Winnetka · Illinois · 60093
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
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.
How we help
01We set up your search across Winnetka, Kenilworth, Glencoe, Northfield, and Wilmette. You might be after a lakefront estate, a Georgian or Tudor in East Winnetka or Hubbard Woods, or a new build in West Winnetka and Indian Hill. We pull the recent sales, walk the house, and talk through the lot, the architecture, the condition, and how close it sits to the lake before you write an offer.
Start your home search
02A Georgian near the lake and a new build in West Winnetka reach different buyers, so we name that buyer first. Pricing comes from the closed sales around the house, the current competition, the architecture, and the condition. The campaign can include architectural photography, cinematic film, aerial imagery, a page for the property, and outreach to North Shore brokers. Only a Blue Fence Winnetka Private Client agent can place the home on WinnetkaLuxuryHomes.com, LuxuryHom.com, and AstonishingHomes.com.
Request a listing plan
03A second home on the North Shore, or a house you hold alongside the one you live in, still comes down to the street and the building. A Blue Fence Winnetka Private Client agent lines up options in Winnetka, Kenilworth, Glencoe, Northfield, and Wilmette, then reads each one against recent sales, the lot, the architecture, and the condition. The search stays confidential. Private Client members also get introductions to the attorneys, lenders, designers, and contractors the team already trusts.
Talk through an investment
04Winnetka sits approximately 17 miles north of Chicago. East Winnetka holds the lakefront and the bluffs, Hubbard Woods has the shops and a Metra stop, West Winnetka and Indian Hill are generous properties on winding streets, and downtown and Crow Island sit near the Winnetka station and the parks. The village is within New Trier Township High School District 203, with grades 10–12 on the Winnetka campus. Buyers verify attendance boundaries with the district. For a home you own, the valuation uses recent sales, current competition, lot, condition, architecture, and lake proximity.
Plan a valuationTell us what you’re weighing. Call Tiffany Terry at (847) 224-7055 or send a note.
Private Client Collection
By Invitation
We accept a limited number of buyers and sellers as Private Clients. Members get a direct line to their own Private Client agent, an early look at homes where the rules allow, and a plan built around their timing and privacy.
Request an InvitationCurated Property Searches
Choose a category to view current properties on our dedicated third-party home-search website.
For Winnetka Sellers
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.
The Winnetka Market
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
Your Winnetka Advisor
Executive Vice President - Designated Managing 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.
Winnetka Luxury Homes
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.
Private Client Representation