O'Neil Property Group
Sleepy Hollow’s custom-home neighborhood — one-of-a-kind builds averaging 3,300 sq ft on 0.78-acre lots along Jamestowne Road and Red Bud Circle, with no HOA.
Deer Creek is Sleepy Hollow’s custom-home neighborhood—no production uniformity, no two houses alike. Located on the village’s Randall Road side along Jamestowne Road, Red Bud Circle, Darien Court and Lane, Deer Lane, and Timber Drive, the neighborhood filled in over decades: MLS-fed sources show build years from 1967 to 2002, with the bulk of construction in the late 1980s and 1990s. Some homes came from the same plan books as Surrey Ridge—the Ashley, Queen Anne, Quincy, and the 4,113-square-foot Wellington appear here—but most are one-off custom builds.
Scale is the neighborhood’s signature: homes average about 3,300 square feet and range from roughly 2,100 to more than 5,300—MLS-fed sources cite up to 6,594—on lots averaging 0.78 acre, the largest typical lots in the village. There is no homeowners association. Recent sales tell a two-tier story: the full range runs $410K to $742K, but 2025–26 closings have concentrated at the top—$580K, $600K, $640K, $720K—with the 2026 median around $647K. Average property taxes run roughly $9,200–$10,600.
Deer Creek buyers are usually cross-shopping The Bluffs, and the comparison is straightforward: The Bluffs offers newer, more uniform construction at $630K–$845K; Deer Creek offers individuality, equal-or-larger lots, and occasional value entries when an original-condition home lists in the $400s–$500s. For buyers who want a house that doesn’t repeat down the street—and land to go with it—this is the village’s answer.
Pricing reflects Deer Creek sales and MLS-fed sources as of summer 2026.
Older or original-finish homes that list occasionally in the $400s–$500s — the value entry into the village’s biggest-lot neighborhood, with clear renovation upside given where updated sales land.
See listings →Where recent activity concentrates: 2025–26 closings at $580K, $600K, $640K, and $720K+, with a 2026 median around $647K. Expect 4–5 bedrooms, three-car garages, and serious square footage.
See listings →The neighborhood’s largest builds exceed 5,300 square feet — when one lists, it competes directly with The Bluffs’ top end. These trade infrequently; ask us about off-market conversations.
See listings →Deer Creek listings appear within the full Sleepy Hollow search — inventory here is a handful of homes a year, so tell us if you want alerts the day one hits.
No repeating elevations, no builder palette — Deer Creek’s homes were built one at a time over three decades. For buyers tired of production sameness, this is the point.
Lots average 0.78 acre — the biggest typical spread in Sleepy Hollow — with mature trees and real distance between houses.
Jelke Creek Bird Sanctuary’s trails, ponds, and preserved open space sit minutes north; the neighborhood’s name isn’t decorative — deer are regular visitors.
The corridor’s groceries, retail, and dining start just west of the neighborhood, with the I-90 interchange about ten minutes south.
Deer Creek is served by Community Unit School District 300. Verify current attendance boundaries with the district, as they can change.
The village’s own elementary school, located inside Sleepy Hollow. Confirm the current attendance boundary with District 300 for any specific address.
Located in West Dundee, serving Sleepy Hollow and the surrounding Dundee-area communities; district bus service covers the village.
The area’s comprehensive high school, located in Carpentersville, with academic, athletic, arts, and career-technical programs.
Deer Creek sits on the village’s Randall Road side, so daily errands run fast — the corridor is immediate, downtown West Dundee about five to eight minutes east, and Sabatino Park’s festival grounds a few minutes into the village.
Randall Road south reaches the I-90 interchange in about ten minutes; O’Hare runs roughly 35 minutes via I-90 and the Loop about 40 miles. Elgin employers and Advocate Sherman Hospital are about ten minutes south.
The Metra Milwaukee District West line’s Big Timber Road station is about eight to ten minutes away, with runs to Union Station in roughly 65–75 minutes.
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