Refine Search
Map
Sort by
1760 Rolling Hills Drive, Woodstock
$525,000
5 Beds ⋅ 4 Baths ⋅ 11885000 MLS ⋅ CLOSED Status
This charming family retreat boasts a prime location in a peaceful neighborhood just minutes from downtown Woodstock. The home's classic exterior features an inviting front porch with a swing and annually professionally landscaped surroundings. The front porch, with bench swing, overlooks the pine forest that surrounds the home, providing a tranquil spot for your morning coffee. Inside, a spacious living room with large windows and a cozy wood-burning fireplace creates an inviting atmosphere. The open-concept gourmet kitchen with granite countertops and stainless steel appliances is a chef's dream. Step outside to a private backyard oasis with a fire pit and outdoor kitchen, or enjoy the adorable screened-in porch. The back patio was professionally power washed and re-sanded in 2023, ensuring it's in perfect condition for outdoor gatherings. In 2021, a new radon mitigation system was installed for your peace of mind. The wood-burning fireplace and chimney were professionally cleaned in 2023, including the trap. Upstairs, four generous bedrooms, including a master suite with an ensuite bathroom, await. The master suite features two walk-in closets, one with custom built-ins, providing ample storage space. The master bathroom boasts an oversized jacuzzi soaking tub and a jetted shower stall with a bench seat, creating a spa-like retreat with custom tiles. The finished basement offers versatile bonus space, and the attached three-car garage has been thoughtfully set up for convenience, featuring a supercharger for electric vehicles, ensuring your EV is always ready to go. The home also boasts a central vac system for easy cleaning. Additionally, the home is equipped with a generator powered by natural gas (not gasoline), providing peace of mind during power outages. The generator automatically runs once weekly for testing. For your comfort, the house has a split AC system, ensuring that each level has its own temperature control. The new lighting fixtures downstairs add a modern touch to the interior, creating a warm and inviting ambiance throughout. This home has been lovingly updated and maintained, ensuring a move-in-ready experience. Benefit from Woodstock's excellent school district and enjoy the picturesque surroundings, charming downtown, and strong sense of community in this wonderful retreat. Situated as the last house on a dead-end street surrounded by woods, you'll have plenty of privacy. There are walking paths through the meadow for nature enthusiasts. The breakfast nook is the perfect place to look over the quiet backyard and enjoy nature watching. The beautiful covered/screened porch is great for entertaining and connects to a brick patio with a stone fire pit and built-in stainless steel grill and prep stations, making it a fantastic space for outdoor gatherings.

1760 Rolling Hills Drive, Woodstock
800 Prairie Ridge Drive, Woodstock
$425,000
3 Beds ⋅ 3 Baths ⋅ 11893972 MLS ⋅ CLOSED Status
The one you've been waiting for in the best southside location! There is so much that makes this ranch home one-of-a-kind. Bigger than it looks with a finished english basement providing over 3,900sf to appreciate! Sip morning coffee on the front porch and evening cocktails on the private back deck/porch while watching the setting sun over the mature trees of the city owned property in the back. This custom home was designed with a semi-open main floor plan with it's 9' ceilings, recessed lighting, unique lighting fixtures and floor-to-ceiling stone fireplace, currently with gas logs. Kitchen features above and below cabinet lighting, granite counters, and the prep island houses a bonus beverage fridge. There are calming views out back from the adjoining eat-in area windows making this a great hangout space to watch the wildlife. The updated primary suite (2022) is a haven for relaxation. Featuring a soaking tub, dual-head glass shower, double granite vanity and dual walk-in closets. New light fixtures and some new plumbing fixtures modernize the space. Immediately off the welcoming foyer is a home office with french door opening. Rounding out the first floor you'll find two more bedrooms, full hall bath and a large mud/laundry room with walk-in storage closet. Head downstairs and meander to the family room with its outside views, the second fireplace, and recently updated bar area with wet bar. A fourth bedroom and full bath are joined down there by a rec room, bonus room that currently houses a dry sauna, along with tons of storage space! The basement has radiant heat in the floor. Head outside and the concrete patio makes a great home for a hot tub (not included), cookouts or just making memories around a firepit. Under the deck you'll find storage space galore. Tucked into Country Ridge Subdivision this home's convenient location is near Rts 47 & 14 and just a couple minutes to the dining, entertainment and shopping on the Historic Square. New Roof 2023. New A/C 2022. Water heaters 2020. Central Vac. Please see special features sheet for more information. Broker owned home.

800 Prairie Ridge Drive, Woodstock
1613 Bull Valley Drive, Woodstock
$770,000
5 Beds ⋅ 5 Baths ⋅ 11899407 MLS ⋅ CLOSED Status
This home has it ALL! The impressive open 1st floor plan boasts an iron and wood split staircase entry with Brazilian cherry hardwood, 9' ceilings, 2nd floor volume and tray ceilings, amazing millwork including white painted 8' solid core doors, crown molding and wainescoting. Fantastic spacious rooms throughout beginning with a two story great room with gas log brick fireplace, a first floor bedroom or office with French Doors and access to a full bath, wonderful gourmet kitchen (Frig 2021) & (DW 2019) with large granite island and stainless appliances and a fully organized Laundry/Mud Room to die for - complete with cubbies and storage! The Formal Dining Room plus a Butler Pantry/Wet Bar is the perfect spot for creating holiday memories. The luxury Primary suite has double sink vanities, linen closet, a jetted tub, separate dual head shower and an unbelievable 25' x 13' walk-in closet! The 2nd bedroom has an en suite full bath & walk in closet. The 3rd and 4th bedrooms share a large Jack & Jill bath with double sinks and each have their own closet organizers. The recently finished walkout basement (2017) has an amazing bar and built in wine refrigerator, Rec Room with gas log brick fireplace, exercise room with rubber floor, an office and additional bedroom and full bath. Enjoy the Inground heated Saltwater 35'long x 15'-8"wide (3'-6" to 6'-4" deep) Fiberglass swimming pool (2021) with automatic cover, professional landscaping, beautiful deck and patio overlooking the 11th green at Bull Valley Golf Club. All window treatments including blinds and curtains will stay. The exterior was painted 2 years ago and the interior (including doors and trim) was painted 3 years ago. Extras such as invisible fence, central vacuum system (as-is, needs canister installed) and radon mitigation system are all included. Sprinkler System as-is, a few heads need to be rerouted after putting pool in. Hot Water Heaters replaced in 2017 & 2018. One Furnace replaced 2017 or 18.

1613 Bull Valley Drive, Woodstock
1214 Gerry Street, Woodstock
$475,000
5 Beds ⋅ 4 Baths ⋅ 11901770 MLS ⋅ CLOSED Status
"HONEY STOP THE CAR NOW!" That's right- you've just found your forever home! Nestled on an extra large 3/4 acre lot in highly desired Winslow Acres, this country style charmer offers a rural feel near all of the modern conveniences that Woodstock has to offer! Stunning curb appeal welcomes you to a home surrounded by lush mature trees, shrubs & vibrant, fragrant flowers. Once inside, you'll be in awe of all of the luxury touches & upgrades that all three floors of this home has to offer! Gleaming hardwood floors (freshly sanded & stained), custom fixtures, neutral colors, and closet space galore! Truly an entertainer's dream both inside out, your tour begins in the Formal Living Room, where you'll find a giant bay window to let the sun shine in, customs touches such as chair rail, crown molding, even an art ledge above the bay window! French doors lead you right into the Family Room, which offers glorious views of nature, cozy wood burning fireplace w/gas starter, opening right into the Kitchen for ease of entertaining. A fully remodeled Gourmet Kitchen is ready to impress the Family Chef with its endless granite counters (NEW just installed!), crisp white 42" showcase cabinets, sub zero refrigerator, double oven (go ahead and commit to making TWO turkeys this Thanksgiving! lol), recessed lighting, extended breakfast bar, and French doors to the expansive heated 4 Season Room. This gorgeous space is perfect for lounging on breezy summer days, dining al fresco on balmy nights, & snuggling under blankets during crisp Fall sunsets! You'll love the serene views of the wetlands & the Donato Conservation Area from every angle. Back inside, you'll find that the Formal Dining Room is also conveniently right off of the Kitchen, making parties & holidays a breeze! Be the "Hostess with the Mostest" in this dazzling room, featuring another bay window, tray ceilings, & custom chair rail. Venture upstairs where you will find 3 ample guest bedrooms w/large windows, oodles of closet space, the Laundry area, & a huge guest Bathroom with dual vanities so the kiddos won't fight over the sink ;) The Primary Ensuite Retreat is a relaxing oasis, with vaulted ceilings, a fan for comfort all year long, & enough room for the largest of furniture! Do you dream of falling asleep to National Geographic on an 80" flat screen at night? Now is your chance to buy that TV, because this bedroom has the space for it! The massive walk in closet will impress even the most voracious shoe lover & the Master Bathroom is like having your own personal spa right at home! Bathed in natural light from the skylight, the Master Bathroom offers a deep whirlpool tub, separate tiled shower, and an extended vanity with dual sinks. If all of this isn't impressive enough, there's still more to explore! The professionally finished, FULL WALKOUT basement is huge boasting a rec room, gaming area, home gym, storage space, full bathroom, & a private bedroom. This would be a great space for an in-law arrangement, roommate, home office(s), and so much more! Now that you've toured the inside, I've saved the best for last- The yard! The entire home is surrounded by fabulous professional landscaping, & dual decks that are beckoning the Grill Master of the house to get their apron and spatula ready! There's so much space for you to add more to the garden, add a she-shed, swing set, hot tub- The choice is yours! Such an amazing home, ideally located in beautiful Woodstock, recently voted one of the best places to live in Illinois (famous for being featured in shows like Prison Break & one of my fave movies of all time- Plaines, Trains, and Automobiles!) Super close to the Metra, schools, multiple parks, dining, shopping, cafes, nature trails, conservation areas, walking distance to the Woodstock Square Historic District, and only 30 minutes to action-packed Lake Geneva, WI! YES, PLEASE. Drive up, go in, and fall in love today! (New photos of kitchen coming soon!)

1214 Gerry Street, Woodstock
731 Pleasant Street, Woodstock
$399,900
4 Beds ⋅ 3 Baths ⋅ 11893802 MLS ⋅ CLOSED Status
This inviting ranch retains its mid-century charm with features that include the floor-to-ceiling windows that overlook the 1/2 acre property! The living room is anchored by the light grey Lannon stone wood-burning fireplace that stretches from the new hardwood flooring to the vaulted wood-beamed ceiling. An updated kitchen adjoins the dining room with its breakfast bar cut-out featuring a granite seating area that opens to the sunroom. The sunroom's two walls of windows let the light shine in and make it a great place to relax after a long day! From here you'll find direct and easy access to the huge deck which provides tons of room to gather, grill or just lounge. Space-saving, original maple pocket doors are sprinkled throughout the home. The family room in the walk-out basement features the second fireplace in the home, this one with gas logs, and there is a recreation space that provides plenty of room for an office, plus whatever else you can imagine! A 4th bedroom in the basement has an attached, full bathroom. Professional mature landscaping along the property's perimeter provides privacy for those fun days or nights in the heated pool. Flagstone pathways connect patios through the oasis created by the perennial gardens. New Roof 2022. Some new windows in 2018. Concrete driveway is a 5 1/2" pour. Whole house 20kw Generac generator. Low-maintenance exterior and decking. In addition to overhead storage cubbies in the heated, oversized garage, there is a 16'x12' shed for extra storage. Close to Metra and Woodstock's Historical Square with its dining, shopping and entertainment. Come make this special home your own!

731 Pleasant Street, Woodstock
17615 Garden Valley Road, Woodstock
$525,000
4 Beds ⋅ 3 Baths ⋅ 11886974 MLS ⋅ CLOSED Status
Don't Miss This is an Incredible 4-bedroom 3 Full Bath Custom Ranch with Full Walkout That Includes an In-law with Full-Size Appliances. The Main Level Has New Windows Throughout and Wonderful Wood Flooring. Living Room has Handsome Hearth Accenting the Room. Dining Room is Open to Kitchen & LR. Kitchen has Impressive 11' Corian Breakfast Bar w/Seating, Newer All Stainless Appliances & Freshly Painted Cabinets. Most Trim throughout 1st Floor Freshly Painted. Superb Master Suite Has Both Jacuzzi & Walk in Closet. 3 Bedrooms, 2 Full Baths & Huge Laundry Room Finish This Level. Expanded Deck Overlooks Your Massive Back Yard. Bathroom in Walkout Has Heated Floors (although Seller has never used it). Bedroom in Walkout is a 2 Room Private Suite. Walkout is a Complete Entertainment Level. Plenty of Room for Pool Table/Gaming or Family Gatherings. All New Carpeting on This Level. The kitchen on Walkout Level has a 13' Breakfast Bar! 3 Car Attached Garage Has 12' Ceilings. Detached Garage/Shed in Back Along with Chicken Coop and Newer Swimming Pool. New High Efficiency Furnace & AC Coil. New Reverse Osmosis System. The Seller Has Planted 20+ Trees Around the Perimeter of This 5+ Acres of Prestigious Property. Ask for Apples? You Have it Covered Here. Plenty of Trees at The Back End of The Property! Did I mention The Sellers Kids Go to Woodstock Schools? Don't Delay. You Know it Will Be Gone!

17615 Garden Valley Road, Woodstock
12811 Pleasant Valley Road, Woodstock
$750,000
4 Beds ⋅ 4 Baths ⋅ 11886873 MLS ⋅ CLOSED Status
Property is now sold. No more Showings. This is an incredible all brick one owner ranch on 6 acres Zoned A-1 that is partially wooded, located between Woodstock & Huntley, near the Metra & I90. This builder's home boasts 6 bedrooms, 3 1/2 baths, & 4767 SF of living area between the 1st floor & the finished basement. Impeccably maintained, the home has had several recent updates which include your dream kitchen with all solid wood cabinetry, sparkling granite counters, stainless appliances, & easily maintained wood laminate flooring. All of the 1st floor bathrooms have also been updated. Your oversized family room includes loads of custom cabinets, beautiful stonework, full masonry gas log fireplace & an 8 ft. wide double patio door that leads to a very special screen porch that overlooks 2 TREX brand decks & a large concrete paver brick patio. Your nice sized bedrooms come loaded with plenty of closet space. The finished basement includes a large Rec Room & a deluxe wet bar with more high end hickory cabinets & additional stonework. There are 2 large bedrooms & a TV viewing room equipped with super sized high def TV. There is a full bath with a whirlpool & a separate shower. There are also 2 large storage areas with plenty of builtins. There is a 3 car totally finished attached garage with an epoxy coated floor & deluxe storage cabinets. Outside, there is a 45 x 75 CLEARY pole barn with a 5 inch reinforced floor & three 14 ft. overhead doors. There is also another 3 car detached all brick garage. This home also includes a GENERAC generator that can power your furnace, kitchen refrigerator, & your sump pump. The list of the high points of this home goes on & on. That list of highlights will be in a separate document. This property needs to be totally experienced by visiting it in person.

12811 Pleasant Valley Road, Woodstock
14218 Jankowski Road, Woodstock
$535,000
3 Beds ⋅ 4 Baths ⋅ 11881150 MLS ⋅ CLOSED Status
Enjoy the wooded Northwoods type atmosphere with your own private walking trails, native woodland and prairie plants, seasonal creeks, and your own open meadow with a large burn pit area to enjoy bonfires in a peaceful surrounding on 6.61 fenced acres! Enter the property through the electronic gate up a long driveway bordered on each side by woods which opens to a circular drive in front of your rustic yet contemporary home with dramatic walls of windows. Some of the custom cabinetry within was made from walnut and oak trees grown on the property! The open 2-story and very spacious living room/great room with fireplace boasts dramatic windows bringing in the beauty of the outdoors. The main floor bedroom has a walk-in closet and the bathroom has double sinks and a walk-in shower. Across from a half bath off the hallway there's a first floor laundry room; the basement has a utility room which includes an additional laundry, there's also a 20x24 open room area, a 3rd full bathroom, and plenty of convenient storage room areas. The two 2nd floor bedrooms share a jack and jill bathroom and the larger bedroom has a dressing room/sitting area with mirrored doors. The open 2nd story loft overlooks the magnificent great room, plus another windowed wall brings in more beautiful views of the outdoors from the top of the stairs. The main floor has a spacious dining/eating area and the Kitchen is fully applianced with dishwasher, subzero refrigerator, gas stove with oven, and a built-in microwave; plus directly across from the kitchen peninsula with stools there's a 5 foot desk with another wall of windows providing more great views. Perfect for entertaining, a few steps down from the kitchen there's a separate bar room with a wet bar, a woodburning stove, plenty of dining and seating area and sliders to a deck with built in benches, a paver patio and a trellis overlooking your private woodland paradise. In addition to a generous sized chicken coop there are 2 large outbuildings (32x28 and 38x23), each with an additional garage area included; one has a carpeted studio with a heating unit and a window air conditioner and the other contains a very large workshop with plenty of storage and work areas. There is also a woodshed for storage of firewood to feed the fireplace and wood stove. This beautiful property has the feel of the Northwoods, yet is just minutes from the Historical Woodstock Square, with its beautiful central park, gazebos, restaurants, shopping, and loads of events, including at the very popular Woodstock Opera House, plus, within a couple of blocks there's the convenience of the Metra train to Chicago. Make this your very own Home Sweet Home! Be sure to click on Virtual Tour for Video.

14218 Jankowski Road, Woodstock
2718 S Cherry Valley Road, Woodstock
$621,000
4 Beds ⋅ 3 Baths ⋅ 11864944 MLS ⋅ CLOSED Status
7 acre farmette on one of the most gorgeous settings in Woodstock - with Crystal Lake schools, and close to town! This historic home has been lovingly updated to bring it to its current glory. 4 bedrooms, 3 full baths, large mudroom (w/ gas hookup for future main level laundry), updated kitchen and baths, large pantry, greenhouse attached to the mudroom, and a cool, mid-century 'vibe' office with amazing built-in bookshelves. New furnace and A/C, and top-of-the-line Culligan home water treatment system. There is an enormous dairy barn with fabulous timber/framing - it's quite a sight! Would be a wonderful space for private events and/or storage. The lower level could be utilized as a 'garage,' or renewed as a place to keep your horses or other animals. The barn has its own separate entrance, pasture, and even has a 2 bedroom apartment inside (plus a large office, 2 full bathrooms, and full kitchen). Would make a great private space for guests, in-laws, or rental income! There is a tennis court on the property that 'needs some love,' but could be used for kiddies or granddaddies to rollerblade, bike or skateboard. Or, refurbish it for tennis or pickle ball fun! There is a 2-story pool house on the grounds with its own entrance that would be great as an artist's studio or home based business headquarters. From its second story, you can see magnificent vistas for miles. The property is home to chickens, which can stay with the home...your eggs will be 'free' and natural. There are mature apple, pear, and cherry trees on the property too! There is so much to see here - the possibilities are endless. The setting 'at the top of the hill' of S. Cherry Valley Road is truly one-of-a-kind. Fully immersed in nature, quiet, peaceful, yet close to it all.

2718 S Cherry Valley Road, Woodstock
10616 Charles Road, Woodstock
$530,000
3 Beds ⋅ 3 Baths ⋅ 11789594 MLS ⋅ CLOSED Status
Welcome to this stunning converted barn nestled on over 2 acres of picturesque land. This remarkable property boasts three bedrooms, three bathrooms, and a range of impressive features that combine rustic charm with modern elegance. As you enter the home, you'll immediately be captivated by the vaulted ceilings in the combined living room and dining room. The open layout creates a spacious and inviting atmosphere, perfect for entertaining guests or enjoying cozy evenings with loved ones. Large windows allow abundant natural light to fill the room, accentuating the beauty of the exposed wooden beams and enhancing the rustic ambiance. The kitchen is a chef's dream, featuring sleek granite countertops and an island with seating. Whether you're preparing a quick meal or hosting a dinner party, this well-appointed kitchen provides ample space and modern amenities to meet all your culinary needs. Adjacent to the living room, you'll find an enclosed sunroom, offering a tranquil space to relax and enjoy the surrounding natural beauty. With its expansive windows, this sunroom allows you to soak in the panoramic views of the sprawling property and beyond throughout the year. On this floor, you'll also find a full bedroom, full bath, and butler's pantry. The loft-style master suite is a true sanctuary. Located on the upper level, it provides a private and secluded retreat. The spacious bedroom area is complemented by a luxurious en-suite bathroom, complete with a steam shower, a separate jetted tub, and walk-in closets. This master suite is designed to offer the utmost comfort and relaxation. The lower level of the barn is a versatile space that includes a large office area, providing ample room for work or creative pursuits. Additionally, there is a third bedroom, a family room, and another bathroom on this level, ensuring convenience and functionality for all occupants. As if this weren't enough, the property also offers a second residence, perfect for guests, in-laws, or potential rental income. This secondary living space comprises one bedroom, a bathroom, a kitchen, and a living room, providing all the comforts of a separate dwelling. Car enthusiasts and hobbyists will appreciate the three-car garage, which includes a full attic for storage and an additional room that can be utilized as an art studio or customized to suit your specific needs. This unique home offers a harmonious blend of rustic charm and modern luxury. This property is a truly remarkable find. Whether you seek a peaceful retreat or a space for entertaining this converted barn provides the perfect backdrop for a life of comfort, style, and creativity. Schedule your private showing today.

10616 Charles Road, Woodstock



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

How much is your home worth?

Get instant property value now!