Under the radar from the outside but simply unexpected on the inside... prepare to be surprised with this unstated beauty. Situated on a perfectly square 1-acre lot with impeccable professional grounds serving as a natural privacy fence, this under the radar home delivers a phenomenal living experience. With a picturesque pool & lush backyard that is the backdrop from all the floor to ceilings atrium windows across the entire back side of this home, you are transported to an oasis of tranquility. Expansive ideal floor plan with just a short flight of steps up to 4 bedrooms including a serene master suite. The first floor is all about space with a 5th bedroom and en-suite bath giving you flexible living options. Gracious entry with direct views of the backyard from the living room w/a custom transitional FP sets the cool vibe. Massive great room offers a family area combined with a casual dining space with magnificent continuous windows making this floor shine. Custom chef's kitchen with professional-grade S/S appliances outfitted with crisp honed white marble c-tops, white cabinetry, and bay window to the outdoors. Formal dining room connects to both the living room, great room, and the kitchen, making entertaining grand. En-suite 5th bedroom is conveniently located on the main level. Mudroom and attached 3-car heated garage provide the special extras. 2nd floor with fabulous primary retreat suite with private deck overlooking the pool & yard. White meticulously polished stone bath with dual vanity, oversized soaking tub, spa shower, and separate toilet closet right out of a 5-star hotel. Huge primary bedroom with high vaulted ceilings & customized walk-in closet finish this dreamy room. 3 more beds, one with en-suite bath as the 2 other share hall bath. Secondary floor steps down to a cozy family room/den with beautiful built-ins and wrapped artistic FP making this space so warm & inviting. LL with rec room & storage space. The outside delivers with expansive decks, dining area, grilling station and pool with huge deck space for all to enjoy. This preserved home is the ideal destination if you want better, smaller space but with still big living, all set in a magnificent private setting on premier Woodley Road. This could be a downsizer's dream home as the trade-offs are perfect! Showings WED 9/3 6 to 7:30 and offers due THUR 2pm
Closed
$2,450,000
107 Woodley Rd, Winnetka, IL 60093
5beds
5,001sqft
Single Family Residence
Built in 1956
0.94 Acres Lot
$2,226,300 Zestimate®
$490/sqft
$7,282 Estimated rent
Home value
$2,226,300
$2.11M - $2.36M
$7,282/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: October 08, 2025 at 01:02am
Listing courtesy of:
Jena Radnay 312-925-9899,
@properties Christie's International Real Estate
Bought with:
Alicja Skibicki
Baird & Warner
Source: MRED as distributed by MLS GRID,MLS#: 12455241
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Flooring (Carpet), Window Treatments (Blinds, Curtains/Drapes), Bathroom (Full, Double Sink, Tub & Separate Shwr)
- Level: Second
- Area: 323 Square Feet
- Dimensions: 19X17
Bedroom 2
- Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
- Level: Main
- Area: 156 Square Feet
- Dimensions: 13X12
Bedroom 3
- Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
- Level: Second
- Area: 169 Square Feet
- Dimensions: 13X13
Bedroom 4
- Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
- Level: Second
- Area: 247 Square Feet
- Dimensions: 19X13
Bedroom 5
- Features: Flooring (Carpet), Window Treatments (Plantation Shutters)
- Level: Second
- Area: 252 Square Feet
- Dimensions: 18X14
Balcony porch lanai
- Features: Flooring (Other)
- Level: Main
- Area: 220 Square Feet
- Dimensions: 20X11
Deck
- Features: Flooring (Other)
- Level: Main
- Area: 1275 Square Feet
- Dimensions: 51X25
Dining room
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 221 Square Feet
- Dimensions: 17X13
Family room
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 667 Square Feet
- Dimensions: 29X23
Foyer
- Features: Flooring (Hardwood)
- Level: Main
- Area: 364 Square Feet
- Dimensions: 26X14
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar, Custom Cabinetry, Updated Kitchen), Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 420 Square Feet
- Dimensions: 28X15
Laundry
- Features: Flooring (Other)
- Level: Basement
- Area: 171 Square Feet
- Dimensions: 19X9
Living room
- Features: Flooring (Hardwood), Window Treatments (Blinds, Curtains/Drapes)
- Level: Main
- Area: 468 Square Feet
- Dimensions: 26X18
Recreation room
- Features: Flooring (Hardwood), Window Treatments (Plantation Shutters)
- Level: Basement
- Area: 437 Square Feet
- Dimensions: 23X19
Heating
- Natural Gas
Cooling
- Central Air, Zoned
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Freezer, Stainless Steel Appliance(s), Oven, Range Hood
- Laundry: Gas Dryer Hookup
Features
- Vaulted Ceiling(s), Dry Bar, 1st Floor Bedroom, Built-in Features, Walk-In Closet(s), Bookcases, Open Floorplan
- Flooring: Hardwood, Carpet
- Windows: Window Treatments
- Basement: Partially Finished,Partial
- Attic: Pull Down Stair,Unfinished
- Number of fireplaces: 2
- Fireplace features: Gas Log, Gas Starter, Living Room, Basement
Interior area
- Total structure area: 0
- Total interior livable area: 5,001 sqft
Property
Parking
- Total spaces: 9
- Parking features: Asphalt, Brick Driveway, Garage Door Opener, On Site, Garage Owned, Attached, Driveway, Owned, Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Deck
- Exterior features: Balcony
- Pool features: In Ground
Lot
- Size: 0.94 Acres
- Dimensions: 166x262
- Features: Landscaped, Mature Trees
Details
- Parcel number: 05291030250000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick, Wood Siding
- Foundation: Concrete Perimeter
Condition
- New construction: No
- Year built: 1956
Utilities & green energy
- Electric: Circuit Breakers, 200+ Amp Service
- Sewer: Public Sewer
- Water: Lake Michigan
Community & neighborhood
Community
- Community features: Water Rights, Curbs, Street Paved
Location
- Region: Winnetka
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $3,500 annually
- Services included: Other
Other
Other facts
- Has irrigation water rights: Yes
- Listing terms: Cash
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 10/6/2025 | Sold | $2,450,000+14%$490/sqft |
Source:  MRED as distributed by MLS GRID #12455241 Report a problem | ||
| 9/15/2025 | Pending sale | $2,150,000$430/sqft |
Source: MRED as distributed by MLS GRID #12455241 Report a problem | ||
| 9/6/2025 | Contingent | $2,150,000$430/sqft |
Source: MRED as distributed by MLS GRID #12455241 Report a problem | ||
| 8/28/2025 | Listed for sale | $2,150,000$430/sqft |
Source: MRED as distributed by MLS GRID #12455241 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2023 | $28,348 +5.4% | $161,621 |
| 2022 | $26,886 +20.5% | $161,621 +36.6% |
| 2021 | $22,321 +2.2% | $118,300 |
Find assessor info on the county website
Neighborhood: 60093
Nearby schools
GreatSchools rating
- 9/10Avoca West Elementary SchoolGrades: K-5Distance: 1.3 mi
- 8/10Marie Murphy SchoolGrades: PK,6-8Distance: 0.3 mi
- NANew Trier Township H S NorthfieldGrades: 9Distance: 1 mi
Schools provided by the listing agent
- Elementary: Avoca West Elementary School
- Middle: Marie Murphy School
- High: New Trier Twp H.S. Northfield/Wi
- District: 37
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$2,226,300
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