Real Estate Investments for Sale in Winter Haven, FL With High ROI
Are you looking for a vacation rental in Winter Haven, FL? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.
Explore a variety of short-term homes & houses in Winter Haven, FL. Invest wisely with VRBO & Winter Haven, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Winter Haven, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1776 6TH STREET NW #308Winter Haven, FLWelcome to your new home at the Lakeridge Condominium complex with elevators! This stunnin... |
2 beds | 2 baths | 1,347 sq.ft. |
$150,000 |
Airbnb cash on cash: -2.17%
|
2372 ISLE ROYALE COURT SEWinter Haven, FLRelax and enjoy the beautiful lake and sunset view of Lake Lulu from your screened porch a... |
2 beds | 2 baths | 1,261 sq.ft. |
$230,000 |
Airbnb cash on cash: 2.62%
|
309 MAJESTIC GARDENS DRIVEWinter Haven, FLOne or more photo(s) has been virtually staged. Welcome home to this beautiful home that i... |
4 beds | 2 baths | 1,745 sq.ft. |
$305,000 |
Airbnb cash on cash: 6.85%
|
2972 WHISPERING TRAILS DRIVEWinter Haven, FLOne or more photo(s) has been virtually staged. This charming home is a perfect blend of m... |
4 beds | 3 baths | 2,770 sq.ft. |
$312,000 |
Airbnb cash on cash: 6.42%
|
1714 BUCKEYE ROAD NEWinter Haven, FLWelcome to this charming 1925 partially renovated home nestled near Polk Community College... |
4 beds | 3 baths | 1,849 sq.ft. |
$360,000 |
Airbnb cash on cash: 5.15%
|
939 AVENUE A SEWinter Haven, FLTHIS TWO-STORY RESIDENCE IS LOCATED IN AN ESTABLISHED NEIGHBORHOOD THAT SITS BETWEEN TWO B... |
3 beds | 2 baths | 2,050 sq.ft. |
$345,000 |
Airbnb cash on cash: 4.6%
|
2138 LAKERIDGE DRIVEWinter Haven, FLThis gorgeous three bedroom two bath home located in the beautiful gated community of Lake... |
3 beds | 2 baths | 1,760 sq.ft. |
$320,000 |
Airbnb cash on cash: 3.69%
|
341 GREENFIELD ROADWinter Haven, FLIf youâre looking for a wonderful home in a sought-after Golf and Country Club community... |
4 beds | 4 baths | 2,893 sq.ft. |
$515,500 |
Airbnb cash on cash: 3.01%
|
2740 TAYLOR ROADWinter Haven, FLBeautiful house in Winter Haven, Florida, ready to welcome its new family! This spacious p... |
4 beds | 2 baths | 2,198 sq.ft. |
$574,990 |
Airbnb cash on cash: 2.87%
|
2740 RUTLEDGE COURTWinter Haven, FL**PRICE IMPROVEMENT, OWNER MOTIVATED, RELOCATION FORCES SALE** Welcome to this sought aft... |
2 beds | 2 baths | 1,419 sq.ft. |
$247,900 |
Airbnb cash on cash: 2.04%
|
2326 ISLE ROYALE COURT SEWinter Haven, FLUnder contract-accepting backup offers. Location, Location, Location!! Seller is offering ... |
2 beds | 3 baths | 1,284 sq.ft. |
$244,900 |
Airbnb cash on cash: 2.77%
|
153 Browning CircleWinter Haven, FLBeautiful single-family home NO HOA just 5 minutes from LEGOLAND. 3 bedrooms, 2 bathrooms ... |
3 beds | 2 baths | 1,144 sq.ft. |
$335,000 |
Airbnb cash on cash: 4.21%
|
280 OVERLOOK DRIVEWinter Haven, FLGORGEOUS LAKEFRONT HOME ON PRIVATE LAKE FLORENCE! If you like entertaining this home is fo... |
4 beds | 4 baths | 2,483 sq.ft. |
$699,900 |
Airbnb cash on cash: 2.15%
|
5288 GREEN DRIVEWinter Haven, FLPRICE REDUCTION! SOLAR SYSTEM CONVEYS TO BUYER FREE & CLEAR! GOLF CART, BACKUP GENERATOR... |
3 beds | 2 baths | 1,847 sq.ft. |
$353,000 |
Airbnb cash on cash: 3.48%
|
3711 JULIUS ESTATES BOULEVARDWinter Haven, FLThis spacious home features 4 bedroom 2 baths, high ceilings, living area, dining, family ... |
4 beds | 2 baths | 1,842 sq.ft. |
$290,000 |
Airbnb cash on cash: 5.9%
|
2429 TWIN LAKE VIEW ROADWinter Haven, FLWelcome to your dream home in the Eagle Crest subdivision! This stunning 3 bedroom, 2 bath... |
3 beds | 2 baths | 1,858 sq.ft. |
$359,900 |
Airbnb cash on cash: 4.28%
|
1620 KLATT STREET SEWinter Haven, FLAmazing location. Well maintained home sitting on a large lot right of Cypress Gardens Bl... |
3 beds | 1 baths | 1,087 sq.ft. |
$259,900 |
Airbnb cash on cash: 6.28%
|
5007 STRADA DRIVEWinter Haven, FLWelcome Home! This beautiful pool homes features a split floor plan with 4 bedrooms and 2 ... |
4 beds | 2 baths | 2,128 sq.ft. |
$379,990 |
Airbnb cash on cash: 5.2%
|
117 ELLIOTT LANEWinter Haven, FLWelcome home! This is a 3 bedroom, 1.5 bath, POOL home located in one of Southeast Winter ... |
3 beds | 2 baths | 1,424 sq.ft. |
$299,900 |
Airbnb cash on cash: 5.24%
|
2692 WHISPERING TRAILS DRIVEWinter Haven, FLAmazing and Spacious corner lot in Winter Haven! Nestled within the esteemed Whispering Tr... |
4 beds | 3 baths | 1,889 sq.ft. |
$289,900 |
Airbnb cash on cash: 6.35%
|
6048 FOREST RIDGE LANEWinter Haven, FLWelcome to this charming block home located at 6048 Forest Ridge Ln. Winter Haven, FL, nes... |
4 beds | 2 baths | 1,788 sq.ft. |
$319,900 |
Airbnb cash on cash: 5.95%
|
277 RUBY LAKE LANEWinter Haven, FLLocated in Beautiful GATED RUBY LAKE!!! This three-bedroom home with three full baths, bui... |
3 beds | 3 baths | 2,367 sq.ft. |
$459,500 |
Airbnb cash on cash: 2.55%
|
3122 WALNUT STREETWinter Haven, FLCharming 3-bedroom, 1-bathroom home nestled in a serene, quiet community offering ample sp... |
3 beds | 1 baths | 960 sq.ft. |
$217,000 |
Airbnb cash on cash: 7.38%
|
1 LAKE ELOISE LANEWinter Haven, FLPRICE REDUCED! SELLER MOTIVATED!! This amazing home in Southeast Winter Haven is basically... |
4 beds | 3 baths | 2,550 sq.ft. |
$579,900 |
Airbnb cash on cash: 2.79%
|
3020 CANEEL STREETWinter Haven, FLUnder contract-accepting backup offers. Price reduced and listed below market value. Welco... |
2 beds | 2 baths | 1,521 sq.ft. |
$230,000 |
Airbnb cash on cash: -1.53%
|
689 LAKE HOWARD DRIVE NW #3bWinter Haven, FLWelcome to the desirable community of Wellington. This is a 55+ community located in Winte... |
2 beds | 2 baths | 1,077 sq.ft. |
$145,000 |
Airbnb cash on cash: 2.35%
|
480 Lake Eloise Pointe BoulevardWinter Haven, FLBeautiful single-family home with open floor plan in well-kept neighborhood. This home boa... |
3 beds | 2 baths | 1,266 sq.ft. |
$301,000 |
Airbnb cash on cash: 4.71%
|
2157 5TH STREET NEWinter Haven, FLUnder contract-accepting backup offers. Back on the market due to tenant giving notice and... |
3 beds | 1 baths | 912 sq.ft. |
$195,000 |
Airbnb cash on cash: 8.33%
|
7146 SUMMIT DRIVEWinter Haven, FLWelcome to Your Winter Haven Oasis! This impeccably maintained 3-bedroom, 2-bathroom home ... |
3 beds | 2 baths | 1,842 sq.ft. |
$315,000 |
Airbnb cash on cash: 3.93%
|
690 AVENUE D NEWinter Haven, FLFully updated beautiful block home on large corner lot with brand new top of the line kitc... |
3 beds | 2 baths | 1,510 sq.ft. |
$295,000 |
Airbnb cash on cash: 4.81%
|
1396 LUCERNE LOOP ROAD NEWinter Haven, FL"Welcome to your own slice of paradise in beautiful Winter Haven, Florida! This captivatin... |
4 beds | 3 baths | 2,371 sq.ft. |
$729,000 |
Airbnb cash on cash: 1.78%
|
3086 BRENTON MANOR LOOPWinter Haven, FLNestled in the serene Brenton Manor neighborhood, this immaculate 3-bed, 2-bath home exude... |
3 beds | 2 baths | 1,770 sq.ft. |
$329,900 |
Airbnb cash on cash: 3.62%
|
7850 THOMPSON NURSERY ROADWinter Haven, FLUnder contract-accepting backup offers. Welcome to your stunning lakefront home on 2.33 ac... |
3 beds | 3 baths | 3,217 sq.ft. |
$985,000 |
Airbnb cash on cash: -0.48%
|
1776 6TH STREET NW #303Winter Haven, FLBeautifully maintained 55+ condominium located in Lake Ridge Winter Haven. This is a gated... |
2 beds | 2 baths | 1,347 sq.ft. |
$142,000 |
Airbnb cash on cash: 6.58%
|
4545 MANDOLIN BOULEVARDWinter Haven, FLUncover this Winterhaven treasure! This immaculate 3-bedroom, 2-bathroom home is packed wi... |
3 beds | 2 baths | 1,760 sq.ft. |
$379,900 |
Airbnb cash on cash: 3.39%
|
191 MANDOLIN DRIVEWinter Haven, FLWelcome home to your beautiful ranch style home nestled on a corner lot in the gated commu... |
4 beds | 2 baths | 2,486 sq.ft. |
$415,000 |
Airbnb cash on cash: 3.94%
|
3915 CYPRESS LANDING NWinter Haven, FLUnder contract-accepting backup offers. Beautiful 2 Bedroom 2 full baths renovated home. H... |
2 beds | 2 baths | 1,312 sq.ft. |
$255,000 |
Airbnb cash on cash: 3.49%
|
3639 JULIUS ESTATES BOULEVARDWinter Haven, FLUnder contract-accepting backup offers. Welcome Home! located in the charming community of... |
4 beds | 3 baths | 2,670 sq.ft. |
$385,000 |
Airbnb cash on cash: 4.24%
|
1078 SUNSHINE WAY SWWinter Haven, FLWelcome to your cozy retreat in the heart of Winter Haven! This delightful 2-bedroom, 2-ba... |
2 beds | 2 baths | 1,100 sq.ft. |
$249,999 |
Airbnb cash on cash: 4.81%
|
1488 GREY EAGLE LANEWinter Haven, FLUnder contract-accepting backup offers. Step into the epitome of comfort and elegance with... |
4 beds | 2 baths | 1,820 sq.ft. |
$310,000 |
Airbnb cash on cash: 5.69%
|
Real Estate investment in Winter-haven, FL
There are 423 properties for sale in the city of Winter Haven . The median list price in Winter Haven is $315,000 and the average price per square foot is $175. In May 2024, the average monthly cash on cash return in Winter Haven is 4.00%. The average monthly rental income in Winter Haven is $1,915.