Breathtaking Northfield Residence Showcasing Resort-Style Luxury for $4.199M
Set behind a gated entrance in Northfield, 1900 Winnetka Ave stands as one of the most remarkable offerings currently shaping the Northfield real estate landscape. Priced at $4.199 million, this expansive estate blends architectural grandeur with a resort-style living experience rarely seen in the Midwest.

Constructed in 2008 on a 1.25-acre parcel adjacent to a serene forest preserve, the home reflects a vision of privacy and permanence. Its French Provincial design, executed in stone with a slate roof, conveys timeless sophistication while embracing modern luxury. According to listing agent Grace Flatt of @properties Christie’s International Real Estate, who spoke with Luxury Houses Magazine,

“The home was envisioned as a sanctuary—somewhere that feels equally suited for large gatherings and quiet retreat.”
This duality is precisely what positions 1900 Winnetka Ave as a standout within Illinois real estate, where lifestyle-driven properties are increasingly in demand.
Grand Interiors Designed for Elevated Living
Inside, 1900 Winnetka Ave unfolds across nearly 14,800 square feet, with soaring ceilings exceeding 25 feet in the main foyer and family room. The spatial design encourages fluid movement between formal and informal areas, creating a natural rhythm for entertaining.


The chef’s kitchen anchors the main level, featuring dual islands, premium appliances, and expansive prep areas that cater to both private chefs and large-scale hosting. Nearby, formal living and dining rooms offer refined settings, while a first-floor office overlooks a landscaped backyard complete with a gazebo.


The primary suite, located on the main level, serves as a private retreat with generous proportions and a spa-inspired bath. Upstairs, six oversized bedroom suites provide comfort and privacy, reinforcing the home’s suitability for multigenerational living or extended guest stays.


A second agent familiar with the listing shared with Luxury Houses, “There’s a sense of intentional scale here—every room feels designed not just for function, but for experience.”
SEE MORE: An Extraordinary 36-Acre Countryside Estate in Illinois Lists for $8.495M
Exceptional Amenities Set This Home Apart
What truly distinguishes 1900 Winnetka Ave within Northfield real estate is its extraordinary collection of amenities. At the heart of the property lies a dramatic indoor pool atrium, where a 35-foot pool and spa sit beneath floor-to-ceiling windows that flood the space with natural light year-round.


The residence also includes a private tennis court, a fully equipped gym, sauna, and even a soundproof music room—features typically reserved for ultra-luxury estates in coastal markets. The lower level extends the lifestyle offering further, with a recreation area, movie and game spaces, and a secondary kitchen designed for seamless entertaining.



Flatt emphasized the rarity of such features in the region, telling Luxury Houses Magazine, “It’s incredibly uncommon to find a home in Illinois that integrates wellness, entertainment, and privacy at this level—especially indoors.”
SEE MORE: Bold and Beautiful: $4.5M Illinois Brick Estate Offers Secluded Luxury on the Water
A Strong Transaction History Reflecting Long-Term Value
The history of 1900 Winnetka Ave underscores its enduring appeal. The property last sold in 2011 for $3.3 million, while the land itself was acquired in 2005 for $1.1 million prior to construction.



More recently, the home has undergone a series of price adjustments, reflecting broader shifts within Illinois real estate. Initially listed at nearly $5 million in 2024, it now presents a more competitive entry point at $4.199 million in 2026—an evolution that aligns with current luxury market conditions while maintaining its premium positioning.


SEE MORE: English Manor: An Extraordinary Architectural Gem in Illinois Listed at $3,995,000


Connectivity, Community, and North Shore Appeal
Location remains a defining asset of 1900 Winnetka Ave. The property offers convenient access to downtown Chicago and O’Hare International Airport, both reachable in approximately 30 minutes. Nearby shopping destinations such as Westfield Old Orchard and Northbrook Court enhance everyday convenience, while local dining options are within walking distance.


The home is also situated near the highly regarded New Trier High School, a key factor driving demand in Northfield real estate. A third agent noted to Luxury Houses, “Buyers are increasingly looking for homes that deliver both lifestyle and location—and this property achieves that balance exceptionally well.”


With its scale, design pedigree, and unmatched amenities, 1900 Winnetka Ave represents a rare convergence of luxury and livability. For discerning buyers navigating the upper tier of Illinois real estate, it offers not just a residence, but a fully realized private retreat.
The listing is currently featured on Zillow, with additional details available through the official website of @properties Christie’s International Real Estate.
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in Illinois here:
- Breathtaking Northfield Residence Showcasing Resort-Style Luxury for $4.199M
- Resort-Style Living Defines This $2,495,000 Spectacular Estate in Illinois
- An Extraordinary 36-Acre Countryside Estate in Illinois Lists for $8.495M
- Bold and Beautiful: $4.5M Illinois Brick Estate Offers Secluded Luxury on the Water



