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9809 Trappers Trail Trail, Madison
$4,000,000
7 Beds ⋅ 7.5 Baths ⋅ CLOSED Status
This luxury home exudes elegance+sophistication w/over 15,000 sq ft under roof. Exterior boasts timeless architecture, w/manicured landscaping framing grand entrance. Spacious living areas adorned w/high ceilings, beautiful crown molding + custom built-ins & designer finishes. Chef?s kitchen features top-of-the-line appliances, custom cabinetry & natural stone countertops. Primary suite offers a private sanctuary, complete w/lavish ensuite bath + expansive walk-in closet.Entertain guests w/home theater, full bar, wine cellar, + outdoor patio w/firepit, outdoor kitchen + oasis pool & built-in hot tub. Finished 5+ car heated garage. Every detail meticulously crafted, this home epitomizes modern luxury living in Middleton's premier enclave. See docs for list of more features.

9809 Trappers Trail Trail, Madison

Listing courtesy of Sprinkman Real Estate. Selling Office: .

1110 Edgewood Avenue Avenue, Madison
$2,850,000
6 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
Showings begin 7/8. One of Madison's most iconic homes, this remarkable Lake Wingra estate offers nearly two private acres in the heart of the city. Adjacent to Edgewood, next to the Henry Vilas Zoo, and just a short walk to Monroe Street's shops/restaurants, the setting is truly unmatched. Built for Leo Crowley, the home later hosted President Franklin D. Roosevelt during a visit to discuss the railway. This residence showcases stunning original woodwork, six bedrooms, two sunrooms, a surprise third level, and a breathtaking great room with sweeping lake views. Outside, professionally landscaped gardens, a fully fenced yard, private pool, charming tea house, and mature trees create an incredibly peaceful retreat. Stone patios and winding garden paths provide inviting spaces for entertaining or simply enjoying the serene, private surroundings. A three-car garage completes this rare offering?an extraordinary opportunity to own a treasured piece of Madison's history.

1110 Edgewood Avenue Avenue, Madison

Listing courtesy of First Weber, Inc. Selling Office: .

1001 Woodward Drive Drive, Madison
$2,000,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
This exquisite Craftsman retreat blends timeless architecture with elevated modern amenities, nestled on 66' of Lake Mendota frontage with direct views of the Madison skyline. Beautiful hardwood + tile flooring throughout. The chef's kitchen features a pantry + generous prep space, ideal for entertaining. First floor primary suite. Spa-inspired baths include an infrared sauna + freestanding soaking tub with lake views for a true at-home escape. Laundry on UL + LL adds everyday ease. Outdoors, take in lakefront living with a fenced yard, firepit, 2 upper-level decks, a boathouse, deck + pier, and a stamped concrete courtyard with shade sail + standing seam metal roof. Unfinished basement with unlimited possibilities. Minutes to downtown Madison and Gov Island walking trails.

1001 Woodward Drive Drive, Madison

Listing courtesy of Sprinkman Real Estate. Selling Office: .

137 E Wilson Street Street Unit 510/511, Madison
$1,850,000
3 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
Stunning Lake Monona View Condominium. A dramatic great room concept anchors this exquisite condominium, combining the living, family, dining, and kitchen areas into one expansive, light-filled space. Designed by Pine Clearwood Architects, the residence showcases distinctive architectural details. Enjoy the outdoors from either of the two private balconies, gather around the grand gas fireplace, or unwind in the open concept kitchen/living area featuring recycled metal tile accents, African granite countertops, and curved red birch cabinetry. Primary suite includes walk-in closet and its own cozy electric fireplace. Additional highlights include tiled entryway, built-in storage areas, dedicated laundry and hobby room. The property also includes 2 parking spaces.

137 E Wilson Street Street Unit 510/511, Madison

Listing courtesy of Restaino & Associates. Selling Office: .

1802 Monroe Street Street Unit 401-02, Madison
$1,680,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status
READY FOR CONDO AND LOVE LIVING NEAR WEST? Don?t spend another winter in your house and stay connected to your neighborhood. 401-02 is the largest single floor residence at the highly sought after Monroe Commons. Easy house-to-condo transition with all the comforts, ambiance, & space of a house. This condo lives like a 3-bed, 2-bath home with an internally connected 1-bed, 1-bath suite/condo with its own full kitchen, living space, balcony, laundry, & private entrance. Ideal for a caretaker, family/guest suite, multigenerational living, or home office. Enjoy grilling and gardening on your huge covered balcony facing Madison?s skyline. Luxuriate in the jetted tub and steam shower. Walk to Badger athletics, Trader Joe?s grocery, pharmacy, and local shops & restaurants. 5 min bike or drive to St Mary?s & Meriter Hospitals and UW Campus. Under 10 min bike/drive to UW Hospital. 3 heated parking spaces and 2 storage units included. Embrace the peace-of-mind and convenience of condo living!

1802 Monroe Street Street Unit 401-02, Madison

Listing courtesy of Restaino & Associates. Selling Office: .

5128 Spring Court Court, Madison
$1,610,000
4 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
Nestled in the peaceful Spring Harbor neighborhood on Lake Mendota, this charming waterfront retreat offers yr-round lakeside living. Boasting classic cedar shake siding, a shore station boat hoist, storage shed & a cozy gas fire pit by the water's edge. Installed in 2024 the large automatic awning over the 30'x12' deck & hot tub offer yr-round outdoor fun. Addt'l features incl 2 sump pumps, a power generator & yr-round dock access inside the harbor. The main flr primary suite offers an en suite w/steam shower, w/ 3 more spacious bedrms & 2 full baths. An upper-level exercise rm, 2 fireplaces (in the den & great rm) & 3-car garage complete the home. Nearby Merrill Springs Park offers kayak storage & launch. Convenient to West Side, Middleton & Blackhawk Country Club.

5128 Spring Court Court, Madison

Listing courtesy of Keller Williams Realty. Selling Office: .

9913 Shadow Ridge Trail Trail, Madison
$1,600,000
5 Beds ⋅ 4.5 Baths ⋅ CLOSED Status
Beautifully maintained Cornett Homes custom residence, ideally positioned on one of the most desirable half-acre lots in Blackhawk. Designed with both luxury and entertaining in mind, this home features a stunning chef?s kitchen that opens to a dramatic great room with soaring windows, abundant natural light, and hardwood floors throughout. The thoughtful floor plan includes five bedrooms, a private office, spacious pantry, mudroom, back staircase, first-floor primary suite, and an additional ensuite bedroom on the second level. The finished lower level offers a family room, game room, and private guest suite. Additional highlights include a whole-home sound system, three-car garage, professionally landscaped grounds, screened porch, fire pit, and an exceptionally private backyard. New roof completed in 2026, along with recent exterior improvements. This remarkable property offers outstanding craftsmanship, privacy, & the upgrades today?s discerning buyer expects.

9913 Shadow Ridge Trail Trail, Madison

Listing courtesy of Compass Real Estate Wisconsin. Selling Office: .

2309 Lakeland Avenue Avenue, Madison
$1,600,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status
Thoughtfully renovated in 2018, this exceptional Colonial blends timeless 1920s character with modern design & breathtaking Lake Monona views. Bordering Hudson Park on the east and south, it offers a private retreat in the heart of Madison. The open-concept layout features a chef's kitchen with custom Brunsell cabinetry, quartz countertops, a solid cherry island & expansive Marvin windows throughout. The living room includes a wood-burning fireplace insert a built-in bookcase with a hidden door revealed by tilting a book. Offering 3 bedrooms, 3 full baths, an office/guest room, and a primary suite with a walk-in closet, laundry, and private balcony. Additional highlights include a sauna, two decks, fire pit, pantry, and extensive updates, including a new roof and gutters (2026). See documents for the complete list of updates and features.

2309 Lakeland Avenue Avenue, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

814 Big Stone Trail Trail, Madison
$1,600,000
5 Beds ⋅ 5.5 Baths ⋅ CLOSED Status
Gorgeous style & exceptional function come together in this home in the desirable Blackhawk neighborhood. Enjoy timeless design & thoughtful flow throughout. Relax in the FR w/cozy reading nook, fireplace, coffered ceiling & stunning views of the private yard & pool. A chef?s kitchen offers everything including a fireplace adding extra warmth & charm. The huge DR provides the perfect space for entertaining, while the screened porch is ideal for casual meals & sunset views. Main level includes 2 flex spaces perfect for an office/den or guest room. Upper level boasts 4 large bedrooms & 3 baths, including a luxurious primary suite w/huge walk-in closet & spa-like bath. The walkout LL will not disappoint, offering a spacious rec room, golf simulator, exercise rms & add'l bedroom & full bath. Step out to beautifully landscaped outdoor private retreat which includes a pool, hot tub, & lounging areas. Furnace and water heater new 2025. AC new 2019. Newer pool cover, endless lap feature.

814 Big Stone Trail Trail, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

25 Turnwood Circle Circle, Madison
$1,550,000
5 Beds ⋅ 5.5 Baths ⋅ CLOSED Status
Welcome to Turnwood Circle! Opportunities like this on Hawks Landing golf course are rare. Enjoy breathtaking panoramic views across two fairways from this all-brick home on a .82-acre lot. Outdoor living is highlighted by an in-ground pool, lit sports court, expansive deck, and screened porch. Inside, the 2 story great room features Brazilian cherry floors, abundant natural light, and multiple walkouts. The open kitchen offers newer granite counters and backsplash, a large walk-in pantry, Wolf and Sub-Zero appliances including double ovens, gas cooktop with griddle, refrigerator drawers, & more. Upstairs you'll find four spacious en suite bedrooms with walk-in closets. A luxurious primary suite with rooftop deck. Convenient 2nd floor laundry room. The exposed lower level features a massive rec room with generous kitchenette and game area, exercise room, office, and fifth bedroom. An exceptional one owner home. A truly rare opportunity that you're going to want to experience. Come see!

25 Turnwood Circle Circle, Madison

Listing courtesy of Restaino & Associates. Selling Office: .

208 Lathrop Street Street, Madison
$1,540,000
4 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
Beautiful stone home with timeless character & thoughtful updates in one of Madison?s most sought-after neighborhoods. This light-filled home showcases beautiful craftsmanship throughout. Gorgeous, newly remodeled kitchen features custom cabinetry, center island, quartz counters, high-end appliances & finishes & opens to large formal dining. Living space includes a cozy gas fireplace & broad window seat, perfect for books and conversation, & connects to den/office. Primary suite with walk-in shower and closet plus 3 additional beds & full bath round out the UL. Extra sleeping/flex space + full bath & rec room in LL for more room to spread out. Enjoy morning coffee or evening gatherings on the ML screened porch or an afternoon nap on the swing bed on the UL sleeping porch. Truly custom home in an unbeatable, walk-friendly location close to campus, parks, and local favorites.

208 Lathrop Street Street, Madison

Listing courtesy of Sprinkman Real Estate. Selling Office: .

1712 Summit Avenue Avenue, Madison
$1,525,000
5 Beds ⋅ 4.5 Baths ⋅ CLOSED Status
Beautiful & stately home in historic University Heights, rich w/history + timeless elegance. Once rented by Nobel Prize-winning author Sinclair Lewis, the home showcases extraordinary craftsmanship thru-out. Step inside to find warm, rich tones + beautiful woodwork overflowing w/ character, from intricate moldings to stunning architectural details. Spacious primary features attached dressing room/closet + full ensuite bath. Private elevator + meticulous maintenance make this home one of a kind w/ 4 floors of flexible living + modern comfort. Enchanting stone-screen porch invites relaxation, while generous living spaces provide endless opportunities for entertaining. Truly a legacy property in the heart of University Heights and easy distance to UW, downtown Madison, shops, restaurants, etc

1712 Summit Avenue Avenue, Madison

Listing courtesy of Sprinkman Real Estate. Selling Office: .

4122 Manitou Way Way, Madison
$1,500,000
4 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
Classic Tudor architecture overlooking Nakoma Golf Club, thoughtfully reimagined for the comforts of modern living. Designed by renowned Madison architects Flad & Moulton, this beautifully preserved 1929 home celebrates its architectural heritage while offering the features today's buyers desire. Rich architectural details, hardwood floors, abundant natural light, and a striking stone fireplace complement a thoughtfully designed addition with a luxurious primary suite, walk in closet, spacious family room, mudroom, and expanded dining area. The chef's kitchen features cherry cabinetry, granite countertops, and high end appliances, while the finished lower level with custom built ins and a Murphy bed offers exceptional flexibility. A rare 2 car garage with expansive upper level storage is an uncommon amenity in historic Nakoma. Perennial gardens, an inviting patio, and picturesque golf course views complete this remarkable home.

4122 Manitou Way Way, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

1014 Meadow Mist Road Road, Madison
$1,500,000
6 Beds ⋅ 5 Baths ⋅ CLOSED Status
Showings start 2.17. Custom-built home in the highly desirable Blackhawk neighborhood offering over 6,000 sq ft of finished living space! Two-story great room showcases expansive windows flowing seamlessly into gourmet kitchen, walk-in pantry, lg. island, Built-in buffet. 1st fl. primary suite w/ jetted tub & private tiled shower Additional Bedroom/Craftroom on ML, full bath. Upstairs offers three large bedrooms, each with walk-in closets, two full bathrooms, a spacious bonus/studio room, and a 2nd laundry room for added convenience. The walk-out LL is ideal for entertaining, featuring a kitchenette, theater room, exercise room, sixth bedroom, and full bath.Lg. storage room w/ staircase to garage. Lg. mudroom w/ pet shower, cubbies & walk-in closet. AC/Insulated/Drywalled Workshop (21x14) off the back of 4 car Heated garage w/ floor drains! All this overlooking lg. landscaped yard w/ 12x11 screened porch, 2 seating areas & fire pit. Middleton Schools!

1014 Meadow Mist Road Road, Madison

Listing courtesy of Compass Real Estate Wisconsin. Selling Office: .

2234 Eton Ridge Ridge, Madison
$1,499,500
4 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
Thoughtfully restored French Country Craftsman blending timeless character with refined modern updates in one of Madison?s most sought-after neighborhoods. Set on a tree-lined, south-facing lot with a charming brick walkway, this home is filled with natural light and showcases hardwood floors, crown molding, and rich architectural detail throughout. The chef?s kitchen with marble countertops flows into a cozy sitting area overlooking the backyard, while a bright sunroom connects to an artisan-crafted screened-in porch?ideal for everyday living and entertaining. Primary suite offers abundant storage, natural light, and an updated bath. Finished lower level with full bath & kitchenette provides flexible living space. Outside, enjoy a spacious brick patio, lush lawn, and custom storage shed, enhanced by iron window boxes in the home?s southern exposure. Ideally located near schools, UW?Madison, Monroe Street shops and cafs, the Arboretum, Vilas Zoo, and the Southwest Commuter Bike Path.

2234 Eton Ridge Ridge, Madison

Listing courtesy of Sprinkman Real Estate. Selling Office: .

1811 Vilas Avenue Avenue, Madison
$1,455,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Crafted in 1910 by pioneering architect Cora Tuttle, this special bungalow blends rich history with an unmatched setting. One of only ten homes abutting Vilas Park, it offers direct access to nature, bike path, and peaceful green space, all just moments from UW games and Monroe Street events. Featured on local architectural tours, this home showcases timeless character paired with thoughtful updates throughout. A coveted 2-car garage adds convenience, while the stunning rooftop deck delivers seasonal glimpses of Lake Wingra and treehouse-like charm - amazing for morning coffee and evening cocktails. Enjoy the distant roar of lions from the nearby zoo, a uniquely Madison experience. Eligible for historic tax credits, this is a rare opportunity to own a significant piece of the city?s architectural heritage in an extraordinary location. Welcome home!

1811 Vilas Avenue Avenue, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

3 Waushara Circle Circle, Madison
$1,425,000
5 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
On top of the hill of Hill Farms sits this one-of-a-kind, Galena stone & redwood mid-century modern masterpiece! It boasts a 40x20 inground saltwater pool, a huge patio, a sports court, inground lighting, a storage shed, & a 2.5 car garage w/ EV plug, walkout, & basement access. The ML has a tiled foyer w/ lots of storage closets, a great room w/ a floor to ceiling stone wood burning FP & corner windows, a gourmet kitchen w/ breakfast nook, built-in Sub-Zero fridge & freezer, custom stove/double ovens & slide out cooktop, & recycled glass counters & backsplash! There's a formal dining room, a den w/ built-ins & a walkout, & a laundry room w/ built-in W&D, pet shower, & a walkout to the garage. The ML has 5 bedrooms, one is an office w/ a walkout, one is big enough to convert into two, & the large primary has a full en-suite. The LL has a big rec room w/ 2nd kitchen, a bunkroom w en-suite, a workshop, a bomb shelter, & storage galore! 1 block from schools w/ neighborhood walking paths!

3 Waushara Circle Circle, Madison

Listing courtesy of EXP Realty, LLC. Selling Office: .

9313 Lawn Brook Drive Drive, Madison
$1,401,000
4 Beds ⋅ 4.5 Baths ⋅ CLOSED Status
Situated along the premier fairway of Hawks Landing golf course, this custom Hart DeNoble residence is a true masterpiece. A grand arched entryway opens to elegant columned living and dining spaces, complemented by a refined private office with cherry built-ins. The primary suite offers a private sanctuary with a fireplace, secluded deck, and beautifully appointed spa-like bath. The gourmet kitchen showcases Viking appliances, while the expansive walk out lower level is designed for entertaining with a custom bar, game area, theatre room, wine cellar, and sauna. Every aspect of this home is crafted with timeless sophistication in one of Hawks Landing's most coveted settings.

9313 Lawn Brook Drive Drive, Madison

Listing courtesy of Sprinkman Real Estate. Selling Office: .

805 Blue Aster Trail Trail, Madison
$1,400,000
5 Beds ⋅ 4.5 Baths ⋅ CLOSED Status
Stunning 5 bedroom + an office custom-built two story home. The front entry foyer says it all... high ceilings, arched entryways, beautiful flooring & tons of natural light! Kitchen features a SubZero refrigerator, huge KitchenAid 6 burner & griddle gas stove, spacious granite top breakfast bar island & large walk-in pantry. Modern lighting throughout the home adds to its elegant appeal. Two-story great room features a floor to ceiling stone gas fireplace & massive windows W/ wooden shutters. Enjoy three seasons of relaxing while overlooking the private backyard on the screen porch with EZE--BREEZE window system. Primary suite features an angled tray ceiling and tiled bathroom with walk-in glass shower, soaking tub & double vanity. 3 more bedrooms, 2 bathrooms and a big laundry room complete the upper-level. Exposed LL with Rec Room, wet-bar, exercise room, 5th bedroom & bath. Easy walk to Pope Farm Elementary School. UHP Home Warranty Included

805 Blue Aster Trail Trail, Madison

Listing courtesy of Restaino & Associates. Selling Office: .

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