Middleton, WI Homes for Sale

• 

  

  

  /15

  $442,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  637 Tabby Turn Dr, Middleton, WI 53562

  The Crest Collection: Same heart. Smarter build. We’ve refined our most loved home plans to offer the same comfort and style with more efficient layouts and simplified construction. The result? Homes that stay true to what matters— with added value built in. For site specific home plan details, please click

  Veridian Homes Builder

  637 Tabby Turn Dr, Middleton, WI 53562
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  /5

  $193,000

  • Land
  • 5,227 Sq Ft
  • $1,608,333 per Acre

  Lot 7 Belle Farm, Middleton, WI 53562

  Embrace simple living in Belle Farm, Middleton’s new eco-wellness neighborhood designed for connection, sustainability, and a better way of life. This Cabin Home lot features a thoughtfully crafted Brio-built home plan of approximately 1,300 sq ft, offering a cozy, efficient footprint without sacrificing design or comfort. Clean lines, smart spaces, and high-quality materials create a home that

  Beth Davis Compass Real Estate Wisconsin

  Lot 7 Belle Farm, Middleton, WI 53562
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  /5

  $159,000

  • Land
  • 3,920 Sq Ft
  • $1,766,667 per Acre

  6613 Junco Dr, Middleton, WI 53562

  Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas,

  Aeryn Barry Tim O'Brien Homes LLC

  6613 Junco Dr, Middleton, WI 53562
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  /12

  $210,000

  $28K PRICE INCREASE

  • Land
  • 9,147 Sq Ft
  • $1,000,000 per Acre

  638 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  638 Windy Willow Rd, Middleton, WI 53593
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  /32

  $453,500

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  6854 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; estimated completion 7/28/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared

  Encore Homes, Inc Builder

  6854 Belle Fontaine Blvd, Middleton, WI 53562
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  /68

  $779,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  The Jackson Plan at Eagle Trace, Middleton, WI 53562

  THERE’S NO DENYING IT, THE JACKSON MAKES A STATEMENT. Actually, it makes several. Its four bedrooms say there’s plenty of room for everyone. Its spacious owner’s suite acknowledges that there is time for peace and privacy. Its big basement understands that sometimes, kids just need to roughhouse with each other. And The Jackson’s biggest statement? It says “welcome home.” All prices, promotions

  Veridian Homes Builder

  3955 Schewe Rd Unit 38788518, Middleton, WI 53562
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  /5

  $561,310

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,735 Sq Ft

  Stephanie's Bluff Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  When storage is a priority, the Stephanie's Bluff floor plan is your housing answer. Not only is the home equipped with ample closet space, basement storage options and a mud room for seasonal and sporting equipment, but the garage features an extra storage area for some of your toys. This is the perfect home for an active family, providing storage for everything and giving you a space to relax.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141404, Middleton, WI 53562
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  /32

  $899,000

  $61K PRICE DROP

  • 5,482 Sq Ft

  1214 N High Point Rd, Middleton, WI 53562

  Excellent Investment Opportunity in prime Middleton Location! Well-maintained duplex in the heart of Middleton, minutes from Downtown Middleton and Greenway Station. Property features two spacious units: both 3 bed, 2.5 baths, fully finished basements for additional living space, and sunroom/office that could be used as a 4th bedroom. Units have private entrance, their own 2 car garage, and are

  Michael Weiss MHB Real Estate

  1214 N High Point Rd, Middleton, WI 53562
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  /102

  $590,653

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  Nathan's Cove Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  This is the home you are looking for! It has everything you want, starting with space. Even before you walk in the front door, the large front porch brings up images of relaxing during sunsets. Inside, the home opens into an inviting family environment with a flex room that can be adapted to suit your individual needs. Its the perfect home for a family to grow together.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141396, Middleton, WI 53562
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  /71

  $1,500,000

  • 4 Beds
  • 4.5 Baths
  • 4,656 Sq Ft

  6833 Phil Lewis Way, Middleton, WI 53562

  Experience timeless architecture and modern sophistication in this exceptional Middleton Hills home, offering over 4,600 sqft of thoughtfully designed living space across three expansive levels. This 4+ bed/4.5 bath home features two spacious primary suites with walk-in closets, ideal for flexible living. The open kitchen is equipped with high end appliances and flows seamlessly into inviting

  Kaitlin Solomon MHB Real Estate

  6833 Phil Lewis Way, Middleton, WI 53562
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  /34

  $538,930

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  Zion Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Single-level, ranch style living made easy! Sip coffee and watch the world go by through the huge dining area window. Host all of your favorite people for a game night in the spacious great room. Watch as the heart of the home, the kitchen, draws everyone in with its island area perfect for snacks and gatherings. Let the memory-making begin!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141703, Middleton, WI 53562
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  /47

  $1,299,000

  $98K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 5,045 Sq Ft

  4473 Shooting Star Ave, Middleton, WI 53562

  Welcome to this custom built home w/private wooded lot on a cul-de-sac.The sweeping foyer creates a graceful entrance & direct access to all the 1st flr rms. Cherrywood flooring extends thru the kitchen & dining area.Great Rm has floor to ceiling windows that offer a bright & sunny setting. Gas FP invites one to snuggle on the couch. Lg kitchen provides ample cabinets, island & granite

  Robin Taylor Restaino & Associates

  4473 Shooting Star Ave, Middleton, WI 53562
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  /3

  $589,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  6643 Redpoll Rd, Middleton, WI 53562

  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 &

  Tim O'Brien Homes Builder

  6643 Redpoll Rd, Middleton, WI 53562
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  /17

  $198,500

  $11K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 873 Sq Ft

  2142 Allen Blvd Unit 4, Middleton, WI 53562

  Welcome home to your charming Middleton 2-bedroom condo! This well-maintained condo offers comfortable living with incredible convenience. Conveniently located directly across the street from Marshall Park. A bus stop right outside the building to take you directly into downtown Madison. Inside, you will find a bright and functional layout designed for everyday ease. Additional highlights include

  Jonathan Minerick Homecoin.com

  2142 Allen Blvd Unit 4, Middleton, WI 53562
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  /71

  $572,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  6661 Redpoll Rd, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridgefeaturing Middleton Schools! Spacious carriage home plan with rear-load garage features two-story great room with gas fireplace. Cooks kitchen includes granite countertops & sink, ceramic tile backsplash, stainless appliances, and walk-in pantry. Spacious main floor primary bedroom suite with large walk-in closet and private bath including tile shower & dual

  Encore Homes, Inc Builder

  6661 Redpoll Rd, Middleton, WI 53562
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  /12

  $210,000

  $49K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $913,043 per Acre

  662 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  662 Rustic Rise Way, Middleton, WI 53593
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  /56

  $547,757

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,695 Sq Ft

  Mulberry Cottage Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Cottage style living with plenty of room for your whole family. Free up extra time with the efficiently designed Mulberry Cottage--no more wasted time and energy cleaning unused space. Let the fun begin!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141564, Middleton, WI 53562
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  /12

  $205,000

  $15K PRICE INCREASE

  • Land
  • 11,325 Sq Ft
  • $788,462 per Acre

  639 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  639 Rustic Rise Way, Middleton, WI 53593
• 

  

  /12

  $200,000

  $13K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $869,565 per Acre

  640 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  640 Rustic Rise Way, Middleton, WI 53593
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  /2

  $369,900

  • Land
  • 25,700 Sq Ft
  • $626,949 per Acre

  Lot 36 Eden Ct, Middleton, WI 53593

  Build your dream custom home with Jason Thomas Homes on Lot 36 in Pioneer Pointe, a top golf community offering scenic views and luxury homes. This spacious lot offers a flexible building area backing to the golf course, with views of the green on hole 4 at Pioneer Pointe Golf Course, making it perfect for a thoughtfully designed home that suits your lifestyle. Live in a desirable neighborhood

  Alden Cleary Jason Thomas Homes LLC

  Lot 36 Eden Ct, Middleton, WI 53593
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  /15

  $489,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,522 Sq Ft

  612 Tabby Turn Dr, Middleton, WI 53562

  The Crest Collection: Same heart. Smarter build. We’ve refined our most loved home plans to offer the same comfort and style with more efficient layouts and simplified construction. The result? Homes that stay true to what matters— with added value built in. For site specific home plan details, please click

  Veridian Homes Builder

  612 Tabby Turn Dr, Middleton, WI 53562
• 

  

  /12

  $215,000

  $47K PRICE INCREASE

  • Land
  • 11,761 Sq Ft
  • $796,296 per Acre

  651 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  651 Rustic Rise Way, Middleton, WI 53593
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  /37

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,298 Sq Ft

  6606 Woodgate Rd, Middleton, WI 53562

  They don't make them like this anymore! First time on the market in 28 years. This beautifully maintained 4BR+office/2.5BA Stonefield colonial offers 2,298 sq ft of warm, intentional living, no neighbors in front or behind, with open park and athletic fields as your permanent front-yard view. Highlights include a wood-burning fireplace, stunning four-season sunroom, multiple patio spaces, mature

  Christina Schmidt Real Broker LLC

  6606 Woodgate Rd, Middleton, WI 53562
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  /40

  $578,517

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,070 Sq Ft

  Glacier Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  With this house, keeping your busy family organized and connected will be a breeze! Host dinner in your formal dining room, do homework or music lessons in the flex room, have coffee with friends at the kitchen island, enjoy a quiet evening by the fire in the great roomyou dream it, and theres space for it! And at the end of your busy day, youll retreat to a well-appointed primary bedroom suite

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141657, Middleton, WI 53562
• 

  

  /15

  $626,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  6625 Junco Dr, Middleton, WI 53562

  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 &

  Aeryn Barry Tim O'Brien Homes LLC

  6625 Junco Dr, Middleton, WI 53562
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  /68

  $582,349

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,125 Sq Ft

  Denali Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Convenient single floor living in a smartly-designed two story package. Gather in the great room where youre only steps away from tossing some dinner in the oven, throwing in a load of laundry, or retreating to the privacy of your primary bedroom suite for a moment of quiet.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141649, Middleton, WI 53562
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  /84

  $553,153

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,892 Sq Ft

  Willow Cottage Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  The Willow Cottage is ready for your changing family dynamic! Featuring a main floor primary bedroom suite and ample living areas, it has everything you need. Use the upstairs bonus rooms as extra spacious bedrooms (check out those closets!), gaming area, art studio, or anything else you can imagine!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141504, Middleton, WI 53562
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  /2

  $289,900

  $15K PRICE INCREASE

  • Land
  • 25,264 Sq Ft
  • $499,828 per Acre

  Lot 18 Colonial Way, Middleton, WI 53593

  One of the final remaining lots! Lot 18 is a Southern-facing .58-acre lot with a tree line on the rear of the lot. Located in Pioneer Pointe of The Town of Middleton/Middleton Cross Plains School District, you are in the epicenter of Middleton’s vastly expanding west side. Within the Pioneer Pointe community, you will enjoy superb amenities such as the brand new LINKS restaurant, pool, fitness

  Alden Cleary Jason Thomas Homes LLC

  Lot 18 Colonial Way, Middleton, WI 53593
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  /14

  $200,000

  • Land
  • 10,890 Sq Ft
  • $800,000 per Acre

  10513 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

  Amy Lessing Compass Real Estate Wisconsin

  10513 Emerald Elm Rd, Middleton, WI 53593
• 

  

  /17

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  616 Tabby Turn Dr, Middleton, WI 53562

  The Crest Collection: Same heart. Smarter build. We’ve refined our most loved home plans to offer the same comfort and style with more efficient layouts and simplified construction. The result? Homes that stay true to what matters— with added value built in. For site specific home plan details, please click

  Veridian Homes Builder

  616 Tabby Turn Dr, Middleton, WI 53562
• 

  

  /14

  $210,000

  • Land
  • 20,473 Sq Ft
  • $446,809 per Acre

  10603 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

  Amy Lessing Compass Real Estate Wisconsin

  10603 Emerald Elm Rd, Middleton, WI 53593
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  /25

  $525,000

  • Land
  • 1.59 Acres
  • $330,189 per Acre

  L13 Glaciers Forest Ct, Middleton, WI 53593

  Gorgeous 1.59 acre lot offers mature woods and the opportunity for a full lower level walkout. Located in the picturesque Glaciers Trail subdivision. Work with Michael F. Simon Builders to design and build your dream home. The envisioned home for this lot will be in the $2.75-million-dollar plus range. Glacier’s Trail is a captivating subdivision designed to offer residents an idyllic country

  Kristine Jaeger Sprinkman Real Estate

  L13 Glaciers Forest Ct, Middleton, WI 53593
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  /34

  $549,000

  $26K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,611 Sq Ft

  9106 Waterside St, Middleton, WI 53562

  Maintenance-free living meets single-family privacy! This stunning duplex-style condo is move-in ready and meticulously refreshed. The interior shines with brand-new professional paint and carpeting throughout. The main living area features grand vaulted ceilings that flood the space with natural light, creating an open, airy atmosphere. The thoughtful layout lives like a standalone home,

  Krista Potter First Weber Inc

  9106 Waterside St, Middleton, WI 53562
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  /29

  $222,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  2803 Century Harbor Rd Unit 4, Middleton, WI 53562

  This 2nd floor one bedroom condo is located in the mature Century Harbor Condominiums development with frontage on Lake Mendota in the City of Middleton. Common area includes greenspace, in-ground swimming pool, shared firepit at the shorefront, and underground parking garage. There is a shared shop/craft room and bike storage room in underground garage. One underground parking stall and separate

  Susan Strang Strang Realty, LLC

  2803 Century Harbor Rd Unit 4, Middleton, WI 53562
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  /33

  $566,892

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  Acadia Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Imagine calming conversations while overlooking the goings-on of the world from the perch of your wrap-around front porch; its the perfect spot for watching the sun rise and the birds soar! Coupled with all of the amenities a busy family needs, this house offers a unique blend of different spaces for relaxing, interacting, and entertaining.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141629, Middleton, WI 53562
• 

  

  /32

  $449,500

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,130 Sq Ft

  6882 Belle Fontaine Blvd, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement with rec room and full bath INCLUDED. Garage enters at basement level. Shared

  Encore Homes, Inc Builder

  6882 Belle Fontaine Blvd, Middleton, WI 53562
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  /6

  $645,000

  • Land
  • 32,234 Sq Ft
  • $871,622 per Acre

  L324 Sunday Dr, Westport, WI 53597

  PRAIRIE ESTATES LOT 324: This homesite is now available in The Prairie Estates Neighborhood in The Community of Bishops Bay. This lot is in the gated area of Sunday Drive and backs to hole 9 on The Bishops Bay Country Club Golf Course. The lot has exceptional views of the golf course and the front of the lot has views north to Waunakee. Enjoy a short walk to the 14 acre Jacobson Park. The

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  L324 Sunday Dr, Westport, WI 53597
• 

  /2

  $1,795,000

  New Construction

  • 7 Beds
  • 4.5 Baths
  • 5,966 Sq Ft

  1109 Kyron Dr, Waunakee, WI 53597

  This exceptional 2026 Parade Home showcases stunning design & luxury in nearly 6,000 sf of living space in the highly desirable Kilkenny West subdivision. Offers striking curb appeal w/cement board & metal siding, stucco & natural stone - this home makes an unforgettable first impression. Open-concept ML boasts a dramatic 2-story great room w/gas FP & built-ins, Amish-crafted cabinetry w/quartz

  Jennie Sipple Restaino & Associates

  1109 Kyron Dr, Waunakee, WI 53597
• 

  /2

  $495,000

  • Land
  • 28,314 Sq Ft
  • $761,538 per Acre

  5933 Sunday Dr, Westport, WI 53597

  LOT 321: This homesite is now available in the second phase of The Prairie Estates Neighborhood in The Community of Bishops Bay. The lot backs to Hole 9 on the Bishops Bay Country Club Golf Course. At 0.65 acres, the lot offers many home design options. This section of The Prairie Estates Neighborhood is a gated area in The Community of Bishops Bay. Choose from one of our exceptional builders to

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  5933 Sunday Dr, Westport, WI 53597
• 

  

  /3

  $475,000

  • Land
  • 39,639 Sq Ft
  • $521,978 per Acre

  L 327 Sunday Dr, Westport, WI 53597

  LOT 327: This homesite is now available in The Community of Bishops Bay. This lot is in the gated section in The Prairie Estates Neighborhood on Sunday Drive and is adjacent to the 14 acre Jacobsen Park. The back of the lot has exceptional views of the countryside north to Waunakee. Extensive walking paths throughout the community that connect to the North Mendota Wildlife Prairie Unit and The

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  L 327 Sunday Dr, Westport, WI 53597

Showing Results 161 - 200, Page 5 of 5