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.
Condos for Sale in Winter Park, FL
Search for Condo for Sale in Winter Park, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 50 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
2500 Lee Rd #220Winter Park, FL**This house comes with a REDUCED RATE through the seller's preferred lender. This is a le... |
2 beds | 1 baths | 851 sq.ft. |
$199,900 |
Airbnb cash on cash: 4.28%
|
151 N Orlando Ave #118Winter Park, FLInvestment opportunity! Discover this hidden gem-a 2-bed, 1-bath condo nestled in the hear... |
2 beds | 1 baths | 710 sq.ft. |
$299,999 |
Airbnb cash on cash: 1.92%
|
151 North Orlando Ave #142Winter Park, FL**Lakeside Living Meets Urban Convenience in the Heart of Winter Park!** Welcome home to t... |
1 beds | 1 baths | 582 sq.ft. |
$199,900 |
Airbnb cash on cash: 2.07%
|
1695 Lee Rd #D211Winter Park, FLWelcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a f... |
2 beds | 1 baths | 881 sq.ft. |
$107,000 |
Airbnb cash on cash: 6.52%
|
101 S New York Ave #311Winter Park, FLDiscover luxury living in this exquisitely renovated two-story condominium, ideally situat... |
3 beds | 3 baths | 3,112 sq.ft. |
$1,775,000 |
Airbnb cash on cash: -2.17%
|
151 N Orlando Ave #115Winter Park, FLWelcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. F... |
2 beds | 1 baths | 710 sq.ft. |
$285,000 |
Airbnb cash on cash: 1.61%
|
2500 Lee Rd #222Winter Park, FLLakefront Lifestyle in Winter Park-Under $200K! Live the resort life for less! This stunni... |
1 beds | 1 baths | 645 sq.ft. |
$184,400 |
Airbnb cash on cash: 3.84%
|
630 KILLARNEY BAY Court #3Winter Park, FLLakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedro... |
2 beds | 3 baths | 1,428 sq.ft. |
$475,000 |
Airbnb cash on cash: -0.08%
|
1250 S Denning Dr #233Winter Park, FLLocated just minutes from Winter Park's famed Park Avenue, this charming 2 bed, 2 bathroom... |
2 beds | 2 baths | 913 sq.ft. |
$245,000 |
Airbnb cash on cash: 4.29%
|
250 Carolina Ave #205Winter Park, FLDiscover the ease of Winter Park living in the highly desirable gated community of Park We... |
2 beds | 2 baths | 1,311 sq.ft. |
$739,000 |
Airbnb cash on cash: 0.91%
|
151 N Orlando Ave #261Winter Park, FLLocation, location, location! Bring your boat, enjoy lake views and the best of Winter Par... |
1 beds | 1 baths | 582 sq.ft. |
$219,999 |
Airbnb cash on cash: 3.25%
|
1807 HAMMERLIN Avenue #GWinter Park, FLVirtually Staged. **Price Improvement** Welcome home to this beautifully updated two-story... |
3 beds | 3 baths | 1,818 sq.ft. |
$499,000 |
Airbnb cash on cash: 0.09%
|
1695 LEE Road #B108Winter Park, FLThis charming 1bedroom, 1bathroom condo is a fantastic opportunity for both homeowners and... |
1 beds | 1 baths | 638 sq.ft. |
$88,999 |
Airbnb cash on cash: 6.59%
|
311 E MORSE Boulevard #4-5Winter Park, FLExperience effortless Winter Park living in Whispering Waters, a premier 55+ lakefront com... |
2 beds | 2 baths | 1,763 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 0.29%
|
2918 Antique Oaks Cir #25Winter Park, FL2 Bedroom 2 bath condo 1 block south of University Blvd great location for UCF or Full Sai... |
2 beds | 2 baths | 1,018 sq.ft. |
$189,000 |
Airbnb cash on cash: 3.62%
|
2450 Grand Teton Cir #2450Winter Park, FLRare end units like this don't come around often! Welcome to 2450 Grand Teton Circle, tuck... |
3 beds | 2 baths | 1,311 sq.ft. |
$250,000 |
Airbnb cash on cash: 2.77%
|
3371 River View Way #46Winter Park, FLWelcome to Unit 46 at Hidden Oaks, a townhome-style condo nestled in one of Winter Park's ... |
3 beds | 2 baths | 1,151 sq.ft. |
$205,000 |
Airbnb cash on cash: 2.86%
|
2383 Sun Valley Cir #2383Winter Park, FLNestled in a peaceful setting within the serene Cedarwood Village community, this charming... |
2 beds | 2 baths | 1,295 sq.ft. |
$234,900 |
Airbnb cash on cash: 2.12%
|
311 Scottsdale Sq #311Winter Park, FLThis 1 bedroom, 1 bath condo at 311 Scottsdale Sq, Winter Park, FL 32792 is leased to a re... |
1 beds | 1 baths | 785 sq.ft. |
$109,400 |
Airbnb cash on cash: 0.07%
|
205 Lewfield Cir #205Winter Park, FLVirtually Staged. NEW PRICE! Motivated seller! Move-in ready! Exceptional value in the hea... |
2 beds | 2 baths | 927 sq.ft. |
$182,900 |
Airbnb cash on cash: 4.36%
|
7300 Daniel Webster Dr #M7Winter Park, FLWelcome home to this stunningly updated two-story condo that perfectly combines modern ele... |
2 beds | 2 baths | 1,108 sq.ft. |
$159,000 |
Airbnb cash on cash: 2.88%
|
3027 Aaron Burr Ave #L1Winter Park, FLStep into this beautifully renovated two-story condo offering the perfect blend of modern ... |
2 beds | 2 baths | 1,090 sq.ft. |
$159,000 |
Airbnb cash on cash: 2.88%
|
5143 Lazy Oaks Dr #5143Winter Park, FLVirtually Staged. Quiet Living in the Desirable Lazy Oaks Community of Winter Park. Welcom... |
2 beds | 2 baths | 1,008 sq.ft. |
$275,000 |
Airbnb cash on cash: 3.41%
|
2317 Sun Valley Cir #2317Winter Park, FLSeller financing at 4.9% APR is available for qualified buyers-an opportunity to start bui... |
2 beds | 2 baths | 1,295 sq.ft. |
$267,000 |
Airbnb cash on cash: 2.4%
|
2503 TAHOE Circle #2503Winter Park, FLThis charming one story condo is located in the desirable Cedarwood Village. This unique h... |
2 beds | 2 baths | 1,173 sq.ft. |
$225,000 |
Airbnb cash on cash: 3.28%
|
7450 Wynnewood Sq #189Winter Park, FLThis charming 2-bedroom, 2.5-bathroom townhome style condo offers the perfect blend of com... |
2 beds | 2 baths | 1,031 sq.ft. |
$185,000 |
Airbnb cash on cash: 4.46%
|
1000 S Semoran Blvd #305Winter Park, FLFreshly Updated 1-Bedroom Condo - Perfect for Homeowners or Investors! Whether you're look... |
1 beds | 1 baths | 735 sq.ft. |
$115,000 |
Airbnb cash on cash: 5.18%
|
1000 S Semoran Blvd #302Winter Park, FLVirtually Staged. ***Welcome to this exceptionally well-maintained 1-bedroom, 1-bathroom c... |
1 beds | 1 baths | 796 sq.ft. |
$110,000 |
Airbnb cash on cash: 6.27%
|
2477 Tahoe Cir #2477Winter Park, FLVirtually Staged. LIVE THE WINTER PARK LIFESTYLE! STYLE, SPACE & LOCATION-THIS ONE HAS IT ... |
2 beds | 2 baths | 1,316 sq.ft. |
$254,000 |
Airbnb cash on cash: 4.03%
|
3019 Antique Oaks Cir #127Winter Park, FLBeautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Pa... |
1 beds | 1 baths | 749 sq.ft. |
$143,500 |
Airbnb cash on cash: 6.32%
|
5108 Lazy Oaks Dr #5108Winter Park, FLWelcome to 5108 Lazy Oaks Drive, a 2-bedroom, 2-bathroom condo in a desirable Winter Park ... |
2 beds | 2 baths | 1,008 sq.ft. |
$269,000 |
Airbnb cash on cash: 3.69%
|