, Westport, CT built?
305 Main St, Westport, CT was built in 1921, making it 105 years old. It is a colonial home. The building has 3 stories.
What schools serve 305 Main St, Westport, CT?
305 Main St, Westport, CT is assigned to Saugatuck Elementary School (elementary), rated A-; Bedford Middle School (middle), rated A+; Staples High School (high), rated A+. All sit in Westport School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 305 Main St, Westport, CT compare to other homes in Westport 06880?
Among the 9,793 homes in Westport 06880, it is worth more than 44% of them ($1,917,776 against a typical $2,058,974), its price per square foot is higher than 44% of them ($689 against a typical $712), it is bigger than 47% of them (2,785 ft² against a typical 2,904 ft²), its lot is bigger than 34% of them (0.51 ac against a typical 1 ac) and it is newer than 8% of them (1921 against a typical 1965). Measured against all of Western Connecticut County, it is worth more than 83% 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 305 Main St, Westport, CT?
The 2025 property tax bill for 305 Main St, Westport, CT was $10,175. The county assessed it at $539,500.
More homes on Main St
- 489 Main St5 bd · 4 ba · 2,192 ft² · Sold $840K · Apr 2026
- 383 Main St$840K3 bd · 2 ba · 1,591 ft² · Sold $760K · Nov 2025
- 387 Main St$2.2M2 bd · 2 ba · 3,016 ft² · Sold $2.1M · May 2025
- 495 Main St$910K3 bd · 1 ba · 1,674 ft² · Sold $850K · Apr 2025
- 499 Main St$867K4 bd · 3 ba · 1,737 ft² · Sold $800K · Jan 2025
- 301 Main St$1.7M4 bd · 3.5 ba · 2,609 ft² · Sold $1.4M · Jul 2024
- 360 Main St$1.4M4 bd · 3 ba · 2,048 ft² · Sold $660K · Oct 2021
- 90 Main St # 4$512K1 bd · 1 ba · 671 ft² · Sold $300K · Dec 2020
- 491 Main St$1.1M0.46 ac · Sold $695K · Nov 2020
- 441 Main St$1.2M3 bd · 1.5 ba · 1,522 ft² · Sold $597K · Jul 2020
- 475 Main St$1.6M3 bd · 2.5 ba · 1,750 ft² · Sold Nov 2018
- 477 Main St$1.3M4 bd · 4 ba · 1,932 ft² · Sold $510K · Aug 2018
Closest homes
- 301 Main St$1.7M69 ft · 4 bd · 3.5 ba · 2,609 ft² · Sold $1.4M · Jul 2024
- 311 Main St$1.9M87 ft · 4 bd · 3.5 ba · 3,260 ft² · Sold $908K · Jul 2001
- 299 Main St$1.1M138 ft · 3 bd · 2.5 ba · 1,263 ft² · Sold $600K · Mar 2014
- 310 Main St$1.3M209 ft · 3 bd · 2.5 ba · 1,437 ft² · Sold $760K · Jun 2006
- 1 Wild Rose Rd$1.5M277 ft · 3 bd · 2.5 ba · 1,658 ft² · Sold $1.4M · Dec 2024
- 2 Wild Rose Rd$3.1M287 ft · 0.55 ac · Sold $2M · Nov 2019
- 320 Main St$1.1M366 ft · 3 bd · 2 ba · 1,587 ft² · Sold Jan 1900
- 17 Canal St$2.3M325 ft · 3 bd · 2.5 ba · 3,124 ft² · Sold $910K · Aug 2002
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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