.Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Legally 2BR but lives as 3 BR with permitted additions. 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.
Pending
$999,999
105 Douglas Road, Chappaqua, NY 10514
3beds
2,220sqft
Single Family Residence, Residential
Built in 1935
0.69 Acres Lot
$999,300 Zestimate®
$450/sqft
$-- HOA
What's special
- 107 days |
- 159 |
- 5 |
Zillow last checked: 7 hours ago
Listing updated: February 06, 2026 at 11:05pm
Listing by:
Keller Williams Realty Group 914-713-3270,
Albert Posillico 914-953-8433
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 940113
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Oil
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer
- Laundry: Washer/Dryer Hookup, Laundry Room
Features
- 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, Primary Bathroom, Storage
- Flooring: Hardwood
- Windows: Double Pane Windows
- Basement: Crawl Space
- Attic: See Remarks
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 2,220
- Total interior livable area: 2,220 sqft
Property
Parking
- Total spaces: 5
- Parking features: Private, Shared Driveway
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Patio, Terrace
- Fencing: None
Lot
- Size: 0.69 Acres
Details
- Parcel number: 36001000060010037
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Carriage House
- Property subtype: Single Family Residence, Residential
Materials
- Clapboard
- Foundation: Stone
Condition
- Updated/Remodeled
- Year built: 1935
- Major remodel year: 2000
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chappaqua
Financial & listing details
- Price per square foot: $450/sqft
- Tax assessed value: $123,000
- Annual tax amount: $20,296
- Date on market: 12/9/2025
- Cumulative days on market: 104 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: 1031 Exchange,Cash,Conventional,FHA
- Inclusions: All appliances
- Exclusions: See listing agent-chandeliers.
- Electric utility on property: Yes
Estimated market value
$999,300
$949,000 - $1.05M
$7,660/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/6/2026 | Pending sale | $999,999$450/sqft |
Source: | ||
| 12/9/2025 | Listed for sale | $999,999$450/sqft |
Source: | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $123,000 |
| 2023 | -- | $123,000 |
| 2022 | -- | $123,000 |
| 2021 | -- | $123,000 |
| 2020 | -- | $123,000 |
| 2019 | -- | $123,000 |
| 2018 | -- | $123,000 |
| 2017 | -- | $123,000 |
| 2016 | -- | $123,000 |
| 2015 | -- | $123,000 |
| 2014 | -- | $123,000 |
| 2013 | -- | $123,000 |
| 2012 | -- | $123,000 |
| 2011 | -- | $123,000 |
| 2010 | -- | $123,000 |
| 2009 | -- | $123,000 |
| 2008 | -- | $123,000 |
| 2007 | -- | $123,000 |
| 2006 | -- | $123,000 |
| 2005 | -- | $123,000 |
| 2004 | -- | $123,000 |
| 2003 | -- | $123,000 +2.5% |
| 2002 | -- | $120,000 |
| 2001 | -- | $120,000 |
| 2000 | -- | $120,000 +16.5% |
| 1999 | -- | $103,000 |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Neighborhood: 10514
Nearby schools
GreatSchools rating
- 8/10Robert E Bell SchoolGrades: 5-8Distance: 0.5 mi
- 10/10Horace Greeley High SchoolGrades: 9-12Distance: 1.5 mi
Schools provided by the listing agent
- Elementary: Roaring Brook
- Middle: Robert E Bell School
- High: Horace Greeley High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 10514
- New York
- Westchester County
- Chappaqua
- 10514
- 105 Douglas Road






