Location: Kissimmee
Do Not Show Listings
2308 DISTANT SUN TRL, KISSIMMEE, FL 34747
$1,099,00091 Days on yellowkey MLS ID: O6402383
REDUCED by $101,000 (8.4%) on 07/07/2026
Bed: 8 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3544 Built: 2025Monthly Fee: $718Community: Solara Phase 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: REDUCED PRICE. Enjoy the luxury and excitement with this professionally decorated vacation home PRETTY NEW. 8 BEDROOMS (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring a true Theme Park sensation right into your home—perfect for guests of all ages. Whether you’re looking for a HIGH-PERFORMING short-term rental, or a personal getaway, or both, this home checks every box. It’s fully turnkey with immersive themed rooms, access to resort-style amenities, a prime location near world-famous attractions. With spacious living areas, a modern kitchen, and private outdoor space, this home is ideal as a vacation retreat or income-producing investment. Imagine owning your slice of paradise in one of Central Florida’s most sought-after destinations—message now for details or to schedule your private showing and the income rental numbers!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Monica Gallo (407-520-9579)
3958 CARRICK BEND DRIVE, KISSIMMEE, FL 34746
$430,000142 Days on yellowkey MLS ID: O6388354
REDUCED by $10,000 (2.3%) on 05/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2055 Built: 2020Monthly Fee: $360 Tax: $5,944 (2025)Community: Bellalago Ph 5J Section 2Single Family
Taxes:$5,944
Elementary School: Discovery Intermedia (4-8)
High School: Liberty High
Middle School: Harmony Middle
Remarks: This beautiful lakeview single-family home is located in the resort-style gated community of Bellalago. It offers four bedrooms, two bathrooms, a gourmet kitchen, a spacious Dining room, a living room, and a separate laundry room. The home includes a 2-car garage and an exquisite Lanai with remarkable lake views. Residents will enjoy top-class amenities, including access to three swimming pools, a well-equipped gymnasium, a ping-pong table for leisure, a Tennis court for tennis lovers, and waterside adventures such as boating & fishing! Remember our four-legged friends - an exclusive dog park catering to your beloved pets! Revel in tranquility or entertain guests on your screened patio, secured by a state-of-the-art, 24/7 guarded community. Don't miss this golden opportunity. Please call the listing agent and make your appointment today.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Syed Shah (754-265-9514)
4445 SHIVA LOOP, KISSIMMEE, FL 34746
$630,000128 Days on yellowkey MLS ID: O6392356
REDUCED by $20,000 (3.1%) on 05/14/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3565 Built: 2017Monthly Fee: $250 Tax: $6,410 (2025)Community: Veranda Palms Ph 2ASingle Family
Taxes:$6,410
Remarks: Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and dining areas, and a beautifully appointed kitchen, this home is perfect for entertaining and guest comfort. Step outside to your private screened-in pool and spa, creating the ultimate vacation retreat where guests can relax and unwind after a day at the parks. Investment Highlights: ? High-income producing short-term rental potential,? Sleeps large groups comfortably ? Turnkey opportunity for Airbnb/VRBO investors. Resort-Style Amenities: Enjoy access to an amazing amenity center featuring a clubhouse, resort-style pool, fitness center, sports courts, and more—delivering a true vacation experience for guests. Conveniently located just minutes from world-famous attractions like Walt Disney World, shopping, dining, and major highways, making it highly desirable for vacationers year-round. Whether you’re looking to expand your investment portfolio or own a luxury vacation home, this property checks all the boxes!
1621 CUMIN DR, KISSIMMEE, FL 34759
$189,500145 Days on yellowkey MLS ID: S5144944
2 Days Off yellowkey (back on 6/18/2026)
REDUCED by $7,000 (3.6%) on 05/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1067 Built: 2025Monthly Fee: $270 Tax: $676 (2025)Community: Tuscany Preserve Ph 03Villa
Taxes:$676
Remarks: Price Improvement! Welcome to Tuscany Preserve, one of Poinciana’s most desirable gated communities. This beautiful brand-new 2025 villa is now offered at an even better price, making it an outstanding opportunity for buyers looking for move-in-ready new construction without the wait. This 3-bedroom, 2-bathroom villa offers 1,067 square feet of thoughtfully designed living space with an open-concept layout that feels bright, modern, and inviting. The kitchen features stainless steel appliances, sleek finishes, and great flow into the main living area, while elegant laminate flooring runs throughout the home. The bathrooms are tastefully finished with designer tile details that add a polished touch. Built with durable block construction and a tile roof, this home combines style, comfort, and peace of mind. Best of all, it is ready now — no construction delays, no waiting, no uncertainty. A major advantage is that this is currently the only active 3-bedroom villa of its kind in the community, offering extra flexibility and value compared to similar nearby models. Whether you need space for guests, a home office, or simply want the benefit of an additional bedroom, this layout stands out. Located inside the gated community of Tuscany Preserve, residents enjoy resort-style amenities including a pool, fitness center, tennis courts, basketball courts, clubhouse, dog park, and playground. HOA includes cable TV, internet, and pool maintenance for added value and convenience. Conveniently located near shopping, dining, and major roadways, this is a great chance to own a brand-new home in Central Florida at a newly improved price. Schedule your showing today.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Roger Alcantara Mayen (407-936-8615)
2746 PATRICIAN CIR, KISSIMMEE, FL 34746
$410,00058 Days on yellowkey MLS ID: O6411446
REDUCED by $4,000 (1.0%) on 07/10/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2794 Built: 2005Monthly Fee: $15 Tax: $7,967 (2025)Community: Brighton Lakes Ph 2 Prcl HSingle Family
Taxes:$7,967
Remarks: Virtually Staged. REVISED PRICE! Welcome to this magnificent 5-bedroom, 3-bathroom residence offering nearly 3,000 square feet of beautifully designed living space in a highly desirable gated community. From the moment you arrive, you’ll be captivated by the home’s elegant curb appeal, spacious layout, and inviting atmosphere perfect for both everyday living and entertaining. Step inside to discover bright open-concept living areas filled with natural light, generous room sizes, and a seamless flow designed for comfort and functionality. The expansive kitchen is ideal for gathering with family and friends, featuring abundant cabinetry, ample counter space, and an open view of the main living areas. The spacious primary suite provides a private retreat with a luxurious en-suite bathroom and plenty of closet space, while the additional bedrooms with flexibility for guests, a home office, or growing families. Enjoy indoor-outdoor living with plenty of space to relax, entertain, and create lasting memories. Located within a beautifully maintained gated community, residents enjoy exceptional amenities and resort-style features designed to enhance every lifestyle. Conveniently located near shopping, dining, top-rated schools, major highways, and entertainment, this stunning home combines elegance, comfort, and convenience in one exceptional package. Don’t miss the opportunity to make this extraordinary property your next home!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jana Rodriguez, Llc (407-230-4994)
4715 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746
$458,00044 Days on yellowkey MLS ID: O6416489
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1902 Built: 2003Monthly Fee: $175 Tax: $6,529 (2025)Community: Cumbrian Lakes Resort Ph 2Spa: YesSingle Family
Taxes:$6,529
Remarks: Turn-key and FULLY FURNISHED, this beautifully maintained 4-bedroom, 3-bath pool home is in the desirable gated community of Cumbrian Lakes in Kissimmee. Situated on a spacious corner lot, this property offers privacy, comfort, and excellent flexibility for both investors and second-home buyers. Currently operating as a professionally managed short-term rental, the home has been thoughtfully designed and furnished to create an unforgettable guest experience. The spacious floor plan comfortably accommodates up to 11 guests and features themed bedrooms, a unique glow-in-the-dark game room, and luxury vinyl flooring throughout the home and garage—no carpet inside. The inviting living and dining areas provide plenty of space for gathering, while the well-equipped kitchen offers ample cabinetry, generous counter space, and modern appliances. The primary suite serves as a relaxing retreat with a spa-inspired bathroom featuring a jacuzzi tub. Step outside to enjoy your private screened pool area, complete with an Aqualink heated pool system, allowing guests and owners to enjoy the Florida lifestyle year-round. Whether spending the day at nearby attractions or relaxing poolside, this outdoor space is sure to impress. Cumbrian Lakes offers the flexibility of both owner occupancy and short-term rentals, making this property an excellent choice for those seeking a vacation home, investment opportunity, or primary residence. Conveniently located near Walt Disney World, major attractions, shopping, dining, golf, and Orlando International Airport, the location is ideal for owners and guests alike. Updates include ROOF 2022, HVAC 2018, APPLIANCES 2020/2021, and POOL MOTOR 2025. Additional details regarding the property's rental history and performance are available upon request. Whether you're looking for a personal getaway, a proven vacation rental, or a combination of both, this exceptional home is ready for its next chapter.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Wendy Rodriguez (407-234-9696)
525 PARTRIDGE DR, KISSIMMEE, FL 34759
$235,00080 Days on yellowkey MLS ID: O6405433
REDUCED by $4,900 (2.0%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1201 Built: 2006Monthly Fee: $90 Tax: $3,223 (2025)Community: Poinciana Nbrhd 05 North Village 03Single Family
Taxes:$3,223
Remarks: Virtually Staged. 3 bedroom, 2 bathroom Kissimmee home priced to sell offering privacy, split floor plan, 2 car garage and good sized lot! Thoughtfully designed with functionality in mind, the interior offers modern finishings, an abundance of natural light, and spacious living area. The kitchen and bedrooms provide impressive storage solutions with ample cabinetry and closet space throughout. Step outside to a generous yard, providing the perfect private setting for outdoor gatherings, gardening, or weekend lounging. Situated in a prime neighborhood, this residence offers convenient access to local schools, parks, shopping and dining options. This move-in-ready gem combines style and location.
Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)
Listing Agent: Chris Grenier (774-272-0532)
3801 BOWFIN TRL, KISSIMMEE, FL 34746
$459,90043 Days on yellowkey MLS ID: S5151840
REDUCED by $10,000 (2.1%) on 07/23/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2398 Built: 2015Monthly Fee: $364 Tax: $6,598 (2025)Community: BellalagoSpa: NoSingle Family
Taxes:$6,598
Elementary School: Bellalago Charter Academy (K-8)
Middle School: Bellalago Charter Academy (K-8)
Remarks: Welcome to 3801 Bowfin Trail, Kissimmee, FL 34746 — a beautifully maintained WATERFRONT ACCESS HOME located in the award-winning resort-style community of Bellalago. Positioned on a premium lot with only one direct neighbor, this exceptional one-story residence offers 3 bedrooms, 2 bathrooms, a dedicated den/study or 4th bedroom, and a spacious 3-car garage. Nestled on a quiet corner homesite, the property backs directly to waterfront access leading to Lake Tohopekaliga, creating a peaceful setting with added privacy and beautiful natural surroundings. Designed with both comfort and functionality in mind, the open-concept floor plan seamlessly connects the living, dining, and kitchen areas, making it ideal for entertaining or everyday living. Large windows fill the home with natural light while the covered lanai provides the perfect space to relax and enjoy Florida's outdoor lifestyle. This home has been lightly lived in as a secondary residence, occupied approximately 6–8 weeks per year, resulting in minimal wear and exceptional overall condition. For added peace of mind, a NEW A/C SYSTEM was installed approximately two months ago. When built, the owners selected numerous upgrades, including: • Upgraded cabinetry in the kitchen, bathrooms, and laundry room • Laundry room cabinets • Upgraded tile flooring throughout the main living areas, bathrooms • Interior paint upgrades • Upgraded master shower and soaking tub • Upgraded sinks and plumbing fixtures • Upgraded front entry door • Window blinds throughout • Security system installation • Added gutters • Over-cabinet electrical outlets • Covered lanai and paver driveway Beyond the home itself, Bellalago offers one of the most impressive lifestyle experiences in Central Florida. This master-planned waterfront community showcases stunning Spanish Mediterranean architecture, barrel tile roofs, lush landscaping, scenic water views, and resort-inspired amenities throughout. Residents enjoy: • 24-hour manned gated security • Direct access to Lake Tohopekaliga via private boat ramp and lakefront docks • Three resort-style swimming pools • Two state-of-the-art fitness centers • Tennis, pickleball and basketball courts • Walking and biking trails • Fishing pier and waterfront recreation areas • Dog parks and playgrounds • Daily community activities and fitness classes • On-site poolside restaurant and gathering spaces • Cable TV included through the HOA Whether you're looking for a full-time residence, seasonal retreat, or waterfront lifestyle without the waterfront price tag, 3801 Bowfin Trail offers an incredible opportunity to enjoy one of Central Florida's premier lakefront communities. Come experience the Bellalago lifestyle and discover why so many residents proudly call this community home.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Alex Vazquez (407-270-6841)
3461 BEAU RD, KISSIMMEE, FL 34746
$289,900100 Days on yellowkey MLS ID: O6400372
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $5,100 (1.7%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2043 Built: 2019Monthly Fee: $270 Tax: $4,007 (2025)Community: Bella ParcTownhouse
Taxes:$4,007
Remarks: Under contract-accepting backup offers. Welcome to 3461 Beau Rd, Kissimmee, FL 34746—an inviting and well-maintained home located in the desirable Bella Parc community. This residence offers a perfect combination of comfort, functionality, and everyday convenience, making it ideal for both primary homeowners and investors alike. Step inside to an open and airy floor plan designed for modern living, featuring spacious living and dining areas filled with natural light. The kitchen is thoughtfully laid out with ample cabinetry and counter space, seamlessly connecting to the main living areas—perfect for entertaining or enjoying time with family. The home’s bedrooms are generously sized, including a comfortable primary suite that provides a private retreat. Whether you're relaxing indoors or enjoying the outdoor space, this home delivers a welcoming atmosphere throughout. Bella Parc is a gated community known for its well-kept surroundings and convenient location. Residents enjoy amenities such as a community pool, playground, and walking areas. Plus, you’re just minutes from shopping, dining, major roadways, and world-famous attractions, making daily life and commuting a breeze. This is a fantastic opportunity to own a beautiful home in one of Kissimmee’s most convenient communities—schedule your private showing today.
Listing Agent: Abraham Mendez (631-926-2632)
312 AUBURN AVE, KISSIMMEE, FL 34747
$1,090,00012 Days on yellowkey MLS ID: O6424719
0 Days Off yellowkey (back on 7/23/2026)
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 5030 Built: 2020Monthly Fee: $697 Tax: $18,544 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$18,544
Remarks: Under contract-accepting backup offers. An exceptional fully furnished 9-bedroom, 8-bathroom luxury vacation home located in the highly sought-after Encore at Reunion Resort, just minutes from Walt Disney World and Orlando’s top attractions. Designed to deliver an unforgettable guest experience, this spacious home features beautifully themed bedrooms, a dedicated movie theater room, and a converted garage transformed into an impressive game room. Upstairs, a stylish wet bar provides the perfect gathering space for guests. Step outside to your private sparkling pool, heated spa, and generous outdoor living area, ideal for relaxing or entertaining. Encore at Reunion offers outstanding resort-style amenities, including a water park, clubhouse, fitness center, sports courts, dining, and 24-hour gated security, making this property an excellent choice as a luxury vacation home, second residence, or high-performing short-term rental investment.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Thais Beraha Parahyba (689-300-1661)
4302 ST THOMAS WAY, KISSIMMEE, FL 34758
$225,24031 Days on yellowkey MLS ID: O6420006
INCREASED by $500 (0.2%) on 07/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1562 Built: 2026Monthly Fee: $429Community: Westview 27 VillasTownhouse
Remarks: Under Construction. This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
1321 DUNBARTON CT, KISSIMMEE, FL 34758
$300,000429 Days on yellowkey MLS ID: O6312121
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2005Monthly Fee: $85 Tax: $4,354 (2024)Community: Poinciana Village 2 Nbhd 1Single Family
Taxes:$4,354
Tax Year: 2024
Remarks: Freshly painted inside and out..NEW ROOF INSTALLED!!! CHECK OUT THIS gorgeous 4 bed 2 bath home located minutes from all major attractions. This home offers laminate flooring through the majority of the home a formal living and dining room combo with an open kitchen leading to the family room. The Master bedroom offers great space with a beautifully updated bathroom which includes a jacuzzi tub and double vanity sinks.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Mesner Belidor (407-488-3210)
7637 SAND PIERRE COURT, KISSIMMEE, FL 34747
$394,500172 Days on yellowkey MLS ID: O6379571
REDUCED by $200 (0.1%) on 06/30/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2022Monthly Fee: $480 Tax: $8,806 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASpa: NoVilla
Taxes:$8,806
Remarks: EASY TO SHOW!! PUT IT ON YOUR LIST!! This is the one you’ve been waiting for! Welcome to this beautifully upgraded 2+ bedroom villa located in the sought-after Four Seasons 55+ community. Situated on a quiet cul-de-sac with a premium conservation lot, this home offers privacy and picturesque views. Featuring an open-concept layout, this villa includes two spacious bedrooms, two full bathrooms, and a versatile office/den that can easily serve as a third bedroom. The extended rear paver patio lanai provides the perfect space for outdoor living and entertaining and includes a gas grill for your convenience. Inside, you’ll find luxury vinyl flooring, crown molding, tray ceilings in the living room and primary bedroom, hurricane-impact windows, and a tankless water heater. The upgraded kitchen boasts soft-close cabinetry, stainless steel appliances, gas cooktop, custom tile backsplash, designer lighting, quartz countertops, and a center island with breakfast bar. Additional highlights include a well-appointed laundry room with built-in cabinetry and sink. Four Seasons offers exceptional resort-style living with an active lifestyle and abundant amenities, including a clubhouse, two large swimming pools with lap lane, ballroom, game room, card room, full kitchen, coffee bar lounge, fitness center, and tennis, pickleball, and bocce ball courts. Residents also enjoy access to the Mystic Dunes Golf Course and on-site restaurant. Conveniently located near Walt Disney World, major theme parks, and Margaritaville, this home offers easy access to dining, shopping, and live entertainment. Don’t miss this opportunity to enjoy luxury, comfort, and an active lifestyle in one of the area’s premier 55+ communities.
Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)
Listing Agent: Harold Olson (407-738-6600)
2788 ALMATON LOOP #402, KISSIMMEE, FL 34747
$240,000267 Days on yellowkey MLS ID: O6357168
REDUCED by $5,000 (2.0%) on 07/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005Monthly Fee: $354 Tax: $3,343 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,343
Remarks: CALENDAR BLOCKED AND READY TO SHOW. Make this your full time residence, vacation property or income stream with AIRbnb and VRBO! Experience spectacular Disney fireworks from your own private balcony at this charming two-bedroom, two-bathroom condo in Kissimmee. This updated unit features an open floor plan that makes entertaining a breeze, complete with elegant stone countertops, rich wood cabinets, and sleek stainless steel appliances that would make any chef smile. Both bedrooms are thoughtfully themed and move-in ready, making this property perfect for generating rental income or creating magical vacation memories. The primary bedroom and second bedroom comfortable retreats after busy days exploring Central Florida's attractions. The community amenities are truly impressive and provide endless entertainment options. Take a splash at the on-site waterpark, relax by the sparkling pool, or treat yourself to a meal at the community restaurant. When you need to unwind, the spa services offer the perfect escape. Stay active with tennis and basketball courts, ensuring there's something for everyone to enjoy. Location couldn't be more convenient, with theme parks just minutes away and shopping centers nearby for all your needs. Island H2O water park is practically next door, adding even more aquatic fun to your Florida lifestyle. Target Grocery is also conveniently located for easy shopping trips. Whether you're looking for a profitable investment property or a personal vacation retreat, this condo offers the best of both worlds. The combination of stunning Disney views, modern updates, and resort-style amenities creates an opportunity that's hard to find. Don't miss your chance to own a piece of the magic in one of Florida's most desirable vacation destinations.
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
8060 DREAMSICLE DR, KISSIMMEE, FL 34747
$550,00044 Days on yellowkey MLS ID: W7886608
REDUCED by $25,000 (4.3%) on 07/23/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1564 Built: 2019Monthly Fee: $665 Tax: $10,015 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$10,015
Remarks: Welcome to 8060 Dreamsicle Drive, where every day feels like a vacation and every stay creates an opportunity. Located within the world-renowned Margaritaville Resort Orlando, and is just a short walk to the amenities. This beautifully FULLY FURNISHED and income-producing cottage offers the perfect combination of luxury resort living, investment potential, and unforgettable Florida lifestyle experiences, all just minutes from Walt Disney World. Whether you're searching for a high-performing vacation rental, a second home in paradise, or a personal retreat that generates income when you're away, this turnkey property delivers on every level. From the moment you arrive, the charming Key West-inspired architecture, tropical landscaping, and colorful coastal design create an atmosphere that instantly transports you into vacation mode. Inside, you'll discover a thoughtfully designed open-concept floor plan featuring soaring ceilings, abundant natural light, designer finishes, and the highly sought-after "Son of a Sailor" interior package. The beautifully appointed kitchen features quartz countertops, upgraded cabinetry, stainless steel appliances, and ample space for gathering with family and friends after a day of enjoying everything Orlando has to offer. The spacious living and dining areas flow seamlessly together, creating the perfect environment for entertaining, relaxing, and making lasting memories. This home is a 3 bedroom with a bonus room. One of the most desirable features of this home is the rare dual-primary-suite layout, with (2) PRIVATE OWNER'S SUITES located on both the first and second floors, providing exceptional comfort and flexibility for owners and guests alike. Step outside to your private tropical oasis where a beautifully paved patio, lush landscaping, and above-ground hot tub create the perfect setting to unwind under the Florida sunshine or enjoy peaceful evenings after visiting the nearby theme parks. This home is being offered fully furnished and turnkey, including furniture, televisions, artwork, décor, linens, kitchen essentials, window treatments, housewares, and more, allowing the next owner to immediately begin enjoying the property or continue operating it as a successful vacation rental. Beyond the home itself lies one of Central Florida's most exciting resort destinations. Margaritaville Resort Orlando offers a truly unmatched lifestyle experience featuring multiple resort-style pools, fitness center, on-site water park, entertainment venues, concierge services, and access to the vibrant Sunset Walk district featuring restaurants, bars, live music, shopping, nightlife, family attractions, and year-round events. Located just minutes from Disney Parks, Universal Studios, Epic Universe, championship golf courses, Orlando International Airport, shopping, dining, and major highways, this prime location continues to attract vacationers and investors from around the world. Opportunities like this are becoming increasingly rare. Whether your goal is generating rental income, owning a luxury vacation home, building a real estate investment portfolio, or simply embracing the Margaritaville lifestyle. Paradise isn't just a destination, it can be your next address. Schedule your private showing TODAY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)
8065 LOST SHAKER LN, KISSIMMEE, FL 34747
$550,00040 Days on yellowkey MLS ID: W7886703
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1410 Built: 2019Monthly Fee: $468 Tax: $9,476 (2025)Community: Rolling Oaks Ph 6Single Family
Taxes:$9,476
Remarks: TURNKEY VACATION RENTAL | FULLY FURNISHED | INCOME PRODUCING | MINUTES FROM DISNEY Welcome to paradise at 8065 Lost Shaker Lane, an exceptional fully furnished, income-producing vacation home located within the highly sought-after Margaritaville Resort Orlando and just a short walk to the amenities. Whether you're searching for a high-performing short-term rental investment, a luxury second home, or a personal vacation retreat that generates income while you're away, this turnkey opportunity checks every box. Perfectly positioned in one of Central Florida's premier vacation destinations, this beautifully maintained cottage offers strong rental appeal, resort-style amenities, and an unbeatable location just minutes from Walt Disney World, Universal Studios, Epic Universe, championship golf, shopping, dining, and Orlando International Airport. Designed with both owners and guests in mind, this spacious 4 bedroom features the highly desirable dual primary suite layout with private owner's suites on both the first and second floors, an increasingly sought-after feature for vacation rental guests and multi-generational travelers. The open-concept design is filled with natural light and showcases soaring ceilings, designer finishes, quartz countertops, stainless steel appliances, upgraded cabinetry, and the popular "Son of a Sailor" interior package. The seamless flow between the kitchen, dining, and living spaces creates the ideal environment for entertaining, gathering, and relaxing after a day enjoying Orlando's world-famous attractions. Step outside and discover your own private tropical retreat. The beautifully paved patio, lush landscaping, and above-ground hot tub provide the perfect setting for guests to unwind, boosting both enjoyment and rental appeal. Every detail has been thoughtfully curated to deliver the ultimate Florida vacation experience. Being sold FULLY FURNISHED and completely turnkey, the home includes furniture, décor, artwork, televisions, housewares, linens, kitchen essentials, window treatments, and more. This allows the next owner to immediately continue operations as a successful vacation rental or begin enjoying the property from day one. Ownership includes access to one of Florida's most exciting resort communities. Margaritaville Resort Orlando offers multiple resort-style pools, fitness center, water park access, concierge services, entertainment venues, and the vibrant Sunset Walk district featuring restaurants, bars, live music, shopping, nightlife, family attractions, and year-round events. Vacation homes with proven income potential, premium resort amenities, and a location this close to Disney continue to be in high demand among investors and second-home buyers alike. Whether you're looking to expand your real estate portfolio, secure a luxury vacation home, generate passive income, or enjoy the Margaritaville lifestyle, this rare opportunity delivers exceptional value and endless possibilities. Live where others vacation. Invest where guests return year after year. Schedule your private showing today.
1604 VINTAGE ST, KISSIMMEE, FL 34746
$319,90084 Days on yellowkey MLS ID: S5149100
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1216 Built: 2005 Tax: $2,478 (2025)Community: Acreage & UnrecManufactured Home
Taxes:$2,478
Elementary School: Sunrise Elementary
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Discover a rare opportunity to own 1.2 acres of land in a highly desirable area of Kissimmee. This property features a renovated manufactured home (built in 2005) offering 3 bedrooms and 2 full bathrooms, ready for immediate occupancy. Perfectly positioned with direct access to Old Tampa Highway and US-17/92. This property delivers both convenience and flexibility, with no HOA, you’ll enjoy the freedom to truly make this property your own—whether for residential living, recreational use, or business purposes. The expansive lot provides endless possibilities: -Build your custom dream home -Create a private garden, outdoor retreat, or hobby farm -Operate a home-based business such as landscaping or similar ventures -Hold as an investment property with strong future potential. Location is key, and this property excels—offering easy access to major roadways including US-192, John Young Parkway, Osceola Parkway, with seamless connectivity to Florida’s Turnpike and I-4. You’re just minutes from world-famous attractions like Walt Disney World, along with abundant shopping, dining, and entertainment options. Everyday conveniences are nearby, including schools, SunRail station access, supermarkets, The Home Depot, medical facilities, and retail centers. Close proximity to Downtown Kissimmee , Lake Toho Water Park, Loop Mall, Downtown Disney and Old Town—making this a strategically located and highly versatile property Don’t miss this unique chance to own acreage, flexibility, and location all in one.
Listing is courtesy of: US REALTY HUB LLC (407-900-1001)
Listing Agent: Khurshid Khan, Pa (407-749-9337)
8900 SYDNEY AVE, KISSIMMEE, FL 34747
$405,00093 Days on yellowkey MLS ID: O6401749
REDUCED by $10,000 (2.4%) on 07/21/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $591 Tax: $5,607 (2025)Community: Windsor At WestsideTownhouse
Taxes:$5,607
Remarks: Welcome to 8900 Sydney Ave in Windsor at Westside, a beautifully positioned end unit 5 bedroom, 4.5 bath townhome offering 2,263 square feet in one of the most sought after vacation home communities near Disney. Originally purchased as the builder’s model, this home stands out from the typical inventory with a brighter, more elevated feel, a desirable end unit location, and interior finishes and furnishings that show far better than many competing townhomes in the community. The cream kitchen, stylish window treatments, upgraded bedroom theming, and strong overall presentation give this property the kind of visual appeal buyers and guests notice right away. Whether you are looking for a personal getaway, a second home, or an income producing vacation property, this townhome offers the combination of location, layout, and resort appeal that today’s buyers want. Windsor at Westside is a gated resort community with a large clubhouse, resort style pool, lazy river, waterslide, fitness center, tiki bar, arcade, and convenient access to the Disney parks, dining, and shopping. With its private pool, popular 5 bedroom layout, and premium end unit positioning, 8900 Sydney Ave is a standout opportunity in a community known for strong guest appeal and resort style living.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
1174 GRAND HAMMOCK CT, KISSIMMEE, FL 34746
$349,500248 Days on yellowkey MLS ID: O6358636
3 Days Off yellowkey (back on 6/30/2026)
REDUCED by $15,500 (4.2%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1580 Built: 2023Monthly Fee: $122 Tax: $5,418 (2024)Community: Cypress HammockSingle Family
Taxes:$5,418
Elementary School: Reedy Creek Elem (K 5)
Remarks: Under contract-accepting backup offers. Welcome Home To Your Happy Place. This beautifully maintained 4-bedroom, 2-bath Pulte Homes Daniel model in Cypress Hammock, offering a bright open layout and a peaceful conservation backdrop with no rear neighbors. Spend days and nights in the sanctuary feel of the backyard, light the firepit and enjoy the calm, relaxing feel of nature. The main living area is filled with natural light and features large sliders that frame the private outdoor setting. The modern kitchen boasts upgrades galore, opens to the connected dining area and family room while including stone countertops, white cabinetry, a center island with seating, stainless steel appliances, a walk-in pantry, and tile flooring that continues throughout the main spaces. The family room is warm and inviting with views of the backyard and easy access to the covered lanai. The primary suite is tucked away for privacy and features a spacious bedroom, a large walk-in closet, and an en suite bathroom with a double vanity, stone counters, and a walk-in shower. Three additional bedrooms share a full bathroom on the opposite side of the home, creating a comfortable split layout. Outside, the covered lanai and upgraded patio area provide a relaxing extension of your living space with room to entertain while enjoying the natural conservation view. A community walking trail runs just behind the home, offering a peaceful path around the conservation area right outside your backyard. Built in 2023, this home offers energy-efficient features, solar panels, and modern finishes throughout. Cypress Hammock residents enjoy a resort-style pool, splash pad, clubhouse, playground, walking trails, and more—all with a low HOA and no CDD. Conveniently located off Poinciana Blvd with quick access to theme parks, shopping, dining, and major roadways.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
4300 ST THOMAS WAY, KISSIMMEE, FL 34758
$224,74031 Days on yellowkey MLS ID: O6420016
1 Days Off yellowkey (back on 7/23/2026)
REDUCED by $2,250 (1.0%) on 07/16/2026
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