Winnetka · Illinois · 60093
Winnetka Luxury Homes, Represented Exceptionally
Lakefront estates, classic Georgians and Tudors, and brand-new builds. We help buyers and sellers all over Winnetka, and we’ll give you a straight answer on what a house is worth.
The Definitive Local Address
Winnetka’s luxury market, thoughtfully curated.
WinnetkaLuxuryHomes.com brings compelling properties, neighborhood intelligence, market insight and private client representation together in one refined destination. For sellers, it creates a memorable showcase centered on the exact market in which their home is offered. For buyers, it provides a direct path to available homes and informed local guidance.
By Invitation
Winnetka Luxury Homes Private Client
We accept a limited number of buyers and sellers as Private Clients. Members get Tiffany’s direct line, an early look at homes where the rules allow, and a plan built around their timing and privacy.
Request an InvitationCurated Property Searches
Find Your Winnetka Home
Choose a category to view current properties on our dedicated third-party home-search website.
For Winnetka Sellers
Your home deserves more than a listing.
A historic Georgian near the lake and a new build in West Winnetka won’t sell to the same buyer. We work out who your buyer is first, then plan the photos, film and marketing around that person.
- Architectural photography
- Cinematic property film
- Dedicated property page
- Luxury buyer outreach
- Digital advertising
- Private-market strategy
- Broker promotion
- Seller analytics
The Winnetka Market
Perspective beyond the headline numbers.
Through August 2026, 144 homes have closed at an average of $2,306,039 — selling in 29 days on 1.2 months of supply, at 104.4% of original list price. Village-wide statistics provide context; in Winnetka, value still varies substantially by architecture, condition, lot, location and proximity to Lake Michigan, so a property-specific analysis provides direction.
Read the Market Report*Midwest Real Estate Data LLC (MRED), all residential property types in the Village of Winnetka. Year-to-date figures cover January–August 2026; months supply as of August 31, 2026. Data through August 2026.
Explore the Community
Distinctive places. One remarkable village.
Your Winnetka Advisor
Tiffany Terry
Executive Vice President - Real Estate Broker, REALTOR® | Winnetka and Chicago’s North Shore
Tiffany Terry works with buyers and sellers across Winnetka and the North Shore. She knows the local numbers, she’s careful about how a home is presented, and she keeps negotiations quiet. You’ll work with her directly, and every sale or search gets its own plan instead of a template.
Homes Sold by Blue Fence
Transaction Volume by Blue Fence
Years in Chicago & Suburbs
Winnetka Luxury Homes
The Team
Four North Shore brokers working as one team. Whoever you start with, the rest of us are behind your sale or search too.
We are always looking for talented agents to join our team. Apply here.
Exclusive Affiliate
Luxury Lives Here
Winnetka Luxury Homes and Blue Fence Real Estate are the exclusive affiliate of Luxury Hôm.
LuxuryHom.com is the authority on luxury living — publishing design and decorating features, kitchen and bath renovation guidance, the rare details that distinguish an exceptional home, and reporting on prime real estate, including original outlooks and market reports for the luxury housing market.