$2,350,000
SOLD OCT 24, 2025

466 Chestnut St Winnetka, IL 60093

5 Beds
5.5 Baths
4,433 Sq Ft
2025 Built

Recently Sold

$530 Per Sq Ft

6% Below List Price

Highlights

  • New Construction
  • Wolf Appliances
  • Vaulted Ceiling
  • Crow Island Elementary School Rated A
  • Deck
  • 2-minute walk to Dwyer Park

About This Home

As of October 2025

Custom built new construction in the heart of Winnetka with open floor plan. House is designed for seamless living between all 4 floors, fabulous staircase being a focal point, lit by the dramatic two-story window unit. Kitchen will delight any chef with professional grade SubZero/Wolf appliances package, large island, custom cabinets and walk-in pantry. Fully customizable office/living room overlooking the front yard. 2nd floor has 4 bedrooms including luxurious primary suit with vaulted ceiling, bath with heated floor, Victoria & Albert soaking tub and Brizo plumbing fixtures. Charming 3rd floor space with the tree top views and full bath could be 2nd home office, gym or guest bedroom. Extraordinary lower level features 10' ceiling, well-appointed bar, extra bedroom, full bath and play room pre-wired for golf simulator. Fully landscaped and fenced in backyard including deck with pergola, two car garage with electric car charger. Winnetka shopping and train station is just a block away.

Last Agent to Sell the Property

Robert Milkowski

Berger & Co. Realtors Ltd Listed on: 09/24/2025

Last Buyer's Agent

Katharine Hackett

@properties Christie's International Real Estate License #475128035

@properties Christie's International Real Estate

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $1,813

Year Built

  • Built in 2025 | New Construction

Lot Details

  • Lot Dimensions are 40 x 187.8
  • Wood Fence
  • Paved or Partially Paved Lot

Parking

  • 2 Car Garage
  • Driveway
  • Parking Included in Price

Home Design

  • Asphalt Roof

Interior Spaces

  • 4,433 Sq Ft Home
  • 1-Story Property
  • Vaulted Ceiling
  • Gas Log Fireplace
  • Mud Room
  • Family Room with Fireplace
  • Family Room Downstairs
  • Living Room
  • Formal Dining Room
  • Play Room
  • Wood Flooring
  • Attic

Kitchen

  • Walk-In Pantry
  • Range
  • Wolf Appliances

Bedrooms and Bathrooms

  • 5 Bedrooms
  • 5 Potential Bedrooms
  • Soaking Tub

Laundry

  • Laundry Room
  • Washer

Basement

  • Basement Fills Entire Space Under The House
  • Finished Basement Bathroom

Outdoor Features

  • Deck
  • Pergola

Schools

  • Crow Island Elementary School
  • Carleton W Washburne Middle School
  • New Trier Twp High School Northfield/Wi

Utilities

  • Forced Air Zoned Heating and Cooling System
  • SEER Rated 14+ Air Conditioning Units
  • Heating System Uses Natural Gas
  • 200+ Amp Service
  • Lake Michigan Water

Community Details

  • Electric Vehicle Charging Station
  • Laundry Facilities

Listing and Financial Details

  • Senior Tax Exemptions
  • Homeowner Tax Exemptions
  • Senior Freeze Tax Exemptions

Home Details

Home Type

Single Family

Est. Annual Taxes

$1,813

Year Built

Built in 2025 | New Construction

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Type: Detached Single
  • Type Detached: 1 Story
  • Ownership: Fee Simple
  • ArchitecturalStyle: Other
  • New Construction: Yes
  • Property Sub-Type: 1 Story
  • Year Built: 2025
  • Age: NEW Under Construction
  • Built Before 1978 (Y/N): No
  • Disability Access and/or Equipped: No
  • General Information: None
  • Rebuilt (Y/N): Yes
  • Rehab (Y/N): No
  • New Construction Y/N: Yes
  • New/Proposed Construction Options: Air Purifier/Humidifier,Appliance Package/Allowance,Central Air,Fireplace,Basement,Garage,Hardwood/Ceramic Floors,Landscaping,Vaulted/Cathedral Ceiling,Upgraded Insulation,Upgraded Cabinets And Counters,Zoned Heating/Cooling
  • Rebuilt Year: 2025
  • Special Features: NewHome
  • Property Sub Type: Detached

Interior Features

  • Appliances: Range, Refrigerator, Washer
  • Basement: Finished, Full
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Total Bathrooms: 6
  • Total Bedrooms: 5
  • Fireplace Features: Gas Log
  • Fireplaces: 1
  • Flooring: Hardwood
  • LivingArea: 4433
  • Room Type: Attic, Bedroom 5, Family Room, Mud Room, Play Room
  • Estimated Total Finished Sq Ft: 4433
  • Basement Bathrooms: Yes
  • Below Grade Bedrooms: 1
  • Dining Room: Separate
  • Fireplace Location: Family Room
  • Total Sq Ft: 4433
  • Attic: Full,Unfinished
  • Existing Basement/Foundation: Yes
  • Flooring: Hardwood

Exterior Features

  • Construction Materials: Frame, Stucco
  • Fencing: Wood
  • OtherStructures: Pergola, Garage(s)
  • Patio And Porch Features: Deck
  • Roof: Asphalt
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 2
  • Parking Features: Concrete, Side Driveway, On Site, Garage Owned, Detached, Garage
  • ParkingTotal: 2

Utilities

  • Sewer: Public Sewer
  • Cooling: Central Air, Zoned, High Efficiency (SEER 14+)
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Natural Gas, Zoned
  • Laundry Features: Gas Dryer Hookup, Common Area
  • Water Source: Lake Michigan

Condo/Co-op/Association

  • Association Fee Frequency: Not Applicable
  • Community Features: Curbs, Sidewalks, Street Lights, Street Paved
  • Master Association Fee Frequency: Not Required

Fee Information

  • Association Fee Includes: None

Schools

  • Elementary School: Crow Island Elementary School
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle/Junior School: Carleton W Washburne School

Lot Info

  • Additional Parcels: No
  • Lot Dimensions: 40 X 187.8
  • Rural (Y/N): N
  • Lot Size: Less Than .25 Acre
  • Special Assessments: N

Rental Info

  • Board Number: 8
  • Is Parking Included in Price: Yes

Tax Info

  • Tax Annual Amount: 1812.91
  • Tax Year: 2023
  • Tax Exemptions: Homeowner,Senior,Senior Freeze

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jun 30, 2023
Closed on
Jun 21, 2023
Sold by
Fred S Reagel S and Fred Ruth B
Bought by
Gsb Development Llc
Seller's Agent
Barbara Kramer
Coldwell Banker Realty
Buyer's Agent
Anita Janczewski
Chicago Area Realty Inc
List Price
$599,000
Sold Price
$520,000
Premium/Discount to List
-$79,000
-13.19%
Views
118

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
77.19%

Purchase Details

Closed on
Feb 14, 1996
Sold by
Reagel Fred S and Reagel Ruth B
Bought by
Reagel Fred S and Reagel Ruth B
Source: Public Records

Range of Values:

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Average Value
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List Price
Sold Price
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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
Deed $520,000 None Listed On Document
Interfamily Deed Transfer -- --
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/24/2025 10/24/25 Sold $2,350,000 -5.6% $530 / Sq Ft
09/29/2025 09/29/25 For Sale $2,489,000 +378.7% $561 / Sq Ft
09/24/2025 09/24/25 Pending -- -- --
08/09/2023 08/09/23 Sold $520,000 -13.2% $485 / Sq Ft View Prior Sale
07/06/2023 07/06/23 Pending -- -- --
06/30/2023 06/30/23 For Sale $599,000 -- $559 / Sq Ft
Source: Midwest Real Estate Data (MRED)

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 $1,813 $66,926 $20,680 $46,246
2023 $1,761 $66,926 $20,680 $46,246
2022 $1,761 $66,926 $20,680 $46,246
2021 $2,039 $35,373 $13,536 $21,837
2020 $1,869 $35,373 $13,536 $21,837
2019 $1,886 $50,241 $13,536 $36,705
2018 $1,944 $40,929 $12,032 $28,897
2017 $1,851 $40,929 $12,032 $28,897
2016 $2,337 $40,929 $12,032 $28,897
2015 $2,728 $36,442 $9,964 $26,478
2014 $2,614 $36,442 $9,964 $26,478
2013 $8,114 $39,841 $9,964 $29,877
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Midwest Real Estate Data (MRED)

MLS Number: 12073692

Midwest Real Estate Data (MRED)

APN: 05-20-216-011-0000