Woodstock Real Estate

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

$379,990
3 Beds ⋅ 3 Baths ⋅ 12718554 MLS ⋅ NEW Status ⋅ Riverwoods BLDG.
AVAILABLE DECEMBER! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #3601 Step inside and explore the Charlotte, a highly sought-after two-story duplex featuring three bedrooms and 2.5 baths. The first floor showcases an open-floor plan, creating a sense of spaciousness and unity that seamlessly blends entertainment and everyday comfort. It's easy to see why the kitchen is considered the heart of this home-complete with stainless steel appliances, and a stunning oversized quartz island, this space leaves nothing to be desired. Better still, the kitchen flows effortlessly into a generous great room and dining area, making it ideal for hosting gatherings and special events. Upstairs, retreat to the luxurious owner's suite, offering a spacious walk-in closet and a spa-inspired bath. Two more generously sized bedrooms, an additional bathroom, and a convenient laundry room round out the upper level. High-end finishes include luxury vinyl plank flooring, sleek quartz countertops, and elegant decorative railings, all enhancing the home's aesthetic appeal. 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.

2310 Heartwood Lane, Woodstock
$375,000
4 Beds ⋅ 3 Baths ⋅ 12709826 MLS ⋅ NEW Status

Woodstock
$399,900
4 Beds ⋅ 3 Baths ⋅ 12718350 MLS ⋅ NEW Status
Welcome to the Ponds Of Bull Valley! This highly desirable and well maintained "Turnberry" model home sits on a premium private fenced lot. Located just steps from the neighborhoods best amenities including the walking path, basketball & tennis courts, and the neighborhood park. TOP RATED SCHOOLS! This home features 4 generously sized bedrooms and 2.5 baths with a full unfinished basement. A large 3 car garage with ample amount of space and storage. Step inside to a bright and inviting living room with soaring vaulted ceilings. The kitchen flows seamlessly into the family room, creating the perfect layout for everyday living and entertaining. Upstairs you will find four spacious bedrooms with plenty of room to spread out. Additional highlights include convenient first floor laundry and a full unfinished basement offering endless possibilities for future living space or storage. Freshly painted (2025) 2 new water heaters (2023) Freshly seal coated driveway (2026). Outside, enjoy a private fenced in yard perfect for relaxing, entertaining or play. Enjoy everything The Ponds Of Bull Valley has to offer and make this stunning home yours today!

2033 Greenview Drive, Woodstock
$235,000
3 Beds ⋅ 2 Baths ⋅ 12675859 MLS ⋅ NEW Status
Bright, beautifully maintained, and move-in ready! This desirable end-unit townhome offers 3 bedrooms and 2 full baths with an open, airy layout highlighted by soaring vaulted ceilings and an open staircase. The main level features a convenient first-floor bedroom and full bath, newer flooring, fresh neutral paint, and a sun-filled kitchen complete with a breakfast bar. Enjoy peaceful nature views from your private patio, plus the convenience of first-floor laundry, additional attic storage above the garage, and newer mechanicals, including the furnace and A/C. LOW Taxes & Hoa! Ideally located just minutes from the historic Woodstock Square, parks, restaurants, shopping, and Metra access, this home is the perfect combination of comfort, style, and convenience.

2440 Bridgewater Drive Unit #2440, Woodstock
$235,000
2 Beds ⋅ 2 Baths ⋅ 12711596 MLS ⋅ PRICE CHANGE Status
Welcome home to this charming townhome in the desirable Apple Creek Estates subdivision! Ideally located within walking distance to Prairiewood Elementary and Creekside Middle School, and just minutes from the Woodstock Metra Train Station, this home offers both comfort and convenience. Step inside to an inviting open-concept floor plan that seamlessly connects the main living areas, creating a bright and welcoming space perfect for everyday living and entertaining. The eat-in kitchen features plenty of room for a dining table or the flexibility to add a movable island for additional seating and prep space. Complete with all stainless steel appliances, it's ready for your culinary creations. Upstairs, you'll appreciate the convenience of the second-floor laundry/utility room, along with two generously sized bedrooms and a full bathroom. Step outside to your private patio-an ideal spot to enjoy your morning coffee, unwind after a long day, or relax during beautiful weather. With a fantastic location, functional layout, and low-maintenance living, this townhome is ready for you to make it your own!

272 Wildmeadow Lane, Woodstock
$339,900
3 Beds ⋅ 1 Baths ⋅ 12711814 MLS ⋅ NEW Status
Prime Woodstock Investment Opportunity! This 3-unit property offers a fantastic opportunity for investors or owner-occupants. Each unit features a comfortable 1 bedroom, 1 bath layout, offering privacy and functionality for tenants. Long term tenants in place for two of the units. Roof, windows, furnaces, and water heater have been replaced with in the last 10 years. Two car garage and ample parking! Enjoy an unbeatable location just a short walk to the historic Woodstock Square - home to charming shops, restaurants, the Woodstock Opera House, and year-round community events. Steady rental demand in this sought-after area makes this a smart addition to any portfolio.

616 S Jefferson Street, Woodstock
$1,249,900
4 Beds ⋅ 3 Baths ⋅ 12711788 MLS ⋅ ACTIVE Status
Nature lover's paradise with the possibility of multi-generational living! 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
$279,900
4 Beds ⋅ 4 Baths ⋅ 12705159 MLS ⋅ ACTIVE Status
Turn-key investment opportunity or ideal owner-occupied 2-flat in a prime Woodstock location! The first-floor unit is currently in the process of moving out, creating an outstanding opportunity for an owner-occupant to move right in while generating immediate rental income from the occupied second-floor unit. This maintained property has been updated over the years, white trim and doors, hardwood and laminate flooring, updated lighting, and loads of windows that fill both units with natural light. The first-floor unit offers three bedrooms, a white cabinet kitchen complete with updated appliances, large living room and an updated full bath and half bath. The second-floor unit features one bedroom, large living room, nicely sized kitchen and updated bathrooms - one full and one half. Additional features include separate utilities for each unit, washer and dryer hookups in the basement (currently only the 1st floor unit has access to the basement), and a low-maintenance setup where tenants pay all utilities and are responsible for lawn care. Whether you're looking to live in one unit or expand your investment portfolio with a true turn-key property, this is an exceptional opportunity. Conveniently located just minutes from historic Downtown Woodstock Square, shopping, restaurants, schools, parks, and commuter routes. Don't miss your chance to own a versatile income-producing property in one of Woodstock's most desirable locations!

731 N Madison Street, Woodstock
$999,000
12712899 MLS ⋅ ACTIVE Status
Fully Occupied- Premier Downtown Woodstock Investment Opportunity - 8 Residential Units, Commercial Space, and Vacant Lot with 8.5% CAP Rate. A unique and lucrative investment property in the heart of downtown Woodstock, offering a rare combination of immediate rental income, significant tax incentives, and future development potential. This solid brick, multi-family and commercial building, located just off the historic Woodstock Square and steps from the Metra train station. The property includes eight fully occupied one-bedroom, one-bathroom residential apartments, a leased commercial print shop, and a valuable adjacent vacant lot, providing a diverse and stable income stream. Tenants enjoy the convenience of exterior parking, shared laundry facilities, and a dedicated storage area. Located in TIF district & Enterprise Zone.

130 Washington Street, Woodstock
$305,000
3 Beds ⋅ 3 Baths ⋅ 12710366 MLS ⋅ ACTIVE Status
Discover the rare luxury of dual primary suites in this beautifully updated ranch-style gem, just steps from the clubhouse and pool! A unique unit with one spacious primary suite on the main floor and another upstairs-offers unmatched flexibility for multi-generational living, guests, or ultimate privacy. The inviting open-concept layout seamlessly connects the living room, dining area, and kitchen, making it perfect for both relaxing and entertaining. Soaring vaulted ceilings, a cozy fireplace, and expansive windows flood the living space with natural light, creating a warm and welcoming atmosphere. The renovated kitchen is ready for action, featuring stylish cabinetry, stainless steel appliances, a coffee and breakfast bar, and a generous pantry for all your storage needs. Both primary suites offer full bathrooms and walk-in closets, while the second bedroom is also generously sized with ample closet space. Spacious laundry on the main floor, complete with extra shelving and storage. Additional highlights include a 2-car garage with pull-down attic access, and a charming partially fenced patio by the front door-perfect for enjoying your morning coffee with a view of the clubhouse. Resort-style amenities are right across the street: fitness center, library, fireside lounge, event space, pool table, and a heated outdoor pool with whirlpool. Plus, you're just minutes from playgrounds, parks, schools, and local government offices. Best of all, forget about yard work and exterior maintenance-the association takes care of landscaping, snow removal, and more, so you can focus on what matters most. Don't miss your chance to own this exceptional, one-of-a-kind home!

640 Schumann Street, Woodstock
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