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$289,000
3 Beds 2 Baths 12428189 MLS CLOSED Status
Here is a charming home full of character only blocks to the Woodstock Square. Walk through the front gate of the picket fenced yard to find a picturesque covered porch with swing. This house has classic architectural details including hardwood floors, original wood trim and stained glass windows. The main floor features a separate dining room, living room and spacious kitchen with plenty of cabinets and counter space. Upstairs you'll find three bedrooms, each with ceiling fan and good size closet for a home this age. The upstairs bath fittingly has a period claw foot tub. The full basement was professionally waterproofed and has plenty of storage space. The home has a newer roof (2021). The fenced yard is good for kids and dogs. This vintage home is situated in a tranquil neighborhood, walking distance from the Historic Woodstock Square, offering access to schools, library, shops, restaurants and train station.

449 Dacy Street, Woodstock

$430,000
4 Beds 2 Baths 12428253 MLS CLOSED Status
Welcome to this exceptional property situated on 2 rolling acres. Mature Oak Trees pepper the property offering bountiful areas of shade for relaxing in the summer heat. The concrete patio is a perfect location for a smoker or grill. Offering approximately 3,900 square feet, this home features a total of 6 bedrooms, with 4 bedrooms located upstairs and 2 additional bedrooms downstairs. Spacious family and living rooms provide abundant space for family and guests Bring your pet projects or small business plans to life in the sprawling basement, a versatile space perfect for a myriad of projects or ideas. Additionally, the property features a 2-car garage complete with an office, ideal for remote work or a private workspace. Ample driveway parking makes hosting gatherings of friends and family or storing your toys that much easier. The Historic Woodstock Square, IL Route 47 corridor, public library, and City Park (Emricson) are just minutes away. This property seamlessly combines comfort and functionality, offering a unique opportunity for those seeking a spacious and versatile living environment.

805 S Rose Farm Road, Woodstock

$383,000
3 Beds 2 Baths 12420794 MLS CLOSED Status
OLD WORLD CHARM meets MODERN DAY CONVENIENCE in this beautifully reimagined home, just STEPS from Historic Woodstock Square! Step back in time while enjoying every modern update in this lovingly transformed gem. Enclosed porches to sip your morning coffee either at the front or the back - a perfect blend of character and comfort. Inside, fresh paint throughout and new flooring in every room give the entire home a clean, cohesive, and stylish feel. The heart of the home is a custom designed kitchen featuring quartz countertops, classic shaker cabinets, and a massive island-a true showstopper and the centerpiece for entertaining, gathering, and daily living. The main level offers two and potentially, 3 bedrooms, along with spacious living and dining rooms. Whether you're hosting guests or creating a home office, the layout offers flexibility and comfort. Upstairs, the primary suite includes its own private full bath and enough space for a workout room, desk space and/or a sitting room, creating a peaceful retreat fit for a queen. A portion of the yard is FENCED, but imagine fencing in the entire space for Fido, too! Lovingly brought to life by a renowned Woodstock contractor, this home is not just a renovation-it's a work of art. Come see it. Fall in LOVE. Make it yours! Just 2 blocks to the Historic Woodstock Square shops, restaurants and weekly celebrations. METRA Commuter Train to Chicago a mere 5 min walk.

310 S Tryon Street, Woodstock

$590,000
4 Beds 3 Baths 12418721 MLS CLOSED Status
Enjoy the best of country living in this stunning 4 bed, 2.1 bath hillside ranch set on a private 7.92-acre retreat. As you pass the peaceful pond and approach this fully remodeled home wrapped in nature, you'll immediately feel a sense of arrival to the lifestyle of your dreams. A welcoming foyer opens to a charming three-seasons room that's perfect for morning coffee or evening relaxation. The open-concept eat-in kitchen features dual breakfast bar peninsulas, ideal for entertaining. High-end finishes include quartz countertops and backsplash, new cabinetry, stainless steel appliances, and beautifully refinished hardwood flooring that extends throughout the main level. Offering both a kitchen dining area for intimate family gatherings and a separate dining room, there's space for hosting any occasion. A stunning dual-sided wood-burning fireplace anchors the space, visible from the expansive living room with floor-to-ceiling windows that frame sweeping nature views. All four main-level bedrooms offer ample closet space, including a spacious primary suite. Both full bathrooms have been fully renovated with upscale finishes. Smart layout choices throughout the home including a cozy reading nook and convenient main-level laundry to maximize comfort and functionality. The walkout lower level is an entertainer's dream, featuring a massive family room with wood-burning stove, bar area with wine fridge, powder room, sauna, craft room, and plenty of flexible space for hobbies, or game night. Step outside to the wraparound deck-your private perch to take in nature and enjoy alfresco dinners with no neighbors in sight. The property also includes a 3-car attached garage, parking for 20+ cars, and a large outbuilding to store all your toys. Don't miss this rare opportunity to own a one-of-a-kind retreat where serenity, privacy, and style come together in perfect harmony. Floor plan and survey are under the additional info tab.

318 N Rose Farm Road, Woodstock

$280,000
3 Beds 3 Baths 12419401 MLS CLOSED Status
Beautifully maintained RANCH home is full of UPDATES and character. The fully renovated KITCHEN (2019) features modern finishes, a breakfast bar, perfect for casual dining, entertaining, or your morning routine. A warm mix of HARDWOOD floors and bay windows fills the space with charm and natural light. The oversized pantry includes a laundry hookup option, adding flexibility and convenience. The expansive basement offers unlimited potential, ideal for a home gym, office, playroom, or extra living space tailored to your needs. Major updates include a new furnace (2016) and kitchen (2019), offering comfort and peace of mind. Just a hop skip to the Historic Woodstock Square! Dining, Shopping the METRA train!

630 Stewart Avenue, Woodstock

$261,000
2 Beds 1 Baths 12414369 MLS CLOSED Status
Be prepared to fall in love with this updated and modernized bungalow styled home within walking distance of the Woodstock Square, area schools, library, and Metra train station!!! If you've been looking for that great room concept where whether you're in the kitchen or living room or dining room you can easily engage/interact with family and friends with ease...then this is the Home for you!!! Updated eat-in kitchen offers plenty of cabinet and countertop space to make meal prep a breeze whether it's for day-to-day living or those special occasions and holidays. The primary bedroom is a private getaway and offers exceptional closet space not typically found in bungalow styled homes. Yes, typical of bungalow styled homes, this home offers a walk-up attic for all your storage needs. As you head downstairs to the dry and unfinished basement, there is a storage area that would make an ideal pantry or seasonal storage closet for all your holiday decorations. The possibilities are endless for this space. Outside, you will find your traditional front porch perfect for your wicker furniture, as well as a relatively large deck on the rear of the home for barbecuing and entertaining. There's an oversized 2 1/2 car garage perfect for all your vehicles, tools, toys, and even a workshop area. One of the highlights of this property is the yard offering plenty of garden space and room for the children or pets to run/play. Imagine raising and eating your own vegetables...yum yum!!! The homes and the garages exteriors are relatively maintenance free to simplify your life and allow you to do those things that are most important to you. In fact, there's been many updates to this home, including a brand new boiler ('25), brand new cooling system ('25), newer roof house/garage ('22), deck/front porch ('22), paint interior ('24-'25), kitchen floor/cabinets/counters ('21), and bathroom floor ('21). Whether you are downsizing or buying your first home, this is one home you will definately want to see!!!

144 Greenley Street, Woodstock

$365,500
4 Beds 2 Baths 12407558 MLS CLOSED Status
Multiple offers received, highest and best due 7/13 12pm. All the charm on this WRAPAROUND Front Porch! Sitting high & mighty, this home offers a view of the neighborhood and a newly paved road out front! Classic turn of the century home with all of today's conveniences. NEW Kitchen with Solid Surface Counters, Backsplash, 42" Custom cabinets, Soft Close Hinges & NEW appliances. NEW 1st Floor Full Bath & and First Floor Bedroom. Stone Patio, Deck & great gathering places indoors & out. Hardwood floors throughout the home, with inlaid wood design in the Eating Area. UPDATE list is extensive, 2024 updates include NEW Roof, NEW electrical panel, NEW Dishwasher & microwave. 2023 House Paint, 2023 Washer, 2025 Garage Roof & Paint, 2020 NEW HVAC & Central Air, Mostly new windows throughout. Copper Plumbing, too! Owners have loved this home and it shows from every angle. Close proximity to Dean Street Elementary School, Woodstock High School & Neighborhood Park. Hop, skip to the Historic Woodstock Square FUN and METRA Commuter Train!

241 Hoy Avenue, Woodstock

$200,000
5 Beds 2 Baths 12384240 MLS CLOSED Status
Expansive 20' Covered FRONT porch and into a home full of character and OPPORTUNITY. The spacious Foyer welcomes you with beautiful natural light and original details. 10' ceilings and large windows create an airy, open feel throughout the main level. A formal dining room offers plenty of space for entertaining, while your kitchen redesign might include opening a wall, too! Upstairs, you'll find five generously sized bedrooms, each filled with sunlight and timeless charm. WALKUP Attic offers additional storage and expansion, too! 3 Car Garage. This home OFFERS the kind of space and architectural charm you can't find on the market at this price. Whether you're an investor, DIY enthusiast, or simply looking for a home to make your own, this property is brimming with POTENTIAL. Located just moments from METRA train access, shopping, culture, and all the charm of downtown Woodstock. Home is being sold AS IS.

645 E Calhoun Street, Woodstock

$229,000
3 Beds 1 Baths 12398921 MLS CLOSED Status
Fantastic location for this spacious 3 bedroom, 1 bath home with 1 car garage and full basement for storage and laundry. Paint and carpet are newer; all appliances are newer and stay with the house. Backyard has a patio and is fully fenced in for privacy. This home shares a driveway and garage with 604 Wheeler St (directly behind home) as they were once both on the same PIN# (now separated). There are separate entrances and a firewall between the garage spaces. 604 Wheeler St is also for sale, buy them both, one to live in and rent out the other! The Metra train station and Woodstock square are within walking distance and only minutes away! Enjoy shopping, restaurants, movies, and all the festivities the Woodstock Square has to offer, such as Lighting of the Square, Groundhogs Day, farmers markets and more! Don't wait this won't last long!

150 1St Street, Woodstock

$435,000
3 Beds 3 Baths 12397379 MLS CLOSED Status
Situated on nearly 1.5 acres, this 3-bed / 3-bath raised ranch is built with everyday living and long-term value in mind. You'll appreciate the warm hickory hardwood floors and the vaulted ceilings in the living, dining, and kitchen areas. The kitchen is both attractive and practical, with cherry cabinetry, Corian countertops, and a convenient breakfast bar. The primary suite offers a private retreat with its own den/office, a walk-in closet, full bath, and direct access to the back deck, where you'll find the built-in hot tub and pool. The full English basement expands your options, featuring a large open space and full bath, ideal for family living, entertaining, or creating the setup that fits your needs. Outside, a portion of the massive back yard is fenced for peace of mind, pets, and play. One of the biggest assets: The 54x36 pole barn, complete with two overhead doors, a heated workshop/office, and serious storage potential. With an attached 2-car garage, this is a home that helps you build both lifestyle and equity.

3319 Dean Street, Woodstock

$375,000
4 Beds 2 Baths 12394257 MLS CLOSED Status
Beautifully Renovated 2-Unit Investment Opportunity in Woodstock! This fully updated 2-unit building is a fantastic opportunity for investors or owner-occupants alike. Each unit offers 2 bedrooms and 1 bathroom with modern finishes throughout. Enjoy peace of mind with newer windows, fresh paint, updated lighting, and renovated kitchens and bathrooms. The larger unit is currently on a month-to-month lease-ideal if you're looking to live in one and rent out the other. Both units include their own washer and dryer, and each comes with an assigned parking spaces, plus a 2-car garage for additional storage or use. Unit 1 features a charming porch and deck, perfect for relaxing or entertaining. Unit 2 offers a spacious private balcony, creating a peaceful outdoor retreat. Both kitchens provide ample cabinet space and updated finishes. Located just minutes from the historic Woodstock Square, Metra station, and great shopping-this property is truly a smart, turn-key investment.

411 N Madison Street, Woodstock

$295,000
3 Beds 2 Baths 12370698 MLS CLOSED Status
Charming 3-Bedroom Ranch with Spacious Basement and Extra Garage! Don't miss out on this one! Renovated in 2019, this property features stylish upgrades and thoughtful touches throughout. Luxury plank flooring throughout the living areas, replacing the previous carpeting for a sleek, modern feel. The full, unfinished basement offers endless possibilities- ideal for storage, a home gym, or future expansion. Outside, relax or entertain on the newly added back patio and enjoy the privacy of a fully fenced backyard, perfect for kids, pets, or quiet evenings. A 2-car garage provides plenty of parking and storage, plus there's a third garage space in the back- ideal for a workshop, hobby area, or additional storage for outdoor gear and toys. This is a fantastic opportunity to own a move-in-ready home. Schedule your showing today! AS-IS

636 Oak Street, Woodstock

$350,000
5 Beds 2 Baths 12378214 MLS CLOSED Status
Fully REFRESHED, this 2-unit building is located just blocks from the WOODSTOCK Square, making it an ideal INVESTMENT opportunity or perfect for owner occupants seeking additional rental INCOME. Unit 1 features 2 spacious bedrooms, a large living area, and in-unit washer and dryer. Unit 2 offers 3 bedrooms and also includes its own washer and dryer. BOTH units boast beautiful hardwood floors and an abundance of natural light! Outside, you'll find plenty of outdoor space. Recent upgrades include NEW siding, NEW windows, and a complete interior REFRESH, offering modern comfort with classic charm. Don't miss your chance to own this move in ready property in the HEART of Woodstock, just minutes from shopping, dining, and the Metra Train.

721 Dean Street, Woodstock

$650,000
4 Beds 2 Baths 12362998 MLS CLOSED Status
Gentleman's Farm, Business or Private Retreat at this 10 Acres at the cusp of Bull Valley. Zoned for Agricultural use (A-1) means that you can do almost anything you want here! Loads of improvements including a 2021 Roof and Gutters with Leaf Guard protection, 2025 HVAC and Central Air replacement, 2024 driveway sealcoat, Steel roof added to the Barn and 2005 Kitchen remodel. Family Room addition with Fireplace makes all the good time roll and you will love the sun drenched SUNROOM on the East side of the Kitchen. 30 Kennels could be included with the purchase as this professional breeder built the best indoor/outdoor runs for his German Shephards. Clery Building is appox 30 x 40 along with the Chicken Coop. Back pasture was used for dog agility training and is a blank canvas. Owner has also planted 5000 trees on a portion of the lot and that allows the seller to participate in the Forestation Program, as well (i.e. - lower taxes).

2517 S Country Club Road, Woodstock

$452,000
4 Beds 3 Baths 12363033 MLS CLOSED Status
OLD World CHARM meets MODERN Day Convenience in this TRANSFORMATION just steps from the Historic Woodstock Square! Step back in time when you could greet your neighbors from the covered Front Porch and take in the views from the ENCLOSED Porch, as well. Every inch of this home has been tended to with fresh paint, refinished Hardwood Flooring, Carpet runner and carpeting. NEW Custom Kitchen Cabinetry, Quartz Counters, Pantry Cabinet and the Butler's Pantry you've dreamed of! 1st Floor Laundry and Bedroom or Flex Space, too! Of course, the home features a GRAND Foyer, the quintessential "water closet" and Generous Living and Dining Rooms. Master Sweet features it's own attached FULL Bathroom, fit for a Queen. Another piece of REAL ESTATE ARTWORK from a fabulous Woodstock Contractor. NEW Driveway, too! Come see and fall in LOVE!

319 W Judd Street, Woodstock

$345,000
3 Beds 2 Baths 12365989 MLS CLOSED Status
This enchanting mid-century modern ranch is a captivating blend of contemporary elegance and welcoming charm. Upon entering, you're greeted by a striking L-shaped window design that instantly draws you in. The cozy wood-burning fireplace serves as a perfect centerpiece, complemented by exquisite hardwood flooring that flows seamlessly throughout. Prepare to be amazed by the kitchen, featuring high-end appliances, stunning quartz countertops, and elegant ceramic tile flooring. The well-sized bedrooms ensure ample space for relaxation. The expansive unfinished basement presents a remarkable opportunity to significantly increase your living area, offering endless possibilities to tailor the space to your needs. Step outside to discover a picturesque yard that backs up to Ryder Woods Park, an oasis of tranquility where you can enjoy the delightful sights of turkeys and deer frolicking in the natural surroundings. This home also includes a convenient shed, and the garage is finished with an epoxy floor, rounding out this meticulously cared-for property. Close to downtown Woodstock. Don't miss the chance to make this extraordinary home yours!

536 Lawndale Avenue, Woodstock

$200,000
2 Beds 1 Baths 12339262 MLS CLOSED Status
Great Ranch home on 0.45 acre--3 lots! Oversized 2.5 car garage which could be made into a 3 car or just extra work space for car and toy tinkering. Back deck is estimated at 15x15 with slider for fun time BBQs. Entering in through the front door you will see a very nice and cozy brick fireplace and to the left a dining area. Large picture window in Front and back. Kitchen has breakfast bar and newer Stainless-steel refrigerator and gas stove! Kitchen opens up to the den with lots of natural lighting. Newer Berber carpeting through out. Updated bathroom with walk in shower and room so you don't feel cramped! Full size basement includes washer and dryer and even ceilings that reach up to 8.9 Feet. This is a great home to start with or downsize to. Can go FHA 203K

1657 Clay Street, Woodstock

$320,000
4 Beds 2 Baths 12364027 MLS CLOSED Status
Welcome to 431 Vine St in Woodstock where you will find an exceptional opportunity in this absolutely gorgeous Victorian home that boasts 4 Bedrooms, 2 Full Baths, Living Room, Dining Room, Family Room, a Full Unfinished Basement, and a Generous Detached 3-Car Garage! The 3rd car bay in the garage has been converted to an extra living space which can be used as an office, extra storage, or even a gaming room! This exceptional property definitely offers unique charm as well as amazing outdoor spaces for your enjoyment. The wrap-around front porch is perfect for sipping morning coffee while soaking in the ambiance of the peaceful neighborhood. Additionally, the back porch offers a fantastic space for grilling and relaxing with friends and family. It's truly a hidden gem that combines both comfort and unique style! This won't last long so book your showing today! *Garage built in 2005* *Furnace 2022* *Roof 2021*

431 Vine Street, Woodstock

$305,000
3 Beds 2 Baths 12364430 MLS CLOSED Status
Welcome to a home where history lives and memories are waiting to be made. Built in 1922 and rich with timeless detail, this 3-bedroom, 2-bath treasure in Woodstock invites you to step into a space filled with warmth, charm, and room to grow. As you enter through the spacious enclosed front porch, you're welcomed into a home where character takes center stage. Step through the double glass doors to the heart of the home. An expansive great room, filled with sunlight and warmth from beamed ceilings above, hardwood floors below, and custom built-ins surrounding a cozy fireplace-the perfect place to gather, relax, and make new memories. Just beyond, the separate dining room invites family dinners and celebrations under the original wood beams that carry whispers of the past. The kitchen, full of vintage charm, opens to a dedicated pantry room complete with built-in cupboards-ideal for organizing all your essentials. On the main floor, you'll find two comfortable bedrooms with hardwood floors, including the primary bedroom, and a full bath just steps away. Upstairs, a private third bedroom offers a peaceful retreat, alongside a quaint loft, and dressing room -great for a home office, playroom, or quiet nook. There is also another full bath. Tucked in behind the second floor dressing room is an oversized attic that could easily be transformed into an additional room. There are two additional attic areas, full of possibility for storage, creativity, or future expansion. Downstairs, the basement houses a laundry area and even more space for hobbies or storage. Outside, the magic continues with not only a generous backyard-ideal for gatherings, gardening, or relaxing under the trees-but also a second large enclosed porch at the back of the home, perfect for summer evenings or peaceful mornings with coffee in hand. A detached 2-car garage sits at the end of a long driveway that provides parking for five or more cars, so there's always room for visitors. Located next to Woodstock's vibrant downtown square, you'll be seconds away from charming shops, cozy cafes, community festivals, and a true small-town spirit that makes every season special. The library is two doors away. With timeless details like hardwood floors, beamed ceilings, built-ins, and unique spaces full of history and heart, this home is so much more than a place to live-it's a place to belong. Set on a deep lot along a tree-lined street with sidewalks, this storybook home is ready for your next chapter. Come see the charm, feel the history, and imagine the memories waiting to be made. With a little imagination and some updating this home will sparkle for you like it has for its owners. Truly a solidly built home.

328 W Judd Street, Woodstock



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