Cottage Grove Homes with Tri-Level Architecture

Welcome to Cottage Grove, Wisconsin – a charming gem nestled in Dane County that beautifully balances small-town charm with modern conveniences. Just a stone’s throw from Madison, Cottage Grove offers residents a serene escape while still enjoying easy access to the vibrant cultural and recreational offerings of the state capital. With its picturesque parks, friendly neighborhoods, and a strong sense of community, Cottage Grove is an ideal place to call home.

Among the architectural treasures you’ll find in this delightful town are the stunning tri-level homes that grace many of its quiet streets. These unique residences are designed with three distinct levels, offering both style and functionality. The tri-level layout provides ample space for families to grow, with separate areas for living, dining, and entertaining. Imagine cozy evenings in your sunlit living room, family gatherings in the spacious dining area, and a private retreat in the upper-level bedrooms – all while enjoying the aesthetic appeal of this classic design.

Cottage Grove’s tri-level homes often feature charming details such as vaulted ceilings, large windows, and beautifully landscaped yards, creating an inviting atmosphere for both residents and guests. The community is known for its excellent schools, vibrant local businesses, and a plethora of outdoor activities, making it a perfect fit for families, young professionals, and retirees alike.

If you’re searching for a home that combines architectural elegance with a warm community spirit, look no further than Cottage Grove’s enchanting tri-level homes. Discover your dream home in this idyllic town today!

Newest Cottage Grove Homes with Tri-Level Architecture

$467,000

4 Beds ⋅ 2 Baths ⋅ 2030280 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome to this charming 4-bedrm, 2 bath home in Cottage Grove, situated on a beautifully maintained 0.50-acre lot. The home offers comfortable living spaces, a 2-car garage, and a wood-burning fireplace that provides a warm & inviting focal point for relaxing or gathering. Step outside and enjoy multiple outdoor living spaces, including a deck just off the main-level patio door & a lower-level patio accessible through a patio door, creating additional opportunities to enjoy the outdoors. The spacious yard is beautifully landscaped with established perennial gardens, offering seasonal color & natural beauty throughout the year. A book of seasonal photos will be available inside the home, allowing you to see how the landscaping & perennial gardens transform throughout the seasons. With its generous half-acre lot, multiple outdoor spaces, established landscaping, and inviting interior features, this Cottage Grove home offers plenty to enjoy.

4346 Damascus Trl, Cottage Grove

$420,000

3 Beds ⋅ 3 Baths ⋅ 2029207 MLS ⋅ ACTIVE UNDER CONTRACT Status

You’ll feel right at home in this spacious 3 bedroom, 2.5 bath tri-level set on a large corner lot along a quiet dead end street in Cottage Grove. The bright south facing great room is filled with natural light, while the lofted kitchen features an island, generous cabinet space and a convenient office nook. All three bedrooms are nicely sized, including the Owner’s Suite with private bath and walk-in closet. A large family room provides a comfortable second living space for relaxing or entertaining. Step outside from the kitchen onto the large deck overlooking the mature backyard with wonderful privacy to the rear. Recent updates include a new roof, interior paint, landscaping and more! The huge 3 car attached garage offers plenty of room for vehicles, storage and all the extras. A welcoming home with space inside and out!

243 Parador Pl, Cottage Grove

$524,900

4 Beds ⋅ 3 Baths ⋅ 2028605 MLS ⋅ ACTIVE UNDER CONTRACT Status

Picture perfect & move in ready with tons of updates! Over 2,200 sq ft, 4 bedrooms, 3 baths, 3 car garage, great room with soaring ceilings and large picture window, spacious kitchen & dining area with stainless steel appliances, tile backsplash, quartz countertops and breakfast bar, owners suite & ensuite with walk-in shower. Cozy screened porch overlooking large private yard. The exposed lower level offers spacious family room with fireplace, 4th bedroom and 3rd bath…you won't be disappointed in this gem! Just a few of the updates include: Interior paint 2026, carpet 2025, roof, soffit, facia, downspouts, gutters, gutter guards, garage doors, lower level family room updates, furnace, water heater 2024, drive & walk 2022, central air, main level flooring, kitchen quartz counter tops 2019

214 Coyle Pkwy, Cottage Grove

$449,900

4 Beds ⋅ 3 Baths ⋅ 2026723 MLS ⋅ ACTIVE Status

If you’ve been looking for a home where everyone can spread out without feeling disconnected… this is it. With 1,772 finished sq. ft., 4 bedrooms, 3 full baths, and a tri-level layout that just makes sense, there’s truly so much room for activities. The vaulted ceilings and open main level create an inviting space that’s perfect for everything from quiet mornings with coffee to hosting friends on game day. Upstairs, you’ll find all three bedrooms, including a spacious primary suite with its own private bath. The exposed lower level offers even more flexible living space—movie nights, a home office, workout room, playroom… you decide. Outside, enjoy the deck overlooking the backyard with room to grill, relax, or let the dogs run. Tucked into Cottage Grove’s desirable Quarry Ridge Estates, you’ll love being close to parks, trails, schools, and everything that makes this community feel like home.

903 Crysta Trl, Cottage Grove

$370,000

3 Beds ⋅ 2 Baths ⋅ 2025553 MLS ⋅ ACTIVE UNDER CONTRACT Status

OPEN HOUSE CANCELED - AO! Move right into this beautifully updated home offering the perfect blend of modern finishes and functional living space. The fully remodeled kitchen shines with quartz countertops, stylish cabinetry, and ample prep space, while the updated full bathroom adds a fresh touch.The bright dining area walks out to the deck, creating a seamless connection to outdoor living. The lower-level family room features a walkout to a brand-new patio (to be installed prior to closing), providing an additional space to relax or entertain. With two bedrooms on the upper level and a third bedroom on the lower level, the flexible layout accommodates a variety of living needs. Additional highlights include abundant storage and a spacious two-car attached garage. Conveniently located and thoughtfully updated, this home is ready for its next owner to enjoy.

237 W Parkview St, Cottage Grove

$369,000

3 Beds ⋅ 3 Baths ⋅ 2024864 MLS ⋅ ACTIVE UNDER CONTRACT Status

New Price, seller motivated! Zero lot line, 1/2duplex located at north end of Cottage Grove.The main level features a spacious, sun-filled living room with a gas fireplace that opens seamlessly to the dining area and kitchen. Step out to the new composite deck with metal railings-a perfect spot for grilling or relaxing outdoors. Upstairs, the generous primary suite includes an updated en-suite bath, accompanied by two additional bedrooms and laundry/full bath combo. The exposed lower level-with walkout to the patio-is ready for your vision. With a bathroom and the utility area already framed in, it’s an excellent opportunity to add a bedroom, rec room, or both. Recent improvements include fresh paint main level, a new roof, A/C unit, deck and front entry railings. This home could be a great rental. Close to the pedestrian/bike path, Glacial Drumlin Trail, 3 schools, restaurants, and offering easy access to Madison and beyond. UHP Ultimate Home Warranty included

1120 Starlight Ln, Cottage Grove

Start Your Search

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.