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111 N Hamilton St Unit 301, Madison
$239,900
1 Baths ⋅ 2034298 MLS ⋅ ACTIVE Status
Showing begin at Open House, Oct 11, Sunday, 11:00am-12:45pm. Prime downtown location in a historic brick building! This flexible studio with updated kitchen (2022), has a cozy layout, with great southwest light. Walk to the Farmer's Market, right outside your door. Stroll 3 blocks to the lake, with bike trails. Catch Concerts on the Square from one of Madison's best rooftop spaces, just one flight up from your unit. Skip the crowds, enjoy the music, and dash downstairs to refresh your snacks in your own kitchen. Add your personal touches or move right in. Private storage unit on the second floor. Monthly/weekend/evening garage parking options within one block. Close to restaurants, shopping, entertainment. Invest in yourself and in a great place to call home!

111 N Hamilton St Unit 301, Madison

906 Hathaway Dr, Madison
$550,000
5 Beds ⋅ 2 Baths ⋅ 2034128 MLS ⋅ ACTIVE Status
The Red Farmhouse on the Corner: Built in 1860, this historic home offers a piece of the country in the heart of the city. More than a century and a half later, it has been lovingly restored and thoughtfully updated with new electrical, plumbing, flooring, fresh paint, renovated bathrooms and more. Tall ceilings and large, bright rooms welcome you in. The huge eat-in country kitchen is made for family dinners, canning and baking, with ample storage throughout. Relax on the screened porch, then step out to a fully fenced yard with paths through your own bit of woods, fruit and nut trees, a vegetable garden, a custom chicken coop, native perennials and hundreds of spring bulbs, all chemical-free and low maintenance. The 150-year-old walnut tree is just waiting for a rope swing. Walk to the elementary school, or past prairie and ponds to Elver Park. They don’t build them like this anymore. Come see the craftsmanship and history for yourself.

906 Hathaway Dr, Madison

1406 Jenifer St, Madison
$400,000
3 Beds ⋅ 1 Baths ⋅ 2034246 MLS ⋅ ACTIVE Status
Welcome to this well-maintained 3-bedroom, 1-bath home in Madison’s vibrant Marquette neighborhood! Ideally located in the thriving Near East Side, this home puts you close to popular restaurants, coffee shops, shopping, parks, lakes, trails and neighborhood amenities, with an exceptionally walkable and bikeable location. Thoughtfully designed for an efficient use of space, the home offers comfortable living with great storage, including large closets and a clean basement. Recent improvements include completed structural work, beautiful oak flooring, roof, a/c, & refrigerator. Move-in ready today, with plans available for a future half-bath addition and kitchen remodel, offering an opportunity to personalize and add value over time. Outside, enjoy a private, fenced yard with low-maintenance landscaping and established perennials—perfect for relaxing, gardening or entertaining. A home warranty is included for added peace of mind. A wonderful opportunity to enjoy Madison’s Near East Side

1406 Jenifer St, Madison

5513 Old Middleton Rd, Madison
$299,900
2 Beds ⋅ 1 Baths ⋅ 2034094 MLS ⋅ ACTIVE Status
Single-family living in Madison for under $300K — without the condo fees! This charming 2-bedroom home offers an updated kitchen, hardwood floors and a comfortable living room with a cozy gas fireplace. A true highlight is the 3-season room with in-floor heat, overlooking the private, tree-lined backyard and offering a great spot to relax or entertain. You'll also find plenty of storage in the large crawl space. Located in Madison's desirable Crestwood Elementary School District near the bus line, bike paths, parks, shopping, restaurants and Lake Mendota. Major updates include Ethernet & Electrical surge protector, Roof and Fireplace insert (2021), Furnace (2020), Andersen Windows (2023), plus Water Heater and Water Softener (2026). UHP Ultimate Home Warranty included. BONUS: Seller has an existing VA loan with a 2.5% interest rate that may be assumable by a qualified buyer, subject to lender/servicer approval and applicable requirements.

5513 Old Middleton Rd, Madison

3625 Tulane Ave, Madison
$375,000
3 Beds ⋅ 1 Baths ⋅ 2032980 MLS ⋅ ACTIVE Status
Discover the appeal of the Eastmorland neighborhood in this charming ranch, ideally located near Lake Monona, Olbrich Gardens, Garver Feed Mill, Woodman’s, and an array of local shops, restaurants, and parks. The large eat-in kitchen was recently updated and features solid oak cabinets and SS appliances. The completely renovated main bath boasts a beautiful walk-in shower. Three generous bedrooms including one with a walk-out to a deck and mature, wooded, partially fenced backyard. The lower level has been completely water-proofed with an added sump pump and offers tremendous storage space and room to grow. Updates include newer siding, windows, roof and gutters w/gutter guards '21, HVAC '16, Wtr Htr '22 and attic insulation. Steps away from Schenk Elementary and Whitehorse Middle Schools.

3625 Tulane Ave, Madison

309 N Brearly St, Madison
$449,900
3 Beds ⋅ 2 Baths ⋅ 2030269 MLS ⋅ ACTIVE Status
Rare opportunity to own a charming home in one of Madison's most desirable neighborhoods, just a couple of blocks from Lake Mendota & minutes from downtown. A private driveway provides valuable off-street parking. This inviting home is filled with character, featuring hardwood floors, built-in cabinetry in the dining room, an expanded and updated kitchen (2020), and a bright front porch with French doors opening from the living room. The functional floor plan offers 3 bedrooms with larger closets. Excellent opportunity to personalize the space to fit your style and needs. Enjoy easy access to nearby parks, lakefront activities, restaurants, shopping, public transportation, and all that downtown Madison has to offer. Whether you're looking for a place to call home or an opportunity in a premier location, this property offers endless potential. New Furnace & Water Heater 2025. New Windows! Storage Shed! Fenced in Back Yard! 1/2 Bath in basement was not used by current owner.

309 N Brearly St, Madison

2737 Union St, Madison
$364,900
4 Beds ⋅ 1 Baths ⋅ 2032798 MLS ⋅ ACTIVE Status
Nestled in the heart of Madison's eclectic East side, the Purple Bungalow is where charm meets modern convenience. Recent updates include a brand-new roof and gutters, plus a new washer and dryer, giving you peace of mind and everyday convenience from day one. This beautifully updated home also boasts newly refinished hardwood floors, fresh interior paint, spacious & flexible living spaces filled with light, and a three season porch/mudroom w/built-in storage. Enjoy 3 cozy bedrooms upstairs and a gorgeous remodeled bath w/clawfoot tub. The kitchen is a dream with sleek granite countertops, stainless steel appliances, and ample storage. Relax on the deck overlooking a very spacious, fully fenced yard! Located near the Starkweather and Capitol City Bike Path, Library and Bus Line, with easy access to downtown Madison. Adorable, affordable, and thoughtfully updated — make this gem your new home!

2737 Union St, Madison

426 N Ingersoll St, Madison
$449,000
4 Beds ⋅ 2 Baths ⋅ 2032406 MLS ⋅ ACTIVE Status
Well-built home used as a 2-flat for many years. (See MLS #2032044). Great potential for converting to an owner occupied residence Newer refinished wood floors on main level. Large welcoming covered front porch, double entry with original front door. Formal dining room on main formerly used as primary BR. New roof and gutter guards ('26). Newer vinyl windows and siding, newer boiler. Large 3-season porch with many windows on upper, as well as large kitchen on upper which could be converted to a 4th BR. New toilet and flooring in upper bath ('22). Sewer lateral and concrete replacement on driveway apron and sidewalk. Great location near Tenney Park, buses, schools, shopping. Ultimate UHP Warranty. (Room names and locations can vary if converted to an owner occupied residence). Currently vacant and ready for some updates. Purchase for a rental or as owner occupied. NEW 50-GALLON WATER HEATER INSTALLED 9/24/26.

426 N Ingersoll St, Madison

4246 Doncaster Dr, Madison
$450,000
3 Beds ⋅ 2 Baths ⋅ 2031660 MLS ⋅ ACTIVE UNDER CONTRACT Status
Move-in ready Cape Cod in a fantastic location near Nakoma, the UW Arboretum, and just a short drive or bike ride to Monroe Street. The gorgeous kitchen is truly the heart of the home, featuring walnut cabinetry, quartz counters, tile backsplash, ss appliances, and a spacious island, all open to the living room to create an inviting space. Two bedrooms and a full bathroom are conveniently located on the main level. Upstairs, the impressive primary suite offers a spacious retreat with an office area, a massive walk-in closet with built-in drawers and more storage tucked behind the hanging space, and a beautifully finished bathroom with a large tile shower featuring dual shower heads. The lower level offers excellent potential for more finished living space. Outside, enjoy a large fenced yard with plenty of room to relax, garden or play, plus a storage shed for added convenience. Recent updates include a new 2026 roof and 2025 furnace, adding to the appeal of this well-maintained home!

4246 Doncaster Dr, Madison

2013 Ardmore Dr, Madison
$340,000
3 Beds ⋅ 1 Baths ⋅ 2031608 MLS ⋅ ACTIVE Status
Updated 3 bedroom ranch in a sweet, centrally located hidden gem of neighborhood- Capitol View Heights! This lovely abode boasts an updated kitchen and bath, updated windows and mechanicals, a new front storm door, and new gutters & downspouts. Roof 2015, furnace 2015, AC 2020, water heater 2017, water softener 2018 (See docs for complete list of updates.) Hardwood floors, huge basement potential, & lush yard with a sunny patio and mini forest in the back corner. Near Goodman Pool, Quann Park (including a dog park and community gardens), Olin Park and boat launch, Bernie's Beach and Monona Bay, Lakeside shops, restaurants & cafes, and nearby playgrounds. Short commute to UW Campus, hospitals, and downtown via bike path or bus route! And convenient to travel east or west via the beltline too. Come check out this quiet spot off the beaten path, without much traffic, where the birds sing in a quiet, friendly neighborhood!

2013 Ardmore Dr, Madison

54 S Marquette St, Madison
$439,900
3 Beds ⋅ 3 Baths ⋅ 2031115 MLS ⋅ ACTIVE UNDER CONTRACT Status
New roof, siding, gutters/downspouts and 200 amp electric service/breaker panel! Welcome to this charming 3 bedroom, 3 bathroom bungalow in Madison’s highly sought-after Atwood neighborhood. Thoughtfully designed with flexible living options, this home offers the opportunity for a single family layout or a separate upstairs efficiency-style space/rental apartment. The upper level features a private bedroom, full bathroom and kitchenette - ideal for guests, extended family or additional living flexibility. Enjoy the inviting sunroom overlooking your private backyard and patio, perfect for relaxing or entertaining. Located in the heart of the Atwood neighborhood, you’ll be within walking distance of local restaurants, shops, parks and more. With convenient access to bus routes and the Capitol City Bike Path, this home offers an exceptional combination of neighborhood charm, outdoor recreation and convenience.

54 S Marquette St, Madison

738 Western Ave, Madison
$549,900
3 Beds ⋅ 2 Baths ⋅ 2031054 MLS ⋅ ACTIVE Status
OPEN HOUSE SUNDAY OCT 11, 11-1! LOCATION! LOCATION! LOCATION! Sought after Dungeon Monroe Neighborhood ACROSS FROM ARBORETUM! NEAR EDGEWOOD! THE BIKE Trl IS RIGHT THERE!! 1 HOUSE UP FROM VIBRANT MONROE ST! Minutes to All, Madison Hospitals-Perfect for Residence's and traveling nurses! Jump on the Cap City bike path to UW University & Edgewood School & College! Huge demand for this area right off Monroe St across from Wingra School! This One Owner has space for Everyone to Enjoy! Walk-in and notice the large Hardwood front living rm! Take a few steps up to the bedroom wing offering 3 generous hardwood bedrooms and a full bath! Kitchen, Dinette and Sitting room overlook a private mature fenced back yard! 2nd bath & nice bsmt for storage! Nice concrete drive give plenty of off street parking offer convenient access to 2nd entry with no step entrance to kitchen! A must see!

738 Western Ave, Madison

111 N Hamilton St Unit 203, Madison
$309,000
1 Beds ⋅ 1 Baths ⋅ 2030683 MLS ⋅ ACTIVE Status
Experience downtown Madison living at its finest! This stunning end-unit condo offers breathtaking rooftop terrace views of the Capitol and Lake Mendota, where spectacular sunrises and sunsets create an unforgettable backdrop year-round. Located just steps from James Madison Park, State Street, the Capitol Square, and Madison's best dining, shopping, and entertainment, the location simply can't be beat. Inside, the thoughtfully designed floor plan blends comfort and sophistication with abundant natural light, treetop views, and exceptional privacy. High-end finishes and premium windows enhance every space, while multiple living areas and generous storage make everyday living effortless. This second-floor walk-up includes a private 5' x 8' storage unit and boasts an incredible Walk Score of 96, putting the very best of Madison right outside your door.

111 N Hamilton St Unit 203, Madison

618 Chapman St, Madison
$575,000
3 Beds ⋅ 2 Baths ⋅ 2030457 MLS ⋅ ACTIVE Status
Agent-owned and professionally updated by an interior designer, this move-in-ready Dudgeon-Monroe home offers thoughtful design and an exceptional location near the Arboretum, Lake Wingra, and Monroe Street shops and restaurants. The main level features an open living/dining area, 2 bedrooms, updated full bath, and custom kitchen with quartz countertops and lighted tile backsplash. French doors from the primary bedroom open to a screened porch currently used as a den. The lower level offers a 3rd bedroom, flexible family room, both with walk-in closets, plus a newly updated bath. Enjoy a fenced backyard, screened porch, deck, and 15' x 20' stone patio. A garage is permitted and could provide off-street parking. Recent updates include tankless water heater, furnace, A/C, and water softener. Some photos may be virtually staged or digitally enhanced.

618 Chapman St, Madison

1227 Spaight St, Madison
$530,000
2030234 MLS ⋅ ACTIVE Status
Historic charm meets incredible flexibility at 1227 Spaight Street! This inviting home is currently configured as a 2-unit property, featuring a spacious 3-bedroom unit plus a separate efficiency, ideal for rental income, owner-occupancy, guests, or a home office. Prefer single-family living? The property can be restored to its original single-family configuration, offering exceptional versatility. Enjoy classic character, a welcoming front porch, beautiful landscaping, and a prime location in Madison’s East side in the Marquette neighborhood. Just minutes from downtown, the Capitol, parks, bike paths, restaurants, and all the East Side has to offer. A rare opportunity to own a piece of Madison with options to fit your lifestyle or investment goals! Property is also listed as single family MLS 2030226

1227 Spaight St, Madison

1227 Spaight St, Madison
$530,000
3 Beds ⋅ 2 Baths ⋅ 2030226 MLS ⋅ ACTIVE Status
Historic charm meets incredible flexibility at 1227 Spaight Street! This inviting home is currently configured as a 2-unit property, featuring a spacious 3-bedroom unit plus a separate efficiency, ideal for rental income, owner-occupancy, guests, or a home office. Prefer single-family living? The property can be restored to its original single-family configuration, offering exceptional versatility. Enjoy classic character, a welcoming front porch, beautiful landscaping, and a prime location in Madison’s East side in the Marquette neighborhood. Just minutes from downtown, the Capitol, parks, bike paths, restaurants, and all the East Side has to offer. A rare opportunity to own a piece of Madison with options to fit your lifestyle or investment goals! Also listed as a multi-family MLS 2030234

1227 Spaight St, Madison

415 S Livingston St, Madison
$435,000
3 Beds ⋅ 2 Baths ⋅ 2029769 MLS ⋅ ACTIVE Status
Welcome to the hearty of Madison's vibrant Willy St neighborhood! This charming two story home offers the perfect blend of historic character and urban convenience, just minutes from the Sylvee, Breese Stevens Field, downtown, the Capitol Square, and countless locally owned restaurants, coffee shops, breweries, and boutiques. Inside, you'll find spacious living areas filled with natural light, hardwood floors, generous room sizes, and timeless architectural details with modern updates throughout. The functional living space provides comfortable everyday living with plenty of space for entertaining, working from home, or hosting guests. Recent updates include a new furnace, stainless appliances, bathroom shower/tub, vanity, and flooring. Steps to BB Beach Room sizes measurements are approximate and should be verified by buyer if important.

415 S Livingston St, Madison

2014 Madison St, Madison
$650,000
3 Beds ⋅ 1 Baths ⋅ 2029504 MLS ⋅ ACTIVE Status
1904 Dutch Colonial in Madison’s historic Vilas neighborhood. Set in a quiet residential pocket known for beautiful historic homes, mature trees, exceptional walkability and easy access to some of Madison’s best-loved destinations. This 3-bedroom home offers a wonderful opportunity to thoughtfully restore and update a piece of Madison history while making it your own, with renovation loan options available to help bring your vision to life. Original details include natural woodwork, built-ins, oak hardwood floors beneath the carpeting on the main level and maple floors upstairs. Enjoy the large screened front porch, spacious yard and walk-up attic with potential for future finished living space. Driveway access from Madison St, alley access and room to add a garage offer flexibility. Just one block from Monroe St, with easy access to Vilas Park, the zoo, Lake Wingra, Wingra Beach, the Arboretum, UW–Madison, bike paths, bus service, shops and restaurants!

2014 Madison St, Madison

4226 Sheffield Rd, Madison
$369,000
3 Beds ⋅ 2 Baths ⋅ 2028909 MLS ⋅ ACTIVE UNDER CONTRACT Status
Some homes just have a feel to them, and this is one of them. Just minutes from the Arboretum, this bungalow blends warmth, character, and unexpected space into a home that's anything but ordinary. The layout flows effortlessly from the welcoming front porch through the living room and kitchen before opening into the light-filled great room. Here, soaring vaulted ceilings, oversized windows, and reclaimed wood beams frame the space and continue into the primary bedroom to create a striking architectural focal point. Upstairs, the loft offers the flexibility to serve as a home office, art studio, or exercise room. Outside, the private patio provides a peaceful place to relax or entertain, surrounded by mature landscaping. Recent improvements—including a new roof, appliances, carpet, and fresh paint—mean you can simply move in and start enjoying both the home and its fantastic location near trails, parks, and downtown.

4226 Sheffield Rd, Madison

1422 Chandler St, Madison
$649,000
4 Beds ⋅ 1 Baths ⋅ 2028322 MLS ⋅ ACTIVE Status
Charming Vilas neighborhood home blending timeless character with thoughtful updates! Beautifully refinished hardwood floors and original trim pair perfectly with new windows throughout, creating a bright and inviting feel. The spacious main level offers a bedroom, large open kitchen, and comfortable living spaces ideal for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, a full bath, and a convenient laundry area tucked into the primary bedroom's walk-in closet. High-efficiency home systems provide modern comfort and peace of mind. Located just minutes from Vilas Park, Lake Wingra, the UW hospitals, bike paths, and Monroe Street's popular shops and restaurants, this home offers the perfect combination of charm, updates, and an unbeatable location!

1422 Chandler St, Madison

733 E Gorham St, Madison
$585,000
3 Beds ⋅ 2 Baths ⋅ 2027637 MLS ⋅ ACTIVE Status
Perfect house in a prime location!! Welcome home to this charming 3 bed/1.5 bath 2 story directly across from James Madison park & Lake Mendota! Enjoy the lake/capital views on your front porch swing or enter inside to find hardwood floors leading you through the main lvl’s living rm, formal dining, sunroom & remodeled kitchen w/ ss apps & center island. Find all 3 beds upstairs along w/ updated flooring & a remodeled full bath w/ tile shower/tub. A spacious & private backyard is a rare find in this neighborhood w/ new stamped patio, prof.landscaping and mature trees. Not to mention 2026 roof & expansive structural project bringing all foundation and structural integrity underneath the kitchen up to code and adding finished bonus area in LL. Plus an updated powder bath, side porch, & paved driveway for convenient parking! So much character & thoughtful updates/smart features throughout, see home features sheet for more info!

733 E Gorham St, Madison

1907 E Washington Ave, Madison
$439,700
3 Beds ⋅ 3 Baths ⋅ 2027116 MLS ⋅ ACTIVE UNDER CONTRACT Status
Updated Madison home offering the perfect blend of modern updates, artistic character, and an exceptional location. This 3-bedroom, 2.5-bath home features a spacious primary suite with a large closet and an updated en-suite bathroom with a new shower. Thoughtfully maintained and extensively improved, this home offers peace of mind with numerous updates, including a new roof (July 2026), central A/C (June 2025), water heater and water softener (January 2026), new washer and dryer, new range, updated kitchen countertops and lower cabinets, new windows. Enjoy the beautiful outdoor living space with a newer deck overlooking the fully fenced backyard, creating the perfect setting for relaxing, and enjoy your backyard. The home also showcases a distinctive artistic touch with two murals by local artists—one in the living room and one on the street-facing fence—adding character and charm. Dimensions are approximate; Buyer should verify if important. 24-hour notice required

1907 E Washington Ave, Madison

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.