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309 N Brearly St, Madison
$449,900
3 Beds ⋅ 2 Baths ⋅ 2030269 MLS ⋅ ACTIVE Status
Rare opportunity to own a charming home in one of Madison's most desirable neighborhoods, just a couple of blocks from Lake Mendota & minutes from downtown. A private driveway provides valuable off-street parking. This inviting home is filled with character, featuring hardwood floors, built-in cabinetry in the dining room, an expanded and updated kitchen (2020), and a bright front porch with French doors opening from the living room. The functional floor plan offers 3 bedrooms with larger closets. Excellent opportunity to personalize the space to fit your style and needs. Enjoy easy access to nearby parks, lakefront activities, restaurants, shopping, public transportation, and all that downtown Madison has to offer. Whether you're looking for a place to call home or an opportunity in a premier location, this property offers endless potential. New Furnace & Water Heater 2025. New Windows! Storage Shed! Fenced in Back Yard! 1/2 Bath in basement was not used by current owner.

309 N Brearly St, Madison

4117 Donald Dr, Madison
$370,000
3 Beds ⋅ 1 Baths ⋅ 2032808 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to 4117 Donald Dr, ideally located right across the street from Sandburg Elementary! This well-maintained home offers plenty of updates and space to enjoy, including a new roof, siding and gutters, all completed in 2026. Inside, hardwood flooring adds warmth and character, while the updated bathroom provides a fresh, modern touch. The primary bedroom features a spacious walk-in closet. Head downstairs to the mostly finished basement, a perfect hangout space featuring a rec room and bar, plus a separate exercise room, workshop and laundry area. Outside, enjoy the deck, freshly repainted in 2026, overlooking the fenced-in yard with plenty of room for outdoor gatherings, pets and play. A great combination of recent updates, functional space and a convenient location!

4117 Donald Dr, Madison

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

2737 Union St, Madison
$334,900
4 Beds ⋅ 1 Baths ⋅ 2032798 MLS ⋅ ACTIVE Status
Range price: $334900-364900. Seller financing incentives available. Nestled in the heart of Madison's eclectic East side, the Purple Bungalow is where charm meets modern convenience. Recent updates include a brand-new roof and gutters, plus a new washer and dryer, giving you peace of mind and everyday convenience from day one. This beautifully updated home also boasts newly refinished hardwood floors, fresh interior paint, spacious & flexible living spaces filled with light, and a three season porch/mudroom w/built-in storage. Enjoy 3 cozy bedrooms upstairs and a gorgeous remodeled bath w/clawfoot tub. The kitchen is a dream with sleek granite countertops, stainless steel appliances, and ample storage. Relax on the deck overlooking a very spacious, fully fenced yard! Located near the Starkweather and Capitol City Bike Path, Library and Bus Line, with easy access to downtown Madison. Adorable, affordable, and thoughtfully updated — make this gem your new home!

2737 Union St, Madison

6130 Old Middleton Rd, Madison
$798,000
3 Beds ⋅ 3 Baths ⋅ 2022702 MLS ⋅ ACTIVE UNDER CONTRACT Status
Show 9/24. Tucked into a wooded setting on over half an acre, you’ll find all the privacy and space you’re looking for. The fenced backyard is a standout, with a screened-in porch, deck and patio, plus a custom Toscana wood-fired pizza oven. Inside, the open floor plan and walls of windows bring in natural light, especially in the gorgeous front sunroom. The well-appointed kitchen has lots of cabinets and a large pantry and opens to the living room, dining room, and screened-in porch, all connecting to the outdoor living space. The primary suite has its own balcony overlooking the trees. The lofted area is currently used as a nursery but could easily become an office or flex space. The finished basement offers more room to spread out and plenty of storage. The location is great, with biking paths and parks nearby and downtown Madison just 15 minutes away. Enjoy the peaceful feeling of the country while still being right in the middle of town and near everything you need. Roof: Aug 2026

6130 Old Middleton Rd, Madison

432 Pluto St, Madison
$439,900
3 Beds ⋅ 2 Baths ⋅ 2032789 MLS ⋅ ACTIVE Status
Grandview Commons! Ranch-one story Gem that is Move-in ready! Welcome friends & family to your new home with modern footprint layout in popular eastside neighborhood! Covered front porch for summer days, open layout-great room designed living/dining/kitchen area for everyday living and easy casual entertaining! Cozy gas fireplace for chilly nights, watching TV or just enjoying your favorite book! Perfect split-bedroom design maximizes living space, privacy and flexibility for the entire family, roommates or home office! Owners suite has private full bath (2 sinks), walk-in shower & large walk-in closet! Modern designed kitchen w/center island, all appliances, spacious dining area with direct access to patio & yard! 1st floor laundry room, w/utility sink & cabinet! Bonus 9' ceilings, beautiful/easy care wide plank laminate flooring throughout, 2 tray ceilings! Large basement, plumbed for bath! Oversize 2+ car garage, space for workbench, bikes and storage! Walk to park, walking paths!

432 Pluto St, Madison

1417 Schoepp Ln, Cross Plains
$640,000
4 Beds ⋅ 3 Baths ⋅ 2032774 MLS ⋅ ACTIVE UNDER CONTRACT Status
Beautifully built, thoughtfully designed & truly move-in ready! This 2022-built home in desirable Scenic Valley delivers the modern finishes buyers love with a warm, welcoming feel throughout. The sun-filled main level features an open-concept kitchen with large island & pantry, spacious dining area and inviting living room with cozy gas fireplace—an effortless layout for both everyday living & entertaining. A dedicated office/den adds the flexibility everyone wants. Upstairs, four generous bedrooms include a private primary suite with walk-in closet & ensuite bath. The full lower level with 8’+ ceilings & bath rough-in offers incredible potential to add even more living space. Outside, added landscaping enhances the curb appeal and yard, while the patio is ready for summer evenings and gatherings. Ideally located in Cross Plains with Middleton-Cross Plains schools—newer construction without the wait!

1417 Schoepp Ln, Cross Plains

323 Santa Fe Trl, Waunakee
$449,000
3 Beds ⋅ 2 Baths ⋅ 2032746 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this move-in ready 1-story ranch on a .25-acre corner lot in Waunakee! This 3 bedrooms, 2 baths home features an open layout, fresh interior paint and new carpeting throughout. The sun-filled living room flows into the kitchen and dining area, while the spacious family room opens to the backyard and paver patio. The kitchen features a breakfast bar, tile backsplash, wood cabinetry, LVP flooring, a 2024 stove and a built-in microwave. The primary suite includes an updated bath with granite counter and walk-in shower. The partially-finished lower level adds flexible living and entertaining space with 2025 LVP flooring, rec room, theater room, pool table and dry bar with granite counters and beverage fridge. Outside, enjoy mature landscaping, an oversized 2-car garage, and circular driveway. Recent improvements include a 2024 water heater and 2025 sump pump. Conveniently located within walking distance of Prairie Elementary School and the Waunakee Public Library.

323 Santa Fe Trl, Waunakee

7473 Meadowrue Cir, Middleton
$775,000
4 Beds ⋅ 4 Baths ⋅ 2032736 MLS ⋅ ACTIVE UNDER CONTRACT Status
Perched atop one of the highest points in the subdivision, at the end of a quiet cul-de-sac, this exceptional home offers a rare blend of privacy, luxury, and natural beauty. Set on over half an acre, this home borders an incredible network of conservancy land, parks, and walking trails. Every season paints a different view. Inside, you'll find over 3,500 sq. ft. with soaring ceilings, expansive windows that bring the outdoors in, multiple living spaces, a dedicated office, and a stunning cedar four-season sunroom. The spacious primary suite, finished lower level with Brazilian teak hardwood floors and surround sound, composite deck, and numerous major updates—including furnace, A/C, and new carpet throughout complete this exceptional home in the highly sought-after Middleton School District

7473 Meadowrue Cir, Middleton

6214 Knollwood Dr, Oregon
$599,900
4 Beds ⋅ 3 Baths ⋅ 2032732 MLS ⋅ ACTIVE UNDER CONTRACT Status
Tucked into the wooded Ravenoaks neighborhood, this spacious 4-bedroom, 2.5-bath contemporary style home offers privacy, mature trees, and a generous floor plan on a stunning 0.74 acre lot. The home features tall vaulted ceilings, a dramatic great room with an eye-catching wood burning fireplace, large bedrooms, primary suite with walk-in closet, loft, den/office, and finished lower level rec space. Enjoy the peaceful outdoors from the deck surrounded by mature hardwood trees, Raspberry bushes, an herb garden, and tons of wildflowers. The hardwoods provide a natural source of firewood for cozy evenings by the fireplace. A 3-car attached garage adds plenty of room for vehicles, hobbies, and storage. This tranquil setting remains conveniently close to Oregon's everyday necessities, including shopping, dining, schools, and more, with easy access to Madison.

6214 Knollwood Dr, 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

5519 Pheasant Hill Rd, Monona
$625,000
5 Beds ⋅ 3 Baths ⋅ 2032691 MLS ⋅ ACTIVE UNDER CONTRACT Status
Tucked into a large, private yard in the heart of Monona, this one-of-a-kind 5-bedroom home is anything but ordinary. The dramatic 2-story living room features floor-to-ceiling windows that bring the outdoors in, while a spacious open loft overlooks the living space below. Much of the home remains wonderfully original, offering a rare opportunity to embrace its distinctive character or reimagine it with your own vision. With 5 bedrooms and 2.5 baths, there’s plenty of room to spread out, inside and out. Major updates are already handled, including a new roof plus newer furnace, A/C, water heater and water softener. A truly unique property on a beautiful, secluded-feeling lot—right in the middle of Monona.

5519 Pheasant Hill Rd, Monona

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

525 Fox Den Dr, Waunakee
$740,000
5 Beds ⋅ 2 Baths ⋅ 2032674 MLS ⋅ ACTIVE Status
Welcome to this charming, nearly new ranch home in the heart of Waunakee! Thoughtfully designed with space, comfort, and modern living in mind, this home offers 5 bedrooms and a 3-car garage. The main level features a spacious primary suite and a bright 4-season sunroom overlooking the green space behind the home. The open concept kitchen offers quartz countertops, oversized island, backsplash, ample cabinetry and a convenient walk-in pantry. Vinyl plank flooring runs throughout the home. The partially finished basement provides additional flexible living space with room to expand and customize to your needs. Enjoy peaceful views and the added privacy of backing to green space. Conveniently located just minutes from shopping, dining, parks, trails, and the public library, with easy access to schools and major routes for commuting to downtown Madison, the Capitol Square, and surrounding communities. A wonderful opportunity to enjoy the benefits of nearly new construction.

525 Fox Den Dr, Waunakee

186 Hillcrest Cir, Sun Prairie
$384,900
3 Beds ⋅ 1 Baths ⋅ 2032664 MLS ⋅ ACTIVE UNDER CONTRACT Status
Absolutely charming & classic brick Cape Cod crafted in 1948, accented gables & dormer siding, the romantic charm of ivy and nestled in one of Sun Prairie's favorite neighborhoods! The moment you enter you will fall in love with the gleaming wood floors, archways, white trim & doors plus tasteful updates throughout! 2nd floor owners suite, relaxing lounge/sitting area! 2 add'l bedrooms on 1st floor w/orig. wood floors! Nicely remodeled kitchen '08, stainless steel appliances & pantry/mud rm/drop zone between kitchen & garage! Nice full bath with pedestal sink, tub/shower & classic tile floor. Basement walls painted white, painted floor, utility sink, washer/dryer & 1/4 bath-toilet! Shaded backyard patio overlooks perennial gardens, trees and clothesline to hang sheets for a refreshing sleep experience! Walk to downtown Sun Prairie, restaurant, coffee shop, stores, Farmers Market, Wetmore Park & splash pad! A/C '25, Furnace '13, Windows '17, Circuit breakers! UHP Warranty Included!

186 Hillcrest Cir, Sun Prairie

802 Chickadee Dr, Cambridge
$534,900
4 Beds ⋅ 3 Baths ⋅ 2032663 MLS ⋅ ACTIVE Status
Great opportunity to own a home in the desirable community of Cambridge! This well-maintained 4-bedroom, 3-bathroom home offers spacious living areas plus a built-in home office and oversized 3-car garage. Inside, you'll find beautiful hardwood floors throughout the open-concept kitchen, dining room and entry. Enjoy the comfort of a large screened-in porch and backyard with vinyl privacy fence (added in 2023) creating your very own outdoor oasis perfect for relaxing or entertaining. On the main level, two large bedrooms complement the oversized primary suite, featuring a master bathroom with separate soaking tub and shower. Downstairs, you'll find a kitchenette and open entertaining area complete with a cozy fireplace and a great space for gaming with friends or watching the game. The lower level also features partially heated floors, fourth bedroom, bathroom, and office along with an option for a secondary laundry hookup. Major recent updates include roof, HVAC and water heater.

802 Chickadee Dr, Cambridge

6117 Driftwood Ave, Madison
$695,000
4 Beds ⋅ 3 Baths ⋅ 2032662 MLS ⋅ ACTIVE UNDER CONTRACT Status
A welcoming west-side ranch with an open layout, hardwood floors and comfortable spaces for everyday living and entertaining. The vaulted screened porch is a standout. Enjoy an inviting extension of the home overlooking the private, landscaped yard and a wonderful spot to relax or gather. The main level features a beautiful kitchen with an oversized island, a cozy family room with a gas fireplace and a sun filled living room and entry area. The finished lower level offers additional living space, a 4th bedroom and full bathroom. Updates include remodeled baths with tiled walk-in showers, solid-core doors, a 2026 roof, furnace and A/C, and 2025 water heater. Set in the established Faircrest neighborhood near Garner Park, Owen Conservation Park, restaurants, UW–Madison and area hospitals.

6117 Driftwood Ave, Madison

973 Harvest Ln, Sun Prairie
$417,900
4 Beds ⋅ 2 Baths ⋅ 2032659 MLS ⋅ ACTIVE Status
Welcome home to a warm and inviting tri-level offering 1,850 square feet of living space. The thoughtfully designed layout creates distinct yet connected spaces for everyday life, from relaxed mornings in the bright living and dining areas to cozy evenings beside the fireplace in the spacious family room. Across the home’s split main levels, you’ll also find a versatile fourth bedroom and full bath, great for guests, a home office, or hobbies. Upstairs, three additional bedrooms and a second full bath provide a comfortable retreat. Step outside to enjoy the deck and 0.28-acre lot, with an attached 2-car garage and an unfinished basement offering ample storage. Conveniently located near Sun Prairie schools, shopping, dining, and recreation, with easy access to Highway 19 and US-151 for travel to Madison and surrounding communities. Come explore the possibilities and schedule a showing today!

973 Harvest Ln, Sun Prairie

7126 Timberwood Dr, Madison
$490,000
3 Beds ⋅ 3 Baths ⋅ 2032657 MLS ⋅ ACTIVE Status
An unexpected job opportunity means a rare second chance to own this beautifully updated Country Grove home! Recently purchased and truly move-in ready, the home has been freshly painted in a lighter palette on the main level, complementing an updated kitchen with granite counters, large island, and newer appliances. Gather around the gas fireplace or head outside to the spacious composite deck and private, fully fenced backyard. Three bedrooms include a comfortable primary suite with an updated bath. A newer furnace and A/C, newer living room carpet, and recently replaced roof add peace of mind. Convenient to schools, shopping, dining, Epic, and the Ice Age Trail, this is a home its owners weren't planning to leave quite so soon!

7126 Timberwood Dr, Madison

2826 Tucson Trl, Madison
$464,900
3 Beds ⋅ 4 Baths ⋅ 2032652 MLS ⋅ ACTIVE Status
Welcome to 2826 Tucson Trail, a warm and inviting home offering 3 bedrooms and 3.5 bathrooms with plenty of room to spread out! Beautiful wood floors flow through the main living areas, adding warmth and character, while the kitchen offers abundant cabinetry, generous counter space and a convenient breakfast bar. Large windows bring in wonderful natural light throughout the home. The walk-out lower level provides additional living space and flexibility for entertaining, a family room, home office or guest space. With multiple bathrooms, comfortable gathering spaces and plenty of storage, this home is designed for everyday living and entertaining. A wonderful opportunity to make this Madison home your own!

2826 Tucson Trl, Madison

3129 Keithbridge Cir, Springdale
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 2032629 MLS ⋅ ACTIVE UNDER CONTRACT Status
Imagine mornings surrounded by rolling countryside, with beautiful views from nearly every window. Offered for the first time since it was built in 1997, this one-owner home feels like a private country retreat, yet Verona, Epic’s campus, Madison & everyday conveniences are just minutes away. Vaulted ceilings & a gas fireplace create a warm, inviting living space, while a main-level primary suite, 2nd BR, laundry/mudroom & ramped entry make everyday living easy. The walkout LL offers 2 additional BRs, full bath w/ sauna, family room & sunroom. Outside, explore wooded trails, native plantings, fruit trees & grapevines, with a 3-car garage & newer 20x30 outbuilding. Just down the driveway, the Military Ridge State Trail invites morning rides, evening walks & weekend adventures. Here, country living isn’t about being far away, it’s about having more to come home to.

3129 Keithbridge Cir, Springdale

342 Blackberry Ln, Deforest
$449,500
3 Beds ⋅ 3 Baths ⋅ 2032628 MLS ⋅ ACTIVE Status
Exquisite ranch home which has been freshly renovated and updated with quality materials and finishes throughout! Move in ready! The home features luxury vinyl plank flooring throughout, highest quality paint and finishes available, and many smart features throughout the home. The main floor features an open floor plan with a split bedroom design. Wonderful kitchen features black stainless appliances, breakfast bar and walk-out to the backyard patio. Spacious primary suite features a large walk-in closet and private full bath. Second full bath and bedroom, plus a first floor laundry wrap up the main level. Lower level features a large family room and set up for surround sound system, a private office/den with sliding barn door, the third bedroom with egress window, and spacious closet. The third full bath features a 6' walk-in shower and luxury vinyl plank floor. This brick front ranch home is wonderfully landscaped and is a true gem to call home. No HOA Fees!

342 Blackberry Ln, Deforest

3423 Viburnum Dr, Shorewood Hills
$1,180,000
5 Beds ⋅ 3 Baths ⋅ 2032617 MLS ⋅ ACTIVE Status
Storybook charm meets timeless comfort in this wonderful Colonial set on a gorgeous private lot in coveted Shorewood Hills. Tucked along a quiet street + backing to Four Corners Park, this 5-bedroom, 2.5 bath home offers a special connection to its lush surroundings. A spacious family room addition is wrapped in windows, inviting natural light + beautiful backyard views, while the screened porch + patio extend the living space outdoors. Inside, beautiful hardwood floors, generously sized bedrooms + warm, inviting spaces create an unmistakable sense of home. Curl up with a book by the living room fireplace, gather in the expansive family room or cook + connect in the adjoining kitchen featuring a sub-zero fridge + Viking range. The primary bedroom offers the convenience of an ensuite bath and upstairs laundry. Move-in ready today, with opportunities to update + personalize over time, this is a home with wonderful bones, an idyllic setting + plenty of potential to make it truly your own!

3423 Viburnum Dr, Shorewood Hills

3142 View Rd, Dunn
$419,900
3 Beds ⋅ 2 Baths ⋅ 2032608 MLS ⋅ ACTIVE UNDER CONTRACT Status
Rarely does privacy come this close to downtown Madison. Set at the end of a newly paved private driveway, this 3-bed, 2-bath split-level pairs wooded surroundings with everyday convenience, just 6 miles from downtown and in the Oregon School District. The 1,783 sq. ft. interior is entirely carpet-free, with vaulted ceilings and a finished lower level with a built-in office nook tucked behind a pocket door. Major 2025 improvements are already complete, including a new asphalt driveway, certified well pump/system, custom upper deck, new exterior door, fresh paint, and updated electrical throughout, with centered overhead lighting added in all bedrooms. Outside, low-maintenance natural grounds provide rare privacy alongside sunny open space for native, pollinator, vegetable, and fruit gardens. The home is priced with room to personalize cooling and window updates to your taste, while substantial recent repairs and improvements provide peace of mind.

3142 View Rd, 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.

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