Closed

$1,999,000

443 Chestnut Street, Winnetka, IL 60093
4 Beds5 Baths0 sqft4 days
443 Chestnut Street·Winnetka, IL 60093
4Bedrooms
5Bathrooms
0Sq Ft
2006Year Built
About This Home

Nestled in the heart of Winnetka, this magnificent newer construction 6 bedroom, 4 1/2-bathroom home completed a top-to-bottom renovation overseen by a professional designer in 2020, showcasing exquisite upgrades and custom details, offering the perfect blend of modern sophistication and classic elegance. The main level is the heart of the home with its gourmet kitchen, featuring quartz countertops, high-end Thermador appliances, an oversized island with a breakfast bar, a built-in banquet, and a butler's pantry complete with a built-in beer tap. The adjoining family room, with a stonewall fireplace and floor-to-ceiling French doors, opens to the serene professionally-landscaped outdoor space with an expansive deck that overlooks the private, and fully fenced yard. A spacious formal dining room, sunlit living room with another fireplace, an office, a welcoming foyer, well designed mudroom, and a half bath complete this naturally flowing level, providing an inviting space for all your lifestyle needs. The second level is a sanctuary unto itself, featuring a large owner's suite with a bay window seating area, a custom walk-in closet, and an impressive wall of custom cabinets. The spa-like bathroom boasts a double vanity with a center makeup area, a freestanding tub, and an oversized rain shower with multiple heads. An additional suite with full bath, two generously sized bedrooms share the full hall bath, and a convenient laundry area round out this floor. Ascend to the third level and discover the 6th bedroom/loft area, bathed in natural light from two skylights, making it an ideal retreat for guests or a versatile space for your personal needs. The lower level is an entertainer's dream, with a sophisticated and stylish movie theater, complete with eight automated reclining chairs, and a full wet bar with extra seating for four, ensuring memorable movie nights and gatherings. A large bedroom with dual closets and an adjacent full bath, a work-out room, a game room/office, ample storage space, and a second laundry area add to the allure of this captivating home. Includes two car garage with ample parking on driveway. 443 Chestnut combines timeless beauty with modern functionality in the highly sought after 'Tree Streets' neighborhood, just a couple short blocks to the center of everything, including downtown, the train, schools, shopping, restaurants, farmers market, parks, Lake Michigan and more! It presents a unique opportunity to embrace the ultimate in luxury living while enjoying the charm of historic Winnetka.

MLS# 11919502Listed October 30, 2023ResidentialTraditional
Property Details

Beds & Baths

Total Bedrooms4
Total Bathrooms5
Full Baths4
Half Baths1
Total Rooms15

Size & Structure

Living Area0 sqft
Garage Spaces3
Fireplaces2
Year Built2006
Lot Size50X187

Location

CountyCook
TownshipNew Trier
Zip Code60093

Financial

List Price$1,999,000
Annual Taxes (2022)$15,622
Monthly Tax Est.$1,302
Parcel #05202220010000
Interior Features

Appliances

Double OvenRangeMicrowaveDishwasherHigh End RefrigeratorBar FridgeWasherDryerDisposalStainless Steel Appliance(s)Range HoodHumidifier

Flooring

HardwoodCarpet

Heating

Natural GasForced AirSep Heating Systems - 2+Zoned

Cooling

Central AirZoned

Basement

FinishedRec/Family AreaSleeping AreaStorage SpaceFull

Laundry

Upper LevelGas Dryer HookupIn UnitLaundry ClosetMultiple Locations

Fireplace

Gas LogGas StarterMore than one
Exterior & Lot

Construction

CedarStone

Foundation

Concrete Perimeter

Patio & Porch

DeckPatio

Lot Features

Corner LotLandscaped
Utilities & Parking

Sewer

Public Sewer

Water Source

Lake MichiganPublic

Electric

Circuit Breakers200+ Amp Service

Parking

AsphaltSide DrivewayGarage Door OpenerOn SiteGarage OwnedDetachedGarage
HOA & Community
HOA Fee
$0
Not Applicable

HOA Includes

None

Community Features

CurbsSidewalksStreet LightsStreet Paved
Schools
Elementary
Crow Island Elementary School
District: 36
Middle School
Carleton W Washburne School
District: 36
High School
New Trier Twp H.S. Northfield/Wi
District: 203
Tax & Financial
Annual Taxes
$15,622
Tax Year 2022
Monthly Tax Est.
$1,302
per month
Property Location

443 Chestnut Street, Winnetka, IL 60093Cook County

$1,999,000
443 Chestnut Street
4 bd5 ba0 sqft
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
4 days on market
3-car garage
2 fireplaces
50X187
$15,622/yr taxes
$0 HOA (not applicable)
$11,807
estimated monthly payment
Principal & Interest
$10,506/mo
Property Tax
$1,302/mo
$1,999,000
20% — $399,800
3%50%
6.875%
3%12%
Loan Amount
$1,599,200
Down Payment
$399,800

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
Jameson Sotheby's Intl Realty
Agent: Michael Shenfeld
Similar Homes

You May Also Like

Keep Exploring

Find Your Perfect Home

Browse available listings in Winnetka and across the North Shore.

Also popular on the North Shore

REALTOR® Logo
Equal Housing Opportunity LogoEqual Housing Opportunity

Listing Courtesy: MRED as distributed by MLS GRID | @properties Christie's International Real Estate

Based on information submitted to the MLS GRID. 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.

© 2026 MLS GRID. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use.