O'Neil Property Group
Sleepy Hollow Home Search

Sleepy Hollow Condos

Surrey Ridge’s condominium units — the village’s lowest entry prices, updated daily from the MLS.

~$467K
Median Sale Price
~3,200
Population
27
Schools in District 300
5★
Google Rating

About Sleepy Hollow Condos

Sleepy Hollow’s condominium market is compact and specific: the attached units of Surrey Ridge, west of 8th Street, built during the neighborhood’s 1979–early-1990s development. Units run around 1,100 square feet and have recently traded between roughly $155K and $200K—the lowest-priced way to own in the village. What that buys beyond the unit itself: District 300 schools with the village’s own elementary school, the Dundee Township Park District’s Sleepy Hollow Center nearby, Jelke Creek Bird Sanctuary’s trails a short drive away, and the Randall Road corridor and I-90 about ten minutes out. It’s a full Sleepy Hollow address at the village’s minimum price.

Looking for help narrowing down your search? Call or text Kealan at 630-381-4995 for a personalized list of homes that match your budget and priorities.

Sleepy Hollow Condos — Updated Daily

Active listings pulled directly from the MLS. Condo inventory here is a handful of units a year — ask about alerts if nothing is showing.

What You Can Expect from Sleepy Hollow Condos

Expect two-bedroom units around 1,100 square feet with monthly assessments generally in the $230–$330 range covering exterior maintenance, lawn, and snow. Original-condition units anchor the low end of the price range; updated kitchens and baths push toward $200K and draw competing offers. Parking is assigned or garage depending on the unit—confirm before you tour if it matters to you.

Sleepy Hollow Neighborhoods & Local Insight

Unlike condo complexes along the Randall corridor, these units sit inside a residential village with no commercial development at all—the surroundings are wooded single-family streets, three lakes, and two annual festivals at Sabatino Park. For buyers priced out of the detached market who still want the small-village setup, there’s no closer equivalent in the area at this price.

Buyer Tips & Financing

Association due diligence is the whole game with condos: confirm warrantability with your lender early (it determines FHA and some conventional eligibility), review reserves, and ask about any planned special assessments before you waive contingencies. Get the exact assessment for the specific unit—fees vary within the $230–$330 range. We pull and review association documents for every condo client as standard practice.

Good to Know Before You Buy

Condo listings here appear a handful of times a year and serve the same three buyer pools—first-timers, downsizers, and investors—so speed matters more than negotiating room. If your search can flex between condo and townhome labels, watch both: MLS categorization of Surrey Ridge attached units varies, and buyers who filter too narrowly miss listings. We track the whole attached section daily for exactly this reason.

Frequently Asked Questions

Where are the condos in Sleepy Hollow?
In the attached section of Surrey Ridge, west of 8th Street—the village’s only attached housing. MLS categorization of these units varies between condo and townhome, so search both.
How much do Sleepy Hollow condos cost?
Recent sales have run roughly $155K–$200K for units around 1,100 sq ft—the lowest-priced ownership in the village.
What are the association fees?
Monthly assessments generally run $230–$330 and typically cover exterior maintenance, lawn, and snow. Confirm the exact fee, coverage, and association financials for any specific unit.
Can I use FHA financing for a Sleepy Hollow condo?
Often, but confirm the association’s warrantability with your lender first—it determines which programs apply. IHDA down payment assistance may also be available to eligible buyers.
What school district serves these condos?
Community Unit School District 300: Sleepy Hollow Elementary (K–5) inside the village, Dundee Middle School (6–8), and Dundee-Crown High School (9–12). Verify assignments for any specific address with the district.

Ready to Find Your Sleepy Hollow Home?

Whether you are just starting your search or ready to schedule a showing, Kealan O’Neil is here to help you every step of the way.