Real Estate Investment Properties for Sale in Caledonia, WI

Looking for investment property in Caledonia, WI with high ROI ?

Explore a variety of short-term homes & houses in Caledonia, WI. Invest wisely with VRBO & Caledonia, 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 Caledonia, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
12918 Bell Rd Caledonia, WI Five acres, a fully updated colonial, and the kind of setting that gives you room to actua...	3 beds \| 4 baths \| 3,407 sq.ft.	$920,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 1.65% Airbnb Rental Income: $1036 Traditional Rental Income: $3379 Airbnb ROI: -1.5% Traditional ROI: 1.65%
1459 Waukesha Rd Caledonia, WI 1459 Waukesha Rd, Caledonia, WI 53108 \| Other	N/A beds \| N/A baths \| N/A	$575,000	Airbnb cash on cash: -2.56% Traditional cash on cash: -1.9% Airbnb Rental Income: $516 Traditional Rental Income: $594 Airbnb ROI: -2.56% Traditional ROI: -1.9%
1453 Waukesha Rd Caledonia, WI 1453 Waukesha Rd, Caledonia, WI 53108 \| Other	N/A beds \| N/A baths \| N/A	$450,000	Airbnb cash on cash: -2.48% Traditional cash on cash: -1.64% Airbnb Rental Income: $516 Traditional Rental Income: $594 Airbnb ROI: -2.48% Traditional ROI: -1.64%
LT1 County Trunk U Caledonia, WI LT1 County Trunk U, Caledonia, WI 53108 \| Other	N/A beds \| N/A baths \| N/A	$549,900	Airbnb cash on cash: -2.55% Traditional cash on cash: -1.86% Airbnb Rental Income: $516 Traditional Rental Income: $596 Airbnb ROI: -2.55% Traditional ROI: -1.86%
1940 Woodland Dr Caledonia, WI Spacious tri-level home in Raymond offering 4 bedrooms, 2 full baths, and room to spread o...	4 beds \| 2 baths \| 1,750 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $2379 Airbnb ROI: N/A Traditional ROI: 4.81%
3406 State Highway 38 Caledonia, WI 3406 State Highway 38, Caledonia, WI 53108 \| Single Family Residential	4 beds \| 2 baths \| 2,755 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.36% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 1.36%
2351 27th St Caledonia, WI 2351 27th St, Caledonia, WI 53108 \| Single Family Residential	4 beds \| 4 baths \| 4,320 sq.ft.	$1,499,999	Airbnb cash on cash: N/A Traditional cash on cash: -0.46% Airbnb Rental Income: $null Traditional Rental Income: $3411 Airbnb ROI: N/A Traditional ROI: -0.46%
3837 Scenic Way Caledonia, WI 3837 Scenic Way, Caledonia, WI 53126 \| Single Family Residential	4 beds \| 3 baths \| 2,400 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $2825 Airbnb ROI: N/A Traditional ROI: 3.51%
3430 Roberts St Caledonia, WI 3430 Roberts St, Caledonia, WI 53126 \| Single Family Residential	3 beds \| 1 baths \| 1,000 sq.ft.	$290,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.38% Airbnb Rental Income: $1036 Traditional Rental Income: $1514 Airbnb ROI: -0.7% Traditional ROI: 2.38%
3744 Morris St Caledonia, WI 3744 Morris St, Caledonia, WI 53126 \| Single Family Residential	5 beds \| 3 baths \| 3,050 sq.ft.	$669,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.21% Airbnb Rental Income: $null Traditional Rental Income: $3241 Airbnb ROI: N/A Traditional ROI: 2.21%
4705 Bluffside Dr Caledonia, WI Tucked into a quiet neighborhood, this elegant home offers high end tranquil living. Frame...	4 beds \| 2 baths \| 2,963 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $2261 Airbnb ROI: N/A Traditional ROI: 1.71%
6408 Blue River Way Caledonia, WI As you approach this executive home nestled on almost 1/2 acre you'll be surrounded by pre...	4 beds \| 3 baths \| 2,969 sq.ft.	$698,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $3148 Airbnb ROI: N/A Traditional ROI: 2.58%
710 5 Mile Rd Caledonia, WI 710 5 Mile Rd, Caledonia, WI 53402 \| Single Family Residential	3 beds \| 2 baths \| 1,577 sq.ft.	$519,900	Airbnb cash on cash: -1.64% Traditional cash on cash: 1.09% Airbnb Rental Income: $1036 Traditional Rental Income: $1999 Airbnb ROI: -1.64% Traditional ROI: 1.09%
Lt1 Novak Rd Caledonia, WI Lt1 Novak Rd, Caledonia, WI 53402 \| Other	N/A beds \| N/A baths \| N/A	$199,000	Airbnb cash on cash: -2.04% Traditional cash on cash: -0.17% Airbnb Rental Income: $516 Traditional Rental Income: $594 Airbnb ROI: -2.04% Traditional ROI: -0.17%
6924 Whitewater St Caledonia, WI 6924 Whitewater St, Caledonia, WI 53402 \| Single Family Residential	4 beds \| 1 baths \| 1,929 sq.ft.	$304,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.59% Airbnb Rental Income: $null Traditional Rental Income: $1361 Airbnb ROI: N/A Traditional ROI: 1.59%
2920 Wildrose Way Caledonia, WI 2920 Wildrose Way, Caledonia, WI 53402 \| Single Family Residential	3 beds \| 1 baths \| 2,081 sq.ft.	$425,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 0.38% Airbnb Rental Income: $1036 Traditional Rental Income: $1370 Airbnb ROI: -1.37% Traditional ROI: 0.38%
6501 River Meadows Turn Caledonia, WI 6501 River Meadows Turn, Caledonia, WI 53402 \| Single Family Residential	4 beds \| 2 baths \| 3,329 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.44% Airbnb Rental Income: $null Traditional Rental Income: $1984 Airbnb ROI: N/A Traditional ROI: 0.44%
3430 Shorewood Dr Caledonia, WI 3430 Shorewood Dr, Caledonia, WI 53404 \| Single Family Residential	3 beds \| 2 baths \| 2,235 sq.ft.	$498,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 1.5% Airbnb Rental Income: $1036 Traditional Rental Income: $2111 Airbnb ROI: -1.59% Traditional ROI: 1.5%
3554 Cranberry Ln Caledonia, WI 3554 Cranberry Ln, Caledonia, WI 53404 \| Single Family Residential	3 beds \| 2 baths \| 2,748 sq.ft.	$569,000	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.04% Airbnb Rental Income: $1036 Traditional Rental Income: $2155 Airbnb ROI: -1.74% Traditional ROI: 1.04%
3011 Bruce Dr Caledonia, WI 3011 Bruce Dr, Caledonia, WI 53404 \| Single Family Residential	4 beds \| 1 baths \| 1,840 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.33% Airbnb Rental Income: $null Traditional Rental Income: $1350 Airbnb ROI: N/A Traditional ROI: 0.33%
4241 Goleys Ln Caledonia, WI 4241 Goleys Ln, Caledonia, WI 53404 \| Other	N/A beds \| N/A baths \| N/A	$89,900	Airbnb cash on cash: -1.11% Traditional cash on cash: 2.94% Airbnb Rental Income: $516 Traditional Rental Income: $597 Airbnb ROI: -1.11% Traditional ROI: 2.94%
3908 Valley Rd Caledonia, WI 3908 Valley Rd, Caledonia, WI 53405 \| Single Family Residential	2 beds \| 1 baths \| 1,367 sq.ft.	$235,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.47% Airbnb Rental Income: $1089 Traditional Rental Income: $1046 Airbnb ROI: -0.01% Traditional ROI: 1.47%
6130 Northwestern Ave Caledonia, WI 6130 Northwestern Ave, Caledonia, WI 53406 \| Other	N/A beds \| N/A baths \| N/A	$895,500	Airbnb cash on cash: -2.66% Traditional cash on cash: -2.24% Airbnb Rental Income: $516 Traditional Rental Income: $594 Airbnb ROI: -2.66% Traditional ROI: -2.24%
8203 Northwestern Ave Caledonia, WI 8203 Northwestern Ave, Caledonia, WI 53406 \| Single Family Residential	4 beds \| 3 baths \| 3,089 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.15% Airbnb Rental Income: $null Traditional Rental Income: $2657 Airbnb ROI: N/A Traditional ROI: 2.15%
3246 Blue Star Cir Caledonia, WI 3246 Blue Star Cir, Caledonia, WI 53406 \| Single Family Residential	3 beds \| 2 baths \| 2,405 sq.ft.	$750,000	Airbnb cash on cash: -2.04% Traditional cash on cash: 0.44% Airbnb Rental Income: $1036 Traditional Rental Income: $2406 Airbnb ROI: -2.04% Traditional ROI: 0.44%
5140 Terrace High Caledonia, WI 5140 Terrace High, Caledonia, WI 53406 \| Single Family Residential	4 beds \| 1 baths \| 2,080 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.44% Airbnb Rental Income: $null Traditional Rental Income: $1395 Airbnb ROI: N/A Traditional ROI: 0.44%

Real Estate investment in Caledonia, WI

There are 26 properties for sale in the city of Caledonia . The median list price in Caledonia is $414,786 and the average price per square foot is $185. In June 2026, the average monthly cash on cash return in Caledonia is 1.00%. The average monthly rental income in Caledonia is $1,992.

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

There are 26 investment properties available for sale in Caledonia.

In 2026, the best neighborhood to buy investment property is Caledonia.

The ROI for Long-Term is higher than the Short-Term in Caledonia with average rental income of $1,992.

Your search for investment property begins and ends here

Investment Property for Sale in Caledonia, WI

12918 Bell Rd

Caledonia, WI

3 beds | 4 baths | 3,407 sq.ft.

$920,000

Airbnb cash on cash: -1.5%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $1036

Traditional Rental Income: $3379

Airbnb ROI: -1.5%

Traditional ROI: 1.65%

1459 Waukesha Rd

Caledonia, WI

N/A beds | N/A baths | N/A

$575,000

Airbnb cash on cash: -2.56%

Traditional cash on cash: -1.9%

Airbnb Rental Income: $516

Traditional Rental Income: $594

Airbnb ROI: -2.56%

Traditional ROI: -1.9%

1453 Waukesha Rd

Caledonia, WI

N/A beds | N/A baths | N/A

$450,000

Airbnb cash on cash: -2.48%

Traditional cash on cash: -1.64%

Airbnb Rental Income: $516

Traditional Rental Income: $594

Airbnb ROI: -2.48%

Traditional ROI: -1.64%

LT1 County Trunk U

Caledonia, WI

N/A beds | N/A baths | N/A

$549,900

Airbnb cash on cash: -2.55%

Traditional cash on cash: -1.86%

Airbnb Rental Income: $516

Traditional Rental Income: $596

Airbnb ROI: -2.55%

Traditional ROI: -1.86%

1940 Woodland Dr

Caledonia, WI

4 beds | 2 baths | 1,750 sq.ft.

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.81%

Airbnb Rental Income: $null

Traditional Rental Income: $2379

Airbnb ROI: N/A

Traditional ROI: 4.81%

3406 State Highway 38

Caledonia, WI

4 beds | 2 baths | 2,755 sq.ft.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2250

Airbnb ROI: N/A

Traditional ROI: 1.36%

2351 27th St

Caledonia, WI

4 beds | 4 baths | 4,320 sq.ft.

$1,499,999

Airbnb cash on cash: N/A

Traditional cash on cash: -0.46%

Airbnb Rental Income: $null

Traditional Rental Income: $3411

Airbnb ROI: N/A

Traditional ROI: -0.46%

3837 Scenic Way

Caledonia, WI

4 beds | 3 baths | 2,400 sq.ft.

$459,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.51%

Airbnb Rental Income: $null

Traditional Rental Income: $2825

Airbnb ROI: N/A