Real Estate Investment Properties for Sale in Haines City, FL

Looking for investment property in Haines City, FL with high ROI ?

Explore a variety of short-term homes & houses in Haines City, FL. Invest wisely with VRBO & Haines City, 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 Haines City, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5 PINE FOREST LANE Haines City, FL Welcome to this stunning custom-built 4-bedroom, 4-bath home situated on a peaceful Â½-acr...	4 beds \| 4 baths \| 3,464 sq.ft.	$550,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.13% Airbnb Rental Income: $1523 Traditional Rental Income: $4061 Airbnb ROI: 0.33% Traditional ROI: 6.13%
2377 PAULETTE DRIVE Haines City, FL Welcome to the beautiful Southern Dunes community on Paulette Drive, with its challenging ...	3 beds \| 2 baths \| 1,542 sq.ft.	$323,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 6.09% Airbnb Rental Income: $1464 Traditional Rental Income: $2636 Airbnb ROI: 0.8% Traditional ROI: 6.09%
2881 KOKOMO LOOP Haines City, FL This property is eligible under the 30 Day Freddie Mac First Look Initiative through 04/4/...	4 beds \| 3 baths \| 1,637 sq.ft.	$339,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.73% Airbnb Rental Income: $1523 Traditional Rental Income: $2491 Airbnb ROI: 0.31% Traditional ROI: 4.73%
6018 FALLGLOW LANE Haines City, FL Welcome Home to this beautifully maintained 3 bedroom, 2 bathroom home in the heart of Hai...	3 beds \| 2 baths \| 1,770 sq.ft.	$299,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 4.89% Airbnb Rental Income: $1464 Traditional Rental Income: $2288 Airbnb ROI: 0.43% Traditional ROI: 4.89%
907 TENNIS WAY #3147/8 Haines City, FL Seller motivated offering $3000 towards closing - Virtually staged photos included. Peace...	2 beds \| 2 baths \| 1,123 sq.ft.	$119,900	Airbnb cash on cash: -5.23% Traditional cash on cash: 6.92% Airbnb Rental Income: $590 Traditional Rental Income: $1707 Airbnb ROI: -5.23% Traditional ROI: 6.92%
16 CYPRESS RUN Haines City, FL Under contract-accepting backup offers. This beautiful 3 Bedroom 2.5 Bath home comes compl...	3 beds \| 3 baths \| 1,810 sq.ft.	$293,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 6.2% Airbnb Rental Income: $1464 Traditional Rental Income: $2202 Airbnb ROI: 1.97% Traditional ROI: 6.2%
139 STRATFORD COURT Haines City, FL Nestled in the sought-after Grenelefe Club Estates, this beautifully maintained 3-bedroom,...	3 beds \| 2 baths \| 1,897 sq.ft.	$298,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 5.18% Airbnb Rental Income: $1464 Traditional Rental Income: $2326 Airbnb ROI: 0.56% Traditional ROI: 5.18%
2212 MALLORY CIRCLE Haines City, FL This is your chance to own a beautifully updated pool home! Tucked inside the sought after...	4 beds \| 3 baths \| 1,542 sq.ft.	$375,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.95% Airbnb Rental Income: $1523 Traditional Rental Income: $2452 Airbnb ROI: 0.05% Traditional ROI: 3.95%
415 Renee Drive Haines City, FL Short Sale. Welcome to 415 N Renee Drive, a beautifully renovated home located in a quiet ...	3 beds \| 2 baths \| 1,764 sq.ft.	$319,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.57% Airbnb Rental Income: $1464 Traditional Rental Income: $2244 Airbnb ROI: 0.53% Traditional ROI: 4.57%
6631 LAKE HATCHINEHA ROAD Haines City, FL Welcome to an extraordinary 32+ acre luxury estate â a once-in-a-generation property whe...	5 beds \| 5 baths \| 3,238 sq.ft.	$1,849,500	Airbnb cash on cash: -0.83% Traditional cash on cash: 0.69% Airbnb Rental Income: $1645 Traditional Rental Income: $3794 Airbnb ROI: -0.83% Traditional ROI: 0.69%
1239 AVENUE K Haines City, FL Under contract-accepting backup offers. Welcome to this 3 bedroom 1 bathroom home located ...	3 beds \| 1 baths \| 500 sq.ft.	$115,000	Airbnb cash on cash: 5.63% Traditional cash on cash: 11.61% Airbnb Rental Income: $1464 Traditional Rental Income: $1696 Airbnb ROI: 5.63% Traditional ROI: 11.61%
8006 LAKE LOWERY ROAD Haines City, FL Welcome to your own private lakefront retreatâan extraordinary estate nestled on 10 meti...	4 beds \| 4 baths \| 3,661 sq.ft.	$1,900,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.84% Airbnb Rental Income: $1523 Traditional Rental Income: $5428 Airbnb ROI: -0.63% Traditional ROI: 1.84%
301 H L SMITH ROAD Haines City, FL Welcome Home to 301 HL Smith Rd, Haines City, FL 33844 Fully paid-off solar panel system. ...	4 beds \| 3 baths \| 1,776 sq.ft.	$525,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 3% Airbnb Rental Income: $1523 Traditional Rental Income: $2398 Airbnb ROI: 0.32% Traditional ROI: 3%
237 KENT COURT Haines City, FL One or more photo(s) has been virtually staged. Are you looking for a completely remodeled...	3 beds \| 2 baths \| 2,271 sq.ft.	$849,900	Airbnb cash on cash: -0.56% Traditional cash on cash: 1.43% Airbnb Rental Income: $1464 Traditional Rental Income: $2610 Airbnb ROI: -0.56% Traditional ROI: 1.43%
340 PHEASANT DRIVE Haines City, FL MOVE-IN READY or TURNKEY INVESTMENT OPPORTUNITY! Welcome to 340 Pheasant Dr, a beautifully...	3 beds \| 2 baths \| 1,378 sq.ft.	$265,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 5.21% Airbnb Rental Income: $1464 Traditional Rental Income: $2182 Airbnb ROI: 0.61% Traditional ROI: 5.21%
3815 WHITNEY WAY Haines City, FL One or more photo(s) has been virtually staged. Step into this well-kept 4-bed, 2-bath hom...	4 beds \| 2 baths \| 1,767 sq.ft.	$320,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.04% Airbnb Rental Income: $1523 Traditional Rental Income: $2375 Airbnb ROI: -0.26% Traditional ROI: 4.04%
1310 POLK CITY ROAD Haines City, FL Seller offering $5000.00 Closing cost to the Buyer at list price. Discover the perfect bl...	5 beds \| 2 baths \| 1,822 sq.ft.	$279,900	Airbnb cash on cash: 1.65% Traditional cash on cash: 6.56% Airbnb Rental Income: $1645 Traditional Rental Income: $2478 Airbnb ROI: 1.65% Traditional ROI: 6.56%
2 PINE RUN Haines City, FL HUD CASE 098-121162. This 2-bedroom, 2-bathroom home features a two-car garage with a conv...	2 beds \| 2 baths \| 1,296 sq.ft.	$224,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 5.97% Airbnb Rental Income: $590 Traditional Rental Income: $1874 Airbnb ROI: -1.44% Traditional ROI: 5.97%
408 MCKAY DRIVE Haines City, FL Opportunity awaits at 408 McKay Drive in Haines City! Situated just steps from beautiful L...	4 beds \| 2 baths \| 2,136 sq.ft.	$399,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 5.06% Airbnb Rental Income: $1523 Traditional Rental Income: $2850 Airbnb ROI: 0.34% Traditional ROI: 5.06%
2351 WHITE CEDAR WAY Haines City, FL One-of-a-Kind Home with Private Pool in Haines City! Don't miss this rare opportunity! Wh...	4 beds \| 2 baths \| 1,959 sq.ft.	$459,900	Airbnb cash on cash: -0.39% Traditional cash on cash: 3.93% Airbnb Rental Income: $1523 Traditional Rental Income: $2940 Airbnb ROI: -0.39% Traditional ROI: 3.93%
232 SUMMERLIN LOOP Haines City, FL Under contract-accepting backup offers. This home can be purchased with NO INCOME VERIFICA...	3 beds \| 2 baths \| 1,579 sq.ft.	$275,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 5.54% Airbnb Rental Income: $1464 Traditional Rental Income: $2283 Airbnb ROI: 0.71% Traditional ROI: 5.54%
1450 LASSEN STREET Haines City, FL One or more photo(s) has been virtually staged. Welcome to 1450 Lassen St in Orchid Terrac...	3 beds \| 2 baths \| 1,560 sq.ft.	$280,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 4.33% Airbnb Rental Income: $1464 Traditional Rental Income: $2280 Airbnb ROI: -0.4% Traditional ROI: 4.33%
1684 WATERVIEW LOOP Haines City, FL Welcome to Your DREAM Retreat of Paradise!! Step into timeless sophistication with this fu...	4 beds \| 3 baths \| 1,562 sq.ft.	$415,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 3.98% Airbnb Rental Income: $1523 Traditional Rental Income: $2457 Airbnb ROI: 0.44% Traditional ROI: 3.98%
1522 BLUE SKY BOULEVARD Haines City, FL Under contract-accepting backup offers. PRICE IMPROVEMENT $10,000 REDUCTION! Welcome to th...	4 beds \| 2 baths \| 2,243 sq.ft.	$380,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 4.08% Airbnb Rental Income: $1523 Traditional Rental Income: $2543 Airbnb ROI: -0.03% Traditional ROI: 4.08%
9950 W LAKE MARION ROAD Haines City, FL Under contract-accepting backup offers. *SELLER CONCESSIONS AVAILABLE* Welcome to ser...	4 beds \| 5 baths \| 3,754 sq.ft.	$819,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 5.62% Airbnb Rental Income: $1523 Traditional Rental Income: $5800 Airbnb ROI: -0.57% Traditional ROI: 5.62%
1531 BLUE SKY BOULEVARD Haines City, FL Under contract-accepting backup offers. MOTIVATED SELLERS! Welcome to 1531 Blue Sky Blvd, ...	4 beds \| 2 baths \| 2,483 sq.ft.	$399,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.06% Airbnb Rental Income: $1523 Traditional Rental Income: $2508 Airbnb ROI: 0.25% Traditional ROI: 4.06%
274 PARADISE ISLAND DRIVE Haines City, FL Wake up to lake views, launch the boat in minutes, and fish from your own dockâthis is c...	3 beds \| 2 baths \| 2,012 sq.ft.	$445,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 5.07% Airbnb Rental Income: $1464 Traditional Rental Income: $2995 Airbnb ROI: 0.37% Traditional ROI: 5.07%
1329 TUPELO TRAIL Haines City, FL This Pristine Former Model Home in Cypress Park Estates offers Upgraded Finishes, a Premiu...	4 beds \| 2 baths \| 1,625 sq.ft.	$287,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 4.43% Airbnb Rental Income: $1523 Traditional Rental Income: $2245 Airbnb ROI: 0.12% Traditional ROI: 4.43%
8342 W LAKE MARION ROAD Haines City, FL Lakefront Living on One of Central Floridaâs Hidden Gems...Experience the beauty of Flor...	2 beds \| 2 baths \| 2,043 sq.ft.	$595,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 1.56% Airbnb Rental Income: $590 Traditional Rental Income: $1766 Airbnb ROI: -1.07% Traditional ROI: 1.56%
4010 Watkins Road Haines City, FL Welcome to this stunning home in Haines City, FL. This well-kept 4-bedroom, 2-bath home fe...	4 beds \| 2 baths \| 2,235 sq.ft.	$329,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 5.64% Airbnb Rental Income: $1523 Traditional Rental Income: $2492 Airbnb ROI: 1.08% Traditional ROI: 5.64%
315 VILLA SORRENTO CIRCLE Haines City, FL Under contract-accepting backup offers. Short Sale. Mediterranean style home with open flo...	4 beds \| 3 baths \| 2,298 sq.ft.	$315,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 5.23% Airbnb Rental Income: $1523 Traditional Rental Income: $2636 Airbnb ROI: -0.02% Traditional ROI: 5.23%
125 E GRAHAM PARK DRIVE Haines City, FL Under contract-accepting backup offers. CAPTIVATING LAKEFRONT PROPERTY! The stunning resid...	5 beds \| 7 baths \| 5,890 sq.ft.	$1,100,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 6.9% Airbnb Rental Income: $1645 Traditional Rental Income: $8704 Airbnb ROI: -0.45% Traditional ROI: 6.9%
248 CHICAGO AVENUE W Haines City, FL Move-in ready in Haines City! Built in 2018, this 3-bedroom, 2-bath home offers efficiency...	3 beds \| 2 baths \| 1,184 sq.ft.	$285,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.3% Airbnb Rental Income: $1464 Traditional Rental Income: $1896 Airbnb ROI: 1.08% Traditional ROI: 4.3%
3 MAPLE RUN Haines City, FL Welcome to this charming home located in the desirable community of Sun-Air with NO HOA! F...	2 beds \| 2 baths \| 1,638 sq.ft.	$252,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 7.19% Airbnb Rental Income: $590 Traditional Rental Income: $2157 Airbnb ROI: -0.6% Traditional ROI: 7.19%
125 TANAGER STREET Haines City, FL STOP THE CAR! Beautifully maintained 3/2 home! Located in a community that offers resort-s...	3 beds \| 2 baths \| 1,311 sq.ft.	$305,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.43% Airbnb Rental Income: $1464 Traditional Rental Income: $2156 Airbnb ROI: 0.51% Traditional ROI: 4.43%
5342 MADDIE DRIVE Haines City, FL PRICED TO SELL!!Come see this gorgeous and almost brand new property.This floor plan is Po...	4 beds \| 2 baths \| 2,110 sq.ft.	$360,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.69% Airbnb Rental Income: $1523 Traditional Rental Income: $2528 Airbnb ROI: -0.59% Traditional ROI: 3.69%
601 Astor Drive Haines City, FL Don't look any further, you just found the MOVE-IN READY home you were looking for! This g...	4 beds \| 2 baths \| 1,893 sq.ft.	$325,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.66% Airbnb Rental Income: $1523 Traditional Rental Income: $2311 Airbnb ROI: 0.64% Traditional ROI: 4.66%
6005 HEMINGWAY CIRCLE #6005 Haines City, FL Beautiful Corner Unit in Southern Dunes Condominiums â This light-filled 2-bedroom, 2-ba...	2 beds \| 2 baths \| 1,152 sq.ft.	$189,000	Airbnb cash on cash: -3.11% Traditional cash on cash: 4.82% Airbnb Rental Income: $590 Traditional Rental Income: $1728 Airbnb ROI: -3.11% Traditional ROI: 4.82%
207 MACAULAYS COVE Haines City, FL Donât miss the opportunity to own this stunning, fully furnished home in the resort-styl...	4 beds \| 5 baths \| 2,404 sq.ft.	$395,000	Airbnb cash on cash: -2.22% Traditional cash on cash: 5.07% Airbnb Rental Income: $1523 Traditional Rental Income: $3782 Airbnb ROI: -2.22% Traditional ROI: 5.07%
1240 ALLIGATOR ALLEY Haines City, FL One or more photo(s) has been virtually staged. Priced Competitively and sold AS IS, this ...	3 beds \| 3 baths \| 1,680 sq.ft.	$305,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 6.95% Airbnb Rental Income: $1464 Traditional Rental Income: $2545 Airbnb ROI: 1.68% Traditional ROI: 6.95%

Real Estate investment in Haines-city, FL

There are 299 properties for sale in the city of Haines City . The median list price in Haines City is $310,000 and the average price per square foot is $172. In April 2026, the average monthly cash on cash return in Haines City is 4.00%. The average monthly rental income in Haines City is $2,245.

Haines-city, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 299 investment properties available for sale in Haines-city.

In 2026, the best neighborhood to buy investment property is Haines City.

The ROI for Short-Term is higher than the Long-Term in Haines-city with average rental income of $1,523.

Your search for investment property begins and ends here

Investment Property for Sale in Haines City, FL

5 PINE FOREST LANE

Haines City, FL

4 beds | 4 baths | 3,464 sq.ft.

$550,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 6.13%

Airbnb Rental Income: $1523

Traditional Rental Income: $4061

Airbnb ROI: 0.33%

Traditional ROI: 6.13%

2377 PAULETTE DRIVE

Haines City, FL

3 beds | 2 baths | 1,542 sq.ft.

$323,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 6.09%

Airbnb Rental Income: $1464

Traditional Rental Income: $2636

Airbnb ROI: 0.8%

Traditional ROI: 6.09%

2881 KOKOMO LOOP

Haines City, FL

4 beds | 3 baths | 1,637 sq.ft.

$339,900

Airbnb cash on cash: 0.31%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $1523

Traditional Rental Income: $2491

Airbnb ROI: 0.31%

Traditional ROI: 4.73%

6018 FALLGLOW LANE

Haines City, FL

3 beds | 2 baths | 1,770 sq.ft.

$299,000

Airbnb cash on cash: 0.43%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $1464

Traditional Rental Income: $2288

Airbnb ROI: 0.43%

Traditional ROI: 4.89%

907 TENNIS WAY #3147/8

Haines City, FL

2 beds | 2 baths | 1,123 sq.ft.

$119,900

Airbnb cash on cash: -5.23%

Traditional cash on cash: 6.92%

Airbnb Rental Income: $590

Traditional Rental Income: $1707

Airbnb ROI: -5.23%

Traditional ROI: 6.92%

16 CYPRESS RUN

Haines City, FL

3 beds | 3 baths | 1,810 sq.ft.

$293,900

Airbnb cash on cash: 1.97%

Traditional cash on cash: 6.2%

Airbnb Rental Income: $1464

Traditional Rental Income: $2202

Airbnb ROI: 1.97%

Traditional ROI: 6.2%

139 STRATFORD COURT

Haines City, FL

3 beds | 2 baths | 1,897 sq.ft.

$298,000

Airbnb cash on cash: 0.56%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $1464

Traditional Rental Income: $2326

Airbnb ROI: 0.56%

Traditional ROI: 5.18%

2212 MALLORY CIRCLE

Haines City, FL

4 beds | 3 baths | 1,542 sq.ft.

$375,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1523

Traditional Rental Income: $2452

Airbnb ROI: 0.05%