Middleton, WI Homes for Sale under $500,000

/49
$499,900
- 3 Beds
- 2.5 Baths
- 1,683 Sq Ft
9395 Old Sauk Rd, Middleton, WI 53562

Elegance and style are showcased in the lovely 3 bed, 2 1/2 bath end unit townhouse condo in the Middleton School District! Beautifully appointed with soaring ceilings, dramatic windows, clean architectural lines and open concept. Thoughtfully designed kitchen with white cabinets, quartz counters, kitchen island/breakfast bar, tile backsplash, stainless appliances and separate dining space.

Wendy Jones Hill Stark Company, REALTORS

9395 Old Sauk Rd, Middleton, WI 53562
Explore Middleton
/33
$429,900
- 3 Beds
- 2.5 Baths
- 1,435 Sq Ft
6972 Belle Fontaine Blvd, Middleton, WI 53562

Welcome to Redtail Ridge and the warmth of this open and airy half duplex end unit townhome in the Middleton-Cross Plains School District! 1-year old Encore Builders home features an open concept design and abundance of windows for the natural light you're looking for. Great room brings living, dining and kitchen areas together seamlessly with LVP wood flooring throughout. Lovely kitchen with

Wendy Jones Hill Stark Company, REALTORS

6972 Belle Fontaine Blvd, Middleton, WI 53562
/2
$409,900 New Construction
- 2 Beds
- 2.5 Baths
- 1,408 Sq Ft
613 Tabby Turn Dr, Middleton, WI 53562

Move-in Ready 5/1/26! This Astor home features a smart, open layout and checks off all your boxes. 2 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 1-car garage. Retreat to your deck for some R&R. To top it off, this home offers a

John Ramkey Stark Company, REALTORS

613 Tabby Turn Dr, Middleton, WI 53562
$447,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,765 Sq Ft
10110 Mosaic Way, 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 here. All prices, promotions and specifications are subject to change at any time without

Veridian Homes Builder

10110 Mosaic Way, Middleton, WI 53562
$409,900 New Construction
- 2 Beds
- 2.5 Baths
- 1,403 Sq Ft
6136 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 here. All prices, promotions and specifications are subject to change at any time without

Veridian Homes Builder

6136 Tabby Turn Dr, Middleton, WI 53562
/36
$489,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,563 Sq Ft
4303 Goldeneye Gateway Dr, Middleton, WI 53562

Move-in ready! Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Kitchen features granite countertops & sink, large island, tile backsplash, stainless appliances & pantry. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry & powder rooms. Built-in wood cubbies in rear foyer. 2-car attached garage with extra

Encore Homes, Inc Builder

4303 Goldeneye Gateway Dr, Middleton, WI 53562
/32
$451,500 New Construction
- 3 Beds
- 2.5 Baths
- 1,435 Sq Ft
6870 Belle Fontaine Blvd, Middleton, WI 53562

Under construction; estimated completion 5/21/26. 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

6870 Belle Fontaine Blvd, Middleton, WI 53562
/32
$463,500 New Construction
- 3 Beds
- 2.5 Baths
- 1,435 Sq Ft
6846 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

6846 Belle Fontaine Blvd, Middleton, WI 53562
/47
$415,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,435 Sq Ft
Redtail Ridge 2-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you!

Encore Homes, Inc Builder

6976 Belle Fontaine Blvd Unit 37141767, Middleton, WI 53562
/35
$493,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,695 Sq Ft
4307 Goldeneye Gateway Dr, Middleton, WI 53562

Move-in ready! Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Open concept home features great room with fireplace & additional flex area. Kitchen includes quartz countertops, large island, granite sink, stainless appliances & pantry. Primary bedroom suite features walk-in closet and private bath with dual sinks. 2-car attached garage with extra storage! 10yr

Encore Homes, Inc Builder

4307 Goldeneye Gateway Dr, Middleton, WI 53562
/32
$449,500 New Construction
- 3 Beds
- 3.5 Baths
- 2,130 Sq Ft
6886 Belle Fontaine Blvd, Middleton, WI 53562

Under construction; estimated completion 4/27/26. 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 with rec room and full bath INCLUDED. Garage enters

Encore Homes, Inc Builder

6886 Belle Fontaine Blvd, Middleton, WI 53562
$432,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,667 Sq Ft
625 Schewe Rd, 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 here. All prices, promotions and specifications are subject to change at any time without

Veridian Homes Builder

625 Schewe Rd, Middleton, WI 53562
/32
$451,500 New Construction
- 3 Beds
- 2.5 Baths
- 1,435 Sq Ft
6866 Belle Fontaine Blvd, Middleton, WI 53562

Under construction; estimated completion 5/21/26. 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

6866 Belle Fontaine Blvd, Middleton, WI 53562
/15
$494,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,519 Sq Ft
620 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 here. All prices, promotions and specifications are subject to change at any time without

Veridian Homes Builder

620 Tabby Turn Dr, Middleton, WI 53562
/16
$444,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,765 Sq Ft
10122 Mosaic Way, 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 here. All prices, promotions and specifications are subject to change at any time without

Veridian Homes Builder

10122 Mosaic Way, Middleton, WI 53562
/36
$490,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,563 Sq Ft
4317 Goldeneye Gateway Dr, Middleton, WI 53562

Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Kitchen includes quartz countertops, large island, granite sink, stainless appliances, and pantry. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry & powder rooms. Built-in wood cubbies in rear foyer. 2-car attached garage with extra storage! 10yr builder's

Encore Homes, Inc Builder

4317 Goldeneye Gateway Dr, Middleton, WI 53562
/32
$453,500 New Construction
- 3 Beds
- 2.5 Baths
- 1,435 Sq Ft
6850 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

6850 Belle Fontaine Blvd, Middleton, WI 53562
/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
/39
$475,000
- 2 Beds
- 3 Baths
- 2,435 Sq Ft
749 Cricket Ln Unit 749, Middleton, WI 53562

Rare Find:Ranch Condo! Middleton Schools! Discover the perfect blend of space, style, and location in this ranch-style duplex condo. Situated on Madison’s West Side, this home offers a great opportunity for those seeking single-level living without sacrificing privacy. 2 beds, 2 baths on the main level with living room/fireplace & large open kitchen/dining area The finished lower level features a

Wanda Roche Compass Real Estate Wisconsin

749 Cricket Ln Unit 749, Middleton, WI 53562
/41
$485,000 Open Sat 11AM - 1PM
- 3 Beds
- 3 Baths
- 2,135 Sq Ft
7240 Maywood Ave, Middleton, WI 53562

Show 3.28.26. Ready for its next owners, this charming 1.5-story Cape Cod in a desirable Middleton location offers 3 bedrooms and 2.5 baths with a functional and inviting layout. The main floor features a spacious primary bedroom, convenient main-floor laundry, and abundant storage throughout. Upstairs, you’ll find two large bedrooms with great closet space. Recent updates include new kitchen

Kevin Campos Bunbury & Assoc, REALTORS

7240 Maywood Ave, Middleton, WI 53562
$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 here. All prices, promotions and specifications are subject to change at any time without

Veridian Homes Builder

616 Tabby Turn Dr, Middleton, WI 53562
/32
$449,500 New Construction
- 3 Beds
- 3.5 Baths
- 2,130 Sq Ft
6882 Belle Fontaine Blvd, Middleton, WI 53562

Under construction; estimated completion 4/27/26. 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 with rec room and full bath INCLUDED. Garage enters

Encore Homes, Inc Builder

6882 Belle Fontaine Blvd, Middleton, WI 53562
/2
$495,000
- Land
- 0.65 Acre
- $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

Wisconsin Dane County Middleton

Home Trends in Middleton, WI

On average, homes in Middleton, WI sell after 39 days on the market compared to the national average of 55 days. The median sale price for homes in Middleton, WI over the last 12 months is $540,200, down 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$540,200

Median Single Family Sale Price

$574,890

Median 2 Bedroom Sale Price

$299,500

Median 1 Bedroom Sale Price

$272,000

Average Price Per Sq Ft

$274

Number of Homes for Sale

Last 12 months Home Sales

265

Months of Supply

2.10

Median List Price

$527,900

Median Change From 1st List Price

Median Home Sale Price YoY Change

-2%

How to Buy a Home How to Finance a Home How to Sell a Home

In Middleton, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 23 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Middleton, WI and find the perfect fit for your homeownership goals.

Middleton Types of Homes for Sale

Middleton Homes by Price

Middleton Real Estate Listings

More About Living in Middleton

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

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