Location: Kissimmee , 34747
Do Not Show Listings
2847 OAKWATER DR #2847, KISSIMMEE, FL 34747
$320,00025 Days on yellowkey MLS ID: O6411922
REDUCED by $10,000 (3.0%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 2007Monthly Fee: $450 Tax: $4,104 (2025)Community: Oakwater Condo Ph 20-23Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,104
Elementary School: Island Village Elementary School
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Imagine owning a vacation home just minutes from Walt Disney World, where unforgettable family memories and investment potential come together in one incredible opportunity. Located in the highly sought-after Oakwater Resort, this fully furnished 3-bedroom, 2-bath condo is turnkey and ready to enjoy from day one. Spend your mornings overlooking the peaceful lake from your private balcony and your afternoons enjoying resort-style amenities including a pool, spa, fitness center, playground, clubhouse, and sports courts. Whether you're looking for a successful short-term rental, vacation retreat, or full-time residence, this property offers exceptional flexibility. The open floor plan, updated flooring, stainless steel appliances, and private garage make ownership easy, while the location places you minutes from Disney, dining, shopping, golf, and entertainment. Oakwater Resort's prime location helps drive strong year-round rental demand, creating an excellent opportunity for consistent monthly income and revenue potential.
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Jabir Ahmed (407-738-3538)
3054 PIRATE WAY, KISSIMMEE, FL 34747
$349,90035 Days on yellowkey MLS ID: S5150421
REDUCED by $6,099 (1.7%) on 06/05/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 660 Built: 2018Monthly Fee: $197 Tax: $7,562 (2025)Community: Rolling Oaks Ph 5Spa: NoSingle Family
Taxes:$7,562
Elementary School: None
High School: None
Middle School: None
Remarks: It’s 5 O’clock right here in the world-renowned Margaritaville Resort Orlando! This spectacular, FULLY FURNISHED home features durable tile flooring and ceiling fans throughout. It is a 1 story, 1 bedroom and 1 bath fully furnished cottage, beautifully themed bright and decorated. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. The back patio includes a table and 4 chairs as well as 2 sun loungers, Enjoy the resort lifestyle being just steps from the resort amenities. Located in a pet-friendly community, which also has great dog park. The monthly HOA covers high-speed internet, cable, phone, daily doorstep garbage pickup, professional landscaping, and pest control. The Fins UP Beach Club gives you access to enjoy full access to world-class resort amenities including 7 resort pools, a fitness center/gym, an internal resort shuttle, and free transportation shuttles directly to the local theme parks. This unique resort setup is highly walkable, situated just steps from Island H2O Water Park and Sunset Walk’s vibrant mix of restaurants, bars, live music, Target, Ulta and more. Centrally located with lightning-fast access to Disney, Universal, SeaWorld, and Gatorland, this property is a premier choice for a primary residence, second home, or lucrative vacation investment.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Nikki Felix (916-765-9564)
8980 CANDY PALM RD, KISSIMMEE, FL 34747
$435,00090 Days on yellowkey MLS ID: O6393888
0 Days Off yellowkey (back on 3/27/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2024 Built: 2008Monthly Fee: $761 Tax: $5,030 (2025)Community: Paradise Palms Resort Ph 1Townhouse
Taxes:$5,030
Remarks: Stunning Fully Furnished Corner Townhouse in Prime Kissimmee Location Discover this beautiful two-story townhouse located in the heart of Kissimmee, offering the perfect blend of comfort, style, and convenience. This fully furnished home is move-in ready, making it an ideal opportunity for homeowners or investors alike. Featuring 5 spacious bedrooms, the primary suite stands out with its generous walk-in closet, while the additional bedrooms are equipped with built-in closets, providing ample storage throughout. With 4 full bathrooms, this home ensures comfort and privacy for family members and guests. The open floor plan creates a seamless flow between the expansive living room and dining area, perfect for entertaining or relaxing in style. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and included appliances, making it ready for everyday living or hosting gatherings. As a desirable corner unit, this townhouse offers enhanced privacy and additional natural light, setting it apart from the rest. Its prime location places you near major roads for easy commuting and close to highly rated schools, adding even more value to this exceptional property. This is a rare opportunity to own a fully furnished, spacious corner townhouse in one of Kissimmee’s most convenient and sought-after areas.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Vanessa Albuquerque (407-936-4881)
9122 STROMBOLI CT, KISSIMMEE, FL 34747
$467,500477 Days on yellowkey MLS ID: O6286908
0 Days Off yellowkey (back on 6/19/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2059 Built: 2010Monthly Fee: $209 Tax: $6,599 (2024)Community: Westside Prcl D CalabriaSpa: YesSingle Family
Taxes:$6,599
Tax Year: 2024
Remarks: Beautiful Single-Story Pool Home with Spa, No Rear Neighbors! Brand new flooring in the main family area. Discover this stunning single-level home located in the highly desirable Calabria at Westside community. Perfect as a primary residence, vacation home, or investment property, this spacious home offers the ideal blend of comfort, privacy, and Florida lifestyle living. Enjoy south-facing pool and spa views overlooking peaceful conservation land—no rear neighbors and plenty of sunshine all year round. The large screened-in pool deck includes a covered lanai, perfect for outdoor dining or relaxing in the shade. Inside, this home features an open-concept floor plan with 5 bedrooms and 4 full bathrooms. Two of the bedrooms have private ensuite bathrooms, including a luxurious main suite with a walk-in double shower and dual vanities. A second primary suite includes a double walk-in shower and oversized vanity, providing comfort and convenience for guests or family. The air-conditioned garage, currently set up as a game room, offers flexible space that can be easily adapted to your needs—ideal for entertainment, storage, or additional living use. Located just minutes from Highway 192, US-27, theme parks, major attractions, shopping centers, restaurants, and I-4, this home puts everything within easy reach. Homes like this in Calabria at Westside are rarely available. Schedule your showing today and experience the perfect combination of privacy and location.
Listing is courtesy of: CGY REALTY (352-613-6263)
Listing Agent: Colin Young (352-613-6263)
7739 GRABEN ST, KISSIMMEE, FL 34747
$950,00035 Days on yellowkey MLS ID: O6408991
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4630 Built: 2017Monthly Fee: $697 Tax: $15,298 (2025)Community: Reunion West Ph 3 WestSpa: YesSingle Family
Taxes:$15,298
Remarks: This stunning 9-bedroom, 8.5-bath luxury retreat in Encore at Reunion is the ultimate investor-friendly opportunity, offered fully furnished and completely turnkey with everything in place for immediate enjoyment or rental income. Situated on one of the largest lots in Encore, the property is surrounded by lush tropical landscaping, creating a private resort-style setting with plenty of space to enjoy Florida living year-round. Designed to accommodate large groups and maximize guest appeal, this expansive home comfortably sleeps up to 16 guests and features an open-concept layout ideal for entertaining. The oversized living, dining, and kitchen areas flow seamlessly together, while the gourmet kitchen is equipped with two refrigerators, two dishwashers, abundant cabinetry, and extensive counter space to easily host large families and vacation groups. The extended dining area offers generous seating for memorable gatherings. Step outside to your own private oasis featuring a heated pool and spa, covered lanai, and convenient outdoor half-bath. Whether guests are enjoying sunny pool days or relaxing evenings under the stars, this outdoor space delivers the true Florida resort experience. The thoughtfully designed split-bedroom floor plan offers both comfort and privacy, with two bedrooms on the main level including a luxurious primary suite with direct pool access, spa-inspired bathroom, garden tub, separate shower, and private water closet. Upstairs, guests will love the spacious loft and game area complete with foosball and gaming consoles, creating additional entertainment space for all ages. Throughout the home, you’ll find durable tile and luxury vinyl plank flooring for easy maintenance, plus a convenient downstairs laundry room. Whether you’re searching for a high-performing short-term rental investment, second home, or vacation retreat, this fully furnished turnkey property checks every box. Encore at Reunion Resort offers world-class amenities including a spectacular clubhouse, water park, resort-style pool, full-service spa, fitness center, award-winning restaurant, playgrounds, basketball, volleyball and tennis courts. The HOA includes 24-hour gated security, roaming patrol, trash service, and annual exterior house cleaning. Ideally located just minutes from Orlando’s top attractions, shopping, dining, and championship golf courses, this exceptional property offers luxury, convenience, and strong vacation rental appeal all in one. Schedule your private showing today!
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
2784 ALMATON LOOP #301, KISSIMMEE, FL 34747
$308,00021 Days on yellowkey MLS ID: O6412307
INCREASED by $83,000 (36.9%) on 06/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $401 Tax: $4,051 (2025)Community: Ventura At Windsor Hills Condo Ph 1Condo
Taxes:$4,051
Remarks: Mins to Disney! Magical 3BR + FREE Waterpark | 200Mbps WiFi | Elevator Access | Walk to Pool The Experience Step into your family’s fairytale! Our beautifully updated 3BR/2BA condo in the prestigious Windsor Hills Resort is the closest you can get to the magic of Disney without staying on-property. Whether you’re exploring the Hundred Acre Wood in the living room or blasting off to infinity in our Toy Story suite, we’ve created a "Disney Bubble" designed for comfort, convenience, and zero stress. The Space – 4 Immersive Themed Worlds: Beauty & the Beast Primary Suite: A regal retreat for parents featuring a King bed, private en-suite bath, and Smart TV. Toy Story Adventure Room: "To infinity and beyond!" Features twin-over-full bunk beds—the ultimate home base for little rangers. Mickey & Minnie Classic Suite: A cheerful Queen bedroom celebrating the world’s most famous mice. Winnie the Pooh Living Space: Relax in a cozy, Hundred Acre Wood-inspired lounge with a 65" Smart TV for family movie nights. Covered Patio: The perfect spot to relax with a cold drink and enjoy the Florida breeze while the kids recharge for the next park day. High-Tech & Family-First Features: Blazing Fast 200+ Mbps WiFi: Seamless 4K streaming and lag-free video calls for remote work or gaming. Dual Elevator Access: We are on the 3rd floor skip the stairs! Perfect for strollers, groceries, and luggage. Walkable Location: One of the closest units to the Clubhouse. A short, easy stroll to the waterslides and pool! Baby Gear Included: Pack 'n Play and high chair provided at no extra cost. Resort Amenities (100% FREE Access): Lagoon Pool & Waterpark: Dueling waterslides, splash pad, and oversized hot tub. Entertainment: On-site movie theater, arcade, and kids' zone. Active Life: State-of-the-art fitness center, tennis, basketball, and sand volleyball. Essentials: On-site marketplace, ice cream shop, and 24/7 gated security. Fully Equipped Kitchen – Mickey Style: From quick park-bound breakfasts to late-night snacks, we have you covered: Coffee Bar (Keurig + Drip), Mickey waffle maker, toaster, and blender. Full-sized fridge with ice maker and dishwasher. In-unit Washer/Dryer (with starter pods!). Note: For food safety, we do not provide pantry items like salt, pepper, or spices. What’s Included (Stress-Free Starter Pack): We provide a starter pack of home essentials so you can settle in immediately: Toilet paper & paper towels Trash bags, dish pods, & hand soap Fresh linens & plush towels Need more? The on-site convenience store has your back! Guest Access: You will enjoy contactless check-in with a secure digital lock. You have full, private access to the entire condo.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andi Gamble (954-235-7723)
9015 PELICAN COVE TRCE, KISSIMMEE, FL 34747
$479,99910 Days on yellowkey MLS ID: O6417089
Bed: 6 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2987 Built: 2018Monthly Fee: $717 Tax: $8,329 (2025)Community: Solara ResortSingle Family
Taxes:$8,329
Remarks: Under contract-accepting backup offers. The 6-Bedroom Resort Secret Minutes From Disney World-- DEAL OF THE DECADE!!! Imagine this: The sun is setting over Orlando, painting the sky in deep shades of gold and amber. After an exhilarating day of making memories at Disney World—just minutes down the road—you don’t join the gridlock of tourists heading to crowded hotel lobbies. Instead, you pull up to the secure, 24-hour guard gates of Solara Resort, drive down a palm-lined street, and pull into your private oasis. You walk through the front door, turn on the living room fireplace, and head straight for the back patio. Sliding open the massive glass doors, you step onto a huge, covered lanai. The air is warm, the pool screen keeps the evening pristine, and your private jacuzzi is already heated. This isn't just a temporary vacation footprint. This is your estate. A Layout Engineered for Blockbuster Memories Spanning two brilliantly designed levels, this 6-bedroom, fully furnished, turnkey sanctuary balances sophisticated design with high-yield rental appeal: • The Main Level: An open-concept flow connects a premium kitchen to a grand gathering room. Tucked away on this floor is the elegant Owner’s Suite, offering total privacy and direct views of the outdoor oasis. • The Theater Loft: Upstairs, the massive secondary living space has been custom-tailored into a high-end TV and media lounge—the ultimate spot for late-night movie marathons. • The Guest Suites: Five additional beautifully appointed bedrooms ensure that whether you are hosting an extended family reunion or vacation guests, everyone gets a first-class experience. An Elite 18-Acre Playground Within Walking Distance When you want to step out, you don't even need your keys. A short, prime walk from your front door brings you to Solara’s legendary 18-acre clubhouse complex. It’s a world-class resort ecosystem at your disposal: catch waves on the signature FlowRider Surf Simulator, grab a cocktail at the sunset bar, dine at the full-service restaurant, or let the kids play at the interactive splash pad. From soccer fields to beach volleyball, the entertainment never stops. The Ultimate Real Estate Cheat Code: Total Flexibility Here is the real magic of this specific property. Most resort communities force you into a box. Not this one. Because of its unique zoning, you hold all the cards: 1. Live here full-time and enjoy a permanent, 24/7 resort lifestyle. 2. Rent it long-term for stable, predictable wealth building. 3. Run it as a high-demand short-term rental asset in a globally recognized vacation destination. Best of all, your HOA handles the heavy lifting—covering 24/7 gate security, high-speed internet, cable TV, valet trash, common grounds, and your private pool maintenance. It is truly hands-free ownership. Priced for an Immediate Move!!! Opportunities that seamlessly blend the magic of Disney, the luxury of a private pool estate, and absolute investment freedom do not stay on the market. We have aggressively positioned this property to trigger a fast, immediate sale. The story is written, the stage is set, and the keys are ready. Will you be the one to unlock it? Contact us today to schedule your private tour. Bank Owned-*Room sizes, square footage and HOA are approximate and should be independently verified by buyer/buyer's agent. All information contained in this listing is believed to be reliable but is not guaranteed or warranted *
Listing is courtesy of: ROI AVE LLC (321-663-7276)
Listing Agent: Mark Anthony Buot (407-925-1716)
8981 SHINE DR, KISSIMMEE, FL 34747
$313,000443 Days on yellowkey MLS ID: S5124447
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2017Monthly Fee: $575 Tax: $4,657 (2024)Community: West Lucaya VillageTownhouse
Taxes:$4,657
Remarks: 4 BED / 3 BATH Townhome nestled in a premium location at the sought after VACATION COMMUNITY WEST LUCAYA RESORT this townhome offers versatility for short and long-term rentals, allowing you to either lease it or make it your permanent residence. FULLY FURNISHED, the gated community of West Lucaya Village. Boasting an inviting open-concept layout, the home features a modern kitchen adorned with stainless steel appliances, wood cabinets, and granite countertops. A convenient first-floor master suite provides a more intimate space, while the community itself offers an array of resort-style amenities including a pool, spa, clubhouse, fitness center, and playground. Conveniently located near Disney parks, shopping, dining, and with easy access to I-4. Plus, Motivated seller. TENANT OCCUPIED
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Nora Hazan (786-277-3870)
3305 TRANQUIL TRL, KISSIMMEE, FL 34747
$367,000115 Days on yellowkey MLS ID: O6386555
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2023Monthly Fee: $198 Tax: $4,452 (2025)Community: The Hub At WestsideTownhouse
Taxes:$4,452
Elementary School: Westside K-8
Middle School: West Side
Remarks: Turnkey Income-Producing Short-Term Rental in The Hub at Westside – Fully Furnished & Operational Investor alert! This professionally operating short-term rental is a fully furnished, revenue-generating property located in the highly desirable Hub at Westside community in Kissimmee. Just minutes from Central Florida’s top attractions, this property is already optimized for short-term rental success with all systems, processes, and guest management in place. This is not just a home — it’s a cash-flowing business. The property is actively operating as a short-term rental with established booking history, streamlined management procedures, and strong guest satisfaction. Highly rated on Airbnb, it offers immediate income potential from day one — no setup delays, no furnishing costs, no trial-and-error phase. Highlights: • Fully furnished and professionally designed for guest appeal • Active short-term rental operation • Highly rated on Airbnb • Proven revenue performance • Turnkey management processes in place • Located in a high-demand vacation rental corridor Perfect for: • Out-of-state investors • International buyers • 1031 exchange buyers • First-time STR investors wanting immediate cash flow • Portfolio expansion buyer • Even as a vacation community, it is also perfect for a full time family living. Whether you’re looking to scale your short-term rental portfolio, acquire a stabilized income-producing asset in a prime tourism market, or a nice place to live with your family, this opportunity checks every box. Income, infrastructure, and reputation — already built for you. • Seller to contribute $2,000 toward buyer's closing costs
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Deisi Oliveira (407-558-9301)
2304 SILVER PALM DR #103, KISSIMMEE, FL 34747
$220,00024 Days on yellowkey MLS ID: S5150409
1 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2003Monthly Fee: $337 Tax: $3,410 (2025)Community: Wyndham PalmsCondo
Taxes:$3,410
Remarks: This popular 3-bedroom, 2-bathroom condo is a turnkey property located on the ground floor with a great conservation land view from the patio. It has been used as short term rental property for many years and is ready to rent from the get-go, or it can be used as a second home or permanent residence. Exterior building maintenance, including the roof, is performed by the association, and the sellers have kept the inside well-maintained with numerous upgrades over the years. The air conditioning system was replaced in 2022. Windsor Palms is a gated community located within the heart of Orlando's premier tourist attractions and one of the closest short-term rental communities to the Disney theme parks. This luxurious resort-style community features a clubhouse complete with a large community swimming pool, movie theatre, fitness center, games room, tiki bar, sundry shop, basketball, and tennis courts. Windsor Palms is located along Formosa Gardens Blvd, adjacent to US 192 in Kissimmee's tourist corridor. Located just 2 miles from I-4, Windsor Palms is just minutes from Animal Kingdom, Walt Disney World, Downtown Disney, first-class golf courses, and several outlet shopping malls. Both Universal Studios and Epic are just a short card ride away.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Iain Robinson (407-334-3804)
8931 SHINE DR, KISSIMMEE, FL 34747
$271,500101 Days on yellowkey MLS ID: S5145939
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2018Monthly Fee: $485 Tax: $3,860 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,860
Remarks: Beautiful townhome perfect as a primary residence, vacation getaway, or investment property with excellent rental income potential! Located in a resort-style gated community, Featuring 3 bedrooms and 2 bathrooms, the well-designed layout includes a modern kitchen ideal for everyday living and entertaining. townhome is ideally located in the vibrant West Lucaya Resort, one of the top vacation communities near Disney. Whether you're planning to live full-time or generate income through short- or long-term rentals, this property offers flexibility and strong potential. Ideally positioned just off US-192, the community is close to supermarkets, restaurants, and top attractions. Best of all, you're only 10 minutes from the magic of Walt Disney World Tenant Occupied!!
3207 OYSTER LN, KISSIMMEE, FL 34747
$269,000101 Days on yellowkey MLS ID: S5145909
REDUCED by $1,000 (0.4%) on 06/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2017 Tax: $3,973 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,973
Remarks: Investment or Vacation Home! This stylish 3-bedroom, 2-bathroom townhome is ideally located in the vibrant West Lucaya Resort, one of the top vacation communities near Disney. Whether you're planning to live full-time or generate income through short- or long-term rentals, this property offers flexibility and strong potential.The kitchen features sleek granite countertops, contemporary cabinetry, and a full set of stainless steel appliances-including a side-by-side fridge, range, microwave, and dishwasher. The primary suite, located on the ground level, includes cozy carpeting, a private bathroom with dual sinks, a soaking tub, granite vanity, and a walk-in closet. Ideally positioned just off US-192, the community is close to supermarkets, restaurants, and top attractions. Best of all, you're only 10 minutes from the magic of Walt Disney World. EASY TO SHOW!! MOTIVATED OWNER!!!
7731 INDIAN RIDGE TRL S, KISSIMMEE, FL 34747
$344,99910 Days on yellowkey MLS ID: O6416952
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1989Monthly Fee: $6 Tax: $6,183 (2025)Community: Indian Ridge Unit 2Single Family
Taxes:$6,183
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Welcome home to this three bedroom, two bathroom home situated on a corner lot in the desirable Indian Ridge community, where short-term rentals are permitted. The floor plan offers both formal and casual living spaces, with a living room that flows into the dining area and a spacious family room overlooking the fenced backyard. The kitchen has been updated with quartz countertops and a tile backsplash, while both bathrooms have also been updated. The primary suite is privately located off the living room and features dual vanities and an ensuite bathroom. Two additional bedrooms are positioned off the family room and share a full bath. New carpet and a two-car garage add to the home's appeal. Outside, enjoy a privacy-fenced backyard with room to relax, entertain, or play. Indian Ridge residents enjoy access to a community pool, playground, tennis courts and more with a low HOA fee of $70 annually! Conveniently located just minutes from Disney, major attractions, shopping, dining, and Orlando International Airport, this property is well suited as a primary residence, vacation home, or income-producing investment.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
7743 COMROW ST, KISSIMMEE, FL 34747
$615,00014 Days on yellowkey MLS ID: S5151580
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2004Monthly Fee: $1,512 Tax: $6,439 (2025)Community: Windsor Hills Ph 1Spa: YesSingle Family
Taxes:$6,439
Remarks: Welcome to this exceptional turnkey vacation rental opportunity in the highly sought-after Windsor Hills Resort! This fully furnished 4 bedroom, 4 bath home is designed to entertain guests of all ages with custom themed bedrooms, a game room, private screened pool and spa, and an inviting open-concept floor plan perfect for any gatherings. The spacious kitchen and a large breakfast bar overlook the main living area. Guests will love the professionally themed Disney-inspired bedrooms, while the converted garage game room provides endless entertainment. Located just 5 minutes from Disney and minutes from Universal Studios, SeaWorld, Legoland, Shopping, Dining, and more, this property offers both an incredible vacation experience and strong income-producing potential. Windsor Hills Resort features many amenities including a clubhouse, fitness center, movie theater, arcade, resort-style pool with waterslides, sports courts, playgrounds, and gated security. Whether you're looking for a personal retreat, investment property, or both, this home is ready to impress. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Heather Werner (973-461-9914)
7675 COMROW ST #402, KISSIMMEE, FL 34747
$249,90099 Days on yellowkey MLS ID: O6391758
REDUCED by $9,100 (3.5%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,484 (2025)Community: Ventura At Windsor Hills Condo Ph 5Condo
Taxes:$3,484
Remarks: Buy with confidence—this home comes pre-inspected, with the seller taking a proactive approach to maintenance and providing the full inspection report upfront for complete peace of mind. This open-palette, Windsor Hills Resort top-floor end-unit condo offers exceptional privacy on all sides with completely open sunset views that do not face another building. Ideally located just three miles from the Walt Disney World main gate, this two-bedroom, two-bath residence in Building 5 is only a two-minute walk to the lagoon-style pool, hot tub, dual water slides, and clubhouse by way of the convenient shortcut sidewalk along the lake-edge entry gate. It’s a prime location that remains peaceful, with no neighbors above and natural separation from the activity of the pool and clubhouse. Be sure to ask the listing agent for the virtual tour link to explore the home and its excellent location. The screened lanai overlooks wide-open resort vistas, creating the perfect setting for morning coffee or evening relaxation. Inside, the condo features a neutral aesthetic ready for your personal touch. The layout includes a fully equipped kitchen, a dining area with seating for six or more, and a comfortable living room designed for effortless vacation living or full-time enjoyment. The home is thoughtfully outfitted with conveniences that travelers and owners appreciate, including a full-size washer and dryer, ceiling fans, charging stations, and super high-speed fiber-optic Wi-Fi ideal for remote work or streaming. The unit comfortably sleeps six with a king bed in the primary suite and queen and twin beds in the second bedroom, with a rollaway available for additional privacy when desired. Additional highlights include durable and beautiful porcelain marble-style tile throughout the common areas. The community amenities are exceptional, offering pickleball, tennis, volleyball, and basketball courts just steps from this building. Two oversized elevators provide easy access, and the electronic keyless entry system with remote access ensures a seamless arrival experience. The condo has a strong rental history with proven guest appeal and is move-in ready with immediate occupancy available. Located in one of Central Florida’s premier gated vacation communities, this condo offers a blend of convenience, comfort, and investment potential—ideal for personal use, a family getaway, or a high-performing short-term rental. Be sure to view the video tour for an in-depth look at the home and the short paths to the amenities.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
2915 CASTAWAY LN, KISSIMMEE, FL 34747
$309,90061 Days on yellowkey MLS ID: S5148246
REDUCED by $15,000 (4.6%) on 06/19/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1545 Built: 2022Monthly Fee: $583 Tax: $7,826 (2025)Community: Rolling Oaks Ph 7Townhouse
Taxes:$7,826
Remarks: Virtually Staged. Welcome to 2915 Castaway Ln, a gated, 3-bedroom, 3-bathroom two-story townhome located in the Rolling Oaks community of Kissimmee. The monthly HOA covers a wide range of services, including common area landscaping, bulk cable, internet and telephone, annual termite inspection and baiting, valet trash collection, community security, and building insurance that includes full roof replacement. Rolling Oaks is zoned for short-term rentals, while also allowing mid- and long-term leases, as well as full-time residency. Within the community, you’ll find a small playground, dog park, and Adirondack seating area. While the neighborhood itself keeps amenities minimal, residents and guests have access to the nearby Margaritaville Fins Up Beach Club for an additional fee. Located just minutes from US-192, this property places you approximately 20 minutes from Walt Disney World and about 35 minutes from Universal Orlando. Dining, shopping, and entertainment options, including Margaritaville Resort and Sunset Walk, are all close by. Enjoy! *Some marketing images have been AI-assisted and virtually staged to illustrate the property’s potential layout, design, use of space, and possible aesthetic enhancements. Certain photos may include digitally enhanced visualization of furnishings, décor, finishes, landscaping, or cosmetic elements for marketing and illustrative purposes only. Actual property conditions, features, finishes, fixtures, and appearance may vary, and buyers are encouraged to independently inspect the property to verify all present conditions.*
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Jany Perez (407-483-4964)
3024 PARKWAY BLVD #204, KISSIMMEE, FL 34747
$160,0007 Days on yellowkey MLS ID: S5152173
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 2026Monthly Fee: $425 Tax: $74 (2025)Community: Blossom Park VillasCondo
Taxes:$74
Remarks: BRAND-NEW, designer-ready condo, A RARE OPPORTUNITY to personalize a BRAND-NEW UNIT; in a thriving neighborhood known for its walkability, shopping, dining, and easy access to major highways; just minutes to Disney and major attractions. This condo offers both convenience and lifestyle. Bring your vision to life in this DESIGNER-READY CONDO. Base layout established. Already installed: *rough plumbing and electrical installation * Drywall & insulation installation * Exterior door and windows installation * HVAC. * Sprinkler system. This condo is positioned in an area undergoing major transformation which includes New commercial plazas with restaurants, cafés, and retail. OPPORTUNITY AWAITS!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Emily Cruz (407-729-3086)
7813 MARLOW PL, KISSIMMEE, FL 34747
$564,9007 Days on yellowkey MLS ID: TB8520957
0 Days Off yellowkey (back on 6/18/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2714 Built: 2025Monthly Fee: $699 Tax: $4,015 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$4,015
Elementary School: Knights Point
Remarks: This stunning two-story home is designed with both space and luxury in mind! The Toho features six large bedrooms and four bathrooms. The open downstairs layout includes a large family room with an adjoining kitchen and dining room. A spacious loft also provides the perfect space for a home office or a cozy area for everyone to enjoy. The Toho features a generously sized laundry room, providing added convenience and organization. The master retreat is a true highlight with a large walk-in closet, and a luxurious en-suite bathroom. The open-concept layout and wide-stretched entertainment space is perfect for hosting. Connected to the family room, the spacious kitchen features quartz countertops and a spacious kitchen island. Plenty of natural light enters through the home’s many windows and through the sliding doors that lead to the covered patio, where outdoor entertainment awaits!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
2802 DRIFTING LILLY LOOP, KISSIMMEE, FL 34747
$424,9007 Days on yellowkey MLS ID: O6415175
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1994Monthly Fee: $50 Tax: $5,536 (2025)Community: Oak Island HarborSingle Family
Taxes:$5,536
Remarks: Enjoy breathtaking western sunsets from your patio table overlooking the lake in this beautifully landscaped property. Designed with a desirable split-floor plan, this home offers privacy and comfort, featuring a spacious primary suite with a large walk-in closet. The screened, heated swimming pool provides the perfect setting for year-round relaxation and entertaining. Abundant natural light fills the home, enhancing its warm and inviting atmosphere. The well-appointed layout includes an eat-in kitchen for casual dining, as well as a separate formal dining room ideal for hosting family and friends. Nestled in a quiet neighborhood, this hidden gem offers exceptional convenience. Located just minutes from world-famous theme parks, restaurants, shopping, and Margaritaville, it is situated in one of the closest residential communities to the Disney parks. The area offers flexible options for this location. Residential, Second Home or Weekly rental is allowed in this subdivision. Whether you're looking for a primary residence, vacation home, or investment property, this lakefront retreat combines tranquility, comfort, and an unbeatable location.
Listing is courtesy of: REGENT INTERNATIONAL REALTY (407-397-9868)
Listing Agent: Kathryne Lenox (407-397-9868)
7649 FAIRFAX DR, KISSIMMEE, FL 34747
$819,000177 Days on yellowkey MLS ID: O6369507
REDUCED by $25,900 (3.1%) on 06/19/2026
Bed: 8 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3609 Built: 2019Monthly Fee: $697 Tax: $12,298 (2024)Community: Reunion West Ph 2B WestSpa: YesSingle Family
Taxes:$12,298
Remarks: 3D Home Tour & floor plan available by clicking on Virtual Tour 2 above. Tastefully decorated with contemporary finishes, this exceptional 8-bedroom, 6.5-bathroom home is a great short-term rental opportunity in the sought-after Encore Resort. Designed to comfortably SLEEP UP TO 17 GUESTS, with an OPEN- CONCEPT FLOOR PLAN it is ideal for entertaining large families and groups. The main level features two bedrooms downstairs along with a seamless flow between the GOURMET kitchen, dining, and living areas. Tile flooring spans all main living spaces, while the bedrooms and loft are finished with plush carpet for added comfort. The garage game room, painted in a fun Mario Brothers theme, includes a ping pong table and basketball toss—perfect for guests of all ages. Step outside to your private lanai and enjoy the GORGEOUS HEATED IN-GROUND POOL WITH SPILLOVER SPA, ideal for relaxing after a day at the parks. A convenient poolside half bath adds functionality and enhances the guest experience. Upstairs, a large loft/media area serves as the ultimate entertainment hub, complete with 8 theater-style seats, three TVs, Xbox, PlayStation, and surround sound system—the perfect space for movie nights and game days. The second floor also includes six additional bedrooms, two with private en-suite baths, while the remaining four share two Jack-and-Jill bathrooms. Themed bedrooms featuring Disney Princesses and Star Wars add strong rental appeal. In addition, this residence is equipped with a NAPCO Commercial Firewolf fire alarm system. This system offers life saving benefits with early fire detection, Immediate audible & visual alerts (horns and strobes). It helps ensure safe evacuation. Designed to connect to a central monitoring station even works when the home is unoccupied. This FULLY FURNISHED, move-in-ready home offers an excellent opportunity for investors or second-home buyers looking for a high-demand vacation rental close to world-class attractions. Encore at Reunion Resort includes a spectacular clubhouse, award-winning restaurant, a Water Park, full-service spa, two playgrounds, state-of-the-art gym, basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check ins, resort provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining and more. Call us today to schedule your private tour!
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