1209 Cherry St, Winnetka, IL 60093
OFF MARKET

1209 Cherry St
Winnetka, IL 60093

  • 6 Beds
  • 3.5 Baths
  • 3,822 sqft

$2,018,500

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $13,853/mo*
Refinance Your Home

$2,018,500

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $13,853/mo*
Refinance Your Home
6 Beds
3.5 Baths
3,822 sqft

Local Information

  • Map ViewExplore the area around 1209 Cherry St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1929
Living Area
3,822 sqft
Price/Sqft
$528
Parking
Garage

About this House

Beautifully renovated vintage home in the Tree Streets. Surprisingly sunny Tudor-style home with 4 full floors of quality, style & convenience. Feels like newer construction with 2014 custom renovation & addition by current owner. Character and charm remain while also offering open floorplan. Gorgeous Carrara marble gourmet kitchen with pro appliances, big family room, living room with fireplace, formal dining room, plus breakfast room & mudroom for convenience. 2nd floor with luxe primary suite, 3 more bedrooms & new marble bathroom. Sunny 3rd floor with skylights includes bedrooms #5 & #6, full bath & lots of attic storage. Dry finished walk-out basement includes sunny recreation room, storage, laundry & access to lush backyard with patio & gardens. Close to all schools PreK-8, soccer fields, tennis, hockey, golf & more. Easy commute with nearby train or access to expressway. Absolutely move-in-ready.
1209 Cherry St, Winnetka, IL 60093 is a 6 bedroom, 4 bathroom, 3,822 sqft single-family home built in 1929. It last sold for $1,610,000 on Mar 29, 2024 (2% below the $1,650,000 asking price). It is currently off market. The Trulia Estimate is $2,018,500, with a rent estimate of $6,043/month.

Home Details for 1209 Cherry St

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Partially Finished,Exterior Entry,FullNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Breakfast Room, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Mud Room, Recreation Room, Storage, Walk In Closet
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3822 Square Feet
Appliances & Utilities
Appliances: Double Oven, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Wine Refrigerator, Cooktop, Range HoodDishwasherDisposalDryerLaundry: SinkMicrowaveWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood Burning, Living RoomHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service
Levels, Entrance, & Accessibility
Stories: 3Accessibility: No Disability Access
View
No View
Security
Security: Carbon Monoxide Detector(s)

Exterior Features

Exterior Home Features
Patio / Porch: Patio
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Garage Door Opener,On Site,Garage Owned,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (below surface): 500 Square Feet

Property Information

Year Built
Year Built: 1929Year Renovated: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BrickNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 05201110230000

Price & Status

Price
List Price: $1,650,000
Status Change & Dates
Off Market Date: Mon Mar 11 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

Building

Building Area
Building Area: 4241 Square Feet

Community

Community Features: Clubhouse, Park, Tennis Court(s), Lake

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 9000 sqft

Listing Info

Special Conditions: List Broker Must Accompany

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 11994225Attic: Finished

Additional Information

ClubhouseParkTennis Court(s)LakeSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display
Last check for updates: about 10 hours ago
Listed by Lyn Flannery, (847) 881-0200
@properties Christie's International Real Estate
Bought with: Lisa Finks, (847) 778-0540, Compass
Source: MRED as distributed by MLS GRID, MLS#11994225

Price History for 1209 Cherry St

DatePriceEventSource
03/29/2024$1,610,000Sold
MRED as distributed by MLS GRID #11994225
03/25/2024$1,650,000PendingMRED as distributed by MLS GRID #11994225
03/13/2024$1,650,000ContingentMRED as distributed by MLS GRID #11994225
03/02/2024$1,650,000PendingToActiveMRED as distributed by MLS GRID #11994225
02/13/2024$1,699,000ContingentMRED as distributed by MLS GRID #11942091
02/05/2024$1,699,000Listed For SaleMRED as distributed by MLS GRID #11942091
06/10/2005$1,125,000Sold
N/A

Market trends in Winnetka

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.93M
Sale-to-List Price
—
Price per sq ft
$511
Available listings
34
8MoM
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Property Tax and Assessment

Year2024
Tax$27,900
Assessment$1,190,010
Home facts updated by county records

Comparable Sales for 1209 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1087 Ash St, Winnetka, IL
0.24
Single-Family Home
$1,670,000
07/23/26
4
3
3,163
1092 Ash St, Winnetka, IL
0.25
Single-Family Home
$1,875,000
04/24/26
4
3
3,622
1082 Ash St, Winnetka, IL
0.27
Single-Family Home
$2,100,000
06/08/26
4
3.5
3,932
312 Rosewood Ave, Winnetka, IL
0.39
Single-Family Home
$1,725,000
04/17/26
4
3.5
3,560
1241 Ash St, Winnetka, IL
0.10
Single-Family Home
$2,765,000
06/12/26
5
5.5
4,680
995 Oak St, Winnetka, IL
0.41
Single-Family Home
$1,730,000
07/13/26
4
4.5
3,639
303 Auburn Ave, Winnetka, IL
0.30
Single-Family Home
$1,400,000
05/04/26
4
3
3,737
972 Elm St, Winnetka, IL
0.45
Single-Family Home
$1,350,000
06/24/26
5
3.5
2,800
1105 Elm St, Winnetka, IL
0.26
Single-Family Home
$1,340,000
06/24/26
3
3.5
2,435

Nearby homes

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Assigned Schools

These are the assigned schools for 1209 Cherry St.
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

  • 76 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 72 % Say it's walkable to grocery stores

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

  • 70 % Say neighbors are friendly

  • 66 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • DRD
    "Great schools and public works. Incredible beaches. Great fire and police systems. Amazing playing fields for kids’ sports. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

26 pet-friendly rentals in Winnetka, IL

Explore by feature - Air Conditioning

13 rentals with air conditioning in Winnetka, IL

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23 rentals with a washer/dryer in Winnetka, IL

Homes for sale near 1209 Cherry St

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Off Market Homes Near 1209 Cherry St

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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