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4002 Misty Valley Dr, Middleton
$644,900
3 Beds ⋅ 3 Baths ⋅ 2033407 MLS ⋅ ACTIVE Status
Move-in ready 12/2/26. This Kennedy 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.

4002 Misty Valley Dr, Middleton

7237 Lily Ln, Middleton
$899,900
3 Beds ⋅ 3 Baths ⋅ 2033288 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step into easy, upscale condo living with exceptional attention to detail throughout. The main level features a showstopping quartz island and backsplash, upgraded cabinetry, KitchenAid stainless appliances, cooktop and hood vent, and an open layout connecting the kitchen, dining and living areas. Wide arches, hardwood floors and thoughtful finishes add timeless appeal. The primary suite offers a private bath with quartz vanity, tiled shower with bench and a walk-in closet with built-ins. A flexible office/2nd bedroom, full bath and convenient laundry room with washer/dryer and folding counter complete the main level. Enjoy a maintenance-free deck overlooking Graber Pond and Conservancy/walking path. The finished lower level adds a 3rd bedroom with built-ins, full bath, game room w/wet bar, rec room with fireplace and game area, plus a dedicated office/wine display room with cellar. A rare combination of style, space and functionality; just a short walk to Pheasant Branch Conservancy!

7237 Lily Ln, Middleton

7777 Elmwood Ave Unit 208, Middleton
$499,900
1 Beds ⋅ 2 Baths ⋅ 2033283 MLS ⋅ ACTIVE Status
Showings begin on 10/04/26. Authentic industrial loft living in the heart of downtown Middleton! Located in a historic all-brick warehouse converted to condos, this south-facing 1BR. 1.5BA loft is filled with character: original exposed brick, soaring ceilings, oversized windows, industrial metal trusses & exposed ductwork. Polished concrete floors anchor the main level, while warm wood floors lead to the open loft bedroom above. Updated kitchen features stainless appliances, large island & modern finishes; both baths have also been beautifully updated. Primary bath includes a bidet & hidden refuse bin. Gas fireplace, remote-controlled blinds & balcony overlooking the park-like grounds. Leave the car parked! Walk to 3 coffee shops, 10+ restaurants, grocery, post office, gyms, salons, parks, Tuesday Farmers' Market & Capital Brewery—where you can even enjoy live music from your balcony. Historic character + modern updates + an unbeatable downtown Middleton lifestyle.

7777 Elmwood Ave Unit 208, Middleton

8773 Airport Rd, Middleton
$839,900
4 Beds ⋅ 3 Baths ⋅ 2033282 MLS ⋅ ACTIVE Status
Tucked away on 8.86 private acres in Middleton, this 4 bed, 3 bath home offers a rare combination of space, privacy, and convenience. Surrounded by mature trees in a peaceful natural setting, the property feels secluded while providing easy access to Middleton, Madison, shopping, dining, schools, and everyday amenities. The property is zoned AT-5 , offering opportunities for agricultural uses such as horses or other livestock, gardening, and more, subject to applicable local requirements. Inside, you’ll find over 2,500 finished square feet with spacious living areas, a wood burning fireplace, screened porch, and a partially finished walkout lower level offering additional living and office space. An attached 2 car garage plus a detached garage provides excellent room for vehicles, equipment, hobbies, or storage. Whether you’re looking for room for horses, a hobby farm, or simply more land and privacy, the opportunities here are endless.

8773 Airport Rd, Middleton

6619 Cooper Ave, Middleton
$465,000
4 Beds ⋅ 2 Baths ⋅ 2033236 MLS ⋅ ACTIVE Status
Welcome home to this well-maintained single-family home in desirable Middleton-Cross Plains Area School District! Thoughtful updates throughout provide peace of mind while leaving plenty of opportunity to make the space your own. Major recent improvements include a new roof (2026), remodeled full bathroom (2026), new LVP flooring in the basement (2026), and a new electrical panel (2024). For added comfort and efficiency, the home features two AC mini-split systems installed in 2024, with capacity to add an additional unit. The refreshed lower level offers versatile space for a rec room, home office, workout area, or additional living space. With many of the big-ticket updates already completed, this home offers a great combination of comfort, functionality, and long-term value—all in Middleton with convenient access to shopping, dining, parks, and area amenities. Schedule your showing and see everything this home has to offer!

6619 Cooper Ave, Middleton

5019 Prairie Rose Ct, Middleton
$724,000
3 Beds ⋅ 3 Baths ⋅ 2033044 MLS ⋅ ACTIVE Status
SPECTACULAR RANCH STYLE CONDO IN DESIRABLE BISHOPS BAY NEIGHBORHOOD. One level living (primary bedroom, laundry, deck all on main floor). Located on a cul-de-sac for extra privacy. New roof September 2026. Andersen windows. Main level with cathedral ceiling, many large windows, maple wood flooring and a solar tube give this area an abundance of sunlight. LIVING ROOM (gas fireplace w/ tile surround, patio doors to maintenance free deck, decorative ceiling fan, built in cabinetry), KITCHEN (Island, breakfast bar, gas cook top, SS appliances, solid surface countertops, spectacular cabinetry, tile backsplash), DINING AREA (room for large table), PRIMARY BEDROOM (new LVP flooring, ceiling fan, walk-in closet, ensuite bathroom w/ double sinks, soaking tub, walk-in shower), LAUNDRY ROOM (washer, dryer included, tile floor), POWDER ROOM (guest bathroom). The Lower Level w/ new LVP flooring; BEDROOM #2 and BEDROOM #3. FULL BATHROOM (cabinetry). REC ROOM (access to patio) Large storage room.

5019 Prairie Rose Ct, Middleton

6628 Hubbard Ave, Middleton
$475,000
3 Beds ⋅ 2 Baths ⋅ 2033023 MLS ⋅ ACTIVE UNDER CONTRACT Status
Tucked away on one of Middleton's most beloved streets, known not just for its local diner but for the quiet, hidden-away feel of mature trees and established landscaping, this fully remodeled 3-bedroom, 2-bath home is the perfect start to homeownership. Inside, a spacious living room flows onto beautiful LVP wide-plank flooring throughout the main level. The kitchen shines with brand-new stainless steel appliances, while both bathrooms have been tastefully updated, including a custom tile shower with a new tub and gorgeous tile flooring. The finished basement gets cozy with brand-new carpeting, offering flexible space for a family room or office. Storage won't be an issue, with ample room in both the basement and attic, plus a one-car attached garage for added convenience. Outside, a spacious patio and garden shed offer endless potential for the backyard of your dreams. This home is truly a hidden treasure. Schedule your showing today and come make it your own!

6628 Hubbard Ave, Middleton

4428 Blackwolf Run, Middleton
$799,900
4 Beds ⋅ 3 Baths ⋅ 2032841 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this GORGEOUS CRAFTED RANCH HOME in sought-after Bishops Bay. This home has 4 bedrooms, 3 baths, 2.5 car garage & 1st Floor Laundry! The heart of the home has an open-concept with STUNNING UPDATED Kitchen with a large work island, quartz countertops, under cabinet lighting & champagne hardware! Gather in the great room, accented by coffered ceilings, custom built-ins & a stone gas fireplace. Screen porch overlooking private backyard & patio! Large primary suite w/private full bath that has dual sinks, heated floors, a walk-in tiled shower, soaking tub & large walk-in closet w/organizers! A second bedroom sits just off a full bath & has a walk-in closet. In your finished lower level enjoy a family room w/exposed windows & walkout to backyard, two more bedrooms & a large shared bath + tons of storage! Close to parks, grocery stores & Golf Course! — HOA covers pool, fitness & community room access, all near a renowned golf club. New Roof-2026! New Water Softener 2026!

4428 Blackwolf Run, Middleton

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

7901 Windermere Ct, Middleton
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 2032474 MLS ⋅ ACTIVE Status
Custom-built home on 1.66 acres in the Town of Middleton, tucked at the end of a quiet cul-de-sac surrounded by trees and nature. Hardwood floors flow through the main level with a generous kitchen and walk-in pantry, living room with gas fireplace and tray ceiling lighting, main-floor laundry, and spacious primary suite with walk-in shower and corner tub. Two bonus rooms offer flexible office or library space. Upstairs features 3 bedrooms and a lofted living area. The guest room has a full en suite bath, while the other 2 bedrooms connect through a Jack-and-Jill 3/4 bath with separate sinks and each has a walk-in closet. The finished lower level features a theater room, rec/family room with wet bar, exercise room, sauna, and hot tub. Attached 3-car garage includes basement access. A huge detached, insulated and partially heated garage/shop offers exceptional project and storage space. Enjoy the back patio, gazebo, and fire pit near the Ice Age National Scenic Trail. A must-see!

7901 Windermere Ct, Middleton

4420 Back Nine Dr, Middleton
$750,000
4 Beds ⋅ 4 Baths ⋅ 2032429 MLS ⋅ ACTIVE Status
Parade-quality custom construction that has been meticulously maintained & still shows like new! Located in the highly desirable Community of Bishops Bay, this impressive home offers a thoughtful floor plan, high-quality finishes & exceptional condition throughout. The main level features beautiful wood floors, a spacious kitchen with custom cabinetry, granite countertops, large island & hidden walk-in pantry, all opening to a bright hearth room with gas fireplace. A dedicated office, mudroom & first-floor laundry add everyday functionality. Upstairs, the spacious primary suite includes a tray ceiling, walk-in closet & private bath with tiled shower and dual vanity, plus three additional bedrooms. The finished lower level adds outstanding entertaining space with a family room, wet bar, theater & exercise room. Outside, enjoy the covered front porch, Trex deck, patio and established landscaping. City of Middleton with Waunakee schools - don't miss this quality, well-cared for home.

4420 Back Nine Dr, Middleton

6514 Mendota Ave, Middleton
$574,900
3 Beds ⋅ 3 Baths ⋅ 2032045 MLS ⋅ ACTIVE UNDER CONTRACT Status
Charming brick 3 bedroom, 2.5 bath home set on a rare, private half acre lot, a setting that's hard to find this close to everything. With nearly 3,000 square feet, there is plenty of room to spread out and make this home your own. The beautifully updated kitchen features Wolf appliances, quartz countertops, and custom cabinetry, opening to a bright sunroom overlooking the gorgeous backyard. The outdoor space is truly special, with established garden beds, a shed, and an abundance of raspberry and blackberry bushes. Cozy up by the gas fireplace on cooler evenings, then head downstairs to the finished lower level, offering a flexible blank canvas ready for your vision and dedicated workshop space. Thoughtfully maintained and well cared for, this home offers a wonderful combination of space and privacy. Ideally located just minutes from Lakeview Park, Lake Mendota, and downtown Middleton. Pre inspected for peace of mind. This is a truly special home ready for its next chapter!

6514 Mendota Ave, Middleton

7115 Johann Farm Rd, Middleton
$624,900
3 Beds ⋅ 3 Baths ⋅ 2031967 MLS ⋅ ACTIVE Status
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 Rd, Middleton

3663 Swoboda Rd, Middleton
$600,000
4 Beds ⋅ 2 Baths ⋅ 2031883 MLS ⋅ ACTIVE UNDER CONTRACT Status
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, there’s 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.

3663 Swoboda Rd, Middleton

2814 Pleasant View Rd Unit 202, Middleton
$250,000
2 Beds ⋅ 1 Baths ⋅ 2031873 MLS ⋅ ACTIVE UNDER CONTRACT Status
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 Rd Unit 202, Middleton

5413 Jonquil Ct, Middleton
$550,000
3 Beds ⋅ 3 Baths ⋅ 2031731 MLS ⋅ ACTIVE Status
Don’t miss this home with stylish updates in an ideal location just minutes from Orchid Heights Park, Pheasant Branch, downtown Middleton, and Lake Mendota. Inside, the sun-filled living room with a fireplace and the lofted second floor create a bright, welcoming feel. New hardwood floors on the main level add warmth and character, and the spacious kitchen offers tons of storage and new stainless steel appliances. The family room has a relaxed, cozy feel and opens onto a patio. A main-level laundry room and mudroom off the garage make everyday life a little easier. Upstairs are two bedrooms and a full bath. Plus, a primary suite with a private full bath. Out back, the deck is ready for morning coffee, outdoor meals, or hanging out with guests. The lower level has a finished flex room and more space to expand. A fun, functional home with personality, thoughtful updates, and an unbeatable Middleton location. See the virtual tour!

5413 Jonquil Ct, Middleton

7111 Johann Farm Rd, Middleton
$574,900
3 Beds ⋅ 3 Baths ⋅ 2031729 MLS ⋅ ACTIVE Status
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 Rd, Middleton

4686-4688 Capitol View Rd, Middleton
$849,900
2031478 MLS ⋅ ACTIVE Status
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 Rd, Middleton

7116 Applewood Dr, Middleton
$799,000
4 Beds ⋅ 3 Baths ⋅ 2029049 MLS ⋅ ACTIVE Status
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 Dr, Middleton

3534 Swoboda Rd, Middleton
$775,000
4 Beds ⋅ 4 Baths ⋅ 2031218 MLS ⋅ ACTIVE Status
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 Rd, Middleton

6648 Redpoll Rd, Middleton
$619,900
4 Beds ⋅ 3 Baths ⋅ 2031196 MLS ⋅ ACTIVE Status
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 Rd, Middleton

2004 Butler Ct, Middleton
$599,999
3 Beds ⋅ 3 Baths ⋅ 2031089 MLS ⋅ ACTIVE Status
PRICE REDUCED! Open House 9/29, 4p-6p 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. Assumable FHA Mortgage, with qualification. Measurements are approximate; buyer to verify.

2004 Butler Ct, Middleton

6715 S Chickahauk Trl, Middleton
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 2031010 MLS ⋅ ACTIVE Status
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 Trl, Middleton

1619 Elderwood Cir, Middleton
$800,000
4 Beds ⋅ 3 Baths ⋅ 2029034 MLS ⋅ ACTIVE UNDER CONTRACT Status
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 Cir, Middleton

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.