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$172,000
2 Beds ⋅ 1 Baths ⋅ 12486505 MLS ⋅ CLOSED Status
Cute bungalow with higher ceilings and an open entertainment space! New dishwasher and A/C. Updated roof and kitchen. Cool hardwood flooring, an unfinished basement and a fenced back yard. Located minutes from the historic Woodstock square with a great Farmer's Market, concerts and fun events.

104 Stewart Avenue, Woodstock
$250,000
5 Beds ⋅ 1 Baths ⋅ 12490881 MLS ⋅ CLOSED Status
Step back in time with this beautifully preserved piece of Woodstock history! Built in 1902, this 5-bedroom, 1-bath home is among the earliest in town and proudly holds historical status. The residence showcases timeless craftsmanship with original woodwork, hardwood floors, pocket doors, built-in cabinetry, and a striking tin ceiling. Modern comforts include a newer furnace, A/C, and water heater. Relax on the inviting front porch with its stunning street-facing windows, or enjoy outdoor living on the spacious deck overlooking the large lot. Plenty of closet space and potential to add an additional bath and laundry upstairs. Ideally located near the charming Woodstock Square, METRA, dining, and shopping!

324 N Madison Street, Woodstock
$110,000
3 Beds ⋅ 1 Baths ⋅ 12491343 MLS ⋅ CLOSED Status
Welcome to the heart of Woodstock! This 3-bed, 1-bath property offers 1,244 sq ft of potential with solid bones and classic character. Spacious yard, shed, and close to downtown, parks, and schools. Great opportunity to make it your own!

330 Lake Avenue, Woodstock
$398,500
3 Beds ⋅ 3 Baths ⋅ 12489075 MLS ⋅ CLOSED Status

431 Washington Street, Woodstock
$210,000
2 Beds ⋅ 1 Baths ⋅ 12457130 MLS ⋅ CLOSED Status

1408 N Madison Street, Woodstock
$297,400
3 Beds ⋅ 1 Baths ⋅ 12486559 MLS ⋅ CLOSED Status
Vintage charmer! Lovingly built by a master carpenter as his bride's wedding gift with recent updates from this home's second owner. Quality construction dates back to 1932 with solid wood original cabinetry, trim, crown molding, and doors. Hardwood flooring, also under existing Kitchen vinyl, needs a little TLC. Three car garage with new concrete floor. Modern efficiencies include spray foam insulation (greatly reduced the gas cost last winter), forced heat (80% eff.), central a/c, 100 amp electrical, hot water heater 2018. New roof in 2024 with Owens Corning Duration Shingles with warranty. From the glass door knobs, mortise locksets, down to the tall baseboards the owner has respectfully and affectionately restored the charming details of yesteryear. Black Raspberry bushes thrive here and no chemicals have been used on the property for at least 10 years. Unique opportunity, 1.7 acres with residential (R3) zoning on front of property and light manufacturing (M1) on rear of property.

824 Washington Street, Woodstock
$220,000
3 Beds ⋅ 2 Baths ⋅ 12486636 MLS ⋅ CLOSED Status
You don't want to miss this charming vintage two-story home featuring 3 bedrooms and 1.5 baths. This home offers a bright, desirable white kitchen while preserving its timeless character. A lot of work has been done but just a little more love can make this a perfect one. The main level boasts a spacious kitchen, living room, a separate dining room, a convenient half bath, and first-floor laundry. Enjoy outdoor living on the welcoming front deck, perfect for relaxing or watching the kids play on the quiet dead-end street, or retreat to the captivating backyard. The fully fenced yard is truly impressive, complete with a large deck for entertaining. Additional highlights include a full basement and a oversized two-car garage. Some updates to note from 2022 are new roof, siding. In 2020, new appliances, hot water heater and washer and dryer. Selling as is. It is a great home to make yours!

935 Marvel Avenue, Woodstock
$180,000
1 Beds ⋅ 1 Baths ⋅ 12484863 MLS ⋅ CLOSED Status
Welcome to this beautifully updated 1-bedroom, 1-bath home just steps from Historic Woodstock Square! Enjoy a completely remodeled kitchen and bath, new HVAC, plumbing, electrical, high-efficiency water heater, luxury vinyl floors, LED lighting, custom blinds, and a first-floor washer and dryer for your convenience, easily transferable to the basement. Huge backyard with mature trees, detached garage, front porch, vinyl siding, and 6' high cedar privacy fence. Just minutes to the Metra train station, shopping, dining, and entertainment. Don't miss your chance to own this amazing home. Make your appointment today!

1026 Clay Street, Woodstock
$485,000
3 Beds ⋅ 2 Baths ⋅ 12485565 MLS ⋅ CLOSED Status
Welcome to country living on 13 acres in Woodstock! This brick ranch home offers 3 bedrooms and 2 full bathrooms with a spacious, open layout. The oversized 3+ car garage provides plenty of room for vehicles, equipment, and a workshop. The property is well set up for hobby farming or equestrian use, featuring a large outbuilding, grain bin, fenced grazing area for horses or a fenced dog run and other functional outbuildings. Whether you're looking for space for animals, storage, or future projects, the opportunities here are endless. Enjoy the privacy and open land while still being close to all that Woodstock and McHenry County have to offer. This is a rare chance to own a versatile property that combines comfortable living with functional acreage.

4104 Alden Road, Woodstock
$305,000
3 Beds ⋅ 3 Baths ⋅ 12481021 MLS ⋅ CLOSED Status
Well built brick and cedar ranch with large garage and full finished basement. 3 bedroom and 2.5 baths, central air and fireplace

421 W Kimball Avenue, Woodstock
$320,000
5 Beds ⋅ 3 Baths ⋅ 12477637 MLS ⋅ CLOSED Status
Move in Ready! New windows, new water heater, new driveway, even a sparkling pool. Just unpack, settle in, and enjoy rest of summer living in Woodstock! This spacious and charming 5-bedroom, 3-bath home is located just minutes from historic Woodstock Square. Inside, you'll find 9-foot ceilings, updated flooring, and a partially finished basement offering a bedroom, full bath, and additional living space.Step outside to a backyard built for summer fun featuring a freshly painted in-ground pool with a fully fenced pool area, fenced front yard, and a large backyard with plenty of room to relax, play, and entertain. A detached 2-car garage completes this move-in ready property.

434 Lake Avenue, Woodstock
$270,000
3 Beds ⋅ 2 Baths ⋅ 12473544 MLS ⋅ CLOSED Status
Lovely 3 bedroom, 2 bath home, looking for a new family to love it! First floor boasts real hardwood floors in good condition! Kitchen is open to dining area, which is adjacent to large living room! Just a few steps up and you will enjoy 3 full bedrooms, and a full updated bathroom! Or head just a few stairs down and you will find a huge family room, a 2nd full bath, as well as a large laundry room! All of this, plus new owners will love the huge corner lot! Step outside the kitchen to find a large deck, perfect for entertaining and family barbeques! This large corner lot is also fully fenced in, to keep you and your loved ones safe! But that's not all, if you're a fruit enthusiast, you will love this yard...as it comes complete with apple, peaches, plums, and pear tree's...not mention grapes!!! Yard is also ready and waiting for an above ground pool, as it has already been professionally graded! Home is in a quiet neighborhood, within walking distance to schools, playgrounds, and The Woodstock Square, not mention, just a short walk to get some ice cream! Sellers have spent a lot of money into puting in a new driveway, mostly new windows, as well as newer dishwasher and oven, garbage disposal, washer and dryer,and water hear! Roof and HVAC also only 10 years old!!! You will not find a better home, for such an amazing price! Home has been lovingly cared for by sellers...

1891 Wicker Street, Woodstock
$420,000
3 Beds ⋅ 1 Baths ⋅ 12470309 MLS ⋅ CLOSED Status
Let your Farmette Dreams come true here!!! Oh the garage!!!!! Bring your cars, boats, atv's, snowmobiles and anything else you can find! 1.4+ acres comes with a small animal barn, shed and a ranch home with a full basement, the 3 season room overlooks the beautiful park like backyard, a large family room featuring a stone surround fireplace, open kitchen and dining area. The basement holds memories of gathering around the bar and playing games- it's ready for a new era of fun. Convenient right off Route 14 and just about 2 miles from the endless festivities of the Woodstock Square. Verify room sizes and anything of importance

3405 Dean Street, Woodstock
$351,000
3 Beds ⋅ 2 Baths ⋅ 12467942 MLS ⋅ CLOSED Status
**Multiple offers have been received and the seller is requesting highest and best offers by 4pm, Wednesday, Sept. 17.** One level living at it's best! Solid, low-maintenance brick ranch home with hints of yesteryear throughout! The home has the right mix of mid-century charm and modern updates that create a warm and comfortable environment. The living room's expansive front windows overlook the front yard, while built-in shelving and cabinets frame the gas fireplace. Warm toned hardwood flooring runs throughout most the main living spaces. The Kitchen has abundant storage and prep space, plus breakfast bar seating. An adjoining eat-in area on one side, plus more traditional dining space on the other, gives you the ultimate in flex space. There is plenty of room to entertain here! Three bedrooms, two full baths (one newer with walk-in shower, one retro with a tub/shower) plus a large mud/laundry room with ample to space to help keep your life organized. The partially finished basement has family/rec room space plus two additional bonus rooms. Main level washer and dryer. Oversized two car garage with bump out nook has built-in cabinets plus pull down attic access stairs for additional storage. Enjoy these perfect fall nights lounging, dining, or sitting around a fire on the private paver patio. A shed offers more storage for seasonal items. Furnace and A/C 2023, Sump pump 2024, Dishwasher 2023, Garage Door and Gutters 2020, Shed 2019, Patio 2018, Roof 2017. All of this in a wonderful location, off-the-beaten path, yet walking distance to the square!

430 Laurel Avenue, Woodstock
$292,000
3 Beds ⋅ 2 Baths ⋅ 12460522 MLS ⋅ CLOSED Status
This 2100 SF Brick and Cedar home has so much to offer. The spacious home features 3 bedrooms and 2 baths, a large eat in country kitchen with oak cabinets, appliances and sliders leading to a patio that overlooks the huge beautiful back yard that is over half acre with plenty of room for those warm summer days, family gatherings and cook outs There is a huge family room with fireplace and built in shelving. There is a partials basement and 2 car garage. Home needs some work and TLC.

1546 Wheeler Street, Woodstock
$260,000
3 Beds ⋅ 2 Baths ⋅ 12441859 MLS ⋅ CLOSED Status

526 W Jackson Street, Woodstock
$263,000
4 Beds ⋅ 2 Baths ⋅ 12366417 MLS ⋅ CLOSED Status
Wonderful 3/4 Bedroom Ranch with full walkout lower level with TWO KITCHENS level across from Dean Street school. Enjoy walking to the Square, Farmers Market and Train station. Flexible floor plan could be 3 bedroom with Living/Dining Room on main floor or 2 bedroom with large Dining/Living Room and Family Room on main floor. Walkout has brand new carpet with Rec and Gaming areas, additional bedroom, full bath and 2nd kitchen as well as a nice walkout to Sun Porch. Both fireplaces are as-is, haven't been used in years. Laundry closet in lower level and laundry chute from bathroom on main floor. One car garage has extra side storage space and garage door opener. Shed in back of property for additional storage. Home is being sold "as-is", no repair requests. Conventional or Cash buyers only.

125 Forest Avenue, Woodstock
$640,000
4 Beds ⋅ 4 Baths ⋅ 12452251 MLS ⋅ CLOSED Status
This spacious ranch truly is bigger that what it looks! With over 3000sf of living space. The home sits on over 4 acres with a pond. With beautiful views all around, yet surrounded by mature trees offering plenty of privacy. Inside, you'll find a bright open layout, generously sized rooms, hardwood floors throughout. The updated kitchen is the heart of the home with vaulted ceilings, skylight, oversized island, new quartz counter tops, backsplash, newer stainless steel appliances and modern finishes that flow seamlessly into the dining and living areas perfect for gatherings. The living room features a cozy modern looking fireplace, perfect for those cold winter days, tray ceilings, recess lighting. A large window with peaceful views. The private primary suite includes a huge walk-in closet and updated master bath. The master bathroom is beautifully remodeled, featuring double sinks, jetted tub, separate shower, tile flooring, tiled shower walls. While additional bedrooms are roomy and comfortable. Downstairs, the finished basement expands your living space with two more additional bedrooms, a family room, full bathroom and laundry room. Outdoors, the property shines with a dream setup for entertaining, a huge paver patio perfect for your family cookouts, above-ground pool, new fire pit, pond with beautiful views and expansive yard. A large out building with finished rooms, perfect as office space. A 16x36 workshop, a 15x36 storage room, and it's own three phase electric service. A huge paved driveway/parking lot provides plenty of space for vehicles, equipment, toys, etc. This one-of-a-kind property offers the perfect balance of space, privacy, and functionality! Perfect for a small business owner, horse people, hobbiest, or just to have your own private retreat.

13908 Il Route 176, Woodstock
$284,000
3 Beds ⋅ 1 Baths ⋅ 12452489 MLS ⋅ CLOSED Status
Welcome to Woodstock! This charming 3-bedroom, 1-bath ranch sits on a spacious lot-perfect for relaxing, entertaining, or expanding in the future. Inside, you'll find a long list of brand-new updates, including a New Roof, New Siding, New Flooring, New Kitchen Countertops and Cabinets, New Interior Doors, Fresh Paint, and Professional Landscaping that enhances the curb appeal. The home also features a clean, unfinished full basement-ready for your finishing touches-and a 2-car detached garage with a wide, extended driveway offering plenty of extra parking. Located in a desirable area near schools, shopping, and all that Woodstock has to offer, this move-in-ready home is the perfect blend of comfort, space, and convenience.

111 Peachtree Lane, Woodstock
$372,000
4 Beds ⋅ 2 Baths ⋅ 12436383 MLS ⋅ CLOSED Status
**Multiple Offers** ** offer accepted OH canceled. **Meet Miss Madison-graceful, updated, and full of character. Just a short walk from Woodstock Square and neighborhood parks, this 1935 home blends vintage charm with modern updates. Arched walkways, original decorative windows, a marble-tiled entry, and a mix of new and newly refinished hardwood floors give her a timeless feel. The refreshed kitchen includes granite countertops, 42-inch cabinets, and a built-in bench in the eating area. A sunny bonus room opens to a two-level deck-perfect for morning coffee or evening gatherings. With four bedrooms, including a main-floor bedroom with an exterior door and full bath nearby, the layout offers flexibility for work-from-home, guests, or multigenerational living. Upstairs, the primary bedroom offers rare space for a home of this era, with two closets and twin bay windows. The second bedroom includes a walk-in closet, and all rooms enjoy generous natural light. The walkout basement adds a partially finished family room and plenty of storage. Outside, enjoy an enclosed front porch, a fantastic shed, and a two-car garage (originally a carriage house) with loft space. A timeless home ready for its next chapter. Water Heater (2017), Refrigerator (2019), Hardwood (2021) Air Conditioner (2019) Furnace (2022) Rebuilt Garage (2017) Cap Windows (2022) Porch update (2024) Radon Mitigation (2025)

841 N Madison Street, Woodstock
$250,000
2 Beds ⋅ 2 Baths ⋅ 12451398 MLS ⋅ CLOSED Status
Here it is - a must see! Charming and comfortable 2-BR brick ranch located within walking distance of library, schools, banking and historic downtown Woodstock square. Extensive rehab in 2024, new roof 2025, well maintained home and yard. Large 2-car garage with workbench area. Full unfinished basement with storage and laundry area. Easy to maintain yard with mature evergreens and hardwood trees!

333 Schryver Avenue, Woodstock
$280,000
4 Beds ⋅ 2 Baths ⋅ 12410575 MLS ⋅ CLOSED Status
~ 4 BEDROOMS, INCLUDING ONE ON THE MAIN LEVEL ~ SITS ON NEARLY HALF AN ACRE (.49 ACRES) ~ OVERSIZED 2-CAR GARAGE WITH NEW DOORS ~ MASSIVE BACKYARD WITH TREE REMOVED - NO REAR NEIGHBORS! ~ BRAND NEW WOOD DECK - PERFECT FOR ENTERTAINING ~ CONVENIENT 2ND FLOOR LAUNDRY ~ UPGRADED SEWER LINE TO THE STREET ~ WALKING DISTANCE TO DOWNTOWN & THE TRAIN STATION

409 Washington Street, Woodstock
$380,000
6 Beds ⋅ 2 Baths ⋅ 12423045 MLS ⋅ CLOSED Status
Side by side 2 flat in a good south side location only a few blocks to schools, the Square, shops, dining, theater and train station. Each side has living room and dining room with newer laminate flooring. Kitchen with pantry closet, oven, refrigerator and dishwasher. Each side has an enclosed porch at the front of the house. Upstairs there are 3 bedrooms and full bath. Each side has its own separate basement for storage and washer and dryer included. The 2 apartments have separate gas forced air heat and water heaters. The roof was replaced in 2017 and windows in 2021 (except enclosed porch). Tenants pay all utilities; gas, electric, sewer, water and garbage. Both apartments have patio and backyard space. One side is currently rented. One side is vacant. You can live in one side and have the other for income or bring in your own tenant and set your own rent. On site parking for 4 cars, 2 cars each apartment. Owner is licensed real estate agent.

415 Dean Street, Woodstock
$275,000
3 Beds ⋅ 3 Baths ⋅ 12448051 MLS ⋅ CLOSED Status
Retro charm meets endless potential! Welcome to this one-of-a-kind midcentury modern home, tucked into a shady, park-like setting complete with your own pool. Each of the three fireplaces have a different finish. From the moment you arrive, you'll notice the charm and character this property offers-inside and out. The breezeway between the garage and home is more than just a pass-through-it features its own built-in fish pond, adding a whimsical touch you won't find anywhere else. The back storage room in the basement was built as a tornado shelter. Yes, the home is ready for your updates, but the possibilities are endless. With a solid structure, unique mid-century details, and features you simply won't find in today's builds, this property is a rare opportunity to bring your vision to life. Don't miss the chance to own a home that combines retro personality with future potential-and all in a serene, tree-filled setting. Some updates that have been done- whole house generator, Custom Pella slider in the breezeway installed 9 years ago, water heater a few months old, newer roof 3-4 years, gutters and downspouts on house and shed was reroofed also, newer toilets in the master bathroom and basement bathroom, One step ramp garage into house.

233 Arthur Drive, Woodstock
$260,000
4 Beds ⋅ 2 Baths ⋅ 12439708 MLS ⋅ CLOSED Status
Prime Income Property in the Heart of Woodstock! This well-maintained 2-flat features a 2BR first-floor unit and a 2BR/1BR+den second-floor unit, each with separate utilities, water heaters, and laundry hookups. Major recent upgrades include a brand new roof (Aug 2025), a fully remodeled first-floor bathroom (down to the studs), all-new PVC plumbing on the first floor, and a new first-floor water heater. Both units have private entrances, a welcoming front porch, and parking for up to 6 cars. Outstanding location-just a short walk to parks, schools, the historic Woodstock Square, and the Metra train. Ideal for investors or owner-occupants-live in one unit and rent the other!

321 Hoy Avenue, Woodstock
$150,000
1 Beds ⋅ 2 Baths ⋅ 12442945 MLS ⋅ CLOSED Status
Charming and cozy 1-Bed/1.5-Bth bungalow in Woodstock! Why rent a condo when you can own this cozy abode! The spacious and bright living room features a wood-burning fireplace and lots of natural light. The galley-style kitchen has room for all your cooking needs. Downstairs, the finished basement provides additional living space for a family room, office or whatever suits your needs plus a large storage room and the laundry room/a half bath combo. Outside, enjoy peaceful views of your large yard from the back deck. Detached 1.5 car garage. Close to parks, forest preserves, groceries, restaurants and everything Woodstock has to offer! Schedule your tour today!

419 Ridgeland Avenue, Woodstock
$305,000
12442877 MLS ⋅ CLOSED Status
****30,000.00 CREDIT BEING OFFERED TO ANY BUYER - Current roof is sound and does not leak although it is older and will need replacing soon, seller can have roof replaced if buyer desires (then no credit), OR a buyer can have the credit and wait to replace at your convenience! Great looking huge open span building in business district, just off the Historic Woodstock Square. 2 city lots included in sale. Improvements include new Conference Room, Gorgeous Office, Bathroom, Gas-Forced Furnace, Central Air, & electrical. Asphalt drive surrounds building, BRICK facade. Entire ceiling has Foam Insulation sprayed on. Check with city on numerous possible uses. This historic building has been used in the past as a liquor distillery and brew pub. GREAT VALUE. One overhead door. Short walk to METRA station. 2nd pin 1305386006 *** Same style and size buildings are selling nearby for 400k more!

315 E South Street, Woodstock
$269,900
5 Beds ⋅ 2 Baths ⋅ 12439901 MLS ⋅ CLOSED Status
Step inside and be amazed by this well maintained 5-bedroom home, with a large, kitchen that's perfect for hosting and everyday living. The home is thoughtfully designed, with two bedrooms located at the far end of the house, making it an ideal setup for separate living space or guests... Outside, enjoy a peaceful, private patio and a spacious fenced-in yard. Despite its modest street view, this home is surprisingly expansive, with great bones and hardwood floors that add warmth to the kitchen. Plenty of storage in the basement. 2 Car detached garage & plenty of parking in the driveway. Additionally, the home is equipped with solar panels, providing energy efficiency and potential savings on utility bills. Several newer items include: siding, windows, doors, hot water heater & some flooring.

114 Meadow Avenue, Woodstock
$335,000
3 Beds ⋅ 2 Baths ⋅ 12436869 MLS ⋅ CLOSED Status
This stunning, solid brick home is located in a quiet neighborhood and sits on a spacious corner lot just a short walk from the historic Woodstock Square, Dean Street Elementary, and Woodstock High School. It offers a serene retreat from the hustle and bustle of daily life. Featuring 3 bedrooms-including one conveniently located on the main floor-and 2 full baths, this home offers both charm and functionality. Fully rehabbed in 2022, the home features new flooring throughout(including real hardwood), updated kitchen with custom cabinets, premium countertops, and all new appliances. Both bathrooms were renovated with upscale vanities that you will not find elsewhere! Relax on the deck overlooking a yard filled with a variety of beautiful nature. The full unfinished basement provides 940 additional square feet of storage or a potential for future finishing. The detached 2-car garage features oversized doors and includes a chimney, offering the potential to install a wood-burning stove or heater - perfect for creating a heated workshop, "man cave", or "she shed". An exceptional house in an unbeatable location. It truly is a place where you can relax, feel at ease, and enjoy the luxuries of home.

902 Bunker Street, Woodstock
$450,000
12430087 MLS ⋅ PENDING Status
Looking for a great business opportunity ? Then this property is the space to buy . This 6,826 SF masonry building is located right in the path of the the widening of IL Rt 47 ( Eastwood Dr. ) into a full four lane commercial roadway . Currently , there is a long term tenant who pays the insurance and all the utilities with a lease that expires 12/31/2025. That puts the new owner in a great position to ride that expansion of the new RT 47 and to buy ahead of the market . The property is being sold in " AS IS " condition. NOTE: With the widening of the Rt 47 corridor, the Illinois Department Of Transportation (IDOT) has acquired 0.001 acres of land as a temporary construction easement for five (5) years. NOTE: THE SHOP HOIST AND ALL THE EQUIPMENT INCLUDING THE AIR COMPRESSOR AND ARE NOT PART OF THE SALE.

900 S Eastwood Drive, Woodstock



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