11

Middleton, WI Homes for Sale with Pool

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  • /86

    $2,950,000

    $45K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 6,626 Sq Ft

    4937 Championship Cir, Middleton, WI 53597

    Tucked away on a quiet cul-de-sac within the gated Community of Bishops Bay, this exceptional home offers a private, resort-like setting you'll never want to leave. Surrounded by mature trees and backing to fairway 11 on Bishops Bay Country Club golf course, enjoy breathtaking sunset views and year-round serenity from your own backyard retreat. Spend summer days relaxing by the pool, entertaining

    Agent Photo

    Rachel Kvasnica

    Pinnacle Real Estate Group LLC

    4937 Championship Cir, Middleton, WI 53597
  • /56

    $890,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,456 Sq Ft

    3924 S Meadow Dr, Middleton, WI 53562

    Waunakee Schools with Middleton Convenience! Tucked away on a quiet cul-de-sac in highly sought-after Fox Bluff, this beautiful home offers privacy, space, and an unbeatable location. Surrounded by mature trees and tons of green space, the property sits on a huge lot just outside of town. Residents of the Town of Westport enjoy notably lower property taxes while benefiting from an A+ location

    Matthew Lindholm Bruner Realty & Management

    3924 S Meadow Dr, Middleton, WI 53562
  • /30

    $215,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    5548 Century Ave Unit 4, Middleton, WI 53562

    Conveniently located in Middleton’s desirable Rolling Hills Condo Association, this bright & welcoming 2-bed, 2-bath condo offers a true escape from the daily grind. Sunlight streams into the spacious open-concept living area, which opens onto a private balcony overlooking rolling green lawns, mature trees, & the community pool. The well-designed galley kitchen provides ample cabinetry, counter

    Joe Shipley MHB Real Estate

    5548 Century Ave Unit 4, Middleton, WI 53562
  • /90

    $3,895,000

    • 5 Beds
    • 8 Baths
    • 7,515 Sq Ft

    7876 Autumn Pond Trail, Middleton, WI 53562

    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

    Todd Johnson Bunbury & Assoc, REALTORS

    7876 Autumn Pond Trail, Middleton, WI 53562
  • /49

    $229,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,107 Sq Ft

    5522 Century Ave Unit 3, Middleton, WI 53562

    This 2-bed, 2-bath condo offers the perfect quiet park-like setting nestled near the Pheasant Branch Conservancy. This Garden style unit features plank flooring, a bright open concept with a private balcony overlooking the pool and gardens. The kitchen features natural wood cabinets, a brand new refigerator & Microwave, a dedicated dining space as well as a smaller breakfast area. The primary

    Kelly Bakken Restaino & Associates

    5522 Century Ave Unit 3, Middleton, WI 53562
  • /56

    $2,950,000

    • 5 Beds
    • 6 Baths
    • 6,531 Sq Ft

    5090 Aspen Valley Ct, Middleton, WI 53562

    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

    Melissa LeGrand @properties-elleven Christie's International

    5090 Aspen Valley Ct, Middleton, WI 53562
  • /17

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,107 Sq Ft

    5538 Century Ave Unit 1, Middleton, WI 53562

    Welcome home to this beautifully renovated condo featuring spacious bedrooms and stylish updates throughout. The stunning new kitchen boasts quartz countertops, modern finishes, and flows seamlessly into the living space featuring durable luxury vinyl plank flooring throughout. Both bathrooms have been updated with modern tile, creating a clean and timeless feel. Step outside and enjoy the

    Peyton Henry Berkshire Hathaway HomeServices True Realty

    5538 Century Ave Unit 1, Middleton, WI 53562
  • /41

    $669,000

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,668 Sq Ft

    1308 Shirley St, Middleton, WI 53562

    Price drop 6/23/26. Charming raised ranch in Woodside Heights enclave, just one block from Stricker's Pond, on tree-lined, quiet, well-kept and in-demand neighborhood with downtown Middleton and schools within walking distance. In-ground pool has new liner and heater (2023), slide & stone paved decking. New carpet & paint throughout. Extensive work on landscape. Expansive Great Room has tongue &

    Jane McCormick Shore Bluff Realty

    1308 Shirley St, Middleton, WI 53562
  • /25

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,414 Sq Ft

    3108 Creekview Dr Unit 5, Middleton, WI 53562

    Middleton schools! This beautifully updated 2-bedroom, 2-bath condo features two recently remodeled bathrooms and a spacious, open layout. The large living room with a gas fireplace opens to a private patio, creating the perfect space to relax or entertain. The generously sized kitchen and dining room offer plenty of room for gatherings. Additional highlights include private in-unit laundry, a

    Joe Armentrout Pinnacle Real Estate Group LLC

    3108 Creekview Dr Unit 5, Middleton, WI 53562
  • /53

    $390,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    3550 Valley Ridge Rd, Middleton, WI 53562

    Welcome to Orchid Heights Townhomes! Located close to beautiful Lake Mendota, walking trails and the scenic of Pheasant Branch Conservancy. Enjoy low-maintenance living with lawn care and snow removal included, a community pool and picnic area. This beautifully updated townhome features a completely renovated kitchen, updated bathrooms, updated flooring and new carpet on the upper level. The

    Jeannie LaMarre Keller Williams Inspire

    3550 Valley Ridge Rd, Middleton, WI 53562
  • /30

    $250,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    2809 Century Harbor Rd, Middleton, WI 53562

    OPEN Sat 8/8 & Sun 8/9 11:00-1:00! LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! EXCELLENT MIDDLETON LOCATION! $250,000! Yes! you can have frontage on Lake Mendota &possibilities for a boat slip! Unbelievable opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line w/ quick access to UW & Madison hospitals! Walk in & be greeted by a

    Peggy Acker-Farber RE/MAX Preferred

    2809 Century Harbor Rd, Middleton, WI 53562

Home Price Trends

Median Sale Price
$502,475
Median Single Family Sale Price
$505,672
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$222,000
Average Price Per Sq Ft
$277
Number of Homes for Sale
40
Last 12 months Home Sales
196
Months of Supply
2.40
Median List Price
$499,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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