O'Neil Property Group
Windemere is New Lenox’s widest entry door — a multi-section community built in waves from the 1970s through the early 2000s, with single-family homes, townhomes, and condos from roughly $220K to $430K near the Sanctuary Golf Course.
Windemere is the community I show buyers who think they’re priced out of New Lenox. It’s one of the village’s largest and longest-running neighborhoods — sections carrying the Windemere name (East, South, West, Heights) went up in waves from the early 1970s through the early 2000s, centered west of Lake Road and south of Joliet Highway. That multi-decade build-out produced something rare here: three product types at three price points inside one established setting, minutes from the Sanctuary Golf Course.
The numbers: attached homes — condos and townhomes averaging around 1,200 square feet — have recently traded from roughly the low $200s, while single-family homes run larger (averaging around 1,650 square feet, with East-section homes reaching 3,300+) on lots that average a genuine 0.42 acres. Recent single-family activity has run from the mid $200s to about $430K depending on section and condition. HOA structure varies with the product: many single-family sections carry no fee at all, while attached sections run up to roughly $240 per month with exterior, lawn, and snow covered — always confirm the specific section’s setup.
Condition drives everything in a community with a 30-year construction span. Two similar floor plans can sit $75K apart on kitchens and mechanicals, which cuts both ways: updated homes command real premiums, and dated ones are the village’s best sweat-equity play. Schools for most Windemere addresses run through New Lenox District 122’s grade-level centers — Tyler and Bentley are the commonly referenced buildings — to Alex M. Martino Junior High and Lincoln-Way Central; verify the current assignment for any specific address with the district.
Pricing reflects Windemere sales and active listings as of mid-2026 — a wide range is normal in a community with a 30-year construction span.
The attached sections are among New Lenox’s lowest entry points — two to three bedrooms around 1,000—1,400 square feet, with association-covered exteriors in most sections. Single-level units draw constant downsizer demand.
See listings →The core: 1970s—1990s houses on real lots averaging 0.42 acres, from tidy ranches to 3,300+ square foot East-section homes. Updated examples set the top of the range; dated ones are the village’s best value-add play.
See listings →A 30-year build span means finishes range from fully updated to fully original. We help buyers price renovations honestly before offering — the discount on dated homes here regularly exceeds the cost to fix them.
See listings →Every Windemere listing hits the MLS the moment it goes live. Search all New Lenox homes below and filter by neighborhood, or text me for a Windemere-only list with same-day showings.
The park district’s 18-hole championship course sits alongside the community — public, walkable from much of the neighborhood, and no membership required. Windemere itself is not a golf HOA; you get the proximity without the fees.
Fifty years of tree growth, established streets, and full-grown landscaping — the setting newer communities spend decades trying to grow.
Few New Lenox neighborhoods let a buyer start in a condo, move to a townhome, then a single-family without changing school assignments or streets. That ladder keeps internal demand steady.
US 30’s retail corridor, the Commons, and the Rock Island Metra station are all a short drive; I-80 and I-355 are minutes beyond that.
School information is provided as fact only — names, districts and locations. Verify current attendance boundaries with the district, as they can change.
District 122 organizes elementary grades into grade-level centers rather than neighborhood buildings; Tyler and Bentley are the schools most commonly referenced for Windemere addresses. Confirm current assignment with the district.
The commonly referenced junior high for the community, at 731 E. Joliet Highway. Verify by address as boundaries can change.
The commonly referenced high school for Windemere addresses, located in New Lenox within Lincoln-Way Community High School District 210. Confirm current attendance boundaries with the district.
The Commons and its concert calendar, the library, and US 30’s shopping are all inside a ten-minute radius, with the Sanctuary Golf Course effectively next door.
Joliet Highway and US 30 feed I-80 and I-355 in minutes — Orland Park’s retail runs about 25 minutes east, the I-88 corridor about 35 minutes north.
The Rock Island Metra station is a short drive for 40+ weekday trains to LaSalle Street (roughly 45—65 minutes). Driving, plan on about 45 minutes to Midway and 55—75 minutes to the Loop.
We know Windemere section by section — which streets carry fees, which don’t, and where the value hides. Get real answers before you tour.