Real Estate Investment Properties for Sale in Winter Garden, FL

Looking for investment property in Winter Garden, FL with high ROI ?

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

Townhouses for Sale in Winter Garden, FL

Search for Townhouse for Sale in Winter Garden, Florida. Browse all of Mashvisor’s Townhouse listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 118 Townhouse 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
14801 Evergreen Oak Loop Winter Garden, FL Welcome to Your Dream Townhome! Perfectly situated on a desirable corner lot, this charmi...	3 beds \| 2 baths \| 1,741 sq.ft.	$399,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 2.72% Airbnb Rental Income: $1636 Traditional Rental Income: $2512 Airbnb ROI: -0.72% Traditional ROI: 2.72%
5685 New Independence Pkwy Winter Garden, FL Welcome to this newly UPDATED and uniquely UPGRADED 3-bedroom, 2.5-bath END-UNIT townhome ...	3 beds \| 2 baths \| 1,751 sq.ft.	$452,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 2.76% Airbnb Rental Income: $1636 Traditional Rental Income: $2430 Airbnb ROI: -0.1% Traditional ROI: 2.76%
1166 Westside Dr Winter Garden, FL Charming 3 bedroom, 2 bath townhome with desirable Winter Garden address. Step through the...	3 beds \| 2 baths \| 846 sq.ft.	$229,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 5.21% Airbnb Rental Income: $1636 Traditional Rental Income: $1728 Airbnb ROI: 2.65% Traditional ROI: 5.21%
900 Walkers Grove Ln Winter Garden, FL Downtown Winter Garden â Golf Cart District! Donât miss this amazing opportunity to...	3 beds \| 2 baths \| 1,905 sq.ft.	$490,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.17% Airbnb Rental Income: $1636 Traditional Rental Income: $2723 Airbnb ROI: -0.14% Traditional ROI: 3.17%
14095 Title Way Winter Garden, FL Welcome to this move-in-ready townhome in the heart of Winter Gardenâs highly sought-aft...	3 beds \| 2 baths \| 1,628 sq.ft.	$440,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 3% Airbnb Rental Income: $1636 Traditional Rental Income: $2648 Airbnb ROI: -0.49% Traditional ROI: 3%
131 Oak Laurel Dr Winter Garden, FL 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable ...	3 beds \| 3 baths \| 1,906 sq.ft.	$895,000	Airbnb cash on cash: -1.51% Traditional cash on cash: 1% Airbnb Rental Income: $1636 Traditional Rental Income: $3266 Airbnb ROI: -1.51% Traditional ROI: 1%
14421 Vashons Way Winter Garden, FL Experience the best of Florida living just 20 minutes from Disney! This move-in ready 2 be...	2 beds \| 2 baths \| 1,088 sq.ft.	$339,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 3.18% Airbnb Rental Income: $2340 Traditional Rental Income: $2020 Airbnb ROI: 2.38% Traditional ROI: 3.18%
149 S Park Ave Winter Garden, FL Huge price reduction!! Gorgeous former model in this beautiful masonry wrapped complex in ...	3 beds \| 3 baths \| 2,938 sq.ft.	$969,000	Airbnb cash on cash: -1.76% Traditional cash on cash: 1.23% Airbnb Rental Income: $1636 Traditional Rental Income: $3876 Airbnb ROI: -1.76% Traditional ROI: 1.23%
15508 Blackbead St Winter Garden, FL One or more photo(s) has been virtually staged. If youâre looking for low-maintenance li...	3 beds \| 2 baths \| 1,754 sq.ft.	$440,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 2.5% Airbnb Rental Income: $1636 Traditional Rental Income: $2515 Airbnb ROI: -0.72% Traditional ROI: 2.5%
428 Sand Lime Rd Winter Garden, FL Short Sale. Short Sale. Short Sale. SHORT SALE. SHORT SALE, 3 bedroom, 1.5 bath townhome ...	3 beds \| 1 baths \| 1,234 sq.ft.	$220,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 6.2% Airbnb Rental Income: $1636 Traditional Rental Income: $1901 Airbnb ROI: 2.79% Traditional ROI: 6.2%
5637 Water Rose Rd Winter Garden, FL Welcome to this beautifully maintained townhome located in the highly desirable Independen...	3 beds \| 2 baths \| 1,617 sq.ft.	$425,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 2.24% Airbnb Rental Income: $1636 Traditional Rental Income: $2397 Airbnb ROI: -0.73% Traditional ROI: 2.24%
11032 Great Rock St Winter Garden, FL The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless s...	3 beds \| 2 baths \| 1,567 sq.ft.	$409,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.64% Airbnb Rental Income: $1636 Traditional Rental Income: $2447 Airbnb ROI: 0.33% Traditional ROI: 3.64%
13820 Orchard Leaf Way Winter Garden, FL Charming Two-Story Home in Winter Garden â Gated Community with Pool! This beautiful,...	4 beds \| 2 baths \| 1,657 sq.ft.	$399,000	Airbnb cash on cash: 7.35% Traditional cash on cash: 3.21% Airbnb Rental Income: $5064 Traditional Rental Income: $2483 Airbnb ROI: 7.35% Traditional ROI: 3.21%
15688 Orange Harvest Loop Winter Garden, FL Welcome to your own piece of paradise in the prestigious dual-gated enclave of Hickory Ham...	3 beds \| 2 baths \| 2,012 sq.ft.	$479,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.21% Airbnb Rental Income: $1636 Traditional Rental Income: $2857 Airbnb ROI: -0.54% Traditional ROI: 3.21%
14971 Apollo Bond Dr Winter Garden, FL This luxurious townhouse, built in 2019, is located in the Watermark Community in Horizon ...	3 beds \| 2 baths \| 1,655 sq.ft.	$424,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.64% Airbnb Rental Income: $1636 Traditional Rental Income: $2360 Airbnb ROI: -0.34% Traditional ROI: 2.64%
814 WALKERS GROVE LANE Winter Garden, FL LIVE IN HISTORIC DOWNTOWN WINTER GARDEN just minutes from the weekly Winter Garden Farmers...	3 beds \| 3 baths \| 1,866 sq.ft.	$525,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.54% Airbnb Rental Income: $1636 Traditional Rental Income: $2761 Airbnb ROI: -0.7% Traditional ROI: 2.54%
6560 Candied Peel Aly Winter Garden, FL BEAUTIFUL 4 bedrooms and 3 bathrooms townhouse located in new Winter Garden area, the kit...	4 beds \| 3 baths \| 1,902 sq.ft.	$430,000	Airbnb cash on cash: 6.33% Traditional cash on cash: 4.1% Airbnb Rental Income: $5064 Traditional Rental Income: $3136 Airbnb ROI: 6.33% Traditional ROI: 4.1%
12043 Holystone St Winter Garden, FL âThe property is currently active for sale but is rented for $2500 monthly, with a lease...	3 beds \| 2 baths \| 1,568 sq.ft.	$395,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.87% Airbnb Rental Income: $1636 Traditional Rental Income: $2390 Airbnb ROI: -0.41% Traditional ROI: 2.87%
10400 Spring Arbor Ln Winter Garden, FL Welcome to this beautifully updated townhouse in the highly desirable Winding Bay Preserve...	3 beds \| 2 baths \| 1,868 sq.ft.	$429,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 3.73% Airbnb Rental Income: $1636 Traditional Rental Income: $2760 Airbnb ROI: -0.21% Traditional ROI: 3.73%
10072 Memoir Ave Winter Garden, FL Welcome home to this ideally located townhome in the highly sought-after Horizon West area...	3 beds \| 2 baths \| 1,717 sq.ft.	$419,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.27% Airbnb Rental Income: $1636 Traditional Rental Income: $2592 Airbnb ROI: -0.34% Traditional ROI: 3.27%
15098 Windflower Aly Winter Garden, FL Charming townhouse in the heart of Winter Garden â Donât miss it! (One of the best pri...	2 beds \| 2 baths \| 1,284 sq.ft.	$365,900	Airbnb cash on cash: 2.66% Traditional cash on cash: 4.23% Airbnb Rental Income: $2340 Traditional Rental Income: $2305 Airbnb ROI: 2.66% Traditional ROI: 4.23%
963 STUCKI TERRACE Winter Garden, FL *** Price Improvement! Cozy Townhome Just Minutes from Downtown Winter Garden. Discover co...	2 beds \| 1 baths \| 761 sq.ft.	$210,000	Airbnb cash on cash: 5.94% Traditional cash on cash: 5.09% Airbnb Rental Income: $2340 Traditional Rental Income: $1592 Airbnb ROI: 5.94% Traditional ROI: 5.09%
13158 Bounty Ave Winter Garden, FL Welcome home to The Ibis Model at Waterleigh! This beautiful, spacious town home with 3 be...	3 beds \| 2 baths \| 1,567 sq.ft.	$395,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.94% Airbnb Rental Income: $1636 Traditional Rental Income: $2420 Airbnb ROI: -0.41% Traditional ROI: 2.94%
15511 Campden St Winter Garden, FL Located in the Stoneybrook West area of Winter Garden. Large townhouse offering 3 bedrooms...	3 beds \| 2 baths \| 1,916 sq.ft.	$395,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.66% Airbnb Rental Income: $1636 Traditional Rental Income: $2697 Airbnb ROI: 0.55% Traditional ROI: 4.66%
7363 Mezzano Ln Winter Garden, FL Welcome to your chance to own one of the most desirable residences in this vibrant communi...	4 beds \| 3 baths \| 1,920 sq.ft.	$479,999	Airbnb cash on cash: 5.93% Traditional cash on cash: 4.07% Airbnb Rental Income: $5064 Traditional Rental Income: $3194 Airbnb ROI: 5.93% Traditional ROI: 4.07%
6388 Tabebuia Pkwy Winter Garden, FL Brand New never lived in townhouse with a water view.Â This property has a 2 car garage a...	4 beds \| 2 baths \| 1,770 sq.ft.	$455,000	Airbnb cash on cash: 7.24% Traditional cash on cash: 3.9% Airbnb Rental Income: $5064 Traditional Rental Income: $2595 Airbnb ROI: 7.24% Traditional ROI: 3.9%
11079 Hanlon Terrace Aly Winter Garden, FL More photos coming soon. Experience the Florida lifestyle in this beautiful home in the he...	3 beds \| 2 baths \| 1,868 sq.ft.	$394,990	Airbnb cash on cash: -0.67% Traditional cash on cash: 3.45% Airbnb Rental Income: $1636 Traditional Rental Income: $2719 Airbnb ROI: -0.67% Traditional ROI: 3.45%
15693 Kinnow Mandarin Ln Winter Garden, FL One or more photo(s) has been virtually staged. One or more photo(s) has been virtually st...	4 beds \| 3 baths \| 2,033 sq.ft.	$420,000	Airbnb cash on cash: 5.94% Traditional cash on cash: 2.84% Airbnb Rental Income: $5064 Traditional Rental Income: $2757 Airbnb ROI: 5.94% Traditional ROI: 2.84%
1286 Winter Green Way Winter Garden, FL Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 milesâabout 5 minute...	2 beds \| 1 baths \| 1,144 sq.ft.	$249,900	Airbnb cash on cash: 5.31% Traditional cash on cash: 5.56% Airbnb Rental Income: $2340 Traditional Rental Income: $1818 Airbnb ROI: 5.31% Traditional ROI: 5.56%
16354 Prairie School Dr Winter Garden, FL Welcome to your future home in the highly desirable Hawksmoor community in Winter Gardenâ...	3 beds \| 2 baths \| 1,818 sq.ft.	$450,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.08% Airbnb Rental Income: $1636 Traditional Rental Income: $2761 Airbnb ROI: -0.61% Traditional ROI: 3.08%
14227 Avenue OF The Groves Run Winter Garden, FL Discover this inviting 2-bedroom, 2.5-bath townhouse in the sought-after Signature Lakes c...	2 beds \| 2 baths \| 1,266 sq.ft.	$359,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.27% Airbnb Rental Income: $2340 Traditional Rental Income: $2332 Airbnb ROI: 1.58% Traditional ROI: 3.27%
15663 Kinnow Mandarin Ln Winter Garden, FL Best deal in the Horizon West area, this meticulously maintained townhouse won't last long...	3 beds \| 2 baths \| 1,868 sq.ft.	$420,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 3.13% Airbnb Rental Income: $1636 Traditional Rental Income: $2705 Airbnb ROI: -0.72% Traditional ROI: 3.13%
8024 Bluejack Oak Dr Winter Garden, FL Welcome to this cozy and modern 3-bedroom, 2.5-bath townhouse located in the highly sought...	3 beds \| 2 baths \| 1,784 sq.ft.	$490,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 2.78% Airbnb Rental Income: $1636 Traditional Rental Income: $2601 Airbnb ROI: -0.33% Traditional ROI: 2.78%
15684 Orange Harvest Lp Loop Winter Garden, FL Welcome to 15684 Orange Harvest Loop, a 3-bedroom, 2.5-bath townhouse with a loft, located...	3 beds \| 2 baths \| 2,012 sq.ft.	$469,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.55% Airbnb Rental Income: $1636 Traditional Rental Income: $2575 Airbnb ROI: -0.6% Traditional ROI: 2.55%
7327 DUXBURY LANE Winter Garden, FL Ask about a lender provided RATE BUY-DOWN CREDIT on this home ** Seller may consider buyer...	2 beds \| 3 baths \| 1,456 sq.ft.	$370,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 3.15% Airbnb Rental Income: $2340 Traditional Rental Income: $2361 Airbnb ROI: 1.42% Traditional ROI: 3.15%
15519 Honeybell Dr Winter Garden, FL Welcome to Hamlin Reserve in Winter Garden! Discover this impeccably cared-for, move-in-r...	3 beds \| 2 baths \| 1,584 sq.ft.	$399,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 2.35% Airbnb Rental Income: $1636 Traditional Rental Income: $2368 Airbnb ROI: -0.83% Traditional ROI: 2.35%
14488 WHITTRIDGE DRIVE Winter Garden, FL Under contract-accepting backup offers. Unique opportunity in highly desired Independence ...	4 beds \| 3 baths \| 2,159 sq.ft.	$474,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 3.66% Airbnb Rental Income: $5064 Traditional Rental Income: $2907 Airbnb ROI: 6.2% Traditional ROI: 3.66%
623 E PLANT STREET Winter Garden, FL Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the Heritage at Pla...	3 beds \| 3 baths \| 1,688 sq.ft.	$499,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.44% Airbnb Rental Income: $1636 Traditional Rental Income: $2455 Airbnb ROI: -0.31% Traditional ROI: 2.44%
15522 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL LUXURY END-UNIT TOWNHOME IN HORIZON WEST! Move right in to this beautiful former model-ho...	3 beds \| 3 baths \| 2,207 sq.ft.	$485,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 4.5% Airbnb Rental Income: $1636 Traditional Rental Income: $3526 Airbnb ROI: -0.68% Traditional ROI: 4.5%
11018 HANLON TERRACE ALLEY Winter Garden, FL Beautiful 2019 built townhome located in sought after Winding Bay Preserve. Located just 1...	4 beds \| 3 baths \| 2,037 sq.ft.	$400,000	Airbnb cash on cash: 7.37% Traditional cash on cash: 4.45% Airbnb Rental Income: $5064 Traditional Rental Income: $2937 Airbnb ROI: 7.37% Traditional ROI: 4.45%

Your search for investment property begins and ends here

Townhouses for Sale in Winter Garden, FL

14801 Evergreen Oak Loop

Winter Garden, FL

3 beds | 2 baths | 1,741 sq.ft.

$399,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $1636

Traditional Rental Income: $2512

Airbnb ROI: -0.72%

Traditional ROI: 2.72%

5685 New Independence Pkwy

Winter Garden, FL

3 beds | 2 baths | 1,751 sq.ft.

$452,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $1636

Traditional Rental Income: $2430

Airbnb ROI: -0.1%

Traditional ROI: 2.76%

1166 Westside Dr

Winter Garden, FL

3 beds | 2 baths | 846 sq.ft.

$229,000

Airbnb cash on cash: 2.65%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $1636

Traditional Rental Income: $1728

Airbnb ROI: 2.65%

Traditional ROI: 5.21%

900 Walkers Grove Ln

Winter Garden, FL

3 beds | 2 baths | 1,905 sq.ft.

$490,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $1636

Traditional Rental Income: $2723

Airbnb ROI: -0.14%

Traditional ROI: 3.17%

14095 Title Way

Winter Garden, FL

3 beds | 2 baths | 1,628 sq.ft.

$440,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 3%

Airbnb Rental Income: $1636

Traditional Rental Income: $2648

Airbnb ROI: -0.49%

Traditional ROI: 3%

131 Oak Laurel Dr

Winter Garden, FL

3 beds | 3 baths | 1,906 sq.ft.

$895,000

Airbnb cash on cash: -1.51%

Traditional cash on cash: 1%

Airbnb Rental Income: $1636

Traditional Rental Income: $3266

Airbnb ROI: -1.51%

Traditional ROI: 1%

14421 Vashons Way

Winter Garden, FL

2 beds | 2 baths | 1,088 sq.ft.

$339,900

Airbnb cash on cash: 2.38%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $2340

Traditional Rental Income: $2020

Airbnb ROI: 2.38%

Traditional ROI: 3.18%

149 S Park Ave

Winter Garden, FL

3 beds | 3 baths | 2,938 sq.ft.

$969,000

Airbnb cash on cash: -1.76%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $1636

Traditional Rental Income: $3876

Airbnb ROI: -1.76%