105 Douglas Road Chappaqua, NY $ 999,999
105 Douglas Road
$ 999,999
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105 Douglas Road

Chappaqua, NY, 10514
$ 999,999
Bedrooms3 Baths2.1 Sq 2,220

Monthly Estimate*

$ 6,239

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Single Family Home for sale in Chappaqua, NY

for $999,999 with 3 bedrooms and 2 full baths, 1 half bath. This 2,220 square foot home was built in 1935 on a lot size of 0.69.

.Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Bright and sunny, set on a private 0.69-acre lot. This well-maintained residence blends timeless character with modern updates. Step inside to a welcoming entry foyer that leads to a spacious living room, complete with a cozy fireplace and French doors opening to a secluded patio — perfect for entertaining or quiet relaxation. The country-sized kitchen has been thoughtfully updated, featuring an informal seating island and space for a full dining table, making it the true heart of the home. Off the kitchen, a lovely pergola extends your living space outdoors. The main floor offers a primary bedroom along with two additional versatile rooms — currently used as a family room and office but true bedrooms— plus an updated full bath and half bath . Upstairs, discover a loft-style master suite with its own private bath and French doors leading to a private balcony, creating a serene retreat. Additional highlights include parking for up to four cars, mature landscaping, and the privacy of a wooded setting, all while being minutes from Chappaqua’s schools, train station ( 1.2 miles), and town center.

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Single Family Active

Price

$ 999,999

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 20,296

Style

Carriage House

Lot Size

0.69

Year Built

1935

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

940113

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Breakfast Bar Cathedral Ceiling(s) Ceiling Fan(s) Eat-in Kitchen Entertainment Cabinets Entrance Foyer His and Hers Closets Kitchen Island Open Kitchen Prima
Basement Crawl Space
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Living Room
Basement Features Crawl Space
Basement (Y/N) N
Window Features Double Pane Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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General
Sewer Septic Tank
Heating Oil
Cooling Wall/Window Unit(s)
Utilities Cable Connected Electricity Connected Phone Connected Water Connected
Appliances Dishwasher Disposal Dryer Electric Range Electric Water Heater Exhaust Fan Microwave Refrigerator Washer
Patio/Porch Features Patio Terrace
Architectural Style Carriage House
Construction Materials Clapboard
Exclusions See listing agent-chandeliers.
Year Built 1935
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3600-100-006-001-0037
County Westchester County
Property Type Residential
HOA N
Garage Y/N N
Total Rooms 8
Full Baths 2
Directions Saw Mill River parkway to exit 32 toward NY-120/Chappaqua turn left onto Hunts Place turn right onto Douglas road. Entrance to private drive just before large red mailbox. Long common driveway to sec
High School Horace Greeley High School
City New Castle
Disclosures Other Disclosures
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Roaring Brook
Property Attached Y/N N
Tax Annual Amount 20296
Showing Instructions Use Showingtime icon for confirmed appointment. House is set back on a flag lot. The best landmark to driveway entrance is large red mailbox- there is a smaller mailbox right in front numbers 1
Middle/Junior High School Robert E Bell School
Property Condition Updated/Remodeled
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 123000
Year Built Effective 2000
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Exterior
Fencing None
Parking Features Parking Lot Private Shared Driveway Parking Lot Private Shared Driveway
Water Source Public
Total Parking 5
Inclusions All appliances
Parking Spaces 5
Foundation Details Stone
Spa N
Waterfront Y/N N
Road Frontage Type Other
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Internal Only
Street Number 1 105
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* Excluded Features
List By
Albert Posillico

Listing Agent

Keller Williams Realty Group

Broker

914-713-3270

Contact

Affordability Calculator

$7,930
Per Month
79%
21%
0%
Monthly Principal & Interest
$6,239
Monthly Property Taxes
$1,691
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892154 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
12/7/2025$999,000 Listed Price

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105 Douglas Road, Chappaqua, NY, 10514 is a Single Family Home for sale at $999,999 with 2,220 sqft and a lot size of 0.69. 105 Douglas Road has 3 bedrooms, 2.1 baths, and was built in 1935. The property's zip code is 10514 which is in Chappaqua, NY