Airbnb Properties for Sale in Middleton, WI

Looking for a vacation rental investment in Middleton, WI with high ROI ?

Explore a range of newly added short-term rental homes in Middleton, WI. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Middleton, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9368 Old Sauk Rd Middleton, WI Simply Stunning! Walk into this town home in the Blackhawk Subdivision. This condo inclu...	2 beds \| 1 baths \| 1,260 sq.ft.	$340,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.3% Airbnb Rental Income: $1770 Traditional Rental Income: $1286 Airbnb ROI: 0.3% Traditional ROI: 0.3%
9423 White Fox Ln Middleton, WI Desirable ranch home in the heart of Sauk Heights. Four bedrooms, 3 baths with an open fl...	4 beds \| 3 baths \| 2,490 sq.ft.	$674,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 1.7% Airbnb Rental Income: $4684 Traditional Rental Income: $2648 Airbnb ROI: 3.39% Traditional ROI: 1.7%
9420 Stoneywood Boulevard Middleton, WI Welcome home to this impeccably maintained ranch-style residence that combines comfort, st...	4 beds \| 3 baths \| 2,753 sq.ft.	$649,500	Airbnb cash on cash: 3.26% Traditional cash on cash: 1.85% Airbnb Rental Income: $4684 Traditional Rental Income: $2864 Airbnb ROI: 3.26% Traditional ROI: 1.85%
726 Cone Flower St Middleton, WI Welcome Home! This stunning 4 bedroom 3.5 bath sits in a highly desirable Greystone Subdiv...	4 beds \| 3 baths \| 3,130 sq.ft.	$740,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 1.81% Airbnb Rental Income: $4684 Traditional Rental Income: $2938 Airbnb ROI: 2.94% Traditional ROI: 1.81%
3324 Glacier Ridge Rd Middleton, WI Showings start FRI 4/8 at 1pm. Wonderful 3 bed, 3.5 bath craftsman home in desirable Middl...	4 beds \| 3 baths \| 3,625 sq.ft.	$1,150,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 0.54% Airbnb Rental Income: $4684 Traditional Rental Income: $2865 Airbnb ROI: 1.34% Traditional ROI: 0.54%
7106 Fortune Dr #7 Middleton, WI Looking for affordable living in Middleton? Come check out this 1st floor corner unit of T...	2 beds \| 1 baths \| 890 sq.ft.	$185,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 2.11% Airbnb Rental Income: $1770 Traditional Rental Income: $1084 Airbnb ROI: 3.26% Traditional ROI: 2.11%
2140 Allen Blvd #3 Middleton, WI Showings start Saturday, 5/21. BEAUTIFUL UPDATED & UPGRADED 2 bedroom, 1 bath move-in read...	2 beds \| 1 baths \| 860 sq.ft.	$199,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 1.14% Airbnb Rental Income: $1770 Traditional Rental Income: $1129 Airbnb ROI: 1.97% Traditional ROI: 1.14%
4029 Serenbe Street Middleton, WI Experience a rare combination of design, efficiency, and low~maintenance living in this mo...	5 beds \| 6 baths \| N/A	$1,699,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.34% Airbnb Rental Income: $3917 Traditional Rental Income: $2602 Airbnb ROI: 0.64% Traditional ROI: 0.34%
The Everest Plan Middleton, WI The Everest Plan, Middleton, WI 53562 \| Single Family Residential	4 beds \| 2 baths \| 2,092 sq.ft.	$593,100	Airbnb cash on cash: 3.7% Traditional cash on cash: 0.78% Airbnb Rental Income: $4684 Traditional Rental Income: $2095 Airbnb ROI: 3.7% Traditional ROI: 0.78%
6680 Redpoll Rd Middleton, WI 6680 Redpoll Rd, Middleton, WI 53562 \| Single Family Residential	4 beds \| 2 baths \| 2,301 sq.ft.	$609,900	Airbnb cash on cash: 3.53% Traditional cash on cash: 1.12% Airbnb Rental Income: $4684 Traditional Rental Income: $2347 Airbnb ROI: 3.53% Traditional ROI: 1.12%
6661 Redpoll Rd Middleton, WI 6661 Redpoll Rd, Middleton, WI 53562 \| Single Family Residential	4 beds \| 2 baths \| 2,230 sq.ft.	$572,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 1.35% Airbnb Rental Income: $4684 Traditional Rental Income: $2348 Airbnb ROI: 3.91% Traditional ROI: 1.35%
6631 Junco Dr Middleton, WI 6631 Junco Dr, Middleton, WI 53562 \| Single Family Residential	4 beds \| 2 baths \| 2,265 sq.ft.	$578,900	Airbnb cash on cash: 3.83% Traditional cash on cash: 1.29% Airbnb Rental Income: $4684 Traditional Rental Income: $2342 Airbnb ROI: 3.83% Traditional ROI: 1.29%
The Margot Plan Middleton, WI The Margot Plan, Middleton, WI 53562 \| Single Family Residential	4 beds \| 2 baths \| 2,404 sq.ft.	$661,600	Airbnb cash on cash: 3.03% Traditional cash on cash: 0.46% Airbnb Rental Income: $4684 Traditional Rental Income: $2130 Airbnb ROI: 3.03% Traditional ROI: 0.46%
The Hudson Plan Middleton, WI The Hudson Plan, Middleton, WI 53562 \| Single Family Residential	4 beds \| 2 baths \| 2,172 sq.ft.	$630,700	Airbnb cash on cash: 3.32% Traditional cash on cash: 0.6% Airbnb Rental Income: $4684 Traditional Rental Income: $2115 Airbnb ROI: 3.32% Traditional ROI: 0.6%
The Hoffman Plan Middleton, WI The Hoffman Plan, Middleton, WI 53562 \| Single Family Residential	4 beds \| 2 baths \| 2,045 sq.ft.	$612,600	Airbnb cash on cash: 3.5% Traditional cash on cash: 0.67% Airbnb Rental Income: $4684 Traditional Rental Income: $2095 Airbnb ROI: 3.5% Traditional ROI: 0.67%
The Beryl Plan Middleton, WI The Beryl Plan, Middleton, WI 53562 \| Single Family Residential	3 beds \| 2 baths \| 1,503 sq.ft.	$529,800	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.57% Airbnb Rental Income: $2438 Traditional Rental Income: $1781 Airbnb ROI: 0.7% Traditional ROI: 0.57%
Lot 31 Belle Farm Middleton, WI Lot 31 Belle Farm, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$246,000	Airbnb cash on cash: 2.4% Traditional cash on cash: -0.77% Airbnb Rental Income: $1796 Traditional Rental Income: $570 Airbnb ROI: 2.4% Traditional ROI: -0.77%
Lot 29 Belle Farm Middleton, WI Lot 29 Belle Farm, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$265,000	Airbnb cash on cash: 2.03% Traditional cash on cash: -0.93% Airbnb Rental Income: $1796 Traditional Rental Income: $567 Airbnb ROI: 2.03% Traditional ROI: -0.93%
Lot 7 Belle Farm Middleton, WI Lot 7 Belle Farm, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$193,000	Airbnb cash on cash: 3.81% Traditional cash on cash: -0.2% Airbnb Rental Income: $1796 Traditional Rental Income: $573 Airbnb ROI: 3.81% Traditional ROI: -0.2%
Lot 5 Belle Farm Middleton, WI Lot 5 Belle Farm, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$193,000	Airbnb cash on cash: 3.81% Traditional cash on cash: -0.2% Airbnb Rental Income: $1796 Traditional Rental Income: $573 Airbnb ROI: 3.81% Traditional ROI: -0.2%
Lot 4 Belle Farm Middleton, WI Lot 4 Belle Farm, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$193,000	Airbnb cash on cash: 3.81% Traditional cash on cash: -0.2% Airbnb Rental Income: $1796 Traditional Rental Income: $573 Airbnb ROI: 3.81% Traditional ROI: -0.2%
Lot 6 Belle Farm Middleton, WI Lot 6 Belle Farm, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$193,000	Airbnb cash on cash: 3.81% Traditional cash on cash: -0.2% Airbnb Rental Income: $1796 Traditional Rental Income: $573 Airbnb ROI: 3.81% Traditional ROI: -0.2%
7532 California Love Trl Middleton, WI 7532 California Love Trl, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$229,500	Airbnb cash on cash: 2.77% Traditional cash on cash: -0.63% Airbnb Rental Income: $1796 Traditional Rental Income: $570 Airbnb ROI: 2.77% Traditional ROI: -0.63%
6616 Linnet Ln Middleton, WI 6616 Linnet Ln, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 0.34% Airbnb Rental Income: $1796 Traditional Rental Income: $572 Airbnb ROI: 5.19% Traditional ROI: 0.34%
6607 Junco Dr Middleton, WI 6607 Junco Dr, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 0.34% Airbnb Rental Income: $1796 Traditional Rental Income: $572 Airbnb ROI: 5.19% Traditional ROI: 0.34%
7533 California Love Trl Middleton, WI 7533 California Love Trl, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$370,000	Airbnb cash on cash: 0.67% Traditional cash on cash: -1.46% Airbnb Rental Income: $1796 Traditional Rental Income: $567 Airbnb ROI: 0.67% Traditional ROI: -1.46%
7541 Another Way Middleton, WI 7541 Another Way, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$229,500	Airbnb cash on cash: 2.77% Traditional cash on cash: -0.63% Airbnb Rental Income: $1796 Traditional Rental Income: $570 Airbnb ROI: 2.77% Traditional ROI: -0.63%
6622 Linnet Ln Middleton, WI 6622 Linnet Ln, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 0.34% Airbnb Rental Income: $1796 Traditional Rental Income: $572 Airbnb ROI: 5.19% Traditional ROI: 0.34%
6613 Junco Dr Middleton, WI 6613 Junco Dr, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 0.34% Airbnb Rental Income: $1796 Traditional Rental Income: $572 Airbnb ROI: 5.19% Traditional ROI: 0.34%
6619 Junco Dr Middleton, WI 6619 Junco Dr, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 0.34% Airbnb Rental Income: $1796 Traditional Rental Income: $572 Airbnb ROI: 5.19% Traditional ROI: 0.34%
9924 Shining Willow St Middleton, WI 9924 Shining Willow St, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$199,900	Airbnb cash on cash: 3.59% Traditional cash on cash: -0.17% Airbnb Rental Income: $1796 Traditional Rental Income: $595 Airbnb ROI: 3.59% Traditional ROI: -0.17%
7539 Another Way Middleton, WI 7539 Another Way, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$229,500	Airbnb cash on cash: 2.77% Traditional cash on cash: -0.63% Airbnb Rental Income: $1796 Traditional Rental Income: $570 Airbnb ROI: 2.77% Traditional ROI: -0.63%
7525 California Love Trl Middleton, WI 7525 California Love Trl, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$370,000	Airbnb cash on cash: 0.67% Traditional cash on cash: -1.46% Airbnb Rental Income: $1796 Traditional Rental Income: $567 Airbnb ROI: 0.67% Traditional ROI: -1.46%
7528 California Love Trl Middleton, WI 7528 California Love Trl, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$229,500	Airbnb cash on cash: 2.77% Traditional cash on cash: -0.63% Airbnb Rental Income: $1796 Traditional Rental Income: $570 Airbnb ROI: 2.77% Traditional ROI: -0.63%
4028 Serenbe St Middleton, WI 4028 Serenbe St, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$180,000	Airbnb cash on cash: 4.27% Traditional cash on cash: -0.03% Airbnb Rental Income: $1796 Traditional Rental Income: $571 Airbnb ROI: 4.27% Traditional ROI: -0.03%
7521 California Love Trl Middleton, WI 7521 California Love Trl, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$370,000	Airbnb cash on cash: 0.67% Traditional cash on cash: -1.46% Airbnb Rental Income: $1796 Traditional Rental Income: $567 Airbnb ROI: 0.67% Traditional ROI: -1.46%
4061 Morning Poem Pl Middleton, WI 4061 Morning Poem Pl, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$229,500	Airbnb cash on cash: 2.77% Traditional cash on cash: -0.63% Airbnb Rental Income: $1796 Traditional Rental Income: $570 Airbnb ROI: 2.77% Traditional ROI: -0.63%
Lot 17 Welcome Dr Middleton, WI Lot 17 Welcome Dr, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$399,900	Airbnb cash on cash: 0.41% Traditional cash on cash: -1.5% Airbnb Rental Income: $1796 Traditional Rental Income: $592 Airbnb ROI: 0.41% Traditional ROI: -1.5%
4063 Serenbe St Middleton, WI 4063 Serenbe St, Middleton, WI 53562 \| Other	N/A beds \| N/A baths \| N/A	$240,000	Airbnb cash on cash: 2.53% Traditional cash on cash: -0.72% Airbnb Rental Income: $1796 Traditional Rental Income: $570 Airbnb ROI: 2.53% Traditional ROI: -0.72%
1214-1216 N High Point Road Middleton, WI Excellent Investment Opportunity in prime Middleton Location!! Well-maintained duplex in t...	6 beds \| 6 baths \| N/A	$899,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 0.74% Airbnb Rental Income: $3917 Traditional Rental Income: $2579 Airbnb ROI: 1.33% Traditional ROI: 0.74%

Vacation Rentals in Middleton

There are 77 vacation rental properties available for sale in the city of Middleton . The median list price of Airbnb properties available for sale in Middleton is $489,247 and the average price per square foot is $210. The cash on cash return on vacation rentals in Middleton is 1.00%. The average monthly short term rental income in Middleton is $2,438.

Middleton, WI Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 77 Airbnb properties available for sale in Middleton.

In 2026, the best neighborhood to buy short term rental property is Middleton.

In June 2026, the average Airbnb occupancy rate in Middleton is 29%.

Airbnb data on vacation rentals in Middleton, WI is available at Mashvisor. You can access data such as listings, real-time pricing trends, Middleton, WI market insights, guest information and booking details, seasonality trends and historical Middleton, WI Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Middleton, WI

9368 Old Sauk Rd

Middleton, WI

2 beds | 1 baths | 1,260 sq.ft.

$340,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 0.3%

Airbnb Rental Income: $1770

Traditional Rental Income: $1286

Airbnb ROI: 0.3%

Traditional ROI: 0.3%

9423 White Fox Ln

Middleton, WI

4 beds | 3 baths | 2,490 sq.ft.

$674,000

Airbnb cash on cash: 3.39%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $4684

Traditional Rental Income: $2648

Airbnb ROI: 3.39%

Traditional ROI: 1.7%

9420 Stoneywood Boulevard

Middleton, WI

4 beds | 3 baths | 2,753 sq.ft.

$649,500

Airbnb cash on cash: 3.26%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $4684

Traditional Rental Income: $2864

Airbnb ROI: 3.26%

Traditional ROI: 1.85%

726 Cone Flower St

Middleton, WI

4 beds | 3 baths | 3,130 sq.ft.

$740,000

Airbnb cash on cash: 2.94%

Traditional cash on cash: 1.81%

Airbnb Rental Income: $4684

Traditional Rental Income: $2938

Airbnb ROI: 2.94%

Traditional ROI: 1.81%

3324 Glacier Ridge Rd

Middleton, WI

4 beds | 3 baths | 3,625 sq.ft.

$1,150,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 0.54%

Airbnb Rental Income: $4684

Traditional Rental Income: $2865

Airbnb ROI: 1.34%

Traditional ROI: 0.54%

7106 Fortune Dr #7

Middleton, WI

2 beds | 1 baths | 890 sq.ft.

$185,000

Airbnb cash on cash: 3.26%

Traditional cash on cash: 2.11%

Airbnb Rental Income: $1770

Traditional Rental Income: $1084

Airbnb ROI: 3.26%

Traditional ROI: 2.11%

2140 Allen Blvd #3

Middleton, WI

2 beds | 1 baths | 860 sq.ft.

$199,900

Airbnb cash on cash: 1.97%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $1770

Traditional Rental Income: $1129

Airbnb ROI: 1.97%

Traditional ROI: 1.14%

4029 Serenbe Street

Middleton, WI

5 beds | 6 baths | N/A

$1,699,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $3917

Traditional Rental Income: $2602

Airbnb ROI: 0.64%