Location: Kissimmee
Do Not Show Listings
627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744
$459,90075 Days on yellowkey MLS ID: O6392189
12 Days Off yellowkey (back on 5/4/2026)
REDUCED by $10,000 (2.1%) on 04/08/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2846 Built: 2005Monthly Fee: $41 Tax: $3,538 (2025)Community: Woodland CreekSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,538
Elementary School: Mill Creek Elem (K 5)
High School: Osceola High School
Tax Year: 2025
Middle School: Denn John Middle
Remarks: PRICE REDUCTION! SELLER MOTIVATED! Welcome to Woodland Creek. This beautifully maintained 4-bedroom, 2.5-bath home offering space, comfort, and modern upgrades throughout. A versatile first-floor bonus room provides the perfect option for a fifth bedroom, home office, gym, or playroom, while the main living area is ideal for entertaining and family gatherings. The updated kitchen features quartz countertops, stainless steel appliances, and two walk-in pantry closets, delivering exceptional storage and functionality. A nearby laundry room and enclosed porch add everyday convenience and additional living space. Upstairs, all four bedrooms are generously sized, each capable of accommodating king-size beds. The spacious primary suite includes dual sinks, a soaking tub, separate shower, and two walk-in closets. A second-floor loft offers additional flexible space for a family room, office, or study area. Enjoy the large backyard with mature trees, patio space, and plenty of room for outdoor entertaining. Major updates include roof (2021), two Carrier A/C units (2023 & 2024), exterior paint (2024), bathroom upgrades (2024), kitchen updates (2020), vinyl fencing, and LVP flooring. Conveniently located near shopping, dining, Florida Turnpike, Osceola Parkway, and major theme parks. Property is also approved for short-term rental.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Roland Barcenilla (407-480-6438)
310 E MAGNOLIA ST, KISSIMMEE, FL 34744
$250,000117 Days on yellowkey MLS ID: O6379567
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1312 Built: 1940 Tax: $3,382 (2025)Community: Robert Bass AddSingle Family
Taxes:$3,382
Elementary School: None
High School: None
Middle School: None
Remarks: Back on Market! Brand new kitchen cabinets and countertops are in the processing of being installed, and there is a Transferable Termite Bond!! Welcome home to 310 E Magnolia St, Kissimmee, FL 34744 — a rare opportunity just steps from the heart of historic Downtown Kissimmee with NO HOA, endless flexibility, and serious upside! This charming property sits on a nearly Quarter-Acre, Fully Fenced lot with a huge Extended Driveway that easily fits multiple vehicles meaning bring your boat, trailer, or work trucks with no restrictions. Whether you’re a primary homeowner craving space or an investor looking for income potential, or BOTH — this one checks all the boxes. The main home welcomes you with a cute front deck, perfect for morning coffee or evening sunsets. Inside, you’ll find 3 bedrooms and 1.5 bathrooms, including a full bathroom with an updated Tiled freestanding shower. The layout offers an open living and dining room combo, plenty of natural light, laminate and tile flooring throughout (no carpet), a kitchen equipped with all essential appliances, and an indoor laundry room with washer/dryer connections. Toward the rear of the home, a bonus flex room near the half bath provides the perfect space for a home office, gym, or playroom. The true standout? A Detached Garage converted into a Studio Apartment featuring a full bedroom AND full bathroom—ideal for guest accommodations, multigenerational living, or immediate rental income to boost your cash flow. Location is everything, and this one is unbeatable. Just a few blocks from Downtown Kissimmee, you’re minutes from Lake Tohopekaliga’s scenic waterfront, Kissimmee Lakefront Park, vibrant restaurants, boutique and antique shops, artisan stores, the Kissimmee Valley Farmers Market, year-round community events, seasonal festivities, and SunRail access for easy commuting. Add in proximity to schools, Disney, major roads and highways, the Turnpike, Orlando International Airport, and hospitals, and you’ve got prime convenience wrapped in small-town charm. With the city’s continued growth and revitalization, owning here isn’t just buying a home- it’s investing in the future. Opportunities like this in Downtown Kissimmee don’t come around often. Schedule your private showing Today before it’s gone!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
8128 YELLOW CRANE DR, KISSIMMEE, FL 34747
$365,00035 Days on yellowkey MLS ID: O6402487
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2707 Built: 2002Monthly Fee: $86 Tax: $6,704 (2025)Community: Oak Island CoveSingle Family
Taxes:$6,704
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: This expansive five-bedroom, four-bath residence offers over 2,700 square feet of living space and is perfectly positioned in a highly desirable location. Brimming with potential, this property presents a rare opportunity with vision to transform it into a truly exceptional home. With generous room sizes, a versatile layout, and strong structural footprint, this home is ideal for a complete renovation tailored to your personal style or investment goals. Properties of this size in such a prime area are increasingly hard to come by, making this a unique chance to create significant value. Whether you’re looking to design your dream home or secure a promising investment in a sought-after neighborhood, this property is a canvas ready for its next chapter
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Neal Lovell (407-466-1529)
7624 SAND PIERRE CT, KISSIMMEE, FL 34747
$337,50054 Days on yellowkey MLS ID: S5147125
REDUCED by $12,000 (3.4%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 2022Monthly Fee: $480 Tax: $8,091 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASingle Family
Taxes:$8,091
Elementary School: Island Village Elementary School
High School: Poinciana High School
Middle School: Celebration K-8
Remarks: Skip the wait and move straight into luxury! This 2BR/2BA home is located inside the gated community Four Seasons at Orlando. Features include a stunning open floor plan, and a owner’s retreat. As part of this premier 55+ community, you’ll enjoy a 12,000 sq ft clubhouse, resort pools, pickleball, tennis, bocce, and golf at Mystic Dunes Resort. Local Perk: You’re less than 10 minutes from AdventHealth Celebration and just a short drive to the world-class freshwater fishing at Lake Tohopekaliga. Live where others vacation—minutes from Disney, championship golf, and upscale dining. Schedule your tour today!
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Anthony Ullio (321-578-2379)
2433 HURON CIR, KISSIMMEE, FL 34746
$465,000391 Days on yellowkey MLS ID: TB8378409
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2880 Built: 2001Monthly Fee: $13 Tax: $7,622 (2024)Community: Brighton Lakes Ph 1Spa: NoSingle Family
Taxes:$7,622
Elementary School: Sunrise Elementary
Tax Year: 2024
Middle School: Horizon Middle
Remarks: Level lot, big house, no house behind the back yard in wood area, very bright inside the house. Kitchen - remodel, new granite countertops, sink, and faucets, new lighting fixture, repainted cabinets inside, outside, & draws, all appliance stainless steel and range 3 or 4 years. Dinning room - new lighting fixture. All bedrooms - new carpet, new paint for the interior, door, and trims. Bathrooms - remodeled, new granite countertops, sinks, and faucets, repainted inside of cabinets and draws, new lighting fixtures. Garage - ceiling storage shelf, new wall and ceiling paint, new epoxy floor. New hot water heater tank with 12 years material warranty, 3 years manufacturer and 5 years Allstate buydown labor warranty. New dryer and 3 years old washer with 10 years warranty. New roof installed in Dec 2021, with four points and wind mitigation inspections to reduce your insurance premium, with 50 years lifetime material warranty and one time transfer, 10 years labor warranty with one time transfer from the installer. New grass in front and sides. Exterior paint 7 years old with Sherwin Williams 25 years material warranty. Tile floor in the entire first floor. One bedroom and one full bathroom in the first floor. New HVAC installed in April 2023 with Trane brand, 10 years material and 3 years labor warranty and transfer.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
4910 HAROLD STANLEY DR, KISSIMMEE, FL 34758
$475,000118 Days on yellowkey MLS ID: O6379573
Bed: 5 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2623 Built: 2007Monthly Fee: $354 Tax: $5,585 (2025)Community: Trafalgar Village Ph 3Single Family
Taxes:$5,585
Remarks: Turn-key and FULLY FURNISHED in a desirable gated resort community in Kissimmee, making it ideal for primary residence, or as investment property! BRAND NEW ROOF (March 2026), NEW FLOORING in all bedrooms, NEW FURNITURE, screened-in pool, and tranquil lake views. Located next to a preserved conservation area, this home offers added privacy and a peaceful setting. Residents enjoy access to a stunning resort-style clubhouse with pool, fitness center, movie theater, game room, sand volleyball court, and more. A perfect blend of comfort, lifestyle, and income potential. Must see!!
Listing is courtesy of: AGENT PLUS REALTY (954-605-2954)
Listing Agent: Mauricio Doche (954-304-1534)
312 LA PAZ DR, KISSIMMEE, FL 34743
$290,00046 Days on yellowkey MLS ID: L4961194
2 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1000 Built: 1981 Tax: $3,627 (2025)Community: Bvl Unit 3Single Family
Taxes:$3,627
Elementary School: Boggy Creek Elem (K 5)
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Under contract-accepting backup offers. Beautifully maintained home in a prime Kissimmee location! This property offers a spacious layout with comfortable living areas, perfect for both relaxing and entertaining. Conveniently located near major highways, shopping, dining, and attractions, making everyday living easy and accessible. Ideal for first-time buyers, investors, or anyone looking to enjoy the Florida lifestyle. Don’t miss this great opportunity—schedule your showing today.
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Amalia Lucena (904-614-1930)
8211 FAN PALM WAY, KISSIMMEE, FL 34747
$475,00048 Days on yellowkey MLS ID: S5147833
REDUCED by $24,900 (5.0%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2001Monthly Fee: $275 Tax: $6,629 (2025)Community: Wyndham Palms Ph 1BSingle Family
Taxes:$6,629
Elementary School: Celebration K-8
High School: Gateway High School (9 12)
Remarks: Looking for an investment opportunity or first home? Look no further; this one has it all. Located in Windsor Palms Resort near Orlando's Theme Parks and attractions. NEW ROOF. NEW HVAC system and brand-new pool equipment. Spacious fully equipped kitchen with all appliances, dishware, and cutlery. Dining room with wooden table and 8 chairs. Half-bathroom with access to pool deck. The expansive family room comes with sofa, loveseat, and armchair and 65? Smart TV. Master bedroom with King bed and ultra spacious bathroom. Shower stall. Separate bathtub. Jack and Jill wash basins. Walk-in closet. Direct access to pool. Blackout blinds for your comfort and sleeping time. Second King bedroom with ensuite. Bathtub with shower. 40? Smart TV. Walk-in closet. Bunk bedroom. Full bed on bottom and single on top. Shared bathroom with second king bedroom. 32? Smart TV. Closet. Queen bedroom with ensuite. Shower stall. Walk-in closet. 40? Smart TV. Twin bedroom which shares bathroom with Queen bedroom. Walk-in closet. 32? Smart TV. PRIVATE POOL /JACUZZI with Child Safety Fence. The home comes with a fully enclosed pool and large jacuzzi which nestles up to a marvelous conservation area with Florida pines and other beautiful flora. An outdoor dining set for 6 guests is located in covered lanai area with high ceiling, fan, and light.
Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)
Listing Agent: Lizzy Byrne (863-585-8266)
2650 SANTOSH CV, KISSIMMEE, FL 34746
$499,90064 Days on yellowkey MLS ID: O6394749
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2806 Built: 2014Monthly Fee: $396 Tax: $6,942 (2025)Community: Veranda Palms Ph 1CSingle Family
Taxes:$6,942
Remarks: Spacious two-story pool home located in the desirable Veranda Palms community in Kissimmee. Built in 2014, this well-designed residence offers approximately 2,806 square feet of heated living space and over 3,300 total square feet, featuring 5 bedrooms and 4.5 bathrooms, ideal for primary residence, vacation use, or investment purposes. The property includes a private in-ground pool, spa, screened enclosure, and functional layout with generous living areas and natural light throughout. Situated on a low-maintenance residential lot, the home provides comfort and flexibility for both owner-occupants and investors seeking strong rental demand in the Central Florida market. Conveniently located near major highways, shopping, dining, entertainment, and Orlando’s world-renowned attractions, this property presents an excellent opportunity to own in a high-growth area with proven sales activity within the subdivision. Showings require advance coordination.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Eduardo Angulo (786-393-0017)
442 BIG BLACK PL, KISSIMMEE, FL 34759
$256,00078 Days on yellowkey MLS ID: S5145812
0 Days Off yellowkey (back on 5/4/2026)
REDUCED by $13,000 (4.8%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1924 Built: 2022Monthly Fee: $100 Tax: $4,053 (2025)Community: Poinciana Nbrhd 06 Village 07Single Family
Taxes:$4,053
Elementary School: Lake Marion Creek Elementary
High School: Haines City Senior High
Middle School: Dundee Ridge Middle
Remarks: Discover comfort and space at 442 Big Black Place in Kissimmee, a charming 4-bedroom, 2-bath home designed for easy living. This inviting property features a bright open-concept layout that seamlessly connects the kitchen, dining room, and living room, creating the perfect setting for everyday living and entertaining. The spacious bedrooms offer flexibility for family, guests, or a home office, while the functional floor plan provides both comfort and convenience. Whether you're hosting gatherings, enjoying quiet evenings at home, or simply appreciating the flow of an open living space, this home delivers a warm and welcoming atmosphere in a great location. Don’t miss your opportunity—schedule your showing today and see everything this home has to offer! The home is being sold in As Is condition.
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
7936 JACKS CLUB CT, KISSIMMEE, FL 34747
$1,725,000105 Days on yellowkey MLS ID: S5144037
REDUCED by $125,000 (6.8%) on 04/28/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4588 Built: 2020 Tax: $23,260 (2025)Community: Reunion, Bears Den, Reunion WestSingle Family
Taxes:$23,260
Remarks: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
1145 SEASONS BLVD, KISSIMMEE, FL 34746
$550,000200 Days on yellowkey MLS ID: O6357414
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2286 Built: 2005Monthly Fee: $211 Tax: $5,980 (2024)Community: SeasonsSpa: NoSingle Family
Taxes:$5,980
Remarks: Fully Renovated 5-Bedroom Pool Home with Pond View in Prime Kissimmee Location! Welcome to this beautifully updated corner-lot residence ideally situated in the heart of Kissimmee, just off Highway 192 — offering quick access to shopping, dining, entertainment, and world-famous attractions. This stunning two-story home has been fully renovated to combine modern style with everyday comfort, making it truly move-in ready. Step inside to discover a bright and open floor plan featuring brand-new flooring throughout, fresh interior and exterior paint, and high ceilings that create an inviting sense of space. The fully upgraded kitchen showcases new cabinets, elegant countertops, and ample storage, making it a dream for both everyday living and entertaining. This spacious home offers five bedrooms and three full bathrooms, with the primary suite conveniently located on the main floor for added privacy and comfort. Upstairs, you’ll find additional well-sized bedrooms perfect for family, guests, or a home office. Outdoors, enjoy your very own private screened-in pool overlooking a peaceful pond view, providing the perfect setting for relaxation or weekend gatherings. The extended driveway offers plenty of parking space, ideal for large families or guests. With its prime location, thoughtful upgrades, and elegant design, this home has it all — whether you’re seeking a family residence, vacation retreat, or investment opportunity. Don’t miss your chance to own this beautifully renovated home — schedule your private showing today!
Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)
Listing Agent: Xiao Pang (407-988-6543)
523 PARTRIDGE DR, KISSIMMEE, FL 34759
$229,500264 Days on yellowkey MLS ID: S5134542
REDUCED by $17,000 (6.9%) on 05/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1942 Built: 2006Monthly Fee: $100 Tax: $3,873 (2024)Community: Poinciana Nbrhd 05 North Village 03Single Family
Taxes:$3,873
Elementary School: Laurel Elementary
Middle School: Lake Marion Creek Middle
Remarks: Spacious 1-Story Home with Flexible Layout. This spacious 1-story home offers great potential with 3 bedrooms plus a versatile flex room that can serve as an office or 4th bedroom. The property includes 2 full baths, a formal living room, and a comfortable family room—excellent for gatherings. The kitchen provides plenty of cabinet storage, a pantry, and a dinette area. The family room opens to a screened patio, ideal for relaxing or enjoying your morning coffee. With its flexible layout and functional spaces, this home is ready to be transformed into your ideal living space. Don’t wait—schedule your showing today before this opportunity is gone! Please note that this property is being sold in "As Is" condition, with no warranties provided by the seller.
709 S DILLINGHAM AVE, KISSIMMEE, FL 34741
$529,900116 Days on yellowkey MLS ID: S5143373
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 1983 Tax: $6,589 (2025)Community: E B Waters AddSingle Family
Taxes:$6,589
Elementary School: Thacker Avenue Elem (K 5)
Middle School: Kissimmee Middle
Remarks: INVESTORS OPPORTUNITY !!!! TENANT OCCUPIED. Fully remodeled, this inviting single-family home at 709 S Dillingham Ave in Kissimmee is designed for comfort and flexibility. The thoughtfully updated interior offers modern finishes throughout, creating a fresh and welcoming feel from the moment you arrive. Ideal for multi-generational living, the home includes a private mother-in-law suite with 2 bedrooms and 1 bathroom, perfect for extended family or guests while still maintaining privacy. Centrally located near downtown Kissimmee, shopping, dining, schools, and major roadways. Enjoy peace of mind with a beautifully updated home ready for its next chapter. A wonderful opportunity to settle into a space where everyone feels at home. Buyer to verify all measurements and information.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Abel Jimenez (407-452-4119)
1407 WATER LILLY LN, KISSIMMEE, FL 34744
$980,000401 Days on yellowkey MLS ID: S5125695
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3845 Built: 2004Monthly Fee: $195 Tax: $10,992 (2024)Community: Kissimmee BaySpa: YesSingle Family
Taxes:$10,992
Remarks: Welcome to your next home in the prestigious gated community of Kissimmee Bay Country Club, where luxury, technology, and nature come together in perfect harmony, offering breathtaking views of the majestic Lake Tohopekaliga (Lake Toho). This spectacular, fully renovated residence features 5 spacious bedrooms and 4.5 bathrooms, thoughtfully designed to provide comfort, elegance, and functionality. The primary suite, located on the first floor, offers private access to the pool and kitchen, along with a spa-style bathroom complete with a sauna—perfect for relaxation. The main level also includes an additional bedroom ideal for a home office or guest suite. Upstairs, you’ll find three additional bedrooms: one with a private en-suite bathroom and two that share a full bath, offering both privacy and flexibility. The interior showcases a modern and sophisticated design, featuring porcelain tile flooring on the main level and waterproof, light-toned laminate flooring upstairs and on the staircase, beautifully simulating natural wood for a warm and elegant ambiance. The open-concept layout seamlessly connects the kitchen, living room, and dining area, all with stunning views of the private pool and the lake. The chef-inspired kitchen includes quartz countertops, modern cabinetry, ample storage, a walk-in pantry with an additional refrigerator, smart Samsung appliances, an electric stove, and a full-house water filtration system with UV technology. Designed as a true smart home, this property includes: • USB and USB-C charging outlets throughout the home • Smart lighting controlled via the Kasa app • Remote-access smart locks • 360° high-definition security camera system • Smart intercom system connecting key areas of the home • Smart Samsung appliances (washer, dryer, and refrigerators) All systems can be conveniently controlled from your smartphone, providing maximum comfort, efficiency, and security. The main living area features a sleek electric fireplace, while the home also includes a fully equipped private gym with lake views, creating an inspiring space for workouts. The outdoor area is truly exceptional, featuring a pool with spa and waterfall, a fully equipped grilling area, a convenient poolside bathroom, ambient evening lighting, and a spacious backyard where you can enjoy beautiful sunrises and local wildlife, including birds, turtles, ducks, squirrels, and rabbits. For energy efficiency, the home includes a solar water heater, two additional traditional water heaters, three A/C units, and a new pool pump. The property also offers covered parking for three vehicles, plus additional space for up to eight more. Residents of Kissimmee Bay Country Club enjoy exclusive community amenities: • Private golf course • Tennis and basketball courts • Recreational park and event hall • Private boat dock with water access • RV and boat parking (annual lease available) • High-speed internet included in the HOA (Spectrum) Additionally, the property offers: • Boat parking available for an annual fee Don’t miss the opportunity to live in a home where luxury, smart technology, and nature create an unparalleled living experience on beautiful Lake Toho. Schedule your private tour today.
Listing Agent: Mariana Rondon (407-607-3558)
8491 OASIS KEY CV, KISSIMMEE, FL 34747
$539,950112 Days on yellowkey MLS ID: S5143577
0 Days Off yellowkey (back on 5/3/2026)
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2002Monthly Fee: $115 Tax: $6,306 (2025)Community: Emerald Island ResortSpa: YesSingle Family
Taxes:$6,306
Remarks: Welcome to your dream Florida getaway at 8491 Oasis Key Cove, nestled in the prestigious, guard-gated Emerald Island Resort. This expansive 7-bedroom, 4.5-bathroom residence comes fully furnished, offering a seamless transition for primary residents, vacation home seekers, or savvy investors looking for a high-performing short-term rental. The home is perfectly positioned on a quiet cul-de-sac with no rear neighbors, providing a private sanctuary for you to enjoy the screened-in pool and spa. Inside, the spacious floor plan and high ceilings create an inviting atmosphere, designed specifically for comfort and effortless entertaining. Beyond your private oasis, Emerald Island Resort offers a wealth of world-class amenities, including a luxury clubhouse, a fitness center with a sauna, a poolside Tiki bar, tennis and basketball courts, sand volleyball, mini-golf, and scenic nature trails. You are just minutes away from the magic of Walt Disney World, as well as premier Central Florida dining, shopping, and major attractions. As an added incentive for serious buyers, the Seller will offer a $20,000 credit with a full-price offer—the perfect opportunity to customize your new home or offset closing costs.
2920 SUNSET VISTA BLVD, KISSIMMEE, FL 34747
$385,000242 Days on yellowkey MLS ID: S5135926
1 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1249 Built: 1997Monthly Fee: $127 Tax: $2,854 (2024)Community: Sunset Lakes Ph 1Spa: NoSingle Family
Taxes:$2,854
Middle School: VOYAGER K-8
Remarks: Under contract-accepting backup offers. Welcome to a stunning, move-in-ready gated residence nestled in a charming, all-age community where majestic oak trees create an intertwining canopy over the paved road. This beautiful 3-bedroom, 2-bathroom home offers the unique advantage of short-term rentals or Airbnb, providing an excellent opportunity for supplemental income. Enter the foyer and appreciate the open-concept flow from the dining area to the spacious living room, followed by an open kitchen perfectly suited for effortless entertaining. The master suite provides a peaceful escape, complete with a private bath featuring dual vanity sinks. Beyond the interior, your private sanctuary awaits a spectacular 12×28 swimming pool, recently resurfaced five years ago, is ready for year-round enjoyment thanks to the dedicated heat pump and high-quality Pentair equipment, all enclosed by a large1707 sq ft screen structure. Major expenses are already handled, ensuring true peace of mind with a brand new AC replaced in 2023 and a new roof installed in 2021. The property is backed by mature trees, creating a quiet, private backyard retreat. Complete with a two-car garage, this home truly combines investment potential with the ideal Florida lifestyle. Schedule your showing today and make this exceptional house your new home.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lisa Dobbs (407-202-0271)
4324 PROLOGUE WAY, KISSIMMEE, FL 34746
$970,00069 Days on yellowkey MLS ID: O6393364
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4289 Built: 2022Monthly Fee: $264 Tax: $13,735 (2025)Community: Cove At Storey Lake 4Spa: YesSingle Family
Taxes:$13,735
High School: Liberty High
Remarks: Water VIEW with peaceful back yard ! Stunning fully furnished home located in one of Kissimmee’s most desirable SHORT-TERM RENTAL communities. This beautifully designed property offers a spacious open-concept layout, modern finishes, and a turnkey opportunity for both investors and homeowners. The home features a bright and inviting living area, a contemporary kitchen with stainless steel appliances and a large island, and multiple well-appointed bedrooms—perfect for accommodating guests or large groups. Sold fully furnished, this property is ready for immediate use or rental from day one. Located just minutes from Orlando’s world-renowned theme parks, shopping, dining, and entertainment, this home is ideally positioned for short-term rental success. The community offers resort-style amenities, making it even more attractive for vacation guests. If you’re looking for a VACATION HOME, this is an exceptional opportunity to own in a high-demand area.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Allan Kardosh (407-499-4466)
120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746
$525,00030 Days on yellowkey MLS ID: S5149098
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2003Monthly Fee: $100 Tax: $7,139 (2025)Community: Terra Verde ResortSpa: NoSingle Family
Taxes:$7,139
Remarks: Welcome to this beautifully designed modern home offering space, comfort, and privacy. Currently being operated as an extremely successful vacation rental, the home is being sold turnkey and ready to generate income from day one with forward bookings to convey if desired! Recent major upgrades provide peace of mind, including a new roof (2020), brand-new AC system downstairs (2025), and water heater (2026). Luxury vinyl plank flooring runs throughout the home (August 2024), combining durability with modern style. Featuring a stunning oversized pool deck with no rear neighbors, this property is perfect for living the Florida lifestyle; entirely screened, there is generous space for lounging, enjoying outdoor meals and delighting in the large, heated pool. Facing west it benefits from sunshine throughout the afternoon and evening. Inside, you’ll find a bright and open-concept layout with double-height living areas that create an airy, luxurious feel. The home includes three separate living spaces, ideal for large families or hosting guests, along with a dedicated workspace for remote work or study. The first living room is situated at the entrance, welcoming you into the home and seamlessly blending into the dining area. This leads us to the kitchen which is both functional and inviting, complete with all stainless-steel appliances, granite countertops, a large pantry, and a sunny breakfast nook overlooking the pool area through the expanse of sliding glass doors. The second living area spans the rear of the home, also benefiting from views out to the pool area and abundant natural light thanks to the second set of sliding glass doors behind. The property boasts 6 bedrooms and 5.5 bathrooms with a rare find of 3 bedrooms that could be classed as a Master/primary, as each have their own private ensuite bathroom. The first bedroom is situated on the ground floor and has a walk-in closet and ensuite bathroom with garden tub, elongated vanity space, separate shower stall and separate toilet space. On the first floor you will find the further 5 bedrooms spaced out around the expansive loft area, providing privacy to each resident, with the third living area being a very popular feature with vacation rental guests. To the far left you’ll find another of the large bedrooms with its private ensuite, to the far right down its own corridor you’ll find the third bedroom with own ensuite and walk-in closet. This floor also has the further three bedrooms, sharing two bathrooms, which are interspersed across the landing area. An additional highlight of this home is the fully equipped games room with its own independent AC meaning it is one of very few in the area that can be used all year round in comfort. Located in the stunning Terra Verde Resort you are just 1 minute walk from all of the fantastic amenities this community offers. The beautiful pool area, with large sundeck and chaise lounges, hot tub and on-site Tiki Bar benefit from serene views over the community’s private lake. There is also a game room with an arcade, child’s playground, beach volleyball, basketball court, and fitness center. You or your guests have endless options; relaxing and recharging in the hot tub, detoxing from stress in the sauna, or unwinding poolside with a beverage from the Tiki Bar!
Listing is courtesy of: HOUSE PROUD REALTY (407-497-4835)
Listing Agent: Charlotte Wallace (407-497-4835)
1590 BARBERRY DR, KISSIMMEE, FL 34744
$459,900285 Days on yellowkey MLS ID: S5133065
REDUCED by $30,000 (6.1%) on 04/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2142 Built: 2023Monthly Fee: $15 Tax: $8,284 (2024)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$8,284
Remarks: Under contract-accepting backup offers. MOTIVATED SELLERS – STRONG INCENTIVES TO COMPETE WITH NEW CONSTRUCTION! Seller is offering a TOTAL of $16,000 in buyer concessions that can be used toward closing costs and/or an interest rate buy-down, allowing buyers to reduce cash to close or lower their monthly payment. Buyers who use the preferred lender will also receive a FREE appraisal plus an additional lender credit at closing. Built in 2023, this move-in ready single-story home offers over 2,100 sq ft with 4 bedrooms, 3 baths, and a rare 3-car garage with dual openers. Unlike new construction, this home is fully equipped and ready now – no waiting, no extra upgrade costs. Property includes ALL kitchen appliances, washer and dryer, motorized blinds, whole-home water filtration system, hard-surface flooring throughout (NO carpet), fully fenced backyard, and peaceful conservation views with NO rear neighbors. Open-concept layout features a spacious great room flowing into the kitchen with tile flooring, modern lighting, large island, and ample cabinetry. Primary suite offers private conservation views; secondary bedrooms provide flexibility for guests or home office. Located near NeoCity, Lake Nona Medical City, Orlando International Airport, and major highways. Kindred amenities include multiple pools, clubhouses, fitness centers, trails, sports fields, playgrounds, and on-site K–8 school. Strong value compared to new construction – fully upgraded, move-in ready, and financially incentivized. Schedule your showing today.-DON'T MISS THIS OPPORTUNITY!!!!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Mila Rojas Paz (904-878-3020)
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