Search for Single Family Residential for Sale in Winter Haven, 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 290 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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808 Overlook Grove DriveWinter Haven, FLSparkling 4 bedroom, 3 bath home located on a quiet cul-de-sac with no rear neighbors. Thi... |
4 beds | 3 baths | 2,093 sq.ft. |
$360,000 |
Airbnb cash on cash: 9.16%
|
135 ELOISE OAKS DRIVEWinter Haven, FLACCEPTING OFFERS NOW! PRICED TO SELL - NOW ONLY $369,900. ANNUAL HOA FEES PAID THROUGH DEC... |
3 beds | 2 baths | 1,866 sq.ft. |
$368,500 |
Airbnb cash on cash: 6.63%
|
475 ARCHAIC DRIVEWinter Haven, FLOne or more photo(s) has been virtually staged. Welcome to your perfect sanctuary in the h... |
4 beds | 3 baths | 2,643 sq.ft. |
$674,500 |
Airbnb cash on cash: 4.32%
|
357 RUBY LAKE LOOPWinter Haven, FLLocated in the gated community of Ruby Lake, this stunning 3-bedroom, 2-bath Cassidy Ox fl... |
3 beds | 2 baths | 2,107 sq.ft. |
$419,000 |
Airbnb cash on cash: 5.99%
|
710 HERITAGE DRIVE NEWinter Haven, FLSeller Motivated! $5000 towards buyer concessions or buy down rate with approved offer. Dr... |
4 beds | 2 baths | 2,736 sq.ft. |
$647,499 |
Airbnb cash on cash: 4.54%
|
3830 OSPREY POINTE CIRCLEWinter Haven, FLBeautiful community of Osprey Pointe on Lake Ned. This 2 bedroom/2 bath home is move in re... |
2 beds | 2 baths | 1,438 sq.ft. |
$254,900 |
Airbnb cash on cash: 6.13%
|
1424 WALLACE MANOR PASSWinter Haven, FLWelcome to this charming 3 bedroom, 2 bath home built in 2014, offering almost 1600 sq. ft... |
3 beds | 2 baths | 1,578 sq.ft. |
$278,000 |
Airbnb cash on cash: 9.26%
|
413 RUBY LAKE PLACEWinter Haven, FLUnder contract-accepting backup offers. Welcome to this beautifully maintained saltwater p... |
4 beds | 2 baths | 2,172 sq.ft. |
$465,000 |
Airbnb cash on cash: 6.41%
|
1500 8TH STREET SEWinter Haven, FLBeautiful Renovated 3Bed/2Bath Pool Home with 2,617 square feet of living area, this home ... |
3 beds | 2 baths | 2,617 sq.ft. |
$369,000 |
Airbnb cash on cash: 6.96%
|
457 ADRIEL AVENUEWinter Haven, FLDo not miss this nice size home with 4 bedrooms and 2 bathrooms. New Roof. Perfect layout,... |
4 beds | 2 baths | 2,088 sq.ft. |
$359,900 |
Airbnb cash on cash: 9.89%
|
5813 WINDRIDGE DRIVEWinter Haven, FLUpdated 3-Bedroom Home with Modern Touches & Energy Efficiency in Winter Haven, FL This b... |
4 beds | 3 baths | 2,320 sq.ft. |
$345,000 |
Airbnb cash on cash: 9.9%
|
3334 FOX RIDGE DRIVEWinter Haven, FLLAKEFRONT LIVING WITH NO HOA Welcome to 3334 Fox Ridge Drive â a beautifully maintained... |
3 beds | 3 baths | 1,542 sq.ft. |
$400,000 |
Airbnb cash on cash: 6.56%
|
113 CITRUS DRIVEWinter Haven, FLConventional loans only. VERY MOTIVATED SELLER!! Welcome to this charming 3 Bedroom 2 Bath... |
3 beds | 2 baths | 2,016 sq.ft. |
$285,000 |
Airbnb cash on cash: 9.29%
|
2023 LEISURE DRIVEWinter Haven, FLNO HOA and NO CDD! Sitting on a spacious .21-acre corner lot, this 3 bedroom, 2-bath home ... |
3 beds | 2 baths | 1,410 sq.ft. |
$275,000 |
Airbnb cash on cash: 9.56%
|
2282 FIRESTONE PLACEWinter Haven, FLOne or more photo(s) has been virtually staged. Welcome to Cypresswood Golf & Country Club... |
2 beds | 2 baths | 1,164 sq.ft. |
$180,000 |
Airbnb cash on cash: 8.5%
|
1908 CROSSROADS BOULEVARDWinter Haven, FLSELLER MOTIVATED! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossro... |
4 beds | 3 baths | 2,781 sq.ft. |
$469,000 |
Airbnb cash on cash: 6.75%
|
114 BELMONT DRIVEWinter Haven, FLWelcome to this spacious and beautifully designed pool home, perfect for entertaining and ... |
4 beds | 2 baths | 2,069 sq.ft. |
$425,000 |
Airbnb cash on cash: 7.91%
|
128 LAKE RING DRIVEWinter Haven, FLUnder contract-accepting backup offers. Back on the market no fault of the sellers! FHA ... |
3 beds | 2 baths | 2,056 sq.ft. |
$399,000 |
Airbnb cash on cash: 6.56%
|
2202 GARDEN LAKE DRIVEWinter Haven, FLWelcome to beautiful southeast Winter Haven, home to the Chain of Lakes and Legoland! This... |
3 beds | 2 baths | 1,442 sq.ft. |
$269,000 |
Airbnb cash on cash: 8.97%
|
220 RUBY LAKE LANEWinter Haven, FLWelcome to 220 Ruby Lake Lane, a stunning lakefront pool residence in the highly sought-af... |
4 beds | 3 baths | 2,705 sq.ft. |
$824,900 |
Airbnb cash on cash: 3.05%
|
1883 GALLOWAY TERRACEWinter Haven, FLOne or more photo(s) has been virtually staged. Welcome to this charming, well-maintained ... |
3 beds | 2 baths | 1,521 sq.ft. |
$285,000 |
Airbnb cash on cash: 9.38%
|
232 TERRANOVA BOULEVARDWinter Haven, FLUnder contract-accepting backup offers. Welcome to 232 Terranova Blvd, a beautifully maint... |
4 beds | 2 baths | 2,327 sq.ft. |
$424,900 |
Airbnb cash on cash: 7.41%
|
3686 PLYMOUTH DRIVEWinter Haven, FLThis beautifully updated 4-bedroom, 3-bath residence offers a spacious and thoughtfully de... |
4 beds | 3 baths | 2,404 sq.ft. |
$389,900 |
Airbnb cash on cash: 7.29%
|
3211 HERON COVEWinter Haven, FLGated custom home located within the peaceful and picturesque community of Heron Cay â w... |
4 beds | 4 baths | 3,480 sq.ft. |
$849,000 |
Airbnb cash on cash: 2.79%
|
2013 MARILYN AVENUEWinter Haven, FLWelcome to 2013 Marilyn Ave in Winter Haven! BRAND NEW ROOF! (08/01/2025)This 3-bedroom, 3... |
3 beds | 3 baths | 1,943 sq.ft. |
$320,000 |
Airbnb cash on cash: 7.89%
|
5357 HOGAN LANEWinter Haven, FLOne or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with... |
3 beds | 2 baths | 2,363 sq.ft. |
$499,000 |
Airbnb cash on cash: 4.32%
|
3912 BALDWIN LANEWinter Haven, FLWhat? Furniture and a golf cart? Just bring your toothbrush! Your maintenance-free lifesty... |
2 beds | 2 baths | 1,719 sq.ft. |
$295,000 |
Airbnb cash on cash: 3.43%
|
202 SAINT LUCIE ROADWinter Haven, FLCorner Lot Charmer in SE Winter Haven â Price Improvement! NO HOA, Income Potential & Bu... |
3 beds | 2 baths | 1,764 sq.ft. |
$334,999 |
Airbnb cash on cash: 7.88%
|
264 RUBY LAKE LANEWinter Haven, FLLakefront Gem in Southeast Winter Haven! This Clean and ready to Move In 4 Bedroom, 2 bat... |
4 beds | 2 baths | 2,217 sq.ft. |
$750,000 |
Airbnb cash on cash: 3.73%
|
5392 CHANDLER DRIVEWinter Haven, FLPeaceful Waterfront Living! Many Beautiful Features & Oversized Living Areas Great for Ent... |
4 beds | 3 baths | 3,034 sq.ft. |
$399,900 |
Airbnb cash on cash: 7.76%
|
4009 BEDFORD AVENUEWinter Haven, FLThis fabulous Eco-Smart home is nestled in the highly desirable, maintenance-free, gated c... |
3 beds | 2 baths | 1,871 sq.ft. |
$322,900 |
Airbnb cash on cash: 6.86%
|
900 LAKE JESSIE DRIVEWinter Haven, FLLive the ultimate lakefront lifestyle on Lake Jessie. This beautifully maintained single-s... |
3 beds | 3 baths | 1,828 sq.ft. |
$545,000 |
Airbnb cash on cash: 4.33%
|
4105 OAK DRIVEWinter Haven, FLNew Lower price!!! Looking for a charming home, with land? Come check out this cute home o... |
2 beds | 1 baths | 1,253 sq.ft. |
$258,000 |
Airbnb cash on cash: 7.06%
|
272 RUBY LAKE LANEWinter Haven, FLUnder contract-accepting backup offers. A Home of Elegance and Timeless Views. Discover... |
4 beds | 4 baths | 2,965 sq.ft. |
$800,000 |
Airbnb cash on cash: 3.03%
|
403 SAINT ANNS DRIVEWinter Haven, FLSeller MOTIVATED!! BRING OFFERS!! NEW ROOF to be installed prior to closing with an appro... |
3 beds | 2 baths | 1,596 sq.ft. |
$275,000 |
Airbnb cash on cash: 9.53%
|
1152 BOWLINE STREETWinter Haven, FLPRICE IMPROVEMENT!!! Welcome Home! This 3BR/2BA home located on a corner lot in the gated... |
3 beds | 2 baths | 1,585 sq.ft. |
$314,900 |
Airbnb cash on cash: 7.87%
|
305 HERNANDO ROADWinter Haven, FLWelcome to your Dream home!! Step into this stunning residence through a spacious, light-f... |
4 beds | 3 baths | 2,569 sq.ft. |
$485,000 |
Airbnb cash on cash: 6.74%
|
409 21ST STREET SWWinter Haven, FLStunning 2 story 3 bath Spanish home with attention to details. This home has been complet... |
4 beds | 2 baths | 2,706 sq.ft. |
$550,000 |
Airbnb cash on cash: 5.71%
|
6011 COUNTRY WALK LANEWinter Haven, FLPride of ownership shines in this well-built and meticulously maintained 3-bedroom, 2-bath... |
3 beds | 2 baths | 1,728 sq.ft. |
$379,999 |
Airbnb cash on cash: 7.1%
|
140 MORNING GLORY CIRCLEWinter Haven, FLWINTER HAVEN CHAIN OF LAKES ACCESS...Immaculate Winterset home with direct access to Lake ... |
3 beds | 2 baths | 1,730 sq.ft. |
$330,000 |
Airbnb cash on cash: 7.35%
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