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4230 Redtail Pass, Middleton
$730,000
3 Beds ⋅ 4 Baths ⋅ 2025796 MLS ⋅ CLOSED Status
Showings to start 6/26 at the open house. Backing to peaceful green space, this beautifully appointed 3-bedroom, 3.5-bath home offers the perfect blend of privacy, comfort, and everyday functionality. Soaring vaulted ceilings and a cozy gas fireplace create a warm, inviting living room, while the kitchen is designed for gathering with a large island, breakfast bar, and dinette that opens to the deck. Escape to the spacious primary suite featuring a walk-in closet, soaking tub, and walk-in shower. The finished lower level adds incredible flexibility with a rec room, office/den, and full bath. Complete with a 3-car garage, main-level mudroom and laundry, whole-home humidifier, and direct access to neighborhood green space and a favorite sledding hill, this home is one you'll want to experience in person.

4230 Redtail Pass, Middleton

1712-1714 Parmenter St, Middleton
$725,000
2027377 MLS ⋅ CLOSED Status
Rare opportunity to own a fully renovated, income-producing duplex in one of Middleton's most desirable locations! Perfect for investors or owner-occupants, this turnkey property features two spacious units, each offering 3 bedrooms, 2 bathrooms, a full kitchen, plus a lower-level kitchenette for added flexibility and rental appeal. Extensive updates include new flooring, fresh paint, new appliances, and a newly blacktopped driveway, providing a modern, low-maintenance investment. One unit is occupied by a long-term tenant, while the other is move-in ready for immediate rental income or owner occupancy. Conveniently located within walking distance to parks, restaurants, shopping, and coffee shops, and just one block to downtown Middleton. An exceptional opportunity to own a versatile, updated property with immediate income potential in a prime location! This is the kind of investment opportunity that doesn't come along often. Check it out today!

1712-1714 Parmenter St, Middleton

6510 Woodgate Rd, Middleton
$725,000
4 Beds ⋅ 3 Baths ⋅ 2021545 MLS ⋅ CLOSED Status
OPEN HOUSE CANCELLED. ACCEPTED OFFER. Do not miss this classic colonial home in the coveted Stonefield neighborhood of Middleton. The bright, spacious layout with flexible main level features a large family room with fireplace and walls of oversized windows in addition to extra living/bonus room and formal dining or office. Upstairs offers four bedrooms and two full baths, including a primary suite with walk-in closet and three custom storage closets leading to the primary bath. The finished lower level adds a generous rec room and bonus space for a gym or playroom as well as a large unfinished portion with loads of additional storage space. The private backyard has new fencing (2025), mature landscaping, and a paver patio—perfect for relaxing or entertaining. This is a prime location across from Elm Lawn Elementary, a short walk to parks, Tiedeman’s Pond, downtown Middleton, and easy commute to Madison. Big systems updates: Furnace & AC (2024), water heater (Jan 2026),

6510 Woodgate Rd, Middleton

702 Cricket Ln, Middleton
$724,000
3 Beds ⋅ 3 Baths ⋅ 2021237 MLS ⋅ CLOSED Status
Exceptional, rarely available, executive ranch style condo, near prestigious Blackhawk/Greystone plat. Meticulously maintained w/ bright open layout, expansive windows, abundant natural light all in the highly sought-after Middleton Cross Plains School District. Former builder's model w/ custom quality finishes including Brazilian cherry cabinetry & floors, granite throughout, large crown molding, solid core white doors & trim, custom built-ins, security & audio systems. Gourmet kitchen w/ large island, granite tops & SS appliances which flows seamlessly for entertaining. Great Room w/ 12' ceilings & a gas fireplace. Luxurious primary suite w/ tray ceiling, private bath including dual sinks, jetted tub, separate ceramic tile shower and large, walk-in closet. Exposed lower level recreation rm for gatherings w/ 2nd gas fireplace, additional bedroom, bathroom & ample storage. Enjoy serene views from the screen porch overlooking park-like setting near Pope Farm Park & amenities.

702 Cricket Ln, Middleton

6651 Columbus Dr, Middleton
$720,000
3 Beds ⋅ 2 Baths ⋅ 2023216 MLS ⋅ CLOSED Status
Beautifully renovated Cape Cod on a wooded .31-acre lot in coveted Saks Woods, one of Middleton's most beloved established neighborhoods. The fully renovated kitchen is a showstopper: custom quartz counters, navy island, farmhouse sink, pro-grade range and hood, and premium stainless appliances. Wide-plank hardwood floors, black accents, crisp white trim, and oversized windows give the home a fresh, sophisticated feel throughout. Wood-burning fireplace and bay windows anchor the sun-drenched living room. The screened porch and brick paver patio create an outdoor living experience unlike anything in this price range. First-floor bedroom and full bath offer flexible living. Den/office on the main level adds versatility. Full basement with poured concrete foundation and laundry hookups. 2-car attached garage. Top-rated Middleton-Cross Plains schools. Adjacent to park/public land. This is the one you've been waiting for. Roof replaced in 2025.

6651 Columbus Dr, Middleton

6710 S Chickahauk Trl, Middleton
$715,000
4 Beds ⋅ 4 Baths ⋅ 2025637 MLS ⋅ CLOSED Status
Perfect for the busy household and entertaining! The main level features LVP flooring, a spacious primary bedroom with room for multiple dressers, and a private bath, heated floor with a tiled walk-in shower, separate soaking tub, double vanity, and an oversized WIC. Off the stairs is a convenient laundry hookup, currently used as a pantry and powder room. The open kitchen offers stainless steel appliances, a beverage refrigerator, quartz countertops, and an expansive island ideal for dining or gathering. The adjacent living room showcases floor-to-ceiling stone, a fireplace, custom built-in shelving, and many windows. Enjoy the screened porch overlooking Pheasant Branch Conservancy and greenspace with no side neighbors. Upstairs are two generously sized bedrooms and a full bath. The finished lower level includes a 4th bedroom or workout room, full bath, rec room and a second fireplace. Conveniently located next to Pheasant Branch, schools, shops, downtown Middleton Hwy 12.

6710 S Chickahauk Trl, Middleton

7618 Westchester Dr, Middleton
$715,000
3 Beds ⋅ 3 Baths ⋅ 2020156 MLS ⋅ CLOSED Status
Spacious Colonial in sought-after Foxridge! Main level includes a welcoming foyer, living & formal dining rooms, kitchen with dinette, large family room with wood fireplace, sunny 3-season porch & convenient laundry/mudroom. Upstairs a spacious primary suite with walk-in closet & full bath, plus two more bedrooms, bathroom & shared balcony. Lower level features a rec room, home office & huge storage area. New roof & all mechanicals within 10 years. Recent updates include all appliances, LVP flooring, paver patio, garage door, Level 2 EV charger outlet & more. The fenced backyard & 2-car garage complete the package. Original kitchen & bathrooms provide an excellent opportunity to update to your taste rather than paying a premium for someone else’s renovations and then additional costs to make it your own. Tennis courts, Stricker’s Pond, conservation park & nature trail just down the block. Get the space, yard, location & schools you want and customize to your taste without paying twice!

7618 Westchester Dr, Middleton

5501 Sandhill Dr, Middleton
$710,000
4 Beds ⋅ 3 Baths ⋅ 2019849 MLS ⋅ CLOSED Status
One-owner, custom-built gem - meticulously maintained, ready to move on to its lucky next owner! The heart of the home features an open floor plan where the kitchen flows effortlessly into the great room - perfect for gathering & entertaining. Soaring vaulted ceiling adds dramatic volume, while a bar area makes hosting easy & inviting. Flexible first-floor bedroom - perfect for guests, office or multigenerational living. Retreat-style primary bedrm suite w/ whirlpool bath, shower and expansive walk-in closet. Exposed, walkout lower level presents an incredible opportunity to expand your living space, includes bath rough-in. Office or 5th bedroom already in place. Step outside to peaceful greenway views & close to Pheasant Branch Conservancy - nature walks /exploring. Oversized deck great for summer entertaining including gas line for grill! Top-to-bottom peace of mind with a brand new roof! Water Softener & Garage Doors 2025. AC 2023. Furnace 2018.

5501 Sandhill Dr, Middleton

6643 S Chickahauk Trl, Middleton
$705,000
3 Beds ⋅ 3 Baths ⋅ 2023578 MLS ⋅ CLOSED Status
Show 6/5. Welcome home to this amazing stand alone condo near the Pheasant Branch Conservancy w/the most breathtaking views!!! This condo is sure to impress with beautiful floors, granite countertops, stainless appliances, & all the right touches throughout. The first floor boasts of a big beautiful living space w/gas fireplace that opens to the chef's kitchen and formal dining which leads to a back sunroom & outdoor patio. Main floor primary bedroom/bath, powder room and laundry are an exciting bonus! The upstairs has another large living space/flex space, 2 more nicely sized bedrooms & full bathroom. The basement has a lovely mudroom & finished area currently used as a fitness room. Bonus 2 car attached garage & let me just tell you, this condo has THE best vibes. Full of sun and good cheer! Make it yours today.

6643 S Chickahauk Trl, Middleton

5406 Sandhill Dr, Middleton
$700,000
4 Beds ⋅ 3 Baths ⋅ 2019597 MLS ⋅ CLOSED Status
Stunning Middleton home located in the sought-after Northlake Subdivision. This home welcomes you from the moment you step inside with gorgeous oak hardwood flooring, an open foyer leading into a bright, spacious great room featuring 10’ ceilings, oversized windows, and a cozy brick gas fireplace.The kitchen is both inviting and functional, offering granite countertops, new stainless steel appliances, a large island perfect for everyday living and entertaining, and a generous dining area with access to an elevated deck. Fresh paint throughout, updated light fixtures, and new carpet give the home a clean, move-in-ready feel, while main-floor laundry adds everyday convenience.The spacious primary suite features a double vanity, whirlpool tub with separate shower, and a walk-in closet. This warm, well-cared-for home is in an unbeatable location on the edge of Pheasant Branch Conservancy, close to parks, Lake Mendota, and with easy access to downtown Middleton. Ready for its next chapter

5406 Sandhill Dr, Middleton

1502 Grosse Point Dr, Middleton
$699,000
3 Beds ⋅ 4 Baths ⋅ 2017744 MLS ⋅ CLOSED Status
Absolutely immaculate 3 bedroom 3.5 bath ranch home in popular Foxridge neighborhood! Many recent improvements include hardwood floors, high end carpets and padding, heated tile kitchen floor, granite countertops, and custom cherry cabinetry, including a baker’s cabinet (2019). Screened cedar porch with custom canvas covers with walkout to deck and brick patio (2020). Full basement bathroom with spa tub and adjacent cedar-paneled recreation room (2023). Large storage area in basement with shelving units included. Small garden area in backyard with raspberry patch. Two-car garage with work bench and storage shelves. Easy access to the Beltline, Greenway Station, downtown, and parks/trails. Too many features to list!

1502 Grosse Point Dr, Middleton

6651 Wagtail Way, Middleton
$696,323
4 Beds ⋅ 3 Baths ⋅ 2014609 MLS ⋅ CLOSED Status
Welcome to Redtail Ridge-featuring Middleton schools. Open floor plan home backing up to 4-acre neighborhood park! Large great room with gas fireplace and cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, slate appliances, and walk-in pantry. Screened porch (with park views!) off dining area. Bonus main floor flex room for office, playroom, etc. Primary bedroom suite features large walk-in closet and private bath with tile shower, dual sinks, and linen closet. Additional walk-in closets in Bedrooms 3 &4! Main floor laundry room with built-in wood cubbies. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent. Photos are of a similar model.

6651 Wagtail Way, Middleton

7842 Sagebrush Trl, Middleton
$681,000
5 Beds ⋅ 4 Baths ⋅ 2028021 MLS ⋅ CLOSED Status
**OPEN HOUSE CANCELLED**Picturesque Cape Cod in the town of Middleton is stunning inside and out. An adorable front porch greets you before you enter into gleaming hardwood floors, vaulted ceiling, and a cozy gas fireplace. Formal dining provides space to enjoy a meal together, while the updated kitchen with SS appliances, granite c-tops, solid maple cabinetry harmonize the modern updates with the original character. Main level bedroom offers updated ensuite for ultimate convenience. Home office and three-season room with pellet stove complete the main level. Upstairs you’ll find two generously sized bedrooms, open loft space, and another full bath. Downstairs, a fully finished basement with a projector for movie nights and two add’l bedrooms. The mature wooded lot is nearly an acre, with hickory, oak, redbud, and fruit trees; perennial flowers and native prairie plantings; and cedar raised beds ready for gardening. Composite deck in back is perfect for al fresco dining.

7842 Sagebrush Trl, Middleton

7100 Spring Hill Dr, Middleton
$675,500
4 Beds ⋅ 4 Baths ⋅ 2024169 MLS ⋅ CLOSED Status
Enjoy all “The Good Neighbor City” has to offer! Middleton is one of the most sought after cities to live in and has a track record of excellence across sustainability, public safety, planning and quality of life. This meticulously maintained, one-owner home is located in an established neighborhood of custom homes. Kitchen updates include quartz countertops and a tiled backsplash. The main level has a primary suite, cathedral ceiling in the living room and a spacious 3 season porch. The lower level is an entertainer’s dream! Walk out to the beautifully landscaped yard and watch the wildflowers flourish in the retention pond. The 3rd car garage has an 8 ft door and is 30 ft deep. Are you ready to call this place home?

7100 Spring Hill Dr, Middleton

7103 Caneel Trl, Middleton
$670,000
4 Beds ⋅ 4 Baths ⋅ 2018775 MLS ⋅ CLOSED Status
Immaculate 4 bed, 3.5 bath 2-story in Middleton’s Misty Valley! The inviting lvg rm w/soaring 16 ft ceiling, abundant natural light & hdwd flrs flow seamlessly into the sleek kitchen w/white cabinets, SS appliances, peninsula w/bfast bar & dinette. You’ll love the main lvl primary w/ensuite bath feat dual sinks, new shower & walk-in closet. A 1/2 bath & mudrm w/cubbies round out the main lvl. Upstairs, you’ll find a laundry rm w/utility sink & 3 large beds, incl one w/walk-in closet & access to full bath. Entertain or relax in the exposed & bright LL family rm w/gas FP, SS speakers & granite wet bar w/dishwasher & bev fridge. Work or workout in the versatile flex rm. Outside, unwind in the screened porch overlooking the private, fenced yard w/no back neighbors, or on the patio with gas fire pit. Many updates & close to top-rated Middleton schools, Pheasant Branch Conservancy, restaurants & groceries. This is a rare chance to own such a beautiful home in this location and price point!

7103 Caneel Trl, Middleton

Lot 12 Noll Valley, Middleton
$670,000
2027640 MLS ⋅ CLOSED Status
The rarest of rare opportunities to own a 2+ acre (partially wooded) lot backing to a 100+ acre conservancy in an established neighborhood of fine homes! This cul-de-sac lot is being offered with NO SPECIFIC BUILDER required! Panoramic views of rolling hillsides in all directions from the building envelope location. Wildlife including deer, turkeys, birds and more are a daily occurrence. Noll Valley is a prairie restoration subdivision of Colonial / Traditional homes. This lots abuts the Ice Age Trail which consists of miles of hiking, backpacking & snowshoeing opportunities. Enjoy privacy without sacrificing location! Conveniently located less than 10 minutes from Madison's westside. *Award winning Middleton-Cross Plains School District* Low town of Middleton taxes! An exceptional opportunity!

Lot 12 Noll Valley, Middleton

4427 Feather Ln, Middleton
$670,000
4 Beds ⋅ 4 Baths ⋅ 2018800 MLS ⋅ CLOSED Status
Welcome yourself home to this beautifully well-maintained 4 bedroom 2 story in the West side's most desirable Middleton Ridge! Enter inside to find laminate floors leading you through the main lvls bright & open floor plan w/ office/den, living room w/ cozy gas fireplace & granite kitchen w/ all stainless appliances, spacious breakfast bar/island & dining area w/ walkout to your 3 season porch, trex deck, & private fenced in yard w/ mature trees & shrubbery. Not to forget the convenient main level laundry/mudroom directly off the 2 car garage. Upstairs find all 4 beds including the primary w/ walk-in closet & private en-suite bathroom w/ walk-in shower. Exposed lower level offers the perfect space to both relax or entertain w/ kitchenette/island area, family room, & huge flex room perfect for an in-home exercise room! Don’t miss out!

4427 Feather Ln, Middleton

7139 Johann Farm Rd, Middleton
$669,900
4 Beds ⋅ 3 Baths ⋅ 2028270 MLS ⋅ CLOSED Status
This Hoffman 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.

7139 Johann Farm Rd, Middleton

6639 Wagtail Way, Middleton
$667,900
4 Beds ⋅ 3 Baths ⋅ 2015545 MLS ⋅ CLOSED Status
Welcome to Redtail Ridge-featuring Middleton schools. Open floor plan home features great room with gas fireplace and cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, and walk-in pantry. Screened porch off dining area. Bonus main floor flex room with glass double-doors for office, playroom, etc. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Large main floor laundry/mudroom with built-in wood cubbies. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent. Photos are of a similar model.

6639 Wagtail Way, Middleton

7242 Lily Ln, Middleton
$665,000
4 Beds ⋅ 3 Baths ⋅ 2025288 MLS ⋅ CLOSED Status
This tucked-away custom end-unit condo in Crane’s Nest in Middleton offers thoughtful design and quality finishes. The bright great room features 10' ceilings, a fireplace, and access to the covered deck where you can enjoy cranes, robins, hummingbirds, and other wildlife. The spacious kitchen boasts abundant painted maple cabinetry, an oversized granite island, stainless steel appliances, and ¾" maple floors. Primary suite offers a coffered ceiling, tiled walk-in shower, double vanity, and walk-in closet. A flexible split-bedroom layout includes a second bedroom or office with an adjacent full bath. Mudroom with built-ins, sink, and coat closet. The exposed lower level features two additional bedrooms, a rec room with cozy fireplace, and ample storage. TSR coating on the porch and garage floor. Professionally maintained landscaping, in-ground sprinklers, & close to Graber Pond Conservancy, Pheasant Branch, shopping, & downtown Middleton. New Roof Coming '26!

7242 Lily Ln, Middleton

4413 Yukon Way, Middleton
$665,000
4 Beds ⋅ 4 Baths ⋅ 2017889 MLS ⋅ CLOSED Status
Charming, move-in ready 4 bedroom home in Middleton Ridge awaits its next owners! Enter inside to find beautiful LVP floors leading you through the main lvl boasting a office/den, living room w/ cozy oversized wood fp, powder bath, & mud/laundry w/ custom built-ins! Eat-in kitchen offers all stainless apps, quartz counters, center island, & dining area w/ walkout to gorgeous vaulted screened in porch & composite deck. 3 upper lvl bedrooms incld. the owners suite w/ WIC, & remodeled private en-suite w/ luxurious heated flooring & tile shower. Exposed LL w/ family/rec room & wet bar offering a great space to both entertain and relax, plus the 4th bed, & full bath! 2 car attached garage, great corner lot, & tons of other upgrades/features. See docs for more info!

4413 Yukon Way, Middleton

8691 Plainfield Rd, Middleton
$665,000
4 Beds ⋅ 3 Baths ⋅ 2015494 MLS ⋅ CLOSED Status
Life is hectic, you deserve the tranquility and scenic natural beauty that the Enchanted Valley Estates neighborhood is known for. Welcome to your haven, this one looks young for it's age. Stylish, professionally updated 4-5 bedroom ranch home sits beautifully at the end of a quiet, wooded cul-de-sac. Updated interior and open concept floor plan features a vaulted great room complete with skylights, wood burning fireplace, LVP floors and patio doors leading to a deck perfect for relaxing or entertaining. Secluded .58 acre tree-lined backyard with storage shed. Light, bright kitchen with quartz island, breakfast bar, stainless appliances and custom cabinetry. Spacious primary suite with walk-in tiled shower and private deck. First floor laundry / mud room. Ring technology. Fully finished lower level with family room, bedroom and office. UHP Ultimate Home Warranty. Lower Town taxes, Middleton schools and easy drive to Madison area amenities make this quite the catch! Come See!

8691 Plainfield Rd, Middleton

7131 Johann Farm Rd, Middleton
$664,900
4 Beds ⋅ 3 Baths ⋅ 2014536 MLS ⋅ CLOSED Status
This Hoffman 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.

7131 Johann Farm Rd, 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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