A home you cannot miss seeing! Ideally situated on a picturesque, tree-lined street, this stately home sits on a private 1.38-acre lot and has been completely reimagined-inside and out-by its current owners. Every inch of this exceptional residence has been thoughtfully transformed to blend timeless elegance with modern luxury. From the striking curb appeal to the beautifully redesigned open-concept layout, the home offers spacious, sun-drenched interiors and an effortless flow that's perfect for both everyday living and elegant entertaining. The main floor features a stunning primary suite adorned with exquisite stone finishes, a second bedroom, a private office/library, and a generous mudroom with laundry. At the heart of the home lies a fully renovated gourmet kitchen-complete with a secondary prep kitchen-seamlessly connected to a breathtaking family room with soaring ceilings and expansive views of the patios and landscaped backyard. A cozy, light-filled sunroom adds charm and warmth. Upstairs, a flexible loft area leads to two oversized en suite bedrooms, each designed for comfort and privacy. The fully finished lower level expands your living space with a spacious recreation room, an additional bedroom, an exercise room, a full bath, and abundant storage. Completing this exceptional property is a 4.5-car garage-offering ample space for vehicles, storage, and hobbies. Located just minutes from Lake Forest Open Lands, scenic bike trails, vibrant downtown Lake Forest, and top-rated LF schools, this home offers the perfect blend of luxury, location, and lifestyle.
Closed
$2,380,000
1106 Winwood Dr, Lake Forest, IL 60045
5beds
5,893sqft
Single Family Residence
Built in 1961
1.38 Acres Lot
$2,529,900 Zestimate®
$404/sqft
$7,803 Estimated rent
Home value
$2,529,900
$2.28M - $2.81M
$7,803/mo
Zestimate® history
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List your homeWhat's special
Flexible loft areaModern luxuryFully finished lower levelTimeless eleganceSpacious sun-drenched interiorsSoaring ceilingsOversized en suite bedrooms
Zillow last checked:
Listing updated:
Listed by:
Kimberly Shortsle 312-751-0300,
Jameson Sotheby's International Realty,
Carleigh Mia Goldsberry 224-558-1993,
Jameson Sotheby's International Realty
Bought with:
Anne Jacobs
Baird & Warner
Source: MRED as distributed by MLS GRID,MLS#: 12331054
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Rooms
- Room types: Bedroom 5, Eating Area, Exercise Room, Loft, Mud Room, Office, Recreation Room, Heated Sun Room
Primary bedroom
- Features: Flooring (Carpet), Window Treatments (Blinds, Curtains/Drapes), Bathroom (Full, Double Sink, Tub & Separate Shwr)
- Level: Main
- Area: 375 Square Feet
- Dimensions: 25X15
Bedroom 2
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 180 Square Feet
- Dimensions: 15X12
Bedroom 3
- Features: Flooring (Carpet), Window Treatments (Blinds)
- Level: Second
- Area: 270 Square Feet
- Dimensions: 18X15
Bedroom 4
- Features: Flooring (Carpet), Window Treatments (Blinds)
- Level: Second
- Area: 240 Square Feet
- Dimensions: 16X15
Bedroom 5
- Features: Flooring (Carpet)
- Level: Basement
- Area: 169 Square Feet
- Dimensions: 13X13
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 390 Square Feet
- Dimensions: 15X26
Eating area
- Features: Flooring (Hardwood)
- Level: Main
- Area: 312 Square Feet
- Dimensions: 26X12
Exercise room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 143 Square Feet
- Dimensions: 13X11
Family room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 494 Square Feet
- Dimensions: 26X19
Other
- Features: Flooring (Hardwood)
- Level: Main
- Area: 182 Square Feet
- Dimensions: 14X13
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar, Eating Area-Table Space, Island, Pantry-Butler, Pantry-Closet, Pantry-Walk-in, Updated Kitchen), Flooring (Hardwood)
- Level: Main
- Area: 286 Square Feet
- Dimensions: 26X11
Laundry
- Level: Main
- Area: 171 Square Feet
- Dimensions: 19X9
Loft
- Features: Flooring (Carpet)
- Level: Second
- Area: 162 Square Feet
- Dimensions: 18X9
Mud room
- Level: Main
- Area: 153 Square Feet
- Dimensions: 17X9
Office
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 220 Square Feet
- Dimensions: 20X11
Recreation room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 884 Square Feet
- Dimensions: 34X26
Heating
- Natural Gas, Forced Air, Zoned, Radiant Floor
Cooling
- Central Air
Appliances
- Included: Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Wine Refrigerator, Oven, Range Hood
- Laundry: Main Level, Sink
Features
- Cathedral Ceiling(s), Wet Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s), Bookcases, Open Floorplan, Special Millwork, Pantry
- Flooring: Hardwood
- Basement: Finished,Full
- Number of fireplaces: 2
- Fireplace features: Wood Burning, Gas Log, Family Room, Living Room
Interior area
- Total structure area: 0
- Total interior livable area: 5,893 sqft
Property
Parking
- Total spaces: 4.5
- Parking features: Asphalt, Garage Door Opener, Garage, On Site, Garage Owned, Attached
- Attached garage spaces: 4.5
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Patio
- Exterior features: Outdoor Grill, Fire Pit
- Pool features: In Ground
- Has spa: Yes
- Spa features: Outdoor Hot Tub
Lot
- Size: 1.38 Acres
- Dimensions: 188 X 334 X 189 X 328
Details
- Parcel number: 12302020060000
- Special conditions: List Broker Must Accompany
- Other equipment: Sump Pump, Sprinkler-Lawn, Backup Sump Pump;, Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1961
- Major remodel year: 2020
Utilities & green energy
- Electric: Service - 400 Amp or Greater
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Features: Street Lights, Street Paved
- Security: Carbon Monoxide Detector(s)
HOA
- Services included: None
Location
- Region: Lake Forest
Financial & listing details
- Price per square foot: $404/sqft
- Tax assessed value: $1,483,808
- Annual tax amount: $24,449
- Date on market: 4/28/2025
- Listing terms: Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 6/9/2025 | Sold | $2,380,000$404/sqft |
Source:  MRED as distributed by MLS GRID #12331054 Report a problem | ||
| 5/5/2025 | Contingent | $2,380,000$404/sqft |
Source: MRED as distributed by MLS GRID #12331054 Report a problem | ||
| 4/28/2025 | Listed for sale | $2,380,000+201.3%$404/sqft |
Source: MRED as distributed by MLS GRID #12331054 Report a problem | ||
| 2/25/2025 | Listing removed | $10,500$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/14/2025 | Listed for rent | $10,500$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/26/2019 | Sold | $790,000-4.2%$134/sqft |
Source: MRED as distributed by MLS GRID #09981528 Report a problem | ||
| 1/7/2019 | Pending sale | $825,000$140/sqft |
Source: @properties #09981528 Report a problem | ||
| 8/27/2018 | Price change | $825,000-4.6%$140/sqft |
Source: @properties #09981528 Report a problem | ||
| 7/19/2018 | Price change | $865,000-3.4%$147/sqft |
Source: @properties #09981528 Report a problem | ||
| 6/11/2018 | Listed for sale | $895,000$152/sqft |
Source: @properties #09981528 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $29,162 +19.3% | $554,360 +12.1% |
| 2023 | $24,449 +4.7% | $494,553 +19.3% |
| 2022 | $23,362 +2.8% | $414,448 +0.9% |
| 2021 | $22,724 +2.3% | $410,670 +0.3% |
| 2020 | $22,206 +5.2% | $409,379 +6.7% |
| 2019 | $21,100 +17.3% | $383,584 +19.3% |
| 2018 | $17,991 | $321,635 -8.1% |
| 2017 | $17,991 +5.9% | $350,000 +5.1% |
| 2016 | $16,996 -4.6% | $333,143 +6.2% |
| 2015 | $17,812 +1.2% | $313,694 -2.9% |
| 2014 | $17,607 +2% | $323,214 -0.9% |
| 2012 | $17,263 +2.5% | $326,018 -9.4% |
| 2011 | $16,844 -7.3% | $360,008 -14.3% |
| 2010 | $18,176 -0.2% | $419,840 -8.4% |
| 2009 | $18,213 +1.7% | $458,491 -2% |
| 2008 | $17,904 -1% | $467,657 +2.8% |
| 2006 | $18,094 +4.8% | $455,096 |
| 2005 | $17,260 +31.6% | -- |
| 2004 | $13,111 -3.2% | -- |
| 2003 | $13,549 -8% | -- |
| 2002 | $14,728 +9.9% | -- |
| 2001 | $13,398 +1.9% | $305,596 +5.6% |
| 2000 | $13,145 | $289,394 |
Find assessor info on the county website
Neighborhood: 60045
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Nearby schools
GreatSchools rating
- 10/10Deer Path Middle School EastGrades: 5-6Distance: 1.9 mi
- 10/10Deer Path Middle School WestGrades: 7-8Distance: 1.9 mi
- 9/10Lake Forest High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- Elementary: Everett Elementary School
- Middle: Deer Path Middle School
- High: Lake Forest High School
- District: 67
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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Estimated market value
$2,529,900
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Estimated market value
$2,529,900
- Illinois
- Lake County
- Lake Forest
- 60045
- 1106 Winwood Dr
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