This home's estimate is 3.6% higher than the average sale price ($1.96M) of 6 comparable homes.
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- Sale & tax history
- Property details
- Neighborhood
- Climate
2 Sleepy Hollow Rd, Chappaqua, NY 10514
About this home
Unreported Deal Fell Through! Pristine & turn-key 5-bedroom open layout Colonial on bucolic level property in one of Chappaqua's most desirable cul-de-sac neighborhoods. Large, light filled rooms. Wonderful appointments & millwork throughout. Hardwood flrs, recessed lights, bay windows, NEW Generator (2021), NEW carpet in LL (2022), Hot tub, Newer mechanicals: furnace (2015), hot water heater (2020), New driveway (2019). Traditional front-facing dining & living rms w/custom molding & bay window. New (2019) Bilotta Eat-in-kitchen w/island, stainless appliances (Viking, Kitchen Aid), quartz counters & slider to patio. Inviting family rm w/wood fireplace, picture window & door to patio. Separate stairs to 5th bdrm/home office w/cathedral ceiling & ensuite bth. Primary bdrm ste, 3 addt'l lrg bdrms & a hall bath on 2nd floor. Lower level houses a playroom, storage rms & mechanicals. Picturesque property w/brick walkway, bluestone patio, lush lawns & hot tub. Close to school, town & park! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,
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Market trends in 10514, NY
Last updated October 2026
Buyer's Market
Seller's Market
Seller's market
0 days MoM
- OPEN SUN, 12PM TO 2PM$799,0002 beds2.5 baths1,244 sq ft13 Deer Run, Chappaqua, NY 10514Listing by Compass Greater NY, LLC
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Provided by Redfin
Sale history for 2 Sleepy Hollow Rd
$446/sq ft
$432/sq ft
$432/sq ft
$323/sq ft
$343/sq ft
$267/sq ft
$134/sq ft
Tax history for 2 Sleepy Hollow Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking Information
- Parking Total: 2
- Parking Features: Attached, Driveway, Garage Door Opener
Interior
- Virtual Tour Information
- Fireplace Information
- Has Fireplace
- Fireplaces Total: 1
- Heating & Cooling
- Cooling: Central Air
- Heating: Baseboard, Oil, Radiant
- Interior Features
- Interior Features: Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,Primary Bathroom,Walk-In Closet(s)
- Window Features: Blinds
- Laundry Features: Inside
- Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater
- Flooring: Hardwood
- Levels: Two
- Patio And Porch Features: Patio
- Room Information
- Basement YN: Yes
- Attic: Pull Stairs,Unfinished
- Rooms Total: 9
- Basement: Full, Partially Finished
- Additional Rooms: Office
- Bathroom Information
- Bathrooms Full: 3
- Bathrooms Half: 1
Exterior
- Exterior Features
- Exterior Features: Mailbox
- Construction Materials: Frame, Wood Siding
- Security Features: Security System
- Waterfront YN: No
- Pool Information
- Has Spa
- Lot Information
- Lot Features: Cul-De-Sac, Near School
- Property Information
- Stories: 2
- Other Equipment: Generator
- Living Area Source: Public Records
- Property Sub Type: Single Family Residence
- Property Condition: Actual
Financial
- Tax Information
- Tax Year: 2021
- Tax Source: Municipality
- Tax Annual Amount: $30,129
- Financial Information
- Buyer Financing: Conventional
Utilities
- Utility Information
- Electric Company: Con-Edison
- Sewer: Septic Tank
- Utilities: Trash Collection Public
Location
- HOA Information
- Association Amenities: Park
- School Information
- Elementary School: Westorchard
- Middle Or Junior School: Seven Bridges Middle School
- High School: Horace Greeley High School
- High School District: Chappaqua
- Location Information
- Hamlet: Chappaqua
- Directions: Millwood Rd (Route 133) to Joan Drive to right on Sleepy Hollow to #2 on right.
- County Or Parish: Westchester County
- Community Information
- Community Features: Park
Public facts
- Beds: 5
- Baths: 3.0
- Sq. Ft.: 3,726
- Stories: —
- Lot Size: 1.12 acres
- Style: Single Family Residential
- Year Built: 1974
- Year Renovated: —
- County: Westchester County
- APN: 553600R08101400020110000000
Around this home
Schools
Public K-4 • 0.5mi
Public 5-8 • 0.8mi
Public 9-12 • 1.9mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
0.00% chance of being in a wildfire in next 30 years
7 days above 99° expected this year, 15 days in 30 years
26% chance of strong winds in next 30 years
4 unhealthy days expected this year, 5 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 10514
Home values near 2 Sleepy Hollow Rd
| Address | Redfin Estimate |
|---|---|
5 Beds | 3 Baths | 4413 Sq. Ft. | $2,059,988 |
5 Beds | 3.5 Baths | 4002 Sq. Ft. | $2,176,981 |
4 Beds | 4 Baths | 3791 Sq. Ft. | $2,265,711 |
4 Beds | 3.5 Baths | 3951 Sq. Ft. | $2,217,053 |
4 Beds | 3 Baths | 4667 Sq. Ft. | $2,113,213 |
6 Beds | 5 Baths | 8775 Sq. Ft. | $2,434,216 |
5 Beds | 3 Baths | 4155 Sq. Ft. | $1,966,756 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 3.5 Baths | 3460 Sq. Ft. | $1,613,742 |
5 Beds | 4 Baths | 4689 Sq. Ft. | $2,274,395 |
3 Beds | 3 Baths | 3645 Sq. Ft. | $1,639,193 |
4 Beds | 3.5 Baths | 4061 Sq. Ft. | $1,924,438 |
3 Beds | 2.5 Baths | 4457 Sq. Ft. | $1,683,551 |
4 Beds | 3.5 Baths | 3646 Sq. Ft. | $1,847,329 |
3 Beds | 3 Baths | 2310 Sq. Ft. | $1,522,184 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 3.5 Baths | 4422 Sq. Ft. | $2,442,197 |
4 Beds | 2.5 Baths | 3332 Sq. Ft. | $1,904,475 |
4 Beds | 2 Baths | 2321 Sq. Ft. | $1,453,292 |
4 Beds | 4 Baths | 3537 Sq. Ft. | $2,322,997 |
5 Beds | 3.5 Baths | 5227 Sq. Ft. | $1,844,526 |
5 Beds | 3.5 Baths | 3532 Sq. Ft. | $2,233,475 |
3 Beds | 2 Baths | 2504 Sq. Ft. | $1,425,057 |
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