Browse All Properties for Sale Near Westwood Elementary School

Build Your Dream Home! Fantastic opportunity to own 5.43 acres of vacant land offering plenty of space and endless possibilities. Enjoy the privacy and peaceful surroundings of a spacious homesite. With over five acres, there is ample room to create the property you've been envisioning-whether that includes a custom home, expansive yard, outdoor entertaining areas, or additional space to enjoy. A great opportunity for anyone looking for acreage and the freedom to make it their own. Bring your plans and imagine the possibilities!

14411 Windsor Court, Woodstock

$475,000

3 Beds ⋅ 3 Baths ⋅ 12734802 MLS ⋅ ACTIVE Status

The look of millions for the cost of much less....That's what you get with this Golden opportunity! The first thing you notice while driving down Golden Avenue is the stunning and massive stone mailbox that mirrors the stonework inside your new kitchen and living space. Once you step inside, you'll notice 20 foot ceilings soaring over the gas fireplace framed in by a beautiful stone wall. This open concept is flooded with natural light and grandeur, and only the start of your magnificent home. The kitchen is the center of every home, and this one doesn't hold back. It's next-level. A massive 12' x 6' quartz island with built-in wireless phone charge, a grand 36-inch stove with a dramatic stone surround, and top-of-the-line appliances are available that would make any chef jealous. Towering above it all, two breathtaking crystal chandeliers that tie in perfectly with the crystal accents found throughout the home, adding an extra level of elegance. And because ambiance matters, in-ceiling speakers seamlessly connect to the 85-inch TV, making movie nights and dinner parties feel like a cinematic experience. Of course, every dinner party needs a cocktail for the occasion, which is why when you enter the hallway you find a sleek and elegant dry-bar. Further down the hallway you'll find that luxury is everywhere. Both full bathrooms are decked out in floor-to-ceiling marble with opulent gold accents, while the master bath features a two-person shower. The grand arches throughout tie everything together in breathtaking harmony, mirroring the striking kitchen design. Okay, but what about the floors? Hardwood. Rich natural solid hardwood flooring flows throughout the first floor, complementing the timeless wainscoting that adds depth and character to every room. Did you notice the floor in the kitchen? That trap door leads down into a whopping 1500 square foot open space basement. Your desire for the perfect entertaining area is just a pool table and a flat screen TV away. Space still for the arcade game or perhaps a wet bar overlooking a foosball table. The basement has a bathroom and ceiling lighting throughout, it is ready to become whatever your heart desires! Just think big! This home looks and feels like a million dollar home, yet it is nestled comfortably on the edge of downtown. Items considered personal property are available for purchase. Don't miss this Golden opportunity to live in this breathtaking beauty.

1004 Golden Avenue, Woodstock

$239,900

2 Beds ⋅ 3 Baths ⋅ 12729145 MLS ⋅ CONTINGENT Status ⋅ Prairie Pointe BLDG.

Welcome to easy living in Prairie Pointe! This charming Aster model end-unit townhome offers over 1,650 square feet of finished living space, including the beautifully finished basement. Unit offers 2 bedrooms, 2.1 bathrooms, a private entrance, and the perfect blend of comfort, convenience, and low-maintenance living. Start your day sitting on the welcoming front porch, enjoying the fresh air and sipping your morning coffee, or unwind in the evening while taking in the peaceful neighborhood surroundings. Step inside and you'll love the inviting open-concept floor plan, designed to keep everyone connected whether you're hosting holiday celebrations, game-day gatherings, or a cozy night in. The spacious kitchen is ready for your favorite recipes with a pantry closet, abundant 42" cabinet storage, generous countertop space, and a breakfast bar where family and friends can pull up a seat and chat while meals are prepared. Upstairs, the oversized primary bedroom provides a peaceful retreat with enough room to add a comfy chair and create your own private reading nook or home office area. The spacious second bedroom and well-appointed shared full bathroom round out the sleeping quarters, offering comfortable accommodations for family members, guests, or flexible use as a hobby room or workspace. Need extra space? The finished basement with a full bathroom opens the door to endless possibilities. Create the ultimate recreation room, game room, playroom, home office, fitness area, or guest space. Whatever your lifestyle needs, this flexible lower level is ready to adapt. The attached one-car garage not only provides additional storage but also offers the convenience of protected access during inclement weather, with an easy path to the kitchen that makes unloading groceries simple and efficient. Best of all, the HOA handles exterior maintenance, lawn care, and snow removal, so weekends can be spent enjoying life instead of tackling chores. Enjoy being just minutes from some of Woodstock's most popular destinations. Spend weekends exploring Emricson Park, featuring walking trails, playgrounds, sports courts, disc golf, ponds, picnic areas, and the Woodstock Water Works aquatic center. Take a short drive to the Historic Woodstock Square, famous as the filming location for Groundhog Day. The Square is filled with charming boutiques, local restaurants, cafes, seasonal festivals, farmers markets, and community events throughout the year. Enjoy live entertainment and cultural events at the beautifully restored Woodstock Opera House, one of the area's most treasured landmarks, or explore the nearby Old Courthouse Center and other historic attractions. Move in, relax, and start enjoying the carefree lifestyle you've been looking for in this wonderful Prairie Pointe townhome!

446 Borden Street Unit #446, Woodstock

$569,000

5 Beds ⋅ 5 Baths ⋅ 12730098 MLS ⋅ ACTIVE Status

Nestled on a quiet cul-de-sac in the sought-after Dominion Heights neighborhood, this custom East-facing home sits on over 1.5 acres adjacent to Yonder Prairie Conservation, offering breathtaking year-round views, exceptional privacy, and abundant wildlife. Featuring 5 bedrooms, 3 full baths, 2 half baths, and a fully finished walkout basement, this home is filled with natural light and designed for both comfortable everyday living and entertaining. The main level offers a private office, spacious kitchen with walk-in pantry, built-in buffet, wet bar, dining room, and a dramatic family room with vaulted ceilings and a cozy wood-burning fireplace. Upstairs, you'll find 3 bedrooms, including an expansive primary suite with a private balcony overlooking the conservation area, a walk-in closet, and a spa-like bath with separate vanities, whirlpool tub with skylight, and separate shower. The two additional upstairs bedrooms share a convenient Jack-and-Jill bathroom with separate vanity areas. Outdoor living is equally impressive with a large deck, brick paver patio, mature trees, and spectacular views in every season. The fully finished walkout basement with high ceilings is ideal for multigenerational living, offering 2 additional bedrooms, a full bath, a private garage entrance, and a spacious family room with a gas fireplace, perfect for movies, gaming, fitness, or a second living area. Additional highlights include city water and sewer, no HOA fees, newer roof, newer main furnace, new A/C, and a new water heater. This beautifully maintained home offers the perfect combination of space, flexibility, modern updates, and an unmatched natural setting.

1360 Infanta Court, Woodstock

$385,000

3 Beds ⋅ 2 Baths ⋅ 12724682 MLS ⋅ CONTINGENT 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

$240,000

4 Beds ⋅ 2 Baths ⋅ 12722578 MLS ⋅ ACTIVE 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

$74,900

12720750 MLS ⋅ CONTINGENT Status

BUILD THE HOME OF YOUR DREAMS. 3.297 ACRES MINUTES FROM DOWNTOWN WOODSTOCK AND THE WISCONSIN BORDER. THE BACK 1.297 ACRES IS IN A FLOOD PLAIN HOWEVER PER MCHENRY COUNTY ZONING/WETLANDS DIVISION THAT PORTION (BEYOND THE BERM) IS LOCATED IN A 100 YEAR FLOOD ZONE WITH THE CHANCE OF FLOODING AT ONLY ONE PER CENT NO FLOOD INSURANCE IS REQUIRED TO BUILD A HOME ON THE PROPERTY AND WITH APPROVAL ACREAGE BEYOND THE BERM ALLOWS FOR A STRUCTURE SUCH AS A POLE BARN. HORSES ALLOWED. LOT 15 ON THE LEFT. SURVEY UNDER ADDITIONAL INFORMATION AND SOIL TEST

1408 Savannah Lane, Woodstock

$235,000

2 Beds ⋅ 2 Baths ⋅ 12714327 MLS ⋅ PRICE CHANGE 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

$710,000

4 Beds ⋅ 5 Baths ⋅ 12713168 MLS ⋅ PENDING 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

$215,000

2 Beds ⋅ 1 Baths ⋅ 12702764 MLS ⋅ CONTINGENT Status

Charming Ranch in a Prime Woodstock Location with an Incredible Backyard! This move-in ready 2-bedroom ranch offers the perfect blend of comfort, updates, and an unbeatable location. Hardwood floors flow throughout much of the home. Large windows fill the home with natural light, creating a warm and inviting atmosphere you'll love coming home to. The true standout is the expansive, nearly one-third acre fenced backyard-a rare find this close to downtown. Whether you envision summer barbecues, gardening, a play area for pets or kids, or simply relaxing in your own private outdoor retreat, this yard offers endless possibilities. A detached one-car garage provides additional storage and convenience. Major updates include: New roof, siding, and gutters on the house (2024), new garage siding and gutters (2024), new garage roof (2023), furnace and central air (2018), Washer and dryer (2023). Close to Woodstock's charming Historic Square, where you'll enjoy locally owned shops, restaurants, seasonal events, farmers markets, and year-round community activities. With the Metra train station just minutes away, commuting to Chicago or exploring the surrounding area couldn't be more convenient.

1019 N Madison Street, Woodstock

$1,995,000

5 Beds ⋅ 5 Baths ⋅ 12696586 MLS ⋅ PRICE CHANGE Status

EQUESTRIAN CENTER & HISTORIC HOME----THIS IS A TOTAL TURNKEY LUXURY RIDING ESTATE----- OWNER FINANCING AVAILABLE FOR A WELL QUALIFIED BUYER----20 acres of gorgeous prime land with 30 total stalls, 11 stalls are indoor run out, 9 are summer run out stalls, 10 are enclosed stalls. (20 TOTAL RUN OUTS, 21 PERMANENT STALLS) This property offers the infrastructure and flexibility rarely found in a single equestrian estate. Includes two exceptional barns consisting of an impressive 3-year old Lester built 15,000SF main barn and a historical renovated barn 1100SF and three lean-to's with summer stalls. For outdoor dressage there is a 16,000SF rectangular arena plus a round pan. This facility has premium amenities in a very manageable property, ideal for equestrian trainers and also as a boarding facility. The main barn arena is ideal for dressage as well, very well lit, 20- foot ceiling, heated floors, viewing room, full bath, blanket room, and many comfort touches for the horses. This is not your typical horse farm, this is a luxury equestrian facility for both owners and the horses. This place was designed for serious equine enthusiasts. This was thoughtfully and humanely designed for year-round comfort, and functionality. Carefully designed to support professional training, boarding, breeding, or private use, or a combination of both. This can be a lifestyle business, not just the usual "acreage with a farm". This spectacular Woodstock property features a historic 1815 estate 4084SF home with 5 bedrooms and 4.5 bathrooms, former home of two prominent Woodstock families, totally renovated to modern standards and including guest quarters which could also double as in-law or worker living space. This beautiful and unique home is prominently perched on a hill overlooking most of this spectacular estate. All of the updates to the home and legacy barn have preserved the original charm. Also included are the 11 paddocks-4 pastures with weed control fabric, all beautifully maintained and enclosed with $100,000 of NEW four board fencing. Also included are two parking lots by the home and main barn, two curb cuts on the west end and a private pond. A1 zoning and very low taxes too!----Very convenient location with easy one hour access to Chicago, 5-minute access to downtown Woodstock with all of the shopping, restaurants, night life, and even the Metra!

708 S Rose Farm Road, Woodstock

$700,000

5 Beds ⋅ 3 Baths ⋅ 12679135 MLS ⋅ CLOSED Status

Imagine The Possibilities - Income Potential, Indoor Storage, Rental Opportunity, Farm Dreams, Or The Ultimate Family Compound. Because TWO Houses Really Are Better Than One! Set On A Sweeping 19.62 Acres Zoned Agricultural (A-1), This Former Dairy Farm Is Move-In Ready To Live, Work AND Play! Perched On The Hill With Country Views In Every Direction, The Property Anchors Around Two Homes. House 1 Is A Character-Rich Farmhouse Brimming With Original Charm: A Vaulted Living Room Anchored By A Floor-To-Ceiling Brick Wood-Burning Fireplace, Original Hardwood Floors, Warm Wood-Plank Ceilings, And Built-In Knotty-Pine Bookshelves, Desk, And A Classic Glass-Paned French Door. The Updated Kitchen Shines With Raised-Panel Wood Cabinetry, Stainless Appliances, Solid-Surface Counters, And A Window Over The Sink Framing Green Country Views. Offering 5 Bedrooms - A First-Floor Primary Plus 4 Bedrooms Up - Generously Sized Rooms, A Full Basement, And A Main-Floor Bath With A Walk-In Closet And Tiled Walk-In Shower, With A Brand-New Tub (credit for installing). House 1 Pairs Farmhouse Soul With Everyday Function. House 2 Is A Comfortable Ranch With A Bright, Open Floor Plan Where The Kitchen - Stainless Appliances, Ample Oak Cabinetry, And A Country-View Window - Flows Into A Spacious Living And Dining Area Filled With Natural Light. It Offers 3 Bedrooms (Including One With A Charming Built-In Knotty-Pine Wardrobe), A Full Bath, And A Full Basement With Finished Bonus Space Below - Ideal For Extended Family, A Tenant, Guest Quarters, Or Rental Income. The OUTBUILDING Of Your Dreams Is A Massive 60 X 160 Barn Built For Serious Use: Soaring Timber-Truss Ceilings, Concrete Floors, Oversized Doors That Swallow Equipment, Trailers, Or An RV, Abundant Lighting, And Even Former Horse Stalls For The Equestrian Buyer. Tucked Inside Is A HEATED Workshop With Overhead Heaters, Work Benches, And A Finished Hangout Space - The Ultimate Hunters' Lodge, Hobby Shop, Or Man Cave. A One-Of-A-Kind Bonus: The Farm's Original Silo Foundation Has Been Repurposed Into A Screened Party Room With Power And Heat, A Vaulted Beamed Ceiling, Cafe Lighting, A Built-In Bar, And Walls Of Windows Overlooking The Woods - Built For Entertaining A Crowd. The Back 10 Acres Are Leased Annually To A Longtime Local Farmer, Providing Built-In Agricultural Use And Income. Recent Updates Include 2021 Roofs And Vinyl Siding. The Property Has A Shared Well Between The Two Homes - Buyers Should Confirm Financing Compliance With Their Lender. So Much To See, So Much To Love In This Rare McHenry County Compound. While Beautifully Maintained, The Property Will Be Sold In As-Is Condition.

18918 Bunker Hill Road, Woodstock

$995,000

6 Beds ⋅ 5 Baths ⋅ 12671539 MLS ⋅ ACTIVE Status

Stunning Luxury Estate on 10.12 Acres - A Rare Opportunity - BRAND NEW Driveway!! Experience the perfect blend of elegance, comfort, and country living in this remarkable estate, nestled on over 10 acres of beautifully maintained land. Boasting more than 8,000 square feet of finished living space, this impressive home features 9 spacious bedrooms and 5 full bathrooms-offering an ideal retreat for large families, multigenerational living, or hosting guests in style. Step inside to be welcomed by elegant flooring and a thoughtfully designed layout. The main level includes a private in-law suite and a generously sized laundry room for ultimate convenience. At the heart of the home, the chef's kitchen delights with abundant cabinetry, expansive counter space, high-end stainless steel appliances, and a sun-drenched breakfast area. Relax and unwind in one of two cozy family rooms, each with its own fireplace. The luxurious primary suite is a true sanctuary, featuring a private sitting room, dual walk-in closets, and a spa-inspired en-suite bath with a whirlpool tub, dual vanities, and an oversized shower. The fully finished basement is designed for entertaining, offering a full bar, a billiards room, and two additional bedrooms. Radiant flooring in both the basement and the fully finished 3-car garage ensures year-round comfort. Zoned AG-2, the property allows for horses and livestock, providing a true country lifestyle with modern luxury. Enjoy outdoor living with a brand-new deck, a cozy backyard fire pit, and plenty of space for recreation or future additions. This exceptional estate offers the rare combination of expansive land, luxurious amenities, and a flexible layout to meet your family's needs. Discover your dream home where comfort meets countryside charm.

16512 Nelson Road, Woodstock

$260,000

3 Beds ⋅ 1 Baths ⋅ 12663690 MLS ⋅ CLOSED Status

Highest and Best Due by 5pm on 6/4/26 - Nestled on a SPACIOUS COUNTRY LOT just MINUTES FROM TOWN, AND ZONED A1! This charming RANCH offers peaceful surroundings with neighboring pasture views, LOCAL WILDLIFE, and a quiet setting that feels like an escape from the everyday. Inside, you'll find comfortable living spaces, a functional layout, patio access, and a flexible laundry/mudroom area that adds extra convenience and storage. In 2013, the home underwent EXTENSIVE UPDATES, including electrical, plumbing, HVAC, windows, doors, and exterior wall reconstruction with added foam insulation for efficiency and comfort. A NEW Roof and a NEW Well in 2025, giving buyers peace of mind with many major improvements already completed.

14914 W South Street Road, Woodstock

$70,000

12642884 MLS ⋅ ACTIVE Status

Build your dream home on this tree lined lot at this premium location! 2+ Acre Cul-de-sac lot waiting for you. Contact listing office for covenants and restrictions. Minimum square feet for residence is 2,200 and maximum square feet for outbuildings is 1,500. One additional 1.94 acre lot available - ADJACENT TO THIS PROPERTY.

809 Indian, Woodstock

$70,000

12642886 MLS ⋅ ACTIVE Status

Build your dream home on this tree lined lot at this premium location! 1.9 Acre Cul-de-sac lot waiting for you. Contact listing office for covenants and restrictions. Minimum square feet for residence is 2,200 and maximum square feet for outbuildings is 1,500. One additional 2.09 acre lot available - ADJACENT TO THIS PROPERTY.

810 Indian, Woodstock

$590,000

5 Beds ⋅ 3 Baths ⋅ 12657688 MLS ⋅ CLOSED Status

Welcome to this gorgeous 2-story Farmhouse Colonial nestled on a beautifully landscaped 1/2-acre lot in the highly sought-after Westwood Lakes Estates Subdivision with gorgeous views of the Yonder Prairie Nature Preserve and just a short 5-minute drive to the charm and character of Woodstock's Historic Downtown. From the moment you step inside, you'll be captivated by the quaint front porch, soaring 9-foot ceilings, freshly painted modern designer-inspired color palette, elegant arched doorways, refinished Brazilian Cherry Floors, designer light fixtures, and upgrade base/crown molding that add architectural charm throughout. The sensational open-concept layout is perfect for both everyday living and effortless entertaining! At the heart of the home is the stunning island kitchen, featuring rich custom birch cabinetry, newer upgraded appliances, abundant counter space, and seamless flow into the spacious eating area and inviting spacious Family Room with cozy fireplace and custom built in cabinets. Whether hosting gatherings or enjoying quiet mornings, this kitchen truly delivers both beauty and function. Additional features include first floor Den with custom floor to ceiling bookshelves-ideal for home office or quiet reading space. One of the home's standout features is the sensational Sunroom showcasing a dramatic wood-vaulted ceiling and walls of windows that bring the outdoors in and featuring panoramic views of gorgeous yard. Step outside to the spacious wood deck and beautifully designed paver patio-ideal for Summer barbecues, evening gatherings, and outdoor entertaining in your private backyard retreat. Upstairs, the spacious primary suite offers a luxurious escape Primary Bedroom Suite with walk-in closet and full Bath. Generously sized secondary bedrooms and a versatile Bonus Room (optional 5th BR) provide flexible space for a home office, playroom, media room, or guest suite. Additional highlights include a 3-car garage and a lookout English Basement with 9' ceilings and rough-in for additional bath-ready for your custom finishing touches. Ideal for future Rec Room, Home Theater, Gym, and added Entertaining Space. Located near parks, award-winning schools, and all the vibrant amenities of downtown Woodstock-including quaint local shops, popular restaurants, the renowned Woodstock Opera House, and year-round community events-this home offers the perfect blend of peaceful suburban living and small-town charm. Added features include newer Roof, Furnace-2018, 200A Elec. Panel, and excellent closet/storage space. A rare opportunity to own a truly exceptional home in an unbeatable location! Not Just a House... Your Next Home!

14401 Trinity Court, Woodstock

$245,000

2 Beds ⋅ 2 Baths ⋅ 12652611 MLS ⋅ CLOSED Status

Welcome to this lovely two story townhome with a full basement, located in a quiet neighborhood on the north side of town. The open concept first floor has brand new carpeting and fresh paint, creating a bright space for entertaining friends and family or relaxing after a long day. A concrete patio and and rear yard offer additional space to enjoy. Upstairs, you'll find two bedrooms and a full bath as well as a small loft area, perfect for curling up with a cup of coffee or a good book. Located a few blocks from Olson Park, where you can advantage of the playground, baseball fields, basketball courts, and tennis courts. Just a short drive to the train station and downtown Woodstock square, making it convenient for work, restaurants, and shopping. New high efficiency furnace (12/2025), new water heater (2026), roof replaced 2020.

713 Carlisle Drive, Woodstock

$725,000

3 Beds ⋅ 4 Baths ⋅ 12617521 MLS ⋅ CONTINGENT 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

$607,000

4 Beds ⋅ 5 Baths ⋅ 12605762 MLS ⋅ CLOSED Status

Architectural Excellence awaits at 980 Dakota Drive in Woodstock! This inspired masterpiece nestled between rolling countryside and historic downtown charm offers a Premier Location & Lifestyle. Signature Interiors welcome you with a dramatic two story entry and wrap around balcony, 4 bedrooms, 3 full and 2 half baths. The spacious kitchen is designed with sleek granite countertops, center island, custom cabinetry, and substantial pantry. Main-Level design is elevated with natural slate and maple hardwood flooring and executive home office with a private fireplace. The spacious living room is an Entertainer's Dream, with custom built-ins, surround-sound, and wine bar with dedicated refrigerator. Second floor living is accented by a sun drenched vaulted atrium room with beautiful south facing views and spectacular sunsets. The Primary Suite is a sanctuary complete with vaulted ceilings, a private sitting area and balcony with serene vistas of the wooded yard and private pond. The Luxury Bath with Jacuzzi soaking tub, oversized walk-in shower, and dual vanities flows into an Expansive Dressing Room featuring direct, convenient access to the upper-level laundry. A Junior Suite provides a private balcony and bath amenities. Walk-Out Lower Level is finished with a full wet bar and recreation areas leading outdoors to a sprawling patio showcasing a striking three-story stone fireplace. The thoughtfully landscaped 1.12 acres features a 2,200-sq-ft fenced garden with custom pergola, a private pond and mature trees. Car or toy enthusiasts will love the expansive garage equipped with a professional mechanic's lift, accommodating up to 4 vehicles. Recent Updates include New Roof (2021) New Driveway (2023) Furnace, AC and tankless water heater (2025). Located within the Award-Winning D200 School district, Emricson Park (1 Mile) with access to paved nature trails, pickleball, tennis, volleyball, disc golf, and the Woodstock Water Works aquatic center and 5 miles to the Bull Valley Golf Club and Woodstock Country Club. Easy access to the Historic Woodstock Square, Metra, boutique dining, and the world-renowned Woodstock Opera House.

980 Dakota Drive, Woodstock

$350,000

2 Beds ⋅ 3 Baths ⋅ 12633255 MLS ⋅ CLOSED Status ⋅ Serenity Creek BLDG.

Tucked away on the West Side of Town, this is active adult (55+) living in a private cul-de-sac community. If you are looking for quiet and peacefulness, this 1/2 duplex, with BRICK exterior and a view of Conservation is the Serenity you might be hoping for! Reschke Quality built and handsomely appointed this "no-step" home offers ADA design for ease AND mobility. Features such as 36" and 48" wide doorways; elevated electrical outlets; built-in nightlights; raised height outlets; roll-out pantry shelves; drawer style dishwasher and a Chair Lift to the English Lower Level. All Serenity Creek units were built with solid construction and extra details such as Pella Pro-Line wood casement windows for energy efficiency and ease of operation. Solid 6-panel oak doors and full oak trim throughout. The full FINISHED basement with a 9' ceiling offers tremendous additional living space and another FULL Bath! NEW Roof in 2026 and 2023 Air Conditioning, 2016 Water Heater. This is a 55+ community - only 1 occupant is required to meet the requirement. Just a hop, skip to Emricson Park and amenities!

720 Serene Trail, Woodstock

$240,000

3 Beds ⋅ 1 Baths ⋅ 12622097 MLS ⋅ CLOSED Status

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

920 N Madison Street, Woodstock

$230,000

3 Beds ⋅ 2 Baths ⋅ 12621334 MLS ⋅ CLOSED Status

Calling all handymen! This home has been a rental for many years and needs some updating and repair. There are three bedrooms, 1 1/2 baths, and a large living room/dining room on the main level along with the kitchen. The lower level has a generously sized family room with built in bookcases. The backyard is fully fenced. This home is conveniently located near shopping, restaurants, and the METRA station.

203 E Donovan Avenue, Woodstock

$450,000

4 Beds ⋅ 3 Baths ⋅ 12607358 MLS ⋅ CLOSED Status

1128 Tara Drive, Woodstock

$236,500

2 Beds ⋅ 3 Baths ⋅ 12605041 MLS ⋅ CLOSED Status

Two story townhome with extra-large full basement in Woodstock's coveted Prairie Terrace development. Bright and open floor plan allows for ease of circulation. Stylish kitchen with hardwood flooring and black appliances. Ideally situated near the bustling Square and all its year-round activity, commuter train, schools and Olson Park. Relish your privacy with fully fenced yard and new deck. This property boasts no association fees! Numerous big-ticket items already addressed here: seller replaced windows (including skylight) in 2019, new HWH, furnace and A/C in 2020 and installed new deck, privacy fence in 2022. Attic space boasts loads of room for storage and attached 2/car garage a plus!

728 Carlisle Drive, Woodstock

$354,000

3 Beds ⋅ 2 Baths ⋅ 12595272 MLS ⋅ CLOSED Status

You'll truly thank your lucky stars if this home becomes yours. Calling it adorable hardly does it justice. Over the past year, the seller has invested more than $100,000 in thoughtful, high-impact improvements, transforming this property into a standout opportunity. Step outside and discover a backyard oasis designed for unforgettable summer gatherings. Methodical landscaping maximizes privacy. Entertain with ease on the stamped and stained concrete patio, complemented by a brick paver patio with built-in seating, a gas fire pit for evening ambiance, raised and fenced garden beds, and a massive brand-new shed. A stunning four-season room addition-complete with its own new heating and cooling system-extends your living space year-round. Add in new sod, a fully fenced yard, and an extra parking pad for guests, and you have the ultimate entertainer's retreat. Inside, the home continues to impress with a newly finished basement that adds an additional bathroom and bedroom, creating exceptional flexibility and functionality. Every square foot has been intentionally designed-the interior may be cozy, but the use of space is remarkably efficient and practical. This is a home that lives larger than it looks and delivers far more than expected.

1025 Queen Anne Street, Woodstock

$300,000

3 Beds ⋅ 1 Baths ⋅ 12558569 MLS ⋅ CLOSED Status

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

926 Tappan Street, Woodstock

$489,900

4 Beds ⋅ 4 Baths ⋅ 12545172 MLS ⋅ CLOSED Status

$10,000 CREDIT for your FUN, DECOR & MORE! Escape to the country without sacrificing convenience in this meticulously maintained RANCH home, ideally situated in a desirable estate neighborhood. The main level features LARGE, sun-filled rooms highlighted by two oversized BAY windows that flood the space with natural light. Gorgeous crown molding, granite countertops, and a separate formal dining room add timeless elegance throughout. The eat-in kitchen opens seamlessly to a generously sized deck, PERFECT for entertaining or unwinding while taking in beautiful views and unforgettable sunsets. A FIRST FLOOR laundry adds everyday convenience, while the oversized 2.5-car garage impresses with NEW, beautiful epoxy floors and plenty of space for storage or hobbies. The FINISHED full walkout basement is truly fabulous, offering endless possibilities. Need a home office, additional bedroom, library, media room, or recording studio? Complete with a wet bar and an attached three-season room, this lower level expands your living space and opens to incredible outdoor scenery. Set on a spacious 3/4-acre lot, this home offers the perfect balance of indoor comfort and outdoor enjoyment. Conveniently located near Emricson Park, neighborhood schools, conservation areas, and the charm of the historic Woodstock Square, with easy access to the Farmer's Market and METRA. Simply immaculate. Endless flexibility. LOCATION, LOCATION, LOCATION! New FURNACE and A/C (2023)

14320 Westwood Trail, Woodstock

$600,000

12530055 MLS ⋅ ACTIVE Status

THIS PARCEL IS BEING SOLD IN COMBINATION WITH THE 3 ACRE PARCEL DIRECTLY TO THE NORTH. Pin (13-06-301-003) FOR A TOTAL OF 10 CONTIGUOUS ACRES. DIRECTLY ACROSS THE STREET FROM EMRICSON 60 ACRE OUTDOOR PARK AND RETREAT. JUST MINUTES FROM DOWNTOWN, METRA, AND WOODSTOCK SQUARE.

13902 Kishwaukee Valley Road, Woodstock

$535,000

4 Beds ⋅ 4 Baths ⋅ 12537888 MLS ⋅ CLOSED Status

Homes like this rarely become available. Tucked away on a private half-acre lot in the highly desirable Dominion Heights neighborhood, this custom brick and cedar home offers nearly 5,000 square feet of beautifully finished living space and a setting that feels both welcoming and timeless. From the moment you enter the dramatic two-story foyer, the pride of ownership is unmistakable. Hardwood floors, solid six-panel doors, and a light filled interior create a warm first impression, complemented by the main-level interior paint completed in 2023. The Living Room is truly the heart of the home, showcasing an impressive 18-foot ceiling and a striking brick fireplace, perfect for cozy evenings and memorable gatherings. The kitchen is designed for connection and convenience, featuring a large island, pantry, spacious eating area, and new kitchen appliances installed in 2025. Nearby, the formal dining room sets the stage for holidays, celebrations, and special occasions. Throughout the home, select light fixtures have been updated between 2023 and 2025, blending modern touches with classic design. The main level master suite offers a peaceful retreat with a spa inspired bath, including double vanities, a whirlpool tub, separate shower, walk-in closet, and a newly replaced shower door in 2025. A dedicated office or den with built in shelving and a charming window seat provides the perfect space for working from home, reading, or quiet reflection. Main floor laundry adds everyday ease. Upstairs, three generously sized bedrooms and a walk-in attic offer comfortable living and excellent storage. The sun-filled English basement expands the possibilities with a welcoming family room featuring a fireplace and, two additional bedrooms, and a full bath, ideal for guests, extended family, or multi-generational living, along with plenty of room for storage or a workshop. Outdoor living is just as inviting. A screened porch, deck, and paver patio overlook a private backyard that has been thoughtfully improved with the removal of numerous dead trees between 2023 and 2024, enhancing both beauty and peace of mind. Leaf guards installed on all exterior gutters add low-maintenance convenience. Car enthusiasts and hobbyists will appreciate the large three-car garage, offering ample space for vehicles and extra "toys." Additional major updates include a new water heater in 2025, providing added comfort and confidence for the next owner. Lovingly maintained by the current owners, this exceptional home offers a rare opportunity in a neighborhood known for its walking path to Westwood Elementary School and quick access to the town square and train station. A quick close is available! Don't miss your chance to make this remarkable home your own. Don't forget to check out the 3D tour and interactive floor plan

14267 Castlebar Trail, Woodstock

$215,000

3 Beds ⋅ 3 Baths ⋅ 12530391 MLS ⋅ CLOSED Status ⋅ Victorian Village BLDG.

Don't miss one of the larger models in Victorian Village. This spacious home features two primary suites, one on the main floor and one upstairs. There is also a 3rd bedroom or office on the main floor. There is a large living room /dining room. The kitchen has table space, pantry closet and door out to the private deck overlooking the park-like courtyard. There is a walking path that takes you around the private pond. Additional highlights include the laundry room with built-in cupboards on the main floor, full basement with ample storage and extra deep garage. Victorian Village is a desirable neighborhood with no through traffic. The association takes care of the exterior maintenance, landscaping and snow plowing. Dues inlcude basic cable.

872 Victoria Drive, Woodstock

$465,000

3 Beds ⋅ 2 Baths ⋅ 12526463 MLS ⋅ CLOSED Status

New England Colonial 3 bedroom 2 full bath with fenced in private in ground pool in the county side. Large concrete patios in the back. Pond is stocked with fish yearly. New roof, gutters, copper H.E., furnace, front door, sidelights and storm door 2025. 2 Vermont Casting Wood burning stoves in the family room and in breakfast. Spanish tile floor in the kitchen and breakfast. Private loft on its own with cathedral ceilings over looking the breakfast. Lots of updates in the last 10 years including windows, water softener, well, pool heater, garage doors. 10x15 shed for storage. Home is professional landscaped. Pool is professionally maintained.

316 S Shannon Drive, Woodstock

$400,000

3 Beds ⋅ 3 Baths ⋅ 12523118 MLS ⋅ CLOSED Status

Nestled in a quiet neighborhood on a 1-acre lot, this sprawling ranch home offers the perfect blend of space, comfort, and functionality. Inside, enjoy an open and inviting layout, while outside you'll find exceptional amenities including a large outbuilding/shop ideal for hobbies, storage, or business needs. Inside you will find a huge eat-in kitchen with dining area and big island. A door opens out to a large deck. The primary suite on the main floor has a walk in closet and private bath. There is another bedroom and full bathroom on the main floor. Laundry room is on the main floor. The walkout lower level provides lots of space for entertaining with a large family room and recreation area and a slider door to an expansive concrete patio. There is also a 3rd bedroom with full bathroom. There is an attached garage plus shed. Perfect for contractor or collector is the 40' X 66' metal shop building with radiant heat in the floor and 9' overhead door. No HOA.

19420 Frank Court, Woodstock

$173,000

2 Beds ⋅ 2 Baths ⋅ 12518821 MLS ⋅ CLOSED Status

Discover the perfect opportunity for both new and seasoned investors with this well-maintained, income-producing 2-unit property just a short walk from the lovely Woodstock Square. Compact in size but big on value, this rare 2-unit property offers reliable rental potential with minimal upkeep required. Each unit features a practical, efficient layout with bright living spaces, updated flooring, and move-in-ready finishes. Tenants will appreciate the comfort and convenience, while owners benefit from low operating costs and strong rental demand. The property includes parking and a garage for each unit, a tidy backyard, and enough recent updates ensure hassle-free ownership from day one. Whether you're looking to expand your portfolio or start your investment journey, this turnkey property is ready to deliver consistent returns.

139 E Todd Avenue, Woodstock

$230,000

2 Beds ⋅ 2 Baths ⋅ 12516283 MLS ⋅ CLOSED Status

RARE find - This RANCH 1/2 Duplex is BRICK facing, with classic cedar on a FABULOUS cul-de-sac location close to Emricson Park & Donato Conservation Trail. Sooooo much to love here - SUNROOM, generous room sizes and a FULL English Basement, too! Skylight in the Kitchen adds so much light and life! Newer furnace, 2014 hot water heater, 2013 roof. Here is your opportunity to spread out, downsize or start your investment portfolio. Home will be sold in AS-IS condition, but is well maintained!

928 Tara Court, Woodstock

$174,000

1 Beds ⋅ 1 Baths ⋅ 12517377 MLS ⋅ CLOSED Status

Woodstock

$390,000

4 Beds ⋅ 3 Baths ⋅ 12510517 MLS ⋅ CLOSED Status

Tucked into one of Woodstock's most desirable neighborhoods, 973 Duvall Drive is a quality-crafted home built by the renowned Woodstock High School Building Trades program. Offering 2,800 square feet of living space, this five bedroom home welcomes you with a soaring vaulted ceiling family room accented by skylights and a beautiful masonry fireplace, the perfect gathering place for cozy nights in. The kitchen and dining room feature rich hardwood floors, while the primary suite offers its own vaulted ceiling, a walk-in closet and a private bath for everyday retreat. A full English basement with daylight windows adds even more versatility, ideal for a playroom, workshop, or creative space. Practical updates include a newer roof (2012), hot water heater, and a spacious deck added in 2020 for outdoor enjoyment. Beyond the walls, this home's location is unbeatable - just minutes from Woodstock High School and District 200 campuses, the historic Woodstock Square with its charming restaurants and events, and the expansive Emricson Park offering trails, sports fields and serene green space. EMRICSON PARK with its extensive TRAILS, Water Works POOL, courts for PICKLEBALL, TENNIS, and BASKETBALL, plus FISHING, FRISBEE GOLF, and a brand-new MULTIGENERATIONAL PARK. This is more than a well built home, it's a lifestyle rooted in community, craftsmanship, and convenience.

973 Duvall Drive, Woodstock

$65,000

12503398 MLS ⋅ CLOSED Status

Tuck your home away in this PRIVATE and beautiful space in the Rose Farm Estates neighborhood. Mature trees throughout this 2.29 Acre lot and possibilities for a WALKOUT basement, too! Horses allowed in this neighborhood, covenants available upon request! Just a hop, skip to downtown Woodstock shopping and METRA Train and an easy trip to the I-90 Tollway. Outbuildings and pools are allowed (max per covenants) and the association has been flexible and responsible. ComEd electric and NICOR Gas available at site. UNINCORPORATED Woodstock at its finest!

705 Indian Trce, Woodstock

$248,000

3 Beds ⋅ 2 Baths ⋅ 12502194 MLS ⋅ CLOSED Status

This thoughtfully updated home offers the perfect blend of comfort, style, and functionality for today's family. Step inside and you'll immediately notice the gleaming hardwood floors that flow throughout the home, creating a warm and inviting atmosphere. The kitchen has been refreshed with brand-new stainless steel appliances, including a refrigerator, oven, and dishwasher - ready for your first family meal. The primary bedroom suite serves as a relaxing retreat, featuring a beautifully updated bathroom with modern tile, a sleek vanity, and elegant fixtures. Every detail feels fresh, bright, and move-in ready. Downstairs, the spacious full basement provides endless possibilities - whether you need a playroom, home gym, workshop, or extra storage, this clean and freshly finished space can easily adapt to your family's needs. With its modern updates, quality finishes, and warm character, this home is ready to welcome its next owners. Don't miss the chance to make it yours - schedule a showing today!

1409 N Seminary Avenue, Woodstock

$220,000

3 Beds ⋅ 3 Baths ⋅ 12497123 MLS ⋅ CLOSED Status

Perfect opportunity to build sweat equity and make this 1164 ft.2 three bedroom/two bath brick ranch your next home!!! Expensive living room with oak floors and brick wood-burning fireplace make the perfect gathering area with the upcoming holidays. Eat in kitchen offers plenty of cabinet and countertop space for all meal prep, including when having friends and family over for those special occasions. You will love the expansive primary bedroom with double closets and a private bath. Full unfinished basement offers plenty of opportunity to expand your living space, have a workshop or a craft room, create an awesome homeschooling area...the options are limitless. Oversized one and a half car garage offers plenty of room for a vehicle and extra storage. Fenced backyard and patio are a perfect place to barbecue, have a garden, play with your children and/or pets, or just sit and relax. Updates include newer windows and newer 100-amp electrical panel. Bring your decorating ideas and tools and make this your next home. Home is being sold as is where is.

208 W Greenwood Avenue, Woodstock

$1,100,000

4 Beds ⋅ 5 Baths ⋅ 12448804 MLS ⋅ CLOSED Status

Immaculate 5 bedroom home featuring high-end finishes throughout the great open floor plan and full finished walkout basement situated on nearly 12 acres of beautifully maintained grounds with sweeping views. The grand entryway is highlighted by a spacious wrap-around brick and stone porch, and custom curved French wooden doors with brass knockers. Gleaming hardwood flooring with inlays and a curved staircase with iron spindles and wood railing greet you and welcome you into the 2-story family room with gas start fireplace and the expertly designed chef's kitchen. This impressive space features a copper island with sink and storage, dual oven, huge refrigerator, high-end oven and copper hood, finished off with a tin backsplash. The family room offers access to a deck with stunning views, a hot tub for added relaxation, and an outdoor fireplace. Back inside you have the option of a convenient breakfast nook or formal dining room to entertain guests. The main level also includes a home office and mud room, plus the vaulted primary bedroom with en-suite bathroom and 2 walk-in closets. On the massive lower level there is plenty of room for residents and guests alike - including a large rec room, game room, play room, and sunroom, in addition to extra storage space, a workshop, and walk-out to tons of outdoor space to play and relax. The large patio is surrounded by terraced landscaping and a water feature. The second level offers a spacious loft overlooking the family room, three bedrooms - 2 of which offer walk-in closets, and an inviting media room currently designed for serious music listening. With a country estate feel, you're still nearby to the historic downtown Woodstock square, shopping, dining, and the Metra train. This one-of-a-kind home is ready and waiting for its new owners! Please see Additional docs for list of Features!

15309 Kishwaukee Valley Road, Woodstock

$275,000

3 Beds ⋅ 3 Baths ⋅ 12491039 MLS ⋅ CLOSED Status

Gorgeous and spacious, this premier corner home in Victorian Village is the largest model boasting three bedrooms, two and a half baths and a partially finished basement with extra storage that has been thoughtfully and professionally upgraded at every turn. The chef's kitchen shines with granite countertops, a chic tiled backsplash, and stainless steel appliances, while the living room impresses with hardwood floors, a soaring volume ceiling, a cozy gas fireplace, and doors that open onto your private patio. You'll find ample closets throughout, plus two retractable ceiling fans with remotes in the living and dining rooms (installed in 2023) for year round comfort. Beyond cosmetic updates, the home's core systems are new and efficient: energysmart windows were replaced in 2022, the security system (including Ring Doorbell) went in that same year, and the hot water heater was upgraded in 2024. Park up to six cars on your exclusive, sealed in 2024 private driveway and store even more in the heated one car garage with built-in cabinets. With a premium water filtration system, an air scrubber that eliminates airborne viruses, and an HOA that handles exterior maintenance, cable, landscaping, and snow removal, you'll have plenty of time to enjoy the community's winding trails, sundecked pond, and the unparalleled comfort of this one of a kind Victorian Village residence.

740 Victoria Drive, Woodstock

$210,000

2 Beds ⋅ 1 Baths ⋅ 12457130 MLS ⋅ CLOSED Status

1408 N Madison Street, Woodstock

$297,400

3 Beds ⋅ 1 Baths ⋅ 12486559 MLS ⋅ CLOSED Status

Vintage charmer! Lovingly built by a master carpenter as his bride's wedding gift with recent updates from this home's second owner. Quality construction dates back to 1932 with solid wood original cabinetry, trim, crown molding, and doors. Hardwood flooring, also under existing Kitchen vinyl, needs a little TLC. Three car garage with new concrete floor. Modern efficiencies include spray foam insulation (greatly reduced the gas cost last winter), forced heat (80% eff.), central a/c, 100 amp electrical, hot water heater 2018. New roof in 2024 with Owens Corning Duration Shingles with warranty. From the glass door knobs, mortise locksets, down to the tall baseboards the owner has respectfully and affectionately restored the charming details of yesteryear. Black Raspberry bushes thrive here and no chemicals have been used on the property for at least 10 years. Unique opportunity, 1.7 acres with residential (R3) zoning on front of property and light manufacturing (M1) on rear of property.

824 Washington Street, Woodstock

$470,000

4 Beds ⋅ 3 Baths ⋅ 12481945 MLS ⋅ CLOSED Status

Nestled on a generous lot in the gorgeous Westwood Lakes neighborhood, you'll first be captivated by the curb appeal! The Wraparound Front Porch is COVERED and complimented by the hanging porch swing - the place where the best conversations flow and the neighbors wander by with their dogs and great conversation. The Sunroom is the perfect room to take in the view of your lush, private backyard, perfect for morning coffee or unwinding after a long day. Hardwood Flooring accentuates most of the First Floor - but the Den/5th Bedroom possibility makes this home flexible enough to consider an in-law arrangement, if needed! The open concept Kitchen to Family Room design and FULL First Floor Bath takes this home to a new level. Downstairs, a finished basement adds extra space for entertaining, hobbies, or movie nights. Major updates include a NEW roof (2025!) and a newer tankless hot water heater. While the furnace and A/C are original, they've been well maintained along the way. So grab a snack and choose your favorite spot here - your furniture will fit and your guests will enjoy every moment, too! This home is ready to welcome you!

14130 Castlebar Trail, Woodstock

$75,000

12479804 MLS ⋅ CLOSED Status

Discover the perfect opportunity to build your dream home on this expansive 3-acre residential lot located in the desirable Woodstock area. Tucked away in a peaceful setting yet conveniently close to town, this property offers the best of both worlds - privacy and accessibility. The land is zoned residential, providing flexibility for your custom home plans. With no HOA restrictions, you'll enjoy the freedom to design and use your property your way. Essential utilities are nearby, including electrical and gas hookups, making your building process more convenient. The lot itself features gently rolling open space with scenic views of surrounding trees and farmland, offering a serene backdrop for your future home. The property has been well maintained and is surrounded by other attractive residences, creating a welcoming neighborhood atmosphere while still offering plenty of space and privacy. Located just minutes from downtown Woodstock, you'll have easy access to charming shops, dining, schools, and the historic Woodstock Square, along with Metra service for an easy commute. Whether you're looking to build now or secure land for the future, this property is a fantastic investment in a growing area.

1309 Savannah Lane, Woodstock

$399,900

4 Beds ⋅ 4 Baths ⋅ 12463231 MLS ⋅ CLOSED Status

Welcome to this beautiful 4-bedroom, 3.5-bathroom home located in the highly desirable Winslow Acres neighborhood! Enjoy serene mornings with stunning sunrise views through the wooded backyard, best enjoyed from the brand-new deck surrounded by vibrant, seasonal blooms. Inside, this spacious home features a thoughtful layout with dual staircases-including one off the kitchen-and a full, partially finished basement with rough-in plumbing for a future bathroom and over 1,200 sq ft of additional living space. The kitchen boasts warm oak cabinetry, stainless steel appliances, and an adjoining dining area overlooking the peaceful backyard garden. Original hardwood floors complement the kitchen and hallway, while brand-new laminate and vinyl flooring have been installed throughout the rest of the home (2025). A separate formal dining room, gas fireplace, and solid six-panel doors add both function and charm. Upstairs, you'll find four generously sized bedrooms and a bright, spacious second-floor laundry room for added convenience. Recent updates include: New roof (2024) New deck (2023) Entire exterior painted (2023) Entire interior painted (2022) Updated lighting in bathrooms and living room (2025) New sump pump (2022) New kitchen appliances and laundry (2022) Garbage disposal (2025) Gardeners will love the established berry patch with raspberries, strawberries, blueberries, currants, grapes, and herbs-plus a ready-to-plant vegetable garden. Location highlights: Just 5 minutes to Historic Woodstock Square, the Opera House, Emricson Park, Water Works Pool, farmers market, top-rated schools, and local conservation areas. This lovingly maintained home offers the perfect blend of nature, neighborhood charm, and modern updates-move-in ready and waiting for you!

1317 Winslow Circle, Woodstock

$350,000

2 Beds ⋅ 2 Baths ⋅ 12452097 MLS ⋅ CLOSED Status ⋅ Serenity Creek BLDG.

Built completely around the lifestyle and needs of a 55+ population, this home meets Universal living standards in an artful way. Hallways and doorways are 32-36" wide and make this property super easy to move around with ease for all mobilities. Elevated oven, dishwasher and laundry facilities make chores effortless. ZERO steps in this home - except to the FULL Basement. Plumbing rough-in makes adding an additional bathroom a breeze. You'll love the SUNROOM of this home - peering directly into the common and open ground of this small community. Courtyard in the empty lot nextdoor adds to the WOW factor of this unique and fabulous setting. Major updates include 2025 Roof, 2025 Central Air Conditioning, 2021 Hot Water Heater, Quartz counters in the Kitchen, 2021 Washer and Dryer and new stovetop and oven. This home was built with comfort, convenience, and accessibility in mind. Come and see for yourself why this thoughtfully designed home is perfect for your next chapter of life!

841 Serene Trail, Woodstock

$372,000

4 Beds ⋅ 2 Baths ⋅ 12436383 MLS ⋅ CLOSED Status

**Multiple Offers** ** offer accepted OH canceled. **Meet Miss Madison-graceful, updated, and full of character. Just a short walk from Woodstock Square and neighborhood parks, this 1935 home blends vintage charm with modern updates. Arched walkways, original decorative windows, a marble-tiled entry, and a mix of new and newly refinished hardwood floors give her a timeless feel. The refreshed kitchen includes granite countertops, 42-inch cabinets, and a built-in bench in the eating area. A sunny bonus room opens to a two-level deck-perfect for morning coffee or evening gatherings. With four bedrooms, including a main-floor bedroom with an exterior door and full bath nearby, the layout offers flexibility for work-from-home, guests, or multigenerational living. Upstairs, the primary bedroom offers rare space for a home of this era, with two closets and twin bay windows. The second bedroom includes a walk-in closet, and all rooms enjoy generous natural light. The walkout basement adds a partially finished family room and plenty of storage. Outside, enjoy an enclosed front porch, a fantastic shed, and a two-car garage (originally a carriage house) with loft space. A timeless home ready for its next chapter. Water Heater (2017), Refrigerator (2019), Hardwood (2021) Air Conditioner (2019) Furnace (2022) Rebuilt Garage (2017) Cap Windows (2022) Porch update (2024) Radon Mitigation (2025)

841 N Madison Street, Woodstock

$450,100

4 Beds ⋅ 4 Baths ⋅ 12416438 MLS ⋅ CLOSED Status

1245 Gerry Street, Woodstock

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