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$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.

$1,225,000
4 Beds 3.5 Baths
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 Lane, Middleton

Listing courtesy of Sprinkman Real Estate.

$219,000
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.

$1,229,900
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.

$524,900
2 Beds 2.5 Baths
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

Listing courtesy of The Wills Agency.

$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.

$449,900
3 Beds 2.5 Baths
Pheasant Branch trail access begins right in the neighborhood! This Hidden Oaks gem is the ultimate luxury starter home, offering a vibrant, connected neighborhood where active community living comes naturally. This home features a new roof and downspouts (2026) and a water heater (2023). The main level showcases durable, pet-friendly Adura Rigid Acacia LVP flooring (2024) and luxury carpet (2020), leading to an upgraded kitchen with a quiet Bosch 800 Series dishwasher (2024) and Frigidaire Induction Range (2023). Enjoy essential extra square footage and a bathroom in the finished lower level. The low-maintenance lot means trading weekend mowing for morning jogs or bike rides through the pristine conservancy trails. Relax on your patio surrounded by mature perennial beds. Come experience top-tier Middleton schools and effortless, move-in-ready comfort!

8866 Red Beryl Drive, Middleton

Listing courtesy of Restaino & Associates.

$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.

$2,699,000
6 Beds 5.5 Baths
Located in the Town of Middleton with low taxes, on a breathtaking, mature, wooded, and private 1.5-acre lot, this extraordinary custom residence offers the high-end finishes, craftsmanship, quality, artistry, and natural privacy today?s luxury buyers demand. Situated in the desirable Glacier End neighborhood, this one-of-a-kind home showcases real cherry hardwood floors, custom cherry cabinetry, and premium granite throughout. Luxury features include a 4-car garage, 6 bedrooms with en-suite baths, two primary suites, two gourmet kitchens, including a chef?s kitchen with commercial-grade appliances, two laundry rooms, a main-floor office, Pella windows with built-in blinds, central vac, intercom, surround sound, and a Decra Villa Tile roof. The walkout lower level offers a wet bar, steam room, exercise room, theater, fireplace, and access to a lush, tree-lined backyard. Middleton Schools!

3319 Saracen Way, Middleton

Listing courtesy of Bunbury & Assoc, REALTORS.

$624,900
3 Beds 2.5 Baths
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 Lane, Middleton

Listing courtesy of Tim O'Brien Homes LLC.

$626,900
3 Beds 2.5 Baths
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 Drive, Middleton

Listing courtesy of Tim O'Brien Homes LLC.

$634,900
4 Beds 2.5 Baths
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 Lane, Middleton

Listing courtesy of Tim O'Brien Homes LLC.

$618,900
3 Beds 2.5 Baths
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 Lane, Middleton

Listing courtesy of Tim O'Brien Homes LLC.

$799,000
3 Beds 3.5 Baths
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 Street, Middleton

Listing courtesy of Sprinkman Real Estate.

$180,000
Lot 8 at Belle Farm has this ready to build home starting at $799,000 including lot price and features a metal roof, solid hardwood floors, Wolf range, Bosch refrigerator & dishwasher, EV-ready wiring and curated interiors. These cozy and light-filled standalone homes are a joy and a rarity... combining high quality, high functionality and attention to design. This home at Belle Farm serves as a peaceful antidote? an example that less can be more. Inspiring interiors, front porches and secluded side yards allow for both privacy and opportunities to connect. Solar panels and geothermal HVAC mean lower energy bills and more resilience in the face of power outages. Belle Farm was founded on the idea that there is a different way. That the places we live can and should inspire us, connect us, help us be healthier in mind and body, and reduce our environmental impact.

4054 Serenbe Street, Middleton

Listing courtesy of Sprinkman Real Estate.

$229,900
2 Beds 2 Baths
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 Avenue Unit 3, Middleton

Listing courtesy of Restaino & Associates.

$199,900
2 Beds 1 Baths
Welcome to this beautifully updated 2-bedroom, 1-bath condo in an unbeatable Middleton location. The refreshed kitchen features quartz countertops, white cabinetry and stainless steel appliances, flowing seamlessly into a bright and comfortable living space. Enjoy a quiet, private setting from your balcony that feels like you?re nestled in the trees, perfect for morning coffee or evening unwinding. Ideally located directly across the street from Marshall Park on the shores of Lake Mendota, offering easy access to trails, green space and waterfront activities. Additional highlights include a private 1-car garage, ample surface parking for residents and guests and a dedicated storage unit. HOA dues cover heat and hot water, adding convenience and value to this exceptional opportunity.

2140 Allen Boulevard Unit 3, Middleton

Listing courtesy of Pinnacle Real Estate Group LLC.

$1,300,000
4 Beds 4.5 Baths
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 Road, Middleton

Listing courtesy of Compass Real Estate Wisconsin.

$1,000,000
3 Beds 2 Baths
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 Court, Middleton

Listing courtesy of Sprinkman Real Estate.

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

1424 N High Point Road Unit 1424, Middleton

Listing courtesy of RE/MAX Preferred.

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

6530 Seybold Road, Middleton

Listing courtesy of Acres Realty.

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

6644 Columbus Drive, Middleton

Listing courtesy of Mahler Sotheby's International Realty.

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