Woodstock IL Real Estate & Homes for Sale

Experience luxury, privacy, and craftsmanship in this exceptional custom-built estate nestled on approximately 12 acres of rolling countryside with mature trees, walking paths, and breathtaking views in every season. Built thoughtfully and enhanced throughout, this 5 bedroom, 4.1 bathroom residence offers over 7,200 square feet of beautifully designed living space where quality construction meets everyday comfort. The impressive great room welcomes you with soaring vaulted ceilings, custom front arched doors, a dramatic floor-to-ceiling stone fireplace, rich hardwood flooring, and expansive windows that fill the home with natural light while showcasing the picturesque surroundings. The open dining area is perfectly positioned to capture panoramic views, creating an ideal setting for everyday living and entertaining. Designed for the culinary enthusiast, the gourmet chef's kitchen is appointed with premium Thermador and Viking appliances, custom cabinetry, an oversized island with a copper countertop and prep sink, reverse osmosis water filtration, an instant hot water tap, and generous workspace for entertaining. The luxurious first-floor primary suite serves as a private retreat featuring peaceful backyard views, direct access to the wraparound deck, dual walk-in closets, heated floors, a spa-inspired bath with a Jacuzzi tub, double vanity, and an oversized walk-in shower with triple shower heads. Four additional generously sized bedrooms provide exceptional flexibility, including walk-in closets and a Jack-and-Jill bath. The finished above-grade walkout lower level expands the living space with a recreation area, fitness room, full bath, abundant storage, space for a future bar or cigar lounge, a safe room or hidden extra storage off the unfinished room, and direct access to the lower-level four-car garage. Combined with the attached upper garage. This property offers garage parking for up to eight vehicles. Outdoor living is equally impressive with a wraparound expansive second-story deck with outdoor fireplace, massive walkout patio, waterfall feature, winding driveway, mature landscaping, and endless opportunities on 12 acres to enjoy nature. Additional improvements include fresh interior paint, luxury vinyl plank flooring, LED lighting throughout, serviced HVAC, new water heater, updated washer and dryer, whole-house security system with cameras, lightning rod, re-keyed locks, newly stained deck, radiant floor heating infrastructure, outdoor shed with loft, custom predator-proof chicken and duck coops, and built-in outdoor dog kennels. This extraordinary estate offers a rare combination of luxury, privacy, modern amenities, and peaceful country living-just a few miles from shopping, dining, and commuter routes. A truly one-of-a-kind property designed for those seeking space, elegance, and an unmatched lifestyle. If you've been dreaming of wide-open spaces, peaceful living, horses , chickens, room for all your animals , and nearly 12 breathtaking acres... you won't want to miss this opportunity to own your own castle.

Welcome to this warm and inviting home, ideally situated in a great location close to the conveniences and amenities you want most. Only minutes from the Historic Woodstock Square, seasonal farmers market, and Metra Northwest Line. Offering a comfortable layout and the added convenience of a detached garage, this home provides an inviting blend of everyday comfort and practicality. With its generous lot, detached garage, and great location, this home offers a wonderful combination of comfort, space, and potential. A great opportunity for first time home buyers, investors, or anyone looking to downsize. Come see all it has to offer!

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!

Here's what stands out about this one: you get three bedrooms, 2.5 baths, a full English basement AND a wooded backdrop, all while being just minutes from Woodstock Square and the Metra. The main level has hardwood floors and an open layout that feels comfortable without wasting space, and the updated kitchen has a modern ceramic tile backsplash and opens right out to an oversized deck. And that deck may be one of the best parts of the house-it looks out toward the woods instead of directly into another home, giving you some actual privacy when you're sitting outside. Upstairs are three good-sized bedrooms, second-floor laundry where you actually want it, and a spacious primary suite. Then there's the English basement. It's unfinished, but with the natural light and the amount of space down there, you have plenty of room to add another living area, office, gym, or just keep the storage everyone eventually realizes they need. A new A/C and water heater were both installed in 2024, there's an attached garage, an extended driveway, and the home is move-in ready. You're also close to the restaurants, shops and events around historic Woodstock Square, the Metra and everyday shopping. There are plenty of townhomes out there, but the combination of the wooded setting, basement, three bedrooms and location makes this one worth putting on the showing list.

STUNNING UPDATED RANCH ON A QUIET CUL-DE-SAC WITH A FULL ENGLISH BASEMENT! Welcome home to this exceptional ranch offering beautiful updates, generous living space, a heated 3-car garage, and an incredible 0.345-acre private lot backing to open space! Step inside to gleaming hardwood floors, an open-concept layout, and an abundance of natural light. The spacious living and dining rooms flow seamlessly together, creating an ideal setting for entertaining family and friends. The huge eat-in kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, abundant cabinet space, and plenty of room for casual dining and gatherings. All bedrooms are generously sized, and the convenient main-floor laundry adds to the home's everyday functionality.The remodeled primary bathroom is a true retreat, featuring a beautiful tile surround, Bluetooth-controlled jetted tub, separate shower, and dual vanity. The full finished english basement offers an incredible multigenerational living opportunity! It features an updated living area, full bathroom, bedroom, and a second kitchen equipped with high-end appliances. Perfect for related living, extended family, guests, entertaining, or creating a private living space. There is also plenty of additional room for a home gym, workshop, recreatplenty of additional room for a home gym, workshop, recreation room, or whatever suits your lifestyle. A crawl space provides excellent additional storage. Step outside onto the massive deck overlooking the beautifully landscaped, flat, fully fenced backyard. With the property backing to open space, you'll enjoy exceptional privacy and a peaceful outdoor setting-perfect for summer entertaining, gardening, relaxing, or letting everyone enjoy the yard.Major updates include: new roof and water heater (2022), new fence (2021), new appliances (2020), and water system re-piped. The heated 3-car garage provides plenty of room for vehicles, toys, tools, and storage.

Move-in ready and exceptionally well maintained, this 2-bedroom, 2-bath home is fresh inside and out. Plenty has been updated - new paint throughout, new carpet, new washer & dryer, new refrigerator - and the fireplace was just serviced and ready for the first cold night. The primary suite is a standout, with a big walk-in closet that has room to spare. There's also a flexible office space that works just as well as a den, guest room, or extra living area, whichever you need. Enjoy mornings or evenings under the covered patio in the backyard, where the entertaining space continues year-round. Ready to move in.

Welcome home to 1075 Castleshire Drive! This well loved home offers a comfortable, low maintenance lifestyle with a bright, open layout designed for everyday living and entertaining. The unfinished basement provides excellent storage and plenty of potential for a future recreation room, home office, gym, or additional living space. Enjoy the convenience of an attached garage and a peaceful neighborhood setting near shopping, dining, parks, schools, and historic downtown Woodstock. Bring your decorating ideas and make this wonderful home your own. Being sold "As is".****Original Owner****

Ready to embrace the peaceful charm of country living? This beautiful 3-bedroom, 3-bathroom home sits on 1.62 acres, offering plenty of space, privacy, and room to enjoy the outdoors. The property also features a spacious 24X36X10 concrete-floored pole barn with electricity, perfect for storage, hobbies, a workshop, parties, recreational equipment, or used as a stable. With hundreds of acres of farmland bordering the property to the south and west, you'll enjoy picturesque views and a true sense of tranquility, all while being just minutes from downtown Woodstock and its shopping, dining, and amenities. It's the perfect blend of peaceful country living and convenient access to town!

Estate sale being sold As-Is but house is in very good condition

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!

Welcome to this picturesque 7.5-acre gentleman's estate in Woodstock! Built in 1994, this custom brick and vinyl two-story home that offers 2,455 square feet of comfortable living space featuring 2 bedrooms, a Bonus Room for that third Bedroom, 2 full baths, two cozy interior wood-burning fireplaces, and a heated Sunroom perfect for taking in views of the local wildlife. The home is ideally centered on the property with 3 acres of open meadow in front and 3 acres of tranquil woods in back, offering incredible privacy and plenty of room for horses or outdoor activities. Enjoy peaceful outdoor living from the sprawling front porch. Additional highlights include a full basement with exterior access, an attached 2-car garage, a detached 3-car garage, and a handy garden shed. Located in desirable Woodstock District 200 schools (Greenwood Elementary, Northwood Middle, and Woodstock North High).

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

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

*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.

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!

View of the Woodstock Square. 2nd floor, 2 Bedroom, 1 Bath apartment 1/2 Block from the Woodstock. One Block from Metra. Bright, Open Floor Plan with Hardwood Floors. Secure Entry. One of 4 apartments on the second floor with Multiple Exits. Landlord provides garbage and snow removal. Tenant pays electric, gas and water. Individual temperature controls for Heat & A/C. Overnight parking available in City lots within 1/2 block. Pets considered on a case by case basis. Credit report and background check required at tenant's expense. $1,400 per Month See Offering Memorandum

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.

This wonderful ranch home is located in the historic town of Woodstock and is tucked away in a private neighborhood with little traffic, and, yet, close to all the amenities. This three bedroom home offers one bathroom in the main level and another full bathroom in the basement. There is a large finished basement , which could offer space for a rec room or an office/den. This well-cared for home boasts a possible in-law arrangement and an oversized fenced-in yard with a large two car garage! Great location, close to shopping, a nearby park, and the Woodstock Square. This house is being sold "As Is" and a quick close is possible. This home is priced to sell and it won't last long in this competitive market! Come see what this great home has to offer!

Spacious investment opportunity nestled within a charming vintage Victorian home in Historic Woodstock IL. This unique property offers a desirable layout, 3 bedrooms on first floor and 3 bedrooms on second floor. The property includes a 1 car garage and sits on a generously sized lot, offering additional possibilities for outdoor improvements or expansion. With its classic architectural character, this property presents an excellent value-add opportunity for investors or rehabbers looking to restore and enhance its full potential. Property requires work and is being sold in AS IS condition. Room sizes are estimates. No surveys or disclosures will be provided, and taxes will be prorated. Bring your vision and creativity, this is a fantastic chance to transform a historic property into a standout investment. Buyer responsible for any and all building code violations.

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.

Welcome to this charming 4-Bedroom Home Just Minutes from Downtown Woodstock. The bright and airy Family Room flows seamlessly into a Large Eat-In Kitchen featuring warm oak cabinets, stainless steel appliances, and ample counter space-perfect for everyday living and entertaining alike. Luxury vinyl flooring runs throughout the main level living area, kitchen, and hallway, adding both style and durability. The main level offers three generously sized bedrooms, each with plenty of closet space, plus a shared primary bathroom for added convenience. Head downstairs to the Full Finished Lower Level, complete with a full bathroom, a fourth bedroom, a spacious Rec Room-ideal for guests, hobbies, or working from home. Outside, you'll find a large corner lot providing extra space and privacy, along with a detached, oversized 2-car garage for all your storage and parking needs. Recent updates offer peace of mind, including a new roof and windows (2016), HVAC and A/C system (2024), and hot water heater (2026). Enjoy the best of both worlds with the tranquility of a spacious lot combined with the convenience of being just minutes from downtown Woodstock and the Woodstock Metra station-commuting and city access have never been easier! Don't miss this fantastic opportunity-schedule your showing today!

Welcome to 1813 Sebastian Dr! This beautifully updated 4-bedroom, 2.5-bath home offers a fresh, modern feel with plenty of space to make your own. The functional layout provides comfortable living and entertaining space, while the full basement offers endless potential for additional living space, a home gym, recreation room, or storage. One of the four bedrooms is currently being used as a spacious walk-in closet and can easily be converted back by simply removing the wall shelving. Move-in ready with thoughtful updates throughout, this Woodstock home is ready for its next owner!

Welcome home to this 2 bedroom, 1 bath second floor condo. The thoughtfully designed layout features a living room that opens to patio private balcony. The primary bedroom includes a walk in closet, the second bedroom is spacious with ample closet space. Enjoy the convenience of an in-unit washer and dryer and garage parking. Only 5 minutes to both the Historic Woodstock Square and Metra train. Walking distance to shopping, dinning and parks! This condo is perfect for anyone looking for low maintenance living close to everything Woodstock has to offer.

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!

AVAILABLE JANUARY 2027! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #3801 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.