Real Estate Investments for Sale in Highland, WI With High ROI

Are you looking for a vacation rental in Highland, WI? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

Explore a variety of short-term homes & houses in Highland, WI. Invest wisely with VRBO & Highland, WI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Highland, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
207 Dodgeville Street Highland, WI Duplex on 1\2 acre with big sky and country views. Both units have main level bathroom an...	4 beds \| N/A baths \| N/A	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.61% Airbnb Rental Income: $null Traditional Rental Income: $1964 Airbnb ROI: N/A Traditional ROI: 5.61%
504 Spring Street Highland, WI This beautifully maintained Craftsmen-style home boasts timeless charm and character throu...	5 beds \| 1 baths \| 1,884 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.85% Airbnb Rental Income: $null Traditional Rental Income: $2048 Airbnb ROI: N/A Traditional ROI: 8.85%
Investment Properties for Sale in Other Cities of Wisconsin
1421 Valley Estates Road Mondovi , WI Ever dreamed of grabbing your clubs and golfing right out your back door? Here is your dre...	4 beds \| 3 baths \| 2,143 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $2614 Airbnb ROI: N/A Traditional ROI: 4.41%
614 Riverside Drive Fort Atkinson , WI Discover the perfect blend of classic elegance and modern updates in this beautiful 3-bedr...	3 beds \| 3 baths \| 2,063 sq.ft.	$319,900	Airbnb cash on cash: 6.58% Traditional cash on cash: 5.94% Airbnb Rental Income: $3482 Traditional Rental Income: $2521 Airbnb ROI: 6.58% Traditional ROI: 5.94%
4024 N 44th St Milwaukee , WI Discover this charming 3-bedroom, 1.5-bathroom cape cod home, beautifully rehabbed in 2021...	3 beds \| 2 baths \| 1,366 sq.ft.	$179,500	Airbnb cash on cash: 5.51% Traditional cash on cash: 9.62% Airbnb Rental Income: $1884 Traditional Rental Income: $2084 Airbnb ROI: 5.51% Traditional ROI: 9.62%
8263 N 54th St Brown Deer , WI Bonus 4th bedroom in the basement Discover your new home in this inviting 3-bedroom, 1.5...	3 beds \| 2 baths \| 1,707 sq.ft.	$265,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 6.11% Airbnb Rental Income: $2259 Traditional Rental Income: $2273 Airbnb ROI: 3.79% Traditional ROI: 6.11%
1718 W Main Street #2 Stoughton , WI This beautifully maintained 3-bedroom, 2.5 bath Condo is waiting for you at Shady Tree Con...	3 beds \| 3 baths \| 1,450 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.02% Airbnb Rental Income: $null Traditional Rental Income: $2602 Airbnb ROI: N/A Traditional ROI: 7.02%
3008 CHRISTIAN AVENUE Wausau , WI What an absolutely beautiful 4 bedroom, 4 1/2 bath home! Incredible value home includes t...	4 beds \| 4 baths \| 4,265 sq.ft.	$399,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 5.82% Airbnb Rental Income: $2422 Traditional Rental Income: $3272 Airbnb ROI: 1.97% Traditional ROI: 5.82%
4216 Williamsburg Drive Eau Claire , WI Beautiful Princeton Condo with stunning views. Zero entry. Private deck and patio facing...	2 beds \| 2 baths \| 2,005 sq.ft.	$394,900	Airbnb cash on cash: 1.43% Traditional cash on cash: 4.21% Airbnb Rental Income: $2087 Traditional Rental Income: $2580 Airbnb ROI: 1.43% Traditional ROI: 4.21%
4144 Renee Court Eau Claire , WI Beautiful 2 story home built as the anchor to the Westridge neighborhood. 4 bedroom, 2.5 B...	4 beds \| 3 baths \| 2,416 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.1% Airbnb Rental Income: $null Traditional Rental Income: $2829 Airbnb ROI: N/A Traditional ROI: 6.1%
12462 Timberline Rd Ellison Bay , WI Revel in the beauty of the northern lights and shooting stars from this heavenly 20-acre p...	4 beds \| 2 baths \| 3,115 sq.ft.	$1,800,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 0.3% Airbnb Rental Income: $9851 Traditional Rental Income: $2832 Airbnb ROI: 3.4% Traditional ROI: 0.3%
5753 North 95th St Milwaukee , WI Excellent opportunity for a savvy investor or anyone to scoop this one up! Both Roof and t...	3 beds \| 1 baths \| 938 sq.ft.	$120,000	Airbnb cash on cash: 8.53% Traditional cash on cash: 8.97% Airbnb Rental Income: $1859 Traditional Rental Income: $1411 Airbnb ROI: 8.53% Traditional ROI: 8.97%
1826-3 Parkland Drive #0503 Arkdale , WI Pride of ownership is evident in this meticulously maintained condo that features a panora...	3 beds \| 2 baths \| 1,689 sq.ft.	$299,500	Airbnb cash on cash: 3.56% Traditional cash on cash: 7.22% Airbnb Rental Income: $2124 Traditional Rental Income: $2613 Airbnb ROI: 3.56% Traditional ROI: 7.22%
4405 ASHLAND AVENUE Wausau , WI Discover your dream home in this beautifully maintained raised ranch located in a desirabl...	3 beds \| 2 baths \| 1,704 sq.ft.	$259,900	Airbnb cash on cash: 5.72% Traditional cash on cash: 6.47% Airbnb Rental Income: $2854 Traditional Rental Income: $2372 Airbnb ROI: 5.72% Traditional ROI: 6.47%
705 Steven Ave Greenwood , WI Discover luxury living in this exquisite stately property nestled along the scenic Black R...	4 beds \| 4 baths \| 5,440 sq.ft.	$529,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.62% Airbnb Rental Income: $null Traditional Rental Income: $4675 Airbnb ROI: N/A Traditional ROI: 5.62%
W294n6666 Cheryl Ln Hartland , WI BEAUTIFUL Home - In Arrowhead School District, Low Merton taxes & NO HOA! Situated on 1.3+...	3 beds \| 3 baths \| 2,600 sq.ft.	$725,000	Airbnb cash on cash: 4.28% Traditional cash on cash: 2.42% Airbnb Rental Income: $5222 Traditional Rental Income: $2909 Airbnb ROI: 4.28% Traditional ROI: 2.42%
12 S Western Avenue Deerfield , WI Closer to Madison than you'd think, Deerfield is a growing community with a lot to offer a...	3 beds \| 1 baths \| 1,296 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $2066 Airbnb ROI: N/A Traditional ROI: 4.47%

Real Estate investment in Highland, WI

There are 2 properties for sale in the city of Highland . The median list price in Highland is $217,450 and the average price per square foot is $115. In September 2024, the average monthly cash on cash return in Highland is 7.00%. The average monthly rental income in Highland is $2,006.

Highland, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 2 investment properties available for sale in Highland.

The ROI for Short-Term is higher than the Long-Term in Highland with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, WI

207 Dodgeville Street

Highland, WI

4 beds | N/A baths | N/A

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.61%

Airbnb Rental Income: $null

Traditional Rental Income: $1964

Airbnb ROI: N/A

Traditional ROI: 5.61%

504 Spring Street

Highland, WI

5 beds | 1 baths | 1,884 sq.ft.

$189,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2048

Airbnb ROI: N/A

Traditional ROI: 8.85%

Investment Properties for Sale in Other Cities of Wisconsin

Mondovi , WI

4 beds | 3 baths | 2,143 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.41%

Airbnb Rental Income: $null

Traditional Rental Income: $2614

Airbnb ROI: N/A

Traditional ROI: 4.41%

Fort Atkinson , WI

3 beds | 3 baths | 2,063 sq.ft.

$319,900

Airbnb cash on cash: 6.58%

Traditional cash on cash: 5.94%

Airbnb Rental Income: $3482

Traditional Rental Income: $2521

Airbnb ROI: 6.58%

Traditional ROI: 5.94%

Milwaukee , WI

3 beds | 2 baths | 1,366 sq.ft.

$179,500

Airbnb cash on cash: 5.51%

Traditional cash on cash: 9.62%

Airbnb Rental Income: $1884

Traditional Rental Income: $2084

Airbnb ROI: 5.51%

Traditional ROI: 9.62%

Brown Deer , WI

3 beds | 2 baths | 1,707 sq.ft.

$265,000

Airbnb cash on cash: 3.79%

Traditional cash on cash: 6.11%

Airbnb Rental Income: $2259

Traditional Rental Income: $2273

Airbnb ROI: 3.79%

Traditional ROI: 6.11%

Stoughton , WI

3 beds | 3 baths | 1,450 sq.ft.

$279,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.02%

Airbnb Rental Income: $null

Traditional Rental Income: $2602

Airbnb ROI: N/A

Traditional ROI: 7.02%

Wausau , WI

4 beds | 4 baths | 4,265 sq.ft.

$399,900

Airbnb cash on cash: 1.97%

Traditional cash on cash: 5.82%

Airbnb Rental Income: $2422

Traditional Rental Income: $3272

Airbnb ROI: 1.97%

Traditional ROI: 5.82%

Eau Claire , WI

2 beds | 2 baths | 2,005 sq.ft.

$394,900

Airbnb cash on cash: 1.43%