Madison, WI Homes for Sale under $300,000

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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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  /13

  $230,000

  • Land
  • 10,018 Sq Ft
  • $1,000,000 per Acre

  10422 Red Pine Dr, Verona, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, & the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10422 Red Pine Dr, Verona, WI 53593
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  /13

  $215,000

  • Land
  • 9,147 Sq Ft
  • $1,023,810 per Acre

  10428 Emerald Elm Rd, Verona, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, and the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10428 Emerald Elm Rd, Verona, WI 53593
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  /25

  $269,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft

  8206 Starr Grass Dr Unit 105, Madison, WI 53719

  This beautifully remodeled home has been thoughtfully updated from top to bottom, blending modern finishes with a welcoming feel. This unit has ground level entry with private access. Conveniently located on Madison's west side, you'll enjoy quick access to parks, shopping, restaurants, and everything you need. If you've been looking for a home that's been tastefully refreshed and is ready for

  Thomas Colloton EXP Realty, LLC

  8206 Starr Grass Dr Unit 105, Madison, WI 53719
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  $125,000

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

  245 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

  245 Wyalusing Dr, Madison, WI 53718
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  /5

  $125,000

  • Land
  • 3,049 Sq Ft
  • $1,785,714 per Acre

  1153 Jenifer St, Madison, WI 53703

  Rare vacant parcel on Madison's near east side. 3,071 square feet on Jenifer Street, created by Certified Survey Map No. 17153, zoned residential. Steps to Williamson Street shops and restaurants, Orton Park, and the bike path, with downtown and the Capitol a short ride away. Buyer to verify zoning, minimum lot requirements, setbacks, and buildability with the City of Madison. The adjacent house

  Timothy Flores LPT Realty

  1153 Jenifer St, Madison, WI 53703
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  /22

  $205,000

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft

  1403 Whispering Pines Way, Fitchburg, WI 53713

  Back on the market and better than ever with NEW flooring and a fresh new price! Enjoy easy, low-maintenance living in this well-cared-for 2-bedroom, 1-bath garden-style condo in a convenient location close to shopping, restaurants, clinics, and quick highway access. The inviting interior features an open living and dining area, breakfast bar, updated oak cabinetry in the kitchen and bath, and

  Amber Huemmer Capital Edge Realty

  1403 Whispering Pines Way, Fitchburg, WI 53713
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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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  /24

  $184,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft

  205 Whispering Pines Way Unit 205, Fitchburg, WI 53713

  Enjoy convenient condo living in the established Whispering Pines community! This inviting Fitchburg home offers a comfortable, easy-care setting with all listed appliances included. A roofing project was completed in 2025, adding a valuable recent improvement. Located near the many shops, restaurants, services, and everyday conveniences along Fish Hatchery Road, the home also provides easy

  Matt Winzenried Realty Executives Cooper Spransy

  205 Whispering Pines Way Unit 205, Fitchburg, WI 53713
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  /32

  $195,000

  $10K 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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  /29

  $195,000

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft

  1008 Whispering Pines Way, Fitchburg, WI 53713

  Welcome to Whispering Pines Condominiums! This nicely updated upper-level 2-bedroom, 1-bath condo offers comfortable, low-maintenance living in a convenient Fitchburg location. The bright interior features white cabinetry, an inviting living space, and all appliances included—even the in-unit washer and dryer. Step outside to your private balcony, complete with its own storage room. Whispering

  Beth Hanthorn Century 21 Affiliated

  1008 Whispering Pines Way, Fitchburg, WI 53713
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  /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
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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
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  /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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  /30

  $179,900

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 873 Sq Ft

  2142 Allen Blvd Unit 4, Middleton, WI 53562

  This 2-bedroom condo offers a recently updated kitchen, comfortable living spaces, and a fantastic location just minutes from Madison. This condo is conveniently located across 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 a private

  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 Unit 3, Middleton, WI 53562

  OPEN SEPT 9/5 11:00-1:00! LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! EXCELLENT MIDDLETON LOCATION! This condo project has prime frontage on the Lake & possibilities for a boat slip! Rare opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line w/ quick access to UW & Madison hospitals! Walk in & be greeted by a beautiful great rm w/

  Peggy Acker-Farber RE/MAX Preferred

  2809 Century Harbor Rd Unit 3, Middleton, WI 53562
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  /41

  $290,000

  $30K PRICE DROP Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,278 Sq Ft

  163 Shato Ln, Monona, WI 53716

  Discover your new home in this charming third floor condo featuring a desirable split-bedroom layout. The open-concept design seamlessly connects the living room, dining area, and kitchen creating a bright and inviting space filled with natural light. Vaulted ceilings enhance the spacious feel, while your private deck overlooks the peaceful scenery of Three Meadows Park. The unit includes a

  Nate Smith Fort Real Estate Company LLC

  163 Shato Ln, Monona, WI 53716
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  /71

  $199,900

  $5K PRICE DROP

  • 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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