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.

24+ Homes $500K–$750K in Windsor Hills

1445 Fairview Cir, FL1445 Fairview Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$560,000

1445 Fairview Cir

Kissimmee, FL 34747

4 bd · 5 ba · 2,764 sqft

Reunion Ph 2 Prcl 3

MLS ID #L4963650, S & D REAL ESTATE SERVICE LLC.

Listing provided by Stellar MLS

7685 Fairfax Dr, FL7685 Fairfax Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$620,000

7685 Fairfax Dr

Kissimmee, FL 34747

5 bd · 6 ba · 2,921 sqft

Reunion West Ph 2b West

MLS ID #O6427034, KELLER WILLIAMS CLASSIC.

Listing provided by Stellar MLS

9009 Egret Mills Ter, FL9009 Egret Mills Ter, FL
Stellar MLS
ActiveSingle Family Residence360°

$648,000

9009 Egret Mills Ter

Kissimmee, FL 34747

7 bd · 7 ba · 3,401 sqft

Solara Resort

MLS ID #O6401913, GLOBAL SAPPHIRE REALTY LLC.

Listing provided by Stellar MLS

7789 Four Seasons Blvd, FL7789 Four Seasons Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$549,000

7789 Four Seasons Blvd

Kissimmee, FL 34747

3 bd · 3 ba · 2,360 sqft

Four Seasons At Orlando Pb 3b & 4a

MLS ID #O6432349, KRESSLER REAL ESTATE.

Listing provided by Stellar MLS

1426 Resolute St, FL1426 Resolute St, FL
Stellar MLS
ActiveTownhouse360°

$509,000

1426 Resolute St

Celebration, FL 34747

2 bd · 3 ba · 1,655 sqft

Celebration South Village Un 4 Rep

MLS ID #O6422625, STANICA REALTY GROUP.

Listing provided by Stellar MLS

9034 Sunshine Ridge Loop, FL9034 Sunshine Ridge Loop, FL
Stellar MLS
ActiveSingle Family Residence

$719,000

9034 Sunshine Ridge Loop

Kissimmee, FL 34747

9 bd · 7 ba · 4,363 sqft

Solara Resort

MLS ID #O6440573, KRESSLER REAL ESTATE.

Listing provided by Stellar MLS

1836 Nice Ct, FL1836 Nice Ct, FL
Stellar MLS
ActiveSingle Family Residence

$560,000

1836 Nice Ct

Kissimmee, FL 34747

8 bd · 6 ba · 4,041 sqft

Windsor/Westside-Ph 2a

MLS ID #O6429118, KRESSLER REAL ESTATE.

Listing provided by Stellar MLS

2673 Emerald Island Blvd, FL2673 Emerald Island Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$525,990

2673 Emerald Island Blvd

Kissimmee, FL 34747

4 bd · 3 ba · 1,542 sqft

Emerald Island Resort Ph 3

MLS ID #S5147863, AGENT TRUST REALTY CORPORATION.

Listing provided by Stellar MLS

2253 Celebration Blvd, FL2253 Celebration Blvd, FL
Stellar MLS
ActiveTownhouse

$549,000

2253 Celebration Blvd

Celebration, FL 34747

3 bd · 3 ba · 1,638 sqft

Celebration Island Village Ph 1a

MLS ID #P4938937, LA ROSA REALTY PRESTIGE.

Listing provided by Stellar MLS

1153 Grand Traverse Pkwy, FL
Stellar MLS
Active360°

$599,999

1153 Grand Traverse Pkwy

Reunion, FL 34747

0.26 acres

Reunion West Vlg 3a

MLS ID #S5158596, LA ROSA REALTY LLC.

Listing provided by Stellar MLS

9001 Egret Mills Ter, FL9001 Egret Mills Ter, FL
Stellar MLS
ActiveSingle Family Residence360°

$610,000

9001 Egret Mills Ter

Kissimmee, FL 34747

6 bd · 5 ba · 2,987 sqft

Solara Resort

MLS ID #O6443128, EXP REALTY LLC.

Listing provided by Stellar MLS

7708 Graben St, FL7708 Graben St, FL
Stellar MLS
ActiveSingle Family Residence360°

$718,000

7708 Graben St

Kissimmee, FL 34747

6 bd · 7 ba · 3,317 sqft

Reunion West Ph 2b West

MLS ID #S5154383, LPT REALTY, LLC.

Listing provided by Stellar MLS

7833 Marlow Pl, FL7833 Marlow Pl, FL
Stellar MLS
ActiveSingle Family Residence360°

$567,990

7833 Marlow Pl

Kissimmee, FL 34747

6 bd · 5 ba · 2,714 sqft

Reunion Village Phase 4

MLS ID #TB8520006, LGI REALTY- FLORIDA, LLC.

Listing provided by Stellar MLS

7886 Somersworth Dr, FL7886 Somersworth Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$559,900

7886 Somersworth Dr

Kissimmee, FL 34747

6 bd · 5 ba · 2,714 sqft

Reunion Village Phase 4

MLS ID #TB8519985, LGI REALTY- FLORIDA, LLC.

Listing provided by Stellar MLS

7673 Somersworth Dr, FL7673 Somersworth Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$539,900

7673 Somersworth Dr

Kissimmee, FL 34747

6 bd · 5 ba · 2,714 sqft

Reunion Village Ph 4 & 5

MLS ID #TB8545944, LGI REALTY- FLORIDA, LLC.

Listing provided by Stellar MLS

7668 Somersworth Dr, FL7668 Somersworth Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$519,900

7668 Somersworth Dr

Kissimmee, FL 34747

5 bd · 4 ba · 2,266 sqft

Reunion Village Ph 4 & 5

MLS ID #TB8545929, LGI REALTY- FLORIDA, LLC.

Listing provided by Stellar MLS

7899 Somersworth Dr, FL7899 Somersworth Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$549,900

7899 Somersworth Dr

Kissimmee, FL 34747

5 bd · 4 ba · 2,268 sqft

Reunion Village Phase 4

MLS ID #TB8515869, LGI REALTY- FLORIDA, LLC.

Listing provided by Stellar MLS

7737 Somersworth Dr, FL7737 Somersworth Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$519,900

7737 Somersworth Dr

Kissimmee, FL 34747

5 bd · 4 ba · 2,268 sqft

Reunion Village Phase 4

MLS ID #TB8507672, LGI REALTY- FLORIDA, LLC.

Listing provided by Stellar MLS

7950 Sea Pearl Cir, FL7950 Sea Pearl Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$725,000

7950 Sea Pearl Cir

Kissimmee, FL 34747

5 bd · 4 ba · 3,676 sqft

Formosa Gardens

MLS ID #S5150770, TEAM DONOVAN.

Listing provided by Stellar MLS

762 Celebration Ave #2201, FL762 Celebration Ave #2201, FL
Stellar MLS
ActiveCondominium360°

$649,900

762 Celebration Ave #2201

Celebration, FL 34747

2 bd · 2 ba · 1,681 sqft

Carlyle Residences South At Celebration Condo

MLS ID #O6446218, KELLER WILLIAMS ELITE PARTNERS III REALTY.

Listing provided by Stellar MLS

7774 Four Seasons Blvd, FL7774 Four Seasons Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$675,000

7774 Four Seasons Blvd

Kissimmee, FL 34747

3 bd · 2 ba · 1,969 sqft

Four Seasons At Orlando Pb 3b & 4a

MLS ID #O6392299, VIVA ORLANDO REALTY INC..

Listing provided by Stellar MLS

1900 Estuary Ln, FL1900 Estuary Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$575,000

1900 Estuary Ln

Kissimmee, FL 34747

3 bd · 2 ba · 2,202 sqft

Four Seasons At Orlando Ph 2

MLS ID #TB8551414, LPT REALTY, LLC.

Listing provided by Stellar MLS

2581 Oneida Loop, FL2581 Oneida Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$524,999

2581 Oneida Loop

Kissimmee, FL 34747

5 bd · 4 ba · 2,136 sqft

Indian Creek Ph 6

MLS ID #S5158278, SHOWPLACE REALTY, INC..

Listing provided by Stellar MLS

2946 Salted Rim Rd, FL2946 Salted Rim Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$570,000

2946 Salted Rim Rd

Kissimmee, FL 34747

3 bd · 3 ba · 1,410 sqft

Rolling Oaks Ph 6b

MLS ID #O6356626, THE JERRY BARKER GROUP 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 October 2, 2026 at 4:18 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