$2,700,000
SOLD NOV 4, 2025

35 Overlook Dr Chappaqua, NY 10514

4 Beds
6.5 Baths
5,354 Sq Ft
1.22 Acres

Recently Sold

$504 Per Sq Ft

13 Days on Market

Highlights

  • Eat-In Gourmet Kitchen
  • Colonial Architecture
  • Living Room with Fireplace
  • Horace Greeley High School Rated A+
  • Deck
  • Wood Flooring

About This Home

As of November 2025

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.

Last Agent to Sell the Property

Cindy Glynn

Compass Greater NY, LLC Brokerage Phone: 914-238-0676 License #40GL0936722 Listed on: 06/04/2025

Compass Greater NY, LLC

Last Buyer's Agent

Non Non Member-MLS

Non-Member MLS

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $52,310

Year Built

  • Built in 1952 | Remodeled in 2004

Lot Details

  • 1.22 Acre Lot

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Clapboard

Interior Spaces

  • 5,354 Sq Ft Home
  • 3-Story Property
  • Built-In Features
  • Crown Molding
  • Recessed Lighting
  • Chandelier
  • Wood Burning Fireplace
  • Fireplace Features Masonry
  • Double Pane Windows
  • Entrance Foyer
  • Family Room
  • Living Room with Fireplace
  • 2 Fireplaces
  • Formal Dining Room
  • Wood Flooring

Kitchen

  • Eat-In Gourmet Kitchen
  • Oven
  • Gas Cooktop
  • Dishwasher
  • Stainless Steel Appliances

Bedrooms and Bathrooms

  • 4 Bedrooms
  • En-Suite Primary Bedroom
  • Dual Closets
  • Bathroom on Main Level
  • Double Vanity

Laundry

  • Laundry Room
  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Outdoor Features

  • Deck
  • Screened Patio
  • Porch

Schools

  • Douglas G Grafflin Elementary School
  • Robert E Bell Middle School
  • Horace Greeley High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Hydro-Air Heating System
  • Propane
  • Oil Water Heater
  • Septic Tank
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 3600-093-017-00001-000-0022

Home Details

Home Type

Single Family

Est. Annual Taxes

$52,310

Year Built

Built in 1952 | Remodeled in 2004

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Architectural Style: Colonial
  • Property SubType: Single Family Residence
  • Property Condition: Updated/Remodeled
  • Levels: Three Or More
  • Year Built: 1952
  • Year Built Effective: 2004
  • Attribution Contact: 914-238-0676
  • Carport Y N: No
  • CurrentPrice: 2700000.00
  • MlsMajorChangeType: Sold
  • CurrentPrice_By_LivingArea: 504.29585
  • ListPrice_By_LivingArea: 504.10908
  • ListPrice_By_OriginalListPrice: 1.00000
  • ListPrice_By_LotSizeAcres: 2212295.0820
  • LivingAreaSearchSqFt: 5354.00
  • CurrentPrice_By_BuildingAreaTotal: 504.29585
  • Special Features: None
  • Property Sub Type: Detached
  • Year Renovated: 2004

Interior Features

  • Appliances: Dishwasher, Dryer, Gas Cooktop, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
  • Interior Amenities: 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
  • Fireplaces: 2
  • Flooring: Hardwood
  • Fireplace Features: Family Room, Living Room, Masonry, Wood Burning
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Basement: Finished, Full, Walk-Out Access
  • Total Bedrooms: 4
  • Fireplace: Yes
  • Living Area: 5354
  • Window Features: Double Pane Windows, Wall of Windows
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Clapboard
  • Pool Private: No
  • Patio and Porch Features: Deck, Patio, Porch, Screened
  • Waterfront: No
  • Foundation Details: Slab

Garage/Parking

  • Total Parking Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Parking Description: Garage

Utilities

  • Cooling: Central Air
  • Heating: Hydro Air, Oil
  • Laundry Features: Laundry Room
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Propane, Trash Collection Public, Water Connected
  • Water Source: Public

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Robert E Bell School

Lot Info

  • Lot Size Acres: 1.22
  • Lot Size Sq Ft: 53143
  • Parcel Number: 3600-093-017-00001-000-0022
  • Property Attached: No
  • Additional Parcels: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 52309.71
  • Tax Year: 2024

MLS Schools

  • Elementary School: Douglas G Grafflin School
  • High School: Horace Greeley High School
  • Middle School District: Chappaqua

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jun 4, 2025
Closed on
Nov 3, 2025
Sold by
Rubin Lewis A and Rubin Wendy M
Bought by
Eisenstein Benjamin Z and Bressler Sophie M
Seller's Agent
Cindy Glynn
Compass Greater NY, LLC
Buyer's Agent
Non Non Member-MLS
Non-Member MLS
List Price
$2,699,000
Sold Price
$2,700,000
Premium/Discount to List
$1,000
0.04%
Views
22

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-3.57%
Original Mortgage
$2,160,000
Outstanding Balance
$2,157,986
Interest Rate
6.34%
Mortgage Type
New Conventional
Estimated Equity
$520,511

Purchase Details

Closed on
Aug 17, 1995
Sold by
Agranoff Gerald N and Donin Ilene B
Bought by
Rubin Lewis A and Rubin Wendy M
Source: Public Records
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Bargain Sale Deed $2,700,000 Thoroughbred Title
Deed $660,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $2,160,000 New Conventional
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/04/2025 11/04/25 Sold $2,700,000 0.0% $504 / Sq Ft
06/17/2025 06/17/25 Pending -- -- --
06/14/2025 06/14/25 Off Market $2,700,000 -- --
06/04/2025 06/04/25 For Sale $2,699,000 -- $504 / Sq Ft
Source: OneKey® MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 -- $320,000 $125,000 $195,000
2023 $51,347 $320,000 $125,000 $195,000
2022 $49,953 $320,000 $125,000 $195,000
2021 $49,471 $320,000 $125,000 $195,000
2020 $48,699 $320,000 $125,000 $195,000
2019 $206,659 $328,613 $125,000 $203,613
2018 $58,176 $351,000 $125,000 $226,000
2017 $0 $351,000 $125,000 $226,000
2016 $51,174 $351,000 $125,000 $226,000
2015 -- $351,000 $125,000 $226,000
2014 -- $351,000 $125,000 $226,000
2013 -- $351,000 $125,000 $226,000
Source: Public Records

Agents Affiliated with this Home

  • Section Image
See All Agents

Map

Source: OneKey® MLS

MLS Number: 859784

OneKey® MLS

APN: 3600-093-017-00001-000-0022