Woodstock Homes for Sale

Welcome to Woodstock, Illinois – a charming city nestled in the heart of McHenry County that beautifully blends small-town charm with modern conveniences. Known for its picturesque downtown, Woodstock is a vibrant community that offers a rich tapestry of history, culture, and outdoor activities. With its stunning Victorian architecture and lush parks, this city is a haven for families, young professionals, and retirees alike.

Woodstock is not just a place to live; it’s a lifestyle. The city boasts a variety of local shops, restaurants, and art galleries that reflect its unique character. Residents enjoy the seasonal farmers' market, delightful community events, and the famous Woodstock Opera House, which hosts an array of performances throughout the year. Outdoor enthusiasts will appreciate the nearby lakes, trails, and parks that provide ample opportunities for hiking, fishing, and picnicking.

As for homes for sale, Woodstock offers a diverse selection that caters to various tastes and budgets. From charming historic homes with character to modern single-family residences, there’s something for everyone. Many properties feature spacious yards, ideal for family gatherings and outdoor activities. The real estate market here is thriving, making it an excellent time to invest in your dream home.

Whether you’re looking for a cozy bungalow or a sprawling family home, Woodstock is calling your name. Explore the possibilities and discover why so many are choosing to call this beautiful city home. Your new adventure awaits in Woodstock, Illinois!

Newest Woodstock Homes for Sale

$400,000

2 Beds ⋅ 2 Baths ⋅ 12793044 MLS ⋅ NEW Status

Beautifully updated ranch tucked away on a quiet cul-de-sac with a peaceful pond backdrop! Hardwood floors flow throughout the main-floor living spaces, while stunning beams accent the vaulted ceilings, adding warmth and character. Thoughtful updates and tasteful modern finishes make this home feel inviting throughout. Enjoy the spacious yard and tranquil views, along with a beautiful new brick paver patio and front retaining wall. A full unfinished basement provides abundant storage and the opportunity to create additional living space tailored to your needs. A wonderful combination of style, setting, and potential!

1580 Sandpiper Lane, Woodstock

$599,900

3 Beds ⋅ 4 Baths ⋅ 12801976 MLS ⋅ NEW Status

10918 Williams Court, Woodstock

$279,900

4 Beds ⋅ 2 Baths ⋅ 12799459 MLS ⋅ NEW Status

Welcome Home! This charming home offers a comfortable layout, inviting living spaces, and a great combination of indoor and outdoor living. The main level features three bedrooms with beautiful hardwood flooring, a welcoming living room, and a kitchen with table space, perfect for everyday meals. The finished walkout basement adds valuable living space, featuring an additional bedroom, full bathroom, a spacious family room, and a dedicated laundry area. Step outside and enjoy the beautifully maintained landscaping and fenced backyard, offering a wonderful space to relax, entertain, or enjoy the outdoors. An attached one-car garage provides added convenience. Ideally located near schools, shopping, restaurants, entertainment, the Metra station, and more. Whether you're a first-time buyer, looking to downsize, or simply searching for a place to call home, this property is a great opportunity. Don't miss your chance to make it yours!

1746 Walnut Drive, Woodstock

$1,235,000

5 Beds ⋅ 5 Baths ⋅ 12795954 MLS ⋅ ACTIVE Status

Experience a lifestyle rarely found in today's market, where luxury, privacy, and everyday comfort come together on approximately 12 breathtaking acres in Woodstock. This custom-built French Provincial estate offers more than 7,200 square feet of thoughtfully designed living space, creating the perfect balance of grand-scale entertaining and relaxed daily living. *** At the heart of the home, the beautifully updated custom kitchen is designed for gathering. Featuring premium Thermador and Viking appliances, handcrafted cabinetry, and an oversized island with a copper countertop and prep sink, it provides both exceptional functionality for serious cooking and an inviting space where family and friends naturally come together. *** The dramatic great room serves as a stunning centerpiece, with soaring vaulted ceilings, rich hardwood flooring, a floor-to-ceiling stone fireplace, and walls of windows that fill the home with natural light while showcasing picturesque views of the surrounding grounds. Whether enjoying a quiet evening by the fire or hosting holiday celebrations, the space offers warmth, comfort, and an unforgettable setting. *** A first-floor primary suite provides the convenience and privacy of main-level living. Designed as a true retreat, it features dual walk-in closets, heated bathroom floors, a Jacuzzi tub, and an oversized walk-in shower, creating a spa-like experience that makes every day feel like a getaway. *** Four additional bedrooms offer flexibility for family members, guests, home offices, or multi-generational living. The finished walkout lower level expands the home's versatility with a recreation area, fitness room, full bath, abundant storage, and direct access to the lower-level garage, creating the perfect space for entertaining, hobbies, wellness, or extended guest accommodations. *** Step outside and discover a property designed to embrace outdoor living. The expansive wraparound deck with its outdoor fireplace invites year-round enjoyment, from morning coffee overlooking the grounds to relaxing evenings beneath the stars. A walkout patio, tranquil waterfall feature, winding driveway, and professionally landscaped surroundings create a peaceful, resort-like atmosphere. *** The approximately 12-acre setting offers endless opportunities to enjoy nature and recreation right outside your door. Walking paths encourage daily exploration, while the outdoor shed with loft, custom chicken and duck coops, and built-in dog kennels provide unique opportunities for hobby farming, animal care, and an active outdoor lifestyle. The acreage delivers a level of freedom, space, and privacy that is increasingly difficult to find. *** Modern updates further enhance peace of mind and convenience, including a custom front entry door, fresh interior paint, luxury vinyl plank flooring, energy-efficient LED lighting, a whole-house security system with cameras, and a newer water heater, allowing you to move in and immediately enjoy all the benefits of estate living. *** Despite its private country setting, the property remains conveniently close to historic downtown Woodstock, where charming shops, dining, entertainment, and community events are just minutes away. You'll enjoy the serenity of rural living without sacrificing everyday conveniences. *** This remarkable estate offers far more than a home. It offers a lifestyle defined by privacy, flexibility, recreation, and luxury. From the grand architecture and one-of-a-kind interior spaces to the expansive acreage, outdoor amenities, and impressive 8-car garage capacity, this extraordinary Woodstock property delivers the rare opportunity to live, entertain, and unwind in your own private countryside retreat. ** Buyer Opportunity: For qualified buyers, seller is offering either a 2-1 temporary interest rate buydown or a permanent buydown, subject to lender approval and loan program requirements, providing the potential for greater affordability and lower monthly payments.

15309 Kishwaukee Valley Road, Woodstock

$285,000

3 Beds ⋅ 2 Baths ⋅ 12797320 MLS ⋅ ACTIVE Status

700 Mchenry Avenue, Woodstock

$275,000

3 Beds ⋅ 2 Baths ⋅ 12790775 MLS ⋅ ACTIVE Status

*Multiple offers received, highest and best due by 11/6 5pm* Charm and character of this early 1900s home, where historic appeal meets modern updates! This inviting 3-bedroom, 2-full-bath home offers numerous improvements throughout, including a beautifully updated kitchen, recently updated bathrooms, newer flooring, updated windows, a newer roof, and recently painted exterior. Original hardwood floors in the main living room and dining room add warmth and timeless character, while the bedrooms offer plenty of storage space. The unfinished walkout basement offers additional storage and future possibilities, including a separate unfinished bonus room with potential for a home office, hobby room, or flex space. Step outside from the basement to a cozy screened-in porch, perfect for enjoying a little fresh air. A detached 2-car garage provides additional parking and storage. Conveniently located just steps from the Historic Woodstock Square and Metra train station, you'll enjoy easy access to local shops, restaurants, entertainment, the farmers market, and all the charm that downtown Woodstock has to offer. Don't miss your opportunity to own a piece of Woodstock's history with the modern conveniences you've been looking for!

349 Vine Street, Woodstock

$739,000

3 Beds ⋅ 3 Baths ⋅ 12777101 MLS ⋅ ACTIVE Status

Contemporary 2 story on 5 fenced acres. Located on the Bull Valley riding trail with direct access. Membership required. Gourmet kitchen with Wolf range, large island with prep sink, cherry cabinets and butlers pantry. 2 bedrooms with walk in closets and Jack and Jill bathroom.Walkout basement with roughed plumbing. New roof 2025. Full walkout basement with roughed plumbing for a future bath. Additional storage above the garage. Ring cameras on the property.

8702 Mason Hill Road, Woodstock

$419,490

4 Beds ⋅ 3 Baths ⋅ 12795347 MLS ⋅ PRICE CHANGE Status

* SPECIAL FINANCING OFFERS AVAILABLE! READY FOR FALL DELIVERY! * Homesite#0266 Discover the Wren, a thoughtfully designed two-story home that blends modern comfort with everyday functionality. This layout features four spacious bedrooms, two full bathrooms, and a convenient study on the main floor. The open-concept design connects the kitchen, dining area, and family room, creating a seamless flow that's ideal for both relaxed living and entertaining. Luxury vinyl plank flooring extends throughout this main living space, adding warmth and durability. A charming, covered porch creates a warm and welcoming entry, setting the tone for what's inside. The kitchen is well-appointed with a large center island, quartz countertops, stainless steel appliances, and ample cabinetry for storage and organization. A versatile flex room on the first floor adds extra space for a home office, playroom, or quiet retreat-tailored to fit your lifestyle. Upstairs, the private owner's suite offers a generous walk-in closet, and an en-suite bathroom designed for comfort. Three additional bedrooms and a full bathroom provide flexible options for family, guests, or hobbies. A second-floor laundry room adds convenience, while a two-car garage and thoughtful interior design details enhance daily living. The Wren delivers a smart, stylish layout designed to support the rhythms of modern life. Exterior will be slate OCEANSIDE siding with Graystone stone. (pic for reference ONLY). There is currently no active SSA at this community. *Photos are not this actual home* At the heart of a warm, welcoming community, this thoughtfully designed neighborhood offers the perfect blend of modern living and historic charm. Surrounded by peaceful streets and open green spaces, residents can enjoy walkable pathways, cozy cul-de-sacs, and the comfort of a tight-knit atmosphere. Just minutes away, downtown Woodstock invites you to explore its vibrant mix of antique shops, local dining favorites, and year-round community events. Steeped in rich history and hometown pride, the area buzzes with activity - from seasonal farmers' markets and summer concerts in the square to art fairs and holiday parades. Nature lovers and active families will appreciate the abundance of nearby parks and recreation centers, offering everything from playgrounds to walking trails. Whether you're grabbing coffee in a charming local cafe or enjoying a weekend stroll through beautiful green spaces, Woodstock offers something for everyone - with a lifestyle that feels both timeless and modern.

3803 Riverwoods Drive, Woodstock

$419,750

4 Beds ⋅ 3 Baths ⋅ 12795288 MLS ⋅ PRICE CHANGE Status

** 3 CAR GARAGE! * SPECIAL INCENTIVES AVAILABLE! * FALL DELIVERY! HOMESITE # 0249 Take in the beauty of the Townsend, a home where sophisticated design and everyday comfort come together seamlessly. This thoughtfully crafted residence features four bedrooms, two full bathrooms, a powder room, and a spacious living room, providing ample space for both relaxation and entertainment. The first floor boasts an airy, open-concept layout, with luxury vinyl plank flooring unifying the kitchen, dining area, and family room. At the heart of the home, the chef-inspired kitchen impresses with sleek quartz countertops, premium stainless-steel appliances, 42"" cabinetry in your choice of finishes, and a large center island perfect for meal prep and gatherings. Upstairs, the owner's suite is a paradise, offering a spacious walk-in closet and a spa-like en-suite bathroom with double sinks and a deluxe shower, creating the perfect space for unwinding. Three additional bedrooms and a full bathroom are located nearby, while a second-floor laundry room adds convenience to everyday living. With its smart design and premium finishes, the Townsend offers a lifestyle that blends comfort, style, and functionality, perfectly suited for the way you live today. Exterior will be ASPEN WHITE color siding with Ripley stone color brick. (pic for reference ONLY) There is currently no active SSA at this community. *Photos are not this actual home* At the heart of a warm, welcoming community, this thoughtfully designed neighborhood offers the perfect blend of modern living and historic charm. Surrounded by peaceful streets and open green spaces, residents can enjoy walkable pathways, cozy cul-de-sacs, and the comfort of a tight-knit atmosphere. Just minutes away, downtown Woodstock invites you to explore its vibrant mix of antique shops, local dining favorites, and year-round community events. Steeped in rich history and hometown pride, the area buzzes with activity - from seasonal farmers' markets and summer concerts in the square to art fairs and holiday parades. Nature lovers and active families will appreciate the abundance of nearby parks and recreation centers, offering everything from playgrounds to walking trails. Whether you're grabbing coffee in a charming local cafe or enjoying a weekend stroll through beautiful green spaces, Woodstock offers something for everyone - with a lifestyle that feels both timeless and modern.

3828 Meadowridge Drive, Woodstock

$474,900

4 Beds ⋅ 4 Baths ⋅ 12794927 MLS ⋅ ACTIVE Status

This impressive 4-bedroom, 3.5-bath home offers approximately 3,081 square feet of above-grade living space, plus an additional 2,000 square feet in the partially finished basement, combining generous room sizes with distinctive custom craftsmanship throughout. A highly desirable feature of this home is the convenient main-level layout, offering 3 bedrooms and a full bathroom on the first floor. From the moment you enter, you'll appreciate the beautiful oak flooring, solid oak trim and doors, and elegant oak staircase. The spacious kitchen features granite countertops, oak cabinetry, a center cooking island, breakfast bar, built-in desk, charming bay window, and a generous eat-in area. Two sliding glass doors lead to an expansive deck with a dedicated gas line for grilling, creating a wonderful setting for outdoor entertaining. The stunning family room is a true highlight, featuring a soaring cathedral ceiling finished in knotty tongue-and-groove cedar, a beautiful brick fireplace with an oak mantel, and direct access to the deck. Custom Andersen windows throughout fill the home with natural light. The primary suite offers a spacious walk-in closet and a private bathroom complete with a jetted tub, separate shower, double vanity, and linen closet. All bathrooms feature tile finishes and Kohler fixtures. A generously sized main-level laundry room adds everyday convenience. The partially finished basement offers incredible additional space, featuring a built-in oak wet bar, along with plenty of room for storage, recreation, or future customization. With over 5,000 square feet of combined above-grade and basement space, beautiful custom woodwork, generous entertaining areas, and plenty of possibilities to make it your own, this home is ready for its next chapter. Schedule your showing and discover everything it has to offer!

1341 Portage Lane, Woodstock

$239,000

2 Beds ⋅ 2 Baths ⋅ 12792996 MLS ⋅ PRICE CHANGE Status

Charming turn-of-the-century home built in 1900, ideally located just .5 miles from the historic Woodstock Square and .4 miles from the Metra station. This 2-bedroom, 1.5-bath home features a spacious living room and large dining room, offering plenty of room to entertain. An alcove off the living room is perfect for a home office, reading nook, or creative space. Flexible rooms and versatile spaces allow you to tailor the home to your lifestyle and needs. Original hardwood floors, currently painted, offer the potential to restore their natural beauty and add to the home's historic charm. Storage is plentiful throughout, including a walk-in attic tucked behind a secret door in the upstairs bathroom. Enjoy enclosed front and back porches, a fabulous deck with pergola overlooking the backyard and mature trees, and a detached 1.5-car garage. Conveniently located near Woodstock's unique shops, restaurants, local events, and commuter rail, this home offers character, possibilities, and a convenient location close to downtown. Sold as is.

629 N Madison Street, Woodstock

$449,990

4 Beds ⋅ 3 Baths ⋅ 12790974 MLS ⋅ ACTIVE Status

3 CAR GARAGE * SPECIAL FINANCING OFFERS AVAILABLE! READY FOR FALL DELIVERY! Homesite#244 Discover the Wren, a thoughtfully designed two-story home that blends modern comfort with everyday functionality. This layout features four spacious bedrooms, two full bathrooms, and a convenient study on the main floor. The open-concept design connects the kitchen, dining area, and family room, creating a seamless flow that's ideal for both relaxed living and entertaining. Luxury vinyl plank flooring extends throughout this main living space, adding warmth and durability. A charming, covered porch creates a warm and welcoming entry, setting the tone for what's inside. The kitchen is well-appointed with a large center island, quartz countertops, stainless steel appliances, and ample cabinetry for storage and organization. A versatile flex room on the first floor adds extra space for a home office, playroom, or quiet retreat-tailored to fit your lifestyle. Upstairs, the private owner's suite offers a generous walk-in closet, and an en-suite bathroom designed for comfort. Three additional bedrooms and a full bathroom provide flexible options for family, guests, or hobbies. A second-floor laundry room adds convenience, while a two-car garage and thoughtful interior design details enhance daily living. The Wren delivers a smart, stylish layout designed to support the rhythms of modern life. Exterior will be slate Aspen White siding with Old World Ledge - Coastal Brown color stone. (pic for reference ONLY). There is currently no active SSA at this community. *Photos are not this actual home* At the heart of a warm, welcoming community, this thoughtfully designed neighborhood offers the perfect blend of modern living and historic charm. Surrounded by peaceful streets and open green spaces, residents can enjoy walkable pathways, cozy cul-de-sacs, and the comfort of a tight-knit atmosphere. Just minutes away, downtown Woodstock invites you to explore its vibrant mix of antique shops, local dining favorites, and year-round community events. Steeped in rich history and hometown pride, the area buzzes with activity - from seasonal farmers' markets and summer concerts in the square to art fairs and holiday parades. Nature lovers and active families will appreciate the abundance of nearby parks and recreation centers, offering everything from playgrounds to walking trails. Whether you're grabbing coffee in a charming local cafe or enjoying a weekend stroll through beautiful green spaces, Woodstock offers something for everyone - with a lifestyle that feels both timeless and modern.

3800 Meadowridge Road, Woodstock

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Woodstock Homes for Sale

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