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$475,000
3 Beds 3 Baths 2032104 MLS ACTIVE Status
Welcome to this well cared for mid-century ranch in Madison’s sought-after Hill Farms neighborhood. Thoughtfully designed with timeless character, this inviting home features an updated kitchen layout with seamless connections to the living and dining areas, hardwood floors, abundant natural light, and an updated bathroom that blends modern style with the home’s classic appeal. A spacious 2-car garage adds convenience and storage, while the unfinished lower level offers exciting potential for additional living space. A spacious yard with producing grape vines can become your paradise. Don't forget the screen room for relaxing on a nice fall day. Ideally located near Van Hise Elementary and just minutes from Hilldale, downtown Madison, shopping, dining, parks, and more. A rare opportunity to enjoy the character and livability of a mid-century ranch in one of Madison’s most established and desirable neighborhoods.

5033 Regent St, Madison

$725,000
2 Beds 2 Baths 2031467 MLS ACTIVE Status
Experience modern luxury in downtown Madison, just moments from Lake Monona, bike trails, restaurants, dog parks, and all the energy the city has to offer! This beautifully designed condo combines sophisticated contemporary style with an inviting, light-filled atmosphere. Floor-to-ceiling and oversized windows fill the home with abundant natural light, creating a bright, airy feel throughout the living spaces. A charming sleeping porch offers a peaceful retreat and an extra dose of indoor-outdoor living—perfect for morning coffee, an afternoon read, or relaxing at the end of the day. With its thoughtfully designed interiors, abundant windows, upscale finishes, and prime downtown location, this home offers an exceptional blend of comfort, convenience, and understated luxury. Step outside and you're minutes from the lake, green spaces, dog-friendly parks, vibrant restaurants, and everything that makes downtown so desirable. Tandem parking in garage for 2 cars.

211 S Henry St Unit 201, Madison

$399,800
2 Beds 2 Baths 2032079 MLS ACTIVE Status
Sought-after 2 bdrm/2 bath first flr Cherokee condo overlooking manicured grounds & offers easy, no-step living. Enjoy walking trails, pool, & Cherokee Golf Course & TCP golf course expansion. Sun-filled open floor plan w/warm & modern appeal. Elegant white woodwork frames the spacious living rm, which flows into a relaxing sunroom w/walkout access to private, level lot w/gardens. Fully applcd kitchen w/rich maple cabinetry, large sitting island, & spacious dining. 2 huge bdrm suites- Owner suite offers a private bath w/easy step-in shower, huge walk-in closet, & in-unit laundry. Secure building access, grand entrance, wide doorways, & an elevator just steps from the unit for exceptional accessibility & ease of living. 2 garage stalls, a large storage unit, & a dedicated car washing area. Located on the bus line & near new Cherokee Park & Nature Preserve. 1st flr units like this rarely become available w/many long-term owners in this lovely neighborhood! Well-run, healthy association.

69 Cherokee Cir Unit 103, Madison

$225,000
1 Beds 1 Baths 2032049 MLS ACTIVE Status
Gorgeous condominium home in Fitchburg, ideally located near scenic parks with easy access to the Capital City Trail for a quick bike ride to downtown. The inviting open layout creates a seamless flow for entertaining and everyday living. You’ll appreciate the many recent updates, including new quartz countertops, refaced modern cabinetry, and fresh Sherwin-Williams designer paint throughout. Unwind in your private suite featuring a remodeled walk in shower, full bath, and walk in closet. Enjoy warm weather on your private patio and take advantage of the association amenities, including a clubhouse, fitness center, lawn care, and snow removal for a low maintenance lifestyle. Pet friendly with in unit laundry, underground heated parking, and all new appliances, disposal, washer, dryer, and HVAC. A fantastic blend of comfort, convenience, and location.

5196 Sassafras Dr Unit 105, Fitchburg

$340,000
2 Beds 2 Baths 2031774 MLS ACTIVE Status
Welcome to this inviting first-floor end-unit condo in a convenient Monona location! Enjoy peaceful views of the community gazebo and greenspace from the tiled, screened-in porch—perfect for relaxing or entertaining. The open kitchen and dining area features durable laminate flooring, a newer refrigerator, and plenty of natural light. Ceiling fans throughout add comfort and airflow. The spacious primary suite offers a walk-in closet and private bath with a stall shower. With 2 bedrooms, a versatile den, and 2 full baths, there’s room for guests, a home office, or hobbies. In-unit washer and dryer add everyday convenience. The property includes two parking spaces plus additional storage in the basement. Conveniently located near grocery stores, restaurants, shopping, and all that Monona Drive has to offer!

100 Femrite Dr Unit 106, Monona

$419,000
1 Beds 1 Baths 2032033 MLS ACTIVE Status
Step inside and the windows do the talking. Treetops fill the glass across the living and dining area, the light shifts with the season, and the private balcony is where morning coffee happens. The kitchen and baths have over $100,000 in updates. Granite counters and stainless appliances make the kitchen a place you actually want to cook in, and the baths lean spa, with a jetted tub for the long soak and a shower running three shower heads. The den flexes into whatever the week calls for, whether that is a home office with the door closed, a guest room when company comes, or a quiet corner for books. Head up to the 12th floor for the rooftop patio, community room, and fitness center. Includes a heated underground parking spot, so winter mornings stay easy, plus plenty of parking for guests. Whole Foods sits across the street, Hilldale and Target are two blocks out, and the bus line and bike path start at your door.

625 N Segoe Rd Unit 610, Madison

$249,900
2 Beds 2 Baths 2032029 MLS ACTIVE Status
Nice 2 bedroom townhome style condo w/great location & easy access in every direction! You'll be just minutes away from the East Towne Mall area for shopping, dining, fitness, and more. Located near trails and easy access to public transit as well. On the main floor, you'll find the kitchen, combined living/dining area with walk-out to your private deck and a powder room. Upstairs you'll find 2 large bedrooms and a full bathroom. Lower level has large storage/mechanical room w/laundry & plenty of storage. There's also a family/bonus/flex room that could easily be used as an office, den, or craft room. Plenty of updates including newer furnace & a/c, updated kitchen & laundry appliances & patio door. Don't miss out on this great, affordable opportunity to turn your dreams of home-ownership into reality!

902 N Thompson Dr Unit 2, Madison

$449,900
3 Beds 3 Baths 2032026 MLS ACTIVE Status
Beautifully maintained and thoughtfully cared for, this inviting Door Creek home blends comfortable living with tranquility, convenience, and standout curb appeal. Mature landscaping and a welcoming front porch enhance the home’s inviting exterior. Inside, pristine wood floors add warmth and timeless character, while newer windows and furnace provide comfort and peace of mind. Start the morning on the screened porch w coffee & birdsong, settle in w a good book, or gather with friends in this peaceful outdoor retreat. The LL rec room offers flexible space for movie nights, game days, hobbies, or a home gym. Just down the block, a park and walking paths connect to additional recreation, tennis courts, and the new community center. This established neighborhood offers a peaceful setting while keeping shopping, restaurants, healthcare, the airport, and major highways close at hand. Enjoy a home that combines comfort, character, and convenience and make the most of Madison living!

6934 Dominion Dr, Madison

$639,900
5 Beds 3 Baths 2032005 MLS ACTIVE Status
First time on the market! This one-owner, 5-bedroom, 2.5 bath home in desirable Parkwood Hills has been meticulously maintained and cared for over the years. The spacious main level offers a bright, functional floor plan with a living room, family room, formal dining room, and kitchen with island, double oven, bev fridge, pantry & extra sitting area that brings in abundant natural light and provides additional space for everyday living. Upstairs, you’ll find all five bedrooms, offering plenty of flexibility for family, guests, or a home office. Laundry currently on the 1st floor! The unfinished lower level provides excellent storage and exciting potential for future living space. Outside, enjoy the beautifully manicured lawn and established setting. Ideally located near schools, parks, and everything Madison’s west side has to offer, this well-loved home is ready for its next chapter!

409 Blue Ridge Pkwy, Madison

$448,000
3 Beds 3 Baths 2031984 MLS ACTIVE Status
Enjoy the perfect blend of comfortable living and convenient location in this spacious single-family home, complete with a brand new roof! The ease of main-floor living is complemented with nice-sized living areas, first-floor laundry, and a kitchen featuring stainless steel appliances. The finished lower level provides fantastic additional living space with brand-new LVP flooring & trim, a huge family room, full bath, built-in wet bar, and versatile bonus room-perfect for a home office, den, workout room, or hobby space. Step outside to the spacious deck with a pergola, ideal for relaxing or entertaining. Tucked away on a quiet street in a small neighborhood, this home is minutes from shopping and restaurants with easy access to the Beltline. Enjoy low-maintenance living with an association that takes care of lawn care and snow removal for just $165/month.

438 Cherry Hill Dr, Madison

$5,200,000
3 Beds 4 Baths 2031952 MLS ACTIVE Status
One-of-a-kind downtown Madison penthouse w/breathtaking panoramic views of the Capitol, Lake Mendota & Lake Monona. The grand foyer features marble floors, crown molding, Italian sconces & a lighted ceiling. Floor-to-ceiling windows highlight the spacious living room, while the dining room offers a lighted tray ceiling, balcony access & a fireplace. The well-appointed kitchen includes a generous butler’s pantry w/ additional appliances & storage. The private primary suite features a gas fireplace, Lake Mendota-facing balcony, two walk-in closets & spa-like bath. Two versatile dens provide exceptional additional living space, including one w/ a fireplace & private bath that could easily serve as a second bedroom or guest suite. Ideally located w/in walking distance of downtown restaurants, shops & entertainment, this exceptional condominium is filled w/ natural light. Abundant storage, 5 fireplaces, 2 parking stalls & a private storage unit complete this truly unique downtown residence.

100 Wisconsin Ave Unit 1201, Madison

$640,000
3 Beds 2 Baths 2031948 MLS ACTIVE Status
Showings begin 9/13. This incredible Colonial Revival home sits pretty in a dreamy location and its on the market for the first time in 37 years. Lovingly cared for w/timeless character throughout including hardwood floors, tall ceilings, classic baths & kitchen w/all the original charm. Great sunlight throughout w/spacious rooms, extra deep closets w/organizers, generous room dimensions & a lovely sunroom that's easily used all year long. An upper rooftop deck overlooking the adorable backyard is a great spot to relax in the treetops. This home lives large w/over 1600 square feet, 3 beds, 1.5 baths and 1 car garage stall. Well maintained w/updated electrical and heat pipe insulation. Highly desirable location: Just steps away, you’ll find the Harrison St Pedestrian Bridge that sends you straight to Trader Joe’s & all the Monroe St shops and excellent dining. Just below you'll find the Southwest Commuter Bike Path sending you to all the fun things Madison has to offer.

1928 Commonwealth Ave, Madison

$410,000
3 Beds 2 Baths 2031928 MLS ACTIVE Status
Move-in ready on a quiet cul-de-sac in Madison's Westhaven Trails! This updated 3-bedroom, 2-bath home features an open floor plan and cathedral ceilings. The spacious eat-in kitchen flows out to a deck overlooking the backyard, ideal for entertaining. The fully finished lower level includes a bedroom, family room, and a second full bath, perfect for a home office or guest space. Major systems updated for peace of mind: new roof, skylights, and washer/dryer (2020); new furnace (2022); and new water heater (2026). Attached 2-car garage. Close to Elver Park, shopping, and an easy commute to Fitchburg, Verona, and Madison's west side. UHP Warranty included for extra peace of mind. Schedule your showing today!

9 Sedona Ct, Madison

$1,625,000
5 Beds 4 Baths 2031879 MLS ACTIVE Status
Perfect house, perfect location! Beautifully updated w/ stylish design, quality finishes + exceptional attention to detail, this inviting Shorewood Hills home is filled w/ warmth + natural light. Large windows, hardwood floors + wood-burning fireplace enhance the welcoming living spaces, while the beautifully designed kitchen offers effortless flow into dining & sunroom w/gas fireplace. 2nd floor features 4 bedrooms + 2 full baths, while finished 3rd-floor primary suite creates a private retreat w/ vaulted ceiling, soaking tub, tiled shower + double vanity. LL adds exceptional versatility w/ a spacious rec room + wet bar, plus ample storage throughout. Outside, a delightful backyard features a paved patio, fire pit + professional landscaping, creating a wonderful setting to relax or entertain. An exceptional home in an unbeatable location, minutes from UW, hospitals, schools, parks + neighborhood favorites.

1234 Wellesley Rd, Shorewood Hills

$699,900
4 Beds 4 Baths 2031847 MLS ACTIVE Status
Great 1st impressions inside and out. The entry & living area greet you w/vaulted ceilings & amazing lighting. Many updates are ready for you to just move in including bathrooms, kitchen, paint, & appliances. Refinished & new floors throughout the main level give a crisp, new feel. The kitchen is ready for hosting: large island, custom storage, just the right amount of openness, designer finishes & a walk-out to a deck w/ plenty of room for grilling out before football games. Upstairs, large bedrooms & closets include a loft w/builtins & primary suite built for unwinding w/ a spa like bath. The finished lower level flexes to fit your life: rec room for movie nights, home gym for early mornings, fourth bedroom & full bath for guests or growing needs. With a newly dual-zoned HVAC system, every level is exactly the temperature you want. Outside, meticulous landscaping frames it all, the curb appeal that makes neighbors slow down. In sought-after Verona School District.

2936 Maple Run Dr, Madison

$1,320,000
4 Beds 3 Baths 2031838 MLS ACTIVE UNDER CONTRACT Status
A rare opportunity in the heart of Nakoma, this classic Colonial has been cherished by the same family since 1970. Set directly across from the golf course, it offers an extraordinary connection to the Country Club and Arboretum. Inside, the home is filled w/warmth & character, from the inviting living room w/gas fireplace & sunny den w/built-in bookshelves to the family room, kitchen, dining room, which all overlook the backyard - a private garden retreat, framed by a canopy of mature trees & perennials. A newer deck connects two thoughtful additions, including the gracious & highly functional kitchen featuring SubZero & Wolf appliances, a generous island, and a light-filled breakfast room surrounded by windows & custom built-ins. Upstairs offers spacious bedrooms, 2 full baths, plus a walk-up attic for flexibility & accessible storage. Mudroom w/Dutch door, attached garage (fit 2 cars!), & a brand new roof complete this timeless Nakoma residence. Welcome!

4110 Manitou Way, Madison

$499,900
3 Beds 2 Baths 2031830 MLS ACTIVE Status
You'll fall in love with this ranch style home that's brimming with mid-century character. Step inside and you'll be greeted by hardwood floors (freshly uncovered!) running throughout the living room, dining room & bedrooms, plus a freshly painted main level. The generous floorplan features a spacious living room/dining room combo, a bright eat-in kitchen, a cozy family room with screen porch access, and a lower level ready for your finishing touches. Outside, relax on your patio overlooking a private backyard with mature landscaping and trees. Move in, make it yours, and become part of a neighborhood people fall in love with. Walk to the Westside Farmers Market, Stephens Elementary, Owen Park & Garner Park. There's plenty of storage and a two-car garage, too. This home even offers a new roof for buyer peace of mind.

5918 S Hill Dr, Madison

$375,000
2 Beds 2 Baths 2030865 MLS ACTIVE Status
Step inside and expect the unexpected! Colorful, stylish & full of personality, this top-floor corner condo offers soaring ceilings, abundant natural light, 2BR & 2BA on the main level, bonus loft space & a huge private balcony. Thoughtful updates include a remodeled kitchen, updated guest bath, hardware, light fixtures, window coverings & HVAC. The flexible loft is perfect for a home office, reading nook, or creative space. Enjoy 2 underground parking spaces + storage w/elevator to garage right outside unit door. Building amenities include an indoor saltwater pool & fitness room. Convenience is right downstairs—drop the dog off for grooming, get your hair or nails done, grab a sandwich or even take care of your taxes! Groceries, Target, restaurants & everyday essentials are all within walking distance. A unique combination of top-floor privacy, great outdoor space, amenities & an incredibly convenient lifestyle - this is condo living with a little more personality and a lot to love.

301 Harbour Town Dr Unit 431, Madison

$335,000
2 Beds 2 Baths 2031813 MLS ACTIVE Status
This thoughtfully updated 2-bedroom, 1.5-bath townhouse-style condo pairs a spacious two-story layout with a convenient location close to everyday amenities. The completely remodeled kitchen is equipped with new appliances, quartz countertops and stylish cabinetry. Fresh updates from floor to ceiling create a move-in-ready feel. The main living area centers around a gas fireplace, with a private deck providing an inviting spot to enjoy warmer days. A private two-car garage is accessed from the rear and connects directly to the unfinished basement, which provides additional storage. Conveniently located near bus lines and bike paths, the condo makes commuting easy, while nearby retail and dining are within walking distance. Professionally maintained and designed for comfortable living, this home brings together thoughtful updates, practical spaces, and an accessible location.

3025 Bradbury Rd, Madison

$630,000
4 Beds 3 Baths 2031811 MLS ACTIVE Status
This 4-bedroom, 2.5-bath home offers an ideal blend of style, space, and functionality in the Richmond Hill neighborhood! The brand-new kitchen is a standout, featuring granite countertops, while the spacious mudroom/laundry room adds even more versatility with a second sink and an additional garbage disposal—perfect for meal prep, entertaining, or creating a convenient second kitchen space. The finished basement features a dedicated TV room and pool room, making it the perfect spot for movie nights, watching the game, or entertaining. A massive storage room provides exceptional additional space and could easily be transformed into a workshop. Upstairs, all four bedrooms feature walk-in closets, with the primary bedroom offering custom-built cabinetry. Outside, enjoy the large deck and private backyard—perfect for gatherings. The oversized 3-car garage is a rare find and is both heated and insulated, providing year-round functionality along with tons of additional storage space.

6 Fredericksburg Ct, Madison

$239,900
2 Beds 2 Baths 2031791 MLS ACTIVE Status
Welcome to this inviting 2-story townhouse in Madison’s desirable west side! Offering 1,148 sq ft, this 2-bedroom, 1.5-bath home features a warm and comfortable layout with a spacious living room, wood-burning fireplace, large windows, and dining area with patio access. The kitchen offers warm wood cabinetry, subway tile backsplash, and ample storage. Upstairs, the primary bedroom includes a walk-in closet, while the second bedroom features unique wood paneling. Enjoy an attached underground 1-car garage, greenspace views, and several 2025 updates, including A/C, reverse osmosis filtration, water heater/filter, and a bedroom window. Located across from Elver Park and close to shopping, dining, and everyday conveniences.

1623 Mckenna Blvd, Madison

$199,900
2 Beds 2 Baths 2031786 MLS ACTIVE Status
Convenient 2 bed/2 bath condo tucked-away in a wooded setting on Madison’s West Side, just off Gammon Road. Needs some TLC, but bring your ideas and add some instant equity. Open living and dining area features patio doors leading to a private balcony and fills the space with natural light. The primary suite includes a private full bath. One of the larger units in the complex with added office nook. In-unit laundry adds everyday ease, with additional common laundry available. The roof was replaced in 2023. Two underground assigned parking spaces, additional outdoor parking and a private storage unit in the garage area are included. Easy access to the Beltline, schools, shopping, restaurants and bus routes. Two cats permitted; no dogs.

837 N Gammon Rd Unit F, Madison

$525,000
3 Beds 2 Baths 2031679 MLS ACTIVE Status
Show 9/12. Welcome home to this adorable & truly unique home in Madison’s vibrant Willy Street neighborhood! Ideally located near shopping, restaurants, Lake Monona, & all that the Near East Side has to offer, this charming property is full of character from the moment you arrive. A quaint front porch welcomes you inside, where you’ll find beautiful maple hardwood floors, 9½-foot ceilings, & an abundance of original charm. The spacious kitchen features Spanish tile flooring, while the large living area offers a cozy fireplace & plenty of room to relax or entertain. A versatile first-floor office or guest room adds even more functionality. Upstairs, you’ll find two nicely sized bedrooms, gorgeous skylights that fill the space w/natural light & a full bathroom. The basement offers additional potential, complete with a convenient half bath.Full of personality, charm, & possibilities, this Willy Street cutie is one you won’t want to miss!

510 S Dickinson St, Madison

$1,875
2 Beds 2 Baths 2031670 MLS ACTIVE Status
Experience exceptional waterfront living at Yahara Terrace, minutes from downtown Madison! Rent includes 100 Mbps of Internet. Features on-site dining at Waypoint Public House. Kayak storage & boat ramp on-site. Yahara Cove Boardwalk (ample green space) located behind the building. Great for roommates (bedrooms are split), each has its own full bath, and they both have a locking door that separates the suites from the living space. Pet-friendly, with a 2-pet max, $25/month for cats and $50/month for dogs. No breed or weight restrictions. Amenities: Rooftop Patio, BBQ Areas, Courtyard, Lounge Area, Community Room, Climate Controlled Garage Parking, Coffee Bar, Package Receiving Room, Pet Washing Station, 24-Hour Fitness Room with Cardio and Weight Room. Potential to rent out an underground parking spot for $100/month and a storage unit on the same floor as the unit for $35/month. Lease can start October 2, 2026 and is 12 months long. Apartment website: https://yaharaterrace.com/

320 W Broadway St, Monona

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.