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

$1,249,000

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

$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

$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

$220,000

3 Beds ⋅ 2 Baths ⋅ 12744590 MLS ⋅ ACTIVE Status

REDESIGNED KITCHEN, EXTRA-DEEP FENCED YARD, AND LESS THAN A 10-MINUTE WALK TO BOTH METRA AND HISTORIC WOODSTOCK SQUARE! This inviting 3-bedroom Woodstock home offers 1,191 square feet across three levels and an uncommon combination of in-town convenience and remarkable outdoor space. The approximately .38-ACRE, 47-BY-320-FOOT LOT provides an exceptionally deep FENCED BACKYARD with room to garden, gather, play, or simply enjoy the mature trees and open lawn. Begin the day on the COVERED FRONT PORCH, then step inside to a light-filled living room and a COMPLETELY REDESIGNED AND RENOVATED KITCHEN featuring white cabinetry, stainless steel appliances, recessed lighting, durable flooring, casual dining space, and a layout designed for better everyday function. The MAIN-LEVEL PRIMARY BEDROOM offers convenient separation from the two additional bedrooms and full bath upstairs. The lower level adds a family or recreation room, laundry area, storage, and half bath. A DETACHED 1-CAR GARAGE and extended driveway provide practical parking and additional storage. Radiator heat brings classic warmth, and the WINDOW AIR-CONDITIONING UNITS STAY. Less than a 10-minute walk to METRA and HISTORIC WOODSTOCK SQUARE for restaurants, shops, entertainment, community events! This distinctive property offers a redesigned kitchen, three-bedroom flexibility, an unusually deep fenced yard, and the opportunity to enjoy a genuinely WALKABLE WOODSTOCK LIFESTYLE.

434 E Calhoun Street, Woodstock

$839,000

4 Beds ⋅ 4 Baths ⋅ 12749926 MLS ⋅ ACTIVE Status

Nestled on nearly 5 private acres, this unique home offers the perfect blend of luxury, comfort, and outdoor living. Per the county horses allowed. Enjoy paths for walking or biking, a large brick paver front porch, a new firepit, and an expansive two-tier deck with a gazebo all on your own property! Inside, the kitchen features hardwood floors, a spacious island, coffee nook, and stainless steel appliances. The oversized laundry room includes tile flooring, butcher block countertops, and custom built-ins. A cozy family room with a gas fireplace and a light-filled sunroom with vaulted ceilings and floor-to-ceiling windows provide exceptional gathering spaces with direct access to the backyard. The spacious primary suite offers a sitting area, private deck, and a fully remodeled spa-like bath with a soaking tub, walk-in shower, and double vanity. Upstairs, a second bedroom suite features a beautifully renovated bath, walk-in closet, and built-in window seating, while the third bedroom includes a custom Murphy bed. The finished walkout basement adds even more living space with a bar area, playroom, and an oversized workshop.New furnace 2025, and tankless water heater 2022. This one-of-a-kind property offers privacy, thoughtful upgrades, and room to enjoy both inside and out!

8310 Mason Hill Road, Woodstock

$354,900

3 Beds ⋅ 2 Baths ⋅ 12749631 MLS ⋅ PRICE CHANGE Status

NEWER CONSTRUCTION WITHOUT THE WAIT! MOVE-IN READY RANCH IN THE SANCTUARY OF BULL VALLEY! Built in 2021, this beautifully maintained home delivers the space, style, and low-maintenance lifestyle. Featuring 3 spacious bedrooms and 2 full bathrooms, the open-concept layout is bright, inviting, and designed for both everyday living and entertaining. At the heart of the home, the kitchen showcases quartz countertops, abundant cabinetry, and a seamless flow into the spacious dining and living areas. The oversized primary suite offers a relaxing retreat with a spa-like private bath and generous walk-in closet. Professionally cleaned carpets and an immaculate interior make this home truly move-in ready. Located in the highly sought-after Sanctuary of Bull Valley, this is your opportunity to enjoy newer construction and maintenance-free living without the wait. Just unpack, settle in, and enjoy!

1200 Redtail Circle, Woodstock

$249,999

3 Beds ⋅ 1 Baths ⋅ 12747638 MLS ⋅ ACTIVE Status

Charming Cape Cod, maybe even English Countryside Cottage just blocks from the historic Woodstock Square, Metra, and downtown shops and dining! This 3 bedroom, 1 bath home sits on an oversized 50 x 223 fenced lot, nearly all of the quarter acre is backyard space with a detached garage and screened porch as the perfect three-season hangout. Inside you'll find a sun-filled living room with hardwood floors and fireplace, an eat-in kitchen, two main-level bedrooms, and a spacious second-floor loft. FULL basement offers great storage and future potential. Big-ticket items already done: NEW roof (2026), NEW gutters (2026), NEW reverse osmosis water filter (2026), NEW microwave, washer, and garbage disposal (2026). Property is being sold as-is. NOTE: 3rd bedroom is loft style upstairs.

822 N Madison Street, Woodstock

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