Woodstock Homes for Sale

Woodstock Homes for Sale

Woodstock is a charming city located in McHenry County, Illinois. Known for its small-town atmosphere and rich history, Woodstock offers a wonderful place to call home. With a population of around 25,000, it strikes a perfect balance between a close-knit community and access to modern amenities.

Woodstock is a city that values its residents' quality of life. It boasts a vibrant downtown area with unique shops, delicious eateries, and a thriving arts scene. The historic Woodstock Opera House is a centerpiece of the community, hosting various performances and events throughout the year.

When it comes to homes for sale in Woodstock, you'll find a diverse range of options to suit different lifestyles and budgets. From cozy single-family homes to spacious estates, there is something for everyone. The city offers a mix of architectural styles, including Victorian, Craftsman, and Colonial, adding to its character and charm.

Nature enthusiasts will appreciate Woodstock's proximity to outdoor recreational opportunities. The city is surrounded by beautiful parks, forests, and lakes, providing ample opportunities for hiking, biking, fishing, and boating. The nearby Chain O'Lakes State Park is a popular destination for outdoor activities, offering miles of trails and waterways to explore.

With its strong sense of community, rich history, and abundance of recreational opportunities, Woodstock is an ideal place to settle down and call home. Whether you're a young professional, a growing family, or a retiree looking for a peaceful retreat, Woodstock has something to offer everyone in the market for a new home.

Newest Woodstock Homes for Sale

$1,249,900
4 Beds ⋅ 3 Baths ⋅ 12711788 MLS ⋅ ACTIVE Status
Nature lover's paradise! This impeccably maintained 4-bedroom, 3-bath Tudor-style home is privately nestled on 35 scenic acres featuring 5 fenced cattle pastures, 2 ponds, mature woods, meadows, and established walking trails. Enjoy peaceful country living between Woodstock, Crystal Lake, and Marengo with convenient access to I-90. Inside, expansive windows showcase stunning views in every direction. The spectacular 20' x 27' four-season sunroom with vaulted ceilings and floor-to-ceiling windows overlooks the serene backyard and woods. Upstairs offers 3 comfortable bedrooms plus a spacious primary suite with attached office/sitting room and access to a screened porch for morning coffee. Additional highlights include first-floor laundry, a 2-car garage with workshop/storage space, and a large barn with updated chicken coop and room for livestock, equipment, or gardens. A rare opportunity to own a private countryside retreat. Sold as-is.

13118 Il Route 176 Highway, Woodstock
$459,000
5 Beds ⋅ 3 Baths ⋅ 12711480 MLS ⋅ ACTIVE Status
This beautiful home in The Ponds of Bull Valley has so much to offer its new owner! You'll be delighted by the spacious rooms on the first floor, flowing from one to another. Entertaining is easy as the formal dining room offers space for intimate get togethers, and the kitchen opens to the Family Room, an area where everyone can gather around the fireplace. Upstairs are four spacious bedrooms with large windows allowing for plenty of sunshine, including the large Primary with ensuite bath. There is also another full bath to be shared by the three upstairs bedrooms. Extending the living space, the full finished basement boasts another fireplace and a 5th bedroom with access to a full bathroom. Double French doors provide access to the brick paver patio, where you can enjoy the spacious backyard leading to a large open area maintained by the association. The neighborhood is completed by a playground as well as tennis courts and walking trails. What more could you ask for in a house and its community?! Make an appointment to come see this home as it won't last very long in this competitive market!

2119 Serenity Lane, Woodstock
$710,000
4 Beds ⋅ 5 Baths ⋅ 12713168 MLS ⋅ ACTIVE Status
Welcome home to this exceptional ranch estate offering year-round enjoyment on 2.31 private acres. Designed for both everyday living and unforgettable entertaining, this fully renovated home combines luxury, comfort, and incredible outdoor amenities. Step inside to discover beautiful herringbone hardwood floors and an open-concept layout featuring a spacious family room with a cozy gas fireplace. The chef's kitchen is the heart of the home, showcasing a massive center island, premium appliances including a Bosch dishwasher, drawer microwave, and 36-inch range, plus a walk-in pantry with abundant storage. The main level offers four bedrooms and two-and-a-half baths, including a private primary suite with a walk-in shower, double vanity, and walk-in closet. Convenient main-floor laundry and an oversized heated attached garage add to the home's functionality. The finished lower level provides additional living space with a fifth bedroom or office, a full bath featuring a large shower, a wet bar, a large storage room, and a walk-in wine room that could also serve as a humidor. Outside, you'll find a true backyard retreat. Enjoy the stamped concrete patio, outdoor kitchen with a brand new built-in grill, two fire pits, hot tub, versatile sports court, and a pool house Cabana complete with a bathroom, outdoor shower, and walk up wet bar. The impressive 12-foot-deep pool features both a diving board and slide, all surrounded by a roughly 60-foot privacy wall of evergreens. Additional recent improvements include a whole-home water softener, private dedicated well, winterized cabana line sets, new pool heater, wireless pool control system, and a radon mitigation system to name a few. The property is zoned to allow for up to three horses, with the potential to construct stables, an outbuilding for your hobbies and enjoyment. Rear neighboring land is zoned agricultural, providing added privacy and open views. With low property taxes, exceptional indoor and outdoor living spaces, and endless opportunities for recreation and entertaining, this property truly has it all. Don't miss your chance to make this extraordinary home your own.

704 N Rose Farm Road, Woodstock
$525,000
4 Beds ⋅ 3 Baths ⋅ 12709287 MLS ⋅ ACTIVE Status
Welcome to your own private backyard oasis! Set on over an acre in unincorporated Woodstock with no HOA, this spacious home offers the perfect blend of comfort, privacy and outdoor enjoyment. The main level features a traditional floor plan with a separate living room, dining room, eat-in kitchen and family room, along with a generously sized mudroom for added convenience. The family room features a wood-burning fireplace and opens to a spacious deck overlooking the beautifully landscaped backyard and impressive above-ground swimming pool. Designed for entertaining, the deck includes a built-in fireplace and grill station equipped with both gas and charcoal grills - creating the perfect setting for summer gatherings, weekend barbecues and relaxing evenings outdoors. Upstairs, you'll find four bedrooms, including a private primary suite, plus a full hall bath. The mostly unfinished walkout basement offers excellent potential for additional living, recreation or hobby space and includes a fifth bedroom, laundry room and two sliding glass doors to a patio on the side yard. An oversized two-car garage adds convenience and storage. With its expansive lot, private setting, exceptional outdoor amenities and no HOA, this Woodstock property offers space, flexibility and endless possibilities for enjoying life at home. The seller is moving out of state and conveying as-is.

10410 Saddlebred Trail, Woodstock
$310,000
3 Beds ⋅ 1 Baths ⋅ 12708900 MLS ⋅ ACTIVE Status
Experience the charm and comfort of this exceptional farmhouse, which boasts quality construction, beautifully restored details, modern efficiencies, and an impressive 1.7 acres of land. You'll fall in love with the exquisite craftsman woodwork and elegant crown molding, along with the rich hardwood flooring that runs throughout. Step into the inviting front entryway and sunroom, creating a warm and welcoming atmosphere for guests. The spacious living room features soaring ceilings and tasteful crown molding, perfect for relaxation and gatherings. The dining room is ideally situated between the kitchen and living room, showcasing arched doorways that contribute to the home's character and charm. Whip up delicious meals in the kitchen, which features original cabinets and a quaint eating nook that doubles as a coffee bar, all while enjoying views of the sprawling backyard. The updated bathroom adds modern touches, and the first-floor bedroom offers versatility as a master bedroom or home office. Upstairs, you'll find two additional bedrooms filled with natural light that highlights the stunning hardwood floors throughout. Your vehicles will be well taken care of in the detached three-car garage, complete with new concrete flooring. This home is equipped with spray foam insulation for energy efficiency, and the roof was replaced in 2024. The basement is also plumbed for a bathroom, adding to the home's potential. If you desire privacy and the allure of farmhouse living, all with the convenience of town nearby, look no further-this is your dream home waiting for you!

824 Washington Street, Woodstock
$259,900
3 Beds ⋅ 2 Baths ⋅ 12701742 MLS ⋅ ACTIVE Status
Welcome To This 3 Bedroom 2 Bath Home With A Prime Location....Steps To High School and Minutes Away To Downtown Woodstock Square Where You Can Enjoy The The Great Farmers Market, Shops, Restaurants, coffee shops and the Metra Train for Carefree Commuting! The bright and functional layout of this home will be sure to please. Hardwood flooring flows thru the large living room, the 2 first floor bedrooms, the full bath, plus the kitchen. Here you will find white cabinets, pretty tiled backsplash, stainless steel appliances, and eating area with sliding door leading to deck. Upstairs Is the exceptionally large 28x 16 Primary bedroom retreat. The full unfinished basement is just waiting for your ideas although a completely remodeled full bathroom has already been done for you! In addition there is a laundry area with utility sink in basement and a 1 car detached garage. Make This House Your Home Today!

325 Putnam Avenue, Woodstock
$460,000
4 Beds ⋅ 2 Baths ⋅ 12697916 MLS ⋅ ACTIVE Status
Escape to this beautiful 1.5-acre retreat on the scenic outskirts of Woodstock. This spacious 4-bedroom, 2-full-bath home offers unparalleled versatility, featuring a private, ground-level in-law suite perfect for multi-generational living or guests. Hobbyists and creators will fall in love with the massive garage, complete with a dedicated upstairs workspace for projects, a home office, or a studio. Step outside to your own private oasis. Whether you are hosting on the large deck, gathering around the fire pit, or enjoying the expansive yard, this property offers the perfect blend of space, privacy, and comfort. The front yard is professionally landscaped.

14101 Perkins Road, Woodstock
$425,000
4 Beds ⋅ 3 Baths ⋅ 12702310 MLS ⋅ ACTIVE Status
Investor Special! Opportunity awaits on this spacious 1.35-acre lot in a desirable Woodstock location. This 4-bedroom, 2.5-bath home offers approximately 2,630 square feet with a walk-out basement, attached 2-car garage, mature trees, and endless potential. The property has been vacant for an extended period and requires significant updating and repairs. The landscaping needs attention, and the rear deck may be unsafe. Property is being sold AS IS and is subject to reverse mortgage/lender approval. Cash buyers are encouraged, although renovation financing, including FHA 203(k) or other rehab loan programs, may be an option for qualified buyers. Bring your contractor, your vision, and restore this home to its full potential. Excellent opportunity for investors, rehabbers, or owner-occupants looking to build equity through renovation. Buyer to perform all due diligence regarding the property's condition.

3914 Raycraft Road, Woodstock
$64,900
6 Beds ⋅ 5 Baths ⋅ 12703208 MLS ⋅ ACTIVE Status
Spacious investment opportunity nestled within a charming vintage Victorian home in Historic Woodstock IL. This unique property offers a desirable layout, 3 bedrooms on first floor and 3 bedrooms on second floor. The property includes a 1 car garage and sits on a generously sized lot, offering additional possibilities for outdoor improvements or expansion. With its classic architectural character, this property presents an excellent value-add opportunity for investors or rehabbers looking to restore and enhance its full potential. Property requires work and is being sold in AS IS condition. Room sizes are estimates. No surveys or disclosures will be provided, and taxes will be prorated. Bring your vision and creativity, this is a fantastic chance to transform a historic property into a standout investment. Buyer responsible for any and all building code violations. Multiple offers received, seller calling for Highest and Best by Friday 7/17 at 5:00 p.m.

212 S Tryon Street, Woodstock
$364,800
3 Beds ⋅ 2 Baths ⋅ 12692371 MLS ⋅ ACTIVE Status
A beautiful 3 bedroom ranch that has a nice open floor plan with a vaulted ceiling, a gas log fireplace in the living room, an eat in kitchen with a pantry closet, a breakfast bar and loads of cabinet and counter space.The home is also handicapped ready starting with a concrete wheelchair ramp at the front of the home and another ramp in the garage. There is a convenient first floor laundry and grab bars in the bathrooms. The large unfinished basement is perfect for your future expansion needs and there is a great deck for your family parties. The home features a newer high energy " AMANA " brand furnace and air conditioning system with a smart thermostat, an on demand water heater, a water treatment system , a central vacuum, a water monitor system in the laundry that will shut off the water should any of the hoses should leak a 1" gas supply line that helps supply extra gas for the high energy appliances and all the light fixtures have been converted to LED for even greater savings on your utility bills. In the Prairie Ridge Subdivision, this home is nears schools, parks THe Woodstock Square and the Metra Station.

231 Clover Chase Circle, Woodstock
$2,100,000
5 Beds ⋅ 5 Baths ⋅ 12696586 MLS ⋅ ACTIVE Status
EQUESTRIAN CENTER & HISTORIC HOME----THIS IS A TOTAL TURNKEY LUXURY RIDING ESTATE 20 acres of gorgeous prime land with 30 total stalls, 11 stalls are indoor run out, 9 are summer run out stalls, 10 are enclosed stalls. (20 TOTAL RUN OUTS, 21 PERMANENT STALLS) This property offers the infrastructure and flexibility rarely found in a single equestrian estate. Includes two exceptional barns consisting of an impressive 3-year old Lester built 15,000SF main barn and a historical renovated barn 1100SF and three lean-to's with summer stalls. For outdoor dressage there is a 16,000SF rectangular arena plus a round pan. This facility has premium amenities in a very manageable property, ideal for equestrian trainers and also as a boarding facility. The main barn arena is ideal for dressage as well, very well lit, 20- foot ceiling, heated floors, viewing room, full bath, blanket room, and many comfort touches for the horses. This is not your typical horse farm, this is a luxury equestrian facility for both owners and the horses. This place was designed for serious equine enthusiasts. This was thoughtfully and humanely designed for year-round comfort, and functionality. Carefully designed to support professional training, boarding, breeding, or private use, or a combination of both. This can be a lifestyle business, not just the usual "acreage with a farm". This spectacular Woodstock property features a historic 1815 estate 4084SF home with 5 bedrooms and 4.5 bathrooms, former home of two prominent Woodstock families, totally renovated to modern standards and including guest quarters which could also double as in-law or worker living space. This beautiful and unique home is prominently perched on a hill overlooking most of this spectacular estate. All of the updates to the home and legacy barn have preserved the original charm. Also included are the 11 paddocks-4 pastures with weed control fabric, all beautifully maintained and enclosed with $100,000 of NEW four board fencing. Also included are two parking lots by the home and main barn, two curb cuts on the west end and a private pond. A1 zoning and very low taxes too!----OWNER FINANCING AVAILABLE FOR A WELL QUALIFIED BUYER ---Very convenient location with easy one hour access to Chicago, 5-minute access to downtown Woodstock with all of the shopping, restaurants, night life, and even the Metra!

708 S Rose Farm Road, Woodstock
$579,000
4 Beds ⋅ 3 Baths ⋅ 12681612 MLS ⋅ ACTIVE Status
Nestled on an impressive picturesque 3-acre lot in highly sought-after Pine Ridge, this classic Colonial offers the perfect blend of privacy, nature, and convenience. Towering pines line the property while expansive green open space provides endless room to enjoy the outdoors. Inside, the updated kitchen features granite countertops and stainless steel appliances, flowing into the family room with a cozy fireplace and sliding doors leading to a very spacious deck. The bright four-season sunroom provides a soothing place to enjoy spectacular backyard views in every season. The primary suite offers a private balcony, while the living room is enhanced by a beautiful bay window. Enjoy this tranquil rural setting just minutes from historic downtown Woodstock, the Metra, boutique shopping, and locally owned restaurants

205 Whitaker Court, Woodstock
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