357 properties for sale in The Highlands, Madison city Dane County Wisconsin

Located on a quiet cul-de-sac in Madisonâs established Wexford Village neighborhood, this 3-bedroom, 2.5-bath home offers a great opportunity to add your own updates and personal touches. The functional layout includes 2 large living areas, and a sunroom that provides additional space to relax and enjoy views of the large yard. The finished basement space allows for a great entertaining space and plenty of room for a hobby shop in the basement along with a large garden already established in the backyard. Wexford Village is centered around 20.6-acre Wexford Park and offers convenient access to walking and biking paths, playgrounds, tennis and pickleball courts, athletic fields, and nearby Strickerâs Pond. Also just blocks away from the High Point Swimming Pool. With generous outdoor space, a desirable cul-de-sac setting, and access to some of Madisonâs west-side amenities and recreation, this home offers so much in a well-established neighborhood

Enjoy comfort, convenience, and a fantastic location in this spacious 2-bedroom, 1.5-bath condo! The inviting open-concept floor plan offers a bright, comfortable living space with bamboo, laminate, and tile flooring throughout. Thoughtful updates include refreshed bathrooms, paint, trim, window treatments, and ceiling fans. Enjoy the convenience of an in-unit washer/dryer combo, plus additional laundry facilities in the building. Step outside onto the large private deck and relax while taking in the beautiful views. Additional highlights include heated underground parking, a private storage unit, and access to the community poolâperfect for summer days. Ideally located near Hilldale Shopping Center, restaurants, shopping, public transportation, and Lake Mendota. A wonderful opportunity to enjoy low-maintenance condo living in a highly convenient Madison location!

Welcome to a home where style and design converge to create a truly curated luxury living experience. Privately positioned with sweeping views of Pheasant Branch Conservancy, this residence offers a sense of serenity that will leave you in awe. This thoughtfully updated 3-bedroom, 3-bath home maximizes every inch of its private setting, blending high-end finishes with effortless comfort throughout. From the moment you step inside, the intentional design and refined details are unmistakable, creating an immediate sense of sophistication and warmth. Three distinct outdoor living spacesâeach offering exceptional privacyâinvite you to fully embrace Wisconsinâs seasons, whether entertaining, relaxing, or simply taking in the natural surroundings. This home feels like a secluded retreat, yet remains just 20 minutes from Capitol Square. An extraordinary opportunity to own a one-of-a-kind property where luxury, privacy, and design come together seamlessly

Welcome to Orchid Heights Townhomes! Located close to beautiful Lake Mendota, walking trails and the scenic 682 acres of Pheasant Branch Conservancy. Enjoy low-maintenance living with lawn care and snow removal included, a community pool and picnic area. This beautifully updated townhome features a completely renovated kitchen, updated bathrooms, updated flooring and new carpet on the upper level. The spacious kitchen offers plentiful cabinetry, granite counters, formal dining area flows into the inviting living room. Step out to a private patio where you can relax and enjoy amazing views and breathtaking sunsets. Upstairs are three spacious bedrooms with ample closet space. The finished lower level includes, a large rec room, a freestanding shower, and plenty of storage. An oversized one-car garage, guest parking across from the unit, and an unbeatable location make this move-in-ready home one you wonât want to miss! New Roof and Gutters being installed week of Sept. 23

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

Adjacent to Pheasant Branch Conservancy, this large Middleton 3-bedroom, 2 full baths, updated condo could be all yours! Surrounded by Cedar Trees, with a ground-level patio offering lush greenery & privacy. Â Great common space w/ a Gazebo, Warm underground parking, private storage unit, & large storage locker. Water Softener and Filters maintained by Maintenance; this unit has extra storage, including its own washer & dryer. Full Kitchen Remodel, floor plan has been opened up, newly remodeled & designed for efficiency, easy living, & lots of natural light throughout! See list of improvements in Associated Docs. This building is well cared for by its association; owners have gratitude for the beautiful community found here. Easy Access to Downtown Middleton/Madison. Bus Stops at Driveway. Easy access to hiking and biking in Pheasant Branch. Short walk to Lake Mendota & Mendota County Park. Located a few blocks from Dane Co. Best restaurants & Shops. Dues include high-speed internet

This inviting home offers generous space, flexible rooms, and comfort for everyday living, working, and entertaining. A welcoming 2-story foyer creates an immediate sense of home, while the sunken front living rm adds character and the dining area features convenient built-ins. Spacious kitchen offers an island, ample cabinetry, stainless appliances, and an eat-in area that flows into the family rm with a wood-burning stove. Upstairs, the generous primary suite includes two walk-in closets, a private bath with double sinks, a separate vanity, whirlpool tub, and walk-in shower. Two additional bedrooms, a full bath with vaulted ceiling & skylight, and a versatile loft complete the upper level. Walkout basement provides even more usable space with a large rec rm, 4th bedrm, full bath, and excellent storage. Main-floor laundry, screened porch, deck, patio, oversized 2-car garage a plus! Furnace & A/C updated in 2018, roof in 7/26, complete this well-rounded home in a convenient location!

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

Show Date 6/25. Located off a serene one-way road, this 2-bedroom, second-floor condo has lots to offer. Natural light abounds in the living and dining space. The kitchen opens to the living space to provide a great stage for a home-cooked meal. Bedrooms are spacious and provide ample storage space. This home also has a great balcony off the living space that is great for plants or some fresh air. Easy access to Madison and Middleton, bike paths, bus lines, and restaurants. Condo fee includes heat and water

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Showings start Saturday, 10/11. Gracious, well-kept, light filled home on Madison's beloved Rowley Avenue. Updated chef's kitchen with soapstone counters, quality maple cabinetry and cork floors. Large, sunny living room with built in bookcases and woodburning fireplace. Open foyer, large dining room filled with windows, three good size bedrooms and full bath up. Hot water heat and central air. Larger than average backyard. Close to university, hospitals, bus line, bike path, Trader Joes. Feeds into Franklin/Randall, Hamilton and West schools. Convenient kitchen garden in front, lawn and play area in back yard. Fully fenced back yard, single car detached garage, shared driveway

Showings start Saturday, 10/11. Gracious, well-kept, light filled home on Madison's beloved Rowley Avenue. Updated chef's kitchen with soapstone counters, quality maple cabinetry and cork floors. Large, sunny living room with built in bookcases and woodburning fireplace. Open foyer, large dining room filled with windows, three good size bedrooms and full bath up. Hot water heat and central air. Larger than average backyard. Close to university, hospitals, bus line, bike path, Trader Joes. Feeds into Franklin/Randall, Hamilton and West schools. Convenient kitchen garden in front, lawn and play area in back yard. Fully fenced back yard, single car detached garage, shared driveway

Nestled on a peaceful cul-de-sac in highly sought-after Crestwood neighborhood, this charming ranch blends classic Mid-Century Modern style w/ thoughtful updates. Backing to greenspace & situated directly across from Crestwood Trails & Owen Conservation Park, a true nature-loverâs setting just mins to UW & downtown. Beautiful hardwood floors throughout main level. Completely remodeled kitchen is a standout feature, showcasing an oversized island, abundant counter space & added windows that flood space w/ natural light. Dining area sits conveniently just off kitchen. Living rm centers around cozy wood-burning stove fireplace, while stunning built-in cabinetry extends from foyer to kitchen, adding character & storage. Step outside to new maintenance-free deck overlooking fenced yard. Main level incl. Updated full BA, 2 BR, while LL provides a private, spacious 3rd BR & full BA, ideal as guest suite, home office, or add living space. 1 car detached garage completes the package

Welcome Home to this charming 3-bedroom, 1.5-bath ranch offering a spacious living room with a cozy fireplace creating a warm and inviting gathering space, while the adjoining dining area offers plenty of room for everyday meals or entertaining with friends. The three-season room extends the living space and opens to a deck, providing an easy transition to the outdoors. All three bedrooms are conveniently located on the main level, while the unfinished basement offers abundant storage and plenty of possibilities for future use. Additional highlights include a two-car garage and a roof replaced just one year ago. Conveniently located in the Hill Farm subdivision. Close to schools, shopping, bus line, and everyday amenities with a great walkability score. Hurry and schedule your showing today

Great location in the Middleton-Cross Plains School District and just minutes from downtown Madison! This well-maintained, 2 bedroom, Condo features a gourmet kitchen with cherry cabinets, granite countertops, tile backsplash & stainless steel appliances. Convenient in-unit washer/dryer. Enjoy the spacious balcony with beautiful views of Lake Mendota and Marshall Park. Walk to Lakeview Park with splash pad, tennis courts, and baseball fields. A wonderful combination of location, convenience and views!

For 54 years, the same owners have called this house home, lovingly tending its gardens and creating a wonderfully private sanctuary. The mature trees, wildflowers, flagstone paths and a koi pond with waterfalls are absolutely stunning. Custom decks wrap around the home. Hot tub overlooking the gardens. Inside, large windows frame views of the decks and woods, while two skylights brighten the open living area and kitchen. Hardwood floors, six-panel wood doors, crown molding, built-ins and two fireplaces bring warmth and character. The spacious primary bedroom opens to a private garden-view balcony. A finished lower-level room, workroom, two crawl spaces and three-car garage offer room for hobbies and storage. New Carrier furnace in 2026; new roof and Ruud water heater. 2022. World class estate sale taking place Friday through Monday, so there is tons of stuff in the house and limited showings for 2 days. See'Primitive Perfection' at EstateSales. Org. Come see this exceptional property

Two adjacent 8 units with 12 attached garage stalls on the west side of Madison. All units are one bedroom apartments. The buildings are condos, but the seller owns all 16 and these are being sold as two traditional apartment buildings. Middleton School District on all apartments. 235,312 in current in place rents with room to grow. Tenants pay all heat and electric. Landlord pays water/sewer

Welcome to this spacious 4-bedroom, 2.5-bath ranch offering an ideal blend of comfort, functionality, and room to grow. This home features a bright sunroom, a dedicated office space, and a finished rec room perfect for entertaining or relaxing. The layout provides excellent flow and flexibility, with plenty of potential for modern updates to make it truly your own. Outside, enjoy a nice yard, a back deck for gatherings, and a unique two-story shed offering exceptional storage or hobby space. A 2-car garage completes the package, giving you convenience and practicality in a great setting. If youâre looking for a home with solid bones, generous square footage, and opportunities to customize, this property is ready to welcome you. All major mechanicals and roof are updated within the last 6 years. Measurements and dimensions approximate. Buyer to verify if important

Welcome home to this fully updated, spacious, MCM ranch, 3BR/3BA house. Move-in-ready property, it features several brand new updates, including floors, AC, and modern light fixtures. The sun-filled living and family rooms boast both wood-burning and electric fireplaces. The renovated kitchen is completed with brand new SS Whirlpool appliances, cabinets, and sleek granite countertops with a breakfast bar. Retreat to the XL primary bedroom with ensuite. Fully renovated main bath features double vanity, soft close drawers, and tiled floor and walls, and bath tub. A sun-filled 3-season sunroom completes the main living quarters. Below, the finished, unexposed lower level offers expansive flexible recreational space, a renovated 3rd full bath, and abundant unfinished space for storage or value add. Exterior highlights include a 2 car garage. 31-acre yard, wood-fence, a large trex deck, and mature trees

Welcome home to 8201 Mayo Dr #106! This inviting condo offers a bright, open layout with soaring ceilings, beautiful wood flooring, and plenty of natural light throughout. The spacious living area flows seamlessly into the kitchen, featuring rich cabinetry, stainless steel appliances, generous counter space, and a breakfast bar perfect for casual dining or entertaining. The comfortable bedrooms provide a relaxing retreat, while the open-concept design makes the home feel spacious and welcoming. Enjoy low-maintenance condo living with green space and a neighborhood park just outside your door. Conveniently located near shopping, dining, everyday amenities, and just a 10-minute drive to EPIC, this condo offers a great combination of comfort and convenience. A wonderful place to call home!

Beautiful ranch home featuring a bright, open-concept floor plan filled with natural light. Rich dark hardwood floors flow throughout the main living areas, while the inviting living room showcases a gas fireplace with a tile surround. The contemporary kitchen offers abundant cabinetry, generous storage, and a convenient coffee nook. The spacious primary suite features a tiled walk-in shower and a large walk-in closet. With 3 bedrooms and 3 full baths, this home blends modern style with everyday comfort. A versatile front bonus room is perfect for a home office, den, or flex space. The finished lower level provides additional living space, plenty of storage, and endless possibilities for entertaining or relaxing. Enjoy the covered front porch, paver patio, and generous 2-car garage. Ideally located near parks, shopping, dining, and everyday conveniences, this move-in-ready home is one you won't want to miss!

Show 10/9. Welcome to Pioneer Pointe! This thoughtfully designed two-story home features an open-concept main level with a spacious kitchen, center island, walk-in pantry, dinette and great room. A dedicated dining room/flex room and office provide added flexibility to the main level. Upstairs offers a primary suite with ensuite bath and walk-in closet, three additional bedrooms, full bath and convenient laundry. With a functional layout and plenty of space for everyday living and entertaining, this home has it all

Renovated, move-in-ready condo with a fresh, modern feel. Entry opens to a versatile flex spaceâideal for dining, office, or sitting area. The spacious kitchen features stainless steel appliances, a pantry, and connects to the great room with an electric fireplace and large window. Step onto your covered balcony overlooking peaceful green space. The split-bedroom layout offers privacy with full baths on each side. In-unit laundry with standard washer/dryer. Includes one assigned indoor parking space with storage plus outdoor parking. Conveniently located less than 30 minutes from the Capitolâcome see this stylish, ready-to-enjoy home today! Room sizes & details approx; buyer to verify. Internet cost is included in condo fee! Schedule today!

Priced below assessment & new window AC units being installed! Freshly painted and move-in ready, this 3-bedroom, 2-bath home is ideally located just off of Seminole Hwy in Madison! Nestled on a quiet cul-de-sac with a park just steps away, this home offers both convenience and a peaceful setting. Enjoy the large, fully fenced backyard with plenty of space, a fire pit, chicken coop, storage shed, and a large deck. Spacious first floor living area with a large living room and updated kitchen with floor to ceiling cabinets for added storage. Recently finished additional bathroom in the basement, and unfinished basement area provides additional potential to add living space-bring your ideas and make it your own! Easy access to the UWâMadison, the Arboretum, the Beltline, shopping, dining, and more. Recent updates include all new windows & front door, new deck, newer water heater, radon mitigation system, fresh wall & ceiling paint. Dimensions are approximate-buyer to verify if important

Looks almost brand new! Entire unit has been updated with new floors, updated windows, brand new appliances, solid surface counters in kitchen and bathroom, lighting, new paint, even brand new HVAC! Gotta see One of few units to have central air and in-unit washer and dryer. Third Floor walk-up. Common areas has new carpet. Only 2 units per floor and 6 units in the building

Downtown living is waiting for you. Conveniently located minutes from the capital square. You will enjoy all the events that happen around the square, the restaurants, shopping and more. Located in a secure building this 2 bedroom 2 bath garden condo offers an open floor plan, in unit laundry, den/office, solid surface kitchen counter, large balcony to relax on enjoying you morning coffee or your favorite beverage after a long day or go to the roof top patio and take in the sights in front of a fire or cook out on one of the grills. The courtyard is another private area to stroll or sit and soak up the sun. There is a storage room down the hall from this unit plus you have 2 parking spaces. Now is the time to start living your best life without the hassles of the up keep of a home. (2 parking spaces monthly cost $85.40 x2 = $170.80; Each parking space owned P385. Taxes-$188.57 and # P184. Taxes. $188.57)

Great location for this solid, 2-flat income property or convert to owner occupied residence. (See MLS #2032-). Two, 2-BR, 1 BA units, conveniently located to Tenney-Park, bus, schools, shopping. First-floor unit with newer refinished wood floors in main living areas. Large welcoming open front porch. Double entry with original front door. Large master bedroom with one walk-in and a second wardrobe closet. Eat-in kitchen. Upper unit includes large, eat-in kitchen; 3-season porch with lots of windows. New roof and gutter guards (2026); Newer vinyl windows, vinyl siding, front porch steps, boiler, sewer lateral and concrete replacement on driveway apron and sidewalk; hardwood floors on main level refinished (2022); new flooring and toilet upper bath (2022); Ultimate UHP. Both units are currently vacant and ready for some updates. Great location for either a rental or purchase as owner occupied. New 50-gal water heater installed 9/24/26