Windsor Hills Homes $500K–$750K for Sale

Every home priced $500K–$750K currently for sale in Windsor Hills — pulled live from the Stellar MLS and updated continuously. Pair this with the free Windsor Hills market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

18 Homes $500K–$750K in Windsor Hills

2624 Bowring St, FL2624 Bowring St, FL
Stellar MLS
ActiveSingle Family Residence360°

$729,000

2624 Bowring St

Kissimmee, FL 34747

6 bd · 4 ba · 2,812 sqft

Windsor Hills

MLS ID #O6451359, HOLIDAY REALTY LLC.

Listing provided by Stellar MLS

2648 Dinville St, FL2648 Dinville St, FL
Stellar MLS
ActiveSingle Family Residence360°

$649,000

2648 Dinville St

Kissimmee, FL 34747

5 bd · 5 ba · 2,297 sqft

Windsor Hills Ph 3

MLS ID #O6440035, LPT REALTY, LLC.

Listing provided by Stellar MLS

2564 Archfeld Blvd, FL2564 Archfeld Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$695,000

2564 Archfeld Blvd

Kissimmee, FL 34747

6 bd · 4 ba · 2,812 sqft

Windsor Hills Ph 7

MLS ID #G5119211, OLYMPUS EXECUTIVE REALTY INC.

Listing provided by Stellar MLS

7777 Teascone Blvd, FL7777 Teascone Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$648,000

7777 Teascone Blvd

Kissimmee, FL 34747

5 bd · 5 ba · 2,297 sqft

Windsor Hills Ph 06

MLS ID #S5154949, FRONTLINE FLORIDA REALTY, INC..

Listing provided by Stellar MLS

2623 Pawnall St, FL2623 Pawnall St, FL
Stellar MLS
ActiveSingle Family Residence

$655,000

2623 Pawnall St

Kissimmee, FL 34747

6 bd · 4 ba · 2,812 sqft

Windsor Hills Ph 6

MLS ID #O6419768, EXP REALTY LLC.

Listing provided by Stellar MLS

7755 Grassendale St, FL7755 Grassendale St, FL
Stellar MLS
ActiveSingle Family Residence360°

$585,000

7755 Grassendale St

Kissimmee, FL 34747

4 bd · 4 ba · 1,824 sqft

Windsor Hills Ph 6

MLS ID #O6396993, FLORIDA REALTY RESULTS LLC.

Listing provided by Stellar MLS

2671 Manesty Ln, FL2671 Manesty Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$630,000

2671 Manesty Ln

Kissimmee, FL 34747

6 bd · 4 ba · 2,812 sqft

Windsor Hills Ph 03

MLS ID #O6437997, ALLIANCE REAL ESTATE GROUP.

Listing provided by Stellar MLS

2669 Manesty Ln, FL2669 Manesty Ln, FL
Stellar MLS
ActiveSingle Family Residence

$678,000

2669 Manesty Ln

Kissimmee, FL 34747

6 bd · 4 ba · 2,812 sqft

Windsor Hills Ph 3

MLS ID #O6452471, RATIO REAL ESTATE, LLC.

Listing provided by Stellar MLS

7765 Tosteth St, FL7765 Tosteth St, FL
Stellar MLS
ActiveVilla360°

$659,000

7765 Tosteth St

Kissimmee, FL 34747

6 bd · 4 ba · 2,812 sqft

Windsor Hills Ph 3

MLS ID #O6423586, FLORIDA 360 REALTY LLC.

Listing provided by Stellar MLS

7743 Comrow St, FL7743 Comrow St, FL
Stellar MLS
ActiveSingle Family Residence360°

$675,000

7743 Comrow St

Kissimmee, FL 34747

4 bd · 4 ba · 1,824 sqft

Windsor Hills Ph 1

MLS ID #S5151580, REAL BROKER, LLC.

Listing provided by Stellar MLS

7747 Teascone Blvd, FL7747 Teascone Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$549,999

7747 Teascone Blvd

Kissimmee, FL 34747

4 bd · 4 ba · 1,824 sqft

Windsor Hills Resort

MLS ID #S5156805, TEAM DONOVAN.

Listing provided by Stellar MLS

7788 Basnett Cir, FL7788 Basnett Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$645,000

7788 Basnett Cir

Kissimmee, FL 34747

5 bd · 5 ba · 2,342 sqft

Windsor Hills Ph 3

MLS ID #O6371195, LA ROSA REALTY LLC.

Listing provided by Stellar MLS

7795 Basnett Cir, FL7795 Basnett Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$599,900

7795 Basnett Cir

Kissimmee, FL 34747

5 bd · 5 ba · 2,494 sqft

Windsor Hills Ph 3

MLS ID #O6434446, THE AGENCY FL.

Listing provided by Stellar MLS

7739 Teascone Blvd, FL7739 Teascone Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$537,000

7739 Teascone Blvd

Kissimmee, FL 34747

4 bd · 4 ba · 1,878 sqft

Windsor Hills Ph 5

MLS ID #O6350201, KELLER WILLIAMS CLASSIC.

Listing provided by Stellar MLS

Kissimmee, FLKissimmee, FL
Stellar MLS
ActiveSingle Family Residence360°

$609,000

Kissimmee, FL 34747

5 bd · 5 ba · 2,297 sqft

Windsor Hills Ph 3

MLS ID #O6413930, IN TOUCH REAL ESTATE LLC.

Listing provided by Stellar MLS

2621 Archfeld Blvd, FL2621 Archfeld Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$639,000

2621 Archfeld Blvd

Kissimmee, FL 34747

5 bd · 5 ba · 2,297 sqft

Windsor Hills Ph 6

MLS ID #O6383513, MAINFRAME REAL ESTATE.

Listing provided by Stellar MLS

2615 Pawnall St, FL2615 Pawnall St, FL
Stellar MLS
ActiveSingle Family Residence360°

$589,999

2615 Pawnall St

Kissimmee, FL 34747

5 bd · 5 ba · 2,494 sqft

Windsor Hills Ph 06

MLS ID #S5118985, THE PROPERTY FIRM.

Listing provided by Stellar MLS

2536 Holtrock St, FL2536 Holtrock St, FL
Stellar MLS
ActiveSingle Family Residence

$698,000

2536 Holtrock St

Kissimmee, FL 34747

6 bd · 4 ba · 2,812 sqft

Windsor Hills Ph 7

MLS ID #O6432734, RATIO REAL ESTATE, LLC.

Listing provided by Stellar MLS

More Windsor Hills 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 3, 2026 at 9:01 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