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309 Chestnut Street, Woodstock
$259,000
2 Beds ⋅ 1 Baths ⋅ 12764536 MLS ⋅ NEW Status
Good things really do come in small packages! This charming home is nestled on a quiet street just a few blocks from Woodstock schools, the historic Woodstock Square, and the train station. Inside, you'll find beautiful hardwood floors, character-filled arched doorways, and an upgraded kitchen featuring a center island and solid-surface countertops. The breezeway connecting the home to the attached two-car garage offers versatile flex space and opens to the patio, making it a great spot to relax or entertain. The full basement provides plenty of potential for additional living space. Space for a rec room, home office, hobby area, or all three, plus lots of storage. Outside, the charming fenced yard and brick patio is perfect for gardening, pets, or gathering with friends and family around the fire pit. Full of character and possibilities, this delightful home offers small-town charm, flexible spaces, and a convenient location close to everything Woodstock has to offer!

309 Chestnut Street, Woodstock
551 Leah Lane Unit #3B, Woodstock
$159,000
1 Beds ⋅ 1 Baths ⋅ 12778764 MLS ⋅ NEW Status
Well-maintained 3rd floor unit ready for occupancy! 1bed/1bath spacious condo with a balcony in Country Club Manor with 1 car detached garage. All appliances are included. The washer and dryer are in unit. Bedroom features a large walk-in closet and its own wall ac unit. The private balcony has an extra storage closet. Secure building with intercom system and plenty of additional parking. Less than a mile to the Historic Woodstock Square and Metra Station. Water, parking, ext. maintenance & trash included with HOA. It is move in ready and close to downtown.

551 Leah Lane Unit #3B, Woodstock
1417 Walnut Drive, Woodstock
$239,000
3 Beds ⋅ 1 Baths ⋅ 12764430 MLS ⋅ NEW Status
Welcome to this charming 3-bedroom ranch in Woodstock! This home offers comfortable one-level living with numerous updates already completed, making it an excellent opportunity for a first-time buyer, downsizer, or investor. Recent improvements include a new roof and gutters, freshly painted interior, all-new flooring, new kitchen cabinets and counters, and a new oven. The inviting layout provides a practical flow for everyday living, while the detached garage offers convenient parking and additional storage, plus a nice sized yard. Enjoy a great Woodstock location close to parks, schools, shopping, dining, and downtown. With many major updates already taken care of, this home is ready for its next owner to move in and make it their own!

1417 Walnut Drive, Woodstock
867 Clay Street, Woodstock
$269,900
3 Beds ⋅ 2 Baths ⋅ 12775928 MLS ⋅ ACTIVE 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. Ideally located close to schools, the Metra train station, and Woodstock's historic Square, making commuting, shopping, dining, and enjoying everything downtown Woodstock has to offer easy and convenient. A great opportunity to own a solid brick home in a fantastic location, come see all this property has to offer! Sold As Is

867 Clay Street, Woodstock
740 Tara Drive, Woodstock
$279,900
3 Beds ⋅ 2 Baths ⋅ 12772741 MLS ⋅ ACTIVE Status ⋅ John Kings Emerald West BLDG.
RARELY Does A True DUPLEX Come Up For Sale - There is NO ASSOCIATION COST!! It's an attractive Brick Ranch that presents like your own private single family home. Many Newer Features: Stainless Steel Refrigerator, Stove & Microwave, Hardwood Flooring, Wood Blinds. Spacious Living Room with Brick Gas Fireplace. Dining Room with Bay Window and Stained Glass Light Fixture. Kitchen with Oak Cabinetry and Window over sink. Generous Kitchen Table Area which can also function as an office area. Primary Bedroom with Flat Screen TV and Private Full Bathroom. Two Additional Bedrooms and 2nd Full Bathroom. First Floor Laundry Room with Front-Load Washer & Dryer. Full English Basement holds Endless Possibilities. Glass Sliding Doors lead to the inviting Deck with Privacy Screens. The Privacy Fence dividing properties is newly stained. The 1 Car Attached Garage has convenient direct Laundry Room access. The Roof is New in 2025. The Siding, Eaves & Gutters New in 2012. Basically there is nothing to do but move in. Lovely Yard. Near fantastic Emricson Park, the Water Park and Donato Conservation Trail. Watch the 4th of July Fireworks from your Deck. Easy Living = Easy Decision.

740 Tara Drive, Woodstock
220 1St Street, Woodstock
$139,500
4 Beds ⋅ 2 Baths ⋅ 12765871 MLS ⋅ PRICE CHANGE Status
Welcome to 220 1st St, Woodstock, IL 60098. This 1,176 sq ft layout features 4 bedrooms and 2 full bathrooms. The interior includes mixed hardwood, carpet, and vinyl plank flooring throughout. A functional kitchen comes equipped with a working refrigerator and stove. Additional space is provided by an unfinished basement and a detached garage. The property is powered by a gas furnace alongside fully operational electrical and plumbing systems. A unique opportunity for buyers looking to add personal touches and custom cosmetic updates in a prime location.

220 1St Street, Woodstock
212 S Tryon Street, Woodstock
$54,900
6 Beds ⋅ 5 Baths ⋅ 12763499 MLS ⋅ ACTIVE Status
Spacious investment opportunity nestled within a charming vintage Victorian home in Historic Woodstock IL. This unique property offers a desirable layout, 3 bedrooms on first floor and 3 bedrooms on second floor. The property includes a 1 car garage and sits on a generously sized lot, offering additional possibilities for outdoor improvements or expansion. With its classic architectural character, this property presents an excellent value-add opportunity for investors or rehabbers looking to restore and enhance its full potential. Property requires work and is being sold in AS IS condition. Room sizes are estimates. No surveys or disclosures will be provided, and taxes will be prorated. Bring your vision and creativity, this is a fantastic chance to transform a historic property into a standout investment. Buyer responsible for any and all building code violations.

212 S Tryon Street, Woodstock
1002 Castleshire Drive, Woodstock
$230,000
2 Beds ⋅ 2 Baths ⋅ 12763381 MLS ⋅ ACTIVE 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
1503 Ashley Court, Woodstock
$279,000
2 Beds ⋅ 3 Baths ⋅ 12757946 MLS ⋅ RE-ACTIVATED Status
Welcome to desirable Hidden Valley living at 1503 Ashley Court - a bright, spacious 2-bedroom, 21/2-bath townhome (approx. 1,581 sq ft) tucked on a quiet cul-de-sac in Woodstock, Illinois. Built in 1995, this low-maintenance attached home delivers the perfect blend of comfort, convenience, and nature right outside your door. Step inside to an open living room with vaulted ceilings that create an airy, inviting feel. The kitchen features an eat-in area and flows into a separate dining room with sliding doors that open onto your private deck. From the deck you'll enjoy peaceful views of trees, greenery, and nature - a true outdoor retreat for morning coffee or evening relaxation. A first-floor den offers flexible space for a home office, guest room, or cozy reading nook, and convenient first-floor laundry keeps daily living easy. Upstairs you'll find two comfortable bedrooms, including a primary suite. The full basement is ready for your finishing touch. An attached 2-car garage provides parking and additional storage. HOA fees cover exterior maintenance, lawn care, snow removal, and common insurance for true hassle-free living. Pets are welcome. Location is a standout: nestled near forest preserve land yet close to Woodstock's charming historic downtown square, shopping, dining, parks, and everyday amenities. Convenient access to major roads makes commuting straightforward while you still enjoy the quieter pace of McHenry County. Schools serve the Woodstock Community Unit School District 200. This is move-in-ready townhome living with room to grow. low-maintenance ownership with outdoor space and unfinished basement potential. Don't miss this opportunity in a cul-de-sac setting.

1503 Ashley Court, Woodstock
1075 Castleshire Drive Unit #1075, Woodstock
$239,000
2 Beds ⋅ 2 Baths ⋅ 12752161 MLS ⋅ ACTIVE Status
Welcome home to 1075 Castleshire Drive! This well loved home offers a comfortable, low maintenance lifestyle with a bright, open layout designed for everyday living and entertaining. 2 bedrooms but dont forget about the open loft area also. The unfinished basement provides excellent storage and plenty of potential for a future recreation room, home office, gym, or additional living space. Enjoy the convenience of an attached garage and a peaceful neighborhood setting near shopping, dining, parks, schools, and historic downtown Woodstock. Bring your decorating ideas and make this wonderful home your own. Being sold "As is".****Original Owner****

1075 Castleshire Drive Unit #1075, Woodstock
139 W Melody Lane, Woodstock
$289,000
3 Beds ⋅ 1 Baths ⋅ 12750605 MLS ⋅ ACTIVE Status
Estate sale being sold As-Is but house is in very good condition

139 W Melody Lane, Woodstock
113 Raffel Road, Woodstock
$299,900
3 Beds ⋅ 1 Baths ⋅ 12737727 MLS ⋅ RE-ACTIVATED 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
Woodstock
$139,900
3 Beds ⋅ 2 Baths ⋅ 12531327 MLS ⋅ ACTIVE Status ⋅ The Trees BLDG.

Woodstock



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