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
816 PINEWOOD COURT #3126 Haines City, FL Welcome home to this beautifully renovated 1-bedroom, 1-bath residence located in the desi...	1 beds \| 1 baths \| 974 sq.ft.	$115,000	Airbnb cash on cash: -2.63% Traditional cash on cash: 4.75% Airbnb Rental Income: $610 Traditional Rental Income: $1139 Airbnb ROI: -2.63% Traditional ROI: 4.75%
5 PINE FOREST LANE Haines City, FL Under contract-accepting backup offers. Welcome to this stunning custom-built 4-bedroom, 4...	4 beds \| 4 baths \| 3,464 sq.ft.	$550,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 6.76% Airbnb Rental Income: $1487 Traditional Rental Income: $4385 Airbnb ROI: 0.27% Traditional ROI: 6.76%
664 HATCHWOOD DRIVE Haines City, FL Located in a peaceful community in Haines City, this property offers an ideal blend of com...	4 beds \| 2 baths \| 2,235 sq.ft.	$348,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 4.37% Airbnb Rental Income: $1487 Traditional Rental Income: $2368 Airbnb ROI: 0.35% Traditional ROI: 4.37%
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.	$314,800	Airbnb cash on cash: 1.47% Traditional cash on cash: 4.99% Airbnb Rental Income: $1683 Traditional Rental Income: $2257 Airbnb ROI: 1.47% Traditional ROI: 4.99%
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.	$314,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 5.28% Airbnb Rental Income: $1487 Traditional Rental Income: $2521 Airbnb ROI: 0.31% Traditional ROI: 5.28%
2409 DORADO AVENUE Haines City, FL Under contract-accepting backup offers. NO HOAThis 4-bedroom, 3-bath home features an ...	4 beds \| 3 baths \| 2,763 sq.ft.	$420,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 5.75% Airbnb Rental Income: $1487 Traditional Rental Income: $3189 Airbnb ROI: 0.32% Traditional ROI: 5.75%
2660 HEMINGWAY AVENUE Haines City, FL 3 Bedroom, 2 Bathroom Home with a Pool - Overlooking Golf Course. Enjoy Florida Living at...	3 beds \| 2 baths \| 1,130 sq.ft.	$320,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 4.34% Airbnb Rental Income: $1683 Traditional Rental Income: $2262 Airbnb ROI: 0.86% Traditional ROI: 4.34%
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.	$290,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 5.37% Airbnb Rental Income: $1683 Traditional Rental Income: $2370 Airbnb ROI: 1.14% Traditional ROI: 5.37%
194 AIDANS LANDING Haines City, FL Welcome to a place that doesnât just feel like home, it feels like a getaway you never h...	4 beds \| 3 baths \| 1,490 sq.ft.	$315,000	Airbnb cash on cash: -2.17% Traditional cash on cash: 2.57% Airbnb Rental Income: $1487 Traditional Rental Income: $2454 Airbnb ROI: -2.17% Traditional ROI: 2.57%
140 MILESTONE DRIVE Haines City, FL Experience refined living in this fully renovated home. Step inside to brand new luxury vi...	3 beds \| 2 baths \| 1,654 sq.ft.	$305,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 4.92% Airbnb Rental Income: $1683 Traditional Rental Income: $2082 Airbnb ROI: 1.9% Traditional ROI: 4.92%
515 JUNE AVENUE Haines City, FL Move-In Ready 3BR/2BA Home on a Â¼-Acre Corner Lot â No HOA! Beautifully maintained a...	3 beds \| 2 baths \| 2,384 sq.ft.	$409,990	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.68% Airbnb Rental Income: $1683 Traditional Rental Income: $2323 Airbnb ROI: 0.79% Traditional ROI: 3.68%
918 REVERE AVENUE Haines City, FL Welcome to this absolutely amazing 3 bedroom, 2 bathroom home with two bonus rooms and 200...	3 beds \| 2 baths \| 2,000 sq.ft.	$339,750	Airbnb cash on cash: 1.34% Traditional cash on cash: 4.82% Airbnb Rental Income: $1683 Traditional Rental Income: $2324 Airbnb ROI: 1.34% Traditional ROI: 4.82%
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.	$309,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 4.91% Airbnb Rental Income: $1683 Traditional Rental Income: $2293 Airbnb ROI: 1.21% Traditional ROI: 4.91%
818 LANDMARK HILLS DRIVE Haines City, FL Welcome to 818 Landmark Hills Dr! Beautifully maintained 4-bedroom, 2-bath home with over ...	4 beds \| 2 baths \| 1,820 sq.ft.	$328,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.87% Airbnb Rental Income: $1487 Traditional Rental Income: $2220 Airbnb ROI: 0.09% Traditional ROI: 3.87%
129 KENNY BOULEVARD Haines City, FL Short Sale. Welcome to 129 Kenny Blvd. located in the highly sought after gated community ...	3 beds \| 3 baths \| 1,802 sq.ft.	$245,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 3.78% Airbnb Rental Income: $1683 Traditional Rental Income: $2323 Airbnb ROI: -1.01% Traditional ROI: 3.78%
173 TRACY CIRCLE Haines City, FL NO CDD community, LOW HOA only $30 monthly. SELLER ASSISTING WITH CLOSING COSTS! Beautiful...	3 beds \| 2 baths \| 1,788 sq.ft.	$310,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 5.83% Airbnb Rental Income: $1683 Traditional Rental Income: $2166 Airbnb ROI: 2.56% Traditional ROI: 5.83%
355 EAGLECREST DRIVE Haines City, FL Under contract-accepting backup offers. Opportunity awaits with this 3-bedroom, 2-bath sin...	3 beds \| 2 baths \| 1,802 sq.ft.	$240,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 5.27% Airbnb Rental Income: $1683 Traditional Rental Income: $2223 Airbnb ROI: 0.82% Traditional ROI: 5.27%
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.	$1,849,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 2.18% Airbnb Rental Income: $2661 Traditional Rental Income: $6337 Airbnb ROI: -0.33% Traditional ROI: 2.18%
3108 SANDY CIRCLE Haines City, FL Under contract-accepting backup offers. 3 bedrooms, 2 bathrooms, a wood-burning fireplace,...	3 beds \| 2 baths \| 1,548 sq.ft.	$270,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 5.54% Airbnb Rental Income: $1683 Traditional Rental Income: $2117 Airbnb ROI: 1.99% Traditional ROI: 5.54%
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: -0.65% Traditional cash on cash: 2.1% Airbnb Rental Income: $1487 Traditional Rental Income: $5892 Airbnb ROI: -0.65% Traditional ROI: 2.1%
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: 1.34% Traditional cash on cash: 5.52% Airbnb Rental Income: $1683 Traditional Rental Income: $2260 Airbnb ROI: 1.34% Traditional ROI: 5.52%
2 PINE RUN Haines City, FL HUD CASE 098-121162.**PRICE REDUCTION** This 2-bedroom, 2-bathroom home features a two...	2 beds \| 2 baths \| 1,296 sq.ft.	$201,600	Airbnb cash on cash: 0.26% Traditional cash on cash: 6.59% Airbnb Rental Income: $990 Traditional Rental Income: $1848 Airbnb ROI: 0.26% Traditional ROI: 6.59%
2239 MALLORY CIRCLE Haines City, FL Welcome to this beautiful 4 bedroom, 2.5 bathroom home located in the golf course communit...	4 beds \| 3 baths \| 2,048 sq.ft.	$415,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 4.82% Airbnb Rental Income: $1487 Traditional Rental Income: $3089 Airbnb ROI: -0.42% Traditional ROI: 4.82%
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.	$285,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 6.77% Airbnb Rental Income: $1487 Traditional Rental Income: $2666 Airbnb ROI: 0.76% Traditional ROI: 6.77%
839 OFANTO WAY Haines City, FL Welcome to 839 Ofanto Way in Magnolia Park! This beautifully maintained newer construction...	3 beds \| 2 baths \| 1,560 sq.ft.	$280,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 1.33% Airbnb Rental Income: $1683 Traditional Rental Income: $1381 Airbnb ROI: 0.7% Traditional ROI: 1.33%
432 BARLYN AVENUE Haines City, FL Big ticket items already handled. This 3 bedroom 2 bath home with a 2 car garage at 432 Br...	3 beds \| 2 baths \| 1,489 sq.ft.	$295,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 4.54% Airbnb Rental Income: $1683 Traditional Rental Income: $2010 Airbnb ROI: 1.67% Traditional ROI: 4.54%
1329 TUPELO TRAIL Haines City, FL Located in Cypress Park Estates, this beautifully maintained former showcase home sits on ...	4 beds \| 2 baths \| 1,600 sq.ft.	$284,990	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.74% Airbnb Rental Income: $1487 Traditional Rental Income: $2339 Airbnb ROI: -0.06% Traditional ROI: 4.74%
8342 W LAKE MARION ROAD Haines City, FL Dream of chasing trophy largemouth bass or filling the cooler with tasty speckled perch? W...	2 beds \| 2 baths \| 2,043 sq.ft.	$549,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 3.96% Airbnb Rental Income: $990 Traditional Rental Income: $2889 Airbnb ROI: -0.43% Traditional ROI: 3.96%
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: 0.98% Traditional cash on cash: 7.39% Airbnb Rental Income: $1487 Traditional Rental Income: $3031 Airbnb ROI: 0.98% Traditional ROI: 7.39%
2924 KOKOMO LOOP Haines City, FL Discover the perfect blend of resort living and total flexibility! Offered fully furnished...	3 beds \| 2 baths \| 1,130 sq.ft.	$339,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.74% Airbnb Rental Income: $1683 Traditional Rental Income: $1835 Airbnb ROI: 0.8% Traditional ROI: 2.74%
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: -0.12% Traditional cash on cash: 5.23% Airbnb Rental Income: $1487 Traditional Rental Income: $2636 Airbnb ROI: -0.12% Traditional ROI: 5.23%
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.	$279,990	Airbnb cash on cash: 1.81% Traditional cash on cash: 5.27% Airbnb Rental Income: $1683 Traditional Rental Income: $2127 Airbnb ROI: 1.81% Traditional ROI: 5.27%
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.	$249,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 7.13% Airbnb Rental Income: $990 Traditional Rental Income: $2127 Airbnb ROI: 0.81% Traditional ROI: 7.13%
2203 MALLORY CIRCLE Haines City, FL Under contract-accepting backup offers. Buyer Incentives Available With Preferred Lender! ...	3 beds \| 2 baths \| 1,645 sq.ft.	$355,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 2.48% Airbnb Rental Income: $1683 Traditional Rental Income: $1901 Airbnb ROI: 0.41% Traditional ROI: 2.48%
5326 MADDIE DRIVE Haines City, FL Welcome to Hammock Reserveâone of the most sought-after communities in Haines Cityâwhe...	4 beds \| 3 baths \| 1,938 sq.ft.	$325,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 3.71% Airbnb Rental Income: $1487 Traditional Rental Income: $2355 Airbnb ROI: -0.56% Traditional ROI: 3.71%
2861 POND VIEW DRIVE Haines City, FL USDA ELIGIBLE â 100% FINANCING AVAILABLE! Discover the space, privacy, and Florida lifes...	3 beds \| 3 baths \| 2,128 sq.ft.	$450,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.06% Airbnb Rental Income: $1683 Traditional Rental Income: $2218 Airbnb ROI: 0.68% Traditional ROI: 3.06%
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.	$324,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.74% Airbnb Rental Income: $1487 Traditional Rental Income: $2333 Airbnb ROI: 0.54% Traditional ROI: 4.74%
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.	$179,900	Airbnb cash on cash: -1.27% Traditional cash on cash: 5.83% Airbnb Rental Income: $990 Traditional Rental Income: $1852 Airbnb ROI: -1.27% Traditional ROI: 5.83%
2019 HONEYBELL AVENUE Haines City, FL Welcome home to this spacious 4-bedroom, 2-bathroom two-story residence situated on a larg...	4 beds \| 3 baths \| 2,215 sq.ft.	$390,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 4.03% Airbnb Rental Income: $1487 Traditional Rental Income: $2491 Airbnb ROI: 0.09% Traditional ROI: 4.03%
341 GUADLUPE STREET Haines City, FL Under contract-accepting backup offers. ASSUMABLE MORTGAGE, rate from 2021! BACK ON THE M...	4 beds \| 3 baths \| 2,364 sq.ft.	$346,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 4.44% Airbnb Rental Income: $1487 Traditional Rental Income: $2615 Airbnb ROI: -0.38% Traditional ROI: 4.44%

Real Estate investment in Haines-city, FL

There are 268 properties for sale in the city of Haines City . The median list price in Haines City is $319,830 and the average price per square foot is $180. In June 2026, the average monthly cash on cash return in Haines City is 4.00%. The average monthly rental income in Haines City is $2,223.

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

There are 268 investment properties available for sale in Haines-city.

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

The ROI for Long-Term is higher than the Short-Term in Haines-city with average rental income of $2,223.

Your search for investment property begins and ends here

Investment Property for Sale in Haines City, FL

816 PINEWOOD COURT #3126

Haines City, FL

1 beds | 1 baths | 974 sq.ft.

$115,000

Airbnb cash on cash: -2.63%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $610

Traditional Rental Income: $1139

Airbnb ROI: -2.63%

Traditional ROI: 4.75%

5 PINE FOREST LANE

Haines City, FL

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

$550,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 6.76%

Airbnb Rental Income: $1487

Traditional Rental Income: $4385

Airbnb ROI: 0.27%

Traditional ROI: 6.76%

664 HATCHWOOD DRIVE

Haines City, FL

4 beds | 2 baths | 2,235 sq.ft.

$348,900

Airbnb cash on cash: 0.35%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $1487

Traditional Rental Income: $2368

Airbnb ROI: 0.35%

Traditional ROI: 4.37%

2377 PAULETTE DRIVE

Haines City, FL

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

$314,800

Airbnb cash on cash: 1.47%

Traditional cash on cash: 4.99%

Airbnb Rental Income: $1683

Traditional Rental Income: $2257

Airbnb ROI: 1.47%

Traditional ROI: 4.99%

2881 KOKOMO LOOP

Haines City, FL

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

$314,900

Airbnb cash on cash: 0.31%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $1487

Traditional Rental Income: $2521

Airbnb ROI: 0.31%

Traditional ROI: 5.28%

2409 DORADO AVENUE

Haines City, FL

4 beds | 3 baths | 2,763 sq.ft.

$420,000

Airbnb cash on cash: 0.32%

Traditional cash on cash: 5.75%

Airbnb Rental Income: $1487

Traditional Rental Income: $3189

Airbnb ROI: 0.32%

Traditional ROI: 5.75%

2660 HEMINGWAY AVENUE

Haines City, FL

3 beds | 2 baths | 1,130 sq.ft.

$320,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $1683

Traditional Rental Income: $2262

Airbnb ROI: 0.86%

Traditional ROI: 4.34%

6018 FALLGLOW LANE

Haines City, FL

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

$290,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $1683

Traditional Rental Income: $2370

Airbnb ROI: 1.14%