Madison, WI Homes for Sale under $300,000

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  /17

  $250,000

  • Land
  • 4,356 Sq Ft
  • $2,500,000 per Acre

  929 Williamson St, Madison, WI 53703

  Incredible deep lot with tons of possibilities!! Amazing location on eclectic Willy Street! Zoned residential but potential to rezone to commercial (buyer to verify with city of Madison). Owner added footpath from the property line to Williamson St with turn-of-century Purington bricks reclaimed from the Ohio river. Fenced lot! For more information contact Asher Masino at 608-509-8563 or

  Asher Masino Lauer Realty Group, Inc.

  929 Williamson St, Madison, WI 53703
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  /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
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  /35

  $174,900

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 962 Sq Ft

  8206 Starr Grass Dr Unit 207, Madison, WI 53719

  Midtown Commons Neighborhood! Discover perfect blend of comfort, style, and convenience living in this large well maintained one-bedroom condo. This bright & sunny unit is move in ready and features an open concept with generous room sizes, private balcony perfect for relaxing, in unit washer and dryer. Elevator access, underground parking with assigned storage locker in front of parking stall

  Dan Bowden Restaino & Associates

  8206 Starr Grass Dr Unit 207, Madison, WI 53719
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  /37

  $274,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  2105 E Johnson St, Madison, WI 53704

  Back on the market and lower price! Walk, bike or bus to everything Eastside and downtown! Freshly painted interior with new gas stove, dishwasher and refrigerator! Hardwood floors throughout and a wood burning fireplace plus a whole house fan. Basement could be finished and previously had a full bathroom. Cute little fenced-in yard and porch with solid garage. Low maintenance yard with some

  Robert Grether Weichert, Realtors- Lakepoint

  2105 E Johnson St, Madison, WI 53704
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  /29

  $280,000

  Open Sat 2PM - 4PM

  • 3 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  20 Whitcomb Cir, Madison, WI 53711

  Open House 7/18/26 2:00-4:00. Just Listed! 3 bedroom, 1.5 bath Eat-in kitchen plus dinette area, stainless steel appliances, pantry laminate flooring throughout main level. Three spacious bedrooms upstairs, two have walk-in closets. Primary bedroom bath and hall access make this convenient for everyone with two separate sink area. Large primary bedroom south facing allows you to enjoy great

  Joanne DelPizzo Stark Company, REALTORS

  20 Whitcomb Cir, Madison, WI 53711
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  /4

  $139,000

  $20K PRICE INCREASE

  • Land
  • 6,969 Sq Ft
  • $868,750 per Acre

  3714 Portage Rd, Madison, WI 53704

  Duplex Lots. Hard to find new subdivision in the heart of the city of Madison established neighborhood. Wetland and nature in the rear view. One bus line. Close to East Town Mall, UW-Hospital east, American Family Insurance headquarter, Dane Co airport, and Capitol square. Some lots are wooded. Pick you own lot and builder. twin or side by side duplex allowed. Seller is owner and broker.

  Koua Vang Koua Vang

  3714 Portage Rd, Madison, WI 53704
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  /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
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  /20

  $128,900

  $1K PRICE DROP

  • Studio
  • 1 Bath
  • 496 Sq Ft

  539 D'Onofrio Dr Unit 3, Madison, WI 53719

  Ditch the landlord and embrace low-maintenance living on Madison’s. This affordable and inviting first-floor studio condo features a private entry and a bright, functional layout designed to maximize every square inch. Cook with ease in the full kitchen (featuring a breakfast bar, dishwasher, and microwave), then step through your sliding glass door to enjoy a morning coffee on your patio.

  Keith Schulz Great Rock Realty LLC

  539 D'Onofrio Dr Unit 3, Madison, WI 53719
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  /30

  $125,900

  • Studio
  • 1 Bath
  • 496 Sq Ft

  515 D'Onofrio Dr Unit 1, Madison, WI 53719

  Welcome home to this bright and inviting first-floor studio condominium. LVP and tile flooring throughout. Renewed Slider with incorporated mini-blinds open to your own patio. Entry closet, double-wide reach-in closet and an additional storage closet off the living room add up to a ton of storage! The club house with community room, exercise room and shared laundry are across the parking lot, and

  Dick Bloomenkranz Collective Real Estate Group

  515 D'Onofrio Dr Unit 1, Madison, WI 53719
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  /27

  $294,000

  Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,371 Sq Ft

  2820 Mickelson Pkwy Unit 205, Madison, WI 53711

  Step into comfort and convenience with this inviting condo featuring large bedrooms and a thoughtful layout designed for easy living. Located just steps from the elevator, this home offers effortless access-perfect for all ages and lifestyles. The bright, high ceilings, and open living areas flow seamlessly to a beautiful screened porch, creating the ideal spot to relax, enjoy coffee, or unwind

  Chris Alexander NextHome Midwest

  2820 Mickelson Pkwy Unit 205, Madison, WI 53711
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  /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
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  /62

  $184,900

  • 1 Bed
  • 1 Bath
  • 922 Sq Ft

  325 S Yellowstone Dr Unit 227, Madison, WI 53705

  Well-maintained condo (and newly painted interior) in desirable Marbella Condominiums. Open-concept floor plan features a spacious living room w/cozy electric fireplace, dining area, & kitchen complete w/breakfast bar, pantry closet & plenty of cabinets & counterspace. Primary bedroom offers ample closet space; full bath (walkthru) equipped w/grab bars for added accessibility. Additional features

  Mary Schultz Century 21 Affiliated

  325 S Yellowstone Dr Unit 227, Madison, WI 53705
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  /40

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,113 Sq Ft

  2991 Holborn Cir, Madison, WI 53718

  Welcome to this inviting 2-bedroom, 2-bath townhouse featuring a private entrance and an attached one-car garage for your convenience. Step inside to enjoy a comfortable, spacious layout designed for easy living. Out back, you'll find this patio to be one of the absolute best in the community. Beautiful nature views right outside your door, creating the perfect spot to relax and unwind. Enjoy a

  Ronda Lawry RL Realty Group

  2991 Holborn Cir, Madison, WI 53718
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  /8

  $125,000

  • Land
  • 6,969 Sq Ft
  • $781,250 per Acre

  Lot 1 Wyalusing Dr, Madison, WI 53718

  Rare opportunity in Madison’s sought-after Reston Heights Subdivision! Hard-to-find single-family lots in a master-planned community with parks, greenspace, and trails. Lots will be ready to build by mid-November — bring your own builder and design your dream home! Enjoy green space bordering these lots and a large park across the street. Prime location near the Door Creek Corridor, new schools,

  Mark Nortman First Weber Inc

  Lot 1 Wyalusing Dr, Madison, WI 53718
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  /2

  $101,900

  • Land
  • 6,969 Sq Ft
  • $636,875 per Acre

  3128 Prospect Dr, Sun Prairie, WI 53590

  This prime lot is located in the Providence subdivision conveniently located near shopping,schools,walking trails and other amenities. Create your dream home in this thriving community.

  Jeremiah Sullivan Real Broker LLC

  3128 Prospect Dr, Sun Prairie, WI 53590
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  /28

  $206,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft

  904 Whispering Pines Way, Fitchburg, WI 53713

  Bright & clean condo w/ desirable private entrance & in-unit laundry. Home has new vinyl flooring in the kitchen, dining room, bathroom. New carpet in the living room hallway and bedrooms. Spacious floor plan features open living/dining area, private deck with a storage room, kitchen with new appliances. Full bath has dual vanity and a custom walk-in shower. Even the electrical panel, outlets and

  Eric Castleberg EXP Realty, LLC

  904 Whispering Pines Way, Fitchburg, WI 53713
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  /28

  $199,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  2140 Allen Blvd Unit 3, Middleton, WI 53562

  Welcome to this beautifully updated 2-bedroom, 1-bath condo in an unbeatable Middleton location. The refreshed kitchen features quartz countertops, white cabinetry and stainless steel appliances, flowing seamlessly into a bright and comfortable living space. Enjoy a quiet, private setting from your balcony that feels like you’re nestled in the trees, perfect for morning coffee or evening

  Austin Fleer Pinnacle Real Estate Group LLC

  2140 Allen Blvd Unit 3, Middleton, WI 53562
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  /27

  $190,000

  • 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
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  /44

  $200,000

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft

  503 Whispering Pines Way Unit 503, Fitchburg, WI 53713

  Beautifully remodeled condominium that sparkles with newness. Nestled among majestic oaks and pines, this move-in-ready home offers the perfect blend of modern updates and a peaceful wooded setting. Featuring 2 bedrooms, 1 bath, a private entrance, and convenient first-floor living, this home has been extensively updated with new laminate flooring, new carpet, new cabinets, new interior doors,

  Lynette Porior-Arcel First Weber Inc

  503 Whispering Pines Way Unit 503, Fitchburg, WI 53713
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  /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
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  /53

  $204,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft

  806 Whispering Pines Way, Fitchburg, WI 53713

  Perched among majestic oaks and pines, this beautifully remodeled second-floor condominium offers soaring vaulted ceilings and an open, airy floor plan that feels remarkably spacious. Just steps from a scenic wooded walking trail, you'll enjoy the perfect blend of nature and convenience. This move-in-ready home features 2 bedrooms, 1 bath, a private entrance, updated flooring, cabinetry,

  Lynette Porior-Arcel First Weber Inc

  806 Whispering Pines Way, Fitchburg, WI 53713
• 

  

  /27

  $206,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft

  306 Whispering Pines Way Unit 306, Fitchburg, WI 53713

  Back on the market due to buyer's financing fell through. Bright & clean condo w/ desirable private entrance & in-unit laundry. Home has new vinyl flooring in the kitchen, dining room, bathroom. New carpet in the living room hallway and bedrooms. Spacious floor plan features open living/dining area, private deck with a storage room, kitchen with new appliances. Full bath has dual vanity and a

  Eric Castleberg EXP Realty, LLC

  306 Whispering Pines Way Unit 306, Fitchburg, WI 53713
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  /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
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  /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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  /30

  $250,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  2809 Century Harbor Rd, Middleton, WI 53562

  LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! SOUGHT AFTER MIDDLETON LOCATION! $250,000! Yes! you can have frontage on Lake Mendota and possibilities for a boat slip! Unbelievable opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line with quick access to UW & Madison hospitals! Walk in & be greeted by a beautiful great room W/ high

  Peggy Acker-Farber RE/MAX Preferred

  2809 Century Harbor Rd, Middleton, WI 53562
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  /60

  $205,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  6235 Charing Cross Ln Unit A1, Middleton, WI 53562

  Don't miss this move-in-ready 1-bedroom, 1-bath condo offering comfortable, low-maintenance living. Enjoy the quiet outdoors on your patio. Surrounded by beautiful shared green space—perfect for relaxing or enjoying the outdoors. Additional features include 1 underground parking spot, a private storage area, and a convenient on-site laundry. Located just minutes from downtown Middleton, Greenway

  Kevin Navarro LPT Realty

  6235 Charing Cross Ln Unit A1, Middleton, WI 53562

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