Browse All Woodstock IL 2 Bedroom Properties for Sale

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

$320,000

2 Beds ⋅ 2 Baths ⋅ 12733517 MLS ⋅ CLOSED Status ⋅ Riverwoods BLDG.

*Photos are not this actual home*

4127 Meadowridge Road, 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

$165,999

2 Beds ⋅ 1 Baths ⋅ 12729629 MLS ⋅ CONTINGENT Status ⋅ Greenwood Place BLDG.

Beautiful 2-bedroom condo located on the second floor in the desirable Greenwood Place subdivision. This move-in-ready unit has been freshly painted and features new wood laminate flooring throughout. Enjoy the convenience of an in-unit washer and dryer. The sliding glass door opens to a private balcony overlooking a peaceful natural green space-perfect for relaxing and enjoying the view. Additional features include a 1-car attached garage. Ideally located near parks, the Metra station, shopping, and other amenities, this condo offers both comfort and convenience. Don't miss this wonderful opportunity!

1141 Greenwood Circle Unit #7F, Woodstock

$189,900

2 Beds ⋅ 2 Baths ⋅ 12729957 MLS ⋅ ACTIVE Status

10+++ Move Right Into This Beautiful Updated 2 Bed 2 Bath 2nd Floor Condo. Spacious Family Room With Eating Area. Galley Kitchen With Granite Counters And Ample Counter Space. Large Primary Suite With Full Bath And Custom Closet Organizers. Spacious Second Bedroom With Ample Closet Space. In Unit Washer/Dryer. Private Balcony. Garage Parking. Walk To Shopping And Parks.

541 Leah Lane Unit #2C, 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

$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

$155,000

2 Beds ⋅ 1 Baths ⋅ 12722286 MLS ⋅ CONTINGENT Status ⋅ Creekside At St. Johns BLDG.

2ND FLOOR RANCH IN VERY GOOD CONDITION!!! (AND WORKING CHAIR LIFT ON THE STAIRS IS INCLUDED FOR LUCKY BUYER!!!). STEP INSIDE TO MAIN FLOOR STORAGE CLOSET,COAT CLOSET AND ACCESS TO ATTACHED GARAGE W/AMPLE SIDE AND FRONT STORAGE! UPSTAIRS HOSTS LIVING ROOM/DINING ROOM COMBO. NEUTRAL CARPET JUST CLEANED!!! KITCHEN WITH STOVE, REFRIGERATOR AND ROOM FOR SMALL TABLE. UTILITY ROOM W/WASHER AND DRYER/MECHANICS (ON SAME LEVEL) GOOD SIZED MASTER SUITE AND LARGE WALK IN CLOSET. 2ND BEDROOM IS IDEAL FOR OFFICE OR GUESTS. HOT WATER HEATER NEW IN 2011. DECK. LARGE WINDOWS... LOTS OF NATURAL LIGHT. NICE DECK!!! CALL TO VIEW NOW!!!! EZ TO SHOW!!

412 Saint Johns Road Unit #A, 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

$329,990

2 Beds ⋅ 2 Baths ⋅ 12710021 MLS ⋅ ACTIVE Status ⋅ Riverwoods BLDG.

**AVAILABLE SEPTEMBER DELIVERY!!! * SPECIAL FINANCING OFFERS AVAILABLE! Homesite# 7001. Introducing the Christie, a thoughtfully designed single-story duplex offering modern comfort and functional living. With two bedrooms, two bathrooms, and a dedicated study, this layout provides versatility to suit a range of lifestyles. A private study off the foyer creates the perfect space for a home office or quiet retreat. The open-concept design connects the kitchen, breakfast room, and family room into a spacious, welcoming environment ideal for daily living and entertaining. The owner's suite features a walk-in closet and en-suite bathroom, while the second bedroom and full bath offer flexibility for guests or other needs. Additional highlights include a two-car garage, a convenient laundry room, and the Everything's Included package, which adds premium features like quartz countertops and smart home technology at no extra cost. 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.

4115 Meadowridge Road, 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

$175,000

2 Beds ⋅ 2 Baths ⋅ 12704630 MLS ⋅ CONTINGENT Status

Well-maintained 2 bedroom 2 bath second-floor condo in a desirable Woodstock location, just a short walk to the Historic Woodstock Square with its shops, restaurants, entertainment, and Metra station. This bright unit features hardwood floors, a functional galley kitchen, and a private balcony overlooking mature trees-an ideal spot to relax. The pet-friendly association (per deed restrictions) offers convenient on-site laundry in basement and an assigned parking space. Built in 1965, this condo is perfect for first-time buyers, downsizers, or anyone looking for low-maintenance living close to everything Woodstock has to offer.

207 Fremont Street Unit #3, Woodstock

$169,900

2 Beds ⋅ 2 Baths ⋅ 12693922 MLS ⋅ CONTINGENT Status

Open and bright describes this 2-bedroom 1.1 bath end unit townhome. Fresh paint throughout most of the home. Newer wood laminate flooring on the main level. Spacious family room has plenty of space for entertaining or just enjoy some TV time. Enjoy your morning coffee in the sun filled eat-in kitchen with sliders leading to the private patio. The master bedroom has a his and hers closets and a private balcony overlooking the front yard. The laundry is conveniently located on the upper level so there is no need to worry about lugging the clothes up and down the stairs. There is also a private storage locker and an attached 1 car garage. Rentals are allowed. 5 minutes to the historic Woodstock Square and Metra station.

1142 Greenwood Circle, Woodstock

$145,900

2 Beds ⋅ 1 Baths ⋅ 12707180 MLS ⋅ PRICE CHANGE Status

Welcome home to this bright and spacious third-floor condo that's ready for its new owner! Featuring two generously sized bedrooms and one full bathroom, this home offers a comfortable layout with a large living room and an eat-in kitchen complete with ceramic tile flooring. Step through the sliding glass doors to enjoy your own private balcony, perfect for relaxing. Storage is abundant, including a spacious walk-in closet in the primary bedroom. The building offers a convenient shared laundry facility, and the location can't be beat-less than a mile from the town square and Metra train station. Whether you're looking for your next home or a great investment opportunity, this condo is investor-friendly and rental-ready! New furnace, AC and water heater 2025

727 Elm Lane Unit #308, Woodstock

$400,000

2 Beds ⋅ 1 Baths ⋅ 12708078 MLS ⋅ PENDING Status

Country living with no neighbors (except McHenry County Conservation Land)!! This aluminum sided ranch has a full English basement that is ready for extra living space. The main floor features some hardwood floors in the 2 bedrooms, a brick fireplace in the living room area, a small kitchen area that needs some updating, one bathroom that needs updating, and a family room area off the kitchen. How about the 40x30 steel outbuilding with a concrete floor and 2 overhead doors for your vehicles? There are also several outbuildings for small animals including a 4-6 stall horse barn area and plenty of pasture area ..Lift the overhead door to the barn for easy access to the horse stalls.... This property is being sold AS-IS condition. A quick closing is possible.

2046 Deep Cut Road, 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

$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

$399,000

2 Beds ⋅ 4 Baths ⋅ 12678217 MLS ⋅ ACTIVE Status

Lifestyle upgrade in this rarely offered home in the Villas of Bull Valley! Light and bright open floor plan with 9 Foot ceilings & a vaulted great room. Kitchen has 42" Schrock maple cabinets & granite counters with brand new stainless steel appliances being installed next week. And check out the kitchen's designer friendly ceramic tiles, which are radiant heated! The upstairs loft is a peaceful place to read, relax, work. It has built-in bookcases, display shelves and a window seat overlooking a breathtaking oak tree. The extra large Corian desk accommodates multiple monitors and has a built-in keyboard tray & tower shelf. The primary bedroom also has a vaulted ceiling and a custom walk-in closet. Its bath features dual sinks, a separate shower & a jetted tub. Plus there are so many possibilities for the deep pour finished basement: a third bedroom, kitchenette, exercise gym, family room, extended family, roommate? It's all up to you, but here's the space! The garage, with a new 16.5' garage door features an extensive rack system with cabinets & epoxy floors. Many extras in this home, and you will love the peaceful, beautiful area.

1488 White Oak Lane, 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

$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

$189,000

2 Beds ⋅ 1 Baths ⋅ 12679067 MLS ⋅ CLOSED Status ⋅ The Trees BLDG.

Rarely available End-unit ranch condo in desirable "The Trees" Subdivision on dead end street, backing to open green space. High ceilings and abundant natural light throughout. Updated kitchen with ample cabinetry, pantry, and generous counter space. Spacious primary suite features walk-in closet, private vanity area with sink, and direct access to updated bath. Recent improvements include new washer and dryer, new bathroom vanity and mirror with updated high-efficiency smart HVAC system. Oversized attached garage with built-in storage. Conveniently located near shopping, dining, downtown Woodstock, and Metra. Move-in ready and easy to show.

603 Silver Creek Road Unit #603, 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

$164,900

2 Beds ⋅ 1 Baths ⋅ 12675792 MLS ⋅ CONTINGENT Status

Spacious & rare two bedroom condo on the first floor in a very well maintained complex. Newer engineered wood throught the whole unit. The well designed layout features a large living room that opens to patio & seperates the bedrooms. This great condo comes with one private parking garage & two parking space outside. located few minutes from shopping, dinning, and parks.

501 Leah Lane Unit #1A, Woodstock

$329,990

2 Beds ⋅ 2 Baths ⋅ 12672794 MLS ⋅ CONTINGENT Status ⋅ Riverwoods BLDG.

AVAILABLE SUMMER DELIVERY!!! * SPECIAL FINANCING OFFERS AVAILABLE! Homesite# 6801. Introducing the Christie, a thoughtfully designed single-story duplex offering modern comfort and functional living. With two bedrooms, two bathrooms, and a dedicated study, this layout provides versatility to suit a range of lifestyles. A private study off the foyer creates the perfect space for a home office or quiet retreat. The open-concept design connects the kitchen, breakfast room, and family room into a spacious, welcoming environment ideal for daily living and entertaining. The owner's suite features a walk-in closet and en-suite bathroom, while the second bedroom and full bath offer flexibility for guests or other needs. Additional highlights include a two-car garage, a convenient laundry room, and the Everything's Included package, which adds premium features like quartz countertops and smart home technology at no extra cost. 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.

4139 Meadowridge Road, 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

$310,000

2 Beds ⋅ 2 Baths ⋅ 12658270 MLS ⋅ CLOSED Status

Enjoy easy living in this charming 2 bedroom, 2 bath home located in The Maples at the Sonatas. Designed with convenience in mind, this home features spacious living areas, a private primary suite, and comfortable accommodations for family and guests. Seller has also replaced the AC, dishwasher and washer and dryer and garbage disposal in the last 3 years. Relax and enjoy a carefree lifestyle with nearby parks, walking paths, shopping , dining, and the charm of Woodstock's vibrant downtown. Home being sold "AS IS".

604 Handel Lane, 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

$355,000

2 Beds ⋅ 2 Baths ⋅ 12662895 MLS ⋅ CLOSED Status

Step into easy, maintenance-free living in this turn-key ready 2 bedroom, 2 full bath ranch home in the desirable Maples at the Sonatas. Filled with natural light and an open floor plan. This home offers a spacious kitchen with granite countertops, a large island with seating, and an inviting living room with a cozy gas fireplace. A versatile den provides additional living space, while the primary suite features a private screened room-an ideal spot to enjoy your morning coffee or unwind at the end of the day. Outside, you'll love the beautifully landscaped courtyard, creating a peaceful and private outdoor oasis. Additional highlights include a heated garage with workbench, abundant storage space, and the convenience of single-level living. The HOA covers lawn care and snow removal, and residents enjoy access to a clubhouse, pool, and exercise facility. All just minutes from historic downtown Woodstock's shopping, dining, entertainment, and year-round events.

2521 Verdi Street, Woodstock

$365,000

2 Beds ⋅ 3 Baths ⋅ 12654799 MLS ⋅ CLOSED Status

Hurry! Very affordable custom ranch on nice level lot! Covered front porch perfect for summer nights! Large entry foyer with tile flooring. Bright open living room with gas log fireplace with accent lighting and sliding door to oversized brick patio! Very functional eat in kitchen with breakfast bar, some stainless steel appliances, granite countertops, pantry closet, upgraded oak cabinetry and separate eating area with bay bump out! Separate den with double door entry! Spacious master bedroom with cathedral ceiling, large walk-in closet and luxury bath with separate whirlpool tub and updated remodeled glass shower with seat! Gracious size secondary bedroom! Convenient separate 1st floor laundry! Huge basement with half bath awaits your finishing touches! One level at its finest! Being sold as is including misc. furniture! Close to schools & shopping!

220 Barn Swallow Drive, 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

$360,000

2 Beds ⋅ 3 Baths ⋅ 12657787 MLS ⋅ CLOSED Status

Don't miss your chance to own this open-concept ranch offering the perfect blend of space and functionality. This home features 2 bedrooms plus an office on the main level, along with 2 full baths, including a private primary bath. The kitchen opens to a deck, creating a great space for relaxing or entertaining, and the laundry room is conveniently located just off the attached 2-car garage. Downstairs, you'll find even more living space with a large family room complete with a bar, an additional bedroom, another full bath, and an oversized storage area. Estate sale As-is

1621 Ash Avenue, Woodstock

$305,000

2 Beds ⋅ 2 Baths ⋅ 12655941 MLS ⋅ CLOSED Status ⋅ Maples At The Sonatas BLDG.

Step into easy, low-maintenance living in this charming 2 bedroom, 2 bath attached ranch in the desirable Maples of the Sonatas! Enjoy the ease of no stairs and comfortable single-level living with an open layout, high ceilings, and natural light. The spacious sunroom is the perfect spot to relax and unwind, while the den offers great flexibility for a home office, reading room, or additional living space. The primary suite features a large walk-in closet and private bath. You'll also love the added storage room off the laundry area, attached 2 car garage, and charming patio that's perfect for entertaining or enjoying a quiet morning outdoors. Residents enjoy access to wonderful community amenities including a clubhouse, pool, and workout facility. All of this in a peaceful community just minutes from the historic downtown Woodstock square, shopping, dining, and more!

617 Schumann Street Unit #617, Woodstock

$329,990

2 Beds ⋅ 2 Baths ⋅ 12653738 MLS ⋅ CLOSED Status ⋅ Riverwoods BLDG.

AVAILABLE JUNE DELIVERY! SPECIAL FINANCING OFFERS AVAILABLE! Homesite# 5801. Introducing the Christie, a thoughtfully designed single-story duplex offering modern comfort and functional living. With two bedrooms, two bathrooms, and a dedicated study, this layout provides versatility to suit a range of lifestyles. A private study off the foyer creates the perfect space for a home office or quiet retreat. The open-concept design connects the kitchen, breakfast room, and family room into a spacious, welcoming environment ideal for daily living and entertaining. The owner's suite features a walk-in closet and en-suite bathroom, while the second bedroom and full bath offer flexibility for guests or other needs. Additional highlights include a two-car garage, a convenient laundry room, and the Everything's Included package, which adds premium features like quartz countertops and smart home technology at no extra cost. 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.

4258 Meadowridge Road, 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

$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

$270,000

2 Beds ⋅ 2 Baths ⋅ 12640398 MLS ⋅ CLOSED Status

Absolutely beautiful remodeled home! New floors , new painting, new kitchen, new appliances, new refrigerator with water/ice maker new faucets and vanities in both bathrooms, new washer and dryer, New electric , new plumbing . All work was done by licensed professionals with city permits and all inspections passed from City of Woodstock. Full finished basement with full bath. Basement has two rooms which could be used as offices, city doesn't qualify those rooms as bedrooms. Large wooden deck and huge backyard with mature trees at the property line for privacy. Currently street parking (Woodstock rules apply). However, Seller can build driveway or offer credit to Buyer at closing.Contractor and price available. Seller will give $150 credit to Buyer at closing to buy microwave of their choice. One of owners is licensed Realtor

147 S Hill Street, Woodstock

$350,000

2 Beds ⋅ 3 Baths ⋅ 12633255 MLS ⋅ CLOSED Status ⋅ Serenity Creek BLDG.

Tucked away on the West Side of Town, this is active adult (55+) living in a private cul-de-sac community. If you are looking for quiet and peacefulness, this 1/2 duplex, with BRICK exterior and a view of Conservation is the Serenity you might be hoping for! Reschke Quality built and handsomely appointed this "no-step" home offers ADA design for ease AND mobility. Features such as 36" and 48" wide doorways; elevated electrical outlets; built-in nightlights; raised height outlets; roll-out pantry shelves; drawer style dishwasher and a Chair Lift to the English Lower Level. All Serenity Creek units were built with solid construction and extra details such as Pella Pro-Line wood casement windows for energy efficiency and ease of operation. Solid 6-panel oak doors and full oak trim throughout. The full FINISHED basement with a 9' ceiling offers tremendous additional living space and another FULL Bath! NEW Roof in 2026 and 2023 Air Conditioning, 2016 Water Heater. This is a 55+ community - only 1 occupant is required to meet the requirement. Just a hop, skip to Emricson Park and amenities!

720 Serene Trail, Woodstock

$319,990

2 Beds ⋅ 2 Baths ⋅ 12631773 MLS ⋅ CLOSED Status ⋅ Riverwoods BLDG.

AVAILABLE MAY DELIVERY!!! * SPECIAL FINANCING OFFERS AVAILABLE! Homesite# 6701. Introducing the Christie, a thoughtfully designed single-story duplex offering modern comfort and functional living. With two bedrooms, two bathrooms, and a dedicated study, this layout provides versatility to suit a range of lifestyles. A private study off the foyer creates the perfect space for a home office or quiet retreat. The open-concept design connects the kitchen, breakfast room, and family room into a spacious, welcoming environment ideal for daily living and entertaining. The owner's suite features a walk-in closet and en-suite bathroom, while the second bedroom and full bath offer flexibility for guests or other needs. Additional highlights include a two-car garage, a convenient laundry room, and the Everything's Included package, which adds premium features like quartz countertops and smart home technology at no extra cost. 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.

4205 Meadowridge Road, Woodstock

$309,990

2 Beds ⋅ 2 Baths ⋅ 12627446 MLS ⋅ CLOSED Status ⋅ Riverwoods BLDG.

4213 Meadowridge Road, Woodstock

$315,500

2 Beds ⋅ 2 Baths ⋅ 12626501 MLS ⋅ CLOSED Status

This beautifully maintained 2-bedroom, 2-bath ranch offers the perfect blend of comfort and convenience in a friendly, inviting neighborhood. Ideally located just minutes from Woodstock High School, with Emricson Park practically at your doorstep and Woodstock's Historic Downtown Square only a short drive away, you'll love the accessibility to everything this area has to offer. Situated on a prime corner lot, the home features a fully fenced backyard-perfect for pets, play, or outdoor entertaining. Inside, you'll find hardwood floors and tile throughout the main level. Two main-floor bedrooms and a bright sunroom create a cozy yet functional layout. Downstairs, the finished lower level offers incredible versatility with a spacious recreation room, a stylish new bathroom, and an office that can easily double as a third bedroom. The basement bar is a standout feature, ready to host game days and gatherings. Complete with a 2-car garage, this home checks all the boxes for comfortable living and entertaining. Please note that all offers must be submitted by Sunday at 4:00 PM. The seller is requesting each party's highest and best offer.

1118 Blakely Street, Woodstock

$250,000

2 Beds ⋅ 2 Baths ⋅ 12617897 MLS ⋅ CLOSED Status

Be prepared to be amazed with the spaciousness of this 1/2 duplex. Plenty of space to roam and loads of storage with the 2 car garage, sub-basement. Recent updates include all new windows, doors. New carpet, flooring in baths and entry. Beautifully updated bathrooms, light fixtures. New sump pump lid, new hot water heater. Recent painting updates as well. Enjoy the spacious back yard and no association fees! And no rules! Enjoy the quiet dead-end street with no through traffic. Close to downtown Woodstock. Very affordable living beats renting any day.

972 Pleasant Street, Woodstock

$525,000

2 Beds ⋅ 2 Baths ⋅ 12368961 MLS ⋅ CLOSED Status

Woodstock

$236,500

2 Beds ⋅ 3 Baths ⋅ 12605041 MLS ⋅ CLOSED Status

Two story townhome with extra-large full basement in Woodstock's coveted Prairie Terrace development. Bright and open floor plan allows for ease of circulation. Stylish kitchen with hardwood flooring and black appliances. Ideally situated near the bustling Square and all its year-round activity, commuter train, schools and Olson Park. Relish your privacy with fully fenced yard and new deck. This property boasts no association fees! Numerous big-ticket items already addressed here: seller replaced windows (including skylight) in 2019, new HWH, furnace and A/C in 2020 and installed new deck, privacy fence in 2022. Attic space boasts loads of room for storage and attached 2/car garage a plus!

728 Carlisle Drive, Woodstock

$190,000

2 Beds ⋅ 2 Baths ⋅ 12593706 MLS ⋅ CLOSED Status

1168 Greenwood Circle Unit #1168, Woodstock

$261,500

2 Beds ⋅ 3 Baths ⋅ 12602564 MLS ⋅ CLOSED Status

1993 Yasgur Drive, Woodstock

$180,000

2 Beds ⋅ 2 Baths ⋅ 12589512 MLS ⋅ CLOSED Status ⋅ Victorian Village BLDG.

SERENITY at its best! Beautiful 2nd Floor RANCH-style unit in a peaceful, private setting. This bright home features gorgeous HARDWOOD floors throughout and an open floor plan that allows for flexible living space. The updated kitchen offers GRANITE countertops and custom cabinetry, perfect for everyday living and entertaining. Enjoy relaxing on your private balcony overlooking the charming courtyard, perfect for morning coffee or unwinding at the end of the day. Enjoy plenty of STORAGE, including an oversized walk-in closet, plus the convenience of an attached garage. This desirable community offers abundant green space, walking trails, ponds, and wooded views, creating a perfect balance of tranquility and neighborhood charm. Ideally located just off the beaten path, yet only a hop, skip, and jump to the Square, METRA train, and the Farmers Market.

790 Regina Court Unit #790, Woodstock

$250,100

2 Beds ⋅ 2 Baths ⋅ 12540972 MLS ⋅ CLOSED Status

There's something easy about this house. It's the kind of place where the layout just makes sense, the details feel intentional, and the day-to-day routine flows without thinking about it. The main level gives you 1,080 square feet of comfortable, well-appointed living. Evenings in the living room settle naturally around the fireplace. Dinner in the dining room feels a little more special with the crown molding overhead-it's a small thing, but you notice it. The kitchen has more storage than you'd expect at this price point, with a butler pantry that takes the pressure off counter space. It's the kind of kitchen you actually want to cook in. Out back, the large deck is where this home earns its keep in the warmer months. Morning coffee, weekend cookouts, watching the seasons change-that deck becomes the extension of your living space from spring through fall. Downstairs, the full basement adds another 1,080 square feet of unfinished space with standard basement windows. It's quiet, functional, and ready for whatever you need-storage, a workshop, a future rec room. The attached 1-car garage connects directly to the basement level, so you're always coming in out of the weather. Two bedrooms and a full bath round out the main level, with a half bath for guests. The 0.16-acre corner lot means more yard, more breathing room, and more natural light coming into the home than you'd get tucked between two houses. Woodstock has a way of feeling like home quickly-and this house is a comfortable, livable place to start. Come see this dream home today!

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