Welcome to 56 Annandale Drive, Chappaqua, a capacious and captivating Cape Cod commandingly set on 1.4 acres in sought-after Lawrence Farms East within walking distance to Mount Kisco Country Club, Kittle House, Chappaqua Crossing, Horace Greeley High School and the town of Mount Kisco. Built for entertaining, every day is a holiday to celebrate in the open, spacious interiors, starting with the inviting front-facing living room with wood-burning fireplace. The gourmet kitchen is equipped with solid wood cabinetry with pull-out shelving, tile backsplash, stone countertops, center island with prep sink, 5-burner cooktop, dual Thermador in-wall ovens, GE microwave, Sub-Zero refrigerator/freezer, and a Viking dishwasher. Host feasts or fests in the dramatic formal dining room with wood burning fireplace and opposing sets of French doors to opposing patios. BBQ on the built-in grill and dine alfresco on the patio. The party continues in the extra-spacious family room with large windows on three sides. Main-level private quarters include a front-facing in-law or guest suite with private, ensuite bath; and the king-sized primary suite endowed with its own sitting/dressing area, a sumptuous, private, resort-worthy ensuite bath, and French doors to the patio with swim spa for rejuvenation or relaxation. Completing the main-level are the entry foyer with two separate coat closets, broom closet and powder room; and a front-to-back mud room with front- and rear- facing French doors and garage access. Upstairs houses a wide, front-facing lounge or play space adjoining two rear-facing bedrooms with built-ins, outfitted, dormered closets with attic access, and sharing a “Jack-n-Jill” bath with double vanity, linen closet and tiled shower with in-wall jets and regular and handheld showerheads. Downstairs sit two generously sized recreation rooms; a full bath with shower; a laundry room equipped with Whirlpool front-loading washer and dryer, sink, ironing board and built-in cabinetry; storage; mechanicals; and access to the attached 3-car garage with electric car charger. An alarm system and a standby, backup, whole house generator help protect it all. A sweeping drive provides plenty of off-street parking. Lovely lawns and landscaping add colorful accents, and mature and established trees ring the perimeter of the property. A distinctive residence in a notable location.
Single-familyProperty Type
2006Year Built
1.4 acresLot Size
$494Est. Price/Sq.Ft.
3 car garageParking
Listing by Stacy Levey• William Raveis-New York, LLC
Unique and beautiful Brazilian cherry wood floors.
10 years ago• May not reflect the current state of the home
Nancy Ho
Redfin Associate agent
Sale history for 56 Annandale Dr
Date
Event
Price
OneKey® MLS as Distributed by MLS Grid #897252
Dec 22, 2025
Sold
$1,780,000
$392/sq ft
Sep 21, 2025
Pending
—
Sep 4, 2025
Listed
$1,799,000
$396/sq ft
OneKey® MLS as Distributed by MLS Grid #859757
Aug 1, 2025
Listing Removed
—
Jun 25, 2025
Price Changed
$1,979,000
$436/sq ft
May 29, 2025
Relisted
—
May 21, 2025
Listed
$2,149,000
$473/sq ft
May 14, 2025
Coming Soon
*
OneKey® MLS as Distributed by MLS Grid #H4650604
Jun 21, 2017
Sold
$1,280,000
$282/sq ft
Apr 26, 2017
Contingent
—
Mar 10, 2017
Price Changed
$1,299,000
$286/sq ft
Feb 2, 2017
Listed
$1,325,000
$292/sq ft
Exceptional 2006 Colonial overlooking the Mt. Kisco Country Club Golf Course in Chappaqua's sought after Lawrence Farms East neighborhood. Open, light-filled floor plan w/walls of windows, glass doors and generously proportioned rooms: including living room and dining room, both with fireplaces; Large eat-in Chef's kitchen with custom cabinetry, granite counters and center island, and top-of-the-line stainless appliances (Sub-zero, Bosch, Thermador); oversized family room; four large bedrooms, including a master bedroom suite on the first floor; luxurious bathrooms, and a finished lower level. Special features include gorgeous wide plank Brazilian cherry floors, custom crafted millwork and cabinetry, and recessed lights. Above ground oil tanks, 3-car garage, whole-house sound system with indoor/outdoor speakers, automatic lawn sprinklers, alarm system, and central vacuum. Close to town, shops, schools and train station. Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:3 Car Attached,
HGMLS #4603794
Aug 1, 2016
Delisted
—
Feb 1, 2016
Listed
*
OneKey® MLS as Distributed by MLS Grid #H4603794
Jul 31, 2016
Listing Removed
—
Feb 1, 2016
Listed
$1,395,000
$307/sq ft
HGMLS #4505824
Oct 31, 2015
Delisted
—
Apr 22, 2015
Price Changed
*
Feb 17, 2015
Listed
*
OneKey® MLS as Distributed by MLS Grid #H4505824
Oct 30, 2015
Listing Removed
—
Feb 17, 2015
Listed
$1,549,000
$341/sq ft
OneKey® MLS as Distributed by MLS Grid #H3401811
Jul 27, 2014
Listing Removed
—
Jan 27, 2014
Listed
$1,649,000
$363/sq ft
HGMLS #3401811
Apr 16, 2014
Delisted
—
Apr 16, 2014
Price Changed
*
Jan 27, 2014
Listed
*
Public Records
Mar 6, 1998
Sold
$455,000
$100/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$41,483 (+0.2%)
$135,000 + $112,650
$247,650
2025
$41,393 (+1.9%)
$135,000 + $112,650
$247,650
2024
$40,624 (+2.4%)
$135,000 + $112,650
$247,650
2023
$39,664 (+2.3%)
$135,000 + $112,650
$247,650
2022
$38,778 (+1.0%)
$135,000 + $112,650
$247,650
2021
$38,385 (+1.6%)
$135,000 + $112,650
$247,650
2020
$37,788 (+1.4%)
$135,000 + $112,650
$247,650
2019
$37,284
$135,000 + $112,650
$247,650
2018
$135,000 + $112,650
$247,650
2017
$135,000 + $112,650
$247,650
2016
$135,000 + $135,750
$270,750
2014
$135,000 + $136,560
$271,560
2013
$135,000 + $136,560
$271,560
2012
$135,000 + $136,560
$271,560
2011
$135,000 + $136,560
$271,560
2010
$135,000 + $152,500
$287,500
2009
$135,000 + $152,500
$287,500
2008
$135,000 + $152,500
$287,500
Tax history for 56 Annandale Dr
Year
Property tax
Land + Additions
Assessment*
2026
$41,483 (+0.2%)
$135,000 + $112,650
$247,650
2025
$41,393 (+1.9%)
$135,000 + $112,650
$247,650
2024
$40,624 (+2.4%)
$135,000 + $112,650
$247,650
2023
$39,664 (+2.3%)
$135,000 + $112,650
$247,650
2022
$38,778 (+1.0%)
$135,000 + $112,650
$247,650
2021
$38,385 (+1.6%)
$135,000 + $112,650
$247,650
2020
$37,788 (+1.4%)
$135,000 + $112,650
$247,650
2019
$37,284
$135,000 + $112,650
$247,650
2018
$135,000 + $112,650
$247,650
2017
$135,000 + $112,650
$247,650
2016
$135,000 + $135,750
$270,750
2014
$135,000 + $136,560
$271,560
2013
$135,000 + $136,560
$271,560
2012
$135,000 + $136,560
$271,560
2011
$135,000 + $136,560
$271,560
2010
$135,000 + $152,500
$287,500
2009
$135,000 + $152,500
$287,500
2008
$135,000 + $152,500
$287,500
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
4
Baths
4
Stories
—
Lot width
—
Lot depth
—
Lot size
1.33 Acres
Year renovated
—
Sq. Ft.
4,543
Year built
2006
Style
Single Family Residential
County
Westchester County
APN
553600A09301000010200000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 30, 2026.
Property details
Parking
Parking Information
Carport YN: No
Garage Information
Garage Spaces: 3
Has Garage
Interior
Fireplace Information
Has Fireplace
Fireplaces Total: 2
Heating & Cooling
Cooling: Central Air
Heating: Hydro Air, Oil
Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Cathedral Ceiling(s),Chandelier,Chefs Kitchen,Entrance Foyer,Formal Dining,High Ceilings,High Speed Internet,His and Hers Closets,Kitchen Island,Primary Bathroom,Master Downstairs,Recessed Lighting,Speakers,Storage,Walk-In Closet(s),Wired for Sound
Laundry Features: In Basement, Laundry Room
Appliances: Convection Oven, Dishwasher, Dryer, Electric Oven, Freezer, Gas Cooktop, Refrigerator, Washer
Flooring: Hardwood, Tile
Levels: Three Or More
Patio And Porch Features: Patio, Porch
Room Information
Basement YN: Yes
Attic: Pull Stairs,Storage,Unfinished
Rooms Total: 12
Basement: Finished, Full
Bathroom Information
Bathrooms Full: 4
Bathrooms Half: 1
Exterior
Exterior Features
Exterior Features: Gas Grill, Speakers
Construction Materials: Frame
Other Structures: Outdoor Kitchen
Security Features: Fire Alarm, Security System, Smoke Detector(s)
Foundation Details: Block, Concrete Perimeter
Waterfront YN: No
Pool Information
Has Spa
Lot Information
Additional Parcels YN: No
Lot Features: Back Yard, Front Yard, Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear
Property Information
Other Equipment: Generator
Living Area Source: Public Records
Living Area (Sq. Ft.): 4543.00
Building Area Total (Sq. Ft.): 4543.00
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: $41,393.31
Financial Information
Buyer Financing: Conventional
Utilities
Utility Information
Electric Company: Con-Edison
Sewer: Septic Tank
Utilities: Cable Connected, Electricity Connected, Trash Collection Public, Water Connected
Location
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
Directions: Bedford Road (Route 117) to Annandale Dr to #56 on right; or Bedford Rd (Route 117) or Armonk Rd (Route 128) to Taylor Rd to Annandale Dr to #56 on left.
County Or Parish: Westchester County
Public facts
Beds: 4
Baths: 4.0
Sq. Ft.: 4,543
Stories: —
Lot Size: 1.33 acres
Style: Single Family Residential
Year Built: 2006
Year Renovated: —
County: Westchester County
APN: 553600A09301000010200000000
Home facts updated by county records on Jul 30, 2026
Around this home
Schools
Some nearby schools may not be within this home's attendance zone. Please check the Chappaqua Central School District website to verify.
Roaring Brook School
Public K-4 • 1.8mi
10/10
Robert E Bell School
Public 5-8 • 2.2mi
9/10
Horace Greeley High School
Public 9-12 • 0.9mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
5/10 Wind Factor
26% chance of strong winds in next 30 years
4/10 Air Factor
4 unhealthy days expected this year, 6 days in 30 years
Provided by First Street
Historical weather
Chappaqua, NY • 10514
Average low and high temperatures (°F)
34
22
37
23
54
34
63
43
71
53
82
63
87
69
82
62
77
58
68
47
55
39
40
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.7 hours in
June and 4.2 hours in December, placing it below the
U.S. average for solar exposure.
8.7 hrs
4.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.13M – $2.58M
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