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.
Single Family Homes for Sale in Winter Garden, FL
Search for Single Family Residential for Sale in Winter Garden, Florida. 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 323 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1224 UNION CLUB DRIVEWinter Garden, FLEXQUISITE WATERFRONT RESIDENCE blends luxury and timeless Florida charm in award-winning O... |
5 beds | 6 baths | 5,441 sq.ft. |
$1,775,000 |
Airbnb cash on cash: N/A
|
2018 BAY CLOVER DRIVEWinter Garden, FLSELLER WILL REPLACE ROOF PRIOR CLOSING WITH AN ACCEPTABLE OFFER!! This beautiful 4-bedroo... |
4 beds | 2 baths | 2,526 sq.ft. |
$578,000 |
Airbnb cash on cash: 5.38%
|
14372 SUNBRIDGE CIRCLEWinter Garden, FLThis is a unique opportunity to live in the highly sought-after gated community of Bradfor... |
4 beds | 5 baths | 3,468 sq.ft. |
$799,000 |
Airbnb cash on cash: 3.33%
|
111 LAKEVIEW RESERVE BOULEVARDWinter Garden, FLMove-in ready! From the extra wide paver driveway, Bahama shutters, modern sculptures, th... |
4 beds | 3 baths | 2,882 sq.ft. |
$634,900 |
Airbnb cash on cash: 4.97%
|
17556 DEER ISLE CIRCLEWinter Garden, FL$25,000 SELLER CONCESSION TOWARDS CLOSING COSTS OR RATE BUY DOWN>> Welcome to 17556 Deer I... |
4 beds | 4 baths | 3,214 sq.ft. |
$1,299,999 |
Airbnb cash on cash: 1.36%
|
15504 SANDFIELD LOOPWinter Garden, FLBRAND NEW ROOF!!! Welcome to the gated community of Reserve at Carriage Pointe, where luxu... |
4 beds | 4 baths | 4,126 sq.ft. |
$875,000 |
Airbnb cash on cash: 2.78%
|
714 PARKMONT PLACEWinter Garden, FLWelcome to the GOLF CART district of WINTER GARDEN! This STUNNING home was the former Ryan... |
3 beds | 2 baths | 2,190 sq.ft. |
$569,000 |
Airbnb cash on cash: -0.31%
|
417 S MAIN STREETWinter Garden, FLExperience the perfect blend of historic charm and modern comfort in this home nestled in ... |
3 beds | 3 baths | 2,172 sq.ft. |
$775,000 |
Airbnb cash on cash: -0.4%
|
15261 HONEYBELL DRIVEWinter Garden, FLWelcome to this professionally designed and fully remodeled two-story home in the highly s... |
4 beds | 4 baths | 3,084 sq.ft. |
$829,000 |
Airbnb cash on cash: 2.81%
|
7448 POMELO GROVE DRIVEWinter Garden, FLWelcome to 7448 Pomelo Grove Drive â a beautifully curated 4-bedroom, 3-bath pool home i... |
4 beds | 3 baths | 2,683 sq.ft. |
$809,000 |
Airbnb cash on cash: 2.79%
|
6837 PASTURELANDS PLACEWinter Garden, FLBeautifully maintained 3-bedroom, 2-bathroom home located in Signature Lakes community. Fe... |
3 beds | 2 baths | 1,650 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.31%
|
10061 BEDTIME STORY DRIVEWinter Garden, FL!!!WELCOME TO THE BEAUTIFUL UPSCALE HORIZON WEST IN THE WINTER GARDEN AREA!!! This beauti... |
3 beds | 3 baths | 1,770 sq.ft. |
$450,000 |
Airbnb cash on cash: 0.47%
|
10131 AUDUBON TRACE ALLEYWinter Garden, FLJUST REDUCED $10,000! BEST PRICE with MOST UPGRADES! SINGLE STORY Laurel on a PREMIUM LO... |
3 beds | 2 baths | 1,685 sq.ft. |
$489,000 |
Airbnb cash on cash: -0.67%
|
14501 GROVE RESORT AVENUE #3202Winter Garden, FLWelcome to Your Perfect Orlando Investment & Vacation Escape! This beautifully appointed c... |
3 beds | 2 baths | 1,396 sq.ft. |
$350,000 |
Airbnb cash on cash: -2.56%
|
213 W TILDEN STREETWinter Garden, FLLocated in the heart of DOWNTOWN WINTER GARDEN!! This beautifully renova... |
4 beds | 2 baths | 2,100 sq.ft. |
$789,000 |
Airbnb cash on cash: 3.34%
|
15852 SHOREBIRD LANEWinter Garden, FLStunning 2-Story Home in Winter Garden â 4 Bedrooms, Solar Panels, and Exceptional Featu... |
4 beds | 5 baths | 2,766 sq.ft. |
$899,000 |
Airbnb cash on cash: 1.99%
|
15594 HAMLIN BLOSSOM AVENUEWinter Garden, FLImmaculate 4-bedroom, 2 1/2 bathroom home available for immediate move-in in the highly so... |
4 beds | 3 baths | 3,091 sq.ft. |
$779,900 |
Airbnb cash on cash: 3.25%
|
8256 BAYVIEW CROSSING DRIVEWinter Garden, FLPOOL HOME â UPGRADED! Welcome to this 4-bed, 3.5-bath retreat in the highly sought-afte... |
4 beds | 4 baths | 2,557 sq.ft. |
$699,000 |
Airbnb cash on cash: 3.12%
|
3255 BUOY CIRCLEWinter Garden, FLWhy wait for new construction when you can move right into this like-new 2020 Pulte home? ... |
3 beds | 2 baths | 2,190 sq.ft. |
$560,000 |
Airbnb cash on cash: -0.61%
|
14501 GROVE RESORT AVENUE #3535Winter Garden, FLNEW: GREAT OWNER FINANCING AVAILABLE. BEAUTIFUL 2 BED/2 BATH LUXURY FULLY FURNISHED CYPRES... |
2 beds | 2 baths | 1,434 sq.ft. |
$389,990 |
Airbnb cash on cash: -0.99%
|
14602 WINTER STAY DRIVEWinter Garden, FLFantastic opportunity to own this exceptional home in the highly sought-after WATERMARK co... |
4 beds | 4 baths | 3,433 sq.ft. |
$780,000 |
Airbnb cash on cash: 3.25%
|
16253 PEBBLE BLUFF LOOPWinter Garden, FL** Currently house has a tenant - opportunity for investors ** Waterleigh is a resort-s... |
3 beds | 2 baths | 1,700 sq.ft. |
$479,900 |
Airbnb cash on cash: -0.54%
|
17661 DAVENPORT ROADWinter Garden, FLModern Luxury Lakefront Living on Nearly 1.5 Acres in Winter Garden! Welcome to this fully... |
3 beds | 4 baths | 2,400 sq.ft. |
$1,175,000 |
Airbnb cash on cash: -0.79%
|
14501 GROVE RESORT AVENUE #1440Winter Garden, FLust minutes from Disney, this fully furnished condo at The Grove Resort and Waterpark offe... |
2 beds | 2 baths | 1,375 sq.ft. |
$285,000 |
Airbnb cash on cash: -0.72%
|
14501 GROVE RESORT AVENUE #2602Winter Garden, FLExperience the best of both worlds with this incredible fully furnished 3-bedroom, 2-bath ... |
3 beds | 2 baths | 1,396 sq.ft. |
$319,000 |
Airbnb cash on cash: -3.32%
|
14501 GROVE RESORT AVENUE #2119Winter Garden, FLThis absolute Gorgeous Lakeview property presents a unique opportunity for real estate inv... |
3 beds | 2 baths | 1,396 sq.ft. |
$295,000 |
Airbnb cash on cash: -3.41%
|
14501 GROVE RESORT AVENUE #3215Winter Garden, FLWelcome to Grove Resort! Located on the second floor of Building 3, this unit is your laun... |
2 beds | 2 baths | 1,265 sq.ft. |
$259,000 |
Airbnb cash on cash: -0.17%
|
14501 GROVE RESORT AVENUE #3239Winter Garden, FLThe Orlando Investment Dream! This fully furnished 2-bedroom, 2-bathroom condo is located ... |
2 beds | 2 baths | 1,375 sq.ft. |
$315,000 |
Airbnb cash on cash: -0.67%
|
14501 GROVE RESORT AVENUE #3636Winter Garden, FLJust Reduced - LOWEST PRICE unit at The Grove Resort. Welcome to the largest 2 bedroom/2 b... |
2 beds | 2 baths | 1,434 sq.ft. |
$199,900 |
Airbnb cash on cash: -1.06%
|
14501 GROVE RESORT AVENUE #3406Winter Garden, FLThis property presents a unique opportunity for real estate investors seeking a proven, in... |
2 beds | 2 baths | 1,265 sq.ft. |
$284,000 |
Airbnb cash on cash: -0.32%
|
14501 GROVE RESORT AVENUE #1220Winter Garden, FLGreat Location â Steps from Resort Amenities at The Grove! Enjoy the ultimate Orlando v... |
2 beds | 2 baths | 1,375 sq.ft. |
$325,890 |
Airbnb cash on cash: -0.18%
|
13748 WERRINGTON DRIVEWinter Garden, FLSeller offering concessions to compete with new construction in the area! 13748 Werringto... |
3 beds | 3 baths | 1,796 sq.ft. |
$515,000 |
Airbnb cash on cash: -0.54%
|
15060 STUTTGART ALLEYWinter Garden, FLBeautiful 2 story house in desirable Watermark in Winter Garden. This house includes stain... |
4 beds | 3 baths | 1,696 sq.ft. |
$490,000 |
Airbnb cash on cash: 5.96%
|
1534 E SPRING RIDGE CIRCLEWinter Garden, FLWelcome to this stunning updated 3-bedroom, 2-bath home located in one of Winter Gardenâ... |
3 beds | 2 baths | 1,688 sq.ft. |
$579,000 |
Airbnb cash on cash: 0.09%
|
15412 AMBERBEAM BOULEVARDWinter Garden, FLWelcome to your future beautifully updated home in Stoneybrook Westâone of the most soug... |
3 beds | 2 baths | 1,484 sq.ft. |
$485,000 |
Airbnb cash on cash: -0.59%
|
1065 LINCOLN TERRACEWinter Garden, FLUnder contract-accepting backup offers. This beautifully updated 3 bedroom, 2 bathroom hom... |
3 beds | 2 baths | 910 sq.ft. |
$289,000 |
Airbnb cash on cash: 2.63%
|
15859 SHOREBIRD LANEWinter Garden, FLLuxury Home, Bavaro Model â Toll Brothers | 4 Bedrooms | Pool | Gourmet Area | Lakeshore... |
4 beds | 4 baths | 2,812 sq.ft. |
$880,000 |
Airbnb cash on cash: 1.94%
|
14501 GROVE RESORT AVENUE #1743Winter Garden, FLGREAT OPPORTUNITY TO PURCHASE A LUXURY BIRCH DESIGN 2 BEDROOM 2 BATHROOM FULLY FURNISHED C... |
2 beds | 2 baths | 1,375 sq.ft. |
$306,990 |
Airbnb cash on cash: -0.8%
|
17117 HEARTWOOD LOOPWinter Garden, FLWelcome to your very own slice of Winter Garden paradise! This impressive 5.3-acre, high-a... |
4 beds | 4 baths | 3,265 sq.ft. |
$1,299,900 |
Airbnb cash on cash: 1.35%
|
14200 AVALON ROAD #406Winter Garden, FLDiscover a Hidden Gem in the Heart of Winter Garden! This rarely available, fully furni... |
3 beds | 2 baths | 1,288 sq.ft. |
$225,000 |
Airbnb cash on cash: -1.07%
|