WINDSOR HILLS RESORT • KISSIMMEE, FL
Properties for Sale
Explore every home, townhome, and condo available at Windsor Hills — one of Orlando's premier vacation rental communities, just 2.5 miles from Disney World.
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Explore vacation homes, townhomes, and condos — all designed for strong rental income and family enjoyment.
Invest in Windsor Hills Resort
Windsor Hills is a guard-gated resort community located just 2.5 miles from Walt Disney World in Kissimmee, Florida. The community offers a mix of single-family homes, townhomes, and condos — all designed for the vacation rental market with strong income potential.
Whether you're looking for a spacious 6-bedroom home with a private pool, a low-maintenance townhome, or an affordable condo unit, Windsor Hills has options to fit every investment strategy. Most properties are sold fully furnished and turnkey-ready.
With world-class amenities including a water park-style pool, fitness center, movie theater, and game room, Windsor Hills consistently attracts families visiting Orlando's theme parks — driving high occupancy rates and excellent rental returns.
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Windsor Hills Resort Market Statistics
Live active and sold data across all Windsor Hills homes, townhomes and condos.
Figures are calculated live from current Windsor Hills Resort MLS data for this property type. Sold metrics cover closings in the last 180 days.
Windsor Hills Homes for Sale
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17 properties for sale in Windsor Hills Resort
For Sale$629,900
7795 Basnett Circle
Kissimmee, FL 34747
MLS# O6434446
Courtesy of The Agency Fl
For Sale$698,000
2536 Holtrock Street
Kissimmee, FL 34747
MLS# O6432734
Courtesy of Ratio Real Estate, Llc
For Sale$679,000
7777 Teascone Boulevard
Kissimmee, FL 34747
MLS# S5154949
Courtesy of Frontline Florida Realty, Inc.
For Sale$569,900
2568 Archfeld Boulevard
Kissimmee, FL 34747
MLS# O6428649
Courtesy of Global Florida Realty
For Sale$639,000
2689 Manesty Lane
Kissimmee, FL 34747
MLS# S5153919
Courtesy of Top Villas Realty Llc
For Sale$699,000
7765 Tosteth Street
Kissimmee, FL 34747
MLS# O6423586
Courtesy of Florida 360 Realty Llc
For Sale$690,000
2623 Pawnall Street
Kissimmee, FL 34747
MLS# O6419768
Courtesy of Exp Realty Llc
For Sale$610,000
Kissimmee, FL 34747
MLS# O6413930
Courtesy of In Touch Real Estate Llc
For Sale$615,000
7743 Comrow Street
Kissimmee, FL 34747
MLS# S5151580
Courtesy of Real Broker, Llc
For Sale$665,000
7805 Beechfield Street
Kissimmee, FL 34747
MLS# O6412454
Courtesy of Charles Rutenberg Realty Orlando
For Sale$585,000
7755 Grassendale Street
Kissimmee, FL 34747
MLS# O6396993
Courtesy of Florida Realty Results Llc
For Sale$630,000
7759 Tosteth Street
Kissimmee, FL 34747
MLS# O6398878
Courtesy of Re/max Prime Properties
For Sale$625,000
2648 Dinville Street
Kissimmee, FL 34747
MLS# O6394288
Courtesy of Beycome Of Florida Llc
$639,000
2621 Archfeld Boulevard
Kissimmee, FL 34747
MLS# O6383513
Courtesy of Mainframe Real Estate
For Sale$649,000
7788 Basnett Circle
Kissimmee, FL 34747
MLS# O6371195
Courtesy of La Rosa Realty Llc
For Sale$540,000
7739 Teascone Boulevard
Kissimmee, FL 34747
MLS# O6350201
Courtesy of Keller Williams Classic
For Sale$589,999
2615 Pawnall Street
Kissimmee, FL 34747
MLS# S5118985
Courtesy of The Property Firm
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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. Data is deemed reliable but is not guaranteed by MLS GRID. Sold properties may have been listed or sold by various participants in the MLS.
Windsor Hills Townhomes for Sale
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10 properties for sale in Windsor Hills Resort
For Sale$419,000
2530 Maneshaw Lane
Kissimmee, FL 34747
MLS# O6421480
Courtesy of Exp Realty Llc
For Sale$399,000
7683 Fitzclarence Street
Kissimmee, FL 34747
MLS# O6421663
Courtesy of Kressler Real Estate
For Sale$414,900
7677 Fitzclarence Street
Kissimmee, FL 34747
MLS# S5152612
Courtesy of Real Broker, Llc
For Sale$399,000
7654 Otterspool Street
Kissimmee, FL 34747
MLS# O6417354
Courtesy of La Rosa Realty Llc
For Sale$449,000
7667 Otterspool Street
Kissimmee, FL 34747
MLS# S5151169
Courtesy of Real Broker, Llc
For Sale$425,000
7674 Otterspool Street
Kissimmee, FL 34747
MLS# O6413246
Courtesy of La Rosa Realty Llc
For Sale$419,000
2545 Renshaw Street
Kissimmee, FL 34747
MLS# O6404535
Courtesy of Epic Florida Realty Llc
For Sale$400,000
2556 Renshaw Street
Kissimmee, FL 34747
MLS# O6393304
Courtesy of Luxe Properties Llc
For Sale$410,000
7681 Sir Kaufmann Court
Kissimmee, FL 34747
MLS# O6371332
Courtesy of Stockworth Realty Group
For Sale$380,000
7663 Sir Kaufmann Court
Kissimmee, FL 34747
MLS# O6353629
Courtesy of Blue Lighthouse Realty Inc
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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. Data is deemed reliable but is not guaranteed by MLS GRID. Sold properties may have been listed or sold by various participants in the MLS.
Windsor Hills Condos for Sale
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24 properties for sale in Windsor Hills Resort
For Sale1 / 44$350,000
2778 Almaton Loop #204
Kissimmee, FL 34747
MLS# O6435008
Courtesy of Wemert Group Realty Llc
For Sale1 / 14$259,999
2778 Almaton Loop #202
Kissimmee, FL 34747
MLS# O6434874
Courtesy of Exp Realty Llc
For Sale1 / 59$275,000
2817 Almaton Loop #402
Kissimmee, FL 34747
MLS# O6434424
Courtesy of Preferred Real Estate Brokers
For Sale1 / 32$338,500
2784 Almaton Loop #205
Kissimmee, FL 34747
MLS# G5116409
Courtesy of Real Broker, Llc
For Sale1 / 34$365,000
7675 Comrow St #204
Kissimmee, FL 34747
MLS# O6433434
Courtesy of Hopkey Realty
For Sale1 / 37$348,500
2785 Almaton Loop #103
Kissimmee, FL 34747
MLS# S5153635
Courtesy of Re/max Prime Properties
For Sale1 / 68$289,000
2774 Almaton Loop #202
Kissimmee, FL 34747
MLS# O6424497
Courtesy of Era Grizzard Real Estate
For Sale1 / 26$345,000
2821 E Almaton Loop #401
Kissimmee, FL 34747
MLS# O6421478
Courtesy of Ana Teixeira Realty
For Sale1 / 68$319,000
7664 Comrow Street #101
Kissimmee, FL 34747
MLS# O6417344
Courtesy of La Rosa Realty Llc
For Sale1 / 44$345,000
2778 Almaton Loop #303
Kissimmee, FL 34747
MLS# O6413616
Courtesy of Realty Of America
For Sale1 / 56$308,000
2784 Almaton Loop #301
Kissimmee, FL 34747
MLS# O6412307
Courtesy of Lpt Realty, Llc
For Sale1 / 16$275,000
2788 Almaton Loop #202
Kissimmee, FL 34747
MLS# S5151029
Courtesy of Imagination Realty, Inc
For Sale1 / 52$340,000
2813 Almaton Loop #301
Kissimmee, FL 34747
MLS# O6404870
Courtesy of C23 Realty Llc
For Sale1 / 53$349,900
2821 Almaton Loop #203
Kissimmee, FL 34747
MLS# S5147977
Courtesy of Team Donovan
For Sale1 / 66$289,500
2781 Almaton Loop #401
Kissimmee, FL 34747
MLS# O6397227
Courtesy of La Rosa Realty Llc
For Sale1 / 42$305,000
7664 Comrow Street #304
Kissimmee, FL 34747
MLS# O6395555
Courtesy of Keller Williams Winter Park
$288,000
7671 Comrow Street #302
Kissimmee, FL 34747
MLS# S5146686
Courtesy of Magicmind Realty Llc
$329,000
7664 Comrow Street #204
Kissimmee, FL 34747
MLS# S5146681
Courtesy of Magicmind Realty Llc
$329,000
2821 Almaton Loop #205
Kissimmee, FL 34747
MLS# S5146674
Courtesy of Magicmind Realty Llc
For Sale1 / 26$328,000
2817 Almaton Loop #304
Kissimmee, FL 34747
MLS# TB8490899
Courtesy of Community Realty Associates
For Sale1 / 62$379,500
2774 Almaton Loop #105
Kissimmee, FL 34747
MLS# O6392968
Courtesy of Florida Realty Results Llc
For Sale1 / 40$339,000
7675 Comrow Street #405
Kissimmee, FL 34747
MLS# O6373228
Courtesy of Stockworth Realty Group
For Sale1 / 36$329,900
2778 Almaton Loop #203
Kissimmee, FL 34747
MLS# O6332735
Courtesy of Kardosh Realty
For Sale1 / 50$289,950
7671 Comrow Street #202
Kissimmee, FL 34747
MLS# S5111171
Courtesy of Team Donovan
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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. Data is deemed reliable but is not guaranteed by MLS GRID. Sold properties may have been listed or sold by various participants in the MLS.
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