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$3,300,000
7 Beds ⋅ 8 Baths ⋅ 2032111 MLS ⋅ 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 Cir, Springfield
$745,000
5 Beds ⋅ 5 Baths ⋅ 2031233 MLS ⋅ ACTIVE UNDER CONTRACT 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 Trl, Springfield
$524,900
3 Beds ⋅ 1 Baths ⋅ 2028835 MLS ⋅ 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 Ln, Springfield
$930,000
3 Beds ⋅ 3 Baths ⋅ 2028515 MLS ⋅ 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 Rd, Springfield
$849,900
4 Beds ⋅ 2 Baths ⋅ 2028002 MLS ⋅ 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
$3,895,000
5 Beds ⋅ 8 Baths ⋅ 2025532 MLS ⋅ 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 Trl, Springfield
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 2022993 MLS ⋅ 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 Ct, Springfield
$950,000
4 Beds ⋅ 4 Baths ⋅ 2021440 MLS ⋅ ACTIVE UNDER CONTRACT 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 Trl, Springfield

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. 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 perspective properties consumers may be interested in purchasing.