Location: Kissimmee
Do Not Show Listings
4701 RUBY RED LANE, KISSIMMEE, FL 34746
$567,90016 Days on yellowkey MLS ID: O6417809
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2646 Built: 2012Monthly Fee: $300 Tax: $453,500 (2025)Community: Crystal Cove ResortSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$453,500
Elementary School: Knights Point
High School: Poinciana High School
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Turnkey, fully furnished, and already operating as a successful vacation rental, this impressive 7-bedroom, 4.5-bath pool home in the gated Crystal Cove Resort community presents an exceptional opportunity for investors and second-home buyers alike. Zoned for short-term rentals, long-term rentals, or primary residential use, this property offers incredible flexibility while providing immediate income potential. With an established rental history, strong future booking calendar, and the ability for many existing reservations to transfer to the new owner (subject to booking platform and management company policies), you can begin generating income from day one instead of starting from scratch. Financial and booking history are available for qualified buyers. Inside, soaring vaulted ceilings create an impressive first impression, while the spacious floor plan comfortably accommodates large families and vacation groups. The well-appointed kitchen features granite countertops, stainless steel appliances, abundant cabinet and counter space, a breakfast bar, and a charming bay window overlooking the private screened pool. The adjacent dining area and expansive first-floor primary suite also enjoy pool views, creating a bright, inviting atmosphere throughout the main living spaces. Durable tile flooring throughout the first floor provides both style and easy maintenance, while six additional generously sized bedrooms and multiple full bathrooms upstairs offer ample space for guests. Step outside to your private screened pool and oversized patio, the perfect place to unwind after a day exploring Central Florida's world-famous attractions. The spacious backyard provides additional outdoor space rarely found in comparable vacation homes. Ideally located just 8 miles from Walt Disney World, approximately 15 miles from Universal Orlando Resort, 21 miles from Orlando International Airport, and only minutes from countless shopping, dining, golf, and entertainment options, this location continues to attract visitors year-round. Crystal Cove Resort offers a gated entrance, clubhouse, fitness center, community pool, playground, and beautifully maintained grounds. HOA dues also include landscaping and pest control, providing added convenience and lower maintenance for owners. Whether you're looking to expand your investment portfolio, own a profitable vacation retreat, or enjoy the flexibility of a primary residence with exceptional income potential, this fully furnished, turnkey property is ready to continue its success from day one.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Allison Day (407-617-2881)
2581 SAGE DR, KISSIMMEE, FL 34758
$297,50015 Days on yellowkey MLS ID: O6420913
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1434 Built: 1996 Tax: $4,988 (2025)Community: Laurel Run At Crescent LakesSingle Family
Taxes:$4,988
Elementary School: Reedy Creek Elem (K 5)
Middle School: Horizon Middle
Remarks: This inviting single-story home in the desirable Laurel Run at Crescent Lakes community offers a comfortable and functional layout ideal for everyday living. The bright interior features spacious living and dining areas, a well-appointed kitchen with ample cabinet and counter space, and generously sized bedrooms designed for comfort. Sliding glass doors open to a covered rear patio, creating the perfect space for relaxing or entertaining outdoors. Enjoy the convenience of an attached two-car garage, mature landscaping, and a well-maintained yard. Conveniently located near shopping, dining, schools, parks, and major roadways, this home provides easy access to everything Central Florida has while offering a peaceful neighborhood setting.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
501 SUMNER ST, KISSIMMEE, FL 34741
$765,99915 Days on yellowkey MLS ID: S5152826
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3518 Built: 1926 Tax: $5,741 (2025)Community: Oneal & Osborns AddSpa: NoSingle Family
Taxes:$5,741
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Denn John Middle
Remarks: FULLY REMODELED | NO HOA | PRIVATE IN-LAW SUITE | IN-GROUND POOL | PRIME IN-CITY LOCATION Welcome to 501 W. Sumner St., a rare opportunity to own a beautifully remodeled, move-in-ready residence that combines space, versatility, and modern style in a highly desirable in-city location. Thoughtfully updated from top to bottom, this impressive home offers 5 spacious bedrooms, 4 full bathrooms, and a flexible layout designed to accommodate a variety of lifestyles. From the moment you arrive, the charming front porch and inviting curb appeal set the tone for what awaits inside. Step through the front door and discover bright, open living spaces filled with natural light, contemporary finishes, and a welcoming atmosphere that feels like home. The expansive living area flows seamlessly into the formal dining space, creating the perfect setting for everyday living, holiday gatherings, and entertaining guests. The remodeled kitchen serves as the heart of the home, offering ample cabinetry, generous counter space, modern finishes, and the functionality today’s buyers are looking for. Whether you’re preparing a quiet family dinner or hosting a celebration, this space is designed to make every occasion effortless. One of the property’s most valuable features is the private in-law suite with its own separate entrance. This versatile space is ideal for multi-generational living, extended family, guests, a home office, or potential rental income opportunities. The separate access provides privacy and flexibility that is increasingly difficult to find. The primary living quarters has generously sized bedrooms and well-appointed bathrooms, creating comfortable retreats for everyone in the household. With five bedrooms and four full bathrooms, there is room for large families, visiting guests, hobbies, work-from-home needs, and more. Step outside and enjoy your own private backyard oasis featuring a beautiful in-ground pool, perfect for cooling off on warm Florida days, hosting weekend gatherings, or simply relaxing in the comfort of your own home. The outdoor space offers endless possibilities for entertaining, gardening, or creating your dream backyard retreat. Best of all, NO HOA means greater freedom and flexibility without the additional restrictions and fees often associated with community living. Bring your personal touch and enjoy the ability to truly make this property your own. Conveniently located within city limits, this home places you close to shopping, dining, parks, schools, medical facilities, major roadways, and everyday conveniences while still offering the privacy and space that many buyers desire. Whether you’re searching for a spacious forever home, a multi-generational living solution, or a property with income-producing potential, 501 W. Sumner St. delivers an exceptional combination of location, flexibility, and modern upgrades. This is a truly turnkey opportunity that stands out from the rest. Schedule your private showing today and experience everything this remarkable property has.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Rafael Ortiz Pena (407-371-8773)
4261 TWILIGHT TRL, KISSIMMEE, FL 34746
$985,000504 Days on yellowkey MLS ID: S5121344
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3129 Built: 2007 Tax: $5,838 (2024)Community: Pleasant Hill Trails Unit 3Single Family
Taxes:$5,838
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Virtually Staged. Experience the perfect blend of luxury and country at 4261 Twilight Trails! This custom-built, over 3,000 sq.ft. home is situated on 5 private acres, offering exceptional craftmanship, spacious living areas, and a thoughtfully designed floor plan. Enjoy the peace and privacy of your own estate while remaining just minutes from shopping, dining, major highways, and Central Florida attractions. With ample room for horses, recreational vehicles, or dream outdoor retreat, the one-of-a-kind property offers endless possibilities. Don't miss this rare opportunity to own a private custom estate with space, comfort, and freedom you've been searching for!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Ralph Carrion (407-572-1266)
137 VIOLET CT, KISSIMMEE, FL 34759
$275,000174 Days on yellowkey MLS ID: C7520696
INCREASED by $10,000 (3.8%) on 06/25/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1555 Built: 2021Monthly Fee: $100 Tax: $3,690 (2025)Community: Poinciana VillagesSingle Family
Taxes:$3,690
Remarks: Built in 2021, this 4/2 home features an open floor plan with spacious living and dining areas. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet storage. Neutral finishes throughout create a clean, move-in ready feel. Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
5423 CROWN POINT RD, KISSIMMEE, FL 34758
$370,84997 Days on yellowkey MLS ID: O6397913
1 Days Off yellowkey (back on 7/7/2026)
INCREASED by $2,000 (0.5%) on 05/20/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2026Monthly Fee: $50Community: Aden At WestviewSingle Family
Taxes:$0
Elementary School: Koa Elementary
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | North Facing Patio | Loft. New Construction – July Completion! Built by America's Most Trusted Home Builder. Welcome to the Falcon at 5423 Crown Point Road in Westview! Just off the foyer, the main level features a spacious great room that flows into the kitchen and dining area, along with a secondary bedroom with an ensuite bathroom, laundry space, and a convenient half-bath. Upstairs, a versatile loft anchors three secondary bedrooms that share a bathroom, while the primary suite provides a relaxing retreat with dual vanity sinks, a walk-in shower, and a generous walk-in closet. Designed for comfort and flexibility, the Falcon supports a variety of lifestyles in the Westview community. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: washer, dryer, refrigerator, and whole house blinds. MLS#O6397913
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
7463 MARKER AVE, KISSIMMEE, FL 34747
$760,000487 Days on yellowkey MLS ID: O6290432
Bed: 8 Bath: 8.0 Gar: 2 Liv Area Sq Ft: 4733 Built: 2017Monthly Fee: $938 Tax: $15,116 (2024)Community: Reunion West Ph 2 EastSingle Family
Taxes:$15,116
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: BEAUTIFUL 8 BEDROOM 8 BATHROOM WITH TWO MASTER BEDROOMS DOWNSTAIRS AND GUEST ROOMS ON THE FIRST FLOOR. TWO OTHER MASTER BEDROOMS UPSTAIRS ALONG WITH 3 GUESTS BEDROOMS WITH PRIVATE BATHROOMS. FULLY FURNISHED VACATION HOME WITH PRIVATE SPA AND LARGE POOL WITH NO REAR NEIGHBORS. OVERSIZED KITCHEN WITH DOUBLE REGRIGIRATORS AND DOUBLE DISHWASHERS FOR ENTERTAINING. THIS HOME IS LOCATED IN THE WORLD CLASS ENCORE CLUB WITH 24/7 MANNED GUARD GATE. THIS HOME HAS OVERSIZED LOT AND ALL ROOMS ARE SUITES ( PLEASE SEE FLOOR PLAN) PERFECT FOR LARGE FAMILY REUNION WITH A LOT OF PRIVACY EITHER LOUNGING ON THE POOL DECK OR WATCHING YOUR FAVORITE MOVIES WITH POPCORN AND ENJOYING GREAT FAMILY MEMORIES WITH LOVED ONES. THE RESORT IS LOCATED JUST A FEW MILES FROM DISNEY WITH PRIVATE WATER PARK, TENNIS COURTS, BEACH VALLEYBALL COURTS, BASKETBALL , PRIVATE PICNIC PARK RIGHT ACROSS THE STREET FROM THE HOME, SOCCERFIELD AND TONS OF ACTIVITIES.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
721 MABBETTE ST, KISSIMMEE, FL 34741
$358,990182 Days on yellowkey MLS ID: S5141765
REDUCED by $1,000 (0.3%) on 06/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1926 Tax: $2,833 (2025)Community: Mathews AddSingle Family
Taxes:$2,833
Remarks: Beautifully maintained 3-bedroom, 2-bath home in the vibrant downtown Kissimmee area. Featuring a generous kitchen with abundant storage, a spacious family room, and a charming living room with custom built-ins. The classic front porch provides the perfect space to unwind and enjoy the Florida breeze. Ideally located near restaurants, parks, and entertainment—this home is a true gem!
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Fernando Homs (407-873-9370)
2356 VALLEY AVE, KISSIMMEE, FL 34744
$360,000124 Days on yellowkey MLS ID: O6390430
4 Days Off yellowkey (back on 6/2/2026)
REDUCED by $5,000 (1.4%) on 05/05/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1973 Tax: $671 (2025)Community: Town & Country Estates Unit 1Spa: NoSingle Family
Taxes:$671
Elementary School: Mill Creek Elem (K 5)
High School: Gateway High School (9 12)
Remarks: Under contract-accepting backup offers. HOME WITH POOL!! Unbeatable Value in Prime Kissimmee! NO HOA Don’t miss this incredible opportunity to own a POOL HOME in one of Kissimmee’s most convenient locations, offered at a GREAT MARKET VALUE! This 4-bedroom, 2-bath single-family home sits on a quiet neighborhood and offers endless potential for home buyers ready to make it shine. With 1,855 sq ft of living space, a fenced backyard this property is perfect for anyone looking to build equity, create their dream space, or snag a smart investment in a high-demand area. featuring a private pool, and solid bones, this home is a true diamond in the rough. Bring your vision, add some cosmetic updates, and watch your equity grow. Enjoy the benefits of fully paid-off solar panels that transfer at closing, delivering immediate energy savings for the new owners. Major recent upgrades include a new roof and windows (2021), pool resurfacing (2025), tankless water heater (2025), and an updated electrical panel (2026), giving buyers added confidence long-term value and peace of mind. Private backyard with pool area—perfect for outdoor enjoyment and entertaining. LOCATION IS EVERYTHING: enjoy easy access to Florida’s Turnpike, U.S. 192 and I-4, placing you just minutes from world-famous theme parks, shopping, restaurants, and entertainment. Close proximity to the Bob Makinson Aquatic Center for additional recreation. Move-in ready with modern upgrades—ideal for primary residence, vacation home, or investment opportunity. Whether you’re searching for your next family home, vacation rental, or a profitable renovation project, this home checks all the boxes. The property is being sold "As Is" BRING YOUR OFFERS TODAY!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Gisselle Guerra (407-575-7472)
246 NEW RIVER DR, KISSIMMEE, FL 34759
$374,90014 Days on yellowkey MLS ID: S5152633
0 Days Off yellowkey (back on 7/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 2000Monthly Fee: $441 Tax: $1,536 (2025)Community: Solivita Ph 01Single Family
Taxes:$1,536
Elementary School: Dundee Elem
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Virtually Staged. Like new and priced to sell! This beautifully maintained 3-bedroom, 2-bath Carnegie model is situated on an oversized lot with breathtaking water and conservation views, just minutes from the Solivita Village Center amenities. Enjoy worry-free living with an exceptional list of recent upgrades, including a new kitchen appliance package and washer/dryer (2025), HVAC (credit for a new one at closing), roof (2016), energy-efficient hurricane-rated double-pane windows and sliding glass doors (2018), and fresh interior (2025) and exterior paint (2025). Hot Tub (2024) Even better, the paid-off solar panels keep electric bills at an incredible average of approximately $39 monthly. Inside, you'll find luxury vinyl plank flooring, plantation shutters, and crown molding throughout the living areas. The covered front porch and leaded-glass entry door welcome you into the bright, open great room, where large sliding glass doors showcase the spectacular water views and open to the covered, screened lanai. A separate dining room provides the perfect setting for entertaining family and friends. The custom kitchen is a chef's dream, featuring quartz countertops, an illuminated under-cabinet tile backsplash, abundant custom cabinetry, a breakfast bar, and a sunny breakfast nook overlooking the water. Wake up to peaceful water views from the spacious primary suite, complete with private lanai access. The luxurious en-suite bath offers dual vanities, a dedicated makeup vanity, a walk-in shower, and a relaxing whirlpool garden tub. The split-bedroom floor plan provides privacy for guests. The guest bedroom and bath are located on the opposite side of the home, while the third bedroom offers exceptional flexibility as a bedroom, office, den, or hobby room, with beautiful water views and direct access to the lanai. The covered and screened lanai is designed for year-round enjoyment, featuring custom tile and marble flooring, a relaxing hot tub, and panoramic water and conservation views. The oversized backyard provides plenty of room to add a fence for your furry family members. Additional features include a laundry room with custom cabinetry and sink, a spacious two-car garage with epoxy flooring, abundant storage, attic access, and beautifully landscaped grounds maintained by the HOA. This truly move-in-ready home offers spectacular views, premium upgrades, exceptionally low utility costs, and an outstanding location—making it one of the best values currently available in Solivita. Solivita is a premier 55+ community, offering residents an exceptional lifestyle with state-of-the-art amenities. Enjoy a fully 2 equipped fitness centers, dance and aerobics studios, and an impressive array of recreational options including 14 heated swimming pools, two heated spas, tennis courts, pickleball courts, shuffleboard, bocce ball, billiards, and an art gallery. The community also features three on-site restaurants and two championship 18-hole golf courses. With a full calendar of activities and events, there’s always something new to explore and enjoy. This home is conveniently located near a hospital and medical office complex, and shopping center.
Listing is courtesy of: PELLEGO, LLC (561-414-4614)
Listing Agent: Stan Wilson (850-496-3424)
2851 JASPER RUN, KISSIMMEE, FL 34758
$499,99918 Days on yellowkey MLS ID: TB8523929
0 Days Off yellowkey (back on 7/6/2026)
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3156 Built: 2013Monthly Fee: $50 Tax: $3,612 (2025)Community: Emerald LakeSpa: NoSingle Family
Taxes:$3,612
Elementary School: Sunrise Elementary
Remarks: Under contract-accepting backup offers. STUNNING 5-BEDROOM SHOWSTOPPER WITH SOLAR SAVINGS! Welcome home to this beautifully upgraded, contemporary estate located in the highly desirable Emerald Lake community. Boasting an expansive floor plan with 5 bedrooms and 5.5 bathrooms, this turnkey residence has been completely revitalized for today’s buyer. Step inside to crisp, fresh interior paint that perfectly complements the modern updates throughout. The heart of the home features a massive great room highlighted by a custom electric fireplace, creating the perfect ambiance for gatherings. The spacious kitchen features premium finishes, 42" cabinets, and look-at-me design choices perfect for home chefs.Enjoy ultimate flexibility with layout configurations featuring dual main bedroom options (downstairs and upstairs), plus a gigantic upstairs loft/game room ideal for entertainment. Step outside to your private, structurally screened large patio looking out on the peaceful surroundings.GREEN ENERGY ADVANTAGE: Say goodbye to unpredictable, skyrocketing electric bills! The home is equipped with a high-efficiency solar panel system. The existing low-rate lease transfers seamlessly to the new buyer, locking in massive, immediate utility savings from day one.Unbeatable Kissimmee location close to world-class attractions, major transit corridors, dining, and shopping. Extremely low $50/month HOA includes access to the community pool, playgrounds, and park. Move-in ready, meticulously maintained, and priced to sell. Schedule your private tour today!
Listing is courtesy of: TARGET REALTY CORP (813-598-8344)
Listing Agent: William Moya (813-598-8344)
667 HERALDO CT, KISSIMMEE, FL 34758
$236,000526 Days on yellowkey MLS ID: S5118760
3 Days Off yellowkey (back on 2/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1372 Built: 1988Monthly Fee: $15 Tax: $622 (2023)Community: Poinciana Village 1 Nbhd 3 WestSingle Family
Taxes:$622
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Short Sale. Bank-Approved Short Sale – Price Approved! Single-story 3BR/2BA home in Poinciana with Spanish-style details and a comfortable layout. Fully fenced backyard and 2-car garage with washer/dryer space. Conveniently close to shopping, restaurants, schools, medical centers, golf, and more. Includes solar panels – buyer responsible for paying off or refinancing the balance prior to or at closing. Bank-approved at the listed price – move-in ready and well-maintained!
Listing is courtesy of: EXP REALTY LLC (407-674-7777)
Listing Agent: Walter Parraga (407-764-0245)
2275 RAMBLING OAKS WAY, KISSIMMEE, FL 34746
$495,00018 Days on yellowkey MLS ID: O6418529
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2768 Built: 2006Monthly Fee: $54 Tax: $6,130 (2025)Community: Oak Hammock Preserve Unit 2Single Family
Taxes:$6,130
Remarks: Virtually Staged. Well cared for home in the sought-after Oak Hammock Preserve community. This spacious 4-bedroom, 3-bathroom home offers 2,768 square feet of thoughtfully designed living space, combining comfort, functionality, and beautiful outdoor water views. As you enter the home, you'll find a versatile den just off the foyer, perfect for a home office, study, playroom, or flex space to fit your needs. The open-concept layout features generous living and dining areas filled with natural light, high ceilings creating an inviting atmosphere for both everyday living and entertaining. The spacious kitchen sits at the heart of the home overlooking the main living area, with views of the water and serene surroundings. Kitchen offers ample cabinet and counter space, making it the ideal gathering place for family and friends. The private primary suite provides a relaxing retreat with his and her closets and en suite bathroom complete with his and her vanities soaking tub and full shower with standing wall. Three additional bedrooms creates flexibility for guests or family members. A convenient feature of the home is the third full bathroom located just inside the rear entrance, providing easy access from the backyard and outdoor living areas. Step outside and enjoy the peaceful setting as the home overlooks serene water views and community walking trails, creating a tranquil backdrop for relaxing mornings and evening strolls. Residents of Oak Hammock Preserve enjoy access to community amenities, including a swimming pool and playground, while benefiting from a convenient location near shopping, dining, schools, major roadways, and Central Florida's world-famous attractions. This beautiful home offers the perfect blend of space, versatility, and scenic surroundings in one of Kissimmee's desirable communities. Don't miss the opportunity to make it yours!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alexis Mckenzie (321-438-9670)
8869 BENGAL CT, KISSIMMEE, FL 34747
$489,00071 Days on yellowkey MLS ID: O6404732
2 Days Off yellowkey (back on 7/5/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $607 Tax: $9,465 (2025)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$9,465
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Under contract-accepting backup offers. CORNER LOT! Why wait for a new home to be built, when you can buy this fully furnished, turn-key VACATION HOME in the sought-after gated community of Windsor at Westside! Excellent Income Producing SHORT-TERM RENTAL Home. ONLY 10 MINS from Disney Gate! Fully furnished and professionally decorated two-story home with a private pool. This 5 bed/4 bath Winstone model features a spacious great room and kitchen with granite Island, allowing for ample seating and space to entertain. The sliding doors lead to your own private oasis with a covered, screened lanai with pool. One Guest Bedroom/Bath downstairs. Enjoy the myriad benefits of a resort-style community and have a blast! You'll have access to a fantastic clubhouse, a heated pool and spa, wireless internet on the pool deck, a lazy river, a state-of-the-art fitness center, a playground, a game room, and much more - all designed for families to relish for hours! The HOA takes care of landscaping maintenance, provides internet and cable services, and offers daily valet garbage disposal for your convenience. Located just a short distance from Highway 192, this charming short-term rental community provides easy access to major highways like I-4 and US-27. Plus, it's just a stone's throw away from theme parks, attractions, shopping malls, outlets, local restaurants, and grocery stores. Don't miss out on this fantastic opportunity to own a piece of the vacation rental market in the heart of Kissimmee!
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
1137 SHAWNEE DR, KISSIMMEE, FL 34744
$234,700309 Days on yellowkey MLS ID: O6342706
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 684 Built: 1920 Tax: $2,343 (2024)Community: Osceola AcresSingle Family
Taxes:$2,343
Remarks: Charming Home with Income Potential in Kissimmee! This well-maintained property offers a functional layout with flexible living space, including an additional room with its own private bath—ideal for guests, a home office, or a private retreat. The home has benefited from various updates and improvements over the years, providing added value and peace of mind. Recent inspections and appraisal evaluations have already been successfully completed. Enjoy a spacious backyard featuring a tiny home with rental potential, creating an excellent opportunity for additional income. NO HOA. Conveniently located near US-192, Orange Blossom Trail, shopping, dining, schools, and major roadways. Whether you’re looking for a primary residence or an investment opportunity, this property offers flexibility, value, and potential in one package. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Yessica Rios Rios (407-773-6380)
2943 CASABELLA DR, KISSIMMEE, FL 34744
$399,900221 Days on yellowkey MLS ID: O6363943
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1895 Built: 2014Monthly Fee: $175 Tax: $7,799 (2024)Community: Villa Sol VillageSpa: NoSingle Family
Taxes:$7,799
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Neptune Middle (6-8)
Remarks: This stunning four-bedroom, two-bath, single story home is a true gem. The HVAC is 3 years old, inside, you’ll find a spacious open floor plan, brand-new luxury vinyl plank flooring, and 8.5-foot ceilings that create a bright, airy feel. The kitchen is a chef’s delight with 42 inch upper cabinets, a closet pantry, and granite countertops throughout the home. The primary suite is thoughtfully designed for privacy and comfort, featuring a large walk-in shower, double vanities, a private water closet, and two generous walk-in closets. Completing the home is a beautiful and durable terracotta clay tile roof, adding both charm and longevity. This home truly combines luxury, convenience, and resort style living at its finest! Nestled inside a beautifully HOA maintained gated community, this neighborhood offers an unparalleled blend of comfort, recreation, and natural beauty. Residents enjoy a grand clubhouse complete with an elegant event center perfect for weddings, family celebrations, and large gatherings along with multiple private meeting rooms for work or social activities. Step outside and experience amenities designed for every lifestyle: tennis courts, basketball courts, a kiddie playground, and charming picnic areas with BBQ stations set on a spacious lakeside deck overlooking serene Lake Toho. Stroll along the community’s meandering streets and relax on shaded park benches as you take in the peaceful scenery and local birdlife. Conveniently located, this home puts you just 30 minutes from Magic Kingdom and SeaWorld, only minutes from Orlando International Airport, and close to countless navigable lakes for boating and outdoor fun.
Listing Agent: Evelyn Malave (407-973-4303)
2304 INDIAN MOUND TRL, KISSIMMEE, FL 34746
$650,00019 Days on yellowkey MLS ID: O6420257
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3764 Built: 2002Monthly Fee: $147 Tax: $4,161 (2025)Community: Hidden HarborSingle Family
Taxes:$4,161
Elementary School: Pleasant Hill Elem
Remarks: Private one-acre home in Kissimmee's most coveted gated lakefront community, Hidden Harbor, offering 3,764 square feet, five bedrooms, 3.5 bathrooms, a main-floor primary suite, private large workout room and an oversized upstairs game room. A circular driveway and mature landscaping create an impressive approach to this colonial-style home. Inside, abundant natural light, generous room sizes, and a versatile floor plan provide space for everyday living, entertaining, working from home, and hosting guests. The kitchen serves as the center of the home and features granite countertops, stainless steel appliances, herringbone tile flooring, a large center island, and an oversized pantry. The adjoining living and dining areas provide an open, comfortable setting for gatherings. The main-floor primary suite includes dual vanities, a soaking tub, a separate shower, and direct access to a large, dedicated home gym. Four additional bedrooms provide ample space for family, guests, or home offices. Upstairs, the spacious loft and game room includes a half bathroom and can be used as a media room, recreation area, office, or additional entertaining space. The private backyard features an open lawn and mature trees, creating a quiet outdoor setting with room to relax, entertain, or enjoy the one-acre property. Hidden Harbor residents have access to community tennis courts and a private fishing dock. The home is also conveniently located near shopping, dining, major roadways, and Central Florida attractions.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
5448 ISLA SAONA DR, KISSIMMEE, FL 34758
$377,95414 Days on yellowkey MLS ID: O6421513
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2287 Built: 2026Monthly Fee: $50Community: WestviewSingle Family
Remarks: Under Construction. What's Special: No Rear Neighbors | Water View | Close to Amenities | Flex Room. New Construction – July Completion! Built by America's Most Trusted Home Builder. Welcome to the Kingfisher at 5448 Isla Saona Drive in Westview! This inviting two-story home offers a bright and functional layout designed for everyday living. Step through the porch and foyer into an open great room that flows seamlessly into the dining area and kitchen with a central island and walk-in pantry—perfect for gathering. A flex room off the foyer adds versatility for a home office or hobby space, while a secondary bedroom and full bath are tucked away for added privacy. Upstairs, the spacious primary suite features a relaxing bath and generous closet, along with three additional bedrooms, a shared bath, and a convenient laundry room. A patio enhances indoor-outdoor living. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: Laundry package, refrigerator, and 2" faux blinds throughout whole house. MLS#O6421513
17 HERRING CT, KISSIMMEE, FL 34759
$305,000343 Days on yellowkey MLS ID: O6333693
REDUCED by $10,000 (3.2%) on 07/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 2024Monthly Fee: $90 Tax: $391 (2024)Community: Poinciana Nbrhd 04 Village 07Single Family
Taxes:$391
Elementary School: Laurel Elementary
Remarks: Welcome to this beautiful new construction home at 17 Herring Ct in Poinciana, ready for immediate move-in. This 3-bedroom, 2-bathroom house offers 1,768 square feet of comfortable living space with modern upgrades throughout. The heart of the home features a spacious kitchen with granite countertops, a large island, and 42-inch soft-close cabinets. Stainless steel appliances complete the kitchen's clean, updated look. Ceramic tile flooring flows throughout the home, paired with elegant 5-inch baseboards that add a polished touch to every room. The primary bedroom provides a peaceful retreat, while the primary bathroom offers convenience with dual sinks topped with granite counters. The second bathroom also features attractive tile work, maintaining the home's consistent style. This property stands out with its move-in ready condition and quality finishes. The granite surfaces, upgraded cabinetry, and tile flooring create a fresh, contemporary feel perfect for today's lifestyle. The open layout maximizes the home's square footage, providing plenty of room for daily living and entertaining. Located in Poinciana, this home offers the benefits of new construction with the convenience of immediate occupancy. No waiting for completion or dealing with construction delays. The attention to detail in the finishes and the practical layout make this an excellent opportunity for buyers seeking a turnkey home. Don't wait to see this well-appointed property that combines modern amenities with comfortable living spaces, all ready for you to call home today.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Miguel Lopez (407-922-9996)
106 VISTA DR, KISSIMMEE, FL 34759
$279,90048 Days on yellowkey MLS ID: O6411500
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1786 Built: 2004Monthly Fee: $441 Tax: $2,937 (2025)Community: Solivita Ph 04C Sec 02Single Family
Taxes:$2,937
Elementary School: Palmetto Elementary
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. SELLER OFFERING UP TO $7,500 TOWARD BUYER CLOSING COSTS, PREPAID EXPENSES, OR INTEREST RATE BUY-DOWN WITH ACCEPTABLE OFFER. NEW ROOF INSTALLED IN 2024 AND HVAC REPLACED IN 2012 provide valuable peace of mind and enhance the overall value of this well-maintained home.Welcome to resort-style living in Solivita, one of Central Florida's premier 55+ gated communities. This spacious 3-bedroom, 2-bath residence offers approximately 1,786 square feet of comfortable living space, featuring a freshly painted interior, brand-new carpeting in the bedrooms, an open-concept floor plan, generous living and dining areas, and a screened lanai perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine.The functional layout provides an excellent opportunity for buyers seeking a move-in-ready home while offering the flexibility to add personal touches over time. Significant recent improvements combined with the seller's $7,500 contribution create outstanding value for buyers seeking one of the best opportunities currently available in Solivita.Residents enjoy access to championship golf courses, resort-style pools, state-of-the-art fitness centers, pickleball and tennis courts, walking trails, on-site dining, entertainment venues, and hundreds of clubs and activities. Whether you're searching for a primary residence, seasonal retreat, or retirement home, this property offers exceptional value, important capital improvements, and the vibrant active-adult lifestyle that continues to attract buyers from across the country.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Karen O'Neil (407-789-5565)
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