Refine Search
Map
Sort by
$449,900
4 Beds ⋅ 3 Baths ⋅ 2025358 MLS ⋅ ACTIVE UNDER CONTRACT Status
FIXER- UPPER, OPPORTUNITY TO PUT SWEAT EQUITY TO WORK FOR YOU! LOCATED IN ONE OF MIDDLETON'S CLASSIC, ESTABLISHED NEIGHBORHOODS. THE HOME OFFERS YOU: 4 BEDROOMS, 3 BATHS, A FAMILY ROOM WITH A FIREPLACE, A TWO-CAR GARAGE, A DECK OFF THE KITCHEN, AND A FULL MASTER BATH. LOCATED CLOSE TO ORCHID HEIGHT PARK/TENNIS COURTS/PLAYGROUND AND BASEBALL FIELD. PHEASANT BRANCH NATURE PRESERVE IS ADJACENT TO THE PARK. THREE BEDROOMS UP AND ONE BEDROOM IN THE EXPOSED LOWER LEVEL. SELLER IS OFFERING A $7,500 FLOORING ALLOWANCE FOR YOU. SWEET EQUITY ABOUNDS IN THIS PROPERTY.

3906 Rolling Hill Dr, Middleton
$1,150,000
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
$399,900
3 Beds ⋅ 2 Baths ⋅ 2024686 MLS ⋅ ACTIVE Status
Built in 1912, this Victorian has classic original hardwood floors, tall ceilings, plenty of natural light, built-ins, and the strong bones characteristic of turn-of-the-century architecture. Enjoy the spacious bathroom with claw-foot tub, 2 covered porches, and backyard that is a gardener's dream. Conveniently located near city parks, schools and easily walkable to Capital Brewery, shopping, and restaurants of downtown Middleton. Recent structural improvements will give you peace of mind that this home will last another hundred years. This house is part of an estate and is being sold in as-is condition.

1724 Parmenter St, Middleton
$1,175,000
2 Beds ⋅ 2 Baths ⋅ 2024463 MLS ⋅ ACTIVE UNDER CONTRACT Status
The perfect Lake Mendota getaway! Welcome to this gorgeous, stylish and easy to maintain LAKE MENDOTA home. With 50 feet of frontage, land mounted dock, expansive shaded yard w/pergola & patio, this is the best of lake living. Newer, quality craftsman-style home, huge windows for light and lake views, open floor plan, skylights, floor-to-ceiling gas fireplace, in-floor radiant heat on main level, efficient and chic kitchen w/quartz counters, stainless appliances and lovely center island. 2 bedrooms up and 2 full bathrooms. Generous garage w/extra storage. This is the perfect spot for gathering after boating, fishing and enjoying all that Middleton, Madison and Lake Mendota has to offer. Special spot for entertaining all year round. THIS IS THE BEST DEAL ON THE LAKE BY FAR!

2830 Tomahawk Ct, 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
$875,000
4 Beds ⋅ 4 Baths ⋅ 2024287 MLS ⋅ ACTIVE UNDER CONTRACT Status
GREAT LOCATION! Keewatin Trail sits in one of Dane County's higher-elevation residential areas, offering a country feel just minutes from Middleton and Madison's West Side. Timeless architecture on a mature wooded 1.4-acre lot near the end of a quiet dead-end road in the exclusive Nature's Cove subdivision within the highly rated Middleton-Cross Plains School District. This sanctuary-like property features a 4-bedroom, 3,700 sq ft home with a huge bonus room above the garage. Enjoy spectacular sunset views from the main living room with custom wood floors crafted from trees harvested from previously owned adjacent land. Spacious primary suite offers cathedral ceilings, floor-to-ceiling stonework, and peaceful nature views. Finished walk-out lower level includes private bedroom, half bath, family room with wood-burning fireplace, laundry/workshop area, root/wine cellar, and access to a newly rebuilt deck. Exceptional built-in storage throughout plus brand-new carpet. Showings begin 5/30

4105 Keewatin Trl, 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
$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
$344,500
3 Beds ⋅ 2 Baths ⋅ 2022729 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
$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
$1,190,000
5 Beds ⋅ 5 Baths ⋅ 2021591 MLS ⋅ ACTIVE Status
Showings start May 2nd. Available for the first time in 28 years. Rarely available in Applewood you'll love a solid Brick exterior with a shake roof on a private wooded lot in the Middleton School district just minutes from all west side amenities! 5 beds 4.5 bath 3 car w electric charger and a light filled two story sunroom make this the one. A quiet and peaceful respite from the city and close enough to enjoy everything Madison has to offer.

6993 Applewood Dr, 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
$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
$1,799,000
5 Beds ⋅ 5 Baths ⋅ 2017784 MLS ⋅ ACTIVE Status
A move-in ready home offering multi-generational and low-maintenance living at Belle Farm. The home showcases contemporary design and abundant natural light. The open concept main level features a private first floor primary suite, hardwood floors, a curved staircase, and a wood burning fireplace. Clean architectural lines and expansive windows create bright, inviting spaces throughout. Solar and geothermal systems support long term efficiency and durability. Upstairs bedrooms and a second level terrace provide additional space to unwind. A separately accessed 1 bed, 1 bath apartment above the garage adds rare flexibility for multigenerational living, guests, extended stays, a private studio, or work from home. HOA includes yard care and snow removal for travel friendly ownership. Option to finish the basement for additional 520 sq ft.

4043 Serenbe St, Middleton
$1,599,000
5 Beds ⋅ 6 Baths ⋅ 2017783 MLS ⋅ ACTIVE Status
Experience a rare combination of design, efficiency, and low-maintenance living in this move-in ready home at Belle Farm. The main level is anchored by a private first-floor primary suite and a seamless connection between kitchen, dining, and den, with hardwood floors, a wood-burning fireplace, and SubZero, Wolf, and Cove appliances. All bedrooms in the main home feature en suite baths, offering comfort and privacy throughout. Above the garage, a separately accessed 1 bed, 1 bath apartment provides uncommon flexibility for multigenerational living, guests, extended stays, or a private workspace. Solar, geothermal heating and cooling, and a metal roof are integrated from the start, prioritizing long-term efficiency and durability. HOA-managed landscaping and snow removal support a true lock-and-leave lifestyle. Option to finish the basement for an additional 520 sq ft.

4029 Serenbe St, Middleton
$1,425,000
4 Beds ⋅ 5 Baths ⋅ 2017387 MLS ⋅ ACTIVE Status
RECENTLY UPDATED RED BIRCH FLOORS, NEW ROOF, DECK RAILINGS & MORE! Timeless architecture meets modern sophistication in sought-after Middleton Hills. This exceptional 4+ bedroom, 4.5 bath home offers over 4,600 sq ft across three expansive levels, featuring two spacious primary suites with walk-in closets. The premium open-concept kitchen features high-end appliances and flows seamlessly into inviting living and entertaining spaces. The light-filled lower level includes a theater, fireplace, kitchenette, and guest suite. Two offices provide ideal work-from-home flexibility. Enjoy prized green space on two sides, and a screened porch and patio for outdoor living. Luxury bath features include a heated floor, a wall-mounted toilet, walk-in showers, jet tubs, plus laundry on two levels. EV-ready 3+car side-entry garage. Walk to schools, parks, trails, groceries and shops.

6833 Phil Lewis Way, Middleton
$589,900
3 Beds ⋅ 3 Baths ⋅ 2016454 MLS ⋅ ACTIVE Status
This Emerald home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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.

7135 Johann Farm Rd, Middleton
$480,000
3 Beds ⋅ 3 Baths ⋅ 2013959 MLS ⋅ ACTIVE Status
Beautiful ranch home in a quiet neighborhood in the highly desirable Middleton School District. Great location just a short walk from Lake Mendota, local parks, and Pheasant Branch Trails. Conveniently located near restaurants, local shopping, and athletic club. Main level features kitchen with breakfast bar and pantry, a spacious great room with pass-through to kitchen and dinette. Basement level includes rec room, bedroom with electric fireplace and spacious walk-in closet, additional bathroom, and a fully exposed walk-out. Spacious deck and screen porch with built-in speakers that open out to a private fenced backyard complete the package. New roof as of March 2025. No HOA. Seller may be willing to leave some personal property. Buyer to verify dimensions if important.

2914 Hambrecht Rd, 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.