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 135 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
13836 Daniels Landing Cir Winter Garden, FL HOT PROPERTY! Only Townhome available for sale in BEAUTIFUL and desirable Daniels Landing...	2 beds \| 2 baths \| 1,234 sq.ft.	$300,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 2.63% Airbnb Rental Income: $2340 Traditional Rental Income: $1660 Airbnb ROI: 2.98% Traditional ROI: 2.63%
15140 SUNRISE GROVE COURT Winter Garden, FL Under contract-accepting backup offers. Imagine a life where lakeside serenity meets moder...	3 beds \| 3 baths \| 2,012 sq.ft.	$390,987	Airbnb cash on cash: -0.74% Traditional cash on cash: 5.07% Airbnb Rental Income: $1636 Traditional Rental Income: $3302 Airbnb ROI: -0.74% Traditional ROI: 5.07%
14844 Driftwater Dr Winter Garden, FL Come see this gorgeous 2016 Lennar built, 4 bedroom 2.5 bathroom, 2,000 sq ft townhome in ...	4 beds \| 2 baths \| 1,990 sq.ft.	$429,990	Airbnb cash on cash: 6.69% Traditional cash on cash: 2.53% Airbnb Rental Income: $5064 Traditional Rental Income: $2356 Airbnb ROI: 6.69% Traditional ROI: 2.53%
14447 PRUNNINGWOOD PLACE Winter Garden, FL One or more photo(s) has been virtually staged. This stylish townhome in the highly sought...	2 beds \| 3 baths \| 1,250 sq.ft.	$340,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 4.01% Airbnb Rental Income: $2340 Traditional Rental Income: $2464 Airbnb ROI: 1.81% Traditional ROI: 4.01%
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.	$475,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 4.21% Airbnb Rental Income: $1636 Traditional Rental Income: $3086 Airbnb ROI: -0.09% Traditional ROI: 4.21%
9803 Amber Chestnut Way Winter Garden, FL An incredible energy-efficient Townhouse with a Turnkey package! A Corner Lot Residence wi...	4 beds \| 3 baths \| 2,303 sq.ft.	$535,000	Airbnb cash on cash: 5.07% Traditional cash on cash: 2.62% Airbnb Rental Income: $5064 Traditional Rental Income: $2805 Airbnb ROI: 5.07% Traditional ROI: 2.62%
5755 Cypress Hill Rd Winter Garden, FL Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills ...	3 beds \| 2 baths \| 1,797 sq.ft.	$455,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.31% Airbnb Rental Income: $1636 Traditional Rental Income: $2722 Airbnb ROI: -0.33% 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.	$465,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 2.68% Airbnb Rental Income: $1636 Traditional Rental Income: $2487 Airbnb ROI: -0.33% Traditional ROI: 2.68%
10031 Memoir Ave Winter Garden, FL This GORGEOUS and spacious townhome will impress you! Absolutely nothing left to do in thi...	3 beds \| 2 baths \| 1,636 sq.ft.	$400,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.3% Airbnb Rental Income: $1636 Traditional Rental Income: $2290 Airbnb ROI: 0.33% Traditional ROI: 3.3%
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: -0.48% Traditional cash on cash: 3.45% Airbnb Rental Income: $1636 Traditional Rental Income: $2795 Airbnb ROI: -0.48% Traditional ROI: 3.45%
833 Bending Oak Trl Winter Garden, FL This Winter Garden two-story home offers granite countertops, and a one-car garage.	3 beds \| 2 baths \| 1,789 sq.ft.	$435,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 2.4% Airbnb Rental Income: $1636 Traditional Rental Income: $2188 Airbnb ROI: -0.08% Traditional ROI: 2.4%
648 Orange Belt Loop Winter Garden, FL Welcome to your opportunity to own in one of the most desirable locations near downtown Wi...	3 beds \| 2 baths \| 1,688 sq.ft.	$499,990	Airbnb cash on cash: -0.32% Traditional cash on cash: 3.37% Airbnb Rental Income: $1636 Traditional Rental Income: $2902 Airbnb ROI: -0.32% Traditional ROI: 3.37%
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.	$834,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 1.83% Airbnb Rental Income: $1636 Traditional Rental Income: $3797 Airbnb ROI: -1.55% 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.	$430,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.09% Airbnb Rental Income: $1636 Traditional Rental Income: $3164 Airbnb ROI: -0.85% Traditional ROI: 4.09%
64 N Park Ave Winter Garden, FL Under contract-accepting backup offers. Welcome to the exclusive 30 North Park lifestyle i...	4 beds \| 4 baths \| 2,225 sq.ft.	$1,095,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 2.35% Airbnb Rental Income: $5064 Traditional Rental Income: $3975 Airbnb ROI: 2.41% Traditional ROI: 2.35%
68 N Park Ave Winter Garden, FL Pre-Construction. To be built. Welcome home to The Preserve House @ 30 N. Park â downtow...	4 beds \| 3 baths \| 3,555 sq.ft.	$1,849,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 0.71% Airbnb Rental Income: $5064 Traditional Rental Income: $3406 Airbnb ROI: 1.07% Traditional ROI: 0.71%
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.	$430,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.64% Airbnb Rental Income: $1636 Traditional Rental Income: $2926 Airbnb ROI: -0.71% Traditional ROI: 3.64%
428 Sand Lime Rd Winter Garden, FL Short Sale. SHORT SALE APPROVED 3 bedroom, 1.5 bath townhome in Winter Garden Just a 7 mi...	3 beds \| 1 baths \| 1,234 sq.ft.	$220,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 8.96% Airbnb Rental Income: $1636 Traditional Rental Income: $2443 Airbnb ROI: 2.87% Traditional ROI: 8.96%
15381 Honeybell Dr Winter Garden, FL PRICE IMPROVEMENT! Unique opportunity to own a 4BR/3BA Townhome in the heart of the desira...	4 beds \| 3 baths \| 2,034 sq.ft.	$419,000	Airbnb cash on cash: 6.89% Traditional cash on cash: 3.04% Airbnb Rental Income: $5064 Traditional Rental Income: $2520 Airbnb ROI: 6.89% Traditional ROI: 3.04%
5637 Water Rose Rd Winter Garden, FL *WINDERMERE HIGH SCHOOL* Price improvement â great opportunity in Signature Lakes / ...	3 beds \| 2 baths \| 1,617 sq.ft.	$419,490	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.73% Airbnb Rental Income: $1636 Traditional Rental Income: $2923 Airbnb ROI: -0.71% Traditional ROI: 3.73%
16329 Prairie School Dr Winter Garden, FL Impressive interior, Upgraded corner location, Enjoyable front & rear view, and this townh...	4 beds \| 3 baths \| 2,070 sq.ft.	$490,000	Airbnb cash on cash: 6.66% Traditional cash on cash: 5.09% Airbnb Rental Income: $5064 Traditional Rental Income: $3310 Airbnb ROI: 6.66% Traditional ROI: 5.09%
980 Stucki Ter Winter Garden, FL Here is your opportunity to own this affordable corner unit townhome. Charming 3 bedroom, ...	3 beds \| 2 baths \| 984 sq.ft.	$245,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.7% Airbnb Rental Income: $1636 Traditional Rental Income: $1727 Airbnb ROI: 1.31% Traditional ROI: 3.7%
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.	$395,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 3.33% Airbnb Rental Income: $1636 Traditional Rental Income: $2749 Airbnb ROI: -0.92% Traditional ROI: 3.33%
9201 Gran Teatro Dr Winter Garden, FL Under Construction. The Windham townhome is 1833 sq ft and offers 3 bedrooms, a flex, 2.5 ...	4 beds \| 3 baths \| 1,715 sq.ft.	$525,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 2.68% Airbnb Rental Income: $5064 Traditional Rental Income: $2797 Airbnb ROI: 5.19% Traditional ROI: 2.68%
11187 Hanlon Terrace Aly Winter Garden, FL Welcome to this beautifully maintained two-story townhouse in the heart of Winter Garden, ...	4 beds \| 3 baths \| 2,200 sq.ft.	$399,900	Airbnb cash on cash: 6.56% Traditional cash on cash: 4.73% Airbnb Rental Income: $5064 Traditional Rental Income: $3320 Airbnb ROI: 6.56% Traditional ROI: 4.73%
14971 Apollo Bond Dr Winter Garden, FL One or more photo(s) has been virtually staged. This luxurious townhouse, built in 2019, i...	3 beds \| 2 baths \| 1,655 sq.ft.	$414,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 4.04% Airbnb Rental Income: $1636 Traditional Rental Income: $2942 Airbnb ROI: -0.51% Traditional ROI: 4.04%
14075 Lochend Way Winter Garden, FL Under contract-accepting backup offers. Stunning BRAND NEW CORNER TH, Never-Before-Lived-I...	4 beds \| 3 baths \| 2,197 sq.ft.	$534,999	Airbnb cash on cash: 6.36% Traditional cash on cash: 4.5% Airbnb Rental Income: $5064 Traditional Rental Income: $3099 Airbnb ROI: 6.36% Traditional ROI: 4.5%
6560 CANDIED PEEL ALLEY Winter Garden, FL BEAUTIFUL 4 bedrooms and 3 bathrooms townhouse located in new Winter Garden area, the kit...	4 beds \| 4 baths \| 1,902 sq.ft.	$410,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 4.77% Airbnb Rental Income: $5064 Traditional Rental Income: $3297 Airbnb ROI: 6.68% Traditional ROI: 4.77%
16434 Hamlin Hills Rd Winter Garden, FL Beautiful 3-bedroom, 2.5-bathroom townhouse located in the highly desirable Hamlin Hills a...	3 beds \| 2 baths \| 1,729 sq.ft.	$480,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 4.68% Airbnb Rental Income: $1636 Traditional Rental Income: $2920 Airbnb ROI: 0.8% Traditional ROI: 4.68%
13552 Autumn Harvest Ave Winter Garden, FL Under Construction. New luxury townhome by RockWell Homes with covered front porch, covere...	3 beds \| 3 baths \| 1,955 sq.ft.	$530,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.45% Airbnb Rental Income: $1636 Traditional Rental Income: $2826 Airbnb ROI: 0.12% Traditional ROI: 3.45%
12043 HOLYSTONE STREET Winter Garden, FL Under contract-accepting backup offers. Motivated Seller MOVE IN READY . Welcome to Wa...	3 beds \| 3 baths \| 1,568 sq.ft.	$385,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 4.44% Airbnb Rental Income: $1636 Traditional Rental Income: $2921 Airbnb ROI: -0.39% Traditional ROI: 4.44%
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: 0.72% Traditional cash on cash: 5.64% Airbnb Rental Income: $1636 Traditional Rental Income: $3152 Airbnb ROI: 0.72% Traditional ROI: 5.64%
15098 Windflower Aly Winter Garden, FL Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Win...	2 beds \| 2 baths \| 1,276 sq.ft.	$365,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.47% Airbnb Rental Income: $2340 Traditional Rental Income: $2699 Airbnb ROI: 1.73% Traditional ROI: 4.47%
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: -0.4% Traditional cash on cash: 4.07% Airbnb Rental Income: $1636 Traditional Rental Income: $2833 Airbnb ROI: -0.4% Traditional ROI: 4.07%
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.	$469,999	Airbnb cash on cash: 6.08% Traditional cash on cash: 4.23% Airbnb Rental Income: $5064 Traditional Rental Income: $3220 Airbnb ROI: 6.08% Traditional ROI: 4.23%
11079 HANLON TERRACE ALLEY Winter Garden, FL Under contract-accepting backup offers. OPPORTUNITY! BEST priced home in the area! Wel...	3 beds \| 3 baths \| 1,868 sq.ft.	$389,990	Airbnb cash on cash: -0.66% Traditional cash on cash: 4.72% Airbnb Rental Income: $1636 Traditional Rental Income: $3144 Airbnb ROI: -0.66% Traditional ROI: 4.72%
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: 5.84% Traditional cash on cash: 7.33% Airbnb Rental Income: $2340 Traditional Rental Income: $2085 Airbnb ROI: 5.84% Traditional ROI: 7.33%
15663 Kinnow Mandarin Ln Winter Garden, FL MASSIVE PRICE REDUCTION !! THIS PROPERTY IS LISTED OVER $10,000 BELOW CURRENT MARKET VALUE...	3 beds \| 2 baths \| 1,868 sq.ft.	$405,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 4.26% Airbnb Rental Income: $1636 Traditional Rental Income: $3140 Airbnb ROI: -0.92% Traditional ROI: 4.26%
15684 Orange Harvest Lp Winter Garden, FL Welcome to 15684 Orange Harvest Loop, a 3-bedroom, 2.5-bath townhouse with a loft, located...	3 beds \| 3 baths \| 2,012 sq.ft.	$469,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 5.78% Airbnb Rental Income: $1636 Traditional Rental Income: $3977 Airbnb ROI: -0.6% Traditional ROI: 5.78%
1009 STUCKI TERRACE Winter Garden, FL Under contract-accepting backup offers. A rare find! Fully renovated 3-bedroom, 2-bathroom...	3 beds \| 2 baths \| 984 sq.ft.	$249,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 6.84% Airbnb Rental Income: $1636 Traditional Rental Income: $2226 Airbnb ROI: 2.38% Traditional ROI: 6.84%

Your search for investment property begins and ends here

Townhouses for Sale in Winter Garden, FL

13836 Daniels Landing Cir

Winter Garden, FL

2 beds | 2 baths | 1,234 sq.ft.

$300,000

Airbnb cash on cash: 2.98%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $2340

Traditional Rental Income: $1660

Airbnb ROI: 2.98%

Traditional ROI: 2.63%

15140 SUNRISE GROVE COURT

Winter Garden, FL

3 beds | 3 baths | 2,012 sq.ft.

$390,987

Airbnb cash on cash: -0.74%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $1636

Traditional Rental Income: $3302

Airbnb ROI: -0.74%

Traditional ROI: 5.07%

14844 Driftwater Dr

Winter Garden, FL

4 beds | 2 baths | 1,990 sq.ft.

$429,990

Airbnb cash on cash: 6.69%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $5064

Traditional Rental Income: $2356

Airbnb ROI: 6.69%

Traditional ROI: 2.53%

14447 PRUNNINGWOOD PLACE

Winter Garden, FL

2 beds | 3 baths | 1,250 sq.ft.

$340,000

Airbnb cash on cash: 1.81%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $2340

Traditional Rental Income: $2464

Airbnb ROI: 1.81%

Traditional ROI: 4.01%

900 Walkers Grove Ln

Winter Garden, FL

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

$475,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $1636

Traditional Rental Income: $3086

Airbnb ROI: -0.09%

Traditional ROI: 4.21%

9803 Amber Chestnut Way

Winter Garden, FL

4 beds | 3 baths | 2,303 sq.ft.

$535,000

Airbnb cash on cash: 5.07%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $5064

Traditional Rental Income: $2805

Airbnb ROI: 5.07%

Traditional ROI: 2.62%

5755 Cypress Hill Rd

Winter Garden, FL

3 beds | 2 baths | 1,797 sq.ft.

$455,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1636

Traditional Rental Income: $2722

Airbnb ROI: -0.33%

Traditional ROI: 3.31%

8170 Bluejack Oak Dr

Winter Garden, FL

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

$465,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1636

Traditional Rental Income: $2487

Airbnb ROI: -0.33%