26

Westport, WI Homes for Sale with Pool

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  • /87

    $2,950,000

    $45K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 6,626 Sq Ft

    4937 Championship Cir, Middleton, WI 53597

    Tucked away on a quiet cul-de-sac in the gated Community of Bishops Bay, this exceptional home offers a private, resort-like setting you'll never want to leave. Surrounded by mature trees, backing to fairway 11 on Bishops Bay Country Club, enjoy breathtaking sunset views & year-round serenity from your own backyard retreat. Spend summer days relaxing by the pool, entertaining on the patio, or

    Agent Photo

    Rachel Kvasnica

    Pinnacle Real Estate Group LLC

    4937 Championship Cir, Middleton, WI 53597
  • /78

    $1,549,000

    New Construction Open Sun 12PM - 4PM $50K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,687 Sq Ft

    1605 Ginger Ln, Waunakee, WI 53597

    New Price! Victory Homes of Wisconsin's 2026 Parade of Homes St. Jude Dream Home Showplace in Waunakee's coveted Kilkenny Farms West. The Cypress floorplan showcases exceptional craftsmanship, timeless design, and thoughtfully curated finishes throughout. Offering 5 bedrooms, 3.5 baths, and a beautifully finished lower level, this home was designed for luxurious everyday living and effortless

    Agent Photo

    Keith McNeely

    First Weber Inc

    1605 Ginger Ln, Waunakee, WI 53597
  • /56

    $890,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,456 Sq Ft

    3924 S Meadow Dr, Middleton, WI 53562

    Waunakee Schools with Middleton Convenience! Tucked away on a quiet cul-de-sac in highly sought-after Fox Bluff, this beautiful home offers privacy, space, and an unbeatable location. Surrounded by mature trees and tons of green space, the property sits on a huge lot just outside of town. Residents of the Town of Westport enjoy notably lower property taxes while benefiting from an A+ location

    Matthew Lindholm Bruner Realty & Management

    3924 S Meadow Dr, Middleton, WI 53562
  • /76

    $1,699,000

    $146K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 6,082 Sq Ft

    5803 Bellewood Dr, Waunakee, WI 53597

    Experience luxury living where cutting-edge technology meets sophisticated design. This smart home offers seamless control over audio, visuals, lighting, climate, complemented by a resort-style swim spa, a versatile four-season room & meticulously designed outdoor spaces. Perfect for entertaining or relaxing, this home is a rare find in Waunakee. Open & bright Great room with soaring ceilings.

    Bill Goulette Badger Realty Service

    5803 Bellewood Dr, Waunakee, WI 53597
  • /79

    $525,000

    Open Sun 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 2,157 Sq Ft

    5591 Huntingwood Way, Waunakee, WI 53597

    Welcome to an incredible home in a spectacular neighborhood!! This 4BR/3.5BA home sits on nearly 1/3 of an acre in the highly coveted Mary Lake Subdivision w/in the Waunakee School District. Enjoy open concept living with main floor features to include a fully updated kitchen, granite countertops, SS appliances, beautiful maple cabinets, and a main level half bath. The custom made fireplace

    Sheryl Schroeder Coldwell Banker Real Estate Group

    5591 Huntingwood Way, Waunakee, WI 53597
  • /72

    $550,000

    $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,421 Sq Ft

    53 Golf Pkwy, Madison, WI 53704

    Enjoy TPC North Wisconsin Golf Course as your backyard. This elegant townhome style residence offers an exceptional blend of a idillic lifestyle, w/comfort, and effortless living within one of the Madison area's spectacular country club communities. Designed for discerning buyers seeking to downsize without compromise, the expansive open floor plan lives like a private home, offering generous

    Kristine Jaeger Sprinkman Real Estate

    53 Golf Pkwy, Madison, WI 53704
  • /46

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft

    75 Golf Pkwy Unit A, Madison, WI 53704

    This well maintained first-floor condo offers the ultimate blend of convenience and scenic resort-style living on Madison’s Northside. Nestled within the peaceful, park-like 60 acres of Cherokee Garden Condominiums, this home surrounds you with lush gardens, tranquil fountains, and beautiful trees. As a resident, you'll love the top-tier community amenities, including two outdoor swimming pools,

    Paul Lyon Realty Executives Cooper Spransy

    75 Golf Pkwy Unit A, Madison, WI 53704
  • /52

    $950,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,171 Sq Ft

    5355 Hansons Landing Unit 102, Madison, WI 53704

    Embrace the Lake Mendota lifestyle at Yahara Place. Completely renovated with luxury finishes throughout, this stunning first-floor condo offers gorgeous water views from every room and a spacious wrap-around deck—perfect for morning coffee, sunset cocktails, and watching boats glide by. Widely considered one of the finest units in the building, the home showcases exceptional craftsmanship and

    Jo Ferraro EXP Realty, LLC

    5355 Hansons Landing Unit 102, Madison, WI 53704
  • /60

    $1,180,000

    New Construction Open Sun 11AM - 1PM $170K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 4,487 Sq Ft

    5836 Golden Guernsey Ct, Westport, WI 53597

    This homesite offers breathtaking views of the North Mendota Wildlife Area Prairie Unit, Holy Wisdom Monastery’s Prairie Restoration, Governor Nelson State Park, and the scenic Bishops Bay Country Club Golf Course. Surrounded by natural beauty and open green space, this location blends luxury living with serene outdoor surroundings. This stunning home features 6 spacious bedrooms, 3.5 bathrooms,

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    5836 Golden Guernsey Ct, Westport, WI 53597
  • /65

    $1,400,000

    $600K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,534 Sq Ft

    5114 Reynolds Ave, Waunakee, WI 53597

    Discover a rare opportunity on Lake Mendota nestled in the 2nd Ward Beach Subdivision, served by Waunakee schools and low Westport taxes! This 75' stretch of prime, level sandy waterfront boasts southern exposure and breathtaking views of the Capitol and downtown Madison skyline. Set on a tranquil and private street . Located near Governor Nelson State Park, enjoy easy access to hiking trails and

    Jenny Bunbury-Johnson Bunbury & Assoc, REALTORS

    5114 Reynolds Ave, Waunakee, WI 53597
  • /87

    $924,900

    • 4 Beds
    • 6 Baths
    • 5,064 Sq Ft

    5650 Rankin Ln, Waunakee, WI 53597

    One-of-a-kind 5,000+sq ft custom home on 1.23-acre lot! Low Westport taxes & top-rated Waunakee schools! Enjoy privacy & nature w/bike path, green space & Six-Mile Creek close by. Home has 4+ bedrms, 4 full baths, 2 half-baths, 1st flr ofce, great rm w/fireplace, numerous built-ins. Kitchen opens to dining area connecting to sunroom overlooking backyard & deck. Lower level has ofce/craft room,

    Acker Maly Home Team RE/MAX Preferred

    5650 Rankin Ln, Waunakee, WI 53597
  • /86

    $774,900

    • 4 Beds
    • 6 Baths
    • 5,064 Sq Ft

    5650 Rankin Ln, Waunakee, WI 53597

    One-of-a-kind 5,000+ sq ft custom home on .82-acre lot! Low Westport taxes & top-rated Waunakee schools! Enjoy privacy & nature w/bike path, green space & Six-Mile Creek close by. Home has 4+ bedrms, 4 full baths, 2 half-baths, 1st flr ofce, great rm w/fireplace, numerous built-ins. Kitchen opens to dining area connecting to sunroom overlooking backyard & deck. Lower level has ofce/craft room,

    Acker Maly Home Team RE/MAX Preferred

    5650 Rankin Ln, Waunakee, WI 53597
  • /49

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 2,504 Sq Ft

    1003 Tara Ln, Waunakee, WI 53597

    Beautiful modern farmhouse with exceptional curb appeal, a welcoming covered front porch, and an open-concept design perfect for today's lifestyle. The living room features a cozy gas fireplace and flows into a stunning kitchen with stainless steel appliances, granite countertops, a large island, subway tile backsplash, floating wood shelves, white cabinetry, and engineered hardwood floors. A

    Erin Flesch MHB Real Estate

    1003 Tara Ln, Waunakee, WI 53597
  • /29

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,590 Sq Ft

    75 Golf Pkwy Unit C, Madison, WI 53704

    Stylish condominium home on Madison’s north side in the sought after Cherokee Garden community, conveniently located near TPC Wisconsin golf course and the scenic Cherokee Marsh Conservation Area and boat launch. The open layout creates an inviting flow for entertaining and everyday living. Unwind in your private bedroom featuring a full ensuite bath and spacious walk in closet. Enjoy peaceful

    Dan Chin Homes Team Real Broker LLC

    75 Golf Pkwy Unit C, Madison, WI 53704
  • /70

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 3,020 Sq Ft

    5021 Prairie Rose Ct, Middleton, WI 53562

    Spacious, updated ranch-style condo in Bishop's Bay with a main-level primary suite. The open-concept kitchen and living room feature bamboo flooring and a gas fireplace, while the eat-in kitchen offers solid surface counters, a gas range with hood vent, and abundant storage. Step outside to the private, covered composite deck — perfect for grilling or fresh air. The large primary suite impresses

    Michael Restaino Restaino & Associates

    5021 Prairie Rose Ct, Middleton, WI 53562
  • /27

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    1502 Wheeler Rd Unit F, Madison, WI 53704

    Serene Single-Level second floor Condo with Waterfall Views! Enjoy peaceful views of two waterfalls and lush gardens from your private screened porch. This spacious condo features vaulted ceilings, a bright living area, and an eat-in kitchen. Located near the golf course, Cherokee Marshes, and Cherokee Country Club, with two community pools and a meeting room and a short drive to downtown. Roofs

    Mamad Baladi Real Broker

    1502 Wheeler Rd Unit F, Madison, WI 53704
  • /31

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 1,417 Sq Ft

    1418 Wheeler Rd Unit H, Madison, WI 53704

    You’ll love this beautifully updated 3-bedroom, 1.5-bath condo in the sought-after Cherokee neighborhood. The spacious living room features a wood-burning fireplace and opens to a screened porch, creating the perfect space for relaxing or entertaining. Recent improvements include new windows and exterior siding in 2026, smooth ceilings in 2025, a new water heater in 2024, and a new roof in 2023.

    Aaron Weber Compass Real Estate Wisconsin

    1418 Wheeler Rd Unit H, Madison, WI 53704
  • /9

    $1,485,000

    • 5 Beds
    • 3.5 Baths
    • 4,216 Sq Ft

    1321 Atlas Trail, Waunakee, WI 53597

    Enjoy the Havenbrook home in Waunakee's newest neighborhood Kilkenny West. This sprawling ranch features an open floorplan with 5/6 bedrooms, and 3.5 bathrooms. Main level highlights include welcoming foyer and large great room with fireplace, Chef's kitchen + dinette, and beautiful 3-season porch. The primary suite is situated on it's own side of the home for privacy and boasts an ensuite bath

    Erin Flesch MHB Real Estate

    1321 Atlas Trail, Waunakee, WI 53597
  • /36

    $265,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    1 Golf Course Rd Unit C, Madison, WI 53704

    Relax in your lovely first floor condo at Cherokee Gardens! Abundant natural light and a screen porch that overlooks a charming backyard. The galley kitchen will impress the chef in the family, and the large dining room can accommodate many friends and relatives. On those chilly fall nights, cozy up to the wood-burning fireplace. Primary suite is spacious with a large closet and bath. Beautiful

    Jenny Wedvick Stark Company, REALTORS

    1 Golf Course Rd Unit C, Madison, WI 53704
  • /43

    $254,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,518 Sq Ft

    1506 Wheeler Rd Unit H, Madison, WI 53704

    Buyer got cold feet...motivated Seller says bring me an offer! Large end unit condo with bright sunny spaces. Enjoy spending time in your sun room off the living room or a second option is the cozy room off of your kitchen. Large living room with vaulted ceiling and a fireplace. Just a short walk down the private path to beautifully landscaped grounds and two options to hang out at the pools.

    Eric Castleberg EXP Realty, LLC

    1506 Wheeler Rd Unit H, Madison, WI 53704
  • /40

    $245,000

    • 2 Beds
    • 1.5 Baths
    • 1,310 Sq Ft

    1506 Wheeler Rd Unit F, Madison, WI 53704

    Welcome to 1506 Wheeler Road, Unit F! This inviting condo offers peaceful garden views and a convenient location near parks, schools, bus lines, shopping, dining, and everything Madison’s North Side has to offer. Enjoy comfortable, low-maintenance living with easy access to everyday essentials and outdoor recreation. A great opportunity to make this charming condo your new home!

    Josh Page Sprinkman Real Estate

    1506 Wheeler Rd Unit F, Madison, WI 53704
  • /56

    $675,000

    Open Sun 1:30PM - 3PM
    • 4 Beds
    • 5 Baths
    • 3,241 Sq Ft

    500 Pleasant Valley Pkwy, Waunakee, WI 53597

    Showings begin 8/7; UHP Ultimate Home Warranty included! Welcome to this beautifully maintained custom-built two-story in sought-after Meadowbrook, perfectly positioned on a spacious corner lot. Offering 3,200+ sq. ft., this home blends timeless craftsmanship with everyday comfort. Step inside to a dramatic two-story foyer with 18' ceilings and stunning hand-distressed hickory hardwood floors.

    Kristin Shields MHB Real Estate

    500 Pleasant Valley Pkwy, Waunakee, WI 53597
  • /44

    $849,900

    • 5 Beds
    • 3 Baths
    • 2,836 Sq Ft

    4408 Blackwolf Run, Middleton, WI 53597

    Show 8/19. Welcome home to this stunning 5 bedroom ranch-style retreat where thoughtful design meets effortless comfort! A charming front porch welcomes you into an open-concept layout boasting a mud/laundry room, split style beds, cozy living room w/ gas fp & custom built-ins! Kitchen shines with all SS apps, spacious island, walk-in pantry, beverage center, and dining area w/ walkout to

    Dustin Laufenberg MHB Real Estate

    4408 Blackwolf Run, Middleton, WI 53597
  • /39

    $299,900

    Open Sun 12PM - 2PM $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,518 Sq Ft

    1522 Golf View Rd Unit D, Madison, WI 53704

    Showings begin 8/15. Bright and Sunny! Enjoy an abundance of natural light with eastern and southern exposure in this charming 1st floor corner unit which features both a sunroom and a screened porch. Recent updates include: all appliances, bedroom windows and shades, patio doors, walk-in shower, bathroom vanities and flooring and new light fixtures throughout, ensuring move-in readiness.

    Marc Gerothanas First Weber Inc

    1522 Golf View Rd Unit D, Madison, WI 53704
  • /41

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,518 Sq Ft

    1520 Wheeler Rd Unit E, Madison, WI 53704

    Experience the charm, sophistication & convenience of this gorgeous Cherokee Gardens condo! Enter under lofty vaulted ceilings to a light-filled & spacious great room featuring newly installed (2021) LVP floors that glisten beneath bright skylights. The adjoining sunroom could be the perfect home office, while the custom bar w/ cherrywood & stained glass is an excellent staging area for

    Joe Shipley MHB Real Estate

    1520 Wheeler Rd Unit E, Madison, WI 53704
  • /66

    $735,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 3,415 Sq Ft

    1148 Bluebird Trail, Waunakee, WI 53597

    Beautiful 3400+ sq/ft 3-4 bdrm Ranch on .374 acres backing to tree line in Sought after Savannah Village! Walk-in and immediately be drawn to the beautiful large great room with Fireplace that is wide open to the adjoining kitchen with island and Big dining area with access to a magnificent 4 season Porch! Large front formal dining room and front office (Could be converted to 4th bdrm on main

    Peggy Acker-Farber RE/MAX Preferred

    1148 Bluebird Trail, Waunakee, WI 53597

Home Price Trends

Median Sale Price
$875,000
Median Single Family Sale Price
$927,450
Average Price Per Sq Ft
$327
Number of Homes for Sale
5
Last 12 months Home Sales
1
Months of Supply
60.00
Median List Price
$939,950
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-6%
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