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$375,000
3 Beds 1 Baths
Welcome to this wonderful east side bungalow, filled with character and charm, perfectly situated just steps from Olbrich Gardens, Garver Feed Mill, and the bike path! Fall in love with the sunny living room featuring large windows and a cozy gas fireplace. The open kitchen is a dream for hosting, complete with stainless steel appliances, tile backsplash, and updated fixtures. The bonus room offers extra living space, a free standing stove, wet bar, an additional storage room, and patio doors that lead right out to your fully fenced backyard! Enjoy the new patio, morning coffee underneath the gazebo, and additional storage with the included shed. With three generous bedrooms, an updated bathroom, and modern finishes throughout, this home truly has it all. Updates include a BRAND NEW roof, siding, microwave (2026), radon system (2025), washer/dryer (2023), lvp flooring (2023), water heater (2021), and more! Don?t miss this one!

53 Walter Street, Madison

Listing courtesy of Realty Executives Cooper Spransy.

$310,000
2 Beds 2 Baths
Well-kept and beautifully designed 2-bedroom, 2-bath condo located just minutes from Epic Systems campus. This bright, open-concept home features a modern kitchen with granite countertops, SS appliances and tile backsplash. Utility cabinet and pantry closet are great for storage! You'll have your own private balcony overlooking Waldorf Park. Split bedrooms, each with access to a full bath and ample closet space. Enjoy in-unit laundry, dedicated underground heated parking, pet friendly living, and a convenient location with quick access to shopping, dining, and major commuter routes. Less than one mile to the Ice Age Trail! Comfortable, low-maintenance living in a prime location! Updated paint and flooring throughout and new tile backsplash in the kitchen. Ready to stop renting and start building equity...come check it out!

8201 Mayo Drive Unit 307, Madison

Listing courtesy of T R McKenzie Inc..

$589,900
7 Beds 3 Baths
Rare opportunity to own one of Madison's few true seven bedroom homes, offering exceptional flexibility for multigenerational living, home offices, or evolving lifestyle needs. Built with enduring quality and meticulously maintained by the same family since it was constructed, this spacious brick home features a floor plan rarely found in today's market. The sun filled main level welcomes you with inviting living and dining spaces, a functional kitchen, two bedrooms, and a full bath. Upstairs, you'll find five additional bedrooms and two full baths, providing abundant space and endless possibilities for customization. Outside, enjoy a fenced backyard and a detached brick garage. The home has been pre-inspected for added peace of mind. With its great location, you can bike to downtown Madison or simply walk across the street to Goodman Park and Pool, making it easy to enjoy recreation, convenience, and everything the neighborhood has to offer.

114 W Olin Avenue, Madison

Listing courtesy of CCL Management.

$350,000
2 Beds 2.5 Baths
Seller hates to leave this almost-new condo in a quiet setting near biking/walking paths, but her move out of the area is your gain. This is low maintenance living at its best - with a well designed space that lives large! The living room welcomes you in with an abundance of natural light, unobstructed views & a cozy gas fireplace. The kitchen provides plenty of storage along with stainless appliances, quartz countertops & a walk-in pantry. Upstairs are 2 spacious bedrooms with large closets & 2 full bathrooms. Lower level is already insulated & framed with 2 full-sized windows & a stubbed in bathroom. Your 2 car garage provides extra convenience along with 3 guest parking spots steps away to make entertaining a breeze. This townhome is close to all of the charm Stoughton has to offer. Walk to restaurants & shopping, enjoy the historical downtown just a few miles away along with annual festivals, the Yahara River & Lake Kegonsa State Park. Easy drive to Madison & Janesville.

2890 Wild Goose Way, Stoughton

Listing courtesy of Stark Company, REALTORS.

$489,900
3 Beds 2 Baths
Welcome to Haven, a community of single family homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $320 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Olivia home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen with an island and stainless appliances. Owner?s Suite has a private bath, walk-in closet, and tray ceiling, 2-car garage. Retreat to your patio for some R&R. To top it off, this home even comes with a comprehensive warranty backed by a full-service team. Make this home yours!

40 Spittlebug Circle, Madison

Listing courtesy of Stark Company, REALTORS.

$759,900
3 Beds 3.5 Baths
A rare west side retreat with style, privacy, & personality. Beautifully landscaped & thoughtfully designed, this one-of-a-kind home offers walkable access to conveniences, parks, & trails, yet feels like a private sanctuary tucked away from the daily hustle. Inside, custom woodwork & meticulous craftsmanship shine throughout the open, airy floor plan. The sun-filled great room showcases dramatic 17-ft ceilings, while the gourmet kitchen features stainless steel appliances, granite countertops, & a seamless connection to the main living spaces. The home also offers 1st laundry, newly remodeled primary bath, finished walkout lower level with flexibility to add a 4th bedroom. Outside, enjoy the stamped concrete patio, lush landscaping, built-in irrigation system, and an impressive 2+ car heated garage with A/C. Distinctive, comfortable, & full of character?this is one you?ll want to experience in person! New furnace, water heater & radon mitigation system.

7122 Birchstone Drive, Madison

Listing courtesy of @properties-elleven Christie's International.

$549,900
3 Beds 2.5 Baths
Show 5/7. Step inside and instantly feel at home in this well maintained 3-bedroom brick ranch located on the ideal West side! Be welcomed by hardwood floors, large windows, cozy wood fireplace & spacious floor plan designed for both everyday living and entertaining. Formal dining leads you to the eat-in kitchen w/ secondary dining area and walkout to a mature backyard, perfect for grilling out & enjoying the summer nights. All three bedrooms are conveniently located on the main level plus a sizable full bath w/ jetted shower/tub. The finished lower level expands your living space with a large family room w/ second wood fireplace, a bonus/flex room perfect for an in-home office, and another full bath. Not to forget all the storage space in the unfinished areas. ?20 furnace, ?26 roof/gutters, ?26 carpet/freshly painted interior. Don?t miss your chance to make it yours & see docs for more info!

5318 Coney Weston Place, Madison

Listing courtesy of MHB Real Estate.

$395,000
Rare opportunity for owner-occupants and investors alike! This well-maintained 2-unit property offers flexibility, income potential, and a prime Madison location. Each unit features 2 bedrooms, 1 bath, separate utilities, and access to a detached 2-car garage with additional off-street parking. Major improvements anticipated completion end of June, including NEW ROOFS on the house & garage and NEW SIDING on the house, offering added value and peace of mind for the next owner. Unit 2 is expected to be vacant beginning September 1, 2026, creating an excellent opportunity for owner occupancy or the ability to secure market-rate rent. Conveniently located near downtown Madison, the Capitol, Madison Public Market, restaurants, shopping, parks, bike paths, and public transportation. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this property offers exceptional potential in a highly desirable location.

1913 E Washington Avenue, Madison

Listing courtesy of Bunbury & Assoc, REALTORS.

$919,900
3 Beds 2.5 Baths
Charming colonial style home on Madison's sought after near west side! This timeless property blends character w/ thoughtful updates, featuring hardwood floors throughout & a spacious living area anchored by a cozy wood fireplace. Enjoy morning coffee or evening sunsets from the new 2nd floor deck or unwind on the patio overlooking a peaceful, private backyard. Spend all seasons relaxing or playing games in the heated sunroom, a cozy bonus space for everyday living. Newer 2 car garage add convenience & value. The partially finished basement offers a full bath & additional living space, with plenty of room to customize. Looking for more potential? The walk up attic is ready for your ideas. Located close to schools, parks, and all the shops & restaurants that make Madison's near west side so desirable. Note: SQFT combines city data with est. 575sqft of finished basement space.

2249 Eton Ridge, Madison

Listing courtesy of Restaino & Associates.

$549,000
3 Beds 2 Baths
Rarely available, extensively renovated contemporary homejust a few steps toLake Mendota!!Enjoy the quality in-ground pool, hot tub and patio with a super private beautiful and mature yard that is over 1/3 of an acreperfect for outdoor gatherings and relaxation!Brand new furnace/AC system just installed! New kitchen, new bathrooms, new door, new floors...The spacious layout is reallysunny and open - huge living room with a nice fireplace warms the home and cedar trim gives a real country feel. The main level offers exceptional flexibility with a second living area, a full bath/laundry walk to the backyard.The finished lower level offers space for game nights, movie marathons, or working from home.Thoughtfully updated throughout?city assessment does not reflect renovations and added full bathroom. Pool with new liner, new filterand inspected (attached doc).Don?t miss this opportunity!

3422 Marcy Road, Madison

Listing courtesy of Real Broker LLC.

$574,900
4 Beds 2.5 Baths
Motivated Seller! Exceptionally well cared for and updated 4-bedroom Colonial in the Verona School District! Situated on a beautiful tree-lined lot with a private backyard, this spacious 2-story home combines timeless character with thoughtful updates throughout. The bright main level features warm honey-toned hardwood floors, a spacious living room with bay window, and a cozy family room with fireplace, open to the kitchen. Upstairs offers rich dark oak flooring, generously sized bedrooms, and a primary suite with walk-in closet and private bath with double vanity. The finished walkout lower level provides additional living space with a large rec room, bathroom, and direct backyard access. Enjoy the deck, patio, mature trees, and basketball court behind the garage that also works perfectly as entertaining space. 2-car attached garage, central air, full basement with exposed windows, and a convenient west side location close to parks, shopping, dining and bus line access.

2941 Maple Run Drive, Madison

Listing courtesy of Weichert, Realtors- Lakepoint.

$775,000
4 Beds 2.5 Baths
Location, Location, Location! Listed below Assessed Value. Popular Nakoma 4 bed 2.5 Bath home. Ideally located near the UW Arboretum, UW?Madison, and downtown Madison. It features 4 upper bedrooms, including a primary suite with a walk-in closet and full bath as well as second full bath. The inviting living room boasts wood floors and a wood burning fireplace, while the open kitchen and dining area include a cozy wood stove. A private study is ideal for work or quiet reading. Enjoy serenity on the screened porch or deck with views of your storybook backyard. Finished lower level adds a rec room with a 2nd fireplace and built-ins. Conveniently, there are two mudrooms, a main level half bath, and a 2-car attached garage. Just a short stroll to Nakoma Country Club & Golf, this home captures classic character in one of Madison?s most sought-after neighborhoods! UHP Elite Home Warranty Included. Seller can close quickly and motivated to sell! Easy access via bike or bus to downtown Madison.

4206 Manitou Way, Madison

Listing courtesy of Bunbury & Assoc, REALTORS.

$595,000
Welcome to the perfect blend of serenity and location! This beautiful, wooded lot spans over acre and sits peacefully at the end of a private cul-de-sac in the highly sought-after Highlands Neighborhood on Madison?s west side.Bring your own builder and create the home of your dreams in this unique neighborhood, known for its expansive lots, mature trees, and quiet charm. With TR-R zoning, nearly every property in The Highlands boasts over half an acre, ensuring privacy and space. Walkto the nearby elementary school and parks, hop on the bike path just a few homes away or driveto Hilldale or the UW in minutes.Lots like this rarely become available in such an established and beloved community - don?t miss this chance to make it yours!

10 Larch Circle, Madison

Listing courtesy of Stark Company, REALTORS.

$640,000
2 Beds 2 Baths
Stylish 2-bed, 2-bath condo with a versatile den at Metropolitan Place! This light-filled unit offers hard surface counters, stainless steel appliances, and low-maintenance flooring throughout. Enjoy built-in bookshelves in the living area and custom built-ins in the second bedroom. The spacious primary suite features tile flooring and a single sink, while a deep pantry off the dining area adds valuable storage. Step out to a large private balcony for fresh air, city views, and beautiful sunsets. Ultimate convenience with an exercise room, parking, and storage all on the same floor. Relax or entertain at the rooftop garden with gazebo and grills. Just blocks from the Capitol, library, restaurants, nightlife, and museums.

360 W Washington Avenue Unit 415, Madison

Listing courtesy of Stark Company, REALTORS.

$199,000
Step into a rare piece of Iowa history with this remarkable mixed-use commercial and residential property located in the heart of downtown. This historic building is one of only three remaining opera houses in the state, offering timeless character paired with modern updates. The main floor features a beautifully maintained commercial space with endless potential? retail, office, restaurant, event venue, or creative studio. Large windows invite in natural light while showcasing the charm and visibility of a prime downtown location. Above, you?ll find two well-appointed apartments, providing excellent income potential to help offset expenses. Whether used for long-term rentals or short-term stays, these units add versatility and value. Recent updates include a new roof and new windows, giving peace of mind to the next owner. With its rich history, strong presence, and multiple income streams, this turn-key property is ready for your next business venture.

100 W Center Street, Monona

Listing courtesy of EXIT REALTY DRIFTLESS GROUP.

$2,750,000
2 Beds 2.5 Baths
Penthouse #1001 at one of downtown Madison?s most sought-after condominium residences. This fully renovated unit captures sweeping lake views and the Capitol skyline along a prized downtown setting. Walls of glass draw the water into the living and dining areas, kitchen, and bedrooms, creating a bright, ever-changing backdrop. Two private verandas extend the living space outdoors, a rare offering in the downtown condo market, while a generous in-unit laundry, two parking spaces, and a dedicated storage unit adds uncommon functionality. Enjoy an elevated lifestyle with immediate access to the energy of downtown dining, events, and the lakefront path. Two parking spaces and a storage unit are included in the sale.

350 S Hamilton Street Unit 1001, Madison

Listing courtesy of Sprinkman Real Estate.

$620,900
4 Beds 3 Baths
Come and experience quality & design in this beautiful ranch home with peaceful pond views with wrought iron fenced in yard & beautifully landscaped. You'll love this open floor plan w/vaulted ceilings, welcoming foyer, luxury vinyl plank floors, large island w/quartz countertops, tile backsplash, walk-in pantry, new GE appliances. Spacious dinette space & living rm w/stone fireplace. Huge mudroom with lockers, LG washer & dryer. Primary suite includes w/o deck, tile shower, glass enclosure, huge walk-in closet. Newly finished LL includes a huge family room with inferred heat w/thermostat & dry bar w/bar refrigerator, 4th bdrm, 3rd bath & huge exercise room w/barn doors or could be theater room. Still lots of storage space! Close to parks & schools.

2025 Otteson Drive, Stoughton

Listing courtesy of Restaino & Associates.

$825,000
4 Beds 3.5 Baths
Welcome to this inviting ranch in Hawks Landing w/a 1/2-acre setting that offers the perfect blend of open space & peaceful woods. Enjoy morning coffee or evening gatherings on the newer two-tier deck off the lovely screened porch, overlooking mature trees & perennial landscaping supported by an irrigation system. Newer LVP & carpet on the main level tie together the connected living spaces creating warm everyday flow, while the spacious kitchen w/huge pantry is ready to shine as the heart of the home. The walk-out lower level features 3 large bedrooms (incl one w/ensuite), a second home office, and fun hang-out space w/pool table and bar area. Heated 3-car garage w/basement access for all of your toys. Just steps from neighborhood pool, clubhouse, tennis courts, and golf this home provides an exceptional lifestyle opportunity!

1801 Maplecrest Drive, Madison

Listing courtesy of Stark Company, REALTORS.

$700,000
2 Beds 2 Baths
Rare opportunity to enjoy lake living in the heart of Madison! This charming 2-bedroom, 2-bath home in Spring Harbor offers frontage on Lake Mendota, providing beautiful water views and easy access to one of Madison?s most sought-after lakefront settings. The home blends character with thoughtful updates, including a main level bathroom remodel with new washer/dryer in 2020, plus major mechanical improvements such as a new furnace and A/C (2025) and water heater and water softener (2022). Kitchen includes granite counters, solid wood cabinetry and ss appliances including a new refrigerator and dishwasher in 2023. A brand new 2-car garage (2025) and extended driveway adds valuable storage and parking. Enjoy peaceful waterfront surroundings while remaining just minutes from parks, dining, shopping, and everything Madison?s west side has to offer. A rare chance to own a slice of Lake Mendota frontage in a truly special location.

5158 Spring Court, Madison

Listing courtesy of Pinnacle Real Estate Group LLC.

$625,000
4 Beds 3 Baths
One of the best values in Southern Hill! This meticulously maintained side-by-side ranch condo offers the space and privacy of single-family living with none of the upkeep. A tiled foyer opens to a bright, vaulted living room anchored by a gas fireplace with limestone surround. The eat-in kitchen features solid surface counters, stainless appliances, ceramic tile floors and abundant cabinetry. The main-level primary suite includes a private bath and two walk-in closets, plus convenient main-floor laundry/mudroom access to the attached oversized 2 car garage. The finished lower level adds two more bedrooms, a full bath, and an oversized storage area ideal for hobbies or extra flexibility. Step outside to your private balcony, or take advantage of nearby parks, shopping and dining on Madison's desirable west side. Priced well below recent Southern Hill sales ? a rare opportunity to get into this sought-after community at an exceptional value. Call Today for more info!

1612 Dewberry Drive, Madison

Listing courtesy of Bunbury & Assoc, REALTORS.

$86,275
Amazing retail/office property situated in downtown Madison one block off the capital square! In this new building (2020) you'll find 16 ft ceilings, over 35 ft of glass frontage on prime Pinckney St, flexible build out conditions, building facade signage, and a health-forward energy to the block with Pure Green and La Marie Beauty as co-tenants. The new hotel across the street brings fantastic exposure to retail frontage, and the design of the wide new street offers exceptional visibility and pedestrian/vehicle traffic. This space is attached to public parking ramp with ample parking available for customers. Ideal for many retail and street-facing office uses. Commercial tenants will enjoy access to the building's luxury common lounge, fitness, and outdoor amenities (limited to employees and staff), a fabulous perk for office or retail tenants. On site ownership management ensures attentive and professional tenant support. Competitive tenant improvement package. $23-25/sf + $7.75 NNN.

216 S Pinckney Street, Madison

Listing courtesy of ALTUS Commercial Real Estate, Inc..

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