Your Perfect Orlando Investment Property
Experience the best of Orlando vacation rental investing with Windsor Hills Resort's luxurious condos, located just 2.5 miles from Walt Disney World. These well-appointed 2-bedroom, 2-bathroom and 3-bedroom units offer investors an excellent entry point into the lucrative Orlando vacation rental market, combining prime location with strong rental potential.
Windsor Hills condos typically range from 1,000 to 1,500 square feet and feature open floor plans, modern kitchens, and comfortable living spaces. Their affordable price point and lower maintenance costs make them attractive to first-time vacation home investors.
With the resort's unbeatable proximity to Disney World and full access to all Windsor Hills amenities — including the pool, waterslides, movie theater, and games room — these condos consistently attract strong booking volume at competitive nightly rates.
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Windsor Hills Condo Market
Live active and sold data for Windsor Hills Resort 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 Condos for Sale
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25 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 / 54$249,900
7675 Comrow Street #402
Kissimmee, FL 34747
MLS# O6391758
Courtesy of In Touch Real Estate 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.
Condo Highlights
2-Bed & 3-Bed Units
Well-appointed condos ranging from 1,000 to 1,500 square feet with modern finishes throughout.
Lowest Entry Point
The most accessible way to invest in Orlando's lucrative vacation rental market near Disney World.
Fully Furnished
Most condos are sold turnkey with furniture, appliances, and rental-ready décor included.
Strong Rental Demand
Affordable nightly rates attract high booking volume, keeping occupancy rates strong year-round.
Available Floor Plans
Model: Napa
Model: Sonoma
Model: Santa Cruz
Model: Santa Rosa
Model: Santa Anna
Explore Windsor Hills Resort Listings
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