Displaying: For Sale
Location: Kissimmee
Property Type(s): Villas
Beds: 2 to 2
Do Not Show Listings
Kissimmee - 26 properties found
1999 KEY BAY TRL, KISSIMMEE, FL 34747
$419,00075 Days on yellowkey MLS ID: O6396388
REDUCED by $10,980 (2.6%) on 05/11/2026
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: New Price Improvement – Impeccably maintained home in the sought-after Four Seasons at Orlando featuring approximately $59,000 in recent upgrades and improvements. Major upgrades include a 22.000 kW standby generator (2023) with automatic activation, motorized roll-down hurricane shutters (2023–2025) on all openings, extended paver lanai (2023), screened patio (2024), full-house crown molding (2023), updated blinds (2023), gutters (2024), security system (2023), and a water heater with built-in circulating pump (2023). Enjoy resort-style living just minutes from shopping, dining, hospitals, golf, and Disney attractions. A rare opportunity to own a highly upgraded home in Four Seasons at Orlando.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Fernando Pavon Sosa (321-278-8555)
4254 ST THOMAS WAY, KISSIMMEE, FL 34758
$270,540139 Days on yellowkey MLS ID: O6379850
0 Days Off yellowkey (back on 5/4/2026)
REDUCED by $5,000 (1.8%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1562 Built: 2026Monthly Fee: $429Community: Westview 27 VillasVilla
Taxes:$0
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
KISSIMMEE, FL 34759
$199,00053 Days on yellowkey MLS ID: S5148291
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1104 Built: 1987Monthly Fee: $400 Tax: $2,350 (2025)Community: Golf Villas 02 At PoincianaVilla
Taxes:$2,350
Remarks: This spacious home features a welcoming living and dining area, and comfortable bedrooms. Ideally located near top-rated schools, major highways, hospitals, and shopping centers very good location. The community offers excellent amenities, including a pool, playground, fitness center, tennis courts, and walking trails. Home is in excellent condition, requiring only minor updates to complement your personal style.
Listing is courtesy of: FORTRESS INTERNATIONAL REALTY LLC (321-624-4674)
Listing Agent: Yaneth Maisonet (321-624-4674)
2342 BARBADOS CT, KISSIMMEE, FL 34741
$240,00098 Days on yellowkey MLS ID: S5145920
REDUCED by $12,000 (4.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1984Monthly Fee: $251 Tax: $2,956 (2025)Community: Caribbean Villas Condo Ph A-FVilla
Taxes:$2,956
Elementary School: Kissimmee Elem
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: Welcome to this beautiful, completely renovated villa. Location, location, location! This area in downtown Kissimmee is situated close to The Loop Shopping Center, featuring all the best shops and restaurants. It also offers access to top-tier medical care, including hospitals, medical specialists, and excellent healthcare services. This villa has been fully renovated and features stainless steel appliances, granite countertops, a washer and dryer, updated bathrooms, and perfectly coordinated wood flooring. Additionally, it includes two parking spaces directly in front of the property. The community also offers a swimming pool and a recreational area.
Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)
Listing Agent: Yolanda Gonzalez (407-535-9722)
1987 KEY BAY TRL, KISSIMMEE, FL 34747
$339,000522 Days on yellowkey MLS ID: O6270026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 2023Monthly Fee: $455 Tax: $7,125 (2024)Community: Four Seasons At Orlando Ph 4BVilla
Taxes:$7,125
Tax Year: 2024
Remarks: Move-in ready 2-bedroom, 2-bath villa in Four Seasons at Orlando, a gated 55+ active adult community in Kissimmee (34747), just 15 minutes from Walt Disney World and Celebration. This beautifully upgraded, maintenance-free home by K. Hovnanian offers an open-concept floor plan filled with natural light and designer finishes throughout. The gourmet kitchen features quartz countertops, a gas cooktop, stainless steel appliances, an oversized island with seating, and abundant cabinet storage, ideal for entertaining or casual mornings. Laminate flooring, a tray ceiling, and a neutral palette add an upscale feel throughout the main living area. The private screened lanai is a true outdoor retreat with a custom summer kitchen, extended paver patio, and privacy wall, perfect for year round Florida living. A screened front porch offers a second shaded spot to enjoy the breeze. The spacious primary suite includes a walk-in closet and spa-style bath with dual vanities, quartz counters, and a walk-in shower with built-in bench. A split floor plan places the guest bedroom and full bath on the opposite side for privacy. Residents of Four Seasons at Orlando enjoy a 12,000 sq ft clubhouse, resort-style pool, lap pool, pickleball, tennis, bocce ball, fitness center, and on-site social events. Golf at Mystic Dunes is just minutes away. Conveniently located near Disney, Celebration, Champions Gate, Posner Park shopping, I-4, and SR-429. 1437 sq ft | Built 2023 | 2-car garage | 24-Hour Guard.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Natalie Casanova (407-334-3127)
3136 ENCLAVE CT, KISSIMMEE, FL 34746
$220,00064 Days on yellowkey MLS ID: S5148257
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 854 Built: 1991Monthly Fee: $180 Tax: $2,270 (2025)Community: Enclave TheSpa: NoVilla
Taxes:$2,270
Remarks: Tucked nicely in the established Enclave community in Kissimmee, this charming ground floor single story villa/townhouse features 2 bedrooms, 2 bathrooms and a loft space. At 854 square feet, the home is thoughtfully designed. Enjoy the primary ensuite bed with bathroom and walk in closet; a secondary bedroom with direct bathroom access and walk in closet. The front and rear entrances and lots of big windows provide great natural airflow and lighting (and yes the unit has central heat and air). Pair all of this with vaulted ceilings and the unit really feels spacious. The interior has been freshly painted, has one consistent tile flooring throughout, and a roomy kitchen with oak cabinets and brand new, neutral yet elegant, solid surface counters. There is also a breakfast bar in the kitchen and indoor full size laundry closet. Another stand out feature of this unit is the loft area and attic storage. Rood replaced in 2021. This low maintenance home with community POOL, parking, and much of the exterior upkeep included in the low HOA fee of $180 makes it ideal for homeowners or investors seeking simplicity without sacrificing convenience.
Listing is courtesy of: LANDCRAFT REALTY GROUP, LLC (727-643-2146)
Listing Agent: Breeze Mcintee (727-643-2146)
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