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$350,000
2 Beds 2 Baths ACTIVE Status
So many options in this Historic charm meets modern living in this completely renovated Sun Prairie home . Could easily be 3 bedrooms. Thoughtfully updated from top to bottom, this one-of-a-kind property blends the character you love in an older home with the style and conveniences of today. Beautiful hardwood floors flow throughout much of the home, complemented by crisp finishes, modern lighting and an abundance of natural light. The spacious living areas offer plenty of room to gather and entertain, while the dining area features soaring ceilings and easy access to the outdoor deck. A cozy wood-burning stove adds warmth and character, and thoughtfully designed built-ins provide both function and charm. A rare opportunity to own a beautifully reinvented piece of Sun Prairie history?full of personality, functionality and charm! Updated plumbing, electrical & more! Plummbing under cabinet in laundry to add half bath.

139 Jones Street, Sun Prairie

Listing courtesy of First Weber Inc.

$380,000
3 Beds 2 Baths ACTIVE Status
This charming 3-bed ranch is a showstopper. Ideally located in a private & quiet cul-de-sac, the home was COMPLETELY renovated in 2020, incl new trusses, roof, gutters, siding, & insulation. Inside, you'll love the same quality of upgrades: new flooring, trim, paint, wiring, plumbing, doors, & ML bathroom just 6 yrs ago. The ML living space is bright & open, leading to the modern kitchen w/ SS appliances (2021). Since then, the current owners have updated the LL w/ a refreshed bathroom, incl new floors, shower, & laundry countertop. (HVAC 2021, as well!) What's more, the 2-car garage adds extra storage space & currently has a gas line hookup for a heater if desired. Out back, the fenced backyard is complete w/ a poured patio, veggie garden, & shed to enjoy the rest of the warmer months to the fullest. Walking distance to Cherokee Park & Marsh Conservation Park. Don't miss the chance at "like-new" living on the north east side of Madison!

13 Arizona Circle, Madison

Listing courtesy of Realty Executives Cooper Spransy.

$960,000
3 Beds 3 Baths 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 Street, Madison

Listing courtesy of Collective Real Estate Group.

$450,000
3 Beds 1 Baths ACTIVE Status
Charming 2-story home nestled on a low-traffic street with a private yard and convenient access to downtown Madison and East Towne Mall. 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!

2005 Carey Court, Madison

Listing courtesy of RE/MAX Preferred.

$375,000
3 Beds 1.5 Baths ACTIVE Status
Completely renovated ranch in Eken Park! Totally updated in 2022: all new electrical, plumbing, windows, walls, flooring, kitchen, bathrooms, and mechanicals! Roof August 2026, and some new siding coming soon! Kitchen features gorgeous white cabinetry, granite countertops, SS appliances, tiled backplash, and a breakfast bar. Main floor bathroom includes tiled flooring and shower surround. Bright and sunny main floor bedrooms, and spacious lower level bedroom with egress window and an extra half bathroom. Finished basement is perfect for a movie room and has three large closets for storage. Backyard features newer deck (2024), newer one car garage, and privacy landscaping. Close to Eken Park, Tip Top, Northstreet, Ogden's, bus lines, and more!

2252 Coolidge Street, Madison

Listing courtesy of Lauer Realty Group, Inc..

$539,750
4 Beds 1.5 Baths ACTIVE 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 Drive, Monona

Listing courtesy of RE/MAX Preferred.

$342,000
3 Beds 2.5 Baths 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 Boulevard, Madison

Listing courtesy of Stark Company, REALTORS.

$1,625,000
5 Beds 3.5 Baths ACTIVE 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 Road, Shorewood Hills

Listing courtesy of Sprinkman Real Estate.

$859,900
3 Beds 2.5 Baths 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 Street, Madison

Listing courtesy of Investment Realty Services LLC.

$700,000
3 Beds 1 Baths ACTIVE Status
Property not available to be shown until 9/10. Welcome to 2102 Keyes Ave, a beautifully updated & meticulously maintained home in one of Madison?s most sought-after neighborhoods. Thoughtful improvements throughout complement the home?s fine craftsmanship, timeless character, and inviting living spaces. Every detail reflects pride of ownership, creating a home that feels both polished and comfortable. Enjoy an exceptional location just moments from the shops, cafs, restaurants, and everyday conveniences of Monroe Street, with nearby parks, schools, and easy access to downtown Madison. This is a rare opportunity to enjoy classic charm, modern updates, and an unbeatable location?all in a home that has been truly cared for.

2102 Keyes Avenue, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$365,000
2 Beds 1 Baths ACTIVE 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 Road, Burke

Listing courtesy of First Weber, Inc.

$995,000
3 Beds 3 Baths ACTIVE Status
A striking architectural retreat nestled on secluded wooded drive, this thoughtfully designed MCM home blends timeless design w/ extraordinary natural setting. Set on a picturesque .61-acre lot w/ seasonal lake views + deeded lake access, property offers rare opportunity to enjoy privacy & nature in easy west side location. Floor-to-ceiling windows flood home w/ natural light while showcasing mature trees + tranquil surroundings. Recent new woodfloors + lux remodeled primary bath, elevate classic architectural character w/ refined modern finishes. Flexible tri-level floor plan features a welcoming foyer w/ 2 beds + full bath on entry level. Upstairs, light-filled living spaces include expansive great room w/ custom built-ins, family room w/fireplace, kitchen w/ bright dining area & private primary suite. Multiple walkouts seamlessly connect interior to lush backyard. LL provides rec room, office & full bath. Sale incl partial ownership of vacant lot with trail to Spring Harbor.

5921 Thorstrand Road, Madison

Listing courtesy of Sprinkman Real Estate.

$475,000
3 Beds 2 Baths ACTIVE Status
Imagine coming home to the peaceful charm of the Lake Windsor neighborhood! Set on a beautiful 0.68-acre lot with a fenced-in yard, this inviting home offers the space, comfort, and setting you?ve been searching for. Inside, gather around the cozy fireplace or out in the screened porch overlooking the private backyard. The finished lower level adds even more flexibility, offering an ideal space for movie nights, hobbies, recreation, or additional living space. A 3-car garage, along with a heated and insulated shop featuring 100-amp service, provides plenty of room for vehicles, outdoor toys, and projects. Minutes from the Lake Windsor Country Club, Token Creek Conservancy, and several walking and biking trails. With a peaceful neighborhood setting and convenient access to both Madison and Sun Prairie, this is more than just a house?it?s a place to settle in, slow down, and enjoy life.

6551 Linden Circle, Windsor

Listing courtesy of Spencer Real Estate Group.

$315,000
3 Beds 1 Baths ACTIVE 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 Drive, Madison

Listing courtesy of Realty Executives Cooper Spransy.

$575,000
ACTIVE 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 Street, Oregon

Listing courtesy of Stark Company, REALTORS.

$640,000
3 Beds 1.5 Baths ACTIVE Status
Showings begin 9/13. 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 Avenue, Madison

Listing courtesy of Lauer Realty Group, Inc..

$1,950,000
5 Beds 3.5 Baths ACTIVE Status
The gated entrance follows a winding drive, lined with a mix of hardwoods and pines, and meets this exceptional log home set on 29.5 acres of rolling countryside. This one-of-a-kind estate offers privacy, natural beauty, and refined country living. Two creeks wind through a mix of prairie and wooded acreage, with mowed paths providing easy access for hunting, exploring, and enjoying the land. This setting is ideal for intimate gatherings near the lodge or larger celebrations overlooking the prairie. The home features 5 bedrooms, 3 full baths, and 2 half baths. A detached, heated 3-car garage offers additional flexibility, with finished heated/cooled space above for a hobby room, offices, or storage. A spacious 36x60 outbuilding showcases 14x16 overhead doors on both ends for convenient drive-through access. A truly special property where timeless charm, outdoor beauty, and everyday comfort come together. More than a home, it's a lifestyle and a place to make lasting memories.

2195 County Road Z, Blue Mounds

Listing courtesy of Bunbury & Assoc, REALTORS.

$375,000
4 Beds 1.5 Baths ACTIVE Status
Open House Saturday 9/12 11am - 1pm! Move right in and enjoy a Madison ranch where the major improvements have already been handled for you. A new roof to be installed prior to closing, new windows and exterior doors (2025), updated appliances and flooring (2026), plus fresh paint, new carpet, and refreshed finishes throughout give this 4-bedroom home a clean, comfortable feel from day one. Downstairs, the finished lower level adds valuable flexibility with a spacious bedroom and egress window, ideal for guests, a home office, or room to spread out. Outside, the large deck and spacious backyard create the perfect setting for summer cookouts, entertaining friends, or simply unwinding at home. All of this in a convenient Madison location near Warner Park, schools, shopping, dining, library, and more!

1930 Shelley Lane, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$1,550,000
4 Beds 3 Baths 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 Avenue, Dunn

Listing courtesy of Real Broker LLC.

$699,900
2 Beds 1 Baths ACTIVE Status
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 Drive, Dunn

Listing courtesy of Accord Realty.

$233,100
5 Beds 1.5 Baths ACTIVE Status
Bring your vision to this spacious 5-bedroom, 1.5-bath two-story home packed with character and possibilities! The main level offers a living room, 1 bedroom, main-floor laundry, workshop, 3-season room, and a unique former bar area ready to become an impressive rec room or entertaining space. Upstairs offers 4 bedrooms, Family Room and Den. Outside, enjoy two concrete patios, a detached 1-car garage, and an in-ground pool that has not been used since 2008. With generous space and a flexible layout, this property offers plenty of opportunity to make it your own. Home needs repairs and updates and may not qualify for FHA or other government-backed financing. Property and pool are being sold in their current condition. He had a license to open as a bar, but had a stroke before he finished it

13 W Main Street, Deerfield

Listing courtesy of Realty Executives Platinum.

$850,000
ACTIVE Status
Rare 4-unit offering in Mt. Horeb?currently the only 4-unit property available in the area. East-side Mt. Horeb location blocks from 18/151, w/in walking distance of Miller's Market & Norsk Golf Course. The building has 3-2 units and 1-1 unit. All 4 units have a private 1 car garage, 3 units have walk-in closets, 3 units have basements, all have had some updating done, newer windows throughout. Large patio out back for grilling & socializing, extra parking - the list goes on. Potential for adding egress to a couple units for additional revenue. Current rents are below market value, Epic is expanding upwards of 7K employees & Arrowhead Pharma here & growing which offers potential to increase cash flow/revenue growth as leases renew. Professionally managed & offers an excellent opportunity for both experienced and first-time investors. Property being sold "as-is". Thousands in improvements in the past 2+ months!

1909 Fox Run, Mount Horeb

Listing courtesy of Restaino & Associates.

$445,000
4 Beds 2.5 Baths ACTIVE Status
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.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.