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$399,900
ACTIVE Status
OWNER-OCCUPANT DREAM - ONE UNIT VACANT FOR IMMEDIATE OCCUPANCY! New Refinished Floors! Well-maintained side-by-side duplex! Ideal for multigenerational living, extended guests, or future income potential. Features include separate entrances, central A/C, shared laundry, dedicated off-street parking, and a brand-new Lifetime OC Flex Roof (Class 4) with new wood, June 2026. Near Olbrich Park & Gardens, the Lake Monona Bike Loop, and just a short walk across the new Starkweather Creek pedestrian bridge to Garver Feed Mill. Long-term ownership with month-to-month tenants offers flexibility. FHA/VA house-hacker looking to be a savvy investor. Hardwood flooring finished on 3414 Richard St. 174 Farrell St. wood floors planned to be refinished by Sept 24th (Living Rm and Bed Rm)

3414 Richard Street, Madison

Listing courtesy of Stark Company, REALTORS.

$600,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Here is the one you?ve been waiting for! Nestled into a cul-de-sac in this quiet 55+ community, you?ll find easy one floor living with recent updates for the essentials of life as well as generous additional living space and storage in the lower level. PLUS the elusive 2 car garage!! The main level features hardwood floors, vaulted ceilings, abundant natural light, floor to ceiling stone fireplace, updated kitchen with walk in pantry and coffee nook, attractive owners suite with beamed ceiling and walk in closet as well as a private deck. If that isn?t enough, the lower level has a wide open entertainment space, third bedroom, full bathroom and an enormous storage area. You can even walk out to a private courtyard. With a convenient location near shopping, restaurants and activities you can?t ask for more.

2 Sebring Court, Madison

Listing courtesy of The Kruse Company, REALTORS.

$275,000
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Don't miss this beautifully updated condo in the heart of the Northside! From the moment you walk in, the modern aesthetic is immediately apparent. This home has been thoughtfully refreshed throughout and is truly move-in ready. The showstopper is the brand new kitchen and contemporary design that make cooking and entertaining a pleasure. Fresh carpet and updated LVP flooring throughout gives every room a clean, polished feel, and the overall modern look ties the whole space together seamlessly. With 3 beds and 1.5 baths, there is plenty of room for everyday life and guests alike. The attached garage adds convenience, and with HOA coverage handling lawn care and snow removal, you can enjoy low-maintenance living year-round. Backyard space makes it easy to slow down and enjoy the evening. Perfectly located minutes from Cherokee Marsh, Lake Mendota, and a network of parks and trails, plus easy access to Willy St. Co-Op, Moka coffee, and Warner Park to catch a Mallards Game.

4426 White Aspen Road, Madison

Listing courtesy of Lauer Realty Group, Inc..

$645,900
3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Exceptional Eagle Trace location directly across from Eagle Trace Park and within walking distance of Pope Farm Elementary, in the Middleton-Cross Plains Area School District. Beautifully maintained 2019-built home features 9-foot ceilings, an open-concept main level, and thoughtful upgrades throughout. Kitchen, dining, and living room with new gas fireplace + new ceiling surround sound flow seamlessly for everyday living and entertaining. French doors open to a dedicated office. Upstairs, the spacious owner?s suite features a tray ceiling, walk-in closet, private walk-in shower, and dual sinks, plus two additional bedrooms and full bath. Finished lower level has 9-foot ceilings, XL family/media room with new surround sound and sconce lighting, workout space, new full bath, and laundry room with convenient laundry chute. Fully fenced backyard features stone patio and cedar garden beds. Prime location near Pope Farm Conservancy, parks, and schools.

10314 White Fox Lane, Madison

Listing courtesy of Century 21 Affiliated.

$565,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Thoughtfully designed and beautifully cared for, this home offers the space, comfort, and flexibility today?s buyers are seeking. The welcoming layout offers an effortless flow between living, dining, and gathering spaces, creating an ideal setting for entertaining or everyday living. Natural light fills the interior while generous room sizes provide comfort throughout. Step outside and enjoy outdoor living with room to relax, host guests, or unwind after a long day. Situated in a convenient location near parks, shopping, dining, and everyday amenities, this property offers the perfect combination of accessibility and a place to call home. Opportunities like this don?t come around often. Schedule your showing today. brand new roof in 2026.

5150 Crescent Oaks Drive, Madison

Listing courtesy of Restaino & Associates.

$519,900
3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
The Space You Want. The Location You?ll Love. Exciting 3 Bedroom + Office, 3.5 Bath 2 Storynestled on a great cul-de-sac boasts a bright and cheery living room with soaring vaulted ceilings, impressive wood burning fireplace and gleaming wood look floors, fantastic kitchen with stainless steel appliances including a gas stove, breakfast bar & nice size dinette. Primary suite features a private bath & a huge walk-in closet. Lower level offers a awesome rec room with a gas fireplace, full bath, and ample storage. Relax on the private deck that backs to mature trees. Convenient to shopping, dining & Newberry park. MIDDLETON SCHOOLS!

10 Rylant Circle, Madison

Listing courtesy of Stark Company, REALTORS.

$724,900
5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Beautifully maintained home in the highly sought-after Middleton School District, ideally situated at the end of a quiet cul-de-sac. Built in 2017, this spacious home offers an open-concept layout filled with natural light and designed for both everyday living and entertaining. The flexible floor plan includes five bedrooms plus a dedicated front flex room that works perfectly as a home office, playroom, or study. The bright kitchen flows seamlessly into the main living areas, creating an inviting space to gather. Step outside to enjoy one of the home's standout features?a large backyard with no rear neighbors, offering added privacy and peaceful views. Conveniently located near parks, schools, trails, Middleton and west-side amenities, this home combines space, functionality, and an exceptional location in one of the area's most desirable neighborhoods.

17 Rustling Birch Court, Madison

Listing courtesy of Redfin Corporation.

$949,900
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Beautiful custom home with thoughtful design, quality craftsmanship and a layout that offers privacy and flexibility. The living room is filled with natural light from soaring ceilings and a dramatic wall of windows overlooking the wooded backyard. The kitchen blends style and function with high-end finishes, a bright breakfast area and access to the expansive deck - perfect for morning coffee, outdoor dining, or simply enjoying the peaceful setting. The main-level primary suite serves as a private retreat, while all 3 additional bedrooms and 2 full baths are located on the walkout lower level - ideal for teens, guests, multigenerational living or dedicated office/hobby space. With 12' ceilings, a spacious family room and wet bar, the lower level feels bright and inviting. Set on one of the neighborhood's most desirable lots, backing to greenspace and mature trees, this home offers a rare combination of privacy, comfort & beautiful natural views. New roof coming!

1706 Shady Point Drive, Madison

Listing courtesy of EXP Realty, LLC.

$375,000
1 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Motivated seller! Step into this fully updated condo in the heart of Willy st and feel right at ease; it's all been taken care of! All the charm of a home on the Isthmus, fully updated in 2006 including an exterior foundation rebuild. A private entry with a porch leads into the large, flexible living space, which features large bay windows reflecting onto the bamboo floors and a gas fireplace. Modern kitchen with granite countertops and SS appliances. A rare half bath on the main level makes entertaining a breeze! Through the kitchen is your private garage!LL is the owners retreat:a quiet/spacious bedroom with gas fireplace and two egress windows. Ample closet space and a large en suite full bath and laundry room. Storage unit in basement next door. All this just steps from everything that makes Madison special: fantastic restaurants, coffee, lakefront fun and McPike Park.

1029 Williamson Street Unit 1, Madison

Listing courtesy of Lauer Realty Group, Inc..

$925,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Middleton Schools! Come enjoy all the City of Middleton has to offer. Well appointed & impeccably maintained, this spacious home in Blackhawk neighborhood offers a bright & open floor plan enhanced by quality finishes throughout. Large living room with wall of windows & soaring 12 ft ceilings creates an impressive first impression, while the beautiful kitchen showcases maple wood floors, quartz countertops, cherry cabinets, and large dinette. Spacious main floor primary suite features walk-in closet, double vanity, relaxing soaking tub, and seperate shower. The open staircase leads upstairs to three spacious bedrooms & full bath with double vanity. Finished exposed lower level provides lots of light in expansive family room w/ gas fireplace, with versatile bonus space ideal for media/game room or additional entertaining area, plus flex room for exercise or guest room, & full bath. Lots of closets & storage space! 3 car garage with pull down ladder to attic storage. New roof & gutters!

9101 Settlers Road, Madison

Listing courtesy of Bunbury & Assoc, REALTORS.

$550,000
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
EXTEND SUMMER WITH YOUR OWN POOL! Presenting this classic well maintained colonial in the popular west end of Greentree Neighborhood Association with a gorgeous inground pool!Lots of living space with 4 bedrooms all upstairs, while the first floor offers two living spaces: A large living room with brand new carpeting and a cozy family room at the opposite end with hardwood floors and a wood burning fireplace.In between you?ll enjoy the huge kitchen with granite counters, updated appliances with a work area and large formal dining room. The lower level offers a large rec room, private den and tons of storage including a large workshop area. The hidden gem is the inground pool which is like your own private oasis. There's a new solar cover, pool motor, cleaning system, alarm and liner all since 2019 so relax and enjoy.Recent updates provide the peace of mind that you are purchasing a home that has been extremely well cared for by the last two owners.

6602 Montclair Lane, Madison

Listing courtesy of First Weber Inc.

$674,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Major exterior updates, including the roof and siding. Welcome to this beautifully updated home nestled in a quiet Middleton neighborhood within the highly sought-after Middleton school district. This home offers the perfect blend of comfort, style, and convenience. Fall in love with the updated kitchen featuring stunning quartz countertops, beautiful hardwood floors, a spacious walk-in pantry, and updated refrigerator and oven/stove in 2023. The back deck is the perfect place to enjoy morning coffee or relax in the evening. The main level offers convenient laundry with a washer and dryer (2019), three spacious bedrooms, and two beautifully remodeled bathrooms. The primary suite features elegant tray ceilings, a large private bath, and a walk-in closet. The finished lower level features a large rec room, full bathroom, and a versatile flex room. Located directly across from a park and just minutes from shopping, restaurants, and schools.

9423 White Fox Lane, Madison

Listing courtesy of Pinnacle Real Estate Group LLC.

$1,695,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
A custom designed, truly unique, Mid Century Modern masterpiece in the heart of Hoyt Park. Nothing else like this is on the market in the Sunset Hills neighborhood or anywhere else inMadison! Located within minutes of the UW Hospital System, the University of Wisconsin, as well as the shops and restaurants at Hilldale. Tucked in amongstthe oak trees, the brand-new, floor-to-ceiling Pella windows provide treetop views and picturesquevistas of the professionally landscaped lot. 2018 addition, incorporating architecture with nature to reflect the beauty of this home. A Chef's kitchen features GE Cafe appliances, an island, and a walk-in pantry. Gigantic dining area to entertain and impress your guests. You will never leave want to leave the three season porch. Private primary suite with a walk-in closet and a full bath featuring a spa-like walk-in shower. Guest bedrooms feel like retreats. The lower level features heated porcelainfloors and space for a home theater or workout area.

3937 Regent Street, Madison

Listing courtesy of Lauer Realty Group, Inc..

$649,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Elegant bi-level home with 3 bdrms, 2.5 bath offering abundant living space in a serene setting within the highly sought-after Van Hise school district. Open main level features an updated kitchen (extension 2008), sunken living room with expansive windows overlooking a fully fenced, landscaped private yard, eat-in kitchen and formal dining room. Updates in 2026 include roof/gutters/downspout, fresh paint interior & exterior, light fixtures, L Level flooring, washer & Dryer. The patio door & 8 windows in 3 bdrms will be replaced prior to closing. Kitchen appliances 2022, furnace 2015, water heater 2012. Walk-out LL includes Family rooms with a f/place, gaming room, craft room and half bath. Former pool area filled in-a blank canvas perfect for a flower and vegetable garden. Low-maintenance ground cover throughout - no mowing required. Flowers bloom spring through fall. Prime location minutes from UW-Madison, shopping, dining, bus line and bike paths.

434 Berwyn Drive, Madison

Listing courtesy of Real Broker LLC.

$454,500
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
HUGE PRICE REDUCTION! MOTIVATED SELLER! NEW ROOF! BRAND-NEW KITCHEN APPLIANCES! Beautifully maintained and move-in ready, this 3-bedroom, 2.5-bath home offers a spacious floor plan and thoughtful updates throughout. The bright, open kitchen features a breakfast bar, pantry, and brand-new Samsung appliances, including a refrigerator, gas range, dishwasher, and microwave. The inviting living room boasts a cozy corner gas fireplace. Upstairs, the vaulted primary suite offers a large walk-in closet and private en-suite bath. The finished exposed lower level provides flexible space for a family room, office, gym, playroom, or hobby area. Enjoy the expanded deck overlooking the nice-sized backyard, main-floor laundry, six-panel doors, and insulated 2-car garage. Furnace replaced in 2019. Conveniently located near parks, schools, shopping, Epic, and golf course. this is an incredible opportunity?don't miss it!

1505 Dayflower Drive, Madison

Listing courtesy of American, REALTORS.

$880,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Private pickleball/basketball court in the heart of Madison! Your very own, private, no-reservations-needed court. Invite the neighbors, host a tournament, or just enjoy the bragging rights. For the active buyer, this is an absolute game-changer! This amazing home is tucked on a.48 acre private, wooded cul-de-sac near the Highlands, and offers spacious living w/ a functional layout. Cedar siding & mature trees hint at the warmth and craftsmanship you'll find inside. Soaring vaulted ceilings & skylights fill the main living areas w/natural light, while a massive stone fireplace anchors the living room. The formal dining room w/French doors adds an elegant touch, & the updated kitchen w/ SubZero/Wolf appliances, center island & eat-in space is perfect for everyday living & entertaining. A screened porch, family room, den with built-ins, and first floor laundry round out the main floor. Upstairs, the primary suite offers a refreshed bathroom, cedar walk-in closet and a peaceful retreat.

5 Wood Crest Court, Madison

Listing courtesy of MHB Real Estate.

$550,000
3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Enjoy TPC North Wisconsin Golf Course as your backyard. This elegant townhome style residence offers an exceptional blend of a idillic lifestyle, w/comfort, and effortless living within one of the Madison area's spectacular country club communities. Designed for discerning buyers seeking to downsize without compromise, the expansive open floor plan lives like a private home, offering generous spaces to showcase art, collections, and treasured furnishings. A striking double-sided fireplace creates a stunning focal point between the living room and sunroom, while the private primary suite serves as a tranquil retreat with its own fireplace. Panoramic fairway views, breathtaking sunsets, and peaceful surroundings elevate everyday living. Customize the interiors to reflect your personal style. Enjoy the convenience of a residence that can be sold turnkey. Resort-style amenities, including championship golf, pickleball, year round tennis, and pools for the unparalleled luxury lifestyle.

53 Golf Parkway, Madison

Listing courtesy of Sprinkman Real Estate.

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

2941 Maple Run Drive, Madison

Listing courtesy of Weichert, Realtors- Lakepoint.

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

1801 Maplecrest Drive, Madison

Listing courtesy of Stark Company, REALTORS.

$1,249,000
3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Exquisite custom-built Victorian showcasing timeless elegance and unmatched craftsmanship. Every detail has been thoughtfully curated, from bespoke hand-printed wallpaper to rich hardwood floors and intricate custom millwork. At the heart of the home, a large gourmet chef?s kitchen inspires with generous workspace, premium finishes, and seamless flow for entertaining. The residence offers 3 spacious bedrooms, 3.5 luxuriously appointed baths, and a fully finished lower level designed for gatherings. Outside, mature and impeccably landscaped grounds provide a serene retreat, perfectly complementing the home?s refined interior. Nestled on a quiet cul-de-sac, this residence blends grace, privacy, and enduring beauty, an extraordinary opportunity for the most discerning buyer.

6 Pebble Beach Circle, Madison

Listing courtesy of Collective Real Estate Group.

$649,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Welcome home to this impeccably maintained ranch-style residence that combines comfort, style, and functionality in every corner! Featuring 4 beds, 3 full baths, & spacious kitchen with ss appliances, granite countertops, and breakfast bar that seamlessly connects to the living area w/ gas fireplace and dining, ensuring you never miss a moment of family fun or entertaining! Exquisite primary that boasts double vanities, a soaking tub, and a separate shower. New furnace (2026), New AC unit (2026), 4th bedroom has en-suite bath + bonus room. Lower-level theater room and dedicated workout gym! Step outside to find a lovely screened porch where you can enjoy serene mornings or unwind! Turn-key and ideal living!

9420 Stoneywood Boulevard, Madison

Listing courtesy of Bunbury & Assoc, REALTORS.

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.