15

Craftsman Homes for Sale in Middleton, WI

Section Image
  • /45

    $574,900

    Open Thu 4PM - 6PM
    • 2 Beds
    • 2.5 Baths
    • 1,902 Sq Ft

    3505 Strawberry Loop, Middleton, WI 53562

    Welcome home to Middleton Hills! This beautifully crafted home blends comfort, style, and an unbeatable location. Hardwood floors flow throughout the main level, while the updated kitchen features solid surface countertops, stainless steel appliances, and plenty of space for cooking and gathering. The living and dining areas connect seamlessly, anchored by a cozy gas fireplace and filled with

    Charles Wills The Wills Agency

    3505 Strawberry Loop, Middleton, WI 53562
  • /63

    $1,699,000

    New Construction Open Sat 11AM - 1PM $50K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,543 Sq Ft

    4029 Serenbe St, Middleton, WI 53703

    Experience a rare combination of design, efficiency, and low-maintenance living in this move-in ready home at Belle Farm. The main level is anchored by a private first-floor primary suite and a seamless connection between kitchen, dining, and den, with hardwood floors, a wood-burning fireplace, and SubZero, Wolf, and Cove appliances. All bedrooms in the main home feature en suite baths, offering

    Estella Moschkau Sprinkman Real Estate

    4029 Serenbe St, Middleton, WI 53703
  • /52

    $1,799,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,643 Sq Ft

    4043 Serenbe St, Middleton, WI 53562

    A move-in ready 2025 Parade Home showcasing contemporary design and abundant natural light at Belle Farm. The open concept main level features a private first floor primary suite, hardwood floors, a curved staircase, and a wood burning fireplace. Clean architectural lines and expansive windows create bright, inviting spaces throughout. Solar and geothermal systems support long term efficiency and

    Estella Moschkau Sprinkman Real Estate

    4043 Serenbe St, Middleton, WI 53562
  • /52

    $775,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 3.5 Baths
    • 2,636 Sq Ft

    3547 Strawberry Loop, Middleton, WI 53562

    This gorgeous home sits nestled on a private street adjacent to green space in the highly desired Middleton Hills neighborhood. Enjoy the greenspace from your front porch or from nice interior sight lines. Walk into a light infused living room w/gas fireplace, custom built-ins & fresh finished maple floors. Up three steps to a dining room/office or sitting room. Kitchen overlooks dining & living

    Jon Birschbach The Birschbach Team

    3547 Strawberry Loop, Middleton, WI 53562
  • /20

    $799,000

    • 3 Beds
    • 3.5 Baths
    • 1,564 Sq Ft

    4054 Serenbe St, Middleton, WI 53562

    Who says you cannot live beautifully in a smaller footprint? These cozy and light-filled standalone homes are a joy & a rarity... combining high quality, high functionality & attention to design. This home at Belle Farm serves as a peaceful antidote... an example that less can be more. Inspiring interiors, front porches & secluded side yards allow for both privacy & opportunities to connect.

    Estella Moschkau Sprinkman Real Estate

    4054 Serenbe St, Middleton, WI 53562
  • /51

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    7450 South Ave, Middleton, WI 53562

    Rare opportunity to own an architect-designed ranch/craftsman masterpiece overlooking historic downtown Middleton. Originally renovated to the studs in 2009 and expanded with a finished lower level in 2019, this home blends luxury with peace of mind. The main level boasts soaring vaulted ceilings, solid hickory flooring and a chef's kitchen featuring Sub-Zero/Wolf appliances and custom cabinetry.

    Michelle Schreier Restaino & Associates

    7450 South Ave, Middleton, WI 53562
  • /13

    $624,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    6683 Linnet Ln, Middleton, WI 53562

    Located in the highly sought-after Middleton School District, this stunning 3-bed, 2.5-bath home offers the perfect blend of comfort, space & functionality. Step in from the front porch into a warm & welcoming main level w/ spacious living area anchored by a charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area w/ room to gather. A

    Aeryn Barry Tim O'Brien Homes LLC

    6683 Linnet Ln, Middleton, WI 53562
  • /13

    $634,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    6665 Linnet Ln, Middleton, WI 53562

    Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you w/ from the covered front porch inviting you into an open living space where the bright sunny Great Room features a cozy fireplace & is open to a spacious Kitchen and dining area. The quartz counters & ample cabinetry make this kitchen a chef's dream. A Flex

    Aeryn Barry Tim O'Brien Homes LLC

    6665 Linnet Ln, Middleton, WI 53562
  • /11

    $1,299,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,516 Sq Ft

    4057 Morning Poem Place, Middleton, WI 53562

    Under construction, estimated completion June 30, 2026. Thoughtfully designed home at Belle Farm offering main-level living with a private primary suite and an open concept kitchen, living, and dining area. The living space is light-filled and functional, with hardwood floors, a wood-burning stove, and a well-appointed kitchen featuring Sub-Zero, Wolf, and Cove appliances. Above the garage, a

    Estella Moschkau Sprinkman Real Estate

    4057 Morning Poem Place, Middleton, WI 53562
  • /33

    $499,900

    Open Sun 10:30AM - 12PM
    • 3 Beds
    • 4 Baths
    • 1,737 Sq Ft

    8866 Red Beryl Dr, Middleton, WI 53562

    New Roof & Downspouts 5/11.. Nestled in the highly coveted Hidden Oaks neighborhood and the award-winning Middleton-Cross Plains School District, this gem is the perfect blend of modern durability and timeless charm. Step inside to find a home meticulously updated for the modern lifestyle. The main level shines with brand-new (2024) Adura Rigid Acacia LVP flooring—designed for high-traffic and

    Michelle Schreier Restaino & Associates

    8866 Red Beryl Dr, Middleton, WI 53562
  • /2

    $1,399,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,801 Sq Ft

    7532 Peyton Pkwy, Middleton, WI 53593

    NEW CONSTRUCTION! Welcome to Evans Crossing. This house is located in an area of fine homes with strong architectural requirements and in a wooded setting abutting the Pioneer Pointe golf course via the Town trail system and in Middleton school system. The house packs a punch: main floor primary, laundry, sunroom, screened in porch, walk-in pantry, raised ceilings, living room, windows

    Alden Cleary Jason Thomas Homes LLC

    7532 Peyton Pkwy, Middleton, WI 53593
  • /21

    $614,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,301 Sq Ft

    6680 Redpoll Rd, Middleton, WI 53562

    Located in the heart of the highly sought-after Middleton School District, this stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area, w/ ample counter space & room to gather. Versatile flex

    Aeryn Barry Tim O'Brien Homes LLC

    6680 Redpoll Rd, Middleton, WI 53562
  • /15

    $622,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,989 Sq Ft

    6671 Linnet Ln, Middleton, WI 53562

    Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry &

    Aeryn Barry Tim O'Brien Homes LLC

    6671 Linnet Ln, Middleton, WI 53562
  • /15

    $626,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,989 Sq Ft

    6625 Junco Dr, Middleton, WI 53562

    Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry &

    Aeryn Barry Tim O'Brien Homes LLC

    6625 Junco Dr, Middleton, WI 53562
  • /24

    $589,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,989 Sq Ft

    6643 Redpoll Rd, Middleton, WI 53562

    Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry &

    Aeryn Barry Tim O'Brien Homes LLC

    6643 Redpoll Rd, Middleton, WI 53562

Home Trends in Middleton, WI

Housing Trends

Median Sale Price
$496,500
Median Single Family Sale Price
$500,000
Median 2 Bedroom Sale Price
$260,450
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$279
Number of Homes for Sale
31
Last 12 months Home Sales
172
Months of Supply
2.20
Median List Price
$499,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home