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$250,000
2 Beds 1 Baths
Enjoy easy condo living in a fantastic Middleton location! This bright and spacious 2nd-floor unit sits directly across from Firefighter?s Memorial Park and features abundant natural light and an open-concept layout perfect for everyday living and entertaining. Step outside to your private balcony for morning coffee or a relaxing evening outdoors. Both bedrooms offer generous space, including a walk-in closet in the primary. Additional conveniences include in-unit laundry, a private garage, and an extra-large storage unit. Located in the sought-after Middleton-Cross Plains School District with quick access to parks, shopping, schools, dining, and the Beltline. Professionally managed condo association with pets and rentals allowed. A great opportunity to enjoy space, convenience, and a prime Middleton location!

2814 Pleasant View Road Unit 202, Middleton

Listing courtesy of Real Broker LLC.

$899,900
4 Beds 3.5 Baths
Welcome to this fabulous Middleton Hills home. Classic layout offers main floor living with gleaming wood floors throughout, 3 BRs up, and a 4th in the L.L. The chef will love the large, open kitchen with hickory cabinets, adjacent to the living room w/fireplace and built-ins, dining area and office with wall of built in cabinetry & desk. Formal dining could also act as den or office. Oversize 3-car garage w. built in storage and zero steps into rear foyer, adjacent to large laundry room and pantry. Primary BR suite and 2 additional BRs upstairs. 4th BR, Family Room with FP, and an office/craft room in LL. Large front porch and a back deck for great outdoor living! Home is like new. Everything top-to-bottom, inside and out has been refreshed. New roof; exterior and interior paint; refinished wood floors; all new carpeting; New range/oven & dishwasher. Simply perfect! Includes ULTIMATE UHP Home Warranty.

6713 Gaylord Nelson Road, Middleton

Listing courtesy of Collective Real Estate Group.

$624,900
3 Beds 2.5 Baths
Move-in ready 11/30/26. This Sawyer home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler, Moen, and Shaw. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7115 Johann Farm Road, Middleton

Listing courtesy of Stark Company, REALTORS.

$615,000
3 Beds 2.5 Baths
Welcome to 2004 Butler Court, a beautifully appointed, free-standing condo tucked away on a quiet Middleton cul-de-sac. This light-filled home offers 3 bedrooms, 2.5 baths and a fabulously low condo fee. The open main level features hardwood floors, a gas fireplace, patio access and a flexible office or den. The spacious kitchen boasts granite countertops, an island, abundant cabinetry and an oversized walk-in pantry. The main-level primary suite includes a walk-in closet and tiled walk-in shower. The exposed lower level adds a second living area, 2 bedrooms and a full bath?ideal for guests or recreation. Additional highlights include paneled doors, custom blinds, ample storage and a new roof installed 8/26 all just minutes from downtown Middleton, Lake Mendota, Pheasant Branch Conservancy, shopping, restaurants, UW?Madison and UW Hospital. Beat the competition by submitting your offer first! Measurements are approximate; buyer to verify.

2004 Butler Court, Middleton

Listing courtesy of Keller Williams Realty.

$497,500
3 Beds 2.5 Baths
Easy walking distance to downtown Middleton and schools! This spacious 3-bedroom, 2.5-bath ranch situated on a generous .29-acre corner lot offers so much. Step inside to a large foyer and inviting living room featuring beautiful hardwood floors, a stone fireplace, and an oversized picture window. The adjoining dining area includes an original built-in hutch, while the spacious kitchen offers abundant cabinetry, stainless refrigerator, Bosch dishwasher, cooktop, wall oven, and access to the deck. Generously sized bedrooms feature hardwood floors, and the main bath offers a large vanity and walk-in shower. The lower level provides lots of additional finished living space, a bath, and an abundance of storage space! Additional highlights include a 2-car attached garage, outdoor storage shed, brand new roof, gutter guards, replacement windows, and a Bryant furnace installed in 2018. Mature trees and a beautifully maintained yard complete this very well maintained classic ranch!

7204 University Avenue, Middleton

Listing courtesy of Realty Executives Cooper Spransy.

$574,900
3 Beds 2.5 Baths
Move-in ready 11/16/26. This Beryl home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler, Moen, and Shaw. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7111 Johann Farm Road, Middleton

Listing courtesy of Stark Company, REALTORS.

$550,000
4 Beds 2 Baths
Escape to your own private hideaway on 1.25 acres in the highly desirable Town of Middleton! Just minutes from downtown Middleton & Madison?s west side, this tranquil tri-level home is surrounded by conservancy green space, golden cornfields & a picturesque equestrian farm?delivering the ultimate peaceful retreat from city congestion while still being close to everything. Rich 5/8" hickory wood floors flow throughout the main level, leading you into a spacious kitchen designed to impress w/ SS apps, a large breakfast bar & a charming shiplap wall. With 4 bedrooms & 3 distinct living areas, everyone enjoys room to spread out & unwind. Step outside to the inviting patio w/ pergola, where sweeping views of the tree-lined grounds set the stage for late-summer BBQs & crisp fall campfires under the stars. A fully equipped 2427 heated pole shed w/ dedicated sub-panel & 220-volt power stands ready for welders, heavy tools, or even an EV charger. The possibilities are endless at this property!

3425 Meadow Road, Middleton

Listing courtesy of MHB Real Estate.

$849,900
Rare opportunity to own one of the few investment properties in the Town of Middleton on a large 1.2-acre lot! Enjoy breathtaking countryside views for miles from this exceptional duplex, professionally remodeled from top to bottom with quality finishes throughout. Each unit offers 3 bedrooms, 2 full bathrooms, spacious basement rec room, and additional versatile flex room, private laundry, attached 2-car garage. Each unit has a large concrete patio, great for enjoying the outdoors & sunset or sunrise views! Bonus features include a fenced in yard (4686) and a pergola (4688). Located in the highly rated Middleton-Cross Plains School District & the large lot size offers the possibility for potential additional development or building in the future. Potential for increased future rents to bring them up to market value! This turnkey property offers a great opportunity for investors or owner-occupants seeking rental income without sacrificing space, comfort, or location!

4686-4688 Capitol View Road, Middleton

Listing courtesy of Homestead Realty.

$825,000
4 Beds 2.5 Baths
Tucked in a beautiful wooded setting in Applewood Hills, this distinctive 4-bed, 2.5-bath home blends privacy, architectural character and thoughtful high-end updates. The light-filled main level showcases vaulted ceilings, exposed beams, wood floors and a dramatic floor-to-ceiling stone fireplace with built-in shelving. Expansive windows and patio doors bring the outdoors in and open to a spacious elevated deck overlooking the private, tree-lined yard. The updated kitchen features newer appliances, generous workspace and picturesque views. Major improvements include newer mechanicals, windows, and numerous quality updates throughout, offering comfort and peace of mind. Multiple living and dining spaces provide plenty of room to gather and entertain. Outside, enjoy mature trees, lush landscaping, a large lawn and fenced area creating a peaceful, park-like retreat. A truly unique Town of Middleton home with character, privacy and exceptional indoor-outdoor living!

7116 Applewood Drive, Middleton

Listing courtesy of Realty Executives Cooper Spransy.

$774,900
4 Beds 3.5 Baths
Beautiful custom home in sought-after Bishops Bay offering 4+ bedrooms, 3.5 baths, and 4,000+ sq ft of finished living space. Bright, open floor plan features engineered wood floors and floor-to-ceiling windows. Gourmet kitchen includes granite counters, tile backsplash, Wolf range, new LG appliances, and custom walk-in pantry. Primary suite boasts golf course views, custom closet, and spa-like bath. Three additional bedrooms, dual-vanity bath, and main level laundry. Finished lower level offers rec room, full bath, and flexible bonus space. Enjoy the fenced yard and maintenance free porch. New roof prior to closing! Bishops Bay amenities include pool, fitness center, trails, and more. Golf available through Bishops Bay Country Club membership.

5019 Sawgrass Terrace, Middleton

Listing courtesy of Sprinkman Real Estate.

$160,000
1 Beds 1 Baths
Opportunity to own in Middleton at an approachable price point! This updated 1-bedroom, 1-bath lower-level condo offers a spacious, open layout with plenty of room to relax, dine and entertain. The refreshed kitchen features white cabinetry, generous counter space, stainless steel appliances and a large peninsula overlooking the dining and living areas. Updated flooring and crisp neutral finishes carry throughout the unit for a clean, move-in-ready feel. The generously sized bedroom provides great closet space, while the full bath offers plenty of room and functionality. Whether you're looking for your first home, downsizing, or stop paying rent, this condo delivers an affordable opportunity to own in Middleton!

7401 Century Place Unit 9, Middleton

Listing courtesy of EXP Realty, LLC.

$775,000
4 Beds 3.5 Baths
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

3534 Swoboda Road, Middleton

Listing courtesy of Berkshire Hathaway HomeServices True Realty.

$619,900
4 Beds 2.5 Baths
Under construction; estimated completion 12/1/26. Welcome to Redtail Ridge?featuring Middleton Schools! Cook?s kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features gas fireplace with ceramic surround & reeded wall accent. Dining area includes walkout to 6x12' patio. Main floor flex room with double glass doors for office, playroom, etc. Primary bedroom suite features two closets?one standard and one walk-in!?and private bath with tile shower & dual sinks. Convenient upper level laundry room and separate mudroom with built-in wood cubbies off garage. Garage features bonus 15? deep 3rd car space. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos are of a similar model. Plans & design selections available upon request.

6648 Redpoll Road, Middleton

Listing courtesy of Encore Real Estate Services, I.

$1,385,000
5 Beds 4.5 Baths
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!

7744 Pamela Circle, Middleton

Listing courtesy of Sprinkman Real Estate.

$800,000
5 Beds 3.5 Baths
Welcome home to this immaculate and beautifully maintained 5-bedroom home in the desirable Northlake neighborhood, offering an impressive combination of space, style, and privacy. With no neighbors directly behind, this home provides a peaceful setting and a backyard designed for relaxing and entertaining.The main floor offers an exceptional amount of living space with a formal living room, formal dining room, family room, powder room, laundry room, and a bright sunroom filled with natural light. Whether you?re hosting a holiday dinner, enjoying a quiet morning in the sunroom, or relaxing at the end of the day, there?s a space for every occasion.The finished lower level adds even more usable living space and is ready for fun! Enjoy a family room, workout area, and an additional fifth bedroom featuring a convenient Murphy bed?perfect for overnight guests while still allowing the room to serve multiple purposes. Ultimate home warranty included.

5502 Upland Trail, Middleton

Listing courtesy of First Weber Inc.

$1,100,000
5 Beds 4.5 Baths
Back on the market with meaningful improvements?an exceptional opportunity to make this refined, thoughtfully designed home your own. The new roof, improved gutters, and refreshed landscaping are complete, while new patio and balcony doors are ordered and awaiting installation. Open gathering spaces & private retreats are perfectly balanced in this 5 bedroom 4.5 bath home. The main level flows from a light-filled living room with soaring ceilings, gas fireplace, & patio to an expansive chef?s kitchen with dual sinks, breakfast bar, & generous storage. The private primary suite offers a spa-like bath & garden access, while a 2nd en-suite bedroom adds flexibility. Upstairs, 2 bedrooms share a bath & open to a charming balcony with countryside views. The lower level features a second living area or theater, wet bar, full bath, & 5th bedroom?ideal for guests or extended stays. A manageable, low-maintenance lot near Pheasant Branch Conservancy means more time to enjoy & less time on upkeep.

6715 S Chickahauk Trail, Middleton

Listing courtesy of Solidarity Realty, LLC.

$300,000
This highly desirable lot presents a rare opportunity to build the home of your dreams in the sought-after Town of Middleton. Nestled in a beautiful, family-friendly setting with excellent schools, this property offers the perfect combination of peaceful surroundings and everyday convenience. Enjoy easy access to nearby walking and biking trails, restaurants, shopping and golf courses. Adjacent to Spruce Hollow, this exceptional homesite provides a wonderful setting for your future home. Bring your own builder and create a home designed specifically for your lifestyle. Whether you envision a place for family gatherings, entertaining friends or simply enjoying the tranquility of your surroundings, this lot offers endless possibilities.

Lot 3 Bellvine Court, Middleton

Listing courtesy of Stark Company, REALTORS.

$93,500
Position your business for success with this premier commercial opportunity in the highly sought-after Middleton Industrial Park. Available for a triple net (NNN) lease, this versatile 8,500-square-foot facility offers the perfect balance of operations and administration, featuring 6,000 square feet of high-functioning warehouse space paired with 2,500 square feet of professional office space. Logistical efficiency is front and center with two dedicated loading docks, heavy-duty 3-phase power, and an adaptable layout easily tailored to your specific operational needs. The property boasts a recently updated HVAC system for optimal climate control, alongside abundant on-site parking for clients and team members alike. Situated in a prime industrial corridor just minutes from Madison, this move-in-ready space provides unparalleled regional connectivity and convenience. Secure this exceptional location and elevate your business operations today! Landlord will consider demising the space.

2211 Eagle Drive, Middleton

Listing courtesy of RE/MAX Preferred.

$320,000
2 Beds 2.5 Baths
Show date: 8/21. Welcome to this warm and inviting Middleton home, where comfortable living meets a wonderful location. The open floor plan creates a bright, welcoming atmosphere, with a spacious kitchen featuring quartz countertops that flows naturally into the dining and living areas. The finished lower level offers additional living space and a full bath added in 2024. Enjoy the beautifully fenced backyard, complete with a shed, garden space, and plenty of room for relaxing, gathering around a bonfire, or watching the birds. Recent updates include upstairs bath flooring and vanity, resealed asphalt and new concrete walkway, updated electrical panel, and new basement LED lighting. Tucked on a quiet street yet conveniently walkable to grocery stores, restaurants, downtown Middleton, Pheasant Branch Trail, and a Madison Metro bus stop. A wonderful place to call home!

3112 Northbrook Drive, Middleton

Listing courtesy of Spencer Real Estate Group.

$800,000
4 Beds 2.5 Baths
Timeless Style, Exceptional Space, Endless Possibilities! Set on a quiet cul-de-sac, this single-family house offers the space and features that make home feel special. This classic two-story Colonial boasts 4 bedrooms, 2.5 bathrooms and an impressive 3,168 sq. ft. The kitchen is ready for everything from weeknight dinners to holiday gatherings with a center island and double oven. Two wood-burning fireplaces create cozy gathering spaces, while the four-season room offers a relaxing retreat throughout the year. The primary bedroom features a full en suite. Main-floor laundry keeps daily routines convenient, and the attached 2-car garage provides additional storage and functionality. Wet bar plumbing set up in the basement. Classic character, generous living space and an inviting setting come together beautifully!

1619 Elderwood Circle, Middleton

Listing courtesy of Stark Company, REALTORS.

$190,000
2 Beds 1 Baths
Currently leased through May 2027 at $1,520/month ? this is a rare opportunity: a rentable condo in desirable Middleton, ideal for investors or an owner occupant. This tastefully updated, well-maintained first-floor 2-bedroom, 1-bath condo offers comfortable living with a practical, easy-to-maintain layout. The location is a standout, with convenient access to Hilldale shopping, scenic trails, conservancies, parks, and Lake Mendota, plus everyday amenities close by. Outdoor lovers will appreciate having the water and green space close by, year-round. A straight shot to downtown Madison means commuting is simple. This property offers an attractive, turnkey opportunity for investors seeking an established rental in a sought-after area, combining location, condition, and long-term rental potential.

7106 Fortune Drive Unit 3, Middleton

Listing courtesy of Real Broker LLC.

$550,000
3 Beds 3.5 Baths
Showings to begin 08/21/2026 - Welcome home to this beautifully maintained two story Colonial, nestled on a quiet cul-de-sac in one of Middleton?s most sought-after neighborhoods. This inviting home blends comfort, functionality, and timeless charm, with generous living spaces ideal for everyday living and entertaining. Enjoy brand-new kitchen appliances, fresh paint throughout, and new carpeting on the second level living quarters and finished lower-level basement. Outside, the beautifully landscaped yard features mature trees, vibrant gardens, and an impressive stone retaining wall, creating exceptional curb appeal and a peaceful backyard retreat. With no sidewalk to maintain, you can also enjoy one less winter chore by not shoveling sidewalks! Located within walking distance of Northside Elementary School and just minutes from Pheasant Branch Conservancy, this home offers convenient access to scenic trails, shopping, and everyday amenities.

3702 Spring Hill Court, Middleton

Listing courtesy of Alexander Real Estate WI, LLC.

$465,000
3 Beds 1.5 Baths
Set within Middleton?s historic Pheasant Branch Crossing and steps from Middleton Hills, this home offers an ideal combination of outdoor access, everyday convenience, and a spacious lot. Grocery store and local favorites including Craftsman, Prairie Cafe, and Miggy?s Bakes are all within a block. Set on nearly half an acre, the property has a large fenced backyard with plenty of room to garden, play, or gather around the fire pit. A back deck extends the living space outdoors and a shed provides additional storage. Inside, the main level features a primary bedroom and half bath, while 2 additional bedrooms and a full bath are located upstairs. One of the upstairs rooms is especially spacious, with plenty of space for a sitting area/home office. The lower level offers a walkout to the backyard. A separate workshop area can be converted back to a 1-car garage. With a layout that offers flexibility and spaces that can evolve with your needs, this home is ready for its next chapter.

2865 Old Creek Road, Middleton

Listing courtesy of Keller Williams Realty.

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