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2440 Bridgewater Drive Unit #2440, Woodstock
$245,000
3 Beds ⋅ 2 Baths ⋅ 12675859 MLS ⋅ CLOSED Status
Multiple offers received, Highest and best due 8/4 9am. Bright, beautifully maintained, and move-in ready! This desirable end-unit townhome offers 3 bedrooms and 2 full baths with an open, airy layout highlighted by soaring vaulted ceilings and an open staircase. The main level features a convenient first-floor bedroom and full bath, newer flooring, fresh neutral paint, and a sun-filled kitchen complete with a breakfast bar. Enjoy peaceful nature views from your private patio, plus the convenience of first-floor laundry, additional attic storage above the garage, and newer mechanicals, including the furnace and A/C. LOW Taxes & Hoa! Ideally located just minutes from the historic Woodstock Square, parks, restaurants, shopping, and Metra access, this home is the perfect combination of comfort, style, and convenience.

2440 Bridgewater Drive Unit #2440, Woodstock

935 Victoria Drive Unit #935, Woodstock
$255,000
3 Beds ⋅ 3 Baths ⋅ 12739336 MLS ⋅ CLOSED Status ⋅ Victorian Village BLDG.
Welcome to one of the larger available units in Victorian Village! This spacious 3-bedroom, 2 1/2 bathroom two-story condo offers a wonderful combination of comfort, privacy, and scenic surroundings. Enjoy peaceful pond views from nearly every room. The inviting floor plan features a first-floor primary suite, providing convenient one-level living, while the additional bedrooms offer plenty of space for guests, family, or a home office. Relax and enjoy the outdoors from the screened porch and deck, perfect for morning coffee or evening gatherings. An attached 2-car garage provides convenient parking and storage. With generous living space, a tranquil setting, and a desirable Woodstock location, this home is ready to welcome its next owner.

935 Victoria Drive Unit #935, Woodstock

3829 Meadowridge Road, Woodstock
$419,990
4 Beds ⋅ 3 Baths ⋅ 12631765 MLS ⋅ CLOSED Status
**SPECIAL FINANCING OFFERS AVAILABLE! Homesite #0093. Unveil the Starling, an expertly constructed home where exceptional design blends effortlessly with everyday comfort. This airy design offers four bedrooms, two bathrooms, a powder room, and a versatile flex room, perfect for adapting to your lifestyle. Luxury vinyl plank flooring flows throughout the main living space, creating a warm and inviting atmosphere in the open-concept family room, dining area, and kitchen. The chef-inspired kitchen features stainless steel appliances, sleek 42" cabinetry, elegant quartz countertops, and a large island that serves as both a focal point and a functional workspace. A built-in pantry adds extra convenience and storage. The owner's suite, situated on the upper level, is an oasis with a generous walk-in closet and a spa-like en-suite bathroom. The bathroom includes double sinks and a deluxe shower, creating a luxurious space for relaxation. Three additional bedrooms share a full bathroom, and the convenience of a second-floor laundry room makes everyday tasks easier. The first floor features a flexible space that can be customized to fit your needs-whether it's a home office, dining room, or entertainment area, the possibilities are endless. Additionally, a standard three-car garage provides ample parking and storage Exterior will be DRIFTWOOD color siding and BENTON color brick. (pic for reference ONLY). 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.

3829 Meadowridge Road, Woodstock

107 W Melody Lane, Woodstock
$225,000
4 Beds ⋅ 2 Baths ⋅ 12722578 MLS ⋅ CLOSED Status
Opportunity awaits in this 4-bedroom, 1.5-bath split-level home in historic Woodstock! Offering an abundance of potential, this property is ready for your vision and personal touches. The spacious floor plan features four generously sized bedrooms, a large living room that opens into the kitchen. Additional highlights include an attached 2-car garage and a fully fenced backyard with plenty of room to enjoy. This home is in need of repairs and presents an exciting opportunity for buyers looking to renovate, customize, and potentially build equity. Conveniently located just steps from Northwood Middle School and near Metra train access, dining, shopping, historic downtown Woodstock, and more. Bring your ideas and transform this property into the home you've been envisioning!

107 W Melody Lane, Woodstock

704 N Rose Farm Road, Woodstock
$715,000
4 Beds ⋅ 5 Baths ⋅ 12713168 MLS ⋅ CLOSED Status
**MULTIPLE OFFERS**Welcome home to this exceptional ranch estate offering year-round enjoyment on 2.31 private acres. Designed for both everyday living and unforgettable entertaining, this fully renovated home combines luxury, comfort, and incredible outdoor amenities. Step inside to discover beautiful herringbone hardwood floors and an open-concept layout featuring a spacious family room with a cozy gas fireplace. The chef's kitchen is the heart of the home, showcasing a massive center island, premium appliances including a Bosch dishwasher, drawer microwave, and 36-inch range, plus a walk-in pantry with abundant storage. The main level offers four bedrooms and two-and-a-half baths, including a private primary suite with a walk-in shower, double vanity, and walk-in closet. Convenient main-floor laundry and an oversized heated attached garage add to the home's functionality. The finished lower level provides additional living space with a fifth bedroom or office, a full bath featuring a large shower, a wet bar, a large storage room, and a walk-in wine room that could also serve as a humidor. Outside, you'll find a true backyard retreat. Enjoy the stamped concrete patio, outdoor kitchen with a brand new built-in grill, two fire pits, hot tub, versatile sports court, and a pool house Cabana complete with a bathroom, outdoor shower, and walk up wet bar. The impressive 12-foot-deep pool features both a diving board and slide, all surrounded by a roughly 60-foot privacy wall of evergreens. Additional recent improvements include a whole-home water softener, private dedicated well, winterized cabana line sets, new pool heater, wireless pool control system, and a radon mitigation system to name a few. The property is unincorporated and lot size allows for up to three horses, with the option to construct stables, an outbuilding for your hobbies and enjoyment. Rear neighboring land is zoned agricultural, providing added privacy and open views. With low property taxes, exceptional indoor and outdoor living spaces, and endless opportunities for recreation and entertaining, this property truly has it all. Don't miss your chance to make this extraordinary home your own.

704 N Rose Farm Road, Woodstock

101 Nuthatch Drive, Woodstock
$465,000
4 Beds ⋅ 3 Baths ⋅ 12739610 MLS ⋅ CLOSED Status
COMPLETELY TURN-KEY HOME IN RARELY AVAILABLE VICTORIAN COUNTRY SUBDIVISION * NEARLY 2,700 SQ FT OF FINISHED LIVING SPACE * 4 BEDROOMS, 2.5 BATHS WITH OVERSIZED BONUS ROOM * TASTEFULLY RENOVATED WITH THE PERFECT MIX OF TRADITIONAL & MODERN * EVERY SQUARE INCH OF THIS CHARMING HOME HAS BEEN METICULOUSLY REFINISHED INSIDE & OUT * NEW RED OAK HARDWOOD FLOORS ON MAIN FLOOR * FRESHLY PAINTED TOP TO BOTTOM ~ CEILINGS, WALLS & BASEBOARDS * ALL NEW CARPET * NEW VANITIES, TOILETS & FIXTURES * NEW HINGES & DOOR HARDWARE * NEW OUTLETS & SWITCHES * REMODELED KITCHEN WITH GORGEOUS MOODY GREEN DOUBLE SHAKER CABINETS IN VINTAGE VOGUE * TOP-OF-THE-LINE LG KITCHEN APPLIANCES & PREMIUM LUMATAJ QUARTZ COUNTERTOPS * NEW WASHER & DRYER * UPDATED BATHROOMS * BEAUTIFUL BRASS & GOLD FIXTURES & FINISHES THROUGHOUT ENTIRE HOME * LARGE PRIMARY SUITE WITH 2 WALK-IN CLOSETS * MASSIVE BONUS ROOM * SPACIOUS 19 X 14 3-SEASON ROOM * EXPANSIVE BRICK PAVER PATIO WITH AUTOMATIC AWNING * WIDE FRONT DOOR PORCH * STUNNING NEW LANDSCAPING WITH PROVEN WINNERS BOXWOODS & HYDRANGEAS WITH FRESH TRIPLE-GROUND MULCH * NEWER ROOF 2020 * NEWER FURNACE & AC 2024 * NEW WATER HEATER 2025 * NEWER GARAGE DOOR OPENER 2024 * PELLA WINDOWS & SLIDERS * NOTHING TO DO EXCEPT MOVE IN * UNFINISHED BASEMENT WITH ROUGH-IN PLUMBING READY TO BE FINISHED & AN ADDITIONAL CONCRETE CRAWL SPACE.

101 Nuthatch Drive, Woodstock

4115 Meadowridge Road, Woodstock
$315,000
2 Beds ⋅ 2 Baths ⋅ 12710021 MLS ⋅ CLOSED 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

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

517 Dean Street, Woodstock
$365,000
3 Beds ⋅ 3 Baths ⋅ 12726095 MLS ⋅ CLOSED Status
This one has it all. A historic home less than half a mile from the Woodstock Square, Woodstock High School, and Dean St Elementary that blends character, space, and a long list of thoughtful updates. Major improvements are already done, with the roof, furnace, central air, water heater, dryer, refrigerator, and carpet all less than three years old. The first floor bedroom features a private bath with a zero step shower, offering the potential for multigenerational living. Upstairs, the primary bedroom has its own attached bath and a separate laundry room. Inside, there's room for everyone to spread out, with a massive living room featuring hardwood floors and a wood burning fireplace, plus a separate family room for even more living space. Outside the freshly painted exterior opens to multiple outdoor living spaces, including a covered front porch and a back deck spanning more than 800 square feet. Plenty of room to entertain, relax, and enjoy this incredible location. A truly unique home on one of Woodstock's most iconic streets, just minutes from schools and everything the Square has to offer.

517 Dean Street, Woodstock

1410 Thomas Drive, Woodstock
$265,000
3 Beds ⋅ 1 Baths ⋅ 12739971 MLS ⋅ CLOSED 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

2384 Linden Drive, Woodstock
$250,000
2 Beds ⋅ 2 Baths ⋅ 12729057 MLS ⋅ CLOSED 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

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

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

1019 N Madison Street, Woodstock
$215,000
2 Beds ⋅ 1 Baths ⋅ 12702764 MLS ⋅ CLOSED 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

4111 Meadowridge Road, Woodstock
$331,990
3 Beds ⋅ 3 Baths ⋅ 12692875 MLS ⋅ CLOSED Status ⋅ Riverwoods BLDG.
**HOMESITE # 7002 * SPECIAL INCENTIVES AVAILABLE! FALL DELIVERY! Introducing the Marianne, a newly designed two-story duplex that seamlessly blends comfort and elegance. This model offers three spacious bedrooms, two full baths, a half bath, complete with a two-car garage for added convenience. The first floor features the great room, the focal point of the home, effortlessly flowing into the dining area and the chef-inspired kitchen. The kitchen boasts a magnificent island with a breakfast bar, 42" cabinets, polished quartz countertops, and top-of-the-line stainless steel appliances. Luxury vinyl plank flooring spans the main floor. On the second floor, you'll find two generously sized secondary bedrooms, along with the exquisite owner's suite-a true sanctuary to unwind after a busy day. This serene retreat includes a generous walk-in closet and a spa-inspired bath for the ultimate relaxation experience. Complete with a convenient upstairs laundry room, the Marianne combines thoughtful design and modern amenities, offering both comfort and style in every corner. There is currently no active SSA at this community.*Photos are not this actual home* There is a beautiful view of a pond near the back of the 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.

4111 Meadowridge Road, Woodstock

422 Stewart Avenue, Woodstock
$299,000
3 Beds ⋅ 2 Baths ⋅ 12726557 MLS ⋅ CLOSED Status
Built in 1999, this one skips the fixer-upper phase most of the neighborhood is still working through! Two stories, three bedrooms, second-floor laundry: someone already solved the layout for you! Walk, roll, ride, or cruise to the square or the high school. That's not a commute, that's a breath of fresh air! Inside: space built the way people actually live. Living and dining rooms that flow together, a kitchen with table space for the morning scramble, and a loft upstairs waiting to be an office, a playroom, or the spot you finally catch up on reading. Three bedrooms up, full bath, laundry on the same floor as the hampers where it belongs! Fresh carpet from stairs up and LVT in bathroom and laundry! Downstairs: a full basement, unfinished, 587 square feet of pure potential Gym, workshop, baseball training center! Outside: a deck for the grill, a fenced yard, and an attached two-car garage so winter mornings don't start with an ice scraper. Conventional, FHA, VA: this one meets you where your financing is. Come put your finishing touches to make it your own!

422 Stewart Avenue, Woodstock

10105 Il Route 120, Woodstock
$535,000
3 Beds ⋅ 2 Baths ⋅ 12687756 MLS ⋅ CLOSED Status
Beautifully updated 3 Bedroom, 2 Bath Ranch Farmhouse with a 2 car garage, barn and paddock area on almost 12 acres! Conveniently located just East of Woodstock this property features a completely renovated home overlooking the rolling hills of Bull Valley. The foyer leads you into the living room with fresh paint, new flooring, new light fixtures and tons of windows for natural light. There are 3 bedrooms with new flooring, fresh paint and ceiling fans. The first-floor bathroom has been completely redone with new flooring, standup shower, new toilet, lighting and vanity. The kitchen has beautiful views of the country. There is also a full walkup attic that could be easily finished off into additional living space. Downstairs you will find a large family room with fresh carpet, an office with tons of closet storage and another completely updated bathroom. The basement bathroom has a brand new corner shower, toilet, flooring, lighting and vanity. There is also a large laundry room, utility room and storage room. Outside you will find a good sized 2 car garage and a Barn. The barn has 1 stall and is perfect for animals, horses, or storage. The barn has electric, an overhead door in the front and in the back and a large hay loft as well. There is also a smaller well house/shed great for storage or turn it into a chicken shed. The paddock area is fenced with 3 rail vinyl fencing. There are about 10 tillable acres that could be rented out. All this plus a freshly sealed asphalt driveway with side apron parking. **There is a cell tower on the property. All cell tower interest is retained by the seller** The cell tower is in the very corner of the property and has a separate driveway. Verizon will reimburse for a portion of the taxes every year. That currently will be reimbursed yearly to the new owner/buyer.

10105 Il Route 120, Woodstock

8806 Whispering Pines Trail, Woodstock
$2,075,000
4 Beds ⋅ 7 Baths ⋅ 12621391 MLS ⋅ CLOSED Status
Only once in a blue moon does a luxury property come to market that delivers both exceptional interior design and functionality along with extraordinary natural elements that together create the complete home, retreat, and investment package. Welcome to Whispering Pines, a magnificent 2007 custom-designed luxury residence offering 8,800 square feet on a breathtaking 33-acre sanctuary. This private retreat features an aerated and naturally filtered swimming pond with waterfall and beach, professionally landscaped perennial gardens, extensive wooded trails, and a towering pine forest. Located on the edge of Bull Valley just off the prestigious Valley Hill corridor and adjacent to IDNR protected lands, this expansive 1.5-story ranch-style home with walkout lower level offers tranquil natural views from nearly every room. Highlights include a main-level primary suite with fireplace and walkout terrace, luxurious primary bath, executive office, and a stunning two-story great room with beamed ceiling, oak hardwood floors, custom rail doors, stone fireplace, and dramatic floor-to-ceiling windows. The chef's kitchen is perfectly suited for entertaining with an expansive wet island, high-end appliances, walk-through pantry, and separate wet butler's pantry. Additional main-level features include a remarkable three-season room with skylights and grilling station, a study/sun room, and a spacious laundry room, all enjoying splendid natural views. The upper level offers two well-appointed bedroom suites with impressive exterior views plus unfinished attic space for future expansion. The walk-out lower level with radiant heated floors throughout features convenient dual staircases, a family room with fireplace, game room, generous guest suite, sauna, cold plunge tub, library, and much more. Additional highlights include a spacious four-car garage with new epoxy flooring and 240-volt EV connections, solar panel array, backup generator, hot tub with deck, and garden shed. Over $900,000 in thoughtful improvements have been invested over the last nine years. Nearly half of the contiguous acreage, located away from the home, is already subdivided into 3 to 3.5-acre parcels, offering profitable future divestment opportunities, while the mature pine woodlands can be retained for maximum privacy. Just 15 minutes to downtown Crystal Lake or Historic Woodstock Square and 30 minutes to Lake Geneva, this unique haven represents the total package for the most discerning luxury buyer seeking ultimate design, comfort, and privacy.

8806 Whispering Pines Trail, 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

15214 Shamrock Lane, Woodstock
$710,000
3 Beds ⋅ 4 Baths ⋅ 12617521 MLS ⋅ CLOSED Status
Peace and quiet await in this custom-built home offering more than 4,000 square feet of living space on a private 5-acre wooded setting just minutes from town. Step inside and appreciate the flowing open floor plan designed for both everyday living and entertaining. At the heart of the home is the stunning great room featuring vaulted ceilings with handcrafted beams and a wall of windows overlooking your own private natural retreat. The spacious kitchen includes solid-surface countertops, under-cabinet lighting, a large island with ample prep space and a full walk-in pantry. The formal dining room is ideal for gatherings, while the cozy sunroom provides the perfect place to relax and opens to one of the brick patios. The expansive primary suite features a gas fireplace, private balcony and walk-in closet with built-in cabinetry. The luxurious bath includes a large whirlpool tub accented by a custom stained-glass window. A main-floor office with built-in cabinetry, along with a mudroom featuring laundry and a full walk-in closet, complete the first floor. The walkout lower level with 9-foot ceilings offers a spacious family room with fireplace and patio access. There are guest bedrooms along with a flexible craft or project room, and display cases for collections. A separate staircase leads directly from the basement storage room to the attached 3-car garage. Outside, the paver brick driveway enhances the home's curb appeal. With no HOA restrictions, you have the freedom to clear land, add walking trails through the woods, or simply enjoy the peaceful natural surroundings. Zoned A-1, agriculture. Animals are allowed. This property is truly your private oasis.

15214 Shamrock Lane, Woodstock

1020 Winslow Avenue, Woodstock
$392,000
3 Beds ⋅ 2 Baths ⋅ 12724682 MLS ⋅ CLOSED Status
This beautifully updated 1,750-square-foot one-story ranch home offers perfect modern living. The spacious three-bedroom layout features a private master suite complete with a beautifully updated master bathroom. Step inside to find fresh interior paint and stunning hardwood flooring stretching through the main living areas. Cozy new carpet adds warmth to all of the bedrooms. The heart of the home shines with a updated kitchen boasting sleek new countertops. Both bathrooms have been modernized with stylish, fixtures. Brand-new window blinds are installed throughout the home, offering immediate privacy and light control. Every detail has been meticulously refreshed, meaning you can move right in without the stress of remodeling. Combining classic ranch-style charm with entirely new finishes, this turnkey property is ready to welcome you home.

1020 Winslow Avenue, Woodstock



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