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3452 Crestwood Dr, Shorewood Hills
$2,756,241
4 Beds ⋅ 5 Baths ⋅ 2019822 MLS ⋅ CLOSED Status
OPEN HOUSE CANCELED. Perfectly positioned hilltop in Shorewood Hills, this iconic quarry stone Tudor offers timeless architecture + exceptional setting just moments from UW, hospitals & Lake Mendota. Rich in character w/ hardwood floors, handcrafted millwork & luxury finishes, the home seamlessly blends historic charm w/ extensive updates. Designer kitchen showcases La Cornue + SubZ appliances & dinette w/ fireplace, while refined living spaces feature French château mantel, turreted bedroom + beautifully finished LL. Lovely screened porch overlooks gardens & bubbling stream + Koi pond, offering tranquil setting perfect for morning coffee or relaxed evening entertaining. UL provides 3 beds, 3 baths, large bonus room + laundry for flexible, comfortable living. Elevated design details shine through w/custom tile, finishes, wallpaper, + hand-painted murals. Outdoors, curated gardens feature a bluestone patio, ponds, + private, enclosed grounds. Beautiful slate roof & rare 3 car garage.

3452 Crestwood Dr, Shorewood Hills
2933 Colgate Rd, Shorewood Hills
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 2028689 MLS ⋅ CLOSED Status
SOLD COMP

2933 Colgate Rd, Shorewood Hills
3610 Sunset Dr, Shorewood Hills
$1,865,000
4 Beds ⋅ 3 Baths ⋅ 2018137 MLS ⋅ CLOSED Status
Outstanding location in Shorewood Hills, this 4 bed, 2.5 bath exceptional home offers high-end updates while keeping the old world charm + unbeatable setting overlooking scenic fairways of Blackhawk Country Club. Beautifully updated residence showcases impressive craftsmanship + thoughtfully curated finishes thru-out, creating warm + inviting living spaces. Sun-filled interiors highlight character + elegance, while extensive renovations bring modern comfort + elevated style. Remodeled kitchen + living areas flow seamlessly, reflecting quality materials, refined details + a sense of enduring sophistication. Outdoor living is equally special. Newly built deck creates a perfect place to watch sunsets or relax with lake views. Lovely landscaped yards frame the home w/ lush greenery + colorful plantings, offering privacy, beauty & a tranquil backdrop thru-out seasons. Just moments from Lake Mendota, parks, bike paths, pool + retail.

3610 Sunset Dr, Shorewood Hills
N6802 Shorewood Hills Rd, Lake Mills
$1,572,745
3 Beds ⋅ 3 Baths ⋅ 2016642 MLS ⋅ CLOSED Status
Perched high above the water, this remarkable lake home captures breathtaking views from every level through walls of windows that frame the spring-fed lake, known as one of the cleanest in Wisconsin. A canopy of mature trees surrounds the fully landscaped, tiered backyard, creating a private, lush setting that changes beautifully with the seasons. Composite decking overlooks the water, with a three-season room below for year-round enjoyment. The oversized boathouse is one of the largest on the lake, offering a 500 sq ft elevated entertaining deck at the water’s edge. At night, accent and pathway lighting give the home an unforgettable glow from the lake. Extensive, high-quality updates enhance the home throughout. Enjoy boating, kayaking, and fishing just steps away. Located minutes from I-94, near the 52-mile Glacial Drumlin Trail, and within an hour of both Madison and Milwaukee, all while benefiting from Lake Mills’ vibrant community and highly regarded school.

N6802 Shorewood Hills Rd, Lake Mills
1015 Yale Rd, Shorewood Hills
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 2029375 MLS ⋅ CLOSED Status
SOLD COMP.

1015 Yale Rd, Shorewood Hills
3309 Tally Ho Ln, Shorewood Hills
$1,400,000
5 Beds ⋅ 5 Baths ⋅ 2017341 MLS ⋅ CLOSED Status
Rare opportunity to own this never before listed 5 bedroom 2 story in Shorewood Hills! Beautifully renovated over the years this home truly has it all - enter inside to find the bright and open main lvl complete w/ mud & powder room, 2 in-home offices, window filled living/dining room, & kitchen w/ stainless apps, breakfast bar, & dining nook! Brand new 2023 upper level addition is sure to impress w/ 3 beds, a loft & laundry room, and owners suite w/ huge WIC w/ built-ins, stunning en-suite w/ dbl vanity, soaking tub, walk-in tile shower & heated floors! Walkout/exposed basement allows for even more living/entertaining space boasting a spacious family/rec room & 5th bed w/ own private en-suite perfect for hosting guests. Amazing lot w/ no back yard neighbors, deck, stamped patio, & partially fenced in yard suited for a dogs/chickens! 2 car garage & ALL mechanicals/roof replaced in 2023. See docs for more info!

3309 Tally Ho Ln, Shorewood Hills
1007 Edgehill Dr, Shorewood Hills
$1,380,000
4 Beds ⋅ 4 Baths ⋅ 2027052 MLS ⋅ CLOSED Status
SOLD COMP

1007 Edgehill Dr, Shorewood Hills
3415 Blackhawk Dr, Shorewood Hills
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 2021961 MLS ⋅ CLOSED 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
1226 Sweetbriar Rd, Shorewood Hills
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 2012928 MLS ⋅ CLOSED 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
1003 Oak Way, Madison
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 2028828 MLS ⋅ CLOSED Status
Rare Usonian gem in sought-after Shorewood Hills! Built in 1950 and historically recognized as the Vera Schwid House, this distinctive home was designed by acclaimed Madison architects Herb Fritz and Marshall Erdman. Nestled on a beautiful corner lot surrounded by mature trees, the home embodies the timeless Usonian philosophy of bringing architecture and nature together. Just minutes from Hilldale, Lake Mendota, restaurants, cafés, UW–Madison and UW Hospital. A truly special opportunity to own a piece of Madison architectural history.

1003 Oak Way, Madison
3400 Tally Ho Ln, Shorewood Hills
$970,000
2 Beds ⋅ 2 Baths ⋅ 2021337 MLS ⋅ CLOSED 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
1111 Amherst Dr, Shorewood Hills
$855,000
3 Beds ⋅ 2 Baths ⋅ 2026462 MLS ⋅ CLOSED 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
1006 Edgehill Dr, Shorewood Hills
$800,000
3 Beds ⋅ 2 Baths ⋅ 2021060 MLS ⋅ CLOSED Status

1006 Edgehill Dr, Shorewood Hills
3209 Topping Rd, Shorewood Hills
$525,000
3 Beds ⋅ 1 Baths ⋅ 2025350 MLS ⋅ CLOSED 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
N6666 Upper Shorewood Hill, Lake Mills
$524,202
3 Beds ⋅ 2 Baths ⋅ 2018735 MLS ⋅ CLOSED Status
Experience serenity and sophistication in this stunning 3+ bed Shorewood Hills ranch with Rock Lake views! The airy main level features vaulted ceilings, skylights, rich hardwoods, and a cozy fireplace. Enjoy a thoughtful split-bedroom layout and main-floor laundry. Retreat to the massive full-length deck overlooking a secluded, wooded backyard. The walkout lower level offers full exposure and is roughed-in for an additional bed and bath, perfect for equity building! Car enthusiasts will love the deep 30'x25' garage and new concrete driveway. Includes a newer roof plus enjoy the low Town of Lake Mills taxes. Steps from the public pier, Korth Park, and Glacial Drumlin trail, all while staying minutes from downtown dining and shops. Your lakeside lifestyle awaits!

N6666 Upper Shorewood Hill, Lake Mills

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