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4209 Winnequah Rd, Monona
$775,000
5 Beds ⋅ 3 Baths ⋅ 2033201 MLS ⋅ ACTIVE Status
CRAFTSMAN CLASSIC NEXT TO SAN DAMIANO. Imagine living in a magnificent 1926 updated home in a coveted location next to a 10 acre park on the shores of Lake Monona. This restored craftsman includes attention to details not often seen in most homes. From the moment you walk inside you’ll love the beautiful solid wood floors, arched walk ways, and wide trim moulding. You’ll have two family rooms on the main floor that provide lots of options for gatherings or entertaining guests. The functional kitchen offers an attractive blend of painted and stained cabinets. Others will appreciate the built in bookshelves, gas fireplace, and built in cubbies with character. Head upstairs to find 4 bedrooms with plenty of natural light from the skylights and a unique loft area. The finished lower level includes everything you want; two large egress windows for natural light, a spacious family room, 5th bedroom, a full bathroom, an area for games, and a small bar. This property is truly incredible!

4209 Winnequah Rd, Monona

713 Powers Ave, Madison
$339,000
3 Beds ⋅ 1 Baths ⋅ 2033159 MLS ⋅ ACTIVE Status
Well-maintained and inviting, this ranch blends timeless mid-century character with thoughtful updates and comfortable spaces. Soak up the sunshine from the 2025-built deck overlooking the spacious, fenced backyard, or unwind on the covered patio tucked behind the garage. The garage itself provides additional space for storage, hobbies or everyday gear. Inside, updated flooring, numerous refreshed mechanicals and appliances, plus a roof just two years old provide peace of mind. The home’s flexible layout has been reimagined from a three-bedroom plan to two bedrooms, creating an expansive primary bedroom with generous space to relax and recharge. Warm, welcoming and easy to enjoy, this home brings together classic character, practical improvements and inviting outdoor living in a well-maintained package.  Ultimate UHP Home Warranty included.

713 Powers Ave, Madison

7205-7207 University Ave, Middleton
$549,900
2033134 MLS ⋅ ACTIVE Status
SELLER OFFERING $10,000 FOR RATE BUY DOWN! New roof as of 10/1/2026! A fantastic opportunity to own a well-maintained two-flat in a convenient Middleton location! Whether you’re looking to expand your investment portfolio or live in one unit while renting the other, this property offers flexibility and long-term potential. 7207 includes a remodeled kitchen completed in 2022, along with original hardwood floors and exceptional character and storage. 7205 features 3 bedrooms on the upper level with exceptional attic storage, updated windows and newer furnace/AC. Additional improvements include a newer water softener. The large unfinished basement offers additional shared storage space as well as on-site laundry. Located near historic downtown Middleton, parks, schools, shopping, dining, and easy access to Madison. Additionally, there is a public walking path giving access to Franklin Ave for street parking. A versatile property in a highly desirable area—ready for its next owner!

7205-7207 University Ave, Middleton

3115 Hawks Haven Trl, Bristol
$749,900
4 Beds ⋅ 4 Baths ⋅ 2032947 MLS ⋅ ACTIVE Status
Expansive contemporary home on 1.3 acres in DeForest! This 4 bedroom, 3.5 bath home has the privacy and square footage you are looking for! The main level starts with a large foyer leading into a living room with vaulted ceilings, hardwood floors and huge windows. The kitchen boast tons of counter space, an island with breakfast bar, and eat-in dining area. There is a formal dining room and also a flex room that could be a den or office. The primary bedroom is on the main floor and features tall windows, hardwood floors and a tray ceiling. The primary bath has a massive zero-threshold curbless shower, jetted tub, double sinks, and two walk-in closets. Upstairs are three bedrooms, also with hardwood floors, and a recently remodeled full bath. The lower level could function like its own apartment with a full kitchen, full bath and separate entry. There is a large deck that overlooks the wooded acreage. Two car attached garage, separate detached garage and a backyard storage shed.

3115 Hawks Haven Trl, Bristol

2426 Commonwealth Ave, Madison
$690,000
3 Beds ⋅ 2 Baths ⋅ 2032941 MLS ⋅ ACTIVE Status
This beautiful craftsman exudes character and charm. Walk up through the light-drenched screened porch to enter this cozy abode. The open floor plan allows you to entertain effortlessly, with its dining space that opens into the living room with a brick fireplace and built-ins for books or knickknacks. The adjacent room allows flexibility for a play room, office, or craft space and offers plenty of light. The kitchen is well laid out with everything within arm's reach while cooking up a storm. The upper floor features 3 bedrooms and an updated bathroom. The finished lower level provides a half bath and extra space for you to be creative and make it your own. The backyard is open and beautifully bordered by perennials. The neighborhood won't disappoint with walkable tree-lined streets, parks, and restaurants just down the road. This well-maintained home is just waiting for its new owners to make it their own.

2426 Commonwealth Ave, Madison

2682 S Court, Madison
$375,000
2 Beds ⋅ 1 Baths ⋅ 2032940 MLS ⋅ ACTIVE Status
Check out this super cute move in ready bungalow on a quiet street in the heart of Atwood. The open-concept layout is spacious and inviting, featuring wood floors throughout. Plenty of natural light and updated windows as well. The kitchen offers a new Beko induction range and granite countertops, providing ample space to entertain and host dinners. Outside you'll enjoy the private yard and the charm this walkable neighborhood offers. The unfinished basement offers an opportunity to expand and gain more living space. Lots of updates including a brand new roof. All of this is within walking distance to multiple parks, the Goodman Community Center, maker space Sector 67 as well as the bike path and all the shopping and restaurants in the area. Come see it in person to get a feel for how spacious this home lives!

2682 S Court, Madison

749 County Road Mm, Oregon
$475,000
3 Beds ⋅ 1 Baths ⋅ 2032332 MLS ⋅ ACTIVE Status
Inviting home on just under 4 acres within the top-rated Oregon School District, just 20 minutes from downtown Madison. The fantastic open layout creates an easy flow for entertaining, gathering with friends, and everyday living. You’ll love the character throughout, with original accents, exposed brick, gorgeous hardwood floors, and stylish finishes. Spend warm weather days on the patio taking in peaceful views of the surrounding landscape, then make the most of your 3.92 acres with a vegetable garden, apple orchard, chickens, or even your own hobby farm. The possibilities are wide open, whether you want room to roam, space for outdoor projects, or a place to create something all your own. The spacious 30x40’ heated 4+ car garage offers plenty of room for vehicles, equipment, a boat, or your own workshop. A rare opportunity to enjoy country living with Madison just minutes away.

749 County Road Mm, Oregon

5383 Mariners Cove Dr Unit 414, Madison
$425,000
2 Beds ⋅ 2 Baths ⋅ 2032903 MLS ⋅ ACTIVE Status
Welcome to Mariners Cove !This bright + airy 2-bedroom, 2-bath condo offers comfortable waterfront living with beautiful water views + direct access to Lake Mendota. Located on the 2nd floor with elevator access, the open floor plan features soaring cathedral ceilings, skylights + an updated kitchen with JenAir grill, abundant countertop space + windows overlooking the clubhouse pool/deck area. The primary suite includes a whirlpool bath, double vanity + access to the sunroom with views of the Yahara River. Enjoy morning coffee, gorgeous sunsets + the tranquility of lakeside living. Boat slip with lift included! Amenities include an outdoor and indoor pool, 2 hot tubs, community room, fitness center, pickleball/tennis court, sauna + community marina. Enjoy recreation, relaxation + the best of waterfront living! Boat Slip available too.

5383 Mariners Cove Dr Unit 414, Madison

2 S Western Ave, Deerfield
$319,900
3 Beds ⋅ 1 Baths ⋅ 2032875 MLS ⋅ ACTIVE UNDER CONTRACT Status
There’s a lot to love about this charming Craftsman, where original woodwork and a welcoming front porch give the home plenty of character, while thoughtful updates make it easy to settle in and enjoy. The main level offers comfortable gathering spaces, a modern kitchen with ss appliances and a bedroom that makes a great home office. Upstairs, 2 more bedrooms each feature expanded walk-in closets & fresh finishes. Updates include new electrical in most of the home, along with a refreshed front porch featuring cedar posts, new flooring an lighting. The lower level adds useful storage and laundry, with potential to create a 2nd bathroom and relocate laundry to the main level. Outside, new landscape curbing adds a finished touch around the home, while the 2 garages provide 3 total spaces for vehicles, hobbies or storage. Enjoy mornings on the porch, evenings in the yard, and the convenience of being close to Deerfield’s local spots, like Deerfield Coffeehouse, with easy interstate access.

2 S Western Ave, Deerfield

515 State Farm Rd, Christiana
$505,000
3 Beds ⋅ 1 Baths ⋅ 2032840 MLS ⋅ ACTIVE Status
Fall in love with this beautifully updated farmhouse where modern luxury meets country serenity, sprawling out over 2.11 acres and just 20 minutes from Madison's East Side. The interior has been totally transformed, offering a truly turnkey home that is highlighted with a bright, new kitchen, bathroom vanity, along with fresh paint and new flooring that runs effortlessly throughout both levels. The flow of this home is like no other, with the main floor boasting a generously sized living room, kitchen, dining, bedroom, and 3 season porch. Upstairs is complete with 2 large bedrooms, updated bathroom, and bonus room with a walk-in closet. The 3 car detached garage is a car enthusiast's dream, complete with a 1,000 sqft loft that is begging to be finished! This property would be great for starting a homestead with the large, completely enclosed chicken coop and a MASSIVE garden that has the potential to produce bountiful yields! This dream property is ready for its next chapter with you!

515 State Farm Rd, Christiana

6133 River Rd, Westport
$549,900
3 Beds ⋅ 2 Baths ⋅ 2032835 MLS ⋅ ACTIVE Status
They don't build them like this anymore! This well-maintained, one-owner 3-bedroom ranch sits on over 1 acre of beautiful country land and offers the space, quality, and versatility you've been looking for. The main level features original oak hardwood floors throughout. The spacious kitchen offers an abundance of beautiful birch cabinetry and is set up for modern appliances. Numerous updates provide peace of mind, including roof (2012), siding, windows and doors (2014), water heater (2022), and furnace and A/C (2024). The 3-car garage is a handyman's dream with heat, while the handy 30x40 pole shed offers electricity and plenty of room for projects, hobbies, toys, or storage. Enjoy having the 30 acre Cherokee Wildlife Area directly across the road. Ideally located between Waunakee, Sun Prairie, and DeForest with convenient access to Hwy. M, Hwy. 19, Hwy 51, and I-90/94/39. A rare opportunity to own a classic country ranch w/room to roam. Additional buildable 16 acres also available.

6133 River Rd, Westport

118 Clark St, Cottage Grove
$330,000
3 Beds ⋅ 1 Baths ⋅ 2032817 MLS ⋅ ACTIVE Status
Showings Start 9/25. 1920s character on a rare double lot in the heart of Cottage Grove! This 3-bed home offers nearly 1,800 sq. ft. w/ original maple wood floors, a large dining room w/ natural light, main-floor den/office with privacy doors & plenty of original charm. At the heart of the home, the kitchen walks out to a large fenced-in yard with a massive concrete patio & plenty of space to entertain, garden, play or simply enjoy the extra room that comes with the lot. Grab your warm beverage & head out to the classic front porch to enjoy the charm of the neighborhood. The location is hard to beat: a short stroll to Main St. for coffee & dining, Fireman’s Park and the Glacial Drumlin Trail, with Phoebe Bakken Memorial Park nearby, too. Take advantage of community events & everything Cottage Grove has to offer. Updates include fridge (2021), front fence (2018), light fixtures, front door & 9 windows. UHP Ultimate Home Warranty Plan offered for peace of mind.

118 Clark St, Cottage Grove

899 County Rd, Oregon
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 2032803 MLS ⋅ ACTIVE UNDER CONTRACT Status
A rare opportunity to own a luxury retreat on +/-13ac just outside Oregon, WI. This secluded estate is surrounded by mature forest and abundant wildlife, offering a peaceful country feel minutes from town. The home features a chef's kitchen with Wolf and Sub-Zero appliances, a grand entry, and refined living spaces with uninterrupted views of nature. The finished lower level includes its own kitchen, full bath, and walkout to a paver patio. This property is perfect for entertaining or escaping the hustle of daily life. Two impressive outbuildings, a 56x40 and a 30x24, provide exceptional versatility, including a batting cage and indoor basketball court. A one-of-a-kind property blending privacy, recreation and luxury. Schedule your private showing today. Open House - Sat and Sun!

899 County Rd, Oregon

6682 Glenview Rd, Windsor
$515,000
3 Beds ⋅ 2 Baths ⋅ 2032694 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings start 9/26/26. Situated on 3/4 of an acre at the end of a cul-de-sac, directly across from the neighborhood park, this home offers a peaceful setting with mature trees and a private backyard, just minutes from Sun Prairie, Windsor and Deforest. The main level features a remodeled kitchen with large island, beverage/coffee center, built-in desk, and dining area. Just off the kitchen, a cozy sunroom with wood stove overlooks the backyard. Upstairs, you'll find the primary suite, a second bedroom, and an updated bathroom with walk-in shower and soaking tub. The lower level offers a family room with wood-burning fireplace, third bedroom, and bonus room/office. Enjoy outdoor living on the deck with built-in seating, relax by the fire pit, and enjoy the water fall into the pond with native aquatic plants. A heated 26'x38' workshop provides plenty of space for hobbies and projects.

6682 Glenview Rd, Windsor

145 Dewey St, Oregon
$429,900
4 Beds ⋅ 2 Baths ⋅ 2032685 MLS ⋅ ACTIVE Status
If you're looking for a beautiful blend of yesteryear charm & modern updates, don't miss this Oregon charmer! Gorgeous woodwork, stained glass, exposed brick and hardwood floors create a warm, memorable space. An updated 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. Numerous updates, including windows, HVAC, and a newer garage! 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 mature 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
$342,000
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

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.