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 89 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 |
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1655 BARCELONA WAYWinter Park, FLThis large, open concept home on a huge lot is a rare gem in Winter Park. The current owne... |
5 beds | 5 baths | 5,429 sq.ft. |
$2,575,000 |
Airbnb cash on cash: N/A
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1880 WINDSOR DRIVEWinter Park, FLPrice Improvement, MOTIVATED SELLERS! Presenting a distinguished European Modern residence... |
5 beds | 4 baths | 3,074 sq.ft. |
$1,360,000 |
Airbnb cash on cash: N/A
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1551 HARRIS CIRCLEWinter Park, FLUnder contract-accepting backup offers. Captivating and bathed in abundant natural sunligh... |
4 beds | 4 baths | 3,300 sq.ft. |
$2,100,000 |
Airbnb cash on cash: -0.03%
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425 SELKIRK DRIVEWinter Park, FLIntroducing a stunning, spacious four bedroom /four bathroom sanctuary boasting hardwood f... |
4 beds | 5 baths | 3,330 sq.ft. |
$1,792,000 |
Airbnb cash on cash: 0.35%
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1744 W CHERYL DRIVEWinter Park, FLYES! Sellers are offering $5k towards buying down the INTEREST RATE! Sellers MOTIVATED! Ho... |
4 beds | 2 baths | 1,694 sq.ft. |
$425,000 |
Airbnb cash on cash: 7.37%
|
840 W CANTON AVENUEWinter Park, FLOne or more photo(s) has been virtually staged. Welcome to your dream home in this IDEAL W... |
2 beds | 2 baths | 1,370 sq.ft. |
$749,900 |
Airbnb cash on cash: 1.31%
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1620 BOMI CIRCLEWinter Park, FLUnder contract-accepting backup offers. Welcome to your perfect Florida oasis at 1620 Bomi... |
4 beds | 3 baths | 2,391 sq.ft. |
$549,900 |
Airbnb cash on cash: 5.1%
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1538 LAWNDALE CIRCLEWinter Park, FLUnder contract-accepting backup offers. Price Adjustment - under appraised value. Charming... |
2 beds | 2 baths | 1,126 sq.ft. |
$375,000 |
Airbnb cash on cash: 3.98%
|
1128 VALLEY CREEK RUNWinter Park, FLBeautifully renovated and move-in ready, this charming two-story home is nestled in the we... |
4 beds | 3 baths | 2,481 sq.ft. |
$610,000 |
Airbnb cash on cash: 4.73%
|
689 S LAKEMONT AVENUEWinter Park, FLUnder contract-accepting backup offers. Mid-century beauty~ Prepare to fall in love when y... |
3 beds | 3 baths | 1,698 sq.ft. |
$619,900 |
Airbnb cash on cash: 3.52%
|
7688 BENT BOW TRAILWinter Park, FL**Price Improvement** See all this 3 bedroom, 2 bath WINTER PARK GEM has to offer! The kit... |
3 beds | 2 baths | 1,906 sq.ft. |
$489,900 |
Airbnb cash on cash: 4.92%
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1908 CARRIGAN AVENUEWinter Park, FLOne or more photo(s) has been virtually staged. Welcome to this stunning property with a n... |
2 beds | 2 baths | 1,122 sq.ft. |
$353,000 |
Airbnb cash on cash: 4.56%
|
1350 RIDGEWOOD AVENUEWinter Park, FLFully remodeled. Single story home with 2 bedrooms, 1 bathroom a window encapsulated sunro... |
2 beds | 1 baths | 1,242 sq.ft. |
$750,000 |
Airbnb cash on cash: 1.14%
|
1771 BRYAN AVENUEWinter Park, FLUnder contract-accepting backup offers. Introducing a one-of-a-kind Victorian-style gem ne... |
3 beds | 3 baths | 2,507 sq.ft. |
$1,125,000 |
Airbnb cash on cash: 0.98%
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1616 HIBISCUS AVENUEWinter Park, FLStunning transitional modern home located in the heart of Winter Park. This immaculate res... |
4 beds | 5 baths | 3,897 sq.ft. |
$2,245,000 |
Airbnb cash on cash: -0.24%
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2600 VENETIAN WAYWinter Park, FLUnder contract-accepting backup offers. WONDERFUL OPPORTUNITY TO OWN THIS NEWLY UPDATED 3 ... |
3 beds | 3 baths | 1,368 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 1.28%
|
1840 MAYWOOD ROADWinter Park, FLThis charming 4-bedroom, 2-bathroom mid-century home nestled in the desirable Tanglewood s... |
4 beds | 2 baths | 1,570 sq.ft. |
$437,500 |
Airbnb cash on cash: 7.16%
|
1310 ALOMA AVENUEWinter Park, FLUnder contract-accepting backup offers. Elegant Spanish 4 bedroom, 2.5 bathroom home. Bea... |
4 beds | 3 baths | 2,533 sq.ft. |
$850,000 |
Airbnb cash on cash: 2.5%
|
150 CONRAD COURTWinter Park, FLLooking for the perfect Florida living home? Here is your opportunity to own a piece of pa... |
3 beds | 3 baths | 2,100 sq.ft. |
$1,299,999 |
Airbnb cash on cash: 0.77%
|
1725 PINE AVENUEWinter Park, FLUnder contract-accepting backup offers. TAKE IN ALL THE CHARM, TRADITION and ELEDANCE THIS... |
4 beds | 4 baths | 3,125 sq.ft. |
$1,160,000 |
Airbnb cash on cash: 1.36%
|
1319 Orchid AveWinter Park, FLThis large and very charming 3 bedroom, 2 bathroom Winter Park home is looking for a new o... |
3 beds | 2 baths | 1,668 sq.ft. |
$510,000 |
Airbnb cash on cash: 4.4%
|
3676 HEDGEWOOD DRIVEWinter Park, FLStep through the door, take a deep breath, and know that you are finally where you are sup... |
3 beds | 2 baths | 1,310 sq.ft. |
$397,000 |
Airbnb cash on cash: 6%
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1690 GLADIOLAS DRIVEWinter Park, FLEXCLUSIVE OPPORTUNITY! OVER HALF AN ACRE in one of Seminole Countyâs Premier communities... |
4 beds | 2 baths | 1,878 sq.ft. |
$520,000 |
Airbnb cash on cash: 5.46%
|
2313 LOCH LOMOND DRIVEWinter Park, FLUnder contract-accepting backup offers. Value of this property is in the land. Great oppor... |
1 beds | 1 baths | 1,570 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.1%
|
1635 HIGHLAND ROADWinter Park, FLOne or more photo(s) has been virtually staged. Step into the lap of modern luxury with th... |
5 beds | 6 baths | 4,325 sq.ft. |
$3,500,000 |
Airbnb cash on cash: N/A
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2172 TEMPLE DRIVEWinter Park, FLElegance, comfort, and a welcoming environment blend cohesively at this chic British West ... |
5 beds | 4 baths | 3,507 sq.ft. |
$2,497,000 |
Airbnb cash on cash: N/A
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313 SYLVAN DRIVEWinter Park, FLUnder contract-accepting backup offers. House being sold as-is. Value is based on land onl... |
3 beds | 3 baths | 2,525 sq.ft. |
$1,400,000 |
Airbnb cash on cash: 1.06%
|
1781 GOODRICH AVENUEWinter Park, FLUnder Construction. Completed SUMMER 2024! Offering an exquisite English Cottage by Flori... |
4 beds | 4 baths | 2,701 sq.ft. |
$1,950,000 |
Airbnb cash on cash: 0.72%
|
1833 LOCH BERRY ROADWinter Park, FLPre-Construction. To be built. Located in the heart of Winter Park this exquisite modern r... |
5 beds | 5 baths | 4,770 sq.ft. |
$2,890,000 |
Airbnb cash on cash: N/A
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2955 SANBINA STREETWinter Park, FLNewly updated home perfect for all-year round entertaining. The home has been tastefully u... |
3 beds | 2 baths | 1,553 sq.ft. |
$649,900 |
Airbnb cash on cash: 3.64%
|
1916 E END AVENUEWinter Park, FLWelcome to 1916 East End Avenue, where timeless charm meets modern convenience! This invit... |
3 beds | 2 baths | 1,538 sq.ft. |
$649,000 |
Airbnb cash on cash: 2.94%
|
890 N PHELPS AVENUEWinter Park, FLUnder contract-accepting backup offers. Custom renovated home located in the highly desira... |
4 beds | 5 baths | 3,630 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 1.04%
|
525 S LAKEMONT AVENUEWinter Park, FLINVESTORS & BUYERS WITH VISION. Simply add an extra bed room, enclose the garage, and imp... |
3 beds | 2 baths | 1,520 sq.ft. |
$485,500 |
Airbnb cash on cash: 4.78%
|
1731 WINDSOR DRIVEWinter Park, FLStunning European style estate in a coveted Winter Park location. Breathtaking professiona... |
4 beds | 4 baths | 3,669 sq.ft. |
$1,799,000 |
Airbnb cash on cash: 0.23%
|
2228 AZALEA PLACEWinter Park, FLGorgeous Winter Park home beautifully curated with designer details and recently featured ... |
5 beds | 6 baths | 5,072 sq.ft. |
$5,400,000 |
Airbnb cash on cash: N/A
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2217 King Richards CtWinter Park, FLWelcome to your new home! This gorgeous 3 bedroom, 2 bathroom Winter Park residence boasts... |
3 beds | 2 baths | 1,581 sq.ft. |
$459,999 |
Airbnb cash on cash: 5.26%
|
2351 WOODCREST DRIVEWinter Park, FLOne or more photo(s) has been virtually staged. Come see this beautiful house nestled in t... |
4 beds | 3 baths | 2,074 sq.ft. |
$498,000 |
Airbnb cash on cash: 5.63%
|
1985 JAPONICA ROADWinter Park, FLPRICE CORRECTION!!! LOCATION! LOCATION! LOCATION! Move-In Ready 4 Bedroom 2 Bathroom 2 Car... |
4 beds | 2 baths | 2,096 sq.ft. |
$494,500 |
Airbnb cash on cash: 5.95%
|
1800 BRYAN AVENUEWinter Park, FLUnder contract-accepting backup offers. Introducing an exquisite two-story Island Transiti... |
4 beds | 5 baths | 3,361 sq.ft. |
$1,975,000 |
Airbnb cash on cash: 0.71%
|
2612 LAFAYETTE AVENUEWinter Park, FLWelcome to Elegant Living in Winter Park! Discover the epitome of comfort and style at ... |
3 beds | 3 baths | 2,447 sq.ft. |
$850,000 |
Airbnb cash on cash: 1.74%
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