This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States.
Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime.
Interior Features for High-Demand Guest Use
Multiple dining areas and a spacious main living room built to accommodate high guest volume
Stainless steel appliances in the kitchen
Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings
Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays
Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance
Outdoor & Resort Amenities
The screened lanai features a private heated pool, a top-performing feature for year-round bookings.
Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering:
Lagoon-style resort pool
Clubhouse, fitness center, and marketplace
Tennis, racquetball, basketball, and volleyball
Theater, arcade, playgrounds, and putting greens
24-hour guarded security
Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand.
Investment Highlights
This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.
Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime.
Interior Features for High-Demand Guest Use
Multiple dining areas and a spacious main living room built to accommodate high guest volume
Stainless steel appliances in the kitchen
Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings
Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays
Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance
Outdoor & Resort Amenities
The screened lanai features a private heated pool, a top-performing feature for year-round bookings.
Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering:
Lagoon-style resort pool
Clubhouse, fitness center, and marketplace
Tennis, racquetball, basketball, and volleyball
Theater, arcade, playgrounds, and putting greens
24-hour guarded security
Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand.
Investment Highlights
This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.
Property Details
Price:
$679,000
MLS #:
S5154949
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSOR HILLS PH 06
Neighborhood:
34747kissimmeecelebration
Listed Date:
Aug 10, 2026
Finished Sq Ft:
2,297
Total Sq Ft:
3,030
Lot Size:
7,231 sqft / 0.17 acres (approx)
Year Built:
2007
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
Bathrooms
5 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central, Electric, Exhaust Fan
Interior Features
Window Treatments
Laundry Features
Laundry Room
Levels
Two
Exterior
Association Amenities
Clubhouse, Fitness Center, Gated, Playground, Pool, Security, Spa/Hot Tub, Tennis Court(s)
Attached Garage YN
1
Community Features
Association Recreation – Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Playground, Restaurant, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Irrigation System
Garage Spaces
2
Lot Features
In County
Patio And Porch Features
Deck, Patio, Porch, Screened
Roof
Tile
Security Features
Closed Circuit Camera(s), Gated Community, Security Gate, Smoke Detector(s)
Window Features
Blinds
Financial
HOA Fee
$515
HOA Fee 2
$1,209
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Internet, Maintenance Grounds, Manager, Private Road, Trash
HOA Name
Erika
HOA Name 2
Windsor Hill Master
Tax Year
2025
Taxes
$6,917
Map
Community
- Address7777 TEASCONE BOULEVARD KISSIMMEE FL
- SubdivisionWINDSOR HILLS PH 06
- CityKISSIMMEE
- CountyOsceola
- Zip Code34747
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Aug 29, 2026
2,313
Single Family Listed
161
Avg DOM
217
Avg $ / SqFt
$472,830
Avg List Price
Property Summary
- Located in the WINDSOR HILLS PH 06 subdivision, 7777 TEASCONE BOULEVARD KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $679,000 and features 5 beds, 5 baths, and has approximately 2,297 square feet of living space, and was originally constructed in 2007. The current price per square foot is $296. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,830. To schedule a showing of MLS#s5154949 at 7777 TEASCONE BOULEVARD in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of FRONTLINE FLORIDA REALTY, INC.. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 7777 TEASCONE BOULEVARD
KISSIMMEE, FL
