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145 Dewey St, Oregon
$425,000
4 Beds ⋅ 2 Baths ⋅ 2032685 MLS ⋅ ACTIVE Status
The best deal in Oregon School District! Don't let the age fool you - this home has modern, professional updates & upgrades in nearly every room, while gorgeous woodwork, stained glass, exposed brick & hardwood floors keep the charm of yesteryear. The kitchen is the true heart of the home and is as functional as it is inviting - with room to gather, tons of counter space & storage (don't miss the huge pantry!). Two large living spaces offer a flexible floor plan and room for everyone to find their favorite spot in the home. Upstairs, a truly spectacular primary bedroom addition shines with vaulted ceilings, incredible natural light & and a large walk-in closet. If you love outdoor spaces, there are so many great options - a welcoming, lemonade-sipping front porch; a large, sunny deck; and a beautifully landscaped, fully fenced yard. Newer windows, roof, HVAC, & garage + updated electrical & plumbing. Incredible location - walking distance to parks, schools, and downtown Oregon.

145 Dewey St, Oregon

1332 E Mifflin St, Madison
$525,000
4 Beds ⋅ 2 Baths ⋅ 2032602 MLS ⋅ ACTIVE Status
Storybook charm meets peace of mind in Tenney-Lapham! This enchanting 1½-story home blends classic character with 2026 updates: brand-new roof, siding, and furnace for worry-free living. Main level features hardwood floors, a large formal dining room, and a flexible den/rec room with a fireplace. The updated kitchen boasts rich cherry cabinetry, solid surface counters, stainless appliances, and maple floors. Upstairs, character shines with Douglas Fir flooring and a full bath with an original claw-foot tub. The main-floor bedroom enables convenient one-floor living if laundry is moved to the main level. Bring your ideas to the unfinished basement for extra space. Outside, enjoy a rare two-stall garage. Perfectly situated on the Isthmus, you are a short stroll from the new Madison Public Market, Tenney Park, and local dining. Minutes to downtown and with easy access to public transit, this Near East Side gem offers the ultimate Madison lifestyle!

1332 E Mifflin St, Madison

3206 Cross St, Madison
$960,000
3 Beds ⋅ 3 Baths ⋅ 2032510 MLS ⋅ ACTIVE Status
Classic Craftsman charm meets an unbeatable Wingra location! This inviting 3-bedroom, 3-bath home offers a bright, open layout with hardwood floors and a cozy gas insert fireplace. The kitchen features granite countertops, stainless steel appliances, and a center island, flowing into a large dining room with a dramatic vaulted ceiling that opens to the second-floor loft above. Upstairs, the spacious primary suite provides a private retreat with a walk-in closet and en suite bath featuring a soaking tub, separate shower, and double vanity. Outside, enjoy a fenced yard, built-in grilling area, private courtyard surrounded by trees, and a 2-car detached garage with additional storage above. The finished lower level adds valuable living space and versatility. Ideally located near Monroe Street’s popular restaurants, shops, parks, and neighborhood amenities. A wonderful opportunity in one of Madison’s most sought-after neighborhoods!

3206 Cross St, Madison

2005 Carey Ct, Madison
$450,000
3 Beds ⋅ 1 Baths ⋅ 2031699 MLS ⋅ ACTIVE Status
NEW ROOF, SIDING AND GUTTERS being installed October 2026! Charming 2-story home nestled on a low-traffic street with a private yard and convenient access to UW Madison, Hospitals and the restaurants and culture that downtown Madison has to offer. On Bus Line. Beautiful hardwood floors and original woodwork add timeless character throughout. The spacious dining room offers a walk-out to a wonderful 3-season room, perfect for relaxing or entertaining. Kitchen features stainless steel appliances, including a 4-burner gas stove, plus a newer reverse osmosis system. Lower level includes a sauna for added enjoyment. Recent updates include a new tankless water heater (2021) & a new water softener. 1-car garage provides additional storage. A wonderful combination of classic charm, thoughtful updates and a convenient location! Note: slight cosmetic hail damage of some window sashes and facia-insurance says cosmetic and will not cover-Is covering new Roof on House &Garage

2005 Carey Ct, Madison

5112 Arrowhead Dr, Monona
$539,750
4 Beds ⋅ 2 Baths ⋅ 2032397 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this inviting 4-bedroom ranch in a quiet and highly sought-out Monona neighborhood, offering 1,912 sq ft of comfortable living space. Beautiful hardwood floors grace, living room, dining room and likely the 3 bedrooms adding warmth and character throughout the main level living areas. Enjoy the bright, window-filled Sunroom overlooking the fenced backyard and spacious 14x20 deck. surrounded by beautiful, mature trees and flowers —perfect for relaxing or entertaining. A welcoming front porch adds curb appeal, while the lower level features a large workshop, generous storage and all the space imaginable to entertain, play games or watch TV. The 1.5-car detached garage provides convenient storage and newer cement driveway allows plenty of parking. Just 2 blocks from Lake Monona, several nice Parks, the Monona Community Center, Pool, and library. It is all right here that is a perfect neighborhood for an active connected lifestyle! Homes sell quickly here so don't miss out.

5112 Arrowhead Dr, Monona

1610 Waldorf Blvd, Madison
$337,000
3 Beds ⋅ 3 Baths ⋅ 2032360 MLS ⋅ ACTIVE Status
Stylish, move-in ready, end unit townhouse in a convenient southwest Madison location! The bright, open main level features a welcoming living room with gas fireplace. Maple cabinetry, breakfast bar and adjoining dining area highlight the kitchen, which has direct access to a private patio. All-new Andersen windows installed in 2025 add comfort and efficiency throughout. Upstairs offers 2 spacious bedrooms with vaulted ceilings and ceiling fans, including a primary with walk-in closet, plus a full bath. The finished LL provides flexible space for a 3rd bedroom, rec room or home office, along with a second full bath. Laundry and additional storage complete the LL. Enjoy easy, low-maintenance condo living near parks, dining, shopping and more—just 10 minutes from Epic!

1610 Waldorf Blvd, Madison

6281 Portage Rd, Burke
$329,900
2 Beds ⋅ 1 Baths ⋅ 2032260 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this charming and updated 2-bed, 1-bath home situated on an awesome 0.4-acre lot in the Town of Burke! Enjoy the best of both worlds with a DeForest address, lower township taxes, & an incredibly convenient location just minutes from Sun Prairie shopping, Costco, Target, Aldi, dining, and everyday amenities. Inside, you’ll find a bright and inviting home with numerous updates, including the kitchen, windows, lighting, furnace, and water heater all completed within the last 7 years, & new siding in 25'. The kitchen features SS appliances & plenty of cabinet & counter space, while the Harman pellet stove adds cozy warmth & is a great supplemental heat source during the colder months. Upstairs, you’ll find a large bedroom with a spacious walk-in closet that could also serve as a nursery, playroom, or home office. Outside, there’s plenty of room to enjoy the nearly half-acre yard, along with a 2-car garage for extra storage. Updated, affordable, and close to everything!

6281 Portage Rd, Burke

982 County Road T, Medina
$425,000
3 Beds ⋅ 2 Baths ⋅ 2032233 MLS ⋅ ACTIVE Status
A little country living with room to spread out and enjoy it all! Set on 2.13 beautiful acres, this warm and welcoming 2-story offers fresh air, peaceful surroundings and plenty of space to make your own, just 20 minutes from Madison. Dreaming of a big garden, room for hobbies or simply a little more space to enjoy the outdoors? You'll find it here, along with established plants, flowers and even 2 horses! A large pole barn offers endless possibilities with space for equipment, projects, storage and 2 horse stalls. Inside, you'll find a home that's been lovingly cared for and thoughtfully expanded over the years. A spacious primary suite features a full bath, walk-in closet and private deck overlooking the yard, while the large family room with cozy wood stove is the perfect place to gather. Big updates include a new roof (2022), furnace & A/C (2023) and water heater (2026). Full of warmth, charm and a little country magic, this is a place that truly feels like home.

982 County Road T, Medina

3562 Hwy 19, Burke
$2,100,000
4 Beds ⋅ 2 Baths ⋅ 2032230 MLS ⋅ ACTIVE Status
An exceptional opportunity to own a unique agricultural property with an established business, expansive grounds and a beautifully updated farmhouse. Home to The Bloomin’ Farm Cooperative, the property offers multiple greenhouses, a large barn, farm business facilities and additional infrastructure supporting the established operation. Inside the farmhouse, beautiful wood floors run throughout the home, while the spacious dining room & living room feature distinctive leaded-glass windows that bring in natural light and add timeless character. The updated kitchen offers granite countertops, ss appliances and a large island. A large front porch welcomes you in, and the office opens directly to the back patio. Upstairs, 4 bedrooms and a full bath with laundry provide comfortable living space, with a 2nd full bath on the main level. A walk-up attic offers potential for additional finished space. This property offers endless possibilities. Portions of the property contain mapped wetlands.

3562 Hwy 19, Burke

404 Tompkins Dr, Madison
$315,000
3 Beds ⋅ 1 Baths ⋅ 2032225 MLS ⋅ ACTIVE UNDER CONTRACT Status
Check out this fantastic opportunity to own a spacious home in a great neighborhood! This charming property features beautiful wood flooring throughout, along with a generous living room and kitchen area ready for your personal touch. The living room offers built-in shelving and plenty of natural light, creating a warm and inviting space. The unfinished basement features a brand new sump pump and drain tile, providing plenty of potential for future expansion and customization. Enjoy the spacious and pleasant backyard, perfect for relaxing or entertaining. All of this is conveniently located near multiple parks, walkable to schools, as well as the restaurants, shopping, and amenities along Monona Drive. Don’t miss the opportunity to make this home your own!

404 Tompkins Dr, Madison

255-259 Park St, Oregon
$575,000
2032203 MLS ⋅ ACTIVE UNDER CONTRACT Status
Calling all investors and owner occupants! Great opportunity to own a ranch-style side-by-side duplex in the heart of downtown Oregon. The 259 side has been gutted and completely redone, featuring new flooring and carpet, fresh paint, new doors and trim, new appliances and more—move-in ready for a new tenant or the perfect opportunity to live in one side while renting out the other! Major update with a new roof in 2024, plus one unit features a private, fenced-in backyard. Fantastic location just steps from schools, parks, pickleball courts, coffee shops, restaurants and everything downtown Oregon has to offer. Whether you're looking to add to your investment portfolio or offset your mortgage with rental income, this one is ready to go!

255-259 Park St, Oregon

2195 County Road Z, Blue Mounds
$1,950,000
5 Beds ⋅ 5 Baths ⋅ 2032058 MLS ⋅ ACTIVE Status
Gated entrance opens to a winding, tree-lined drive leading to this exceptional log home on 29.5 acres of rolling countryside, JUST 18 MILES FROM EPIC SYSTEMS! Enjoy the privacy of country living with convenient access to Madison/Verona. Two creeks wind through prairie and wooded acreage, with mowed paths for hunting, exploring, and enjoying the land. Perfect for intimate gatherings or larger celebrations overlooking the prairie. The home features 5 bdrms, 3 full baths, & 2 half baths. Detached heated 3-car garage includes finished, heated/cooled space above, ideal for a home office, hobby room, or storage (not permitted for rental use per zoning). A spacious 36x60 outbuilding offers 14x16 overhead doors on both ends for drive-through access. In spring 2026, Still Water Log Homes completed extensive exterior maintenance, including chemical cleaning, caulking, log replacement as needed, and staining. A rare country retreat offering acreage, privacy, and impressive amenities!

2195 County Road Z, Blue Mounds

2810 Milwaukee St, Madison
$399,900
2032014 MLS ⋅ ACTIVE Status
Great opportunity in a fantastic location! This vacant two-flat is ready for renters or owner-occupants and offers excellent rental potential. The 2 bed/1 bath newly remodeled lower unit features refinished hardwood floors, a reimagined kitchen and bathroom, new windows/screens, new light fixtures, fresh paint, and a charming front porch. The 1 bed/1 bath upper unit includes fresh paint, a newer range/oven, and hardwood floors. Enjoy a large 2-stall divided garage plus 3 off-street parking spaces, a full basement with shared coin operated laundry and ample storage, and separate utility meters. Conveniently located near the isthmus with easy access to Lake Mendota & Monona, downtown amenities, the Capital City Trail, and Hwy 151 & Hwy 51 for an easy commute!

2810 Milwaukee St, Madison

25 Larkin St, Madison
$849,900
3 Beds ⋅ 3 Baths ⋅ 2031997 MLS ⋅ ACTIVE Status
Offered for the first time in over 50 years! This expansive mid-century ranch presents a rare opportunity in one of Madison’s most convenient west-side locations. Filled with character and generously sized living spaces, the home offers an exceptional canvas for its next owner to update, restore, or reimagine while preserving its distinctive mid-century appeal. A hard-to-find 3-car garage provides outstanding parking and storage. Enjoy an incredible setting next to Reservoir Park, with Hoyt Park and Quarry Park just a short walk away. The location puts some of Madison’s best amenities within easy reach, including Hilldale, Whole Foods Market, UW Hospital, UW–Madison campus, Camp Randall Stadium, and multiple bike paths. Mature trees and established landscaping create a private, wooded feel that's remarkably close to the heart of the city. A truly unique property offering space, character, location, and possibilities rarely found together in Madison.

25 Larkin St, Madison

1928 Commonwealth Ave, Madison
$640,000
3 Beds ⋅ 2 Baths ⋅ 2031948 MLS ⋅ ACTIVE Status
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

4222 School Rd, Madison
$449,900
3 Beds ⋅ 2 Baths ⋅ 2031889 MLS ⋅ ACTIVE Status
Welcome to this spacious, completely remodeled, and charming 3-bedroom ranch on Madison's popular North side! The home features beautiful maple hardwood floors on the first floor, luxury vinyl planking in the finished basement, and tiled bathroom. It is fully updated with all-new electric, plumbing, HVAC, a new furnace, water heater, central air, water softener, windows, doors, roof, flooring, and appliances. The modern kitchen and bathrooms include new cabinets with granite and quartz countertops. Additionally, a 50-amp service has been run to the garage for EV charging. The location is ideal—situated on a bus route and within walking distance to parks, shopping, and the natural beauty of Cherokee Marsh for hiking and recreation or enjoy your private fenced back yard on the back patio. This house is completely move-in ready!

4222 School Rd, Madison

1234 Wellesley Rd, Shorewood Hills
$1,595,000
5 Beds ⋅ 4 Baths ⋅ 2031879 MLS ⋅ ACTIVE UNDER CONTRACT 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

3022 Waubesa Ave, Dunn
$1,499,000
4 Beds ⋅ 3 Baths ⋅ 2031593 MLS ⋅ ACTIVE Status
Experience exceptional Lake Waubesa living with 50 feet of coveted frontage and sweeping water views. This thoughtfully designed 4-bedroom, 3-bath home features a bright, open-concept main level ideal for daily living and entertaining. The four-season porch opens to a spacious lakeside deck, perfect for morning coffee or sunset gatherings. The serene primary suite includes lake views, a walk-in closet, and a generous bathroom. A flexible den/office can serve as a home office or fifth bedroom. The walkout lower level offers ample entertainment space, while the 2.5-car garage provides additional space below for a workshop, home gym, or storage. Don’t miss this rare opportunity for refined waterfront living on Lake Waubesa.

3022 Waubesa Ave, Dunn

120 South St, Cambridge
$275,000
5 Beds ⋅ 2 Baths ⋅ 2031715 MLS ⋅ ACTIVE UNDER CONTRACT Status
If you appreciate original woodwork, hardwood floors + thoughtful craftsmanship but want the convenience of modern updates, this Cambridge home strikes the right balance. Original character shines throughout, w/ beautiful woodwork, refinished hardwood floors & kitchen cabinets, plus custom built-ins. Key updates include a worry-free steel roof, vinyl siding and newer windows. The formal dining, complete with a large built-in hutch, opens to a spacious living room, while a main-floor bedroom adds flexibility. Upstairs, you'll find four additional bedrooms & a full bath. Relax in the large enclosed front porch or head outside to the spacious cement patio with hot tub & generous yard. An oversized detached one-car garage + large, flat driveway provide plenty of parking. In thriving Cambridge, enjoy Lake Ripley, trails + outdoor recreation at CamRock Park, & local events like Midwest Fire Fest—all with the charm of small-town living & an easy commute to Madison.

120 South St, Cambridge

1317 Reetz Rd, Madison
$424,900
3 Beds ⋅ 2 Baths ⋅ 2031612 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this beautifully updated and move-in ready home on Madison’s desirable west side! Thoughtfully maintained and cared for, this home offers a blend of modern updates, comfortable living spaces, and exceptional outdoor space on a beautifully manicured 0.41-acre lot. The spacious, light-filled kitchen features ample cabinetry, updated appliances, and a dining area overlooking the lush backyard. Hardwood floors add warmth and character to the living room and both main-level bedrooms. The generously sized lower-level primary suite is a true retreat, complete with a tastefully updated bathroom and an oversized custom walk-in closet—a rare and highly desirable feature. Additional lower level space is perfectly set up for a work out area. Another standout feature is the oversized 25' x 24' garage, offering plenty of room for 2 vehicles and the option of a workshop, storage for recreational equipment, or hobbies. Updated windows, freshly painted exterior, EV outlet & more!

1317 Reetz Rd, Madison

316 Hillside Rd, Edgerton
$1,900,500
3 Beds ⋅ 1 Baths ⋅ 2031601 MLS ⋅ ACTIVE Status
CLOSE to LAKE KOSHKONONG & the Interstate! This beautifully matured 46-acre old farm property is waiting for your love! Positioned on a corner, the 'front' 19.3 acres include a 3 bedroom ranch home (mudroom has a toilet rough-in, a shower stall and laundry), a 3-sided pole barn [60' x 72'] with 1/2 concrete floor, a 2 car garage & workshop with concrete floor. Both large buildings have electricity. There is plenty of space for all your needs; boat storage, workshop/hobbies, farm equipment or animals. ADDITIONALLY, there is Ag land and ~2 acres of woods (choose PEACEFUL scenery or HUNT in your backyard). Property is surround by woods, tree lines and fields. The 'back' 26.6 acres is tillable Ag land (rental income). BONUS, this whole property can be split to build ANOTHER house - your NEW dream/forever home!! Or other options: create a homestead compound or rental property! Easy & quick access to I-90, boat launches and many other amenities.

316 Hillside Rd, Edgerton

2148 Colladay Point Dr, Dunn
$659,000
2 Beds ⋅ 1 Baths ⋅ 2031561 MLS ⋅ ACTIVE Status
PRICE REDUCED! Colladay Point on Lake Kegonsa! Rare opportunity to own 60' of lake frontage on a beautiful, tree-shaded quarter-acre lot, complete with boathouse. The existing cabin offers the charm and simplicity of a classic Wisconsin lake retreat, a great place to enjoy now while making updates and improvements over time. Mature trees, privacy, and the lake just steps from your door make this one of Colladay Point's most desirable settings. Bring your vision to refresh the existing cottage, expand on its character, or explore future new-construction possibilities. A special opportunity to create your own place on Lake Kegonsa. Sold as-is; buyer to verify redevelopment options and shoreline/setback requirements.

2148 Colladay Point Dr, Dunn

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.