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309 Chestnut Street, Woodstock
$259,000
2 Beds ⋅ 1 Baths ⋅ 12764536 MLS ⋅ NEW Status
Good things really do come in small packages! This charming home is nestled on a quiet street just a few blocks from Woodstock schools, the historic Woodstock Square, and the train station. Inside, you'll find beautiful hardwood floors, character-filled arched doorways, and an upgraded kitchen featuring a center island and solid-surface countertops. The breezeway connecting the home to the attached two-car garage offers versatile flex space and opens to the patio, making it a great spot to relax or entertain. The full basement provides plenty of potential for additional living space. Space for a rec room, home office, hobby area, or all three, plus lots of storage. Outside, the charming fenced yard and brick patio is perfect for gardening, pets, or gathering with friends and family around the fire pit. Full of character and possibilities, this delightful home offers small-town charm, flexible spaces, and a convenient location close to everything Woodstock has to offer!

309 Chestnut Street, Woodstock

1290 Savanna Lane, Woodstock
$399,900
3 Beds ⋅ 4 Baths ⋅ 12781336 MLS ⋅ NEW Status
Welcome home! This inviting four bedroom home offers the perfect blend of comfortable living, flexible spaces, and a peaceful setting. The bright, open concept main level features vaulted ceilings, a spacious kitchen with a large island, and a welcoming family room complete with a cozy fireplace, ideal for everyday family time or gathering with friends. The first floor primary bedroom provides a private retreat, while two additional bedrooms upstairs offer plenty of space for family and or guests. The second floor office can be used as a den, storage area, or 4th bedroom. Additional loft space upstairs could be used as a sitting area or play space. The finished walkout basement adds even more room to spread out, featuring a generous recreation area, full bathroom, and bar. Whether you're hosting game nights, watching movies, or entertaining a crowd, this space is ready for it all. Outside, enjoy the tranquility of a quiet lot backing to nature, creating a peaceful backdrop for everyday life. And when you're ready to head out, you're just minutes from restaurants, shopping, and the charm of historic Woodstock Square. With room for everyone, flexible living spaces, and a setting that feels like home, this is a wonderful place to put down roots and make lasting memories. Home is being sold as is.

1290 Savanna Lane, Woodstock

2001 Red Barn Road, Woodstock
$409,000
2 Beds ⋅ 4 Baths ⋅ 12777559 MLS ⋅ NEW Status
Tucked into an established Woodstock neighborhood, this is the home you don't expect to find, and that's exactly what makes it so special. Custom built by the original owners, including a skilled woodworker and his son, this one of a kind ranch is packed with craftsmanship, character and details you simply won't see in a typical subdivision home. From the moment you step inside, the custom touches stand out: Craftsman style woodwork, arched doorways, crown molding, wainscoting, built-in bookcases and entertainment centers, oversized windows and thoughtful architectural details throughout. With more than 2,100 square feet on the main level, the flexible layout currently offers 2 bedrooms, 2 full baths and another half bath, with the formal dining room easily converted to a third bedroom if needed. The primary suite includes its own full private bath, both bedrooms feature impressive triple closets, and oversized windows throughout bring in an abundance of natural light. And then there's the basement, another full 2,135 square feet and practically a house of its own. One half is finished with its own full bath and additional living space, while a separate room already has cabinetry and plumbing in place for a future second kitchen. With direct access from the garage to the lower level, it has fantastic potential for an in-law suite, guest quarters, extended living space...or perhaps that twenty something who keeps saying they're moving out soon. The unfinished half is just as unique. Originally designed as a woodworking shop, it features heated floors and plenty of room for a workshop, studio, hobby space, home gym, gymnastics gym or all the storage you could possibly need. Even the 2.5-car garage continues the custom feel with cabinetry and smart organization. Outside, the beautifully landscaped backyard is private and peaceful, with a patio and gazebo creating the perfect spot to unwind or entertain. With 2,135 square feet on the main level PLUS another 2,135 square feet below, flexible living options, incredible storage and craftsmanship around every corner, this home is anything but cookie cutter. Add in parks, walking paths and historic Woodstock Square just minutes away, and you have a home that truly stands apart from the rest. If you've been waiting for something with personality, craftsmanship and possibilities you won't find anywhere else, this is the one.

2001 Red Barn Road, Woodstock

1000 Dakota Drive, Woodstock
$495,000
3 Beds ⋅ 3 Baths ⋅ 12780714 MLS ⋅ NEW Status
Welcome to 1000 Dakota Drive, A Stunning Custom-built quality construction Ranch Home offering almost 4,000 square feet of living space, situated on over a half-acre in the highly sought-after Dakota Ridge subdivision. With nearly 2,000 square feet on each level, this exceptional home offers an impressive combination of space, quality & functionality.Exquisite, move-in-ready home, professionally painted in a sophisticated neutral palette. The original owner was a landscape architect & the professionally designed, master-planned grounds are truly extraordinary, creating a private outdoor oasis. The brick & cedar exterior welcomes you with a charming 17x21 brick paver front porch. Designed for everyday living, this home is equally a dream for entertaining. An elegant foyer with crown molding, formal living & dining rooms offer timeless elegance & versatile spaces for gatherings, intimate entertaining & memorable occasions. French doors lead to the first-floor office, while gleaming solid hardwood flooring flows into the dramatic cathedral-ceiling family room, where a beautiful stone fireplace is framed by a wall of windows filling the space with natural light. The fireplace features gas logs, was originally wood-burning & can be converted back. Imagine cozy evenings by the fire while enjoying picturesque views of the expansive backyard. The open-concept kitchen is truly the heart of the home, featuring a vast center island, abundant cabinetry, generous countertop space, recessed lighting & pantry storage-a chef's delight perfect for everyday meal prep & large holiday gatherings. 3 generously sized bedrooms include a luxurious primary suite with vaulted ceiling, large walk-in closet & deluxe en-suite bath featuring a jetted tub, walk-in shower & double-bowl vanity-a true sanctuary of comfort & privacy. The 1st-floor office with French doors & closet offers flexibility as a home office or potential 4th bedroom. 1st-floor laundry adds everyday convenience. The full basement is a remarkable extension of the home, featuring a deep-dig design with high ceilings, partially finished living area & a 3rd full bath, additional storage & an incredible dedicated dream shop/workshop area with extensive electrical service, outlets & exhaust fan system. The finished areas offer possibilities for a recreation room, theater/media area, hobbies, games, exercise room & more. This versatile lower level gives everyone room to spread out & can evolve with your needs for years to come. Sump pumps with interior drain tile & a Watchdog battery backup provide added peace of mind along with the whole house generator! Step outside to the spectacular backyard, where the professionally landscaped grounds are a true showstopper. The expansive 700-square-foot maintenance-free Trex deck, approximately 29x32, is perfect for sunset cocktails, morning coffee, entertaining large gatherings & enjoying the serene surroundings. It features a retractable electric awning for shade, natural gas line for your grill & 3 raised garden beds with a buried water line for convenient watering. The concrete driveway includes an extended side drive for easy vehicle turnaround.The oversized 29x20 3-car garage offers tremendous functionality with a brand-new epoxy floor, whole-house fan, additional electrical service/outlets & included air compressor. Additional quality & convenience features include nine-foot ceilings, six-panel doors, ceiling fans throughout, oversized Leaf Guard gutter/downspout system, whole-house generator, ADT security system, power-vent water heater, April Aire whole-house humidifier & Lennox furnace & central air approximately 3-5 years old. Located on the peaceful edge of town while still minutes from historic Woodstock Square, Emricson Park, Woodstock Water Works Park, shopping, schools & the Metra train. A truly exceptional home offering quality construction, extraordinary grounds, incredible workshop space & a setting you will be proud to call your own!

1000 Dakota Drive, Woodstock

1425 Galloway Drive, Woodstock
$1,350,000
4 Beds ⋅ 6 Baths ⋅ 12753413 MLS ⋅ ACTIVE Status
Welcome to one of McHenry County's most extraordinary custom estates. Privately tucked at the end of a quiet cul-de-sac within the Bull Valley Golf Club community, this magnificent French Country masterpiece was designed by Shaffer, Coath & Potter (Barrington), built by Homestead Custom Builders, and landscaped by Brickman, a trifecta of pedigree rarely assembled in this market. The journey begins before you ever reach the front door. A sweeping private drive winds past a basketball half-court that moonlights as a private event parking pad, and as the drive bends, the full grandeur of this home reveals itself for the first time. Step inside and the scale and intention of this build become immediately apparent. Cathedral ceilings soar overhead, solid cedar beams anchor the architecture, and every surface reflects deliberate material selection, from genuine stone underfoot in slate, marble, granite, and onyx; hand-crafted millwork at every turn; and four fireplaces, each with its own distinct character in stone, brick masonry, and marble. The West Wing is anchored by the Grand Foyer and main staircase, which rises to the second primary suite and the Gallery Bridge that overlooks the home's breathtaking entry and palatial family room below. A second staircase in the East Wing connects seamlessly to the service hall and entry to the heated three-car garage, a thoughtful layout that keeps daily life flowing effortlessly. The kitchen is the heart of it all, anchored by Brakur custom cabinetry, a stainless steel apron sink, and a professional grade Sub-Zero, Wolf, and Dacor appliance suite, with a butler's pantry and walk-in pantry ensuring the function matches the form. Two true primary suites make this home exceptionally versatile, ideal for buyers seeking complete main-level living, multigenerational arrangements, or private au pair quarters. There are too many amazing features of the main floor master suite to list here but a favorite point is the heated floors in the master bath and the gigantic walk in closet. The upper level is a destination of its own, with its oversized bedrooms, each served by private full baths, and a generous loft that invites endless possibility. The fully finished lower level, accessed by both staircases, raises the bar further still with heated floors and a double sided fireplace. From the golf simulator, wine cellar, custom wet bar, billiards and game room, to the full home gym, this is an entertainer's sanctuary beneath it all. Outside, the opulence continues: Eagle Moss Rock and cedar make a striking first impression, while copper gutters and downspouts, a 3/4 cedar shake roof, flagstone walkway, bluestone patio, Moonscape exterior lighting, and a rooftop balcony and panoramic golf course views complete the picture. One final distinction worth noting: this estate is served by public water and sewer, a genuine rarity among acreage properties in this market. This is a home that cannot be easily replicated in McHenry County today.

1425 Galloway Drive, Woodstock

1311 E Longwood Drive, Woodstock
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 12684960 MLS ⋅ ACTIVE Status
Come for a visit to this rare all brick and stone RANCH with full unfinished WALKOUT lower level in The Sanctuary of Bull Valley! Wait until you see the most incredible screen porch off the back of the house with outdoor kitchen including grill, pizza oven, mini frig, fireplace and outdoor TV! Enjoy 3 bedrooms on the main floor with a 4th bedroom or 2nd office on the 2nd floor (has large walk-in closet), 10' ceilings, beautiful custom coffered ceilings, iron ballister stairway, 2 full baths plus powder room, beautiful light filled laundry room, private dining room, office and family room with stone fireplace. High end appliances including WOLF Cooktop and double oven and Sub Zero refrigerator, porcelain tile kitchen floor, terrific working island with wine refrigerator and bar seating, large walk in pantry. This home is perfect for the most intimate gatherings or the largest celebrations with terrific flow and the kitchen at the center of it all. One Furnace 2020 (other is original), Roof 2022, new Carpet in Primary Bedroom and bedroom #3. Garage doors on order, being replaced, Control 4 Sound System stays. Are you caring for aging parents or do you have adult children moving back home? This is the home for you! Basement has full bath rough-in, brick fireplace and a 2nd basement stairway with direct exterior access. This property sits on 1.22 acres, neighbors split vacant lot between them to the north to enjoy a larger parcel and more privacy.

1311 E Longwood Drive, Woodstock

863 Pleasant Street, Woodstock
$414,900
5 Beds ⋅ 3 Baths ⋅ 12772063 MLS ⋅ ACTIVE Status
Welcome home to this beautifully updated 5-bedroom, 3-bathroom raised ranch! This spacious home offers a fantastic layout with stylish updates throughout and plenty of room for everyone. The main level features a bright and inviting living room, formal dining room, and stunning kitchen with popular white cabinetry and a convenient peek-a-boo window overlooking the dining room. Three generously sized bedrooms are also located on the main level. New wood laminate flooring, fresh paint throughout, and new light fixtures give the home a clean, modern feel. All bedrooms are equipped with ceiling fans for added comfort. The finished lower level offers even more living space, including a spacious family room with a beautiful fireplace and built-in shelving, perfect for relaxing or entertaining. A wet bar adds an extra touch of convenience, while two additional bedrooms and a full bathroom make this level ideal for guests, a home office, or extended living arrangements. The oversized 3-car garage is a standout feature, offering plenty of room for vehicles, storage, hobbies, and workshop space. Step outside and enjoy the deck, gorgeous stamped-concrete patio, and nice-sized fenced backyard. House generator as well! With 5 bedrooms, 3 full bathrooms, two levels of finished living space, a huge 3-car garage, and numerous updates, this move-in-ready home has so much to offer!

863 Pleasant Street, Woodstock

1200 Redtail Circle, Woodstock
$354,900
3 Beds ⋅ 2 Baths ⋅ 12774180 MLS ⋅ ACTIVE Status
NEWER CONSTRUCTION WITHOUT THE WAIT! MOVE-IN READY RANCH IN THE SANCTUARY OF BULL VALLEY! Built in 2021, this beautifully maintained home delivers the space, style, and low-maintenance lifestyle. Featuring 3 spacious bedrooms and 2 full bathrooms, the open-concept layout is bright, inviting, and designed for both everyday living and entertaining. At the heart of the home, the kitchen showcases quartz countertops, abundant cabinetry, and a seamless flow into the spacious dining and living areas. The oversized primary suite offers a relaxing retreat with a spa-like private bath and generous walk-in closet. Professionally cleaned carpets and an immaculate interior make this home truly move-in ready. Located in the highly sought-after Sanctuary of Bull Valley, this is your opportunity to enjoy newer construction and maintenance-free living without the wait. Just unpack, settle in, and enjoy!

1200 Redtail Circle, Woodstock

740 Tara Drive, Woodstock
$279,900
3 Beds ⋅ 2 Baths ⋅ 12772741 MLS ⋅ ACTIVE Status ⋅ John Kings Emerald West BLDG.
RARELY Does A True DUPLEX Come Up For Sale - There is NO ASSOCIATION COST!! It's an attractive Brick Ranch that presents like your own private single family home. Many Newer Features: Stainless Steel Refrigerator, Stove & Microwave, Hardwood Flooring, Wood Blinds. Spacious Living Room with Brick Gas Fireplace. Dining Room with Bay Window and Stained Glass Light Fixture. Kitchen with Oak Cabinetry and Window over sink. Generous Kitchen Table Area which can also function as an office area. Primary Bedroom with Flat Screen TV and Private Full Bathroom. Two Additional Bedrooms and 2nd Full Bathroom. First Floor Laundry Room with Front-Load Washer & Dryer. Full English Basement holds Endless Possibilities. Glass Sliding Doors lead to the inviting Deck with Privacy Screens. The Privacy Fence dividing properties is newly stained. The 1 Car Attached Garage has convenient direct Laundry Room access. The Roof is New in 2025. The Siding, Eaves & Gutters New in 2012. Basically there is nothing to do but move in. Lovely Yard. Near fantastic Emricson Park, the Water Park and Donato Conservation Trail. Watch the 4th of July Fireworks from your Deck. Easy Living = Easy Decision.

740 Tara Drive, Woodstock

531 Valerian Lane, Woodstock
$389,900
3 Beds ⋅ 3 Baths ⋅ 12767882 MLS ⋅ CONTINGENT Status
Ranch alert - fresh and ready for a new owner! Nothing to do but move into this 3-4 Bedroom, 3 Bath Ranch with a light filled, open floor plan and full, finished Lower Level! Beautifully appointed with a welcoming paver stone walkway and porch, vaulted ceilings, hardwood floors, stone fireplace surround, shiplap and wainscot statement walls, bay Dining Area and on trend lighting! Spacious Family Room with gas fireplace and vaulted ceilings, well designed Kitchen with island/breakfast bar, granite counter tops and loads of cabinetry. Bay Dining Area with sliders opens to an inviting deck and backyard. Efficient First floor Laundry with sink and cabinetry. Fabulous Master Suite with volume ceiling, large professionally organized walk-in closet, ensuite bath with walk-in shower, dressing area, plus two additional spacious Bedrooms with generous closet storage. Additional living space continues in the finished Lower Level with a Recreation Room, pub style custom built bar w/fieldstone walls and underlit wood countertop, full Bath with shower and 2 Flex rooms which potentially offer up to 4 bedrooms plus an office, den, or to use as you need them. Spacious, flat backyard with custom deck. Extra room for storage in the large unfinished basement utility area and attached garage with shelving. Many recent improvements provide incredible value at this price! Notable updates include the roof, granite counters, sink, appliances, water heater and light fixtures in approximately 2021, furnace 2022, central air 2025, washer and dryer 2021, new garage door opener plus interior, exterior and deck paint 2026! Terrific location on the southeast side of town, just minutes to historic Woodstock Square, Metra train, restaurants, farmers market, NW hospital and shopping! Nothing to do but move in - call for an appointment today!

531 Valerian Lane, Woodstock

951 Irving Avenue, Woodstock
$330,000
3 Beds ⋅ 3 Baths ⋅ 12769600 MLS ⋅ CONTINGENT Status
Set among towering oak trees on 1.55 acres in the heart of Woodstock, this home offers space, character and a private wooded setting while remaining close to everything Woodstock has to offer. Experience the floor plan with a warm, inviting feel and beautiful connections to the outdoors. A wood-burning fireplace is the focal point of the living room as well as the view of the sprawling backyard. The three levels of connecting decks provide exceptional space for relaxing, entertaining and enjoying the surrounding natural setting. The lower level features a spacious recreation room and a private primary suite complete with a jetted tub, both enhanced by timeless slate flooring. Reverse Osmosis system at kitchen sink and line to refrigerator. A generously sized 2-car garage offers abundant storage along with a large workbench, perfect for projects, hobbies or additional workspace. A rare combination of acreage, mature trees, flexible living space and convenient Woodstock location! Close to Hwy 47 and 120 for added convenience. Home is being sold AS IS.

951 Irving Avenue, Woodstock

193 Bloomfield Drive, Woodstock
$399,900
3 Beds ⋅ 3 Baths ⋅ 12768954 MLS ⋅ ACTIVE Status
Welcome to this modern, move-in-ready home in the desirable Apple Creek subdivision of Woodstock, perfectly situated on a beautiful corner lot with a fenced backyard. The comfortable floor plan features a formal living room and dining room, while the open kitchen flows into an impressive two-story family room highlighted by a brick fireplace. Upstairs you'll find three bedrooms plus a versatile loft. The primary suite features a vaulted ceiling, sitting room, and private bath with double vanity, whirlpool tub, and separate shower. The home has been freshly painted and features brand-new carpet throughout the first floor, stairs, and upstairs landing. Additional improvements include a new roof and siding in 2021, furnace replaced in 2017, newer water heater, vinyl windows, sump pump and flood control. The full basement offers additional flexible living or recreation space and is already roughed in for a future bathroom. Enjoy the fenced backyard, neighborhood ponds, nearby community park, and schools located within the Apple Creek community. Approximately 1.5 miles from historic Woodstock Square and the Woodstock Metra station, with a convenient south Woodstock location for commuters. A great combination of updates, location, and neighborhood amenities, ready for its next owner!

193 Bloomfield Drive, Woodstock

688 W South Street, Woodstock
$950,000
4 Beds ⋅ 5 Baths ⋅ 12714786 MLS ⋅ ACTIVE Status
You won't find another property quite like this. Start with a 100-year-old farmhouse, then thoughtfully blend its character with a 21st-century expansion and renovation. Add an in-ground pool, a two-story barn with a party room, and nearly an acre of beautifully landscaped grounds-all conveniently located in town, close to schools and the historic Woodstock Square. The home offers approximately 3,700 square feet of living space, with generously sized rooms throughout. The spacious living room is anchored by a cozy fireplace, while the large dining room is ready for everything from family dinners to the grandest of feasts. The kitchen is designed for gathering, with a substantial island and breakfast bar. The family room provides even more space for entertaining or relaxing and features a second fireplace. Upstairs, you'll find four generously sized bedrooms. The primary suite features a vaulted ceiling, walk-in closet, and private bath. The second floor also includes a convenient laundry room and a screened porch-perfect for relaxing on warm summer evenings. The finished basement adds a game room for even more living and entertaining space. The home features zoned heating and air conditioning and Andersen windows. The roof is just three years old, and the exterior was painted last year. But that's only the beginning. Outside, the 20' x 40' saltwater pool is an incredible centerpiece, featuring an 8.5-foot depth, diving board, slide, and spacious patio surround. The farm's original chicken coop has been transformed into a charming pool house. The two-story barn adds even more versatility, with newer siding and roof, a three-car garage on the ground level, and a fun, inviting party room upstairs-an ideal space for entertaining friends and family. The beautifully landscaped grounds have been featured in several local garden walks, adding to the property's unique charm and appeal. You are only steps from Woodstock's biggest park with walking trails, pickle ball courts, sledding hill and more. This description only scratches the surface. From its historic roots and thoughtful updates to the pool, barn, expansive grounds, and exceptional entertaining spaces, this is a truly one-of-a-kind property you'll want to call home.

688 W South Street, Woodstock

445 Pleasant Street, Woodstock
$279,900
3 Beds ⋅ 2 Baths ⋅ 12766595 MLS ⋅ CONTINGENT Status
CLASSIC CAPE COD CHARM just blocks from the HISTORIC WOODSTOCK SQUARE! This THREE BEDROOM home features beautiful HARDWOOD FLOORS throughout, including a convenient MAIN FLOOR BEDROOM. The updated kitchen offers GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES and plenty of cabinet and prep space. A HEATED and enclosed front porch, fenced yard, deck and detached one-car garage provide even more room to relax and entertain. The waterproofed, unfinished basement features EPOXY FLOORS, updated lighting and plenty of space to create an art studio, wine cellar, workshop, home gym or whatever works for you. Thoughtful updates include a ATTIC FAN IN 2024, on-demand Tankless Hot Water Heater, updated electrical, copper plumbing, water filtration system and whole-home surge protection. Enjoy a truly WALKABLE LOCATION near downtown Woodstock's restaurants, shops, entertainment, community events and Metra Train station.

445 Pleasant Street, Woodstock

1266 Amber Court, Woodstock
$389,900
3 Beds ⋅ 2 Baths ⋅ 12763929 MLS ⋅ ACTIVE Status
Welcome home to this spacious split-level featuring 3 bedrooms and 2 full bathrooms! Step into the inviting foyer with a convenient coat closet and enjoy the bright, open floor plan with vaulted ceilings. The living room offers a large front window that fills the space with natural light and flows into the formal dining room. The nicely sized kitchen features stainless steel appliances and is ready for its new owner. The primary bedroom includes crown molding, a walk-in closet, and a beautifully updated private bathroom with a tiled shower and tile flooring. 2 other bedrooms and another bathroom in the 2nd level. The walk-out lower level offers a spacious family room, providing plenty of additional living and entertaining space. Outside, enjoy the huge backyard complete with a paver patio and concrete patio too, as well as a large storage shed. You'll appreciate the cul de sac location! Plenty of space inside and out-come make this home yours!

1266 Amber Court, Woodstock

11022 Ayrshire Court, Woodstock
$1,299,900
6 Beds ⋅ 8 Baths ⋅ 12762055 MLS ⋅ ACTIVE Status
Custom-Built Golf Course Estate Set On A Private Wooded Cul-De-Sac Lot Overlooking The 6th Green. No Expense Was Spared In This Striking Dryvit-And-Stone Residence, With Incredibly Generous Room Sizes And Quality Finishes Throughout - Including All-New Crown Molding And Custom Built-In Shelving And Cabinetry Throughout. A Grand Two-Story Foyer With An Arched Window Wall And French Doors Opens To Hardwood Floors, Arched Openings, And Columned Detailing That Carry Through The Main Level. The Dramatic Two-Story Great Room Features Floor-To-Ceiling Windows, A Fireplace With Columned Surround, And An Open Curved Staircase With Wrought-Iron Railings And A Second-Floor Balcony Overlook. A Formal Music/Living Room With Bay Window, A First-Floor Office With Built-Ins, And A Vaulted Family And Dining Area With A Wall Of Windows And French Doors To The Deck Round Out The Main Living Spaces. The Gourmet Kitchen Is Appointed With Rich Cherry Cabinetry, Granite Counters, Two Islands Plus A Curved Breakfast Bar, An Inlaid Hardwood Floor Border, And Premium Stainless Appliances - A Built-In Sub-Zero Refrigerator, A Wolf E-Series Double Wall Oven And 36" Thermador Cooktop (Both 2022), Warming Drawer, And Pot Filler. A Butler's Pantry/Wet Bar With A Sub-Zero Beverage Refrigerator (2021) And Glass Display Cabinetry Sits Off The Entry. The First-Floor Primary Suite Offers His-And-Hers Closets, A Vaulted Barrel-Ceiling Bedroom, And A Spa-Style Bath With Dual Vanities, Jetted Tub, And A Large Tiled Walk-In Shower With Bench. The Home Has Six Bedrooms, Five Full Baths, And Three Half Baths, Plus A Huge Second-Floor Bonus Room Ideal As A Family Room, Study, Art Studio, Or Ensuite, And Two Organized Walk-In Closets With Built-In Systems. The Full Finished Walkout Lower Level Is A True Entertainer's Dream: A Curved Custom Stone Bar With Granite Top And Prep Sink, A Stone Gas Fireplace, A Dedicated Theater Room, A Game And Recreation Area, An Exercise Area, And A Family Room With Fireplace, Plus A Bedroom And Full Bath - All Opening Through French Doors To The Patio. An Entertainment Bar And A Beverage Refrigerator/Freezer Complete The Lower Level (Both Sold As-Is). Outside, Enjoy A Large Freeform In-Ground Pool With Diving Board, A Raised Stone Water Feature, And An Extensive Multi-Level Bluestone Patio With Tiered Stone Walls. Two Covered Outdoor Living Areas - One With A Fireplace - A Built-In Stone Grill Station, A Zoned Sprinkler System, Tiered Professional Landscaping, And A Wooded Backyard Firepit Overlooking The Golf Course Make The Grounds Exceptional. Recent Updates Include A New Tankless Water Heater (2026), Newer Roof And Gutters (2022), New Pool Liner And LED Pool Lights (2023), Replaced Bluestone Front Stoop (2021), New Sump Pump And Kitchen Disposal (2026), And A Regularly Maintained Pool. The Walkout Lower Level Is 4,536 Sf, For A Total Of 11,332 Sf, With A 4+ Car Attached Garage, Abundant Storage, And A Circular Driveway. Sale Includes Two Parcels. Phenomenal Value On The Bull Valley Golf Club Course!

11022 Ayrshire Court, Woodstock

558 Barbary Lane, Woodstock
$359,900
3 Beds ⋅ 3 Baths ⋅ 12759527 MLS ⋅ ACTIVE Status
Turnkey and move-in ready! This beautifully maintained 3-bedroom, 2.5-bath raised ranch offers the perfect combination of comfort, style, and convenience. Ideally located just minutes from the historic Woodstock Square and all the shopping, dining, and conveniences along the Route 47 corridor, this home is ready to impress. Recent updates include a brand-new roof, new deck, and new carpet throughout, giving you peace of mind from day one. The updated kitchen features stainless steel appliances and ample cabinet space, making it perfect for everyday living and entertaining. Step outside to a fully fenced backyard complete with a storage shed, offering plenty of room for pets, play, or outdoor gatherings. The attached garage includes an oversized storage room that would make an excellent workshop or hobby space. Conveniently located near schools, parks, and all that Woodstock has to offer, this is the one you've been waiting for. Homes in this condition don't last long-schedule your showing today!

558 Barbary Lane, Woodstock

523 Highland Avenue, Woodstock
$250,000
3 Beds ⋅ 2 Baths ⋅ 12737474 MLS ⋅ PENDING Status
Step into classic charm with this adorable Cape Cod ranch, ideally situated on a spacious double lot that offers endless outdoor potential. Rich in character, the main level features timeless vintage built-ins, hardwood flooring, three light-filled bedrooms, and a full updated bathroom, delivering effortless single-story living with distinct architectural flair. The finished lower level expands your living space, offering a rec room perfect for movie nights, a versatile bonus room for a home office or gym, a second full updated bathroom, and a dedicated laundry area. Outside, enjoy barbecues on the concrete patio overlooking your fenced yard, ideal for pets and play. The firepit is ready for your fall gatherings! Complete with a detached one-and-a-half car garage, this unique property perfectly balances cozy original charm in an unbeatable location. New roof in 2025. **MULTIPLE OFFERS HAVE BEEN RECEIVED. HIGHEST AND BEST OFFERS ARE REQUESTED BY SUNDAY, SEPT. 20 AT 4PM.**

523 Highland Avenue, Woodstock

15309 Kishwaukee Valley Road, Woodstock
$1,249,000
5 Beds ⋅ 5 Baths ⋅ 12757344 MLS ⋅ ACTIVE Status
Experience luxury, privacy, and craftsmanship in this exceptional custom-built estate nestled on approximately 12 acres of rolling countryside with mature trees, walking paths, and breathtaking views in every season. Built thoughtfully and enhanced throughout, this 5 bedroom, 4.1 bathroom residence offers over 7,200 square feet of beautifully designed living space where quality construction meets everyday comfort. The impressive great room welcomes you with soaring vaulted ceilings, custom front arched doors, a dramatic floor-to-ceiling stone fireplace, rich hardwood flooring, and expansive windows that fill the home with natural light while showcasing the picturesque surroundings. The open dining area is perfectly positioned to capture panoramic views, creating an ideal setting for everyday living and entertaining. Designed for the culinary enthusiast, the gourmet chef's kitchen is appointed with premium Thermador and Viking appliances, custom cabinetry, an oversized island with a copper countertop and prep sink, reverse osmosis water filtration, an instant hot water tap, and generous workspace for entertaining. The luxurious first-floor primary suite serves as a private retreat featuring peaceful backyard views, direct access to the wraparound deck, dual walk-in closets, heated floors, a spa-inspired bath with a Jacuzzi tub, double vanity, and an oversized walk-in shower with triple shower heads. Four additional generously sized bedrooms provide exceptional flexibility, including walk-in closets and a Jack-and-Jill bath. The finished above-grade walkout lower level expands the living space with a recreation area, fitness room, full bath, abundant storage, space for a future bar or cigar lounge, a safe room or hidden extra storage off the unfinished room, and direct access to the lower-level four-car garage. Combined with the attached upper garage. This property offers garage parking for up to eight vehicles. Outdoor living is equally impressive with a wraparound expansive second-story deck with outdoor fireplace, massive walkout patio, waterfall feature, winding driveway, mature landscaping, and endless opportunities on 12 acres to enjoy nature. Additional improvements include fresh interior paint, luxury vinyl plank flooring, LED lighting throughout, serviced HVAC, new water heater, updated washer and dryer, whole-house security system with cameras, lightning rod, re-keyed locks, newly stained deck, radiant floor heating infrastructure, outdoor shed with loft, custom predator-proof chicken and duck coops, and built-in outdoor dog kennels. This extraordinary estate offers a rare combination of luxury, privacy, modern amenities, and peaceful country living-just a few miles from shopping, dining, and commuter routes. A truly one-of-a-kind property designed for those seeking space, elegance, and an unmatched lifestyle. If you've been dreaming of wide-open spaces, peaceful living, horses , chickens, room for all your animals , and nearly 12 breathtaking acres... you won't want to miss this opportunity to own your own castle.

15309 Kishwaukee Valley Road, Woodstock

315 Forest Avenue, Woodstock
$300,000
3 Beds ⋅ 2 Baths ⋅ 12729078 MLS ⋅ CONTINGENT Status
Welcome to 315 Forest Ave, the historic Ernest F. Fues Sr. House, located just blocks from Downtown Woodstock Square! This beautifully preserved home blends historic charm and original woodwork with thoughtful modern updates. One of its most unique features is a secret bookshelf door leading to a spacious storage room ready for your creative ideas. The generous floor plan features a spacious family room, dining room, eat-in kitchen, and open living space. Major updates include a metal roof on the home and detached 1-car garage less than 5 years old, HVAC (2025), upstairs carpet (2024), and kitchen appliances, washer, dryer, and water heater (2023). Most windows have also been replaced. A huge unfinished basement offers excellent storage and endless possibilities. With a long driveway, detached garage, historic character, modern updates, and a prime location near Downtown Woodstock Square, shopping, dining, and entertainment, this move-in ready Woodstock home is truly one of a kind!

315 Forest Avenue, Woodstock

4218 Basswood Road, Woodstock
$336,000
3 Beds ⋅ 3 Baths ⋅ 12753433 MLS ⋅ CONTINGENT Status ⋅ Riverwoods BLDG.
*Photos are not this actual home***HOMESITE # 4102 * Introducing the Marianne, a newly designed two-story duplex that seamlessly blends comfort and elegance. This model offers three spacious bedrooms, two full baths, a half bath, complete with a two-car garage for added convenience. The first floor features the great room, the focal point of the home, effortlessly flowing into the dining area and the chef-inspired kitchen. The kitchen boasts a magnificent island with a breakfast bar, 42" cabinets, polished quartz countertops, and top-of-the-line stainless steel appliances. Luxury vinyl plank flooring spans the main floor. On the second floor, you'll find two generously sized secondary bedrooms, along with the exquisite owner's suite-a true sanctuary to unwind after a busy day. This serene retreat includes a generous walk-in closet and a spa-inspired bath for the ultimate relaxation experience. Complete with a convenient upstairs laundry room, the Marianne combines thoughtful design and modern amenities, offering both comfort and style in every corner. There is currently no active SSA at this community.*Photos are not this actual home* There is a beautiful view of a pond near the back of the home. At the heart of a warm, welcoming community, this thoughtfully designed neighborhood offers the perfect blend of modern living and historic charm. Surrounded by peaceful streets and open green spaces, residents can enjoy walkable pathways, cozy cul-de-sacs, and the comfort of a tight-knit atmosphere. Just minutes away, downtown Woodstock invites you to explore its vibrant mix of antique shops, local dining favorites, and year-round community events. Steeped in rich history and hometown pride, the area buzzes with activity - from seasonal farmers' markets and summer concerts in the square to art fairs and holiday parades. Nature lovers and active families will appreciate the abundance of nearby parks and recreation centers, offering everything from playgrounds to walking trails. Whether you're grabbing coffee in a charming local cafe or enjoying a weekend stroll through beautiful green spaces, Woodstock offers something for everyone - with a lifestyle that feels both timeless and modern.

4218 Basswood Road, Woodstock

241 Wild Meadow Lane, Woodstock
$264,900
3 Beds ⋅ 3 Baths ⋅ 12750754 MLS ⋅ CONTINGENT Status
Be prepared to fall in love with this beautiful townhome in Apple Creek Estates! This spacious 3-bedroom, 21/2-bath END UNIT features an attached 2-car garage, a concrete patio, and everything you've been looking for. As soon as you step inside, you'll appreciate the impressive high ceilings and abundant natural light throughout the home. The inviting living room and dining area provide a comfortable space for relaxing and entertaining. The spacious kitchen features new stainless-steel appliances and plenty of room for everyday living. The generously sized primary suite offers a private bathroom with a shower and a walk-in closet. All three bedrooms are great sizes, providing plenty of space for family, guests, or a home office. For added convenience, you'll find a second-floor laundry room. Step outside to enjoy the concrete patio, perfect for relaxing, grilling, or entertaining. Enjoy a friendly neighborhood within walking distance of the elementary and middle schools. You'll also be conveniently located near the historic Woodstock Square, offering wonderful dining, shopping, and entertainment options. With the Metra and I-90 nearby, commuting is easy and convenient. Come see this beautiful townhome today, you won't be disappointed!

241 Wild Meadow Lane, Woodstock

2338 Heartwood Lane, Woodstock
$348,990
3 Beds ⋅ 3 Baths ⋅ 12749851 MLS ⋅ ACTIVE Status ⋅ Riverwoods BLDG.
*Photos are not this actual home * SPECIAL FINANCING OFFERS AVAILABLE! Homesite #3802 ** 2027 DELIVERY! Introducing the Marianne, a newly designed two-story duplex that seamlessly blends comfort and elegance. This model offers three spacious bedrooms, two full baths, a half bath, complete with a two-car garage for added convenience. The first floor features the great room, the focal point of the home, effortlessly flowing into the dining area and the chef-inspired kitchen. The kitchen boasts a magnificent island with a breakfast bar, 42" cabinets, polished quartz countertops, and top-of-the-line stainless steel appliances. Luxury vinyl plank flooring spans the main floor. On the second floor, you'll find two generously sized secondary bedrooms, along with the exquisite owner's suite-a true sanctuary to unwind after a busy day. This serene retreat includes a generous walk-in closet and a spa-inspired bath for the ultimate relaxation experience. Complete with a convenient upstairs laundry room, the Marianne combines thoughtful design and modern amenities, offering both comfort and style in every corner. There is currently no active SSA at this community. *Photos are not this actual home* There is a beautiful view of a pond near the back of the home. At the heart of a warm, welcoming community, this thoughtfully designed neighborhood offers the perfect blend of modern living and historic charm. Surrounded by peaceful streets and open green spaces, residents can enjoy walkable pathways, cozy cul-de-sacs, and the comfort of a tight-knit atmosphere. Just minutes away, downtown Woodstock invites you to explore its vibrant mix of antique shops, local dining favorites, and year-round community events. Steeped in rich history and hometown pride, the area buzzes with activity - from seasonal farmers' markets and summer concerts in the square to art fairs and holiday parades. Nature lovers and active families will appreciate the abundance of nearby parks and recreation centers, offering everything from playgrounds to walking trails. Whether you're grabbing coffee in a charming local cafe or enjoying a weekend stroll through beautiful green spaces, Woodstock offers something for everyone - with a lifestyle that feels both timeless and modern.

2338 Heartwood Lane, Woodstock



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