14 Annandale Rd

Chappaqua, NY 10514

$2,599,000
Price
4
Beds
3,523 Sq. Ft.
$738 / Sq. Ft.
3,523
Sq. Ft.
$738
per Sq. Ft.
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Listed By Compass
Listed By Compass
a front view of a house with a garden
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a view of a lake with houses
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a view of an empty room with window wooden floor
a view of entryway
a bathroom with a sink a toilet and a mirror
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances a stove a sink and a refrigerator
a kitchen with a sink stove and cabinets
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator
a kitchen with kitchen island granite countertop a sink appliances and cabinets
a spacious bedroom with a bed and a window
a living room with furniture a dining table and a large window
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a living room with furniture and a fireplace
a living room with furniture chandelier and a large window
a living room with furniture and a fireplace
a kitchen with a sink cabinets and window
a bedroom with a bed and wooden floor
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a view of entryway and hall with wooden floor
a bedroom with bed and window
a bathroom with a toilet sink and mirror
a bathroom with a shower
a bedroom with a bed and wooden floor
a bathroom with a granite countertop sink toilet and shower
a living room with furniture and a flat screen tv
a bedroom with a bed and a chandelier
a spacious bathroom with a double vanity sink and a mirror
a bedroom with a bed and a couch
a view of an outdoor sitting area with furniture and umbrella
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a front view of a house with garden
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a picture of a park

Description

Nestled in the heart of the coveted Lawrence Farms East neighborhood, 14 Annandale Road is a rare offering that seamlessly blends timeless sophistication with modern comfort on one of Chappaqua’s most desirable streets.
Set on beautifully manicured, park-like grounds, this classic four-bedroom residence exudes understated elegance from the moment you arrive. A gracious approach leads to a sun-drenched interior where refined millwork, wide-plank hardwood floors, and thoughtfully curated finishes create...Nestled in the heart of the coveted Lawrence Farms East neighborhood, 14 Annandale Road is a rare offering that seamlessly blends timeless sophistication with modern comfort on one of Chappaqua’s most desirable streets.

Set on beautifully manicured, park-like grounds, this classic four-bedroom residence exudes understated elegance from the moment you arrive. A gracious approach leads to a sun-drenched interior where refined millwork, wide-plank hardwood floors, and thoughtfully curated finishes create a warm yet elevated living experience.

Designed for both everyday living and effortless entertaining, the home features expansive formal and informal spaces, including a stunning living room with fireplace, an inviting great room with custom built-ins and a refined, custom bar, and a beautifully appointed chef’s kitchen featuring a Wolf range and separate Sub-Zero refrigerator and freezer, flowing seamlessly into bright dining areas. French doors open to an exceptional stone terrace—perfect for al fresco dining and gatherings—overlooking sweeping lawns and lush, mature landscaping.

Upstairs, the serene primary suite offers a private retreat with a spa-like bath and tranquil views, while three additional bedrooms provide comfort and versatility. A collection of flexible spaces—including a home office, bonus rooms, and lounge areas—allow for effortless adaptation to today’s lifestyle, whether for work, wellness, or recreation.
The grounds are equally impressive, offering expansive flat lawns, privacy, and room for play or future enhancements. Ideally located, the home is just a short walk to Chappaqua Crossing—home to Whole Foods, Life Time Fitness, and a variety of dining and lifestyle amenities—and minutes to downtown Chappaqua and Metro North.
A true blend of location, scale, and style—14 Annandale Road represents the very best of Lawrence Farms East living.

Listing Agent

  1. Sari Shaw

    Sari Shaw

    Listing Agent

    Compass

    P: (917)-597-7394

    CallText

Property Details for 14 Annandale Road

City/Township
New Castle
Architectural Style
Colonial
Garage Spaces
3.00
Waterfront
No
LISTING UPDATED: 05/08/2026 12:31 AM

Property Details for 14 Annandale Road

StatusActive
MLS #995181
Days on Market6
Taxes$40,423 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built1939
Lot Size1.30 AC / 56,628 SF
CountyWestchester County
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Location

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Building Information for 14 Annandale Road

Stories-Year Built1939Building Size-Lot Size1.30 AC / 56,628 SF

Payment Calculator

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$16,456 per month

30 year fixed, 6.46% Interest

Principal and Interest

$13,087

Property Taxes

$3,369

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 14 Annandale Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Chappaqua
  • Elementary School District: Chappaqua
  • Elementary School: Douglas G Grafflin School
  • Middle Or Junior School District: Chappaqua
  • Middle Or Junior School: Robert E Bell School
  • High School District: Chappaqua
  • High School: Horace Greeley High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3600-093-009-00002-000-0018
  • Tax Assessed Value: $241,750.00
  • Included In Taxes: Trash
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2025.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Basketball Hoop, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral/Vaulted/High Ceiling, Ceiling Fan(s), Chandelier, Chefs Kitchen, Colonial, Crown Molding, Double Vanity, Eat in Kitchen, Entertainment Cabinets, Entrance Foyer, Fire Pit, Formal Dining, Garden, Gas Grill, Hardwood Floors As Seen, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Laundry Room, Lighting, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Patio, Primary Bathroom, Public, Rain Gutters, Recessed Lighting, Security System, Speakers, Storage, Walk In Closet, Walk Through Kitchen, Wet Bar, Wired for Sound, Wood Burning
  • Interior Features: Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Primary Bathroom, Recessed Lighting, Speakers, Storage, Walk Through Kitchen, Walk-In Closet(s), Wet Bar, Wired for Sound
  • Appliances: Dishwasher, Dryer, Freezer, Gas Cooktop, Gas Range, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator
  • Total Rooms: 11
  • Basement: Full
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Fireplace Features: Wood Burning
  • Location Amenities: Stainless Steel Appliances, Hardwood Floors As Seen, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, High Ceilings, High Speed Internet, Island Kitchen, Marble Countertops, Open Kitchen, Original Details, Storage, Walk Through Kitchen, Walk In Closet, Wetbar, Garden, Patio, Security System
  • Laundry Features: Laundry Room
  • Security Features: Security System
  • Spa: No
  • Flooring: Hardwood
  • Exclusions: selected light fixtures
  • Living Area: 3,523.00
  • Basement: Yes
Exterior Features
  • Exterior Features: Basketball Hoop, Fire Pit, Garden, Gas Grill, Lighting, Rain Gutters
  • Exterior Property Features: Basketball Hoop, Fire Pit, Garden, Gas Grill, Lighting, Rain Gutters, Patio, Detached, Back Yard, Front Yard, Landscaped, Level, Near School, Near Shops
  • Elevation Certificate: No
  • Patio And Porch Features: Patio
  • Construction Materials: Wood Siding
  • Horse: No
  • Pool Private: No
Lot Information
  • Lot Features: Back Yard, Front Yard, Garden, Landscaped, Level, Near School, Near Shops
  • Additional Parcel: No
  • Site Features: Back Yard, Front Yard, Garden, Landscaped, Level, Near School, Near Shops
  • Building Area Units: Square Feet
Parking
  • Parking Features: Detached
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Natural Gas, Radiant Floor
  • Heat Fuel Type: Natural Gas, Radiant Floor
  • Number Of Heating Zones: 4
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Propane, Trash Collection Public, Water Connected
Green Features
  • Green Features: Dishwasher, Dryer, Freezer, Gas Cooktop, Gas Range, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator, Natural Gas, Radiant Floor, Basketball Hoop, Fire Pit, Garden, Gas Grill, Lighting, Rain Gutters
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 14 Annandale Road

DateEvent & SourcePriceAppreciation
May 8, 2026

Listed (Active)

ONEKEY #995181

$2,599,000—
Feb 3, 2006

Sold (Public Record)

Public Record #197597620

$1,565,000—
Feb 3, 2006

Sold

HGMLS #2511472

$1,565,000—
DateEvent & SourcePrice
05/08/2026

Listed (Active)

ONEKEY #995181

$2,599,000
02/03/2006

Sold (Public Record)

Public Record #197597620

$1,565,000
02/03/2006

Sold

HGMLS #2511472

$1,565,000

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

Public Records for 14 Annandale Road

Taxable ValueLand$36,100Additions$205,650Total$241,750
Tax Record2020$36,898 ($3,075 / month)
Home Facts
Beds6Baths3.5Total Finished SqFt3,523 SqFtAbove Grade Finished SqFt3,523 SqFtStories2Lot Size56,628 SqFtStyleSingle Family ResidenceYear Built1939ZoningR-1ACountyWESTCHESTERAPN553600 93.9-2-18Fireplace TypeHas Fireplace

Schools near 14 Annandale Road

This home is within Chappaqua Central School District.
Rating
School
Type
Grades
Distance
Roaring Brook School
Public - K to 4
Robert E Bell School
Public - 5 to 8
Horace Greeley High School
Public - 9 to 12
Douglas G Grafflin School
Public - PK to 4
Rating
School
Distance
Roaring Brook School
PublicK to 4

Robert E Bell School
Public5 to 8

Horace Greeley High School
Public9 to 12

Douglas G Grafflin School
PublicPK 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.

Chappaqua
Chappaqua
A leafy hamlet that’s sleepy, but polished. The name of this picturesque wooded hamlet comes from tribes of the Mohegan Confederation, who called it “Shepequa” because of its plentiful water sources. Today, Chappaqua’s abundance of natural beauty—parks, trails, and nature preserves—continues to...
Chappaqua Guide

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More information about 14 Annandale Road, Chappaqua, NY 10514

14 Annandale Road is a single family home for sale in Chappaqua, NY 10514. This property was listed for sale on May 8, 2026 by Compass, it's currently listed at $2,599,000. It has been on the market for a total of 6 days and was last sold on February 3, 2006. This listing's school district is Chappaqua Central School District. Nearby schools include Roaring Brook School, Robert E Bell School and Horace Greeley High School. 14 Annandale Road is a 4-bed, 4-bath, 3,523 sqft single family home built in 1939.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information submitted to the MLS GRID as of 05/08/2026 12:31 AM. 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.