Seller's Agent in 2025
Colleen Archer Daugherty
@ Properties
(312) 350-2687
13 in this area
23 Total Sales
1004 Oak St Winnetka, IL 60093
5
Beds
5.5
Baths
5,500
Sq Ft
10,620
Sq Ft Lot
Highlights
- Home Theater
- Open Floorplan
- Family Room with Fireplace
- The Skokie School Rated A
- Wolf Appliances
- Recreation Room
About This Home
As of November 2025Nestled in the vibrant heart of Winnetka, 1004 Oak Street is a 2015-built, Nantucket-style masterpiece that redefines luxury living. Perfectly positioned just steps from the train, charming downtown, acclaimed restaurants, serene parks, and top-rated schools, this custom home on an oversized corner lot seamlessly blends timeless elegance with everyday functionality. The exterior stuns with classic cedar shake siding, premium windows, lush landscaping, and a fully fenced yard. The private backyard retreat is ideal for year-round entertaining, featuring a built-in outdoor kitchen, custom firepit, secondary fireplace, outdoor TV, multiple bluestone patios, and beautifully designed green space. Inside, refined craftsmanship abounds-10-foot ceilings, rich hardwood floors, detailed custom millwork, and integrated speaker systems set a sophisticated tone throughout the main level. The open-concept floor plan includes a gracious living room and formal dining room, ideal for elegant entertaining. A handsome office with custom built-ins provides a quiet workspace, while a spacious mudroom adds everyday convenience. Anchored by a fireplace, the inviting family room flows effortlessly into the chef's kitchen, which features soft-close cabinetry, an oversized island, dual Sub-Zero refrigerator and freezer, Wolf double oven, built-in microwave, and a sun-drenched breakfast room. Upstairs, the second and third floors offer four spacious bedrooms, each with en suite bathrooms and custom closets. The luxurious primary suite includes dual walk-in closets, a private balcony, and a spa-inspired marble bathroom with soaking tub, oversized shower, dual vanities, and marble countertops. A full second-floor laundry room completes the upper level. The finished lower level elevates the home's entertaining appeal, featuring a sleek bar, wine room, large recreation space, fitness room, fifth bedroom, full bath, and abundant storage. With classic design, generous living space, and a premier in-town location, 1004 Oak Street is a rare sanctuary in one of the North Shore's most coveted communities.
Last Agent to Sell the Property
@properties Christie's International Real Estate License #475118062 Listed on: 10/21/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $47,071
Year Built
- Built in 2015
Lot Details
- 10,620 Sq Ft Lot
- Lot Dimensions are 60 x 177.5
Parking
- 2 Car Garage
- Parking Included in Price
Home Design
- Stone Siding
Interior Spaces
- 5,500 Sq Ft Home
- 3-Story Property
- Open Floorplan
- Built-In Features
- Bookcases
- Historic or Period Millwork
- Mud Room
- Family Room with Fireplace
- 2 Fireplaces
- Living Room with Fireplace
- Breakfast Room
- Formal Dining Room
- Home Theater
- Recreation Room
- Utility Room with Study Area
- Wood Flooring
- Finished Attic
Kitchen
- Double Oven
- Range
- Microwave
- High End Refrigerator
- Dishwasher
- Wolf Appliances
- Disposal
Bedrooms and Bathrooms
- 5 Bedrooms
- 5 Potential Bedrooms
- Dual Sinks
- Soaking Tub
- Separate Shower
Laundry
- Laundry Room
- Dryer
- Washer
Basement
- Basement Fills Entire Space Under The House
- Finished Basement Bathroom
Schools
- Crow Island Elementary School
- Carleton W Washburne Middle School
- New Trier Twp High School Northfield/Wi
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Natural Gas
Listing and Financial Details
- Homeowner Tax Exemptions
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Aug 3, 2017
Sold by
Lindsay Anthony Ryan and Lindsay Anthony
Bought by
Anthony Ryan and Ryan Anthony Trust
Purchase Details
Listed on
Jul 7, 2014
Closed on
May 28, 2015
Sold by
1004 Oak Llc
Bought by
Anthony Ryan and Anthony Lindsay R
Seller's Agent
Kate Huff
@properties Christie's International Real Estate
Buyer's Agent
Colleen Archer Daugherty
@properties Christie's International Real Estate
List Price
$1,839,000
Sold Price
$1,844,000
Premium/Discount to List
$5,000
0.27%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.10%
Original Mortgage
$1,352,000
Outstanding Balance
$1,000,457
Interest Rate
2.87%
Mortgage Type
Adjustable Rate Mortgage/ARM
Estimated Equity
$1,823,178
Purchase Details
Closed on
Jun 23, 2014
Sold by
Vantage Design Llc 1044 Oak
Bought by
1004 Oak Llc
Purchase Details
Closed on
Apr 19, 2013
Sold by
Allans Mary K
Bought by
Vantage Design Llc
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$940,000
Interest Rate
5.25%
Mortgage Type
Purchase Money Mortgage
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | None Available | |
| Warranty Deed | $1,844,500 | Proper Title Llc | |
| Warranty Deed | $714,000 | Proper Title Llc | |
| Warranty Deed | $647,500 | None Available |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,352,000 | Adjustable Rate Mortgage/ARM | |
| Previous Owner | $940,000 | Purchase Money Mortgage |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/14/2025 11/14/25 | Sold | $2,945,000 | +17.8% | $535 / Sq Ft | |
| 10/27/2025 10/27/25 | Pending | -- | -- | -- | |
| 10/21/2025 10/21/25 | For Sale | $2,499,000 | +35.5% | $454 / Sq Ft | |
| 05/28/2015 05/28/15 | Sold | $1,844,000 | +0.3% | $485 / Sq Ft | View Prior Sale |
| 03/23/2015 03/23/15 | Pending | -- | -- | -- | |
| 07/07/2014 07/07/14 | For Sale | $1,839,000 | -- | $484 / Sq Ft |
Source: Midwest Real Estate Data (MRED)
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $47,072 | $263,000 | $34,515 | $228,485 |
| 2024 | $47,072 | $206,356 | $29,205 | $177,151 |
| 2023 | $44,292 | $206,356 | $29,205 | $177,151 |
| 2022 | $44,292 | $206,356 | $29,205 | $177,151 |
| 2021 | $38,722 | $152,536 | $19,116 | $133,420 |
| 2020 | $38,164 | $152,536 | $19,116 | $133,420 |
| 2019 | $37,864 | $165,800 | $19,116 | $146,684 |
| 2018 | $36,618 | $156,101 | $16,992 | $139,109 |
| 2017 | $36,286 | $156,101 | $16,992 | $139,109 |
| 2016 | $34,007 | $156,101 | $16,992 | $139,109 |
| 2015 | $3,462 | $14,071 | $14,071 | $0 |
| 2014 | $18,450 | $76,633 | $14,071 | $62,562 |
| 2013 | $17,597 | $76,633 | $14,071 | $62,562 |
Source: Public Records
Agents Affiliated with this Home
-
Colleen Archer Daugherty
-
Christopher Pertile
Buyer's Agent in 2025
Christopher Pertile
Compass
(815) 530-6355
1 in this area
122 Total Sales
-
Kate Huff
Seller's Agent in 2015
Kate Huff
@ Properties
(847) 322-9258
11 in this area
38 Total Sales
Map
Source: Midwest Real Estate Data (MRED)
MLS Number: 12499553
APN: 05-20-114-010-0000
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