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6509 Mendota Ave, Middleton
$564,900
3 Beds ⋅ 2 Baths ⋅ 2035623 MLS ⋅ ACTIVE Status
DOUBLE LOT, DOUBLE THE FUN & A LOCATION YOU'LL LOVE! Why settle for ordinary when you can have so much more in this amazing home! Beautiful home with hardwood floors, casual living & dining! Kitchen Renovation with Quartz countertops, new sink, recessed lights, updated island & backsplash '25. SS appliances w/new refrigerator & induction cooktop! Bathroom remodel with new tub surround, vanity, toilet & tile floors. New boiler '26, New W/D '25, painted interior & exterior '24, water heater '21 and deck added '17. Lower level rec rm has new LVP flooring & great space for movies, hobbies, etc. Primary suite sanctuary w/skylights & sink! Sweet 3-season porch to enjoy java & great conversations! Updated landscaping, garden beds & huge yard to entertain & play games! So close to parks, pickleball, the lake, beach, restaurants, shopping & downtown! A walkable lifestyle that's hard to beat! So many options for this property! Here's your happy place so close to the Lake & much more!

6509 Mendota Ave, Middleton

7133 Graber Rd, Middleton
$749,900
4 Beds ⋅ 3 Baths ⋅ 2035617 MLS ⋅ ACTIVE Status
Move-in ready 1/15/27. This Margot home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 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.

7133 Graber Rd, Middleton

7117 Leonard Ln, Middleton
$569,900
3 Beds ⋅ 3 Baths ⋅ 2035589 MLS ⋅ ACTIVE Status
Move-in ready 1/8/27. This Astoria 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.

7117 Leonard Ln, Middleton

7108 Graber Rd, Middleton
$579,900
3 Beds ⋅ 2 Baths ⋅ 2035585 MLS ⋅ ACTIVE Status
Move-in ready 1/22/27. This Oakley home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 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.

7108 Graber Rd, Middleton

6410 South Ave, Middleton
$620,000
3 Beds ⋅ 2 Baths ⋅ 2035212 MLS ⋅ ACTIVE UNDER CONTRACT Status
Mid-century ranch home with original charm as well as tasteful updates. Hardwood floors in main living areas, gas fireplace in living room and in newly finished lower level with family room, wet bar, exercise or play area, 2 large unfinished areas, 2 egress windows. Gourmet kitchen with many custom features, double oven, large range top and hood, microwave. Laundry and dog wash area off kitchen. Bright dining area leads to large den/study with cork floors and built ins for your at home work/library. Both baths updated with a jet tub in main bath. 3 bright bedrooms finish off the main level. Large, level fenced yard, shed and stamped concrete patio. Close to downtown shopping, dining, library and across from a city park. Easy drive/bike to UW and Hilldale Mall.

6410 South Ave, Middleton

7746 Maas Dr, Middleton
$750,000
4 Beds ⋅ 3 Baths ⋅ 2035130 MLS ⋅ ACTIVE Status
Welcome home to this custom-built Cherrywood home offering 4,391 square feet of finished living space and room to gather, unwind, and make it your own. A lovely home with recent improvements; including a new roof, new siding, & new appliances to name a few - added confidence as you consider your next move. The spacious, traditional floor plan features a formal dining room and a separate sitting room, with large windows bringing beautiful natural light into both spaces. In the great room, custom built-ins and a cozy fireplace create an inviting place to relax, while the adjoining sunroom offers tiled floors and a bright setting to enjoy throughout the day. Upstairs, the generously sized primary suite provides a comfortable retreat. Also, the basement space offers possibilities for a future recreation room, workout area, or home theater. Outside, enjoy a large backyard with space to entertain, garden, or simply relax. A three-car attached garage is an added bonus!

7746 Maas Dr, Middleton

6713 Gaylord Nelson Rd, Middleton
$849,900
4 Beds ⋅ 4 Baths ⋅ 2035088 MLS ⋅ ACTIVE Status
Presenting the perfect home in Middleton Hills. 4-bedrooms, 3.5 baths, open floorplan, formal and informal dining, fabulous kitchen, office area, family room, craft room, and expansive 3-car garage with no steps into the house! The original owners relocated and everything was updated – stunning refinished hickory floors throughout main level; all carpeting replaced; every inch repainted inside; new stove and dishwasher; outside repainted; new roof; landscaping; includes an Ultimate UHP Home Warranty. All you need to do is move in. Access to the Pheasant Branch Conservancy is one block away. A grocery store, restaurants, and retail are all at the entry of the Middleton Hills neighborhood. Don’t wait to seize this opportunity to own this fabulous property at an exceptional value!

6713 Gaylord Nelson Rd, Middleton

7842 Big Timber Trl, Middleton
$939,000
4 Beds ⋅ 4 Baths ⋅ 2034964 MLS ⋅ ACTIVE Status
Custom home in a beautiful setting, Enchanted Valley Estates and Middleton-Cross Plains schools. Live with the convenience of a subdivision on a cul-de-sac but in privacy of the nature. More than 4,000 sq ft provides not only personal space, whether it need be for work or play, but warm gathering areas to share life. Newly refinished floors in kitchen and entry. Formal dining room with bar. Great room with gas fireplace, parquet floors and picture window views across the pool to the valley. Additional Great Room with wood-burning fireplace and windows overlooking the forest. Hot Tub room with fireplace. Built in cabinets throughout the home. Multiple decks. Walk-out lower level to pool in-ground pool. House and decks are newly painted. 4.5 car garage. Lower bedroom is equipped as an efficiency if desired as such. Acreage and Tax information is for both parcels 0708-062-0067-7 and 0708-062-0850-8. Buyer to verify s.f. and room dimensions if important. No sign on property.

7842 Big Timber Trl, Middleton

4029 Serenbe St, Middleton
$1,499,000
5 Beds ⋅ 6 Baths ⋅ 2034688 MLS ⋅ ACTIVE Status
Experience this elevated, move-in ready home in Middleton. The main level is anchored by two first-floor bedroom suites and a seamless connection between kitchen, dining, and den, with hardwood floors, a wood-burning fireplace, and SubZero, Wolf, and Cove appliances. All bedrooms in the main home feature en suite baths, offering comfort and privacy throughout. Above the garage, a separately accessed 1 bed, 1 bath apartment provides unique flexibility for multigenerational living, guests, extended stays, or a private workspace. Solar, geothermal heating and cooling, and a metal roof offer long-term energy efficiency and resiliency. HOA-managed landscaping and snow removal support a true lock-and-leave lifestyle.

4029 Serenbe St, Middleton

3861 Bay Laurel Ln, Middleton
$979,900
5 Beds ⋅ 5 Baths ⋅ 2032270 MLS ⋅ ACTIVE UNDER CONTRACT Status
SPRUCE HOLLOW - This 5 bedroom, 4.5 bath two story home on a 3/4 acre lot is exceptional! BRAND NEW ROOF in August, 2026. Fresh interior and exterior paint in September, 2026. The homes open floor plan features engineered hardwood flooring, a GR w/built-ins & gas fireplace. Kitchen features a huge quartz island w/ breakfast bar, subway tile backsplash & SS appliances. Four sizable bedrooms upstairs including a primary with WIC, double sinks & large bathroom. Main level office with french doors (perfect for working from home) & a finished basement with 5th bedroom, full bath, exercise room & playroom! Enjoy mornings and evenings on the deck or enclosed screen porch! 3 car garage! Middleton Schools... Enjoy Spruce Hollow Park less than 500 yards away! Multiple nearby walking trails and ponds to enhance daily activities. 10 minutes from Epic's campus and 18 minutes to UW Hospital. UHP Ultimate Home Warranty Included. Town of Middleton taxes! This one will not last long!

3861 Bay Laurel Ln, Middleton

7017 Prairie Dr, Middleton
$474,900
3 Beds ⋅ 2 Baths ⋅ 2033718 MLS ⋅ ACTIVE UNDER CONTRACT Status
Charming and spacious 3-bedroom ranch in Middleton’s sought-after Parkside Heights neighborhood! Designed with plenty of room to gather, relax, and entertain, the main level features a welcoming living room, formal dining room, cozy family room, and eat-in kitchen. The spacious primary suite offers a walk-in closet and private half bath, while two additional bedrooms provide flexibility for family, guests, or a home office. Downstairs, the finished lower level adds even more living space with a versatile office/den featuring a wood-burning fireplace, plus abundant unfinished space for storage or hobbies. Outside, enjoy a private fenced backyard with a stamped patio—perfect for summer gatherings. An oversized 2-car garage adds valuable storage and convenience. Ideally located just steps from parks and close to schools, restaurants, shopping, and more. Well-maintained with mechanical updates including a '12 A/C, '04 furnace, and '17 water heater & new roof soon! Come make this one yours!

7017 Prairie Dr, Middleton

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

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 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
$450,000
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 two additional units. The refreshed lower level offers versatile space for a rec room, home office, workout area or additional living space. Outside, enjoy a spacious backyard with plenty of room. 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

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

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
$715,000
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

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

5413 Jonquil Ct, Middleton
$535,000
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

7116 Applewood Dr, Middleton
$789,000
4 Beds ⋅ 3 Baths ⋅ 2029049 MLS ⋅ ACTIVE UNDER CONTRACT 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

6715 S Chickahauk Trl, Middleton
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 2031010 MLS ⋅ ACTIVE Status
SELLER-PAID RATE BUYDOWN AVAILABLE! Make this refined, thoughtfully designed home yours! Back on the market with: a NEW roof, NEW patio doors, and NEW balcony door. Open gathering spaces & private retreats are perfectly balanced in this 5 bedroom 4.5 bath home. The main level flows effortlessly: a light-filled living room with soaring ceilings & gas fireplace, dining room, expansive chef’s kitchen, and outdoor patio. 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, & share a charming balcony with countryside views. The lower level features a 2nd living area or theater, wet bar, full bath, & 5th bedroom—ideal for guests or extended stays. Low-maintenance lot near Pheasant Branch Conservancy.

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

7744 Pamela Cir, Middleton
$1,385,000
5 Beds ⋅ 5 Baths ⋅ 2030777 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this gorgeous home set on 1.5 acres in the highly rated Middleton School District. Offering the perfect blend of space, privacy, and thorough updates, this property has been meticulously improved for comfortable, worry-free living throughout. Main level primary ensuite. Recent upgrades include new enlarged garage doors, an upgraded roof, new 6" gutters, newly insulated garage, updated garage flooring, along with other interior 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. 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 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.

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