161 Apple Tree Rd, Winnetka, IL 60093
OFF MARKET

161 Apple Tree Rd
Winnetka, IL 60093

  • 5 Beds
  • 6.5 Baths
  • 7,289 sqft (on 0.50 acres)

$3,735,800

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $25,082/mo*
Refinance Your Home

$3,735,800

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $25,082/mo*
Refinance Your Home
5 Beds
6.5 Baths
7,289 sqft
(on 0.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Captivating presence is just the beginning of this picture perfect East coast inspired beauty perched on a beautifully landscaped half acre lot in the coveted Crow Island school district. Lime washed white brick accented with robin's egg blue hue shutters, crisp white trim and gorgeous layers of English gardens create the most inviting warm welcome. This classic North Shore home is the best of both worlds as the original intricate architectural details have been impeccably restored while the entire house has been brought to a new level of turn key luxury living. Incredible light fixtures from France to custom hand painted wall coverings and beautiful hues of color all chosen by a leading North Shore designer which gracefully showcases the breath of timeless beauty in this special home. Step inside to incredible formal foyer entry with intricate millwork outlining the gorgeous cascading staircase with original balusters & curved railings restored to perfection. An incredible entertaining floor plan awaits with two family rooms each full of character & function, full office with separate wet bar & powder, inviting screened-in porch looking out to sensational backyard, gourmet Chef's kitchen w/ Butcher block c-tops & Ann Sacks tile, cozy breakfast space with limestone fireplace and window seat & private command center for everyday life organization...this is the ideal set up! Huge 2nd floor that is so welcoming & warm all outfitted in gorgeous Stark carpeting, Brunschwig & Fils suede studded wall covering leads to 5 beds, laundry room and rear staircase down to kitchen & lower level. A luxe primary suite all redone in soothing fabrics & light layers of natural colors with a beautiful fireplace that anchors the space. Boutique hotel level primary bath all done in white marbles & tile-work separate shower & bath and 2 vanities. Walk in closet with large island finishes off this deluxe wing. 3 other large beds with en-suite baths all further down the hall make for private living quarters with a full 3rd floor ideal with great extra space for 2nd office, studio or rec room with powder room bath. LL with entertainment room with another FP, built ins, separate exercise space, powder rm and large wine cellar that could be taken to a new level of customization. Step outside to the sensational backyard awaits with access from sun room and family room to the bluestone entertaining patio allowing the perfect flow for parties and just everyday dining. Pictures don't do this one justice as you need to come feel the vibe & warmth from inside to out with this gem of a house. And yes...perfectly located for easy access to New Trier, Loyola, Faith Hope and NSCD, the sweet spot of easy Winnetka living. 5 stars in every way!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 19, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 161 Apple Tree Rd

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,PartialNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Breakfast Room, Den, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Office, Play Room, Recreation Room, Sun Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 9Number of Bathrooms (full): 4Number of Bathrooms (half): 5
Dimensions and Layout
Living Area: 7289 Square Feet
Appliances & Utilities
Appliances: Double Oven, Range, Microwave, Dishwasher, Refrigerator, Bar Fridge, Washer, Dryer, Disposal, HumidifierDishwasherDisposalDryerLaundry: Gas Dryer Hookup,SinkMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 5Fireplace: Wood Burning, Gas Log, Gas Starter, Family Room, Living Room, Master Bedroom, Basement, OtherHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 3Accessibility: No Disability Access

Exterior Features

Exterior Home Features
Roof: ShakePatio / Porch: Patio, ScreenedFencing: FencedFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Garage Door Opener,On Site,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Storm Sewer

Property Information

Year Built
Year Built: 1936Year Renovated: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: BrickNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 05203180030000

Price & Status

Price
List Price: $3,795,000
Status Change & Dates
Off Market Date: Thu Aug 29 2024Possession Timing: Close Of Escrow

Location

Direction & Address
City: Winnetka
School Information
Elementary School: Crow Island Elementary SchoolElementary School District: 36Jr High / Middle School: Carleton W Washburne SchoolJr High / Middle School District: 36High School: New Trier Twp H.S. Northfield/WiHigh School District: 203

Community

Community Features: Curbs, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 0.50 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12108481Attic: FinishedActivation Date: Tue Nov 19 2024

Additional Information

CurbsStreet PavedMRD SHARE WITH CLIENTS: Yes
Last check for updates: about 6 hours ago
Listed by Jena Radnay, (312) 925-9899
@properties Christie's International Real Estate
Bought with: Ashley Kain Spector, (847) 347-6082, Compass
Source: MRED as distributed by MLS GRID, MLS#12108481

Price History for 161 Apple Tree Rd

DatePriceEventSource
11/15/2024$3,400,000Sold
MRED as distributed by MLS GRID #12108481
07/11/2024ListingRemovedMRED as distributed by MLS GRID #12054745
05/20/2024$3,795,000Listed For SaleMRED as distributed by MLS GRID #12054745
08/03/2009$2,645,000Sold
MRED as distributed by MLS GRID #07205554
05/13/2009$2,645,000Listed For SaleAgent Provided
06/12/2000$1,750,000Sold
N/A

Market trends in Winnetka

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
2MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$2,238,100
Home facts updated by county records

Comparable Sales for 161 Apple Tree Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
180 Apple Tree Rd, Winnetka, IL
0.06
Single-Family Home
$2,350,000
01/09/26
5
3.5
4,800
1118 Mount Pleasant Rd, Winnetka, IL
0.21
Single-Family Home
$1,820,000
09/03/25
5
4.5
5,445
180 De Windt Rd, Winnetka, IL
0.21
Single-Family Home
$3,750,000
08/01/25
5
3.5
5,735
54 Woodley Rd, Winnetka, IL
0.36
Single-Family Home
$4,100,000
02/17/26
5
5
7,589
1240 Hill Rd, Winnetka, IL
0.22
Single-Family Home
$2,360,000
07/18/25
5
4.5
5,354
5 Woodley Rd, Winnetka, IL
0.23
Single-Family Home
$3,600,000
01/26/26
8
6
7,168
66 Fox Ln, Winnetka, IL
0.40
Single-Family Home
$4,625,000
06/16/25
6
7
8,025
19 Meadowview Rd, Winnetka, IL
0.56
Single-Family Home
$2,950,000
04/01/26
5
6
8,968
277 Hibbard Rd, Winnetka, IL
0.32
Single-Family Home
$1,860,000
04/17/26
5
4.5
3,338

Nearby homes

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Assigned Schools

These are the assigned schools for 161 Apple Tree Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winnetka

At least 78 Trulia users voted on each feature.

  • 94 % Say people would walk alone at night

  • 90 % Say it's dog friendly

  • 88 % Say kids play outside

  • 88 % Say there's holiday spirit

  • 87 % Say there are sidewalks

  • 82 % Say yards are well-kept

  • 81 % Say it's walkable to restaurants

  • 80 % Say parking is easy

  • 78 % Say there's wildlife

  • 75 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 71 % Say they plan to stay for at least 5 years

  • 71 % Say it's walkable to grocery stores

  • 70 % Say neighbors are friendly

  • 67 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • allisonbowersbrown
    "Park district, block parties, parades, fireworks. Neighborhood get together, school and church events. "
    0
    Flag
  • Jillian D.
    "I take the metra and walk to work. It’s easy and about as fast in the train to Chicago as it is in a car. Going west without a car is not as doable though. "
    1
    Flag
  • Acparacchini
    "Great dog beach, easy walk to town with coffee shops, restaurants, etc and bring the dog! 4th of July parade and everyone brings their dogs "
    0
    Flag
  • Phil L. .
    "Great parks, families and restaurants. Easy walk to restaurants , train, and interesting stores. Lots of people out walking, running or on bikes. "
    0
    Flag
  • Jillian D.
    "I take the train and walk. There are usually window seats available on the Metra when I leave winnetka at 7:21. "
    1
    Flag
  • Jillian D.
    "There are lots of green parks for doggos to play at! There’s also lil fountains where you can get water for people and dogs in the summer. "
    2
    Flag
  • Sarahvaile687
    "Winnetka music festival, summer music in the park...there are plenty of events hosted by the community."
    1
    Flag
  • Winnetka mom
    "I’ve lived here for 14 years and Winnetka is the most warm, welcoming neighborhood I’ve ever lived in!"
    1
    Flag
  • Benjamin J. D.
    "They would like it. It’s a great community with tons of parks. Move here! You won’t regret it. It’s like living in a Rockwell painting."
    1
    Flag
  • Mklein
    "Lived here for 22 years. Raised our family here. Would do it again given the chance. Great mix of people from different backgrounds and heritage. Only downfall is politically backwards and cannot get anything done in the village that’s required to stay current with infrastructure or lifestyle. "
    5
    Flag
  • Sbardoni29
    "Wonderful place to live. Gorgeous homes and great apartment living above shops and restaurants. So close to the lake and Metra runs right through city to downtown. "
    0
    Flag
  • Coveyandclay
    "family friendly and perfect for children! parks are wonderful and schools are best in country. park district facilities are top notch"
    0
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  • Coveyandclay
    "great parks and lots of kids playing there all the time. very family friendly. many kids events put on by park district also."
    0
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  • Erin K. C.
    "Very dog friendly. There is a great private dog beach that is well maintained with a dog wash and passholder only gate. All dogs are required to be well behaved and up to date on all shots. "
    0
    Flag
  • Acparacchini
    "Lived in Winnetka essentially since I was 9! Great place to raise a family. Beautiful homes, great town, great beaches, excellent schools, easy transportation to the city! "
    2
    Flag
  • Gabriel
    "Safe, quiet and architecturally nice. A great place to live and raise a family. Great schools and close to the lake. "
    0
    Flag
  • mtoyama60
    "Wonderful neighborhood close to lake and town and highly rated schools. Family community. Quiet residential street. Great investment."
    0
    Flag
  • Patty E.
    "I want to move here ,whith my kids."
    0
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Homes for sale near 161 Apple Tree Rd

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Off Market Homes Near 161 Apple Tree Rd

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Based on information submitted to the MLS GRID as of 2026. 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. Click here for more information

Homes for rent near 161 Apple Tree Rd

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161 Apple Tree Rd, Winnetka, IL 60093 is a 5 bedroom, 9 bathroom, 7,289 sqft single-family home built in 1936. This property is not currently available for sale. 161 Apple Tree Rd was last sold on Nov 15, 2024 for $3,400,000 (10% lower than the asking price of $3,795,000). The current Trulia Estimate for 161 Apple Tree Rd is $3,735,800.