Westport, WI Homes for Sale (21 Real Estate Listings)

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5029 Street Cyr Road, Westport

$3,450,000 Lake Mendota

↓ $50,000

5029 Street Cyr Road, Westport

4 Beds 4.5 Baths 0 Acres 5,494 SqFt Single Family MLS® # 2006589

Exceptional custom-built lakefront home showcasing impeccable design + craftsmanship thru-out. Constructed w/ the finest materials, home features stunning millwork, custom cabinetry + exquis...

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Active
5571 Surrey Lane, Westport

$1,950,000

↓ $25,000

5571 Surrey Lane, Westport

4 Beds 3.5 Baths 1 Acres 6,177 SqFt Single Family MLS® # 2000177

Waunakee Schools! Nestled in the scenic Carriage Ridge community with miles of walking trails, this exceptional one-level home sits on nearly an acre and offers easy living with luxury throu...

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Active
4582 Bishop's Court, Westport

$1,900,000 Lake Mendota

4582 Bishop's Court, Westport

6 Beds 4.5 Baths 1 Acres 5,619 SqFt Single Family MLS® # 2011370

Golf Course Home: Spacious 6 bedroom room 4.5 Bathroom "Executive Home" Available in the Exclusive "Bishops Woods" Golf Course Neighborhood" overlooking Lake Mendota in Madison, WI. This 560...

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Active
5803 Bellewood Drive, Westport

$1,895,000

↓ $80,000

5803 Bellewood Drive, Westport

5 Beds 3.5 Baths 0 Acres 6,082 SqFt Single Family MLS® # 2004217

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-st...

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New
3931 S Meadow Drive, Westport

$1,849,900

3931 S Meadow Drive, Westport

4 Beds 4.5 Baths 3 Acres 6,111 SqFt Single Family MLS® # 2006430

Nestled on 3.5 private acres in Fox Bluff, this stunning French Country estate blends refined elegance with natural beauty. Enjoy serene views and your own orchard bordering the peaceful Hol...

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Active
5928 Burning Prairie Drive, Westport

$1,699,000

↓ $91,000

5928 Burning Prairie Drive, Westport

5 Beds 3.5 Baths 0 Acres 5,210 SqFt Single Family MLS® # 2008438

Stunning Soft Modern backing to trees and private park. An infusion of light through Marvin windows/two story living room w/exposed beams. Expansive kitchen w/hidden pantry, Amish cabinets, ...

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Active
5556 Surrey Lane, Westport

$1,575,000

↓ $120,000

5556 Surrey Lane, Westport

5 Beds 4.5 Baths 1 Acres 5,820 SqFt Single Family MLS® # 2007718

Waunakee Schools! Stately home in popular Carriage Ridge, nestled on a private nearly acre lot with access to miles of walking trails. Two-story great room with soaring ceilings flows into a...

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Pending
5732 Tuscany Lane, Westport

$1,399,900

5732 Tuscany Lane, Westport

5 Beds 4.5 Baths 0 Acres 6,057 SqFt Single Family MLS® # 2008425

Located in the popular Tuscany Ridge neighborhood! Featuring open, flowing layout, blending quality, elegance & comfort w/over 6000 sqft of beautifully designed space backing up to a conserv...

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Pending
5606 Shenandoah Drive, Westport

$1,379,900

5606 Shenandoah Drive, Westport

5 Beds 4 Baths 0 Acres 5,074 SqFt Single Family MLS® # 2009013

Welcome to this stunning 2021-built home in the sought-after Carriage Ridge neighborhood. Designed with modern finishes and an open layout, the space is perfect for entertaining, flooded wit...

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Active
5836 Golden Guernsey Court, Westport

$1,350,000

5836 Golden Guernsey Court, Westport

6 Beds 3.5 Baths 0 Acres 4,487 SqFt Single Family MLS® # 2002393

Completions date Dec 2025 Welcome highly sought-after Farm Neighborhood at The Community of Bishops Bay. This homesite offers breathtaking views of the North Mendota Wildlife Area Prairie Un...

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Active
5596 Surrey Lane, Westport

$1,300,000

↓ $150,000

5596 Surrey Lane, Westport

4 Beds 4.5 Baths 1 Acres 4,784 SqFt Single Family MLS® # 2000181

Exceptional 2-story custom home designed by architect E. Edward Linville situated in the heart of the Equestrian community of Carriage Ridge. You’ll be sure to appreciate the contemporary la...

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Pending
5774 Tuscany Lane, Westport

$1,250,000

5774 Tuscany Lane, Westport

5 Beds 4.5 Baths 0 Acres 4,138 SqFt Single Family MLS® # 2009932

Here it is! This one is so elegant and classy, yet exudes so much warmth and comfort.  Sunshine absolutely streams in from the wall of windows in the 2-story great rm. This is one of my favo...

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Active
5391 Westport Road, Westport

$1,200,000 Lake Mendota

↓ $600,000

5391 Westport Road, Westport

3 Beds 1.5 Baths 0 Acres 1,500 SqFt Single Family MLS® # 2002584

First time on the market. Family owned for over 80 years. Rare opportunity to renovate or build your dream home with 91’ of frontage on Lake Mendota. Pier is in and ready for your summer ...

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Pending
5487 Walden Bay Drive, Westport

$995,000

↓ $255,000

5487 Walden Bay Drive, Westport

4 Beds 4 Baths 0 Acres 5,407 SqFt Single Family MLS® # 2002097

Show 7/7. This stately FULL brick Lake Mendota home is pure paradise, just 10 min from downtown. Breathtaking lake and marsh views from the spectacular 2-story wall of windows in the grt roo...

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Pending
5819 Eagle Prairie Court, Westport

$850,000

↓ $49,000

5819 Eagle Prairie Court, Westport

5 Beds 3.5 Baths 0 Acres 3,227 SqFt Single Family MLS® # 2003308

Step into effortless sophistication in this custom-built 5-bedroom, 3.5-bath home tucked on a quiet cul-de-sac in Waunakee’s sought-after Community of Bishops Bay. Built in 2022, this refine...

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Active
5829 Prairie Cloud Court, Westport

$750,000

↓ $25,000

5829 Prairie Cloud Court, Westport

5 Beds 3.5 Baths 0 Acres 3,587 SqFt Single Family MLS® # 2000448

Stunning 3-year-old ranch in Bishops Bay with vaulted/10 ft ceilings on the main level & 10 ft ceilings in the finished lower level. Bright and open throughout! Enjoy an open-concept kitchen...

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Active
5494 Sunset Trail, Westport

$699,900

5494 Sunset Trail, Westport

3 Beds 3 Baths 1 Acres 3,125 SqFt Single Family MLS® # 2011764

This stunning custom-built 3bed, 3bth ranch sits on a spacious, wooded ¾acre lot, offering privacy and tranquility with the benefit of low Westport taxes & top-rated Waunakee schools. Insid...

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Pending
5974 River Road, Westport

$699,900

5974 River Road, Westport

3 Beds 2.5 Baths 3 Acres 2,811 SqFt Single Family MLS® # 2008968

Ready for immediate occupancy(virtually staged.) RARE FIND! 3.86 ACRES! Low Westport Taxes! Waunakee Schools! Jaw dropping 64x32 detached HEATED OUTBUILDING (Holds 8-10 cars) plus home has a...

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Westport, WI Real Estate Statistics

Average Price $566K
Lowest Price $1.3K
Highest Price $3.5M
Total Listings 98
Avg. Days On Market 401
Avg. Price/SQFT $292

Property Types (active listings)


As of November 18, 2025 there are 21 active Westport, WI real estate listings for sale with an average listing price of $1,320,781. The highest-priced property listing is $3,450,000, while the lowest priced property can be purchased for $448,900. Westport, WI homes for sale have an average price of $309 per square foot, based on listings with an average of 4.4 bedrooms, 3.5 bathrooms, and 4,351 square feet of living space.

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