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 32 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
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. |
$345,000 |
Airbnb cash on cash: 4.33%
|
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%
|
151 N ORLANDO AVENUE #118Winter Park, FLInvestment opportunity! Discover this hidden gemâa 2-bed, 1-bath condo nestled in the he... |
2 beds | 1 baths | 710 sq.ft. |
$299,999 |
Airbnb cash on cash: 6.61%
|
2500 LEE ROAD #243Winter Park, FLReasons you'll love this condo: convenient, cozy and quiet, you can't beat this community ... |
1 beds | 1 baths | 645 sq.ft. |
$145,000 |
Airbnb cash on cash: 8.17%
|
101 S INTERLACHEN AVENUE #104Winter Park, FLFIRST TIME ON THE MARKET! ULTRA-RARE GROUND FLOOR CONDO IN DOWNTOWN WINTER PARK'S LACHEN H... |
2 beds | 2 baths | 949 sq.ft. |
$635,000 |
Airbnb cash on cash: 2.43%
|
2500 LEE ROAD #208Winter Park, FLThis charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfor... |
2 beds | 2 baths | 956 sq.ft. |
$195,000 |
Airbnb cash on cash: 9.06%
|
240 KILLARNEY BAY COURT #4Winter Park, FLWelcome to Killarney BayâWinter Parkâs best-kept secret for tranquil lakeside living, ... |
2 beds | 3 baths | 1,536 sq.ft. |
$399,000 |
Airbnb cash on cash: 3.86%
|
311 E MORSE BOULEVARD #7-5Winter Park, FLMajor Price Improvement! Here is your rare opportunity to own a studio apartment in Whispe... |
1 beds | 1 baths | 482 sq.ft. |
$359,000 |
Airbnb cash on cash: 3.19%
|
151 N ORLANDO AVENUE #101Winter Park, FLWelcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled ... |
2 beds | 1 baths | 804 sq.ft. |
$260,000 |
Airbnb cash on cash: 7.61%
|
660 OSCEOLA AVENUE #101Winter Park, FLImagine waking, relaxing, and entertaining with serene lakefront views in this elegant gro... |
3 beds | 4 baths | 2,714 sq.ft. |
$2,295,000 |
Airbnb cash on cash: -0.9%
|
151 N ORLANDO AVENUE #226Winter Park, FLTake advantage of this newly updated 2 Bedrooms and 1 Bathroom LAKE FRONT condo convenient... |
2 beds | 1 baths | 768 sq.ft. |
$235,000 |
Airbnb cash on cash: 8.86%
|
1134 WASHINGTON AVENUE #13Winter Park, FLDiscover this generously sized 3-bedroom, 3.5-bath townhome offering 2,083 square feet of ... |
3 beds | 4 baths | 2,083 sq.ft. |
$645,000 |
Airbnb cash on cash: 3.39%
|
311 E MORSE BOULEVARD #6-3Winter Park, FLDiscover your new downtown Winter Park ground-floor pied-Ã -terre. Two blocks from Park Av... |
1 beds | 1 baths | 570 sq.ft. |
$319,000 |
Airbnb cash on cash: 3.59%
|
151 N ORLANDO AVENUE #115Winter Park, FLWelcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. F... |
2 beds | 1 baths | 710 sq.ft. |
$298,000 |
Airbnb cash on cash: 4.78%
|
851 MILES AVENUE #13Winter Park, FLWelcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor c... |
2 beds | 1 baths | 808 sq.ft. |
$219,000 |
Airbnb cash on cash: 9.53%
|
2500 LEE RD. #222Winter Park, FLWelcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom c... |
1 beds | 1 baths | 645 sq.ft. |
$199,000 |
Airbnb cash on cash: 6.24%
|
690 OSCEOLA AVENUE #503Winter Park, FLWelcome to your new lakeside retreat in the heart of Winter Park! This move-in ready fifth... |
2 beds | 2 baths | 1,148 sq.ft. |
$495,000 |
Airbnb cash on cash: 0.49%
|
1809 Hammerlin AveWinter Park, FL1809 Hammerlin Ave, Winter Park, FL 32789 | Condo/Coop |
3 beds | 2 baths | 1,818 sq.ft. |
$649,900 |
Airbnb cash on cash: 2.88%
|
151 N ORLANDO AVENUE #212Winter Park, FLUnder contract-accepting backup offers. Experience luxury lakefront living in this stunnin... |
3 beds | 2 baths | 1,875 sq.ft. |
$570,000 |
Airbnb cash on cash: 2.5%
|
300 CAROLINA AVENUE #201Winter Park, FLUnder contract-accepting backup offers. Experience the best of Winter Park living in this ... |
2 beds | 2 baths | 1,305 sq.ft. |
$739,000 |
Airbnb cash on cash: 1.61%
|
151 N ORLANDO AVENUE #204Winter Park, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. In... |
2 beds | 1 baths | 710 sq.ft. |
$229,000 |
Airbnb cash on cash: 6.81%
|
265 E CANTON AVENUE #GEWinter Park, FLRARE CORNER TOP-FLOOR CONDO WITH AMAZING VIEWS â FULLY FURNISHED AND IN THE HEART OF WIN... |
2 beds | 2 baths | 1,057 sq.ft. |
$605,000 |
Airbnb cash on cash: 0.33%
|
3019 ANTIQUE OAKS CIRCLE #124Winter Park, FLInvestors come take a look!! Are you looking to start a portfolio of properties with month... |
1 beds | 1 baths | 749 sq.ft. |
$155,000 |
Airbnb cash on cash: 7.12%
|
296 LEWFIELD CIRCLEWinter Park, FL1 bed, 1 bath condo in Winter Park |
1 beds | 1 baths | 678 sq.ft. |
$154,000 |
Airbnb cash on cash: 7.47%
|
225 LEWFIELD CIRCLE #225Winter Park, FLOne or more photo(s) has been virtually staged. **This property qualifies for a closing co... |
2 beds | 2 baths | 953 sq.ft. |
$200,000 |
Airbnb cash on cash: 8.6%
|
7707 COUNTRY PLACE #4Winter Park, FLBeautifully updated 2BD/2BA single-story condo in peaceful Goldenrod Villas, Winter Park. ... |
2 beds | 2 baths | 1,068 sq.ft. |
$259,900 |
Airbnb cash on cash: 6.93%
|
2458 GRAND TETON CIRCLE #2458Winter Park, FLWelcome to your dream home in Winter Park! This beautifully updated, spacious two-bedroom ... |
2 beds | 2 baths | 1,457 sq.ft. |
$310,000 |
Airbnb cash on cash: 6.29%
|
311 SCOTTSDALE SQUARE #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. |
$109,900 |
Airbnb cash on cash: -7.79%
|
151 LEWFIELD CIRCLE #4Winter Park, FLEnjoy Winter Park lifestyle in this great, first floor, 1 bedroom 1 bath condo. Built in 1... |
1 beds | 1 baths | 678 sq.ft. |
$155,000 |
Airbnb cash on cash: 9.85%
|
304 SCOTTSDALE SQUARE #304Winter Park, FLTwo bedroom, 2 bathroom condo on second floor. Offers living room/dining room combination ... |
2 beds | 2 baths | 1,020 sq.ft. |
$80,000 |
Airbnb cash on cash: -8.81%
|
205 LEWFIELD CIRCLE #205Winter Park, FLWonderful! Exceptional Winter Park location! Amenities include 2 pools, lighted tennis cou... |
2 beds | 2 baths | 927 sq.ft. |
$250,000 |
Airbnb cash on cash: 8.99%
|
7468 CANFORD COURT #24Winter Park, FLThis charming 2-bedroom, 1.5-bath condo offers a desirable townhome-style layout with spac... |
2 beds | 2 baths | 1,365 sq.ft. |
$205,000 |
Airbnb cash on cash: 7.68%
|