35 Overlook Dr

5,354 Sq. Ft.
$504 / Sq. Ft.
5,354
Sq. Ft.
$504
per Sq. Ft.

Description

Welcome to this timeless and sophisticated Colonial, perfectly sited on meticulously landscaped grounds in one of Chappaqua’s most coveted neighborhoods. Just minutes from town, train, and top-rated schools, this exceptional residence seamlessly blends classic architectural charm with modern luxury. This fully renovated and expanded home offers 4 spacious bedrooms (lives like 5), 6.1 beautifully updated baths, and a thoughtfully designed layout filled with natural light. Gleaming hardwood floors,...Welcome to this timeless and sophisticated Colonial, perfectly sited on meticulously landscaped grounds in one of Chappaqua’s most coveted neighborhoods. Just minutes from town, train, and top-rated schools, this exceptional residence seamlessly blends classic architectural charm with modern luxury. This fully renovated and expanded home offers 4 spacious bedrooms (lives like 5), 6.1 beautifully updated baths, and a thoughtfully designed layout filled with natural light. Gleaming hardwood floors, walls of windows, and elegant millwork create a warm and inviting atmosphere throughout. The stunning Chef’s kitchen is a true showpiece, featuring Christopher Peacock custom cabinetry, oversized center island with Carrera marble top, Pietra del Cadoso limestone kitchen countertops, top-of-the-line stainless appliances (Bosch, Thermador, Viking) and an open flow ideal for entertaining.
The main level enjoys multiple formal and informal living spaces including an expansive family room open to the kitchen, a versatile first floor office, a second office/library, full bath and a serene screened sun porch. The second level features a luxurious primary bedroom suite and three additional huge bedrooms, one with an en-suite bath and a hall bath. The walkout lower level adds even more functionality with room for recreation, fitness, or guests. Recent mechanical upgrades include a high efficiency GE front-loading washer and dryer, new boiler, and above-ground oil tanks, ensuring comfort and efficiency for years to come. The exterior is equally captivating: clapboard siding, a hand split cedar shake roof, copper gutters, bluestone walkways, an expansive rear patio with built-in grill and stone walls, a Mahogany deck, and a manicured, level lawn with vibrant gardens, professional landscaping and an irrigated vegetable garden. Additional highlights include an oversized driveway, a two-car garage, and an adjacent garage bay-sized storage room perfect for bicycles, equipment, or hobbies. A rare offering that effortlessly combines grace, comfort, and convenience — 35 Overlook Drive is an extraordinary opportunity for the discerning buyer.

Listing Agent

  1. Cindy Glynn

    Cindy Glynn

    Listing Agent

    Compass

    cindy.glynn@compass.com

    P: (914)-523-6163

Property Details for 35 Overlook Drive

City/Township
New Castle
Architectural Style
Colonial
Garage Spaces
2.00
Waterfront
No
LISTING UPDATED: 11/06/2025 12:44 AM

Property Details for 35 Overlook Drive

StatusClosed
MLS #859784
Days on Market10
Taxes$52,310 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1952
Lot Size1.22 AC / 53,143 SF
CountyWestchester County
Buyer's Agent Compensation2%
Add your commute

Virtual Tour

Building Information for 35 Overlook Drive

Stories-Year Built1952Building Size-Lot Size1.22 AC / 53,143 SF

Payment Calculator

$17,518 per month

30 year fixed, 6.15% Interest

Principal and Interest

$13,159

Property Taxes

$4,359

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 35 Overlook Drive

Summary
Location and General Information
  • Senior Community YN: No
  • Year Built Effective: 2004
  • Property Attached: No
  • Structure Type: false
  • Levels: Three Or More
  • Property Condition: Updated/Remodeled
  • 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: 3600-093-017-00001-000-0022
  • Tax Assessed Value: $320,000.00
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Built-in Features, Chandelier, Chefs Kitchen, Colonial, Crown Molding, Deck, Double Pane Windows, Double Vanity, Eat in Kitchen, Entertainment Cabinets, Entrance Foyer, Family Room, First Floor Full Bath, Formal Dining, Hardwood Floors As Seen, His and Hers Closets, Laundry Room, Living Room, Masonry, Patio, Porch, Primary Bathroom, Public, Recessed Lighting, Screened, Wall of Windows, Wood Burning
  • Interior Features: First Floor Full Bath, Built-in Features, Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, His and Hers Closets, Primary Bathroom, Recessed Lighting
  • Appliances: Dishwasher, Dryer, Gas Cooktop, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
  • Number Of Kitchens: 1.0
  • Total Rooms: 13
  • Basement: Finished, Full, Walk-Out Access
  • Attic Description: Full,Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Fireplace Features: Family Room, Living Room, Masonry, Wood Burning
  • Location Amenities: Stainless Steel Appliances, Walk Out Basement, Hardwood Floors As Seen, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Deck, Patio, Porch, Double Paned Windows, Wall of Windows
  • Laundry Features: Laundry Room
  • Window Features: Double Pane Windows,Wall of Windows
  • Flooring: Hardwood
  • Living Area: 5,354.00
  • Foundation Details: Slab
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Deck, Patio, Porch, Screened, Garage, Double Pane Windows, Wall of Windows
  • Elevation Certificate: No
  • Patio And Porch Features: Deck,Patio,Porch,Screened
  • Construction Materials: Clapboard
  • Pool Private: No
Lot Information
  • Additional Parcel: No
  • Building Area Units: Square Feet
Parking
  • Parking Features: Garage
  • Parking Total: 2.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Hydro Air, Oil
  • Heat Fuel Type: Hydro Air, Oil
  • Number Of Heating Zones: 4
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Propane, Trash Collection Public, Water Connected
Green Features
  • Green Features: Double Pane Windows, Wall of Windows, Dishwasher, Dryer, Gas Cooktop, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater, Hydro Air, Oil
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 35 Overlook Drive

DateEvent & SourcePriceAppreciation
Nov 4, 2025

Sold

ONEKEY #859784

$2,700,000
Nov 3, 2025

Sold (Public Record)

Public Record #1919797846

$2,700,000
Jun 17, 2025

Pending

ONEKEY #859784

Jun 14, 2025

Temporarily Off Market

ONEKEY #859784

$2,699,000
Jun 4, 2025

Listed (Active)

ONEKEY #859784

$2,699,000
DateEvent & SourcePrice
11/04/2025

Sold

ONEKEY #859784

$2,700,000
11/03/2025

Sold (Public Record)

Public Record #1919797846

$2,700,000
06/17/2025

Pending

ONEKEY #859784

06/14/2025

Temporarily Off Market

ONEKEY #859784

$2,699,000
06/04/2025

Listed (Active)

ONEKEY #859784

$2,699,000

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

Public Records for 35 Overlook Drive

Taxable ValueLand$125,000Additions$195,000Total$320,000
Tax Record2020$48,699 ($4,058 / month)
Home Facts
Beds4Baths6Total Finished SqFt4,531 SqFtAbove Grade Finished SqFt4,531 SqFtStories2Lot Size53,143 SqFtStyleSingle Family ResidenceYear Built1952ZoningR-1ACountyWESTCHESTERAPN553600 93.17-1-22Fireplace TypeHas Fireplace

Schools near 35 Overlook Drive

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 - K to 4
Rating
School
Distance
Douglas G Grafflin School
PublicK to 4

Robert E Bell School
Public5 to 8

Horace Greeley High School
Public9 to 12

Roaring Brook School
PublicK 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.

Similar Homes

Similar Sold Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information submitted to the MLS GRID as of 11/06/2025 12:44 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.