Browse All Properties for Sale with Dog Run

5 Beds ⋅ 5 Baths ⋅ 12784985 MLS ⋅ NEW Status

12-Acre Estate * 5 Bedrooms * 4.1 Baths * 7,279 Sq. Ft. * 8-Car Garage * Custom Kitchen * Near Downtown Woodstock Set amid approximately 12 acres of rolling countryside and mature trees, this custom-built French Provincial estate at 15309 Kishwaukee Valley Rd in Woodstock offers 7,279 square feet of distinctive living space, 5 bedrooms, 4.1 baths, and an 8-car garage. The custom-updated kitchen showcases Thermador and Viking appliances, bespoke cabinetry, and an oversized island with a copper countertop and prep sink. A dramatic great room features soaring vaulted ceilings, a floor-to-ceiling stone fireplace, hardwood flooring, and expansive windows framing the surrounding landscape. The first-floor primary suite offers a private retreat with dual walk-in closets, heated bathroom floors, a Jacuzzi tub, and an oversized walk-in shower. Four additional bedrooms provide versatile accommodations, while the finished walkout lower level features a recreation area, fitness room, full bath, generous storage, and direct access to the lower-level garage. Outdoor living unfolds across an expansive wraparound deck with an outdoor fireplace, a walkout patio, waterfall feature, winding driveway, and landscaped grounds. Approximately 12 acres provide room to explore, with walking paths, an outdoor shed with loft, custom chicken and duck coops, and built-in dog kennels. Additional improvements include a custom-updated front door, fresh interior paint, luxury vinyl plank flooring, LED lighting, a whole-house security system with cameras, and a new water heater. Enjoy the privacy and open setting of country estate living with convenient access to historic downtown Woodstock, local shopping, and dining. A rare opportunity to own a commanding French Provincial estate where grand custom architecture, refined luxury, and extraordinary acreage come together. From the dramatic one of a kind interiors and expansive 8 car garage capacity to the sweeping grounds and distinctive outdoor amenities, this remarkable Woodstock property delivers PRIVACY, LUXURY, and the presence of a true country castle.

15309 Kishwaukee Valley Road, Woodstock

$1,990,000

5 Beds ⋅ 5 Baths ⋅ 12763036 MLS ⋅ ACTIVE Status

** Seller Financing Options Now Available - Ask about Options** 20 ACRE LUXURY HOME AND EQUESTRIAN FACILITY - 30 STALLS TOTAL; INDOOR AND OUTDOOR ARENAS AS WELL AS PLENTY OF PASTURES. EVERYTHING IS MOVE-IN-READY! The MAIN BARN was built by Lester, is 3-years NEW and is a white pole building with a black roof and wainscoting. Fully Insulated Walls with radiant floor HEAT and supplemental forced air heat. It features 16 Stalls; all equipped with mattresses, drop down stall fronts and electrical outlets. (6 Stalls are 12x12 with 12x24 run-outs; 10 Stalls are 10x12). Additional amenities include Viewing Room, Tack Rooms (2), Office, Bathroom, Indoor Wash Rack and Blanket Rack. HEATED INDOOR ARENA is 80x135x20 and features fiber footing, angled kickboards, large built-in mounting block. The interior walls are insulated and finished. There are 4 sliding windows for cross ventilation and 6 rows of lights. LARGE OUTDOOR ARENA was built with landscape fabric, limestone base and sand footing. It's finished with beautiful 4-Board Fencing. The separate barn entrance is a circle drive for easy in and out with trucks and trailers. ORIGINAL BARN by the house has been completely renovated. It features 5 Stalls (European Bamboo); 10x12 with swing-out feeders, mattresses and Dutch doors that open to 12x20 runouts. 8 PORTABLE LEAN-TOS WITH 9 OUTDOOR STALLS and storage. PADDOCKS AND PASTURES are constructed with 4-Board Wood Fencing. This lovely 2-Story Farmhouse sits on top of a hill overlooking the rest of the farm. There is original stone fencing around the perimeter of the property. It features 4,000 Sq Ft of finished space with 5 BR & 4.5 BA and has been COMPLETELY RENOVATED. Sellers added a Mud Room, Laundry Room, 1/2 Bath as well as other upgrades that have been finished to the period of the house to be historically correct. Large Formal Foyer with hardwood floors leads you to multiple rooms in the house...Large Kitchen with Eat-At Island is open to the Dining Room. The Kitchen features NEW white cabinets with crown molding, Quartz counters, Stainless Steel Appliances and a farmhouse sink. 4-SEASON ROOM / FAMILY ROOM faces south and has windows on 3 sides which provides maximum sun exposure and a beautiful view overlooking the pastures. LIVING ROOM features a beautiful bay window and a double-sided original stone fireplace that also serves the 1st Floor Bedroom with Full Bath. The 2nd floor features 3 BR & 2 BA; one is a shared Jack & Jill Bath. The Roof-Top-Deck is perfect for relaxing...day or night! The finished living space above the garage has its own separate entrance and includes a Sitting Room, Bedroom & Full Bathroom. It's perfect for the farm employee, Guest Quarters, In-Law or Related-Living Suite. NORTHEAST and NORTHWEST OUTBUILDINGS are primarily used for storage. (These two buildings have not been renovated.) This is your chance to own a historical property from 1815 with modern amenities. GREAT LOCATION: 5 Min to Woodstock for shopping, restaurants and the Metra and 1 Hour or less to 4 different show facilities. Zoned A1; Agriculture. *PLEASE ASK TO SEE THE ADDITIONAL FEATURES SHEET FOR FULL DETAILS * A PROOF OF FUNDS OR PREAPPROVAL LETTER IS REQUIRED AND A 24 HR NOTICE IS NEEDED FOR SHOWINGS TO BE APPROVED.* This property is also for lease: $10,000 for all or $6,000 for the Barn and Pastures.

708 S Rose Farm Road, Woodstock

$545,000

4 Beds ⋅ 3 Baths ⋅ 12681612 MLS ⋅ CLOSED Status

Nestled on an impressive picturesque 3-acre lot in highly sought-after Pine Ridge, this classic Colonial offers the perfect blend of privacy, nature, and convenience. Towering pines line the property while expansive green open space provides endless room to enjoy the outdoors. Inside, the updated kitchen features granite countertops and stainless steel appliances, flowing into the family room with a cozy fireplace and sliding doors leading to a very spacious deck. The bright four-season sunroom provides a soothing place to enjoy spectacular backyard views in every season. The primary suite offers a private balcony, while the living room is enhanced by a beautiful bay window. Enjoy this tranquil rural setting just minutes from historic downtown Woodstock, the Metra, boutique shopping, and locally owned restaurants

205 Whitaker Court, Woodstock

$549,900

4 Beds ⋅ 2 Baths ⋅ 12682862 MLS ⋅ CLOSED Status

Experience the beauty and tranquility of rural living, 5 minutes from town, with this one of a kind vintage property. This 1847 farmhouse blends historic charm and modern comforts with exposed bricks, hand hewn wood posts and vintage architectural millwork. The bright kitchen has freshly painted kitchen cabinets, high end appliances and a new honed granite island. In addition to the kitchen adjacent dining room, the first floor features a formal living space with fireplace, a large den, an office with vaulted wood ceilings and a windowed sun room that overlooks the 3 acre property. The first floor bath is huge with marble subway tile, a full tub/shower combo and tons of storage. The second floor feature 4 freshly painted bedrooms, an updated bath with shower and a good sized storage room, as well as a drop down attic. The 3 car garage features paneled walls, with new expoxy flooring. The additional 3 car work space has also been updated with epoxy flooring and added heat for winter projects. Additional garden shed for all of your yard tools. A Gated, raised bed garden and perennial beds add vintage charm to the A-1 zoned , 3 acre property. Don't miss the opportunity to make this vintage charmer your own!

11516 Country Club Road, Woodstock

$375,000

3 Beds ⋅ 3 Baths ⋅ 12649194 MLS ⋅ CLOSED Status

STUNNING CORNER LOT GEM! This well-maintained Doral model in the Ponds of Bull Valley offers premium upgrades and a prime location backing to a serene parkway. Peace of mind comes standard with all-new windows installed in 2023; full bath, master bath, and powder room remodels completed in 2022. The main level features modern vinyl plank flooring and Leviton light switches throughout, including designer dimmers in the dining area for perfect ambiance. The family room with a fireplace leads to the adjoining kitchen-featuring new countertops, cabinets custom-painted in a Sherwin-Williams designer finish, and high-end KitchenAid stainless steel appliances. Retreat to the second floor to find three spacious bedrooms plus a versatile loft, perfect for a fourth bedroom, playroom, or sophisticated home office. The full basement is a rare find with a 9-foot pour, providing exceptional height ideal for a high-end recreation room or home theater. Outdoor living is elevated by professional landscaping and a private retreat featuring a brick patio and a custom-built cedar and black iron pergola for ultimate relaxation. Complete with a rare 3-car attached garage featuring newly painted floors, this home sits directly across from a city park with a bike trail, tennis court, and basketball court. Situated in Woodstock District 200 and close to the commuter train, this home is a must-see.

2000 Serenity Lane, Woodstock

$592,000

4 Beds ⋅ 4 Baths ⋅ 12629208 MLS ⋅ CLOSED Status

Your dream property just got even better. This rare horse estate sits on nearly 3 acres, offering the perfect blend of luxury living and equestrian excellence. A paved driveway-being freshly resealed this week-leads to the impressive 36x50 Cleary horse barn, featuring 4-5 box stalls, tack room, wash area, hayloft, double Dutch doors, ceiling fans, and a 36x10 indoor run. Three fenced pastures-one with a sandy base for training-plus an outdoor riding arena and scenic SUBDIVISION trails complete the setup. The stately colonial home delivers space and style with 4 oversized bedrooms, 3.5 baths, and a 3-car garage. Inside, you'll find freshly sanded and stained hardwood floors, new carpeting, and fresh paint throughout-every inch meticulously maintained. The open-concept layout highlights a spacious kitchen with island flowing into the family room with fireplace, and a breakfast bay where you can take in views of your horses. The luxury primary suite offers double sinks and walk-in closets, while the full basement with full bath adds flexibility. Details like solid 6-panel doors, beveled and stained glass entry, French doors, cove ceilings, and indoor/outdoor surround sound elevate the experience. And then the extras that seal the deal: five new barn door gates, a whole-house generator, an indoor/outdoor dog run, and a septic system that has just been professionally cleaned. This isn't just move-in ready-it's dialed in, top to bottom.

10506 Arabian Trail, Woodstock

$675,000

3 Beds ⋅ 1 Baths ⋅ 12577394 MLS ⋅ CLOSED Status

YOUR DREAM HORSE BARN AWAITS YOU! 16 stalls, INDOOR ARENA, Grooming/Tacking/Vet Care room, FIRE-PROOFED hay storage, commercial VENTILATION fans, 2 BRICK aisles, INDOOR WASH Rack, and much, much more! The barn is well insulated to stay warm in the cold months and well ventilated to stay cool in the warmer months. Viewing room to the Indoor Arena, Feed Room, Entry Room, and Kitchen/Laundry Room are also in the barn. The OWNED, NOT RENTED, SOLAR PANELS keep the utility costs to a minimum! (Located on the barn roof) Updated home that is truly much bigger than it looks from the outside! 3 bedrooms, 1 full bath (another full bath in the barn!) and a very useable and spacious basement! Detached 2 car garage. 12 Horse Paddocks (totaling 38,688 sq ft) plus outdoor riding space. Outdoor riding space can be turned into 6 more small paddocks (13,659 sq ft). There is a loft above the stalls in the barn that is already framed. This is truly a well thought out and efficient equine facility. Perfect to jump right in and operate your business while you live there. Also would make an AMAZING EQUINE VETERINARY Facility.

12216 Pleasant Valley Road, Woodstock

$315,000

5 Beds ⋅ 3 Baths ⋅ 12500424 MLS ⋅ CLOSED Status

Large 5 bed 2 1/2 bath home in the Sweetwater subdivision!! Spacious Open floor plan with huge living room, large Kitchen with center island, 42" cabinets and spacious pantry. Main floor Flex room, perfect space for office or Den! 5 Bedrooms all on the 2nd floor, 2nd floor loft was converted to 5th bedroom (no closet), convenient 2nd floor laundry room, large Primary Bedroom Suite with spacious walk-in closet. Seller started renovation project of expanding primary bedroom's full bath, great potential for added space! Full unfinished basement perfect for future living space if needed!! Large, fenced yard with 27'x16' deck with pergola, separate fenced side yard for dog run, 100-gallon pond with waterfall, home to 4 large Giant Goldfish, 2 Koi and a handful of red tail minnows!! House does need work, price reflects condition... great opportunity for sweat equity! Property being sold As-Is.

1721 Yasgur Drive, Woodstock

$250,000

5 Beds ⋅ 1 Baths ⋅ 12490881 MLS ⋅ CLOSED Status

Step back in time with this beautifully preserved piece of Woodstock history! Built in 1902, this 5-bedroom, 1-bath home is among the earliest in town and proudly holds historical status. The residence showcases timeless craftsmanship with original woodwork, hardwood floors, pocket doors, built-in cabinetry, and a striking tin ceiling. Modern comforts include a newer furnace, A/C, and water heater. Relax on the inviting front porch with its stunning street-facing windows, or enjoy outdoor living on the spacious deck overlooking the large lot. Plenty of closet space and potential to add an additional bath and laundry upstairs. Ideally located near the charming Woodstock Square, METRA, dining, and shopping!

324 N Madison Street, Woodstock

$650,000

4 Beds ⋅ 2 Baths ⋅ 12362998 MLS ⋅ CLOSED Status

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

2517 S Country Club Road, Woodstock

$656,000

3 Beds ⋅ 3 Baths ⋅ 12365006 MLS ⋅ CLOSED Status

Welcome to this stunning, turn-key ranch nestled on a sprawling 3.29 acres property in the heart of the countryside. This beautifully designed home offers the perfect balance of seclusion & modern convenience. Surrounded by breath taking views of nature you'll enjoy serene mornings & sunsets from your 4 Season room. Featuring spacious open-concept living areas, a modern kitchen & generous sz bedrooms, bedroom #3 w/ Loft. Full, English, partially finished basement with additional living space. W/its size & versatility this homesite is perfectly suitable for equestrian enthusiast, sustainable living, hobby farm/garden, glamping, wellness space, artist retreat, endless possibilities. Conservation land sits behind the property line. All the major systems in the home & roof are newer! This is where life slows down & the stars become your nightly companion. Come live your best life! 2.5 attached garage 1 car detached garage/ 16x36 Outbuilding.

14705 Pleasant Valley Road, Woodstock

$425,000

3 Beds ⋅ 3 Baths ⋅ 12257530 MLS ⋅ CLOSED Status

MID CENTURY LUX in this RANCH home in Walrose Manor Neighborhood. If you've longed for an UPDATED home on a 1/2 acre wooded lot, start your search here! With an OPEN Floor Plan, VAULTED ceilings and a FINISHED RANCH basement - a HUGE bonus room with massive storage, FULL Bath and options for living such as an IN-LAW Suite, College Kid Quarters or the Man Cave of your dreams. You'll find plenty of space to spread out and to cozy up in this Season. MASTER Bedroom with ONSUITE Bath - ceramic tile surround and simply stunning! First Floor Laundry makes all the difference and you won't mind the chore in this happy room! ENORMOUS Kitchen maximizes your space and will make any CHEF pleased to cook. NEW Cabinetry, soft close hinges, NEW Stainless Steel appliances, Over and Under Cabinet LED lighting, Lighting details that accentuate the Mid Century decor. NEW Electric Fireplace Wall with custom wood and Ceramic Tile accents to liven up the decor. FENCED Dog Run or PRIVATE Brick Patio space and a Large Deck at the Rear. Extra deep 2 car garage is perfect for storage. NEW GF Furnace and Central Air, NEW Windows, NEW Hot Water Heater and Newer Roof. NEW Bathrooms with Luxury finishes. With all the right updates - you'll be certain to live your best life here!

664 N Sharon Drive, Woodstock

$429,900

4 Beds ⋅ 3 Baths ⋅ 12139258 MLS ⋅ CLOSED Status

Teak Built model home and only one owner! Make this absolutely GORGEOUS 5 bed, 2.5 bath, 2145 sq ft home on a beautiful tree lined street in the Autumn Ridge subdivision yours. This warm and inviting home features solid HARDWOOD FLOORS throughout, finished with crown moulding details, 10 foot ceilings and custom built-ins in the living room, SOLID OAK CABINETRY with stone backsplash in the eat-in kitchen with BRAND NEW SS REFRIGERATOR (July 2024) and wood burning FIREPLACE in the family room. Start and end your day relaxing in the large SCREEN PORCH overlooking the peaceful .34 acre lot. A dining room, den/guest bedroom, first floor laundry with newer (2022) washer and dryer, and half bath complete the main floor. Hardwood floors continue in the SPACIOUS PRIMARY SUITE with tray ceiling detail, and the newly updated ensuite bath provides a perfect place to retreat! Bedrooms 2,3,4 and second full bath finish the second floor living space with room for everyone! An extra 1270 sq ft in the ENGLISH BASEMENT has a finished side that could be used as a 5th Bedroom or extra family room. The unfinished side provides plenty of storage and workspace with a new water heater (2024) and ejector pump installed for future bathroom. A cedar dog run attached to the heated garage, invisible fence, and inground sprinkler system already installed. *Perfect for winter sledding, the beautifully sloped backyard is part of a rainwater overflow easement managed by the City of Woodstock. It is NOT in a flood zone, and the home has never taken on water. Trampolines and non-permanent playsets are okay in retention area. Permanent playsets/pools can also be built up near the home. Plat of survey showing easement boundaries available upon request. Walk or bike to Emricson Park, Woodstock High School and the historic Woodstock Square to enjoy dining, shopping, farmer's markets, summer concerts and more, including Metra service to Chicago. Schedule a showing today! One year Home Warranty offered.

1016 Golden Avenue, Woodstock

$475,000

4 Beds ⋅ 3 Baths ⋅ 12101637 MLS ⋅ CLOSED Status

2318 Mustang Trail, Woodstock

$940,000

5 Beds ⋅ 5 Baths ⋅ 11910540 MLS ⋅ CLOSED Status

HUGE PRICE DROP ***2.375% assumable loan with a loan balance of ~$724,000 balance anyone can assume not just veterans*** Look no further, we've found the place that you've been dreaming of! Welcome to 4602 Sunnyside Rd, a breathtaking home nestled on a sprawling 8-acre property in the charming town of Woodstock, IL. With six bedrooms and five bathrooms, this magnificent estate has everything to satisfy you, and your family's lifestyle needs. And with over $200,000 in recent upgrades, this home offers the perfect blend of elegance, comfort, and modern convenience. We're confident you'll fall in love with this residence as soon as you arrive and gaze upon its magnificent classical construction and ample driveway surrounded by majestic old-growth trees. The delights continue as you step inside, where you'll be greeted by new flooring throughout and a sense of luxury that permeates every room. Step inside the amazing gourmet kitchen. The brand new stainless steel appliances, along with ample custom-made grey cabinets that offer lots of storage space, luxurious pendant lights, sparkling quartz countertops, an expansive bar for cooking, eating, or enjoying pre-dinner drinks, and a convenient breakfast nook, create a culinary haven for the aspiring chef. Imagine the delicious home-cooked meals you could whip up in this space! The main suite is a true retreat, featuring stunning coffered ceilings, a cozy fireplace, a wet bar, a private balcony with impressive views, and an ensuite bathroom that exudes luxury. Here, you'll feel like you're at a five-star resort spa, with its jetted soaking tub and shower. The rest of the bedrooms are equally spacious and comfortable, a true haven of rest and relaxation. Featuring high ceilings and ceiling fans, year-round comfort is guaranteed for everyone. This estate boasts a multitude of desirable features, including a horse barn and a dog kennel, making it perfect for animal lovers. The expansive driveway ensures ample parking space, and the property sits back far from the road, providing privacy and tranquility. Step outside and indulge in the ultimate outdoor oasis. Here, you'll find a practical firepit and outdoor grill, perfect for summer night's entertainment. The in-ground pool and hot tub offer a refreshing respite during the summer months, while the surrounding landscape provides a picturesque backdrop for relaxation and fun. Conveniently located near Woodstock Square, this home offers easy access to charming shops, delicious dining options, and local amenities. With a short 20-minute drive to i90, commuting to the city is a breeze, making this property an ideal choice for those seeking a serene country lifestyle without sacrificing convenience. Additional features include geothermal heating, leased solar panels for energy efficiency, and a new sump pump for peace of mind. Don't miss this rare opportunity to own a truly magnificent estate in Woodstock, IL. With its impeccable upgrades, beautiful surroundings, and luxurious amenities, this home is a testament to refined living. Schedule your private tour today and experience the epitome of luxury living at 4602 Sunnyside Rd.

4602 Sunnyside Road, Woodstock

$455,000

3 Beds ⋅ 4 Baths ⋅ 11868837 MLS ⋅ CLOSED Status

Stunning! Plantation style 2 story with upper and lower porches. Landscaping to die for.... 3 car garage and finished basement. Spacious 9.5' ceilings 1st floor with cherry wide-plank hardwood floors. , 9' ceilings on the 2nd floor with floating hardwood floors. Oversized windows create a sun-drenched airy and homey feeling. Great room is graced with elegant carpet insert to enhance the tasteful decor and warmth of the fireplace. Brand new gourmet kitchen with solid oak butcher block counter tops, custom cabinetry SS appliances, breakfast bar. Generously sized dining room. 1st floor laundry/mud room. Trey ceiling adds to the charm and architectural interest of the deluxe master suite. The features keep coming.... really good sized walk-in closet, spa bath with dual vanities, whirlpool tub, and a nice sized multi-jet shower which is totally practical and enjoyed on a daily basis. Jack & Jill bath between 2nd & 3rd bedrooms. Spacious finished lower level with family room, extra bedroom/office. Charming koi pond! Huge 3+ car garage which is finished and extra tall. Pretty 1.24 acre lot!

10114 Saddlebred Trail, Woodstock

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Woodstock Real Estate & Homes With Dog Run

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