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$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

$685,000
4 Beds 4 Baths 2018775 MLS ACTIVE UNDER CONTRACT 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

$575,000
3 Beds 4 Baths 2030056 MLS ACTIVE Status
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 Ct, Middleton

$800,000
5 Beds 4 Baths 2029565 MLS ACTIVE Status
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 Trl, Middleton

$773,900
3 Beds 3 Baths 2029531 MLS ACTIVE Status
Under construction; estimated completion 12/17/26. Welcome to Redtail Ridge-featuring Middleton schools. Enjoy stunning back yard views of Pheasant Branch Conservancy with this open plan ranch! Expansive vaulted great room with floor to ceiling brick fireplace. Cook’s kitchen features quartz countertops, granite sink, ceramic tile backsplash, slate appliances, and walk-in pantry. Dining area opens to elevated screened porch with extra Trex deck area for grilling! Primary bedroom suite features a large walk-in closet and spacious private bath with tile shower & dual sinks. Flex room for office, playroom, etc. Main floor laundry room with built-in wood cubbies. Full exposure basement is stubbed for bathroom and includes walkout to 17x10’ patio. Garage includes extra 3x22' expansion for extra storage. 10yr builder's limited warranty & 15yr dry basement warranty included! Photos are of a similar model. Plans & design selections available upon request.

4513 Hooded Merganser Dr, Middleton

$574,900
3 Beds 2 Baths 2028937 MLS ACTIVE Status
Under construction; estimated completion 12/8/26. Welcome to Redtail Ridge—featuring Middleton Schools! Cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances and spacious 6x4' walk-in pantry with countertops! Great room features gas fireplace with brick surround. Dining area includes walkout to 8x12' patio. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry room and separate 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! Interior staged photos are of a similar model. Plans & design selections available upon request.

6679 Redpoll Rd, Middleton

$1,500,000
6 Beds 4 Baths 2028509 MLS ACTIVE Status
Some homes simply check the boxes. Others become the place where memories are made. Nestled in the Back Nine of the Community of Bishops Bay, this custom-built Acker home was designed for gathering, celebrating, & enjoying the moments that matter most. Morning coffee on the screened porch, holidays around the impressive stone fireplace, movie nights in the rec room, & summer evenings around the fire pit in your private yard all become part of everyday life. Beautiful architectural details, soaring ceilings, custom millwork, an impressive Chef's kitchen & thoughtfully designed living spaces create warmth & elegance throughout. Set within one of Dane County's most sought-after communities with a neighborhood pool, clubhouse, fitness enter, parks, trails, & top-rated Waunakee Schools, this is a home you'll never want to leave. Adjacent to renowned private Bishops Bay Golf & Country Club. See attached feature sheet for all upgrades.

4830 Breakers Rock Rd, Middleton

$1,799,000
5 Beds 7 Baths 2027557 MLS ACTIVE UNDER CONTRACT Status
Custom home w/ classic beauty + timeless elegance, perfectly suited on over 1.4 landscaped acres w/waling trails connecting to green space. Grand in scale + design, this thoughtfully crafted residence offers sweeping views, floor-to-ceiling windows, & open yet refined floor plan. Chef's kitchen offers Wolf appliances, Sub-Zero refrigeration, custom cabinetry, + exceptional workspace. Rich woodwork, crown molding, tray ceilings, nine-foot doors, + three stone gas fireplaces showcase impeccable craftsmanship. Luxurious primary features a spa-inspired bath w/ steam shower, body sprays, soaking tub, + expansive walk-in closet. 4 addtl ensuite bedrooms each include private baths + walk-in closets. Walkout LL w/ a spacious family room, Tuscan-inspired brickwork, wet bar + wine cellar. Amenities include exercise room, sunroom, patios, 4-car garage, central vac, programmable irrigation system + much more! A truly remarkable home offering luxury + exceptional attention to detail.

3952 Caribou Rd, Middleton

$1,050,000
5 Beds 3 Baths 2027286 MLS ACTIVE UNDER CONTRACT Status
High atop the hills of the Conservancy View Neighborhood in Middleton, this 5 bed, 3 bath custom built contemporary craftsman will impress the most discerning homebuyer. Imagine waking up to panoramic views of Pheasant Branch Conservancy while enjoying your coffee on the screen porch. Entertaining in this home is a must with 13 ft ceilings, studio style lighting and a culinary enthusiast's dream kitchen. Massive center island in the kitchen with seating for 6, dedicated pantry and views to delight. Dedicated dining room and a 3 sided gas fireplace finish off the main floor. Upstairs the owner's suite is an oasis with an extra large jetted tub, walk in shower and dual vanities. The lower level features a guest bedroom, office, rec room with a wet bar built in. Enjoy the privacy in your hot tub on the back deck. Homes sits next to greenspace and backs up to Middleton Hills North Park. Oversized 3 car, tandem garage with electric for the EV car charger, new roof 2026.An absolute must see!

6711 S Chickahauk Trl, Middleton

$1,690,000
5 Beds 5 Baths 2026810 MLS ACTIVE Status
Exceptional custom home offering luxurious finishes & thoughtful design throughout. The stunning great room features a floor-to-ceiling fireplace flanked by custom built-in shelving. A chef's kitchen boasts a large center island, 6-burner range w/ griddle, expansive walk-in pantry, & seamless flow into the dinette, complete w/ a wine bar, beverage refrigerator drawers, & wine cooler. Enjoy year-round entertaining on the screened porch w/ a fireplace & adjoining maintenance-free deck. The main level includes a private office w/ French doors & built-in cabinetry, plus a second office or flex room. Upstairs, the spacious primary suite offers a double vanity, soaking tub, & tiled shower, along w/ convenient second-floor laundry. Two bedrooms share a Jack-and-Jill bath, the third bedroom features private baths. The finished walkout lower level includes family room, a wet bar, bedroom, full bath, & access to the backyard. Completing the home is an oversized 3-car. Overlooks Pioneer Pointe.

7616 Tumbledown Trl, Middleton

$1,445,000
5 Beds 5 Baths 2024433 MLS ACTIVE UNDER CONTRACT Status
Set on a beautiful 0.92-acre lot, this home offers timeless architecture, refined finishes, and thoughtful updates in one of the area’s most exclusive neighborhoods. The home features 5 bedrooms, walk-in closets, 4 full baths, and a main level powder room, with a finished lower level filled with natural light. Brazilian cherry floors, exquisite ceilings, custom millwork, and built-in bookshelves showcase the exceptional craftsmanship throughout. The library offers a gas fireplace, while the family room provides a welcoming gathering space that opens to the outdoors. The custom kitchen is appointed with Sub-Zero and Wolf appliances, including a four-burner gas stove with griddle, beverage refrigerator, maple and cherry cabinetry, a butler’s pantry, and reverse osmosis filtration. Outdoor living is enhanced by Trex decking added in 2026. Additional highlights include a 3-car garage, security system, central vacuum, new HVAC (2023), new water heater (2024), & new washer and dryer (2024).

4516 Nina Ln, Middleton

$1,499,900
5 Beds 5 Baths 2026869 MLS ACTIVE UNDER CONTRACT Status
Experience luxury living in Middleton’s coveted Summit Pass neighborhood, where breathtaking views, exceptional craftsmanship, and timeless elegance come together. The main level showcases a dramatic two-story great room with floor-to-ceiling windows, a striking fireplace, gourmet kitchen, wet bar, inviting outdoor entertaining space, and an expansive primary suite designed for comfort and privacy. Upstairs offers three spacious bedrooms, a flexible den, and two full baths. The finished lower level is an entertainer’s dream with a generous rec room, full bar, wine cellar, theater room, full bath, and fifth bedroom ideal for overnight guests. A stately home office, private fitness room, abundant storage, and oversized heated three-car garage complete this exceptional home at 4498 Nina Lane.

4498 Nina Ln, Middleton

$999,900
4 Beds 3 Baths 2026028 MLS ACTIVE Status
What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open kitchen w/pantry and lg island flows easily into the family room and sunny bfast nook, w/hardwood floors throughout. Guest bed + bath on main level w/primary suite + 2 beds/bath up. Glass railing overlooks the 2-story great room w/gas FP. Primary suite is a sanctuary of its own w/gas FP, oversized WIC, and bath w/shower and whirlpool tub. Solar panels, whole house fan, and updated mechanicals. Middleton schools w/low Town of Middleton taxes and nearly 2 acres of seclusion combine to create a package that rarely comes to market. If you’ve been waiting for something truly different, this is it.

8685 Airport Rd, Middleton

$458,500
3 Beds 4 Baths 2025984 MLS ACTIVE Status
Under construction; estimated completion 8/27/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request. END UNIT, INCLUDES FIREPLACE!

6834 Belle Fontaine Blvd, Middleton

$448,500
3 Beds 4 Baths 2025983 MLS ACTIVE Status
Under construction; estimated completion 8/27/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request.

6838 Belle Fontaine Blvd, Middleton

$458,500
3 Beds 4 Baths 2025982 MLS ACTIVE Status
Under construction; estimated completion 8/27/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request. END UNIT, INCLUDES FIREPLACE!

6842 Belle Fontaine Blvd, Middleton

$1,299,000
4 Beds 4 Baths 2025953 MLS ACTIVE Status
Welcome to this thoughtfully designed home at Belle Farm offering main level living with a private primary suite & an open concept kitchen, living, & dining area. The living space is light-filled & functional, with hardwood floors, wood-burning stove, & a well-appointed kitchen featuring Sub-Zero, Wolf & Cove appliances. Above the garage, a separately accessed 1 bed, 1 bath ADU provides flexibility for guests, extended stays, multigenerational living, a caregiver, or a home office. Lower level includes additional bedrooms & living space, offering separation & versatility. Built with resilience in mind, the home includes solar, geothermal HVAC, & is wired for EV charging. HOA covers lawn care & snow removal, making ownership low-maintenance & easy for travel.

4057 Morning Poem Pl, Middleton

$1,450,000
5 Beds 5 Baths 2023786 MLS ACTIVE Status
Nestled in the prestigious Blackhawk neighborhood and located in the highly sought-after Middleton School District, this former Parade of Homes residence showcases timeless elegance, exceptional craftsmanship, and high-end finishes throughout. A dramatic two-story foyer with a handcrafted curved staircase welcomes you into a light-filled interior featuring soaring cathedral ceilings, rich hardwood floors, arched doorways, and five fireplaces. The gourmet kitchen offers premium appliances, expansive prep space, a large island, and butler’s pantry leading to the formal dining room. Each bedroom features its own ensuite bath, while the main-level office offers flexibility as an additional bedroom. Floor-to-ceiling windows highlight the stunning living room, and the luxurious primary suite includes a private fireplace and spa-like bath. The walkout lower level features a theater room, recreation space, and fifth bedroom.

9715 Red Sky Dr, Middleton

$849,900
5 Beds 4 Baths 2025527 MLS ACTIVE UNDER CONTRACT Status
Experience luxury living in Middleton's highly sought-after Bishops Bay community! This stunning 5-bed home offers exceptional space, thoughtful design, & high-end finishes throughout. Hardwood floors welcome you into the open-concept main level featuring a flexible front sitting/dining space, inviting living room with gas fireplace, and a chef's kitchen complete with granite countertops, oversized island, mosaic tile backsplash, stainless steel appliances, pantry, and sunny dinette. Upstairs, 4 spacious bedrooms each boast walk-in closets, including the elegant primary w/ dual walk-in closets, double vanity, soaker tub, and tiled shower! Convenient upstairs laundry adds everyday ease. The finished walkout lower level is built for entertaining with a wet bar, theater room w/ tiered seating, projector and surround sound, electric fireplace, exercise rm, fifth bedroom, and full bath. Enjoy the trex deck & 3-car garage —all in one of Middleton's premier neighborhoods. See docs for more!

5023 Congressional Hl, Middleton

$645,000
3 Beds 4 Baths 2025413 MLS ACTIVE Status
Middleton School District gem!! Enjoy this Town of Middleton Stonebrook Estates 3-bedroom propertunity nestled on nearly .5 acre privacy setting next to a 5-acre park. Look no further if you are looking for room to roam with the 66-acre walking trails/land with opportunities for bike rides to Settlers Park overlooking the local prairie/savanna. The backyard is perfect to work on your 9-iron aim over your vegetable/flower gardens. Soak in nature as you relax on the deck or patio while you fire up the smoker for your favorite BBQ. The inside layout is ideal for quality time together with enough space to focus on your work/projects with privacy. The inviting cook’s kitchen has abundant counter space to cook together or meal prep for the week. Abundant storage not only in the kitchen but throughout the home. After a fun day in the neighborhood enjoy time to relax in the exposed lower level for games or a movie night. New roof, AC, furnace, appliances, deck.

8600 Ellington Way, Middleton

$599,900
4 Beds 3 Baths 2024641 MLS ACTIVE Status
Under construction; estimated completion 9/29/26. New floor plan! This open concept home designed is designed for modern living! Cook's kitchen includes quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features fireplace & walkout to patio. Flex room for office, playroom, etc and two-story central staircase. Primary bedroom suite includes walk-in closet & private bath with tile shower & dual sinks. Spacious main floor laundry includes 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! Plans & design selections available upon request.

6608 Redpoll Rd, Middleton

$1,500,000
3 Beds 3 Baths 2023900 MLS ACTIVE Status
Welcome to a home where style and design converge to create a truly curated luxury living experience. Privately positioned with sweeping views of Pheasant Branch Conservancy, this residence offers a sense of serenity that will leave you in awe. This thoughtfully updated 3-bedroom, 3-bath home maximizes every inch of its private setting, blending high-end finishes with effortless comfort throughout. From the moment you step inside, the intentional design and refined details are unmistakable, creating an immediate sense of sophistication and warmth. Three distinct outdoor living spaces—each offering exceptional privacy—invite you to fully embrace Wisconsin’s seasons, whether entertaining, relaxing, or simply taking in the natural surroundings. This home feels like a secluded retreat, yet remains just 20 minutes from Capitol Square. An extraordinary opportunity to own a one-of-a-kind property where luxury, privacy, and design come together seamlessly.

3702 Pheasant Branch Rd, Middleton

$2,699,000
6 Beds 6 Baths 2019981 MLS ACTIVE Status
Located in the Town of Middleton with low taxes, on a breathtaking, mature, wooded, and private 1.5-acre lot, this extraordinary custom residence offers the high-end finishes, craftsmanship, quality, artistry, and natural privacy today’s luxury buyers demand. Situated in the desirable Glacier End neighborhood, this one-of-a-kind home showcases real cherry hardwood floors, custom cherry cabinetry, and premium granite throughout. Luxury features include a 4-car garage, 6 bedrooms with en-suite baths, two primary suites, two gourmet kitchens, including a chef’s kitchen with commercial-grade appliances, two laundry rooms, a main-floor office, Pella windows with built-in blinds, central vac, intercom, surround sound, and a Decra Villa Tile roof. The walkout lower level offers a wet bar, steam room, exercise room, theater, fireplace, and access to a lush, tree-lined backyard. Middleton Schools!

3319 Saracen Way, Middleton

$714,371
3 Beds 3 Baths 2017869 MLS ACTIVE UNDER CONTRACT Status
Under construction; est completion 8/20/26. Welcome to Redtail Ridge-featuring Middleton schools. Open concept ranch with expansive vaulted great room with gas fireplace and built-in wood shelves. Cook’s kitchen with quartz countertops, granite sink, tile backsplash, stainless appliances, and walk-in pantry. Dining area opens to elevated Trex deck. Primary bedroom suite features large walk-in closet and spacious private bath with tile shower & dual sinks. Flex room with double doors for office, playroom, etc. Main floor laundry room with built-in wood cubbies. Full exposure basement is stubbed for bathroom for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! Photos are of a similar model. AO includes addition of service door in garage.

6678 Junco Dr, Middleton

$540,000
4 Beds 4 Baths 2017805 MLS ACTIVE UNDER CONTRACT Status
Monthly condo fee $190. Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Open kitchen & dining with quartz countertops, granite sink, slate appliances & walkout to 11x11' patio. Large great room with gas fireplace and main floor powder room & laundry room. Primary bedroom suite features walk-in closet & private bath with tile shower & dual sinks. 2-car garage with extra storage. 10yr builder's limited warranty & 15yr dry basement warranty included! Condo fee includes private road, driveway & sidewalk snow removal, lawn care, liability insurance, officer & director coverage, and third party manager. Interior photos are of a similar model. Plans & design selections available upon request.

4302 Goldeneye Gateway Dr, Middleton

$458,500
3 Beds 4 Baths 2017592 MLS ACTIVE Status
Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request. END UNIT, INCLUDES FIREPLACE!

6846 Belle Fontaine Blvd, 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.