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.
Ruth Lake Investment Property for Sale in Winter Park, FL
Search for Ruth Lake Investment Property for Sale in Winter Park, Florida. Browse all of Mashvisor’s Ruth Lake Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 185 Ruth Lake 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 |
|---|---|---|---|
640 ARJAY WAYWinter Park, FLPrice Improvement on this amazing oversized lot! Located in one of Winter Parkâs most de... |
5 beds | 5 baths | 3,953 sq.ft. |
$1,974,900 |
Airbnb cash on cash: N/A
|
1751 GOODRICH AVENUEWinter Park, FLWelcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park... |
4 beds | 4 baths | 2,170 sq.ft. |
$1,475,000 |
Airbnb cash on cash: 1.66%
|
3114 HEARTLEAF PLACEWinter Park, FLTucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in L... |
4 beds | 3 baths | 2,702 sq.ft. |
$699,900 |
Airbnb cash on cash: 4.92%
|
1018 TURNER ROADWinter Park, FLUnder contract-accepting backup offers. Seller may consider buyer concessions if made in a... |
3 beds | 2 baths | 2,237 sq.ft. |
$835,000 |
Airbnb cash on cash: 2.27%
|
1649 Harmon AveWinter Park, FLPriced to Close before the end of the year!!! New Construction Orwin Manor Area home tha... |
4 beds | 3 baths | 3,223 sq.ft. |
$1,450,000 |
Airbnb cash on cash: 2.18%
|
744 CORNWALL ROADWinter Park, FLWelcome to your dream home! This exceptional 4-bedroom residence features a desirable spli... |
4 beds | 2 baths | 1,968 sq.ft. |
$715,000 |
Airbnb cash on cash: 5.01%
|
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%
|
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%
|
2919 BOWER ROADWinter Park, FLBeautifully updated 3BR/2BA pool home in the highly sought-after Winter Pines community of... |
3 beds | 2 baths | 2,325 sq.ft. |
$779,000 |
Airbnb cash on cash: 2.33%
|
668 OVERSPIN DRIVEWinter Park, FLOne or more photo(s) has been virtually staged. A contemporary, beautifully finished home ... |
4 beds | 3 baths | 2,509 sq.ft. |
$875,000 |
Airbnb cash on cash: 3.21%
|
418 GILBERT ROADWinter Park, FLBeautifully renovated solid block home on a quiet street in highly desirable Winter Park P... |
3 beds | 3 baths | 1,680 sq.ft. |
$740,000 |
Airbnb cash on cash: 2.61%
|
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%
|
1521 CHESTNUT AVENUEWinter Park, FLModern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, thou... |
4 beds | 3 baths | 2,842 sq.ft. |
$1,899,900 |
Airbnb cash on cash: 0.48%
|
1518 PINEWOOD DRIVEWinter Park, FLIncome-producing home with a detached in-law apartment in a prime central Orlando location... |
3 beds | N/A baths | 1,197 sq.ft. |
$415,000 |
Airbnb cash on cash: 8.94%
|
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%
|
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. |
$485,000 |
Airbnb cash on cash: 5.25%
|
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%
|
507 COUNTRY CLUB DRIVEWinter Park, FLUnder contract-accepting backup offers. Designed for elevated living in the heart of Winte... |
4 beds | 4 baths | 2,985 sq.ft. |
$1,550,000 |
Airbnb cash on cash: 1.17%
|
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%
|
948 POINCIANA LANEWinter Park, FLTimeless Elegance Meets Modern Luxury in Winter Park's Most Coveted Location Discover an ... |
4 beds | 4 baths | 3,676 sq.ft. |
$3,199,000 |
Airbnb cash on cash: -0.1%
|
764 W COMSTOCK AVENUEWinter Park, FLUnder contract-accepting backup offers. Welcome to this charming 1935 Winter Park bungalow... |
2 beds | 1 baths | 925 sq.ft. |
$474,000 |
Airbnb cash on cash: 3.41%
|
5418 ARDMORE DRIVEWinter Park, FLOne or more photo(s) has been virtually staged. **WELCOME HOME** A generous .23 ACRE LOT, ... |
3 beds | 2 baths | 1,560 sq.ft. |
$450,000 |
Airbnb cash on cash: 5.98%
|
1354 TIERRA CIRCLEWinter Park, FLLocated in the highly sought-after Casa Aloma community, this charming 1960s home offers t... |
4 beds | 2 baths | 1,827 sq.ft. |
$435,000 |
Airbnb cash on cash: 9.18%
|
1849 VIBURNUM LANEWinter Park, FLThis beautifully renovated Winter Park home feels warm, inviting, and easy to love. Bright... |
4 beds | 2 baths | 1,627 sq.ft. |
$425,000 |
Airbnb cash on cash: 9.46%
|
720 W WEBSTER AVENUEWinter Park, FLOne or more photo(s) has been virtually staged. This home can be purchased with NO INCOME ... |
3 beds | 2 baths | 1,356 sq.ft. |
$550,000 |
Airbnb cash on cash: 4.56%
|
2217 SUSSEX ROADWinter Park, FLPRICE REDUCED!!! 4 BEDROOMS with OFFICE POOL HOME. MOTIVATED SELLERS. MOVE IN READY! THI... |
4 beds | 2 baths | 2,092 sq.ft. |
$520,000 |
Airbnb cash on cash: 7.32%
|
503 W CANTON AVENUEWinter Park, FLWalk to Park Avenue! Model Home, tons of upgrades. Enjoy luxury living and premium sought ... |
3 beds | 3 baths | 2,342 sq.ft. |
$1,146,000 |
Airbnb cash on cash: 0.1%
|
3463 ARNEL DRIVEWinter Park, FLYour pool home in Winter Park. This home offers three bedrooms plus a versatile bonus r... |
3 beds | 2 baths | 1,770 sq.ft. |
$479,900 |
Airbnb cash on cash: 5.45%
|
1800 MAGNOLIA AVENUEWinter Park, FLOne or more photo(s) has been virtually staged. Experience refined living in this exquisit... |
4 beds | 3 baths | 2,431 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 2.2%
|
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%
|
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. |
$775,000 |
Airbnb cash on cash: 3.75%
|
2036 VIA TUSCANYWinter Park, FLWINTER PARK VIAâS!!! Incredible Oversized Lot is located in the âHeartâ of Winter Pa... |
3 beds | 2 baths | 2,148 sq.ft. |
$2,000,000 |
Airbnb cash on cash: 0.04%
|
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%
|
2126 N HAMPTON CIRCLEWinter Park, FLUnder contract-accepting backup offers. Step into your own private retreat in the sought-a... |
3 beds | 2 baths | 1,745 sq.ft. |
$500,000 |
Airbnb cash on cash: 5.18%
|
1473 Berkshire AveWinter Park, FLExquisite New 2025 Luxury Home in the Heart of Winter Park - Welcome to 1473 Berkshire Ave... |
5 beds | 4 baths | 2,895 sq.ft. |
$1,499,000 |
Airbnb cash on cash: N/A
|
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%
|
1028 LAKE BELL DRIVEWinter Park, FLUnder contract-accepting backup offers. WELCOME HOME to this rare Winter Park opportunity!... |
2 beds | 2 baths | 1,418 sq.ft. |
$400,000 |
Airbnb cash on cash: 4.2%
|
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%
|
1929 S LAKEMONT AVENUEWinter Park, FLThis modern Winter Park townhome sits in a quiet pocket between Lake Spier and Lake Compto... |
3 beds | 4 baths | 2,160 sq.ft. |
$915,000 |
Airbnb cash on cash: 1.3%
|
1985 Japonica RoadWinter Park, FLOne or more photo(s) has been virtually staged. New Price Adjusted, Welcome to 1985 Japoni... |
4 beds | 2 baths | 2,096 sq.ft. |
$599,997 |
Airbnb cash on cash: 6.18%
|