Westport Homes with Colonial Architecture

Welcome to Westport, Wisconsin – a hidden gem nestled in the heart of Dane County, where charm meets modern living. This picturesque town is known for its stunning landscapes, vibrant community, and a rich tapestry of history. With its proximity to the bustling city of Madison, Westport offers the perfect blend of serene suburban life and easy access to urban amenities.

One of the standout features of Westport is its captivating Colonial architecture. As you stroll through the tree-lined streets, you’ll be enchanted by the stately homes that embody the elegance and grace of this timeless style. These Colonial residences, with their symmetrical facades, grand columns, and classic gabled roofs, evoke a sense of history and tradition that is hard to find elsewhere. Each home tells a story, showcasing craftsmanship and attention to detail that resonates with both history enthusiasts and modern homeowners alike.

Living in Westport means embracing a lifestyle enriched by community spirit and outdoor adventures. With access to beautiful parks, scenic trails, and the shimmering waters of the nearby lakes, residents enjoy a plethora of recreational activities year-round. Whether you’re picnicking in the park, biking along the trails, or simply enjoying a quiet evening in your Colonial home, Westport offers a unique blend of tranquility and vibrancy.

Come discover the allure of Westport, where Colonial architecture meets a thriving community. Your dream home awaits in this enchanting town, offering not just a residence, but a lifestyle steeped in charm and warmth.

Newest Westport Homes with Colonial Architecture

$525,000

4 Beds ⋅ 4 Baths ⋅ 2031008 MLS ⋅ ACTIVE Status

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 mantel and ceiling height stacked stone create a beautiful focal point, which is complemented by gorgeous solid wood floors, vaulted ceilings & an open staircase leading to 4 BR's upstairs. The Primary BR is huge, has double closets & a large ensuite w/beautiful granite counters. The LL is illuminated with natural light, is a great space designed for entertaining, and features patio doors, which harbor an outdoor oasis intended for relaxation & entertaining. All updates listed are per seller. Close to everything! East, West, or Downtown. See it today!

5591 Huntingwood Way, Westport

$1,599,000

5 Beds ⋅ 7 Baths ⋅ 2030142 MLS ⋅ ACTIVE Status

Exceptional craftsmanship in this premier custom home by builder Michael F. Simon, ideally situated on nearly 1 acre in highly desirable Tuscany Ridge. Designed w/ steel beam construction w/ long-lasting clay tile roof. Dramatic cathedral-ceiling great room, elegant formal dining room, expansive private office, loft, + beautifully appointed chef's kitchen create an ideal balance of everyday comfort + sophisticated entertaining. Kitchen showcases quartz tops, marble backsplash, walk-in pantry, wine + coffee station. ML offers lux primary suite w/ custom closet + spa-inspired bath, + private guest suite. UL w/ 2 beds, 2 full baths, loft + office. Finished walkout LL impresses w/ over 8-foot ceilings, expansive rec room, wet bar, theater area, fitness room, guest suite, + 1/2 bath. Venetian plaster walls, designer lighting, + exceptional mechanicals. Outside, enjoy stamped concrete circular dr, deck, pro landscaping, oversized 3+ car garage, + outstanding privacy.

5695 Tuscany Ln, 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

$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

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