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$500,000
4 Beds 2.5 Baths
Bring your vision and imagine the possibilities! This spacious Madison home offers room to grow, multiple living areas and endless opportunity to update and make it truly your own. The finished lower level adds flexible space for a rec room, office, playroom or hobbies and features patio doors providing a convenient walk-out to the backyard. Outside, enjoy a fantastic, fenced yard with charming paver walking paths, mature surroundings and plenty of space to play, garden or entertain. A screened porch offers another place to relax and enjoy the setting. Centrally located for an easy commute to Madison's East or West side. Space, location and potential; come see what you can make of it! Some photos have been virtually staged.

2909 Pelham Road, Madison

Listing courtesy of Next Door Realty.

$750,000
4 Beds 3.5 Baths
Welcome to 7201 Longmeadow Rd, a spacious 4-bedroom, 3.5-bath home on a beautiful 0.34-acre corner lot in desirable Wexford Village, surrounded by mature trees and Stricker's Pond views. With 4,520 finished sq ft, this extensively updated home offers an open eat-in kitchen, generous family room with wood-burning fireplace, four-season room, custom library built-ins, and a main-level bedroom with full bath. The finished lower level adds a media room, rec room, wet bar and flexible space for a future 5th bedroom. Enjoy the deck, patio, attached 2-car garage and new HVAC. Near neighborhood parks, miles of bike and walking trails, downtown Middleton, restaurants, shopping and Madison's west-side conveniences.

7201 Longmeadow Road, Madison

Listing courtesy of MannPower Realty.

$595,000
2 Beds 2 Baths
Downtown living is waiting for you. Conveniently located minutes from the capital square. You will enjoy all the envents that happen around the square, the restaurants, shopping and more. Located in a secure building this 2 bedroom 2 bath garden condo offers an open floor plan, in unit laundry, den/office, solid surface kitchen counter, large balcony to relax on enjoying you morning coffee or your favorite beverage after a long day or go to the roof top patio and take in the sights in front of a fire or cook out on one of the grills. The courtyard is another private area to stroll or sit and soak up the sun. There is a storage room down the hall from this unit plus you have 2 parking spaces. Now is the time to start living your best life without the hassles of the up keep of a home.

360 W Washington Avenue, Madison

Listing courtesy of Restaino & Associates.

$850,000
Great opportunity to own a well-maintained duplex in a desirable Madison west-side location! Whether you're looking to owner-occupy with rental income or just a solid investment property, 806-808 N Gammon Rd offers both options. Each side features 3 bedrooms, spacious living accommodations and an attractive layout. Both units include washer & dryer. 806 N Gammon has 2 baths and an attached 2 car garage. 808 N Gammon has 3 baths, a one car garage plus a finished lower level. The location is a major highlight. Situated on Madison's west side with easy access to restaurants, shopping, parks, schools, and other popular destinations, the property is also located on a bus line, making it convenient for a wide range of residents. Total sq ft per assessor; buyer to verify if material to transaction. This is an excellent opportunity for an owner occupant looking to offset their housing costs with rental income, or for an investor seeking a desirable duplex in a strong Madison location.

806 - 808 N Gammon Road, Madison

Listing courtesy of Lannon Stone Realty LLC.

$485,000
4 Beds 2 Baths
Charm and character await in this inviting Madison ranch! Vaulted ceilings and an open, airy layout set the tone from the moment you walk in, while the primary suite offers a true retreat with an oversized walk-in closet. Downstairs, the partially finished lower level is already stubbed for a 3rd full bath?a rare bonus offering room to grow. Outside, a two-tier deck overlooks mature landscaping, perfect for morning coffee or evening gatherings. Ideally situated on Madison's west side, you're just minutes from scenic walking trails, neighborhood parks, and an abundance of shopping and dining options. A wonderful blend of everyday comfort and long-term potential in a location that truly has it all!

3413 Dorchester Way, Madison

Listing courtesy of LPT Realty.

$585,000
2 Beds 2 Baths
Downtown living is waiting for you. Conveniently located minutes from the capital square. You will enjoy all the events that happen around the square, the restaurants, shopping and more. Located in a secure building this 2 bedroom 2 bath garden condo offers an open floor plan, in unit laundry, den/office, solid surface kitchen counter, large balcony to relax on enjoying you morning coffee or your favorite beverage after a long day or go to the roof top patio and take in the sights in front of a fire or cook out on one of the grills. The courtyard is another private area to stroll or sit and soak up the sun. There is a storage room down the hall from this unit plus you have 2 parking spaces. Now is the time to start living your best life without the hassles of the up keep of a home. (2 parking spaces monthly cost $85.40 x2 = $170.80; Each parking space owned P385 - Taxes-$188.57 and # P184 - Taxes- $188.57)

360 W Washington Avenue Unit 215, Madison

Listing courtesy of Restaino & Associates.

$549,900
4 Beds 3 Baths
Welcome home to this inviting multi-level residence offering 4 spacious bedrooms, 3 full bathrooms, and lower living costs! Equipped with solar panels, this home slashes utility bills year-round. Inside, vaulted ceilings and durable LVT flooring welcome you into a light-filled layout centered around a cozy gas fireplace with a classic mantel. The updated kitchen features sleek granite countertops and all included appliances. Step outside to a private backyard retreat with a raised deck and beautiful vinyl fencing. Enjoy prime West Side convenience near Elver Park, Olson Elementary, Epic, and premier golf courses! Complete with an included washer and dryer package?ready for turnkey living!

8414 Red Granite Road, Madison

Listing courtesy of Match Realty Group, LLC.

$450,000
3 Beds 1 Baths
Charming Craftsman in a Fantastic Madison Neighborhood. Big on charm and livability, this delightful Craftsman lives much larger than its footprint. A welcoming enclosed front porch sets the tone, opening to a smartly updated kitchen that flows effortlessly into the dining area and front living room?creating an easy, connected main level that feels surprisingly spacious. Original hardwood floors add warmth and character throughout. Head upstairs to three comfortable bedrooms and an updated, cozy bath. Then head outside and let the living expand again: a large screened porch spills into the backyard, offering a peaceful place to relax or entertain on this quiet dead-end street. And the oversized detached 2-car garage?with room for a workshop?is a rare bonus. NEW roof 2026. Best of all, you're in one of Madison's most fun and connected neighborhoods, with easy access to the bike path, local amenities, and the everyday energy that makes this area so desirable.

182 Dixon Street, Madison

Listing courtesy of Solidarity Realty, LLC.

$629,900
3 Beds 2 Baths
Classic mid-century modern design and thoughtful updates come together in this distinctive Madison west side home. Designed by the original owner, an architect who lived here for 49 years, the home showcases custom details and timeless character, including a beautiful curved staircase to the lower level. Set on a large corner lot, the property offers a spacious backyard with room to enjoy the outdoors. Major updates include a partial roof replacement in 2021, furnace and water heater in 2019, A/C and owned water softener in 2017, and a radon mitigation system in 2025. Located in an established neighborhood near Parkcrest Pool and John Muir playground, with convenient access to UW?Madison, shopping, dining, parks, and everyday amenities.

6402 Inner Drive, Madison

Listing courtesy of Realty Executives Cooper Spransy.

$445,000
4 Beds 2.5 Baths
Welcome home to this beautifully maintained 4-bedroom-plus residence, set on over 1/3 of an acre with mature trees, beautiful flowers & inviting outdoor spaces. The main level offers 4 comfortable bedrooms, including a spacious Primary Bedroom & a large Great Room creating an open, welcoming atmosphere. The kitchen & dining area flow seamlessly into the Family Room, providing an ideal layout for everyday living with family & friends. Step outside to enjoy the back deck or relax on the charming front brick-paver patio surrounded by beautiful landscaping. The lower level adds incredible versatility with a full bathroom, abundant storage & plenty of space for recreation, hobbies or additional living needs. Two separate 2-car garages provide an exceptional amount of parking, workspace & storage. A spacious laundry room adds even more convenience & functionality. This well-cared-for home offers a wonderful combination of comfort, space & functionality! Check it out!

414 Jubilee Lane, Madison

Listing courtesy of RE/MAX Preferred.

$550,000
4 Beds 2 Baths
Escape to your own private hideaway on 1.25 acres in the highly desirable Town of Middleton! Just minutes from downtown Middleton & Madison?s west side, this tranquil tri-level home is surrounded by conservancy green space, golden cornfields & a picturesque equestrian farm?delivering the ultimate peaceful retreat from city congestion while still being close to everything. Rich 5/8" hickory wood floors flow throughout the main level, leading you into a spacious kitchen designed to impress w/ SS apps, a large breakfast bar & a charming shiplap wall. With 4 bedrooms & 3 distinct living areas, everyone enjoys room to spread out & unwind. Step outside to the inviting patio w/ pergola, where sweeping views of the tree-lined grounds set the stage for late-summer BBQs & crisp fall campfires under the stars. A fully equipped 2427 heated pole shed w/ dedicated sub-panel & 220-volt power stands ready for welders, heavy tools, or even an EV charger. The possibilities are endless at this property!

3425 Meadow Road, Middleton

Listing courtesy of MHB Real Estate.

$499,000
3 Beds 1.5 Baths
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 Street, Madison

Listing courtesy of NextHome Midwest.

$549,000
5 Beds 4 Baths
Welcome home to this spacious 5-bedroom, 4-bath home designed for comfortable living and entertaining! The inviting main level features an open-concept layout with a bright living room, formal dining room, and a well-appointed kitchen complete with granite countertops, stainless steel appliances, a breakfast bar, and ample cabinet space. The private primary suite offers a walk-in closet and en suite bath, while the finished walkout lower level adds exceptional living space with a large rec room, wet bar, fifth bedroom, full bath, and plenty of storage. Enjoy the newly-painted deck overlooking the backyard, all in a fantastic location close to east Madison's parks, schools, shopping, restaurants, and more!

914 Eagle Crest Drive, Madison

Listing courtesy of MHB Real Estate.

$1,182,900
4 Beds 2.5 Baths
ORIGINAL CHARACTER + CURATED UPDATES Complete kitchen renovation blends-in beautifully: Cherry cabinets, soapstone counters, modern lighting, new windows and Sub-Zero, Wolf, Miele, & GE Monogram. Formal rooms retain original 1916 Craftsman details: never-painted trim, built-ins, light fixtures, French doors, and split-landing staircase. New/newer: roofs, HVAC (2), 2nd floor bathroom, exterior paint, windows, & extensive landscaping including Cherry, Pear, and Plum trees. Enjoy the large screened front porch, huge deck off dining room, a lovely stone patio, and a fully fenced rear yard. 2nd floor is currently 3 beds + office w/attached sunroom. Combine rooms for an owner?s suite. Finished full-floor attic flex space with 1/2 bath and walk-in closet is easily adapted to a bedroom suite, previously a playroom then office. Partially finished basement for a movies/games/gym. Huge two car garage fits cars, bikes, and gear. Make this quiet low-traffic Wingra Park house your next home today!

2105 Madison Street, Madison

Listing courtesy of Restaino & Associates.

$679,900
4 Beds 3 Baths
Beautifully updated Shorewood bungalow filled with charm and thoughtful improvements. Highlights include a renovated kitchen with quartz countertops, generous island, modern finishes, and spacious pantry, along with beautifully updated bathrooms and warm wood flooring. Outside, enjoy a large composite deck, spacious backyard, and raised garden bed. The home and yard sit at a higher elevation than many surrounding properties, offering added peace of mind during heavy rains. Ideally located within walking distance of restaurants, coffee shops, a gym, grocery store, pharmacy, banks, multiple parks, schools, and more. A fantastic combination of updates, outdoor space, and one of Shorewood's most convenient locations.

4207 N Murray Avenue, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$849,900
Rare opportunity to own one of the few investment properties in the Town of Middleton on a large 1.2-acre lot! Enjoy breathtaking countryside views for miles from this exceptional duplex, professionally remodeled from top to bottom with quality finishes throughout. Each unit offers 3 bedrooms, 2 full bathrooms, spacious basement rec room, and additional versatile flex room, private laundry, attached 2-car garage. Each unit has a large concrete patio, great for enjoying the outdoors & sunset or sunrise views! Bonus features include a fenced in yard (4686) and a pergola (4688). Located in the highly rated Middleton-Cross Plains School District & the large lot size offers the possibility for potential additional development or building in the future. Potential for increased future rents to bring them up to market value! This turnkey property offers a great opportunity for investors or owner-occupants seeking rental income without sacrificing space, comfort, or location!

4686-4688 Capitol View Road, Middleton

Listing courtesy of Homestead Realty.

$799,000
4 Beds 2.5 Baths
Tucked in a beautiful wooded setting in Applewood Hills, this distinctive 4-bed, 2.5-bath home blends privacy, architectural character and thoughtful high-end updates. The light-filled main level showcases vaulted ceilings, exposed beams, wood floors and a dramatic floor-to-ceiling stone fireplace with built-in shelving. Expansive windows and patio doors bring the outdoors in and open to a spacious elevated deck overlooking the private, tree-lined yard. The updated kitchen features newer appliances, generous workspace and picturesque views. Major improvements include newer mechanicals, windows, and numerous quality updates throughout, offering comfort and peace of mind. Multiple living and dining spaces provide plenty of room to gather and entertain. Outside, enjoy mature trees, lush landscaping, a large lawn and fenced area creating a peaceful, park-like retreat. A truly unique Town of Middleton home with character, privacy and exceptional indoor-outdoor living!

7116 Applewood Drive, Middleton

Listing courtesy of Realty Executives Cooper Spransy.

$240,000
2 Beds 2 Baths
Showings start 8/28. Welcome home to this 2 bed, 2 bath condo in Madison's desirable Richmond Hill Estates. This sun-filled top floor unit features an open floor plan with soaring ceilings in every room. The open kitchen w/ breakfast bar overlooks an eat-in dining space and living room w/ brand new sliding glass door leading out to private deck. Flexible floor plan offers a spacious bedroom and full bath on both floors with the upper loft featuring a large walk-in closet. Forced air furnace & CENTRAL AIR. 1 parking space in heated garage included along with storage unit. Common amenities include onsite pool, fitness center, & community room. Fantastic location in quickly growing area conveniently located near Metro Market for grocery shopping w/ numerous shopping & dining options.

18 Kings Mill Circle Unit 304, Madison

Listing courtesy of MHB Real Estate.

$629,900
4 Beds 2.5 Baths
Estimated completion 9/15/2026. New pictures coming soon! Brand New Construction in a desirable East Madison location within the Sun Prairie School District! This spacious 4-bedroom home offers modern design, quality finishes, and room to grow. Luxury vinyl plank flooring flows throughout the entire home, creating a stylish and low maintenance finish. The open concept layout features a comfortable living room, dedicated dining area, and a well-appointed kitchen designed for everyday living and entertaining. Step outside from the dining room onto the deck overlooking a large backyard. The basement is framed and ready to finish, with exposed windows providing excellent potential for additional living space, a home office, recreation room, or future bedroom suite. Be the first to check this beauty out!

5616 Divine Street, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$774,900
4 Beds 3.5 Baths
Beautiful custom home in sought-after Bishops Bay offering 4+ bedrooms, 3.5 baths, and 4,000+ sq ft of finished living space. Bright, open floor plan features engineered wood floors and floor-to-ceiling windows. Gourmet kitchen includes granite counters, tile backsplash, Wolf range, new LG appliances, and custom walk-in pantry. Primary suite boasts golf course views, custom closet, and spa-like bath. Three additional bedrooms, dual-vanity bath, and main level laundry. Finished lower level offers rec room, full bath, and flexible bonus space. Enjoy the fenced yard and maintenance free porch. New roof prior to closing! Bishops Bay amenities include pool, fitness center, trails, and more. Golf available through Bishops Bay Country Club membership.

5019 Sawgrass Terrace, Middleton

Listing courtesy of Sprinkman Real Estate.

$585,000
3 Beds 1.5 Baths
Welcome to 4505 Tokay Boulevard, a well-maintained 3-bedroom, 1.5-bath home in Madison?s desirable Midvale Heights neighborhood. With 2,357 square feet of living space, this inviting home blends classic character with thoughtful updates, including new energy-efficient Low-E windows and beautiful hardwood floors. Two wood-burning fireplaces add warmth and charm, while the bright sunroom offers a peaceful space to enjoy the seasons. The partially finished walkout basement with new carpet provides flexible additional living space for a family room, home office, recreation, or hobbies. Outside, enjoy the deck overlooking the spacious .21-acre yard, perfect for entertaining, gardening, or relaxing. A 2-car garage adds convenience and storage. Ideally located near parks, schools, shopping, dining, and west-side amenities, this Midvale Heights home offers space, character, and a location you'll love coming home to. UHP Home Warranty (Ultimate package) provided by seller.

4505 Tokay Boulevard, Madison

Listing courtesy of Stark Company, REALTORS.

$250,000
2 Beds 2 Baths
Tucked into a private wooded setting while still incredibly convenient to everything East Madison has to offer, this first-floor Brigham Woods condo is a rare find. Enjoy true one-level living with no steps, 2 bedrooms, 2 full baths, and an attached 2-car garage. The spacious kitchen offers abundant counter space, tile flooring, and a large pantry, while the open dining and living areas lead to a private patio overlooking the woods. It?s the perfect spot for morning coffee, bird watching, or simply enjoying the peaceful setting. The spacious primary suite features a large closet and private bath, plus you?ll appreciate the convenience of in-unit laundry. Close to MATC, bike paths, walking trails, restaurants, shopping, and East Side entertainment, this home offers the best of both worlds: privacy and convenience.

1339 Carpenter Street, Madison

Listing courtesy of Real Broker.

$649,900
4 Beds 2.5 Baths
Some neighborhoods you drive through. Parkwood Hills you walk. Muir, Gillespie and Vel Phillips Memorial are all within a walk of this door, Mineral Point Park's mowed trails start two minutes up Yellowstone, and Owen Conservation Park's 97 acres of prairie and oak savanna sit five minutes past that. The house is a 4BR/2.5BA colonial on a wooded corner lot bordering city green space: gas fireplace, primary suite with private bath and walk-in shower, a 27x24 rec room for whatever needs a room of its own, main-floor laundry, fenced yard, patio, 2-car attached garage. The mechanicals read like a wish list - 2025 roof, central air, tankless water heater and dishwasher, 2022 furnace, and an owned 8.64 kW solar array with 200-amp service and EV charging added in 2021. Bring the car. Skip the gas station.

6501 Gettysburg Drive, Madison

Listing courtesy of Mode Realty Network.

$324,900
2 Beds 2.5 Baths
Discover this spacious 2-bed, 2.5-bath townhouse in highly desirable Grandview Commons! Private entry opens to an inviting open-concept main floor designed for entertaining centered around an updated kitchen with oversized island, stainless-steel appliances, and pantry. Upstairs, both bedrooms feature walk-in closets and private en-suite baths for ultimate comfort. The lower level offers exciting potential with a partially finished area previously enjoyed as a family or game room (not included in the square footage) plus generous storage in the laundry space. Highlights include a main-level half bath, new carpeting, LVP flooring, washer and dryer included & 2-car tandem detached garage. Perfectly positioned in East Madison?steps from parks, restaurants, grocery, brewery, and shopping, with easy access to downtown and major highways.

757 North Star Drive, Madison

Listing courtesy of Rockwood Realty Group.

$875,000
4 Beds 2 Baths
1626 Madison St is a charmer! This 4-bedroom, 2-bathroom home with 2,103 sq ft of living space and a NEW ROOF! It features hardwood, carpet, and tile flooring, plus a cozy fireplace. The formal dining room is ideal for entertaining, and a den/library offers flexible space for work or relaxation. The kitchen includes a gas stove, oven, refrigerator, and dishwasher. A spacious attic that has been converted to living space! Basement provide storage or future potential. Central heating and cooling ensure year-round comfort! Outside, enjoy a fenced backyard 2 outdoor living spaces with patio/pergola, 1 car garage. Three-season porch off of living room?perfect for relaxing or entertaining. Located in the heart of Madison, WI, this home offers comfort, space, and versatility.

1626 Madison Street, Madison

Listing courtesy of Compass Real Estate Wisconsin.

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