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$550,000
4 Beds ⋅ 2 Baths ⋅ 2031496 MLS ⋅ ACTIVE UNDER CONTRACT Status
Escape to your own private hideaway on 1.25 acres in the highly desirable Town of Middleton! Just minutes from downtown Middleton & Madison’s west side, this tranquil tri-level home is surrounded by conservancy green space, golden cornfields & a picturesque equestrian farm—delivering the ultimate peaceful retreat from city congestion while still being close to everything. Rich 5/8" hickory wood floors flow throughout the main level, leading you into a spacious kitchen designed to impress w/ SS apps, a large breakfast bar & a charming shiplap wall. With 4 bedrooms & 3 distinct living areas, everyone enjoys room to spread out & unwind. Step outside to the inviting patio w/ pergola, where sweeping views of the tree-lined grounds set the stage for late-summer BBQs & crisp fall campfires under the stars. A fully equipped 24×27 heated pole shed w/ dedicated sub-panel & 220-volt power stands ready for welders, heavy tools, or even an EV charger. The possibilities are endless at this property!

3425 Meadow Rd, Middleton
$449,900
3 Beds ⋅ 2 Baths ⋅ 2031176 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings begin 9/15/26.

6515 Mendota Ave, Middleton
$637,900
2027736 MLS ⋅ ACTIVE UNDER CONTRACT Status
Fantastic investment opportunity or ideal owner-occupant property! Live in one unit and let rental income help offset your mortgage, or add this well-located 2-flat to your investment portfolio. Perfectly situated with easy access to both Middleton and Madison, this property offers a convenient location for commuters while being close to shopping, dining, parks, and everyday amenities. Whether you're looking to build equity, generate income, or both, this versatile property offers endless potential in a highly desirable location. Second bedroom on main floor is currently a den.

7404 University Ave, Middleton
$849,900
4 Beds ⋅ 3 Baths ⋅ 2027365 MLS ⋅ ACTIVE Status
Classic 1920 Craftsman bungalow on a prime corner lot in the heart of downtown Middleton — that rarely comes to market. This 3-BR, 2.5-BA character home blends original charm with everyday livability: maple hardwood floors, classic woodwork, tall ceilings, a formal dining room, and natural light throughout. First floor powder room, laundry & a mudroom for everyday function. Upstairs, the primary bedroom offers a walk-in closet & updated BA, w/ additional bedrooms and a 2nd full bath w/clawfoot tub. A 2-car detached garage plus a 3rd covered stall provides rare in-town parking & storage. Downstairs, 1,100-square-foot unfinished basement w/ high ceilings offers tons of potential. The showpiece is the deep covered front porch, framed by brick columns & roomy enough for a swing & a full seating area. New roof and new furnace. Walk to parks, restaurants, coffee shops, festivals, & the public library. New Roof and Furnace. Price reduced $40,000

7226 Hubbard Ave, Middleton
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 2025888 MLS ⋅ ACTIVE UNDER CONTRACT Status
Lake Mendota and Middleton Schools! Breathtaking lake views paired with an unbeatable location. Expansive windows showcase pristine Lake Mendota frontage and fill the home with natural light. Well appointed house with numerous updates. Updated kitchen w/Wolf range, walnut island, marble counter tops and walk in pantry. Beautiful white oak flooring and impressive two story great room. Private primary suite with updated bath and loft area. Enjoy your outside time on the Trex deck or the pier. New two car temperature controlled garage. Plus a short walk to the Pheasant Branch Conservancy. Being sold turnkey. Furnishing and housewares included. Time to enjoy lake life!

2800 Tomahawk Ct, Middleton
$485,000
3 Beds ⋅ 3 Baths ⋅ 2024754 MLS ⋅ ACTIVE UNDER CONTRACT Status
Seller will consider backup offers! Move right into this charming 1.5-story Cape Cod in Middleton! Property features 3 bedrooms & 2.5 baths across 2,135 sq. ft & offers a functional layout w/a main-floor primary bedroom, en-suite bathroom, 1st-floor laundry, spacious living room, & generous storage throughout. Upstairs, you'll find 2 large bedrooms w/abundant closet space. A bright & airy 15’ x 11’ three-season screened porch overlooks backyard, creating an inviting space to relax, unwind, or entertain. Home has a walk-out LL w/a rec rm, bathroom, & future flex rm or 4th bedroom. Recent updates incl: new stainless appliances, flooring, furnace, AC, Roof, Basement Carpet & Paint which will ease the move-in process. A deep, detached 1 car garage, large storage shed, fenced backyard w/mature pine trees, & 1/4 acre corner lot to further enhance this home’s comfort, convenience & value. Located in the highly desirable Middleton Schools, walking distance to parks & Downtown Middleton!

7240 Maywood Ave, Middleton
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 2023900 MLS ⋅ ACTIVE Status
Welcome to a home where style and design converge to create a truly curated luxury living experience. Privately positioned with sweeping views of Pheasant Branch Conservancy, this residence offers a sense of serenity that will leave you in awe. This thoughtfully updated 3-bedroom, 3-bath home maximizes every inch of its private setting, blending high-end finishes with effortless comfort throughout. From the moment you step inside, the intentional design and refined details are unmistakable, creating an immediate sense of sophistication and warmth. Three distinct outdoor living spaces—each offering exceptional privacy—invite you to fully embrace Wisconsin’s seasons, whether entertaining, relaxing, or simply taking in the natural surroundings. This home feels like a secluded retreat, yet remains just 20 minutes from Capitol Square. An extraordinary opportunity to own a one-of-a-kind property where luxury, privacy, and design come together seamlessly.

3702 Pheasant Branch Rd, Middleton
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 2019384 MLS ⋅ ACTIVE UNDER CONTRACT Status
Two lots create a rare opportunity along a quiet channel with direct access to Lake Mendota, inviting a range of possibilities from thoughtful renovation to a ground-up custom build. The existing home sits between two buildable parcels, allowing for expanded outdoor space, future development, or a private lakeside retreat tailored to your vision. Spend mornings on the water boating or fishing, then return to a backyard dock, with a nearby boat launch adding everyday ease. The setting balances a sense of retreat with practical convenience, just off Century Avenue and minutes from local grocers, dining, and daily essentials. Downtown Madison is an easy 20-minute drive, making this an ideal blend of waterfront living and city access.

2809 Dewey Ct, Middleton

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.