Browse All Woodstock IL 5 Bedroom Properties for Sale

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

$380,000

5 Beds ⋅ 4 Baths ⋅ 12660242 MLS ⋅ CLOSED Status

645 E Calhoun Street, 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

$264,000

5 Beds ⋅ 2 Baths ⋅ 12634912 MLS ⋅ CLOSED Status

Looking for your next investment? This two-unit property checks all the boxes! The main unit offers 3 bedrooms, 1 bath, and a nicely updated kitchen with granite countertops. Upstairs, you'll find a 2 bedroom, 1 bath unit ready for rental income. The upstairs unit has a small balcony to enjoy your morning coffee. The oversized lot with mature trees creates the perfect setting for outdoor entertaining and bonfire nights. With a new roof in 2025 and newer furnaces, this property is ready to go! Convenient location near train, stores, entertainment, restaurants and everything else that the charming Woodstock Square offers. Don't miss this great investment! Sold as-is.

612 Oak 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

$239,000

5 Beds ⋅ 2 Baths ⋅ 12507974 MLS ⋅ CLOSED Status

This home has classic architectural details. Light and bright sunroom addition with windows galore and a vaulted wood ceiling. First floor bedroom with full bath. There is a temporary wall that could be taken down to bring back the full front wrap around porch. The parlor and dining room ceilings feature ornate ceiling medallions/roses. The kitchen has table space with a built in bench with storage. This vintage home is waiting for your creative touch to restore its natural beauty and timeless character. Ideally located near the charming Woodstock Square, METRA, dining and shopping.

514 Washington 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

$595,000

5 Beds ⋅ 4 Baths ⋅ 12492566 MLS ⋅ CLOSED Status

2505 Timberline Trail, Woodstock

$320,000

5 Beds ⋅ 3 Baths ⋅ 12477637 MLS ⋅ CLOSED Status

Move in Ready! New windows, new water heater, new driveway, even a sparkling pool. Just unpack, settle in, and enjoy rest of summer living in Woodstock! This spacious and charming 5-bedroom, 3-bath home is located just minutes from historic Woodstock Square. Inside, you'll find 9-foot ceilings, updated flooring, and a partially finished basement offering a bedroom, full bath, and additional living space.Step outside to a backyard built for summer fun featuring a freshly painted in-ground pool with a fully fenced pool area, fenced front yard, and a large backyard with plenty of room to relax, play, and entertain. A detached 2-car garage completes this move-in ready property.

434 Lake Avenue, 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

$949,000

5 Beds ⋅ 3 Baths ⋅ 12420055 MLS ⋅ ACTIVE Status

Proposed new construction by U.S. Home Builders! This 3,200 sq ft two-story option on the Woodstock-Crystal Lake border offers 4 bedrooms, 3 bathrooms, high ceilings, and an open floor plan. Enjoy country living in unincorporated Woodstock with city conveniences nearby. Option for buyer to add a basement. Buyers have the opportunity to customize finishes and floor plan. Estimated delivery in 12 months from contract. Reach out to our team for an introduction to the design builder.

8205 Austin Trail, Woodstock

$720,000

5 Beds ⋅ 4 Baths ⋅ 12368988 MLS ⋅ CLOSED Status

Amazing perfectly cared for custom home in Bull Valley Golf Club! What a great time to close on a home with an INGROUND POOL - let the entertaining begin HERE! Enjoy a gorgeous layout with incredible remodeled island kitchen, detailed cabinetry, stainless steel appliances and open to large two story Family Room, gas log fireplace and fabulous windows overlooking pool and outdoor kitchen and patio. Plantation shutters, white and bright, updated, newer carpet! You can definitely move right in and find a space for everything in this spacious 5 bedroom home plus BONUS room over the freshly painted 3 car garage, first floor office, Dining & Living rooms and 1st floor LAUNDRY! Full finished English lower level with 5th bedroom, full bath with steam shower, 2nd gas log fireplace, rec room, bar area, exercise room and storage!

1601 Bobolink Circle, Woodstock

$425,000

5 Beds ⋅ 3 Baths ⋅ 12413721 MLS ⋅ CLOSED Status

Completely reimagined and move-in ready, this stunning Victorian-style home sits gracefully on a spacious corner lot in the heart of Woodstock's desirable Prairie Ridge neighborhood. Every detail has been thoughtfully updated-blending timeless curb appeal with clean, contemporary finishes. Step inside to find fresh hardwood-style flooring, soft neutral tones, and a gorgeous re-faced fireplace anchoring the inviting living room. Sunlight pours through oversized bay windows and every room has been refreshed-from the modern light fixtures to sleek black hardware and stylish paint. The brand-new kitchen and baths boast designer finishes, quartz countertops, and updated plumbing fixtures that cater to today's lifestyle. Enjoy multiple living spaces, including a formal front room, cozy family room, and flexible office/den. Upstairs, generous bedrooms provide comfortable retreats with walk-in closets and updated bathrooms. Outside, the wraparound front porch and mature trees frame the home beautifully, while the spacious backyard and deck are ideal for entertaining, relaxing, or gardening. The corner lot provides extra privacy and fantastic curb presence. Located just minutes from parks, top-rated schools, and charming downtown Woodstock with Metra access, restaurants, and shopping-this is the perfect blend of character and convenience.

341 Tanager Drive, Woodstock

$200,000

5 Beds ⋅ 2 Baths ⋅ 12384240 MLS ⋅ CLOSED Status

Expansive 20' Covered FRONT porch and into a home full of character and OPPORTUNITY. The spacious Foyer welcomes you with beautiful natural light and original details. 10' ceilings and large windows create an airy, open feel throughout the main level. A formal dining room offers plenty of space for entertaining, while your kitchen redesign might include opening a wall, too! Upstairs, you'll find five generously sized bedrooms, each filled with sunlight and timeless charm. WALKUP Attic offers additional storage and expansion, too! 3 Car Garage. This home OFFERS the kind of space and architectural charm you can't find on the market at this price. Whether you're an investor, DIY enthusiast, or simply looking for a home to make your own, this property is brimming with POTENTIAL. Located just moments from METRA train access, shopping, culture, and all the charm of downtown Woodstock. Home is being sold AS IS.

645 E Calhoun Street, Woodstock

$350,000

5 Beds ⋅ 2 Baths ⋅ 12378214 MLS ⋅ CLOSED Status

Fully REFRESHED, this 2-unit building is located just blocks from the WOODSTOCK Square, making it an ideal INVESTMENT opportunity or perfect for owner occupants seeking additional rental INCOME. Unit 1 features 2 spacious bedrooms, a large living area, and in-unit washer and dryer. Unit 2 offers 3 bedrooms and also includes its own washer and dryer. BOTH units boast beautiful hardwood floors and an abundance of natural light! Outside, you'll find plenty of outdoor space. Recent upgrades include NEW siding, NEW windows, and a complete interior REFRESH, offering modern comfort with classic charm. Don't miss your chance to own this move in ready property in the HEART of Woodstock, just minutes from shopping, dining, and the Metra Train.

721 Dean Street, Woodstock

$460,000

5 Beds ⋅ 4 Baths ⋅ 12326755 MLS ⋅ CLOSED Status

This stunning 5-bedroom, 3.5-bath home offers breathtaking golf course views and over 3,500 square feet of beautifully finished living space, including a full walkout basement ideal for multigenerational living. The main level features a spacious primary suite with a walk-in closet, soaking tub, and stand-up shower. Beautiful cathedral ceilings, freshly painted interiors, Mannington Spill Shield waterproof flooring, a gourmet kitchen with 42" maple cabinets, granite countertops, and subway tile backsplash, plus a first-floor laundry room and mudroom. Upstairs includes two large bedrooms, a versatile loft, and a shared bath with brand-new carpeting throughout. The walkout lower level features 10-foot ceilings, two additional bedrooms, a fully updated bath, and an area currently used as a home theater with a projector-offering ample space for a gym, game room, or creative studio. Additional highlights include a 3-car insulated and drywalled garage and a Lennox furnace and A/C (2021). Located just minutes from the Metra, top-rated schools, and the historic Woodstock Square, this home also enjoys access to fantastic subdivision amenities, including tennis court, walking trails, basketball courts, and a playground/park.

2162 Greenview Drive, Woodstock

$430,000

5 Beds ⋅ 4 Baths ⋅ 12337781 MLS ⋅ CLOSED Status

***MULTIPLE OFFERS RECEIVED. Best and final due Sunday, May 4th by 5pm***Welcome to this spacious and beautifully maintained 5-bedroom, 3.5-bath home nestled on a peaceful 1.37-acre lot in charming Woodstock. Surrounded by mature trees, the expansive, tree-lined yard offers exceptional privacy and plenty of space to explore and enjoy. Step inside to discover a bright, open layout filled with natural light. The living and dining rooms flow seamlessly into the updated kitchen, which features quartz countertops, a brand-new stovetop, and a new dishwasher. The kitchen opens to a cozy family room anchored by a stunning double-sided stone fireplace-shared with the living room for a warm and inviting atmosphere. A spacious eating area comfortably fits a large dining table. Just off the kitchen, a generous laundry room leads to a screened-in sunroom-ideal for relaxing and taking in views of the serene backyard. The main floor includes a large primary bedroom with a private en-suite bath, along with two additional bedrooms and a full bathroom. Upstairs, you'll find two more oversized bedrooms with walk-in closets, a full bathroom, attic storage, and a whole-house fan for enhanced comfort. The unfinished basement and large crawl space offer endless potential for customization. Recent updates provide peace of mind, including a brand-new roof and a recently installed furnace. Outdoor living is a dream here, with an expansive deck, a brick patio, and a 12' x 8' hot tub spa-complete with a new cover. A newer leveled and paved driveway offers extra parking and leads to a 2-car garage. This inviting home offers the perfect balance of privacy, comfort, and convenience. Don't miss your chance to make it yours!

4404 Gayle Drive, Woodstock

$590,000

5 Beds ⋅ 2 Baths ⋅ 12295381 MLS ⋅ CLOSED Status

5.27 acres with a Brand New Addition!! BRAND NEW ADDITION ADDS 1,100 SQUARE FEET TO THIS AMAZING NEW HOME! DON'T LET THE SIDING STOP YOU, THE SELLER'S HAVE A QUOTE TO GET IT PAINTED ONCE THE WEATHER CLEARS UP & GETS WARM ENOUGH. So much New: Brand New Kitchen with all New Appliances, Concrete Countertops, and a Huge 12' Island. Roof, Windows, 22' x 30' Patio, Paint, Flooring, HVAC, the Water Heater, the Laundry room, upstairs Playroom, and 3 New Bedrooms along with the 2 other previous bedrooms AND a new 9 foot Slider in the dining room. Outside: U shaped driveway, 2-3 car garage, storage container unit, playground, 2 chicken coops, hay field, and pasture areas. Connected to Nicor gas! New Well Tank! Septic pumped 6 months ago.

3617 Raycraft Road, Woodstock

$700,000

5 Beds ⋅ 2 Baths ⋅ 12274613 MLS ⋅ CLOSED Status

8 ACRE FARMETTE; FARMHOUSE, DAIRY BARN / HORSE BARN and POLE BUILDING Charming property, built in the early 1900's has been well maintained and offers modern conveniences. The FARMHOUSE is 2,882 Sq Ft with 5 Bedrooms and 2 Baths (Primary Bed and Bath are on the 1st floor.) The Enclosed Front Porch is very cozy and inviting. A beautiful leaded glass front door leads you into the formal Dining Room with hardwood floors and next to it, French Doors open to the office / library. The heart of the house is the LIVING ROOM featuring an abundance of light from windows on 2 walls and brick fireplace. The Kitchen features newer white cabinets with brand new QUARTZ COUNTERS, an ISLAND with cook top, oven and eating space, as well as a view to the barn and pastures. Around the corner is the Breakfast Room with a bay window and view of the back yard. Next to it is the 1st Floor Laundry / Mud Room (convenient for dirty barn or work clothes), which the sellers use for their day-to-day entry. Upstairs are 4 Bedrooms and 1 Bath. The largest (original primary) has 2 closets, wood stove and wide woodwork. The 5th bedroom is smaller - perfect for a Nursery. Use it as it is or reconfigure the upstairs to make a Primary with a walk-in-closet and ensuite. Solid wood doors throughout the home. NEWER ITEMS INCLUDE: Roof (2022), Windows & Siding (2021); Heating has 2 Zones, Whole House Fan and newer doors. AMAZING DAIRY BARN with BEAUTIFUL hay loft. It functions now as a HORSE BARN with 6 Stalls (all with windows and matts), concrete aisle, HEATED TACK / FEED ROOM...and the BEST SURPRISE..."THE SALOON" - It's the gathering place for friends and family...and one of the seller's favorite places about the farm. It was reroofed and repainted within the last 5 years. THE LAND: The Outdoor Arena is 130 x 215 with clay base to level the surface and sand footing - Enclosed by 6-rung Round Pen Panels supported by round wood posts. 6 Lush Grassy Pastures in a variety of sizes - 5 are close to the barn; 1 beyond the outdoor arena that is approximately 4 acres. LEAN-TO is 12x24 and straddles the fence line, making it useable by 2 different pastures. Two CHICKEN COOPS. POLE BARN is 40x70 with electric (no water). It features FINISHED OFFICE SPACE (2 Rooms) for your home-based business, COLD STORAGE AREA with an overhead door, concrete and gravel floor as well as LOFT SPACE. Zoned A1 (Agriculture). CONVENIENTLY LOCATED within minutes of the Historic Woodstock Square and 10 miles from trails at Rush Creek and Brookdale as well as between show facilities (Lamplight, Ledges and FVSA).

2120 Lamb Road, Woodstock

$540,000

5 Beds ⋅ 5 Baths ⋅ 12304362 MLS ⋅ CLOSED Status

Absolutely BEAUTIFUL custom TEAK BUILT home in the coveted Autumn Ridge neighborhood has it all! With over 4000 sq ft of living space, 2 story family room with fireplace and 9 foot ceilings, this home is built for comfortable luxury and entertaining. Brazilian cherry floors lead from the dining room finished with crown moulding to the open concept family room. The gorgeous kitchen features an 8 ft quartz center island, 42" cabinetry, glass mosaic backsplash, and built-in stainless steel appliances including a wine cooler. A living room, private office that can double as a flex space/6th bedroom, half bath and bedroom with an attached full bath complete the first floor, making it perfect for guests and multigenerational living. The second level provides balcony views from the large primary suite with walk-in closet, tray ceiling, and ensuite bath with walk-in shower, garden tub and double sinks along with a cozy loft, bedrooms 2 and 3, and additional full bath with direct access from the hallway and 3rd bedroom. The walk out lower level with a 5th bedroom, full bathroom, family room with fireplace, pool table and ample storage caters to indoor/outdoor living with direct access to the stunning back yard. The nearly half acre park-like setting is a professionally landscaped showstopper from the main level screen porch and deck to the paver patio, feature pond, outdoor firepit, 100 year old oak trees and stone riverbed. The generous 3 car garage and 2 sheds provide unlimited storage for cars, toys, and gardenware. With a new roof in 2023, furnace and a/c new in 2018, back-up generator, tankless water heater and reverse osmosis system installed ~ this amazing home comes worry free and move in ready! Walking distance to Emricson Park trails, playgrounds, city pool, pickle ball, tennis, basketball and volleyball courts, and sports fields. Located in the award winning D200 school district and less than 2 miles from the historic downtown Square and Metra service to Chicago. Welcome Home!

1032 Golden Avenue, Woodstock

$865,500

5 Beds ⋅ 5 Baths ⋅ 12287548 MLS ⋅ CLOSED Status

In a word, special. Properties like this just don't come along very often. The view is one to behold. A magnificent 300 year old oak tree , sprawling open land, and breathtaking sunsets provide sweeping, tranquil views in every season, from every vantage point. 2.5 stunning acres set back on a quiet cut-de-sac, this sprawling and meticulously maintained, ORIGINAL OWNER custom home boasts 5 Bdrms./4.5 baths and 5443 sq. ft. of very functional living space. Enter the 2-story foyer and 10 ft.first floor ceilings create an open ambiance throughout. A generous kitchen opens to a vaulted family room with a floor to ceiling masonry fireplace. The breakfast nook and eat up bar provide ample seating for all your entertaining. Beautiful French doors lead you to a AMAZING 4 season room. It is beaming with natural light and open to the sprawling composite deck. At the front of the home is a living and dining room and a great home office. French doors separate the space to allow for focus and privacy. Retreat to the spacious primary suite that offers a serene oasis to relax and rejuvenate. French doors enter to tranquil views, a luxurious ensuite bath, recently updated with a jacuzzi tub and a dream walk in shower, plus his/her walk in closets. Three add'l bedrooms and two FULL baths provide ample accommodation for family and guests, each offering comfort and style. This home is so perfect for a family with multi-generational needs. The finished walk-out is a deep pour and is set up beautifully. So much natural light, a remodeled bath with step in shower, and generous living space including a 2nd kitchen, a flex room and amazing recreation room complete with its own fireplace. An outdoor oasis awaits you. Enjoy peace, privacy, beautiful wildlife and a retreat-like lifestyle complete with a sprawling deck that overlooks a 20 x 40 in-ground salt water pool, a pool shed, hot tub and plenty of room to play and enjoy life. The pool has an auto cover/2021, new liner/2022, pool shed to store equipment and toys, hot tub/2019. Location is idyllic, with low taxes, yet great Dist. 47/155 schools including TOP RATED Prairie Ridge HS, no Hoa, and just 10 mins to both downtown Crystal Lake/ Metra train and also downtown Woodstock/Woodstock Square. The best of both worlds. You feel like you are living in the country, but literally just mins. to golf courses, parks, shopping, restaurants and more. Someones summer is about to be amazing. Experience the lifestyle and home you've been dreaming of!

3603 Beresford Drive, Woodstock

$525,000

5 Beds ⋅ 3 Baths ⋅ 12204211 MLS ⋅ CLOSED Status

1234 Gerry Street, Woodstock

$385,000

5 Beds ⋅ 3 Baths ⋅ 12275471 MLS ⋅ CLOSED Status

Welcome home to your new spacious 5-bedroom, 3-bathroom home offering an abundance of charm and modern updates. Situated just minutes from the historic downtown Woodstock Square, this property boasts a large, fenced backyard - perfect for outdoor activities and entertaining. The bright and airy kitchen features stunning Amish Hickory cabinets, stainless steel appliances, and ample counter space. The second level is home to a private primary suite, along with two additional bedrooms and a second full bathroom. Enjoy the convenience of a walk-out lower level with all-new flooring, providing flexible living options. Relax on the beautiful deck or patio, ideal for gatherings. Plus, with a new roof installed in 2018, this home is move-in ready. Don't miss the opportunity to make this your dream home!

712 Robert Drive, Woodstock

$1,010,000

5 Beds ⋅ 5 Baths ⋅ 12253822 MLS ⋅ CLOSED Status

This charming magnificent and elegant 2-story home with a finished walkout basement and a brand new roof sits on 7.32 gorgeous landscaped acres offering privacy and solitude in a picturesque park-like setting with towering mature trees set back from the road and includes a natural pond. There is a huge paver brick patio with a firepit and an in-ground pool for outdoor entertainment. There is also a large beautiful 32 x 48 heated Barn with electric and water which is nicely updated to use for your special occasions or could be perfect for a car enthusiast, or set it up for horses or hobbies, or a private man cave. The main floor of the beautiful home boasts an open floorplan with an inviting foyer entryway, a 2 story family room with a see through fireplace and a wall of windows with great views, a first floor office with the see through fireplace, and a custom gourmet kitchen with a spacious eating area and a large island, high end appliances, a walk-in pantry plus a convenient butler pantry, and there is an adjacent wide open formal dining room! The 2nd floor bedrooms have tray ceilings and are generously sized, including the master with two walk-in closets (one of which is 11'x8') and its bathroom has a jetted tub and a separate shower. Also, the laundry room is on the 2nd floor, plus there is a very convenient 22x30 bonus room! The full finished walkout basement has open areas for family entertaining, with a rec room, a fabulous custom bar, a game room set up with a pool table, an exercise room with a mirrored wall and sliders exiting to a private patio, a 5th bedroom and more! The huge attached heated garage has epoxy finished flooring and there's a separate stairway to the walkout basement. Enjoy fabulous private country living yet you're just minutes from the downtown Historical Woodstock Square with all of its activities, shopping, restaurants and more, including Metra service to the City. You'll definitely want to make this your very own Home Sweet Home!

14910 Kishwaukee Valley Road, Woodstock

$360,000

5 Beds ⋅ 2 Baths ⋅ 12263470 MLS ⋅ CLOSED Status

Beautifully updated and ready for new owners, this home features a stunning new kitchen equipped with quartz countertops, white shaker-style cabinets, and sleek stainless steel appliances. It boasts a new A/C unit, updated gutters and downspouts, and a refinished deck. The efficient windows have a low-e insulation feature, while the garage now includes a new man door and custom handrails. Inside, enjoy refinished hardwood flooring on the main level and luxury vinyl plank in the lower level, along with fresh interior paint and new fixtures throughout. The bathrooms feature brand-new vanities and modern light fixtures, complemented by tamper-resistant receptacles for added safety. For convenience, there's access from the workshop area directly into the garage, perfect for transporting tools and materials when working outside. According to the previous owner, the roof is just 2-3 years old, and the vinyl siding is approximately 12-15 years old. Situated within a short 5-minute drive to the Metra train station, Woodstock Square, shopping, and local eateries, this home offers both comfort and convenience. Don't miss out-view the 3-D tour with floor plan and schedule your private showing today!

118 Sunshine Lane, Woodstock

$475,000

5 Beds ⋅ 3 Baths ⋅ 12212040 MLS ⋅ CLOSED Status

Welcome to this 3500 + sqft MOVE-IN READY HOME that lives like a ranch but offers multi level spaces. Enjoy lower taxes and spread out in the 1 FULL ACRE of space in unincorporated Woodstock, located in the desirable Justice Hill Subdivision. Chickens & Bees welcome! This impeccably maintained home features an OPEN FLOOR PLAN designed for both comfort and entertaining. In the kitchen, find NEW STAINLESS STEEL appliances, GRANITE countertops, a REVERSE OSMOSIS system and an ISLAND with a BREAKFAST BAR, perfect for casual dining or morning coffee. Enjoy meals in the spacious EATING AREA with SLIDERS leading to a beautiful DECK. The expansive living room offers seamless entertaining areas, providing ample space for gatherings and social events. The 1ST FLOOR LAUNDRY ROOM includes a SINK and plenty of STORAGE for convenience. Upstairs, discover THREE BEDROOMS, including the MASTER SUITE with a VAULTED ceiling, large WALK-IN CLOSET, and a private BATH featuring a DUAL VANITY, WHIRLPOOL TUB, and SEPARATE SHOWER. In the lower level FAMILY ROOM cozy up to the WOOD BURNING FIREPLACE and BRIGHT SUN ROOM equipped with a WET BAR, SKYLIGHTS, and multiple SLIDERS to the beautifully LANDSCAPED backyard overlooking FARMLAND for serene views. This level also includes TWO ADDITIONAL BEDROOMS with lots of closet space. Owner currently uses the 5th bedroom as an enormous walk-in closet! The FINISHED BASEMENT offers versatile space ideal for an OFFICE, MEDIA, GAME ROOM, or GYM, in addition to the 2 storage rooms. The DOUBLE DEEP 3 CAR GARAGE provides ample PARKING for boats and trailers, and features a RAMP for easy interior access. It also has an OVERHEAD DOOR for convenient access to the backyard, perfect for lawn care. Additional features include a LARGE SHED, DUAL ENTRANCES from the garage to both the MAIN LEVEL and BASEMENT, NEW ROOF, new mechanicals and FRESH PAINT throughout. Basement lends itself to finishing as a separate apartment or in-law suite. Come, see & fall in love!

12207 Baker Terrace, Woodstock

$669,000

5 Beds ⋅ 4 Baths ⋅ 12190693 MLS ⋅ CLOSED Status

Don't miss this all-brick 4 bed/3.1 bath gem in Fairview Estates which offers a blend of elegance and functionality. The first floor boasts a formal dining room, office, study/5th bedroom, and a captivating living room with a woodburning fireplace and gas starter. The massive chef's kitchen features a walk-in pantry, while the large laundry/mudroom and half bath add convenience. Upstairs, you'll find 4 bedrooms, a guest bathroom, a sitting area, and a master suite with a luxurious ensuite bathroom, double sinks, separate shower, whirlpool tub, and an expansive walk-in closet. The recently refinished basement is an entertainer's paradise with a stunning wet bar, kegerator, wine storage, stone wall, custom lighting, and a custom movie theater. Additional spaces include a spa-like guest bathroom, workout area, workroom, and ample storage. Situated on approximately 1/2 acre, the outdoor oasis features a brick paver patio, fire pit, attached gas grill, and gazebo. Recent upgrades include a new roof with gutters, sump pump, water softener, 2 HVAC systems, and attached 3 car garage. Located near top-rated schools like Marian Central Catholic High School and shopping at Woodstock Square Mall, this home offers the perfect blend of luxury and convenience. Enjoy nearby parks such as Dufield Pond Conservation Area and Bates Park. Don't miss this exceptional opportunity to own a piece of paradise in Woodstock!

632 Hickman Lane, Woodstock

$445,000

5 Beds ⋅ 4 Baths ⋅ 12186505 MLS ⋅ CLOSED Status

Here is your private retreat in Woodstock! Walking up to this home you are welcomed by a beautiful front porch overlooking the privacy of your front yard. Inside the home you will find spacious rooms. The kitchen is the center of the home with lots of cabinet space, stainless steel appliances, and a large island. A large dining room will give you plenty of room to host family & friends. The three seasons room is perfect to sit and enjoy your private backyard, with a gas stove, you can enjoy this room year round. Even though this house is a two story, three of the bedrooms are located on the first floor. The first floor primary bedroom is secluded and gives ultimate privacy with two large closets and an attached bathroom with double sinks, a soaker tub, and a walk-in shower. The two other bedrooms are spacious and connect with a Jack and Jill bathroom. Upstairs are two large bedrooms and a full bathroom. There is tons of attic storage! Dual zoned heating and cooling makes this set up energy efficient. This home has everything you need with so much privacy, lots of mature trees, a beautiful backyard, so much to love!

14732 Emery Lane, Woodstock

$470,000

5 Beds ⋅ 3 Baths ⋅ 12184213 MLS ⋅ CLOSED Status

2505 Fairview Circle, Woodstock

$485,000

5 Beds ⋅ 4 Baths ⋅ 12180595 MLS ⋅ CLOSED Status

Discover the perfect blend of tranquility and convenience in this stunning 5-bedroom, 4-bath home, built in 2003! The spacious layout includes a first-floor master suite, vaulted ceilings in the living room, and gorgeous pond views. Nestled on 5 acres of serene land, this secluded gem offers peaceful living while being just minutes from local amenities. Embrace nature and serenity in your new dream home!

15616 W Us Highway 14 Highway, Woodstock

$450,000

5 Beds ⋅ 4 Baths ⋅ 12173420 MLS ⋅ CLOSED Status

Continue to SHOW! Nestled in a spectacular Cul-de-Sac in Apple Creek Subdivision. just a Hop, Skip to Prairiewood Elementary & Creekside Middle Schools! Step inside for a proper 2 Story Foyer greeting with Gleaming HARDWOOD floors that stretch throughout the main level. Soaring ceilings in the Family Room and beautiful arched entryways in the Living and Dining Rooms framed by stately columns. The flow from room to room is effortless. FIRST FLOOR ENSUITE featuring a WALK-IN shower makes for a perfect INLAW or Business or Playroom arrangement. OPEN Kitchen features a Chef's cooking space with large Island/Breakfast Bar, Cooktop Stainless Steel appliances, Corian Counters, Wine Fridge and Pantry. GENEROUS Eating Area flows into the sunlit drenched Family Room, designed for entertaining and everyday living. STONE FIREPLACE is the perfect focal point. Upstairs, all four bedrooms feature fresh Carpeting (2024) including the luxurious primary suite. This retreat boasts dual walk-in closets** a spa-like ensuite bathroom with **double sinks**, a **Jacuzzi tub** and a **separate walk-in shower**Water views inside and out, from nearly every window. Step outside, and prepare to be enchanted by the spectacular pond views from the deck/backyard. Whether you're entertaining or enjoying a peaceful evening, the fully FENCED backyard offers the perfect backdrop, complete with wildlife views. The WALK-OUT basement offers endless possibilities-whether you're envisioning a home theater or additional entertaining space, it's a blank canvas just waiting for your personal touch. Roughed-In bathroom, Battery Backup Sump Pump, and utility sink, the functionality is already in place. Spacious 3-car garage offers plenty of space for your vehicles and extra storage, with an exterior door for easy access to the yard.This home has it all-modern updates, luxurious features, and an unbeatable location!

3121 Braeburn Court, Woodstock

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5 Bedroom Woodstock Real Estate

Our website features the best real estate search for 5 bedroom properties available in Woodstock and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!