Sold
Last Sold Price
5 beds3,113 sqft$411/sqft
21 Flag Hill Rd, Chappaqua, NY 10514
Single FamilyProperty Type
0.96 acresLot Size
1972Year Built
$411/sq ftPrice per sq ft
2 carsParking Spaces

Description

Chappaqua Schools. Spectacular mid-century 5 bedroom, 3 full bath home designed by noted architect Jack P. Fermery. Breathtaking views from the oversized deck and oversized windows on both levels. Large dine-in kitchen, dining room area and large living room with exposed brick fireplace. Primary bedroom/bath on first floor with 2 additional bedrooms. Lower level is walk out and has 2 bedrooms, large media room, oversized family room with gym and fireplace. Separate laundry room with shelving/closet....Chappaqua Schools. Spectacular mid-century 5 bedroom, 3 full bath home designed by noted architect Jack P. Fermery. Breathtaking views from the oversized deck and oversized windows on both levels. Large dine-in kitchen, dining room area and large living room with exposed brick fireplace. Primary bedroom/bath on first floor with 2 additional bedrooms. Lower level is walk out and has 2 bedrooms, large media room, oversized family room with gym and fireplace. Separate laundry room with shelving/closet. Walk out to yard from lower level affords easy entertaining with multi-level gathering spaces. The manageable shy 1 acre park-like lot is very private with specimen plantings, flowering shrubs and beautiful foliage. Minutes to town, schools, train, restaurants and situated on a private cul-de-sac. Do not miss this special offering. Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,
  • Listed by: Wendy Nolan 914.238.4766 wnolan@houlihanlawrence.com • Houlihan Lawrence Inc.
  • Listed by: Helen Dorman 914.238.4766 hdorman@houlihanlawrence.com • Houlihan Lawrence Inc.
Listing closed: 01/03/2025 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: H6332037

Recent comparable sales

Median sold price

$1,275,000

Avg days on market

26

Sale-to-list ratio

108.8%

Chappaqua, NY

9 comparable properties found

$1,250,009 | 110 Ridgewood Terrace, Chappaqua, NY 10514
1

$1,250,009

Sold 10/16/24

5
Bedrooms
3,004
Square Feet
0.47
Acres
$1,415,000 | 24 Greenbriar Drive, Chappaqua, NY 10514
2

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Sold 06/06/25

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2,781
Square Feet
0.81
Acres
a front view of a house with a yard and garage
3

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Sold 10/03/25

5
Bedrooms
3,200
Square Feet
1.1
Acres
$1,320,000 | 7 Oak Hill Road, Chappaqua, NY 10514
4

$1,320,000

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4
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2,628
Square Feet
0.67
Acres
$1,095,000 | 5 Brevoort Road, Chappaqua, NY 10514
5

$1,095,000

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4
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3,208
Square Feet
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Acres
$1,589,000 | 395 Bedford Road, Chappaqua, NY 10514
6

$1,589,000

Sold 05/28/25

5
Bedrooms
3,041
Square Feet
1.13
Acres
7

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Sold 02/06/25

4
Bedrooms
3
Bathrooms
2,719
Square Feet
0.61
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a front view of a house with a yard
8

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Sold 06/17/25

5
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Square Feet
1.27
Acres
a view of a brick house with a yard and plants
9

$1,050,000

Sold 02/27/25

4
Bedrooms
2,814
Square Feet
0.5
Acres

Location

Add your commute

Payment Calculator

$8,469 per month

30 year fixed, 6.55% Interest

Principal and Interest

$6,506

Property Taxes

$1,963

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 21 Flag Hill Road

Property Details
  • Taxes: $23,558 / year
  • MLS Type: Single Family
  • City/Township: Mount Pleasant
  • Architectural Style: Mid-Century Modern
  • Waterfront: No
Building Information
  • Stories: 2
  • Year Built: 1972
  • Lot Size: 0.96 AC / 41,818 SF
Summary
Location and General Information
  • Hamlet: Chappaqua
  • Senior Community YN: No
  • Directions: Hardscrabble Rd to Deborah Lane to Flag Hill
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two, Multi/Split
  • State Or Province: NY
School Information
  • School District: Chappaqua
  • Elementary School: Roaring Brook
  • Middle Or Junior School: Robert E Bell School
  • High School District: Chappaqua
  • High School: Horace Greeley High School
Rental
Rental
  • Lease Considered: No
  • Seasonal Rental: No
  • RentSpree Y/N: false
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • RoomDescription 1: Entry foyer, living room with fireplace and large windowed entertaining area,dining area,eat in kitchen,mudroom,primary BR with bath, Br, hall bath,bedroom/office
Room 2 Information
  • Room Level: Second
  • Room Description: bedroom 4,bedroom 5,oversized family room with FPL, gym area,with sliding doors to yard, laundry room,Media Room/Den
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3489-099-014-00002-017-0000
  • Tax Assessed Value: $10,950.00
  • Included In Taxes: Trash
  • Additional Fees: No
  • Association Amenities: Park
  • Tax Source: Other
  • Tax Year: 2024
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Balcony, Built-in Features, Deck, Door Hardware, Double Vanity, Drilled Well, Eat in Kitchen, Entrance Foyer, First Floor Full Bath, High Ceilings, Mid-Century Modern, Oversized Windows, Pantry, Park, Primary Bathroom, Screens, Sky Light, Walk In Closet, Wall of Windows
  • Interior Features: 1st Fl Master Bedroom, First Floor Bedroom, First Floor Full Bath, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, Primary Bathroom, Pantry, Walk-In Closet(s), Built-in Features
  • Appliances: Oil Water Heater, Cooktop, Dishwasher, Dryer, Refrigerator, Washer
  • Total Rooms: 10
  • Primary on Main: Yes
  • Basement: Walk-Out Access, Finished, Full
  • Attic Description: Partial
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Location Amenities: Walk Out Basement, Balcony, 1st Fl Master Bedroom, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, High Ceilings, Pantry, Walk In Closet, Scenic View, Deck, Oversized Windows, Sky Light, Wall of Windows
  • Window Features: Screens, Oversized Windows, Skylight(s), Wall of Windows
  • Inclusions: Door Hardware
  • Exclusions: Fireplace Equipment,Grill
  • Living Area: 3113
  • Basement: Yes
Exterior Features
  • Exterior Features: Balcony
  • Exterior Property Features: Balcony, Deck, Attached, Garage Door Opener, Screens, Oversized Windows, Skylight(s), Wall of Windows, Near School, Near Shops, Cul-De-Sac, Near Public Transit, Views
  • Elevation Certificate: No
  • Patio And Porch Features: Deck
  • Construction Materials: Post and Beam
  • Road Responsibility: Public Maintained Road
Lot Information
  • Lot Features: Near School, Near Shops, Cul-De-Sac, Near Public Transit, Views
  • Site Features: Near School, Near Shops, Cul-De-Sac, Near Public Transit, Views
Parking
  • Parking Features: Attached, Garage Door Opener
  • Parking Total: 2.00
Utilities
  • Cooling: Wall/Window Unit(s)
  • Heating: Oil, Baseboard, Hot Water
  • Heat Fuel Type: Oil, Baseboard, Hot Water
  • Sewer: Septic Tank
  • Water Source: Drilled Well
  • Utilities: Trash Collection Public
Green Features
  • Green Features: Screens, Oversized Windows, Skylight(s), Wall of Windows, Oil Water Heater, Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Oil, Baseboard, Hot Water, Balcony
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 21 Flag Hill Road

DateEvent & SourcePriceAppreciation
Jan 3, 2025

Sold (Public Record)

Public Record #1548464184

$1,280,000
Jan 3, 2025

Sold

ONEKEY #H6332037

$1,280,000
Oct 30, 2024

Pending

ONEKEY #H6332037

DateEvent & SourcePrice
01/03/2025

Sold (Public Record)

Public Record #1548464184

$1,280,000
01/03/2025

Sold

ONEKEY #H6332037

$1,280,000
10/30/2024

Pending

ONEKEY #H6332037

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Flag Hill Road

Taxable ValueLand$2,700Additions$8,250Total$10,950
Home Facts
Beds5Total Finished SqFt3,113 SqFtAbove Grade Finished SqFt1,868 SqFtFinished Basement SqFt1,245 SqFtStories1Lot Size41,818 SqFtStyleSingle Family ResidenceYear Built1972Zoning02 - SINGLE RCountyWESTCHESTERAPN553489 99.14-2-17Fireplace TypeHas Fireplace

Schools near 21 Flag Hill Road

This home is within Chappaqua Central School District.
Rating
School
Type
Grades
Distance
Public - 5 to 8
Public - 9 to 12
Public - PK to 4
Public - K to 4
Rating
School
Distance
Robert E Bell School
Public5 to 8

Horace Greeley High School
Public9 to 12

Douglas G Grafflin School
PublicPK to 4

Roaring Brook School
PublicK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 21 Flag Hill Road, Chappaqua, NY 10514
$1,280,000
5
3,113
41,818
$350,000
4
3
3,634
59,242
$855,000
4
3,569
43,560
$900,000
4
4,182
43,124
3
2,292
40,511
4
3
3,175
45,738

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Houlihan Lawrence Inc.

Based on information submitted to the MLS GRID as of 01/03/2025 03:01 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.