Refine Search
Sort by
$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

$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

$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

$310,000
3 Beds 1 Baths 12708900 MLS CONTINGENT Status
Experience the charm and comfort of this exceptional farmhouse, which boasts quality construction, beautifully restored details, modern efficiencies, and an impressive 1.7 acres of land. You'll fall in love with the exquisite craftsman woodwork and elegant crown molding, along with the rich hardwood flooring that runs throughout. Step into the inviting front entryway and sunroom, creating a warm and welcoming atmosphere for guests. The spacious living room features soaring ceilings and tasteful crown molding, perfect for relaxation and gatherings. The dining room is ideally situated between the kitchen and living room, showcasing arched doorways that contribute to the home's character and charm. Whip up delicious meals in the kitchen, which features original cabinets and a quaint eating nook that doubles as a coffee bar, all while enjoying views of the sprawling backyard. The updated bathroom adds modern touches, and the first-floor bedroom offers versatility as a master bedroom or home office. Upstairs, you'll find two additional bedrooms filled with natural light that highlights the stunning hardwood floors throughout. Your vehicles will be well taken care of in the detached three-car garage, complete with new concrete flooring. This home is equipped with spray foam insulation for energy efficiency, and the roof was replaced in 2024. The basement is also plumbed for a bathroom, adding to the home's potential. If you desire privacy and the allure of farmhouse living, all with the convenience of town nearby, look no further-this is your dream home waiting for you!

824 Washington Street, 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

$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

$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

$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

$240,000
3 Beds 1 Baths 12622097 MLS CLOSED Status
Charming all-brick 3-bedroom, 1-bath home full of character! The main level features two comfortable bedrooms, a full bathroom, a welcoming living room, and a spacious dining room highlighted by beautiful built-in corner cabinets-perfect for showcasing your favorite pieces. The kitchen is conveniently located just off the dining room, making entertaining easy. Upstairs, you'll find a private third bedroom along with an expansive bonus room-ideal for a home office, playroom, or creative space. Outside, enjoy a generous backyard with plenty of room for summer gatherings, BBQs, and outdoor fun. A detached 2.5-car garage adds even more value, offering ample space for parking, storage, or hobbies. This home blends classic charm with functional living-don't miss the opportunity to make it yours! home is being sold as-is. all in home appliances stay.

920 N Madison Street, Woodstock

$285,000
3 Beds 1 Baths 12618397 MLS CLOSED Status
Just blocks from Historic Woodstock Square, this 3-bedroom brick ranch offers location, space, and everyday livability in one solid package. Set on a beautifully landscaped over half acre lot backing directly to Raintree Park, this home gives you rare privacy while keeping you within walking distance to everything - the Farmer's Market, Wednesday night concerts, local shops, restaurants, and the charm that makes Woodstock so special. The backyard feels like your own retreat - quiet, open, and perfect for morning coffee or unwinding at the end of the day. Inside, you'll find hardwood floors throughout the main level, granite countertops, and thoughtful updates that make the home both comfortable and functional. The partially finished walkout basement with patio access adds valuable living space, complete with a dedicated office and plenty of room to expand. Key updates include: Roof (2015) Water Heater (2009) Electrical upgraded to 100 amp (2020) A/C (2021) Nest Smart Thermostat Refrigerator (2022) Plumbing updates throughout Blown-in insulation for improved efficiency New front screen door This is a home that offers both peaceful space and walkable convenience - a combination that's hard to find. Come see what it feels like to have both. MORE PHOTOS COMING SOON!

504 E Calhoun Street, Woodstock

$242,000
3 Beds 1 Baths 12591834 MLS CLOSED Status
Multiple Offers Received; Highest & Best Due Monday 3/23 By 10AM. Step Into Timeless Architecture On An Almost 1/4 Acre Fenced Homesite, Where Vintage Character Blends Seamlessly With Thoughtful Updates. A Full Length Enclosed Front Porch Invites You Inside To A Home Filled With Warmth And Charm, Highlighted By 9 Foot Ceilings In Both The Living And Dining Rooms. Original Hardwood Floors, Crown Molding, Arched Details, And Tall Vintage Baseboards Showcase The Craftsmanship Of A Bygone Era. Modern Enhancements Elevate Everyday Living, Including Updated Windows And Siding, Updated Electrical, Brand New Washer, And A Convenient Enclosed Back Porch/Mudroom With Newer Back Stairs Leading To The Yard. The Updated Kitchen Features Stainless Steel Appliances, Generous Cabinet & Counter Space. The Upper Level Bedroom Layout Offers Versatility-Use The Additional Bedroom As A Sitting Room, Nursery, Office, Or A Spacious Walk-In Closet, Complete With Ceiling Fans And Side Attic Storage. The Lower Basement Level Adds Even More Functionality With A Workshop/Utility Room Ideal For Hobbies Or Storage. Incredible Location Within Walking Distance To Metra Train Service, Close To Major Highways, And Of Course The Charming Woodstock Square With Shopping, Restaurants, And More. If You Love Historical Appeal With All The Modern Conveniences And All On A Rare In-Town Oversize Homesite With A Convenient Shed, This One Is For You!

934 Clay Street, Woodstock

$287,000
3 Beds 1 Baths 12581020 MLS CLOSED Status
Welcome home to this cozy, light-filled gem in Woodstock-completely move-in ready and waiting for its next owner! Thoughtfully updated with today's finishes, this home features brand-new luxury vinyl flooring and a beautifully refreshed kitchen complete with new appliances, quartz countertops, and convenient breakfast bar seating-perfect for casual meals or morning coffee. With three comfortable bedrooms, you'll have the flexibility to create the spaces that fit your lifestyle-whether that's a home office, fitness room, guest space, or hobby area. The unfinished basement offers exciting potential for future expansion, with room for an additional bathroom, recreation space, and plenty of storage. Step outside and you'll find even more to love. MEGA GARAGE! The insulated, extra-deep 32x19 garage easily accommodates two vehicles while still leaving room for a workshop or additional storage. A separate 12x12 shed provides even more space for tools, lawn equipment, or seasonal items. There is even a whole house generator included with this home which will run the house and garage in the event of a power outage! Stylish updates, functional space, and room to grow-this Woodstock home truly checks all the boxes!

163 Terry Court, Woodstock

$675,000
3 Beds 1 Baths 12577394 MLS CLOSED Status
YOUR DREAM HORSE BARN AWAITS YOU! 16 stalls, INDOOR ARENA, Grooming/Tacking/Vet Care room, FIRE-PROOFED hay storage, commercial VENTILATION fans, 2 BRICK aisles, INDOOR WASH Rack, and much, much more! The barn is well insulated to stay warm in the cold months and well ventilated to stay cool in the warmer months. Viewing room to the Indoor Arena, Feed Room, Entry Room, and Kitchen/Laundry Room are also in the barn. The OWNED, NOT RENTED, SOLAR PANELS keep the utility costs to a minimum! (Located on the barn roof) Updated home that is truly much bigger than it looks from the outside! 3 bedrooms, 1 full bath (another full bath in the barn!) and a very useable and spacious basement! Detached 2 car garage. 12 Horse Paddocks (totaling 38,688 sq ft) plus outdoor riding space. Outdoor riding space can be turned into 6 more small paddocks (13,659 sq ft). There is a loft above the stalls in the barn that is already framed. This is truly a well thought out and efficient equine facility. Perfect to jump right in and operate your business while you live there. Also would make an AMAZING EQUINE VETERINARY Facility.

12216 Pleasant Valley Road, Woodstock

$265,000
3 Beds 1 Baths 12570514 MLS CLOSED Status
Charming 3-bedroom, 1-bath home filled with timeless character and beautiful architectural details. From the moment you step inside, you'll appreciate the original hardwood floors, stunning natural wood trim, and classic staircase that showcase the craftsmanship of a bygone era. The main level features spacious living and dining areas with coffered ceilings, oversized baseboards, and abundant natural light. The updated kitchen offers custom white cabinetry, generous storage, stylish hardware, and a statement range that blends modern function with historic charm. A bright enclosed front porch provides the perfect space for morning coffee or relaxing evenings. Second level has 3 good sized bedrooms, you'll find a rough in for a second floor bath. The location? Situated on a cul de sac, this home offers great curb appeal with fresh exterior updates, like new siding, a welcoming entry, and plenty of yard space. Huge garage with 670 square footage above garage for a legally zoned apartment or shop. So much driveway space and there's a shed too. Walking distance to the historic Woodstock Square. Home is beautiful! Being sold as is. A rare opportunity to own a character-filled home with modern touches, schedule your showing today!

605 N Seminary Avenue, Woodstock

$300,000
3 Beds 1 Baths 12558569 MLS CLOSED Status
LOVE HISTORIC homes? Want MODERN COMFORT? It is here at 926 TAPPAN Street in WOODSTOCK where VINTAGE CHARM MEETS MODERN RELIABILITY. You will be within a 10-minute STROLL or 3-minute drive to downtown WOODSTOCK SQUARE for dining, shopping and commuter rail, METRA. Now is your chance to own a beautifully MAINTAINED and UPDATED, vintage AMERICAN FOUR-SQUARE TWO-STORY home with exceptional character and ALL MODERN UPDATES including GAS FORCED AIR for HEATING and CENTRAL AIR CONDITIONING. Original 1912 STAINED GLASS WINDOWS anchor the home's timeless appeal, while thoughtful improvements throughout make it truly MOVE-IN READY from electrical to plumbing to lighting & finishes and mechanicals. Set on a NICE SIZED LOT with MATURE TREES and a PARTIALLY FENCED YARD, step onto a FRONT PORCH large enough to rock the day away enjoying your manicured lawn and flowers. Walk into the home where it opens a nice size FOYER leading to an open and spacious living and dining area ideal for everyday living and entertaining. Brazilian cherry HARDWOOD floors and new light fixtures on the main level add to the comfort. The kitchen offers abundant storage with 42" CABINETS, a subway tile BACKSPLASH, and UPDATED STAINLESS STEEL APPLIANCES (2021-25) including a GAS STOVE. Six-panel HARDWOOD DOORS add warmth and continuity throughout, and an UPDATED BATHROOM (2020) is a standout. LAUNDRY including a large SOP/UTILITY SINK round out indoor modern features. Just off the kitchen, enjoy a BACK PORCH with BENCH SEATING to enjoy sun and coffee. Onward to the BACKYARD there is plenty of space to garden, play, or lounge. To round off modern living a 2-CAR GARAGE with EXTENSIVE additional ELECTRIC ideal for hobbies, workshop use, or equipment. Additional highlights include an ASPHALT DRIVEWAY (2017), ROOF and SIDING (2016). There is generous STORAGE in both the BASEMENT and ATTIC. Bonus - do you game or WFH? SUPER FAST INTERNET are ready for you! The home is FULL DRYWALL with UPDATED ELECTRICAL AND PLUMBING (NEW WATER HEATER ~2025) and don't forget -- gas forced-air heat, central air (new furnace and A/C condenser Feb 2026). All of this and IDEALLY located just minutes from the METRA Woodstock station and WOODSTOCK SQUARE. Walk in less than 10 minutes, drive in 3 minutes and you are amongst parks, dining, shopping, entertainment, farmers market, and public transportation! A RARE OPPORTUNITY TO OWN A WELL-CARED FOR HOME WHERE CHARACTER, CONDITION, AND LOCATION ALIGN.

926 Tappan Street, Woodstock

$165,000
2 Beds 1 Baths 12538518 MLS CLOSED Status The Trees BLDG.
Charming 2-Bedroom Condo in the Trees of Woodstock. This inviting 2-bedroom condo is located in the desirable Trees of Woodstock community. Situated on the second floor, this end unit offers added privacy and natural light, along with a one-car garage that provides both parking and extra storage. Step out onto your private balcony from the dining area-ideal for morning coffee or unwinding in the fresh air. Inside, the open living and dining space features large windows that fill the home with natural light. The galley-style kitchen flows seamlessly into the dining area, making it easy to enjoy meals or entertain guests. The spacious primary bedroom boasts vaulted ceilings, enhancing the sense of space and comfort. A walk-in closet offers ample storage, and a separate sink and vanity area adds everyday convenience. In-unit laundry adds to the overall ease of living in this well-maintained home. Don't miss your opportunity to enjoy comfort, convenience, and community in a beautiful setting. Owner is not able to rent.

1540 Hickory Road Unit #1540, Woodstock



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.