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Explore Similar Condos Within 2 Miles of Middleton Hills, WI

  • /23

    $254,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    56 Craig Ave, Madison, WI 53705

    New Price! Affordable well-located free-standing condo minutes from downtown Madison, U.W. campus and hospital. This cozy home combines the independence of a single family home with the convenience of a condo. Tiled Kitchen and bathroom were recently updated, including a heated bathroom floor! Rich mahogany LPV flooring through-out. Affordable condo fees include lawn mowing and snow removal,

    Agent Photo

    Ellen Werdan

    Restaino & Associates

    (608) 650-6868

    56 Craig Ave, Madison, WI 53705
  • /36

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft

    5301 Brody Dr Unit 202, Madison, WI 53705

    Bright and updated 2-bedroom, 2-bath condo on Madison’s west side! Ideally located near Hilldale, UW Hospital, and just minutes from the Isthmus, this home combines convenience with comfort. Inside you’ll find a freshly updated kitchen with new counters, new appliances, and fresh paint throughout. Large windows fill the space with natural light, creating an inviting atmosphere. Enjoy added

    Cheng Real Estat Group Real Broker LLC

    5301 Brody Dr Unit 202, Madison, WI 53705
  • /35

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    3108 Creekview Dr Unit 7, Middleton, WI 53562

    Discover your dream home in Middleton, Wisconsin! This stunning 2nd-floor, end unit offers the perfect blend of luxury & comfort. 2 spacious bedrooms & 2 bathrooms, you'll have plenty of room to relax & unwind. The vaulted ceilings create an airy atmosphere, while the fireplace adds a cozy touch for our chilly Wisconsin winters. Step out on the balcony & enjoy the views of conservancy, & the many

    Dana Nowland First Weber Inc

    3108 Creekview Dr Unit 7, Middleton, WI 53562
  • /18

    $260,000

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft

    6806 Old Sauk Ct, Madison, WI 53717

    Welcome to this inviting main level condo at Wyndemere! A beautifully landscaped front yard sets the stage for this 2-bedroom, 2-bath home with a spacious living room and cozy wood burning fireplace. The dining area opens to the front for easy indoor-outdoor living. The primary suite includes an en-suite bath with stall shower. Additional highlights include in-unit laundry and an attached 2 car

    Stuart Meland Madcityhomes.Com

    6806 Old Sauk Ct, Madison, WI 53717
  • /51

    $319,000 Open Sun 11AM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft

    3114 Creekview Dr Unit 4, Middleton, WI 53562

    Welcome to Harbor Village! This inviting 2nd fl end unit condo has a lot to offer in 1500+ sq ft of one level living. Den, 2 bedrooms, 2 baths and 2 primary bedroom closets. Your king size bed will fit! Vaulted ceilings, fireplace, built-in shelves and fun touches give it personality like Moooi “Flock of Lights” chandelier in formal dining. Newer windows, hvac, AC, ceiling fans and newer

    Julie White Restaino & Associates

    3114 Creekview Dr Unit 4, Middleton, WI 53562
  • /33

    $249,900

    • 2 Beds
    • 1 Bath
    • 998 Sq Ft

    2814 Pleasant View Rd Unit 202, Middleton, WI 53562

    Welcome home! Tucked away on the edge of Middleton and right across from Firefighter’s Memorial Park, this bright and airy 2nd-floor condo is a true gem. You’ll love the cathedral ceilings, natural light, and your own private balcony—perfect for morning coffee or evening wind-downs. The open-concept layout gives you plenty of space to entertain, and the entire unit has been freshly painted. Both

    Joe Copeland Realty Executives Cooper Spransy

    2814 Pleasant View Rd Unit 202, Middleton, WI 53562
  • /28

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    5518 Century Ave Unit 4, Middleton, WI 53562

    Serene Setting, Modern Comforts! Tucked into a quiet, park-like community, this beautifully updated condo offers the perfect blend of comfort & convenience. The kitchen shines with new appliances, cabinets, & countertops, complemented by warm bamboo flooring throughout the living space. Step outside & enjoy a springtime stroll through nearby Pheasant Branch Conservancy. The spacious primary

    Scott Ellingboe RE/MAX Preferred

    5518 Century Ave Unit 4, Middleton, WI 53562
  • /28

    $275,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    36 Craig Ave, Madison, WI 53705

    Don't miss this standalone home that has been renovated from the inside out. Roof, mechanicals, and more 8 years old or less. Great location for an easy commute to UW Campus. Great connections for bus service. Close to Spring Harbor Park and beach, coffee shops within walking distance. Updated LVP flooring throughout the home in 2024 and new water heater in 2025. New carpet, paint, and bathroom

    Matt Winzenried Realty Executives Cooper Spransy

    36 Craig Ave, Madison, WI 53705
  • /55

    $474,900

    • 3 Beds
    • 3 Baths
    • 2,713 Sq Ft

    117 N Oak Grove Dr, Madison, WI 53717

    This sunny duplex style condominium is nestled in the heart of the Stonefield Ridge neighborhood, across the street from a park and close to everything the west side of Madison has to offer! Lovingly maintained by the original owner, this 2700 square foot ranch condo features 2 main level bedrooms (primary with en-suite and walk-in closet), formal and informal dining areas, a large great room

    Julie McKy Stark Company, REALTORS

    117 N Oak Grove Dr, Madison, WI 53717
  • /29

    $225,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    15 Craig Ave, Madison, WI 53705

    Charming, move-in ready stand-alone condo tucked at the end of a peaceful cul-de-sac in a prime Madison location. Just minutes from Hilldale Shopping Center, UW Campus, UW Hospital, downtown, and countless restaurants and shops. The bright and inviting living room features a large bay window and beautiful laminate wood floors. Floor plan includes two bedrooms, a full bath, and a spacious

    Haley Burlage ERA MyPro Realty

    15 Craig Ave, Madison, WI 53705
  • /29

    $170,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    2564 Branch St Unit 12, Middleton, WI 53562

    Affordability can be found still!! Walking distance to Pheasant Branch Trail, near Pheasant Branch Conversancy. Jack and Jill type bathroom setup with double vanity. Plenty of parking in the lot, and walkable to tons of Middleton businesses. perfect starter unit to start building equity. Come check it out!

    Ryan Spiess Stark Company, REALTORS

    2564 Branch St Unit 12, Middleton, WI 53562
  • /6

    $157,500

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    5313 Brody Dr Unit 202, Madison, WI 53705

    Spacious 1 bedroom condo at Sleepy Hollow Condominiums. Near downtown, close to the busline, and near westside shopping. If you are looking for a place to renovate, this is your condo. Unit is being sold as is. Seller has never lived in unit.

    Tyler Heinzmann Bruner Realty & Management

    5313 Brody Dr Unit 202, Madison, WI 53705
  • /24

    $210,000

    • 2 Beds
    • 1 Bath
    • 905 Sq Ft

    2146 Allen Blvd Unit 3, Middleton, WI 53562

    Charming 2-bedroom, 1-bath condo in the heart of Middleton! This well-kept unit features a bright, open layout, spacious living area, and private balcony—perfect for relaxing or entertaining. The functional kitchen offers plenty of storage, and both bedrooms include generous closet space. Enjoy the convenience of an attached garage and shared laundry. Located in a quiet, professionally managed

    Denis Greatens Keller Williams Lake Country

    2146 Allen Blvd Unit 3, Middleton, WI 53562

Why Live in Middleton Hills

Middleton Hills, located about a mile north of downtown Middleton, is a master-planned community known for its Prairie-style homes inspired by Frank Lloyd Wright. The neighborhood features over 400 detached homes, ranging from modest to expansive, and includes the Gardd Parc Condominium Homes with one- and two-bedroom units. Architectural styles in Middleton Hills include midwestern bungalows, Prairie, and Arts and Crafts designs. The area is pedestrian-friendly, with sidewalks connecting homes to local businesses, parks, and Northside Elementary School, which is highly rated along with Kromrey Middle and Middleton High. The Pheasant Branch Conservancy, directly east of the neighborhood, offers a 3-mile trail loop through marshes, prairies, and forests, providing ample opportunities for wildlife observation. Middleton Hills also has two neighborhood parks with amenities such as basketball and volleyball courts, a baseball diamond, and picnic shelters. The local shopping area, within a 15-minute walk for all residents, includes Prairie Café & Bakery, Lupe’s Taqueria, and the fine dining restaurant 1847 at the Stamm House. Community events like the Fourth of July parade and Music in the Hills foster a strong sense of community. The neighborhood is safer than the national average, and running errands is convenient with a Metro Market nearby and a Costco less than 10 minutes away. Downtown Madison is accessible within 20 minutes via University Avenue.

Home Trends in Middleton Hills, WI

Housing Trends

Median Sale Price
$622,500
Median Single Family Sale Price
$797,500
Median 2 Bedroom Sale Price
$473,050
Average Price Per Sq Ft
$298
Number of Homes for Sale
3
Last 12 months Home Sales
30
Months of Supply
1.20
Median List Price
$699,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-17%
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