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$249,000
2 Beds 1 Baths
Conveniently located near shopping, restaurants, and the bus line, this beautifully updated end-unit condo offers comfort, convenience, and investment potential. Featuring 2 bedrooms, 1 full bath, an open layout, in-unit washer and dryer, and a spacious private balcony, this home is move-in ready. Enjoy the convenience of heated underground parking with one assigned space, elevator access, and secure building amenities. Currently operating as a successful short-term rental, this property offers rental income potential through the remainder of the year. The established short-term rental business and all furnishings are available for purchase separately, providing a turnkey investment opportunity or a fully furnished personal retreat. Don't miss this versatile property in an exceptional location!

2051 Allen Boulevard Unit 201, Middleton

Listing courtesy of Badger Realty Team.

$250,000
1 Beds 1 Baths
OPEN SEPT 9/5 11:00-1:00! LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! EXCELLENT MIDDLETON LOCATION! This condo project has prime frontage on the Lake & possibilities for a boat slip! Rare opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line w/ quick access to UW & Madison hospitals! Walk in & be greeted by a beautiful great rm w/ high vaulted ceiling &modern LVP flooring that extends into the spacious dinette &the updated kitchen w/granite countertops &stainless-steel applcs! King size Master w/walk-in closet. Completely updated bath! Enjoy the large deck overlooking the relaxing outdoor pool! Don't forget to bring your kayak, paddle boards &canoe! Keep them right on the level lake frontage &enjoy lake life & carefree living at its best! Sit around the fire pit & take in the breathtaking lake views &Madison Skyline! Call for details on the pier & boat slips! Underground Parking spot 44, Storage unit 14

2809 Century Harbor Road Unit 3, Middleton

Listing courtesy of RE/MAX Preferred.

$1,249,000
Under construction, estimated completion mid July 2026. Welcome to this thoughtfully designed home at Belle Farm offering main level living with a private primary suite and an open concept kitchen, living, and dining area. The living space is light-filled & functional, with hardwood floors, wood-burning stove, and a well-appointed kitchen featuring Sub-Zero, Wolf and Cove appliances. Above the garage, a separately accessed 1 bed, 1 bath apartment space provides flexibility for a caregiver, guests, extended stays, multigenerational living, or a home office. Lower level includes additional bedrooms & living space, offering separation and versatility. Built with resilience in mind, the home includes solar, geothermal HVAC, and is wired for EV charging. HOA covers lawn care and snow removal, making ownership low-maintenance and easy for travel.

4057 Morning Poem Place, Middleton

Listing courtesy of Sprinkman Real Estate.

$999,900
4 Beds 3 Baths
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 Road, Middleton

Listing courtesy of Mode Realty Network.

$550,000
3 Beds 2.5 Baths
Want Waunakee schools but also something a bit closer to west Madison/Middleton? This sweet cul-de-sac is on the outskirts of Northlake neighborhood. Super short walk Orchid Heights park and to Pheasant Branch Conservancy, with miles of walking paths - a true respite from daily life. This floor plan has some really great features, including a giant mudroom with powder room (not shared with the laundry!), flex space at the top of the stair (office, crafting, reading nook?), a covered patio and 3 car garage. Two adjacent outlots give some nice elbow room between the neighbors behind. Unfinished lower level is loaded with potential for more finished space, with high/flush ceiling and rough-in for a full bath. Just 3 years old and looks brand new.

5344 Magdalene Court, Middleton

Listing courtesy of Jenny Swain and Associates.

$448,500
3 Beds 3.5 Baths
Move-in ready! 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 Boulevard, Middleton

Listing courtesy of Encore Real Estate Services, I.

$458,500
3 Beds 3.5 Baths
Move-in ready! 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 Boulevard, Middleton

Listing courtesy of Encore Real Estate Services, I.

$458,500
3 Beds 3.5 Baths
Move-in ready! 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 Boulevard, Middleton

Listing courtesy of Encore Real Estate Services, I.

$1,249,000
4 Beds 3.5 Baths
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 Place, Middleton

Listing courtesy of Sprinkman Real Estate.

$659,900
4 Beds 2.5 Baths
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
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
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.

$485,000
3 Beds 1.5 Baths
Seller will consider backup offers! Move right into this charming 1.5-story Cape Cod in Middleton! Property features 3 bedrooms & 2.5 baths across 2,135 sq. ft & offers a functional layout w/a main-floor primary bedroom, en-suite bathroom, 1st-floor laundry, spacious living room, & generous storage throughout. Upstairs, you'll find 2 large bedrooms w/abundant closet space. A bright & airy 15? x 11? three-season screened porch overlooks backyard, creating an inviting space to relax, unwind, or entertain. Home has a walk-out LL w/a rec rm, bathroom, & future flex rm or 4th bedroom. Recent updates incl: new stainless appliances, flooring, furnace, AC, Roof, Basement Carpet & Paint which will ease the move-in process. A deep, detached 1 car garage, large storage shed, fenced backyard w/mature pine trees, & 1/4 acre corner lot to further enhance this home?s comfort, convenience & value. Located in the highly desirable Middleton Schools, walking distance to parks & Downtown Middleton!

7240 Maywood Avenue, Middleton

Listing courtesy of Bunbury & Assoc, REALTORS.

$290,000
2 Beds 2 Baths
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
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
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
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
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
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
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
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.

$339,000
3 Beds 1.5 Baths
You will truly love this 3bed/1.5bath half-duplex townhouse-style condo on the north side of Middleton! 1-car attached garage. Large closet in the primary bedroom! Covered patio as well as new additional patio with built-in firepit and pathway to front of house. Large side-yard! So so close to Pheasant Branch Conservancy! Pheasant Branch has 682 acres with many trails in woods, hills and wetland. 5 blocks away from public Mendota Park boat launch! Over $50,000 of updates by current owners towards the roof (2020), siding (2022), new main level and LL flooring (2019), patio (2024), and driveway (2023). Close to CTY M/Airport road and CTY Q for an easy commute to Waunakee, Madison's north side, or the far west side of Middleton via the beltline. No condo fees, No HOA fees.

3501 Valley Ridge Road, Middleton

Listing courtesy of Four Lake Real Estate, LLC.

$339,000
3 Beds 1.5 Baths
You will truly love this 3bed/1.5bath half-duplex townhouse-style condo on the north side of Middleton! 1-car attached garage. Large closet in the primary bedroom! Covered patio as well as new additional patio with built-in firepit and pathway to front of house. Large side-yard! So so close to Pheasant Branch Conservancy! Pheasant Branch has 682 acres with many trails in woods, hills and wetland. 5 blocks away from public Mendota Park boat launch! Over $50,000 of updates by current owners towards the roof (2020), siding (2022), new main level and LL flooring (2019), patio (2024), and driveway (2023). Close to CTY M/Airport road and CTY Q for an easy commute to Waunakee, Madison's north side, or the far west side of Middleton via the beltline. No condo fees, No HOA fees.

3501 Valley Ridge Road, Middleton

Listing courtesy of Four Lake Real Estate, LLC.

$215,000
2 Beds 2 Baths
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.

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