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3208 S Country Club Road, Woodstock
$899,900
5 Beds ⋅ 2 Baths ⋅ 12762513 MLS ⋅ ACTIVE Status
Step back in time & experience the charm of what once was the Erckfritz Dairy Farm. Original farm Est. in the 1800s & has been held by the same family since 1940. Situated on 17.47 acres/zoned A-1/A-2, property offers a rare combination of historic character, income potential, & endless opportunities for hobby farming, horses, recreation, or future development. Classic 2-stry farmhouse offers apprx 2,066 sq feet of living space featuring 4-5 bdrms, 1 full bath, & 1 half bath. Enjoy morning coffee on the enclosed wraparound porch or evenings watching breathtaking sunsets. Primary bdrm features pvt balcony, perfect for taking in peaceful sunrises overlooking the countryside. Inside, find a lrg eat-in country kitchen w/abundant countertop space for meal prep, SS appliances, spacious DR w/built-in china cabinet, pocket doors, & beautiful original woodwork throughout. Parlor off LR makes an ideal home office, craft rm, or playrm, while flexible bonus rm can easily serve as fifth bdrm, teen retreat, or hobby space. Add'l features include a mudrm w/convenient access to the expansive rear deck. Property includes 3 outbuildings w/metal roofs, including the former 2-story dairy barn (35' x 77.5') that features concrete flrs, horse stall, hay loft, & abundant upper-level storage. Let your imagination run wild w/the potential to transform this structure into a stunning barn dominium, event venue, or gathering space that will have everyone talking for years to come! A lrg 2-story outbuilding (28' x 24') was converted into a chix house, complete with individual "chicken condos," while upper level provides exceptional storage space. Heated 4-car detached garage/workshop (90' x 30') offers concrete floors & ample rm for vehicles, equipment, or business use. Outside, the possibilities truly shine. Imagine a place where memories bloom as beautifully as the spring flowers & every season brings a little more magic to everyday life. Spring & summer brings family & friends together for backyard bbq's, friendly (& sometimes competitive!) baseball games & volleyball matches or game of croquet! Kids will love unforgettable summer pool parties while adults grill hot dogs on the expansive deck & enjoy the sunshine. As evening settles in, roast marshmallows over the fire pit, create gooey s'mores, & sing beloved campfire songs beneath a sky full of stars. With plenty of rm for entertainment, property is the perfect setting for graduation/wedding parties everyone will talk about for years to come! As autumn arrives, rake colorful leaves into giant piles just begging to be jumped into. Turn the barn into a delightfully spooky haunted house, carve jack-o'-lanterns to line the drive, & create a Halloween experience worthy of its own fairy tale. As winter arrives, the property transforms into a snow-covered wonderland! Build snowman & snow forts, enjoy exhilarating snowball battles, & watch children's imaginations come to life in a yard that seems made for magical winter adventures. Outdr enthusiasts will appreciate the shooting range, horseback riding opportunities, & abundant wildlife that regularly visits the property, including deer gracefully roaming the grounds. Your four-legged family members will think they've discovered paradise w/acres of rm to run, explore, chase butterflies & birds, & play to their hearts' content! More than a home, this is a place where traditions begin, milestones celebrated, & every season writes a beautiful new chapter in your family's story. Add'l updates include newer vinyl siding, updated electrical, & roof approx 10 years old. Located in highly sought-after Prairie Ridge High School district, this extraordinary property offers the peace & privacy of country living while remaining conveniently accessible to modern amenities. Whether you're dreaming of a hobby farm, equestrian property, event venue, multi-generational homestead, or simply a private country retreat, this historic farm offers a once-in-a-lifetime opportunity.

3208 S Country Club Road, Woodstock

202 N Queen Anne Road, Woodstock
$950,000
4 Beds ⋅ 5 Baths ⋅ 12771927 MLS ⋅ ACTIVE Status
Discover an extraordinary private estate where luxury, architectural distinction, and wide-open space come together on 5 picturesque acres with horses allowed, a tranquil pond, mature woods, and exceptional privacy; even a brand new roof - 2026 for the house and 2020 for the barn and a fresh paint job on the entire exterior of the home. Offering more than 4,500 square feet of beautifully designed living space, this impressive 5-bedroom, 4.5-bath residence showcases thoughtful craftsmanship and timeless finishes throughout. Designed by renowned architect Terence Riley, the home makes an immediate statement with its distinctive architectural details and sophisticated yet inviting interior. Rich cherry hardwood flooring flows throughout the main level. At the heart of the home is a spectacular Mick De Giulio-designed kitchen featuring granite countertops and premium appliances, including a Wolf range, Sub-Zero refrigerator, and Bosch dishwasher. Designed for both everyday living and entertaining, this exceptional kitchen blends luxury, functionality, and timeless style. The flexible floor plan includes the option for a main-level primary suite complete with its own fireplace. Generously sized bedrooms and beautifully appointed living areas provide plenty of space for family, guests, working from home, and entertaining. A heated 3-car garage is complemented by an incredible approximately 1,200-square-foot loft above, creating endless possibilities for a home office, recreation room, fitness space, studio, or additional flex space. The property continues to impress outdoors with 5 acres of scenic grounds featuring a private pond, wooded areas, and room for horses. A substantial approximately 6,000-square-foot barn with its own studio provides remarkable versatility for equestrian use, hobbies, storage, a workshop, or creative pursuits. A rear circular drive and expansive parking areas easily accommodate numerous vehicles and guests. With more than 4,500 square feet of living space, an additional 1,200-square-foot loft/office above the 3 car garage, 6,000-square-foot barn, heated 3-car garage, premium finishes, and five breathtaking acres, this one-of-a-kind estate offers a rare combination of luxury, privacy, flexibility, and space-inside and out.

202 N Queen Anne Road, Woodstock

688 W South Street, Woodstock
$950,000
4 Beds ⋅ 5 Baths ⋅ 12714786 MLS ⋅ ACTIVE Status
You won't find another property quite like this. Start with a 100-year-old farmhouse, then thoughtfully blend its character with a 21st-century expansion and renovation. Add an in-ground pool, a two-story barn with a party room, and nearly an acre of beautifully landscaped grounds-all conveniently located in town, close to schools and the historic Woodstock Square. The home offers approximately 3,700 square feet of living space, with generously sized rooms throughout. The spacious living room is anchored by a cozy fireplace, while the large dining room is ready for everything from family dinners to the grandest of feasts. The kitchen is designed for gathering, with a substantial island and breakfast bar. The family room provides even more space for entertaining or relaxing and features a second fireplace. Upstairs, you'll find four generously sized bedrooms. The primary suite features a vaulted ceiling, walk-in closet, and private bath. The second floor also includes a convenient laundry room and a screened porch-perfect for relaxing on warm summer evenings. The finished basement adds a game room for even more living and entertaining space. The home features zoned heating and air conditioning and Andersen windows. The roof is just three years old, and the exterior was painted last year. But that's only the beginning. Outside, the 20' x 40' saltwater pool is an incredible centerpiece, featuring an 8.5-foot depth, diving board, slide, and spacious patio surround. The farm's original chicken coop has been transformed into a charming pool house. The two-story barn adds even more versatility, with newer siding and roof, a three-car garage on the ground level, and a fun, inviting party room upstairs-an ideal space for entertaining friends and family. The beautifully landscaped grounds have been featured in several local garden walks, adding to the property's unique charm and appeal. You are only steps from Woodstock's biggest park with walking trails, pickle ball courts, sledding hill and more. This description only scratches the surface. From its historic roots and thoughtful updates to the pool, barn, expansive grounds, and exceptional entertaining spaces, this is a truly one-of-a-kind property you'll want to call home.

688 W South Street, Woodstock

749 N Sharon Drive, Woodstock
$435,000
4 Beds ⋅ 3 Baths ⋅ 12763092 MLS ⋅ ACTIVE Status
Welcome to Walrose Manor, where privacy, space, and convenience come together on a beautiful 2/3-acre lot just minutes from town and everyday conveniences. This 4-bedroom Woodstock, IL home offers a desirable open floor plan with generous living spaces and plenty of potential to make it your own. The updated kitchen provides a fresh, modern space for everyday living and entertaining, while the huge family room with gas fireplace and attached sunroom creates an inviting space to gather and relax. A formal dining room and living room provide additional traditional living areas. Refinished hardwood flooring on the main level and newer carpet add to the home's appeal. Upstairs, the spacious primary suite features a vaulted ceiling, private full bath, and walk-in closet. Many major updates have already been completed, including a newer roof, new furnace, fresh exterior paint, and a new pool heater and filter. While the home could use some TLC and finishing touches, many of the big-ticket updates are already done, creating an excellent opportunity to add your personal style and build equity. Step outside to your own private backyard retreat featuring an in-ground pool and gazebo-ideal for summer entertaining, relaxing, and enjoying the expansive yard. Come bring your vision and make this property your own! Seller is motivated and offering a home warranty with pool coverage for peace of mind. Seller is also open to closing cost credits to buyers for updates or interest rate buydown.

749 N Sharon 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

434 E Calhoun Street, Woodstock
$220,000
3 Beds ⋅ 2 Baths ⋅ 12744590 MLS ⋅ CLOSED Status
REDESIGNED KITCHEN, EXTRA-DEEP FENCED YARD, AND LESS THAN A 10-MINUTE WALK TO BOTH METRA AND HISTORIC WOODSTOCK SQUARE! This inviting 3-bedroom Woodstock home offers 1,191 square feet across three levels and an uncommon combination of in-town convenience and remarkable outdoor space. The approximately .38-ACRE, 47-BY-320-FOOT LOT provides an exceptionally deep FENCED BACKYARD with room to garden, gather, play, or simply enjoy the mature trees and open lawn. Begin the day on the COVERED FRONT PORCH, then step inside to a light-filled living room and a COMPLETELY REDESIGNED AND RENOVATED KITCHEN featuring white cabinetry, stainless steel appliances, recessed lighting, durable flooring, casual dining space, and a layout designed for better everyday function. The MAIN-LEVEL PRIMARY BEDROOM offers convenient separation from the two additional bedrooms and full bath upstairs. The lower level adds a family or recreation room, laundry area, storage, and half bath. A DETACHED 1-CAR GARAGE and extended driveway provide practical parking and additional storage. Radiator heat brings classic warmth, and the WINDOW AIR-CONDITIONING UNITS STAY. Less than a 10-minute walk to METRA and HISTORIC WOODSTOCK SQUARE for restaurants, shops, entertainment, community events! This distinctive property offers a redesigned kitchen, three-bedroom flexibility, an unusually deep fenced yard, and the opportunity to enjoy a genuinely WALKABLE WOODSTOCK LIFESTYLE.

434 E Calhoun Street, Woodstock

731 N Madison Street, Woodstock
$240,000
4 Beds ⋅ 4 Baths ⋅ 12730404 MLS ⋅ CLOSED Status
Turn-key investment opportunity or ideal owner-occupied 2-flat in a prime Woodstock location! The first-floor unit is currently in the process of moving out, creating an outstanding opportunity for an owner-occupant to move right in while generating immediate rental income from the occupied second-floor unit. This maintained property has been updated over the years, white trim and doors, hardwood and laminate flooring, updated lighting, and loads of windows that fill both units with natural light. The first-floor unit offers three bedrooms, a white cabinet kitchen complete with updated appliances, large living room and an updated full bath and half bath. The second-floor unit features one bedroom, large living room, nicely sized kitchen and updated bathrooms - one full and one half. Additional features include separate utilities for each unit, washer and dryer hookups in the basement (currently only the 1st floor unit has access to the basement), and a low-maintenance setup where tenants pay all utilities and are responsible for lawn care. Whether you're looking to live in one unit or expand your investment portfolio with a true turn-key property, this is an exceptional opportunity. Conveniently located just minutes from historic Downtown Woodstock Square, shopping, restaurants, schools, parks, and commuter routes. Don't miss your chance to own a versatile income-producing property in one of Woodstock's most desirable locations! Newer price gives you the opportunity to make exterior updates, if needed. Priced to sell!

731 N Madison Street, Woodstock

902 Wicker Street, Woodstock
$325,000
3 Beds ⋅ 2 Baths ⋅ 12674042 MLS ⋅ CLOSED Status
Don't miss this incredible opportunity to own a beautifully updated home full of character and craftsmanship. Start your mornings or unwind in the evenings on the inviting front porch, rebuilt less than two years ago and freshly painted this year. Inside, the living and dining rooms have been completely transformed. Both spaces were taken down to the studs, ceilings were raised, and beautiful beams were added to create a welcoming feel. New electrical, ceiling fans, and custom woodwork showcase the owner's attention to detail throughout the home. The kitchen was completely renovated within the last three years and features granite countertops, custom-built cabinetry, new drywall, updated plumbing, electrical, and shiplap ceilings. Every detail was thoughtfully designed to blend function and style by the owner. The back porch was enclosed, adding valuable living space that includes a convenient half bath and a double-wide sliding door leading to a peaceful deck and backyard. Upstairs, you'll find three bedrooms and a full bath. The bedroom and hallway doors have been refinished, and additional custom woodwork has been added throughout the upper level, enhancing the home's warmth and charm. This home offers a rare combination of modern updates, quality craftsmanship, and timeless character. Close to the downtown area. The owner is offering a credit to finish the Full bath he started and cannot finish due to being out of state. Selling as-is.

902 Wicker Street, Woodstock

809 Washington Street, Woodstock
$270,000
2 Beds ⋅ 2 Baths ⋅ 12726037 MLS ⋅ CLOSED 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

370 Lincoln Avenue, Woodstock
$270,000
5 Beds ⋅ 3 Baths ⋅ 12691511 MLS ⋅ CONTINGENT Status
Opportunity awaits in this classic home that has been lovingly owned by the same family for over 40 years. While the home is ready for updating, it offers timeless architectural character, quality craftsmanship, and an unbeatable location, all the perfect ingredients to create your dream home. Step inside to discover striking natural-tone staircase millwork, beautiful transoms above the doorways, solid 5-panel wood doors, nearly 9-foot ceilings, built-in cabinetry, and two charming fireplaces (shared chimney has been capped). One of the five bedrooms is on the main level. Outside, enjoy barbecues on the deck overlooking the spacious yard that backs to a school field and playground, providing an open, park-like setting. The property has been maintained without pesticides and features an established collection of perennials and edible gardens, including hostas, strawberries, black raspberries, asparagus, irises, and a composting area. A detached two-car garage with a unique canoe bump-out offers additional storage for outdoor enthusiasts. Newer Roof and A/C in 2026. The location is truly exceptional-just minutes from vibrant downtown events, restaurants, shopping, the Metra station, schools, and the library. Whether you're looking to restore its original beauty or update it with your own style, this home offers incredible potential in one of the area's most desirable neighborhoods. Home is being sold As-is.

370 Lincoln Avenue, Woodstock

136 E Kimball Avenue, Woodstock
$325,000
3 Beds ⋅ 2 Baths ⋅ 12718520 MLS ⋅ CONTINGENT Status
ELEVATOR starts the list of UPDATES and fabulous amenities at this thoughtfully maintained RANCH where comfort, functionality and flexibility come together. Beautiful HARDWOOD FLOORS create a warm, timeless feel throughout the main living spaces, while abundant natural light pours through recently replaced front Bay windows. A rare ELEVATOR and features thoughtfully designed for ACCESSIBLE LIVING, including an accessible bathroom with a ZERO THRESHOLD SHOWER, make everyday living easier while offering a level of convenience that's hard to find. Step outside and discover one of this home's standout features. The FULLY FENCED BACKYARD is a peaceful retreat with mature landscaping, a spacious DECK and a SCREENED PORCH that's perfect for morning coffee, summer dinners, or simply relaxing while enjoying the view. Downstairs, the FULL BASEMENT offers endless possibilities with a dedicated WORKSHOP and an expansive unfinished area that's truly a BLANK CANVAS. Whether you envision a recreation room, home gym, hobby space, additional living area or all of the above, you'll have the room to make it your own. 2nd Bathroom in the Basement is being conveyed in AS-IS condition, as it has not been used recently. Thoughtful improvements throughout the home provide added peace of mind, including RECENTLY REPLACED FRONT WINDOWS, a professionally installed BASEMENT DRAINAGE SYSTEM designed to help keep the lower level dry and UPGRADED ROOF VENTILATION to improve attic airflow and support the longevity of the roofing system. Located on a quiet street just minutes from HISTORIC WOODSTOCK SQUARE, you'll enjoy easy access to locally owned restaurants, coffee shops, boutique shopping, parks, year-round festivals, the WOODSTOCK FARMERS MARKET and the METRA STATION for an easy commute. Whether you're purchasing your FIRST HOME, looking for the ease of ONE LEVEL LIVING, or searching for a home that can comfortably adapt to your needs over time, this property offers the flexibility, thoughtful features, and welcoming setting to make it feel like home from day one.

136 E Kimball Avenue, Woodstock

824 Washington Street, Woodstock
$310,000
3 Beds ⋅ 1 Baths ⋅ 12708900 MLS ⋅ CLOSED 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

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