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$849,900
5 Beds 4 Baths 2025527 MLS ACTIVE 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

$300,000
2 Beds 2 Baths 2025486 MLS 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 Dr Unit 5, Middleton

$249,500
2 Beds 2 Baths 2025482 MLS ACTIVE UNDER CONTRACT Status
Step into this bright and airy Middleton condo nestled in the desirable Rolling Hills neighborhood! Featuring beautiful wood flooring throughout, this inviting home offers a warm and seamless flow from room to room. Natural light pours into the living spaces, creating an open and welcoming atmosphere. Enjoy your morning coffee or unwind after a long day on the walkout patio, offering easy indoor-outdoor living. The home also includes an attached 2-car tandem garage, providing convenient parking and extra storage. Enjoy access to the community pool and common seating area, perfect for relaxing and making the most of sunny days. Backing up to more than 500 acres of the beautiful Pheasant Branch Conservancy and adjacent to the Bock Community Garden, this location offers exceptional access to nature, abundant wildlife, and stunning sunsets right outside your door. Conveniently located near everyday amenities while maintaining a peaceful community feel, this is easy, low-maintenance living!

5518 Century Ave Unit 2, 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

$689,900
4 Beds 3 Baths 2025288 MLS ACTIVE Status
Open House Aug 8, 11-1. This tucked-away custom end-unit condo in Crane’s Nest in Middleton offers thoughtful design and quality finishes. The bright great room features 10' ceilings, a fireplace, and access to the covered deck where you can enjoy cranes, robins, hummingbirds, and other wildlife. The spacious kitchen boasts abundant painted maple cabinetry, an oversized granite island, stainless steel appliances, and ¾" maple floors. Primary suite offers a coffered ceiling, tiled walk-in shower, double vanity, and walk-in closet. A flexible split-bedroom layout includes a second bedroom or office with an adjacent full bath. Mudroom with built-ins, sink, and coat closet. The exposed lower level features two additional bedrooms, a rec room with cozy fireplace, and ample storage. TSR coating on the porch and garage floor. Professionally maintained landscaping, in-ground sprinklers, & close to Graber Pond Conservancy, Pheasant Branch, shopping, & downtown Middleton. New Roof Coming '26!

7242 Lily Ln, Middleton

$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

$799,900
4 Beds 4 Baths 2024744 MLS ACTIVE Status
Stunning home located in the sought-after Bishops Bay, that combines the excellence of the Waunakee Schools with the conveniences and lifestyle of a Middleton location. Where luxury living meets exceptional community amenities. This home welcomes you from the moment you step inside with floor to ceiling windows, a kitchen that is both inviting and functional, offering a wolf range, new stainless steel appliances, and a large island great for everyday living and entertaining. With over 4,000 sq ft of pristine finished space, there is room for everyone. Enjoy the view of the golf course from the primary suite, along with an expansive custom closet, and luxurious walk in shower. Finished lower level includes rec space, full bath, and flex room. New roof prior to closing and a recently installed EV charger. HOA amenities include a fitness center, pool, pickleball courts, and membership options for the BB Country Club. Come enjoy all of the summer activities only minutes from home.

5019 Sawgrass Ter, 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! For floor plan & design selection information, please call or email agent.

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

$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

$1,225,000
4 Beds 4 Baths 2023237 MLS ACTIVE UNDER CONTRACT Status
This private estate sits on 1.6 acres with sweeping views & no HOA. The gourmet kitchen has Wolf range/double ovens, SubZero fridge, warming drawer, 4 beverage drawers, + a striking swirled black marble island. The main level incl a spacious living room w/fp, formal dining, office, sunroom + laundry/mudroom. The expansive primary offers a 2 room WIC + spa bath w/glass shower + tub. The walk out LL is an entertainer’s dream with a 2nd kitchen, wine cellar, enormous rec room, indoor basketball court, plus a sauna. Add'l highlights incl: commercial grade whole house generator, elevator to all 3 levels, smart home features, 5 car garage, loads of built-ins, SunSetter awning w/lighting. A rare combination of privacy, luxury, + unmatched amenities!

3576 Timber Ln, Middleton

$349,900
3 Beds 3 Baths 2021318 MLS ACTIVE Status
NEW furnace, NEW A/C, NEW Water Softener, NEW Water Heater, NEW dishwasher, NEW fridge, NEW washer & dryer! Beautifully maintained condo offering spacious living in a desirable Middleton location! Bright & inviting main level features an open-concept layout w/large living room, cozy gas fireplace & seamless flow into the dining area & updated kitchen complete w/stainless steel appliances, breakfast bar, & ample cabinet space. Private deck off dining area, perfect for relaxing or entertaining. Upper level includes generously sized bedrooms, including a spacious primary suite w/walk-in closet & private bath. 2nd bedroom on same level ALSO has en suite! 3rd bedroom could also be used as a home office, workout room, or additional living space. Convenient upper-level laundry, private attached 2-car garage, & additional storage space provide everyday functionality. Enjoy low-maintenance condo living close to parks, walking trails, shopping, dining, and everything Middleton has to offer!

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

$524,900
2 Beds 3 Baths 2021866 MLS ACTIVE Status
Whether you're looking to downsize, purchase your first home, or enjoy the Middleton Hills lifestyle, this thoughtfully designed two-bedroom home is your opportunity to own in one of the area's most sought-after neighborhoods. Tucked away on a quiet street, it offers charm, comfort, and low-maintenance living. Hardwood floors span the main level, leading to an updated kitchen with solid surface countertops and stainless steel appliances. The light-filled living and dining areas feature a wood-burning fireplace and opens to a three-season room. The entire upper level is a private primary suite with a spacious walk-in closet and ensuite bath. The exposed lower level includes a family room with luxury vinyl plank flooring, second bedroom, and full bath. Steps from Pheasant Branch Conservancy, parks, restaurants, and shopping. Motivated seller—don't miss this opportunity to call Middleton Hills home!

3505 Strawberry Loop, 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

$723,900
4 Beds 3 Baths 2023039 MLS ACTIVE Status
Under construction; estimated completion 9/24/26. Welcome to Redtail Ridge-featuring Middleton schools. Sprawling open concept ranch with 3-car garage. Cook’s kitchen with quartz countertops, ceramic tile backsplash, slate appliances, and walk-in pantry. Impressive vaulted great room includes gas fireplace with tile surround. Dining area opens screened porch! Expansive primary bedroom suite features a huge walk-in closet and spacious private bath with tile shower, dual sinks, and large linen closet. Main floor laundry room with built-in wood cubbies. Basement includes egress window and is stubbed for bathroom for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent. Photos are of a similar model.

4499 Thrasher St, Middleton

$344,500
3 Beds 2 Baths 2022731 MLS ACTIVE Status
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 Rd, Middleton

$215,000
2 Beds 2 Baths 2022646 MLS 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 Ave Unit 4, 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 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 smiliar model. Home completion in August.

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 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. Home completion in August.

6625 Junco Dr, Middleton

$634,900
4 Beds 3 Baths 2021478 MLS ACTIVE Status
Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you w/ 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. Home completion in July.

6665 Linnet Ln, Middleton

$799,000
3 Beds 4 Baths 2021477 MLS ACTIVE Status
Who says you cannot live beautifully in a smaller footprint? These cozy and light-filled standalone homes are a joy & a rarity... combining high quality, high functionality & attention to design. This home at Belle Farm serves as a peaceful antidote… an example that less can be more. Inspiring interiors, front porches & secluded side yards allow for both privacy & opportunities to connect. Solar panels and geothermal HVAC mean lower energy bills & more resilience in the face of power outages. This ready to build home on Lot 8 starts at $799,000 including lot price & features a metal roof, solid hardwood floors, Wolf range, Bosch refrigerator & dishwasher, EV-ready wiring & curated interiors. Belle Farm was founded on the idea that there is a different way. That the places we live can & should inspire us, connect us, help us be healthier in mind & body, & reduce our environmental impact.

4054 Serenbe St, Middleton

$618,900
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. Home completion in July.

6671 Linnet Ln, Middleton

$229,900
2 Beds 2 Baths 2020669 MLS ACTIVE Status
This 2-bed, 2-bath condo offers the perfect quiet park-like setting nestled near the Pheasant Branch Conservancy. This Garden style unit features plank flooring, a bright open concept with a private balcony overlooking the pool and gardens. The kitchen features natural wood cabinets, dedicated dining space as well as a smaller breakfast area. The primary suite includes an updated ensuite bath, walk-in closet and additional closet. The second bedroom has 2 closets, main full bath is updated with a tile tub surround and granite countertops, in-unit laundry and 1-car garage with storage unit. Enjoy the beautiful pool or take a walk on the trails or use the BBQ area. Enjoy this wonderful location to shops, and restaurants, Mendota County Park!

5522 Century Ave Unit 3, Middleton

$1,300,000
4 Beds 5 Baths 2020298 MLS ACTIVE Status
3971 Swoboda Rd blends timeless charm with modern comfort, featuring hardwood floors, expansive living areas, and a layout built for both everyday living and entertaining. This stunning 4-bedroom, 4.5-bath home offers a spacious 5,494 sq ft of beautifully designed living space. The large eat-in kitchen offers a center island, range hood, refrigerator, dishwasher, and abundant prep space. Cozy up by the fireplace in the inviting living room, or unwind in the luxurious primary suite with a private ensuite bath and separate shower. With generous bedroom sizes, multiple baths, and flexible living spaces throughout, this home offers the space, style, and function today’s buyers want. Property is tenant occupied through July. Photos have been enhanced using AI.

3971 Swoboda Rd, Middleton

$1,000,000
3 Beds 2 Baths 2019384 MLS ACTIVE Status
Two lots create a rare opportunity along a quiet channel with direct access to Lake Mendota, inviting a range of possibilities from thoughtful renovation to a ground-up custom build. The existing home sits between two buildable parcels, allowing for expanded outdoor space, future development, or a private lakeside retreat tailored to your vision. Spend mornings on the water boating or fishing, then return to a backyard dock, with a nearby boat launch adding everyday ease. The setting balances a sense of retreat with practical convenience, just off Century Avenue and minutes from local grocers, dining, and daily essentials. Downtown Madison is an easy 20-minute drive, making this an ideal blend of waterfront living and city access.

2809 Dewey Ct, 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.