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Haines City VACATION HOMES FOR SALE

City:  Celebration | ChampionsGate | Clermont | Davenport | Haines City | Kissimmee | Lake Buena Vista | Orlando | Reunion |  Windermere | Winter Garden

Every year, snowbirds flock to Haines City to spend their winters in the heart of Florida. It’s easy to see why. Polk County’s third largest city has a lot to offer full and part-time residents including great weather, beautiful lakes and scenic hills, convenient location – within easy driving distance to world class attractions and downtown Orlando, and championship golf courses. The Haines City vacation homes for sale are some of the most sought-after in the area!

Haines City offers a variety of housing options for buyers interested in acquiring a second home. Choices include condos and apartments, new subdivisions, classic lake-front homes, ranch estates, and quiet downtown neighborhoods. Many homes are zoned for short-term rentals, so you can generate some cash flow by renting your property out to holiday travelers when you’re not staying there.

Check out the available Haines City vacation real estate listings below, or continue reading to learn more about the many wonderful holiday communities found in the city!

Search Haines City Real Estate Listings

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New FEATURED
Active 6005 Hemingway Cir, HAINES CITY

$179,900

VILLAS AT SOUTHERN DUNES

6005 Hemingway Cir, HAINES CITY

2 Beds 2 Baths 1,152 SqFt Residential Condominium MLS® # S5155158
Active 5555 E Hinson Ave, HAINES CITY

$13,500,000

NOT IN SUBDIVISION

5555 E Hinson Ave, HAINES CITY

6 Beds 4 Baths 3,924 SqFt Residential Single Family Residence MLS® # O6423541
New
Active 7950 Bannon Fish Camp Rd, HAINES CITY

$12,000,000

BANNON ISLAND

7950 Bannon Fish Camp Rd, HAINES CITY

7 Beds 10 Baths 7,732 SqFt Residential Single Family Residence MLS® # L4961212
Active Us Hwy 27, HAINES CITY

$6,900,000

Us Hwy 27, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # L4961889
Active Us Hwy 544 E, HAINES CITY

$3,800,000

NO SUBDIVISION

Us Hwy 544 E, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # R4905864
Active 8010 Lake Lowery Rd, HAINES CITY

$2,400,000

NOT IN SUBDIVISION

8010 Lake Lowery Rd, HAINES CITY

4 Beds 4 Baths 3,661 SqFt Residential Single Family Residence MLS® # P4936425
Active 6275 Halabrin Rd, HAINES CITY

$1,992,100

▼ $400 N/A

6275 Halabrin Rd, HAINES CITY

5 Beds 7 Baths 8,063 SqFt Residential Single Family Residence MLS® # O6417291
Active 8006 Lake Lowery Rd, HAINES CITY

$1,900,000

NOT IN SUBDIVISION

8006 Lake Lowery Rd, HAINES CITY

4 Beds 4 Baths 3,661 SqFt Residential Single Family Residence MLS® # P4936423
Active 390 Patterson Rd, HAINES CITY

$1,880,000

390 Patterson Rd, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5059538
Active Bagley Rd, HAINES CITY

$1,599,800

THE HIGHLAND ESTATES

Bagley Rd, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # P4936692
Active Orchid Dr, HAINES CITY

$1,500,000

▼ $100,000 FLORIDA DEV CO SUB

Orchid Dr, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # P4933684
Active 4569 W Us Hwy 17, HAINES CITY

$1,250,000

NO SUBDIVISION

4569 W Us Hwy 17, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # R4905290
Active 10790 Jim Edwards Rd, HAINES CITY

$1,200,000

N/A

10790 Jim Edwards Rd, HAINES CITY

4 Beds 3 Baths 3,256 SqFt Residential Single Family Residence MLS® # L4954429
Active 1646 Tyner Rd, HAINES CITY

$1,150,000

▼ $25,000 NONE

1646 Tyner Rd, HAINES CITY

4 Beds 4 Baths 3,788 SqFt Residential Single Family Residence MLS® # P4934546
Active 91 Woodland Dr, HAINES CITY

$966,000

▼ $9,000 NONE

91 Woodland Dr, HAINES CITY

5 Beds 5 Baths 4,041 SqFt Residential Single Family Residence MLS® # L4961579
Active Johnson Ave E, HAINES CITY

$950,000

Johnson Ave E, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6425669
Active 10740 Jim Edwards Rd, HAINES CITY

$779,000

▼ $20,000 MARION FOREST

10740 Jim Edwards Rd, HAINES CITY

3 Beds 2 Baths 2,052 SqFt Residential Single Family Residence MLS® # P4939291
Active 8044 Lake Hatchineha Rd, HAINES CITY

$775,000

HATCHWOOD ESTATES

8044 Lake Hatchineha Rd, HAINES CITY

3 Beds 2 Baths 2,405 SqFt Residential Single Family Residence MLS® # L4963366
Active 352 Cherokee Ave, HAINES CITY

$750,000

CALABAY PARC AT TOWER LAKE

352 Cherokee Ave, HAINES CITY

5 Beds 5 Baths 3,653 SqFt Residential Single Family Residence MLS® # S5146603
Active Johnson Ave E, HAINES CITY

$750,000

Johnson Ave E, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6369381
New
Active 55 Perch St, HAINES CITY

$750,000

HATCHINEHA ESTATES

55 Perch St, HAINES CITY

4 Beds 4 Baths 2,692 SqFt Residential Single Family Residence MLS® # P4939441
Active 237 Kent Ct, HAINES CITY

$749,900

NATURES EDGE GOLF ESTATES

237 Kent Ct, HAINES CITY

3 Beds 2 Baths 2,271 SqFt Residential Single Family Residence MLS® # L4963425
Active 803 N 24th St, HAINES CITY

$749,700

RIDGEWOOD REP

803 N 24th St, HAINES CITY

4 Beds 4 Baths 3,473 SqFt Residential Single Family Residence MLS® # S5146141
Active 2931 Chickasaw Cir, HAINES CITY

$699,000

SEQUOYAH RDG

2931 Chickasaw Cir, HAINES CITY

3 Beds 5 Baths 2,040 SqFt Residential Single Family Residence MLS® # P4939378
Active 3670 Lake Hatchineha Rd, HAINES CITY

$685,000

NOT IN SUBDIVISION

3670 Lake Hatchineha Rd, HAINES CITY

2 Beds 3 Baths 1,744 SqFt Residential Single Family Residence MLS® # L4963418
Active 5372 E Johnson Ave, HAINES CITY

$660,000

▼ $70,000 ACREAGE & UNREC

5372 E Johnson Ave, HAINES CITY

4 Beds 2 Baths 2,238 SqFt Residential Single Family Residence MLS® # O6339381
Active Kokomo Rd Ne, HAINES CITY

$650,000

▼ $50,000

Kokomo Rd Ne, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6215686
Active Lake Marion Rd W, HAINES CITY

$645,000

▲ $180,000 MARION WOODS

Lake Marion Rd W, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # P4938824
Active 133 Arrowhead Ln, HAINES CITY

$639,900

▼ $20,000 ARROWHEAD LAKE

133 Arrowhead Ln, HAINES CITY

3 Beds 4 Baths 3,886 SqFt Residential Single Family Residence MLS® # P4937805
Active 2997 Sequoyah Dr, HAINES CITY

$630,000

SEQUOYAH RDG

2997 Sequoyah Dr, HAINES CITY

3 Beds 3 Baths 2,190 SqFt Residential Single Family Residence MLS® # P4939050
Open House
Active 3101 Lake Lowery Rd, HAINES CITY

$625,000

▼ $25,000 N/A

3101 Lake Lowery Rd, HAINES CITY

4 Beds 3 Baths 2,516 SqFt Residential
Sat, Aug 8th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # O6400161
Active 2741 Edwards Rd, HAINES CITY

$599,900

N/A

2741 Edwards Rd, HAINES CITY

3 Beds 3 Baths 3,452 SqFt Residential Single Family Residence MLS® # P4935872
Active 1890 Tyner Rd, HAINES CITY

$590,000

▼ $49,900 N/A

1890 Tyner Rd, HAINES CITY

5 Beds 3 Baths 2,358 SqFt Residential Single Family Residence MLS® # O6374346
Active 356 Cherokee Ave, HAINES CITY

$579,900

▼ $20,000 CALABAY PARC AT TOWER LAKE

356 Cherokee Ave, HAINES CITY

4 Beds 4 Baths 2,724 SqFt Residential Single Family Residence MLS® # S5153170
Active 358 Cherokee Ave, HAINES CITY

$579,900

▼ $20,000 CALABAY PARC AT TOWER LAKE

358 Cherokee Ave, HAINES CITY

4 Beds 4 Baths 2,724 SqFt Residential Single Family Residence MLS® # S5153138
Active 1208 Hillbridge Dr, HAINES CITY

$564,900

▼ $12,100 HAINES RDG PH 4

1208 Hillbridge Dr, HAINES CITY

6 Beds 4 Baths 4,119 SqFt Residential Single Family Residence MLS® # O6423871
Active 8342 W Lake Marion Rd, HAINES CITY

$549,900

▼ $19,100 LAKE MARION HOMESITES

8342 W Lake Marion Rd, HAINES CITY

2 Beds 2 Baths 2,043 SqFt Residential Single Family Residence MLS® # L4960400
Active 4998 Lake Lowery Rd, HAINES CITY

$529,000

▼ $70,000 NONE

4998 Lake Lowery Rd, HAINES CITY

3 Beds 1 Bath 930 SqFt Residential Single Family Residence MLS® # P4936853
New
Active 1430 Park Pl, HAINES CITY

$525,000

SOUTHERN DUNES ESTATES ADD

1430 Park Pl, HAINES CITY

4 Beds 3 Baths 1,567 SqFt Residential Single Family Residence MLS® # S5155063
Active 6 Palm Way, HAINES CITY

$525,000

▼ $10,000 SUN-AIR COUNTRY CLUB

6 Palm Way, HAINES CITY

4 Beds 4 Baths 2,933 SqFt Residential Single Family Residence MLS® # O6391258
Active 436 Jeffery Ln, HAINES CITY

$509,000

▼ $10,000 NOT A SUBDIVISION

436 Jeffery Ln, HAINES CITY

4 Beds 3 Baths 2,052 SqFt Residential Single Family Residence MLS® # P4937719
Active 8010 Lake Lowery Rd, HAINES CITY

$500,000

8010 Lake Lowery Rd, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # P4936424
Active 1321 Rebecca Dr, HAINES CITY

$500,000

▼ $6,500 SOUTHERN DUNES ESTATES ADD

1321 Rebecca Dr, HAINES CITY

4 Beds 4 Baths 2,218 SqFt Residential Single Family Residence MLS® # O6402769
Active 367 Villa Sorrento Cir, HAINES CITY

$500,000

VILLA SORRENTO

367 Villa Sorrento Cir, HAINES CITY

4 Beds 4 Baths 2,233 SqFt Residential Single Family Residence MLS® # O6394626
Active 363 Villa Sorrento Cir, HAINES CITY

$500,000

VILLA SORRENTO

363 Villa Sorrento Cir, HAINES CITY

4 Beds 4 Baths 2,233 SqFt Residential Single Family Residence MLS® # O6394616
New
Active 2765 Kokomo Loop, HAINES CITY

$499,900

KOKOMO BAY PH 02

2765 Kokomo Loop, HAINES CITY

6 Beds 5 Baths 2,864 SqFt Residential Single Family Residence MLS® # O6424603
Active Lake Hatchineha Rd, HAINES CITY

$499,000

LAKE HATCHINEHA

Lake Hatchineha Rd, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6403630
Active 122 Fairway Dr, HAINES CITY

$498,000

▼ $10,000 ARROWHEAD LAKE

122 Fairway Dr, HAINES CITY

3 Beds 4 Baths 4,215 SqFt Residential Single Family Residence MLS® # TB8517183

The Haines City Community

The early settlers of Haines City were citrus growers. A local company, Florida Fruit Products Co., pioneered the production of bottled grapefruit juice in 1915, a few years before the city was incorporated. In recent years, the area has seen its population boom thanks to its proximity to Walt Disney World and LEGOLand, as well as easy access to job centers in Tampa and Orlando.

Haines City Real Estate Market

Haines City vacation home buyers have much to like about the city. The community offers a unique shopping and dining experience, from delicious citrus candy treats at Webb’s Candies to nationally recognized retailers and a luxury movie theater at the Posner Park shopping center.

The region offers plenty of recreational activities too, including the newly renovated Lake Eva Park, Sweetwater Golf & Tennis Club, Southern Dunes Golf Course, and Grenelefe Golf & Tennis Resort. Three major hospitals are located within fifteen miles, along with numerous physicians, specialists and diagnostic centers to provide residents with an outstanding variety of health care choices.

Communities in Haines City, Florida


If you’d like more information about purchasing a second home in Haines City, contact a Team Donovan agent at 407-705-2616 or or visit us online.

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