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111 Prospect DriveChappaqua, NY 10514

For Sale

$1,975,000

Smart Buyer Rebate $19,750

Exquisite architectural design, timeless charm & luxurious modern amenities merge effortlessly in this elegant Colonial in the heart of Chappaqua. C.1902 & superbly upgraded and meticulously maintained, the home offers an open, sun-bathed interior w/hardwood floors, high ceilings, abundant built-ins, extensive millwork and a quintessential porch - sure to please the most discerning buyers! The gracious foyer leads to a classic dining room with fine millwork, a fireplace and boasts a lovely historical handpainted mural of the Hudson Valley at the turn of the century. The formal living room with concealed pocket doors has a second fireplace and French doors opening to the covered porch. The sunny and bright eat-in kitchen is a chef’s dream featuring a Wolf double oven, Sub Zero fridge, ample storage and opens to the casual living room/ leisure room. 2nd floor features a primary bedroom suite with a sparkling spa bath, walk-in closet and and adjoining office. An additional 3 bedrooms and a tastefully renovated hall bath complete the second floor. Finished 3rd level includes a bedroom and Bonus room perfect for studio/office/playroom w/ full hall bath. The large unfinished basement offers additional space and Bilco doors to the exterior. A 2 car detached garage originally used as stables has 2 levels and offers many possibilities. The park-like, level property is professionally landscaped and is an oasis of tranquility w/ lush lawns, a dazzling variety of specimen trees & plantings with ample parking. Ideally located close to town, train, schools and more!

Listed by Usha Subramaniam

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Compass Greater NY, LLC

·

914-238-0676

Listed by Lori Hoffman

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Compass Greater NY, LLC

Last updated April 29, 2026

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Source: OneKey #974885

Listing Facts

  • TypeSingle-family
  • NeighborhoodChappaqua
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu9
  • Taxes$32,854.6/year
  • Size4,166 sqft
  • Price per sqft$474

Amenities

  • Dishwasher
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

04/21/2026
Status changed to Active
$1,975,000
04/21/2026
Listed by Compass Greater NY, LLC
$1,975,000

Property Details for 111 Prospect Drive

Exterior

Construction

  • Year Built: 1902
  • Architectural Style: Colonial

Measurements

  • Building Area Total: 4,166
  • Building Area Units: Square Feet
  • Lot Features: Corner Lot
  • Lot Size Acres: 0.67
  • Lot Size Square Feet: 29,185

Financial

Taxes

  • Parcel Number: 3600-100-011-00004-000-0038
  • Tax Annual Amount: $32,854.60
  • Tax Assessed Value: $190,300.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Cooktop, Dishwasher, Dryer, Electric Oven, Gas Cooktop, Microwave, Refrigerator, Washer
  • Fireplace Features: Wood Burning
  • Fireplaces Total: 2
  • Interior Features: Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, Original Details, Primary Bathroom, Soaking Tub

Measurements

  • Living Area: 4,166
  • Living Area Source: Public Records

Rooms

  • Basement: Bilco Door(s), Full, Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 13

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Detached

Schools

Elementary School

  • Elementary School: Douglas G Grafflin School
  • Elementary School District: Chappaqua

High School

  • High School: Horace Greeley High School
  • High School District: Chappaqua

Middle or Junior School

  • Middle Or Junior School: Robert E Bell School
  • Middle Or Junior School District: Chappaqua

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Natural Gas
  • Sewer: Public Sewer
  • Utilities: Natural Gas Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 4 bathrooms in this single-family home at 111 Prospect Drive.

What schools are nearby to 111 Prospect Drive?

Nearby schools include the Douglas G Grafflin School Elementary School, Robert E Bell School Middle School, and Horace Greeley High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 111 Prospect Drive.

What are the annual taxes for 111 Prospect Drive?

Annual taxes for this single-family home are estimated at $32,854.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,166 sqft.

111 Prospect Drive is a 5-bedroom, 4-bath single-family home for sale in Chappaqua NY 10514. On Prevu for 9 days at $1,975,000. This home features 4,166 square feet of living space, located in Westchester County. The median listing price for single-family homes in this area is $1,699,995. Nearby schools include Douglas G Grafflin School Elementary School, Robert E Bell School Middle School, and Horace Greeley High School. The home offers dishwasher, air conditioning, parking, and washer/dryer. Explore more single-family home listings in Westchester County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.