1,085

Westhaven Trails Homes

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  • /24

    $204,900

    $10K 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
    • /42

      Est $451,290

      Not Listed For Sale

      2806 Mckenna Blvd, Madison, WI 53719

      • 3 Beds
      • 2.5 Baths
      • 2,002 Sq Ft
      • Built 1977
      2806 Mckenna Blvd, Madison, WI 53719

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Chris Venden Realty Executives Cooper Spransy

  • /35

    $475,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,618 Sq Ft

    2814 Wentworth Dr, Madison, WI 53719

    Welcome home to Westhaven Trails! This immaculate 4 bd, 2 ba home backs up to conservancy land, offering privacy & wood views right out your back door. Step inside to a sunny, open main lvl w/vaulted ceilings & new LVP flooring! At the heart of it all is the showstopper: a brand-new kitchen w/white shaker cabs, quartz ctrs, SS appls, built-in coffee nook/strg & a massive island. The adjacent

    Katie Schmitz The Hub Realty

    2814 Wentworth Dr, Madison, WI 53719
  • /37

    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
    • /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

  • /26

    $429,900

    $20K PRICE DROP
    • 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
    • /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

  • /61

    $495,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    2705 Whitlock Rd, Madison, WI 53719

    GAME DAYS, MOVIE NIGHTS and BACKYARD BONFIRES start here! This beautifully UPDATED RANCH, with a 2-CAR GARAGE, offers the flexible living spaces you are looking for, with a spacious lower level featuring a WET BAR, MINI FRIDGE, large REC ROOM, 4TH BEDROOM, FULL BATH and plenty of room for a home office, workout space or hobby area. Step outside to enjoy your own PRIVATE BACKYARD RETREAT (which is

    Kris Hey-Wilde EXP Realty, LLC

    2705 Whitlock Rd, Madison, WI 53719
  • /2

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,165 Sq Ft
    • House for Rent

    6806 Stratford Dr, Madison, WI 53719

    Property Id: 2781003 Welcome to your dream home at 6806 Stratford Dr in Madison, WI! This charming single_family property features 3 bedrooms, 2 bathrooms, and a spacious fenced yard. Enjoy modern amenities like a dishwasher, central air, and a cozy fireplace. Pets allowed! Don't miss out on this gem for $3000/month, utilities included. Available starting August 3rd, 2026. Call now for a

    6806 Stratford Dr, 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 $434,788

    Last Listing Agent Cheng Real Estat Group Real Broker LLC

    2806 Wentworth Dr, 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

  • /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
  • /16

    $2,700 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    2914 Maple Grove Dr, Madison, WI 53719

    Property Id: 2775851 A well-kept ranch that’s been quietly updated where it counts: new fridge and oven in 2025. The kitchen has real personality - beveled glass cabinet fronts, a tile backsplash, and enough counter space to actually cook. A side patio door means grocery runs and morning coffee are both easy. The living room faces west, so the picture windows catch the sunset over the

    2914 Maple Grove Dr, 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
    • /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

  • /46

    $274,900

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,197 Sq Ft

    2914 Cimarron Trail, Madison, WI 53719

    Move right into this well maintained home featuring numerous recent updates in a convenient Madison location. The main level showcases new luxury vinyl plank flooring, creating a fresh, modern feel throughout the primary living spaces. Major mechanical updates provide added peace of mind, including a new furnace, central air conditioner, and water heater. The inviting living room is anchored by a

    Hannah O'Brien Realty Executives Cooper Spransy

    2914 Cimarron Trail, Madison, WI 53719
  • /15

    $1,500

    Total Monthly Price

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

    1 Mesa Ct Unit 4, Madison, WI 53719

    This property at 1 Mesa Ct features 2 bedrooms and 2 bathrooms within a living space of approximately 900 to 975 square feet. The living room includes a fireplace and is equipped with air conditioning for comfort. The kitchen comes with a dishwasher and the unit includes a washer and dryer for convenience. The bedrooms provide ample space for furnishings, while the bathrooms are functional and

    1 Mesa Ct Unit 4, 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
    • /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

  • /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
  • /27

    $1,500

    Total Monthly Price

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

    10 Mesa Ct Unit 2, Madison, WI 53719

    Spacious 2 Bedroom, 2 Bathroom Apartments in Far Southwest MadisonWelcome home to spacious, pet-friendly living in one of Madison's most desirable neighborhoods. Each apartment features two bedrooms, two full bathrooms, a fully equipped kitchen with an adjoining dining area, and your own private patio, balcony, or both—perfect for relaxing or entertaining.Every home also includes

    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

  • /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
  • /26

    $1,795

    Total Monthly Price

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

    2881 Cimarron Trail Unit F, Madison, WI 53719

    West Side of Madison close to EPIC & Exact Sciences.Newly Renovated Garden 2-bedroom 1 bath apartment with a washer and dryer in unit. Unit backs up to a park with plenty of shade and privacy. There is a personal one car secure garage and on-site private storage is available. This is a non-smoking building. Tenant pays utilities. This unit is available 7/15/2026. Contact us for

    2881 Cimarron Trail Unit F, Madison, WI 53719
  • /37

    $300,000

    Sold Sep 05, 2025

    6973 Chester Dr Unit D, Madison, WI 53719

    • 2 Beds
    • 1.5 Baths
    • 1,099 Sq Ft
    • Built 1997

    Last Sold Summary

    • $273/SF
    • 9 Days On Market

    Current Estimated Value $304,811

    Last Listing Agent Amy Wilcox Real Broker LLC

    6973 Chester Dr Unit D, 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

  • /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
  • /28

    $2,592

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • House for Rent

    1 Sonora Ct, Madison, WI 53719

    Available September 1st! This freshly updated and cared for half-duplex is ready for you to call it home. Located on a private court in the quiet Westhaven Trails neighborhood, enjoy the large living space with expansive deck. Guest bathroom on the main floor and en suite bathroom in the primary bedroom. Finished lower level. Oversized one car garage with built-in shelving. Smart home features

    1 Sonora Ct, 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
    • /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

  • /32

    $435,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,673 Sq Ft

    2905 Greenway Trail, Madison, WI 53719

    Welcome home to this inviting 3-bedroom, 2-bath ranch in Westhaven Trails. Offering 1,673 sqft of living space on a quiet cul-de-sac, blending comfort, functionality, & outdoor enjoyment effortlessly. Beautiful hardwood floors flow throughout main level, creating a warm & welcoming atmosphere. Cozy living rm features gas fireplace w/ stone surround, open-concept kitchen is a standout, stainless

    Joshua Pelletter Rockwood Realty Group

    2905 Greenway Trail, 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
    • /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

  • /46

    $275,000

    Open Fri 4:30PM - 6PM
    • 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

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$403,000
Median Single Family Sale Price
$429,950
Median 2 Bedroom Sale Price
$279,800
Average Price Per Sq Ft
$239
Number of Homes for Sale
4
Last 12 months Home Sales
37
Months of Supply
1.30
Median List Price
$424,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-4%
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