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 23 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
104 E Colt St Windsor, MO Lovely Two Story Home in Windsor! This home could be easily converted into a Bed and Break...	4 beds \| 2 baths \| 2,341 sq.ft.	$111,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.52% Airbnb Rental Income: $null Traditional Rental Income: $1385 Airbnb ROI: N/A Traditional ROI: 10.52%
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 Windsor, MO Welcome to this beautiful ranch style home located on 9.2+/- serene acres, providing plent...	3 beds \| 2 baths \| 2,114 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $1301 Airbnb ROI: N/A Traditional ROI: 1.71%
103 S Hyde Street 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: 6.35% Airbnb Rental Income: $null Traditional Rental Income: $1301 Airbnb ROI: N/A Traditional ROI: 6.35%
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: 6.26% Airbnb Rental Income: $null Traditional Rental Income: $1301 Airbnb ROI: N/A Traditional ROI: 6.26%
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.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.58% Airbnb Rental Income: $null Traditional Rental Income: $1014 Airbnb ROI: N/A Traditional ROI: 5.58%
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 Avenue 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 Street 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.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.87% Airbnb Rental Income: $null Traditional Rental Income: $2419 Airbnb ROI: N/A Traditional ROI: 8.87%
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 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 Street 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 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: 5.72% Airbnb Rental Income: $null Traditional Rental Income: $1301 Airbnb ROI: N/A Traditional ROI: 5.72%
605 S Main St Windsor, MO 605 S Main St, Windsor, MO 65360 \| Single Family Residential	3 beds \| 1 baths \| 1,680 sq.ft.	$139,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.07% Airbnb Rental Income: $null Traditional Rental Income: $1301 Airbnb ROI: N/A Traditional ROI: 7.07%
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.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $1301 Airbnb ROI: N/A Traditional ROI: 1.71%
205 & 203 Hughes St Windsor, MO 205 & 203 Hughes St, Windsor, MO 65360 \| Single Family Residential	2 beds \| 1 baths \| 636 sq.ft.	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.94% Airbnb Rental Income: $null Traditional Rental Income: $1146 Airbnb ROI: N/A Traditional ROI: 4.94%
204 W Colt St Windsor, MO 204 W Colt St, Windsor, MO 65360 \| Single Family Residential	2 beds \| 1 baths \| 1,650 sq.ft.	$134,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $938 Airbnb ROI: N/A Traditional ROI: 4.56%
203 & 205 S Hughes St Windsor, MO 203 & 205 S Hughes St, Windsor, MO 65360 \| Single Family Residential	2 beds \| 1 baths \| 636 sq.ft.	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $938 Airbnb ROI: N/A Traditional ROI: 3.57%
1103 NE 1200 Rd Windsor, MO 1103 NE 1200 Rd, Windsor, MO 65360 \| Other	2 beds \| 1 baths \| 1,132 sq.ft.	$62,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.14% Airbnb Rental Income: $null Traditional Rental Income: $781 Airbnb ROI: N/A Traditional ROI: 9.14%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windsor, MO

104 E Colt St

Windsor, MO

4 beds | 2 baths | 2,341 sq.ft.

$111,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.52%

Airbnb Rental Income: $null

Traditional Rental Income: $1385

Airbnb ROI: N/A

Traditional ROI: 10.52%

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

Windsor, MO

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

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.71%

Airbnb Rental Income: $null

Traditional Rental Income: $1301

Airbnb ROI: N/A

Traditional ROI: 1.71%

103 S Hyde Street

Windsor, MO

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

$160,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.35%

Airbnb Rental Income: $null

Traditional Rental Income: $1301

Airbnb ROI: N/A

Traditional ROI: 6.35%

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: 6.26%

Airbnb Rental Income: $null

Traditional Rental Income: $1301

Airbnb ROI: N/A

Traditional ROI: 6.26%

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.

$139,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.58%

Airbnb Rental Income: $null

Traditional Rental Income: $1014

Airbnb ROI: N/A

Traditional ROI: 5.58%

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