Westport Real Estate

Welcome to Westport, Wisconsin – a charming town nestled in the heart of Dane County, where picturesque landscapes and a friendly community come together to create an idyllic living experience. Just a stone’s throw away from the bustling city of Madison, Westport offers the perfect blend of small-town charm and access to urban amenities.

Westport is renowned for its stunning natural beauty, with the scenic shores of Lake Mendota providing a serene backdrop for outdoor enthusiasts. Residents enjoy a plethora of recreational activities, from fishing and boating in the summer to ice fishing and snowshoeing in the winter. The town is also home to numerous parks and trails, making it easy to embrace an active lifestyle while soaking in the breathtaking views of the Wisconsin countryside.

The community spirit in Westport is palpable, with friendly neighbors and local events that foster a strong sense of belonging. The annual Westport Community Festival is a highlight, bringing together families for a day of fun, food, and festivities. With a mix of quaint shops, delicious dining options, and vibrant local businesses, there’s always something to explore.

Families will appreciate the highly-rated schools in the area, which are committed to providing quality education and fostering a nurturing environment for children.

Whether you're looking to settle down in a peaceful neighborhood or seeking a weekend getaway, Westport, WI, is a hidden gem that offers a perfect balance of tranquility and connectivity. Come discover why so many call this delightful town home!

Newest Listings in Westport

$285,000

2029047 MLS ⋅ ACTIVE UNDER CONTRACT Status

PRAIRIE NEIGHBORHOOD LOT 227: This is the last lot remaining for sale in The Farm and Prairie Neighborhoods in The Community of Bishops Bay. The Prairie Neighborhood has stunning natural beauty and green space, and provides views of The North Mendota Wildlife Prairie Unit Park and The Holy Wisdom Monastery Wildlife Restoration area. The neighborhood trail system provides easy access to Governor Nelson State Park. The Prairie Neighborhood also includes a 14 acre park, with additional park amenities in development. Community amenities include a clubhouse, pool and workout facility in The Back Nine Neighborhood. The Lot 227 homesite provides for a full exposure walk-out lower level, with beautiful eastern views. Chose from one of our 35 builders to design and build your dream home or bring your own builder. Be part of this exceptional neighborhood and community!

4954 Prairie Kettle Ct, Westport

$350,000

2 Beds ⋅ 1 Baths ⋅ 2028659 MLS ⋅ ACTIVE UNDER CONTRACT Status

Reimagined from top to bottom, this stylish ranch is anything but ordinary. Inspired by the playful optimism of mid-century design, nearly every surface has been thoughtfully updated to create a home that's fresh, vibrant & full of personality while preserving its timeless charm. Inside you'll find refinished oak hdwds, remodeled kit w/new ceramic tile, pantry & upgraded SS appliances, remodeled bath w/new ceramic tile, refinished LL w/new vinyl plank, remodeled breezeway w/new ceramic tile plus numerous other improvements (see 4-page list) including new paint/trim/doors/lighting, epoxy garage floor, roof & more! Enjoy the peace & privacy of a rural setting w/out sacrificing convenience. Across the road, Dane County parkland provides scenic views & a wonderful sense of open space. Relax around the rebuilt fire pit, sip your morning coffee on the rebuilt front deck, or unwind in the newly refinished rec room. Affordable, move-in ready & truly unlike anything else on the market!

6215 River Rd, Westport

$1,475,000

5 Beds ⋅ 4 Baths ⋅ 2028290 MLS ⋅ ACTIVE Status

Set on nearly an acre of wooded privacy in Fox Bluff, this thoughtfully renovated home blends timeless design with exceptional everyday livability. A beautifully remodeled kitchen anchors the main level with custom Denise Quade cabinetry, Sub-Zero/Wolf/Cove appliances, updated laundry, and a gas fireplace that connects seamlessly to the inviting family room with wet bar. Formal living and dining rooms showcase walnut hardwood floors, a wood-burning fireplace, and patio access. The spacious primary suite includes a California Closets system and a remodeled bath, while three additional upstairs bedrooms share an updated bath with custom cabinetry. The finished lower level adds a theater room, office, bedroom, bath, and exercise space with heated floors. Extensive improvements include Pella windows (2015), updated roof (2019), furnace (2023), water softener (2023), Electrolux washer/dryer (2025), custom closets, new carpeting, solar tubes, and more.

4607 Sumac Rd, Westport

$2,995,000

6 Beds ⋅ 6 Baths ⋅ 2026433 MLS ⋅ ACTIVE Status

Tucked away on a quiet cul-de-sac within 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 and backing to fairway 11 on Bishops Bay Country Club golf course, enjoy breathtaking sunset views and year-round serenity from your own backyard retreat. Spend summer days relaxing by the pool, entertaining on the patio, or unwinding in the 3-season room. Inside, the chef's kitchen is designed for gathering, featuring premium Wolf Sub Zero appliances, an oversized island, and beautiful custom finishes. Walls of Marvin windows capture the stunning views and fill the home with natural light. The versatile indoor sport court offers endless possibilities. With flexible living areas, luxurious custom craftsmanship, and up to 7 bedrooms with two first floor primary suites, this home blends everyday comfort with unforgettable lifestyle living. See all features & upgrades in the MLS.

4937 Championship Cir, Westport

$890,000

3 Beds ⋅ 3 Baths ⋅ 2025727 MLS ⋅ ACTIVE Status

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 just minutes from Waunakee, Middleton, and Madison. The backyard is built for entertaining, featuring a huge underground pool with a spacious deck, fire pit area, and large yard. The home's best room is the sunroom overlooking the backyard and surrounding green space. Currently used as a home office and billiards room, this flex space is highly versatile. Complete with 3 garage stalls, the home includes a rear third stall perfect for a boat, ATV, riding mower, or other equipment you'd like to store separately from your vehicles. With a little TLC this home can be taken to the next level!

3924 S Meadow Dr, Westport

$1,600,000

5 Beds ⋅ 3 Baths ⋅ 2025890 MLS ⋅ ACTIVE UNDER CONTRACT Status

Set on a private hilltop lot with exceptional views and wooded acreage, this four acre country estate is now available for sale. The pool, expansive patio area and fire pit all open to an incredible tree line in the back of the property. Views east from the first floor four-season sunroom bring in morning sunlight, while western views of the sunset over the countryside are part of the evening views. The open concept large kitchen, sunroom, and living room showcase beautiful views of the pool and backyard. A formal dining room, office, primary bedroom with ensuite and a guest bedroom complete the first floor. The lower level includes two additional bedrooms, full bathroom and a large rec room with wet bar. A private exercise room is part of the lower level which can be easily converted to a 5th bedroom. The home was quality constructed by Greg Hensen Builders and has been exceptionally maintained, with extensive remodeling throughout. Home and setting are truly remarkable!

6128 Imperial Dr, Westport

$574,900

4 Beds ⋅ 3 Baths ⋅ 2024265 MLS ⋅ ACTIVE Status

MOTIVATED sellers, relocating out of state, quick close! This hidden gem shows even better in person, photos don’t do it justice. You’ll feel right at home from the moment you walk in. With major updates in 2020, 2022, & 2026, this home offers a stunning remodeled kitchen, beautifully updated bathrooms, new flooring, electrical panel, plumbing, & A/C Two stunning floor-to-ceiling stone fireplaces with custom built-ins & the main-level office features built-in shelving, easily converted to a formal dining room. The finished lower level adds a 4th bedroom, 3rd bath, family room, bar, & workout room, perfect for everyday living or entertaining. LeafGuard gutters with transferable warranty. The garage front was refreshed with new LP siding in 2026. Your own backyard paradise, nearly half an acre of mature trees, hot tub, & a cozy fire pit area, ideal for relaxing or entertaining. Warm, inviting, & move-in ready, with Waunakee schools & low Westport taxes. Come & see before it is gone!

5594 Lavin Way, Westport

$4,000,000

2023902 MLS ⋅ ACTIVE Status

Waunakee Schools! Country living with city amenities! 35+ acres of beautiful land, featuring picturesque Six-Mile Creek, bordering DNR land & prestigious Carriage Ridge neighborhood. Build your dream home with acres of private beauty & wildlife in the Town of Westport. Possible lots for development (w/Town approval). Whether you’re a nature lover seeking a peaceful retreat, or an equestrian enthusiast, there are endless possibilities! Premier active horse boarding facility features heated barn - 28+ stalls with auto waters, beautiful lounge offering a full kitchen & two bathrooms, and expansive viewing windows into the indoor riding arena. Other amenities include huge shed, multiple fenced pastures, outdoor riding arena, and access to riding trails. Minutes to Lake Mendota, Governor Nelson State Park, bike trails, shops, and restaurants. City Water/Sewer + private well. Lower Westport taxes. Don’t miss this rare opportunity to own a piece of paradise in Waunakee! BY APPOINTMENT ONLY.

5500 Surrey Ln, Westport

$2,497,000

6 Beds ⋅ 6 Baths ⋅ 2023394 MLS ⋅ ACTIVE Status

Nestled on 1.30 acres in the gated lake-side community of Bishops Woods w/ golf cart access to Bishops Bay Country Club, this exceptional home blends luxury, comfort & resort-style living. A dramatic 2-story foyer opens to a stunning great room w/ floor-to-ceiling stone fireplace & wall of windows overlooking the beautifully landscaped yard. The remodeled gourmet kitchen features Wolf appliances, Sub-Zero refrigeration, quartz counters, oversized island & walk-in pantry. Main level primary suite offers a sitting area w/ fireplace & spa-like bath. Upstairs features 3 en suite bedrooms. Exposed lower level is designed for entertaining with rec room, kitchenette, theater, exercise room, office & 2 additional bedrooms. Outdoor spaces include a hot tub, firepit, patio, grilling area & sport court. Heated 4-car garage plus extensive updates throughout.

4574 Bishops Ct, Westport

$240,000

2022177 MLS ⋅ ACTIVE Status

Update:Kennedy Road is OPEN! Building permit Ready! Lets get digging! Explore Westport's newest Development, Yahara Estates! Exploring a new build, bring your favorite Builder to begin construction on the home you always DREAMED of this Fall. Many lots offer exposure; consult your builder on specifics. Close to Lake Mendota for boating and fishing. Westport Taxes & Waunakee schools don't get any better! Ideal location to East or West Madison, Airport, Interstate to Milwaukee, Chicago, or North to the WI Dells. Hurry, don't wait to secure a lot today.

Lot 25 Copper, Westport

$240,000

2022176 MLS ⋅ ACTIVE Status

Lot 24 Copper, Westport

$205,000

2022175 MLS ⋅ ACTIVE Status

Lot 15 Bald Eagle, Westport

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