266 properties for sale in West Middleton, Middleton town Dane County Wisconsin

Welcome to this classic two-story Colonial in the desirable Cherrywood neighborhood! Nestled on a beautiful wooded lot, you'll enjoy peaceful country living with the convenience of nearby shopping, dining, and amenities. Take quiet walks, relax on the deck, and enjoy the deer, birds, and other wildlife right in your own backyard. The main level offers a spacious family room with a fireplace, formal living room with a second fireplace, formal dining room, and a private study, perfect for working from home. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a private sitting area and large ensuite bath. The walk-out lower level provides additional living space and endless possibilities for future finishing or recreation. Home is being sold AS-IS

Welcome to this gorgeous home set on 1.5 acres in the highly sought-after Middleton School District. Offering the perfect blend of space, privacy, and thoughtful updates, this property has been meticulously improved for comfortable, worry-free living through the whole home. Main level primary en suite. Recent upgrades include new garage doors, an upgraded roof, new 6' gutters, newly insulated garage, updated garage flooring, along with other improvements you will have to see. The lower-level workroom is an incredible bonus, an ideal space for tuning skis, working on bikes, tackling projects, or enjoying your favorite hobby with access to the back yard. Outside, the expansive yard offers plenty of room to relax, entertain, garden, and enjoy the peaceful surroundings. A rare opportunity to enjoy country-like space while remaining conveniently close to Verona, Middleton, Madison, shopping, dining, and everyday amenities. Beautifully maintained, extensively updated, and ready to enjoy!

Tucked in the Cherrywood neighborhood, this beautifully maintained home offers a peaceful setting on over half an acre, backing to green space & with access to a neighborhood path. Inside, the light-filled living room is open to the remodeled kitchen, creating an inviting space. The kitchen features custom cherrywood cabinets, a granite island, tile backsplash, & quartz counters, while the adjacent dining room leads to the deck. The spacious rec room with a wet bar provides even more room to gather, with a walkout to the backyard. Four spacious bedrooms provide plenty of room for everyone, while the remodeled bathrooms add a fresh, updated feel, including heated floors in the upstairs bathroom. Outside, thereâs plenty to enjoy, including garden beds & a heated shed with electricity that offers a versatile space for a getaway or greenhouse use. A new 2025 roof adds even more peace of mind, while Middleton schools & a convenient west-side location make this an easy place to call home

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

Spectacular pre-inspected Modern Queen Anne-Style Victorian Home custom built by Blue Line Designs on a 2A lot in the Town of Middleton. This beautifully finished home features maple, walnut, and acacia hardwood floors, tile, and LVP. It offers 5 bedrooms & two bonus rooms (one is a bedroom), multiple office areas, and generous living space. The expansive 18ft great room is perfect for entertaining, while the large kitchen boasts an island, double oven, gas cooktop, newer dishwasher, and abundant storage. The dining room includes a 9-ft butlerâs pantry counter for additional serving & storage space. Custom wet bar in lower level. Step outside to a backyard oasis: a lighted basketball court, custom granite firepit, Trex rear deck with hot tub connection, raised-bed garden, and a yard for soccer, volleyball, or croquet. A serene koi pond with waterfall attracts wildlife daily. Also: Roof 2018, backup gen, heated 5-car garage, 2 laundry areas, Radon system, TDS Fiber, & dual sumps

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

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!

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

Immaculate and beautifully updated, this thoughtfully designed home makes every square foot count. The cookâs kitchen features granite counters, stainless appliances, a convection gas range, and walk-in pantry, while the private primary suite offers an impressive walk-in closet. Custom mudroom cubbies add everyday organization, and the screened porch overlooks a private backyard, professionally landscaped and featuring a gorgeous stone patio area. The newly finished exposed lower level adds a spacious family room, full bath, and flexible bonus room with a window, ideal for guests, an office, or hobbies. Recent improvements include a new roof and some siding, with new gutters on three sides to be installed prior to closing. Beautifully maintained and truly move-in ready, with plenty of space to settle in and enjoy

Well maintained ranch in a highly desirable west side Madison location offering convenient access to parks, shopping, restaurants, schools, and the Beltline. Inside, the spacious layout features a large dining room, along with comfortable living spaces filled with natural light. Recent updates include new flooring in the kitchen and bathroom. Step outside to the oversized deck, providing an excellent space for relaxing, grilling, and entertaining while overlooking the beautifully landscaped backyard. Established garden beds offer a wonderful opportunity for gardening, flowers, vegetables, or additional landscaping. Additional highlights include a two car garage, an EV charger for convenient at home charging, and a location that makes commuting and enjoying all Madison has to offer easy. This property combines comfortable living, inviting outdoor spaces, and exceptional convenience!

Move-in ready on a quiet cul-de-sac in Madison's Westhaven Trails! This updated 3-bedroom, 2-bath home features an open floor plan and cathedral ceilings. The spacious eat-in kitchen flows out to a deck overlooking the backyard, ideal for entertaining. The fully finished lower level includes a bedroom, family room, and a second full bath, perfect for a home office or guest space. Major systems updated for peace of mind: new roof, skylights, and washer/dryer (2020); new furnace (2022); and new water heater (2026). Attached 2-car garage. Close to Elver Park, shopping, and an easy commute to Fitchburg, Verona, and Madison's west side. UHP Warranty included for extra peace of mind. Schedule your showing today!

Vr $1.25M-$1.4M. Live in the Gorgeous Blackhawk Neighborhood with Middleton Schools! One of the Last Lots Available. Build Your Custom Home with Customizable Finishes & Options! 3 Variations of the Plan Provided with Detailed Descriptions; Traditional, Modern, Transitional or DESIGN YOUR OWN! This Plan Provides Deep 3 Car Garage, an Oversized Kitchen w/ Scullery and Walk-in Pantry. Dining Room, Breakfast Nook w/ Coffee Bar, Office, Mud Room and Powder on the Main. 2 Suites on the 2nd Floor with 4 Total Bedrooms along with Generous Sized Laundry. Up to 10â Main and 9â 2nd Floor Ceilings, Optional Curved Stairs, Clear Story Windows & More! Basement Exposure with Room for an Optional Additional 1,200 Finished Sq Ft. Driveway, Landscaping, Appliance and Lighting Package Included. If One of This These Options do not Fit your Style, Lets Design Your Dream Home from Scratch! IDeation Builders Specializes in Fully Bespoke Design-Build

Updated duplex offering an excellent opportunity for an owner-occupant or investor. Both interiors were extensively renovated in 2021, featuring fresh, modern finishes and move-in-ready living spaces. Recent major updates include a new roof in 2025, along with select mechanical improvements for added peace of mind. Tucked away on a cul-de-sac and within walking distance of nearby parks, this property also offers a private, fenced-in backyardâperfect for relaxing, entertaining, pets, or tenant enjoyment. Live in one unit while generating rental income from the other, or add this well-maintained duplex to your investment portfolio

Your Cul-de-Sac Retreat in Madison! Welcome to your new home, where cul-de-sac living meets comfort and versatility! This 3-bedroom, 2-bath Colonial offers 2,070 sq. Ft. with plenty of space to settle in and make your own. The kitchen features a center island and all-new GE fingerprint-resistant stainless steel appliances, while the gas fireplace creates a cozy gathering spot. A finished basement adds flexible living space, and the deck and patio invite you to enjoy time outdoors. An attached 2-car garage and radon mitigation system complete this inviting Madison home

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 updatesâincluding furnace, A/C, and new carpet throughout complete this exceptional home in the highly sought-after Middleton School District

This four-bedroom luxury ranch features a spacious open floor plan with plenty of natural light. The great room features cathedral ceilings, skylights, a fireplace with a wood mantel, and sliding patio doors leading to a fully enclosed three-season room. The kitchen comes fully equipped with all appliances, a pantry, and a built-in desk. The primary suite offers vaulted ceilings, two closets, and a private bath with a double-sink vanity. Downstairs, the finished exposed lower level includes a second family room, two additional bedrooms, and a full bath

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!

Move right into this adorable 3-bedroom, 1 bath home. Inviting living room has hardwood floors and plenty of natural light. The bright and open kitchen features quartz countertops, tile backsplash, newer appliances and breakfast bar. The kitchen opens up to a large dining area, complete with a cookbook display wall and a coffee & beverage bar. All 3 bedrooms offer beautiful hardwood floors and wood wall accent walls. The finished lower level is the perfect space for movie & game nights or a home gym. The unfinished area has built-in storage shelves offering plenty of storage. Enjoy a spring night sitting on the deck or patio, in the fully fenced yard. Located in a friendly neighborhood with a great park and easy access to stores, restaurants and the Beltline

OPEN HOUSE CANCELLED Beautiful and unique Ranch Home with it's gorgeous view out over the back yard as you enter in from the front door. This home has a pseudo Mid-Century Mod' feel that features a sunken living room (and family room) with lots of large windows for amazing light and an open, elevated feeling that also includes so much privacy, thanks to the landscaping that surrounds this yard. They say that everyone hangs out in the kitchen, well this large kitchen with new range and dishwasher offers so much room for entertaining or just hanging out while meal prepping. Chill out n grill out on the large deck just off the dining area, or sit and chill with a fire in one of the two fire places, upstairs or downstairs which includes wiring for a projection TV, wet bar and Pool table lounge area. Storage space abounds in this home with it's many closets and cabinets. Seller is offering a UHP Ultimate Home Warranty with an acceptable offer

So much new! 2440 sq foot updated duplex on. 29 acre lot with big backyard in convenient Madison neighborhood on tree lined street. 1/2 block to Pilgirm Park, walkable to Elver Park and Huegel School. Near the beltline, bus stop, grocery store, pharmacy, West Towne, and more. Cheerful, bright 6206 side (2 bed, 1 bath) completely updated July 2026 with paint and flooring, new bathroom, and new kitchen with Wisco cabinets and counter, and stainless steel appliances. Beautiful, relaxing 6208 side (3 Bed, 2 bath) was updated in 2022 with new paint and flooring, both bathroom redos, and new kitchen with Brunsell cabinets, quartz counter, tile floor, and new stainless steel appliances. (Lower floor bedroom can be used as rec room). In past 3 years, new hail resistant roof, gutters, gutter guards, front doors and locks, central air/furnace, and exterior painting. Plus more!

Welcome Home! Looking for a home that combines comfort, space, and a convenient Madison location? This charming 3-bedroom, 1.5-bathroom home offers plenty to love! Some features you will appreciate: ⢠Fenced backyard â perfect for relaxing, pets, or entertaining ⢠Spacious driveway with additional street parking ⢠Convenient storage shed for tools, bikes, lawn equipment, and more ⢠A location close to parks, shopping, dining, schools, and everyday conveniences! With Easy access to Madisonâs west side amenities, this home puts you close to lots of places while still offering the comfort of a residential neighborhood. Whether this is your first home, growing household, or looking for a home with a great outdoor space, 2014 Prairie Road is ready to welcome you home! Schedule your showing today!

Welcome home to this well-maintained 2-bedroom, 1-bath 1/2 duplex condo on Madison's desirable west side! This inviting home features a bright, functional layout with a spacious living area, an eat-in kitchen, and deck off the kitchen. Enjoy the convenience of an attached 1-car garage, central air, and backing up to greenspace. Ideally located near parks, shopping, restaurants, schools, and easy Beltline access, this home offers both comfort and convenience. A fantastic opportunity for first-time buyers, downsizers, or anyone looking for affordable west-side living! Aerial video is here

Welcome to this inviting 2-story townhouse in Madisonâs desirable west side! Offering 1,148 sq ft, this 2-bedroom, 1.5-bath home features a warm and comfortable layout with a spacious living room, wood-burning fireplace, large windows, and dining area with patio access. The kitchen offers warm wood cabinetry, subway tile backsplash, and ample storage. Upstairs, the primary bedroom includes a walk-in closet, while the second bedroom features unique wood paneling. Enjoy an attached underground 1-car garage, greenspace views, and several 2025 updates, including A/C, reverse osmosis filtration, water heater/filter, and a bedroom window. Located across from Elver Park and close to shopping, dining, and everyday conveniences

Stunning stand-alone condo in desirable Settler Hill within Blackhawk! Grand 2-story entry opens to living room w/ 14' ceilings & floor-to-ceiling stone gas FP. Chefâs kitchen features granite & Quartz counters, white cabinets, SS appls: Bosch induction cooktop, Bosch dishwasher, GE oven, LG fridge, breakfast bar & dinette w/ built-ins. Custom bar w/ copper sink, wine fridge & mini-freezer. Private office w/ floor-to-ceiling built-ins & fireplace. Two spacious primary suites w/ adjoining baths. Sunroom w/ tile floors. Upper level offers loft w/ 3rd fireplace, 3rd bed, full bath & sauna. Exposed unfinished LL provides future expansion potential. ADT security system. 2-car attached garage. Exceptional space & maintenance-free living! Ultimate UHP included

Beautiful private-entry townhouse condo offering stylish, low-maintenance living in the Middleton school district! The open, airy main level features maple hardwood floors, a gas fireplace, and a stunning kitchen with hickory cabinetry, stainless steel appliances, and granite island with seating. Upstairs, enjoy convenient in-unit laundry and a spacious primary suite with tray ceiling, en-suite bath, and walk-in closet. 2nd bedroom has walk in closet too! Two heated parking spaces and two storage units add exceptional convenience. Move-in ready and designed for easy livingâthis one is a must-see!

Welcome home! This inviting 4-bedroom, 2.5-bath gem offers comfortable living space in a convenient location. The functional split-level design features a main level with gleaming wood floors and an easy flow. The chef will appreciate the high-end appliances, endless counters, and pantry. The large dining room opens to a deck with gazebo that overlooks the lush, private backyard. The finished lower level features a family room, 1/2 bath, and 4th bedroom. Outside, enjoy a generous level lot with plenty of room for gardening, entertaining, or relaxing. A great opportunity to make this well-maintained westside home your own

No breed restrictions for your furbabies! HOA allows units to be rented as long as they comply with HOA regulations! Free common laundry. Welcome home to this move-in-ready first-floor condo in Madison's desirable west side! Offering 2 bedrooms, 1 bathroom, and 945 square feet of comfortable living space, this inviting home features fresh paint, updated flooring in the spacious living room, and an open layout designed for easy everyday living. The functional kitchen includes all appliances, a convenient pantry, and an adjacent dining area. Residents enjoy beautifully maintained common green space with a playground, basketball hoop, and picnic area. Ideally located near parks, walking trails, shopping, dining, and everyday conveniences, this low-maintenance condo offers the perfect blend of comfort, convenience, and value. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this charming home is one you won't want to miss!

Showings start september 18th. Stunning custom-built home in The Willows subdivision, featuring great Middleton schools and thoughtfully designed spaces throughout. The open-concept main level offers desirable white cabinetry, upgraded granite countertops, a large island, walk-in pantry, and gas cooktop w/ hood vent. Gleaming wide-plank wood floors, a gas fireplace, office/flex room, and welcoming front entry add warmth and style. Upstairs features upgraded 9â ceilings, a spacious primary suite w/ walk-in closet and private full bath, plus additional bedrooms. The exposed lower level is perfect for entertaining w/ a wet bar, large rec room, gas fireplace, and additional bedroom and bath. A 3-car garage provides plenty of room for vehicles, storage, and toys. Enjoy the beautiful yard with mature treesâan inviting place to call home!

Back on the market after recent updating! One side of this duplex now has new flooring, cabinets, fixtures and furnace. With a fresh lease in place of $2660, the combined rents now bring in over $5000 per month. 3 Bedrooms, 1.5 baths each side with 2 car garages. Great investment property for starting out or adding to a portfolio

Thoughtfully updated Colonial in a cul-de-sac setting, backing to a wooded greenway. This move-in-ready home features a beautifully refreshed kitchen with all-new appliances, new flooring and fresh paint throughout, plus a new central air-conditioning system. Bright living and dining rooms offer charming bay windows, while the inviting family room features a cozy fireplace. Upstairs, the spacious primary suite includes two closets and a private bath. The finished lower level offers a large recreation room and a spacious full bathroom. Relax or entertain on the brand-new deck overlooking the peaceful backyard. An attached 2-car garage completes this impressive home