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$659,900
4 Beds 2.5 Baths 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 Road, Middleton

Listing courtesy of Stark Company, REALTORS.

$639,900
4 Beds 2 Baths ACTIVE Status
Exceptional opportunity in sought-after Woodside Heights! Charming mid-century modern raised ranch just 1 blk fr Stricker's Pond, on quiet, tree-lined street walking distance to dwntn Middleton & schools. Spacious Great Room flows into Sun Room with dramatic tongue & groove vaulted wood ceiling, recessed lighting, hardwood floors, gas fireplace & extensive built-in wood shelving & cabinetry. Open kitchen w/cooktop island & casual dining counter connects easily to the living areas & overlooks pool & backyard. Generous windows bring the outdoors in. Extensive recent landscaping has transformed the fully fenced backyard, creating significantly more open, usable lawn & recreation space. In-ground pool with newer liner & heater (2023), slide, & stone-paved decking creates a private retreat for entertaining, relaxing & summer fun into the fall. Fresh paint & new cpt throughout. Generous living space, mid-century character, a fabulous backyard and pool?all in a location that's hard to beat!

1308 Shirley Street, Middleton

Listing courtesy of Shore Bluff Realty.

$1,450,000
5 Beds 4.5 Baths 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 Drive, Middleton

Listing courtesy of Bunbury & Assoc, REALTORS.

$290,000
2 Beds 2 Baths ACTIVE Status
Middleton schools! This beautifully updated 2-bedroom, 2-bath condo features two recently remodeled bathrooms and a spacious, open layout. The large living room with a gas fireplace opens to a private patio, creating the perfect space to relax or entertain. The generously sized kitchen and dining room offer plenty of room for gatherings. Additional highlights include private in-unit laundry, a heated underground parking space and a dedicated storage area. The monthly condo fee covers internet/Wi-Fi, basic cable, hot water and water/sewer for added convenience and value. Enjoy an exceptional array of community amenities, including an outdoor pool, clubhouse, tennis courts and a scenic conservancy with walking paths. Central air is currently being replaced, providing added peace of mind for the next owner. Don't miss your chance to enjoy low-maintenance living with outstanding amenities in a desirable Harbor Village location!

3108 Creek View Drive Unit 5, Middleton

Listing courtesy of Pinnacle Real Estate Group LLC.

$1,120,000
4 Beds 3.5 Baths ACTIVE Status
A light-filled, Frank Lloyd Wright-inspired home in desirable Middleton Hills, recently modernized throughout. The spacious gourmet kitchen features a Viking range, newer appliances and abundant island workspace. The finished lower level includes a newly converted fourth bedroom with walk-in closet and adjacent bath. A fully new mudroom addition seamlessly connects previously detached garage. Upstairs renovations include new hardwood floors, stairway carpets, ceiling fans, custom closet systems, and an expanded tiled primary shower. New smart home conveniences include HomeKit-compatible locks and garage openers, video doorbells, a smart thermostat, and a Universal Level 2 EV charger. Outside, a newly fenced yard, completely new deck, new gutter guards and an added paver parking pad create a private retreat for relaxing and entertaining.

3324 Glacier Ridge Road, Middleton

Listing courtesy of Accord Realty.

$599,900
4 Beds 2.5 Baths 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 Road, Middleton

Listing courtesy of Encore Real Estate Services, I.

$1,949,000
4 Beds 3.5 Baths 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 Trail, Middleton

Listing courtesy of Compass Real Estate Wisconsin.

$1,500,000
3 Beds 3 Baths 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 Road, Middleton

Listing courtesy of Compass Real Estate Wisconsin.

$215,000
2 Beds 1.5 Baths ACTIVE Status
Recent Price Reduction! Enjoy affordable, low-maintenance living just minutes from Lake Mendota, parks, beaches, the bus line, UW?Madison, and downtown Madison. This updated multi-level condo features vinyl wood plank flooring, a refreshed full bath, and a functional layout with lower-level bedrooms for added privacy. Multiple patio doors flood the home with natural light while overlooking mature oak trees, peaceful green space, and a tranquil courtyard setting with refreshing lake breezes. Outdoor patio access from both levels provides plenty of space to relax or entertain. Underground parking, private storage, shared laundry, and the opportunity to add in-unit laundry offer added convenience. HEAT, WATER, trash, and snow removal are included in the condo fees. Pets allowed with some restrictions.

6239 Charing Cross Lane Unit B-2, Middleton

Listing courtesy of First Weber Inc.

$1,199,900
5 Beds 4.5 Baths 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 Drive, Middleton

Listing courtesy of Midtown Realty.

$3,750,000
4 Beds 4.5 Baths 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 Road, Middleton

Listing courtesy of First Weber Inc.

$215,000
2 Beds 2 Baths ACTIVE Status
Conveniently located in Middleton?s desirable Rolling Hills Condo Association, this bright & welcoming 2-bed, 2-bath condo offers a true escape from the daily grind. Sunlight streams into the spacious open-concept living area, which opens onto a private balcony overlooking rolling green lawns, mature trees, & the community pool. The well-designed galley kitchen provides ample cabinetry, counter space & room for friends & family to gather while you cook. The primary suite features a private ensuite bath, generous walk-in closet & peaceful views. A second bedroom, additional full bath, in-unit laundry & 2-car tandem garage complete the thoughtful layout. Residents enjoy exclusive access to the sparkling pool, scenic walking trails, BBQ & picnic areas & the serene surroundings of the Rolling Hills community. Ready to move in & enjoy effortless living & a strong sense of community in one of Middleton?s most convenient associations.

5548 Century Avenue Unit 4, Middleton

Listing courtesy of MHB Real Estate.

$2,699,000
6 Beds 5.5 Baths 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

Listing courtesy of Bunbury & Assoc, REALTORS.

$624,900
3 Beds 2.5 Baths 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 Lane, Middleton

Listing courtesy of Tim O'Brien Homes LLC.

$626,900
3 Beds 2.5 Baths 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 Drive, Middleton

Listing courtesy of Tim O'Brien Homes LLC.

$614,900
3 Beds 2.5 Baths 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 Lane, Middleton

Listing courtesy of Tim O'Brien Homes LLC.

$195,000
2 Beds 1 Baths ACTIVE Status
Welcome to this beautifully updated 2-bedroom, 1-bath condo in an unbeatable Middleton location. The refreshed kitchen features quartz countertops, white cabinetry and stainless steel appliances, flowing seamlessly into a bright and comfortable living space. Enjoy a quiet, private setting from your balcony that feels like you?re nestled in the trees, perfect for morning coffee or evening unwinding. Ideally located directly across the street from Marshall Park on the shores of Lake Mendota, offering easy access to trails, green space and waterfront activities. Additional highlights include a private 1-car garage, ample surface parking for residents and guests and a dedicated storage unit. HOA dues cover heat and hot water, adding convenience and value to this exceptional opportunity.

2140 Allen Boulevard Unit 3, Middleton

Listing courtesy of Pinnacle Real Estate Group LLC.

$57,860
ACTIVE Status
Strategic Office Opportunity in Middleton! Discover a premier professional environment at 1424 N High Point Rd, perfectly situated to elevate your business in the thriving Greater Madison market. This modern office suite offers 2,893 SF of versatile workspace designed to accommodate a variety of operational needs.The floor plan is intentionally designed for adaptability, featuring flexible layouts with the potential to divide larger spaces for a customized fit. The interior is fully equipped for a modern team, boasting: Private Office Suites: 8 Private Individual Offices to accommodate the whole team. Collaborative Bullpen: An open-concept area perfect for team synergy and productivity. Executive Amenities: A dedicated kitchen area and a generous conference room for high-level meetings and presentations. On-Site Features: Private bathrooms inclusive of a shower, ideal for those who bike to work or need a mid-day refresh. This location offers exceptional value at a lease rate of $20.00

1424 N High Point Road Unit 1424, Middleton

Listing courtesy of RE/MAX Preferred.

$2,100,000
ACTIVE Status
Prime Beltline visibility! This 1.52 acre site is perfectly positioned for maximum exposure with 187,000 vehicles per day and surrounded by a good mix of local and national retail and service businesses. Existing building is serviceable for an incoming business - or could be removed to make room for a new concept. Located in an island of the Town of Middleton, the site is currently served by well water. This island is slated to be incorporated into the City of Madison in the future and the option exists to attach to municipal water ahead of schedule. Billboard is on an easement and is not a part of this sale. 2022 Phase II and DNR No Action Required letter are on file. All dimensions are approximate - buyer to verify.

6530 Seybold Road, Middleton

Listing courtesy of Acres Realty.

$1,150,000
5 Beds 4 Baths ACTIVE Status
Discover timeless Mid-Century Modern ranch living in the heart of Middleton. This nearly 3,500 sqft home offers exceptional space & a premier location just one block from the conservancy. This unique 5BR/4BA residence is designed for flexible living. Occupy the spacious 4BR main level while generating income from the private-entry MIL suite w/ indoor parking. A separate LL apartment with its own entrance provides add'l privacy, ideal for multigenerational living or rental. Inside, vaulted timber ceilings, pine floors & expansive windows create a bright, light-filled interior. A stunning stone fireplace anchors the main living area, with a 2nd fireplace in the LL. Located near top-rated schools, parks & 2 blocks from the bus line, this home perfectly blends comfort, flexibility & location.

6644 Columbus Drive, Middleton

Listing courtesy of Mahler Sotheby's International Realty.

$179,900
2 Beds 1 Baths ACTIVE Status
This 2-bedroom condo offers a recently updated kitchen, comfortable living spaces, and a fantastic location just minutes from Madison. This condo is conveniently located across from Marshall Park! A bus stop right outside the building to take you directly into downtown Madison. Inside, you will find a bright and functional layout designed for everyday ease. Additional highlights include a private 1-car garage, ample surface parking, a separate storage unit, and a balcony overlooking the peaceful wooded green space. New roof installed in 2026. The condo HOA includes heat, water, sewer, and snow and garbage removal. A convenient card/coin-operated laundry machine is located in the basement. Well-located, affordable, and move-in ready.

2142 Allen Boulevard Unit 4, Middleton

Listing courtesy of Homecoin.com.

$469,480
3 Beds 2.5 Baths ACTIVE Status
Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Kitchen features granite countertops & sink, large island, tile backsplash, stainless appliances & pantry. Primary bedroom suite features walk-in closet & private bath with tile shower & dual sinks. Main floor laundry & powder room. Built-in wood cubbies in rear foyer. 2-car attached garage w/ 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. Radon mitigation system is passive. Interior staged photos are of a similar model.

4303 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$471,323
3 Beds 2.5 Baths ACTIVE Status
Monthly condo fee $190. Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Kitchen includes quartz countertops, granite sink, stainless appliances & pantry. Primary bedroom features walk-in closet & private bath with tile shower & dual sinks. Main floor laundry & powder rooms. Built-in wood cubbies in rear foyer. 2-car attached 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. Radon mitigation system is passive. Staged interior photos are of a similar model.

4317 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.