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551 Leah Lane Unit #3C, Woodstock
$137,500
1 Beds ⋅ 1 Baths ⋅ 12783458 MLS ⋅ ACTIVE Status
Welcome to this inviting one-bedroom condo in Woodstock, located within Woodstock Community Unit School District 200! The open-concept layout offers a comfortable living area with access to a private balcony. The kitchen features ample cabinet and counter space, a breakfast bar, and a pantry closet. The bedroom includes a walk-in closet and convenient access to the full bath. In-unit laundry adds to the ease of everyday living. Relax on your private balcony overlooking beautifully landscaped common areas. Enjoy a convenient location close to shopping, restaurants, parks, golf courses, and major highways! A wonderful opportunity to enjoy comfortable, low-maintenance living in a convenient location!

551 Leah Lane Unit #3C, Woodstock
1411 Westwood Trail, Woodstock
$550,000
4 Beds ⋅ 4 Baths ⋅ 12780916 MLS ⋅ PRICE CHANGE Status
Gorgeous custom-built 4-bed/3.5-bath home on a private, wooded 3/4-acre lot with over 4,200 sq ft of living space! This beautiful home has so much to offer, including smart home features like Wi-Fi-enabled smart switches, an Amana smart HVAC system and Alexa voice control. As you enter, you're welcomed by a formal dining room with rich Brazilian cherry hardwood floors that flow throughout the main level. The dining room leads into the spacious family room, complete with a cozy gas fireplace, which opens to the stunning chef's kitchen featuring a large island with breakfast bar, custom maple cabinetry, granite countertops and stainless steel KitchenAid appliances. Just off the kitchen, the first of two spacious heated sunrooms is the perfect spot to unwind and enjoy the peaceful surroundings. A convenient laundry room and half bath complete the main level. Upstairs, the luxurious primary suite offers a private balcony and en-suite bath. Three additional generously sized bedrooms and another full bath complete the second floor. The finished walkout basement provides even more room to spread out, featuring a large recreation/family room with a second fireplace, the second heated sunroom, a wet bar/kitchenette and a separate storage area or workshop. Step outside and enjoy your own private outdoor oasis! With multiple outdoor living spaces, including a screened patio, deck and lower-level brick paver patio, there's plenty of room to entertain, relax or simply take in the peaceful wooded setting. The attached 3.5-car garage is heated and has epoxy flooring. Recent updates include a new 97% efficient Amana smart HVAC system (2024), water heater (2022), basement kitchen appliances (2022) and more. You truly can't beat this home or its location, just minutes from historic Woodstock Square, the commuter train, parks, grocery stores and so much more!

1411 Westwood Trail, Woodstock
15309 Kishwaukee Valley Road, Woodstock
$1,235,000
5 Beds ⋅ 5 Baths ⋅ 12784985 MLS ⋅ PRICE CHANGE Status
***BUYERS*** For a qualified buyer, seller is offering a 2-1 temporary interest rate buydown or a permanent interest rate buydown, subject to buyer qualification, lender approval, and applicable loan program requirements.12-Acre Estate * 5 Bedrooms * 4.1 Baths * 7,279 Sq. Ft. * 8-Car Garage * Custom Kitchen * Near Downtown Woodstock Set amid approximately 12 acres of rolling countryside and mature trees, this custom-built French Provincial estate at 15309 Kishwaukee Valley Rd in Woodstock offers 7,279 square feet of distinctive living space, 5 bedrooms, 4.1 baths, and an 8-car garage. The custom-updated kitchen showcases Thermador and Viking appliances, bespoke cabinetry, and an oversized island with a copper countertop and prep sink. A dramatic great room features soaring vaulted ceilings, a floor-to-ceiling stone fireplace, hardwood flooring, and expansive windows framing the surrounding landscape. The first-floor primary suite offers a private retreat with dual walk-in closets, heated bathroom floors, a Jacuzzi tub, and an oversized walk-in shower. Four additional bedrooms provide versatile accommodations, while the finished walkout lower level features a recreation area, fitness room, full bath, generous storage, and direct access to the lower-level garage. Outdoor living unfolds across an expansive wraparound deck with an outdoor fireplace, a walkout patio, waterfall feature, winding driveway, and landscaped grounds. Approximately 12 acres provide room to explore, with walking paths, an outdoor shed with loft, custom chicken and duck coops, and built-in dog kennels. Additional improvements include a custom-updated front door, fresh interior paint, luxury vinyl plank flooring, LED lighting, a whole-house security system with cameras, and a new water heater. Enjoy the privacy and open setting of country estate living with convenient access to historic downtown Woodstock, local shopping, and dining. A rare opportunity to own a commanding French Provincial estate where grand custom architecture, refined luxury, and extraordinary acreage come together. From the dramatic one of a kind interiors and expansive 8 car garage capacity to the sweeping grounds and distinctive outdoor amenities, this remarkable Woodstock property delivers PRIVACY, LUXURY, and the presence of a true country castle.

15309 Kishwaukee Valley Road, Woodstock
708 S Rose Farm Road, Woodstock
$1,990,000
5 Beds ⋅ 5 Baths ⋅ 12763036 MLS ⋅ ACTIVE Status
** Seller Financing Options Now Available - Ask about Options** 20 ACRE LUXURY HOME AND EQUESTRIAN FACILITY - 30 STALLS TOTAL; INDOOR AND OUTDOOR ARENAS AS WELL AS PLENTY OF PASTURES. EVERYTHING IS MOVE-IN-READY! The MAIN BARN was built by Lester, is 3-years NEW and is a white pole building with a black roof and wainscoting. Fully Insulated Walls with radiant floor HEAT and supplemental forced air heat. It features 16 Stalls; all equipped with mattresses, drop down stall fronts and electrical outlets. (6 Stalls are 12x12 with 12x24 run-outs; 10 Stalls are 10x12). Additional amenities include Viewing Room, Tack Rooms (2), Office, Bathroom, Indoor Wash Rack and Blanket Rack. HEATED INDOOR ARENA is 80x135x20 and features fiber footing, angled kickboards, large built-in mounting block. The interior walls are insulated and finished. There are 4 sliding windows for cross ventilation and 6 rows of lights. LARGE OUTDOOR ARENA was built with landscape fabric, limestone base and sand footing. It's finished with beautiful 4-Board Fencing. The separate barn entrance is a circle drive for easy in and out with trucks and trailers. ORIGINAL BARN by the house has been completely renovated. It features 5 Stalls (European Bamboo); 10x12 with swing-out feeders, mattresses and Dutch doors that open to 12x20 runouts. 8 PORTABLE LEAN-TOS WITH 9 OUTDOOR STALLS and storage. PADDOCKS AND PASTURES are constructed with 4-Board Wood Fencing. This lovely 2-Story Farmhouse sits on top of a hill overlooking the rest of the farm. There is original stone fencing around the perimeter of the property. It features 4,000 Sq Ft of finished space with 5 BR & 4.5 BA and has been COMPLETELY RENOVATED. Sellers added a Mud Room, Laundry Room, 1/2 Bath as well as other upgrades that have been finished to the period of the house to be historically correct. Large Formal Foyer with hardwood floors leads you to multiple rooms in the house...Large Kitchen with Eat-At Island is open to the Dining Room. The Kitchen features NEW white cabinets with crown molding, Quartz counters, Stainless Steel Appliances and a farmhouse sink. 4-SEASON ROOM / FAMILY ROOM faces south and has windows on 3 sides which provides maximum sun exposure and a beautiful view overlooking the pastures. LIVING ROOM features a beautiful bay window and a double-sided original stone fireplace that also serves the 1st Floor Bedroom with Full Bath. The 2nd floor features 3 BR & 2 BA; one is a shared Jack & Jill Bath. The Roof-Top-Deck is perfect for relaxing...day or night! The finished living space above the garage has its own separate entrance and includes a Sitting Room, Bedroom & Full Bathroom. It's perfect for the farm employee, Guest Quarters, In-Law or Related-Living Suite. NORTHEAST and NORTHWEST OUTBUILDINGS are primarily used for storage. (These two buildings have not been renovated.) This is your chance to own a historical property from 1815 with modern amenities. GREAT LOCATION: 5 Min to Woodstock for shopping, restaurants and the Metra and 1 Hour or less to 4 different show facilities. Zoned A1; Agriculture. *PLEASE ASK TO SEE THE ADDITIONAL FEATURES SHEET FOR FULL DETAILS * A PROOF OF FUNDS OR PREAPPROVAL LETTER IS REQUIRED AND A 24 HR NOTICE IS NEEDED FOR SHOWINGS TO BE APPROVED.* This property is also for lease: $10,000 for all or $6,000 for the Barn and Pastures.

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

1425 Galloway Drive, Woodstock
3208 S Country Club Road, Woodstock
$899,900
5 Beds ⋅ 2 Baths ⋅ 12762513 MLS ⋅ ACTIVE Status
Step back in time & experience the charm of what once was the Erckfritz Dairy Farm. Original farm Est. in the 1800s & has been held by the same family since 1940. Situated on 17.47 acres/zoned A-1/A-2, property offers a rare combination of historic character, income potential, & endless opportunities for hobby farming, horses, recreation, or future development. Classic 2-stry farmhouse offers apprx 2,066 sq feet of living space featuring 4-5 bdrms, 1 full bath, & 1 half bath. Enjoy morning coffee on the enclosed wraparound porch or evenings watching breathtaking sunsets. Primary bdrm features pvt balcony, perfect for taking in peaceful sunrises overlooking the countryside. Inside, find a lrg eat-in country kitchen w/abundant countertop space for meal prep, SS appliances, spacious DR w/built-in china cabinet, pocket doors, & beautiful original woodwork throughout. Parlor off LR makes an ideal home office, craft rm, or playrm, while flexible bonus rm can easily serve as fifth bdrm, teen retreat, or hobby space. Add'l features include a mudrm w/convenient access to the expansive rear deck. Property includes 3 outbuildings w/metal roofs, including the former 2-story dairy barn (35' x 77.5') that features concrete flrs, horse stall, hay loft, & abundant upper-level storage. Let your imagination run wild w/the potential to transform this structure into a stunning barn dominium, event venue, or gathering space that will have everyone talking for years to come! A lrg 2-story outbuilding (28' x 24') was converted into a chix house, complete with individual "chicken condos," while upper level provides exceptional storage space. Heated 4-car detached garage/workshop (90' x 30') offers concrete floors & ample rm for vehicles, equipment, or business use. Outside, the possibilities truly shine. Imagine a place where memories bloom as beautifully as the spring flowers & every season brings a little more magic to everyday life. Spring & summer brings family & friends together for backyard bbq's, friendly (& sometimes competitive!) baseball games & volleyball matches or game of croquet! Kids will love unforgettable summer pool parties while adults grill hot dogs on the expansive deck & enjoy the sunshine. As evening settles in, roast marshmallows over the fire pit, create gooey s'mores, & sing beloved campfire songs beneath a sky full of stars. With plenty of rm for entertainment, property is the perfect setting for graduation/wedding parties everyone will talk about for years to come! As autumn arrives, rake colorful leaves into giant piles just begging to be jumped into. Turn the barn into a delightfully spooky haunted house, carve jack-o'-lanterns to line the drive, & create a Halloween experience worthy of its own fairy tale. As winter arrives, the property transforms into a snow-covered wonderland! Build snowman & snow forts, enjoy exhilarating snowball battles, & watch children's imaginations come to life in a yard that seems made for magical winter adventures. Outdr enthusiasts will appreciate the shooting range, horseback riding opportunities, & abundant wildlife that regularly visits the property, including deer gracefully roaming the grounds. Your four-legged family members will think they've discovered paradise w/acres of rm to run, explore, chase butterflies & birds, & play to their hearts' content! More than a home, this is a place where traditions begin, milestones celebrated, & every season writes a beautiful new chapter in your family's story. Add'l updates include newer vinyl siding, updated electrical, & roof approx 10 years old. Located in highly sought-after Prairie Ridge High School district, this extraordinary property offers the peace & privacy of country living while remaining conveniently accessible to modern amenities. Whether you're dreaming of a hobby farm, equestrian property, event venue, multi-generational homestead, or simply a private country retreat, this historic farm offers a once-in-a-lifetime opportunity.

3208 S Country Club Road, Woodstock
7707 N Valley Hill Road, Woodstock
$800,000
4 Beds ⋅ 4 Baths ⋅ 12768963 MLS ⋅ ACTIVE Status
Sitting on the crest of a hill, this masterfully crafted Bull Valley estate home looks over rolling terrain and dozens of beautiful oak trees. Step inside this lovely home and experience the warmth and luxury of cathedral ceilings, hardwood floors, a two-story fireplace and open concept living. The main floor features incredible views of your 7.58 acre fenced property. Create meals in the gorgeous kitchen featuring granite counters and cherry cabinets. Serve your friends and family in the dining area or cozy up to the fireplace in the living room The open concept allows for a great flow throughout. The spacious master suite is the perfect place to relax and wind down after a long day. Step outside or just enjoy the view through the updated slider door (2023). The ensuite bathroom and large walk in closet with beautiful built-in organizers complete this space. Two other generously sized bedrooms and another bathroom complete this level. Want to host large gatherings? Looking for a place for your workshop, craft room, or gym? The basement level is the perfect place. With three oversized spaces, currently used as a rec room, exercise room and utility/storage room, two smaller rooms, a fourth bedroom and an additional bath, the possibilities are endless. The horse barn is 1500 square feet, featuring stalls for three horses, a hay loft, and storage space as well as three fenced pastures. The home features 2x6 construction, 2 story brick fireplace, Pella casement windows, heated garage and dual zone heating. Beautiful deck and balcony provide panoramic views, Close to Bull Valley horse trails! Updates include: siding, driveway, irrigation/drainage, interior painting (2026). New water heater (2025), full basement remodel (2025), new heater (2016), new air conditioning (2018), plumbing fixtures replaced (2020-2026), appliances replaced (2020-2024), skylights replaced (2017) and much more! Home is in good condition , being sold as-is.

7707 N Valley Hill Road, Woodstock
11022 Ayrshire Court, Woodstock
$1,299,900
6 Beds ⋅ 8 Baths ⋅ 12762055 MLS ⋅ ACTIVE Status
Custom-Built Golf Course Estate Set On A Private Wooded Cul-De-Sac Lot Overlooking The 6th Green. No Expense Was Spared In This Striking Dryvit-And-Stone Residence, With Incredibly Generous Room Sizes And Quality Finishes Throughout - Including All-New Crown Molding And Custom Built-In Shelving And Cabinetry Throughout. A Grand Two-Story Foyer With An Arched Window Wall And French Doors Opens To Hardwood Floors, Arched Openings, And Columned Detailing That Carry Through The Main Level. The Dramatic Two-Story Great Room Features Floor-To-Ceiling Windows, A Fireplace With Columned Surround, And An Open Curved Staircase With Wrought-Iron Railings And A Second-Floor Balcony Overlook. A Formal Music/Living Room With Bay Window, A First-Floor Office With Built-Ins, And A Vaulted Family And Dining Area With A Wall Of Windows And French Doors To The Deck Round Out The Main Living Spaces. The Gourmet Kitchen Is Appointed With Rich Cherry Cabinetry, Granite Counters, Two Islands Plus A Curved Breakfast Bar, An Inlaid Hardwood Floor Border, And Premium Stainless Appliances - A Built-In Sub-Zero Refrigerator, A Wolf E-Series Double Wall Oven And 36" Thermador Cooktop (Both 2022), Warming Drawer, And Pot Filler. A Butler's Pantry/Wet Bar With A Sub-Zero Beverage Refrigerator (2021) And Glass Display Cabinetry Sits Off The Entry. The First-Floor Primary Suite Offers His-And-Hers Closets, A Vaulted Barrel-Ceiling Bedroom, And A Spa-Style Bath With Dual Vanities, Jetted Tub, And A Large Tiled Walk-In Shower With Bench. The Home Has Six Bedrooms, Five Full Baths, And Three Half Baths, Plus A Huge Second-Floor Bonus Room Ideal As A Family Room, Study, Art Studio, Or Ensuite, And Two Organized Walk-In Closets With Built-In Systems. The Full Finished Walkout Lower Level Is A True Entertainer's Dream: A Curved Custom Stone Bar With Granite Top And Prep Sink, A Stone Gas Fireplace, A Dedicated Theater Room, A Game And Recreation Area, An Exercise Area, And A Family Room With Fireplace, Plus A Bedroom And Full Bath - All Opening Through French Doors To The Patio. An Entertainment Bar And A Beverage Refrigerator/Freezer Complete The Lower Level (Both Sold As-Is). Outside, Enjoy A Large Freeform In-Ground Pool With Diving Board, A Raised Stone Water Feature, And An Extensive Multi-Level Bluestone Patio With Tiered Stone Walls. Two Covered Outdoor Living Areas - One With A Fireplace - A Built-In Stone Grill Station, A Zoned Sprinkler System, Tiered Professional Landscaping, And A Wooded Backyard Firepit Overlooking The Golf Course Make The Grounds Exceptional. Recent Updates Include A New Tankless Water Heater (2026), Newer Roof And Gutters (2022), New Pool Liner And LED Pool Lights (2023), Replaced Bluestone Front Stoop (2021), New Sump Pump And Kitchen Disposal (2026), And A Regularly Maintained Pool. The Walkout Lower Level Is 4,536 Sf, For A Total Of 11,332 Sf, With A 4+ Car Attached Garage, Abundant Storage, And A Circular Driveway. Sale Includes Two Parcels. Phenomenal Value On The Bull Valley Golf Club Course!

11022 Ayrshire Court, Woodstock
2118 Preswick Lane, Woodstock
$409,000
4 Beds ⋅ 3 Baths ⋅ 12763426 MLS ⋅ CLOSED Status
Move-in ready and packed with recent updates! The kitchen and main level have been beautifully updated, featuring white cabinetry, quartz countertops, stainless steel appliances, and stylish finishes. This spacious home features 3 bedrooms plus a loft, a finished basement with an additional bedroom and huge recreation room. A new roof and tankless water heater add to the home's recent improvements. Completing the package is a 3-car garage and plenty of room for comfortable everyday living. A great combination of modern updates, versatile space, and practical features! Broker Interest.

2118 Preswick Lane, Woodstock
1002 Castleshire Drive, Woodstock
$230,000
2 Beds ⋅ 2 Baths ⋅ 12763381 MLS ⋅ CONTINGENT Status ⋅ Castleshire BLDG.
Enjoy an unbeatable location just one mile from the historic Woodstock Square and directly across from Emricson Park and the Woodstock Water Works water park! This well-maintained home features a one-year-old HVAC system, a four-year-old water heater, new garbage disposal, updated bathroom fixtures and toilets, and new ceiling tiles in the finished lower level. The finished lower level offers flexible living space and can easily be converted into a third bedroom, home office, or guest suite. With thoughtful updates and a prime location close to parks, shopping, dining, and entertainment, this move-in-ready home is one you won't want to miss!

1002 Castleshire Drive, Woodstock
8310 Mason Hill Road, Woodstock
$799,000
4 Beds ⋅ 4 Baths ⋅ 12749926 MLS ⋅ ACTIVE Status
Nestled on nearly 5 private acres, this unique home offers the perfect blend of luxury, comfort, and outdoor living. Per the county horses allowed. Enjoy paths for walking or biking, a large brick paver front porch, a new firepit, and an expansive two-tier deck with a gazebo all on your own property! Inside, the kitchen features hardwood floors, a spacious island, coffee nook, and stainless steel appliances. The oversized laundry room includes tile flooring, butcher block countertops, and custom built-ins. A cozy family room with a gas fireplace and a light-filled sunroom with vaulted ceilings and floor-to-ceiling windows provide exceptional gathering spaces with direct access to the backyard. The spacious primary suite offers a sitting area, private deck, and a fully remodeled spa-like bath with a soaking tub, walk-in shower, and double vanity. Upstairs, a second bedroom suite features a beautifully renovated bath, walk-in closet, and built-in window seating, while the third bedroom includes a custom Murphy bed. The finished walkout basement adds even more living space with a bar area, playroom, and an oversized workshop.New furnace 2025, and tankless water heater 2022. This one-of-a-kind property offers privacy, thoughtful upgrades, and room to enjoy both inside and out!

8310 Mason Hill Road, Woodstock
1360 Infanta Court, Woodstock
$545,000
5 Beds ⋅ 5 Baths ⋅ 12730098 MLS ⋅ CLOSED Status
Nestled on a quiet cul-de-sac in the sought-after Dominion Heights neighborhood, this custom East-facing home sits on over 1.5 acres adjacent to Yonder Prairie Conservation, offering breathtaking year-round views, exceptional privacy, and abundant wildlife. Featuring 5 bedrooms, 3 full baths, 2 half baths, and a fully finished walkout basement, this home is filled with natural light and designed for both comfortable everyday living and entertaining. There is only 1 refrigerator in the kitchen, that is to stay. The main level offers a private office, spacious kitchen with walk-in pantry, built-in buffet, wet bar, dining room, and a dramatic family room with vaulted ceilings and a cozy wood-burning fireplace. Upstairs, you'll find 3 bedrooms, including an expansive primary suite with a private balcony overlooking the conservation area, a walk-in closet, and a spa-like bath with separate vanities, whirlpool tub with skylight, and separate shower. The two additional upstairs bedrooms share a convenient Jack-and-Jill bathroom with separate vanity areas. Outdoor living is equally impressive with a large deck, brick paver patio, mature trees, and spectacular views in every season. The fully finished walkout basement with high ceilings is ideal for multigenerational living, offering 2 additional bedrooms, a full bath, a private garage entrance, and a spacious family room with a gas fireplace, perfect for movies, gaming, fitness, or a second living area. Additional highlights include city water and sewer, no HOA fees, newer roof, newer main furnace, new A/C, and a new water heater. This beautifully maintained home offers the perfect combination of space, flexibility, modern updates, and an unmatched natural setting.

1360 Infanta Court, Woodstock
1073 Castleshire Drive Unit #1073, Woodstock
$205,000
2 Beds ⋅ 1 Baths ⋅ 12712041 MLS ⋅ CLOSED Status ⋅ Prairie Pointe BLDG.
Clean, easy, low maintenance living. Bright, well-kept 2 bed with one full bath. Open floorplan. Just one flight up to main floor living. Outside balcony seating. Emricson Park and waterpark across the street. 1 mile walking distance to downtown Woodstock square. Great Neighbors. Move in ready.

1073 Castleshire Drive Unit #1073, Woodstock
13118 Il Route 176 Highway, Woodstock
$964,480
4 Beds ⋅ 3 Baths ⋅ 12711788 MLS ⋅ CLOSED Status
MOTIVATED SELLER!! Nature lover's paradise with the possibility of multi-generational living! This impeccably maintained 4-bedroom, 3-bath Tudor-style home is privately nestled on 35 scenic acres featuring 5 fenced cattle pastures, 2 ponds, mature woods, meadows, and established walking trails. Enjoy peaceful country living between Woodstock, Crystal Lake, and Marengo with convenient access to I-90. Inside, expansive windows showcase stunning views in every direction. The spectacular 20' x 27' four-season sunroom with vaulted ceilings and floor-to-ceiling windows overlooks the serene backyard and woods. Upstairs offers 3 comfortable bedrooms plus a spacious primary suite with attached office/sitting room and access to a screened porch for morning coffee. Additional highlights include first-floor laundry, a 2-car garage with workshop/storage space, and a large barn with updated chicken coop and room for livestock, equipment, or gardens. A rare opportunity to own a private countryside retreat. Sold as-is.

13118 Il Route 176 Highway, Woodstock
207 Fremont Street Unit #3, Woodstock
$170,000
2 Beds ⋅ 2 Baths ⋅ 12704630 MLS ⋅ CLOSED Status
Well-maintained 2 bedroom 2 bath second-floor condo in a desirable Woodstock location, just a short walk to the Historic Woodstock Square with its shops, restaurants, entertainment, and Metra station. This bright unit features hardwood floors, a functional galley kitchen, and a private balcony overlooking mature trees-an ideal spot to relax. The pet-friendly association (per deed restrictions) offers convenient on-site laundry in basement and an assigned parking space. Built in 1965, this condo is perfect for first-time buyers, downsizers, or anyone looking for low-maintenance living close to everything Woodstock has to offer.

207 Fremont Street Unit #3, Woodstock
1142 Greenwood Circle, Woodstock
$157,500
2 Beds ⋅ 2 Baths ⋅ 12693922 MLS ⋅ CLOSED Status
Open and bright describes this 2-bedroom 1.1 bath end unit townhome. Fresh paint throughout most of the home. Newer wood laminate flooring on the main level. Spacious family room has plenty of space for entertaining or just enjoy some TV time. Enjoy your morning coffee in the sun filled eat-in kitchen with sliders leading to the private patio. The master bedroom has a his and hers closets and a private balcony overlooking the front yard. The laundry is conveniently located on the upper level so there is no need to worry about lugging the clothes up and down the stairs. There is also a private storage locker and an attached 1 car garage. Rentals are allowed. 5 minutes to the historic Woodstock Square and Metra station.

1142 Greenwood Circle, Woodstock
319 Joseph Street, Woodstock
$251,000
3 Beds ⋅ 2 Baths ⋅ 12699553 MLS ⋅ CLOSED Status
Custom Built One Owner Raised Ranch on an Exceptional Lot needs work to restore it to its original beauty. Recent updates include the baths and furnace. The balance of the home is screaming for a makeover! Lots of space, plenty of closets, good bones! Bring your ideas and your checkbook. All carpeting has been removed, floors are bare.

319 Joseph Street, Woodstock
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
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
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
603 Silver Creek Road Unit #603, Woodstock
$189,000
2 Beds ⋅ 1 Baths ⋅ 12679067 MLS ⋅ CLOSED Status ⋅ The Trees BLDG.
Rarely available End-unit ranch condo in desirable "The Trees" Subdivision on dead end street, backing to open green space. High ceilings and abundant natural light throughout. Updated kitchen with ample cabinetry, pantry, and generous counter space. Spacious primary suite features walk-in closet, private vanity area with sink, and direct access to updated bath. Recent improvements include new washer and dryer, new bathroom vanity and mirror with updated high-efficiency smart HVAC system. Oversized attached garage with built-in storage. Conveniently located near shopping, dining, downtown Woodstock, and Metra. Move-in ready and easy to show.

603 Silver Creek Road Unit #603, 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
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
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? This property is being sold As-Is. Your purchase can also include a membership to Bull Valley Golf Club.

1051 Oakmont Court, Woodstock
15214 Shamrock Lane, Woodstock
$710,000
3 Beds ⋅ 4 Baths ⋅ 12617521 MLS ⋅ CLOSED Status
Peace and quiet await in this custom-built home offering more than 4,000 square feet of living space on a private 5-acre wooded setting just minutes from town. Step inside and appreciate the flowing open floor plan designed for both everyday living and entertaining. At the heart of the home is the stunning great room featuring vaulted ceilings with handcrafted beams and a wall of windows overlooking your own private natural retreat. The spacious kitchen includes solid-surface countertops, under-cabinet lighting, a large island with ample prep space and a full walk-in pantry. The formal dining room is ideal for gatherings, while the cozy sunroom provides the perfect place to relax and opens to one of the brick patios. The expansive primary suite features a gas fireplace, private balcony and walk-in closet with built-in cabinetry. The luxurious bath includes a large whirlpool tub accented by a custom stained-glass window. A main-floor office with built-in cabinetry, along with a mudroom featuring laundry and a full walk-in closet, complete the first floor. The walkout lower level with 9-foot ceilings offers a spacious family room with fireplace and patio access. There are guest bedrooms along with a flexible craft or project room, and display cases for collections. A separate staircase leads directly from the basement storage room to the attached 3-car garage. Outside, the paver brick driveway enhances the home's curb appeal. With no HOA restrictions, you have the freedom to clear land, add walking trails through the woods, or simply enjoy the peaceful natural surroundings. Zoned A-1, agriculture. Animals are allowed. This property is truly your private oasis.

15214 Shamrock Lane, Woodstock
980 Dakota Drive, Woodstock
$607,000
4 Beds ⋅ 5 Baths ⋅ 12605762 MLS ⋅ CLOSED Status
Architectural Excellence awaits at 980 Dakota Drive in Woodstock! This inspired masterpiece nestled between rolling countryside and historic downtown charm offers a Premier Location & Lifestyle. Signature Interiors welcome you with a dramatic two story entry and wrap around balcony, 4 bedrooms, 3 full and 2 half baths. The spacious kitchen is designed with sleek granite countertops, center island, custom cabinetry, and substantial pantry. Main-Level design is elevated with natural slate and maple hardwood flooring and executive home office with a private fireplace. The spacious living room is an Entertainer's Dream, with custom built-ins, surround-sound, and wine bar with dedicated refrigerator. Second floor living is accented by a sun drenched vaulted atrium room with beautiful south facing views and spectacular sunsets. The Primary Suite is a sanctuary complete with vaulted ceilings, a private sitting area and balcony with serene vistas of the wooded yard and private pond. The Luxury Bath with Jacuzzi soaking tub, oversized walk-in shower, and dual vanities flows into an Expansive Dressing Room featuring direct, convenient access to the upper-level laundry. A Junior Suite provides a private balcony and bath amenities. Walk-Out Lower Level is finished with a full wet bar and recreation areas leading outdoors to a sprawling patio showcasing a striking three-story stone fireplace. The thoughtfully landscaped 1.12 acres features a 2,200-sq-ft fenced garden with custom pergola, a private pond and mature trees. Car or toy enthusiasts will love the expansive garage equipped with a professional mechanic's lift, accommodating up to 4 vehicles. Recent Updates include New Roof (2021) New Driveway (2023) Furnace, AC and tankless water heater (2025). Located within the Award-Winning D200 School district, Emricson Park (1 Mile) with access to paved nature trails, pickleball, tennis, volleyball, disc golf, and the Woodstock Water Works aquatic center and 5 miles to the Bull Valley Golf Club and Woodstock Country Club. Easy access to the Historic Woodstock Square, Metra, boutique dining, and the world-renowned Woodstock Opera House.

980 Dakota Drive, Woodstock
790 Regina Court Unit #790, Woodstock
$180,000
2 Beds ⋅ 2 Baths ⋅ 12589512 MLS ⋅ CLOSED Status ⋅ Victorian Village BLDG.
SERENITY at its best! Beautiful 2nd Floor RANCH-style unit in a peaceful, private setting. This bright home features gorgeous HARDWOOD floors throughout and an open floor plan that allows for flexible living space. The updated kitchen offers GRANITE countertops and custom cabinetry, perfect for everyday living and entertaining. Enjoy relaxing on your private balcony overlooking the charming courtyard, perfect for morning coffee or unwinding at the end of the day. Enjoy plenty of STORAGE, including an oversized walk-in closet, plus the convenience of an attached garage. This desirable community offers abundant green space, walking trails, ponds, and wooded views, creating a perfect balance of tranquility and neighborhood charm. Ideally located just off the beaten path, yet only a hop, skip, and jump to the Square, METRA train, and the Farmers Market.

790 Regina Court Unit #790, Woodstock
1401 Savanna Lane, Woodstock
$507,000
4 Beds ⋅ 4 Baths ⋅ 12581828 MLS ⋅ CLOSED Status
A home that lives on EVERY LEVEL with 4 bedrooms, 3 full baths, and 1 half bath, featuring extensive updates and a newly finished walk-out lower level with private in-law arrangement. The main level offers multiple living spaces including a large living room with fireplace, new carpet, updated lighting, and shiplap accent wall. The updated kitchen includes new Cafe appliances, Samsung refrigerator, new sink, and lighting, connecting to both the eat-in area and formal dining room. Additional main level spaces include a mudroom, flex room for office or additional living space, and heated enclosed porch. Fresh interior paint and updated stair railing complete the level. Upstairs, the primary suite includes a custom closet and fully updated bathroom with spa shower, new vanity, sinks, makeup vanity, bidet toilet, and new ventilation fan. Three additional bedrooms, a full bathroom, and second-floor laundry with Samsung washer and dryer complete the level. The walk-out basement (finished 2024-2025) offers a separate in-law living space with garage access, including a full kitchen with custom cabinetry, living and dining areas, office space, full bathroom with vessel sink and heated bidet toilet, wall-mounted fireplace, new windows, and laminate plank flooring. Laundry hookups are installed and an additional framed space can function as a bedroom. Basement also includes a large bonus room suitable for storage, wine cellar, or safe room. Exterior features include a fenced backyard, new backyard steps, and permanent outdoor lighting. Security features include hardwired cameras, Ring doorbell, and rear floodlight camera. Major mechanical updates include new furnace (2025), power-vented water heater (2025), and ejector pump (2025). Additional features include a three-car attached garage with extra storage, and a whole-house fire sprinkler system.

1401 Savanna Lane, Woodstock
350 Leah Lane Unit #2D, Woodstock
$165,000
2 Beds ⋅ 2 Baths ⋅ 12563183 MLS ⋅ CLOSED Status ⋅ Country Club Manor BLDG.
Welcome to this 2 bed, 2 bath second-floor condo in desirable Country Club Manor offering a bright and open layout. The spacious living room features vaulted ceilings, recessed lighting, and ceramic tile flooring throughout. Tucked away near the balcony door is a fold down dining table. The kitchen includes a convenient breakfast bar and direct access to the laundry room, which offers built-in shelving for additional storage. The primary suite features walk-in closet, and a private en suite with a relaxing soaking tub. The secondary bedroom includes a generous closet, and the hall bath offers a walk-in shower. Enjoy a private balcony for morning coffee or quiet evenings outdoors. Additional highlights include ceiling fans in both bedrooms and a detached one-car garage. Ideally located just minutes from downtown Woodstock, the Metra Station, parks, shopping, and dining-this home combines comfort, convenience, and character.

350 Leah Lane Unit #2D, Woodstock
17515 Deep Cut Road, Woodstock
$910,000
3 Beds ⋅ 2 Baths ⋅ 12541115 MLS ⋅ CLOSED Status
If you love PRIVACY, nature, GORGEOUS SUNSETS and tranquility you must see this homestead. Authentic, FULL LOG HOUSE overlooks 20 GORGEOUS ACRES adjacent to CONSERVATION LAND and 10 miles of RIDING TRAILS across the road. RUSTIC, ROMANTIC AND RENOVATED - the SUN-DRENCHED INTERIOR of the full, LOG HOUSE (THE REAL THING!) is IMMACULATE and beautifully laid out. Window coverings are remote control sunshades custom made by Harvard Shade. Two bedrooms with a loft overlook the main living area and an outdoor balcony overlooks the natural views off the primary bedroom. The authentic Defiant Brand Encore wood burning stove adds to the ambiance in the impressive main living area. Open concept Kitchen has been recently redone and it's perfect with state of the art Dekton Counter tops, LG fridge and pounded copper sink. Drinking water is mineral filtered. Huge Main Floor Bedroom, MAIN FLOOR LAUNDRY and the most whimsical, recently renovated full bath you have ever seen. Finished Basement, New Deck and Heated Garage. The HEATED 6 STALL BARN with water, electric, and access to pastures through 6 Dutch doors is A HORSE LOVER'S DREAM with a finished tack room that is designed to be tight to minimize dust. Two of the stalls may be used for isolation with access to an isolation corral. Water supply is at both front and back of the building. The front water supply to the stable is below the frost line. FIVE SECTIONS OF PASTURE - all connected. Two for grazing, two smaller pastures for sectioning off and an area for isolation. The Chicken House with electric, water has a 2,000 SF enclosure. The Pole Barn/Machine shed holds all your needed equipment. Every inch of this fantastic property has been well maintained. Roof new in 2019. Fantastic, newly paved driveway. Please see additional documentation for details about the newer components.

17515 Deep Cut Road, Woodstock



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