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205 Whitaker Court, Woodstock
$545,000
4 Beds ⋅ 3 Baths ⋅ 12681612 MLS ⋅ CLOSED 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

1218 Bunker Street, 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

1642 Wheeler Street, Woodstock
$348,000
3 Beds ⋅ 2 Baths ⋅ 12682629 MLS ⋅ CLOSED Status
OPEN CONCEPT living shines in this charming RANCH, where VAULTED CEILINGS, multiple NEW SKYLIGHTS, and a spacious great room create a BRIGHT and welcoming feel from the moment you step inside. The refreshed interior offers an easy, comfortable flow with NEWER APPLIANCES, a wood-burning FIREPLACE with gas starter and two sliding glass doors that open to the DECK, making indoor and outdoor living feel effortless. Currently located downstairs, but the washer and dryer can easily move to the main level for added convenience, while the oversized attached 2-car garage offers great additional space for storage, hobbies, or projects. Set in an established Woodstock neighborhood, this home offers the kind of single-story living buyers love, with nearby schools, sidewalks, parks, and commuter-friendly access all adding to the appeal. Whether you are cozying up by the fireplace, enjoying natural light on even the grayest Midwest days, or stepping outside to relax on the deck, this home has the right mix of comfort, function and charm. The full English basement is a major plus, offering an incredible amount of space and a bathroom rough-in already in place, ready for future finishing and customization. Important updates include a 2021 Furnace, A/C and a water softener (owned), as well as a water heater in 2024. Roof was replaced in 2016 and the skylights in 2026! With public water and sewer, 200-amp electrical service and so much room to grow, this ranch is ready for its next chapter.

1642 Wheeler Street, Woodstock

18918 Bunker Hill Road, Woodstock
$700,000
5 Beds ⋅ 3 Baths ⋅ 12679135 MLS ⋅ CLOSED Status
Imagine The Possibilities - Income Potential, Indoor Storage, Rental Opportunity, Farm Dreams, Or The Ultimate Family Compound. Because TWO Houses Really Are Better Than One! Set On A Sweeping 19.62 Acres Zoned Agricultural (A-1), This Former Dairy Farm Is Move-In Ready To Live, Work AND Play! Perched On The Hill With Country Views In Every Direction, The Property Anchors Around Two Homes. House 1 Is A Character-Rich Farmhouse Brimming With Original Charm: A Vaulted Living Room Anchored By A Floor-To-Ceiling Brick Wood-Burning Fireplace, Original Hardwood Floors, Warm Wood-Plank Ceilings, And Built-In Knotty-Pine Bookshelves, Desk, And A Classic Glass-Paned French Door. The Updated Kitchen Shines With Raised-Panel Wood Cabinetry, Stainless Appliances, Solid-Surface Counters, And A Window Over The Sink Framing Green Country Views. Offering 5 Bedrooms - A First-Floor Primary Plus 4 Bedrooms Up - Generously Sized Rooms, A Full Basement, And A Main-Floor Bath With A Walk-In Closet And Tiled Walk-In Shower, With A Brand-New Tub (credit for installing). House 1 Pairs Farmhouse Soul With Everyday Function. House 2 Is A Comfortable Ranch With A Bright, Open Floor Plan Where The Kitchen - Stainless Appliances, Ample Oak Cabinetry, And A Country-View Window - Flows Into A Spacious Living And Dining Area Filled With Natural Light. It Offers 3 Bedrooms (Including One With A Charming Built-In Knotty-Pine Wardrobe), A Full Bath, And A Full Basement With Finished Bonus Space Below - Ideal For Extended Family, A Tenant, Guest Quarters, Or Rental Income. The OUTBUILDING Of Your Dreams Is A Massive 60 X 160 Barn Built For Serious Use: Soaring Timber-Truss Ceilings, Concrete Floors, Oversized Doors That Swallow Equipment, Trailers, Or An RV, Abundant Lighting, And Even Former Horse Stalls For The Equestrian Buyer. Tucked Inside Is A HEATED Workshop With Overhead Heaters, Work Benches, And A Finished Hangout Space - The Ultimate Hunters' Lodge, Hobby Shop, Or Man Cave. A One-Of-A-Kind Bonus: The Farm's Original Silo Foundation Has Been Repurposed Into A Screened Party Room With Power And Heat, A Vaulted Beamed Ceiling, Cafe Lighting, A Built-In Bar, And Walls Of Windows Overlooking The Woods - Built For Entertaining A Crowd. The Back 10 Acres Are Leased Annually To A Longtime Local Farmer, Providing Built-In Agricultural Use And Income. Recent Updates Include 2021 Roofs And Vinyl Siding. The Property Has A Shared Well Between The Two Homes - Buyers Should Confirm Financing Compliance With Their Lender. So Much To See, So Much To Love In This Rare McHenry County Compound. While Beautifully Maintained, The Property Will Be Sold In As-Is Condition.

18918 Bunker Hill Road, Woodstock

10105 Il Route 120, Woodstock
$535,000
3 Beds ⋅ 2 Baths ⋅ 12687756 MLS ⋅ CLOSED 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

13616 Route 176, 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

19802 Dunham Road, 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

11516 Country Club 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

15 North Street Unit #4H, 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

16512 Nelson Road, Woodstock
$995,000
6 Beds ⋅ 5 Baths ⋅ 12671539 MLS ⋅ CONTINGENT 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

3847 Meadowridge Road, Woodstock
$452,270
3 Beds ⋅ 2 Baths ⋅ 12679378 MLS ⋅ CLOSED Status
**SUNROOM - BRICK FRONT OPTION! SPECIAL FINANCING OFFERS AVAILABLE! READY FOR JULY DELIVERY! Homesite# 0090. Step into the Siena, a thoughtfully designed single-story home that blends comfort, efficiency, and modern style. This layout features three bedrooms and two bathrooms in an open-concept design that creates a seamless flow between the family room, dining area, and kitchen. At the center of it all, the kitchen offers a spacious island, stainless steel appliances, and generous cabinetry-perfect for both daily living and casual entertaining. Luxury vinyl plank flooring extends throughout the main living areas, offering both durability and a refined look. The private owner's suite serves as a quiet retreat, complete with an expansive walk-in closet and a spa-like en-suite bathroom. Two additional bedrooms are situated near a shared hallway bath, providing flexibility for guests, family, or a home office. A two-car garage and a conveniently located laundry room add to the home's functional appeal. The Siena delivers modern living in a streamlined, practical layout designed to suit a variety of lifestyles. Exterior will be PEARL color siding. (pic for reference ONLY) There is currently no active SSA at this community *Photos are not this actual home* At the heart of a warm, welcoming community, this thoughtfully designed neighborhood offers the perfect blend of modern living and historic charm. Surrounded by peaceful streets and open green spaces, residents can enjoy walkable pathways, cozy cul-de-sacs, and the comfort of a tight-knit atmosphere. Just minutes away, downtown Woodstock invites you to explore its vibrant mix of antique shops, local dining favorites, and year-round community events. Steeped in rich history and hometown pride, the area buzzes with activity - from seasonal farmers' markets and summer concerts in the square to art fairs and holiday parades. Nature lovers and active families will appreciate the abundance of nearby parks and recreation centers, offering everything from playgrounds to walking trails. Whether you're grabbing coffee in a charming local cafe or enjoying a weekend stroll through beautiful green spaces, Woodstock offers something for everyone - with a lifestyle that feels both timeless and modern.

3847 Meadowridge Road, Woodstock

264 Joseph Street, Woodstock
$355,000
4 Beds ⋅ 2 Baths ⋅ 12672110 MLS ⋅ CLOSED Status
Welcome home to this beautifully updated home in a desirable Woodstock neighborhood close to the iconic Woodstock Square. Thoughtfully maintained and featuring numerous modern upgrades, this home offers comfort, style, and peace of mind for years to come. Step inside to find updated vinyl plank flooring throughout the main living areas, creating a bright, durable, and easy-to-maintain foundation. The recently remodeled kitchen is a standout, showcasing warm Hickory cabinets, stylish tile flooring, and a functional layout perfect for everyday living and entertaining. Both full bathrooms have been tastefully updated. With three generous bedrooms on the second level and one bedroom in the lower level, there's plenty of space for family, guests, or a home office. Outside, the fenced-in yard provides privacy and a great place to relax with a charming paver patio, entertain guests, or enjoy quiet evenings outdoors. Additional exterior highlights include an updated concrete driveway that adds curb appeal and convenience. Located in the heart of Woodstock, this move-in-ready gem combines modern updates with timeless appeal.

264 Joseph Street, Woodstock

2432 Waterleaf Lane, Woodstock
$375,000
3 Beds ⋅ 3 Baths ⋅ 12679055 MLS ⋅ CLOSED Status
Experience elevated everyday living in this thoughtfully updated residence, where modern design and functional comfort come together seamlessly. You're welcomed by a bright, sophisticated interior featuring an updated kitchen, updated bathrooms, and new hardwood flooring throughout with new recessed lighting that enhances the home's clean, contemporary aesthetic. Fresh paint, new doors, and upgraded trim add a cohesive, finished look at every turn. The main level offers an effortless flow-ideal for both relaxed living and stylish entertaining. Step outside to a newly designed patio, creating a private outdoor setting perfect for gatherings or quiet evenings at home with a spacious backyard. The basement expands the home's versatility with a well-appointed bonus room, ideal as a private home office, guest space, or flexible living area tailored to today's lifestyle. Additional features include an epoxy-finished garage floor, and meticulous upkeep that reflects true pride of ownership. Every detail has been carefully considered to deliver a turnkey experience. Ideally situated in the desirable Savanna Grove subdivision, with convenient access to parks, schools, and local amenities. A rare opportunity to own a fully updated home of this caliber-schedule your private showing today.

2432 Waterleaf Lane, Woodstock

354 S Madison Street, Woodstock
$390,000
4 Beds ⋅ 2 Baths ⋅ 12652329 MLS ⋅ CLOSED 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

2970 Strauss Court, Woodstock
$272,500
2 Beds ⋅ 2 Baths ⋅ 12676336 MLS ⋅ CLOSED Status
Welcome home to this charming ranch duplex in the desirable Sonatas community of Woodstock, where comfortable single-level living meets peaceful surroundings. Step inside to an expansive living room featuring a cathedral ceiling and beautiful hardwood flooring, creating a warm and inviting space for entertaining guests or enjoying a quiet evening at home. The efficient kitchen offers everything you need for everyday living and opens to a spacious dining area perfect for casual meals or holiday gatherings. Retreat to the private primary suite, complete with a large walk-in closet and an ensuite bath designed for comfort and relaxation. A second bedroom and full bath, thoughtfully situated on the opposite side of the home, provide privacy and convenience for family members or overnight guests. A versatile den offers endless possibilities as a home office, hobby room, reading nook, or additional living space. Outside, enjoy your own private retreat in the fenced backyard, featuring a brick paver patio and serene views of open farmland. With no rear neighbors and a natural backdrop, this outdoor space is ideal for relaxing, gardening, or entertaining. Enjoy the ease of ranch-style living in a welcoming community close to shopping, dining, parks, and everything Woodstock has to offer.

2970 Strauss Court, Woodstock

234 Wildmeadow Lane, Woodstock
$260,000
3 Beds ⋅ 3 Baths ⋅ 12675601 MLS ⋅ CLOSED Status
Beautifully maintained 3-bedroom, 2.5-bath end-unit townhome built in 2018 and ideally situated in the highly sought-after Apple Creek Estates community. This move-in-ready home offers a bright, open floor plan with a dramatic 2-story foyer and an abundance of natural light throughout. The main level is designed for comfortable everyday living and effortless entertaining, featuring a spacious living room that opens to the dining area and well-appointed kitchen. The kitchen is highlighted by quartz countertops, soft-close cabinetry and drawers, a custom designer backsplash. Upstairs, you'll find all three generously sized bedrooms, including a spacious primary suite featuring an elegant tray ceiling, private en-suite bath, and generous double closets. The conveniently located second-floor laundry room includes a utility sink and newer washer and dryer, adding to the home's thoughtful and functional layout. The current owner has thoughtfully enhanced the home with a custom kitchen backsplash, fresh paint throughout with stylish accent walls, a new water heater (2025), newer washer and dryer, new stove and microwave, and a concrete patio perfect for outdoor relaxation and entertaining. Additional highlights include an attached 2-car garage and low-maintenance living in one of Woodstock's premier neighborhoods. Residents of Apple Creek Estates enjoy scenic walking and biking trails overlooking tranquil ponds, a neighborhood park, and the convenience of elementary and middle schools located right within the community. A wonderful opportunity to own a beautifully updated end-unit townhome that combines quality construction, modern finishes, and an unbeatable location.

234 Wildmeadow Lane, Woodstock

8806 Whispering Pines Trail, Woodstock
$2,075,000
4 Beds ⋅ 7 Baths ⋅ 12621391 MLS ⋅ CLOSED 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

421 Center Street, Woodstock
$280,000
4 Beds ⋅ 2 Baths ⋅ 12672206 MLS ⋅ CLOSED Status
This beautifully remodeled Victorian brings all the charm you want with the updates you need. From the moment you step onto the enclosed and heated front porch, this home feels warm, welcoming, and ready for its next chapter. Inside, you'll find updated bathrooms, a refreshed kitchen with a center island, peninsula with breakfast bar, raised panel oak cabinetry, engineered hardwood flooring, double sink, lazy susan cabinet, and great everyday functionality throughout. The home also features a full basement, replaced energy efficient windows throughout, and plenty of space to live, gather, and settle in with ease. Outside, the fenced yard is a true highlight, offering room to relax, entertain, garden, play, or let pets enjoy the space. The large garage adds even more convenience for parking, storage, hobbies, or workshop needs. All of this is tucked in a location close to everything Woodstock has to offer, including the Square, shops, restaurants, parks, schools, and the Metra. Updated, charming, convenient, and move-in ready, this home makes it easy to picture yourself settling in and loving where you live.

421 Center Street, Woodstock

4139 Meadowridge Road, Woodstock
$324,990
2 Beds ⋅ 2 Baths ⋅ 12672794 MLS ⋅ RE-ACTIVATED Status ⋅ Riverwoods BLDG.
AVAILABLE S FALL DELIVERY!!! * SPECIAL FINANCING OFFERS AVAILABLE! Homesite# 6801. Introducing the Christie, a thoughtfully designed single-story duplex offering modern comfort and functional living. With two bedrooms, two bathrooms, and a dedicated study, this layout provides versatility to suit a range of lifestyles. A private study off the foyer creates the perfect space for a home office or quiet retreat. The open-concept design connects the kitchen, breakfast room, and family room into a spacious, welcoming environment ideal for daily living and entertaining. The owner's suite features a walk-in closet and en-suite bathroom, while the second bedroom and full bath offer flexibility for guests or other needs. Additional highlights include a two-car garage, a convenient laundry room, and the Everything's Included package, which adds premium features like quartz countertops and smart home technology at no extra cost. There is currently no active SSA at this community. *Photos are not this actual home* At the heart of a warm, welcoming community, this thoughtfully designed neighborhood offers the perfect blend of modern living and historic charm. Surrounded by peaceful streets and open green spaces, residents can enjoy walkable pathways, cozy cul-de-sacs, and the comfort of a tight-knit atmosphere. Just minutes away, downtown Woodstock invites you to explore its vibrant mix of antique shops, local dining favorites, and year-round community events. Steeped in rich history and hometown pride, the area buzzes with activity - from seasonal farmers' markets and summer concerts in the square to art fairs and holiday parades. Nature lovers and active families will appreciate the abundance of nearby parks and recreation centers, offering everything from playgrounds to walking trails. Whether you're grabbing coffee in a charming local cafe or enjoying a weekend stroll through beautiful green spaces, Woodstock offers something for everyone - with a lifestyle that feels both timeless and modern.

4139 Meadowridge Road, Woodstock

830 E Kimball Avenue, Woodstock
$238,000
3 Beds ⋅ 2 Baths ⋅ 12670072 MLS ⋅ CLOSED Status
Opportunity awaits with this 3-bedroom, 2-bath home situated on a large fenced, wooded lot backing to a peaceful pond, all just minutes from the historic Woodstock Square. Major exterior updates have already been completed, including a brand-new roof and vinyl siding in 2024, plus a new water heater in 2025. The home also features newer appliances and a detached 2-car garage for added storage and convenience. The main-level bathroom is currently under renovation and offers a great opportunity for the new owner to add the finishing touches. A new toilet has already been installed, and the vanity, tub/shower surround, and remaining materials are onsite and included with the sale. Bring your vision, finishing touches, and favorite paint colors to transform this space into your own personal retreat. Whether you're looking for your next home or an opportunity to build equity, this property offers a great combination of location, updates, and value. Enjoy the privacy of the wooded backyard, fenced yard space, and scenic pond views while remaining close to shopping, dining, entertainment, and everything Woodstock has to offer. Property is being sold as-is.

830 E Kimball Avenue, Woodstock

8929 Robin Hill Road Drive, 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

2701 Woodworth Avenue, 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

2000 Serenity Lane, Woodstock
$375,000
3 Beds ⋅ 3 Baths ⋅ 12649194 MLS ⋅ CLOSED Status
STUNNING CORNER LOT GEM! This well-maintained Doral model in the Ponds of Bull Valley offers premium upgrades and a prime location backing to a serene parkway. Peace of mind comes standard with all-new windows installed in 2023; full bath, master bath, and powder room remodels completed in 2022. The main level features modern vinyl plank flooring and Leviton light switches throughout, including designer dimmers in the dining area for perfect ambiance. The family room with a fireplace leads to the adjoining kitchen-featuring new countertops, cabinets custom-painted in a Sherwin-Williams designer finish, and high-end KitchenAid stainless steel appliances. Retreat to the second floor to find three spacious bedrooms plus a versatile loft, perfect for a fourth bedroom, playroom, or sophisticated home office. The full basement is a rare find with a 9-foot pour, providing exceptional height ideal for a high-end recreation room or home theater. Outdoor living is elevated by professional landscaping and a private retreat featuring a brick patio and a custom-built cedar and black iron pergola for ultimate relaxation. Complete with a rare 3-car attached garage featuring newly painted floors, this home sits directly across from a city park with a bike trail, tennis court, and basketball court. Situated in Woodstock District 200 and close to the commuter train, this home is a must-see.

2000 Serenity Lane, Woodstock

2521 Verdi Street, Woodstock
$355,000
2 Beds ⋅ 2 Baths ⋅ 12662895 MLS ⋅ CLOSED Status
Step into easy, maintenance-free living in this turn-key ready 2 bedroom, 2 full bath ranch home in the desirable Maples at the Sonatas. Filled with natural light and an open floor plan. This home offers a spacious kitchen with granite countertops, a large island with seating, and an inviting living room with a cozy gas fireplace. A versatile den provides additional living space, while the primary suite features a private screened room-an ideal spot to enjoy your morning coffee or unwind at the end of the day. Outside, you'll love the beautifully landscaped courtyard, creating a peaceful and private outdoor oasis. Additional highlights include a heated garage with workbench, abundant storage space, and the convenience of single-level living. The HOA covers lawn care and snow removal, and residents enjoy access to a clubhouse, pool, and exercise facility. All just minutes from historic downtown Woodstock's shopping, dining, entertainment, and year-round events.

2521 Verdi Street, Woodstock

5217 Briarwood Road, Woodstock
$550,000
3 Beds ⋅ 3 Baths ⋅ 12660473 MLS ⋅ CLOSED Status
Looking for peaceful country living with the convenience of nearby shopping, dining, and Metra access? This exceptional all-brick ranch offers the best of both worlds, nestled on more than 5 picturesque acres surrounded by mature trees, lush landscaping, and abundant wildlife. A welcoming foyer opens to a spacious living room filled with natural light and designed for comfortable everyday living. Just beyond, the formal dining room provides an inviting setting for holiday gatherings and special occasions. At the heart of the home, the beautifully appointed kitchen features a large center island with breakfast bar seating, stainless steel appliances, Corian countertops, and generous workspace for meal preparation and entertaining. Adjacent to the kitchen, the eating area offers ample room for casual dining, while sliding glass doors lead to a brick paver patio overlooking the scenic grounds. Enjoy peaceful views of the fruit trees and gardens from the comfortable family room. Tucked away from the main living areas, three bedrooms and two full baths create a private retreat for family and guests. An additional full bath and spacious laundry room with utility sink add everyday convenience. Endless possibilities await in the full unfinished basement, offering abundant space for recreation, storage, a workshop, or future expansion. Direct access to the basement from the attached 2.5-car garage enhances functionality and provides even more storage options. Step outside and discover a true country oasis complete with a grape arbor, raspberry bushes, apple, pear, peach, and plum trees, and a large Tuff Shed. Zoned A-1, the property offers flexibility for hobby farming, gardening, and a variety of agricultural uses. Notable updates include a new furnace and air conditioning system (2017), water softener (2011), and whole-house water filtration system (2014). This is a rare opportunity to enjoy privacy, space, and country charm without sacrificing convenience.

5217 Briarwood Road, Woodstock

1051 Oakmont Court, Woodstock
$1,695,000
6 Beds ⋅ 8 Baths ⋅ 12661839 MLS ⋅ ACTIVE Status
This exquisite custom beauty can be found in the gorgeous Sanctuary of Bull Valley community and promises a captivating landscape for every season. Don't miss this EXTREME VALUE!!! Incredible discount considering the Six Million dollar replacement cost. Nestled on this private 9 lot cul de sac location, Oakmont Court is arguably the most beautiful street in McHenry County. This luxurious home has the finest millwork, many rooms freshly painted, new flooring in many areas, Alder doors throughout, exceptional views off the Veranda across the back of the house, Slate roof, and overall craftsmanship beyond your expectations including the Heated exterior driveway, front walk and lower patio section. This home offers EVERYTHING including over 10,000 square feet of well designed living space, boasting 6 en suite bedrooms, 6.2 baths, this home provides all possibilities to accommodate your lifestyle. No expense was spared in the Full Finished Walkout lower level with Heated Floors, Basketball Half Court, Home Theater, full Kitchen, Rec room with fireplace, exercise room and game area. The professionally landscaped yard features an Inground pool with water feature, 8 person Hot Tub, Covered Paver Patio with Outdoor Grill Kitchen and a Firepit. Do you have long term guests? Do you want privacy yet want to be part of a community? Your purchase can also include a membership to Bull Valley Golf Club.

1051 Oakmont Court, Woodstock

220 Barn Swallow Drive, Woodstock
$365,000
2 Beds ⋅ 3 Baths ⋅ 12654799 MLS ⋅ CLOSED Status
Hurry! Very affordable custom ranch on nice level lot! Covered front porch perfect for summer nights! Large entry foyer with tile flooring. Bright open living room with gas log fireplace with accent lighting and sliding door to oversized brick patio! Very functional eat in kitchen with breakfast bar, some stainless steel appliances, granite countertops, pantry closet, upgraded oak cabinetry and separate eating area with bay bump out! Separate den with double door entry! Spacious master bedroom with cathedral ceiling, large walk-in closet and luxury bath with separate whirlpool tub and updated remodeled glass shower with seat! Gracious size secondary bedroom! Convenient separate 1st floor laundry! Huge basement with half bath awaits your finishing touches! One level at its finest! Being sold as is including misc. furniture! Close to schools & shopping!

220 Barn Swallow Drive, Woodstock

101 W Melody Lane, 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



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