Highland Park · Lake County · IL
Homes for sale in
Sherwood Forest.
- Active listings
- 1
- Median list
- $590K
- Avg time on market
- 7 days
- Sold · last year
- 15
Active listings
1 home on the market
Beat the rest of the buyers
Be the first to know when a new Sherwood Forest home hits the market
Save the search and you will get a text and an email the moment a new listing matches. Most Sherwood Forest homes go under contract in the first week, the buyers who win are the ones who saw it first.
About the community
Old Highland Park with genuine range in its housing stock.
Sherwood Forest is an established single-family neighborhood on the south side of Highland Park, an affluent North Shore suburb roughly 25 miles north of downtown Chicago along Lake Michigan. Listing sources place it in the Ravinia section of town, south of Berkeley Road between Ridge Road and Route 41. Its defining trait is a long build-out: homes here date to the 1920s and the neighborhood kept filling in and turning over across many decades, so a single block can hold a pre-war home, a mid-century split-level, and a recent teardown-rebuild. The character is quiet, wooded, and residential, with the ravine-and-bluff landscape Highland Park is known for close at hand.
At a glance
Wide-ranging homes
Detached single-family homes spanning roughly the mid-1920s through recent new construction, from modest vintage houses to large rebuilds.
No HOA
No mandatory homeowners association is characteristic of the neighborhood, so there are no dues but also no HOA-provided services.
Districts 112 and 113
North Shore District 112 for K-8 and Township High School District 113 for high school. Confirm the assigned schools by address.
Lake Michigan and beaches
Rosewood Park and Beach and the wooded ravine system are a short distance away along the bluff.
Ravinia Festival
Ravinia, North America's oldest outdoor music festival, is nearby with roughly 100-plus events each summer.
Metra to the city
The Union Pacific North line serves Highland Park and Ravinia stations for commuter rail toward downtown Chicago.
What’s close
Sherwood Forest sits in the Ravinia area of southern Highland Park, near Route 41 and the Metra Union Pacific North line.
- Schools
- North Shore District 112 (K-8) and Township High School District 113. District 112 redrew boundaries and consolidated buildings for 2025-26, so confirm the assigned schools by address.
- Beaches and parks
- Rosewood Park and Beach, the ravine system, and the Park District of Highland Park's many parks are close by.
- Culture
- Ravinia Festival draws large summer crowds, both an amenity and a concert-night traffic reality.
- Train
- Metra Union Pacific North line at the Highland Park and Ravinia stations, toward Ogilvie Transportation Center.
- Highway
- Route 41 runs along the highway edge, with the Edens Spur (I-94) connecting south toward the Edens Expressway.
- Hospital
- Endeavor Health Highland Park Hospital on Park Avenue West serves the area.
What it’s actually like to live here
Sherwood Forest suits a buyer who wants an established North Shore address with real range in housing stock. Because the neighborhood built out over roughly a century, you can find an entry point that is modest by Highland Park standards on a smaller vintage home, or step up to a large newer or fully rebuilt house on the same general blocks. That variety is unusual for the area and is the neighborhood's real draw: it is old Highland Park, wooded and quiet, but not locked into a single price tier.
Lake Michigan beaches, the ravine landscape, Ravinia Festival, and a walkable downtown are all close, and commuter rail plus Route 41 and the Edens Spur make both the city and the north suburbs reachable. There is no HOA smoothing over exterior standards, so streetscape consistency varies house to house, which is part of the character rather than a defect.
The tradeoffs are honest ones. Property taxes are high, among the steeper effective rates in the Chicago metro, and that carrying cost is permanent. Older homes can mean older systems and smaller original footprints, so inspection and a clear renovation budget matter more here than in a uniform newer subdivision. School assignment is genuinely in flux after District 112's 2025-26 reconfiguration, so confirm the assigned schools for a specific house by address before writing an offer.
The questions buyers actually ask
Sherwood Forest FAQ
The questions I get most from buyers shopping Sherwood Forest. If yours isn't here, text 224-385-8779, same-day reply.
- What does the HOA actually cover?
- No mandatory homeowners association is characteristic of this neighborhood, which is typical of older, non-planned Highland Park pockets. That means no dues, but also no association-provided landscaping, exterior upkeep, or amenities, and municipal services come from the City of Highland Park. Confirm for any specific property.
- What are property taxes like?
- Roughly $12,000 – $22,000 per year, depending on home size and value. Lake County assessor records are the source of truth. Happy to pull a specific bill on any home you're considering.
- What's the typical closing timeline?
- 30 to 60 days from accepted offer to keys. Cash deals can close in two weeks. Conventional financing is usually closer to 60.
- Is this the same Sherwood Forest as the one in Streamwood?
- No. They share a name only. This neighborhood is in Highland Park in Lake County on the North Shore. The Streamwood subdivision is a separate community in the northwest suburbs.
- Is there an HOA?
- No mandatory HOA is characteristic of this neighborhood. That means no dues, but also no association-provided landscaping, exterior upkeep, or amenities. Confirm for any specific property.
- What schools would my kids attend?
- Elementary and middle grades fall under North Shore District 112, and high school under Township High School District 113 (most likely Highland Park High School for a southern Highland Park address). District 112 redrew boundaries and consolidated buildings for the 2025-26 school year, so confirm the exact assigned schools by address.
- Why are the property taxes so high?
- Highland Park sits in a high-tax part of Lake County, with effective rates commonly in the roughly 2.3 to 2.7 percent range, well above the national norm. The tax funds strong schools and robust municipal and park services. Always pull the specific parcel's Lake County tax bill before budgeting.
- What do homes cost, and how is the market?
- Pricing spans a wide band because the housing stock ranges from small vintage homes to large newer and rebuilt houses. Rather than quote a figure that goes stale, see the live Market snapshot on this page for current listings, recent sales, and price trends.
- How is the commute to Chicago?
- Metra's Union Pacific North line serves Highland Park (Highland Park and Ravinia stations) toward downtown. By car, Route 41 and the Edens Spur (I-94) to the Edens Expressway are the main routes, with added local traffic near Ravinia on summer concert nights.
- Who is the real estate agent for Sherwood Forest?
- Joe Keegan is the local licensed Illinois real estate broker who covers Sherwood Forest in Highland Park, IL through Subdiview, a neighborhood-first home search for the Chicago suburbs and collar counties. Joe prices and negotiates from the live MRED sold comps for Sherwood Forest specifically, not national averages, and can help you buy or sell here. Reach Joe at 224-385-8779 or joe@joekeeganhomes.com.
Your local agent
Joe knows Sherwood Forest
Most agents will list anything. I focus on the places I actually know, and the things that move value here don't show up in the MLS write-up: which streets and buildings hold demand, what the HOA or assessments really cover, how the comps read once you account for condition and location, and where buyers consistently want to be.
When you're ready to tour or list, you want someone who has read the last 50 closed comps in this specific market, not a national average, and can tell you what they actually mean for your price. That's how I work. Text or call any time, and I'll give you a real take, not a brochure.
- Licensed Illinois broker
- Comp-driven pricing
- Highland Park specialist
- Honest local market take
- Brokerocity
Market snapshot
Sherwood Forest, by the numbers
Live MRED data, refreshed daily. The numbers below tell you what this market is doing today, not what Zillow's algorithm thinks it might be doing six weeks from now.
Typical list price
$589,900
Typical sale price · last 90 days
$735,000
Homes for sale right now
1
Avg time on market
7 days
Sold in the last year
15
This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC for the period August 7, 2025 through August 7, 2026. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.
Thinking of selling?
What's your home actually worth?
Not a Zestimate. A real CMA from someone who's sold this neighborhood, knows the floor plan premiums, and can tell you which upgrades the buyer pool here actually pays for.
- Pricing range with comp-by-comp logic
- Pre-list improvements that pay back, and the ones that don't
- No obligation, no spam, no auto-dialer
Other communities