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 41 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1000 S SEMORAN BOULEVARD #715Winter Park, FLPrime location meets exceptional value in the highly sought-after Winter Park area! This f... |
1 beds | 1 baths | 735 sq.ft. |
$122,990 |
Airbnb cash on cash: 8.99%
|
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. |
$335,000 |
Airbnb cash on cash: 4.49%
|
2918 ANTIQUE OAKS CIRCLE #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: 8.73%
|
7336 FOREST HILL COURT #240Winter Park, FLUpdated Winter Park Townhome!! If you are looking for LOCATION this is the property for yo... |
2 beds | 2 baths | 990 sq.ft. |
$179,900 |
Airbnb cash on cash: 8.72%
|
144 LEWFIELD CIRCLE #144Winter Park, FLLOCATION! LOCATION! LOCATION! Beautiful 2nd floor corner condo in desirable Winter Park, f... |
1 beds | 1 baths | 678 sq.ft. |
$144,000 |
Airbnb cash on cash: 8.2%
|
311 E MORSE BOULEVARD #7-2Winter Park, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. En... |
1 beds | 1 baths | 900 sq.ft. |
$399,000 |
Airbnb cash on cash: -0.26%
|
189 LEWFIELD CIRCLE #189Winter Park, FLExperience the best of the Winter Park lifestyle in this beautifully updated first-floor c... |
1 beds | 1 baths | 678 sq.ft. |
$155,000 |
Airbnb cash on cash: 6.87%
|
3019 ANTIQUE OAKS CIRCLE #124Winter Park, FLThe Ultimate Winter Park is your every desire. Investment Potential, Student Sanctuary or ... |
1 beds | 1 baths | 749 sq.ft. |
$154,000 |
Airbnb cash on cash: 7.17%
|
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%
|
126 SCOTTSDALE SQUARE #126Winter Park, FLExcellent opportunity to own this second-floor, 2-bedroom, 1/1-bath condo in a Convenientl... |
2 beds | 2 baths | 1,085 sq.ft. |
$150,000 |
Airbnb cash on cash: 7.52%
|
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. |
$180,000 |
Airbnb cash on cash: 9.58%
|
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. |
$220,000 |
Airbnb cash on cash: 7.74%
|
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: 0.54%
|
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. |
$250,000 |
Airbnb cash on cash: 7.24%
|
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%
|
660 OSCEOLA AVENUE #101Winter Park, FLUnder contract-accepting backup offers. Imagine waking, relaxing, and entertaining with se... |
3 beds | 4 baths | 2,714 sq.ft. |
$2,195,000 |
Airbnb cash on cash: -0.98%
|
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: 2.11%
|
311 E MORSE BOULEVARD #6-3Winter Park, FLUnder contract-accepting backup offers. Discover your new downtown Winter Park ground-floo... |
1 beds | 1 baths | 570 sq.ft. |
$315,000 |
Airbnb cash on cash: 0.39%
|
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%
|
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. |
$139,000 |
Airbnb cash on cash: 8.19%
|
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. |
$209,999 |
Airbnb cash on cash: 7.99%
|
2500 LEE RD. #222Winter Park, FLLakefront access in Winter Park under $200K! One of the few condos at this price point off... |
1 beds | 1 baths | 645 sq.ft. |
$189,500 |
Airbnb cash on cash: 6.59%
|
200 SAINT ANDREW #3103Winter Park, FLUnder contract-accepting backup offers. Welcome to this charming Seasons unit townhome o... |
2 beds | 2 baths | 1,219 sq.ft. |
$190,000 |
Airbnb cash on cash: 8.41%
|
205 LEWFIELD CIRCLE #205Winter Park, FLWonderful! Exceptional Winter Park location! Amenities include 2 pools, lighted tennis cou... |
2 beds | 2 baths | 927 sq.ft. |
$235,000 |
Airbnb cash on cash: 7.33%
|
1809 Hammerlin AveWinter Park, FL1809 Hammerlin Ave, Winter Park, FL 32789 | Condo/Coop |
3 beds | 2 baths | 1,818 sq.ft. |
$585,000 |
Airbnb cash on cash: 3.4%
|
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. |
$189,999 |
Airbnb cash on cash: 8.35%
|
2384 SUN VALLEY CIRCLEWinter Park, FLGreat opportunity to own this 3 bedrooms, 2 bathrooms single-story, ground level, end unit... |
3 beds | 2 baths | 1,311 sq.ft. |
$274,900 |
Airbnb cash on cash: 9.47%
|
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. |
$495,000 |
Airbnb cash on cash: 1.87%
|
7733 COUNTRY PLACE #G2Winter Park, FLWelcome to Goldenrod Villas of Winter Park, where location, layout, and UNLIMITED POTENTI... |
2 beds | 2 baths | 1,068 sq.ft. |
$190,000 |
Airbnb cash on cash: 9.09%
|
4864 TANGERINE AVENUE #4864Winter Park, FLOne or more photo(s) has been virtually staged. Rare one-story corner unit offering afford... |
2 beds | 2 baths | 1,059 sq.ft. |
$199,000 |
Airbnb cash on cash: 7.89%
|
5130 LAZY OAKS DRIVE #5130Winter Park, FLLow HOA!!! Spacious 2-bedroom unit offering 1,008 sq ft plus a 16x8 enclosed Florida room ... |
2 beds | 2 baths | 1,008 sq.ft. |
$230,000 |
Airbnb cash on cash: 8.45%
|
188 LEWFIELD CIRCLE #188Winter Park, FLWelcome to 188 Lewfield Cir â a beautifully designed 1-bedroom, 1-bath condo located in ... |
1 beds | 1 baths | 678 sq.ft. |
$139,000 |
Airbnb cash on cash: 8.71%
|
102 LEWFIELD CIRCLE #102Winter Park, FLLovely 2 bedroom, 2 bath condo with formal dining room. The building exterior features Bri... |
2 beds | 2 baths | 953 sq.ft. |
$189,900 |
Airbnb cash on cash: 8.65%
|
4858 TANGERINE AVENUE #4858Winter Park, FLCharming Updated Home in Prime Winter Park Location Welcome to this beautifully updated... |
2 beds | 2 baths | 1,058 sq.ft. |
$209,900 |
Airbnb cash on cash: 8.45%
|
1807 Hammerlin Ave #GWinter Park, FLWelcome home to this beautifully updated two-story end-unit, ideally located just steps fr... |
3 beds | 2 baths | 1,818 sq.ft. |
$580,000 |
Airbnb cash on cash: 3.27%
|
7300 DANIEL WEBSTER DRIVE #M7Winter Park, FLWelcome home to this stunningly updated two-story condo that perfectly combines modern ele... |
2 beds | 3 baths | 1,108 sq.ft. |
$165,000 |
Airbnb cash on cash: 9.92%
|
3027 AARON BURR AVENUE #L1Winter Park, FLStep into this beautifully renovated two-story condo offering the perfect blend of modern ... |
2 beds | 3 baths | 1,090 sq.ft. |
$165,000 |
Airbnb cash on cash: 9.92%
|
200 Saint Andrews Boulevard unit: 315Winter Park, FL**One or more photos were virtually stages**Experience elevated living in this beautifully... |
1 beds | 1 baths | 793 sq.ft. |
$169,000 |
Airbnb cash on cash: 7.92%
|
2929 ANTIQUE OAKS CIRCLE #53Winter Park, FLOne or more photo(s) has been virtually staged. Welcome to this fully renovated residence ... |
1 beds | 1 baths | 749 sq.ft. |
$168,000 |
Airbnb cash on cash: 8.44%
|