Location: Four Seasons At Orlando Ph 4B, Kissimmee
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1999 KEY BAY TRL, KISSIMMEE, FL 34747
$429,9806 Days on yellowkey MLS ID: O6396388
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2023Monthly Fee: $480 Tax: $6,794 (2025)Community: Four Seasons At Orlando Ph 4BVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,794
Elementary School: Island Village Elementary School
High School: Poinciana High School
Tax Year: 2025
Middle School: Horizon Middle
Remarks: Welcome to resort-style living in the sought-after 55+ guard-gated community of Four Seasons at Orlando. This beautifully maintained home at 1999 Kay Bay Trail offers comfort, security, and thoughtful upgrades designed for easy, relaxed living. From the moment you arrive, you’ll notice the care and improvements throughout the home. Enjoy your extended paver lanai (2023), perfect for morning coffee or evening gatherings, along with added gutters (2024), full-house crown molding (2023), updated blinds (2023), a screened patio (2024), and a security system (2023). The home also features a water heater with a built-in circulating pump for added convenience. Peace of mind comes standard here. A 22.000 kw standby generator ensures you’ll never be without power it automatically activates within seconds, so you can continue cooking, doing laundry, and enjoying your home without interruption. For added protection, all openings are equipped with motorized roll-down shutters, offering security during storms and strong winds. This is just a glimpse of what this home has to provide. Located near hospitals, shopping, dining, and world-famous attractions like Disney, you’ll have everything you need just minutes away. Come see it for yourself this may be the lifestyle and home you’ve been waiting for.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Fernando Pavon Sosa (321-278-8555)
2031 KEY BAY TRL, KISSIMMEE, FL 34747
$313,000117 Days on yellowkey MLS ID: G5105687
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2023Monthly Fee: $480 Tax: $7,844 (2024)Community: Four Seasons At Orlando Ph 4BVilla
Taxes:$7,844
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Back on the Market due to Buyer Default - Clean Inspection - Don't miss this AMAZING opportunity to beautifully upgraded Villa home & an incredible opportunity to own in the highly sought-after Four Seasons at Orlando! This stunning, MOVE-IN READY LUXURY villa home offers exceptional LIFESTYLE & LOW-MAINTENANCE LIVING, where you truly FEEL LIKE YOU ARE ON VACATION ALL YEAR LONG, in one of Central Florida’s most desirable RESORT-STYLE communities. Thoughtfully UPGRADED & UPDATED, this home delivers comfort, ENERGY EFFICIENCY, and style—all less than 15 minutes to Disney—making it a true MUST-SEE for buyers seeking the best of Florida living. This SPACIOUS 2-BEDROOM + OFFICE / DEN (OPTIONAL 3RD BEDROOM) villa is packed with premium upgrades, including HIGH-LEVEL QUARTZ countertops in the kitchen and bathrooms, an ENLARGED & SCREENED-IN OVERSIZED BACK PAVER PATIO, TOP-OF-THE-LINE SECURITY SYSTEM, extra insulation, CUSTOM BUILT-IN SHELVING, designer window treatments, SMART-HOME TECHNOLOGY, and HIGH-GLOSS EPOXY FLOORS IN THE 2-CAR GARAGE. Built with ENERGY EFFICIENCY in mind, the home features a tankless gas water heater, Low-E double-pane windows, R-30 insulation, insulated walls, and an insulated garage—providing year-round comfort and lower utility costs. 10-FOOT CEILINGS THROUGHOUT enhance the open, airy feel. The GOURMET KITCHEN is an entertainer’s dream with a GAS RANGE, built-in oven, stunning QUARTZ countertops, and counter seating for four or more. The owner’s suite offers a private retreat with a spacious bedroom, large walk-in closet, and spa-inspired en-suite bath featuring dual sinks, QUARTZ countertops, and a large tiled walk-in shower with built-in bench. The flexible office/third bedroom offers versatility for guests or working from home. Step outside to the OVERSIZED BACK PAVER PATIO with NO REAR NEIGHBORS, privacy wall, and BREATHTAKING VIEWS OF DISNEY FIREWORKS & SHUTTLE LAUNCHES—a truly rare and unforgettable feature. HOME INCLUDES: KING BED, MURPHY BED WALL UNIT WITH DESK, RETRACTABLE SCREEN DOOR, 2 TVs WITH SOUND BARS, PATIO FURNITURE, and a SECURITY ALARM SYSTEM, offering exceptional value and convenience. Residents enjoy an unmatched RESORT-STYLE lifestyle with a LUXURIOUS HEATED POOL, STATE-OF-THE-ART FITNESS CENTER, BILLIARDS, ARTS & CRAFTS ROOM, 12,000-SQ-FT CLUBHOUSE, FULL-TIME ACTIVITIES DIRECTOR, GUARD-GATED ACCESS, TENNIS, PICKLEBALL, BOCCE COURTS, and SCENIC WALKING TRAILS. Plus, enjoy DIRECT ACCESS to dining at Kenzie’s Restaurant & Lounge and GOLF at Mystic Dunes Golf Club.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jen Gotlewski (352-988-9210)
1991 KEY BAY TRL, KISSIMMEE, FL 34747
$296,901218 Days on yellowkey MLS ID: TB8421378
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 2023Monthly Fee: $456 Tax: $8,564 (2024)Community: Four Seasons At Orlando Ph 4BVilla
Taxes:$8,564
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: Don't miss this AMAZING opportunity to beautifully upgraded Villa home & an incredible opportunity to own in the highly sought-after Four Seasons at Orlando! This stunning, MOVE-IN READY LUXURY villa home offers exceptional LIFESTYLE & LOW-MAINTENANCE LIVING, where you truly FEEL LIKE YOU ARE ON VACATION ALL YEAR LONG, in one of Central Florida’s most desirable RESORT-STYLE communities. Thoughtfully UPGRADED & UPDATED, this home delivers comfort, ENERGY EFFICIENCY, and style—all less than 15 minutes to Disney—making it a true MUST-SEE for buyers seeking the best of Florida living. BREATHTAKING VIEWS OF DISNEY FIREWORKS & SHUTTLE LAUNCHES—a truly rare and unforgettable feature. Residents enjoy an unmatched RESORT-STYLE lifestyle with a LUXURIOUS HEATED POOL, STATE-OF-THE-ART FITNESS CENTER, BILLIARDS, ARTS & CRAFTS ROOM, 12,000-SQ-FT CLUBHOUSE, FULL-TIME ACTIVITIES DIRECTOR, GUARD-GATED ACCESS, TENNIS, PICKLEBALL, BOCCE COURTS, and SCENIC WALKING TRAILS. Plus, enjoy DIRECT ACCESS to dining at Kenzie’s Restaurant & Lounge and GOLF at Mystic Dunes Golf Club. Whether you enjoy a morning cappuccino or an evening cabernet, you'll surely find yourself taking in all of the natural surroundings & wildlife that this area has to offer, including over 55+ species of birds. The Four Seasons in Orlando is the PREMIER 55+ active adult community, and situated in a convenient location; with direct access to all major roads & the turnpike, as well as grocery stores, medical facilities, shopping and restaurants; not to mention minutes away from Disney World Parks & Resorts, Universal Studios and Epic Universe. Piece of mind = 24 Hour Guard Gates, so you can feel comfortable not being at your home for weeks or months at a time. Countless amenities await you in the state of the art clubhouse; including an area for arts & crafts, yoga, aqua aerobics and private parties. Enjoy not only one, but two resort style & zero entry pools, as well as an 18-hole golf course. 24 HOUR GUARD GATED COMMUNITY | HOA INCLUDES LANDSCAPING, IRRIGATION WATER, ROOF MAINTENANCE & EXTERIOR PAINTING
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jessica Collins (386-564-0120)
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