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$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

$659,900
4 Beds 3 Baths 2025847 MLS ACTIVE Status
Move-in ready 8/25/26. This Everest 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.

7119 Johann Farm Rd, Middleton

$669,000
3 Beds 2 Baths 2025170 MLS ACTIVE Status
Price drop 6/23/26. Charming raised ranch in Woodside Heights enclave, just one block from Stricker's Pond, on tree-lined, quiet, well-kept and in-demand neighborhood with downtown Middleton and schools within walking distance. In-ground pool has new liner and heater (2023), slide & stone paved decking. New carpet & paint throughout. Extensive work on landscape. Expansive Great Room has tongue & groove wood vaulted ceiling with recessed lighting, elegant wood floor, gas fireplace and extensive wood shelving & cabinetry, open to bright kitchen with cooktop island and barstool (3 incl with sale) counter for in-kitchen dining and ceramic floor. Generous window views to fully fenced pool/backyard that makes for great entertaining space! AC(07), Roof/gutters (06), H2O Htr (13), Boiler (16), spray foam insulation in attic. New Bosch DW; disposal. Thermador electric cooktop, stainless wall microwave & oven pair. NOTE: Home also available for rent at $3900/mo.

1308 Shirley St, 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

$1,120,000
4 Beds 4 Baths 2024465 MLS ACTIVE Status
A light-filled, Frank Lloyd Wright-inspired home in desirable Middleton Hills, thoughtfully modernized with updates touching nearly every room. The spacious gourmet kitchen features a Viking range, newer appliances, and abundant workspace. A mudroom addition now connects the garage to the home, adding convenience to everyday living. The finished lower level includes a newly converted fourth bedroom with walk-in closet and adjacent bath. Upstairs, hardwood floors, ceiling fans, custom closet systems, and an expanded tiled primary shower enhance everyday comfort. Enjoy smart home conveniences including HomeKit-compatible locks and garage openers, video doorbells, a smart thermostat, and a Universal EV charger. Outside, a fenced yard, remodeled deck, and newly added paver parking pad create a private retreat for relaxing and entertaining.

3324 Glacier Ridge Rd, 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

$1,949,000
4 Beds 4 Baths 2024407 MLS ACTIVE Status
Imagine coming home to this stunning Twilight Tudor in one of the Madison area’s most desirable communities. With Brio Design Homes in Belle Farm, you get a lot Middleton’s newest development, a 3,625 sq ft concept home design personalized to your needs or custom designed from scratch, in-house interior design, sustainable construction and more. Brio combines design and construction under one roof so you can enjoy a seamless experience and results that truly reflect you. Belle Farm features preserved open space, net-zero construction, intentional connection, and future amenities including a coffee shop, yoga studio, and restaurant. Take advantage of this turn-key new home opportunity and enjoy stunning design and craftsmanship in a one-of-a-kind neighborhood.

7536 California Love Trl, Middleton

$347,719
3 Beds 3 Baths 2021318 MLS ACTIVE Status
$3k credit for closing costs or rate buy-down. Numerous updates; NEW furnace & A/C, water softener, water heater, dishwasher, refrigerator, and washer & dryer! Close in time for start of school! This well-cared-for condo offers spacious, low-maintenance living in a highly desirable Middleton location. The bright, open-concept main level is designed for both everyday living & entertaining, featuring a generous living room w/cozy gas fireplace, a dining area w/access to a private deck, & an updated kitchen; complete w/SS appliances, breakfast bar, & abundant cabinetry. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite w/a WIC & private bath. 2nd bedroom also boasts its own en suite bathroom, while the 3rd bedroom offers flexibility as a home office, fitness room, or addtl living space. Convenient upper-level laundry, a private attached 2-car garage. Ideally located near parks, walking trails, shopping, dining & more! Priced under assessed value.

719 Cricket Ln Unit 1, Middleton

$1,229,900
5 Beds 5 Baths 2023426 MLS ACTIVE Status
Spectacular pre-inspected Modern Queen Anne-Style Victorian Home custom built by Blue Line Designs on a 2A lot in the Town of Middleton. This beautifully finished home features maple, walnut, and acacia hardwood floors, tile, and LVP. It offers 5 bedrooms & two bonus rooms (one is a bedroom), multiple office areas, and generous living space. The expansive 18ft great room is perfect for entertaining, while the large kitchen boasts an island, double oven, gas cooktop, newer dishwasher, and abundant storage. The dining room includes a 9-ft butler’s pantry counter for additional serving & storage space. Custom wet bar in lower level. Step outside to a backyard oasis: a lighted basketball court, custom granite firepit, Trex rear deck with hot tub connection, raised-bed garden, and a yard for soccer, volleyball, or croquet. A serene koi pond with waterfall attracts wildlife daily. Also: Roof 2018, backup gen, heated 5-car garage, 2 laundry areas, Radon system, TDS Fiber, & dual sumps.

7527 Fallen Oak Dr, Middleton

$3,750,000
4 Beds 5 Baths 2023109 MLS ACTIVE Status
15+ breathtaking acres create one of the most impressive private estates in the Town of Middleton. Rolling countryside views, beautiful white fencing, and a true park-like setting surround this extraordinary equestrian property. Perched high above the estate, the custom-built home overlooks the entire property and offers hardwood floors, 3 fireplaces, 2 full kitchens, 2 laundry areas, and a walkout lower level with seamless access directly to the pool deck. Outside, enjoy a resort-style retreat with an inground pool, waterslide, overflowing hot tub, pool house, and outdoor shower. Equestrian center built for year-round use, the approximately 20,000 sq ft heated complex features indoor and outdoor riding arenas, oversized garage doors, multiple barns and outbuildings, automatic waterers, offices, kitchens, 2 septic systems, hay storage, five fenced pastures, a lower barn with walk-in/out animal access, and a private basketball court.

3440 Meadow 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

$335,000
2 Beds 2 Baths 2021933 MLS ACTIVE UNDER CONTRACT Status
Seller is offering a $3,500 closing cost credit! Move right into this beautifully updated 2-bedroom, 1.5-bath condo in the desirable Blackhawk neighborhood. This well-maintained home features an updated kitchen with modern appliances and finishes, a bright and inviting living area, and stylishly renovated bathrooms that create a fresh, contemporary feel throughout. Enjoy low-maintenance condo living with reasonable association dues, giving you more time to explore everything the area has to offer. Conveniently located near shopping, dining, parks, bike paths, and the scenic trails of Pheasant Branch Conservancy, with easy access to downtown Middleton, Madison's west side, and major commuter routes. Don't miss this opportunity to own a move-in-ready condo in a prime Middleton location (Blackhawk neighborhood). Schedule your showing today!

9368 Old Sauk Rd, Middleton

$624,900
3 Beds 3 Baths 2021484 MLS ACTIVE Status
Located in the highly sought-after Middleton School District, this stunning 3-bed, 2.5-bath home offers the perfect blend of comfort, space & functionality. Step in from the front porch into a warm & welcoming main level w/ spacious living area anchored by a charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area w/ room to gather. A versatile flex room on the main level provides endless possibilities for a formal dining, office, craft or play room. Upstairs, find a generous primary suite w/ cathedral ceilings, private ensuite bath w/ tiled shower & walk-in closet, plus 2 additional bedrooms and a full bath. An egress window in the lower level allows potential for a future finished basement. Enjoy peaceful suburban living in this Middleton gem! Photos of a similiar model. Move in ready!

6683 Linnet Ln, Middleton

$626,900
3 Beds 3 Baths 2021481 MLS ACTIVE Status
Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the large covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry & attached dining area with room to gather.. A generous primary suite w/ ensuite bath w/ tiled shower and walk-in closet, plus 2 additional bedrooms each with walk in closets, a full bath and conveniently located second floor laundry round out this thoughtfully laid out home plan. Plenty of space in the 3 car garage. An egress window in the lower level allows potential for a future finished basement. Don't miss out on this Middleton gem! Photos of similar model.

6625 Junco Dr, Middleton

$634,900
4 Beds 3 Baths 2021478 MLS ACTIVE UNDER CONTRACT Status
Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you from the covered front porch inviting you into an open living space where the bright sunny Great Room features a cozy fireplace & is open to a spacious Kitchen and dining area. The quartz counters & ample cabinetry make this kitchen a chef's dream. A Flex Room is located off the main living & provides a quiet area perfect for an office or formal dining. In the expansive upper level find 4 bedrooms including the impressive Primary Suite w/ cathedral ceiling, a large walk-in closet & luxurious bath w/ tile shower and bench. An additional flex room on the upper level offers endless possibilities. An egress window in the lower level allows for future potential finished basement. Plenty of room in the 3 car garage. Don't miss this Middleton gem! Photos of similar model. Move in ready!

6665 Linnet Ln, Middleton

$614,900
3 Beds 3 Baths 2021475 MLS ACTIVE Status
Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry & attached dining area with room to gather.. A generous primary suite w/ ensuite bath and walk-in closet, plus 2 additional bedrooms each with walk in closets, a full bath and conveniently located second floor laundry round out this thoughtfully laid out home plan. Plenty of space in the 3 car garage. An egress window in the lower level allows potential for a future finished basement. Don't miss out on this Middleton gem! Photos of similar model. Move in ready!

6671 Linnet Ln, 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 2017810 MLS ACTIVE UNDER CONTRACT Status
Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Open kitchen & dining area with quartz countertops, granite sink, slate appliances & walkout to private 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

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.