8,020

Homes in ZIP Code 53705

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  • /52

    $715,000

    $25K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,467 Sq Ft

    2641 Chamberlain Ave, Madison, WI 53705

    Nestled on a classic tree-lined street in Madison’s highly desirable Regent neighborhood, this vintage bungalow offers the perfect blend of character and convenience. Enjoy walkable access to local coffee shops, restaurants, and neighborhood favorites, all while being just minutes from UW Hospital and the UW–Madison campus. Inside, you’ll find beautifully refinished hardwood floors, fresh paint

    Matthew Lindholm Bruner Realty & Management

    2641 Chamberlain Ave, Madison, WI 53705
  • /2

    Starting at $1,050 Per Month

    • 2 Beds

    5021 Old Middleton Rd, Madison, WI 53705

    (608) 535-8133

    5021 Old Middleton Rd, Madison, WI 53705
  • /54

    $730,000

    Sold Jul 14, 2025

    6405 Appalachian Way, Madison, WI 53705

    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Above List Price
    • $386/SF
    • 7 Days On Market

    Current Estimated Value $731,058

    Last Listing Agent Tom Meyer Essential Real Estate LLC

    6405 Appalachian Way, Madison, WI 53705
    • /35

      Est $844,407

      Not Listed For Sale

      2906 Gregory St, Madison, WI 53711

      • 4 Beds
      • 3 Baths
      • 2,565 Sq Ft
      • Built 1928
      2906 Gregory St, Madison, WI 53711

      Last Sold Summary

      • 4 Days On Market

  • /38

    $525,000

    $75K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,663 Sq Ft

    2825 Regent St, Madison, WI 53705

    Tucked in one of Madison’s most sought-after locations, this home offers the perfect blend of privacy, updates, and convenience! Set on a beautifully wooded lot, you’ll love the natural setting & inviting outdoor spaces designed for entertaining and everyday enjoyment. Cool floor plan offers an easy flow of living! Fabulous updated kitchen featuring quartz countertops, along with newer appliances

    Tamara McDougal EXP Realty, LLC

    2825 Regent St, Madison, WI 53705
  • /15

    Starting at $1,020 Per Month

    • 1 Bed

    1706 Norman Way, Madison, WI 53705

    Spring Harbor Apartment is an apartment building with efficiencies and one bedrooms which include heat, hot water, water and sewer. Each residence is fully carpeted and has a full size galley kitchen, window a/c unit, ample closet space, and lots of windows. The building has on site laundry, storage and covered parking and accepts cats for $25/month. Spring Harbor is located a block from Lake

    Spring Harbor Apartments

    (608) 909-6275

    1706 Norman Way, Madison, WI 53705
  • /31

    $240,000

    Sold Mar 30, 2026

    6302 Mineral Point Rd Unit 304, Madison, WI 53705

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $203/SF
    • 11 Days On Market

    Current Estimated Value $237,358

    Last Listing Agent Christine McCorvie First Weber Inc

    6302 Mineral Point Rd Unit 304, Madison, WI 53705
    • /22

      Est $507,498

      Not Listed For Sale

      321 Glenway St, Madison, WI 53705

      • 3 Beds
      • 2.5 Baths
      • 1,457 Sq Ft
      • Built 1940
      321 Glenway St, Madison, WI 53705

      Last Sold Summary

      • 71 Days On Market

  • /2

    $950,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,739 Sq Ft

    2610 Chamberlain Ave, Madison, WI 53705

    Vintage charm meets quality & convenience on rare double lot in a sought-after Regent neighborhood. Lovingly restored home blends classic design with thoughtful updates, featuring large windows & custom woodwork that fill the space with warmth & light. Walk to UW-Madison, hospitals, parks, and local favorites. ML offers two fireplaces (wood-burning and gas), spacious living, dining & family

    Chas Martin Sprinkman Real Estate

    2610 Chamberlain Ave, Madison, WI 53705
  • /5

    Starting at $1,195

    Total Monthly Price

    • 1 - 2 Beds

    330-348 Island Dr, Madison, WI 53705

    Great units located off of Mineral Point Rd. Large floor plans that boast a variety of amenities including open kitchen, spacious living room, private balcony off of bedroom, A/C, tons of cabinet space, laundry on-site, and covered parking.

    Faircrest Apartments

    (608) 960-8629

    330-348 Island Dr, Madison, WI 53705
  • /61

    $880,000

    Sold Mar 31, 2026

    201 S Kenosha Dr, Madison, WI 53705

    • 3 Beds
    • 3.5 Baths
    • 3,588 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Above List Price
    • $245/SF
    • 25 Days On Market

    Current Estimated Value $866,957

    Last Listing Agent Amy Lessing Compass Real Estate Wisconsin

    201 S Kenosha Dr, Madison, WI 53705
    • /70

      Est $592,790

      Not Listed For Sale

      3805 Hammersley Ave, Madison, WI 53705

      • 3 Beds
      • 3 Baths
      • 1,742 Sq Ft
      • Built 1942
      3805 Hammersley Ave, Madison, WI 53705

      Last Sold Summary

      • 34 Days On Market

  • /41

    $495,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,278 Sq Ft

    3717 Zwerg Dr, Madison, WI 53705

    Location is everything! This well maintained and much-loved home is situated comfortably on the West side of Madison near Monroe St, Midvale, Regent St. Tons of updates. The cozy Ranch style home features hardwood floors throughout, updated bathroom (2023), huge yard, and finished basement. Discover the home's functional flow. From the natural light filled living room featuring a high-end

    Jaclyn Cunningham First Weber Inc

    3717 Zwerg Dr, Madison, WI 53705
  • /13

    Starting at $1,525 Per Month

    • Studio - 2 Beds

    3722 Speedway Rd, Madison, WI 53705

    Welcome to your brand new apartment in the heart of Madison, Wisconsin, located near vibrant Sunset Village! Third floor views in boutique building. Walking distance to The Glen Golf Park, restaurants, bars, grocery and shopping. This contemporary and spacious apartment boasts modern amenities providing you with the perfect blend of comfort and style.Brand New

    (608) 292-6514

    3722 Speedway Rd, Madison, WI 53705
  • /63

    $1,200,000

    Sold Oct 30, 2025

    923 Swarthmore Ct, Madison, WI 53705

    • 3 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Below List Price
    • $537/SF
    • 85 Days On Market

    Current Estimated Value $1,201,050

    Last Listing Agent Mike Adler Restaino & Associates

    923 Swarthmore Ct, Madison, WI 53705
    • /28

      Est $397,836

      Not Listed For Sale

      306 Larkin St, Madison, WI 53705

      • 2 Beds
      • 1 Bath
      • 690 Sq Ft
      • Built 1942
      306 Larkin St, Madison, WI 53705

      Last Sold Summary

      • 14 Days On Market

  • /65

    $1,450,000

    $200K PRICE DROP Under Contract
    • 5 Beds
    • 5 Baths
    • 4,100 Sq Ft

    3309 Tally Ho Ln, Madison, WI 53705

    Rare opportunity to own this never before listed 5 bedroom 2 story in Shorewood Hills! Beautifully renovated over the years this home truly has it all - enter inside to find the bright and open main lvl complete w/ mud & powder room, 2 in-home offices, window filled living/dining room, & kitchen w/ stainless apps, breakfast bar, & dining nook! Brand new 2023 upper level addition is sure to

    Brooke Mussehl MHB Real Estate

    3309 Tally Ho Ln, Madison, WI 53705
  • /20

    Starting at $1,250 Per Month

    • 2 Beds

    4450-4470 Hillcrest Dr, Madison, WI 53705

    Madison West. Charming two bedroom 2nd floor 750 square foot apartment in red brick two story apartment. Solid oak wood floors, numerous closets, coin operated washer and dryer in basement common area. Each apartment has it own natural gas furnace, central air conditioner, and water heater. Tenant pays gas, and electric, average combined utility cost over the course of a year is only $115.00 per

    Gardens on Hillcrest

    (833) 974-6647

    4450-4470 Hillcrest Dr, Madison, WI 53705
  • /60

    $776,000

    Sold Mar 27, 2026

    29 Blue Ridge Ct, Madison, WI 53705

    • 5 Beds
    • 2.5 Baths
    • 3,076 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Above List Price
    • $252/SF
    • 6 Days On Market

    Current Estimated Value $769,688

    Last Listing Agent MHB Real Estate Team MHB Real Estate

    29 Blue Ridge Ct, Madison, WI 53705
    • /51

      Est $474,291

      Not Listed For Sale

      207 Westmorland Blvd, Madison, WI 53705

      • 2 Beds
      • 2 Baths
      • 1,516 Sq Ft
      • Built 1941
      207 Westmorland Blvd, Madison, WI 53705

      Last Sold Summary

      • 7 Days On Market

  • /25

    $500,000

    • 1 Bed
    • 2 Baths
    • 1,462 Sq Ft

    625 N Segoe Rd Unit 404, Madison, WI 53705

    This spacious condominium boasts an inviting open floor plan flooded with plenty of natural light, ideal for comfortable living and entertaining. The kitchen features sleep stainless steel appliances and a convenient breakfast bar for casual dining. The primary suite is a luxurious retreat with an en-suite bath featuring a double vanity, walk-in shower, and separate tub, as well as a generous

    Denise Holmes Collective Real Estate Group

    625 N Segoe Rd Unit 404, Madison, WI 53705
  • /20

    Starting at $1,100 Per Month

    • Studio - 2 Beds

    5002 Sheboygan Ave, Madison, WI 53705

    Chapel Hill Apartments is a three story 171 unit building with efficiency for $1100-1110, 1 bedroom/1 bath apartment for $1250-1260 and a 2 bedroom/1 bath for $1,500-1560/month which includes heat, hot water, water and sewer. Each residence is fully carpeted and has a full size galley kitchen, window a/c unit, ample closet space, and lots of windows. The building has six laundry rooms with on

    Chapel Hill Apartments

    (608) 292-4718

    5002 Sheboygan Ave, Madison, WI 53705
  • /41

    $450,000

    Sold Jul 15, 2025

    5418 Old Middleton Rd Unit 201, Madison, WI 53705

    • 2 Beds
    • 2 Baths
    • 1,748 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Above List Price
    • $257/SF
    • 13 Days On Market

    Current Estimated Value $450,599

    Last Listing Agent Lindsey DeFlorian Lauer Realty Group, Inc.

    5418 Old Middleton Rd Unit 201, Madison, WI 53705
    • /35

      Est $450,030

      Not Listed For Sale

      3926 Hammersley Ave, Madison, WI 53705

      • 2 Beds
      • 1 Bath
      • 1,248 Sq Ft
      • Built 1942
      3926 Hammersley Ave, Madison, WI 53705

      Last Sold Summary

      • 5 Days On Market

  • /2

    $268,900

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    18 Grand Canyon Dr, Madison, WI 53705

    Welcome home to this beautifully updated townhome in a sought-after west-side community! Perfectly located near parks, schools, bus routes, West Towne Mall, restaurants, grocery stores, and more, convenience is right outside your door. Inside, you’ll love the inviting layout with an attached garage leading directly into the kitchen, a spacious primary bedroom with an extra vanity and walkthrough

    Cyndie Brown First Weber, Inc

    18 Grand Canyon Dr, Madison, WI 53705
  • /16

    $1,715 Per Month

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft
    • Condo for Rent

    3319 Harvey St Unit 3319-E, Madison, WI 53705

    Property Id: 1566483Well appointed 2 bedroom, 1 bath apartment unit in near-west side Madison. One block off University Avenue in Hilldale/Shorewood neighborhood and Quarry Park. Walking distance to transportation lines, University Ave, Shorewood Malls, Hilldale Mall and UW/VA Hospitals. Off-street parking.Well appointed kitchen. On-site laundry facilities. LL pays heat (gas) and

    (608) 400-4385

    3319 Harvey St Unit 3319-E, Madison, WI 53705
  • /33

    $415,000

    Sold Oct 17, 2025

    5734 Bittersweet Place, Madison, WI 53705

    • 3 Beds
    • 1 Bath
    • 1,142 Sq Ft
    • Built 1940

    Last Sold Summary

    • 1% Below List Price
    • $363/SF
    • 38 Days On Market

    Current Estimated Value $409,975

    Last Listing Agent Jolenta Averill Lake & City Homes Realty

    5734 Bittersweet Place, Madison, WI 53705
    • /35

      Est $613,955

      Not Listed For Sale

      227 Standish Ct, Madison, WI 53705

      • 3 Beds
      • 2 Baths
      • 1,324 Sq Ft
      • Built 1941
      227 Standish Ct, Madison, WI 53705

      Last Sold Summary

      • 12 Days On Market

  • /38

    $884,900

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 2,054 Sq Ft

    1234 Sweetbriar Rd, Madison, WI 53705

    Welcome home to Shorewood Hills! This historic home offers over 2,000 square feet of living space on a level, one-third-acre lot. The welcoming foyer opens to a spacious living room featuring a wood fireplace, original built-in cabinets and access to the private backyard. The charming kitchen offers great counterspace and storage. Entertaining is easy in the formal dining room. The classic

    Ron Kubalanza Stark Company, REALTORS

    1234 Sweetbriar Rd, Madison, WI 53705
  • /10

    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    313-315 Eugenia Ave Unit 1, Madison, WI 53705

    Property Id: 2593697Nice 2 bedroom apartment in quiet 4 unit building on Madison's near West side. This apartment is very close to shopping ( the Hilldale shopping center) and parks and 1.5 miles West of the university of Wisconsin and UW hospital--an easy bike ride. Bus service is one block away. 1 year lease, $1750, rent, references required ( previous rental recommendation)

    (608) 405-8776

    313-315 Eugenia Ave Unit 1, Madison, WI 53705
  • /61

    $765,000

    Sold May 13, 2026

    5429 Trempealeau Trail, Madison, WI 53705

    • 4 Beds
    • 2.5 Baths
    • 2,049 Sq Ft
    • Built 1965

    Last Sold Summary

    • 22% Above List Price
    • $373/SF
    • 7 Days On Market

    Current Estimated Value $629,046

    Last Listing Agent The 608 Team EXP Realty, LLC

    5429 Trempealeau Trail, Madison, WI 53705
    • /35

      Est $461,583

      Not Listed For Sale

      3701 Ross St, Madison, WI 53705

      • 2 Beds
      • 2 Baths
      • 1,211 Sq Ft
      • Built 1946
      3701 Ross St, Madison, WI 53705

      Last Sold Summary

      • 3 Days On Market

  • /52

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    207 S Owen Dr, Madison, WI 53705

    Showings start 6/11. Nestled among mature trees in one of Madison’s most sought-after neighborhoods, this timeless Cape Cod offers an exceptional blend of character, comfort, and convenience. Enjoy morning coffee in the newly completed screened porch (2022), entertain in the private, landscaped backyard, relax on the private terrace (2022) off the primary bedroom, or unwind year-round in the

    Seth Pfaehler The McGrady Group, LLC

    207 S Owen Dr, Madison, WI 53705
  • /10

    $1,065 Per Month

    • Studio
    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    3315 Harvey St Unit 3317-7, Madison, WI 53705

    Property Id: 1566466Well appointed studio apartment unit in near-west side Madison. One block off University Avenue in Hilldale/Shorewood neighborhood and Quarry Park. Walking distance to transportation lines, University Ave, Shorewood Malls, Hilldale Mall and UW/VA Hospitals. On street parking. Well appointed kitchen. On-site laundry facilities. LL pays heat (gas) and water/sewer.

    (608) 467-5723

    3315 Harvey St Unit 3317-7, Madison, WI 53705
  • /48

    $600,000

    Sold Mar 17, 2026

    5019 Manitowoc Pkwy, Madison, WI 53705

    • 3,946 Sq Ft
    • Built 1965

    Last Sold Summary

    • 17% Below List Price
    • $152/SF
    • 62 Days On Market

    Current Estimated Value $625,957

    Last Listing Agent Evan Braun Stark Company, REALTORS

    5019 Manitowoc Pkwy, Madison, WI 53705
    • /31

      Est $601,531

      Not Listed For Sale

      3730 Hillcrest Dr, Madison, WI 53705

      • 3 Beds
      • 2.5 Baths
      • 2,003 Sq Ft
      • Built 1952
      3730 Hillcrest Dr, Madison, WI 53705

      Last Sold Summary

      • 6 Days On Market

  • /41

    $775,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 4 Baths
    • 2,937 Sq Ft

    913 Sauk Ridge Trail, Madison, WI 53717

    Welcome to this beautiful and lovingly maintained, freshly repainted (2025) and brand new carpet 2026, custom-built home. Light-filled from large windows. Enter through XL garage with multi-bike parking and large work space; classic mud room into kitchen with solid wood cabinetry and floors (refinished 2025), beautiful granite center island, XL pantry; enjoy large windows in the living-dining

    Eduardo Gnewuch Bunbury & Assoc, REALTORS

    913 Sauk Ridge Trail, Madison, WI 53717
  • /16

    $1,850 Per Month

    • 2 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • Condo for Rent

    510 N Franklin Ave Unit 2, Madison, WI 53705

    Property Id: 1522373Well appointed 2 bedroom 1 bathroom apartment unit in near-west side Madison. One block off University Avenue in Hilldale/Shorewood neighborhood. Walking distance to transportation lines, University Ave, Shorewood Malls, Hilldale shopping center, and UW/VA Hospitals. 1 covered garage space with opener included. Off-street parking available. This unit comes with an

    (608) 807-2789

    510 N Franklin Ave Unit 2, Madison, WI 53705
  • /82

    $540,000

    Sold Nov 20, 2025

    6118 Old Middleton Rd, Madison, WI 53705

    • 3 Beds
    • 3 Baths
    • 2,146 Sq Ft
    • Built 1948

    Last Sold Summary

    • 8% Below List Price
    • $252/SF
    • 31 Days On Market

    Current Estimated Value $545,662

    Last Listing Agent Jenny Bunbury-Johnson Bunbury & Assoc, REALTORS

    6118 Old Middleton Rd, Madison, WI 53705
    • /34

      Est $636,137

      Not Listed For Sale

      3734 Hillcrest Dr, Madison, WI 53705

      • 3 Beds
      • 2 Baths
      • 1,534 Sq Ft
      • Built 1951
      3734 Hillcrest Dr, Madison, WI 53705

      Last Sold Summary

      • 4 Days On Market

Showing Results 121 - 160, Page 4 of 18

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