O'Neil Property Group
A bring-your-own-builder estate community on 1–2 acre lots at Legion and High Point Roads in unincorporated Kendall County — one of the county’s highest elevation points, with a 5-acre community park and Yorkville schools.
Tanglewood Trails is a rural estate subdivision on the south side of Legion Road at High Point Road, southwest of downtown Yorkville in unincorporated Kendall County — the homes carry Yorkville 60560 addresses and feed Yorkville CUSD 115 schools. Unlike Yorkville’s production-built neighborhoods, Tanglewood Trails was platted as build-your-own territory: buyers purchase a lot of roughly one to two acres and bring their own builder. Home construction got going around 2015–2016, and buildout is still in progress along Tanglewood Trails Drive, Brandenburg Way, and Wilson Court.
The land is the draw. Lot marketing here has billed the site as one of the highest elevations in Kendall County, with views that stretch for miles across open farmland. The neighborhood includes a 5-acre community park with a picnic shelter, and a modest homeowners association (listing data shows about $25 per month) maintains the common ground. Deed covenants recorded with the lots have specified minimum home sizes — 2,800 square feet for a ranch and 3,200 for a two-story in earlier lot listings — and every home runs on private well and septic, as there are no municipal utilities this far out.
For buyers, Tanglewood Trails is Yorkville’s cleanest land-value play: recent vacant lots have closed in the $40,000s — a fraction of in-town custom lot pricing — leaving more budget for the build itself. Finished homes rarely trade; the most recent sale was a 2,500-square-foot 2018-built home on Brandenburg Way at $685,000 in November 2025. Because it’s unincorporated, tax bills exclude City of Yorkville levies, which helps carrying costs on larger homes. Expect a thin market in both directions — patience is part of the deal here.
Pricing reflects Tanglewood Trails sales and active listings as of mid-2026.
Vacant lots of roughly 1–2 acres have closed between $40,000 and $46,500 since 2022, with earlier sales as low as $19,000–$30,000. Deed covenants have specified minimum build sizes (2,800 sq ft ranch / 3,200 sq ft two-story in past lot listings), and well and septic are required. Suits buyers who want full control of a custom build at the area’s lowest land basis.
See listings →The handful of finished homes date from about 2015 onward and rarely come to market — a 3-bed, 2,500-square-foot 2018 build sold for $685,000 in November 2025 after listing at $719,990. Larger new builds meeting the covenant minimums would price above that; treat any estimate here as soft given how few sales exist.
See listings →Every active Tanglewood Trails listing, updated in real time from the MLS.
The subdivision sits on one of the highest elevation points in Kendall County, and lot listings lean on it — long views over open farmland in most directions, with real privacy between home sites.
The neighborhood’s shared amenity is a 5-acre park with a picnic shelter, maintained through the association’s modest dues. It keeps the community’s one gathering space green without loading on fees.
No assigned builder and no production floor plans — each lot of roughly one to two acres is a blank slate, subject to recorded covenants that have set minimum home sizes to protect surrounding values.
Homes run on private wells and septic systems, and property tax bills exclude City of Yorkville levies. The trade-off is no municipal water, sewer, or garbage contract — costs we help buyers model before they commit to a lot or home.
Tanglewood Trails is served by Yorkville Community Unit School District 115. Verify current attendance boundaries with the district, as they can change.
Listing records show Circle Center serving the area for early elementary, with students moving to Yorkville Intermediate School for grades 4–6. Confirm the current attendance boundary with CUSD 115.
The district’s middle school serves all of Yorkville CUSD 115, reached via Route 71/47 from Legion Road.
Located on Game Farm Road near downtown Yorkville, roughly 10–15 minutes from the neighborhood by car.
Legion Road puts Tanglewood Trails about 10 minutes from downtown Yorkville and the Route 47 corridor, with quick access to Route 71 — close enough for errands, far enough that the setting stays agricultural.
Route 71 and Route 47 are the workhorses here: Route 47 north reaches the Route 34 retail corridor and Sugar Grove/I-88, while Route 71 runs southeast toward Oswego and Route 126 toward Plainfield and I-55.
Figure roughly an hour-plus to the Loop by car via I-55 (Route 126) or I-88 (Orchard Road). Metra BNSF trains run from Aurora and Route 59, about 30–35 minutes away.
Our office is minutes from Tanglewood Trails, and we know every section of the community. Get real answers about pricing, fees, and what’s coming to market.