Browse All Woodstock IL Between $200K - $300K Properties for Sale

5 Beds ⋅ 3 Baths ⋅ 12739289 MLS ⋅ NEW Status

You can OWN THIS HOUSE of INCREDIBLE CHARM in this IDEAL LOCATION and with a BEAUTIFUL FLOOR PLAN. Yes, IT NEEDS WORK to BRING IT BACK TO GLORY, but the PRICE IS RIGHT! An amazing 2,736 SQ FT of pure potential, built in 1900. Roof is less than 2 years old. The staircase is gorgeous with two STAINED GLASS windows along the way. The large Living Room is inviting and the separate Dining Room is perfect for a dinner party or game night. FIVE LARGE BEDROOMS! Plenty of storage and a full bath on each level with an additional half bath off the den. The back section of the house was once used as a professional doctor's office - It makes a great FAMILY ROOM with a lovely wall of windows. The two additional back rooms have no closets, but they make great bedrooms. There is an EV charging station at the side of the house by the driveway. This is an AS-IS SALE. Absolutely no repairs will be made by the seller.

526 W South Street, Woodstock

$299,900

3 Beds ⋅ 1 Baths ⋅ 12737727 MLS ⋅ NEW Status

Welcome to 113 Raffel Rd! Set on a beautiful 1.12-acre mature wooded lot, this 3-bedroom, 1-bath home offers plenty of space, privacy, and potential to make it your own. Inside you'll find a large kitchen with pantry, separate dining room, and a spacious, light-filled living room. One bedroom is conveniently located on the main level, with two additional bedrooms just a few steps up. The oversized detached 2+ car garage provides plenty of room for vehicles, storage, hobbies, and more. Enjoy the generous yard and peaceful setting while still being close to everything Woodstock has to offer. Home needs some TLC and updating, but offers a wonderful opportunity for a buyer ready to add their personal touches. Property is being sold AS-IS.

113 Raffel Road, Woodstock

$260,000

3 Beds ⋅ 3 Baths ⋅ 12739336 MLS ⋅ NEW Status ⋅ Victorian Village BLDG.

Welcome to one of the larger available units in Victorian Village! This spacious 3-bedroom, 2 1/2 bathroom two-story condo offers a wonderful combination of comfort, privacy, and scenic surroundings. Enjoy peaceful pond views from nearly every room. The inviting floor plan features a first-floor primary suite, providing convenient one-level living, while the additional bedrooms offer plenty of space for guests, family, or a home office. Relax and enjoy the outdoors from the screened porch and deck, perfect for morning coffee or evening gatherings. An attached 2-car garage provides convenient parking and storage. With generous living space, a tranquil setting, and a desirable Woodstock location, this home is ready to welcome its next owner.

935 Victoria Drive Unit #935, Woodstock

$285,500

3 Beds ⋅ 2 Baths ⋅ 12740408 MLS ⋅ NEW Status

Welcome to this charming brick bungalow in Woodstock! 3 bedrooms. 1.5 bath. Harwood floors, an enormous finish attic bedroom. Home offers classic character and comfortable living. The spacious layout provides plenty of space for everyday living and entertaining. Enjoy the convenience of a 2-car garage plus a shed for additional storage. A great opportunity to own a solid brick home! Sold As Is

867 Clay Street, Woodstock

$249,900

3 Beds ⋅ 1 Baths ⋅ 12739971 MLS ⋅ CONTINGENT Status

Multiple Offers Received, highest and best called for by Noon Monday August 24th. Welcome to this beautifully updated 3-bedroom, 1-bath home featuring an inviting open floor plan designed for comfortable living and effortless entertaining. Professionally painted throughout, the home offers a fresh, clean, move-in-ready feel with modern updates and thoughtful features. The spacious living and dining areas flow seamlessly into the kitchen, creating an ideal setting for everyday living or hosting family and friends. Luxury vinyl plank flooring runs throughout the home, providing a stylish, durable, and easy-to-maintain finish. Recent updates include a new refrigerator and new washer and dryer, adding convenience and peace of mind for the next owner. The home also features a 1-car attached garage for secure parking and additional storage. One of the standout features is the extra-large, clean crawl space, offering an abundance of valuable storage space for seasonal items, tools, and household belongings. With its combination of functional space, tasteful updates, and an excellent layout, this home is ready for its next chapter. Don't miss the opportunity to make this well-maintained and freshly updated home your own!

1410 Thomas Drive, Woodstock

$299,000

3 Beds ⋅ 2 Baths ⋅ 12719690 MLS ⋅ CONTINGENT Status

Welcome to this beautifully refreshed ranch home in a fantastic Woodstock location! Just over a mile from the heart of downtown Woodstock and the Metra station, this home offers easy access to shopping, dining, parks, and nearby schools. Inside, you'll find three bedrooms and one and a half baths, along with brand new flooring throughout and fresh paint that gives the home a clean, inviting feel. The kitchen opens to a spacious three-season room, providing additional living space and a great spot to enjoy views of the backyard. The partially finished basement adds even more versatility with a recreation room, office, roughed-in plumbing for a future bathroom, and a large storage area. Outside, enjoy a generous backyard sitting on just over a quarter acre. Solid, well maintained construction combined with fresh updates makes this a wonderful opportunity to move right in and enjoy all that Woodstock has to offer! The seller is offering a 12 month home warranty.

611 W Kimball Avenue, Woodstock

$275,000

3 Beds ⋅ 3 Baths ⋅ 12734234 MLS ⋅ NEW Status

Here's what stands out about this one: you get three bedrooms, 2.5 baths, a full English basement AND a wooded backdrop, all while being just minutes from Woodstock Square and the Metra. The main level has hardwood floors and an open layout that feels comfortable without wasting space, and the updated kitchen has a modern ceramic tile backsplash and opens right out to an oversized deck. And that deck may be one of the best parts of the house-it looks out toward the woods instead of directly into another home, giving you some actual privacy when you're sitting outside. Upstairs are three good-sized bedrooms, second-floor laundry where you actually want it, and a spacious primary suite. Then there's the English basement. It's unfinished, but with the natural light and the amount of space down there, you have plenty of room to add another living area, office, gym, or just keep the storage everyone eventually realizes they need. A new A/C and water heater were both installed in 2024, there's an attached garage, an extended driveway, and the home is move-in ready. You're also close to the restaurants, shops and events around historic Woodstock Square, the Metra and everyday shopping. There are plenty of townhomes out there, but the combination of the wooded setting, basement, three bedrooms and location makes this one worth putting on the showing list.

1429 Rhett Place, Woodstock

$200,000

2 Beds ⋅ 2 Baths ⋅ 12735501 MLS ⋅ CONTINGENT Status ⋅ Victorian Village BLDG.

**Multiple Offers have been received. Highest and Best offers are requested by Monday, August 24 at 5pm.** Welcome to easy, single-level living in this immaculate main-floor ranch condo, perfectly tucked away in a quiet neighborhood setting while keeping you close to local shopping, dining, and parks. Step inside to an open-concept layout featuring the bright living area centering around a cozy gas-log fireplace that creates an inviting focal point for relaxing or entertaining year-round. The spacious primary ensuite, second bedroom/office and full hallway bath offer an ideal blend of functionality and comfort. Large sliding glass doors allow natural light to fill the space and lead out to your own private retreat-an expansive private deck overlooking serene green space, woods and neighborhood walking path. Plant lovers and outdoor enthusiasts will adore the built-in raised bed planter, currently bursting with vibrant, blooming perennials that add colorful charm to your outdoor oasis. Privacy isn't an issue here! The living spaces of this end unit share no common walls with neighbors and there is no one above. Extra deep single car garage shares the only adjoining wall. Updates include Furnace and A/C in 2021, Thermal Glass Panels in all four sliding door panels in 2020, Hot Water heater in 2019 and both bathroom floors and toilets were replaced in 2025. Whether you are looking to downsize, purchase your first home, or secure a low-maintenance property in a sought-after area, this condo offers exceptional comfort inside and out. Schedule your private tour today!

801 Victoria Drive Unit #801, Woodstock

$239,900

2 Beds ⋅ 3 Baths ⋅ 12729145 MLS ⋅ CONTINGENT Status ⋅ Prairie Pointe BLDG.

Welcome to easy living in Prairie Pointe! This charming Aster model end-unit townhome offers over 1,650 square feet of finished living space, including the beautifully finished basement. Unit offers 2 bedrooms, 2.1 bathrooms, a private entrance, and the perfect blend of comfort, convenience, and low-maintenance living. Start your day sitting on the welcoming front porch, enjoying the fresh air and sipping your morning coffee, or unwind in the evening while taking in the peaceful neighborhood surroundings. Step inside and you'll love the inviting open-concept floor plan, designed to keep everyone connected whether you're hosting holiday celebrations, game-day gatherings, or a cozy night in. The spacious kitchen is ready for your favorite recipes with a pantry closet, abundant 42" cabinet storage, generous countertop space, and a breakfast bar where family and friends can pull up a seat and chat while meals are prepared. Upstairs, the oversized primary bedroom provides a peaceful retreat with enough room to add a comfy chair and create your own private reading nook or home office area. The spacious second bedroom and well-appointed shared full bathroom round out the sleeping quarters, offering comfortable accommodations for family members, guests, or flexible use as a hobby room or workspace. Need extra space? The finished basement with a full bathroom opens the door to endless possibilities. Create the ultimate recreation room, game room, playroom, home office, fitness area, or guest space. Whatever your lifestyle needs, this flexible lower level is ready to adapt. The attached one-car garage not only provides additional storage but also offers the convenience of protected access during inclement weather, with an easy path to the kitchen that makes unloading groceries simple and efficient. Best of all, the HOA handles exterior maintenance, lawn care, and snow removal, so weekends can be spent enjoying life instead of tackling chores. Enjoy being just minutes from some of Woodstock's most popular destinations. Spend weekends exploring Emricson Park, featuring walking trails, playgrounds, sports courts, disc golf, ponds, picnic areas, and the Woodstock Water Works aquatic center. Take a short drive to the Historic Woodstock Square, famous as the filming location for Groundhog Day. The Square is filled with charming boutiques, local restaurants, cafes, seasonal festivals, farmers markets, and community events throughout the year. Enjoy live entertainment and cultural events at the beautifully restored Woodstock Opera House, one of the area's most treasured landmarks, or explore the nearby Old Courthouse Center and other historic attractions. Move in, relax, and start enjoying the carefree lifestyle you've been looking for in this wonderful Prairie Pointe townhome!

446 Borden Street Unit #446, Woodstock

$249,999

3 Beds ⋅ 1 Baths ⋅ 12732625 MLS ⋅ CONTINGENT Status

Charming Cape Cod, maybe even English Countryside Cottage just blocks from the historic Woodstock Square, Metra, and downtown shops and dining! This 3 bedroom, 1 bath home sits on an oversized 50 x 223 fenced lot, nearly all of the quarter acre is backyard space with a detached garage and screened porch as the perfect three-season hangout. Inside you'll find a sun-filled living room with hardwood floors and fireplace, an eat-in kitchen, two main-level bedrooms, and a spacious second-floor loft. FULL basement offers great storage and future potential. Big-ticket items already done: NEW roof (2026), NEW gutters (2026), NEW reverse osmosis water filter (2026), NEW microwave, washer, and garbage disposal (2026). Property is being sold as-is. NOTE: 3rd bedroom is loft style upstairs.

822 N Madison Street, Woodstock

$242,000

4 Beds ⋅ 2 Baths ⋅ 12673675 MLS ⋅ CONTINGENT Status

Woodstock

$269,900

3 Beds ⋅ 2 Baths ⋅ 12713951 MLS ⋅ CONTINGENT Status

2 Bedroom 2 Bath RANCH & 2 CAR GARAGE with partial finished BASEMENT & BDRM.4* House has 1352 sq. ft., could be really cute wth some upgrades. House is in Fox Meadows Phase 3.New carpet in Living Room. Newer furnace 2018, newer garage door, sump and battery backup.Being sold "as is". EZ to show and would like a quick closing. Please provide mortgage approval or proof of funds. Highest and Best by TUESDAY at 5:00 PM.

1520 Wicker Street, Woodstock

$259,900

4 Beds ⋅ 4 Baths ⋅ 12730404 MLS ⋅ CONTINGENT Status

Turn-key investment opportunity or ideal owner-occupied 2-flat in a prime Woodstock location! The first-floor unit is currently in the process of moving out, creating an outstanding opportunity for an owner-occupant to move right in while generating immediate rental income from the occupied second-floor unit. This maintained property has been updated over the years, white trim and doors, hardwood and laminate flooring, updated lighting, and loads of windows that fill both units with natural light. The first-floor unit offers three bedrooms, a white cabinet kitchen complete with updated appliances, large living room and an updated full bath and half bath. The second-floor unit features one bedroom, large living room, nicely sized kitchen and updated bathrooms - one full and one half. Additional features include separate utilities for each unit, washer and dryer hookups in the basement (currently only the 1st floor unit has access to the basement), and a low-maintenance setup where tenants pay all utilities and are responsible for lawn care. Whether you're looking to live in one unit or expand your investment portfolio with a true turn-key property, this is an exceptional opportunity. Conveniently located just minutes from historic Downtown Woodstock Square, shopping, restaurants, schools, parks, and commuter routes. Don't miss your chance to own a versatile income-producing property in one of Woodstock's most desirable locations! Newer price gives you the opportunity to make exterior updates, if needed. Priced to sell!

731 N Madison Street, Woodstock

$237,500

2 Beds ⋅ 2 Baths ⋅ 12729057 MLS ⋅ CONTINGENT Status

We have received multiple offers. Highest and best offers are due Saturday, 8/15 at 12:00PM. PRACTICALLY NEW-JUST MOVE IN! This beautifully renovated townhome has been thoughtfully updated throughout, offering the look and feel of a brand-new home without the wait. Enjoy new flooring, cabinetry, stainless steel appliances, doors, light fixtures, and fresh paint throughout. The completely renovated kitchen features new cabinetry, countertops, and appliances, while both bathrooms have been updated with new tile, showers, fixtures, and modern finishes. Major updates include HVAC (2025), water heater (2025), newer roof (approximately 8 years old), new garage door, front and back entry doors, and sliding glass door. Conveniently located near Routes 14 and 47 and just minutes from the historic Woodstock Square, with easy access to restaurants, shopping, coffee shops, the Metra, community events, and all that downtown Woodstock has to offer. Beautifully renovated, extensively updated, and truly move-in ready- all with a low monthly HOA fee!

2384 Linden Drive, Woodstock

$295,000

3 Beds ⋅ 2 Baths ⋅ 12720651 MLS ⋅ ACTIVE Status

This two-unit property offers a two-bedroom, one-bath apartment on the main level and a one-bedroom, one-bath apartment upstairs. Additional features include a two-car garage, a peaceful setting, and a friendly neighborhood. Located just seven minutes from downtown Crystal Lake and 11 minutes from downtown Woodstock, with CRYSTAL LAKE highly rated Prairie Ridge High School.

8320 Prospect Street, Woodstock

$299,000

3 Beds ⋅ 2 Baths ⋅ 12726557 MLS ⋅ CONTINGENT Status

Built in 1999, this one skips the fixer-upper phase most of the neighborhood is still working through! Two stories, three bedrooms, second-floor laundry: someone already solved the layout for you! Walk, roll, ride, or cruise to the square or the high school. That's not a commute, that's a breath of fresh air! Inside: space built the way people actually live. Living and dining rooms that flow together, a kitchen with table space for the morning scramble, and a loft upstairs waiting to be an office, a playroom, or the spot you finally catch up on reading. Three bedrooms up, full bath, laundry on the same floor as the hampers where it belongs! Fresh carpet from stairs up and LVT in bathroom and laundry! Downstairs: a full basement, unfinished, 587 square feet of pure potential Gym, workshop, baseball training center! Outside: a deck for the grill, a fenced yard, and an attached two-car garage so winter mornings don't start with an ice scraper. Conventional, FHA, VA: this one meets you where your financing is. Come put your finishing touches to make it your own!

422 Stewart Avenue, Woodstock

$240,000

4 Beds ⋅ 2 Baths ⋅ 12722578 MLS ⋅ ACTIVE Status

Opportunity awaits in this 4-bedroom, 1.5-bath split-level home in historic Woodstock! Offering an abundance of potential, this property is ready for your vision and personal touches. The spacious floor plan features four generously sized bedrooms, a large living room that opens into the kitchen. Additional highlights include an attached 2-car garage and a fully fenced backyard with plenty of room to enjoy. This home is in need of repairs and presents an exciting opportunity for buyers looking to renovate, customize, and potentially build equity. Conveniently located just steps from Northwood Middle School and near Metra train access, dining, shopping, historic downtown Woodstock, and more. Bring your ideas and transform this property into the home you've been envisioning!

107 W Melody Lane, Woodstock

$269,900

2 Beds ⋅ 2 Baths ⋅ 12726037 MLS ⋅ CONTINGENT Status

RARE OPPORTUNITY! Welcome to 809 Washington Street, a solidly built, meticulously maintained 3-Bedroom, 2-Full-bath Ranch Home with a Full Basement, loaded with features that are becoming increasingly difficult to find. Situated on an expansive HALF-acre lot with a true double-lot feel, this property offers an incredible amount of outdoor space rarely available in this location. Whether you're looking for room to entertain, create the ultimate backyard oasis, store equipment, pursue hobbies, or simply enjoy your own private setting, this property delivers. This Home is Constructed of durable concrete block with a concrete foundation, this home was built to stand the test of time! Concrete block construction is prized for its exceptional strength, durability & resistance to fire, pests & the elements. Its solid construction helps reduce outside noise while providing excellent thermal mass, which can contribute to more consistent indoor temperatures & improved energy efficiency throughout the seasons. Built with materials rarely found in today's wood-frame construction, this home offers the lasting quality, stability & peace of mind that discerning buyers appreciate. The maintenance-free vinyl siding, vinyl soffits & fascia provide lasting durability with minimal exterior upkeep. Major improvements have already been completed, including a newer 30-year roof (approximately 1 year old), Andersen replacement windows throughout (approximately 3 years old) & high-efficiency furnace. An inviting enclosed porch entry with plank wood walls & a cedar closet creates the perfect blend of character, warmth & functionality. The beautifully remodeled kitchen is sure to delight the home chef, featuring gorgeous custom poplar shaker-style cabinetry with rich wood tones, soft-close doors & drawers, dual Lazy Susan corner cabinets, generous table space & all appliances included. Throughout the home you'll appreciate six-panel solid wood doors, quality wood trim, raised baseboards, spacious room sizes & hardwood flooring beneath the living room & upstairs bedroom carpeting. The inviting four-season room is a true extension of the home, creating the perfect indoor-outdoor connection. Picture yourself relaxing beside the wood-burning fireplace while taking in peaceful views of the changing seasons, from colorful fall evenings to snow-covered winter landscapes. Complete with insulated walls, recessed lighting & a warm wood plank ceiling, it's a space you'll enjoy year-round. Gather in the spacious living room featuring a custom built-ins & entertainment center that stays. Step outside to one of the most impressively constructed decks you'll find, featuring a pergola & reinforced engineering with substantial footings designed to support a hot tub. It's the perfect setting for summer cookouts, outdoor dining, entertaining, or simply unwinding at the end of the day. Car enthusiasts, contractors, hobbyists, landscapers & small business owners will truly appreciate the flexibility & convenience of having an impressive on-site outbuilding. In addition to the detached 2 & 1/2-car garage with loft storage & insulated walls, you'll find a Massive heated workshop that's over one car wide & at least two cars deep, complete with a floor drain, exhaust fan, heater, window air conditioner & 50-amp electrical service. A 20' x 20' carport on a concrete pad & an additional storage shed provide even more versatility for vehicles, equipment, trailers & recreational toys. The full basement offers excellent ceiling height, a 3rd bedroom, 2nd full bath, laundry area with utility sink & reverse osmosis water filtration system. A property offering this combination of a HALF-acre of land, exceptional concrete block construction, extensive updates, abundant garage & outbuilding/workshop space, affordable taxes & a location just minutes from the charm, shopping, dining & year-round events of the Historic Woodstock Square is truly a rare find. One-of-a-kind opportunity!

809 Washington Street, Woodstock

$300,000

5 Beds ⋅ 3 Baths ⋅ 12691511 MLS ⋅ ACTIVE Status

Opportunity awaits in this classic home that has been lovingly owned by the same family for over 40 years. While the home is ready for updating, it offers timeless architectural character, quality craftsmanship, and an unbeatable location, all the perfect ingredients to create your dream home. Step inside to discover striking natural-tone staircase millwork, beautiful transoms above the doorways, solid 5-panel wood doors, nearly 9-foot ceilings, built-in cabinetry, and two charming fireplaces (shared chimney has been capped). One of the five bedrooms is on the main level. Outside, enjoy barbecues on the deck overlooking the spacious yard that backs to a school field and playground, providing an open, park-like setting. The property has been maintained without pesticides and features an established collection of perennials and edible gardens, including hostas, strawberries, black raspberries, asparagus, irises, and a composting area. A detached two-car garage with a unique canoe bump-out offers additional storage for outdoor enthusiasts. Newer Roof and A/C in 2026. The location is truly exceptional-just minutes from vibrant downtown events, restaurants, shopping, the Metra station, schools, and the library. Whether you're looking to restore its original beauty or update it with your own style, this home offers incredible potential in one of the area's most desirable neighborhoods. Home is being sold As-is.

370 Lincoln Avenue, Woodstock

$299,900

3 Beds ⋅ 2 Baths ⋅ 12719935 MLS ⋅ CONTINGENT Status

Beautiful curb appeal! This home features 3 nice size bedrooms 1 bathroom with 1 car garage. Large living room with hardwood flooring. Kitchen with table space. Nice size window from kitchen looking to the backyard. You'll find plenty of storage closets around. A full unfinished basement offers loads of possibilities for storage space or the entertainment area. Exterior might be the best part of all. Gigantic backyard, with a nice size deck and gorgeous stoned patio. Yard backs to city lot, enjoy the peace and quiet. Nicely located in the north side of town yet very close to the Historic Woodstock Square for shopping, movies, and restaurants. This beautiful home is ready for you to move in and make it your home, come and see it today!

1109 Wicker Street, Woodstock

$249,000

3 Beds ⋅ 2 Baths ⋅ 12718845 MLS ⋅ CONTINGENT Status

Welcome home to this charming 3-bedroom Cape Cod with plenty of space inside and out! The home features luxury vinyl flooring throughout, six-panel doors, a separate dining room, and a bright sunroom overlooking the backyard. The unfinished full basement includes a bathroom and offers great potential for additional living space, a home gym, or storage. Recent updates include new siding in 2023, a new dishwasher, washer, dryer and central air. Outside, enjoy the large fenced backyard, spacious deck with a covered pergola, and detached 2-car garage.

663 Pleasant Street, Woodstock

$235,000

3 Beds ⋅ 2 Baths ⋅ 12675859 MLS ⋅ CONTINGENT Status

Multiple offers received, Highest and best due 8/4 9am. Bright, beautifully maintained, and move-in ready! This desirable end-unit townhome offers 3 bedrooms and 2 full baths with an open, airy layout highlighted by soaring vaulted ceilings and an open staircase. The main level features a convenient first-floor bedroom and full bath, newer flooring, fresh neutral paint, and a sun-filled kitchen complete with a breakfast bar. Enjoy peaceful nature views from your private patio, plus the convenience of first-floor laundry, additional attic storage above the garage, and newer mechanicals, including the furnace and A/C. LOW Taxes & Hoa! Ideally located just minutes from the historic Woodstock Square, parks, restaurants, shopping, and Metra access, this home is the perfect combination of comfort, style, and convenience.

2440 Bridgewater Drive Unit #2440, Woodstock

$235,000

2 Beds ⋅ 2 Baths ⋅ 12714327 MLS ⋅ PRICE CHANGE 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

$205,000

2 Beds ⋅ 1 Baths ⋅ 12712041 MLS ⋅ PENDING 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

$215,000

2 Beds ⋅ 1 Baths ⋅ 12702764 MLS ⋅ CONTINGENT Status

Charming Ranch in a Prime Woodstock Location with an Incredible Backyard! This move-in ready 2-bedroom ranch offers the perfect blend of comfort, updates, and an unbeatable location. Hardwood floors flow throughout much of the home. Large windows fill the home with natural light, creating a warm and inviting atmosphere you'll love coming home to. The true standout is the expansive, nearly one-third acre fenced backyard-a rare find this close to downtown. Whether you envision summer barbecues, gardening, a play area for pets or kids, or simply relaxing in your own private outdoor retreat, this yard offers endless possibilities. A detached one-car garage provides additional storage and convenience. Major updates include: New roof, siding, and gutters on the house (2024), new garage siding and gutters (2024), new garage roof (2023), furnace and central air (2018), Washer and dryer (2023). Close to Woodstock's charming Historic Square, where you'll enjoy locally owned shops, restaurants, seasonal events, farmers markets, and year-round community activities. With the Metra train station just minutes away, commuting to Chicago or exploring the surrounding area couldn't be more convenient.

1019 N Madison Street, Woodstock

$245,000

2 Beds ⋅ 2 Baths ⋅ 12662862 MLS ⋅ CONTINGENT Status

Welcome to this impeccably maintained half duplex in Applewood subdivision, where pride of ownership is evident from the moment you step inside. The main level features beautiful Amazon cherry-toned waterproof luxury vinyl plank flooring, with matching LVP flooring continuing throughout the upper level for a cohesive, low-maintenance look. The seller has completed numerous upgrades and recently installed new appliances. A detailed list of improvements is available in the document section. Ideally located just minutes from the historic Woodstock Square, you'll enjoy easy access to charming shops, restaurants, and the popular weekend farmers market. Outside, the beautifully landscaped yard showcases the seller's green thumb, with vibrant perennial gardens that return year after year to provide lasting color and curb appeal. This exceptional home has been worth the wait. Showings begin on July 19, 2026.

2307 Aspen Drive, 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

$250,000

3 Beds ⋅ 3 Baths ⋅ 12701660 MLS ⋅ CLOSED Status

*Buyer got cold feet* Rarely available 3-bedroom, 2.1-bath home in the highly desirable Maples of Woodstock! This spacious floor plan is the largest model in the subdivision and offers the convenience of main-floor living with a first-floor primary suite and full bath, plus an additional guest bedroom and half bath on the main level. Upstairs features a versatile second living area, third bedroom, and another full bath - ideal for visiting family or guests. Enjoy the ease of maintenance-free living with an attached 2-car garage, private patio, and peaceful yard space nearby. A perfect blend of comfort, space, and convenience! (no exemptions on property taxes)

2036 Olmstead Drive, Woodstock

$228,000

3 Beds ⋅ 2 Baths ⋅ 12699720 MLS ⋅ CLOSED Status

Welcome home to this well-located 3-bedroom, 1.5-bath townhouse in the desirable The Trees subdivision of Woodstock! Ideally situated just minutes from the historic Woodstock Square, you'll enjoy easy access to charming shops, restaurants, entertainment, and all the conveniences along the Route 47 corridor. This home features a spacious layout with a full basement offering excellent potential for additional finished living space, a recreation room, home office, or workout area. The attached one-car garage provides everyday convenience, while abundant auxiliary parking throughout the community makes hosting family and friends easy. With solid bones and an opportunity to personalize the interior with your favorite paint colors and finishing touches, this home is ready for your vision. Whether you're a first-time buyer, downsizing, or looking for a smart investment, this is an excellent opportunity in a fantastic location. Don't miss your chance-schedule your showing today!

677 Silver Creek Road, Woodstock

$236,023

2 Beds ⋅ 2 Baths ⋅ 12700121 MLS ⋅ CLOSED Status

Like new and barely lived in, this beautiful townhome in desirable Apple Creek Estates offers modern style, an open floor plan, and move-in ready convenience! Featuring 2 spacious bedrooms, 1.5 bathrooms, and an attached 2-car garage, this home is designed for comfortable everyday living. The bright, open-concept main level showcases a spacious kitchen complete with Whirlpool stainless steel appliances, built-in microwave, abundant Aristokraft cabinetry, pantry, recessed lighting, and plenty of prep space. The dining area flows seamlessly into the inviting family room, where sliding glass doors lead to a private concrete patio overlooking peaceful open views-perfect for relaxing or entertaining. Builder upgrades throughout include luxury gray vinyl plank flooring on the main level, a tray ceiling in the primary bedroom, upgraded kitchen and bathroom cabinetry, stained stair railings with modern metal balusters, and white blinds throughout the home. This beautifully maintained townhome will not last long. Simply move in and enjoy!

246 Wildmeadow Lane, Woodstock

$238,000

2 Beds ⋅ 1 Baths ⋅ 12693617 MLS ⋅ CLOSED Status

STOP THE CAR! Nestled on a CHARMING tree-lined street, this SOLID RANCH offers incredible curb appeal, a 2-CAR GARAGE, and MATURE TREES. Step inside to a LARGE Living Room filled with NATURAL LIGHT and enjoy the GREAT FLOW throughout the home. Whether you're starting out, downsizing, or looking for easy FIRST FLOOR LIVING, this RANCH checks all the boxes. The DRY basement provides AMPLE STORAGE and future potential, while the spacious driveway offers plenty of parking. Recent updates include a NEW FURNACE (2026). Located on a QUIET street, yet just a HOP, SKIP, and JUMP to OLSON PARK and all of Woodstock's wonderful amenities!

111 Meadow Avenue, Woodstock

$256,500

3 Beds ⋅ 2 Baths ⋅ 12694793 MLS ⋅ CLOSED Status

Beautifully Updated Ranch on Nearly Half an Acre zoned Agricultural, offering more flexibility for usage! This completely updated 3-bedroom, 2-bath ranch home offers modern style, quality craftsmanship, and move-in ready comfort. Step inside to find a bright and spacious living room. You'll love this stunning new eat-in kitchen featuring painted cabinets, quartz countertops, and stainless steel appliances. Both bathrooms have been fully remodeled with new vanities, double sinks, and custom shower surrounds. The updates continue throughout with new vinyl plank flooring, trim work, interior doors, lighting, and more. Major mechanicals are brand new-including HVAC, plumbing, electric, water heater, roof, and vinyl siding-providing peace of mind for years to come. Enjoy the enclosed back porch overlooking a huge .44-acre lot, perfect for outdoor living or entertaining. The oversized garage needs work & AS-IS. A rare find with so many new features and endless possibilities-this one is truly move-in ready!

109 Raffel Road, 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

$215,000

3 Beds ⋅ 1 Baths ⋅ 12689836 MLS ⋅ CLOSED Status

Charming single-story ranch home perfect for modern living. This beautiful property features three comfortable bedrooms and one well-appointed bathroom. The open layout connects a bright living area to a functional kitchen space. Step outside to find an impressive, spacious backyard ideal for outdoor entertaining, gardening, or relaxing in the sun. The detached two-car garage provides excellent vehicle storage and extra workspace. Located in a friendly, quiet neighborhood close to local amenities, schools, and parks. This move-in ready home offers comfort, convenience, and classic style. Do not miss your chance to own this wonderful piece of real estate.

1415 Walnut Drive, Woodstock

$272,500

2 Beds ⋅ 2 Baths ⋅ 12676336 MLS ⋅ CONTINGENT Status

Welcome home to this charming ranch duplex in the desirable Sonatas community of Woodstock, where comfortable single-level living meets peaceful surroundings. Step inside to an expansive living room featuring a cathedral ceiling and beautiful hardwood flooring, creating a warm and inviting space for entertaining guests or enjoying a quiet evening at home. The efficient kitchen offers everything you need for everyday living and opens to a spacious dining area perfect for casual meals or holiday gatherings. Retreat to the private primary suite, complete with a large walk-in closet and an ensuite bath designed for comfort and relaxation. A second bedroom and full bath, thoughtfully situated on the opposite side of the home, provide privacy and convenience for family members or overnight guests. A versatile den offers endless possibilities as a home office, hobby room, reading nook, or additional living space. Outside, enjoy your own private retreat in the fenced backyard, featuring a brick paver patio and serene views of open farmland. With no rear neighbors and a natural backdrop, this outdoor space is ideal for relaxing, gardening, or entertaining. Enjoy the ease of ranch-style living in a welcoming community close to shopping, dining, parks, and everything Woodstock has to offer.

2970 Strauss Court, Woodstock

$260,000

3 Beds ⋅ 3 Baths ⋅ 12675601 MLS ⋅ CLOSED Status

Beautifully maintained 3-bedroom, 2.5-bath end-unit townhome built in 2018 and ideally situated in the highly sought-after Apple Creek Estates community. This move-in-ready home offers a bright, open floor plan with a dramatic 2-story foyer and an abundance of natural light throughout. The main level is designed for comfortable everyday living and effortless entertaining, featuring a spacious living room that opens to the dining area and well-appointed kitchen. The kitchen is highlighted by quartz countertops, soft-close cabinetry and drawers, a custom designer backsplash. Upstairs, you'll find all three generously sized bedrooms, including a spacious primary suite featuring an elegant tray ceiling, private en-suite bath, and generous double closets. The conveniently located second-floor laundry room includes a utility sink and newer washer and dryer, adding to the home's thoughtful and functional layout. The current owner has thoughtfully enhanced the home with a custom kitchen backsplash, fresh paint throughout with stylish accent walls, a new water heater (2025), newer washer and dryer, new stove and microwave, and a concrete patio perfect for outdoor relaxation and entertaining. Additional highlights include an attached 2-car garage and low-maintenance living in one of Woodstock's premier neighborhoods. Residents of Apple Creek Estates enjoy scenic walking and biking trails overlooking tranquil ponds, a neighborhood park, and the convenience of elementary and middle schools located right within the community. A wonderful opportunity to own a beautifully updated end-unit townhome that combines quality construction, modern finishes, and an unbeatable location.

234 Wildmeadow Lane, 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

$238,000

3 Beds ⋅ 2 Baths ⋅ 12670072 MLS ⋅ CLOSED Status

Opportunity awaits with this 3-bedroom, 2-bath home situated on a large fenced, wooded lot backing to a peaceful pond, all just minutes from the historic Woodstock Square. Major exterior updates have already been completed, including a brand-new roof and vinyl siding in 2024, plus a new water heater in 2025. The home also features newer appliances and a detached 2-car garage for added storage and convenience. The main-level bathroom is currently under renovation and offers a great opportunity for the new owner to add the finishing touches. A new toilet has already been installed, and the vanity, tub/shower surround, and remaining materials are onsite and included with the sale. Bring your vision, finishing touches, and favorite paint colors to transform this space into your own personal retreat. Whether you're looking for your next home or an opportunity to build equity, this property offers a great combination of location, updates, and value. Enjoy the privacy of the wooded backyard, fenced yard space, and scenic pond views while remaining close to shopping, dining, entertainment, and everything Woodstock has to offer. Property is being sold as-is.

830 E Kimball Avenue, Woodstock

$203,500

2 Beds ⋅ 1 Baths ⋅ 12669235 MLS ⋅ ACTIVE Status

Cozy Two bedroom home with a two car garage. New paint, flooring, cabinets and appliances. Great starter home. New driveway has been installed.

524 Amsterdam Street, Woodstock

$224,900

3 Beds ⋅ 1 Baths ⋅ 12669112 MLS ⋅ CONTINGENT Status

Now Offered at a New Price! This inviting Woodstock home combines classic charm with a convenient location just minutes from the Historic Woodstock Square, Metra, schools, parks, dining, and shopping. Featuring 3 bedrooms, a full basement, and ample parking, this property offers exceptional value for buyers looking to personalize a home in an established neighborhood. Don't miss your chance-schedule your showing today!

110 N Seminary Avenue, Woodstock

$260,000

3 Beds ⋅ 1 Baths ⋅ 12663690 MLS ⋅ CLOSED Status

Highest and Best Due by 5pm on 6/4/26 - Nestled on a SPACIOUS COUNTRY LOT just MINUTES FROM TOWN, AND ZONED A1! This charming RANCH offers peaceful surroundings with neighboring pasture views, LOCAL WILDLIFE, and a quiet setting that feels like an escape from the everyday. Inside, you'll find comfortable living spaces, a functional layout, patio access, and a flexible laundry/mudroom area that adds extra convenience and storage. In 2013, the home underwent EXTENSIVE UPDATES, including electrical, plumbing, HVAC, windows, doors, and exterior wall reconstruction with added foam insulation for efficiency and comfort. A NEW Roof and a NEW Well in 2025, giving buyers peace of mind with many major improvements already completed.

14914 W South Street Road, Woodstock

$235,000

2 Beds ⋅ 1 Baths ⋅ 12663527 MLS ⋅ CLOSED Status

Multiple Offers Received, Highest and Best by Wednesday June 3, 2:00 pm. Charming ranch home in a highly desirable location close to downtown, the historic Square, shopping, restaurants, and the train station. This updated home combines classic character with modern improvements, making it truly move-in ready. Step inside to find updates throughout the entire home, including updated windows, stylish mission-style interior doors, an updated bathroom, and hardwood flooring throughout approximately three-quarters of the home. The bright and inviting floor plan offers comfortable living spaces filled with natural light and timeless charm. The updated kitchen is sure to impress with granite countertops, stainless steel appliances, ample cabinetry, and plenty of workspace for meal preparation and entertaining. Whether you're hosting guests or enjoying a quiet evening at home, this kitchen is both functional and attractive. Outside, you'll find an extra-large fully fenced backyard that provides endless opportunities for outdoor enjoyment. Gather around the firepit with family and friends, create your dream garden, or simply relax in your own private outdoor retreat. The spacious yard offers plenty of room for pets, play, and entertaining. Additional features include a full basement offering abundant storage space and potential for future finishing. The home's convenient location provides easy access to commuter routes, shopping, dining, parks, and community events, making it an ideal place to call home. Don't miss this opportunity to own a beautifully updated home with character, charm, and an unbeatable location. Please note: FHA and VA financing are not available due to the seller's length of ownership.

615 Park Street, Woodstock

$310,000

4 Beds ⋅ 2 Baths ⋅ 12652285 MLS ⋅ CLOSED Status

Welcome home...This lovely 4 bedroom, 2 bath has it all! With it's beautiful real hardwood floors, on the main floor, and it's spacious living room, and kitchen/dining combo...this home is just about perfect! The kitchen boasts plenty of cabinet and counter space, and the door off the kitchen leads to the upper deck overlooking this beautiful,large, fenced in yard. Both baths have been renovated, the upstairs bath has a brand new tub/shower!!! This home also has newer windows, and a beautiful new front door!!! Walkout lower level has new carpeting,and a large family room, cozy bedroom, office space, and a huge laundry room, plus tons of storage and 2nd bath. This extra large lot offers tons of privacy, beauty, and serenity! Walking distance to all schools!

101 W Melody Lane, Woodstock

$217,500

2 Beds ⋅ 2 Baths ⋅ 12658124 MLS ⋅ CLOSED Status

Welcome to 2456 Bridgewater - a spacious 2-story townhome offering 2 bedrooms, 1.5 bathrooms, and an attached 1-car garage. This home features a functional layout with great natural light and generously sized rooms throughout. The kitchen opens to the dining area. Upstairs, you'll find two spacious bedrooms and a full bath. This property needs TLC and presents a fantastic opportunity to bring your ideas and vision to life. Whether you're a first-time buyer, investor, or someone looking to customize a home to your style, this townhome offers endless potential. Low HOA fees and conveniently located near shopping, dining, parks, schools, and major expressways.

2456 Bridgewater Drive, Woodstock

$243,500

4 Beds ⋅ 2 Baths ⋅ 12645782 MLS ⋅ CLOSED Status

645 Pleasant Street, Woodstock

$245,000

2 Beds ⋅ 2 Baths ⋅ 12652611 MLS ⋅ CLOSED Status

Welcome to this lovely two story townhome with a full basement, located in a quiet neighborhood on the north side of town. The open concept first floor has brand new carpeting and fresh paint, creating a bright space for entertaining friends and family or relaxing after a long day. A concrete patio and and rear yard offer additional space to enjoy. Upstairs, you'll find two bedrooms and a full bath as well as a small loft area, perfect for curling up with a cup of coffee or a good book. Located a few blocks from Olson Park, where you can advantage of the playground, baseball fields, basketball courts, and tennis courts. Just a short drive to the train station and downtown Woodstock square, making it convenient for work, restaurants, and shopping. New high efficiency furnace (12/2025), new water heater (2026), roof replaced 2020.

713 Carlisle Drive, Woodstock

$242,000

3 Beds ⋅ 3 Baths ⋅ 12650880 MLS ⋅ CLOSED Status ⋅ The Trees BLDG.

Bright, airy, and move-in ready! This beautifully maintained 3-bedroom, 2.5-bath home offers an open floor plan designed for comfortable everyday living and entertaining. Step inside to find fresh professional paint, all new updated light fixtures, and brand-new carpeting throughout, creating a warm and inviting atmosphere. The spacious living area features a cozy gas fireplace, perfect for relaxing evenings at home. The kitchen flows seamlessly into the main living and dining spaces, enhancing the home's open-concept feel. Ceiling fans in all bedrooms provide added comfort, while the finished basement offers additional living space ideal for a family room, recreation area, home office, or gym. Major updates include a new furnace for added peace of mind and energy efficiency. This bright and welcoming home combines style, comfort, and functionality in every room. Don't miss the opportunity to make this exceptional property your next home!

661 Silver Creek Road Unit #661, Woodstock

$270,000

5 Beds ⋅ 3 Baths ⋅ 12624264 MLS ⋅ CLOSED Status

This bi-level home offers genuine potential in Woodstock. With five bedrooms and three bathrooms, the layout provides flexibility for residents, remote workers, or investors exploring rental opportunities. The structure and lot size create a solid foundation for buyers ready to personalize the space. Positioned in an established area, this property presents an opportunity to build equity through thoughtful updates. The multi-level design maximizes usable space, and the bedroom-and-bath configuration supports diverse living arrangements. Whether you're seeking a long-term owner-occupied home or evaluating investment potential, the bones are here to work with. Schedule your showing today and explore what this property can become with your vision

863 Pleasant Street, 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

$240,000

2 Beds ⋅ 2 Baths ⋅ 12643972 MLS ⋅ CLOSED Status ⋅ Emerson Lofts BLDG.

Rare opportunity to own a historic property located at the former site of the Emerson Typewriter Co. Upscale, stylish and modern design with historic charm. Dramatic vaulted ceilings with timber beams. Vintage exposed brick, private entrance, solid knotty pine doors, end unit with additional windows. Walk to Woodstock Square and train.

266 Hutchins Court Unit #266, Woodstock

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