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6410 South Ave, Middleton
$620,000
3 Beds ⋅ 2 Baths ⋅ 2035212 MLS ⋅ ACTIVE UNDER CONTRACT Status
Mid-century ranch home with original charm as well as tasteful updates. Hardwood floors in main living areas, gas fireplace in living room and in newly finished lower level with family room, wet bar, exercise or play area, 2 large unfinished areas, 2 egress windows. Gourmet kitchen with many custom features, double oven, large range top and hood, microwave. Laundry and dog wash area off kitchen. Bright dining area leads to large den/study with cork floors and built ins for your at home work/library. Both baths updated with a jet tub in main bath. 3 bright bedrooms finish off the main level. Large, level fenced yard, shed and stamped concrete patio. Close to downtown shopping, dining, library and across from a city park. Easy drive/bike to UW and Hilldale Mall.

6410 South Ave, Middleton
6713 Gaylord Nelson Rd, Middleton
$849,900
4 Beds ⋅ 4 Baths ⋅ 2035088 MLS ⋅ ACTIVE Status
Presenting the perfect home in Middleton Hills. 4-bedrooms, 3.5 baths, open floorplan, formal and informal dining, fabulous kitchen, office area, family room, craft room, and expansive 3-car garage with no steps into the house! The original owners relocated and everything was updated – stunning refinished hickory floors throughout main level; all carpeting replaced; every inch repainted inside; new stove and dishwasher; outside repainted; new roof; landscaping; includes an Ultimate UHP Home Warranty. All you need to do is move in. Access to the Pheasant Branch Conservancy is one block away. A grocery store, restaurants, and retail are all at the entry of the Middleton Hills neighborhood. Don’t wait to seize this opportunity to own this fabulous property at an exceptional value!

6713 Gaylord Nelson Rd, Middleton
7842 Big Timber Trl, Middleton
$939,000
4 Beds ⋅ 4 Baths ⋅ 2034964 MLS ⋅ ACTIVE Status
Custom home in a beautiful setting, Enchanted Valley Estates and Middleton-Cross Plains schools. Live with the convenience of a subdivision on a cul-de-sac but in privacy of the nature. More than 4,000 sq ft provides not only personal space, whether it need be for work or play, but warm gathering areas to share life. Newly refinished floors in kitchen and entry. Formal dining room with bar. Great room with gas fireplace, parquet floors and picture window views across the pool to the valley. Additional Great Room with wood-burning fireplace and windows overlooking the forest. Hot Tub room with fireplace. Built in cabinets throughout the home. Multiple decks. Walk-out lower level to pool in-ground pool. House and decks are newly painted. 4.5 car garage. Lower bedroom is equipped as an efficiency if desired as such. Acreage and Tax information is for both parcels 0708-062-0067-7 and 0708-062-0850-8. Buyer to verify s.f. and room dimensions if important. No sign on property.

7842 Big Timber Trl, Middleton
4029 Serenbe St, Middleton
$1,499,000
5 Beds ⋅ 6 Baths ⋅ 2034688 MLS ⋅ ACTIVE Status
Experience this elevated, move-in ready home in Middleton. The main level is anchored by two first-floor bedroom suites 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 unique flexibility for multigenerational living, guests, extended stays, or a private workspace. Solar, geothermal heating and cooling, and a metal roof offer long-term energy efficiency and resiliency. HOA-managed landscaping and snow removal support a true lock-and-leave lifestyle.

4029 Serenbe St, Middleton
6817 South Ave, Middleton
$599,900
2 Beds ⋅ 2 Baths ⋅ 2034624 MLS ⋅ ACTIVE Status
Don't miss out on the opportunity to be the third-ever owner of this beautiful Middleton gem. This beautiful, easy-to-show, lannon-stone home features rich original hardwood floors, with pristine trim, built-in cabinetry, updated kitchen, and room to grow both up and down. Large living room with gas fireplace, two spacious bedrooms with plenty of closet space combine charm and comfort. Large kitchen and separate dining area. The location is unbeatable - situated on a quiet street within walking distance of parks, schools, Middleton Public Library and Downtown Middleton. It's truly a must-see. This home has "great bones" and features an unfinished, walk-up attic and unfinished basement which provide room for expanded living area. All this home needs is your cosmetic touches. Stackable washer and dryer on the main level are included in the sale. Please exclude washer and dryer in basement level. Sellers have not used fireplace. Listing agents are related to Sellers.

6817 South Ave, Middleton
3861 Bay Laurel Ln, Middleton
$979,900
5 Beds ⋅ 5 Baths ⋅ 2032270 MLS ⋅ ACTIVE UNDER CONTRACT Status
SPRUCE HOLLOW - This 5 bedroom, 4.5 bath two story home on a 3/4 acre lot is exceptional! BRAND NEW ROOF in August, 2026. Fresh interior and exterior paint in September, 2026. The homes open floor plan features engineered hardwood flooring, a GR w/built-ins & gas fireplace. Kitchen features a huge quartz island w/ breakfast bar, subway tile backsplash & SS appliances. Four sizable bedrooms upstairs including a primary with WIC, double sinks & large bathroom. Main level office with french doors (perfect for working from home) & a finished basement with 5th bedroom, full bath, exercise room & playroom! Enjoy mornings and evenings on the deck or enclosed screen porch! 3 car garage! Middleton Schools... Enjoy Spruce Hollow Park less than 500 yards away! Multiple nearby walking trails and ponds to enhance daily activities. 10 minutes from Epic's campus and 18 minutes to UW Hospital. UHP Ultimate Home Warranty Included. Town of Middleton taxes! This one will not last long!

3861 Bay Laurel Ln, Middleton
2809 Century Harbor Rd Unit 3, Middleton
$239,900
1 Beds ⋅ 1 Baths ⋅ 2034363 MLS ⋅ ACTIVE Status
OPEN HOUSE SUNDAY 10/11 12pm-2pm! 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 Rd Unit 3, Middleton
7777 Elmwood Ave Unit 208, Middleton
$499,900
1 Beds ⋅ 2 Baths ⋅ 2033283 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings begin on 10/04/26. Authentic industrial loft living in the heart of downtown Middleton! Located in a historic all-brick warehouse converted to condos, this south-facing 1BR. 1.5BA loft is filled with character: original exposed brick, soaring ceilings, oversized windows, industrial metal trusses & exposed ductwork. Polished concrete floors anchor the main level, while warm wood floors lead to the open loft bedroom above. Updated kitchen features stainless appliances, large island & modern finishes; both baths have also been beautifully updated. Primary bath includes a bidet & hidden refuse bin. Gas fireplace, remote-controlled blinds & balcony overlooking the park-like grounds. Leave the car parked! Walk to 3 coffee shops, 10+ restaurants, grocery, post office, gyms, salons, parks, Tuesday Farmers' Market & Capital Brewery—where you can even enjoy live music from your balcony. Historic character + modern updates + an unbeatable downtown Middleton lifestyle.

7777 Elmwood Ave Unit 208, Middleton
4428 Blackwolf Run, Middleton
$799,900
4 Beds ⋅ 3 Baths ⋅ 2032841 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this GORGEOUS CRAFTED RANCH HOME in sought-after Bishops Bay. This home has 4 bedrooms, 3 baths, 2.5 car garage & 1st Floor Laundry! The heart of the home has an open-concept with STUNNING UPDATED Kitchen with a large work island, quartz countertops, under cabinet lighting & champagne hardware! Gather in the great room, accented by coffered ceilings, custom built-ins & a stone gas fireplace. Screen porch overlooking private backyard & patio! Large primary suite w/private full bath that has dual sinks, heated floors, a walk-in tiled shower, soaking tub & large walk-in closet w/organizers! A second bedroom sits just off a full bath & has a walk-in closet. In your finished lower level enjoy a family room w/exposed windows & walkout to backyard, two more bedrooms & a large shared bath + tons of storage! Close to parks, grocery stores & Golf Course! — HOA covers pool, fitness & community room access, all near a renowned golf club. New Roof-2026! New Water Softener 2026!

4428 Blackwolf Run, Middleton
3120 Creek View Dr Unit 1, Middleton
$250,000
1 Beds ⋅ 2 Baths ⋅ 2031821 MLS ⋅ ACTIVE Status
Neat, clean, updated floors and windows, move-in ready, ranch-style condo. Floor-to-ceiling west-facing windows and doors bring in wonderful natural light and overlook the beautiful Harbor Village grounds and nearby Pheasant Branch Conservancy. In-unit washer and dryer, fireplace, and den or study off the living room. Underground parking, basement storage, basic cable, pool, tennis courts, and cabana add to the convenience. Pets permitted, subject to association rules.

3120 Creek View Dr Unit 1, Middleton
5413 Jonquil Ct, Middleton
$535,000
3 Beds ⋅ 3 Baths ⋅ 2031731 MLS ⋅ ACTIVE Status
Don’t miss this home with stylish updates in an ideal location just minutes from Orchid Heights Park, Pheasant Branch, downtown Middleton, and Lake Mendota. Inside, the sun-filled living room with a fireplace and the lofted second floor create a bright, welcoming feel. New hardwood floors on the main level add warmth and character, and the spacious kitchen offers tons of storage and new stainless steel appliances. The family room has a relaxed, cozy feel and opens onto a patio. A main-level laundry room and mudroom off the garage make everyday life a little easier. Upstairs are two bedrooms and a full bath. Plus, a primary suite with a private full bath. Out back, the deck is ready for morning coffee, outdoor meals, or hanging out with guests. The lower level has a finished flex room and more space to expand. A fun, functional home with personality, thoughtful updates, and an unbeatable Middleton location. See the virtual tour!

5413 Jonquil Ct, Middleton
6715 S Chickahauk Trl, Middleton
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 2031010 MLS ⋅ ACTIVE Status
SELLER-PAID RATE BUYDOWN AVAILABLE! Make this refined, thoughtfully designed home yours! Back on the market with: a NEW roof, NEW patio doors, and NEW balcony door. Open gathering spaces & private retreats are perfectly balanced in this 5 bedroom 4.5 bath home. The main level flows effortlessly: a light-filled living room with soaring ceilings & gas fireplace, dining room, expansive chef’s kitchen, and outdoor patio. The private primary suite offers a spa-like bath & garden access, while a 2nd en-suite bedroom adds flexibility. Upstairs, 2 bedrooms share a bath, & share a charming balcony with countryside views. The lower level features a 2nd living area or theater, wet bar, full bath, & 5th bedroom—ideal for guests or extended stays. Low-maintenance lot near Pheasant Branch Conservancy.

6715 S Chickahauk Trl, Middleton
1619 Elderwood Cir, Middleton
$800,000
4 Beds ⋅ 3 Baths ⋅ 2029034 MLS ⋅ ACTIVE UNDER CONTRACT Status
Timeless Style, Exceptional Space, Endless Possibilities! Set on a quiet cul-de-sac, this single-family house offers the space and features that make home feel special. This classic two-story Colonial boasts 4 bedrooms, 2.5 bathrooms and an impressive 3,168 sq. ft. The kitchen is ready for everything from weeknight dinners to holiday gatherings with a center island and double oven. Two wood-burning fireplaces create cozy gathering spaces, while the four-season room offers a relaxing retreat throughout the year. The primary bedroom features a full en suite. Main-floor laundry keeps daily routines convenient, and the attached 2-car garage provides additional storage and functionality. Wet bar plumbing set up in the basement. Classic character, generous living space and an inviting setting come together beautifully!

1619 Elderwood Cir, Middleton
6659 Linnet Ln, Middleton
$574,900
4 Beds ⋅ 3 Baths ⋅ 2030788 MLS ⋅ ACTIVE Status
Enjoy the best of Middleton, WI, with nature nearby and premier shopping and dining within easy reach! This beautiful 4-bedroom home combines inviting gathering spaces with the convenience of a main-floor primary suite. A covered front porch leads into a bright, open layout where the great room’s cozy fireplace creates a welcoming centerpiece. The kitchen’s spacious island offers room to prep, serve, and connect. Retreat to your private primary suite with an en suite featuring a tiled shower and double vanity. Main-floor laundry simplifies daily routines, while the 3-car garage provides ample storage. Upstairs, three additional bedrooms, a full bath, and a versatile flex room offer space for work, play, or hobbies. Close to a nature conservatory, this thoughtfully designed home makes it easy to enjoy both outdoor escapes and everyday conveniences. Price reduced. Ready for a 12/31/26 closing. Ask about financing options through our preferred lenders.

6659 Linnet Ln, Middleton
5019 Sawgrass Ter, Middleton
$749,900
4 Beds ⋅ 4 Baths ⋅ 2030720 MLS ⋅ ACTIVE Status
Beautiful custom home in sought-after Bishops Bay offering 4+ bedrooms, 3.5 baths, and 4,000+ sq ft of finished living space. Bright, open floor plan features engineered wood floors and floor-to-ceiling windows. Gourmet kitchen includes granite counters, tile backsplash, Wolf range, new LG appliances, and custom walk-in pantry. Primary suite boasts golf course views, custom closet, and spa-like bath. Three additional bedrooms, dual-vanity bath, and main level laundry. Finished lower level offers rec room, full bath, and flexible bonus space. Enjoy the fenced yard and maintenance free porch. New roof prior to closing! Bishops Bay amenities include pool, fitness center, trails, and more. Golf available through Bishops Bay Country Club membership.

5019 Sawgrass Ter, Middleton
3412 Valley Ridge Rd Unit 4, Middleton
$299,900
3 Beds ⋅ 2 Baths ⋅ 2030645 MLS ⋅ ACTIVE Status
Adjacent to Pheasant Branch Conservancy, this large Middleton 3-bedroom, 2 full baths, updated condo could be all yours! Surrounded by Cedar Trees, with a ground-level patio offering lush greenery & privacy. Great common space w/ a Gazebo, Warm underground parking, private storage unit, & large storage locker. Water Softener and Filters maintained by Maintenance; this unit has extra storage, including its own washer & dryer. Full Kitchen Remodel, floor plan has been opened up, newly remodeled & designed for efficiency, easy living, & lots of natural light throughout! See list of improvements in Associated Docs. This building is well cared for by its association; owners have gratitude for the beautiful community found here. Easy Access to Downtown Middleton/Madison. Bus Stops at Driveway. Easy access to hiking and biking in Pheasant Branch. Short walk to Lake Mendota & Mendota County Park. Located a few blocks from Dane Co. best restaurants & Shops. Dues include high-speed internet

3412 Valley Ridge Rd Unit 4, Middleton
6604 Linnet Ln, Middleton
$638,900
4 Beds ⋅ 3 Baths ⋅ 2030577 MLS ⋅ ACTIVE UNDER CONTRACT Status
Discover space, style, and versatility in this beautiful 4-bedroom, 2.5-bath home on a coveted corner homesite in the sought-after Middleton School District. A welcoming great room with a cozy fireplace flows into the open kitchen and dining area, creating an inviting setting for everyday living and entertaining. Generous counter space makes meal prep a breeze, while a main-level flex room is ideal for an office or quiet retreat. Upstairs, the spacious primary suite features a box tray ceiling, ensuite bath, and walk-in closet. Three additional bedrooms, each with a walk-in closet, share a full bath. A second large flex room offers space for a playroom, media room, or hobbies. An egress window in the lower level provides potential for future finished living space, and the 3-car garage offers ample room for vehicles and storage. Estimated December completion—start your next chapter in a home designed to grow with you!

6604 Linnet Ln, Middleton
6610 Linnet Ln, Middleton
$634,900
4 Beds ⋅ 3 Baths ⋅ 2030576 MLS ⋅ ACTIVE Status
Nature, convenience, and thoughtful design come together in Tim O’Brien Homes’ energy efficient Abbott plan, located in the sought after Middleton School District. Walk to beautiful hiking trails at Pheasant Branch Conservatory or drive just 10 minutes to vibrant shopping and restaurants at Greenway Station. A covered front porch welcomes you into a bright, open great room with a cozy fireplace. The spacious kitchen features quartz counters, abundant cabinetry, and an adjoining dining area. A main-level flex room offers space for an office or formal dining. Upstairs, four bedrooms include an impressive primary suite with a box tray ceiling, large walk-in closet, and tiled shower with a bench. A second flex room adds options for recreation or relaxation. An egress window offers potential for future finished space in the lower level, while a 3-car garage provides ample storage. Estimated December completion! Ask about Builder paid incentive for closing by 12.31.26!

6610 Linnet Ln, Middleton
6616 Linnet Ln, Middleton
$634,900
4 Beds ⋅ 3 Baths ⋅ 2030574 MLS ⋅ ACTIVE Status
Room to gather, space to unwind, and flexibility to make it your own! This 4-bedroom, 2.5-bath home in the desirable Middleton School District is within walking distance of beautiful hiking trails at Pheasant Branch Conservatory. An inviting living area with a charming fireplace opens to the kitchen and dining area, offering ample counter space and room to entertain. A main-level flex room makes an ideal office or quiet retreat. Upstairs, the generous primary suite features a box tray ceiling, ensuite bath, and walk-in closet. Three additional bedrooms each offer walk-in closets, complemented by a shared full bath. A spacious upper-level flex room is ready for movie nights, playtime, or hobbies. An egress window in the lower level provides potential for future finished living space, while the 3-car garage offers plenty of room for vehicles and storage. Enjoy a home with room to grow and nature just a walk away! December completion. Builder paid incentive for closing by 12.31.26!

6616 Linnet Ln, Middleton
6622 Linnet Ln, Middleton
$622,900
3 Beds ⋅ 3 Baths ⋅ 2030572 MLS ⋅ ACTIVE Status
Fresh design and everyday comfort await in Tim O’Brien Homes’ energy-efficient Abbott plan in Middleton, WI, tucked close to a nature conservatory yet just a quick drive to vibrant shopping and dining as well as an easy commute to downtown. A welcoming covered porch opens to a sunny great room with a cozy fireplace and an easy flow into the kitchen and dining area. Quartz counters and generous cabinetry provide a beautiful backdrop for cooking and gathering. A main-level flex room offers a quiet workspace or an elegant formal dining room. Upstairs, three bedrooms include a spacious primary retreat with a box tray ceiling, large walk-in closet, and private bath featuring a tiled shower with a bench. An extra-wide 2-car garage adds room for storage, while the lower-level egress window offers potential for future finished living space. Estimated November completion. Ask about a builder incentive available on select homes with move-in by December 31, 2026!

6622 Linnet Ln, Middleton
3702 Spring Hill Ct, Middleton
$510,000
3 Beds ⋅ 4 Baths ⋅ 2030056 MLS ⋅ ACTIVE Status
Welcome home to this beautifully maintained two story Colonial, nestled on a quiet cul-de-sac in one of Middleton’s most sought-after neighborhoods. This inviting home blends comfort, functionality, and timeless charm, with generous living spaces ideal for everyday living and entertaining. Enjoy brand-new kitchen appliances, fresh paint throughout, and new carpeting on the second level living quarters and finished lower-level basement. Outside, the beautifully landscaped yard features mature trees, vibrant gardens, and an impressive stone retaining wall, creating exceptional curb appeal and a peaceful backyard retreat. With no sidewalk to maintain, you can also enjoy one less winter chore by not shoveling sidewalks! Located within walking distance of Northside Elementary School and just minutes from Pheasant Branch Conservancy, this home offers convenient access to scenic trails, shopping, and everyday amenities.

3702 Spring Hill Ct, Middleton
4830 Breakers Rock Rd, Middleton
$1,425,000
6 Beds ⋅ 4 Baths ⋅ 2028509 MLS ⋅ ACTIVE Status
Get in before the holidays! Buy down your interest rate with a credit from the seller! Nestled in the Back Nine of the Community of Bishops Bay, this custom-built Acker home was designed for gathering, celebrating, & enjoying the moments that matter most. Morning coffee on the screened porch, holidays around the impressive stone fireplace, movie nights in the rec room, & summer evenings around the fire pit in your private yard all become part of everyday life. Beautiful architectural details, soaring ceilings, custom millwork, an impressive Chef's kitchen & thoughtfully designed living spaces create warmth & elegance throughout. Set within one of Dane County's most sought-after communities with a neighborhood pool, clubhouse, fitness enter, parks, trails, & top-rated Waunakee Schools, this is a home you'll never want to leave. Adjacent to renowned private Bishops Bay Golf & Country Club. See attached feature sheet for all upgrades. Quick close possible! Motivated!

4830 Breakers Rock Rd, Middleton
6805 Aldo Leopold Way, Middleton
$770,000
3 Beds ⋅ 4 Baths ⋅ 2028114 MLS ⋅ ACTIVE Status
Charming 4-bedroom, 3.5-bath Craftsman in sought-after Middleton Hills Neighborhood and the Middleton School District! The main level features beautiful wood floors, a spacious kitchen with a walk-in pantry, tiled backsplash, quartz countertops, granite island, maple cabinets, an induction stove, and stainless steel appliances. Enjoy the formal dining room and relax in the spacious living room with a fireplace. Mudroom provides additional storage and access to the attached 2-car garage. A private fenced-in backyard. Upstairs offers a remodeled primary suite with a walk-in closet, plus two additional bedrooms and an updated full bath. Finished walkout lower level includes a second living area, full bath, office or 4th bedroom, and large storage room. Whole-house carbon water filtration system, new HVAC (2022), New Roof & gutters (2024), exterior painted (2024). Enjoy a good book and morning beverage of choice on the front porch swing. Just steps away from Pheasant Branch Conservancy.

6805 Aldo Leopold Way, Middleton
7824 Caribou Ct, Middleton
$575,000
3 Beds ⋅ 4 Baths ⋅ 2026641 MLS ⋅ ACTIVE Status
Enjoy peaceful living on a quiet cul-de-sac set on nearly an acre! Charming curb appeal and a welcoming covered front porch create a warm first impression. Inside is tons of space for both everyday living and entertaining. The formal dining room opens to a large screened porch, providing a perfect spot to relax or dine. The kitchen offers abundant cabinet storage and generous counter space. A 2nd living room with a fireplace opens onto a deck overlooking the expansive fenced yard. Upstairs are 3 beds and 2 full baths, including a primary with a private bath. Brand-new carpet on the stairs and upper level adds a fresh touch. The walk-out lower level offers even more space with a large rec room, a 3rd full bath, and 2 versatile flex rooms ideal for an office, gym, hobbies, or guests. Conveniently located just minutes from Middleton, Epic, shopping, dining, and parks. It also offers easy access to the Ice Age Trail for hiking and year-round outdoor recreation. See the 3D tour!

7824 Caribou Ct, Middleton
2134 Allen Blvd Unit 2, Middleton
$183,000
2 Beds ⋅ 1 Baths ⋅ 2026336 MLS ⋅ ACTIVE Status
Cozy first floor 2bd/1bth garden condo features a easy access to downtown Middleton, beautiful cottonwood filled green space, and a patio view of Lake Mendota! Complex just had all roofs replaced! Condo fee includes heat, water/sewer, and hot water! Affordable and convenient, this cute condo is waiting for you.

2134 Allen Blvd Unit 2, Middleton
8685 Airport Rd, Middleton
$999,900
4 Beds ⋅ 3 Baths ⋅ 2026028 MLS ⋅ ACTIVE UNDER CONTRACT Status
What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open kitchen w/pantry and lg island flows easily into the family room and sunny bfast nook, w/hardwood floors throughout. Guest bed + bath on main level w/primary suite + 2 beds/bath up. Glass railing overlooks the 2-story great room w/gas FP. Primary suite is a sanctuary of its own w/gas FP, oversized WIC, and bath w/shower and whirlpool tub. Solar panels, whole house fan, and updated mechanicals. Middleton schools w/low Town of Middleton taxes and nearly 2 acres of seclusion combine to create a package that rarely comes to market. If you’ve been waiting for something truly different, this is it.

8685 Airport Rd, Middleton
4057 Morning Poem Pl, Middleton
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 2025953 MLS ⋅ ACTIVE Status
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 Pl, Middleton
1308 Shirley St, Middleton
$599,900
4 Beds ⋅ 2 Baths ⋅ 2025170 MLS ⋅ 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 St, Middleton
3108 Creek View Dr Unit 5, Middleton
$275,000
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. Enjoy the brand new central air, 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
3440 Meadow Rd, Middleton
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 2023109 MLS ⋅ ACTIVE UNDER CONTRACT 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

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.

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