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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

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

1987 Yasgur Drive, Woodstock
$245,000
2 Beds ⋅ 2 Baths ⋅ 12643285 MLS ⋅ CLOSED Status
This unusually SPACIOUS home features a GINORMOUS 2nd floor loft ideal for a home office, workout space or _______, and convenient 2nd floor laundry. The primary suite offers a walk-in closet and access to the Bath. If cooking is where your heart is - relish in generous counter space, serving up your delicacies at the Breakfast Bar or the Dining Room table at leisure. The kitchen includes a separate pantry for all the extra storage your heart desires, cherry cabinets - while enjoying OPEN design living. Enjoy both a formal dining room and a bright, welcoming layout designed for everyday living and entertaining. Additional highlights include a 1st floor powder room, attached 2-car garage, attic storage, adorable front porch, and beautifully landscaped front yard that adds curb appeal from the moment you arrive. Close to all things FUN in Woodstock, a hop, skip to Lake Geneva and all the neighborhood amenities of walking trails, parks, near the schools and shopping, too!

1987 Yasgur Drive, Woodstock

615 Silver Creek Road Unit #615, Woodstock
$185,000
2 Beds ⋅ 2 Baths ⋅ 12675969 MLS ⋅ CLOSED Status ⋅ The Trees BLDG.
Charming 2-bedroom end-unit townhome offering comfortable, low-maintenance living. 2 story living with a full unfinished basement. The spacious living room features sliding glass doors leading to a private patio, while the kitchen provides ample cabinet and counter space plus a pantry closet. The generously sized primary bedroom includes two closets, and the versatile second bedroom is perfect for guests, a home office, or flex space. An unfinished basement offers excellent storage and endless potential for future living space, & stubbed for a bath. Enjoy the convenience of an attached garage and HOA-covered lawn care and snow removal. Move-in ready and ready to impress-schedule your showing today! Water Heater 2020. Home being sold As-Is

615 Silver Creek Road Unit #615, Woodstock

1721 Roger Road, Woodstock
$365,000
3 Beds ⋅ 3 Baths ⋅ 12689148 MLS ⋅ CLOSED Status
Welcome to this beautiful Sawgrass model in the highly sought-after Sweetwater neighborhood! This spacious 3-bedroom, 2.5-bath home offers a thoughtful floor plan designed for both everyday living and entertaining. The home featuring gorgeous hardwood floors, a versatile den that's perfect for a home office, playroom, or flex space, and an inviting living area filled with natural light. Upstairs, you'll find three generously sized bedrooms, including a comfortable primary suite with double sinks in the en-suite bathroom. A convenient laundry chute adds a practical touch to daily living. Step outside to enjoy the fully fenced backyard-ideal for relaxing, entertaining, pets, or play. Complete with a 2-car garage and located in the desirable Sweetwater community, this home offers comfort, functionality, and a wonderful place to call home. Don't miss your opportunity to make this charming Woodstock home your own!

1721 Roger 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

200 E Judd Street, Woodstock
$350,000
12646782 MLS ⋅ CLOSED Status
Great opportunity & location for your business or a new development!! Just over one acre with municipal utilities available! This corner lot is just a block from the Historic Woodstock Square, two blocks from the METRA station and is zoned B2-C allowing for potential multiple uses including commercial, multi-family and office. The property is also across the tracks from a proposed hotel in downtown Woodstock. The site lies within the City of Woodstock TIF #2 and also the McHenry County/City of Woodstock Enterprise Zone, allowing for potential development benefits with this parcel. Current ownership has had several concept plans prepared for the site. There is excellent future development potential for this strategically located site in downtown Woodstock!

200 E Judd Street, Woodstock

855-857 Rhodes Street, Woodstock
$350,000
4 Beds ⋅ 2 Baths ⋅ 12671972 MLS ⋅ CLOSED Status
Immaculate and well maintained up and down duplex. Located on a quiet cul-de-sac walking distance from the Square and Metra and amenities. Each unit has it's own private garage. Separate decks. Upstairs unit has an extra space that could be used for a small office or storage. Both layouts are the same. The property is graced with many recent improvements such as roof '19, battery backup for sump '26, washers and dryers '20, water heaters '26 and '22, paint, '25, AC '21 and '22, windows '14. garage doors '14. Furnaces '03 and '06, (though older, these units have been serviced yearly and have plenty of life left). The basement is unfinished but has been used as a workout space in the past by both tenants. There is a lockable 8 x 10 room for owner maintenance equipment) Both units are rented and have always had to turn people away. Current owner has owned the building since 1986 and pride of ownership shows.

855-857 Rhodes Street, 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

1952-1954 Sheila Street, Woodstock
$325,000
6 Beds ⋅ 2 Baths ⋅ 12668234 MLS ⋅ CLOSED Status
Excellent investment opportunity or owner-occupant property! This side-by-side duplex features two spacious 3-bedroom units, each offering comfortable living space and practical layouts. Both units have been updated with newer laminate flooring. Each unit has 3 bedrooms and a full bath upstairs. The lower levels include large combined living and dining space, kitchen and laundry room with sink. The walkout lower levels also offer additional flexibility and direct access to separate, fenced backyards-perfect for outdoor enjoyment, pets, or entertaining. Conveniently located in Woodstock with easy access to shopping, dining, parks, and commuter routes. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this duplex is a fantastic opportunity. Rents could be increased. Long term tenants are at below market. Property currently assessed over $365,000. Taxes will be appealed and should be reduced for 2026.

1952-1954 Sheila Street, Woodstock

658 Pleasant Street, Woodstock
$222,500
2 Beds ⋅ 1 Baths ⋅ 12689313 MLS ⋅ CLOSED Status
**OFFER DEADLINE JULY 2ND AT 3PM**Opportunity awaits at 658 Pleasant Street! This home is full of potential and ready for your personal touch. Whether you're an investor, rehabber, or buyer looking to build equity, this property offers a fantastic opportunity to make it your own. Recent improvements include a new roof on both the house and detached garage (2026), new garage door (2026), new sump pump (2026), new quartz kitchen countertops (2026), and a new stove (2026). The detached garage provides additional storage and parking, while the home's functional layout offers a great foundation for future updates. Conveniently located just minutes from historic downtown Woodstock, shopping, restaurants, parks, and schools. Bring your ideas and unlock the potential this property has to offer. Being sold as-is.

658 Pleasant Street, 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

4003 Meadowridge Drive, Woodstock
$469,840
4 Beds ⋅ 3 Baths ⋅ 12627495 MLS ⋅ CLOSED Status
SPECIAL FINANCING OFFERS AVAILABLE! READY FOR MAY DELIVERY! * GARDEN BASEMENT OPTION * Homesite#84. Discover the Wren, a thoughtfully designed two-story home that blends modern comfort with everyday functionality. This layout features four spacious bedrooms, two full bathrooms, and a convenient study on the main floor. The open-concept design connects the kitchen, dining area, and family room, creating a seamless flow that's ideal for both relaxed living and entertaining. Luxury vinyl plank flooring extends throughout this main living space, adding warmth and durability. A charming, covered porch creates a warm and welcoming entry, setting the tone for what's inside. The kitchen is well-appointed with a large center island, quartz countertops, stainless steel appliances, and ample cabinetry for storage and organization. A versatile flex room on the first floor adds extra space for a home office, playroom, or quiet retreat-tailored to fit your lifestyle. Upstairs, the private owner's suite offers a generous walk-in closet, and an en-suite bathroom designed for comfort. Three additional bedrooms and a full bathroom provide flexible options for family, guests, or hobbies. A second-floor laundry room adds convenience, while a two-car garage and thoughtful interior design details enhance daily living. The Wren delivers a smart, stylish layout designed to support the rhythms of modern life. Exterior will be slate GRAPHITE siding with WEATHER LEDGE stone. (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.

4003 Meadowridge Drive, Woodstock

3877 Meadowridge Road, Woodstock
$472,000
4 Beds ⋅ 3 Baths ⋅ 12576809 MLS ⋅ CLOSED Status
SPECIAL FINANCING OFFERS AVAILABLE! READY FOR MAYDELIVERY! Homesite #0085. Unveil the Starling, an expertly constructed home where exceptional design blends effortlessly with everyday comfort. This airy design offers four bedrooms, two bathrooms, a powder room, and a versatile flex room, perfect for adapting to your lifestyle. Luxury vinyl plank flooring flows throughout the main living space, creating a warm and inviting atmosphere in the open-concept family room, dining area, and kitchen. The chef-inspired kitchen features stainless steel appliances, sleek 42" cabinetry, elegant quartz countertops, and a large island that serves as both a focal point and a functional workspace. A built-in pantry adds extra convenience and storage. The owner's suite, situated on the upper level, is an oasis with a generous walk-in closet and a spa-like en-suite bathroom. The bathroom includes double sinks and a deluxe shower, creating a luxurious space for relaxation. Three additional bedrooms share a full bathroom, and the convenience of a second-floor laundry room makes everyday tasks easier. The first floor features a flexible space that can be customized to fit your needs-whether it's a home office, dining room, or entertainment area, the possibilities are endless. Additionally, a standard three-car garage provides ample parking and storage Exterior will be Espresso color siding and Brownstone color brick. (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.

3877 Meadowridge Road, Woodstock

4201 Meadowridge Road, Woodstock
$339,990
3 Beds ⋅ 3 Baths ⋅ 12613387 MLS ⋅ CLOSED Status ⋅ Riverwoods BLDG.
AVAILABLE NOW! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #6702. Step inside and explore the Charlotte, a highly sought-after two-story duplex featuring three bedrooms and 2.5 baths. The first floor showcases an open-floor plan, creating a sense of spaciousness and unity that seamlessly blends entertainment and everyday comfort. It's easy to see why the kitchen is considered the heart of this home-complete with stainless steel appliances, and a stunning oversized quartz island, this space leaves nothing to be desired. Better still, the kitchen flows effortlessly into a generous great room and dining area, making it ideal for hosting gatherings and special events. Upstairs, retreat to the luxurious owner's suite, offering a spacious walk-in closet and a spa-inspired bath. Two more generously sized bedrooms, an additional bathroom, and a convenient laundry room round out the upper level. High-end finishes include luxury vinyl plank flooring, sleek quartz countertops, and elegant decorative railings, all enhancing the home's aesthetic appeal. 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.

4201 Meadowridge Road, 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

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

1546 Bobolink Circle, Woodstock
$850,000
4 Beds ⋅ 5 Baths ⋅ 12588862 MLS ⋅ CLOSED Status
Elegant custom home with all the extras...including an elevator and extended family quarters. Large, true gourmet kitchen, built-ins, coffered ceilings, plantation shutters, 4 fireplaces and hardwood flooring. New carpeting and fresh interior neutral paint. Enjoy the first floor primary bedroom with sliding doors onto the private deck and backyard. Two first floor offices, heated floors in the sunroom and a beautiful backyard. Located in the sought after Bull Valley Golf Club, the Great Room is spectacular with a wall of windows. The fully finished English look out basement has high ceilings, another bedroom, full bath, family room, workshop and mega storage. This is a quality home. Estate, being sold as-is, but very nice!

1546 Bobolink Circle, Woodstock



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