93

Middleton, WI Homes for Sale under $400,000

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  • /5

    $214,900

    • Land
    • 8,712 Sq Ft
    • $1,074,500 per Acre

    L250 Thrasher St, 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

    L250 Thrasher St, Middleton, WI 53562
  • /2

    $225,000

    • Land
    • 3,049 Sq Ft
    • $3,214,286 per Acre

    7549 California Love Trail, Middleton, WI 53562

    Generous closing credit! Seller offering a $75,000 closing credit which can be used toward a three year rate buy down on the lot/home package and/or credit towards the home’s solar and geothermal systems. Come build a Custom Home on Lot 36 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

    Estella Moschkau Sprinkman Real Estate

    7549 California Love Trail, Middleton, WI 53562
  • /27

    $185,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 820 Sq Ft

    2134 Allen Blvd Unit 2, Middleton, WI 53562

    Cozy first floor 2bd/1bth garden condo features a easy access to downtown Middleton, beautiful cottonwood filled green space, and a patio view of Lake Mendota! Complex just had all roofs replaced! Condo fee includes heat, water/sewer, and hot water! Affordable and convenient, this cute condo is waiting for you.

    David Pausch Weichert, Realtors- Lakepoint

    2134 Allen Blvd Unit 2, Middleton, WI 53562
  • /5

    $174,900

    • Land
    • 3,920 Sq Ft
    • $1,943,333 per Acre

    L266 Thrasher St, 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

    L266 Thrasher St, Middleton, WI 53562
  • /5

    $224,900

    • Land
    • 6,969 Sq Ft
    • $1,405,625 per Acre

    L207 Hooded Merganser 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

    L207 Hooded Merganser Dr, Middleton, WI 53562
  • /5

    $204,900

    • Land
    • 9,583 Sq Ft
    • $931,364 per Acre

    L242 Hooded Merganser 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

    L242 Hooded Merganser Dr, Middleton, WI 53562
  • /7

    $199,900

    $55K PRICE INCREASE
    • Land
    • 10,018 Sq Ft
    • $869,130 per Acre

    9924 Shining Willow St, Middleton, WI 53562

    Beautiful half exposed homesite in The Willows neighborhood on Madison's West Side with Middleton Schools. Build with Midwest Homes, builder of quality custom homes since 1969. Enjoy energy and upfront savings with a Energy Star-rated, Green-Built, value-engineered home along with high end finishes and generous allowances for selections that you'll choose with our in-house designer. We build a

    Kelly Rainiero Mode Realty Network

    9924 Shining Willow St, Middleton, WI 53562
  • /60

    $274,900

    Open Sun 11AM - 1PM
    • 1 Bed
    • 1 Bath
    • 1,073 Sq Ft

    8510 Greenway Blvd Unit 104, Middleton, WI 53562

    Comfort, convenience and condo living come together in Middleton! This 1-bedroom, 1-bath condo welcomes you with an open floor plan that makes everyday living and entertaining feel effortless. Pull up a stool at the breakfast bar, settle in beside the gas fireplace, or enjoy a quiet moment in the sunroom. Two spaces in the heated underground parking garage offer a welcome perk through every

    Matt Kornstedt Stark Company, REALTORS

    8510 Greenway Blvd Unit 104, Middleton, WI 53562
  • /13

    $249,000

    • 2 Beds
    • 1 Bath
    • 866 Sq Ft

    2051 Allen Blvd Unit 201, Middleton, WI 53562

    Conveniently located near shopping, restaurants, and the bus line, this beautifully updated end-unit condo offers comfort, convenience, and investment potential. Featuring 2 bedrooms, 1 full bath, an open layout, in-unit washer and dryer, and a spacious private balcony, this home is move-in ready. Enjoy the convenience of heated underground parking with one assigned space, elevator access, and

    Donna LaBarge Badger Realty Team

    2051 Allen Blvd Unit 201, Middleton, WI 53562
  • /5

    $249,900

    • Land
    • 7,405 Sq Ft
    • $1,470,000 per Acre

    L235 Towhee 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

    L235 Towhee Dr, Middleton, WI 53562
  • /12

    $210,000

    $49K PRICE INCREASE
    • Land
    • 10,018 Sq Ft
    • $913,043 per Acre

    649 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

    649 Windy Willow Rd, Middleton, WI 53593
  • /5

    $193,000

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

    Lot 6 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 6 Belle Farm, 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
  • /8

    $159,000

    $9K PRICE INCREASE
    • Land
    • 8,276 Sq Ft
    • $836,842 per Acre

    9433 Cobalt St, Middleton, WI 53562

    Rare homesite in the Middleton School District on the west side of Madison. Partial front exposure possible. Build with Midwest Homes, builder of quality custom homes since 1969. Enjoy energy and upfront savings with an Energy Star-rated, Green-Built, value-engineered home and quality finishes to be chosen alongside our in-house designer. We build a limited number of homes each year to maintain

    Kelly Rainiero Mode Realty Network

    9433 Cobalt St, Middleton, WI 53562
  • /3

    $229,500

    • Land
    • 3,049 Sq Ft
    • $3,278,571 per Acre

    7532 California Love Trail, Middleton, WI 53562

    Generous closing credit! Seller offering a $75,000 closing credit which can be used toward a three year rate buy down on the lot/home package and/or credit towards the home’s solar and geothermal systems. Design your own home on Lot 28 at Belle Farm. Nest lots are close to the action of Belle Farm but tucked just enough away to experience the moment to moment beauty of nature. Everyday will feel

    Estella Moschkau Sprinkman Real Estate

    7532 California Love Trail, Middleton, WI 53562
  • /4

    $229,500

    • Land
    • 4,356 Sq Ft
    • $2,295,000 per Acre

    Belle Farm Lots, Middleton, WI 53562

    Generous closing credit! Seller offering a $75,000 closing credit which can be used toward a three year rate buy down on the lot/home package and/or credit towards the home’s solar and geothermal systems. Lot prices from $180-$370k. Belle Farm is a new kind of residential community in Middleton focused on physical and mental wellbeing and a deep respect for the earth. Preserving open space and

    Estella Moschkau Sprinkman Real Estate

    Belle Farm Lots, Middleton, WI 53562
  • /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
  • /10

    $189,000

    • Land
    • 8,712 Sq Ft
    • $945,000 per Acre

    9326 Wilrich St, Middleton, WI 53562

    Middleton schools with full exposure across the back for a walkout lower level. This is currently one of the last home sites available in this neighborhood! Build your own custom home on this lot with Midwest Homes, local builder of high quality custom homes since 1969. We build a limited number of homes each year to maintain our high standards for craftsmanship and attention to detail. Enjoy

    Kelly Rainiero Mode Realty Network

    9326 Wilrich St, Middleton, WI 53562
  • /5

    $224,900

    • Land
    • 6,969 Sq Ft
    • $1,405,625 per Acre

    L211 Towhee 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

    L211 Towhee Dr, 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
  • /22

    $325,000

    • Land
    • 31,798 Sq Ft
    • $445,205 per Acre

    Lot 14 Highwood Cir, Middleton, WI 53562

    Build your dream home on this beautiful 0.727-acre lot in the Town of Middleton, located in the highly sought-after Middleton-Cross Plains School District! This open, level homesite offers the perfect canvas for your custom home, with ample space for outdoor living and endless design possibilities. Situated in an established neighborhood with quick access to major highways, you’ll enjoy the

    Joshua Besch Collective Real Estate Group

    Lot 14 Highwood Cir, Middleton, WI 53562
  • /5

    $204,900

    • Land
    • 8,712 Sq Ft
    • $1,024,500 per Acre

    L244 Hooded Merganser 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

    L244 Hooded Merganser Dr, Middleton, WI 53562
  • /5

    $174,900

    • Land
    • 4,791 Sq Ft
    • $1,590,000 per Acre

    L265 Thrasher St, 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

    L265 Thrasher St, Middleton, WI 53562
  • /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
  • /3

    $370,000

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

    7533 California Love Trail, Middleton, WI 53562

    Generous closing credit! Seller offering a $75,000 closing credit which can be used toward a three year rate buy down on the lot/home package and/or credit towards the home’s solar and geothermal systems. 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

    Estella Moschkau Sprinkman Real Estate

    7533 California Love Trail, Middleton, WI 53562
  • /48

    $324,500

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    6404 Maywood Ave, Middleton, WI 53562

    Invest in your future and build equity with this 3-bedroom, 2-bath half-duplex in the heart of highly desirable Middleton! This inviting home features an updated & stylish kitchen, two separate living areas affording plenty of room to spread out, split bedrooms for home office or guest space, and an attached garage. Take advantage of yard space and an outstanding location within walking distance

    Mary Duff Stark Company, REALTORS

    6404 Maywood Ave, Middleton, WI 53562
  • /6

    $269,900

    • Land
    • 36,154 Sq Ft
    • $325,181 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
  • /16

    $159,000

    $20K PRICE DROP
    • 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
  • /15

    $399,900

    New Construction $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,403 Sq Ft

    613 Tabby Turn Dr, Middleton, WI 53562

    The Crest Collection: Same heart. Smarter build. We’ve refined our most loved home plans to offer the same comfort and style with more efficient layouts and simplified construction. The result? Homes that stay true to what matters— with added value built in.For site specific home plan details, please click here.All prices, promotions and specifications are subject to change at any

    Veridian Homes Builder
    613 Tabby Turn Dr, Middleton, WI 53562
  • /40

    $347,719

    $11K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,815 Sq Ft

    719 Cricket Ln Unit 1, Middleton, WI 53562

    $3k credit for closing costs or rate buy-down. Numerous updates; NEW furnace & A/C, water softener, water heater, dishwasher, refrigerator, and washer & dryer! Close in time for start of school! This well-cared-for condo offers spacious, low-maintenance living in a highly desirable Middleton location. The bright, open-concept main level is designed for both everyday living & entertaining,

    Ashley Pilarowski Century 21 Affiliated

    719 Cricket Ln Unit 1, 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
  • /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
  • /13

    $160,000

    Open Sat 3:30PM - 5PM
    • 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!)

    Annabel Torres First Weber, Inc

    7401 Century Place Unit 103B, Middleton, WI 53562
  • /3

    $370,000

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

    7521 California Love Trail, Middleton, WI 53562

    Generous closing credit! Seller offering a $75,000 closing credit which can be used toward a three year rate buy down on the lot/home package and/or credit towards the home’s solar and geothermal systems. 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

    Estella Moschkau Sprinkman Real Estate

    7521 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

    Generous closing credit! Seller offering a $75,000 closing credit which can be used toward a three year rate buy down on the lot/home package and/or credit towards the home’s solar and geothermal systems. Lot 18 at Belle Farm includes an 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. Belle Farm is an Eco, Health

    Estella Moschkau Sprinkman Real Estate

    4051 Serenbe St, 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

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