Largest homes for sale in the Southern Wisconsin area
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515 Pawling StreetMadison, WI, 53704 $395,000 $555/sqft 2 bed · 712 sqft · 0.11 acres · Built 1950 · Residential |
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About This PropertyThis Eken Park treasure combines modern upgrades with timeless character! The striking exterior features updated siding, windows, roof, and garage door for standout curb appeal. Inside, hardwood floors, arched doorways and refreshed lighting add warmth throughout. The bright kitchen offers white cabinetry, stainless steel appliances, and flows into a sun-filled living area with oversized windows. The refreshed bathroom showcases subway tile, sleek black fixtures, and an updated vanity. Two generously sized bedrooms for ultimate comfort. The lower level provides great potential for finished space plus room for laundry, a workshop, and plenty of storage. Outside, enjoy a lovely landscaped yard with raised garden beds, a covered porch, and a spacious 2-car garage. Blocks from neighborhood favorites Bloom Bake Shop, Tip Top Tavern, and Dexter's Pub! |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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37 Craig AvenueMadison, WI, 53705 $269,000 $350/sqft 2 bed · 768 sqft · Built 1951 · Residential |
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About This PropertyWelcome home to this charming 2-bedroom, 1-bath condo located at 37 Craig Ave in the heart of Madison! Offering a perfect blend of comfort and convenience, this inviting home features a bright and functional layout with spacious living areas and abundant natural light. The well-appointed kitchen flows seamlessly into the dining and living spaces, creating an ideal setup for both everyday living and entertaining. Enjoy easy, low-maintenance living with comfortable bedrooms, a full bath, and the convenience of condo ownership. Situated close to parks, shopping, dining, and everything Madison has to offer, this condo is a fantastic opportunity for first-time buyers, downsizers, or investors alike. Don't miss your chance to own an affordable home in a great location! |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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65 BELAIRE DRMadison, WI, 53713 $75,900 $72/sqft 3 bed · 1,056 sqft · Built 2018 · Residential |
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About This PropertyOwn your own home in a quiet, well-maintained neighborhood! This 3 bed/2 bath home has plenty of living space. Every day could feel like a vacation! Call us today to schedule a showing and see all the benefits of living in Highland Manor, a professionally managed community. Ask about our special incentive programs! This one won't last long! |
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Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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18 FAIRLANE CTMadison, WI, 53713 $109,900 $104/sqft 3 bed · 1,056 sqft · Built 2025 · Residential |
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About This PropertyOwn your own 3 bed/2 bath home! Make an appointment now to see this brand new home with plenty of space for you and your family. Call us to schedule your viewing of this feature-packed home in Highland Manor, a well-maintained, professionally managed manufactured home community! |
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Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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2942 Bluff StreetMadison, WI, 53705 $485,000 $447/sqft 3 bed · 1,086 sqft · 0.15 acres · Built 1930 · Residential Recent 13 days on market |
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About This PropertyNestled in the sought-after Rocky Bluff neighborhood, this warm and inviting home offers character and inviting features throughout. Original hardwood floors flow through the open main level. The spacious kitchen features abundant storage, a cozy breakfast nook, and a seamless connection to the dining room, perfect for everyday living and entertaining. Two screened porches bathe the home in natural light and extend your living space throughout the year. Main floor bonus room for office space or playroom. LL offers endless flexibility for home gym, game room, or creative space. Potential for second-floor outdoor living add rare and inspiring possibilities to this cherished home. Outside, a large fenced backyard provides plenty of room for kids and pets to roam, while Hoyt Park sits directly across the street. Walkable and bikeable to Hilldale, UW Hospital, UW Campus, and Monroe Street corridor of shops and restaurants. |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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4712 Jenewein RoadMadison, WI, 53711 $249,900 $223/sqft 3 bed · 1,120 sqft · Built 1967 · Residential |
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About This PropertyYou won't find a better value than this beautifully updated 3-bedroom, 2-bath condominium with attached garage! This move-in-ready home features a fantastic layout, modern appliances, luxury flooring, and abundant natural light throughout. Enjoy a morning coffee or cool evening drink your private balcony along with the convenience of being close to parks, public transit, and everyday amenities. The rare 3 bedroom layout is tastefully remodeled from top to bottom combining comfort, style, and practicality with room to grow. A smart opportunity in Madison's strong real estate market—why rent when you can build sweet equity? Take advantage of lower interest rates and make this cozy home yours today! $15,000 Grant funding may be available for first-time buyers, inquire about lender offers. |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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3926 Tulane AvenueMadison, WI, 53714 $474,900 $339/sqft 3 bed · 1,400 sqft · 0.15 acres · Built 1950 · Residential Recent 11 days on market |
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About This PropertyShowing 6/4. Welcome home! You'll be charmed when you enter this Eastmorland bungalow. Completely updated and ready for you to enjoy - from morning coffee in your sunlight kitchen to evenings in your screened gazebo admiring the professionally landscaped yard. Updates include kitchen with quartz countertops and stainless appliances, LVP flooring, and new bath with tile surround. Newly built insulated garage w/8' door in 2017 & new concrete driveway. Triple pane, low E windows and patio door in 2020. New high efficiency furnace, AprilAire, air purification system w/UV bulb, reverse osmosis system, and central air in 2019-2020. Brand new roof and gutters on house and garage in 2026, with 50 year transferrable warranty. And the location! Many nearby restaurants, shopping, & outdoor recreation options to explore with easy access to public transit. |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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3209 Topping RoadMadison, WI, 53705 $700,000 $396/sqft 3 bed · 1,768 sqft · 0.2 acres · Built 1945 · Residential |
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About This PropertyShowing Start 5/15/26. Nestled in the heart of sought-after Shorewood Hills, this charming home offers the perfect blend of timeless character and an unbeatable location. Plan for a beautiful remodel and customize your layout and finishes This investment holds many possibilities. Enjoy tree-lined streets, nearby parks, and the vibrant community atmosphere that makes Shorewood Hills so desirable. Just minutes from the University of Wisconsin–Madison campus, downtown Madison, Lake Mendota, local schools, shopping, coffee shops, and neighborhood dining. Easy access to bike paths, recreation, and cultural attractions adds to the appeal. A rare opportunity to enjoy convenience, charm, and one of the Madison area's most beloved neighborhoods. |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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5110 Buffalo TrailMadison, WI, 53705 $660,000 $346/sqft 3 bed · 1,910 sqft · 0.26 acres · Built 1988 · Residential |
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About This PropertyNestled in a quiet neighborhood, this charming home offers an easy lifestyle just minutes from Hilldale. downtown Madison, Middleton, and some of the area's favorite dining and shopping. Step inside to a living room centered around a cozy fireplace, flowing into the adjacent dining room for easy entertaining. The kitchen has stainless steel appliances, ample storage, and casual dining space, with direct access to a spacious deck overlooking a private backyard oasis surrounded by lush gardens and mature trees. A sitting room provides even more living space to relax or host guests. The main-level primary provides both comfort and convenience with a walk-in closet and private full bath. Upstairs, you'll find two more bedrooms and a full bath. An unfinished basement offers potential for future expansion. With its unbeatable location, inviting spaces, and serene outdoor setting, this home offers the perfect balance of functionality and lifestyle. Check out the 3D tour! |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
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718 Delladonna WayMadison, WI, 53704 $488,000 $184/sqft 4 bed · 2,647 sqft · 0.34 acres · Built 1971 · Residential Recent 11 days on market |
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About This PropertyCheck your wish list… this house has what you are looking for starting with the chef's kitchen. Who wouldn't love cooking here with huge windows, 5 burner gas stove, large bowl sink with custom accessories, abundant storage and a fantastic granite topped island. The kitchen is part of a wide-open space that provides for multiple dining and living areas. Additional features include wood floors, 3 panel doors, updated baths, and first floor laundry. With a nice foyer and the elusive mudroom as you come in from the garage you have it all. And just in case that's not enough there is a whole lower level with rec room, bedroom, bathroom and numerous storage options. With all of this on a beautiful lot with patio overlooking a water feature, even a storage shed for all the extra gear, you can't ask for more. Oh wait… Yes more… A new Roof is being installed! Put all of this in an amazing location near Lake Mendota, Warner Park, and Governors Island and it checks all the boxes! |
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Copyright © 2026 REALTORS® Association of South Central Wisconsin. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Data sourced from MLS via LocalHomes.ai This content was generated using current MLS listing data. All information is sourced directly from MLS fields. Verify all details independently before making decisions. |
