This home's estimate is 19.8% higher than the average sale price ($1.85M) of 6 comparable homes.
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- Property details
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73 Whippoorwill Lake Rd, Chappaqua, NY 10514
About this home
Experience modern luxury and timeless sophistication in this stunning contemporary, beautifully sited on over an acre of park-like property in Chappaqua’s sought-after Whippoorwill neighborhood. Set on a quiet cul-de-sac with a majestic approach, this home is surrounded by mature trees and lush landscaping, creating a private oasis with level play areas and serene natural views backing to a protected nature preserve. This dramatic residence features soaring ceilings, expansive windows, gorgeous hardwood floors and sophisticated modern design throughout. A bold double-door entry opens to a sun-drenched foyer and gallery-like living spaces. The vaulted dining room with floor-to-ceiling windows flows seamlessly into an oversized living room with a fireplace and sliders to expansive wraparound decks—perfect for indoor/outdoor entertaining. The beautiful chef’s kitchen showcases stainless steel appliances, custom cabinetry, and a breakfast area with sliders for effortless alfresco dining. The main level also includes a spacious home office (or playroom) with a second fireplace, a guest bedroom/office, full bath, laundry area, and an attached two-car garage. Upstairs, the primary suite offers a fireplace, private balcony, dual walk-in closets, and an ensuite bath. Three additional bedrooms include one with an en-suite bath and two sharing a stylishly updated hall bath. The walk-out lower level provides great space for recreationa and storage. Offering a rare combination of architectural drama, flexible living space, and resort-like grounds, this exceptional home delivers the best of modern living in a peaceful Whippoorwill setting within the award-winning Chappaqua School District. AO 11/1/25
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Market trends in 10514, NY
Last updated October 2026
Buyer's Market
Seller's Market
Seller's market
- COMING SOON$1,825,0004 beds3.5 baths3,164 sq ft25 Helena Dr, Chappaqua, NY 10514Listing by William Raveis-New York, LLC
- $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 73 Whippoorwill Lake Rd
$499/sq ft
$519/sq ft
$227/sq ft
$83/sq ft
Tax history for 73 Whippoorwill Lake 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
- Carport YN: No
- Parking Features: Attached, Driveway, Garage
- Garage Information
- Garage Spaces: 2
- Has Garage
Interior
- Fireplace Information
- Has Fireplace
- Fireplace Features: Bedroom, Living Room, Wood Burning
- Heating & Cooling
- Cooling: Central Air
- Heating: Baseboard, Oil
- Interior Features
- Interior Features: Cathedral Ceiling(s),Central Vacuum,Chandelier,Chefs Kitchen,Double Vanity,Eat-in Kitchen,Entertainment Cabinets,Entrance Foyer,Formal Dining,High Ceilings,His and Hers Closets,Open Floorplan,Recessed Lighting
- Window Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
- Laundry Features: Laundry Room
- Appliances: Dishwasher, Dryer, Electric Range, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Oil Water Heater
- Flooring: Hardwood
- Levels: Three Or More
- Patio And Porch Features: Deck, Patio, Wrap Around
- Room Information
- Basement YN: Yes
- Attic: Partial
- Rooms Total: 12
- Basement: Walk-Out Access
- Bathroom Information
- Bathrooms Full: 4
- Bathrooms Half: 1
Exterior
- Exterior Features
- Construction Materials: Frame
- Waterfront YN: No
- Lot Information
- Additional Parcels YN: No
- Property Information
- Living Area Source: Public Records
- Living Area (Sq. Ft.): 3849.00
- Building Area Total (Sq. Ft.): 4839.00
- Building Area Source: Public Records
- Property Sub Type: Single Family Residence
- Property Condition: Actual
Financial
- Tax Information
- Tax Year: 2025
- Tax Source: Municipality
- Tax Annual Amount: $36,400.75
- Financial Information
- Buyer Financing: Conventional
Utilities
- Utility Information
- Electric Company: Con-Edison
- Sewer: Septic Tank
- Utilities: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Location
- HOA Information
- Has Association
- Association Fee: $1,200
- Association Fee Frequency: Annually
- Association Fee Includes: Common Area Maintenance
- School Information
- Elementary School: Douglas G Grafflin School
- Elementary School District: Chappaqua
- Middle Or Junior School: Robert E Bell School
- Middle Or Junior School District: Chappaqua
- High School: Horace Greeley High School
- High School District: Chappaqua
- Location Information
- County Or Parish: Westchester County
- Community Information
- Community Features: Other
Public facts
- Beds: 5
- Baths: 4.0
- Sq. Ft.: 4,839
- Stories: —
- Lot Size: 1.15 acres
- Style: Single Family Residential
- Year Built: 1980
- Year Renovated: —
- County: Westchester County
- APN: 553600A10100600020040000000
Around this home
Schools
- K - 12
- Preschool & daycare
Public PreK-4 • 1.3mi
Public 5-8 • 1.9mi
Public 9-12 • 1.5mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 98° expected this year, 14 days in 30 years
26% chance of strong winds in next 30 years
4 unhealthy days expected this year, 6 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.3 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 73 Whippoorwill Lake Rd
| Address | Redfin Estimate |
|---|---|
4 Beds | 4.5 Baths | 5201 Sq. Ft. | $2,206,001 |
4 Beds | 2.5 Baths | 3093 Sq. Ft. | $1,883,462 |
4 Beds | 4 Baths | 5000 Sq. Ft. | $2,515,454 |
4 Beds | 2.5 Baths | 3347 Sq. Ft. | $2,182,370 |
4 Beds | 3.5 Baths | 5527 Sq. Ft. | $2,152,337 |
4 Beds | 3 Baths | 3586 Sq. Ft. | $1,254,214 |
5 Beds | 4 Baths | 3424 Sq. Ft. | $1,438,638 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 3.5 Baths | 4937 Sq. Ft. | $1,958,470 |
5 Beds | 3.5 Baths | 5697 Sq. Ft. | $2,564,198 |
4 Beds | 4 Baths | 5182 Sq. Ft. | $2,166,477 |
4 Beds | 3.5 Baths | 4312 Sq. Ft. | $2,013,323 |
4 Beds | 2.5 Baths | 2944 Sq. Ft. | $2,014,932 |
4 Beds | 2 Baths | 2128 Sq. Ft. | $986,688 |
4 Beds | 3.5 Baths | 3022 Sq. Ft. | $2,081,277 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 3 Baths | 4471 Sq. Ft. | $1,875,281 |
4 Beds | 3.5 Baths | 3776 Sq. Ft. | $1,880,129 |
5 Beds | 3 Baths | 6035 Sq. Ft. | $2,255,877 |
4 Beds | 4.5 Baths | 6167 Sq. Ft. | $2,945,051 |
5 Beds | 4.5 Baths | 4564 Sq. Ft. | $2,354,063 |
4 Beds | 2.5 Baths | 3050 Sq. Ft. | $1,580,446 |
4 Beds | 4 Baths | 4430 Sq. Ft. | $2,106,130 |
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