Woodstock Real Estate

Welcome to Woodstock, a charming city located in McHenry County, Illinois. Known for its historic town square, vibrant arts scene, and strong sense of community, Woodstock offers residents a blend of small-town charm and modern conveniences.

With a population of approximately 25,000 residents, Woodstock provides a welcoming environment for families, young professionals, and retirees alike. The city boasts a strong sense of community spirit, with numerous local events and festivals held throughout the year, including the annual Groundhog Day festivities made famous by the film of the same name.

Nature lovers will appreciate Woodstock's proximity to outdoor recreational opportunities, including parks, nature preserves, and hiking trails. The city's parks offer a range of amenities, from playgrounds and sports fields to picnic areas and walking paths, providing plenty of options for outdoor fun.

Woodstock is also home to a variety of dining, shopping, and entertainment options. The historic downtown area is lined with unique boutiques, cozy cafes, and art galleries, making it a popular destination for residents and visitors alike.

Whether you're looking to settle down in a tight-knit community or simply enjoy a weekend getaway, Woodstock has something to offer everyone. Come experience the charm and beauty of this delightful city in McHenry County, Illinois.

Newest Listings in Woodstock

$1,249,000

5 Beds ⋅ 5 Baths ⋅ 12757344 MLS ⋅ NEW Status

Experience luxury, privacy, and craftsmanship in this exceptional custom-built estate nestled on approximately 12 acres of rolling countryside with mature trees, walking paths, and breathtaking views in every season. Built thoughtfully and enhanced throughout, this 5 bedroom, 4.1 bathroom residence offers over 7,200 square feet of beautifully designed living space where quality construction meets everyday comfort. The impressive great room welcomes you with soaring vaulted ceilings, custom front arched doors, a dramatic floor-to-ceiling stone fireplace, rich hardwood flooring, and expansive windows that fill the home with natural light while showcasing the picturesque surroundings. The open dining area is perfectly positioned to capture panoramic views, creating an ideal setting for everyday living and entertaining. Designed for the culinary enthusiast, the gourmet chef's kitchen is appointed with premium Thermador and Viking appliances, custom cabinetry, an oversized island with a copper countertop and prep sink, reverse osmosis water filtration, an instant hot water tap, and generous workspace for entertaining. The luxurious first-floor primary suite serves as a private retreat featuring peaceful backyard views, direct access to the wraparound deck, dual walk-in closets, heated floors, a spa-inspired bath with a Jacuzzi tub, double vanity, and an oversized walk-in shower with triple shower heads. Four additional generously sized bedrooms provide exceptional flexibility, including walk-in closets and a Jack-and-Jill bath. The finished above-grade walkout lower level expands the living space with a recreation area, fitness room, full bath, abundant storage, space for a future bar or cigar lounge, a safe room or hidden extra storage off the unfinished room, and direct access to the lower-level four-car garage. Combined with the attached upper garage. This property offers garage parking for up to eight vehicles. Outdoor living is equally impressive with a wraparound expansive second-story deck with outdoor fireplace, massive walkout patio, waterfall feature, winding driveway, mature landscaping, and endless opportunities on 12 acres to enjoy nature. Additional improvements include fresh interior paint, luxury vinyl plank flooring, LED lighting throughout, serviced HVAC, new water heater, updated washer and dryer, whole-house security system with cameras, lightning rod, re-keyed locks, newly stained deck, radiant floor heating infrastructure, outdoor shed with loft, custom predator-proof chicken and duck coops, and built-in outdoor dog kennels. This extraordinary estate offers a rare combination of luxury, privacy, modern amenities, and peaceful country living-just a few miles from shopping, dining, and commuter routes. A truly one-of-a-kind property designed for those seeking space, elegance, and an unmatched lifestyle. If you've been dreaming of wide-open spaces, peaceful living, horses , chickens, room for all your animals , and nearly 12 breathtaking acres... you won't want to miss this opportunity to own your own castle.

15309 Kishwaukee Valley Road, Woodstock

$300,000

3 Beds ⋅ 2 Baths ⋅ 12729078 MLS ⋅ NEW Status

Welcome to 315 Forest Ave, the historic Ernest F. Fues Sr. House, located just blocks from Downtown Woodstock Square! This beautifully preserved home blends historic charm and original woodwork with thoughtful modern updates. One of its most unique features is a secret bookshelf door leading to a spacious storage room ready for your creative ideas. The generous floor plan features a spacious family room, dining room, eat-in kitchen, and open living space. Major updates include a metal roof on the home and detached 1-car garage less than 5 years old, HVAC (2025), upstairs carpet (2024), and kitchen appliances, washer, dryer, and water heater (2023). Most windows have also been replaced. A huge unfinished basement offers excellent storage and endless possibilities. With a long driveway, detached garage, historic character, modern updates, and a prime location near Downtown Woodstock Square, shopping, dining, and entertainment, this move-in ready Woodstock home is truly one of a kind!

315 Forest Avenue, Woodstock

$260,000

2 Beds ⋅ 1 Baths ⋅ 12747874 MLS ⋅ NEW Status

Woodstock

$1,250,000

12756343 MLS ⋅ NEW Status

Enormous light filled showroom with private offices and bathrooms plus second floor showroom/offices. Bow truss warehouse/storage. Large lot for parking and can accommodate semi deliveries. Prime Route 47 location.

1345 S Eastwood Drive, Woodstock

$265,000

3 Beds ⋅ 3 Baths ⋅ 12754937 MLS ⋅ NEW Status

Here's what stands out about this one: you get three bedrooms, 2.5 baths, a full English basement AND a wooded backdrop, all while being just minutes from Woodstock Square and the Metra. The main level has hardwood floors and an open layout that feels comfortable without wasting space, and the updated kitchen has a modern ceramic tile backsplash and opens right out to an oversized deck. And that deck may be one of the best parts of the house-it looks out toward the woods instead of directly into another home, giving you some actual privacy when you're sitting outside. Upstairs are three good-sized bedrooms, second-floor laundry where you actually want it, and a spacious primary suite. Then there's the English basement. It's unfinished, but with the natural light and the amount of space down there, you have plenty of room to add another living area, office, gym, or just keep the storage everyone eventually realizes they need. A new A/C and water heater were both installed in 2024, there's an attached garage, an extended driveway, and the home is move-in ready. You're also close to the restaurants, shops and events around historic Woodstock Square, the Metra and everyday shopping. There are plenty of townhomes out there, but the combination of the wooded setting, basement, three bedrooms and location makes this one worth putting on the showing list.

1429 Rhett Place, Woodstock

$460,000

3 Beds ⋅ 3 Baths ⋅ 12754311 MLS ⋅ NEW Status

STUNNING UPDATED RANCH ON A QUIET CUL-DE-SAC WITH A FULL ENGLISH BASEMENT! Welcome home to this exceptional ranch offering beautiful updates, generous living space, a heated 3-car garage, and an incredible 0.345-acre private lot backing to open space! Step inside to gleaming hardwood floors, an open-concept layout, and an abundance of natural light. The spacious living and dining rooms flow seamlessly together, creating an ideal setting for entertaining family and friends. The huge eat-in kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, abundant cabinet space, and plenty of room for casual dining and gatherings. All bedrooms are generously sized, and the convenient main-floor laundry adds to the home's everyday functionality.The remodeled primary bathroom is a true retreat, featuring a beautiful tile surround, Bluetooth-controlled jetted tub, separate shower, and dual vanity. The full finished english basement offers an incredible multigenerational living opportunity! It features an updated living area, full bathroom, bedroom, and a second kitchen equipped with high-end appliances. Perfect for related living, extended family, guests, entertaining, or creating a private living space. There is also plenty of additional room for a home gym, workshop, recreatplenty of additional room for a home gym, workshop, recreation room, or whatever suits your lifestyle. A crawl space provides excellent additional storage. Step outside onto the massive deck overlooking the beautifully landscaped, flat, fully fenced backyard. With the property backing to open space, you'll enjoy exceptional privacy and a peaceful outdoor setting-perfect for summer entertaining, gardening, relaxing, or letting everyone enjoy the yard.Major updates include: new roof and water heater (2022), new fence (2021), new appliances (2020), and water system re-piped. The heated 3-car garage provides plenty of room for vehicles, toys, tools, and storage.

840 Verdi Court, Woodstock

$365,000

2 Beds ⋅ 2 Baths ⋅ 12748109 MLS ⋅ NEW Status

Move-in ready and exceptionally well maintained, this 2-bedroom, 2-bath home is fresh inside and out. Plenty has been updated - new paint throughout, new carpet, new washer & dryer, new refrigerator - and the fireplace was just serviced and ready for the first cold night. The primary suite is a standout, with a big walk-in closet that has room to spare. There's also a flexible office space that works just as well as a den, guest room, or extra living area, whichever you need. Enjoy mornings or evenings under the covered patio in the backyard, where the entertaining space continues year-round. Ready to move in.

613 Handel Lane, Woodstock

$525,000

3 Beds ⋅ 3 Baths ⋅ 12736796 MLS ⋅ ACTIVE Status

Ready to embrace the peaceful charm of country living? This beautiful 3-bedroom, 3-bathroom home sits on 1.62 acres, offering plenty of space, privacy, and room to enjoy the outdoors. The property also features a spacious 24X36X10 concrete-floored pole barn with electricity, perfect for storage, hobbies, a workshop, parties, recreational equipment, or used as a stable. With hundreds of acres of farmland bordering the property to the south and west, you'll enjoy picturesque views and a true sense of tranquility, all while being just minutes from downtown Woodstock and its shopping, dining, and amenities. It's the perfect blend of peaceful country living and convenient access to town!

2211 Lamb Road, Woodstock

$239,000

2 Beds ⋅ 2 Baths ⋅ 12752161 MLS ⋅ PRICE CHANGE Status

Welcome home to 1075 Castleshire Drive! This well loved home offers a comfortable, low maintenance lifestyle with a bright, open layout designed for everyday living and entertaining. The unfinished basement provides excellent storage and plenty of potential for a future recreation room, home office, gym, or additional living space. Enjoy the convenience of an attached garage and a peaceful neighborhood setting near shopping, dining, parks, schools, and historic downtown Woodstock. Bring your decorating ideas and make this wonderful home your own. Being sold "As is".****Original Owner****

1075 Castleshire Drive Unit #1075, Woodstock

$575,000

2 Beds ⋅ 2 Baths ⋅ 12734616 MLS ⋅ ACTIVE Status

Welcome to this picturesque 7.5-acre gentleman's estate in Woodstock! Built in 1994, this custom brick and vinyl two-story home that offers 2,455 square feet of comfortable living space featuring 2 bedrooms, a Bonus Room for that third Bedroom, 2 full baths, two cozy interior wood-burning fireplaces, and a heated Sunroom perfect for taking in views of the local wildlife. The home is ideally centered on the property with 3 acres of open meadow in front and 3 acres of tranquil woods in back, offering incredible privacy and plenty of room for horses or outdoor activities. Enjoy peaceful outdoor living from the sprawling front porch. Additional highlights include a full basement with exterior access, an attached 2-car garage, a detached 3-car garage, and a handy garden shed. Located in desirable Woodstock District 200 schools (Greenwood Elementary, Northwood Middle, and Woodstock North High).

9218 W Wonder Lake Road, Woodstock

$289,000

3 Beds ⋅ 1 Baths ⋅ 12750605 MLS ⋅ ACTIVE Status

Estate sale being sold As-Is but house is in very good condition

139 W Melody Lane, Woodstock

$264,900

3 Beds ⋅ 3 Baths ⋅ 12750754 MLS ⋅ ACTIVE Status

Be prepared to fall in love with this beautiful townhome in Apple Creek Estates! This spacious 3-bedroom, 21/2-bath END UNIT features an attached 2-car garage, a concrete patio, and everything you've been looking for. As soon as you step inside, you'll appreciate the impressive high ceilings and abundant natural light throughout the home. The inviting living room and dining area provide a comfortable space for relaxing and entertaining. The spacious kitchen features new stainless-steel appliances and plenty of room for everyday living. The generously sized primary suite offers a private bathroom with a shower and a walk-in closet. All three bedrooms are great sizes, providing plenty of space for family, guests, or a home office. For added convenience, you'll find a second-floor laundry room. Step outside to enjoy the concrete patio, perfect for relaxing, grilling, or entertaining. Enjoy a friendly neighborhood within walking distance of the elementary and middle schools. You'll also be conveniently located near the historic Woodstock Square, offering wonderful dining, shopping, and entertainment options. With the Metra and I-90 nearby, commuting is easy and convenient. Come see this beautiful townhome today, you won't be disappointed!

241 Wild Meadow Lane, Woodstock

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.