Real Estate Investment Properties for Sale in Windsor, MO

Looking for investment property in Windsor, MO with high ROI ?

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

Single Family Homes for Sale in Windsor, MO

Search for Single Family Residential for Sale in Windsor, Missouri. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 22 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
207 WINCHELL Windsor, MO Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 1 baths \| 1,622 sq.ft.	$187,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.93% Airbnb Rental Income: $null Traditional Rental Income: $2123 Airbnb ROI: N/A Traditional ROI: 9.93%
899 NE 990 Rd Windsor, MO Welcome to this beautiful ranch style home located on 9.2+/- serene acres, providing plent...	3 beds \| 1 baths \| 2,114 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $1987 Airbnb ROI: N/A Traditional ROI: 3.8%
103 S Hyde St Windsor, MO Energy efficient home on huge corner lot in Windsor! 3 bedroom (1 nonconforming), 1 full b...	3 beds \| 1 baths \| 1,104 sq.ft.	$152,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.28% Airbnb Rental Income: $null Traditional Rental Income: $1672 Airbnb ROI: N/A Traditional ROI: 9.28%
50 Circle Dr Windsor, MO OWNER has updated the house with appliances and remodeling. Seller plans to utilize a 1031...	3 beds \| 2 baths \| 1,056 sq.ft.	$153,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.46% Airbnb Rental Income: $null Traditional Rental Income: $1626 Airbnb ROI: N/A Traditional ROI: 8.46%
104 N Hughes St Windsor, MO Affordability and style meet with this newly updated ranch in Windsor MO. This house featu...	3 beds \| 2 baths \| 1,562 sq.ft.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.46% Airbnb Rental Income: $null Traditional Rental Income: $1491 Airbnb ROI: N/A Traditional ROI: 8.46%
709 S Windsor St Windsor, MO Ready to move in! Check out this super cute 2 bedroom and 1 full bathroom home on a corne...	2 beds \| 1 baths \| 882 sq.ft.	$134,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.81% Airbnb Rental Income: $null Traditional Rental Income: $1014 Airbnb ROI: N/A Traditional ROI: 5.81%
303 North St Windsor, MO This 3 bedroom, 1 bath house is located conveniently on the outskirts of Windsor. Walk in ...	3 beds \| 1 baths \| 1,216 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $949 Airbnb ROI: N/A Traditional ROI: 3.48%
1193 SE 23 Hwy Windsor, MO Welcome to this beautifully custom built, partial earth contact home with 3-bedrooms, 3.5-...	3 beds \| 3 baths \| 2,140 sq.ft.	$580,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.74% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 3.74%
305 California Ave Windsor, MO 0.6 mi to Katy Trail Trailhead - 1 mi to Farrington Park - Deck, fenced yard & mature tree...	4 beds \| 2 baths \| 1,512 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.11% Airbnb Rental Income: $null Traditional Rental Income: $2335 Airbnb ROI: N/A Traditional ROI: 9.11%
100 Elm St Windsor, MO MOVE-IN READY HOME, PERFECT WAY TO START OFF 2026! Pride of ownership & UPDATES can be see...	3 beds \| 2 baths \| 1,944 sq.ft.	$232,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $2419 Airbnb ROI: N/A Traditional ROI: 9.16%
305 California Windsor, MO 0.6 mi to Katy Trail Trailhead â¢ 1 mi to Farrington Park â¢ Fenced yard, deck & mature ...	4 beds \| 2 baths \| 1,512 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.09% Airbnb Rental Income: $null Traditional Rental Income: $2331 Airbnb ROI: N/A Traditional ROI: 9.09%
609 S Tebo St Windsor, MO Here is a nice 2 bedroom 1 bath brick home with a detached garage a roof thats just a few ...	2 beds \| 1 baths \| 1,300 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.41% Airbnb Rental Income: $null Traditional Rental Income: $1790 Airbnb ROI: N/A Traditional ROI: 10.41%
108 Elm St Windsor, MO This stunning 3 bedroom home is located in a quiet and adorable neighborhood on a huge cor...	3 beds \| 1 baths \| 1,040 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.08% Airbnb Rental Income: $null Traditional Rental Income: $1669 Airbnb ROI: N/A Traditional ROI: 7.08%
103 S Hyde Windsor, MO Energy efficient home on huge corner lot in Windsor! 3 bedroom (1 nonconforming), 1 full b...	3 beds \| 1 baths \| 1,104 sq.ft.	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.39% Airbnb Rental Income: $null Traditional Rental Income: $1758 Airbnb ROI: N/A Traditional ROI: 9.39%
209 S Lawn St Windsor, MO Welcome home to this charming 3-bedroom, 1-bath home nestled in the heart of Windsor. Enjo...	3 beds \| 1 baths \| 1,206 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.44% Airbnb Rental Income: $null Traditional Rental Income: $1803 Airbnb ROI: N/A Traditional ROI: 9.44%
709 S Windsor Windsor, MO Find your Forever Home in Windsor! This home which sits on a spacious corner lot within ci...	2 beds \| 1 baths \| 882 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.93% Airbnb Rental Income: $null Traditional Rental Income: $1464 Airbnb ROI: N/A Traditional ROI: 8.93%
106 S Franklin Windsor, MO Step into this lovingly renovated 3 bedroom, 2 bath home where every detail has been refre...	3 beds \| 2 baths \| 1,236 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.85% Airbnb Rental Income: $null Traditional Rental Income: $1951 Airbnb ROI: N/A Traditional ROI: 9.85%
106 W Lake Shore Dr Windsor, MO 106 W Lake Shore Dr, Windsor, MO 65360 \| Single Family Residential	3 beds \| 2 baths \| 1,800 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.72% Airbnb Rental Income: $null Traditional Rental Income: $2197 Airbnb ROI: N/A Traditional ROI: 4.72%
204 W Colt St Windsor, MO 204 W Colt St, Windsor, MO 65360 \| Single Family Residential	2 beds \| 1 baths \| 1,650 sq.ft.	$122,990	Airbnb cash on cash: N/A Traditional cash on cash: 8.97% Airbnb Rental Income: $null Traditional Rental Income: $1387 Airbnb ROI: N/A Traditional ROI: 8.97%
209 E Kentucky N/A Windsor, MO 209 E Kentucky N/A, Windsor, MO 65360 \| Single Family Residential	2 beds \| 1 baths \| 1,064 sq.ft.	$92,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.48% Airbnb Rental Income: $null Traditional Rental Income: $1306 Airbnb ROI: N/A Traditional ROI: 11.48%
300 E Florence St Windsor, MO 300 E Florence St, Windsor, MO 65360 \| Single Family Residential	2 beds \| 1 baths \| 1,124 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.75% Airbnb Rental Income: $null Traditional Rental Income: $1342 Airbnb ROI: N/A Traditional ROI: 6.75%
406 S Tebo St Windsor, MO 406 S Tebo St, Windsor, MO 65360 \| Single Family Residential	4 beds \| 1 baths \| 2,117 sq.ft.	$153,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.53% Airbnb Rental Income: $null Traditional Rental Income: $1628 Airbnb ROI: N/A Traditional ROI: 8.53%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windsor, MO

207 WINCHELL

Windsor, MO

3 beds | 1 baths | 1,622 sq.ft.

$187,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.93%

Airbnb Rental Income: $null

Traditional Rental Income: $2123

Airbnb ROI: N/A

Traditional ROI: 9.93%

899 NE 990 Rd

Windsor, MO

3 beds | 1 baths | 2,114 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.8%

Airbnb Rental Income: $null

Traditional Rental Income: $1987

Airbnb ROI: N/A

Traditional ROI: 3.8%

103 S Hyde St

Windsor, MO

3 beds | 1 baths | 1,104 sq.ft.

$152,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.28%

Airbnb Rental Income: $null

Traditional Rental Income: $1672

Airbnb ROI: N/A

Traditional ROI: 9.28%

50 Circle Dr

Windsor, MO

3 beds | 2 baths | 1,056 sq.ft.

$153,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1626

Airbnb ROI: N/A

Traditional ROI: 8.46%

104 N Hughes St

Windsor, MO

3 beds | 2 baths | 1,562 sq.ft.

$140,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1491

Airbnb ROI: N/A

Traditional ROI: 8.46%

709 S Windsor St

Windsor, MO

2 beds | 1 baths | 882 sq.ft.

$134,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.81%

Airbnb Rental Income: $null

Traditional Rental Income: $1014

Airbnb ROI: N/A

Traditional ROI: 5.81%

303 North St

Windsor, MO

3 beds | 1 baths | 1,216 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.48%

Airbnb Rental Income: $null

Traditional Rental Income: $949

Airbnb ROI: N/A

Traditional ROI: 3.48%

1193 SE 23 Hwy

Windsor, MO

3 beds | 3 baths | 2,140 sq.ft.

$580,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.74%

Airbnb Rental Income: $null

Traditional Rental Income: $2797

Airbnb ROI: N/A