Woodstock IL Real Estate, Homes for Sale Near Woodstock High School

5 Beds ⋅ 5 Baths ⋅ 12795954 MLS ⋅ NEW 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

$429,490

4 Beds ⋅ 3 Baths ⋅ 12795347 MLS ⋅ NEW 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

$444,750

4 Beds ⋅ 3 Baths ⋅ 12795288 MLS ⋅ NEW 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 ⋅ NEW 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

$300,000

3 Beds ⋅ 2 Baths ⋅ 12781485 MLS ⋅ ACTIVE Status

Looking for a charming farmhouse with room for your horses? Situated on more than 2 acres,with A-1 zoning, this property offers country living with plenty of possibilities! A three-stall barn features space for tack, a hay loft and multiple fenced paddocks, making it an ideal setting for horse enthusiasts. Inside, you'll find a spacious family room with a cozy brick fireplace, a roomy kitchen, a separate dining room and a comfortable living room. Upstairs, three generously sized bedrooms provide plenty of space to unwind. Step outside onto the deck and enjoy the peaceful surroundings, mature trees and natural beauty of the property. With so much potential both inside and out, this farmhouse is ready for your vision and personal touches. Bring your tools, your creativity and your dreams of country living!

3017 Country Club Road, Woodstock

$132,000

1 Beds ⋅ 1 Baths ⋅ 12794512 MLS ⋅ ACTIVE Status

Welcome to this inviting one-bedroom condo in Woodstock, located within Woodstock Community Unit School District 200! The open-concept layout offers a comfortable living area with access to a private balcony. The kitchen features ample cabinet and counter space, a breakfast bar, and a pantry closet. The bedroom includes a walk-in closet and convenient access to the full bath. In-unit laundry adds to the ease of everyday living. Relax on your private balcony overlooking beautifully landscaped common areas. Enjoy a convenient location close to shopping, restaurants, parks, golf courses, and major highways! A wonderful opportunity to enjoy comfortable, low-maintenance living in a convenient location!

551 Leah Lane Unit #3C, Woodstock

$249,000

2 Beds ⋅ 2 Baths ⋅ 12792996 MLS ⋅ ACTIVE 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

$329,900

3 Beds ⋅ 3 Baths ⋅ 12793015 MLS ⋅ CONTINGENT Status

Turnkey and move-in ready! This beautifully maintained 3-bedroom, 2.5-bath raised ranch offers the perfect combination of comfort, style, and convenience. Ideally located just minutes from the historic Woodstock Square and all the shopping, dining, and conveniences along the Route 47 corridor, this home is ready to impress. Recent updates include a BRAND NEW ROOF, NEW DECK, and NEW CARPET AND FLOORNG throughout, giving you peace of mind from day one. The updated kitchen features NEWER STAINLESS STEEL APPLIANCES and ample cabinet space, making it perfect for everyday living and entertaining. Step outside to a fully fenced backyard complete with a storage shed, offering plenty of room for pets, play, or outdoor gatherings. The attached garage includes an oversized storage room that would make an excellent workshop or hobby space. Conveniently located near schools, parks, and all that Woodstock has to offer, this is the one you've been waiting for. PRICED TO SELL- COME AND GET IT!

558 Barbary Lane, Woodstock

$429,000

4 Beds ⋅ 3 Baths ⋅ 12792589 MLS ⋅ CONTINGENT Status

Beautiful 4 bed, 2.5 bath home with a 3-car attached garage that sits at the end of a cul-de-sac and has sought after waterfront views overlooking a large pond. The main level features hardwood floors, fresh paint and carpet throughout, a spacious family room with fireplace, formal living and dining areas, a dedicated home office, and a large kitchen with center island, stainless steel appliances, and breakfast area overlooking the pond. Upstairs offers four bedrooms with new carpet, including a spacious primary suite with an en suite bathroom and walk-in closet, plus convenient second-floor laundry. This home is not only in the sought-after Sonata subdivision, but on one of the best lots as well. Don't miss this rare opportunity to call this property home!

831 Bach Court, Woodstock

2020 Olmstead Drive Unit #2020, Woodstock

$295,000

2 Beds ⋅ 2 Baths ⋅ 12783385 MLS ⋅ ACTIVE Status

Welcome to this highly desirable Canterbury ranch-style quad unit in the sought-after Maples on Olmstead community! Offering the ease and convenience of single-level living, this spacious 2-bedroom home features a versatile den that could easily serve as a 3rd bedroom, home office, or additional living space. The inviting open floor plan showcases beautiful vinyl wood flooring throughout, a cozy gas-log fireplace, and a gorgeous sunroom filled with natural light-an ideal space to relax or entertain. Enjoy the convenience of an in-unit laundry room, spacious 2-car garage, and open green space at the front entrance of the home. Updates and improvements include a newer furnace and central air conditioning (approximately 2 years old), roof (2021), water heater (approximately 5 years old), dishwasher (2022), dryer (2023) and refrigerator (2024). All appliances are included! Association fees cover exterior building maintenance, landscaping, and snow removal, making everyday living that much easier. Beautiful clubhouse available for residences that includes exercise room, pool table, library and kitchen for additional entertaining needs. Whether you're looking to downsize or simply enjoy the comfort of ranch-style living, this home offers a wonderful combination of space, functionality, and low-maintenance living in a desirable community.

2020 Olmstead Drive Unit #2020, 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

$279,900

4 Beds ⋅ 2 Baths ⋅ 12783920 MLS ⋅ CONTINGENT Status

Welcome Home! This cozy home offers comfortable living space, a functional layout, and a convenient location. The main level features 3 bedrooms with hardwood flooring, a living room with hardwood floors, and a kitchen with table space. The finished walkout basement provides additional living space, including a primary bedroom, full bathroom, a family room, and a laundry room. Enjoy the beautifully maintained landscaping and fenced backyard, perfect for outdoor relaxation. An attached 1-car garage adds everyday convenience. Conveniently located near schools, shopping, restaurants, entertainment, the Metra station, and more, this home offers comfort and accessibility. Don't miss this great opportunity!

1746 Walnut Drive, Woodstock

$357,990

3 Beds ⋅ 3 Baths ⋅ 12789982 MLS ⋅ ACTIVE Status ⋅ Riverwoods BLDG.

AVAILABLE SPRING 2027! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #4201 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.

Woodstock

$724,900

6 Beds ⋅ 5 Baths ⋅ 12768942 MLS ⋅ ACTIVE Status

This exceptional property boasts six bedrooms and five bathrooms, along with an expansive four-car garage and a fully finished walkout basement. It includes multiple living areas, featuring fully equipped kitchens, family rooms, and master bedrooms, each with walk-in showers and designated office/sitting room spaces off of the master. Nestled in a tranquil country setting, the property encompasses over two acres, enhanced by mature trees line the property. a must see this won't last long!

10316 Arabian Trail, Woodstock

$389,000

3 Beds ⋅ 3 Baths ⋅ 12789375 MLS ⋅ ACTIVE Status

Welcome to this modern, move-in-ready home in the desirable Apple Creek subdivision of Woodstock, perfectly situated on a beautiful corner lot with a fenced backyard. The comfortable floor plan features a formal living room and dining room, while the open kitchen flows into an impressive two-story family room highlighted by a brick fireplace. Upstairs you'll find three bedrooms plus a versatile loft. The primary suite features a vaulted ceiling, sitting room, and private bath with double vanity, whirlpool tub, and separate shower. The home has been freshly painted and features brand-new carpet throughout the first floor, stairs, and upstairs landing. Additional improvements include a new roof and siding in 2021, furnace replaced in 2017, newer water heater, vinyl windows, sump pump and flood control. The full basement offers additional flexible living or recreation space and is already roughed in for a future bathroom. Enjoy the fenced backyard, neighborhood ponds, nearby community park, and schools located within the Apple Creek community. Approximately 1.5 miles from historic Woodstock Square and the Woodstock Metra station, with a convenient south Woodstock location for commuters. A great combination of updates, location, and neighborhood amenities, ready for its next owner!

193 Bloomfield Drive, Woodstock

$698,900

4 Beds ⋅ 4 Baths ⋅ 12777044 MLS ⋅ ACTIVE Status

Enjoy beautiful golf course living in this all-brick and stone home in Bull Valley Golf Club, situated on one of the community's highest lots overlooking Hole #3. Take in stunning fairway views and spectacular sunsets from multiple rooms and outdoor spaces. With approximately $150,000 in improvements, including a DaVinci composite roof, new skylights, updated gutters, and a tankless water heater, many major updates are already complete. The two-story foyer welcomes you with a Juliet balcony, 10-foot ceilings, crown molding, and front and rear staircases. The formal dining room features classic wainscoting and a vintage chandelier, while French doors lead to a sunroom with panoramic golf course views-perfect for a home office, reading room, or relaxing space. Step outside to the private deck and enjoy the peaceful setting and beautiful views. The spacious family room features a fireplace with a radiant insert (2021), creating a comfortable place to gather. The kitchen offers an island cooktop (2024), two LG double ovens (2024), a Bosch dishwasher (2024), and a stainless-steel refrigerator (2019). Fresh paint in the kitchen, family room, sunroom, and primary bedroom (2026) adds a fresh touch. The large primary suite features golf course views, a walk-in closet, and a private bath with a soaker tub and steam shower system (AS IS). Another bedroom has its own private bathroom, while two additional bedrooms share a Jack-and-Jill bath. All bedrooms offer generous walk-in closets. Additional features include central vacuum, a water softener, reverse osmosis drinking water system, and germicidal UV light system. The unfinished walkout basement offers excellent potential for additional living space, a recreation room, or entertaining area, with a brick wood-burning fireplace and full-bath rough-in already in place. If you are looking for a spacious home with a 2-story foyer, large bedrooms, golf course views, a walkout basement, and timeless brick-and-stone construction, this property offers the opportunity to make it your own while enjoying the home from day one. Located in the sought-after Bull Valley Golf Club community, this is a rare opportunity to enjoy beautiful views, generous living space, and a desirable golf course setting. Home is being sold AS IS.

10711 Bull Valley Drive, Woodstock

$550,000

4 Beds ⋅ 4 Baths ⋅ 12780916 MLS ⋅ CONTINGENT Status

Gorgeous custom-built 4-bed/3.5-bath home on a private, wooded 3/4-acre lot with over 4,200 sq ft of living space! This beautiful home has so much to offer, including smart home features like Wi-Fi-enabled smart switches, an Amana smart HVAC system and Alexa voice control. As you enter, you're welcomed by a formal dining room with rich Brazilian cherry hardwood floors that flow throughout the main level. The dining room leads into the spacious family room, complete with a cozy gas fireplace, which opens to the stunning chef's kitchen featuring a large island with breakfast bar, custom maple cabinetry, granite countertops and stainless steel KitchenAid appliances. Just off the kitchen, the first of two spacious heated sunrooms is the perfect spot to unwind and enjoy the peaceful surroundings. A convenient laundry room and half bath complete the main level. Upstairs, the luxurious primary suite offers a private balcony and en-suite bath. Three additional generously sized bedrooms and another full bath complete the second floor. The finished walkout basement provides even more room to spread out, featuring a large recreation/family room with a second fireplace, the second heated sunroom, a wet bar/kitchenette and a separate storage area or workshop. Step outside and enjoy your own private outdoor oasis! With multiple outdoor living spaces, including a screened patio, deck and lower-level brick paver patio, there's plenty of room to entertain, relax or simply take in the peaceful wooded setting. The attached 3.5-car garage is heated and has epoxy flooring. Recent updates include a new 97% efficient Amana smart HVAC system (2024), water heater (2022), basement kitchen appliances (2022) and more. You truly can't beat this home or its location, just minutes from historic Woodstock Square, the commuter train, parks, grocery stores and so much more!

1411 Westwood Trail, Woodstock

$259,000

2 Beds ⋅ 1 Baths ⋅ 12764536 MLS ⋅ CONTINGENT Status

Good things really do come in small packages! This charming home is nestled on a quiet street just a few blocks from Woodstock schools, the historic Woodstock Square, and the train station. Inside, you'll find beautiful hardwood floors, character-filled arched doorways, and an upgraded kitchen featuring a center island and solid-surface countertops. The breezeway connecting the home to the attached two-car garage offers versatile flex space and opens to the patio, making it a great spot to relax or entertain. The full basement provides plenty of potential for additional living space. Space for a rec room, home office, hobby area, or all three, plus lots of storage. Outside, the charming fenced yard and brick patio is perfect for gardening, pets, or gathering with friends and family around the fire pit. Full of character and possibilities, this delightful home offers small-town charm, flexible spaces, and a convenient location close to everything Woodstock has to offer!

309 Chestnut Street, Woodstock

$389,900

3 Beds ⋅ 4 Baths ⋅ 12781336 MLS ⋅ ACTIVE Status

Welcome home! This inviting three bedroom home offers the perfect blend of comfortable living, flexible spaces, and a peaceful setting. The bright, open concept main level features vaulted ceilings, a spacious kitchen with a large island, and a welcoming family room complete with a cozy fireplace, ideal for everyday family time or gathering with friends. The first floor primary bedroom provides a private retreat, while two additional bedrooms upstairs offer plenty of space for family and or guests. The second floor office can be used as a den, storage area, or 4th bedroom. Additional loft space upstairs could be used as a sitting area or play space. The finished walkout basement adds even more room to spread out, featuring a generous recreation area, full bathroom, and bar. Whether you're hosting game nights, watching movies, or entertaining a crowd, this space is ready for it all. Outside, enjoy the tranquility of a quiet lot backing to nature, creating a peaceful backdrop for everyday life. And when you're ready to head out, you're just minutes from restaurants, shopping, and the charm of historic Woodstock Square. With room for everyone, flexible living spaces, and a setting that feels like home, this is a wonderful place to put down roots and make lasting memories. Home is being sold as is.

1290 Savanna Lane, Woodstock

$409,000

2 Beds ⋅ 4 Baths ⋅ 12777559 MLS ⋅ ACTIVE Status

Tucked into an established Woodstock neighborhood, this is the home you don't expect to find, and that's exactly what makes it so special. Custom built by the original owners, including a skilled woodworker and his son, this one of a kind ranch is packed with craftsmanship, character and details you simply won't see in a typical subdivision home. From the moment you step inside, the custom touches stand out: Craftsman style woodwork, arched doorways, crown molding, wainscoting, built-in bookcases and entertainment centers, oversized windows and thoughtful architectural details throughout. With more than 2,100 square feet on the main level, the flexible layout currently offers 2 bedrooms, 2 full baths and another half bath, with the formal dining room easily converted to a third bedroom if needed. The primary suite includes its own full private bath, both bedrooms feature impressive triple closets, and oversized windows throughout bring in an abundance of natural light. And then there's the basement, another full 2,135 square feet and practically a house of its own. One half is finished with its own full bath and additional living space, while a separate room already has cabinetry and plumbing in place for a future second kitchen. With direct access from the garage to the lower level, it has fantastic potential for an in-law suite, guest quarters, extended living space...or perhaps that twenty something who keeps saying they're moving out soon. The unfinished half is just as unique. Originally designed as a woodworking shop, it features heated floors and plenty of room for a workshop, studio, hobby space, home gym, gymnastics gym or all the storage you could possibly need. Even the 2.5-car garage continues the custom feel with cabinetry and smart organization. Outside, the beautifully landscaped backyard is private and peaceful, with a patio and gazebo creating the perfect spot to unwind or entertain. With 2,135 square feet on the main level PLUS another 2,135 square feet below, flexible living options, incredible storage and craftsmanship around every corner, this home is anything but cookie cutter. Add in parks, walking paths and historic Woodstock Square just minutes away, and you have a home that truly stands apart from the rest. If you've been waiting for something with personality, craftsmanship and possibilities you won't find anywhere else, this is the one.

2001 Red Barn Road, Woodstock

$475,000

3 Beds ⋅ 3 Baths ⋅ 12780714 MLS ⋅ CLOSED Status

Welcome to 1000 Dakota Drive, A Stunning Custom-built quality construction Ranch Home offering almost 4,000 square feet of living space, situated on over a half-acre in the highly sought-after Dakota Ridge subdivision. With nearly 2,000 square feet on each level, this exceptional home offers an impressive combination of space, quality & functionality.Exquisite, move-in-ready home, professionally painted in a sophisticated neutral palette. The original owner was a landscape architect & the professionally designed, master-planned grounds are truly extraordinary, creating a private outdoor oasis. The brick & cedar exterior welcomes you with a charming 17x21 brick paver front porch. Designed for everyday living, this home is equally a dream for entertaining. An elegant foyer with crown molding, formal living & dining rooms offer timeless elegance & versatile spaces for gatherings, intimate entertaining & memorable occasions. French doors lead to the first-floor office, while gleaming solid hardwood flooring flows into the dramatic cathedral-ceiling family room, where a beautiful stone fireplace is framed by a wall of windows filling the space with natural light. The fireplace features gas logs, was originally wood-burning & can be converted back. Imagine cozy evenings by the fire while enjoying picturesque views of the expansive backyard. The open-concept kitchen is truly the heart of the home, featuring a vast center island, abundant cabinetry, generous countertop space, recessed lighting & pantry storage-a chef's delight perfect for everyday meal prep & large holiday gatherings. 3 generously sized bedrooms include a luxurious primary suite with vaulted ceiling, large walk-in closet & deluxe en-suite bath featuring a jetted tub, walk-in shower & double-bowl vanity-a true sanctuary of comfort & privacy. The 1st-floor office with French doors & closet offers flexibility as a home office or potential 4th bedroom. 1st-floor laundry adds everyday convenience. The full basement is a remarkable extension of the home, featuring a deep-dig design with high ceilings, partially finished living area & a 3rd full bath, additional storage & an incredible dedicated dream shop/workshop area with extensive electrical service, outlets & exhaust fan system. The finished areas offer possibilities for a recreation room, theater/media area, hobbies, games, exercise room & more. This versatile lower level gives everyone room to spread out & can evolve with your needs for years to come. Sump pumps with interior drain tile & a Watchdog battery backup provide added peace of mind along with the whole house generator! Step outside to the spectacular backyard, where the professionally landscaped grounds are a true showstopper. The expansive 700-square-foot maintenance-free Trex deck, approximately 29x32, is perfect for sunset cocktails, morning coffee, entertaining large gatherings & enjoying the serene surroundings. It features a retractable electric awning for shade, natural gas line for your grill & 3 raised garden beds with a buried water line for convenient watering. The concrete driveway includes an extended side drive for easy vehicle turnaround.The oversized 29x20 3-car garage offers tremendous functionality with a brand-new epoxy floor, whole-house fan, additional electrical service/outlets & included air compressor. Additional quality & convenience features include nine-foot ceilings, six-panel doors, ceiling fans throughout, oversized Leaf Guard gutter/downspout system, whole-house generator, ADT security system, power-vent water heater, April Aire whole-house humidifier & Lennox furnace & central air approximately 3-5 years old. Located on the peaceful edge of town while still minutes from historic Woodstock Square, Emricson Park, Woodstock Water Works Park, shopping, schools & the Metra train. A truly exceptional home offering quality construction, extraordinary grounds, incredible workshop space & a setting you will be proud to call your own!

1000 Dakota Drive, Woodstock

$349,900

5 Beds ⋅ 3 Baths ⋅ 12770635 MLS ⋅ PRICE CHANGE Status

Rare 5-bedroom, 1.5-story home in a prime Woodstock location-just 2 minutes from the Historic Woodstock Square and 1 minute to the local elementary school! Boasting hardwood floors throughout most of the main areas, this versatile floor plan features 3 main-level bedrooms and 2 upper-level bedrooms. The cozy family room centers around a warm fireplace and connects smoothly to the kitchen and dining spaces. Enjoy ideal indoor-outdoor living with 3 sets of sliding glass doors opening directly to an expansive screened-in porch overlooking the serene backyard. Massive walk-in attic offers incredible potential for future expansion or extra storage, plus a full basement and an attached 2+ car garage. Major peace of mind with extensive recent updates: roof, soffits, fascia, gutters, exterior stain, most windows, furnace, fridge, oven, and dishwasher! All appliances stay, including the garage fridge and chest freezer. Seller is providing a 1-year home warranty for the buyer's complete peace of mind.

1120 Dean Street, Woodstock

$1,350,000

4 Beds ⋅ 6 Baths ⋅ 12753413 MLS ⋅ ACTIVE Status

Welcome to one of McHenry County's most extraordinary custom estates. Privately tucked at the end of a quiet cul-de-sac within the Bull Valley Golf Club community, this magnificent French Country masterpiece was designed by Shaffer, Coath & Potter (Barrington), built by Homestead Custom Builders, and landscaped by Brickman, a trifecta of pedigree rarely assembled in this market. The journey begins before you ever reach the front door. A sweeping private drive winds past a basketball half-court that moonlights as a private event parking pad, and as the drive bends, the full grandeur of this home reveals itself for the first time. Step inside and the scale and intention of this build become immediately apparent. Cathedral ceilings soar overhead, solid cedar beams anchor the architecture, and every surface reflects deliberate material selection, from genuine stone underfoot in slate, marble, granite, and onyx; hand-crafted millwork at every turn; and four fireplaces, each with its own distinct character in stone, brick masonry, and marble. The West Wing is anchored by the Grand Foyer and main staircase, which rises to the second primary suite and the Gallery Bridge that overlooks the home's breathtaking entry and palatial family room below. A second staircase in the East Wing connects seamlessly to the service hall and entry to the heated three-car garage, a thoughtful layout that keeps daily life flowing effortlessly. The kitchen is the heart of it all, anchored by Brakur custom cabinetry, a stainless steel apron sink, and a professional grade Sub-Zero, Wolf, and Dacor appliance suite, with a butler's pantry and walk-in pantry ensuring the function matches the form. Two true primary suites make this home exceptionally versatile, ideal for buyers seeking complete main-level living, multigenerational arrangements, or private au pair quarters. There are too many amazing features of the main floor master suite to list here but a favorite point is the heated floors in the master bath and the gigantic walk in closet. The upper level is a destination of its own, with its oversized bedrooms, each served by private full baths, and a generous loft that invites endless possibility. The fully finished lower level, accessed by both staircases, raises the bar further still with heated floors and a double sided fireplace. From the golf simulator, wine cellar, custom wet bar, billiards and game room, to the full home gym, this is an entertainer's sanctuary beneath it all. Outside, the opulence continues: Eagle Moss Rock and cedar make a striking first impression, while copper gutters and downspouts, a 3/4 cedar shake roof, flagstone walkway, bluestone patio, Moonscape exterior lighting, and a rooftop balcony and panoramic golf course views complete the picture. One final distinction worth noting: this estate is served by public water and sewer, a genuine rarity among acreage properties in this market. This is a home that cannot be easily replicated in McHenry County today.

1425 Galloway Drive, Woodstock

$404,900

5 Beds ⋅ 3 Baths ⋅ 12772063 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 5-bedroom, 3-bathroom raised ranch! This spacious home offers a fantastic layout with stylish updates throughout and plenty of room for everyone. The main level features a bright and inviting living room, formal dining room, and stunning kitchen with popular white cabinetry and a convenient peek-a-boo window overlooking the dining room. Three generously sized bedrooms are also located on the main level. New wood laminate flooring, fresh paint throughout, and new light fixtures give the home a clean, modern feel. All bedrooms are equipped with ceiling fans for added comfort. The finished lower level offers even more living space, including a spacious family room with a beautiful fireplace and built-in shelving, perfect for relaxing or entertaining. A wet bar adds an extra touch of convenience, while two additional bedrooms and a full bathroom make this level ideal for guests, a home office, or extended living arrangements. The oversized 3-car garage is a standout feature, offering plenty of room for vehicles, storage, hobbies, and workshop space. Step outside and enjoy the deck, gorgeous stamped-concrete patio, and nice-sized fenced backyard. House generator as well! With 5 bedrooms, 3 full bathrooms, two levels of finished living space, a huge 3-car garage, and numerous updates, this move-in-ready home has so much to offer!

863 Pleasant Street, Woodstock

$354,900

3 Beds ⋅ 2 Baths ⋅ 12774180 MLS ⋅ ACTIVE 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

$389,900

3 Beds ⋅ 3 Baths ⋅ 12767882 MLS ⋅ CONTINGENT Status

Ranch alert - fresh and ready for a new owner! Nothing to do but move into this 3-4 Bedroom, 3 Bath Ranch with a light filled, open floor plan and full, finished Lower Level! Beautifully appointed with a welcoming paver stone walkway and porch, vaulted ceilings, hardwood floors, stone fireplace surround, shiplap and wainscot statement walls, bay Dining Area and on trend lighting! Spacious Family Room with gas fireplace and vaulted ceilings, well designed Kitchen with island/breakfast bar, granite counter tops and loads of cabinetry. Bay Dining Area with sliders opens to an inviting deck and backyard. Efficient First floor Laundry with sink and cabinetry. Fabulous Master Suite with volume ceiling, large professionally organized walk-in closet, ensuite bath with walk-in shower, dressing area, plus two additional spacious Bedrooms with generous closet storage. Additional living space continues in the finished Lower Level with a Recreation Room, pub style custom built bar w/fieldstone walls and underlit wood countertop, full Bath with shower and 2 Flex rooms which potentially offer up to 4 bedrooms plus an office, den, or to use as you need them. Spacious, flat backyard with custom deck. Extra room for storage in the large unfinished basement utility area and attached garage with shelving. Many recent improvements provide incredible value at this price! Notable updates include the roof, granite counters, sink, appliances, water heater and light fixtures in approximately 2021, furnace 2022, central air 2025, washer and dryer 2021, new garage door opener plus interior, exterior and deck paint 2026! Terrific location on the southeast side of town, just minutes to historic Woodstock Square, Metra train, restaurants, farmers market, NW hospital and shopping! Nothing to do but move in - call for an appointment today!

531 Valerian Lane, Woodstock

$345,000

3 Beds ⋅ 3 Baths ⋅ 12769600 MLS ⋅ CLOSED Status

Set among towering oak trees on 1.55 acres in the heart of Woodstock, this home offers space, character and a private wooded setting while remaining close to everything Woodstock has to offer. Experience the floor plan with a warm, inviting feel and beautiful connections to the outdoors. A wood-burning fireplace is the focal point of the living room as well as the view of the sprawling backyard. The three levels of connecting decks provide exceptional space for relaxing, entertaining and enjoying the surrounding natural setting. The lower level features a spacious recreation room and a private primary suite complete with a jetted tub, both enhanced by timeless slate flooring. Reverse Osmosis system at kitchen sink and line to refrigerator. A generously sized 2-car garage offers abundant storage along with a large workbench, perfect for projects, hobbies or additional workspace. A rare combination of acreage, mature trees, flexible living space and convenient Woodstock location! Close to Hwy 47 and 120 for added convenience. Home is being sold AS IS.

951 Irving Avenue, Woodstock

$950,000

4 Beds ⋅ 5 Baths ⋅ 12714786 MLS ⋅ ACTIVE Status

You won't find another property quite like this. Start with a 100-year-old farmhouse, then thoughtfully blend its character with a 21st-century expansion and renovation. Add an in-ground pool, a two-story barn with a party room, and nearly an acre of beautifully landscaped grounds-all conveniently located in town, close to schools and the historic Woodstock Square. The home offers approximately 3,700 square feet of living space, with generously sized rooms throughout. The spacious living room is anchored by a cozy fireplace, while the large dining room is ready for everything from family dinners to the grandest of feasts. The kitchen is designed for gathering, with a substantial island and breakfast bar. The family room provides even more space for entertaining or relaxing and features a second fireplace. Upstairs, you'll find four generously sized bedrooms. The primary suite features a vaulted ceiling, walk-in closet, and private bath. The second floor also includes a convenient laundry room and a screened porch-perfect for relaxing on warm summer evenings. The finished basement adds a game room for even more living and entertaining space. The home features zoned heating and air conditioning and Andersen windows. The roof is just three years old, and the exterior was painted last year. But that's only the beginning. Outside, the 20' x 40' saltwater pool is an incredible centerpiece, featuring an 8.5-foot depth, diving board, slide, and spacious patio surround. The farm's original chicken coop has been transformed into a charming pool house. The two-story barn adds even more versatility, with newer siding and roof, a three-car garage on the ground level, and a fun, inviting party room upstairs-an ideal space for entertaining friends and family. The beautifully landscaped grounds have been featured in several local garden walks, adding to the property's unique charm and appeal. You are only steps from Woodstock's biggest park with walking trails, pickle ball courts, sledding hill and more. This description only scratches the surface. From its historic roots and thoughtful updates to the pool, barn, expansive grounds, and exceptional entertaining spaces, this is a truly one-of-a-kind property you'll want to call home.

688 W South Street, Woodstock

$74,900

12768393 MLS ⋅ ACTIVE Status

BUILD THE HOME OF YOUR DREAMS. 3.297 ACRES MINUTES FROM DOWNTOWN WOODSTOCK AND THE WISCONSIN BORDER. THE BACK 1.297 ACRES IS IN A FLOOD PLAIN HOWEVER PER MCHENRY COUNTY ZONING/WETLANDS DIVISION THAT PORTION (BEYOND THE BERM) IS LOCATED IN A 100 YEAR FLOOD ZONE WITH THE CHANCE OF FLOODING AT ONLY ONE PER CENT NO FLOOD INSURANCE IS REQUIRED TO BUILD A HOME ON THE PROPERTY AND WITH APPROVAL ACREAGE BEYOND THE BERM ALLOWS FOR A STRUCTURE SUCH AS A POLE BARN. HORSES ALLOWED. LOT 15 ON THE LEFT. SURVEY UNDER ADDITIONAL INFORMATION AS WELL AS SOIL TEST FROM 2019 AND AN UPDATED SOIL TEST FROM 2025.....READY TO BE BUILT ON

1408 Savannah Lane, Woodstock

$279,900

3 Beds ⋅ 2 Baths ⋅ 12766595 MLS ⋅ CONTINGENT Status

CLASSIC CAPE COD CHARM just blocks from the HISTORIC WOODSTOCK SQUARE! This THREE BEDROOM home features beautiful HARDWOOD FLOORS throughout, including a convenient MAIN FLOOR BEDROOM. The updated kitchen offers GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES and plenty of cabinet and prep space. A HEATED and enclosed front porch, fenced yard, deck and detached one-car garage provide even more room to relax and entertain. The waterproofed, unfinished basement features EPOXY FLOORS, updated lighting and plenty of space to create an art studio, wine cellar, workshop, home gym or whatever works for you. Thoughtful updates include an ATTIC FAN IN 2024, on-demand Tankless Hot Water Heater, updated electrical, copper plumbing, water filtration system and whole-home surge protection. Roof was a complete tearoff with new gutters and flashing in 2008, HVAC 2008, New chimney liner & tuckpointing in 2007, most newer windows and patio slider (2015). Enjoy a truly WALKABLE LOCATION near downtown Woodstock's restaurants, shops, entertainment, library, parks, community events and Metra Train station.

445 Pleasant Street, Woodstock

$389,900

3 Beds ⋅ 2 Baths ⋅ 12763929 MLS ⋅ CONTINGENT Status

Welcome home to this spacious split-level featuring 3 bedrooms and 2 full bathrooms! Step into the inviting foyer with a convenient coat closet and enjoy the bright, open floor plan with vaulted ceilings. The living room offers a large front window that fills the space with natural light and flows into the formal dining room. The nicely sized kitchen features stainless steel appliances and is ready for its new owner. The primary bedroom includes crown molding, a walk-in closet, and a beautifully updated private bathroom with a tiled shower and tile flooring. 2 other bedrooms and another bathroom in the 2nd level. The walk-out lower level offers a spacious family room, providing plenty of additional living and entertaining space. Outside, enjoy the huge backyard complete with a paver patio and concrete patio too, as well as a large storage shed. You'll appreciate the cul de sac location! Plenty of space inside and out-come make this home yours!

1266 Amber Court, Woodstock

$1,299,900

6 Beds ⋅ 8 Baths ⋅ 12762055 MLS ⋅ ACTIVE Status

Custom-Built Golf Course Estate Set On A Private Wooded Cul-De-Sac Lot Overlooking The 6th Green. No Expense Was Spared In This Striking Dryvit-And-Stone Residence, With Incredibly Generous Room Sizes And Quality Finishes Throughout - Including All-New Crown Molding And Custom Built-In Shelving And Cabinetry Throughout. A Grand Two-Story Foyer With An Arched Window Wall And French Doors Opens To Hardwood Floors, Arched Openings, And Columned Detailing That Carry Through The Main Level. The Dramatic Two-Story Great Room Features Floor-To-Ceiling Windows, A Fireplace With Columned Surround, And An Open Curved Staircase With Wrought-Iron Railings And A Second-Floor Balcony Overlook. A Formal Music/Living Room With Bay Window, A First-Floor Office With Built-Ins, And A Vaulted Family And Dining Area With A Wall Of Windows And French Doors To The Deck Round Out The Main Living Spaces. The Gourmet Kitchen Is Appointed With Rich Cherry Cabinetry, Granite Counters, Two Islands Plus A Curved Breakfast Bar, An Inlaid Hardwood Floor Border, And Premium Stainless Appliances - A Built-In Sub-Zero Refrigerator, A Wolf E-Series Double Wall Oven And 36" Thermador Cooktop (Both 2022), Warming Drawer, And Pot Filler. A Butler's Pantry/Wet Bar With A Sub-Zero Beverage Refrigerator (2021) And Glass Display Cabinetry Sits Off The Entry. The First-Floor Primary Suite Offers His-And-Hers Closets, A Vaulted Barrel-Ceiling Bedroom, And A Spa-Style Bath With Dual Vanities, Jetted Tub, And A Large Tiled Walk-In Shower With Bench. The Home Has Six Bedrooms, Five Full Baths, And Three Half Baths, Plus A Huge Second-Floor Bonus Room Ideal As A Family Room, Study, Art Studio, Or Ensuite, And Two Organized Walk-In Closets With Built-In Systems. The Full Finished Walkout Lower Level Is A True Entertainer's Dream: A Curved Custom Stone Bar With Granite Top And Prep Sink, A Stone Gas Fireplace, A Dedicated Theater Room, A Game And Recreation Area, An Exercise Area, And A Family Room With Fireplace, Plus A Bedroom And Full Bath - All Opening Through French Doors To The Patio. An Entertainment Bar And A Beverage Refrigerator/Freezer Complete The Lower Level (Both Sold As-Is). Outside, Enjoy A Large Freeform In-Ground Pool With Diving Board, A Raised Stone Water Feature, And An Extensive Multi-Level Bluestone Patio With Tiered Stone Walls. Two Covered Outdoor Living Areas - One With A Fireplace - A Built-In Stone Grill Station, A Zoned Sprinkler System, Tiered Professional Landscaping, And A Wooded Backyard Firepit Overlooking The Golf Course Make The Grounds Exceptional. Recent Updates Include A New Tankless Water Heater (2026), Newer Roof And Gutters (2022), New Pool Liner And LED Pool Lights (2023), Replaced Bluestone Front Stoop (2021), New Sump Pump And Kitchen Disposal (2026), And A Regularly Maintained Pool. The Walkout Lower Level Is 4,536 Sf, For A Total Of 11,332 Sf, With A 4+ Car Attached Garage, Abundant Storage, And A Circular Driveway. Sale Includes Two Parcels. Phenomenal Value On The Bull Valley Golf Club Course!

11022 Ayrshire Court, Woodstock

$409,000

4 Beds ⋅ 3 Baths ⋅ 12763426 MLS ⋅ CLOSED Status

Move-in ready and packed with recent updates! The kitchen and main level have been beautifully updated, featuring white cabinetry, quartz countertops, stainless steel appliances, and stylish finishes. This spacious home features 3 bedrooms plus a loft, a finished basement with an additional bedroom and huge recreation room. A new roof and tankless water heater add to the home's recent improvements. Completing the package is a 3-car garage and plenty of room for comfortable everyday living. A great combination of modern updates, versatile space, and practical features! Broker Interest.

2118 Preswick Lane, Woodstock

$230,000

2 Beds ⋅ 2 Baths ⋅ 12763381 MLS ⋅ CONTINGENT Status ⋅ Castleshire BLDG.

Enjoy an unbeatable location just one mile from the historic Woodstock Square and directly across from Emricson Park and the Woodstock Water Works water park! This well-maintained home features a one-year-old HVAC system, a four-year-old water heater, new garbage disposal, updated bathroom fixtures and toilets, and new ceiling tiles in the finished lower level. The finished lower level offers flexible living space and can easily be converted into a third bedroom, home office, or guest suite. With thoughtful updates and a prime location close to parks, shopping, dining, and entertainment, this move-in-ready home is one you won't want to miss!

1002 Castleshire Drive, Woodstock

$349,900

3 Beds ⋅ 2 Baths ⋅ 12757341 MLS ⋅ ACTIVE Status

810 Wheeler Street, Woodstock

$251,000

3 Beds ⋅ 1 Baths ⋅ 12760705 MLS ⋅ CLOSED Status

Cute 3 bedroom home with a big yard only a couple blocks to schools and close to Woodstock Square. The home has hardwood floors and updated kitchen. There is a full basement and newer roof above. The fenced yard is good for kids and dogs and still room for a big garden. Great location and comfortable layout ready for a new owner. Taxes do not relfect homeowner exemption.

816 Mitchell Street, Woodstock

$268,500

3 Beds ⋅ 2 Baths ⋅ 12737474 MLS ⋅ CLOSED Status

Step into classic charm with this adorable Cape Cod ranch, ideally situated on a spacious double lot that offers endless outdoor potential. Rich in character, the main level features timeless vintage built-ins, hardwood flooring, three light-filled bedrooms, and a full updated bathroom, delivering effortless single-story living with distinct architectural flair. The finished lower level expands your living space, offering a rec room perfect for movie nights, a versatile bonus room for a home office or gym, a second full updated bathroom, and a dedicated laundry area. Outside, enjoy barbecues on the concrete patio overlooking your fenced yard, ideal for pets and play. The firepit is ready for your fall gatherings! Complete with a detached one-and-a-half car garage, this unique property perfectly balances cozy original charm in an unbeatable location. New roof in 2025. **MULTIPLE OFFERS HAVE BEEN RECEIVED. HIGHEST AND BEST OFFERS ARE REQUESTED BY SUNDAY, SEPT. 20 AT 4PM.**

523 Highland Avenue, Woodstock

$325,000

3 Beds ⋅ 2 Baths ⋅ 12729078 MLS ⋅ CLOSED 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

$217,500

2 Beds ⋅ 1 Baths ⋅ 12747874 MLS ⋅ CLOSED Status

Woodstock

$336,000

3 Beds ⋅ 3 Baths ⋅ 12753433 MLS ⋅ CONTINGENT Status ⋅ Riverwoods BLDG.

*Photos are not this actual home***HOMESITE # 4102 * Introducing the Marianne, a newly designed two-story duplex that seamlessly blends comfort and elegance. This model offers three spacious bedrooms, two full baths, a half bath, complete with a two-car garage for added convenience. The first floor features the great room, the focal point of the home, effortlessly flowing into the dining area and the chef-inspired kitchen. The kitchen boasts a magnificent island with a breakfast bar, 42" cabinets, polished quartz countertops, and top-of-the-line stainless steel appliances. Luxury vinyl plank flooring spans the main floor. On the second floor, you'll find two generously sized secondary bedrooms, along with the exquisite owner's suite-a true sanctuary to unwind after a busy day. This serene retreat includes a generous walk-in closet and a spa-inspired bath for the ultimate relaxation experience. Complete with a convenient upstairs laundry room, the Marianne combines thoughtful design and modern amenities, offering both comfort and style in every corner. There is currently no active SSA at this community.*Photos are not this actual home* There is a beautiful view of a pond near the back of the 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.

4218 Basswood Road, Woodstock

$256,500

3 Beds ⋅ 3 Baths ⋅ 12750754 MLS ⋅ CLOSED 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

$348,990

3 Beds ⋅ 3 Baths ⋅ 12749851 MLS ⋅ ACTIVE Status ⋅ Riverwoods BLDG.

*Photos are not this actual home * SPECIAL FINANCING OFFERS AVAILABLE! Homesite #3802 ** 2027 DELIVERY! Introducing the Marianne, a newly designed two-story duplex that seamlessly blends comfort and elegance. This model offers three spacious bedrooms, two full baths, a half bath, complete with a two-car garage for added convenience. The first floor features the great room, the focal point of the home, effortlessly flowing into the dining area and the chef-inspired kitchen. The kitchen boasts a magnificent island with a breakfast bar, 42" cabinets, polished quartz countertops, and top-of-the-line stainless steel appliances. Luxury vinyl plank flooring spans the main floor. On the second floor, you'll find two generously sized secondary bedrooms, along with the exquisite owner's suite-a true sanctuary to unwind after a busy day. This serene retreat includes a generous walk-in closet and a spa-inspired bath for the ultimate relaxation experience. Complete with a convenient upstairs laundry room, the Marianne combines thoughtful design and modern amenities, offering both comfort and style in every corner. There is currently no active SSA at this community. *Photos are not this actual home* There is a beautiful view of a pond near the back of the 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.

2338 Heartwood Lane, Woodstock

$307,500

3 Beds ⋅ 3 Baths ⋅ 12748018 MLS ⋅ CONTINGENT Status

Beautifully maintained RANCH home in an awesome neighborhood! Fully renovated KITCHEN (2019) features modern maple cabinetry, a breakfast bar, and large eat in area! Hardwood floors! Bay windows! Laundry hookup with tub! Family room and awesome full bath in Large basement! Furnace (2016) Close to the Historic Woodstock Square, Woodstock High School, Dining, Shopping and METRA train! Dishwasher 2025

630 Stewart Avenue, Woodstock

$250,000

3 Beds ⋅ 1 Baths ⋅ 12747638 MLS ⋅ CLOSED 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

$483,550

3 Beds ⋅ 2 Baths ⋅ 12747267 MLS ⋅ CONTINGENT Status

*Photos are not this actual home*

0111 Lot, Woodstock

$487,480

4 Beds ⋅ 3 Baths ⋅ 12746968 MLS ⋅ CLOSED Status

3870 Daybreak Ridge, Woodstock

$215,000

3 Beds ⋅ 2 Baths ⋅ 12725378 MLS ⋅ CONTINGENT Status

Meet Sarah. Built in 1910, she's not old - she's original. Nine-foot ceilings. Hardwood floors running through the main level. A stained glass window greets you right at the entry, framed by tapered wood columns. Kitchen cabinets stacked to the ceiling with inset doors and more storage than most 2026 kitchens can offer. Decorative embossed ceilings in the living and dining rooms trimmed in crown molding, and an oak staircase with turned balusters leading up. Downstairs: 9ft ceilings, a proper living room, a dining room, a generous kitchen, and a flexible room that works as an office or a bedroom. Downstairs also holds a half bath and usable basement space with its own outside access. Upstairs: two good-sized bedrooms with the slanted-ceiling closets only a house this age can give you, plus a full bath with a clawfoot tub. Central air. Updated electrical. A shed out back. A big front porch behind a white picket fence, and a yard with room to actually be a yard. Walking distance to the historic Woodstock Square. Sarah's picked up some wear along the way - she'll need some tidying and updating to bring her fully back. But her bones are solid, her character is real, and there's more here than meets the eye. The kind of house you walk into and just feel it. And boy is she priced to sell. More photos to follow.Showings begin Sunday, 8/30 at 1pm.

213 Grove Street, Woodstock

$350,000

3 Beds ⋅ 2 Baths ⋅ 12730198 MLS ⋅ CONTINGENT Status

Pride of ownership shines throughout this beautiful split-level home, offering the perfect blend of comfort, functionality and thoughtful updates. This home features an updated living area, kitchen with GRANITE sink, QUARTZ countertops, Luxury Vinyl Plank flooring and newer appliances, making it ideal for everyday living and entertaining. Retreat to the primary suite complete with a walk-in closet and an updated ENSUITE bath featuring a walk-in shower. The finished lower-level recreation room offers additional living space and includes a wet bar (as is)-perfect for game days, movie nights or hosting family and friends. Hidden surprise with a half bath rough in below workbench in utility room. Step outside and enjoy the backyard oasis with two levels of decking, providing plenty of space for outdoor dining, relaxing and entertaining. Major improvements provide peace of mind, including: ROOF (2017), Main hall bathroom (2011), SIDING, WINDOWS AND GUTTERS (2014), garage door (2014), Front railing (2016), Primary bathroom remodel (2018), Deck boards replaced with railings added (2019), Kitchen remodeled with QUARTZ countertops, GRANITE sink, and LVP flooring (2020), New carpet on stairs and hallway (2020), Refrigerator and dishwasher (2020), Range (2018) Microwave (2016), Front and rear entry doors with screens (2020), Water heater (2019), NEW Furnace and Humidifier (2024). This home is truly move in ready! A hop, skip to the Donato Conservation Area, Woodstock Water Works & Multi-generational park, Woodstock Square, shopping, dining, METRA Commuter Train and more! Home is being sold AS-IS. Seller is needing a flexible closing late November/early December.

447 Gerry Street, Woodstock

$475,000

4 Beds ⋅ 4 Baths ⋅ 12713275 MLS ⋅ CLOSED Status

This stretch of South Woodstock earned its storybook nickname, "Fairytale Lane," from the steep-pitched saltbox and Cape Cod rooflines set with gas lanterns that still light the walkways at dusk, and mature trees a longtime resident grew from his own tree farm. This home came from home builder Tom Williams, who gave her a brick front, a bay window, and clean, elegant lines. We're calling her GRACE - because what's underneath is even more than what you see outside: the unassuming American girl next door, extraordinary the moment you're through the door. With speakers wired into nearly every room - living room, kitchen, basement, even outside - she's built for someone who knows how to move to music. Extras rarely found at this price point are everywhere inside: 9-foot and cathedral ceilings with solid wood beams, the same beam running from the family room into the kitchen, where an island, pendant lighting, tile backsplash, and stainless appliances make the space built for entertaining. A floor-to-ceiling river rock STONE gas fireplace centers the family room, flanked by built-in bookshelves and cabinetry, with large CROWN molding and dentil detail throughout. Interior TRANSOM windows - unusual for a house like this - run between several rooms, letting light pass through. Upstairs, all three bedroom closets are true walk-ins. HARDWOOD floors run throughout, and an arched leaded-glass front door with sidelights and a transom opens onto brick entry steps. Outside: a gas lamppost lights itself every evening, and - we'll just say it - arguably the best lawn in Woodstock. Maybe the state. The automatic SPRINKLER system behind it isn't messing around. Colorful annual flower beds line a curved paver walkway, with mature perennial plantings filling out the rest of the property, plus a side-yard vegetable bed for summer tomatoes. The backyard is fully secluded under mature trees, with a stamped concrete patio and a wood deck ready for a hot tub. Downstairs: over 1,000 square feet of BASEMENT, all functional - a finished section with a wet bar, refrigerator, and a MEDIA setup for movie night, plus plenty of storage. The HEATED garage is fully insulated, even wainscoted, with a floor drain and utility sink - 714 square feet of real function. The laundry room has its own utility sink and cabinets. Central vac runs throughout the house, and a security system covers the exterior. We call her Grace. Just minutes away, historic WOODSTOCK SQUARE - once named one of the most beautiful town squares in the U.S. - brings the rest of it home: a farmers market, band concerts on the lawn, an annual Folk and Food Truck Festival, locally owned boutiques and coffee shops, a Memorial Day parade, and a whole town that turns out every February for Groundhog Day, when the gazebo hosts the groundhog's big reveal, polka band and all - the real Square once stood in for Punxsutawney on film. The restored 1857 Old Courthouse anchors it all. This isn't just a house on a storybook street. It's a life. NO HOA

1259 Muriel Street, Woodstock

$465,000

4 Beds ⋅ 4 Baths ⋅ 12740078 MLS ⋅ ACTIVE Status

This well-maintained expanded ranch is not only spacious, but it also has a well-appointed attached apartment perfect for family or guests! In the main residence the large living room opens to the formal dining room which leads to the fully applianced kitchen w/breakfast bar plus a large eating area with sliders providing access to the enormous deck and the wide-open back yard. All the bedrooms enjoy privacy from the main rooms, especially the master which features two separate closets, one of which is a walk-in. There is also a full hallway bath in the main residence and another full bath with walk-in shower is in the apartment. The main floor laundry room provides the separation and access to the "in-law" apartment and it also has the entranceway to more living space in the finished areas of the basement. There is a fully carpeted game room complete with a table tennis setup, plus two other rooms: a workshop and a utility room. The laundry room is the only shared room you'll have with the main residence because the apartment includes its own kitchen with an eating area, a living room with sliders to the huge deck and a bedroom with a walk-in closet and full bath. The apartment even has its own furnace and A/C!!!. In the basement there is also a 5 foot crawl space, 32' x 27', with a concrete floor and with some carpeting for plenty of storage. Outside, beyond the deck, there is a shed adjacent to the garden area and there's still plenty of space for outdoor activities. Several updates to the home include: main furnace 2016, main A/C 2025, roof replacement 2025, new garage doors 2026, main windows replaced 2025, kitchen appliances have been replaced, including the stove/oven which was replaced in 2014, and the refrigerator, dishwasher, plus the washer and dryer had also been replaced, and the sink & faucet were replaced in 2014. The apartment furnace and A/C were replaced in 2012. You will not be disappointed with the convenient layout of this truly Home Sweet Home!

3095 Boerderij Way, Woodstock

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