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$64,900
6 Beds ⋅ 5 Baths ⋅ 12703208 MLS ⋅ ACTIVE Status
Spacious investment opportunity nestled within a charming vintage Victorian home in Historic Woodstock IL. This unique property offers a desirable layout, 3 bedrooms on first floor and 3 bedrooms on second floor. The property includes a 1 car garage and sits on a generously sized lot, offering additional possibilities for outdoor improvements or expansion. With its classic architectural character, this property presents an excellent value-add opportunity for investors or rehabbers looking to restore and enhance its full potential. Property requires work and is being sold in AS IS condition. Room sizes are estimates. No surveys or disclosures will be provided, and taxes will be prorated. Bring your vision and creativity, this is a fantastic chance to transform a historic property into a standout investment. Buyer responsible for any and all building code violations.

212 S Tryon Street, Woodstock
$399,000
2 Beds ⋅ 4 Baths ⋅ 12678217 MLS ⋅ ACTIVE Status
Lifestyle upgrade in this rarely offered home in the Villas of Bull Valley! Light and bright open floor plan with 9 Foot ceilings & a vaulted great room. Kitchen has 42" Schrock maple cabinets & granite counters with brand new stainless steel appliances being installed next week. And check out the kitchen's designer friendly ceramic tiles, which are radiant heated! The upstairs loft is a peaceful place to read, relax, work. It has built-in bookcases, display shelves and a window seat overlooking a breathtaking oak tree. The extra large Corian desk accommodates multiple monitors and has a built-in keyboard tray & tower shelf. The primary bedroom also has a vaulted ceiling and a custom walk-in closet. Its bath features dual sinks, a separate shower & a jetted tub. Plus there are so many possibilities for the deep pour finished basement: a third bedroom, kitchenette, exercise gym, family room, extended family, roommate? It's all up to you, but here's the space! The garage, with a new 16.5' garage door features an extensive rack system with cabinets & epoxy floors. Many extras in this home, and you will love the peaceful, beautiful area.

1488 White Oak Lane, Woodstock
$2,100,000
5 Beds ⋅ 5 Baths ⋅ 12696586 MLS ⋅ ACTIVE Status
EQUESTRIAN CENTER & HISTORIC HOME----THIS IS A TOTAL TURNKEY LUXURY RIDING ESTATE 20 acres of gorgeous prime land with 30 total stalls, 11 stalls are indoor run out, 9 are summer run out stalls, 10 are enclosed stalls. (20 TOTAL RUN OUTS, 21 PERMANENT STALLS) This property offers the infrastructure and flexibility rarely found in a single equestrian estate. Includes two exceptional barns consisting of an impressive 3-year old Lester built 15,000SF main barn and a historical renovated barn 1100SF and three lean-to's with summer stalls. For outdoor dressage there is a 16,000SF rectangular arena plus a round pan. This facility has premium amenities in a very manageable property, ideal for equestrian trainers and also as a boarding facility. The main barn arena is ideal for dressage as well, very well lit, 20- foot ceiling, heated floors, viewing room, full bath, blanket room, and many comfort touches for the horses. This is not your typical horse farm, this is a luxury equestrian facility for both owners and the horses. This place was designed for serious equine enthusiasts. This was thoughtfully and humanely designed for year-round comfort, and functionality. Carefully designed to support professional training, boarding, breeding, or private use, or a combination of both. This can be a lifestyle business, not just the usual "acreage with a farm". This spectacular Woodstock property features a historic 1815 estate 4084SF home with 5 bedrooms and 4.5 bathrooms, former home of two prominent Woodstock families, totally renovated to modern standards and including guest quarters which could also double as in-law or worker living space. This beautiful and unique home is prominently perched on a hill overlooking most of this spectacular estate. All of the updates to the home and legacy barn have preserved the original charm. Also included are the 11 paddocks-4 pastures with weed control fabric, all beautifully maintained and enclosed with $100,000 of NEW four board fencing. Also included are two parking lots by the home and main barn, two curb cuts on the west end and a private pond. A1 zoning and very low taxes too!----OWNER FINANCING AVAILABLE FOR A WELL QUALIFIED BUYER ---Very convenient location with easy one hour access to Chicago, 5-minute access to downtown Woodstock with all of the shopping, restaurants, night life, and even the Metra!

708 S Rose Farm Road, Woodstock
$314,900
3 Beds ⋅ 2 Baths ⋅ 12686335 MLS ⋅ CLOSED Status
SPACIOUS CONTEMPORARY-LIGHT & BRIGHT!! VAULTED LIVING RM/KITCHEN/MASTER, ALL APPLIANCES STAY-FRIDGE '25, VINYL THERMOPANE WINDOWS, WALK-IN CLOSET, STORAGE IN FINISHED SUB BASEMENT, SOLAR PANEL '24 ARE TRANSFERABLE $51 PER MO, SUMP "26, FURNACE/AC '22. GREAT HOME!!

2290 Applewood Lane, Woodstock
$910,000
3 Beds ⋅ 4 Baths ⋅ 12688989 MLS ⋅ CLOSED Status
Some properties are built. Others are cared for. This one is both. For over 70 years, this land has been part of a family's farming legacy. Lovingly maintained through generations, this exceptional 8.09 acre AG-zoned property offers a rare opportunity to own a piece of the countryside where pride of ownership is evident in every detail. The custom-built raised ranch has been meticulously cared for and thoughtfully updated with a new roof (April 2026) featuring a 50-year transferable warranty, new carpet and tile flooring, new refrigerator, washer and dryer, landscaping, a whole-house generator, and a durable 4-inch asphalt driveway. Inside, you'll find a warm and inviting home with vaulted ceilings, an open floor plan, main-floor laundry, a gas fireplace, and a relaxing 4-season room overlooking the beautiful property. The full walkout basement is a standout feature, offering exceptional potential to nearly double your finished living space. Already equipped with a finished full bathroom and generous storage, it's ready to become the ultimate family room, guest suite, 4th and 5th bedroom, home office, recreation area, workshop-or whatever best fits your lifestyle. Step outside and you'll discover what makes this property truly special. Rolling open fields, a picturesque creek winding through the land, mature trees, and abundant wildlife create an idyllic setting for hobby farming, horses, recreation, or simply enjoying the peace and beauty of country living. The impressive 42' x 32' metal building with oversized overhead doors and 220-amp electrical service provides outstanding space for equipment, projects, livestock needs, or a home-based business. This is more than a home-it's a property that has been respected, cared for, and passed down through generations. Whether you're looking to continue an agricultural tradition or simply enjoy the freedom and beauty of country living, this remarkable property is ready to welcome its next chapter.

12020 Allendale Road, Woodstock
$579,000
4 Beds ⋅ 3 Baths ⋅ 12681612 MLS ⋅ CONTINGENT Status
Nestled on an impressive picturesque 3-acre lot in highly sought-after Pine Ridge, this classic Colonial offers the perfect blend of privacy, nature, and convenience. Towering pines line the property while expansive green open space provides endless room to enjoy the outdoors. Inside, the updated kitchen features granite countertops and stainless steel appliances, flowing into the family room with a cozy fireplace and sliding doors leading to a very spacious deck. The bright four-season sunroom provides a soothing place to enjoy spectacular backyard views in every season. The primary suite offers a private balcony, while the living room is enhanced by a beautiful bay window. Enjoy this tranquil rural setting just minutes from historic downtown Woodstock, the Metra, boutique shopping, and locally owned restaurants

205 Whitaker Court, Woodstock
$375,000
4 Beds ⋅ 3 Baths ⋅ 12687890 MLS ⋅ CLOSED Status
Welcome home to this spacious and character-filled 4 bed, 2.5 bath residence offering more than 2,800 square feet of living space, thoughtfully designed for comfortable everyday living and memorable entertaining. Beautiful hardwood floors flow throughout much of the home, while new brick paver front steps create a warm first impression. The main level features a welcoming living room with both a fireplace and a separate wood-burning stove, providing warmth and charm throughout the seasons. The updated kitchen is designed with both style and function in mind, showcasing hickory cabinetry with pull-out shelves, under-cabinet lighting, stainless steel appliances, an oversized refrigerator/freezer, and a sunny eating area perfect for casual meals. Just a few steps down, the expansive family room offers plenty of space to gather, complete with a wet bar, updated half bath, laundry room, and direct walkout access to the backyard. The heated attached two-car garage includes a utility sink, EV charger, and newer garage door openers with built-in cameras. Upstairs, you'll find four generously sized bedrooms with hardwood flooring throughout. The impressive primary suite is truly a private retreat, featuring a spacious sitting area or home office, walk-in closet, dual vanities, walk-in shower, and a unique spiral staircase leading to a private third-floor loft-an ideal space for a reading nook, TV lounge, home office, or quiet escape. Step outside to enjoy your own backyard oasis. The brick paver patio is perfect for summer entertaining, while the oversized barn-style shed with a second-floor loft provides exceptional storage or workshop potential. Garden enthusiasts will appreciate the established grapevines, apple tree, raspberry bushes, strawberries, kiwi, asparagus, and dedicated garden beds with room to expand. Additional updates and features include newer windows (2025), stove (2025), dishwasher (2024), water heater (2020), air conditioner (2015), central vacuum, and exterior security cameras. Located just minutes from shopping, dining, parks, schools, and the heart of town, this distinctive home combines generous living space, timeless character, and modern conveniences in a location that's hard to beat.

1218 Bunker Street, Woodstock
$699,900
5 Beds ⋅ 3 Baths ⋅ 12679135 MLS ⋅ CONTINGENT 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
$545,000
3 Beds ⋅ 2 Baths ⋅ 12687756 MLS ⋅ CONTINGENT Status
Beautifully updated 3 Bedroom, 2 Bath Ranch Farmhouse with a 2 car garage, barn and paddock area on almost 12 acres! Conveniently located just East of Woodstock this property features a completely renovated home overlooking the rolling hills of Bull Valley. The foyer leads you into the living room with fresh paint, new flooring, new light fixtures and tons of windows for natural light. There are 3 bedrooms with new flooring, fresh paint and ceiling fans. The first-floor bathroom has been completely redone with new flooring, standup shower, new toilet, lighting and vanity. The kitchen has beautiful views of the country. There is also a full walkup attic that could be easily finished off into additional living space. Downstairs you will find a large family room with fresh carpet, an office with tons of closet storage and another completely updated bathroom. The basement bathroom has a brand new corner shower, toilet, flooring, lighting and vanity. There is also a large laundry room, utility room and storage room. Outside you will find a good sized 2 car garage and a Barn. The barn has 1 stall and is perfect for animals, horses, or storage. The barn has electric, an overhead door in the front and in the back and a large hay loft as well. There is also a smaller well house/shed great for storage or turn it into a chicken shed. The paddock area is fenced with 3 rail vinyl fencing. There are about 10 tillable acres that could be rented out. All this plus a freshly sealed asphalt driveway with side apron parking. **There is a cell tower on the property. All cell tower interest is retained by the seller** The cell tower is in the very corner of the property and has a separate driveway. Verizon will reimburse for a portion of the taxes every year. That currently will be reimbursed yearly to the new owner/buyer.

10105 Il Route 120, 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
$399,000
4 Beds ⋅ 2 Baths ⋅ 12652329 MLS ⋅ CONTINGENT Status
Welcome to the ROBERT BEATTY HOUSE. Located at 354 S. Madison Street just a short walk to the the Woodstock Square, known for it's amazing farmers market, boutique shopping, tons of dining, and the movie Groundhog Day! This Victorian home will not disappoint. It has been amazingly maintained, and has so much character! Beautifully restored (2020), wrap-around front porch, And just wait 'til you see all the original woodwork, and stained glass windows. You will be greeted by a Stunning Oak staircase, a lovely foyer, good size formal living room, leading to a large open dining room, with cozy seating area. Main level also boasts a bedroom, that could easily be used as an office, with a full bath close by! Spacious second floor sitting room, plus an unfinished attic, with great potential for future expansion. 3 bedrooms and full hall bathroom on second floor. Just steps away from the house is a huge 3 car garage with second story storage. Tons of additional storage in cellar as well. Deep lot with large, gorgeous backyard. Sellers have also just had a lot of painting updated, inside and out, as well as had furnace and a/c inspected, and put a new thermostat in! Excellent location near Woodstock square, schools, parks, and Metra.

354 S Madison Street, Woodstock
$449,500
4 Beds ⋅ 2 Baths ⋅ 12676169 MLS ⋅ CLOSED Status
WANTED: Family to love this 2 acre country home like the present..and only owner has! 4 bedrooms, 2 full baths, family room w/fireplace~ Updates include remodeled kitchen from cabinets, counters, appliances ~also wood laminate in kitchen, living and dining room and hall for easy maintenance~newer windows! Oversized 2+ car garage~ 36' x 36' pole barn, w/partial concrete floor~blacktop drive w/huge side apron~ awesome lot with room for gardens, toys. Home warranty for peace of mind. Awesome condition...better see it soon!

14413 Pleasant Valley 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
$310,000
4 Beds ⋅ 2 Baths ⋅ 12652285 MLS ⋅ CLOSED Status
Welcome home...This lovely 4 bedroom, 2 bath has it all! With it's beautiful real hardwood floors, on the main floor, and it's spacious living room, and kitchen/dining combo...this home is just about perfect! The kitchen boasts plenty of cabinet and counter space, and the door off the kitchen leads to the upper deck overlooking this beautiful,large, fenced in yard. Both baths have been renovated, the upstairs bath has a brand new tub/shower!!! This home also has newer windows, and a beautiful new front door!!! Walkout lower level has new carpeting,and a large family room, cozy bedroom, office space, and a huge laundry room, plus tons of storage and 2nd bath. This extra large lot offers tons of privacy, beauty, and serenity! Walking distance to all schools!

101 W Melody Lane, Woodstock
$380,000
5 Beds ⋅ 4 Baths ⋅ 12660242 MLS ⋅ CLOSED Status

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

14401 Trinity Court, Woodstock
$400,000
4 Beds ⋅ 3 Baths ⋅ 12653306 MLS ⋅ CLOSED Status
DON'T MISS OUT!! This is an excellent opportunity to own a 4 bedroom 2 bathroom home with a 2 car attached garage on 7 acres of land in unincorporated Woodstock. This home needs some TLC, has a spacious layout, a great enclosed porch and backyard for entertaining. The home also comes with a large barn for extra storage. The property is located near schools, parks, public transportation, and retail. A must see!!

607 N Fleming Road, 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



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