Middleton Town, WI Homes for Sale under $300,000

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  /35

  $270,000 Open Sun 2PM - 4PM

  • 2 Beds
  • 1 Bath
  • 987 Sq Ft

  9 Captains Ct Unit 2, Madison, WI 53719

  Bright and completely updated first-floor condo featuring an open-concept layout and abundant natural light. This unit stands out with a remodeled kitchen where cabinetry was removed to open the space to the dining area, creating a more spacious and connected feel. One of the few floorplans in the community that includes a separate dining area. The living room offers a cozy gas fireplace, new LVP

  Chelle Sims First Weber, Inc

  9 Captains Ct Unit 2, Madison, WI 53719
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  /3

  $229,500

  • Land
  • 0.07 Acre
  • $3,278,571 per Acre

  7528 California Love Trail, Middleton, WI 53562

  Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. Design your own home on Lot 27 at Belle Farm. Nest lots are close to the action of Belle Farm but tucked just enough away to experience the moment to moment beauty of nature. Everyday will feel like vacation in the nest. Enjoy easy access to downtown Middleton via Parmenter Street. Belle Farm

  Estella Moschkau Sprinkman Real Estate

  7528 California Love Trail, Middleton, WI 53562
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  /12

  $210,000

  • Land
  • 0.23 Acre
  • $913,043 per Acre

  649 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

  649 Windy Willow Rd, Middleton, WI 53593
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  /32

  $257,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  83 Craig Ave, Madison, WI 53705

  Show 3/6/2026. Step into this adorable cottage home on Madison's near west side and the diligent home ownership is clear the moment you walk through the door. Updated windows and LVP flooring throughout show off the abundant natural light. Bright kitchen with marble counter tops can be eat-in, or provide extra cabinet space. Large living area with room for entertaining, relaxing and even dining.

  Lindsey Cooper Lauer Realty Group, Inc.

  83 Craig Ave, Madison, WI 53705
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  /12

  $200,000

  • Land
  • 0.23 Acre
  • $869,565 per Acre

  657 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

  657 Windy Willow Rd, Middleton, WI 53593
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  /48

  $228,000

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  6302 Mineral Point Rd Unit 306, Madison, WI 53705

  Enjoy easy living in this sun-filled, fully furnished third-floor unit with scenic views of landscaped grounds and mature trees, ideally located just steps from the elevator and laundry. A raised kitchen ceiling creates an open, airy feel, and the enclosed balcony with higher ceilings offers a bright, flexible space to enjoy nearly year-round. Marbella’s exceptional amenities—including a new

  Ron Kubalanza Stark Company, REALTORS

  6302 Mineral Point Rd Unit 306, Madison, WI 53705
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  /14

  $220,000

  • Land
  • 0.23 Acre
  • $956,522 per Acre

  304 Clear Pond Way, Verona, 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

  304 Clear Pond Way, Verona, WI 53593
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  /14

  $220,000

  • Land
  • 0.3 Acre
  • $733,333 per Acre

  10514 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

  10514 Emerald Elm Rd, Middleton, WI 53593
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  /14

  $215,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  7203 Old Sauk Rd Unit C, Madison, WI 53717

  Welcome to this cozy second floor 2-bed, 1-bath condo offering just over 900 square feet of comfortable living space in a sought-after west side Madison neighborhood. Recent updates include a beautifully refreshed bathroom and new windows throughout, enhancing both style and energy efficiency. The functional layout provides bright living areas and well-proportioned bedrooms, ideal for everyday

  Shauna Weckler Kim Colby Homes

  7203 Old Sauk Rd Unit C, Madison, WI 53717
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  /12

  $208,000

  • Land
  • 0.23 Acre
  • $904,348 per Acre

  645 Clear Pond, Verona, 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

  645 Clear Pond, Verona, WI 53593
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  /6

  $269,000

  • Land
  • 0.83 Acre
  • $324,096 per Acre

  Lot 29 Blue Cedar Dr, Middleton, WI 53593

  This is a fantastic corner lot in the luxurious Glaciers Trail neighborhood. Located in the Town of Middleton, it provides access to the much-desired Middleton School District. This lot features the perfect location to build a stunning home while being within a short drive of local shopping, restaurants, golf courses, and other amenities of Madison’s west side. The lot features half exposure.

  Alden Cleary Jason Thomas Homes LLC

  Lot 29 Blue Cedar Dr, Middleton, WI 53593
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  /2

  $243,000

  • Land
  • 0.11 Acre
  • $2,209,091 per Acre

  4051 Serenbe St, Middleton, WI 53562

  Lot 18 at Belle Farm in Middleton’s eco, health and wellness neighborhood. This lot includes a curated, elegant house plan (4 bed, 2.5 bath, 2,800–3,500 sq ft), allowing you to move forward without the friction of starting from scratch. Homes here are built for long-term performance with solar, geothermal HVAC, and high quality materials designed to reduce utility costs and increase resiliency.

  Estella Moschkau Sprinkman Real Estate

  4051 Serenbe St, Middleton, WI 53562
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  /14

  $210,000

  • Land
  • 0.23 Acre
  • $913,043 per Acre

  315 Clear Pond Way, Verona, 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

  315 Clear Pond Way, Verona, WI 53593
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  /5

  $240,000

  • Land
  • 0.08 Acre
  • $3,000,000 per Acre

  4063 Serenbe St, Middleton, WI 53562

  Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. Lot 21 at Belle Farm is designed for a Chicago Row Home floor plan offering 3 to 4 bedrooms, 3.5 baths, and approximately 3,800 square feet. Chicago Row Houses at Belle farm are elegant, three-story, standalone homes inspired by historical neighborhoods in cities like Chicago, New York and

  Estella Moschkau Sprinkman Real Estate

  4063 Serenbe St, Middleton, WI 53562
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  /13

  $250,000

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft

  2051 Allen Blvd Unit 205, Middleton, WI 53562

  Tucked away on the second floor, this end-unit condo overlooks open greenspace for added privacy and peaceful views. As an end unit, it is bathed in natural light and comfortable breezes. Featuring 2 bedrooms and 1 bath, the layout offers a bright, open living and dining area. The updated kitchen brings warmth and character while maintaining functionality. Enormous balcony is perfect for

  Max Peternell Bruner Realty & Management

  2051 Allen Blvd Unit 205, Middleton, WI 53562
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  /12

  $210,000

  • Land
  • 0.25 Acre
  • $840,000 per Acre

  641 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

  641 Windy Willow Rd, Middleton, WI 53593
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  /36

  $224,900

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  6302 Mineral Point Rd Unit 213, Madison, WI 53705

  Step into low-maintenance living on Madison’s West Side! This 1,140 sq/ft condo offers 2 spacious bedrooms, 2 full baths, and a welcoming living area with a gas fireplace. The community is designed for lifestyle and convenience, featuring an outdoor pool, tennis courts, clubhouse, elevator, secure guest entry, and plenty of green space to enjoy. Secured underground parking makes coming and going

  Paul Stevens MFFH Group, LLC

  6302 Mineral Point Rd Unit 213, Madison, WI 53705
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  /12

  $205,000

  • Land
  • 0.21 Acre
  • $976,190 per Acre

  639 Clear Pond, Verona, 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 Clear Pond, Verona, WI 53593
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  /18

  $299,900

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  688 N Midvale Blvd Unit 201, Madison, WI 53705

  Sophisticated second-level condo in sought-after Hilldale Row Association! Unbeatable conveniencesteps from groceries, shopping, and dining. This modern 1-bed, 1-bath unit features sleek flooring, a contemporary kitchen with stainless appliances, under-cabinet and custom ceiling lighting, plus granite countertops in the kitchen, bath, and study. The versatile living area offers space for a home

  Mark Schulz Redefined Realty Advisors LLC

  688 N Midvale Blvd Unit 201, Madison, WI 53705
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  /35

  $270,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,162 Sq Ft

  7823 E Oakbridge Way, Madison, WI 53717

  Showing Start at OPEN HOUSE SUNDAY 3/29 from 1:00 - 3:00. Discover this spacious 2nd floor condo in an unbeatable location on Madison's west side! This inviting 2 bed, 2 bath unit features a large living room with a cozy gas fireplace, seamlessly connected to a private deck perfect for outdoor relaxation. Enjoy abundant natural light with double patio doors from both the living room and kitchen.

  Kathy Jasper Home Connection Realty

  7823 E Oakbridge Way, Madison, WI 53717
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  /12

  $210,000

  • Land
  • 0.21 Acre
  • $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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  /12

  $212,000

  • Land
  • 0.21 Acre
  • $1,009,524 per Acre

  660 Clear Pond, Verona, 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

  660 Clear Pond, Verona, WI 53593
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  /14

  $200,000

  • Land
  • 0.23 Acre
  • $869,565 per Acre

  214 Clear Pond Way, Verona, 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

  214 Clear Pond Way, Verona, WI 53593
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  /14

  $209,500

  • 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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  /12

  $212,000

  • Land
  • 0.21 Acre
  • $1,009,524 per Acre

  668 Clear Pond, Verona, 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

  668 Clear Pond, Verona, WI 53593
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  /12

  $210,000

  • Land
  • 0.23 Acre
  • $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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  /12

  $210,000

  • Land
  • 0.25 Acre
  • $840,000 per Acre

  646 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

  646 Rustic Rise Way, Middleton, WI 53593
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  /2

  $226,435

  • Land
  • 0.32 Acre
  • $707,609 per Acre

  774 Harvest Moon Ln, Verona, WI 53593

  Whispering Coves is a new, 170-acre community in Verona with exceptional amenities. The development will have 259 residential units consisting of traditional single-family lots and condominium-style units and over 45 acres of open space, including a natural conservancy, playgrounds, multi-use trails, linear parks, and pocket parks. Unlike traditional neighborhoods, Whispering Coves was designed

  Bob Winding First Weber, Inc

  774 Harvest Moon Ln, Verona, WI 53593
• 

  

  /12

  $200,000

  • Land
  • 0.23 Acre
  • $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
• 

  

  /14

  $220,000

  • Land
  • 0.23 Acre
  • $956,522 per Acre

  308 Clear Pond Way, Verona, 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

  308 Clear Pond Way, Verona, WI 53593
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  /12

  $215,000

  • Land
  • 0.27 Acre
  • $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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  /2

  $228,775

  • Land
  • 0.32 Acre
  • $714,922 per Acre

  786 Harvest Moon Ln, Verona, WI 53593

  Whispering Coves is a new, 170-acre community in Verona with exceptional amenities. The development will have 259 residential units consisting of traditional single-family lots and condominium-style units and over 45 acres of open space, including a natural conservancy, playgrounds, multi-use trails, linear parks, and pocket parks. Unlike traditional neighborhoods, Whispering Coves was designed

  Bob Winding First Weber, Inc

  786 Harvest Moon Ln, Verona, WI 53593
• 

  /2

  $289,900

  • Land
  • 0.58 Acre
  • $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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  /51

  $209,900 Open Sun 10AM - 12PM

  • 2 Beds
  • 1.5 Baths
  • 1,059 Sq Ft

  6955 Park Ridge Dr, Madison, WI 53719

  Welcome to this well-maintained condo in Madison! Freshly updated with carpet and paint, this home offers a clean, move-in-ready feel from the moment you step inside. The functional layout provides comfortable living spaces, along with a kitchen designed for everyday convenience. Enjoy your own private courtyard - perfect for morning coffee, container gardening, or relaxing evenings. The attached

  Matt Kornstedt Stark Company, REALTORS

  6955 Park Ridge Dr, Madison, WI 53719
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  /14

  $200,000

  • Land
  • 0.25 Acre
  • $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
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  /14

  $210,000

  • Land
  • 0.47 Acre
  • $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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  /29

  $229,000

  • 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

Showing Results 41 - 77, Page 2 of 2