Location: Kissimmee
Do Not Show Listings
1691 KEY BAY TRL, KISSIMMEE, FL 34747
$355,00013 Days on yellowkey MLS ID: S5149880
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2021Monthly Fee: $480 Tax: $8,793 (2025)Community: Four Seasons At Orlando Ph 3BVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,793
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to resort-style living in the highly sought-after 55+ gated community of Four Seasons at Orlando! Built in 2022, this beautifully designed 2-bedroom, 2-bath villa with a dedicated home office offers modern comfort, elegant finishes, and low-maintenance living just minutes from Disney, world-class attractions, shopping, dining, and major highways. Step inside to an open and spacious floor plan filled with natural light from oversized windows and a large 9-foot sliding glass door. The gourmet kitchen features stainless steel appliances, quartz countertops, 42” cabinetry, and a spacious island overlooking the living and dining areas—perfect for entertaining or everyday living. The washer and dryer are also included for added convenience. Enjoy a seamless and upscale look throughout the home with wood-plank tile flooring in all common areas, bedrooms, and bathrooms—NO CARPET! The spacious primary suite provides a relaxing retreat with an en-suite bathroom and generous closet space, while the additional flex room/home office is ideal for working remotely, hobbies, or accommodating guests. Step outside to the covered lanai, perfect for enjoying Florida’s year-round sunshine and peaceful surroundings. Residents of Four Seasons at Orlando enjoy access to exceptional resort-style amenities including a 12,000 sq. ft. clubhouse, resort-style pools and spa, state-of-the-art fitness center, tennis courts, pickleball courts, bocce ball courts, walking trails, and a full calendar of social activities and events. This guard-gated active adult community offers the perfect blend of luxury, comfort, and convenience in the heart of Central Florida.
Listing is courtesy of: PROPERTIES IN TOWN (321-209-5191)
Listing Agent: Rabie Georgey (321-947-2568)
40 E COUNTRY COVE WAY, KISSIMMEE, FL 34743
$215,000126 Days on yellowkey MLS ID: S5142234
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1983Monthly Fee: $110 Tax: $3,180 (2025)Community: Country Cove VillasVilla
Taxes:$3,180
Remarks: Great investment opportunity! One story 2 bedrooms 2 bathrooms Villa. Excellent location only minutes away from FL Turnpike, shopping, dining, Disney World, Orlando International Airport, and major roads. Ceramic tile floors throughout, upgraded bathrooms, and 2 parking spaces. This villa overlooks the community pool, it features a large enclosed back porch to enjoy the beautiful serene waterview. Roof replaced in 2019 by HOA, water heater replaced in 2022. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER SOLOMON (407-348-3322)
Listing Agent: Rocio Bellinger (407-288-2928)
1999 KEY BAY TRL, KISSIMMEE, FL 34747
$419,00049 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
Taxes:$6,794
Elementary School: Island Village Elementary School
High School: Poinciana High School
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)
1998 KEY BAY TRL #524, KISSIMMEE, FL 34747
$395,000134 Days on yellowkey MLS ID: G5106590
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 2022Monthly Fee: $480 Tax: $7,954 (2025)Community: Four Seasons At Orlando Ph 4BSpa: NoVilla
Taxes:$7,954
Remarks: Welcome home to this beautifully appointed 2 bedroom, 2 bath home located in the desirable Four Seasons at Orlando, a premier 55+ community just 15 minutes from Disney! This home sits on a premium corner lot overlooking serene wetlands, offering added privacy and peaceful views. The gourmet kitchen is a standout, featuring granite countertops, 42" cabinets, GE Profile appliances, gas range, in-wall electric oven/microwave, and counter-depth refrigerator (all appliances convey, including washer and dryer). Luxury vinyl flooring flows throughout the home, complemented by thoughtful upgrades such as a tankless gas water heater, water purification system, whole-house gutters, MyQ garage door opener, and an electric vehicle outlet in the garage. Enjoy indoor-outdoor living with an extended covered lanai accessed through triple French doors, perfect for relaxing or entertaining. The lanai also includes a gas line hookup, ideal for gas grill- no propane tank needed. The spacious primary suite offers an upgraded master shower with seating and frameless (trackless) shower doors. A dedicated office with french doors provides the ideal work or hobby space. Four Seasons at Orlando offers resort-style living with a clubhouse, on-site recreation director, adult and family pools, pickleball courts, games, and a full calendar of social events! HOA fees include lawn and shrub care, irrigation, mulching, termite bond, exterior painting, and roof replacement every 10+ years, allowing for truly low-maintenance living. This exceptional home combines luxury, convenience, and an active lifestyle schedule your private showing today!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Ashley Pun (407-403-4165)
1621 CUMIN DR, KISSIMMEE, FL 34759
$189,50086 Days on yellowkey MLS ID: S5144944
REDUCED by $7,000 (3.6%) on 05/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1067 Built: 2025Monthly Fee: $270 Tax: $676 (2025)Community: Tuscany Preserve Ph 03Villa
Taxes:$676
Remarks: Price Improvement! Welcome to Tuscany Preserve, one of Poinciana’s most desirable gated communities. This beautiful brand-new 2025 villa is now offered at an even better price, making it an outstanding opportunity for buyers looking for move-in-ready new construction without the wait. This 3-bedroom, 2-bathroom villa offers 1,067 square feet of thoughtfully designed living space with an open-concept layout that feels bright, modern, and inviting. The kitchen features stainless steel appliances, sleek finishes, and great flow into the main living area, while elegant laminate flooring runs throughout the home. The bathrooms are tastefully finished with designer tile details that add a polished touch. Built with durable block construction and a tile roof, this home combines style, comfort, and peace of mind. Best of all, it is ready now — no construction delays, no waiting, no uncertainty. A major advantage is that this is currently the only active 3-bedroom villa of its kind in the community, offering extra flexibility and value compared to similar nearby models. Whether you need space for guests, a home office, or simply want the benefit of an additional bedroom, this layout stands out. Located inside the gated community of Tuscany Preserve, residents enjoy resort-style amenities including a pool, fitness center, tennis courts, basketball courts, clubhouse, dog park, and playground. HOA includes cable TV, internet, and pool maintenance for added value and convenience. Conveniently located near shopping, dining, and major roadways, this is a great chance to own a brand-new home in Central Florida at a newly improved price. Schedule your showing today.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Roger Alcantara Mayen (407-936-8615)
4249 CURACAO PL, KISSIMMEE, FL 34758
$271,540204 Days on yellowkey MLS ID: O6358206
1 Days Off yellowkey (back on 4/13/2026)
INCREASED by $2,000 (0.7%) on 04/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1562 Built: 2025Monthly Fee: $465Community: Westview 27 VillasVilla
Taxes:$0
Tax Year: 2024
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)
4254 ST THOMAS WAY, KISSIMMEE, FL 34758
$270,540113 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
4244 ST THOMAS WAY, KISSIMMEE, FL 34758
$243,540132 Days on yellowkey MLS ID: O6374376
1 Days Off yellowkey (back on 1/19/2026)
4246 ST THOMAS WAY, KISSIMMEE, FL 34758
$243,540132 Days on yellowkey MLS ID: O6374377
1487 AXEL GRAESON AVE, KISSIMMEE, FL 34744
$387,00028 Days on yellowkey MLS ID: S5148628
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1509 Built: 2024Monthly Fee: $280 Tax: $4,534 (2025)Community: Seasons At Big Sky Ph 1Villa
Taxes:$4,534
Remarks: SMARTEST OPPORTUNITY: MODERN 3BR / 2 1/2BA LUXURY & NO CDD FEES! ((SOLD FURNISHED AND MOVE-IN READY)) Located in the highly sought-after community of Seasons at Big Sky, this pristine, recently built residence offers the ultimate competitive advantage: it is FREE of CDD fees. Save thousands annually and maximize your purchasing power compared to neighboring developments. Strategically situated just minutes from NeoCity and the exclusivity of Lake Nona / Medical City, with immediate access to the Florida’s Turnpike and Orlando International Airport (MCO). The "Boston" model features a desirable layout of 3 spacious bedrooms and 2.5 bathrooms, an open-concept design that masterfully integrates natural light, and high-end contemporary finishes. Benefit from state-of-the-art energy efficiency standards and the peace of mind of active builder warranties in a high-growth corridor. Do not let extra taxes limit your budget—this is the smart investment opportunity you have been waiting for! Disclaimer: Information deemed reliable but not guaranteed. Buyer is responsible for independently verifying dimensions, taxes, HOA fees, and performing their own due diligence.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Juan Gonzalez (954-559-7180)
498 PRESTWICK PL, KISSIMMEE, FL 34759
$149,00042 Days on yellowkey MLS ID: O6399966
1 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1104 Built: 1987Monthly Fee: $400 Tax: $519 (2025)Community: Golf Villas 02 At Poinciana Rep 01Villa
Taxes:$519
Remarks: Under contract-accepting backup offers. Opportunity knocks at 498 Prestwick Place! This home is priced to sell and ready for your personal touch—perfect for buyers looking to create value or secure an affordable entry into homeownership. With solid bones and a functional layout, a little TLC can go a long way. Whether you're an investor or a savvy buyer, this is your chance to transform potential into profit. Don’t miss out—opportunities like this move fast!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Angel Ayala (407-443-3026)
1822 CORIANDER DR, KISSIMMEE, FL 34759
$225,00028 Days on yellowkey MLS ID: O6403359
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 2026Monthly Fee: $198 Tax: $330 (2025)Community: Tuscany Preserve Ph 03Villa
Taxes:$330
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Pre-Construction. To be built. ***PRE-CONSTRUCTION*** $5,000 CREDIT FOR BUYER INCENTIVE. CALLING ALL INVESTORS!! NEW CONSTRUCTION AND SHORT-TERM RENTAL ALLOWED. This charming villa is nestled within the serene and gated community of Tuscany Preserve. This beautiful corner unit lot home offers a thoughtfully designed 1,056 square feet of living space with 3 spacious bedrooms and 2 full bathrooms. The open-concept floor plan ensures an airy, modern living experience, perfect for both relaxation and entertaining. The kitchen will feature sleek, white modern cabinetry and premium quality appliances, seamlessly flowing into the living and dining areas with elegant ceilings. The primary bedroom will boast an en-suite bathroom with a double sink vanity, a walk-in shower, and ample closet space. A tile roof will top off the home, providing both durability and curb appeal maintained by HOA. The property is situated within a highly sought-after community where the HOA handles lawn care, landscaping, cable, internet, and exterior maintenance allowing you to enjoy stress-free living. Tuscany Preserve offers exceptional amenities, including a resort-style pool overlooking a tranquil lake, a splash pool, spa, clubhouse with an event venue, fitness facilities, tennis and basketball courts, and a gated, secure environment. Located conveniently near retail, parks, and entertainment options, this community offers the perfect blend of relaxation and convenience. Homes in Tuscany Preserve are in high demand, and with builders offering a warranty on their work, this villa promises high-end finishes and lasting quality. Don’t miss your chance to secure this unique opportunity—come visit today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Marie Helen Ledbetter (407-286-4363)
1826 CORIANDER DR, KISSIMMEE, FL 34759
$225,00028 Days on yellowkey MLS ID: O6403416
1824 CORIANDER DR, KISSIMMEE, FL 34759
$215,00028 Days on yellowkey MLS ID: O6403384
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 2026Monthly Fee: $198 Tax: $212 (2025)Community: Tuscany Preserve Ph 03Villa
Taxes:$212
1828 CORIANDER DR, KISSIMMEE, FL 34759
$215,00028 Days on yellowkey MLS ID: O6401533
KISSIMMEE, FL 34759
$199,00027 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)
116 OCEAN BLUFF DR, KISSIMMEE, FL 34759
$200,000136 Days on yellowkey MLS ID: L4958493
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1249 Built: 2002Monthly Fee: $135 Tax: $2,463 (2025)Community: Lake Marion Golf Resort Ph 02Villa
Taxes:$2,463
Remarks: FULLY FURNISHED!! WHAT YOU SEE IS WHAT YOU GET! YES, THESE GORGEOUS FURNISHING CAN BELONG TO YOU! Welcome to a truly exceptional home nestled in the sought-after 24 hr gated community of Lake Marion. This exquisite residence boasts 1249 square feet of meticulously designed living space, offering an extraordinary lifestyle in a premier location with a spectacular view of the pond. This home features a total of 3 bedrooms & 2 bathrooms, living room with an extended lanai. Step inside and be captivated by the seamless floor plan and impeccable finishes that create an ambiance of refined luxury. There is contemporary elegance found throughout this home. You will be impressed with the spacious living room which is great for endless hours of entertainment. The immaculate kitchen will bring out the gourmet cook in you. It features beautifully designed counter tops, all matching color appliances and more than enough cabinets, making it a chef's preference and perfect for family and friends to gather around and enjoy. The spacious master bedroom suite is a sanctuary that features a soothing atmosphere with dual sinks and a walk in shower. Step outside into the extended covered lanai and enjoy the impeccable view of the pond. This home is MOVE IN READY!! Contact your agent today for a showing!
Listing is courtesy of: GRACE OF GOD REALTY LLC (863-825-3100)
Listing Agent: Helen Weaver (863-825-3100)
2342 BARBADOS CT, KISSIMMEE, FL 34741
$240,00072 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)
2123 ST MARTEEN CT, KISSIMMEE, FL 34741
$205,00082 Days on yellowkey MLS ID: O6387879
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1989Monthly Fee: $278 Tax: $312 (2025)Community: Caribbean Villas Condo Ph A-FVilla
Taxes:$312
Middle School: Narcoossee Middle
Remarks: Fully Furnished & Move-In Ready Villa!! Welcome to this beautifully updated 2-bedroom, 2-bath villa located in the heart of Kissimmee! This turnkey home is being sold fully furnished, making it the perfect opportunity for first-time buyers, seasonal residents, or investors looking for an immediate rental. Step inside to find a bright and open layout featuring tile flooring throughout, an updated kitchen, and a comfortable living space ready to enjoy from day one. Recent improvements include a new roof, giving peace of mind for years to come. Enjoy low-maintenance living in a well-established community offering amenities such as a pool and tennis courts, all while being just minutes from shopping, dining, and entertainment at The Loop, major highways, and area attractions. Whether you’re looking for a primary residence, vacation home, or income-producing property, this one checks all the boxes: Prime location, Fully furnished, Move-in ready, Incredible value. Seller is motivated—schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Pereira (407-721-8945)
1987 KEY BAY TRL, KISSIMMEE, FL 34747
$339,000496 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
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 Agent: Natalie Casanova (407-334-3127)
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