Cypress Park Estates Homes Under $500K for Sale

Every home priced under $500K currently for sale in Cypress Park Estates — pulled live from the Stellar MLS and updated continuously. Pair this with the free Cypress Park Estates market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

20 Homes Under $500K in Cypress Park Estates

1519 Wax Myrtle Way, FL1519 Wax Myrtle Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$300,000

1519 Wax Myrtle Way

Haines City, FL 33844

4 bd · 2 ba · 1,828 sqft

Cypress Park Estates

MLS ID #O6374725, RE/MAX SELECT GROUP.

Listing provided by Stellar MLS

127 Bottle Brush Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$361,030

127 Bottle Brush Dr

Haines City, FL 33844

4 bd · 3 ba · 1,860 sqft

Cypress Park Estates

MLS ID #O6454649, PARK SQUARE REALTY.

Listing provided by Stellar MLS

1827 Silverbell Loop, FL1827 Silverbell Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$320,000

1827 Silverbell Loop

Haines City, FL 33844

3 bd · 2 ba · 1,725 sqft

Cypress Park Estates

MLS ID #S5148412, AXEN REALTY, LLC.

Listing provided by Stellar MLS

1280 Tupelo Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$264,900

1280 Tupelo Trl

Haines City, FL 33844

3 bd · 2 ba · 1,671 sqft

Cypress Park Estates

MLS ID #S5158617, IRIS INTERNATIONAL.

Listing provided by Stellar MLS

1245 Tupelo Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$289,500

1245 Tupelo Trl

Haines City, FL 33844

3 bd · 2 ba · 1,531 sqft

Cypress Park Estates

MLS ID #S5153105, SERHANT.

Listing provided by Stellar MLS

143 Bottle Brush Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$335,940

143 Bottle Brush Dr

Haines City, FL 33844

4 bd · 2 ba · 1,686 sqft

Cypress Park Estates

MLS ID #O6452420, PARK SQUARE REALTY.

Listing provided by Stellar MLS

441 Silver Palm Dr, FL441 Silver Palm Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$285,900

441 Silver Palm Dr

Haines City, FL 33844

4 bd · 2 ba · 2,110 sqft

Cypress Park Estates

MLS ID #O6402372, SWEET HOMES REALTY LLC.

Listing provided by Stellar MLS

2359 White Cedar Way, FL2359 White Cedar Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$266,000

2359 White Cedar Way

Haines City, FL 33844

4 bd · 2 ba · 1,600 sqft

Cypress Park Estates

MLS ID #OM730076, BLACKHORSE REAL ESTATE LLC.

Listing provided by Stellar MLS

1328 Tupelo Trl, FL1328 Tupelo Trl, FL
Stellar MLS
ActiveSingle Family Residence

$299,990

1328 Tupelo Trl

Haines City, FL 33844

3 bd · 2 ba · 1,560 sqft

Cypress Park Estates

MLS ID #O6417299, RE/MAX PRIME PROPERTIES.

Listing provided by Stellar MLS

1971 Pond Pine Ct, FL
Stellar MLS
ActiveSingle Family Residence

$399,999

1971 Pond Pine Ct

Haines City, FL 33844

4 bd · 3 ba · 2,109 sqft

Cypress Park Estates

MLS ID #O6441841, BEYCOME OF FLORIDA LLC.

Listing provided by Stellar MLS

425 Silver Palm Dr, FL425 Silver Palm Dr, FL
Stellar MLS
ActiveSingle Family Residence

$279,000

425 Silver Palm Dr

Haines City, FL 33844

4 bd · 2 ba · 1,662 sqft

Cypress Park Estates

MLS ID #S5146625, CORCORAN CONNECT LLC.

Listing provided by Stellar MLS

1102 Tupelo Trl, FL1102 Tupelo Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$299,900

1102 Tupelo Trl

Haines City, FL 33844

3 bd · 2 ba · 1,672 sqft

Cypress Park Estates

MLS ID #S5128539, GALATIANS REALTY LLC.

Listing provided by Stellar MLS

1022 Tupelo Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$320,000

1022 Tupelo Trl

Haines City, FL 33844

4 bd · 2 ba · 1,828 sqft

Cypress Park Estates

MLS ID #G5110296, BRAZA HOMES.

Listing provided by Stellar MLS

468 Silver Palm Dr, FL468 Silver Palm Dr, FL
Stellar MLS
ActiveSingle Family Residence

$355,000

468 Silver Palm Dr

Haines City, FL 33844

4 bd · 2 ba · 2,164 sqft

Cypress Park Estates

MLS ID #S5155228, FLORIDA REALTY INVESTMENTS.

Listing provided by Stellar MLS

1946 Pond Pine Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$299,900

1946 Pond Pine Ct

Haines City, FL 33844

4 bd · 2 ba · 1,821 sqft

Cypress Park Estates

MLS ID #S5156866, FLORIDA REALTY INVESTMENTS.

Listing provided by Stellar MLS

1534 Wax Myrtle Way, FL1534 Wax Myrtle Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$325,000

1534 Wax Myrtle Way

Haines City, FL 33844

4 bd · 2 ba · 1,867 sqft

Cypress Park Estates

MLS ID #S5150986, RE/MAX HERITAGE PROFESSIONALS.

Listing provided by Stellar MLS

621 Silver Palm Dr, FL621 Silver Palm Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$280,000

621 Silver Palm Dr

Haines City, FL 33844

3 bd · 2 ba · 1,560 sqft

Cypress Park Estates

MLS ID #O6429362, LPT REALTY, LLC.

Listing provided by Stellar MLS

437 Silver Palm Dr, FL437 Silver Palm Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$325,000

437 Silver Palm Dr

Haines City, FL 33844

4 bd · 2 ba · 2,110 sqft

Cypress Park Estates

MLS ID #S5155589, LPT REALTY, LLC.

Listing provided by Stellar MLS

1177 Tupelo Trl, FL1177 Tupelo Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$262,400

1177 Tupelo Trl

Haines City, FL 33844

4 bd · 2 ba · 1,959 sqft

Cypress Park Estates

MLS ID #O6416939, SOLARE REALTY LLC.

Listing provided by Stellar MLS

701 Silver Palm Dr, FL701 Silver Palm Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$399,000

701 Silver Palm Dr

Haines City, FL 33844

5 bd · 3 ba · 2,696 sqft

Cypress Park Estates

MLS ID #P4937766, LA ROSA REALTY LLC.

Listing provided by Stellar MLS

More Cypress Park Estates Homes for Sale

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of November 4, 2026 at 1:43 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA