Real Estate Investment Properties for Sale in Winter Park, FL
Looking for investment property in Winter Park, FL with high ROI ?
Explore a variety of short-term homes & houses in Winter Park, FL. Invest wisely with VRBO & Winter Park, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Memphis Investment Property for Sale in Winter Park, FL
Search for Memphis Investment Property for Sale in Winter Park, Florida. Browse all of Mashvisor’s Memphis Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 198 Memphis Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1270 ARLINGTON PLACEWinter Park, FLModern Elegance in the Heart of Winter Park! Located just a half-mile from the renowned... |
3 beds | 4 baths | 2,964 sq.ft. |
$1,649,000 |
Airbnb cash on cash: -0.02%
|
2844 SCARLET ROADWinter Park, FLUnder contract-accepting backup offers. Welcome to this stunning mid-century modern beauty... |
4 beds | 2 baths | 1,508 sq.ft. |
$499,000 |
Airbnb cash on cash: 7.56%
|
1781 PINE AVENUEWinter Park, FLUnder contract-accepting backup offers. Price Reduced to sell. An exceptional custom home ... |
5 beds | 5 baths | 3,882 sq.ft. |
$2,279,000 |
Airbnb cash on cash: N/A
|
715 VIA BELLAWinter Park, FLTucked away on a quiet cul-de-sac lined with multi-million-dollar estates, this Winter Par... |
5 beds | 4 baths | 4,328 sq.ft. |
$2,249,000 |
Airbnb cash on cash: N/A
|
740 BAFFIE AVENUEWinter Park, FLWelcome to this fully remodeled, move in ready home perfectly situated on a spacious corne... |
3 beds | 2 baths | 1,456 sq.ft. |
$470,000 |
Airbnb cash on cash: 5.46%
|
1018 TURNER ROADWinter Park, FLSeller may consider buyer concessions if made in an offer | Lakefront charm meets quiet lu... |
3 beds | 2 baths | 2,237 sq.ft. |
$835,000 |
Airbnb cash on cash: 2.27%
|
8065 PLEASANT PINE CIRCLEWinter Park, FL**This property qualifies for a closing cost credit up to $8,800 through the Sellerâs pr... |
4 beds | 2 baths | 1,843 sq.ft. |
$560,000 |
Airbnb cash on cash: 6.66%
|
2607 Lafayette AveWinter Park, FLWelcome to 2607 Lafayette Avenueâa stunning custom home in one of Winter Parkâs most d... |
4 beds | 4 baths | 2,770 sq.ft. |
$1,095,000 |
Airbnb cash on cash: 2.17%
|
1516 PINEWOOD DRIVEWinter Park, FLPINEWOOD SUB N/9 LOT 12 BLK A Well-maintained, modest 2-1 home in College Park with c... |
2 beds | 1 baths | 1,028 sq.ft. |
$335,000 |
Airbnb cash on cash: 5.29%
|
2550 VENETIAN WAYWinter Park, FL"The richness of an artist is the fusion of influences that have shaped his life and work"... |
4 beds | 5 baths | 4,875 sq.ft. |
$2,599,000 |
Airbnb cash on cash: 0.25%
|
720 N PENNSYLVANIA AVENUEWinter Park, FLNestled in one of Winter Parkâs most sought-after locations, this 3-bedroom, 2-bathroom ... |
3 beds | 2 baths | 1,115 sq.ft. |
$550,000 |
Airbnb cash on cash: 4.56%
|
1760 VIA VENETIAWinter Park, FLDiscover unparalleled luxury in this meticulously crafted estate home, where no detail has... |
4 beds | 7 baths | 6,242 sq.ft. |
$4,995,000 |
Airbnb cash on cash: -0.6%
|
701 DENTON ROADWinter Park, FLMotivated Seller! Contact us today. Welcome to this beautifully upgraded home in Winter Pa... |
3 beds | 2 baths | 2,268 sq.ft. |
$565,000 |
Airbnb cash on cash: 4.22%
|
1400 S PENNSYLVANIA AVENUEWinter Park, FLLook at this rare opportunity to own a chic and trendy residence in winter park in an incr... |
4 beds | 3 baths | 2,310 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 1.79%
|
208 BREWER AVENUEWinter Park, FLWelcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering jus... |
4 beds | 4 baths | 2,173 sq.ft. |
$950,000 |
Airbnb cash on cash: 3.18%
|
150 KILLARNEY BAY COURT #5Winter Park, FLTucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfec... |
2 beds | 2 baths | 1,140 sq.ft. |
$362,500 |
Airbnb cash on cash: 4.55%
|
1350 LYNDALE BOULEVARDWinter Park, FLTHIS HOUSE CHECKS ALL OF THE BOXES!!! Situated on a quiet one-way street in Winter Park a... |
4 beds | 5 baths | 3,478 sq.ft. |
$1,590,000 |
Airbnb cash on cash: 0.97%
|
1420 PALMER AVENUEWinter Park, FLUnder contract-accepting backup offers. **DON'T LET THIS OPPORTUNITY PASS YOU BY, BACK ON ... |
4 beds | 4 baths | 2,953 sq.ft. |
$1,325,000 |
Airbnb cash on cash: 1.88%
|
1521 CHESTNUT AVENUEWinter Park, FLModern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, buil... |
4 beds | 3 baths | 2,843 sq.ft. |
$1,899,900 |
Airbnb cash on cash: 0.48%
|
2417 PASSAMONTE DRIVE #1EWinter Park, FLLocation! Location! Location! Winter Park, Top Rated Florida Zone Schools, Move-In Ready, ... |
3 beds | 3 baths | 1,837 sq.ft. |
$329,999 |
Airbnb cash on cash: 7.38%
|
700 MELROSE AVENUE #D21Winter Park, FLLocated in the historic Winter Park Gardens community, this condo has been meticulously ma... |
1 beds | 1 baths | 871 sq.ft. |
$198,800 |
Airbnb cash on cash: 6.51%
|
346 S RANGER BOULEVARDWinter Park, FLPRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park... |
3 beds | 2 baths | 1,592 sq.ft. |
$540,000 |
Airbnb cash on cash: 4.62%
|
726 N PENNSYLVANIA AVENUEWinter Park, FLWelcome to this beautifully designed 3-bedroom, 2-bathroom home, offering a blend of moder... |
3 beds | 2 baths | 1,167 sq.ft. |
$695,000 |
Airbnb cash on cash: 3.43%
|
1849 VIBURNUM LANEWinter Park, FLNestled near the highly sought-after Winter Park area, this beautifully updated 4-bedroom,... |
4 beds | 2 baths | 1,627 sq.ft. |
$444,900 |
Airbnb cash on cash: 9%
|
720 W WEBSTER AVENUEWinter Park, FLDiscover the charm of Winter Park living in this beautifully maintained 1950s home, where ... |
3 beds | 2 baths | 1,356 sq.ft. |
$575,000 |
Airbnb cash on cash: 4.32%
|
1931 ASTER DRIVEWinter Park, FLOne or more photo(s) has been virtually staged. **2025 ROOF** Pride of ownership shines th... |
3 beds | 2 baths | 2,031 sq.ft. |
$479,900 |
Airbnb cash on cash: 5.52%
|
200 SAINT ANDREWS BOULEVARD #601Winter Park, FLUnder contract-accepting backup offers. Welcome to this spacious and beautifully updated f... |
1 beds | 1 baths | 727 sq.ft. |
$169,900 |
Airbnb cash on cash: 8.19%
|
541 W CANTON AVENUEWinter Park, FLTimeless elegance meets boutique craftsmanship at 541 W Canton Avenueâan exceptional new... |
4 beds | 4 baths | 3,553 sq.ft. |
$2,935,000 |
Airbnb cash on cash: 0.5%
|
915 GARDEN DRIVEWinter Park, FLStunning Mid-Century Modern Home in Prime Winter Park Location â Solar Powered, Pool, No... |
3 beds | 3 baths | 2,456 sq.ft. |
$940,000 |
Airbnb cash on cash: 2.12%
|
151 N ORLANDO AVENUE #212Winter Park, FLExperience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom... |
3 beds | 2 baths | 1,875 sq.ft. |
$575,000 |
Airbnb cash on cash: 2.47%
|
2405 FIRSTLIGHT WAYWinter Park, FLExperience refined living in the sought-after gated community of Hawks Crest. This elegant... |
3 beds | 3 baths | 1,964 sq.ft. |
$460,000 |
Airbnb cash on cash: 4.99%
|
224 OVERLOOK ROADWinter Park, FLDiscover the timeless allure of this enchanting 2 bedroom, 1.5 bath home, built in 1936 an... |
2 beds | 2 baths | 1,399 sq.ft. |
$665,000 |
Airbnb cash on cash: 2.08%
|
311 E MORSE BOULEVARD #7-2Winter Park, FLOne or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from... |
1 beds | 1 baths | 900 sq.ft. |
$399,000 |
Airbnb cash on cash: 0.42%
|
675 OVERSPIN DRIVEWinter Park, FLSeller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatil... |
4 beds | 4 baths | 3,062 sq.ft. |
$815,000 |
Airbnb cash on cash: 3.57%
|
2015 N PARK AVENUEWinter Park, FLBoasting a prestigious Park Avenue address, this striking modern architectural residence p... |
5 beds | 5 baths | 3,963 sq.ft. |
$2,495,000 |
Airbnb cash on cash: N/A
|
5122 N WOODCREST DRIVEWinter Park, FLUnder contract-accepting backup offers. This is your chance to own a rare updated 3-bedroo... |
3 beds | 2 baths | 1,499 sq.ft. |
$430,000 |
Airbnb cash on cash: 6.22%
|
1621 PURITAN,Winter Park, FLDown Payment Assistance Available! Welcome to 1621 Puritan Ave, a beautifully renovated po... |
4 beds | 2 baths | 1,765 sq.ft. |
$440,000 |
Airbnb cash on cash: 8.97%
|
690 OSCEOLA AVENUE #502Winter Park, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Be... |
2 beds | 2 baths | 1,400 sq.ft. |
$485,000 |
Airbnb cash on cash: 0.24%
|
250 Cortland AvenueWinter Park, FLWelcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among mil... |
3 beds | 2 baths | 2,114 sq.ft. |
$950,000 |
Airbnb cash on cash: 2.31%
|
1150 VIA SALERNOWinter Park, FLIn the heart of Winter Parkâs coveted Vias neighborhood, 1150 Via Salerno is a newly com... |
4 beds | 6 baths | 3,850 sq.ft. |
$4,750,000 |
Airbnb cash on cash: -0.19%
|