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$1,469,000
5 Beds ⋅ 3 Baths ⋅ 2025873 MLS ⋅ ACTIVE Status
A rare opportunity to own the Professor Ernest F. & Jesse Bean House, a 1914 Craftsman bungalow nestled beneath a majestic tree canopy within the College Hills Historic District in the Village of Shorewood Hills. This classic home showcases distinctive flared eaves, a stucco exterior, generous windows and a deep covered front porch that embodies the home’s timeless design. Inside, natural light fills the home, highlighting rich woodwork, a wood-burning fireplace and beautifully refinished hardwood floors. Offering 5 bedrooms & 3 full baths, the home has been lovingly cared for with fresh interior paint, new furnace & a new garage roof. Set on an exceptional, nearly double lot, winding brick pathways lead through lush perennial gardens beneath towering trees, creating a peaceful arboretum-like retreat. The expansive rear deck & oversized second-floor balcony overlook this extraordinary setting. A historic Shorewood Hills home in one of Madison's most treasured neighborhoods.

1210 Sweetbriar Rd, Shorewood Hills
$850,000
3 Beds ⋅ 2 Baths ⋅ 2026462 MLS ⋅ ACTIVE UNDER CONTRACT Status
Nestled in the heart of Shorewood Hills, this classic two-story Colonial offers the perfect blend of character, comfort, and location. Hardwood floors flow throughout the home, creating a warm and inviting atmosphere. The kitchen features solid-surface countertops, and an island that opens to the dining area. The main level also includes a living room with a gas fireplace and built-in bookcases, a separate family room overlooking the backyard, and a convenient half bath. Step outside to a secluded backyard with a hot tub and direct adjacency to Bradley Park. Upstairs you'll find three bedrooms and a full bath. Enjoy the convenience of walking or biking to UW Hospital, the University of Wisconsin campus, Picnic Point, neighborhood restaurants, shops, parks, community pool, sled hill, and Lake Mendota. Experience all that Shorewood Hills has to offer in one of Madison's most sought-after communities.

1111 Amherst Dr, Shorewood Hills
$575,000
3 Beds ⋅ 1 Baths ⋅ 2025350 MLS ⋅ ACTIVE Status
Nestled in the heart of sought-after Shorewood Hills, this charming home offers the perfect blend of timeless character and an unbeatable location. Plan for a beautiful remodel and customize your layout and finishes This investment holds many possibilities. Enjoy tree-lined streets, nearby parks, and the vibrant community atmosphere that makes Shorewood Hills so desirable. Just minutes from the University of Wisconsin–Madison campus, downtown Madison, Lake Mendota, local schools, shopping, coffee shops, and neighborhood dining. Easy access to bike paths, recreation, and cultural attractions adds to the appeal. A rare opportunity to enjoy convenience, charm, and one of the Madison area’s most beloved neighborhoods.

3209 Topping Rd, Shorewood Hills
$884,900
3 Beds ⋅ 2 Baths ⋅ 2025022 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to Shorewood Hills! This historic home offers over 2,000 square feet of living space on a level, one-third-acre lot. The welcoming foyer opens to a spacious living room featuring a wood fireplace, original built-in cabinets and access to the private backyard. The charming kitchen offers great counterspace and storage. Entertaining is easy in the formal dining room. The classic details continue upstairs in the bedrooms with custom dormer windows, woodwork, and built-ins. Primary bedroom with attached bonus room. The original hardwood floors add character and timeless appeal throughout much of the home, while the functional layout provides flexibility. With large rooms, 1.5 baths, and a premier location near parks, schools, and shopping, this is a rare opportunity to create your dream home in one of the area's most sought-after neighborhoods.

1234 Sweetbriar Rd, Shorewood Hills
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 2021961 MLS ⋅ ACTIVE UNDER CONTRACT Status
This beautifully updated mid-century modern home offers timeless design in exceptional setting. Filled w/ natural light, home showcases warm hardwood floors, clean architectural lines, + expansive windows that bring the outdoors in. Inviting living room features fireplace, wall of bookcases & an oversized picture window capturing garden views. Thoughtfully updated kitchen w/ large center island offers a seamless flow for both everyday living + entertaining. Updated baths provide a fresh, modern feel, while the loft bedroom impresses w/ vaulted ceiling, creating a bright & airy retreat. Step outside to a spacious deck w/neighborhood views. Perfect for relaxing or hosting gatherings. Ideally located near Shorewood Elementary, Four Corners Park & Blackhawk Country Club, this home offers a rare combination of style, updates and an unbeatable SH lifestyle.

3415 Blackhawk Dr, Shorewood Hills
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 2021337 MLS ⋅ ACTIVE UNDER CONTRACT Status
Own a piece of Shorewood Hills history with this one-of-a-kind home built in 1854! Step into the bright, airy kitchen, an addition that connects the garage to the original home, blending modern updates with its historic style. The formal dining room is loaded with windows and has access to a deck and a large private yard. The main level has a full bath and 2 bedrooms, including a spacious primary with a walk-in. The fully exposed lower level invites you in with the huge windows and breathtaking views of the surrounding woodland gardens. A charming reading nook leads to a versatile space perfect for an office. The cozy den anchored by an efficient wood-burning stove is the perfect spot on chilly days. Outside, relax on the patios and decks, then stroll along winding paths to discover peaceful spots to pause and take in the scenery. This home stays true to its history, showcasing original details and character throughout. Will you be the next owner to continue its legacy?

3400 Tally Ho Ln, Shorewood Hills
$7,500,000
2016677 MLS ⋅ ACTIVE Status
Exceptional opportunity to acquire a nearly new, Class A mixed-use building in one of Madison's most desirable and supply constrained locations. Built in 2019, this 24,500 SF, two story property offers a rare blend of high-quality construction, flexible use potential, and strong long-term fundamentals. Designed for versatility, the building currently supports a restaurant, daycare, and office configuration, making it ideal for ownerusers, investors, or mission-driven organizations seeking a modern, efficient footprint with multiple income or operational paths. The restaurant component is fully built out with event space, bar, patio seating, and commercial kitchen infrastructure, creating immediate value for food, hospitality, or experiential concepts. The daycare space is thoughtfully designed with classrooms, outdoor play areas, and supporting amenities, reflecting the property's adaptability to community-focused uses. 64 underground parking stalls make this one unique property.

2801 Marshall, Shorewood Hills
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 2012928 MLS ⋅ ACTIVE UNDER CONTRACT Status
Set on a mature lot in sought-after Shorewood Hills, this charming 2-story Colonial blends historic character with thoughtful modern updates. Built in 1916, the home features 3 bedrooms, 2.5 baths, and approximately 2,000 sq ft of beautifully refinished living space. The main level offers a brand-new semi-custom kitchen with Sub-Zero refrigerator and induction cooktop, cozy family room with natural wood fireplace, and a spacious formal dining room. Upstairs includes three bedrooms and an owners’ suite with a fully tiled bath and heated floors. Extensive updates include new roof, furnace, water heater, plumbing, electrical, skylights, and more. A stabilized 1-car garage, refreshed landscaping, and timeless setting complete this exceptional offering.

1226 Sweetbriar Rd, Shorewood Hills

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.