Refine Search
Sort by
$260,000
5 Beds 3 Baths 12739289 MLS NEW Status
You can OWN THIS HOUSE of INCREDIBLE CHARM in this IDEAL LOCATION and with a BEAUTIFUL FLOOR PLAN. Yes, IT NEEDS WORK to BRING IT BACK TO GLORY, but the PRICE IS RIGHT! An amazing 2,736 SQ FT of pure potential, built in 1900. Roof is less than 2 years old. The staircase is gorgeous with two STAINED GLASS windows along the way. The large Living Room is inviting and the separate Dining Room is perfect for a dinner party or game night. FIVE LARGE BEDROOMS! Plenty of storage and a full bath on each level with an additional half bath off the den. The back section of the house was once used as a professional doctor's office - It makes a great FAMILY ROOM with a lovely wall of windows. The two additional back rooms have no closets, but they make great bedrooms. There is an EV charging station at the side of the house by the driveway. This is an AS-IS SALE. Absolutely no repairs will be made by the seller.

526 W South Street, Woodstock

$569,000
5 Beds 5 Baths 12730098 MLS ACTIVE Status
Nestled on a quiet cul-de-sac in the sought-after Dominion Heights neighborhood, this custom East-facing home sits on over 1.5 acres adjacent to Yonder Prairie Conservation, offering breathtaking year-round views, exceptional privacy, and abundant wildlife. Featuring 5 bedrooms, 3 full baths, 2 half baths, and a fully finished walkout basement, this home is filled with natural light and designed for both comfortable everyday living and entertaining. The main level offers a private office, spacious kitchen with walk-in pantry, built-in buffet, wet bar, dining room, and a dramatic family room with vaulted ceilings and a cozy wood-burning fireplace. Upstairs, you'll find 3 bedrooms, including an expansive primary suite with a private balcony overlooking the conservation area, a walk-in closet, and a spa-like bath with separate vanities, whirlpool tub with skylight, and separate shower. The two additional upstairs bedrooms share a convenient Jack-and-Jill bathroom with separate vanity areas. Outdoor living is equally impressive with a large deck, brick paver patio, mature trees, and spectacular views in every season. The fully finished walkout basement with high ceilings is ideal for multigenerational living, offering 2 additional bedrooms, a full bath, a private garage entrance, and a spacious family room with a gas fireplace, perfect for movies, gaming, fitness, or a second living area. Additional highlights include city water and sewer, no HOA fees, newer roof, newer main furnace, new A/C, and a new water heater. This beautifully maintained home offers the perfect combination of space, flexibility, modern updates, and an unmatched natural setting.

1360 Infanta Court, Woodstock

$699,900
5 Beds 4 Baths 12730559 MLS ACTIVE Status
Welcome home to this spacious and beautifully maintained two-story retreat in unincorporated Woodstock! This home is offering 5 bedrooms, 3.5 bathrooms, and 2,448 square feet of comfortable living space, sitting on 10 acres! Nestled on a picturesque setting with a private pond, this home combines warmth, charm, and functionality throughout. Enjoy cozy evenings by one of the two wood-burning fireplaces, rich hardwood floors, and the convenience of central vacuum. The stunning primary suite features a balcony along with a private walkout deck - the perfect place to enjoy your morning coffee or unwind at sunset. The walkout basement includes a mother-in-law suite, offering ideal space for guests or extended family. Step outside to enjoy the spacious deck, peaceful views, and added convenience of an electric fence. This home offers the perfect blend of comfort, character, and serene outdoor living.

11012 Lucas Road, Woodstock

$300,000
5 Beds 3 Baths 12691511 MLS ACTIVE Status
Opportunity awaits in this classic home that has been lovingly owned by the same family for over 40 years. While the home is ready for updating, it offers timeless architectural character, quality craftsmanship, and an unbeatable location, all the perfect ingredients to create your dream home. Step inside to discover striking natural-tone staircase millwork, beautiful transoms above the doorways, solid 5-panel wood doors, nearly 9-foot ceilings, built-in cabinetry, and two charming fireplaces (shared chimney has been capped). One of the five bedrooms is on the main level. Outside, enjoy barbecues on the deck overlooking the spacious yard that backs to a school field and playground, providing an open, park-like setting. The property has been maintained without pesticides and features an established collection of perennials and edible gardens, including hostas, strawberries, black raspberries, asparagus, irises, and a composting area. A detached two-car garage with a unique canoe bump-out offers additional storage for outdoor enthusiasts. Newer Roof and A/C in 2026. The location is truly exceptional-just minutes from vibrant downtown events, restaurants, shopping, the Metra station, schools, and the library. Whether you're looking to restore its original beauty or update it with your own style, this home offers incredible potential in one of the area's most desirable neighborhoods. Home is being sold As-is.

370 Lincoln Avenue, Woodstock

$459,000
5 Beds 3 Baths 12711480 MLS ACTIVE Status
This beautiful home in The Ponds of Bull Valley has so much to offer its new owner! You'll be delighted by the spacious rooms on the first floor, flowing from one to another. Entertaining is easy as the formal dining room offers space for intimate get togethers, and the kitchen opens to the Family Room, an area where everyone can gather around the fireplace. Upstairs are four spacious bedrooms with large windows allowing for plenty of sunshine, including the large Primary with ensuite bath. There is also another full bath to be shared by the three upstairs bedrooms. Extending the living space, the full finished basement boasts another fireplace and a 5th bedroom with access to a full bathroom. Double French doors provide access to the brick paver patio, where you can enjoy the spacious backyard leading to a large open area maintained by the association. The neighborhood is completed by a playground as well as tennis courts and walking trails. What more could you ask for in a house and its community?! Make an appointment to come see this home as it won't last very long in this competitive market!

2119 Serenity Lane, Woodstock

$1,995,000
5 Beds 5 Baths 12696586 MLS PRICE CHANGE Status
EQUESTRIAN CENTER & HISTORIC HOME----THIS IS A TOTAL TURNKEY LUXURY RIDING ESTATE----- OWNER FINANCING AVAILABLE FOR A WELL QUALIFIED BUYER----20 acres of gorgeous prime land with 30 total stalls, 11 stalls are indoor run out, 9 are summer run out stalls, 10 are enclosed stalls. (20 TOTAL RUN OUTS, 21 PERMANENT STALLS) This property offers the infrastructure and flexibility rarely found in a single equestrian estate. Includes two exceptional barns consisting of an impressive 3-year old Lester built 15,000SF main barn and a historical renovated barn 1100SF and three lean-to's with summer stalls. For outdoor dressage there is a 16,000SF rectangular arena plus a round pan. This facility has premium amenities in a very manageable property, ideal for equestrian trainers and also as a boarding facility. The main barn arena is ideal for dressage as well, very well lit, 20- foot ceiling, heated floors, viewing room, full bath, blanket room, and many comfort touches for the horses. This is not your typical horse farm, this is a luxury equestrian facility for both owners and the horses. This place was designed for serious equine enthusiasts. This was thoughtfully and humanely designed for year-round comfort, and functionality. Carefully designed to support professional training, boarding, breeding, or private use, or a combination of both. This can be a lifestyle business, not just the usual "acreage with a farm". This spectacular Woodstock property features a historic 1815 estate 4084SF home with 5 bedrooms and 4.5 bathrooms, former home of two prominent Woodstock families, totally renovated to modern standards and including guest quarters which could also double as in-law or worker living space. This beautiful and unique home is prominently perched on a hill overlooking most of this spectacular estate. All of the updates to the home and legacy barn have preserved the original charm. Also included are the 11 paddocks-4 pastures with weed control fabric, all beautifully maintained and enclosed with $100,000 of NEW four board fencing. Also included are two parking lots by the home and main barn, two curb cuts on the west end and a private pond. A1 zoning and very low taxes too!----Very convenient location with easy one hour access to Chicago, 5-minute access to downtown Woodstock with all of the shopping, restaurants, night life, and even the Metra!

708 S Rose Farm Road, Woodstock

$700,000
5 Beds 3 Baths 12679135 MLS CLOSED Status
Imagine The Possibilities - Income Potential, Indoor Storage, Rental Opportunity, Farm Dreams, Or The Ultimate Family Compound. Because TWO Houses Really Are Better Than One! Set On A Sweeping 19.62 Acres Zoned Agricultural (A-1), This Former Dairy Farm Is Move-In Ready To Live, Work AND Play! Perched On The Hill With Country Views In Every Direction, The Property Anchors Around Two Homes. House 1 Is A Character-Rich Farmhouse Brimming With Original Charm: A Vaulted Living Room Anchored By A Floor-To-Ceiling Brick Wood-Burning Fireplace, Original Hardwood Floors, Warm Wood-Plank Ceilings, And Built-In Knotty-Pine Bookshelves, Desk, And A Classic Glass-Paned French Door. The Updated Kitchen Shines With Raised-Panel Wood Cabinetry, Stainless Appliances, Solid-Surface Counters, And A Window Over The Sink Framing Green Country Views. Offering 5 Bedrooms - A First-Floor Primary Plus 4 Bedrooms Up - Generously Sized Rooms, A Full Basement, And A Main-Floor Bath With A Walk-In Closet And Tiled Walk-In Shower, With A Brand-New Tub (credit for installing). House 1 Pairs Farmhouse Soul With Everyday Function. House 2 Is A Comfortable Ranch With A Bright, Open Floor Plan Where The Kitchen - Stainless Appliances, Ample Oak Cabinetry, And A Country-View Window - Flows Into A Spacious Living And Dining Area Filled With Natural Light. It Offers 3 Bedrooms (Including One With A Charming Built-In Knotty-Pine Wardrobe), A Full Bath, And A Full Basement With Finished Bonus Space Below - Ideal For Extended Family, A Tenant, Guest Quarters, Or Rental Income. The OUTBUILDING Of Your Dreams Is A Massive 60 X 160 Barn Built For Serious Use: Soaring Timber-Truss Ceilings, Concrete Floors, Oversized Doors That Swallow Equipment, Trailers, Or An RV, Abundant Lighting, And Even Former Horse Stalls For The Equestrian Buyer. Tucked Inside Is A HEATED Workshop With Overhead Heaters, Work Benches, And A Finished Hangout Space - The Ultimate Hunters' Lodge, Hobby Shop, Or Man Cave. A One-Of-A-Kind Bonus: The Farm's Original Silo Foundation Has Been Repurposed Into A Screened Party Room With Power And Heat, A Vaulted Beamed Ceiling, Cafe Lighting, A Built-In Bar, And Walls Of Windows Overlooking The Woods - Built For Entertaining A Crowd. The Back 10 Acres Are Leased Annually To A Longtime Local Farmer, Providing Built-In Agricultural Use And Income. Recent Updates Include 2021 Roofs And Vinyl Siding. The Property Has A Shared Well Between The Two Homes - Buyers Should Confirm Financing Compliance With Their Lender. So Much To See, So Much To Love In This Rare McHenry County Compound. While Beautifully Maintained, The Property Will Be Sold In As-Is Condition.

18918 Bunker Hill Road, Woodstock

$540,000
5 Beds 4 Baths 12653446 MLS CLOSED Status
Welcome to 2701 Woodworth Avenue, an exceptional original-owner residence offering 5 bedrooms, 3.5 baths, a 3-car garage, and beautifully finished living space designed for both everyday comfort and elevated entertaining. Perfectly positioned on a premium corner lot in one of Woodstock's most desirable neighborhoods, this meticulously maintained home showcases quality craftsmanship and thoughtful upgrades throughout. A dramatic two-story entry welcomes you inside, where soaring ceilings, abundant natural light, and elegant finishes create an immediate sense of sophistication. The vaulted living and dining rooms provide an impressive space for hosting, while the open-concept design seamlessly connects the main living areas. The stunning chef's kitchen serves as the heart of the home, featuring custom cabinetry, quartz countertops, a large center island, stainless steel appliances, subway tile backsplash, double wall ovens, and generous workspace ideal for entertaining and everyday living. The kitchen flows effortlessly into the spacious family room highlighted by a beautiful fireplace and custom wood accent wall. Retreat to the expansive primary suite featuring tray ceilings, oversized windows, and a luxurious spa-inspired bath complete with dual vanities, a soaking tub, separate shower, and abundant space to unwind. Four additional bedrooms provide flexibility for family, guests, home offices, or multigenerational living. The professionally finished basement elevates this home to another level, offering a spacious recreation room, custom wet bar, dedicated fitness area, and multiple spaces designed for entertaining, relaxing, and gathering with friends and family. Step outside to discover a truly remarkable backyard oasis. Designed for unforgettable outdoor living, the custom paver patio features extensive hardscaping, a built-in fire pit, seating walls, outdoor dining space, and an impressive covered pavilion that creates the perfect setting for entertaining in every season. The fully fenced yard offers privacy while maintaining an open and inviting feel. Additional highlights include 9-foot ceilings, extensive updates throughout, professional landscaping, exceptional curb appeal, and pride of ownership that is evident at every turn. Located just minutes from schools, shopping, dining, parks, and commuter routes, with the middle school conveniently located just down the street, this rare offering combines luxury, functionality, and lifestyle in one extraordinary package.

2701 Woodworth Avenue, Woodstock

$590,000
5 Beds 3 Baths 12657688 MLS CLOSED Status
Welcome to this gorgeous 2-story Farmhouse Colonial nestled on a beautifully landscaped 1/2-acre lot in the highly sought-after Westwood Lakes Estates Subdivision with gorgeous views of the Yonder Prairie Nature Preserve and just a short 5-minute drive to the charm and character of Woodstock's Historic Downtown. From the moment you step inside, you'll be captivated by the quaint front porch, soaring 9-foot ceilings, freshly painted modern designer-inspired color palette, elegant arched doorways, refinished Brazilian Cherry Floors, designer light fixtures, and upgrade base/crown molding that add architectural charm throughout. The sensational open-concept layout is perfect for both everyday living and effortless entertaining! At the heart of the home is the stunning island kitchen, featuring rich custom birch cabinetry, newer upgraded appliances, abundant counter space, and seamless flow into the spacious eating area and inviting spacious Family Room with cozy fireplace and custom built in cabinets. Whether hosting gatherings or enjoying quiet mornings, this kitchen truly delivers both beauty and function. Additional features include first floor Den with custom floor to ceiling bookshelves-ideal for home office or quiet reading space. One of the home's standout features is the sensational Sunroom showcasing a dramatic wood-vaulted ceiling and walls of windows that bring the outdoors in and featuring panoramic views of gorgeous yard. Step outside to the spacious wood deck and beautifully designed paver patio-ideal for Summer barbecues, evening gatherings, and outdoor entertaining in your private backyard retreat. Upstairs, the spacious primary suite offers a luxurious escape Primary Bedroom Suite with walk-in closet and full Bath. Generously sized secondary bedrooms and a versatile Bonus Room (optional 5th BR) provide flexible space for a home office, playroom, media room, or guest suite. Additional highlights include a 3-car garage and a lookout English Basement with 9' ceilings and rough-in for additional bath-ready for your custom finishing touches. Ideal for future Rec Room, Home Theater, Gym, and added Entertaining Space. Located near parks, award-winning schools, and all the vibrant amenities of downtown Woodstock-including quaint local shops, popular restaurants, the renowned Woodstock Opera House, and year-round community events-this home offers the perfect blend of peaceful suburban living and small-town charm. Added features include newer Roof, Furnace-2018, 200A Elec. Panel, and excellent closet/storage space. A rare opportunity to own a truly exceptional home in an unbeatable location! Not Just a House... Your Next Home!

14401 Trinity Court, Woodstock

$270,000
5 Beds 3 Baths 12624264 MLS CLOSED Status
This bi-level home offers genuine potential in Woodstock. With five bedrooms and three bathrooms, the layout provides flexibility for residents, remote workers, or investors exploring rental opportunities. The structure and lot size create a solid foundation for buyers ready to personalize the space. Positioned in an established area, this property presents an opportunity to build equity through thoughtful updates. The multi-level design maximizes usable space, and the bedroom-and-bath configuration supports diverse living arrangements. Whether you're seeking a long-term owner-occupied home or evaluating investment potential, the bones are here to work with. Schedule your showing today and explore what this property can become with your vision

863 Pleasant Street, Woodstock

$655,000
5 Beds 5 Baths 12620458 MLS CLOSED Status
If you are looking for perfection then your search is over !!! This amazing 5 Br / 5 bath home has been completely redone and is ready for all your new memories. This beautiful Kitchen offers upgraded Maple Cabs, under cabinet lighting and custom back splash. Sliding doors lead to a huge 40 x 14 deck that looks over your amazing well groomed 3 acre lot .The living room has custom built entertainment center, hardwood floor & crown molding. The dining room has hardwood floor, crown molding, chair-rail and an atrium door leading to a beautiful sun room w/cathedral ceilings & access to the deck and back yard. The family room has Brick fireplace w/ gas starter, hardwood floors. The 1st floor bedroom has custom built-ins, hardwood floor, and can serve as a perfect guest bedroom, office or den w/access to the adjacent full bath. Other features of the home are 2nd floor laundry, MBR bath w/ whirlpool tub, separate shower & double bowl sinks. A finished basement w/Rec room, bonus/playroom, bath LV flooring in the finished area. Tons of closets, extra storage plus a work room most dream of. If that's not enough a GREAT 36x24 barn that offers 2 horse stalls, large open area that can be used for man/lady cave, or the hobby farm you always dreamed of .. included are 2 stall (10x8) horse barn, w/3/4 concrete floor, water & elect. It truly doesn't get better than this!! This is your chance to have your dream home and your piece of paradise.. RARE AND THIS WONT LAST !!

4218 Billingsgate Lane, Woodstock

$343,000
5 Beds 2 Baths 12622078 MLS CLOSED Status
Well-maintained 5-bedroom, 1.5 bath home set on a spacious 0.35-acre lot with a large, fully fenced backyard-perfect for entertaining, pets, or relaxing in your own private outdoor space. The yard features mature trees, plenty of green space, and an above-ground pool ready for summer enjoyment. The home offers a functional and flexible layout with two bedrooms and a full bath conveniently located on the main floor. Upstairs includes three additional bedrooms and a half bath, providing ample space. Inside, you'll find hardwood floors throughout and a bright, comfortable living area. The enclosed porch creates a great transition space between the home and the attached 2-car garage-ideal for most seasons. Additional highlights include a full basement offering excellent storage or future finishing potential, plus major exterior updates with roof and siding both under 10 years old. With its generous lot, practical layout, and inviting outdoor space, this property is a great opportunity to own a move-in-ready home with room to grow!

937 Wicker Street, Woodstock

$424,500
5 Beds 4 Baths 12596561 MLS CLOSED Status
Are you looking for 5 bedrooms? This home features 5 bedroooms, 3 1/2 bathrooms, a finished basement and a pool. What more can you ask for. Garage space? Yes, we have it 20 X 40 which equates to a tandem 4 car garage! The living room has wood burning fireplace with a gas starter. The finished basement has a "Heat N Glo" gas fireplace. In 2005 an addition was added to the home adding the additional bed rooms along with a bonus room (which can be a tv room, playroom or nursery) and attic staired attic access. The master bedroom features a master bath with a soaker tub, separate shower and a newer vanity. In the kitchen there is room for a table, counter seating and an island. In the summer enjoy the above ground pool and pool (17 X 9) pool deck or the lovely gardens. The basement is finished and features the laundry room, pantry closet, additional storage and a kitchen with beautiful cabinetry! Ceramic tile floors and a full bathroom. There is so much more to this home, come see it!

301 Tanager Drive, Woodstock

$455,000
5 Beds 3 Baths 12575526 MLS CLOSED Status
Welcome to 2741 Haydn St., Woodstock - a spacious and beautifully designed two-story home offering 3,344 sq. ft. of comfortable living space! This impressive 5-bedroom, 2.5-bath home features a bright open floor concept perfect for modern living and entertaining. The main level showcases a generous living area that flows seamlessly into the kitchen, complete with stainless steel appliances, a breakfast bar, and a separate eating area - ideal for gatherings of any size. Upstairs, you'll find all five spacious bedrooms plus a versatile loft area, providing flexible space for a home office, playroom, or additional lounge area. The massive primary suite is a true retreat, featuring a private bath with a separate shower and soaking tub. The full unfinished basement offers endless possibilities for future finishing or abundant storage space. Step outside to enjoy the expansive yard - perfect for outdoor entertaining, gardening, or relaxing evenings at home. A 2-car garage provides added convenience and additional storage. With its thoughtful layout, spacious bedrooms, and room to grow, this home is ready to meet your needs. Schedule your private showing today!.

2741 Haydn Street, Woodstock

$390,000
5 Beds 2 Baths 12536404 MLS CLOSED Status
Step into timeless charm with this beautifully maintained 1910 farmhouse, where historic character meets modern convenience. Original woodwork and lead glass windows grace the interiors, highlighting the craftsmanship of a bygone era, while five generous bedrooms (4 with walk in closets!) and two full baths provide ample space for family and guests. The remodeled kitchen and baths blend style and functionality, complemented by newer windows (2015 first floor and 2021 second), sewer line, and roof for worry-free living. Outdoor spaces invite relaxation and entertaining, with covered front and back porches and a stamped concrete patio perfect for gatherings. Watch sunsets from your front porch swing! A heated two-car garage adds year-round comfort and practicality. This home is a rare opportunity to enjoy classic farmhouse appeal with thoughtful updates designed for today's lifestyle. This one won't last - make it first on your list before its gone!

419 Dean Street, Woodstock

$427,000
5 Beds 4 Baths 12494631 MLS CLOSED Status
Welcome to 2441 Haydn Street, a home that offers space, comfort, and an unbeatable location in one of Woodstock's most convenient neighborhoods. With a PARK-LIKE YARD, an OVERSIZED LOT, and the neighborhood PARK ACROSS THE STREET, this property delivers the everyday lifestyle so many buyers are searching for. Inside, this home features an impressive amount of usable living space - perfect for families, multi-purpose living, work-from-home setups, or anyone who needs rooms that flex with life. All FIVE bedrooms are located upstairs, paired with three full bathrooms on the second level, making mornings and routines seamless for everyone. Need a sixth bedroom? A potential first-floor bedroom offers even more flexibility for guests, in-laws, or an office. This home makes everyday living and entertaining a breeze. From the kitchen to the family room to the backyard, everything connects effortlessly. And speaking of the backyard - it's truly something special. The HUGE lot gives you a park-like setting of your own, complete with a beautiful patio and a cozy fire pit, perfect for barbecues, summer nights, and fall s'mores under the stars. Additional highlights include: * 3.5 bathrooms * First-floor laundry * Versatile rooms ideal for offices, playrooms, crafting, gaming, extended closets, or storage * 3-car garage with generous parking and storage * New roof (2021) * New hot water heater (2026) * Fresh paint throughout Located minutes from top-rated schools, walking trails, parks, and just a hop, skip, and a jump from the Woodstock Square, this home provides incredible convenience in a community setting people love. Enjoy the ease of being close to town while still having the privacy and space of an oversized suburban lot.

2441 Haydn Street, Woodstock

$430,000
5 Beds 4 Baths 12500588 MLS CLOSED Status
Discover your dream home in the heart of Apple Creek Estates, a stunning 2-story residence lovingly maintained by its original owners. Recent updates include a NEW roof and gutters, fresh paint throughout the home, and NEW granite countertops and sink in the kitchen. This expansive 5-bedroom, 3.1-bathroom home is freshly painted and has new granite countertops in the kitchen. The home offers versatile living spaces, including a first-floor bedroom with an attached full bathroom, perfect as a guest suite or private home office. The breathtaking 2-story family room is flooded with natural light, creating a warm and inviting atmosphere, while the large kitchen is a delight with ample cabinetry and counter space. Elegant hardwood flooring flows throughout, adding timeless sophistication. Upstairs, the primary bedroom is a true retreat, featuring a massive walk-in closet and a luxurious ensuite bathroom with double sinks, a separate shower, and a relaxing soaker tub. Convenience is key with a spacious second-floor laundry room. The full unfinished basement awaits your creative vision, whether you envision a home theater, gym, or additional living space. Ideally located near the park and within walking distance to Prairiewood Elementary and Creekside Middle Schools, this home perfectly blends style, functionality, and an unbeatable location. Don't miss the chance to make this Apple Creek Estates gem your forever home!

339 Meadowsedge Drive, Woodstock

$315,000
5 Beds 3 Baths 12500424 MLS CLOSED Status
Large 5 bed 2 1/2 bath home in the Sweetwater subdivision!! Spacious Open floor plan with huge living room, large Kitchen with center island, 42" cabinets and spacious pantry. Main floor Flex room, perfect space for office or Den! 5 Bedrooms all on the 2nd floor, 2nd floor loft was converted to 5th bedroom (no closet), convenient 2nd floor laundry room, large Primary Bedroom Suite with spacious walk-in closet. Seller started renovation project of expanding primary bedroom's full bath, great potential for added space! Full unfinished basement perfect for future living space if needed!! Large, fenced yard with 27'x16' deck with pergola, separate fenced side yard for dog run, 100-gallon pond with waterfall, home to 4 large Giant Goldfish, 2 Koi and a handful of red tail minnows!! House does need work, price reflects condition... great opportunity for sweat equity! Property being sold As-Is.

1721 Yasgur Drive, Woodstock

$250,000
5 Beds 1 Baths 12490881 MLS CLOSED Status
Step back in time with this beautifully preserved piece of Woodstock history! Built in 1902, this 5-bedroom, 1-bath home is among the earliest in town and proudly holds historical status. The residence showcases timeless craftsmanship with original woodwork, hardwood floors, pocket doors, built-in cabinetry, and a striking tin ceiling. Modern comforts include a newer furnace, A/C, and water heater. Relax on the inviting front porch with its stunning street-facing windows, or enjoy outdoor living on the spacious deck overlooking the large lot. Plenty of closet space and potential to add an additional bath and laundry upstairs. Ideally located near the charming Woodstock Square, METRA, dining, and shopping!

324 N Madison Street, Woodstock

$1,125,000
5 Beds 3 Baths 12466861 MLS CLOSED Status
Beautiful custom home where quality is evident in every detail. 7.49 acre natural woodlands and prairie grass estate located just east of MCCD Pleasant Valley Recreation Area. Huge front porch offers warm welcome to the extraordinary quality & detail in this 3700sqft 5 bed 3 bath GreatRoom style open plan home, a huge sundrenched white island kitchen with 3 ovens features soap stone counters, the adjacent gathering room enjoys a custom woodburning stone fireplace and offers access to the vaulted screen porch and sunny party deck. 2 additional flex rooms, a large dining room and convenient full bath, laundry and large mudroom all on the main floor. 4 beds up, full unfinished basement with full bath rough, huge bonus room over the 3 car garage has private access. The original timber frame barn has been exactingly restored with new concrete foundation & floor, steel siding & roof along with new windows for the next hundred plus years! Enormous organic garden plot and trails through acres of pristine naturalized woodland and native prairie plantings which offers significant property tax savings annually through the state's Conservation Stewardship Program. Generac backup generator and owned solar panels for safety, security and savings! This beautiful home is truly move-in ready.

12915 Pleasant Valley Road, Woodstock

$874,950
5 Beds 5 Baths 12469323 MLS CLOSED Status
Set on over six and a half wooded acres, this one of a kind estate offers nearly 12,000 sq ft of living space designed with lifestyle in mind. Built by an architect for his own family, the home features bold two-story elements, an indoor pool, and walls of glass that connect interiors with the surrounding natural beauty, creating a truly inspiring retreat. Main Floor: the main level showcases the home's architectural vision, with soaring spaces and seamless connections to the outdoors. An open, large kitchen flows naturally into a relaxed family area. A dramatic two-story living room with views of the pool anchors the design, complemented by a formal dining room, private office, and a primary suite featuring its own sitting room and English greenhouse. Accessible from the deck is a screened porch, ideal for enjoying the surrounding wooded views. Upper level: The upstairs is designed for family living, featuring four bedrooms arranged in thoughtful suites. Two bedrooms share a Jack and Jill bath with tub and shower, while the other two are also share a bath and an adjoining study area. A spacious loft provides flexible space for reading, homework or play. Walkout lower Level: The lower level is designed for recreation and versatility, anchored by the indoor pool with direct access to a private patio. A spacious recreation room opens to the outdoors, while a workshop connects directly to the four-car garage. The level also includes a full bathroom and expansive unfinished areas, offering endless potential for hobbies, future customization, or storage. Outdoors & Setting: A large deck with wood-burning pizza oven and built-in grill, a pond with waterfalls, and a private backyard create an exceptional outdoor living experience. Framed by mature trees and complete privacy, this property feels like a retreat yet is just minutes from Woodstock's historic square, dining, shopping, and Metra service. In 2025 a new roof and garage doors were installed, providing peace of mind for years to come.

14120 Jankowski Road, Woodstock

$465,000
5 Beds 4 Baths 12469848 MLS CLOSED Status
Spacious ranch on just over 1 acre with 4 garage spaces-an attached 3-car plus an additional 1-car garage/workshop! The open, light-filled home features 5 bedrooms and 3.5 bathrooms. The main level boasts 3 bedrooms and 2.5 baths, including a primary suite with dual closets, jetted tub, separate shower, and dual vanity. Enjoy cozy evenings by the dual-sided fireplace connecting the living and family rooms. The walkout basement is fully finished with 2 more bedrooms, a full bath, and a second fireplace-perfect for guests or multigenerational living. Updates include 2025 water softener, water heater (2015), and A/C (~8 years old). Outdoor living shines with beautiful landscaping and plenty of space to relax or entertain. This home combines comfort, functionality, and room to grow!

10113 Saddlebred Trail, Woodstock

$880,000
5 Beds 6 Baths 12422108 MLS CLOSED Status
Imagine a stunning, custom-built home, in an exclusive community, with timeless architectural design, on nearly an acre of land! The exterior is a harmonious combination of high quality materials such as stone, brick and wood accents. A grand entrance welcomes you into an expansive light filled foyer. The home offers spacious interiors with soaring ceilings, luxurious finishes, designer fixtures, and elegant details. Cozy yet refined, this home provides year round enjoyment. Cooks kitchen with island, eating area, pantry and a refrigerator larger than a studio apartment. First floor primary suite, three en-suite bedrooms upstairs, office, and walk-in attic. Three separate laundry rooms. Walk-out lower level with office and full bath. Sophisticated energy efficiencies combine state-of-the-art radiant heat with zoned heating and cooling for year round comfort and ease! This custom home exemplifies elegance, comfort, and exclusivity, perfectly integrating luxury with the tranquility of this prestigious community.

1624 Bull Valley Drive, Woodstock

$269,900
5 Beds 2 Baths 12439901 MLS CLOSED Status
Step inside and be amazed by this well maintained 5-bedroom home, with a large, kitchen that's perfect for hosting and everyday living. The home is thoughtfully designed, with two bedrooms located at the far end of the house, making it an ideal setup for separate living space or guests... Outside, enjoy a peaceful, private patio and a spacious fenced-in yard. Despite its modest street view, this home is surprisingly expansive, with great bones and hardwood floors that add warmth to the kitchen. Plenty of storage in the basement. 2 Car detached garage & plenty of parking in the driveway. Additionally, the home is equipped with solar panels, providing energy efficiency and potential savings on utility bills. Several newer items include: siding, windows, doors, hot water heater & some flooring.

114 Meadow Avenue, Woodstock



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.