1,084

Westhaven Trails Homes

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  • /24

    $194,900

    Open Sat 3PM - 4:30PM $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 995 Sq Ft

    2850 Cimarron Trail Unit 1, Madison, WI 53719

    No breed restrictions for your furbabies! for Welcome home to this move-in-ready first-floor condo in Madison's desirable west side! Offering 2 bedrooms, 1 bathroom, and 945 square feet of comfortable living space, this inviting home features fresh paint, updated flooring in the spacious living room, and an open layout designed for easy everyday living. The functional kitchen includes all

    Agent Photo

    Kayleigh Chrostowski

    Rock Realty

    2850 Cimarron Trail Unit 1, Madison, WI 53719
  • /41

    Starting at $1,895 Per Month

    • 2 Beds

    6801-6925 Chester Dr, Madison, WI 53719

    Madison Townhomes offers spacious two-story townhouses with private entrances and open-concept layouts. This community features 2-bedroom units, including options with 1.5 or 2.5 baths. Scenic View & Singleton Townhomes provides a convenient location near Lake Mendota and Lake Monona, the University of Wisconsin-Madison, and West Towne Mall. With high-ranking schools and abundant rental choices,

    Madison Townhomes – Scenic View

    6801-6925 Chester Dr, Madison, WI 53719
  • /28

    $300,000

    Sold Jul 30, 2026

    6949 Chester Dr Unit F, Madison, WI 53719

    • 2 Beds
    • 2.5 Baths
    • 1,123 Sq Ft
    • Built 1997

    Last Sold Summary

    • $267/SF
    • 16 Days On Market

    Current Estimated Value $297,960

    Last Listing Agent MHB Real Estate Team MHB Real Estate

    6949 Chester Dr Unit F, Madison, WI 53719
    • /37

      Est $302,908

      Not Listed For Sale

      6973 Chester Dr Unit D, Madison, WI 53719

      • 2 Beds
      • 1.5 Baths
      • 1,099 Sq Ft
      • Built 1997
      6973 Chester Dr Unit D, Madison, WI 53719

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Amy Wilcox Real Broker LLC

  • /36

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft

    9 Sedona Ct, Madison, WI 53719

    Move-in ready on a quiet cul-de-sac in Madison's Westhaven Trails! This updated 3-bedroom, 2-bath home features an open floor plan and cathedral ceilings. The spacious eat-in kitchen flows out to a deck overlooking the backyard, ideal for entertaining. The fully finished lower level includes a bedroom, family room, and a second full bath, perfect for a home office or guest space. Major systems

    Thomas Jennings Stark Company, REALTORS

    9 Sedona Ct, Madison, WI 53719
  • /38

    Starting at $1,695 Per Month

    • 3 Beds

    3156 Muir Field Rd, Madison, WI 53719

    Tucson Trails is located on the Southwest side of Madison in the Westhaven Trails Neighborhood, just off Hwy PD and Muir Field Rd. Enjoy access to numerous parks, bike paths, shopping and dining venues minutes away. For those working in Verona, Madison, Fitchburg and Middleton, there is easy access to Verona Rd (Hwy 151), the Beltline, and Hwy PD (McKee).Our Spacious 3 bedroom/ 1 bathroom

    Tucson Trails LLC

    3156 Muir Field Rd, Madison, WI 53719
  • /28

    $440,000

    Sold Nov 21, 2025

    7106 Pagham Dr, Madison, WI 53719

    • 3 Beds
    • 2.5 Baths
    • 2,141 Sq Ft
    • Built 1986

    Last Sold Summary

    • $206/SF
    • 12 Days On Market

    Current Estimated Value $465,879

    Last Listing Agent Cheryl Mortvedt First Weber Inc

    7106 Pagham Dr, Madison, WI 53719
    • /59

      Est $675,329

      Not Listed For Sale

      6918 Chester Dr, Madison, WI 53719

      • 5 Beds
      • 2,482 Sq Ft
      • Built 1986
      6918 Chester Dr, Madison, WI 53719

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Eric Olson Bunbury & Assoc, REALTORS

  • /26

    $429,900

    $20K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,087 Sq Ft

    2601 Muir Field Rd, Madison, WI 53719

    Welcome to Your West Side Oasis! This beautifully pre-inspected 3-bedroom, 2.5-bathroom ranch perfectly blends open-concept living with nature. It is minutes from top west side parks, vibrant shopping, and dining. Property Highlights: Sun-Drenched Spaces: The bright, airy, and open layout creates an instant feeling of warmth and home. Cozy Views: Enjoy evenings by the wood-burning fireplace while

    Jack Soceka Howard and Williams, INC.

    2601 Muir Field Rd, Madison, WI 53719
  • /25

    Starting at $950 Per Month

    • Studio - 2 Beds

    3145 Muir Field Rd, Madison, WI 53719

    A hidden gem on the west side of Madison, Westhaven Village is close to the Epic System campus and only steps away from shops, restaurants, salons, grocery stores and more! Professional landscaped setting with a grilling pavilion, volleyball court, heated outdoor swimming pool and hot tub to relax after a hard workout in our own fitness center or get yourself a coffee, cappuccino, or hot

    Westhaven Village Apartments

    3145 Muir Field Rd, Madison, WI 53719
  • /38

    $275,000

    Sold Feb 27, 2026

    6973 Chester Dr Unit B, Madison, WI 53719

    • 2 Beds
    • 2.5 Baths
    • 1,111 Sq Ft
    • Built 1997

    Last Sold Summary

    • 8% Below List Price
    • $248/SF
    • 110 Days On Market

    Current Estimated Value $282,815

    Last Listing Agent Robin Anderson-Guernsey Stark Company, REALTORS

    6973 Chester Dr Unit B, Madison, WI 53719
    • /61

      Est $691,906

      Not Listed For Sale

      6910 Chester Dr, Madison, WI 53719

      • 6 Beds
      • 4 Baths
      • 3,872 Sq Ft
      • Built 1987
      6910 Chester Dr, Madison, WI 53719

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Luke Lestikow First Weber, Inc

  • /25

    $225,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    3065 Cimarron Trail Unit 2, Madison, WI 53719

    Welcome home to this well-maintained 2-bedroom, 1-bath condo on Madison's desirable west side! This inviting home features a bright, functional layout with a spacious living area, an eat-in kitchen, and deck off the kitchen. Enjoy the convenience of an attached 1-car garage, central air, and backing up to greenspace. Ideally located near parks, shopping, restaurants, schools, and easy Beltline

    Jason Gallagher The Frugal Broker LLC

    3065 Cimarron Trail Unit 2, Madison, WI 53719
  • /2

    Starting at $1,474 Per Month

    • 2 Beds

    2945-2946 Cimarron Trail, Madison, WI 53719

    The team at jkROCK Homes manages and maintains our apartments with the goal of creating a space where our residents want to be. No matter what your day looks like, you’ll come back to an environment where the details haven’t been forgotten and you are always treated with the service you deserve. With a team that’s passionate about proactive maintenance, we go above and beyond apartment living

    Rock Apartments

    2945-2946 Cimarron Trail, Madison, WI 53719
  • /38

    $433,000

    Sold Jun 02, 2026

    2806 Wentworth Dr, Madison, WI 53719

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $265/SF
    • 32 Days On Market

    Current Estimated Value $437,285

    Last Listing Agent Cheng Real Estat Group Real Broker LLC

    2806 Wentworth Dr, Madison, WI 53719
    • /37

      Est $722,000

      Not Listed For Sale

      3051 Greenway Trail, Madison, WI 53719

      • 6 Beds
      • 3,898 Sq Ft
      • Built 1984
      3051 Greenway Trail, Madison, WI 53719

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Mike Bailey EXP Realty, LLC

  • /29

    $475,000

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,908 Sq Ft

    1 Keighley Cir, Madison, WI 53719

    Welcome to this thoughtfully maintained ranch featuring numerous recent improvements including a new roof ('22), hot tub ('22), water softener ('23), garbage disposal ('23), dishwasher ('23), furnace and central air ('24), water heater ('25), and fresh paint ('26). The inviting main level features a generous living room filled with natural light and an updated kitchen with stone counters and tile

    Julia Zehel Compass Real Estate Wisconsin

    1 Keighley Cir, Madison, WI 53719
  • /36

    $1,474

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Condo for Rent

    2934 Cimarron Trail Unit 2934-3, Madison, WI 53719

    Rock Apartments seamlessly combines the ease of urban living with the tranquility of a countryside retreat. This thoughtfully designed two-bedroom, two-bathrooms residence is situated in a peaceful neighborhood that offers a welcome escape from the bustle of city life. Each apartment features a community entrance, an in-unit washer and dryer, and an attached private garage, delivering the

    2934 Cimarron Trail Unit 2934-3, Madison, WI 53719
  • /30

    $380,000

    Sold Sep 30, 2025

    7106 Mckee Rd, Madison, WI 53719

    • 2 Beds
    • 1.5 Baths
    • 1,681 Sq Ft
    • Built 1996

    Last Sold Summary

    • 5% Below List Price
    • $226/SF
    • 22 Days On Market

    Current Estimated Value $413,625

    Last Listing Agent Karen Gray Dwellhop Real Estate, LLC

    7106 Mckee Rd, Madison, WI 53719
    • /44

      Est $313,904

      Not Listed For Sale

      1 Bahr Cir, Madison, WI 53719

      • 3 Beds
      • 2 Baths
      • 1,635 Sq Ft
      • Built 1990
      1 Bahr Cir, Madison, WI 53719

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Laura Lahti Y Realty

  • /44

    $442,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    6921 Stratford Dr, Madison, WI 53719

    Must see home on Madison's far west side! Well maintained and recently updated ranch is ready for its next adventure. Main level hosts 3 bedrooms, full bath with tub & shower, updated kitchen, and fabulous living room. Newly finished basement adds an additional living room, wet bar, full bath, office/desk area, and a den room. Lots of storage both under the steps and in the unfinished area.

    Lindsey Gajek Real Broker LLC

    6921 Stratford Dr, Madison, WI 53719
  • /21

    $1,895

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Townhouse for Rent

    6938 Chester Dr, Madison, WI 53719

    Rent this west side duplex conveniently located off of everything McKee Road has to offer!This duplex features a spacious and bright living room with expansive patio doors leading out to the backyard. The dining area is off the living room and leads into the fully equipped galley kitchen. Down the hall are two bedrooms and a full bathroom.The unfinished lower level offers laundry

    6938 Chester Dr, Madison, WI 53719
  • /33

    $265,500

    Sold Jan 22, 2026

    2817 Cimarron Trail Unit 4, Madison, WI 53719

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Below List Price
    • $212/SF
    • 59 Days On Market

    Last Listing Agent Shelley Lazzareschi Realty Executives Cooper Spransy

    2817 Cimarron Trail Unit 4, Madison, WI 53719
    • /19

      Est $194,145

      Not Listed For Sale

      2856 Cimarron Trail Unit 4, Madison, WI 53719

      • 2 Beds
      • 1 Bath
      • 887 Sq Ft
      • Built 1986
      2856 Cimarron Trail Unit 4, Madison, WI 53719

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Tommy Van Ess First Weber Inc

  • /2

    $659,900

    • 2,660 Sq Ft

    7101 Tempe Dr, Madison, WI 53719

    Exceptional opportunity to own a side-by-side duplex with an extensive list of recent updates and energy-efficient improvements. Both units feature a new roof (2022), fresh interior paint (2026) and numerous Project Home energy upgrades completed in 2026, including new heat pumps/AC units on both levels, added wall and attic blown insulation, weather sealing, programmable bathroom ventilation

    Jordan Armentrout Pinnacle Real Estate Group LLC

    7101 Tempe Dr, Madison, WI 53719
  • /24

    $1,500 Per Month

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

    1 Mesa Ct Unit 4, Madison, WI 53719

    West Side – 2-Bedroom, 2-Bath Apartment with Attached Garage This spacious second-floor apartment features 2 bedrooms, 2 bathrooms, and an oversized attached one-car tandem garage for convenient parking and extra storage. The unit includes a full-sized washer and dryer, dishwasher, and built-in microwave shelf, along with air conditioning, ceiling fans, and a private balcony off the dining

    1 Mesa Ct Unit 4, Madison, WI 53719
  • /61

    $500,000

    Sold Aug 26, 2026

    2705 Whitlock Rd, Madison, WI 53719

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Above List Price
    • $204/SF
    • 6 Days On Market

    Current Estimated Value $573,671

    Last Listing Agent The 608 Team EXP Realty, LLC

    2705 Whitlock Rd, Madison, WI 53719
    • /17

      Est $198,141

      Not Listed For Sale

      2856 Cimarron Trail Unit 1, Madison, WI 53719

      • 2 Beds
      • 1 Bath
      • 933 Sq Ft
      • Built 1986
      2856 Cimarron Trail Unit 1, Madison, WI 53719

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Tommy Van Ess First Weber Inc

  • /46

    $269,000

    $6K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,099 Sq Ft

    6933 Chester Dr Unit E, Madison, WI 53719

    Move right in and enjoy this mindfully maintained, sun-filled townhome-style condo on Madison's desirable West Side! A private entry welcomes you into the living area that smoothly transitions to a stylish kitchen with breakfast bar and dining area that opens to an expansive deck—perfect for morning coffee or relaxing summer evenings. Upstairs, two spacious bedrooms provide comfort and

    Lou Elson EXIT Realty HGM

    6933 Chester Dr Unit E, Madison, WI 53719
  • /26

    $1,500 Per Month

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

    10 Mesa Ct Unit 2, Madison, WI 53719

    Far West – 2-Bedroom, 2-Bath Apartment with Garage This first-floor, carpeted 2-bedroom, 2-bath apartment features an attached oversized one-car garage, full-sized washer and dryer, central AC plus ceiling fans, and a patio off the dining area. The kitchen includes range, fridge, dishwasher, disposal, and microwave shelf. Residents enjoy a nearby neighborhood park with tennis courts,

    10 Mesa Ct Unit 2, Madison, WI 53719
  • /42

    $654,000

    Sold Mar 17, 2026

    6834 Chester Dr, Madison, WI 53719

    • 4,176 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Below List Price
    • $157/SF
    • 123 Days On Market

    Current Estimated Value $675,894

    Last Listing Agent Eric Olson Bunbury & Assoc, REALTORS

    6834 Chester Dr, Madison, WI 53719
    • /19

      Est $194,793

      Not Listed For Sale

      2850 Cimarron Trail Unit 3, Madison, WI 53719

      • 2 Beds
      • 1 Bath
      • 874 Sq Ft
      • Built 1986
      2850 Cimarron Trail Unit 3, Madison, WI 53719

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Tommy Van Ess First Weber Inc

  • /46

    $485,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    2801 Tucson Trail, Madison, WI 53719

    EVERYTHING YOU'VE BEEN LOOKING FOR! Welcome home to this beautifully updated 3-bedroom, 2-bath ranch where thoughtful design, & functional living come together. The open-concept main level creates an inviting space for everyday living and entertaining, featuring an updated kitchen, durable LVP flooring throughout, & solid-core interior doors that add quality & character.The finished LL offers a

    Ericka Doran Relish Realty

    2801 Tucson Trail, Madison, WI 53719
  • /48

    $625,000

    Sold Jul 31, 2026

    6934 Chester Dr, Madison, WI 53719

    • 2,106 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $297/SF
    • 23 Days On Market

    Current Estimated Value $615,794

    Last Listing Agent Eric Olson Bunbury & Assoc, REALTORS

    6934 Chester Dr, Madison, WI 53719
    • /21

      Est $253,618

      Not Listed For Sale

      2890 Cimarron Trail, Madison, WI 53719

      • 2 Beds
      • 1.5 Baths
      • 1,184 Sq Ft
      • Built 1985
      2890 Cimarron Trail, Madison, WI 53719

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Luke Bruckner Collective Real Estate Group

  • /70

    $484,900

    • 3 Beds
    • 2 Baths
    • 2,070 Sq Ft

    18 Star Fire Ct, Madison, WI 53719

    Your Cul-de-Sac Retreat in Madison! Welcome to your new home, where cul-de-sac living meets comfort and versatility! This 3-bedroom, 2-bath Colonial offers 2,070 sq. ft. with plenty of space to settle in and make your own. The kitchen features a center island and all-new GE fingerprint-resistant stainless steel appliances, while the gas fireplace creates a cozy gathering spot. A finished basement

    Matt Kornstedt Stark Company, REALTORS

    18 Star Fire Ct, Madison, WI 53719
  • /59

    $410,000

    Sold Nov 18, 2025

    3033 Greenway Trail, Madison, WI 53719

    • 3 Beds
    • 2 Baths
    • 1,668 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $246/SF
    • 27 Days On Market

    Current Estimated Value $431,597

    Last Listing Agent Ashley Jacobs Real Broker LLC

    3033 Greenway Trail, Madison, WI 53719
    • /44

      Est $276,574

      Not Listed For Sale

      2819 Cimarron Trail, Madison, WI 53719

      • 2 Beds
      • 2 Baths
      • 1,250 Sq Ft
      • Built 1994
      2819 Cimarron Trail, Madison, WI 53719

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Tiffany Shields Century 21 Affiliated

  • /51

    $485,000

    Sold Jun 19, 2026

    7121 Lindfield Rd, Madison, WI 53719

    • 4 Beds
    • 1.5 Baths
    • 1,769 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Above List Price
    • $274/SF
    • 7 Days On Market

    Current Estimated Value $483,244

    Last Listing Agent Stacy Ozanne First Weber, Inc

    7121 Lindfield Rd, Madison, WI 53719
    • /28

      Est $267,493

      Not Listed For Sale

      2823 Cimarron Trail, Madison, WI 53719

      • 2 Beds
      • 2 Baths
      • 1,250 Sq Ft
      • Built 1994
      2823 Cimarron Trail, Madison, WI 53719

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kellie Unke Stark Company, REALTORS

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$409,944
Median Single Family Sale Price
$433,250
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$240
Number of Homes for Sale
6
Last 12 months Home Sales
40
Months of Supply
1.80
Median List Price
$425,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-2%
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