Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Beds: 5 to 5
Do Not Show Listings
Kissimmee - 258 properties found
2460 THE OAKS BLVD, KISSIMMEE, FL 34746
$560,000354 Days on yellowkey MLS ID: O6323394
5 Days Off yellowkey (back on 6/1/2026)
REDUCED by $35,000 (5.9%) on 05/12/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3416 Built: 2003Monthly Fee: $23 Tax: $455 (2024)Community: Oaks Ph 1 B1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$455
Elementary School: Pleasant Hill Elem
High School: Liberty High
Tax Year: 2024
Middle School: Horizon Middle
Remarks: Under contract-accepting backup offers. REDUCED PRICE on this stunning 5-bedroom, Pool Home with many upgrades on a Large Corner Lot, Water Views in a Golf Community! Welcome to your dream home in the beautifully established Oaks Golf Community—one of Kissimmee’s most desirable neighborhoods. Nestled among mature trees and manicured fairways, this spacious 5-bedroom, 2 full bath, 2 half bath pool home offers 3,416 sq. ft. of luxury, comfort, and convenience. Situated on a large corner lot, the property boasts private water view and ample space for indoor and outdoor living. Inside, you’ll find a thoughtfully designed layout with recent upgrades and generous living areas. The first floor features a bedroom, Luxury Vinyl and Tile flooring throughout, and a gourmet kitchen equipped with newer 2024 stainless steel appliances. The kitchen opens to the dining room, family room, and direct access to the Great Room, perfect for entertaining guests. Upstairs, all flooring was replaced with Luxury Vinyl and upgraded baseboards. The large loft with a closet is ideal for a workout area, gaming, or a family room. The primary suite is a serene retreat with a spa-like en-suite bath featuring dual sinks and a newly tiled shower to complete fresh new look upgrade, the primary has an expansive walk-in closet with shelving. Three additional bedrooms, a large laundry room, and an upgraded guest bathroom complete the second floor. Recent upgrades include a 2025 A/C Downstairs unit, 2023 A/C Upstairs unit, 2025 Stove, 2024 refrigerator, 2024 microwave, 2024 dishwasher, 2024 dryer, 2021 Roof, 2021 Hot water heater and two new garage door openers (2024). Bathrooms have been remodeled with upgraded fixtures and tile between 2022 and 2023. Enjoy year-round outdoor living in the private screened-in pool overlooking tranquil water view, surrounded by lush landscaping. Two half baths one in the pool area and one indoors, offer convenience for family and guests. The Oaks community is a serene, amenity-rich golf community ideal for families and retirees alike. With expansive green space, championship golf, private pool homes, and proximity to both nature and city life—it delivers a perfect blend of lifestyle and convenience in the heart of Kissimmee.. Minutes from popular destinations, you can explore The Loop for shopping, dining, and movies; stroll along the Lake Tohopekaliga waterfront; or visit Shingle Creek Regional Park for kayaking, biking, and bird-watching. With easy access to US-192, John Young Parkway, and the Florida Turnpike, you’re less than 30 minutes from Orlando International Airport, Lake Nona Medical City, and Walt Disney World Resort. Whether seeking a primary residence, second home, or investment, 2460 The Oaks Blvd offers a rare opportunity to live comfortably while enjoying everything Central Florida has to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Ernie Plaza, Sr (407-334-9959)
1957 RED CANYON DR, KISSIMMEE, FL 34744
$460,00035 Days on yellowkey MLS ID: O6409138
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2469 Built: 2016Monthly Fee: $11 Tax: $8,263 (2025)Community: Kindred Ph 1A & 1BSingle Family
Taxes:$8,263
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautiful 5-Bedroom, 3-Bathroom Home Located in One of Kissimmee’s Most Desirable Communities! This stunning home offers the perfect combination of comfort, space, and modern living. The kitchen comes fully equipped with appliances, beautiful wood cabinetry, and a spacious island — perfect for entertaining family and friends. On the first floor, you’ll also find an additional bedroom and a full bathroom, ideal for guests, a home office, or multigenerational living. Upstairs are the remaining bedrooms, including the spacious master suite featuring a walk-in closet and a private bathroom. One of the highlights of this property is the oversized backyard, offering plenty of space for outdoor living, entertaining, pets, or future additions. The lot is uniquely positioned with street access from both the front and the back of the property, providing extra convenience, privacy, and functionality. This home also offers ample parking space, including a rear garage with covered parking for 2 vehicles plus additional uncovered parking for multiple cars — perfect for hosting family and guests comfortably. The highly sought-after community offers resort-style amenities, including swimming pools, multiple fitness centers, tennis courts, a dog park, soccer field, beach volleyball courts, scenic walking and biking trails connected to nearby lakes, playgrounds, recreation areas, and much more. Excellent location close to everything you need, including shopping, restaurants, schools, major highways, and Orlando attractions. Conveniently located near Lake Nona Medical City, Orlando International Airport (MCO), Florida Turnpike, supermarkets, restaurants, schools, and major attractions in the Orlando area. Don’t miss this incredible opportunity to own a beautiful home in one of Central Florida’s fastest-growing areas!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Cristiane Da Silva Conte (407-270-3900)
651 PARAKEET CT, KISSIMMEE, FL 34759
$342,000288 Days on yellowkey MLS ID: O6342499
INCREASED by $17,000 (5.2%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 2024Monthly Fee: $90 Tax: $1,242 (2024)Community: Poinciana Nbrhd 05 North Village 03Single Family
Taxes:$1,242
Remarks: Short Sale. Welcome to this beautifully crafted 5-bedroom, 3-full-bath home built in 2024. Enjoy a spacious open floor plan that seamlessly connects the living, dining, and kitchen areas, perfect for family gatherings. The main floor features a convenient bedroom and bath, while the upper level offers generously sized bedrooms for ultimate comfort. The backyard is ideal for outdoor activities and entertaining. Don’t miss the opportunity to make this stylish home your own! schedule a private showing today.
Listing is courtesy of: HEIMATEN REAL ESTATE (689-339-3280)
Listing Agent: Widny Alexandre (407-913-1437)
4158 GOOSEBERRY TRL, KISSIMMEE, FL 34746
$624,99989 Days on yellowkey MLS ID: TB8488364
REDUCED by $10,000 (1.6%) on 04/26/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3800 Built: 2024Monthly Fee: $187 Tax: $3,613 (2025)Community: Storey Creek Ph 3ASingle Family
Taxes:$3,613
Remarks: This exceptional 3,800 sq. ft. Exbury floor plan blends luxury, comfort, and modern design, offering 5 Bedrooms, 3.5 Baths, a spacious 3-car garage, and an impressive first-floor Primary Suite. The home has been thoughtfully upgraded with all-new modern light fixtures and a whole-house water purification system for enhanced comfort and quality of living. The gourmet kitchen is a true centerpiece, featuring upgraded 42" cabinetry with crown molding, quartz countertops, a stylish tile backsplash, an oversized island, a walk-in pantry, and stainless steel appliances including a built-in oven and cooktop. The dramatic two-story Family Room fills the home with natural light and opens seamlessly to the expansive covered lanai—perfect for entertaining and year-round outdoor living. Tile flooring enhances all main living areas on the first floor, and window blinds are included throughout. The luxurious Primary Suite offers two walk-in closets and a spa-inspired bath with adult-height dual vanities, quartz countertops, a free-standing soaking tub, two linen closets, and a separate walk-in shower with upgraded wall tile. Upstairs, a spacious Loft/Family Room provides a versatile second living area—ideal for a media room, playroom, or fitness space. Exterior highlights include elegant stone accents, a brick-paver driveway, and a paver lead walk that enhances curb appeal. This home also includes the High Performance Home package, delivering enhanced energy efficiency, smart-home technology, and features designed to support a healthier lifestyle. Located in the sought-after community of Storey Creek, residents enjoy resort-style amenities including a pool with cabana, fitness center, tennis, basketball, and sand volleyball courts, a playground, walking trails, and a dog park. The community offers convenient access to shopping, dining, and major highways for an easy commute.
Listing is courtesy of: SOUTH EARTH REALTY LLC (813-418-0030)
Listing Agent: Ting Li (321-316-9346)
8110 FAN PALM WAY, KISSIMMEE, FL 34747
$489,00084 Days on yellowkey MLS ID: O6395292
REDUCED by $10,000 (2.0%) on 05/28/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2001Monthly Fee: $250 Tax: $6,261 (2024)Community: Windsor HillsSpa: YesSingle Family
Taxes:$6,261
Remarks: Motivated Seller!! Don’t wait any longer! Beautifully and professionally decorated 5 Bedroom / 4 Bath luxury vacation home in one of the most sought-after and secluded short-term rental communities—Windsor Palms, very well managed, low maintenance fees and manned-gate community. This fully furnished single-family pool home is turnkey-ready, ideal as a primary residence, second home, or an income-producing Airbnb vacation property. The home offers 2 spacious master suites downstairs plus 1 additional bedroom, along with 2 more bedrooms upstairs. Both upstairs bedrooms include large walk-in closets, king-size beds, and en-suite bathrooms, with one featuring a Jack-and-Jill layout. A Disney Castle-themed twin bedroom adds a magical touch for families. Recent upgrades include a new AC unit (2021), new carpets (2022), rescreened pool (2024) and a new pool filter (2024). The open living room, kitchen, and dining room combination provides the perfect space for family gatherings and entertaining. The home is also equipped with a smart electronic door lock system with internet and app control, allowing up to 30 unique codes, plus a Nest-style smart thermostat. Windsor Palms Resort is one of the premier vacation destinations in Kissimmee—just 2.5 miles (4 km) from Walt Disney World. Residents and guests enjoy a huge resort-style pool with a clubhouse and tiki bar, a comfortable lounge, a private 58-seat movie theater with regular showings, a gaming arcade, internet café, and fitness center. There’s also a coffee shop and convenience store on-site. Outdoor activities include tennis, basketball, and volleyball courts. Call today to schedule your private showing!
Listing is courtesy of: FLORIDA STATEWIDE REALTY (772-766-3333)
Listing Agent: Olga Fajardo (407-873-1664)
1524 EUSTON DR, KISSIMMEE, FL 34747
$1,400,00024 Days on yellowkey MLS ID: S5150888
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3775 Built: 2005Monthly Fee: $559 Tax: $8,805 (2025)Community: Reunion Ph 2 Prcl 1 & 1ASpa: YesSingle Family
Taxes:$8,805
Remarks: Welcome to this exceptional golf-front estate overlooking the 6th fairway and green of the Arnold Palmer Signature Course in Reunion. Offering nearly 3,800 square feet of living space, this unique three-story residence combines luxury, flexibility, and outstanding rental potential in one of Central Florida's most sought-after resort communities. Featuring five bedrooms, five-and-a-half baths, a private elevator, private pool and spa, and multiple balconies with panoramic golf course views, this home was designed for both entertaining and comfortable resort-style living. One of the property's most desirable features is the detached guest house overlooking the pool area. Complete with its own private bedroom and bath, this separate retreat offers ideal accommodations for extended family, visiting guests, or additional rental flexibility while maintaining privacy from the main residence. Inside the main home, spacious living and dining areas flow seamlessly to the outdoor entertainment space. The second-floor primary suite features a private balcony with breathtaking views of the 6th green, creating the perfect setting for morning coffee or evening relaxation. The third-floor entertainment level serves as a destination of its own, featuring a game room, wet bar, media space, and an expansive balcony overlooking the golf course. From this elevated vantage point, enjoy stunning sunsets, beautiful fairway views, and Disney fireworks in the distance. Outside, the private pool and spa create a true resort atmosphere, surrounded by mature landscaping and picturesque golf course scenery. Whether hosting family gatherings, entertaining guests, or maximizing vacation rental income, the home's thoughtful design provides exceptional versatility. Located just minutes from Walt Disney World, world-class dining, shopping, and entertainment, this remarkable golf-front property presents a rare opportunity to own one of Reunion's most distinctive homes.
Listing is courtesy of: CHAMPIONSGATE REALTY (407-818-5588)
Listing Agent: Matthew Link (309-433-3258)
2683 AMATI DR, KISSIMMEE, FL 34741
$674,90024 Days on yellowkey MLS ID: O6410751
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3105 Built: 2016Monthly Fee: $173 Tax: $8,359 (2024)Community: TapestrySingle Family
Taxes:$8,359
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: FORMER MODEL HOME! This stunning home features 4 bedrooms on the main floor, including a guest room with walk-in shower, a dedicated office, and soaring high ceilings. The open layout is filled with natural light and showcases numerous upgrades throughout, including a modern kitchen with quality appliances and ample counter space. Upstairs has a spacious loft plus a full bedroom and full bath. Enjoy a fenced backyard with a hot tub, great for entertaining. Oversized 3-car garage provides ample storage and parking. Nestled in a gated community with a resort-style pool and fitness center. Situated on a 6,534 sq ft lot. Conveniently close to shopping, dining, and entertainment. This one will not last!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2543 CHAPALA DR, KISSIMMEE, FL 34746
$550,00077 Days on yellowkey MLS ID: O6396893
REDUCED by $29,000 (5.0%) on 05/28/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4205 Built: 2002Monthly Fee: $15 Tax: $8,980 (2025)Community: Brighton Lakes Ph 1 Parcels A & GSingle Family
Taxes:$8,980
Remarks: Welcome to this stunning 5-bedroom, 4-bathroom home, perfectly situated on a generous 1/3-acre lot with no rear neighbors for added privacy. With a NEW roof, 2 NEW A/C units, and NEW laminate flooring, this home is truly move-in ready and built for comfortable, modern living. The first floor features a spacious living area just off the kitchen- ideal for gatherings and family time- as well as a breakfast nook and convenient access to a full bathroom that opens to the covered back porch. At the front of the home, you'll find a formal dining room and a versatile den or office space. The primary suite, tucked at the rear of the home for added privacy, includes sliding doors to the covered porch and a luxurious en-suite bathroom with dual sinks, a garden tub, and separate walk-in shower. Upstairs, you'll discover 4 additional bedrooms, 2 full bathrooms, and a large bonus room- perfect as a playroom, media room, or home gym. Don't miss your chance to own this beautifully updated home that combines space, functionality, and privacy in a prime location.
Listing is courtesy of: MORRIS WILLIAMS REALTY (888-326-3949)
Listing Agent: Becky Burke (352-536-4297)
7390 GATHERING CT, KISSIMMEE, FL 34747
$1,750,00063 Days on yellowkey MLS ID: O6400833
REDUCED by $25,000 (1.4%) on 05/30/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4615 Built: 2008Monthly Fee: $207 Tax: $19,087 (2025)Community: Reunion Ph 1 Prcl 1 Unit 3Spa: YesSingle Family
Taxes:$19,087
Remarks: *ACTIVE MEMBERSHIP AVAILABLE*** MUST SEE HOME!!! Located at the end of a quiet cul-de-sac backing up to the tee box of the 7th hole of the Watson designed course in the one of a kind Reunion Resort & Golf Club. Architecturally designed to impress, and accentuated with HIGH-END finishes throughout such as, upgraded light fixtures, soaring ceilings, Cambria Quartz countertops throughout and large windows throughout enhancing the natural light. The Great room opens up into the expansive Lanai area, boasting a large pool & Sauna all WEST FACING WITH SPECTACULAR SUNSET & GOLF COURSE VIEWS! This home has been used only as a personal rental home and has never been rented. It has been meticulously maintained by the current and original owners, it has been equipped with all the upgrades to make it a top rental performer. The current owner has converted the garage to be the ultimate themed game room with all the fan favorites such as the multiple game arcade machine, the Golden Tee, side by side immersive racing machines , Skee Ball, and Basketball Shoot game. Able to occupy 15 guests, and suited for both families or adult groups. It features a Mickey themed bunk room as well as a Encanto themed room. The downstairs billiard room is equipped with a professional style pool table and leads into the oversized dining room table and separate gathering area, perfect for entertaining. The two large upstairs en- suites, with king sized beds, both have private access to the oversized balcony and sensational views, with one featuring a small office area for those who must bring their work with them. The first floor oversized Master Bedroom features a stand alone tub and sliding doors that open up to the lanai. All rooms beside the Encanto themed room are en-suites. This home went through an extensive renovation by previous owners in 2022 with the following upgrades: All new flooring throughout the entire home, repainted ceilings, walls, & trim throughout the home, complete remodel of both master bathrooms with BRAND NEW custom showers in three bathrooms. Stand-alone tubs and designer champagne bronze tub fillers added in both master baths, nearly every window in the home has been replaced, and updated every light fixture in the home. BRAND NEW LED can lights both inside and outside of the homer. Custom linen draperies, shutters and blinds from Cameron Designs in Orlando, All new Cambria Quartz countertops throughout -- kitchen, baths, laundry room, upstairs bar area and dining room buffet. Removed the upstairs laundry room, moved walls, and added an additional bedroom. Additional HVAC venting and electrical added for the new room. Flat screen TV's, double front-load washer and dryer to laundry room. Added a second vent and electrical for additional units, and more! No expense was spared during the renovations of this truly TURN KEY property! Located in a luxury Reunion Resort, one of the kind in the World, the 3 World Class Championship GOLF COURSES and so much more to enjoy! Make this home your primary residence, second home, or income producing rental home! Start making lifelong family memories today!! Dream home, dream views, dream location for family who loves elegance! Schedule your showing today!
Listing is courtesy of: LANDMARK REALTY GROUP OF CENTRAL FLORIDA (321-283-1420)
Listing Agent: Richard Kneeland (407-694-2028)
831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744
$585,00043 Days on yellowkey MLS ID: S5149687
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3609 Built: 2005Monthly Fee: $79 Tax: $2,354 (2025)Community: Neptune PointeSingle Family
Taxes:$2,354
Remarks: Welcome to 831 Neptune Pointe Lane, an expansive and versatile 5 bedroom, 3.5 bathroom home located in the highly desirable Neptune Pointe community. Offering an impressive 3,609 heated square feet, this is one of the largest homes in the neighborhood, perfectly positioned on one of the largest corner lots in the community. Designed with flexibility and multigenerational living in mind, the home features a highly desirable ground floor secondary primary suite complete with its own ensuite bathroom and bonus room, creating the ideal setup for an in law suite, private guest retreat, or independent living space. Inside, the spacious floor plan provides generous living areas and room to grow, while major updates including a newer roof and newer HVAC system provide added peace of mind. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of room for entertaining, pets, or future outdoor enhancements. Residents of this gated community enjoy the benefits of a low HOA and no CDD, along with excellent amenities including a park, walking trail, full court basketball court, and playground. The location is truly exceptional, situated approximately half a mile from Florida's Turnpike and Highway 192, and just a short drive to NeoCity, shopping, dining, entertainment, the beach, and approximately 25 minutes from Walt Disney World. With its oversized layout, flexible living options, large corner lot, and unbeatable location, 831 Neptune Pointe Lane offers an outstanding opportunity for buyers seeking both space and convenience.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Jim Mcquade (407-906-6508)
2034 WALNUT CREEK DR, KISSIMMEE, FL 34744
$468,99056 Days on yellowkey MLS ID: O6403013
1 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
8926 ZURICH LN, KISSIMMEE, FL 34747
$485,900397 Days on yellowkey MLS ID: O6311534
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $587 Tax: $7,737 (2024)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$7,737
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Your Dream Vacation Home—Just Minutes from Disney! Imagine owning a fully furnished 5-bedroom home in one of Kissimmee’s most sought-after resort communities—Windsor at Westside—just minutes from the magic of Disney and the excitement of US-192. Surrounded by restaurants, shops, theme parks, and unforgettable experiences, this could all be yours. The best of both worlds: Enjoy your vacation time with family whenever you want—no more worrying about reservations, availability, or high seasonal rates. Your home will always be ready to create unforgettable memories. And when you're not using it, it becomes a source of income. High returns on Airbnb: Windsor at Westside is a top choice for travelers who value comfort, security, and resort-style amenities. Properties like this offer excellent short-term rental returns, with consistent year-round occupancy thanks to its unbeatable location and full-service infrastructure. Property & community highlights: • 5 spacious bedrooms – perfect for large families or groups • Gated community with 24-hour security • Resort-style clubhouse with pool, lazy river, fitness center, bar, sports courts & more • Fully furnished and move-in ready • Professional vacation rental management available Invest in more than just a home—invest in lifestyle. This property isn’t just real estate. It’s a smart investment, a lifetime of memories, and a source of consistent income. Let’s talk! This might be the opportunity you and your family have been waiting for.
Listing Agent: Luciano Real Schroeder (321-304-1550)
1512 MUMBAI WAY, KISSIMMEE, FL 34747
$495,000318 Days on yellowkey MLS ID: O6334704
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $563 Tax: $8,849 (2025)Community: Windsor/Westside-Ph 2BSpa: NoSingle Family
Taxes:$8,849
Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
1406 KINGSTON WAY, KISSIMMEE, FL 34744
$670,00053 Days on yellowkey MLS ID: R4911151
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3434 Built: 1990 Tax: $4 (2025)Community: Kings Crest Ph 1Spa: NoSingle Family
Taxes:$4
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Parkway Middle
Remarks: Rare find! Triple Master with additional Bedroom and Bonus Room plus In-Law Suite with Private Entrance. Great for multi-gen, large family or Air BnB! Located on an oversized corner lot. As you walk into your new home, the entranceway is breathtaking; as you look above you will see a grand chandelier, a beautiful decorative fireplace and high ceilings. To the right, through the double doors you will find the Bonus room with a bay window - a peaceful place to relax. This home has four sets of sliding glass doors which lead you to a screened enclosure with a built-in pool. The yard is completely fenced for your privacy with Mature Palm Trees throughout the landscaping and an area perfect for a conversational fire pit. The In-Law Suite includes a large living area, a Kitchenette, oversized bedroom as well as an Ensuite bathroom. There is a private entrance for parking and entry. Perfect for family members or to be utilized as extra income.
Listing is courtesy of: PREMIER NEIGHBORHOOD REALTY (321-805-3331)
Listing Agent: Frannie Nasello (407-361-4942)
8958 SUGAR PALM RD, KISSIMMEE, FL 34747
$459,90049 Days on yellowkey MLS ID: S5149166
REDUCED by $9,800 (2.1%) on 05/29/2026
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3081 Built: 2014Monthly Fee: $682 Tax: $6,821 (2025)Community: Paradise Palms Resort Ph 3BSpa: NoSingle Family
Taxes:$6,821
Elementary School: Westside K-8
Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Antonio Nouer (407-837-6981)
7950 SEA PEARL CIR, KISSIMMEE, FL 34747
$775,00026 Days on yellowkey MLS ID: S5150770
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 2002Monthly Fee: $125 Tax: $8,286 (2025)Community: Formosa GardensSpa: YesSingle Family
Taxes:$8,286
Remarks: Welcome to 7950 Sea Pearl Circle, a beautifully upgraded 5-bedroom, 4-bath retreat tucked behind the gates of Formosa Gardens — one of Kissimmee's premier gated communities, with the rare flexibility to be enjoyed as a primary residence, second home, or short-term rental. Just minutes from Walt Disney World and set on an oversized half-acre corner lot, this nearly 3,200-square-foot Florida-style home offers space, privacy, and resort living in equal measure. In a market where most vacation-home communities require a car for everything, Formosa Gardens offers the rare luxury of walkable access to dining, shopping, and entertainment — a feature that's nearly impossible to replicate nearby. Major-ticket items are already handled — new roof (2022), new HVAC system (2023), new pool heater (2023), and new carpet throughout (2023). Smart thermostats and exterior security cameras let you monitor and control the home from anywhere via an app. Inside, an open floor plan with soaring ceilings flows from the kitchen and living areas to a primary suite on the main floor, with additional bedrooms upstairs. The standout feature is the fully air-conditioned and heated game room — the year-round entertainment hub guests and families rave about. Step outside to your private heated pool and spa with a screen enclosure, surrounded by deck space built for Florida sunshine. This is a true turnkey opportunity: all furniture, televisions, and games convey — ready to move in, enjoy as your getaway, or book from day one. Formosa Gardens' flexible use policy makes this home equally suited for a family looking for a forever home with resort amenities, a second-home buyer wanting a Disney-area escape, or an investor seeking an income-producing rental. Whatever your vision, 7950 Sea Pearl is move-in ready and waiting for its next chapter.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
2784 ROCCELLA CT, KISSIMMEE, FL 34747
$529,000214 Days on yellowkey MLS ID: O6360906
REDUCED by $20,000 (3.6%) on 05/29/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2013Monthly Fee: $142 Tax: $6,297 (2024)Community: WestsideSpa: YesSingle Family
Taxes:$6,297
Remarks: Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!
Listing is courtesy of: TRUVALOR REALTY LLC (407-218-0937)
Listing Agent: Carlos Lima Vieira, Jr (407-952-4134)
4294 PARAGRAPH DR, KISSIMMEE, FL 34746
$664,99058 Days on yellowkey MLS ID: O6396690
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 2996 Built: 2022Monthly Fee: $569 Tax: $11,010 (2025)Community: Cove At Storey Lake 4Single Family
Taxes:$11,010
Remarks: Outstanding opportunity in the highly desirable Storey Lake community! This beautifully maintained, fully furnished property is perfectly suited for short-term rental use, offering both an exceptional vacation experience and strong income potential. Featuring a spacious and well-designed layout, the home is turnkey ready—allowing for a seamless transition for immediate rentals or personal use. Located in one of Central Florida’s premier short-term rental communities, Storey Lake is known for its resort-style amenities, including a clubhouse, lazy river, water slides, fitness center, and more. Its prime location provides convenient access to major attractions, shopping, dining, and entertainment. Whether you’re seeking a vacation home or a high-performing investment property, this listing presents an outstanding opportunity in a sought-after rental destination.
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Ge Desouza Desouza (857-312-3214)
2615 PAWNALL ST, KISSIMMEE, FL 34747
$599,900518 Days on yellowkey MLS ID: S5118985
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2494 Built: 2007Monthly Fee: $171 Tax: $7,951 (2024)Community: Windsor Hills Ph 06Spa: YesSingle Family
Taxes:$7,951
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms. Existing owner bookings are in place and must be honored, making this property a fantastic investment opportunity or vacation retreat. The garage has been transformed into a custom theater room complete with projector, leather seating, a foosball table, multiple arcade games, a mounted AC unit, and carpeted flooring. Inside the home, the living and dining areas are beautifully appointed with leather furniture and a stunning dining table from Havertys. Custom window treatments and vibrant colors flow throughout the home. This home features many upgrades: main home HVAC in 2018, hot water heater in 2025, pool heater in 2025, 6 arcade games in 2024, movie projector in 2024, wall HVAC in movie room in 2024, paint in the living and dining room in 2024, bathroom vents in 2026, side by side refrigerator in 2026 and pool heater compressor start capacitor 2026. Each bedroom is decorated, including a charming themed Peter Pan bunk room that is a must-see. The kitchen is fully stocked and features stainless steel appliances, granite countertops, and two large windows that bring in natural light, perfect for enjoying meals in the cozy breakfast nook. Tile flooring extends through the main living areas and bathrooms, and ceiling fans are installed throughout the home for added comfort. Step outside to the stunning pool and spa area, complete with a new pool pump, a brick paver deck, a covered lanai with ceiling fans, and ample outdoor furniture. Beyond the pool, a lush green lawn bordered by a wrought-iron fence provides a serene backdrop. This home also boasts a new water heater, ensuring modern efficiency and reliability. Directly across the street, you’ll find a park with a two-seater swing set to relax and enjoy the outdoors. Windsor Hills is one of the few communities that allows RV and trailer parking, with an oversized lot dedicated to these vehicles. The neighborhood also boasts a wide array of amenities, including a clubhouse with a waterslide, game room, theater, on-site market and food service, tennis and pickleball courts, volleyball, a putting green, basketball courts, and a fully equipped gym. For golf enthusiasts, the public Mystic Dunes Golf Course is right next door, with several other courses just minutes away. Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida!
Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)
Listing Agent: Savina Delgado Rodriguez (407-455-4444)
7955 MAGNOLIA BEND CT, KISSIMMEE, FL 34747
$499,00099 Days on yellowkey MLS ID: O6387772
REDUCED by $21,000 (4.0%) on 05/09/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1999Monthly Fee: $54 Tax: $7,153 (2025)Community: Rolling Hills Estates Unit 2 At Formosa GardensSingle Family
Taxes:$7,153
Remarks: One or more photo(s) has been virtually staged. Discover the perfect blend of modern elegance and convenience in this meticulously updated 5-bedroom, 3.5-bath home nestled in the tranquil Rolling Hills neighborhood. Featuring stunning vaulted ceilings, durable Pergo engineering flooring, and an open-concept living area bathed in natural light. The designer kitchen boasts quartz countertops, a stylish backsplash, and stainless steel appliances. Relax in the refined comfort of remodeled limestone bathrooms. The main floor features a private primary suite, a second bedroom, and a full laundry room. Step outside to your private screened-in oasis—perfect for entertaining. Whether you are looking for a stunning primary residence, a relaxing vacation home, or a high-yield investment, this home offers it all.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Manuel Hernandez Pacheco (407-686-7686)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.