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.
Single Family Homes for Sale in Winter Park, FL
Search for Single Family Residential for Sale in Winter Park, 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 245 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 |
|---|---|---|---|
1408 Chapman CirWinter Park, FLOpportunity awaits in the most desirable neighborhood! Buyers have cold feet. Nestled in t... |
4 beds | 4 baths | 3,237 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 1.06%
|
1324 INDIANA AVENUEWinter Park, FLCharming two story bungalow built in 1935. Timeless character meets modern comfort in this... |
4 beds | 3 baths | 1,692 sq.ft. |
$745,000 |
Airbnb cash on cash: 4.32%
|
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. |
$925,000 |
Airbnb cash on cash: 3.29%
|
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%
|
875 W LYMAN AVENUEWinter Park, FLDon't miss this rare opportunity to own a slice of historic Hannibal Square! This 2 bed 2 ... |
2 beds | 2 baths | 760 sq.ft. |
$425,000 |
Airbnb cash on cash: 4.28%
|
1981 BLUE RIDGE ROADWinter Park, FLOne or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE thr... |
4 beds | 2 baths | 2,750 sq.ft. |
$1,180,000 |
Airbnb cash on cash: 2.8%
|
1564 CAVENDISH ROADWinter Park, FLCharming 3BR bungalow in sought-after Orwin Manor with timeless appeal and tons of potenti... |
3 beds | 1 baths | 1,140 sq.ft. |
$450,000 |
Airbnb cash on cash: 5.72%
|
1996 Indiana AveWinter Park, FLInvestor Special â Fixer Upper Opportunity in Winter Park / College Park Area. Rare o... |
2 beds | 1 baths | 818 sq.ft. |
$249,900 |
Airbnb cash on cash: 8.76%
|
1112 PRESERVE POINT DRIVEWinter Park, FLPresenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rar... |
5 beds | 6 baths | 6,502 sq.ft. |
$8,500,000 |
Airbnb cash on cash: N/A
|
2211 Azalea PlWinter Park, FLLuxurious waterfront estate in one of Winter Parkâs most prestigious neighborhoods, offe... |
5 beds | 6 baths | 7,278 sq.ft. |
$5,495,000 |
Airbnb cash on cash: N/A
|
2009 Cornell AveWinter Park, FL2009 Cornell Ave, Orlando, FL 32789 | Single Family Residential |
2 beds | 1 baths | 762 sq.ft. |
$259,000 |
Airbnb cash on cash: 8.08%
|
1451 Cavendish RdWinter Park, FLWelcome to 1451 Cavendish Road, a beautifully renovated home in the heart of Orwin Manor, ... |
3 beds | 2 baths | 1,437 sq.ft. |
$619,500 |
Airbnb cash on cash: 3.7%
|
1205 Mayfield AveWinter Park, FLOne or more photo(s) has been virtually staged. This two-story property is located in the ... |
5 beds | 4 baths | 3,948 sq.ft. |
$2,249,900 |
Airbnb cash on cash: N/A
|
560 Ololu DrWinter Park, FLNestled on the shores of private, skiable Lake Killarney, this beautifully updated and abs... |
2 beds | 2 baths | 1,086 sq.ft. |
$949,000 |
Airbnb cash on cash: 0.85%
|