285 HILLTOP DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
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: Stratford School District
Neighborhood · ZIP 06614These 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
285 Hilltop 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.
- Costs less per square foot than 83% of homes in Stratford 06614
- Bigger than 80% of homes in Stratford 06614
- Has a bigger lot than 90% of homes in Stratford 06614
- Older than 77% of homes in Stratford 06614
What homes are worth in Stratford 06614
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 61% of homes in Stratford 06614.
How it measures up in Stratford 06614
The dot is this home. The mark in the middle is the typical home in Stratford 06614.
Pricier than 61% of homes nearby
Pricier than 17% of homes nearby
Bigger than 80% of homes nearby
Bigger than 90% of homes nearby
Newer than 23% of homes nearby
| Measure | This home | Stratford 06614 | Greater Bridgeport County |
|---|---|---|---|
| Estimated valuepricier than | $491,423 | 61% of homes | 41% of homes |
| Price per ft²pricier than | $259 | 17% of homes | 19% of homes |
| Living areabigger than | 1,901 ft² | 80% of homes | 59% of homes |
| Lot sizebigger than | 0.59 ac | 90% of homes | 75% of homes |
| Year builtnewer than | 1942 | 23% of homes | 29% of homes |
About 285 Hilltop Dr
How much is 285 Hilltop Dr, Stratford, CT worth?
The TopHap Estimate for 285 Hilltop Dr, Stratford, CT is $491,423 as of Aug 30, 2026. The likely range is $466,505 to $516,341. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 285 Hilltop Dr, Stratford, CT last sell?
285 Hilltop Dr, Stratford, CT last sold on Aug 15, 1989 for $224,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 285 Hilltop Dr, Stratford, CT?
285 Hilltop Dr, Stratford, CT has 2 bedrooms, 2 bathrooms, 1,901 square feet of living space and a 0.59-acre lot.
When was 285 Hilltop Dr, Stratford, CT built?
285 Hilltop Dr, Stratford, CT was built in 1942, making it 84 years old. It is a cape cod home. The building has 2 stories.
What schools serve 285 Hilltop Dr, Stratford, CT?
285 Hilltop Dr, Stratford, CT is assigned to Eli Whitney Elementary School (elementary), rated B; Burnell High School (high), rated A-; Harry B. Flood Middle School (middle), rated C. All sit in Stratford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 285 Hilltop Dr, Stratford, CT compare to other homes in Stratford 06614?
Among the 12,172 homes in Stratford 06614, it is worth more than 61% of them ($491,423 against a typical $465,912), its price per square foot is higher than 17% of them ($259 against a typical $306), it is bigger than 80% of them (1,901 ft² against a typical 1,450 ft²), its lot is bigger than 90% of them (0.59 ac against a typical 0.22 ac) and it is newer than 23% of them (1942 against a typical 1958). Measured against all of Greater Bridgeport County, it is worth more than 41% 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 285 Hilltop Dr, Stratford, CT?
The 2025 property tax bill for 285 Hilltop Dr, Stratford, CT was $8,965. The county assessed it at $223,020.
More homes on Hilltop Dr
- 530 Hilltop Dr$574K3 bd · 2 ba · 1,862 ft² · Sold $568K · Jun 2026
- 266 Hilltop Dr$586K3 bd · 2 ba · 1,816 ft² · Sold $535K · Apr 2025
- 425 Hilltop Dr$520K2 bd · 1.5 ba · 1,599 ft² · Sold $470K · Aug 2024
- 630 Hilltop Dr$509K3 bd · 2 ba · 1,214 ft² · Sold $457K · Mar 2024
- 424 Hilltop Dr$550K3 bd · 2.5 ba · 1,442 ft² · Sold $484K · Dec 2023
- 331 Hilltop Dr$513K3 bd · 1.5 ba · 1,756 ft² · Sold $420K · Sep 2022
- 525 Hilltop Dr$520K3 bd · 2.5 ba · 1,465 ft² · Sold $103K · Nov 2021
- 401 Hilltop Dr$646K4 bd · 2.5 ba · 2,496 ft² · Sold $550K · Nov 2021
- 675 Hilltop Dr$585K4 bd · 2 ba · 2,092 ft² · Sold $438K · Oct 2021
- 695 Hilltop Dr$508K3 bd · 2 ba · 1,648 ft² · Sold $388K · Oct 2021
- 394 Hilltop Dr$552K2 bd · 2.5 ba · 1,939 ft² · Sold $465K · Oct 2021
- 995 Hilltop Dr$574K4 bd · 2 ba · 1,843 ft² · Sold $451K · Apr 2021
Closest homes
- 305 Hilltop Dr$557K96 ft · 3 bd · 2.5 ba · 2,434 ft² · Sold Jan 1900
- 261 Hilltop Dr$493K104 ft · 2 bd · 2 ba · 1,176 ft² · Sold $297K · Apr 2015
- 180 Wainwright Pl$470K172 ft · 5 bd · 1.5 ba · 1,740 ft² · Sold $180K · Apr 2017
- 245 Hilltop Dr$440K200 ft · 2 bd · 1 ba · 1,280 ft² · Sold $245K · Aug 2020
- 331 Hilltop Dr$513K216 ft · 3 bd · 1.5 ba · 1,756 ft² · Sold $420K · Sep 2022
- 200 Wainwright Pl$558K220 ft · 3 bd · 1 ba · 1,890 ft² · Sold $339K · Mar 2021
- 168 Wainwright Pl$674K177 ft · 6 bd · 2.5 ba · 2,532 ft² · Sold $300K · Jul 2004
- 228 Wainwright Pl$481K291 ft · 5 bd · 2.5 ba · 1,679 ft² · Sold $135K · Mar 1997
More homes in Stratford 06614
- 40 Morning Glory Ter$769K4 bd · 3.5 ba · 2,028 ft² · Sold $760K · Aug 2026
- 30 Crested Ridge Ct$715K4 bd · 2.5 ba · 2,222 ft² · Sold $715K · Aug 2026
- 765 Cutspring Rd$600K4 bd · 2.5 ba · 2,882 ft² · Sold $650K · Aug 2026
- 150 Old Town Dr$540K3 bd · 2 ba · 1,710 ft² · Sold $540K · Aug 2026
- 115 Barnum Ter4 bd · 2 ba · 2,080 ft² · Sold $650K · Aug 2026
- 62 Saint Michaels Ave4 bd · 2 ba · 1,751 ft² · Sold $605K · Aug 2026
- 690 Huntington Rd$290K2 bd · 2 ba · 893 ft² · Sold $265K · Aug 2026
- 15 Henry Ave$507K4 bd · 2 ba · 1,581 ft² · Sold $495K · Aug 2026
- 252 Agawam Dr$585K2 bd · 2.5 ba · 1,575 ft² · Sold $585K · Aug 2026
- 120 Brightwood Ave$661K3 bd · 2.5 ba · 2,032 ft² · Sold $661K · Aug 2026
- 105 Meadow Wood Rd$680K5 bd · 3 ba · 2,530 ft² · Sold $680K · Aug 2026
- 522 Iroquois Ln$413K2 bd · 3 ba · 1,426 ft² · Sold $650K · Aug 2026
Assigned schools
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