Coming Soon
5 beds7,597 sqft
46 Annandale Rd, Chappaqua, NY 10514
Est: $23,897/moGet pre-approved

See It First™

This home is on Compass before it's listed on other real estate sites.

Single FamilyProperty Type
2.35 acresLot Size
1952Year Built
$434/sq ftPrice per sq ft
2 carsParking Spaces

Description

Approached by a long private driveway and set on more than two beautifully landscaped acres, 46 Annandale Drive is a distinctive Lawrence Farms East residence offering approximately 7,500 square feet of thoughtfully designed living space. This five-bedroom Colonial has been thoughtfully expanded and maintained, with generous proportions, quality details, and excellent spaces for both everyday living and entertaining. The expansive first floor features generously proportioned versatile rooms. The...Approached by a long private driveway and set on more than two beautifully landscaped acres, 46 Annandale Drive is a distinctive Lawrence Farms East residence offering approximately 7,500 square feet of thoughtfully designed living space. This five-bedroom Colonial has been thoughtfully expanded and maintained, with generous proportions, quality details, and excellent spaces for both everyday living and entertaining. The expansive first floor features generously proportioned versatile rooms. The eat-in kitchen with breakfast nook connects to a spacious great room with fireplace and direct access to the bluestone patio, while a formal living room with fireplace also opens to the patio, creating a natural connection between the interior and beautifully landscaped grounds. A large formal dining room provides an ideal setting for entertaining, while two additional multi-use rooms with custom built-ins offer versatile space for offices, family rooms, or other needs. A private guest suite, large pantry, mudroom, and dedicated laundry room complete the first floor. Upstairs, four en-suite bedrooms offer privacy and comfort. The spacious primary suite includes a fireplace, large walk-in closet, and adjacent private office. The walk-out lower level adds significant flexibility with a mudroom area, gym, recreation room, and additional laundry/storage space. Recent improvements include freshly painted interiors, a new electrical panel, and electrical upgrades. The spacious two-car garage offers ample storage and includes a Tesla charger. The outdoor setting is a major highlight of the property, with a pool and pool cabana with half bath, expansive bluestone patio, and mature landscaping providing privacy and multiple areas for outdoor entertaining. The exceptional park-like property is newly enclosed with deer fencing, complemented by wood fencing along the driveway and wrought iron fencing around the pool. New wrought iron railings and bannisters enhance the patio and backyard, while the pool house has been updated with new lighting and a fan. Ideally located within walking distance of the high school and the new Chappaqua Crossing/Whole Foods complex, 46 Annandale Drive offers an exceptional combination of scale, privacy, thoughtfully designed living spaces, and extensive outdoor amenities in one of Chappaqua's most sought-after neighborhoods. A truly exceptional offering!

Listing Agent

  1. Cindy Glynn

    Cindy Glynn

    Listing Agent

    Compass

    P: (914) 523-6163

    M: (914) 523-6163

Last updated: 09/24/2026 10:24 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1052644

Location

Add your commute

Payment Calculator

$23,897 per month

30 year fixed, 7.03% Interest

Principal and Interest

$17,612

Property Taxes

$6,285

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 46 Annandale Road

Property Details
  • Taxes: $75,417 / year
  • MLS Type: Single Family
  • City/Township: New Castle
  • Architectural Style: Colonial
  • Garage Spaces: 2
  • Waterfront: No
Building Information
  • Year Built: 1952
  • Lot Size: 2.35 AC / 102,353 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
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: 3600-093-010-00001-000-0019
  • Tax Assessed Value: $453,650.00
  • Tax Source: Municipality
  • Tax Year: 2026
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Cabana, Chandelier, Chefs Kitchen, Colonial, Covered, Deck, Eat in Kitchen, Entertainment Cabinets, Entrance Foyer, Family Room, First Floor Full Bath, Formal Dining, Hardwood Floors As Seen, His and Hers Closets, In Ground, Living Room, Masonry, Open Floorplan, Pantry, Patio, Pool Cover, Pool House, Primary Bathroom, Public, Recessed Lighting, Wood Burning
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Chandelier, Chefs Kitchen, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, His and Hers Closets, Open Floorplan, Pantry, Primary Bathroom, Recessed Lighting
  • Appliances: Dishwasher
  • Total Rooms: 16
  • Basement: Finished, Full, Walk-Out Access
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Fireplace Features: Family Room, Living Room, Masonry, Wood Burning
  • Location Amenities: Walk Out Basement, Hardwood Floors As Seen, 1st Fl Master Bedroom, Chef's Kitchen, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Pantry, Deck, Patio, In Ground Pool
  • Flooring: Hardwood
  • Living Area: 7597
  • Basement: Yes
Exterior Features
  • Exterior Property Features: In Ground, Pool Cover, Covered, Deck, Patio, Driveway, Electric Vehicle Charging Station(s), Garage
  • Elevation Certificate: No
  • Patio And Porch Features: Covered, Deck, Patio
  • Construction Materials: Frame
  • Other Structures: Cabana, Pool House
  • Pool Private: Yes
  • Pool Features: In Ground, Pool Cover
  • Pool Details: In Ground,Pool Cover
Lot Information
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Electric Vehicle Charging Station(s), Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Oil
  • Heat Fuel Type: Oil
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Public, Water Connected
Green Features
  • Green Features: Dishwasher, Oil, In Ground, Pool Cover

Property History for 46 Annandale Road

DateEvent & SourcePriceAppreciation
Jan 19, 2021

Sold (Public Record)

Public Record #689393009

$2,400,000—
Jan 19, 2021

Sold (Public Record)

Public Record #1450329945

$2,400,000

+3.6% / yr

Jan 19, 2021

Sold

ONEKEY #H6045822

$2,400,000—
DateEvent & SourcePrice
01/19/2021

Sold (Public Record)

Public Record #689393009

$2,400,000
01/19/2021

Sold (Public Record)

Public Record #1450329945

$2,400,000

+3.6% / yr

01/19/2021

Sold

ONEKEY #H6045822

$2,400,000

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

Public Records for 46 Annandale Road

Taxable ValueLand$102,000Additions$351,650Total$453,650
Tax Record2025$48,046 ($4,004 / month)
Home Facts
Beds5Baths4Total Finished SqFt7,597 SqFtAbove Grade Finished SqFt6,177 SqFtFinished Basement SqFt1,420 SqFtStories2Lot Size100,188 SqFtStyleSingle Family ResidenceYear Built1952ZoningR-1ACountyWESTCHESTERAPN553600 93.10-1-19Fireplace TypeHas Fireplace

Schools near 46 Annandale Road

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

Similar Homes

New listings in 10514

$2,349,000 | 48 Random Farms Circle, Chappaqua, NY 10514
1/8
See It FirstCompass Coming Soon

$2,349,000

5
Bedrooms
5,646
Square Feet
1.26
Acres
$1,375,000 | 88 Brevoort Road, Chappaqua, NY 10514
1/31
Listed By CompassOpen: 9/26 01:30PM - 03:30PM

$1,375,000

3
Bedrooms
2,254
Square Feet
1.03
Acres
$1,995,000 | 76 Random Farms Circle, Chappaqua, NY 10514
1/46
Listed By CompassOpen: 9/26 12:00AM - 02:00PM

$1,995,000

4
Bedrooms
4,796
Square Feet
0.70
Acres
$2,299,000 | 20 Hitching Post Lane, Chappaqua, NY 10514
1/45

Listing Courtesy of William Raveis-New York LLC

Open: 9/26 01:00PM - 03:00PMNew

$2,299,000

5
Bedrooms
4,661
Square Feet
2.21
Acres
$2,790,000 | 20 Bessel Lane, Chappaqua, NY 10514
1/39

Listing Courtesy of Houlihan Lawrence Inc.

$2,790,000

6
Bedrooms
7,978
Square Feet
4.62
Acres
$5,750,000 | 24 Trails End, Chappaqua, NY 10514
1/41
Listed By Compass

$5,750,000

6
Bedrooms
9,247
Square Feet
9.08
Acres
$749,000 | 27 Mill River Road, Chappaqua, NY 10514
1/30

Listing Courtesy of Houlihan Lawrence Inc.

$749,000

3
Bedrooms
1,414
Square Feet
0.10
Acres
$1,725,000 | 53 West Orchard Road, Chappaqua, NY 10514
1/31

Listing Courtesy of Houlihan Lawrence Inc.

$1,725,000

4
Bedrooms
3,581
Square Feet
1.11
Acres
$1,800,000 | 406 Bedford Road, Chappaqua, NY 10514
1/49

Listing Courtesy of Howard Hanna Rand Realty

$1,800,000

4
Bedrooms
2,913
Square Feet
1.06
Acres

46 Annandale Road is a single family home Coming Soon in Chappaqua, NY 10514. This property is currently priced at $3,299,000. 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. 46 Annandale Road is a 5-bed, 7-bath, 7,597 sqft single family home built in 1952.

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.

Based on information submitted to the MLS GRID as of 09/24/2026 10:24 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.