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$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

$535,000
3 Beds 3 Baths 12687288 MLS CLOSED Status
Welcome to your private retreat in Woodstock! This beautiful 3-bedroom, 3-bathroom home is set on 8 lush acres, offering a perfect blend of privacy, space, and comfort. Surrounded by mature trees and open green space this property is ideal for those seeking both tranquility and convenience. Step inside to find a spacious layout with plenty of natural light, large living and entertaining areas, and a well-appointed kitchen designed for gatherings. The primary suite and 2nd bedroom on main floor, 3rd bedroom on second floor along with spacious family room. Room sizes are estimates. Don't miss this rare opportunity to own an 8 acre property just minutes from all that Woodstock has to offer. Property shares a Well and Electric service with neighboring property. See Attachments.

13616 Route 176, Woodstock

$5,995,000
7 Beds 13 Baths 12681901 MLS ACTIVE Status
Glacier's End Mansion! A Once-in-a-Lifetime Opportunity to Own One of Illinois' Most Extraordinary Private Estates. Welcome to Glacier's End Mansion, an unrivaled move in and turnkey luxury estate encompassing more than 19.3 private acres of impeccably landscaped grounds. Following an extensive, multi-year and multi-million-dollar renovation completed in 2026, this remarkable property is one of the most sophisticated and comprehensively appointed residences ever offered in Illinois. Beyond one of two private gated entrances, a world-class estate unfolds. A private stocked lake, miles of paved trails, creeks, wildlife, a helipad, illuminated roadways, dramatic water features, manicured grounds, and resort-style amenities create an experience rarely found in a private residence. At the heart of the property stands a magnificent limestone and brick mansion offering over 23,000 square feet of refined living space served by two elevators designed to satisfy the most discerning buyer. The estate is handicap friendly, safety and security rivals some of today's most secure environments. A circular, illuminated drive accented by cascading waterfalls and fire features leads to a grand courtyard entrance where soaring ceilings and breathtaking floor-to-ceiling windows frame panoramic views of the lake and resort-style pool complex. Every detail reflects exceptional craftsmanship, including a new custom roof w/ copper accents, more than 200 new custom windows and doors, designer lighting, smart-home integration, 12 independently controlled heating and cooling systems. The estate's outdoor amenities rival those of a luxury resort. Enjoy a spectacular swimming pool w/ pool house featuring rock waterfalls, deck jets, diving board, underwater vacuum system, spa w/ fountain and sport jets, private sand beach, bocce court, basketball court, shooting range, walking and go-cart trails, helipad, expansive recreational grounds designed for both relaxation and entertainment. Inside, elegant formal and casual spaces blend timeless architecture w/modern luxury. The handsome library w/office showcases custom millwork, built-in bookcases, multi person custom desk, fireplace, concealed sliding doors. The grand living and dining rooms flow seamlessly into the breakfast area, gourmet kitchen, butler's pantry. Anchoring the kitchen is an extraordinary center island w/ seating for up to 16 guests, surrounded by extensive custom cabinetry and hidden storage solutions. Dramatic oval & straight overlooks w/ custom glass railings ascend through the home, creating a striking architectural centerpiece. The luxurious primary suite serves as a private retreat, featuring lake and pool views, French doors to a private balcony, dual custom dressing rooms, wet bar, a spa-inspired bath w/ soaking tub, oversized shower. Four additional ensuite bedrooms are arranged around a central private gathering space that enjoys access to multiple balconies, overlooking the grounds, lake, and pool. This space also has a stocked wet-bar w/counterspace, appliances. Two separate guest or staff residences provide exceptional flexibility for extended family, guests, or household personnel. Each separated w/a grand foyer, private access. Additional amenities:13 bathrooms, Multiple storage rooms, Pool House, 4 kitchens, Banquet kitchen, entertaining areas, Massive fitness center, Indoor hot tub,10-15 person sauna, Red light therapy room, Home theater w/ Dolby Atmos surround sound, Wine room, Game rooms, Central entertainment bar, Multiple laundry facilities, commercial-scale laundry room, Security operations center, Communications room, Panic rooms, Extensive mechanical and utility infrastructure, Heated/cooled garage space for approximately 25-30 vehicles, RVs, vehicle museum showroom. Representing an investment estimated to exceed $30 million to replace. Glacier's End Mansion offers an extraordinary opportunity to acquire a truly turnkey estate at a fraction of its replacement cost.

19802 Dunham Road, Woodstock

$549,900
4 Beds 2 Baths 12682862 MLS CLOSED Status
Experience the beauty and tranquility of rural living, 5 minutes from town, with this one of a kind vintage property. This 1847 farmhouse blends historic charm and modern comforts with exposed bricks, hand hewn wood posts and vintage architectural millwork. The bright kitchen has freshly painted kitchen cabinets, high end appliances and a new honed granite island. In addition to the kitchen adjacent dining room, the first floor features a formal living space with fireplace, a large den, an office with vaulted wood ceilings and a windowed sun room that overlooks the 3 acre property. The first floor bath is huge with marble subway tile, a full tub/shower combo and tons of storage. The second floor feature 4 freshly painted bedrooms, an updated bath with shower and a good sized storage room, as well as a drop down attic. The 3 car garage features paneled walls, with new expoxy flooring. The additional 3 car work space has also been updated with epoxy flooring and added heat for winter projects. Additional garden shed for all of your yard tools. A Gated, raised bed garden and perennial beds add vintage charm to the A-1 zoned , 3 acre property. Don't miss the opportunity to make this vintage charmer your own!

11516 Country Club Road, Woodstock

$479,000
3 Beds 4 Baths 12664386 MLS CLOSED Status
This luxury Brownstone of Woodstock Station is something you have not seen before! Almost 4000sqft of finished space and only one block from the UP/NW Metra Station and historic downtown Woodstock. The custom design and detailed updating that been done on this Brownstone is indescribable. The main level has 9' ceilings, custom millwork, coffered ceilings and built-ins, all with hardwood floors. The kitchen offers granite countertops, stainless steel backsplash, newer appliances, under cabinet lighting, and a sliding glass door that opens to a private patio with new railings (2024). The 2nd floor includes a primary bedroom with cathedral ceilings, dormers, built-ins, walk in closet and full bath. There are two additional bedrooms, a loft, full bath and laundry room with newer washer & dryer (both will stay). Enjoy the option for a 4th bedroom in the finished 1100 sqft English basement with 9' ceilings, LVF, 2 large storage closets and a full bath. This lower level is connected to a walkout 2 car garage. So many updates here! You can literally move right in and not change a thing! Roof (2020), Appliances (2022), HWH (2024), A/C (2015), Furnace (2025). The HOA covers the roof and exterior repairs along with lawn maintenance/snow removal.

15 North Street Unit #4H, Woodstock

$995,000
6 Beds 5 Baths 12671539 MLS ACTIVE Status
Stunning Luxury Estate on 10.12 Acres - A Rare Opportunity - BRAND NEW Driveway!! Experience the perfect blend of elegance, comfort, and country living in this remarkable estate, nestled on over 10 acres of beautifully maintained land. Boasting more than 8,000 square feet of finished living space, this impressive home features 9 spacious bedrooms and 5 full bathrooms-offering an ideal retreat for large families, multigenerational living, or hosting guests in style. Step inside to be welcomed by elegant flooring and a thoughtfully designed layout. The main level includes a private in-law suite and a generously sized laundry room for ultimate convenience. At the heart of the home, the chef's kitchen delights with abundant cabinetry, expansive counter space, high-end stainless steel appliances, and a sun-drenched breakfast area. Relax and unwind in one of two cozy family rooms, each with its own fireplace. The luxurious primary suite is a true sanctuary, featuring a private sitting room, dual walk-in closets, and a spa-inspired en-suite bath with a whirlpool tub, dual vanities, and an oversized shower. The fully finished basement is designed for entertaining, offering a full bar, a billiards room, and two additional bedrooms. Radiant flooring in both the basement and the fully finished 3-car garage ensures year-round comfort. Zoned AG-2, the property allows for horses and livestock, providing a true country lifestyle with modern luxury. Enjoy outdoor living with a brand-new deck, a cozy backyard fire pit, and plenty of space for recreation or future additions. This exceptional estate offers the rare combination of expansive land, luxurious amenities, and a flexible layout to meet your family's needs. Discover your dream home where comfort meets countryside charm.

16512 Nelson Road, Woodstock

$698,900
4 Beds 4 Baths 12670393 MLS ACTIVE Status
There's no reason to settle for someone else's version of luxury when you can have this all-brick and stone masterpiece, perfectly positioned on one of the highest lots in Bull Valley Golf Club. Breathtaking sunset and fairway views come standard on this Hole #3 beauty. With $150,000 in quality improvements already completed - a DaVinci composite ROOF new skylights, updated gutters, and an on-demand tankless water heater - the big-ticket items are done. The architecture is timeless, the bones are exceptional, and the stage is set for you to personalize the rest. A dramatic two-story foyer welcomes you with a Juliet balcony overlook, soaring 10-foot ceilings, front and rear staircases, and extensive dental crown molding. The elegant dining room features classic wainscoting and a vintage chandelier, while French doors open to a sunroom wrapped in panoramic golf course views - ideal as a home office or a relaxing retreat. An adjacent private deck extends the experience with endless fairway views. The spacious family room anchors the main level with a radiant fireplace insert (2021) and flows seamlessly into the heated sunroom - a natural layout for entertaining. The oversized primary suite offers stunning golf course views, a spa-inspired bath with soaker tub, steam shower system (AS IS) and an expansive walk-in closet. The guest bedroom enjoys a private ensuite, while bedrooms two and three share a Jack and Jill bath - every bedroom with generous walk-in closets throughout. The kitchen is well-appointed with a new island cooktop (2024), two new LG double ovens (2024), Bosch dishwasher (2024), and stainless refrigerator (2019). Additional features include a reverse osmosis system, water softener, germicidal UV light system, and central vacuum. The unfinished walkout basement rounds out the package with a full bath rough-in and brick wood-burning fireplace already in place - ready for your vision. Updated wall paint in Master Bedroom, Kitchen, Sunroom and Family Room (2026). This is a home where the heavy lifting is done and the opportunity is yours. Home is being sold AS IS.

10711 Bull Valley Drive, Woodstock

$2,200,000
4 Beds 7 Baths 12621391 MLS CONTINGENT Status
Only once in a blue moon does a luxury property come to market that delivers both exceptional interior design and functionality along with extraordinary natural elements that together create the complete home, retreat, and investment package. Welcome to Whispering Pines, a magnificent 2007 custom-designed luxury residence offering 8,800 square feet on a breathtaking 33-acre sanctuary. This private retreat features an aerated and naturally filtered swimming pond with waterfall and beach, professionally landscaped perennial gardens, extensive wooded trails, and a towering pine forest. Located on the edge of Bull Valley just off the prestigious Valley Hill corridor and adjacent to IDNR protected lands, this expansive 1.5-story ranch-style home with walkout lower level offers tranquil natural views from nearly every room. Highlights include a main-level primary suite with fireplace and walkout terrace, luxurious primary bath, executive office, and a stunning two-story great room with beamed ceiling, oak hardwood floors, custom rail doors, stone fireplace, and dramatic floor-to-ceiling windows. The chef's kitchen is perfectly suited for entertaining with an expansive wet island, high-end appliances, walk-through pantry, and separate wet butler's pantry. Additional main-level features include a remarkable three-season room with skylights and grilling station, a study/sun room, and a spacious laundry room, all enjoying splendid natural views. The upper level offers two well-appointed bedroom suites with impressive exterior views plus unfinished attic space for future expansion. The walk-out lower level with radiant heated floors throughout features convenient dual staircases, a family room with fireplace, game room, generous guest suite, sauna, cold plunge tub, library, and much more. Additional highlights include a spacious four-car garage with new epoxy flooring and 240-volt EV connections, solar panel array, backup generator, hot tub with deck, and garden shed. Over $900,000 in thoughtful improvements have been invested over the last nine years. Nearly half of the contiguous acreage, located away from the home, is already subdivided into 3 to 3.5-acre parcels, offering profitable future divestment opportunities, while the mature pine woodlands can be retained for maximum privacy. Just 15 minutes to downtown Crystal Lake or Historic Woodstock Square and 30 minutes to Lake Geneva, this unique haven represents the total package for the most discerning luxury buyer seeking ultimate design, comfort, and privacy.

8806 Whispering Pines Trail, Woodstock

$494,900
4 Beds 4 Baths 12670163 MLS ACTIVE Status
Looking for more space? This house has the space you need and more; Its many custom features will impress you: oak trim doors throughout. Oak banister & railing to 2nd floor. Oak floors in entry, halls, dining room and eating area. The beautiful and spacious kitchen features oak cabinets, a center cooking island, granite countertops, a breakfast bar, built-in desk, a bay window plus a very spacious eat-in area. From here two sliding doors will take you outside to a big and beautiful deck. Gas line installed for the outside grill. But, don't miss see the stunning family room with its knotted tongue & groove cedar cathedral ceiling and its beautiful brick fireplace w/glass doors, gas and/or wood logs and oak mantle. The family room has a third sliding door that connects to the deck as well. Custom Anderson windows throughout the entire house give a unique look and warmth as they let in plenty of natural light. Master bathroom has a walk-in closet, jacuzzi tub, double sink, separate shower, & linen closet. All bathrooms have tiled floors and walls and Kohler fixtures. First floor large laundry room w/European cupboards, tiled floor, brass, & cut glass fixtures. Two additional rooms on 2nd floor for storage or expansion ideas. Approximately 3000 Sq ft plus another 1300 sq ft in the basement with a sixteen foot built-in oak wet bar. Roof is nine years new. AC upgraded to a four ton system seven years ago, and the driveway asphalt is one year old. This four bedroom, 3.5 bathrooms, with plenty of storage, is just waiting for your personal touches. It is your turn to start your own family memories in it. Don't miss out!

1341 Portage Lane, Woodstock

$540,000
4 Beds 3 Baths 12659005 MLS CLOSED Status
INTRIGUING HILLSIDE RANCH that isn't just a home style; it's ARCHITECTURE WITH PERSONALITY. Creatively set on a GENTLY ROLLING AND SECLUDED ACRE with pond view, yet with nearby access to all downtown Crystal Lake or Woodstock have to offer, this CONTEMPORARY inspired home is beyond the ordinary. DESIGNED TO WORK WITH THE NATURAL LANDSCAPE, even the interior design and finishes reflect the marriage of the indoor to the outdoor with rich hardwood flooring, soaring vaulted & beamed ceilings, EXPANSIVE WALLS OF WINDOWS and two bold BRICK FLOOR-TO-CEILING DUAL SIDED fireplaces! EAT-IN KITCHEN with deep cabinetry, granite countertops, and stainless appliances. Stylish open riser staircases invite a living experience that feels connected, open, and undeniably cool allowing a relaxing and natural flow from up to down. TWO BEDROOMS and full baths on both levels as well as THOUGHTFUL AND INVITING LIVING SPACES all celebrating the clean lines and horizontal profiles that distinguish the elevated living environment. RELISH MEMORIES MADE savoring early morning coffee in the three-season room or meandering through the walking paths on the way to THROW IN A FISHING LINE at the stocked pond complete with pier. HIGHLY REGARDED CRYSTAL LAKE SCHOOLS including Prairie Ridge High School.

8929 Robin Hill Road Drive, 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

$1,350,000
4 Beds 6 Baths 12658751 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

$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

$850,000
4 Beds 5 Baths 12588862 MLS CLOSED Status
Elegant custom home with all the extras...including an elevator and extended family quarters. Large, true gourmet kitchen, built-ins, coffered ceilings, plantation shutters, 4 fireplaces and hardwood flooring. New carpeting and fresh interior neutral paint. Enjoy the first floor primary bedroom with sliding doors onto the private deck and backyard. Two first floor offices, heated floors in the sunroom and a beautiful backyard. Located in the sought after Bull Valley Golf Club, the Great Room is spectacular with a wall of windows. The fully finished English look out basement has high ceilings, another bedroom, full bath, family room, workshop and mega storage. This is a quality home. Estate, being sold as-is, but very nice!

1546 Bobolink Circle, 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

$575,000
4 Beds 3 Baths 12643558 MLS CLOSED Status
Crystal Lake schools and highly sought-after Prairie Ridge High School! Nestled on a stunning 1+ acre corner lot in the desirable Meadows of Willow Lake subdivision, this property offers the perfect blend of nature, privacy, and community living. Relax on your spacious two-tier deck while enjoying the incredible professionally curated landscape. The yard is truly something special-certified as a Wildlife Habitat through the National Wildlife Federation, a Bird and Butterfly Sanctuary through the Audubon Society, and a Certified Native Habitat through the Conservation at Home program by the Land Conservancy of McHenry County. Located on the edge of Bull Valley and Woodstock, Meadows of Willow Lake features a beautiful 10-acre lake where residents enjoy fishing, rowing, sailing, and swimming. Inside, the home is just as impressive. The spacious kitchen features new flooring, quartz countertops, and updated appliances (2020). The oversized main-level laundry room is loaded with upgrades, including heated floors, granite countertops, abundant storage, a built-in dog wash station, and new washer and dryer (2020). The main floor also offers a large family room, living room, formal dining room, and a private office space perfect for working from home. Upstairs, you'll find four generously sized bedrooms, all with walk-in closets, including a spacious primary suite with private bath. The upstairs hall bathroom has been freshly updated. The partially finished basement offers additional living space with carpet and luxury vinyl plank flooring, plus US Waterproofing for peace of mind. Major mechanical updates include new furnace and A/C (May 2024), whole-house humidifier (2024), smart thermostat (2024), well pressure tank (October 2022), well pump and coupling (August 2023), and an electric heater in the garage. Realtors: Please see the additional information tab for a full list of updates to share with your clients. No showings Friday 5/8.

3305 Cardinal Lane, Woodstock

$592,000
4 Beds 4 Baths 12629208 MLS CLOSED Status
Your dream property just got even better. This rare horse estate sits on nearly 3 acres, offering the perfect blend of luxury living and equestrian excellence. A paved driveway-being freshly resealed this week-leads to the impressive 36x50 Cleary horse barn, featuring 4-5 box stalls, tack room, wash area, hayloft, double Dutch doors, ceiling fans, and a 36x10 indoor run. Three fenced pastures-one with a sandy base for training-plus an outdoor riding arena and scenic SUBDIVISION trails complete the setup. The stately colonial home delivers space and style with 4 oversized bedrooms, 3.5 baths, and a 3-car garage. Inside, you'll find freshly sanded and stained hardwood floors, new carpeting, and fresh paint throughout-every inch meticulously maintained. The open-concept layout highlights a spacious kitchen with island flowing into the family room with fireplace, and a breakfast bay where you can take in views of your horses. The luxury primary suite offers double sinks and walk-in closets, while the full basement with full bath adds flexibility. Details like solid 6-panel doors, beveled and stained glass entry, French doors, cove ceilings, and indoor/outdoor surround sound elevate the experience. And then the extras that seal the deal: five new barn door gates, a whole-house generator, an indoor/outdoor dog run, and a septic system that has just been professionally cleaned. This isn't just move-in ready-it's dialed in, top to bottom.

10506 Arabian Trail, Woodstock

$725,000
3 Beds 4 Baths 12617521 MLS CONTINGENT Status
Peace and quiet await in this custom-built home offering more than 4,000 square feet of living space on a private 5-acre wooded setting just minutes from town. Step inside and appreciate the flowing open floor plan designed for both everyday living and entertaining. At the heart of the home is the stunning great room featuring vaulted ceilings with handcrafted beams and a wall of windows overlooking your own private natural retreat. The spacious kitchen includes solid-surface countertops, under-cabinet lighting, a large island with ample prep space and a full walk-in pantry. The formal dining room is ideal for gatherings, while the cozy sunroom provides the perfect place to relax and opens to one of the brick patios. The expansive primary suite features a gas fireplace, private balcony and walk-in closet with built-in cabinetry. The luxurious bath includes a large whirlpool tub accented by a custom stained-glass window. A main-floor office with built-in cabinetry, along with a mudroom featuring laundry and a full walk-in closet, complete the first floor. The walkout lower level with 9-foot ceilings offers a spacious family room with fireplace and patio access. There are guest bedrooms along with a flexible craft or project room, and display cases for collections. A separate staircase leads directly from the basement storage room to the attached 3-car garage. Outside, the paver brick driveway enhances the home's curb appeal. With no HOA restrictions, you have the freedom to clear land, add walking trails through the woods, or simply enjoy the peaceful natural surroundings. Zoned A-1, agriculture. Animals are allowed. This property is truly your private oasis.

15214 Shamrock Lane, Woodstock

$800,000
3 Beds 3 Baths 12634867 MLS CLOSED Status
Tucked away on a private, wooded setting, this beautiful custom-built ranch sits on two parcels totaling 17 acres-offering the perfect blend of seclusion, functionality, and modern updates. Surrounded by mature trees, the home provides a peaceful retreat while still delivering all the space you need both inside and out. This brick and cedar home features 4 bedrooms and 3 full bathrooms with a spacious, open layout. The updated kitchen shines with quartz countertops, a tiled backsplash, and stainless steel appliances, plus a large eat-in area with room to add an island. New flooring throughout includes durable vinyl plank in the main living areas and comfortable carpeting in the bedrooms. Generously sized rooms include a formal living room, dining area, and large bedrooms. The laundry/mudroom is thoughtfully designed with built-in storage to keep everything organized. The remodeled hall bathroom is a standout, featuring new cabinetry, granite counters, a deep soaking tub, and Kohler fixtures. The primary suite includes an updated private bath with quartz countertops and a separate shower. Downstairs, the expansive finished basement offers incredible flexibility with a massive rec room, 4th bedroom, additional family room with a cozy wood-burning fireplace, and even a small kitchenette-ideal for guests, related living, or entertaining. A separate exterior entrance adds even more convenience and potential. Outside, the property continues to impress. Approximately 3+ acres surrounding the home are beautifully landscaped and include a spacious deck and patio overlooking the backyard, along with a charming chicken house. The impressive 40x80 outbuilding is equipped with a heated workshop area, water, its own water heater, and ample space for storage, hobbies, or business use. The remaining approximately 11 acres are tillable, making this property perfect for farming, recreation, or investment. A rare opportunity to own a private, turnkey country estate with room to live, work, and grow.

2312 Murray Road, Woodstock

$475,000
4 Beds 4 Baths 12562943 MLS CLOSED Status
**Multiple Offers Received! Highest & Best Due Sunday 5/3 at 2pm!!** Welcome to The Ponds of Bull Valley. This meticulously maintained Turnberry model sits on a premier lot overlooking the 14th hole of the Bull Valley Golf Course. Defined by intention from the moment you arrive, the home showcases exceptional curb appeal and thoughtful upgrades throughout. Professionally landscaped exterior is complemented by a 3-car side-load garage and a grandfathered side parking pad-an option no longer permitted within the community. Step inside and experience a thoughtfully designed layout featuring premium Brazilian cherry hardwood flooring throughout the main level, perfectly suited for elevated everyday living and effortless entertaining. The main level begins with a welcoming living room and flows into a formal dining space, before opening to a beautifully designed kitchen with newer appliances, cherry wood cabinetry, granite countertops, an island, dedicated coffee bar, and a casual dining area-all seamlessly connected to a warm and inviting family room with a gas starting fireplace. Upstairs, you'll find four generously sized bedrooms and a full bath, along with a spacious primary suite featuring vaulted ceilings, a walk-in closet with built-ins, and a beautiful ensuite complete with a soaking tub, separate shower, and double vanity. The finished walkout basement enhances the home's versatility, offering an expansive open layout, an additional family room with French doors, a dry bar, and a full heated bath-with the flexibility to easily convert the space into a fifth bedroom. Two dedicated storage rooms complete the lower level. The outdoor living space is equally impressive, with the walkout basement opening to a beautifully brick-paved patio with a chiminea perfect for entertaining, alongside a spacious low-maintenance Trex deck (2018) complete with a gazebo and an attached Weber gas grill, eliminating the hassle of propane tanks. It doesn't stop there! This home is equipped with a whole-house generator, tankless water heater, roof (2018) with a 50-year shingle warranty, composite exterior finishes and beams, all new ductwork (2026) and much more! Ask your agent for the full list of upgrades!! In The Ponds, homeownership extends beyond the front door, offering a lifestyle complete with scenic walking trails, tennis and basketball courts, and a neighborhood park. All just minutes from the Metra, the historic Woodstock Square, and Bull Valley Golf Club.

2107 Fairview Lane, Woodstock

$607,000
4 Beds 5 Baths 12605762 MLS CLOSED Status
Architectural Excellence awaits at 980 Dakota Drive in Woodstock! This inspired masterpiece nestled between rolling countryside and historic downtown charm offers a Premier Location & Lifestyle. Signature Interiors welcome you with a dramatic two story entry and wrap around balcony, 4 bedrooms, 3 full and 2 half baths. The spacious kitchen is designed with sleek granite countertops, center island, custom cabinetry, and substantial pantry. Main-Level design is elevated with natural slate and maple hardwood flooring and executive home office with a private fireplace. The spacious living room is an Entertainer's Dream, with custom built-ins, surround-sound, and wine bar with dedicated refrigerator. Second floor living is accented by a sun drenched vaulted atrium room with beautiful south facing views and spectacular sunsets. The Primary Suite is a sanctuary complete with vaulted ceilings, a private sitting area and balcony with serene vistas of the wooded yard and private pond. The Luxury Bath with Jacuzzi soaking tub, oversized walk-in shower, and dual vanities flows into an Expansive Dressing Room featuring direct, convenient access to the upper-level laundry. A Junior Suite provides a private balcony and bath amenities. Walk-Out Lower Level is finished with a full wet bar and recreation areas leading outdoors to a sprawling patio showcasing a striking three-story stone fireplace. The thoughtfully landscaped 1.12 acres features a 2,200-sq-ft fenced garden with custom pergola, a private pond and mature trees. Car or toy enthusiasts will love the expansive garage equipped with a professional mechanic's lift, accommodating up to 4 vehicles. Recent Updates include New Roof (2021) New Driveway (2023) Furnace, AC and tankless water heater (2025). Located within the Award-Winning D200 School district, Emricson Park (1 Mile) with access to paved nature trails, pickleball, tennis, volleyball, disc golf, and the Woodstock Water Works aquatic center and 5 miles to the Bull Valley Golf Club and Woodstock Country Club. Easy access to the Historic Woodstock Square, Metra, boutique dining, and the world-renowned Woodstock Opera House.

980 Dakota Drive, Woodstock

$450,000
4 Beds 3 Baths 12624589 MLS CLOSED Status
Step into a home that truly stands apart-where thoughtful upgrades, meticulous care, and an unbeatable setting come together in a way that's hard to find in this community. From the moment you arrive, the stately curb appeal and rare 3-car side-load garage set the tone. Inside, you'll immediately notice the attention to detail-custom wall accents, a beautifully updated aesthetic, and a layout designed for both everyday living and effortless entertaining. The heart of the home is a spacious, light-filled kitchen that flows seamlessly into the inviting family room, complete with a cozy fireplace-perfect for gathering year-round. A formal dining room and versatile front living space offer flexibility for hosting, working from home, or simply relaxing. Upstairs, you'll find four generously sized bedrooms, including a serene primary suite featuring a spa-like bath with soaking tub, separate shower, and a striking accent wall that adds just the right touch of luxury. But what truly sets this home apart is the backyard-arguably one of the finest in the entire neighborhood. Backing to the 14th hole of the Bull Valley Golf Course, this outdoor retreat features an expansive deck, ideal for entertaining, unwinding, and enjoying peaceful views that feel like your own personal escape. Additional highlights include a large laundry room, a full walk-out basement with a rough-in for a future bath-ready to be finished to your vision-and a long list of updates such as New roof (2022), Water heater (2023), Vinyl Plank flooring (2023), Furnace & AC (2020) with a 10 year warranty. Located in a highly sought-after community with walking trails, park, and golf just moments away, this home offers not just a place to live-but a lifestyle to love. Homes like this don't come along often-especially in a neighborhood where demand continues to grow. Schedule your showing and experience firsthand what makes this Sawgrass model home truly exceptional.

2113 Fairview Lane, Woodstock

$350,000
2 Beds 3 Baths 12633255 MLS CLOSED Status Serenity Creek BLDG.
Tucked away on the West Side of Town, this is active adult (55+) living in a private cul-de-sac community. If you are looking for quiet and peacefulness, this 1/2 duplex, with BRICK exterior and a view of Conservation is the Serenity you might be hoping for! Reschke Quality built and handsomely appointed this "no-step" home offers ADA design for ease AND mobility. Features such as 36" and 48" wide doorways; elevated electrical outlets; built-in nightlights; raised height outlets; roll-out pantry shelves; drawer style dishwasher and a Chair Lift to the English Lower Level. All Serenity Creek units were built with solid construction and extra details such as Pella Pro-Line wood casement windows for energy efficiency and ease of operation. Solid 6-panel oak doors and full oak trim throughout. The full FINISHED basement with a 9' ceiling offers tremendous additional living space and another FULL Bath! NEW Roof in 2026 and 2023 Air Conditioning, 2016 Water Heater. This is a 55+ community - only 1 occupant is required to meet the requirement. Just a hop, skip to Emricson Park and amenities!

720 Serene Trail, Woodstock

$785,000
3 Beds 3 Baths 12629968 MLS CLOSED Status
Situated on just under 20 acres in a peaceful, private setting, this one-of-a-kind Woodstock property offers the perfect blend of space, nature, and everyday comfort. The home features over 2,800 square feet of living space with an additional 1,100 square feet in the unfinished basement area, providing endless possibilities for future expansion or storage. Step inside to an open foyer that welcomes you into the home, where wide plank hardwood floors carry throughout the main living areas. The first-floor master suite is thoughtfully positioned and features its own gas fireplace, a large walk-in closet, and a spacious master bath complete with a separate shower and soaking tub. French doors open from the suite into the four-season room (original to the home), creating a seamless layout. The large eat-in kitchen offers white cabinetry, under cabinet & above cabinet lighting, and plenty of counter space, along with white appliances and abundant lighting. The kitchen flows into the family room/great room, which includes a second gas fireplace, dining space, additional cabinetry for storage, and two custom built-in benches. A French door leads directly to the backyard, making indoor-outdoor living easy and inviting. Just off the family room is an additional entry point to the four-season room provides with scenic views and direct access to the expansive brick paver patio. From here, take in the natural surroundings overlooking the private stocked pond, wooded areas, and open land that define this property's tranquil setting. Family room also features an oak staircase that leads to the second floor, where an open 27x12 loft area features custom built-ins and overlooks the main living space below (part of the loft space can be converted to additional bedroom space if needed). Two additional bedrooms and a full hallway bath complete the upper level.The first floor also includes a large laundry room with utility sink, cabinetry, and generous counter space. Nearby, a third full bathroom with a stand-up shower adds convenience. The hallway leads to a substantial heated workshop, which connects to the oversized 2.5-car garage. Above the garage, a full staircase leads to additional space with endless potential for storage & hobbies. Outdoors, the property continues to impress with its expansive acreage, two dedicated brick paver patios and let's not forget the massive barn full of rich history, silo and so much more! Properties like this are rarely available. A truly special opportunity to own a private retreat with room to grow, both inside and out.

14019 Davis Road, 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

$296,000
3 Beds 3 Baths 12558120 MLS CLOSED Status
This grand home with a classic wraparound porch is in a prime location close to the Square, schools, and the train station. Inside, you'll appreciate hardwood floors and artistic trim. The inviting parlor showcases one of the home's original beveled glass windows. French doors lead into the formal dining room. The kitchen features vintage built-in cupboards. This home has a flexible floor plan. The main floor includes a bedroom or office. Upstairs, you'll find bedrooms plus a spacious sitting room that could easily be converted into an additional bedroom. A bonus room provides even more potential-ideal for a bedroom, office, or hobby space. There is a full bath on both the first and second floors. Laundry is conveniently located on the main floor. Additional features include a full basement and a two-car attached garage. The home needs TLC and is being sold as-is. The raised bed gardens are a treat, featuring your own herb garden, pollinator gardens, plus rhubarb, asparagus, elderberry, and a cascade of flowers throughout the season. Motivated Seller. Quick closing possible.

319 W South Street, Woodstock



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