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 112 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
7279 Duxbury Ln Winter Garden, FL Welcome to this beautifully maintained END-UNIT townhome in Lakeview Pointe, one of Horizo...	3 beds \| 2 baths \| 1,895 sq.ft.	$424,900	Airbnb cash on cash: -1.51% Traditional cash on cash: 2.84% Airbnb Rental Income: $1338 Traditional Rental Income: $2710 Airbnb ROI: -1.51% Traditional ROI: 2.84%
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.	$459,900	Airbnb cash on cash: -0.64% Traditional cash on cash: 4.32% Airbnb Rental Income: $1338 Traditional Rental Income: $3086 Airbnb ROI: -0.64% Traditional ROI: 4.32%
5755 CYPRESS HILL ROAD Winter Garden, FL Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills ...	3 beds \| 3 baths \| 1,797 sq.ft.	$455,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.31% Airbnb Rental Income: $1338 Traditional Rental Income: $2722 Airbnb ROI: -0.91% Traditional ROI: 3.31%
8170 Bluejack Oak Dr Winter Garden, FL Welcome to 8170 Bluejack Oak Drive, a beautifully situated corner unit in the heart of the...	3 beds \| 2 baths \| 1,853 sq.ft.	$445,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 2.72% Airbnb Rental Income: $1338 Traditional Rental Income: $2487 Airbnb ROI: -0.9% Traditional ROI: 2.72%
131 OAK LAUREL DRIVE Winter Garden, FL 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable ...	3 beds \| 4 baths \| 1,906 sq.ft.	$834,000	Airbnb cash on cash: -1.87% Traditional cash on cash: 1.83% Airbnb Rental Income: $1338 Traditional Rental Income: $3797 Airbnb ROI: -1.87% Traditional ROI: 1.83%
15334 Murcott Blossom Blvd Winter Garden, FL Beautiful 3-bedroom, 2.5-bathroom townhouse available in the great Summerlake community of...	3 beds \| 2 baths \| 1,868 sq.ft.	$395,000	Airbnb cash on cash: -1.51% Traditional cash on cash: 4.49% Airbnb Rental Income: $1338 Traditional Rental Income: $3164 Airbnb ROI: -1.51% Traditional ROI: 4.49%
1158 Orange Season Ln Winter Garden, FL Located in the gated community of Hickory Hammock, this beautiful corner-unit townhouse of...	3 beds \| 2 baths \| 2,444 sq.ft.	$525,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 2.73% Airbnb Rental Income: $1338 Traditional Rental Income: $2978 Airbnb ROI: -1.46% Traditional ROI: 2.73%
11025 Suspense Dr Winter Garden, FL Beautifully maintained and thoughtfully upgraded townhome in the Storey Grove community of...	3 beds \| 2 baths \| 1,636 sq.ft.	$419,900	Airbnb cash on cash: -0.88% Traditional cash on cash: 3.35% Airbnb Rental Income: $1338 Traditional Rental Income: $2591 Airbnb ROI: -0.88% Traditional ROI: 3.35%
5618 Water Rose Rd Winter Garden, FL This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-ca...	3 beds \| 2 baths \| 1,755 sq.ft.	$375,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 3.33% Airbnb Rental Income: $1338 Traditional Rental Income: $2749 Airbnb ROI: -1.59% Traditional ROI: 3.33%
8866 Bismarck Palm Dr Winter Garden, FL Luxury living in the ENZO Model townhome located in Lakeshore Preserve, a Toll Brothers co...	5 beds \| 4 baths \| 3,174 sq.ft.	$795,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 2.26% Airbnb Rental Income: $1240 Traditional Rental Income: $3923 Airbnb ROI: -1.89% Traditional ROI: 2.26%
16434 HAMLIN HILLS ROAD Winter Garden, FL Beautiful 3-bedroom, 2.5-bathroom townhouse located in the highly desirable Hamlin Hills a...	3 beds \| 3 baths \| 1,729 sq.ft.	$460,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 4.93% Airbnb Rental Income: $1338 Traditional Rental Income: $2920 Airbnb ROI: 0.3% Traditional ROI: 4.93%
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: -1.23% Traditional cash on cash: 3.81% Airbnb Rental Income: $1338 Traditional Rental Income: $2791 Airbnb ROI: -1.23% Traditional ROI: 3.81%
1286 Winter Green Way Winter Garden, FL Motivated sellers!!! Sellers are offering $10,000 in concessions for the renovation of a n...	2 beds \| 1 baths \| 1,144 sq.ft.	$229,900	Airbnb cash on cash: 2.21% Traditional cash on cash: 7.33% Airbnb Rental Income: $1391 Traditional Rental Income: $2085 Airbnb ROI: 2.21% Traditional ROI: 7.33%
16425 Prairie School Dr Winter Garden, FL Welcome to 16425 Prairie School Drive, a beautifully maintained 2021 townhome located in t...	3 beds \| 2 baths \| 1,662 sq.ft.	$435,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 3.6% Airbnb Rental Income: $1338 Traditional Rental Income: $2901 Airbnb ROI: -1.25% Traditional ROI: 3.6%
5706 Cypress Hill Rd Winter Garden, FL Welcome to 5706 Cypress Hill Rd, a 3-bedroom, 2.5-bath townhome located in the Orchard Hil...	3 beds \| 2 baths \| 1,712 sq.ft.	$460,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 3.57% Airbnb Rental Income: $1338 Traditional Rental Income: $3000 Airbnb ROI: -1.25% Traditional ROI: 3.57%
636 Sigler Dr Winter Garden, FL Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Es...	3 beds \| 2 baths \| 1,634 sq.ft.	$611,610	Airbnb cash on cash: -0.24% Traditional cash on cash: 1.66% Airbnb Rental Income: $1338 Traditional Rental Income: $2011 Airbnb ROI: -0.24% Traditional ROI: 1.66%
7007 Twilight Bay Dr Winter Garden, FL Attention investors!! Welcome to this beautiful townhome like new and rented until April 2...	3 beds \| 2 baths \| 1,845 sq.ft.	$465,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 5.1% Airbnb Rental Income: $1338 Traditional Rental Income: $3109 Airbnb ROI: 0.08% Traditional ROI: 5.1%
8156 Wood Sage Dr Winter Garden, FL Winter Garden â Rare, immaculate end-unit townhome in highly sought-after Summerlake, fu...	3 beds \| 2 baths \| 1,853 sq.ft.	$444,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 4.64% Airbnb Rental Income: $1338 Traditional Rental Income: $3165 Airbnb ROI: -0.69% Traditional ROI: 4.64%
15659 Jungle Aly Winter Garden, FL Seller motivated. Beautifully maintained town home 3 bed and 3 bath in the desirable Hori...	3 beds \| 2 baths \| 1,732 sq.ft.	$435,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 4.14% Airbnb Rental Income: $1338 Traditional Rental Income: $2996 Airbnb ROI: -0.94% Traditional ROI: 4.14%
6212 Aralia Ivy Ln Winter Garden, FL LOCATION! LOCATION! LOCATION! This spacious and beautiful two-story townhome offers the pe...	3 beds \| 2 baths \| 1,560 sq.ft.	$429,900	Airbnb cash on cash: -1.28% Traditional cash on cash: 3.72% Airbnb Rental Income: $1338 Traditional Rental Income: $2939 Airbnb ROI: -1.28% Traditional ROI: 3.72%
5413 New Independence Pkwy Winter Garden, FL Beautiful 4-bedroom, 2.5-bathroom townhouse located in the desirable Winter Garden area. T...	4 beds \| 2 baths \| 2,131 sq.ft.	$488,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 4.05% Airbnb Rental Income: $2718 Traditional Rental Income: $3198 Airbnb ROI: 1.59% Traditional ROI: 4.05%
8012 Bluejack Oak Dr Winter Garden, FL Wake up to serene pond views and end your evenings watching the magic of fireworks light u...	4 beds \| 3 baths \| 2,222 sq.ft.	$499,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 4.34% Airbnb Rental Income: $2718 Traditional Rental Income: $3684 Airbnb ROI: 0.89% Traditional ROI: 4.34%
12003 Holystone St Winter Garden, FL Welcome to Waterleighâone of Winter Gardenâs most sought-after communities! This beaut...	3 beds \| 2 baths \| 1,814 sq.ft.	$445,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 3.22% Airbnb Rental Income: $1338 Traditional Rental Income: $2642 Airbnb ROI: -0.9% Traditional ROI: 3.22%
15157 Aqua Sol Ln Winter Garden, FL Welcome to Del Webb Oasis, a gated community in Winter Garden's Horizon West, Get ready to...	2 beds \| 2 baths \| 1,574 sq.ft.	$429,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.2% Airbnb Rental Income: $1338 Traditional Rental Income: $2428 Airbnb ROI: -0.44% Traditional ROI: 3.2%
13295 Peaceful Melody Dr Winter Garden, FL Virtually Staged. Under Construction. SAMPLE IMAGES The Porter floorplan is an inviting tw...	3 beds \| 2 baths \| 1,715 sq.ft.	$439,990	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.4% Airbnb Rental Income: $1338 Traditional Rental Income: $2508 Airbnb ROI: -0.44% Traditional ROI: 3.4%
17001 HAGGERTY HOLLOW DRIVE Winter Garden, FL One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Harbor ...	3 beds \| 3 baths \| 1,644 sq.ft.	$485,705	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.81% Airbnb Rental Income: $1338 Traditional Rental Income: $2474 Airbnb ROI: -0.6% Traditional ROI: 2.81%
17007 Haggerty Hollow Dr Winter Garden, FL One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Porter ...	3 beds \| 2 baths \| 1,764 sq.ft.	$491,490	Airbnb cash on cash: -0.62% Traditional cash on cash: 2.97% Airbnb Rental Income: $1338 Traditional Rental Income: $2577 Airbnb ROI: -0.62% Traditional ROI: 2.97%
7280 Windy Willow St Winter Garden, FL One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage fl...	3 beds \| 2 baths \| 1,772 sq.ft.	$493,583	Airbnb cash on cash: -0.62% Traditional cash on cash: 2.81% Airbnb Rental Income: $1338 Traditional Rental Income: $2509 Airbnb ROI: -0.62% Traditional ROI: 2.81%
13527 Daniels Landing Cir Winter Garden, FL Beautiful maintained 3 bedroom 2.5 bath townhome located in the highly desirable DANIELS L...	3 beds \| 2 baths \| 1,365 sq.ft.	$335,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.32% Airbnb Rental Income: $1338 Traditional Rental Income: $2158 Airbnb ROI: -0.59% Traditional ROI: 3.32%
13759 Golden Russet Dr Winter Garden, FL This home provides modern comfort, thoughtful design, and an unbeatable Winter Garden loca...	3 beds \| 2 baths \| 1,647 sq.ft.	$309,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 5.17% Airbnb Rental Income: $1338 Traditional Rental Income: $2308 Airbnb ROI: 0.69% Traditional ROI: 5.17%
6131 Elfin Herb Way Winter Garden, FL Welcome to 6131 Elfin Herb Way, a beautifully maintained home offering comfort, functional...	3 beds \| 2 baths \| 1,714 sq.ft.	$450,000	Airbnb cash on cash: -76.56% Traditional cash on cash: -72.84% Airbnb Rental Income: $1338 Traditional Rental Income: $2495 Airbnb ROI: -76.56% Traditional ROI: -72.84%
16461 Prairie School Dr Winter Garden, FL PRICE REDUCED Welcome to your future home in the highly desirable, sought-after Hawksmoor ...	4 beds \| 2 baths \| 1,768 sq.ft.	$400,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 2.69% Airbnb Rental Income: $2718 Traditional Rental Income: $2500 Airbnb ROI: 1.6% Traditional ROI: 2.69%
1008 Stucki Ter Winter Garden, FL FULLY RENOVATED 2 BED / 2 BATH UNIT! This beautifully updated home features a modern kitch...	2 beds \| 2 baths \| 814 sq.ft.	$215,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 4.99% Airbnb Rental Income: $1391 Traditional Rental Income: $1616 Airbnb ROI: 1.82% Traditional ROI: 4.99%
15524 Honeybell Dr Winter Garden, FL Look no further!!!! This beautifully upgraded 4-bedroom, 3-bathroom townhome offers the p...	4 beds \| 3 baths \| 1,902 sq.ft.	$419,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 3.66% Airbnb Rental Income: $2718 Traditional Rental Income: $2710 Airbnb ROI: 2.05% Traditional ROI: 3.66%
8921 FOUNTAIN PALM ALLEY Winter Garden, FL Enter a world of elegance and style with this Villamar Spanish Colonial townhome located i...	3 beds \| 3 baths \| 2,134 sq.ft.	$559,000	Airbnb cash on cash: -1.73% Traditional cash on cash: 2.75% Airbnb Rental Income: $1338 Traditional Rental Income: $3263 Airbnb ROI: -1.73% Traditional ROI: 2.75%
648 ORANGE BELT LOOP Winter Garden, FL Under contract-accepting backup offers. Welcome to your opportunity to own in one of the m...	3 beds \| 3 baths \| 1,688 sq.ft.	$499,990	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.37% Airbnb Rental Income: $1338 Traditional Rental Income: $2902 Airbnb ROI: -0.85% Traditional ROI: 3.37%
980 STUCKI TERRACE Winter Garden, FL Under contract-accepting backup offers. Here is your opportunity to own this affordable co...	3 beds \| 2 baths \| 984 sq.ft.	$230,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 4.93% Airbnb Rental Income: $1338 Traditional Rental Income: $1727 Airbnb ROI: 1.25% Traditional ROI: 4.93%
15098 WINDFLOWER ALLEY Winter Garden, FL Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Win...	2 beds \| 3 baths \| 1,276 sq.ft.	$355,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 4.62% Airbnb Rental Income: $1391 Traditional Rental Income: $2699 Airbnb ROI: -0.57% Traditional ROI: 4.62%
7363 MEZZANO LANE Winter Garden, FL Welcome to your chance to own one of the most desirable residences in this vibrant communi...	4 beds \| 4 baths \| 1,920 sq.ft.	$469,999	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.18% Airbnb Rental Income: $2718 Traditional Rental Income: $3220 Airbnb ROI: 1.58% Traditional ROI: 4.18%
15663 KINNOW MANDARIN LANE Winter Garden, FL Under contract-accepting backup offers. ANOTHER MASSIVE PRICE REDUCTION!! SELLERS ARE HIGH...	3 beds \| 3 baths \| 1,868 sq.ft.	$399,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 4.32% Airbnb Rental Income: $1338 Traditional Rental Income: $3140 Airbnb ROI: -1.58% Traditional ROI: 4.32%

Your search for investment property begins and ends here

Townhouses for Sale in Winter Garden, FL

7279 Duxbury Ln

Winter Garden, FL

3 beds | 2 baths | 1,895 sq.ft.

$424,900

Airbnb cash on cash: -1.51%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $1338

Traditional Rental Income: $2710

Airbnb ROI: -1.51%

Traditional ROI: 2.84%

900 Walkers Grove Ln

Winter Garden, FL

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

$459,900

Airbnb cash on cash: -0.64%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $1338

Traditional Rental Income: $3086

Airbnb ROI: -0.64%

Traditional ROI: 4.32%

5755 CYPRESS HILL ROAD

Winter Garden, FL

3 beds | 3 baths | 1,797 sq.ft.

$455,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1338

Traditional Rental Income: $2722

Airbnb ROI: -0.91%

Traditional ROI: 3.31%

8170 Bluejack Oak Dr

Winter Garden, FL

3 beds | 2 baths | 1,853 sq.ft.

$445,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $1338

Traditional Rental Income: $2487

Airbnb ROI: -0.9%

Traditional ROI: 2.72%

131 OAK LAUREL DRIVE

Winter Garden, FL

3 beds | 4 baths | 1,906 sq.ft.

$834,000

Airbnb cash on cash: -1.87%

Traditional cash on cash: 1.83%

Airbnb Rental Income: $1338

Traditional Rental Income: $3797

Airbnb ROI: -1.87%

Traditional ROI: 1.83%

15334 Murcott Blossom Blvd

Winter Garden, FL

3 beds | 2 baths | 1,868 sq.ft.

$395,000

Airbnb cash on cash: -1.51%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $1338

Traditional Rental Income: $3164

Airbnb ROI: -1.51%

Traditional ROI: 4.49%

1158 Orange Season Ln

Winter Garden, FL

3 beds | 2 baths | 2,444 sq.ft.

$525,000

Airbnb cash on cash: -1.46%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $1338

Traditional Rental Income: $2978

Airbnb ROI: -1.46%

Traditional ROI: 2.73%

11025 Suspense Dr

Winter Garden, FL

3 beds | 2 baths | 1,636 sq.ft.

$419,900

Airbnb cash on cash: -0.88%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $1338

Traditional Rental Income: $2591

Airbnb ROI: -0.88%