$1,999,000
PENDING

73 Whippoorwill Lake Rd Chappaqua, NY 10514

Estimated payment $13,659/month

Total Views 4,505
5 Beds
4.5 Baths
3,849 Sq Ft
$519 Price per Sq Ft

Highlights

  • Eat-In Gourmet Kitchen
  • Floor-to-Ceiling Windows
  • Fireplace in Bedroom
  • Horace Greeley High School Rated A+
  • Open Floorplan
  • Deck

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

Listing Agent

Cindy Glynn

Compass Greater NY, LLC Brokerage Phone: 914-238-0676 License #40GL0936722 Listed on: 10/22/2025

Compass Greater NY, LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $36,401

Year Built

  • Built in 1980

Lot Details

  • 1.16 Acre Lot

HOA Fees

  • $100 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Driveway

Home Design

  • Contemporary Architecture
  • Modern Architecture
  • Frame Construction

Interior Spaces

  • 3,849 Sq Ft Home
  • 3-Story Property
  • Open Floorplan
  • Central Vacuum
  • Built-In Features
  • Cathedral Ceiling
  • Recessed Lighting
  • Chandelier
  • Wood Burning Fireplace
  • Floor-to-Ceiling Windows
  • Entrance Foyer
  • Living Room with Fireplace
  • Formal Dining Room
  • Wood Flooring
  • Walk-Out Basement

Kitchen

  • Eat-In Gourmet Kitchen
  • Breakfast Area or Nook
  • Gas Oven
  • Gas Range
  • Microwave
  • Bosch Dishwasher
  • Dishwasher
  • Stainless Steel Appliances

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Fireplace in Bedroom
  • Dual Closets
  • Double Vanity

Laundry

  • Laundry Room
  • Dryer

Outdoor Features

  • Deck
  • Patio
  • Wrap Around Porch

Schools

  • Douglas G Grafflin Elementary School
  • Robert E Bell Middle School
  • Horace Greeley High School

Utilities

  • Central Air
  • Baseboard Heating
  • Heating System Uses Oil
  • Oil Water Heater
  • Septic Tank
  • Cable TV Available

Community Details

  • Association fees include common area maintenance
  • Electric Vehicle Charging Station

Listing and Financial Details

  • Assessor Parcel Number 3600-101-006-00002-000-0004

Home Details

Home Type

Single Family

Est. Annual Taxes

$36,401

Year Built

Built in 1980

Lot Details

0

HOA Fees

$100 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Architectural Style: Contemporary, Modern
  • Property SubType: Single Family Residence
  • Property Condition: Actual
  • Levels: Three Or More
  • Year Built: 1980
  • Attribution Contact: 914-238-0676
  • Carport Y N: No
  • CurrentPrice: 1999000.00
  • MlsMajorChangeType: Pending
  • CurrentPrice_By_LivingArea: 519.35568
  • ListPrice_By_LivingArea: 519.35568
  • ListPrice_By_OriginalListPrice: 1.00000
  • ListPrice_By_LotSizeAcres: 1723275.8621
  • LivingAreaSearchSqFt: 3849.00
  • CurrentPrice_By_BuildingAreaTotal: 413.10188
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Electric Range, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Oil Water Heater
  • Interior Amenities: 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
  • Flooring: Hardwood
  • Fireplace Features: Bedroom, Living Room, Wood Burning
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Basement: Walk-Out Access
  • Total Bedrooms: 5
  • Fireplace: Yes
  • Living Area: 3849
  • Window Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Frame
  • Pool Private: No
  • Spa: No
  • Patio and Porch Features: Deck, Patio, Wrap Around
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Description: Attached, Driveway, Garage

Utilities

  • Cooling: Central Air
  • Heating: Baseboard, Oil
  • Laundry Features: Laundry Room
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
  • Water Source: Public

Condo/Co-op/Association

  • HOA Fee Includes: Common Area Maintenance
  • Association Fee: 1200
  • Association Fee Frequency: Annually
  • Senior Community: No
  • Association: Yes

Association/Amenities

  • Community Features: Other

Schools

  • Middle School: Robert E Bell School

Lot Info

  • Horses: No
  • Lot Size Acres: 1.16
  • Lot Size Sq Ft: 50530
  • Parcel Number: 3600-101-006-00002-000-0004
  • Property Attached: No
  • Additional Parcels: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 36400.75
  • Tax Year: 2025

MLS Schools

  • Elementary School: Douglas G Grafflin School
  • High School: Horace Greeley High School
  • Middle School District: Chappaqua

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $36,401 $218,845 $50,000 $168,845
2023 $35,313 $218,845 $50,000 $168,845
2022 $34,328 $218,845 $50,000 $168,845
2021 $33,972 $218,845 $50,000 $168,845
2020 $31,742 $218,845 $50,000 $168,845
2019 $128,850 $218,845 $50,000 $168,845
2018 $31,619 $218,845 $50,000 $168,845
2017 $0 $218,845 $50,000 $168,845
2016 $32,072 $218,845 $50,000 $168,845
2015 -- $218,845 $50,000 $168,845
2014 -- $218,845 $50,000 $168,845
2013 -- $218,845 $50,000 $168,845
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/07/2025 11/07/25 Pending -- -- --
10/22/2025 10/22/25 For Sale $1,999,000 -- $519 / Sq Ft
Source: OneKey® MLS

Purchase History

Date Type Sale Price Title Company
Bargain Sale Deed $875,000 --
Interfamily Deed Transfer $125,775 Commonwealth Land Title Ins
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $640,000 Purchase Money Mortgage
Source: Public Records

Source: OneKey® MLS

MLS Number: 926237

OneKey® MLS

APN: 3600-101-006-00002-000-0004