Woodstock Illinois homes for sale starting at Fifty Thousand Dollars

$420,000 - Woodstock, IL

119 Raffel Road Woodstock, IL - Country living in the heart of town! This custom ranch home sits on approximately 6 acres and backs up to Silver Creek Park where you have access to lovely walking trails. The home features an open concept with a large great room and gourmet kitchen. The butler pantry includes a kegerator/beverage fridge for your entertaining pleasure. There is an extra room that makes for a great office space or potential 3rd bedroom. Enjoy the beautiful setting from your back patio. The property is mostly fenced and has a 30x50 outbuilding with a full 4" concrete floor, electricity and water. Perfect for storing your big toys or business equipment. Zoned agriculture so you can bring your livestock or horses. Eligible for a conservation tax break if you prefer to restore the prairie. The lot has recently been cleared and is an open canvas for your future vision.

$418,000 - Woodstock, IL

840 Southview Drive Woodstock, IL - Conveniently Located Custom Ranch Backing to Conservation Area! This is NOT in a flood zone. FEMA 17111C0200J, Zone X, 500 yr low risk zone. Meticulously maintained and custom built by Reschke, this 3-bedroom, 2-bath ranch offers the perfect blend of privacy, comfort, and nature. Situated on a premium lot that backs directly to the protected Concannon Conservation Area, this home is a peaceful retreat with views and tranquility that will last a lifetime. The open floor plan features vaulted ceilings and refinished hardwood floors, creating a bright and inviting space. A focal point tiled gas fireplace adds warmth and charm to the living area, while a composite deck offers seamless indoor-outdoor living. The unusually large owner's suite offers lots of options to fit your needs. The full, unfinished basement boasts 9' ceilings and is already roughed in for an additional bathroom-ready for your custom touch. Less than 2 miles away from grocery stores, farmer's market, restaurants, emergency medicine, department stores, hardware stores, auto repair, furniture stores, government offices and more. Exterior highlights include a brick paver walkway and a concrete driveway for lasting durability and curb appeal. Updates (2021): Italian tiled gas fireplace, refinished hardwood floors, Spanish tile kitchen backsplash, bedroom carpeting and sump pump with battery backup. (2022): New Whirlpool dryer. (2023): New A/C. (2024): New hot water heater and water softener. In 2025: Maytag SS gas stove and microwave, Bosch Series 800 SS dishwasher, and Frigidaire SS French Door Refrigerator.

$399,900 - Woodstock, IL

731 Roger Road Woodstock, IL - This beautiful home offers a 1/3 acre lot overlooking a peaceful pond and nature area. The fully fenced backyard is ideal for kids and pets, while the expansive deck and screened-in gazebo provide the perfect space to unwind or entertain. Step inside to a vaulted entry and two story living room with a stunning floor-to-ceiling wood-burning fireplace and hardwood floors. The formal dining room also features hardwood flooring and a charming corner cabinet and flows into a well-appointed kitchen with granite countertops and breakfast bar. The family room off the kitchen is the perfect place to relax with a full wall of built ins and place for TV. A powder room, mud room and separate laundry room complete the 1st floor living space. Upstairs, the spacious primary suite is a true retreat with French doors, a soaker tub, and full wall of closets. There are two more bedrooms (one being used as office) and a full bath upstairs as well. The partially finished basement expands your potential living space with a large open space, a separate bar and full bath- this space is ready for your re-imagining! A 3-car garage provides plenty of space for vehicles, hobbies, or storage. Quiet non through street too!

$399,000 - Woodstock, IL

4405 Greenwood Road Woodstock, IL - Fully renovated 4-bedroom, 2.5-bath home - everything is brand new from top to bottom! This spacious property offers modern finishes throughout, including a brand-new kitchen, updated bathrooms, flooring, windows, HVAC, roof, and more. Move-in ready with thoughtful upgrades that blend style and functionality. Located directly across the street from the charming local general store - enjoy the convenience of everyday essentials just steps away. A rare opportunity to own a turnkey home in a prime spot!

$395,000 - Woodstock, IL

819 N Sharon Drive Woodstock, IL - Discover the charm of a custom-built home at 819 North Sharon Drive in Woodstock, IL. Nestled on just under half an acre, this 4-bedroom, 2.5-bathroom residence offers 2,335 square feet of living space with quaint character. Notable updates include a repiped water supply in 2021, along with a newer water heater, newer washer and dryer, with the AC/furnace maintained yearly. This home is brimming with potential for your personal touches, providing comfort and convenience near major routes, Historic Woodstock Square, and excellent school district.

$370,000 - Woodstock, IL

1421 Portage Lane Woodstock, IL - Welcome to this beautiful 4-bedroom, 3.1-bathroom home. Full of charm and modern comforts with endless updates! From the moment you arrive, you'll be greeted by a classic wrap around porch, perfect for morning coffee or evening relaxation. Step inside to find fresh paint and newly sanded and stained hardwood floors (2023) flowing throughout the main level. Leading to a brand new kitchen (2024)- with a quartz island that comfortably seats 7. The kitchen overlooks the living room with a wood-burning fireplace perfect for entertaining! Off the living room is the three seasons room with vaulted ceilings offers a peaceful retreat with plenty of natural light. The formal dinning room currently serves as a perfect playroom! The newly renovated first floor laundry room and powder room adds convenience (both 2024). Upstairs, you'll find four spacious bedrooms with new LVT flooring throughout. The luxurious primary suite features vaulted ceilings, two walk-in closets, and a spa-like bathroom with a soaker tub, separate shower, and double vanity. The partially finished basement includes a full bath and offers endless potential for a home gym or entertainment space, ready for your finishing touches. Outside, enjoy gatherings on the deck this Summer! This home is move-in ready, thoughtfully upgraded, and full of potential! Schedule your tour today! Convenient location to Woodstock Square, train station and route 14 making errands quick and easy! Over 65K in upgrades, ask your agent for a full list of upgrades!

$364,700 - Woodstock, IL

118 Sunshine Lane Woodstock, IL - Beautifully updated and ready for new owners, this home features a stunning new kitchen equipped with quartz countertops, white shaker-style cabinets, and sleek stainless steel appliances. It boasts a new A/C unit, updated gutters and downspouts, and a refinished deck. The efficient windows have a low-e insulation feature, while the garage now includes a new man door and custom handrails. Inside, enjoy refinished hardwood flooring on the main level and luxury vinyl plank in the lower level, along with fresh interior paint and new fixtures throughout. The bathrooms feature brand-new vanities and modern light fixtures, complemented by tamper-resistant receptacles for added safety. For convenience, there's access from the workshop area directly into the garage, perfect for transporting tools and materials when working outside. According to the previous owner, the roof is just 2-3 years old, and the vinyl siding is approximately 12-15 years old. Situated within a short 5-minute drive to the Metra train station, Woodstock Square, shopping, and local eateries, this home offers both comfort and convenience. Don't miss out-view the 3-D tour with floor plan and schedule your private showing today!

$358,000 - Woodstock, IL

1218 Bunker Street Woodstock, IL - Spacious & Unique Home with Incredible Primary Suite and Outdoor Oasis. Welcome to this truly one-of-a-kind home offering over 2,800 sq ft above grade with a standout primary bedroom featuring a spiral staircase leading to a private third-floor retreat-perfect for relaxing in your recliner while watching TV. The home boasts a thoughtfully designed addition to both the Family Room and Primary Bedroom, providing generous space for entertaining and personal privacy. Hardwood floors run throughout, creating a seamless and classic aesthetic. As you approach, the new brick paver steps set a warm and inviting tone. Inside, enjoy a traditional layout with a cozy Living Room featuring both a fireplace and separate wood-burning stove-often used to heat the home during winter. The Dining Room leads to a beautifully updated Kitchen, complete with hickory pull-out cabinets, under-cabinet lighting, stainless steel appliances, and a refrigerator/freezer combo large enough to feed a football team. The attached eating area adds convenience and charm. The lower level is impressively spacious, featuring a 23x16 Family Room, a wet bar, an updated half bath ('18), Laundry Room, and direct access to the attached 2-car, heated garage (with sink). This level walks out directly to the backyard-ideal for entertaining and daily living. Upstairs, you'll find four spacious bedrooms, all with hardwood floors. The primary suite is a true retreat, complete with a sitting area/home office, a walk-in closet, dual vanities, and a walk-in shower. The crowning feature is the third-floor loft, accessible via the spiral staircase, currently used as a cozy TV nook. Step outside to a brick paver patio-a perfect space for outdoor dining and lounging. You'll also find a huge shed/barn with a second-floor loft for additional storage. The yard is a gardener's dream, featuring grapevines (2 varieties), apple tree, raspberry bushes, strawberries, kiwi, and asparagus-with even more room for planting in the dedicated garden bed. Recent Updates & Extras: Windows replaced within the last year, Water heater (20), A/C (15), Central vac and humidifier, Freezer in garage, New garage door openers with built-in cameras, Exterior surveillance system, Stove (25) and dishwasher (24). This home offers an unbeatable blend of charm, space, and functionality-inside and out. A must-see for anyone who values character and comfort! Perfect location 3 minutes from center of town.

$350,000 - Woodstock, IL

1642 Wheeler Street Woodstock, IL - This charming ranch home with a full English basement is nestled in a quiet neighborhood in Woodstock and is ideal for everyone. With vaulted ceilings, skylights, and a spacious open floor plan you can enjoy cooking, dining and relaxing in a light and airy environment. A spacious primary suite features a generous closet and a skylight in the primary bath. Along with two other bedrooms, there is plenty of space here, including a full second bath and a plumbing to add another bathroom in the basement. Kitchen appliances are less than two years old, and the basement windows, furnace/AC, and water softener were updated in 2021. The water heater was replaced in 2024. Space for a washer/dryer on the first floor is already plumbed in so you can truly have single story living! And a lovely deck provides outdoor space to entertain or just unwind. This is the perfect home for simple stress-free living!

$339,900 - Woodstock, IL

12306 Roger Road Woodstock, IL - Spacious 4-bedroom, 2-bath ranch-style home with generous living space and beautiful views! Enjoy a cozy fireplace in the dining area, a bright sunroom surrounded by sliding glass doors, and a layout that offers both comfort and functionality. Spacious rooms, park like setting, great sunroom overlooking a big yard with mature gardens and perennials. Also, room for multi-generational living with the addition of the big primary room off the back of the garage area. You'll also appreciate the attached 2-car garage and two storage sheds for added space. Seller will provide a 12 month home warranty for peace of mind. Located in the charming community of Woodstock, known for its historic square, local events, and small-town feel-come see what makes this area such a great place to call home!

Woodstock, Illinois listings for sale

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