1,245

Dudgeon-Monroe Homes

Section Image
  • /76

    $799,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    3510 Gregory St Unit 12, Madison, WI 53711

    Welcome to the Briar Hill Neighborhood on Madison's Near West Side. Situated on the Southwest Commuter Bike Path and within walking distance of the UW Arboretum, Gates and Brovi as well as a short commute to UW Madison. Two properties situated amongst the sprawling canopy at this coveted address. The main house features beautiful hardwoods throughout the main level with a completely remodeled

    Mark Gladue Lauer Realty Group, Inc.

    3510 Gregory St Unit 12, Madison, WI 53711
  • /12

    Starting at $1,600 Per Month

    • 2 Beds

    2602-2606 Arbor Dr, Madison, WI 53711

    Wingra West Apartments offer a rare opportunity to live in one of Madison’s most sought after neighborhoods, right on Wingra Park and just steps from the shores of Lake Wingra! Tucked just off Monroe Street, you are within easy walking distance to some of the city’s best restaurants, coffee shops, and local shopping.This is not your typical cookie cutter apartment community. The building

    Wingra West Apartments

    2602-2606 Arbor Dr, Madison, WI 53711
  • /2

    $1,182,900

    Sold Aug 29, 2025

    1802 Monroe St Unit 201, Madison, WI 53711

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • Built 2006

    Last Sold Summary

    • $528/SF
    • 1 Day On Market

    Current Estimated Value $1,105,398

    Last Listing Agent . FSBO Comp FSBO Comp

    1802 Monroe St Unit 201, Madison, WI 53711
    • /28

      Est $640,310

      Not Listed For Sale

      644 Crandall St, Madison, WI 53711

      • 3 Beds
      • 1.5 Baths
      • 1,410 Sq Ft
      • Built 1928
      644 Crandall St, Madison, WI 53711

      Last Sold Summary

      • 4 Days On Market

  • /2

    $609,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    7138 Leonard St, Madison, WI 53711

    Move-in ready 8/17/26. This Kennedy home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®,

    Nick DeMaria Stark Company, REALTORS

    7138 Leonard St, Madison, WI 53711
  • /4

    $2,500

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft
    • Condo for Rent

    2628 Arbor Dr Unit Apartment 301, Madison, WI 53711

    A beautiful 2-bedroom, apartment right on Lake Wingra! Monthly rent is $2,500 and the lease begins in July. We will pay for your first months rent (July) so you only owe rent for 11/12 months.Tours available on Saturdays and Sundays.

    2628 Arbor Dr Unit Apartment 301, Madison, WI 53711
  • /31

    $900,000

    Sold Jun 26, 2026

    2121 W Lawn Ave, Madison, WI 53711

    • 4 Beds
    • 2.5 Baths
    • 2,436 Sq Ft
    • Built 1912

    Last Sold Summary

    • $369/SF
    • 3 Days On Market

    Current Estimated Value $923,612

    Last Listing Agent Mary Whitcomb Compass Real Estate Wisconsin

    2121 W Lawn Ave, Madison, WI 53711
    • /34

      Est $742,366

      Not Listed For Sale

      2434 Fox Ave, Madison, WI 53711

      • 3 Beds
      • 2 Baths
      • 1,590 Sq Ft
      • Built 1929
      2434 Fox Ave, Madison, WI 53711

      Last Sold Summary

      • 6 Days On Market

  • /34

    $899,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    610 Leonard St, Madison, WI 53711

    Show 5/27. Timeless charm meets elevated living in the heart of the highly sought after West Lawn! Impeccably maintained home blends classic architecture with high-end updates, showcasing rich original woodwork, beveled glass windows, and gleaming hardwood floors throughout. The designer kitchen is a true centerpiece—featuring quartz countertops, premium appliances, and a layout that flows

    Dustin Laufenberg MHB Real Estate

    610 Leonard St, Madison, WI 53711
  • /24

    $590

    Total Monthly Price

    • 1 Bed
    • 1.5 Baths
    • 120 Sq Ft
    • Condo for Rent

    1914 Monroe St Unit 201, Madison, WI 53711

    Student housing. Rooms for rent available 8/15/26. Rooms have hardwood floors, closet space, and a private lock. House offers a shared living area, kitchen, 1.5 bathrooms, study room and features high ceilings, beautiful woodwork and a coin operated washer and dryer in the basement. Close to campus, on the busline, near Trader Joe’s restaurants, coffee shops, bike path and more. Rooms available

    1914 Monroe St Unit 201, Madison, WI 53711
  • /69

    $638,000

    Sold May 28, 2026

    653 Sheldon St, Madison, WI 53711

    • 2 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 1938

    Last Sold Summary

    • 9% Above List Price
    • $468/SF
    • 7 Days On Market

    Current Estimated Value $426,011

    Last Listing Agent Gerardo Jimenez Sprinkman Real Estate

    653 Sheldon St, Madison, WI 53711
    • /57

      Est $827,644

      Not Listed For Sale

      2416 Gregory St, Madison, WI 53711

      • 3 Beds
      • 3 Baths
      • 2,164 Sq Ft
      • Built 1923
      2416 Gregory St, Madison, WI 53711

      Last Sold Summary

      • 5 Days On Market

  • /62

    $1,680,000

    Pending
    • 4 Beds
    • 3 Baths
    • 3,138 Sq Ft

    1802 Monroe St Unit 401-02, Madison, WI 53711

    READY FOR CONDO AND LOVE LIVING NEAR WEST? Don’t spend another winter in your house and stay connected to your neighborhood. 401-02 is the largest single floor residence at the highly sought after Monroe Commons. Easy house-to-condo transition with all the comforts, ambiance, & space of a house. This condo lives like a 3-bed, 2-bath home with an internally connected 1-bed, 1-bath suite/condo with

    Chris Atkinson Restaino & Associates

    1802 Monroe St Unit 401-02, Madison, WI 53711
  • /11

    $4,500

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    2332 W Lawn Ave, Madison, WI 53711

    Family-friendly neighborhood, amazing walkability to shops, cafes, grocery (Trader Joe's!), pharmacy, restaurants, bus line, bike lane, park & Wingra boathouse. Close to UW & Edgewood. House is a spacious 4 bedroom with an amazing updated primary en suite with imported Indian marble mosaic tile and a jacuzzi tub & walk-in closet & jewelry nook. Unique features everywhere (Indian elephant tiles in

    2332 W Lawn Ave, Madison, WI 53711
  • /49

    $525,000

    Sold Nov 07, 2025

    2332 Monroe St, Madison, WI 53711

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 1894

    Last Sold Summary

    • 28% Below List Price
    • $292/SF
    • 157 Days On Market

    Current Estimated Value $550,711

    Last Listing Agent Heidi Uhrig Glass Slipper Homes, LLC

    2332 Monroe St, Madison, WI 53711
    • /51

      Est $1,170,574

      Not Listed For Sale

      2306 W Lawn Ave, Madison, WI 53711

      • 4 Beds
      • 3.5 Baths
      • 2,679 Sq Ft
      • Built 1922
      2306 W Lawn Ave, Madison, WI 53711

      Last Sold Summary

      • 5 Days On Market

  • /67

    $4,999,500

    $296K PRICE DROP
    • 1,600 Sq Ft

    2821 Monroe St, Madison, WI 53711

    ARBORETUM ARMS LLC APARTMENTS! This spacious, charming, brick building apartments have a large living room, formal dining room. Each unit has one bath with tub and shower. With the exception of the kitchen and bath, there are hardwood floors throughout. An open sun porch overlooks the yard and garden area. It is 1/2 block to the Arboretum and Lake Wingra with boats available for rental. Close

    Brandon Housley Artisan Graham Real Estate

    2821 Monroe St, Madison, WI 53711
  • /13

    $1,750

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    2917 Monroe St Unit 1, Madison, WI 53711

    Great location on Monroe Street walk to cafes, shops, parks and Lake Wingra. First floor unit with hardwoods, 1 car garage, laundry hook ups and storage.

    2917 Monroe St Unit 1, Madison, WI 53711
  • /50

    $825,000

    Sold Jul 17, 2025

    744 Chapman St, Madison, WI 53711

    • 4 Beds
    • 2 Baths
    • 1,845 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Below List Price
    • $447/SF
    • 44 Days On Market

    Current Estimated Value $849,969

    Last Listing Agent Shelley Lazzareschi Realty Executives Cooper Spransy

    744 Chapman St, Madison, WI 53711
    • /62

      Est $1,040,489

      Not Listed For Sale

      2218 W Lawn Ave, Madison, WI 53711

      • 5 Beds
      • 2 Baths
      • 2,798 Sq Ft
      • Built 1909
      2218 W Lawn Ave, Madison, WI 53711

      Last Sold Summary

      • 22 Days On Market

  • /47

    $1,000,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    2221 Keyes Ave, Madison, WI 53711

    This beautifully updated 4-bedroom, 2.5-bath home blends timeless character with modern amenities in Madison's coveted West Lawn neighborhood. Steps from Monroe Street's shops, restaurants, parks, and schools, the location is hard to beat. Original charm shines throughout with a covered front porch, French doors, built-ins, wood-burning fireplace, and formal dining room. The sunny eat-in kitchen

    Jo Ferraro EXP Realty, LLC

    2221 Keyes Ave, Madison, WI 53711
  • /2

    $797,500

    Sold Jul 22, 2025

    628 Sprague St, Madison, WI 53711

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Above List Price
    • $509/SF
    • 10 Days On Market

    Current Estimated Value $787,270

    Last Listing Agent Carlos Alvarado Compass Real Estate Wisconsin

    628 Sprague St, Madison, WI 53711
    • /57

      Est $1,032,579

      Not Listed For Sale

      2259 W Lawn Ave, Madison, WI 53711

      • 4 Beds
      • 2.5 Baths
      • 2,943 Sq Ft
      • Built 1915
      2259 W Lawn Ave, Madison, WI 53711

      Last Sold Summary

      • 14 Days On Market

  • /26

    $427,000

    Sold Oct 10, 2025

    1802 Monroe St Unit 202, Madison, WI 53711

    • 1 Bed
    • 1 Bath
    • 1,013 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $422/SF
    • 82 Days On Market

    Current Estimated Value $466,932

    Last Listing Agent Jean Armendariz-Kerr Mode Realty Network

    1802 Monroe St Unit 202, Madison, WI 53711
    • /40

      Est $902,587

      Not Listed For Sale

      1933 W Lawn Ave, Madison, WI 53711

      • 4 Beds
      • 4 Baths
      • 1,969 Sq Ft
      • Built 1912
      1933 W Lawn Ave, Madison, WI 53711

      Last Sold Summary

      • 70 Days On Market

  • /28

    $570,000

    Sold Jul 18, 2025

    3609 Gregory St, Madison, WI 53711

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • Built 1934

    Last Sold Summary

    • 16% Below List Price
    • $347/SF
    • 21 Days On Market

    Current Estimated Value $588,862

    Last Listing Agent Frank Pohlkamp Assist 2 Sell Homes 4 You Realty

    3609 Gregory St, Madison, WI 53711
    • /46

      Est $714,300

      Not Listed For Sale

      1818 W Lawn Ave, Madison, WI 53711

      • 3 Beds
      • 3 Baths
      • 1,698 Sq Ft
      • Built 1912
      1818 W Lawn Ave, Madison, WI 53711

      Last Sold Summary

      • 11 Days On Market

  • /40

    $560,000

    Sold Oct 30, 2025

    2314 Keyes Ave, Madison, WI 53711

    • 2 Beds
    • 1.5 Baths
    • 1,333 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Above List Price
    • $420/SF
    • 5 Days On Market

    Current Estimated Value $568,802

    Last Listing Agent Amy Sherman-Kortbein Restaino & Associates

    2314 Keyes Ave, Madison, WI 53711
    • /35

      Est $985,375

      Not Listed For Sale

      2356 W Lawn Ave, Madison, WI 53711

      • 4 Beds
      • 2.5 Baths
      • 2,325 Sq Ft
      • Built 1923
      2356 W Lawn Ave, Madison, WI 53711

      Last Sold Summary

      • 1 Day On Market

  • /32

    $285,000

    Sold Apr 06, 2026

    706 Briar Hill Rd, Madison, WI 53711

    • 2 Beds
    • 1.5 Baths
    • 720 Sq Ft
    • Built 1930

    Last Sold Summary

    • 8% Below List Price
    • $396/SF
    • 3 Days On Market

    Current Estimated Value $314,905

    Last Listing Agent Thomas Colloton EXP Realty, LLC

    706 Briar Hill Rd, Madison, WI 53711
    • /43

      Est $661,160

      Not Listed For Sale

      3541 Nakoma Rd, Madison, WI 53711

      • 3 Beds
      • 2 Baths
      • 2,192 Sq Ft
      • Built 1949
      3541 Nakoma Rd, Madison, WI 53711

      Last Sold Summary

      • 8 Days On Market

  • /19

    $680,000

    Sold Apr 14, 2026

    3514 Gregory St, Madison, WI 53711

    • 3 Beds
    • 2 Baths
    • 1,441 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Above List Price
    • $472/SF
    • 5 Days On Market

    Current Estimated Value $652,420

    Last Listing Agent Carlos Alvarado Compass Real Estate Wisconsin

    3514 Gregory St, Madison, WI 53711
    • /47

      Est $515,825

      Not Listed For Sale

      802 Lewis Ct, Madison, WI 53711

      • 3 Beds
      • 1.5 Baths
      • 1,274 Sq Ft
      • Built 1903
      802 Lewis Ct, Madison, WI 53711

      Last Sold Summary

      • 70 Days On Market

  • /41

    $430,000

    Sold Aug 29, 2025

    2908 Arbor Dr, Madison, WI 53711

    • 2 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Built 1951

    Last Sold Summary

    • $381/SF
    • 2 Days On Market

    Current Estimated Value $451,431

    Last Listing Agent Seth Pfaehler The McGrady Group, LLC

    2908 Arbor Dr, Madison, WI 53711
    • /51

      Est $750,754

      Not Listed For Sale

      816 Minakwa Dr, Madison, WI 53711

      • 3 Beds
      • 2.5 Baths
      • 1,752 Sq Ft
      • Built 1920
      816 Minakwa Dr, Madison, WI 53711

      Last Sold Summary

      • 6 Days On Market

  • /75

    $700,000

    Sold Sep 26, 2025

    1822 W Lawn Ave, Madison, WI 53711

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • Built 1909

    Last Sold Summary

    • 7% Below List Price
    • $365/SF
    • 12 Days On Market

    Current Estimated Value $742,779

    Last Listing Agent Liz Quinn Compass Real Estate Wisconsin

    1822 W Lawn Ave, Madison, WI 53711
    • /36

      Est $499,576

      Not Listed For Sale

      3613 Gregory St, Madison, WI 53711

      • 3 Beds
      • 1 Bath
      • 1,180 Sq Ft
      • Built 1935
      3613 Gregory St, Madison, WI 53711

      Last Sold Summary

      • 7 Days On Market

  • /41

    $1,225,000

    Sold Sep 18, 2025

    1802 Monroe St Unit 307, Madison, WI 53711

    • 3 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 2006

    Last Sold Summary

    • 9% Below List Price
    • $500/SF
    • 43 Days On Market

    Current Estimated Value $1,270,649

    Last Listing Agent Robert Carpenter First Weber, Inc

    1802 Monroe St Unit 307, Madison, WI 53711
    • /52

      Est $546,777

      Not Listed For Sale

      3605 Gregory St, Madison, WI 53711

      • 2 Beds
      • 1 Bath
      • 1,250 Sq Ft
      • Built 1937
      3605 Gregory St, Madison, WI 53711

      Last Sold Summary

      • 55 Days On Market

  • /40

    $493,000

    Sold Apr 17, 2026

    3714 Odana Rd, Madison, WI 53711

    • 3 Beds
    • 1.5 Baths
    • 1,076 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Above List Price
    • $458/SF
    • 1 Day On Market

    Current Estimated Value $491,185

    Last Listing Agent Abby Byrne First Weber, Inc

    3714 Odana Rd, Madison, WI 53711

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$621,500
Median Single Family Sale Price
$650,750
Median 2 Bedroom Sale Price
$575,000
Median 1 Bedroom Sale Price
$427,000
Average Price Per Sq Ft
$421
Number of Homes for Sale
2
Last 12 months Home Sales
36
Months of Supply
0.70
Median List Price
$622,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-22%
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