101 SLEEPY HOLLOW RD
Valuation
Tax & Assessment
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: 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.
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
101 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 less than 71% of homes in Ridgefield 06877
- Costs more per square foot than 91% of homes in Ridgefield 06877
- Smaller than 80% of homes in Ridgefield 06877
- Has a bigger lot than 70% of homes in Western Connecticut County
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 29% 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 29% of homes nearby
Pricier than 91% of homes nearby
Bigger than 20% of homes nearby
Bigger than 56% of homes nearby
Newer than 49% of homes nearby
| Measure | This home | Ridgefield 06877 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $858,910 | 29% of homes | 55% of homes |
| Price per ft²pricier than | $614 | 91% of homes | 78% of homes |
| Living areabigger than | 1,400 ft² | 20% of homes | 28% of homes |
| Lot sizebigger than | 1.18 ac | 56% of homes | 70% of homes |
| Year builtnewer than | 1969 | 49% of homes | 54% of homes |
About 101 Sleepy Hollow Rd
How much is 101 Sleepy Hollow Rd, Ridgefield, CT worth?
The TopHap Estimate for 101 Sleepy Hollow Rd, Ridgefield, CT is $858,910 as of Sep 24, 2026. The likely range is $792,193 to $925,627. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 101 Sleepy Hollow Rd, Ridgefield, CT last sell?
101 Sleepy Hollow Rd, Ridgefield, CT last sold on May 3, 2017 for $515,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 101 Sleepy Hollow Rd, Ridgefield, CT?
101 Sleepy Hollow Rd, Ridgefield, CT has 3 bedrooms, 2.5 bathrooms, 1,400 square feet of living space and a 1.18-acre lot.
When was 101 Sleepy Hollow Rd, Ridgefield, CT built?
101 Sleepy Hollow Rd, Ridgefield, CT was built in 1969, making it 57 years old. It is a ranch home. The building has 1 story.
What schools serve 101 Sleepy Hollow Rd, Ridgefield, CT?
101 Sleepy Hollow Rd, Ridgefield, CT is assigned to Scotts Ridge Middle School (middle), rated A+; Ridgefield High School (high), 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 101 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 29% of them ($858,910 against a typical $1,053,028), its price per square foot is higher than 91% of them ($614 against a typical $448), it is bigger than 20% of them (1,400 ft² against a typical 2,339 ft²), its lot is bigger than 56% of them (1.18 ac against a typical 1.1 ac) and it is newer than 49% of them (1969 against a typical 1970). Measured against all of Western Connecticut County, it is worth more than 55% 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 101 Sleepy Hollow Rd, Ridgefield, CT?
The 2025 property tax bill for 101 Sleepy Hollow Rd, Ridgefield, CT was $10,555. The county assessed it at $385,350.
More homes on Sleepy Hollow Rd
- 87 Sleepy Hollow Rd$1.1M4 bd · 2.5 ba · 2,442 ft² · Sold $1.1M · May 2026
- 121 Sleepy Hollow Rd$1.2M4 bd · 2.5 ba · 2,640 ft² · Sold $1.1M · Nov 2025
- 5 Sleepy Hollow Rd$981K3 bd · 2.5 ba · 2,191 ft² · Sold $890K · May 2025
- 128 Sleepy Hollow Rd$863K3 bd · 2.5 ba · 2,324 ft² · Sold $725K · Aug 2024
- 12 Sleepy Hollow Rd$965K5 bd · 2.5 ba · 2,959 ft² · Sold $595K · Sep 2022
- 90 Sleepy Hollow Rd$1.3M4 bd · 4.5 ba · 3,250 ft² · Sold $845K · Feb 2022
- 75 Sleepy Hollow Rd$738K3 bd · 2 ba · 1,450 ft² · Sold $560K · Jun 2021
- 105 Sleepy Hollow Rd$1.5M4 bd · 3.5 ba · 2,774 ft² · Sold $235K · Feb 2021
- 126 Sleepy Hollow Rd$927K2 bd · 2.5 ba · 2,332 ft² · Sold $445K · Apr 2018
- 91 Sleepy Hollow Rd$754K3 bd · 2.5 ba · 1,442 ft² · Sold $387K · Oct 2016
- 50 Sleepy Hollow Rd$1.2M4 bd · 3.5 ba · 2,601 ft² · Sold $640K · Jul 2016
- 61 Sleepy Hollow Rd$970K3 bd · 2.5 ba · 2,560 ft² · Sold $540K · Mar 2016
Closest homes
- 91 Sleepy Hollow Rd$754K158 ft · 3 bd · 2.5 ba · 1,442 ft² · Sold $387K · Oct 2016
- 105 Sleepy Hollow Rd$1.5M158 ft · 4 bd · 3.5 ba · 2,774 ft² · Sold $235K · Feb 2021
- 87 Sleepy Hollow Rd$1.1M311 ft · 4 bd · 2.5 ba · 2,442 ft² · Sold $1.1M · May 2026
- 115 Sleepy Hollow Rd$1.3M313 ft · 4 bd · 2.5 ba · 2,822 ft² · Sold $750K · Mar 2012
- 118 Sleepy Hollow Rd$1.1M401 ft · 4 bd · 2.5 ba · 2,714 ft² · Sold $710K · Sep 2004
- 126 Sleepy Hollow Rd$927K499 ft · 2 bd · 2.5 ba · 2,332 ft² · Sold $445K · Apr 2018
- 81 Sleepy Hollow Rd$886K461 ft · 3 bd · 2 ba · 1,826 ft² · Sold Jan 1900
- 121 Sleepy Hollow Rd$1.2M490 ft · 4 bd · 2.5 ba · 2,640 ft² · Sold $1.1M · Nov 2025
More homes in Ridgefield 06877
- 40 Ivy Hill Rd$1.1M4 bd · 2.5 ba · 2,488 ft² · Sold $970K · Sep 2026
- 120 Prospect St$799K2 bd · 2 ba · 1,341 ft² · Sold $808K · Sep 2026
- 128 Florida Hill Rd$885K3 bd · 2.5 ba · 1,619 ft² · Sold $885K · Sep 2026
- 75 New St$1.5M4 bd · 2.5 ba · 2,164 ft² · Sold $1.4M · Sep 2026
- 342 Barrack Hill Rd$835K3 bd · 2.5 ba · 1,648 ft² · Sold $835K · Sep 2026
- 16 Banks Hill Pl$1.5M4 bd · 2.5 ba · 3,310 ft² · Sold $1.5M · Sep 2026
- 31 Aspen Mill Rd$960K4 bd · 3.5 ba · 2,655 ft² · Sold $1.4M · Sep 2026
- 500 Main St$1M3 bd · 3.5 ba · 2,888 ft² · Sold $2.5M · Sep 2026
- 5 Sunset Ln$695K3 bd · 1.5 ba · 1,574 ft² · Sold $605K · Sep 2026
- 256 Wilton Rd E$1.6M4 bd · 3 ba · 2,842 ft² · Sold $1.6M · Sep 2026
- 21 Branchville Rd$2.5M4 bd · 4.5 ba · 4,684 ft² · Sold $2.5M · Sep 2026
- 14 Turtle Ridge Ct$2M5 bd · 5 ba · 4,750 ft² · Sold $2M · Sep 2026
Assigned schools
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