$355,308Average Value$196Average Price per Sq Ft85Homes For Sale
The groundhog in the room
The popular Bill Murray film, “Groundhog Day,” certainly put Woodstock on the map. But this community was chosen as the set for a reason: It has a classic American atmosphere enhanced by historic architecture and age-old traditions. “Woodstock offers that quaint, small-town feeling,” says Meagan Begley, a Realtor with Dream Real Estate, Inc., who has lived in the area for nearly 27 years. “Small businesses, restaurants, events, a farmer’s market twice a week. It’s an active community that people are just drawn to.” Large enough to be considered a small city, residents of Woodstock learn to appreciate that it doesn’t always feel like one.
Woodstock is a famous location for filming the popular Bill Murray “Groundhog Day,”
The Woodstock Opera House has served the community since 1889.
1/2
The Woodstock Square Historic District
The Woodstock Square Historic District is home to a variety of unique haunts. “There are so many businesses, like little boutiques and ice cream shops,” Begley says. “There is a lot to offer someone just wanting to walk around. D.C. Cobbs, in particular, is a really popular restaurant.” From gourmet burgers and hand-crafted cocktails to story time at Read Between the Lynes bookstore, Woodstock Square lives up to Begley’s description. Visitors can peruse rows of vinyl at The Records Department or shelves of soda pop at Rocket Fizz. Located a block north on Main Street, Cesaroni’s Café and Deli partners with Illinois vendors, like Two Brothers Coffee Roasters and Klein’s Farm and Garden Market, for weekly specials. Outside the Square, however, residents can shop the essentials at Walmart Supercenter or ALDI off Lake Avenue, or head to Jewel-Osco on Eastwood Drive.
Woodstock Square offers a Civil War Monument in the Historic District.
Cesaroni's Cafe & Deli offers seating and to go options in Woodstock.
1/2
A farmer’s market held twice a week
Woodstock Square is lined with original 19th-century buildings, including the historic Woodstock Opera House. Open since 1889, it was once the site of renowned actor and producer Orson Welles’ first stage performance. Today, guests can attend trivia night at The Stage Left Café or catch a comedy show in the main theater. Out front, in the center of the square, locals gather for summer concerts and, of course, the farmer’s market. “The market is a pretty big draw in Woodstock; they hold it twice a week in the summertime,” Begley says. “Bars and restaurants sometimes close down streets for live music, and they even host a re-creation of Groundhog Day every year, just like the movie.” Notable, too, is the McHenry County Fair, held each August at the corner of Eastwood Drive and Country Club Road.
The Woodstock Opera House in Woodstock has served the community since 1889.
Fresh pastries tempt shoppers at the Indoor Woodstock Farmers Market in Woodstock.
1/2
Old-growth trees and gardens in the front yard
Woodstock’s turn-of-the-century homes sometimes neighbor those from the early 2000s. “Down by the Square is definitely more historic,” Begley explains. “You’ll see a lot of Victorian-style homes around there.” These vintage properties may take the form of Cape Cods, modest bungalows or even Queen Annes, commonly priced between $150,000 and $400,000. Subdivisions vary, some providing spacious sidewalks while others feature tight lawns extending to the street. Regardless, homebuyers can expect to find old-growth trees and gardens decorating their neighbors’ front lawns. Farther from the Square, Colonial Revivals with more than 2,000 square feet are priced between $550,000 and $950,000. The occasional outlier might even reach the millions, but consistency is found in their attached garages, short driveways and ample yard space.
Rows of charming homes line the streets of Woodstock.
Just outside of downtown Woodstock, is rural property with acreage for families.
1/2
Quality grade schools in multiple catchments
Students are zoned for the Woodstock Community Unit School District 200, divided between a handful of catchment areas across the city. Most will begin at either Westwood, Prairiewood or Dean Street Elementary Schools, earning an A, B-plus and B on Niche, respectively. All three primary schools feed into Creekside Middle, which ranks as the best public middle school in the county with an A-minus on Niche. Woodstock High School has an A, offering a wide range of Advanced Placement courses and dual enrollment opportunities at McHenry County College (MCC).
Woodstock High School provides students with the opportunity to partake in a dual degree.
Dean Street School in Woodstock is one of the main schools for this area.
1/2
Year-round recreation at nearby parks and country clubs
Emricson Park is a year-round hub. The Woodstock Water Works aquatic center is open May through August, situated beside a 9-hole disc golf course, multi-use fields and playground equipment. But each winter, nearly 2 miles of the park’s primary path is cleared of snow for easy access to the famous sled hill. For a more immersive nature experience, residents head to the Kishwaukee Headwaters Conservation Area, where a paved recreation trail accompanies a canoe launch and plenty of opportunities for fishing. Both Bull Valley Golf Club and Woodstock Country Club offer exclusive amenities. The former provides a private 18-hole course, while the latter is the oldest country club in the county, with one of the top 25 best 9-hole golf courses in the U.S.
Emericson Park is a hot spot for morning walks with friends in Woodstock.
Woodstock Recreation offers pickleball courts indoors for a daily entrance fee.
1/2
From Woodstock Station to Madison Street
Located 51 miles from Chicago’s iconic Loop, Woodstock certainly has more small-town appeal than its neighboring suburbs. But that doesn’t mean the Windy City is hard to reach. “The nice thing about Woodstock Square is that the train station is right there,” Begley points out. “You have easy access to the Metra even though you’re farther out from the city. A lot of people commute out of that station.” Paired with the Metra are a variety of bus stops both surrounding the square and lining US Highway 14, where Northwestern Medicine Woodstock Hospital sits about 4 miles south. Commuters may instead opt to take Route 47, Eastwood Drive, into the city or to reach Chicago O’Hare International Airport, a 48-mile trip southeast.
Woodstock is a cozy town with many amenities and things to do all year round.
Woodstock train station is a great place to hop on a quick train to Chicago.
1/2
Interested in learning more about homes in this area?
Reach out to
Judah Sameth,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Woodstock, IL sell after 133 days on the market compared to the national average of 53 days. The median sale price for homes in Woodstock, IL over the last 12 months is $345,000, up 8% from the median home sale price over the previous 12 months.
**SELLER IS OFFERING A $5000 CREDIT TO BUYER IF OFFER RECEIVED BY 12/14/25** Welcome to this inviting ranch home tucked away at the end of a quiet cul-de-sac. Thoughtfully maintained, the home features 3 bedrooms and 2.1 beautifully updated bathrooms with modern finishes. The cozy living room creates a warm gathering space, while the kitchen-complete with an adjoining eating area/family room and
Clancy GreenBerkshire Hathaway HomeServices Starck Real Estate
Don't miss out on this incredible opportunity - the best in its price range! This well-maintained two-bedroom, one-bathroom cottage home is situated on a beautiful stretch of Walnut Drive, just 1.4 miles from the charming Woodstock Square. The home sits on a great lot and features a spacious 1.5 car garage, perfect for extra storage. This property is move-in ready and requires no additional work.
Patrick GummersonBerkshire Hathaway HomeServices Starck Real Estate
Stunning Frank Lloyd Wright-inspired home offering unparalleled architectural character and exceptional living space. A dramatic two-story foyer introduces the illuminated wraparound balcony and sets the tone for the grandeur throughout. Elevated ceilings and abundant natural light enhance the home's open, airy feel. The Chef's Kitchen features an island, pantry, extensive cabinetry, and sleek
Set among a single-level design, this home features a spacious foyer that leads directly into the family room, dining room and kitchen at the back of the residence. Three bedrooms offer plenty of space for small and growing families. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom.
This new home offers a low-maintenance design contained to a convenient single level. An open-concept floorplan combines the kitchen, living and dining areas for seamless entertaining and multitasking. Two secondary bedrooms share a private hallway near the entry, and the luxurious owner’s suite is tucked into a private rear corner with a spa-inspired bathroom and walk-in closet. A two-car garage
The entryway leads to the first level of this new two-story home, where a versatile living room can be found off the foyer while the family room, dining room and kitchen share an open-concept design for seamless everyday living. Upstairs, four bedrooms provide enough space for a growing family.
Beautifully remodeled duplex in a prime Woodstock location-ready for a wonderful family to call home! This inviting unit features: * 2 spacious bedrooms * 1 full bathroom with a bathtub * A bright and comfortable living room * A well-equipped kitchen with stove/oven, dishwasher, and refrigerator * Washer and dryer included for your convenience Recently updated and move-in ready! Amazing location
Beautifully remodeled duplex in a prime Woodstock location-ready for a wonderful family to call home! This inviting unit features: * 2 spacious bedrooms * 1 full bathroom with a bathtub * A bright and comfortable living room * A well-equipped kitchen with stove/oven, dishwasher, and refrigerator * Washer and dryer included for your convenience Recently updated and move-in ready! Amazing location
Nestled in beautiful Woodstock, Illinois, Prairie View Apartments offers a host of amenities to our residents. With fifteen different floor plans to choose from we are sure to have one that will meet your needs. Relax by our outdoor pool or come inside for an indoor swim during colder weather. The fitness center is sure to inspire a good workout or get your exercise with a friendly game of one on
Thousands of acres of farmland and preserved natural areas bring a sense of peace and serenity to the residents of Hartland, Illinois. Just northwest of Woodstock’s city limits, this rural community appeals to home buyers looking for larger properties and wide-open spaces that simply can’t be found as you head south toward Chicago. Woodstock is best known for its historic downtown square, which served as the filming location for the classic Bill Murray film “Groundhog Day.” While most days in Hartland share a quiet and secluded atmosphere, residents won’t find themselves repeatedly reliving the same day, with proximity to both expansive natural areas and downtown shops and restaurants allowing for a variety of outing activities.
The area’s average home value is just under $400,000, and most houses were built between the 1970s and ‘90s, with some dating back to the late 19th century. It’s rare to find a property with less than an acre of land here, and some reach sizes of 40 acres and above, making it an attractive community for both farmers and horse owners. Housing styles range from cozy log cabins and century-old farmhouses to split-levels and brick modern traditional builds. The community’s lack of traffic allows for quiet residential streets ideal for walking and enjoying the fresh air.
For more time outdoors, folks can head to the 1,600-acre Brookdale Conservation Area. Here, you can enjoy a picnic under the covered pavilion with picturesque lake views. Local anglers can fish from the 11-acre lake’s shore or at one of the two smaller ponds. Hike along the preserve’s seven miles of trails, most of which are also available for horseback riding. The one-mile loop surrounding the lake is open for cross-country skiing and snowshoeing. “There are so many nature preserves in the greater Woodstock area,” says Kim Keefe, a local Realtor with Compass. “You could visit a different preserve every weekend and not go to the same one twice for a couple months.”
A variety of amenities and restaurants can be found as locals head into Woodstock, including a Jewel-Osco where they can stock up on groceries and other household goods. Visit Cesaroni’s Café and Deli on Main Street to order a filling sub sandwich or a sweet baked good. Heading east on Highway 14 will take patrons to Old Rivers Inn, an unassuming local bar where folks can enjoy a refreshing hand-crafted cocktail or draft beer while playing a round of pool. Proximity to Woodstock also means easy access to the Metra’s Yellow Line, which can take travelers 60 miles southeast to downtown Chicago.
Local families are served by Woodstock Community Unit School District 200, which earns an A overall grade from Niche, with all public schools being within a 15-minute drive from Hartland’s homes. Westwood Elementary School boasts an A overall score and is ranked the third-best public elementary school in McHenry County, according to Niche. After the fifth grade, learners can head to Northwood Middle School. This B-plus rated school serves 650 students and has a student-to-teacher ratio of 15-1. Woodstock High School, with an impressive A-minus overall grade from Niche, gives its students the opportunity to partake in a dual degree program, allowing them to graduate with a high school diploma and an Associate of Arts degree.
Property Mix - Square Feet
Woodstock Has More Owners
Demographics
Total Population
25,576
Median Age
40
Population under 18
23.6%
On par with the national average
23.8%
Population over 65
18.4%
On par with the national average
19.1%
Finances
Median Household Income
$75,934
On par with the national average
$79,601
Average Household Income
$92,261
Education and Workforce
High School Graduates
89.6%
College Graduates
31.3%
On par with the national average
34.1%
Advanced Degrees
12.8%
% Population in Labor Force
70.7%
Above the national average
64.9%
Weather
Annual Precipitation
36''
Average Winter Low Temperature
12°F
Average Summer High Temperature
81°F
Annual Snowfall
27''
Area Factors
Bikeable
Bike Score®®
50/ 100
Very Walkable
Walk Score®®
76/ 100
Source: Walk Score
Source: Walk Score
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
