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Nestled 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.
| DAYS ON MARKET | 14 | LAST UPDATED | 10/29/2025 | 
|---|---|---|---|
| YEAR BUILT | 2015 | COMMUNITY | Winnetka | 
| GARAGE SPACES | 2.0 | COUNTY | Cook | 
| STATUS | Conditional | PROPERTY TYPE(S) | Single Family | 
| School District | New Trier Twp H.S. Northfield/Wi | 
|---|---|
| Elementary School | Crow Island Elementary School | 
| Jr. High School | Carleton W Washburne School | 
| High School | New Trier Twp H.S. Northfield/Wi | 
| ADDITIONAL DETAILS | |
| AIR | Central Air | 
|---|---|
| AIR CONDITIONING | Yes | 
| APPLIANCES | Dishwasher, Disposal, Dryer, Microwave, Range, Washer | 
| AREA | Winnetka | 
| BASEMENT | Finished, Full, Yes | 
| CONSTRUCTION | Cedar, Stone | 
| FIREPLACE | Yes | 
| GARAGE | Yes | 
| HEAT | Forced Air, Natural Gas | 
| INTERIOR | Bookcases, Built-in Features, High Ceilings, Open Floorplan | 
| LOT | 10620 sq ft | 
| LOT DIMENSIONS | 60 X 177.5 | 
| PARKING | On Site, Detached, Garage | 
| SEWER | Public Sewer | 
| TAXES | 47071 | 
| WATER | Public | 
            MORTGAGE CALCULATOR
        
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The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2025 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2025.