O'Neil Property Group
Prestwick is Frankfort’s original estate community — custom homes built from the mid-1960s onward around the private Prestwick Country Club, west of Harlem Avenue and north of Sauk Trail, with a small condo section near the club.
Prestwick set the template for estate living in Frankfort. Development began in the mid-1960s around the private Prestwick Country Club, and homes continued to be added into the 2000s — which means no two streets look alike. You’ll find mid-century customs, 1970s–80s executive builds, and later one-offs, ranging from about 950 square feet in the condo section to more than 7,700 square feet on the largest estates. Lots run up to an acre, streets curve with the golf course, and mature trees do the landscaping work that new subdivisions spend decades waiting for.
The market reflects that variety. MLS-fed sources show recent closed sales from about $290K in the condo section to $875K at the top, with a recent median around $585K and several sales in the $675K–$800K band — homes on Fairway Lane, Plymouth Court, and Aberdeen Road have all traded in the $675K–$875K range. The Colony Lane condos near the club, recently listed around $300K, are the community’s low-maintenance entry point and one of the few attached options anywhere in Frankfort.
The club itself — Prestwick Country Club — is a separate private membership club, not an HOA amenity: living in Prestwick does not automatically include membership, and plenty of residents simply enjoy the setting. The Prestwick Homeowners Association is a not-for-profit Illinois corporation that works to maintain the community’s character; MLS-fed sources report association fees varying widely by section, with the condo sections carrying meaningful monthly fees and single-family fees generally modest. We confirm the exact obligations on any specific home during attorney review.
Pricing reflects Prestwick sales and MLS-fed sources as of mid-2026 — ranges over false precision.
The core of Prestwick: one-of-a-kind homes from the 1960s–2000s on large, wooded, golf-adjacent lots. Recent sales on Fairway Lane, Plymouth Court, and Aberdeen Road ran $675K–$875K; updated homes command the premiums.
See listings →Prestwick’s earlier and smaller homes trade below $500K — a rare way into an estate setting at a mid-market budget. Expect original layouts and renovation opportunity; the land and location carry the value.
See listings →The condo section near the club, recently listed around $300K — one of the only attached options in Frankfort. Monthly fees apply; we confirm coverage and association health before you offer.
See listings →Every Prestwick listing hits the MLS the moment it goes live. Search all Frankfort homes below and filter by neighborhood, or text Kealan at 630-381-4995 for a Prestwick-only list with same-day showings.
The private club sits at the center of the community — golf, dining, and social membership by separate arrangement with the club. The fairway views and mature setting benefit every home whether or not you join.
Lots up to an acre with 50+ years of tree growth. The community predates modern lot-maximizing development, so the spacing between homes is something newer subdivisions can’t replicate.
Downtown Frankfort’s Kansas Street shops, Breidert Green, and the 22-mile Old Plank Road Trail are about five minutes north — close enough for Sunday Country Market runs, far enough for quiet streets.
Every home here was built to its lot. For buyers tired of repeating floor plans, Prestwick is the antidote — and for sellers, it means comps require real judgment, not an algorithm.
Prestwick addresses are generally served by Frankfort CCSD 157-C and Lincoln-Way Community High School District 210. School information is provided as fact only — confirm current attendance boundaries with the district for any specific address.
The district’s early-grades building, serving the village core including the Prestwick area.
Intermediate grades before Hickory Creek Middle School.
The district’s middle school, off Laraway Road.
Located in Frankfort on Colorado Avenue; most Frankfort addresses feed Lincoln-Way East.
Harlem Avenue and Sauk Trail frame the community, with downtown Frankfort about five minutes north. Groceries and daily retail run along US 30 and La Grange Road, and Silver Cross Hospital in New Lenox is roughly 15 minutes.
US 45 and Harlem Avenue reach I-80 in minutes; the I-355 tollway’s southern end lands at I-80 just west in New Lenox. Metra riders drive about 10–12 minutes to Hickory Creek station in Mokena on the Rock Island District line.
Plan on 50–75 minutes to the Loop by car via I-80/I-355 or I-57, about 40 minutes to Midway, and roughly an hour by train from Hickory Creek to LaSalle Street Station.
We track every Prestwick listing, sale, and off-market conversation. Get real answers about pricing, fees, and what’s coming to market.