Middleton, WI Homes for Sale under $300,000

• 

  

  

  /12

  $200,000

  $39K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $869,565 per Acre

  657 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  657 Windy Willow Rd, Middleton, WI 53593
• 

  

  

  /14

  $220,000

  • Land
  • 13,068 Sq Ft
  • $733,333 per Acre

  10514 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

  Amy Lessing Compass Real Estate Wisconsin

  10514 Emerald Elm Rd, Middleton, WI 53593
• 

  

  

  /6

  $269,000

  • Land
  • 36,154 Sq Ft
  • $324,096 per Acre

  Lot 29 Blue Cedar Dr, Middleton, WI 53593

  This is a fantastic corner lot in the luxurious Glaciers Trail neighborhood. Located in the Town of Middleton, it provides access to the much-desired Middleton School District. This lot features the perfect location to build a stunning home while being within a short drive of local shopping, restaurants, golf courses, and other amenities of Madison’s west side. The lot features half exposure.

  Alden Cleary Jason Thomas Homes LLC

  Lot 29 Blue Cedar Dr, Middleton, WI 53593
• 

  

  

  /15

  $179,000

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  2162 Allen Blvd Unit 1, Middleton, WI 53562

  Affordable, sunny Middleton condo with walkout to patio and wooded courtyard. $395 condo fee includes heat, water/hot water! Two decent size bedrooms, one car attached garage plus outside parking and separate storage area. Includes all appliances. New roof installed June of 2026. Includes trash and snow removal, common area maintenance and insurance. Fun location across from Marshall Park/Lake

  Mary Whitcomb Compass Real Estate Wisconsin

  2162 Allen Blvd Unit 1, Middleton, WI 53562
• 

  

  

  /3

  $275,000

  • Land
  • 3,049 Sq Ft
  • $3,928,571 per Acre

  7545 California Love Trail, Middleton, WI 53562

  Come build a Custom Home on Lot 37 at Belle Farm in the Middleton-Cross Plains School District. Custom Homes are on the edge of neighborhood and nature. This lot allows for a home up to 2,000 sq ft. Belle Farm is a new residential community in Middleton, WI focused on physical and mental wellbeing and a deep respect for the earth. Preserving open space and overlooking Graber Pond, the

  Estella Moschkau Sprinkman Real Estate

  7545 California Love Trail, Middleton, WI 53562
• 

  /2

  $243,000

  • Land
  • 4,791 Sq Ft
  • $2,209,091 per Acre

  4051 Serenbe St, Middleton, WI 53562

  Lot 18 at Belle Farm in Middleton’s eco, health and wellness neighborhood. This lot includes a curated, elegant house plan (4 bed, 2.5 bath, 2,800–3,500 sq ft), allowing you to move forward without the friction of starting from scratch. Homes here are built for long-term performance with solar, geothermal HVAC, and high quality materials designed to reduce utility costs and increase resiliency.

  Estella Moschkau Sprinkman Real Estate

  4051 Serenbe St, Middleton, WI 53562
• 

  

  /5

  $240,000

  • Land
  • 3,484 Sq Ft
  • $3,000,000 per Acre

  4063 Serenbe St, Middleton, WI 53562

  Lot 21 at Belle Farm is designed for a Chicago Row Home floor plan offering 3 to 4 bedrooms, 3.5 baths, and approximately 3,800 square feet. Chicago Row Houses at Belle farm are elegant, three-story, standalone homes inspired by historical neighborhoods in cities like Chicago, New York and New Orleans. Made of brick, stone or stucco, our version includes a striking and unexpectedly deep, covered

  Estella Moschkau Sprinkman Real Estate

  4063 Serenbe St, Middleton, WI 53562
• 

  

  /12

  $210,000

  $47K PRICE INCREASE

  • Land
  • 10,890 Sq Ft
  • $840,000 per Acre

  641 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  641 Windy Willow Rd, Middleton, WI 53593
• 

  

  /15

  $175,000

  $75K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft

  7401 Century Place Unit 103B, Middleton, WI 53562

  Fresh, modern, and completely turnkey! This beautifully updated Middleton condo features renovations throughout, offering a clean, move-in ready space you'll love coming home to. includes a dedicated storage unit for added convenience. Set in a vibrant, going community close to shopping, dining, and more- this is low-maintenance living at its best. (Free off-street parking, too!)

  Megan Hoy First Weber Inc - Delafield

  7401 Century Place Unit 103B, Middleton, WI 53562
• 

  

  /5

  $193,000

  • Land
  • 5,227 Sq Ft
  • $1,608,333 per Acre

  Lot 7 Belle Farm, Middleton, WI 53562

  Embrace simple living in Belle Farm, Middleton’s new eco-wellness neighborhood designed for connection, sustainability, and a better way of life. This Cabin Home lot features a thoughtfully crafted Brio-built home plan of approximately 1,300 sq ft, offering a cozy, efficient footprint without sacrificing design or comfort. Clean lines, smart spaces, and high-quality materials create a home that

  Beth Davis Compass Real Estate Wisconsin

  Lot 7 Belle Farm, Middleton, WI 53562
• 

  

  /5

  $159,000

  • Land
  • 3,920 Sq Ft
  • $1,766,667 per Acre

  6613 Junco Dr, Middleton, WI 53562

  Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas,

  Aeryn Barry Tim O'Brien Homes LLC

  6613 Junco Dr, Middleton, WI 53562
• 

  

  /12

  $210,000

  $28K PRICE INCREASE

  • Land
  • 9,147 Sq Ft
  • $1,000,000 per Acre

  638 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  638 Windy Willow Rd, Middleton, WI 53593
• 

  

  /17

  $189,000

  $21K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 873 Sq Ft

  2142 Allen Blvd Unit 4, Middleton, WI 53562

  Welcome home to your charming Middleton 2-bedroom condo! This well-maintained condo offers comfortable living with incredible convenience. Conveniently located directly across the street from Marshall Park. A bus stop right outside the building to take you directly into downtown Madison. Inside, you will find a bright and functional layout designed for everyday ease. Additional highlights include

  Jonathan Minerick Homecoin.com

  2142 Allen Blvd Unit 4, 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
• 

  

  /12

  $210,000

  $49K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $913,043 per Acre

  662 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  662 Rustic Rise Way, Middleton, WI 53593
• 

  

  /12

  $205,000

  $15K PRICE INCREASE

  • Land
  • 11,325 Sq Ft
  • $788,462 per Acre

  639 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  639 Rustic Rise Way, Middleton, WI 53593
• 

  

  /12

  $200,000

  $13K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $869,565 per Acre

  640 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  640 Rustic Rise Way, Middleton, WI 53593
• 

  

  /12

  $215,000

  $47K PRICE INCREASE

  • Land
  • 11,761 Sq Ft
  • $796,296 per Acre

  651 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  651 Rustic Rise Way, Middleton, WI 53593
• 

  

  /14

  $200,000

  • Land
  • 10,890 Sq Ft
  • $800,000 per Acre

  10513 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

  Amy Lessing Compass Real Estate Wisconsin

  10513 Emerald Elm Rd, Middleton, WI 53593

Showing Results 41 - 59, Page 2 of 2