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$725,000
3 Beds 2.5 Baths ACTIVE Status
Showings start Thursday, September 10th. Exceptionally maintained 3BR/2.5 BA home in the Town of Springfield, lovingly cared for by the same owners since it was built. Home is surrounded by lush landscaping, mature garden beds, and a beautifully manicured lawn. The open-concept main level features a kitchen updated in 2018 with custom Amish cabinetry, granite countertops, and eat-in dining space with sweeping views of the backyard. Open concept flow to main level living room. Down a few steps to the family room which offers a wood-burning fireplace, walkout to the patio, and half bath. UL includes 3 BR and 2 full BA, including a primary with private en-suite. Lowest level offers laundry, rec space, and storage. 3+ car garage includes a third bay with an oversized door. Additional separate heated shop space with access to backyard. You uniquely get the best of both worlds with living in peaceful retreat with quick access to surrounding communities!

4956 Enchanted Valley Road, Springfield

Listing courtesy of Real Broker LLC.

$3,300,000
7 Beds 5.5 Baths ACTIVE Status
Executive home situated on 1.5 acres w/expansive views, offering luxury & craftsmanship. The main level showcases an impressive great room w/floor to ceiling stone fireplace. Gourmet chef?s kitchen with adjacent screen porch. Family room features a brick surround fireplace. Mud room, laundry & butler pantry on main level. Private owner?s suite featuring a spa-inspired bath, soaking tub, & custom closet. 4 additional bdrms, 2nd laundry & hidden paneled office complete the upper level. The spacious walk-out lower level is designed for recreation & entertaining. Complete w/a wet bar, theater rm, game area, indoor sport court, & gym. Outdoors, a private resort awaits with a sparkling pool, oversized patio, stunning pool house with fireplace, outdoor kitchen & grill. 4 car heated garage. Located in the highly desirable Middleton School District. This exceptional estate offers a rare combination of sophisticated living, superior craftsmanship, & resort-inspired amenities.

4908 Winners Circle, Springfield

Listing courtesy of Collective Real Estate Group.

$285,000
2 Beds 1 Baths ACTIVE Status
Welcome to Twin Lakes: A north country forest setting with sandy beachfront is host to this adorable, immaculate gingerbread cute 2 bedroom cottage that offers everything you'd want in a vacation retreat. Located in a private setting on this beautiful, serene no-motor lake, this charming cottage features a great room with a wood burning fireplace and a walkout to a deck overlooking the sandy beachfront. 2 good sized bedrooms and full bath complete the main floor of this year round retreat. The lake and surrounding woodlands are home to abundance of wildlife including deer, turkeys. Eagles and osprey fishing are a common sight, even the occasional black bear. Property to be sold turn-key.

W8549 Duck Creek Lane, Springfield

Listing courtesy of First Weber Inc.

$745,000
5 Beds 3.5 Baths ACTIVE WITH OFFER Status
Tucked among the rolling hills of Enchanted Valley, this home sits on the most beautiful 1.28-acre lot, backing to the woods & offering majestic westward views of the Driftless Region. The main level is bright & open w/ a remodeled kitchen, spacious living room w/ double-sided gas fireplace which flows right to the sunroom w/ built-in bar & views to the backyard patio w/ hot tub. Also on the main level are 2 of 5 bedrooms, which could easily function as offices or a playroom. Upstairs is the primary suite with walk-in closet & attached bath with walk-in shower & laundry, plus 2 additional bedrooms. The lower level is a family room. There?s no lack of space for storage or hobbies w/ the unfinished portion of the basement, 3-stall extra-deep garage & storage shed in the yard. Other updates per seller in the last 10 years include furnace, AC, roof, siding, water softener, bathroom remodel, main level windows & well pump - see flyer for more. Plus lower town taxes & Middleton Schools!

4862 Hickory Trail, Springfield

Listing courtesy of Coldwell Banker Real Estate Group.

$849,900
4 Beds 2 Baths ACTIVE Status
Rare opportunity to own a picturesque 2.09-acre country property in the desirable Town of Middleton, just minutes from Middleton and Madison. Offering the perfect blend of peaceful country living and city convenience, this unique property is filled with warmth, character, and endless potential. The beautifully landscaped grounds are the true centerpiece, featuring mature trees, colorful perennial gardens, a stunning established vineyard, an orchard, and expansive green space that creates a private, park-like retreat. A classic barn adds charm and versatility for hobbies, storage, or workshop space. Whether you dream of gardening, entertaining, or simply enjoying the beauty and privacy of nature, this property offers a setting that's difficult to find in today's market. Acreage properties in this sought-after location rarely become available?come experience the beauty, charm, and possibilities this special property has to offer.

7334 County Road K, Springfield

Listing courtesy of Fathom Realty, LLC.

$500,000
4 Beds 2 Baths ACTIVE WITH OFFER Status
Enjoy the best of country living and privacy just minutes from Middleton at this spacious 4-bedroom, 2-bath raised ranch on 1.78 acres. The bright main level features hardwood floors, an inviting living room, dining area, and functional kitchen with pantry and ample natural light, and a full bathroom with a jetted tub. The finished lower level offers a walkout to the yard, full-size windows, a second kitchen, bonus room, and flexible living space?ideal for guests, hobbies, or additional living arrangements. The primary suite includes a walk-through bath with a walk-in shower. Outside, enjoy the expansive yard, patio, paved drive, and impressive 3-car detached garage. Conveniently located in the Middleton-Cross Plains School District with easy access to Middleton, Madison, and surrounding amenities. A rare opportunity to enjoy space, privacy, and convenience! Check out the 3D model!

7419 Riles Road, Springfield

Listing courtesy of Spencer Real Estate Group.

$759,900
3 Beds 3.5 Baths ACTIVE Status
This Scenic Ridge Estates two story is meticulously maintained and offers a perfect balance of serene, scenic privacy and neighborhood living. Situated on a 1.07-acre lot, you have easy access to Middleton schools & numerous walking & biking trails, all while being just a short drive from the shops, restaurants, and conveniences of both Madison and Middleton. The main level features elegant updates, showcasing new flooring throughout, private home office, & spacious mudroom/laundry area. Family room is highlighted by a coffered ceiling, while the open-concept kitchen comes complete with a breakfast bar and transitions seamlessly into both formal and informal dining spaces. A screen porch opens directly out to the patio, ideal for outdoor enjoyment. Upstairs, you will find 3 comfortably sized bedrooms and 2 full baths, each featuring double vanities and bright skylights that fill the spaces with natural light. The finished lower level offers great entertaining space for adults and kids!

5220 Scenic Ridge Trail, Springfield

Listing courtesy of Restaino & Associates.

$524,900
3 Beds 1 Baths ACTIVE Status
PRICE IMPROVEMENT on this TURNKEY WATER FRONT property! Exceptional lakeside outdoor living, a completely renovated home, & approximately 70 feet of waterfront?a rare combination at this price. Set on peaceful School Section Lake, this move-in-ready 3-bedroom home was completely renovated inside & out, including an addition expanding living space & adding an oversized 2-car attached garage. Improvements include a brand-new metal roof, all-new windows, flooring, septic system, LP SmartSide siding, main-floor laundry, & more. The lakeside outdoor space features an expansive deck, custom pergola, fire pit, generous lawn, & plenty of room for entertaining & enjoying the water. Motorized boats are permitted; the lake is no-wake, ideal for boating, kayaking, paddleboarding, & fishing. Previously a successful short-term rental, this turnkey property offers proven rental history & potential future income use, subject to regulations?or enjoy it as your own year-round home or lake retreat.

N8687 3rd Lane, Springfield

Listing courtesy of Century 21 Affiliated.

$930,000
3 Beds 2.5 Baths ACTIVE Status
Fall in love with your new, secluded country home, just minutes from Middleton. Custom built ranch home on 7.21 acres. 3-car garage (32x39) with floor heat. 4th garage in lower level (10x11) with garage door for all your toys. 9' walls on both levels, walk-in kitchen pantry, custom Amish cabinetry, solid wood interior doors, Andersen windows, 8' patio door, Thermo-zone floor heat exchange system. Rec room in lower level has stained, heated concrete floors and rough-in for shower in 1/2 bath, lots of storage, barrier free design elements, walking trails in woods, plenty of space for garden. This could be your retreat everyday! UHP Elite Home Warranty included. Never on the market before-one owner home.

7224 Kickaboo Road, Springfield

Listing courtesy of Stark Company, REALTORS.

$280,000
4 Beds 1 Baths ACTIVE Status
SHOWINGS BEGIN ON SUNDAY., 7/26/26, FROM 11AM-1PM A FARMHOUSE RETREAT! Functional updates meet timeless charm on this scenic 2-acre property! This well-maintained 4-bedroom home features a spacious eat-in kitchen, main-level bedroom, and numerous updates including newer siding, windows, flooring, and mechanicals. Outside, you'll find a detached 2-car garage and multiple outbuildings, including a 30x40 pole barn, providing plenty of space for storage, hobbies, equipment, or recreational vehicles. Whether you're looking for a hobby farm, extra workspace, or a peaceful place to call home, this property offers the flexibility and functionality you've been searching for?all just minutes from Westfield. The seller is including all remaining personal property and belongings in the home and outbuildings with the sale, offering a unique opportunity for the next owner.

N8600 5th Road, Springfield

Listing courtesy of EXP Realty, LLC.

$3,895,000
5 Beds 5.5 Baths ACTIVE Status
Hart DeNoble Masterpiece on 14.97 acres-Middleton Schools. This property really has it all, & feels like you're living in the middle of a gorgeous park setting. Walking/Riding trails through the prairie grasses, & trail ride through the wooded area as well. An abundance of privacy, spectacular views, & endless spaces. 4 car attached heated garage, 4 car detached heated garage w/pool house full bath/lockers. Heated Barn/outbuilding w/basketball/pickleball court, locker room type full bath w/2 showers &, 2 heated parking spaces, & finished bonus room above it all overlooking the beautiful prairie & woods views, & also overlooking Basketball/Pickleball court. In ground Saltwater pool, new hot tub. Gorgeous home, each bedrm is full ensuite w/in floor heat in baths, 4 up, 1 down. Elevator in home. Primary bdrm has 4 season porch off of it, w/gas FP, & provides breathtaking views. 4 Gas FP's. Too many features to list! ***Please do NOT drive down driveway without a confirmed showing.***

7876 Autumn Pond Trail, Springfield

Listing courtesy of Bunbury & Assoc, REALTORS.

$1,995,000
3 Beds 3 Baths ACTIVE Status
Escape to your own private paradise with this truly spectacular, one-of-a-kind 120-acre luxury estate, featuring a stunning 5,300-square-foot main residence, a beautifully renovated 2,000-square-foot guest house, and an incredible array of amenities surrounded by pristine countryside. Built in 2020, the luxurious main residence blends comfort, functionality, and exceptional craftsmanship throughout. Designed with convenience in mind, the home offers zero-entry access along with modern amenities including a high-voltage electric vehicle charging station/RV hookup. The open-concept main level features a gorgeous kitchen, dining area, and living room highlighted by soaring vaulted ceilings and a cozy wood-burning fireplace. A spacious walk-in pantry, impressive laundry room, convenient mud room, and half bath add to the home's thoughtful design. The luxurious primary suite serves as a private retreat, featuring a spa-inspired en-suite bath with a tiled walk-in shower, separate soaking tub, walk-in closet, and direct access to the sunroom. The expansive lower level offers a large fa

W7181 Duck Creek Avenue, Springfield

Listing courtesy of NEXTHOME PARTNERS.

$2,750,000
5 Beds 4.5 Baths ACTIVE Status
Set on a quiet cul-de-sac in Autumn Pond, with nearly three wooded acres of Enchanted Valley countryside ? this is the kind of house that's already done the hosting prep for you. The pool's in. The hot tub's heated. The fire pit's waiting. A screen porch and a four-season room with a wood-burning fireplace both open onto the trees.The kitchen is built for the cook with a full table: Wolf, double ovens, Sub-Zero, wine fridge, and a back pantry with storage beyond belief. Two laundry rooms, an EV charger, and a solar battery handle the unsexy stuff. Autumn Pond brings its own hiking trails and a private pond, year-round. The wildlife shows up on its own. Timeless, unfussy, and entirely ready to live in. NEW roof, pool liner and pool cover summer 2026.

5090 Aspen Valley Court, Springfield

Listing courtesy of @properties-elleven Christie's International.

$950,000
4 Beds 3.5 Baths ACTIVE WITH OFFER Status
Escape to your private oasis! This stunning home offers 3 levels of expansive living with a bright, open-concept main floor. The fully remodeled kitchen features 2 islands ideal for meal prepping, dining, or serving. The vaulted living room is anchored by a gorgeous fireplace. The adjacent 3-season porch is where you?ll spend endless hours overlooking the peaceful, wooded lot. Upstairs has 3 bedrooms, including a luxurious primary with a spa-like bathroom with a walk-in shower, soaking tub, and double vanity. The ultimate mudroom with laundry and built-in storage. The walk-out lower level offers incredible flexibility and space, including a 4th bedroom, full bath, versatile flex room, workshop, and tons of storage. The highlight is the standout rec space, with kitchenette and media room with sound system. Durable, insulated vinyl siding. Tucked into a wooded hillside, this home feels like a true retreat yet is just minutes from Middleton?s shops, dining, and parks.

4917 Foxfire Trail, Springfield

Listing courtesy of Spencer Real Estate Group.

$280,000
ACTIVE Status
40 acre hunting tract in highly desirable western Jackson County, WI. Rolling terrain with a ridgeline, bedding areas, and tillable acreage, ideal for rental income and food plots. Strong habitat with a great mix of younger timber, including oak, maple, poplar, and cherry. Located in proven big buck country with a healthy whitetail population and multiple impressive bucks taken in the area. Turkey, black bear, and occasional elk provide additional hunting opportunities. Secluded setting with a layout suited for stand access and hunting multiple wind directions. The seller will provide a survey marking property boundaries, with an easement for ingress and egress. Division options may be viable based upon buyer's request. Hard-to-find property in a high-demand area?don?t miss it.

000 Pete Coulee Road, Springfield

Listing courtesy of Weiss Realty LLC.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.