20

Middleton, WI Homes for Sale under $400,000

Section Image Section Image Section Image
  • /4

    $375,000

    • Land
    • 33,541 Sq Ft
    • $487,013 per Acre

    Lot 15 White Cedar Dr, Middleton, WI 53593

    Premier lot in the Town of Middleton. Glaciers Trail Subdivision. Just steps away from the Ice Age Trail and Town Trails. Adjacent to and across from greenspace. It’s time to build your dream home in one of Madison’s best suburbs. Quiet street with spectacular homes. Great far west side location and Middleton Schools. Bring your own builder.

    Agent Photo

    Tommy Van Ess

    First Weber Inc

    (608) 530-1531

    Lot 15 White Cedar Dr, Middleton, WI 53593
  • /44

    $350,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    1208 N Gammon Rd, Middleton, WI 53562

    Showings begin May 15th on this beautifully updated 3 BR, 2 BA end-unit condo. The updated functional kitchen includes all SS appliances, granite countertops and flows seamlessly into the dining area & to a roomy screen porch that overlooks mature trees and beautiful landscaping. Take advantage of a spacious & bright open layout featuring abundant natural sunlight, vaulted ceiling in LR, and a

    Kellie Unke Stark Company, REALTORS

    1208 N Gammon Rd, Middleton, WI 53562
  • /56

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    3518 Valley Ridge Rd Unit 3518, Middleton, WI 53562

    Just in time for Summer! Orchid Heights Townhomes, situated in Middleton, is a short walk to Pheasant Branch Conservancy walking paths, has a community pool and offers the ease of condo living with lawn care included in your monthly association fee. Townhome has newer flooring throughout. Main floor half bath, kitchen with plenty of storage and space to work, formal dining area that opens into

    Mark Gladue Lauer Realty Group, Inc.

    3518 Valley Ridge Rd Unit 3518, Middleton, WI 53562
  • /3

    $370,000

    • Land
    • 4,356 Sq Ft
    • $3,700,000 per Acre

    7525 California Love Trail, Middleton, WI 53562

    Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. Come build a Custom Home on Lot 41 at Belle Farm in the Middleton-Cross Plains School District. Custom Homes are slightly larger lots on the edge of neighborhood and nature. This lot allows for a home up to 4,100 sq.ft. Belle Farm is a new kind of residential community in Middleton, WI

    Estella Moschkau Sprinkman Real Estate

    7525 California Love Trail, Middleton, WI 53562
  • /35

    $364,900

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    8724 Old Sauk Rd, Middleton, WI 53562

    This stylish condo provides modern updates, spacious living, and an unbeatable location only 5 mins away from Greenway Station & Downtown Middleton! The open concept ML features soaring 10ft ceilings, durable LVP flooring, & a cozy gas FP that creates the perfect space for relaxing or entertaining. The updated kitchen shines with granite countertops, SS appliances, and an adjacent dining area.

    Jordan Bishop Real Broker LLC

    8724 Old Sauk Rd, Middleton, WI 53562
  • /26

    $328,900

    • 2 Beds
    • 1.5 Baths
    • 1,158 Sq Ft

    8510 Greenway Blvd Unit 303, Middleton, WI 53562

    Exquisite Condo in the desirable Bella Casa. This 3rd Floor condo has a private balcony that overlooks a wooded hillside making it a peaceful quiet unit in one of the best shopping and business areas of Middleton. The lofted Master Bedroom suite with overlooks the main level and offers a private bath, walk in closet and laundry. Carpet updated in suite and staircase. A main level with vaulted

    Jane Schuchardt JLS Estates, LLC

    8510 Greenway Blvd Unit 303, Middleton, WI 53562
  • /3

    $370,000

    • Land
    • 4,356 Sq Ft
    • $3,700,000 per Acre

    7521 California Love Trail, Middleton, WI 53562

    Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. Come build a Custom Home on Lot 42 at Belle Farm in the Middleton-Cross Plains School District. This lot features views of Graber Pond and allows for a home of up to 4,100 sq.ft. Belle Farm is an Eco, Health and Wellness neighborhood founded on the idea that the places we live should inspire

    Estella Moschkau Sprinkman Real Estate

    7521 California Love Trail, Middleton, WI 53562
  • /18

    $335,000

    • 2 Beds
    • 2.5 Baths
    • 1,529 Sq Ft

    707 Cricket Ln Unit 5, Middleton, WI 53562

    Welcome Home ! Welcome to this bright and inviting 2BR, 2.5BA condo located in the desirable Middleton School District. Enjoy an open floor plan with hardwood floors, a cozy gas fireplace, and a spacious kitchen with breakfast bar and dinette. Upstairs features two large bedrooms—each with ensuite baths and walk-in closets—plus convenient second-floor laundry. Recent updates include furnace, A/C,

    Phani Palety Real Broker LLC

    707 Cricket Ln Unit 5, Middleton, WI 53562
  • /45

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    2911 Marina Dr, Middleton, WI 53562

    Step inside this zero lot line duplex with NO CONDO FEE and brand NEW ROOF to a fully updated townhouse in Middleton School District backing to Pheasant Branch Conservancy and river leading out to Lake Mendota. Open main living area features a corner gas fireplace, updated kitchen w/ quartz counters and tile backsplash, and walkout deck overlooking private wooded lot. Luxurious primary suite

    Michael Weiss MHB Real Estate

    2911 Marina Dr, Middleton, WI 53562
  • /40

    $364,900

    • 2 Beds
    • 2 Baths
    • 1,415 Sq Ft

    8530 Greenway Blvd Unit 212, Middleton, WI 53562

    Bella Casa! 2 BEDROOM SPLIT FLOOR PLAN, 2 FULL BATHS, DEN, +2 sides exposure! Enjoy easy living & entertaining! Bright unit w/open layout design! Enjoy summer relaxing on covered balcony & winter next to gas fireplace! Den office w/french doors (currently not on), open design kitchen features white cabinets, raised bar counter, tile backsplash, SS appliances (elec stove, microwave, DW, & New

    Kathy DePrey Stark Company, REALTORS

    8530 Greenway Blvd Unit 212, Middleton, WI 53562
  • /6

    $349,900

    $19K PRICE DROP
    • Land
    • 12,632 Sq Ft
    • $1,206,552 per Acre

    10013 Shadow Ridge Trail, Middleton, WI 53562

    The last ready-to-build lot in Blackhawk offers incredible opportunity on Madison's growing westside. Desirable location near schools, dining, shopping, and many parks. Lower level exposure possible, with rear of lot facing south, offering ample year-round natural light. Enjoy sunset walks nearby at Pope Farm Conservancy!

    Chris Barreau MHB Real Estate

    10013 Shadow Ridge Trail, Middleton, WI 53562
  • /3

    $370,000

    • Land
    • 4,356 Sq Ft
    • $3,700,000 per Acre

    7533 California Love Trail, Middleton, WI 53562

    Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. Come build a Custom Home on Lot 39 at Belle Farm in the Middleton-Cross Plains School District. Custom Homes are slightly larger lots on the edge of neighborhood and nature. This lot allows for a home up to 4,200 sq.ft. Belle Farm is a new kind of residential community in Middleton, WI

    Estella Moschkau Sprinkman Real Estate

    7533 California Love Trail, Middleton, WI 53562
  • /35

    $354,900

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    3501 Valley Ridge Rd, Middleton, WI 53562

    You will truly love this 3bed/1.5bath half-duplex townhouse-style condo on the north side of Middleton! 1-car attached garage. Large closet in the primary bedroom! Covered patio as well as new additional patio with built-in firepit and pathway to front of house. Large side-yard! So so close to Pheasant Branch Conservancy! Pheasant Branch has 682 acres with many trails in woods, hills and wetland.

    Dan Breunig Four Lake Real Estate, LLC

    3501 Valley Ridge Rd, Middleton, WI 53562
  • /28

    $360,000

    Open Sun 10AM - 12PM $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,260 Sq Ft

    9368 Old Sauk Rd, Middleton, WI 53562

    Updated, move-in ready condo with an open floor plan and modern updates throughout. Kitchen and bathroom features have been refreshed, with additional improvements to flooring, fixtures, and mechanical components. Functional layout with combined living and dining areas, plus a breakfast bar for added seating and flexibility. Spacious bedrooms and ample storage. Enjoy low-maintenance living with

    Belinda Thomas Compass Real Estate Wisconsin

    9368 Old Sauk Rd, Middleton, WI 53562
  • /47

    $390,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    Redtail Ridge 3-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

    All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

    Encore Homes, Inc Builder
    6976 Belle Fontaine Blvd Unit 37141785, Middleton, WI 53562
  • /47

    $390,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    Redtail Ridge 4-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

    All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

    Encore Homes, Inc Builder
    6976 Belle Fontaine Blvd Unit 37141798, Middleton, WI 53562
  • /24

    $374,900

    Open Sun 10AM - 12PM
    • 2 Beds
    • 2.5 Baths
    • 1,496 Sq Ft

    9354 Old Sauk Rd, Middleton, WI 53562

    GORGEOUS 2 STORY TOWNHOUSE CONDO IN THE MIDDLETON SCHOOL DISTRICT! (Pope Farms Elementary!) Meticulous 2 Bedroom & 2.5 Bath Condo w/private upper level laundry in the Blackhawk Lofts! The main level features an open kitchen with large granite island, tons of beautiful cabinets + dining area that opens to great room with gas fireplace! Upstairs features a large primary suite with trey ceiling,

    Acker Maly Home Team RE/MAX Preferred

    9354 Old Sauk Rd, Middleton, WI 53562
  • /37

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,815 Sq Ft

    719 Cricket Ln Unit 6, Middleton, WI 53562

    Pope Farm Elementary! Welcome to this rare end-unit townhome located in Middleton school district. Tucked away in a quiet setting with no through traffic, this home offers both privacy and convenience. The open-concept main level is filled with natural light thanks to additional windows unique to end units. The living room features a cozy gas fireplace, wood floor and a private balcony. Enjoy the

    Jiangjiang Liu TRR Realty LLC

    719 Cricket Ln Unit 6, Middleton, WI 53562
  • /10

    $399,900

    • Land
    • 40,510 Sq Ft
    • $430,000 per Acre

    Lot 17 Welcome Dr, Middleton, WI 53593

    Land this special doesn't stay available for long, and your dream home deserves the perfect setting. This nearly one-acre homesite offers the rare combination of privacy, space, and prestige, with generous separation from neighboring homes that creates a relaxing and entertaining atmosphere. Located in Middleton's Cherrywood Ridge neighborhood within the acclaimed Middleton-Cross Plains Area

    Alden Cleary Jason Thomas Homes LLC

    Lot 17 Welcome Dr, Middleton, WI 53593
  • /2

    $369,900

    • Land
    • 25,700 Sq Ft
    • $626,949 per Acre

    Lot 36 Eden Ct, Middleton, WI 53593

    Build your dream custom home with Jason Thomas Homes on Lot 36 in Pioneer Pointe, a top golf community offering scenic views and luxury homes. This spacious lot offers a flexible building area backing to the golf course, with views of the green on hole 4 at Pioneer Pointe Golf Course, making it perfect for a thoughtfully designed home that suits your lifestyle. Live in a desirable neighborhood

    Alden Cleary Jason Thomas Homes LLC

    Lot 36 Eden Ct, Middleton, WI 53593

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