50 SLEEPY HOLLOW RD
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
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: Ridgefield School District
Neighborhood · ZIP 06877These 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.
Ownership
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
50 Sleepy Hollow 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 68% of homes in Western Connecticut County
- Bigger than 68% of homes in Western Connecticut County
- Has a bigger lot than 95% of homes in Ridgefield 06877
- Newer than 77% of homes in Ridgefield 06877
What homes are worth in Ridgefield 06877
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 56% of homes in Ridgefield 06877.
How it measures up in Ridgefield 06877
The dot is this home. The mark in the middle is the typical home in Ridgefield 06877.
Pricier than 56% of homes nearby
Pricier than 46% of homes nearby
Bigger than 58% of homes nearby
Bigger than 95% of homes nearby
Newer than 77% of homes nearby
| Measure | This home | Ridgefield 06877 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $1,156,314 | 56% of homes | 68% of homes |
| Price per ft²pricier than | $445 | 46% of homes | 56% of homes |
| Living areabigger than | 2,601 ft² | 58% of homes | 68% of homes |
| Lot sizebigger than | 3.3 ac | 95% of homes | 95% of homes |
| Year builtnewer than | 1986 | 77% of homes | 77% of homes |
About 50 Sleepy Hollow Rd
How much is 50 Sleepy Hollow Rd, Ridgefield, CT worth?
The TopHap Estimate for 50 Sleepy Hollow Rd, Ridgefield, CT is $1,156,314 as of Jul 14, 2026. The likely range is $1,064,114 to $1,248,514. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 50 Sleepy Hollow Rd, Ridgefield, CT last sell?
50 Sleepy Hollow Rd, Ridgefield, CT last sold on Jul 8, 2016 for $640,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 50 Sleepy Hollow Rd, Ridgefield, CT?
50 Sleepy Hollow Rd, Ridgefield, CT has 4 bedrooms, 3.5 bathrooms, 2,601 square feet of living space and a 3.30-acre lot.
When was 50 Sleepy Hollow Rd, Ridgefield, CT built?
50 Sleepy Hollow Rd, Ridgefield, CT was built in 1986, making it 40 years old. It is a contemporary home. The building has 2 stories.
What schools serve 50 Sleepy Hollow Rd, Ridgefield, CT?
50 Sleepy Hollow Rd, Ridgefield, CT is assigned to Ridgefield High School (high), rated A+; Scotts Ridge Middle School (middle), rated A; Scotland Elementary School (elementary), rated A. All sit in Ridgefield School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 50 Sleepy Hollow Rd, Ridgefield, CT compare to other homes in Ridgefield 06877?
Among the 8,677 homes in Ridgefield 06877, it is worth more than 56% of them ($1,156,314 against a typical $1,079,496), its price per square foot is higher than 46% of them ($445 against a typical $453), it is bigger than 58% of them (2,601 ft² against a typical 2,339 ft²), its lot is bigger than 95% of them (3.3 ac against a typical 1.1 ac) and it is newer than 77% of them (1986 against a typical 1970). Measured against all of Western Connecticut County, it is worth more than 68% 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 50 Sleepy Hollow Rd, Ridgefield, CT?
The 2025 property tax bill for 50 Sleepy Hollow Rd, Ridgefield, CT was $13,339. The county assessed it at $486,990.
Closest homes
- 60 Sleepy Hollow Rd$883K233 ft · 4 bd · 2.5 ba · 2,381 ft² · Sold Jan 1900
- 24 Sleepy Hollow Rd$1M325 ft · 3 bd · 3 ba · 2,203 ft² · Sold $617K · Sep 2015
- 22 Sleepy Hollow Rd$945K304 ft · 4 bd · 3.5 ba · 2,200 ft² · Sold $482K · Aug 2001
- 415 Barrack Hill Rd$712K443 ft · 2 bd · 2.5 ba · 1,104 ft² · Sold $685K · Dec 2025
- 399 Barrack Hill Rd$836K409 ft · 3 bd · 3 ba · 1,834 ft² · Sold $490K · Sep 2020
- 62 Sleepy Hollow Rd$721K395 ft · 1.09 ac · Sold $214K · Nov 1995
- 425 Barrack Hill Rd$837K486 ft · 3 bd · 3.5 ba · 2,134 ft² · Sold $338K · Oct 1989
- Sleepy Hollow Rd454 ft · 1.39 ac · Sold Jan 1900
More homes in Ridgefield 06877
- 48 Barry Ave$1.7M4 bd · 2.5 ba · 3,206 ft² · Sold $1.6M · Jul 2026
- 29 West Ln$1.9M3 bd · 4.5 ba · 3,766 ft² · Sold $1.5M · Jul 2026
- 54 Barry Ave$2.8M5 bd · 5 ba · 5,710 ft² · Sold $2.8M · Jul 2026
- 58 High Ridge Ave$1.7M4 bd · 4 ba · 4,703 ft² · Sold $1.7M · Jul 2026
- 20 Lounsbury Rd$2.9M4.87 ac · Sold $2.8M · Jul 2026
- 309 Danbury Rd$675K3 bd · 1.5 ba · 1,472 ft² · Sold $660K · Jul 2026
- 120 Limestone Rd$1.6M4 bd · 2.5 ba · 3,540 ft² · Sold $1.7M · Jul 2026
- 378 Wilton Rd W$899K4 bd · 1.5 ba · 1,964 ft² · Sold $905K · Jul 2026
- 61 Bob Hill Rd$750K4 bd · 2 ba · 1,470 ft² · Sold $775K · Jul 2026
- 15 Schoolhouse Pl$1.5M5 bd · 3.5 ba · 3,537 ft² · Sold $152K · Jul 2026
- 29 Buck Hill Rd$1.3M4 bd · 2.5 ba · 2,612 ft² · Sold $1.4M · Jul 2026
- 62 Blacksmith Ridge Rd$1.8M4 bd · 4 ba · 4,495 ft² · Sold $1.8M · Jul 2026
Assigned schools
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