66 WHITETAIL RUN
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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: Monroe-Woodbury Central School District
Neighborhood · ZIP 10918These 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
66 Whitetail Run 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 65% of homes in Orange County
- Costs more per square foot than 94% of homes in Chester 10918
- Smaller than 71% of homes in Chester 10918
- Has a bigger lot than 69% of homes in Orange County
What homes are worth in Chester 10918
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 48% of homes in Chester 10918.
How it measures up in Chester 10918
The dot is this home. The mark in the middle is the typical home in Chester 10918.
Pricier than 48% of homes nearby
Pricier than 94% of homes nearby
Bigger than 29% of homes nearby
Bigger than 53% of homes nearby
Newer than 40% of homes nearby
| Measure | This home | Chester 10918 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $547,547 | 48% of homes | 65% of homes |
| Price per ft²pricier than | $372 | 94% of homes | 90% of homes |
| Living areabigger than | 1,472 ft² | 29% of homes | 33% of homes |
| Lot sizebigger than | 0.92 ac | 53% of homes | 69% of homes |
| Year builtnewer than | 1983 | 40% of homes | 57% of homes |
About 66 Whitetail Run
How much is 66 Whitetail Run, Chester, NY worth?
The TopHap Estimate for 66 Whitetail Run, Chester, NY is $547,547 as of Jul 14, 2026. The likely range is $522,644 to $572,450. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 66 Whitetail Run, Chester, NY last sell?
66 Whitetail Run, Chester, NY last sold on Aug 17, 2018 for $270,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 66 Whitetail Run, Chester, NY?
66 Whitetail Run, Chester, NY has 3 bedrooms, 1.5 bathrooms, 1,472 square feet of living space and a 0.92-acre lot.
When was 66 Whitetail Run, Chester, NY built?
66 Whitetail Run, Chester, NY was built in 1983, making it 43 years old. It is a contemporary home. The building has 2 stories.
What schools serve 66 Whitetail Run, Chester, NY?
66 Whitetail Run, Chester, NY is assigned to Monroe-Woodbury Middle School (middle), rated C-; Monroe-Woodbury High School (high), rated B+; Smith Clove Elementary School (elementary). All sit in Monroe-Woodbury Central School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 66 Whitetail Run, Chester, NY compare to other homes in Chester 10918?
Among the 4,033 homes in Chester 10918, it is worth more than 48% of them ($547,547 against a typical $561,527), its price per square foot is higher than 94% of them ($372 against a typical $272), it is bigger than 29% of them (1,472 ft² against a typical 1,992 ft²), its lot is bigger than 53% of them (0.92 ac against a typical 0.72 ac) and it is newer than 40% of them (1983 against a typical 1985). Measured against all of Orange County, it is worth more than 65% 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 66 Whitetail Run, Chester, NY?
The 2024 property tax bill for 66 Whitetail Run, Chester, NY was $11,025. The county assessed it at $42,700.
More homes on Whitetail Run
- 101 Whitetail Run$589K3 bd · 2.5 ba · 1,854 ft² · Sold $589K · Jul 2026
- 57 Whitetail Run$802K4 bd · 4 ba · 2,842 ft² · Sold $201K · Dec 2025
- 61 Whitetail Run$827K3 bd · 3 ba · 2,071 ft² · Sold $258K · Dec 2025
- 73 Whitetail Run$739K4 bd · 3 ba · 2,770 ft² · Sold May 2025
- 21 Whitetail Run$718K4 bd · 3 ba · 2,045 ft² · Sold $690K · Feb 2025
- Whitetail Run9.6 ac · Sold $162K · Apr 2023
- Whitetail Run11.3 ac · Sold $162K · Apr 2023
- 60 Whitetail Run$900K3 bd · 2.5 ba · 2,588 ft² · Sold $600K · Jun 2022
- 78 Whitetail Run$786K3 bd · 3 ba · 2,496 ft² · Sold May 2022
- 25 Whitetail Run$786K4 bd · 3 ba · 2,108 ft² · Sold $680K · Apr 2022
- 77 Whitetail Run3 bd · 2 ba · 2,626 ft² · Sold $500K · Feb 2022
- 98 Whitetail Run3 bd · 2 ba · 2,498 ft² · Sold Mar 2021
Closest homes
- 74 Whitetail Run$541K151 ft · 3 bd · 1 ba · 1,442 ft²
- 71 Whitetail Run$609K327 ft · 3 bd · 2 ba · 1,940 ft² · Sold $333K · Mar 2006
- 65 Whitetail Run$631K377 ft · 3 bd · 2 ba · 2,212 ft²
- 76 Whitetail Run$605K301 ft · 3 bd · 2 ba · 1,859 ft² · Sold $285K · Nov 2014
- 73 Whitetail Run$739K388 ft · 4 bd · 3 ba · 2,770 ft² · Sold May 2025
- 78 Whitetail Run$786K447 ft · 3 bd · 3 ba · 2,496 ft² · Sold May 2022
- 77 Whitetail Run492 ft · 3 bd · 2 ba · 2,626 ft² · Sold $500K · Feb 2022
- 60 Whitetail Run$900K501 ft · 3 bd · 2.5 ba · 2,588 ft² · Sold $600K · Jun 2022
More homes in Chester 10918
- 2 Honeysuckle Ct$728K3 bd · 2.5 ba · 2,900 ft² · Sold $600K · Aug 2026
- 3910 Whispering Hls$370K3 bd · 2.5 ba · 1,331 ft² · Sold $381K · Jul 2026
- 1071 Craigville Rd$772K4 bd · 2.5 ba · 2,780 ft² · Sold $770K · Jul 2026
- 16 Meadow Ave$512K6 bd · 2 ba · 2,568 ft² · Sold $200K · Jul 2026
- 17 Meadow Ave$475K3 bd · 2 ba · 2,280 ft² · Sold $200K · Jul 2026
- 3917 Whispering Hls$306K2 bd · 1.5 ba · 1,072 ft² · Sold $305K · Jul 2026
- 2323 Whispering Hls$340K2 bd · 2 ba · 1,316 ft² · Sold $340K · Jul 2026
- 58 Oxford Springs Rd$370K1 bd · 1 ba · 783 ft² · Sold $371K · Jul 2026
- 4 Oak St$525K3 bd · 2.5 ba · 1,888 ft² · Sold $525K · Jul 2026
- 2203 Whispering Hls$349K3 bd · 2.5 ba · 1,331 ft² · Sold $348K · Jul 2026
- 21 Bull Mine Rd$907K5 bd · 2.5 ba · 3,066 ft² · Sold $905K · Jul 2026
- 25 Sugarloaf Mountain Rd$637K3 bd · 2.5 ba · 1,618 ft² · Sold $635K · Jul 2026
Assigned schools
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