Location: Kissimmee , 34747
Do Not Show Listings
2915 CASTAWAY LN, KISSIMMEE, FL 34747
$309,90057 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,826
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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
$160,0003 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
High School: Celebration High
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
$564,9003 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
High School: Poinciana High School
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
$424,9003 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
$819,000173 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
Tax Year: 2024
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!
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$299,0009 Days on yellowkey MLS ID: O6416435
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $468 Tax: $7,689 (2025)Community: Rolling Oaks Ph 7Spa: NoTownhouse
Taxes:$7,689
Elementary School: Westside K-8
Middle School: Kissimmee Middle
Remarks: TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. Whether listed on Airbnb, VRBO, Booking.com, or other vacation rental platforms, guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
8050 VACATION AVE #302, KISSIMMEE, FL 34747
$265,0003 Days on yellowkey MLS ID: O6418126
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 2024 Tax: $5,845 (2025)Community: Sunset Walk Hotel Condo Ph 2-5Condo
Taxes:$5,845
Remarks: -
Listing is courtesy of: REALTY ONE GROUP ESTATES (954-947-2383)
Listing Agent: Ian Merino (954-806-4349)
8969 MAJESTY PALM RD, KISSIMMEE, FL 34747
$315,000233 Days on yellowkey MLS ID: O6356562
REDUCED by $18,500 (5.5%) on 06/18/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1884 Built: 2007Monthly Fee: $738 Tax: $4,194 (2024)Community: Paradise Palms Resort P1Townhouse
Taxes:$4,194
Remarks: Seller motivated. Own and spend your Vacation days relaxing in a 4/3 with deck and private heated pool, NO rear neighbors, very close to clubhouse, Potential return of income B&B / Short Term Rental while you are not in town. Paradise Palms is an exceptional opportunity to own in one of the most popular rental locations in the Disney Orlando area. Paradise Palms located in a private gated resort community and just 10 minutes from Disney! Where Magic Happens. Paradise Palms Resort is zoned for short term rental and has a 24 hour manned security gated entrance. Club House featuring a Tiki Bar & Grill, waterfall resort style pool with a grotto/spa and a pool slide. A separate pool, movie theatre, game room, internet lounge, basketball court, tennis court, state-of-the-art fitness center & sauna, market, deli, beach volleyball and more. HOA fee includes resort amenities & staff, plus townhome cable, internet & phone, townhome's exterior care. Granite countertops in the Kitchen and Bathrooms, stainless steel appliances, maple wood cabinets and 18" tile throughout the first floor.
Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)
Listing Agent: Nelson Zavarella (407-460-0877)
8900 CANDY PALM RD, KISSIMMEE, FL 34747
$498,000185 Days on yellowkey MLS ID: O6368196
1 Days Off yellowkey (back on 6/18/2026)
REDUCED by $300 (0.1%) on 06/12/2026
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3015 Built: 2012Monthly Fee: $682 Tax: $7,875 (2024)Community: Paradise Palms Resort Ph 2Single Family
Taxes:$7,875
Remarks: “Seller is motivated - bring all offers” Approximately 12 miles to Walt Disney World! Click the video tour under the photos to experience the magic firsthand. This spectacular, fully themed home offers an unforgettable resort-style experience—ideal for personal use, family vacations, or as a high-performing short-term rental. Sold fully furnished and professionally designed, this turnkey property can be live on Airbnb or VRBO within 24 hours of closing, allowing buyers to generate income immediately. The home is thoughtfully designed to impress first-time guests while encouraging repeat stays and referrals. Inside, guests are immersed in professionally designed themed spaces, including Super Mario and Tiki-inspired game rooms, along with standout bedrooms such as the Pirate Room, Train Room, and Enchanted Fortress. The home features two luxurious master suites, five full bathrooms, a castle-themed dining area seating up to 10, and a welcoming living room highlighted by a stunning Disney castle mural. Recent upgrades include: Recent upgrades include: a new HVAC system (Nov 2023), new water heater (July 2024), new pool heater timer (Dec 2025) and new pool Cartridge filter and housing (Jan 2026) Outdoor living includes a private heated pool and spa, covered lanai, outdoor dining and lounge areas, and a BBQ grill. Family-friendly amenities include a Nintendo Switch, arcade games, foosball, Pack ’n Play, high chair, and changing station. Located within the gated Paradise Palms resort community, owners and guests enjoy access to a clubhouse featuring a resort-style pool, water slides, lazy river, spa, fitness center, sports courts, movie theater, arcade, and mini golf. This is a rare opportunity to own a professionally maintained, guest-ready home just minutes from Disney.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Jane Lafrance (407-436-2130)
8974 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$460,00010 Days on yellowkey MLS ID: O6415120
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2294 Built: 2020Monthly Fee: $660 Tax: $6,849 (2025)Community: Solara Resort Vacation Villas RepTownhouse
Taxes:$6,849
Middle School: West Side
Remarks: Experience the perfect blend of luxury, comfort, and investment potential in this beautifully furnished 5-bedroom, 4.5-bathroom end-unit townhome located in the highly sought-after Solara Resort. Positioned at the end of the building, this desirable residence offers added privacy, enhanced natural light, and a more open feel than interior units. Designed to accommodate families and guests with ease, the thoughtfully planned floor layout features a spacious primary suite conveniently located on the first floor, complete with a large walk-in closet and private en-suite bathroom. Upstairs, two additional bedrooms also enjoy the privacy of their own en-suite bathrooms, while the remaining bedrooms provide ample space and comfort for family members and guests alike. The bright, open-concept living area creates the perfect gathering space, seamlessly connecting the living room, dining area, and fully equipped kitchen. Featuring stainless steel appliances and generous counter space, the kitchen is ideal for entertaining or enjoying relaxed evenings at home. Step outside to your private screened-in pool, where you'll find comfortable lounge seating, BBQ grill, and a child safety pool fence for added peace of mind. Whether soaking up the Florida sunshine or unwinding after a day at the parks, this outdoor retreat is designed for year-round enjoyment. One of the standout features of this property is the exceptional level of care it has received. Unlike many vacation homes managed remotely by third-party property management companies, this home has been personally maintained by its owners, who live nearby and have consistently ensured that the property remains in outstanding condition. Their hands-on attention is evident throughout the home. Perfectly positioned for convenience and entertainment, the property is located just 8 miles from Walt Disney World, 16 miles from SeaWorld Orlando, and 20 miles from Universal Orlando, offering quick access to Central Florida's most popular attractions while still providing a peaceful resort setting. As a homeowner and guest at Solara Resort, you'll enjoy access to an impressive collection of resort-style amenities, including a grand pool, poolside cabanas, fitness center, playground, soccer field, sand volleyball courts, full-size basketball court, on-site restaurant and bars, and a secure gated entrance. Whether you're searching for a vacation home, or a high-performing short-term rental investment, this exceptional end-unit townhome delivers the ideal combination of location, comfort, quality, and lifestyle in one of Central Florida's most desirable resort communities.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Gustavo Nappi (352-638-4831)
9006 MAJESTY PALM RD, KISSIMMEE, FL 34747
$504,999101 Days on yellowkey MLS ID: O6390392
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,001 (1.9%) on 05/03/2026
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3081 Built: 2014Monthly Fee: $660 Tax: $6,798 (2025)Community: Paradise Palms Resort Ph 3BSingle Family
Taxes:$6,798
Remarks: Under contract-accepting backup offers. REDUCED PRICE! Disney Area Vacation Home! Turnkey income property with 5 bedroom/5 bathroom and pool/screened lanai! Gated community, in a prime Kissimmee location! Zero renovation needed! Short and long term rentals allowed! Start renting immediately! Welcome to this beautiful two-story property located in one of Kissimmee's most convenient and desirable areas, just minutes from world-famous attractions like Walt Disney World Resort. This well-maintained and spacious home offers an inviting open-concept layout designed for comfortable living and entertaining. High ceiling, natural light, modern kitchen with ample cabinetry, granite, clean and modern living and dining room furniture. The five bedrooms are generously sized, providing privacy and relaxation. Three themed bedrooms, wood work at the mezzanine on the second floor, wall paper, TVs in all bedrooms, modern furniture and accents, turn key package, converted garage into play room and laundry room with laundry sink. Sellers just replaced all fans. Step outside to enjoy the outdoor space, perfect for relaxing or hosting gatherings. Screened lanai with pool and seating area to enjoy Florida Weather, with a sip of coffee or a glass of wine. The community offers easy access to major highway, shopping, dining, and world-class attractions, including Universal Orlando Resort, Disney Springs, and premium outlets. Schedule an appointment! You are going to love it! There is a youtube link with a video of the property.
Listing is courtesy of: ANA TEIXEIRA REALTY (321-624-4325)
Listing Agent: Ana Paula Teixeira (321-624-4325)
1391 GREENFIELD LOOP, KISSIMMEE, FL 34747
$428,00040 Days on yellowkey MLS ID: S5149597
REDUCED by $5,000 (1.2%) on 06/10/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1811 Built: 2023Monthly Fee: $562 Tax: $9,220 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$9,220
Elementary School: Reedy Creek Elem (K 5)
Middle School: Horizon Middle
Remarks: Short Sale. Welcome to Reunion Village living at its finest. This beautifully designed two-story home offers the perfect blend of comfort, style, and location. Featuring 4 spacious bedrooms, 2.5 bathrooms, and an open-concept floor plan, this property is ideal for both everyday living and entertaining. The modern kitchen is equipped with sleek finishes, quality appliances, abundant cabinetry, and overlooks the spacious dining and living areas filled with natural light. Upstairs, enjoy a versatile loft space perfect for a home office, media room, or play area, along with a generously sized primary suite featuring a walk-in closet and dual vanity bathroom. Additional highlights include engineered hardwood and vinyl flooring, covered patio, irrigation system, tankless water heater, and a 2-car garage. Located in the highly sought-after Reunion Village community near ChampionsGate, major highways, shopping, dining, golf courses, and Central Florida’s world-famous attractions. Excellent opportunity as a primary residence, vacation home, or investment property. Schedule your private showing today.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Naiverh Castelao (404-788-7899)
8675 LA ISLA DR, KISSIMMEE, FL 34747
$589,00010 Days on yellowkey MLS ID: O6415825
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2827 Built: 2005Monthly Fee: $367 Tax: $6,240 (2026)Community: Emerald IslandSpa: YesSingle Family
Taxes:$6,240
Elementary School: Island Village Elementary School
Tax Year: 2026
Remarks: Turnkey, fully furnished, and beautifully themed 6-bedroom, 4.5-bath pool home located in the highly sought-after gated resort community of Emerald Island. Zoned for short-term rentals and less than 15 minutes from Walt Disney World, this property offers an exceptional opportunity as a vacation home, investment property, or personal retreat. The spacious floor plan features a first-floor primary suite, formal living and dining rooms, a large family room overlooking the pool, an updated kitchen with modern finishes, a half bath, and a laundry room. Upstairs, you'll find additional bedrooms, multiple en-suite accommodations, and a versatile loft area ideal for guests, gaming, or workspace. Designed with the vacation rental market in mind, the home showcases upgraded interiors, beautifully remodeled themed bedrooms, and well-maintained furnishings that create a memorable guest experience. Recent improvements include fresh interior paint, new laminate flooring upstairs, a 2023 roof, and a 2020 HVAC system. Emerald Island Resort offers 24-hour gated security, a resort-style pool and spa, clubhouse, tiki bar, fitness center, sauna, tennis courts, playgrounds, and walking trails. HOA services include landscaping, pest control, valet trash service, and complimentary internet and Wi-Fi. Conveniently located near Disney, shopping, dining, water parks, Orlando International Airport, and major highways, this move-in-ready home is perfectly positioned for both enjoyment and income potential. Equal Opportunity Housing.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
2108 MOROCCO WAY, KISSIMMEE, FL 34747
$589,90079 Days on yellowkey MLS ID: S5147141
REDUCED by $5,000 (0.8%) on 05/15/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2017Monthly Fee: $563 Tax: $10,059 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$10,059
Remarks: Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Jim Mcquade (407-906-6508)
1998 KEY BAY TRL #524, KISSIMMEE, FL 34747
$387,500158 Days on yellowkey MLS ID: G5106590
REDUCED by $7,500 (1.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 2022Monthly Fee: $480 Tax: $7,954 (2025)Community: Four Seasons At Orlando Ph 4BSpa: NoVilla
Taxes:$7,954
Remarks: Welcome home to this beautifully appointed 2 bedroom, 2 bath home located in the desirable Four Seasons at Orlando, a premier 55+ community just 15 minutes from Disney! This home sits on a premium corner lot overlooking serene wetlands, offering added privacy and peaceful views. The gourmet kitchen is a standout, featuring granite countertops, 42" cabinets, GE Profile appliances, gas range, in-wall electric oven/microwave, and counter-depth refrigerator (all appliances convey, including washer and dryer). Luxury vinyl flooring flows throughout the home, complemented by thoughtful upgrades such as a tankless gas water heater, water purification system, whole-house gutters, MyQ garage door opener, and an electric vehicle outlet in the garage. Enjoy indoor-outdoor living with an extended covered lanai accessed through triple French doors, perfect for relaxing or entertaining. The lanai also includes a gas line hookup, ideal for gas grill- no propane tank needed. The spacious primary suite offers an upgraded master shower with seating and frameless (trackless) shower doors. A dedicated office with french doors provides the ideal work or hobby space. Four Seasons at Orlando offers resort-style living with a clubhouse, on-site recreation director, adult and family pools, pickleball courts, games, and a full calendar of social events! HOA fees include lawn and shrub care, irrigation, mulching, termite bond, exterior painting, and roof replacement every 10+ years, allowing for truly low-maintenance living. This exceptional home combines luxury, convenience, and an active lifestyle schedule your private showing today!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Ashley Pun (407-403-4165)
9047 RHODES ST, KISSIMMEE, FL 34747
$399,000107 Days on yellowkey MLS ID: S5145124
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2102 Built: 2016Monthly Fee: $516 Tax: $7,751 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,751
Remarks: Resort style living! Perfect for primary residence and an investment opportunity. This modern Town home is located in one of the newest resort communities in the Kissimmee/Orlando area. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area. This 24 hour guard gated resort provides a fabulous water park, 10,000 sq.ft. Clubhouse with Fitness Center, Resort-style heated Pool with Lazy River, Tiki Bar & Spa, Volleyball Court & Multi-Purpose Sports Courts. The home features 4 bedrooms 3 and half bathrooms, open floor plan, it is very new and furnished with modern comfort in mind. A guest bedroom with a full bathroom is located on the first floor. Upstairs you will find the remaining bedrooms, including a Harry Potter themed room. The rooms are arranged around a central large loft area, that is ideal for everyone to relax and play games. The technology in the home is all new, with 6 TVs, a Sony Playstation 4, DVD player and of course Free and Fast WiFi and free local and long distance calling to the USA and Canada. Lounge outside, at your own private pool, enjoy a relaxing conversation, a swim or just enjoy the south facing pool. We are also steps away from the club house, which has everything from a large pool, cabanas, lazy river, game arcade, cafe & bar, and gym. This is a perfect investment or residential opportunity. The home is currently on a short term rental program and has a great potential! Rental history available by request. Call and schedule your private tour today or enjoy a virtual walk through with our Matter port tour!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Stani Delcheva (407-405-6815)
8105 COCONUT PALM WAY #303, KISSIMMEE, FL 34747
$230,00082 Days on yellowkey MLS ID: O6393591
4 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2001 Tax: $3,662 (2025)Community: Wyndham Palms Condo Ph 6Condo
Taxes:$3,662
Remarks: Under contract-accepting backup offers. Fully furnished 3BD/2BA condo in the resort-style community of Windsor Palms, just minutes from Disney. Features include granite counters in kitchen and baths, tile flooring in living areas, fresh interior paint, and newer A/C (2021). Spacious layout sleeps up to 6 with in-unit washer/dryer and a private screened top-floor balcony overlooking a peaceful wooded view. Windsor Palms offers 24-hr gated security, heated saltwater pool & spa, splash pad, fitness center, arcade, movie theater, tiki bar, sports courts, playground, and on-site convenience store. HOA covers cable, internet, water, trash, and pest control. Excellent location near Disney parks, Universal, shopping, and dining.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Amanda Seebadan (540-760-1141)
1512 NASSAU POINT TRL, KISSIMMEE, FL 34747
$610,000157 Days on yellowkey MLS ID: O6372606
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2019Monthly Fee: $717 Tax: $9,249 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$9,249
Remarks: PRICE IMPROVEMENT - Owner Financing available - This standout 7-bedroom, 6.5-bath Turnkey, Fully Furnished, Income-Generating Short-Term Rental Home in Solara Resort is the kind of property that checks every box for high-performing vacation rentals and unforgettable stays. Spanning 3,533 square feet, the layout is both impressive and intentional, featuring two private primary suites, one on the main level and one upstairs, offering flexibility, privacy, and broad rental appeal. From the moment you step inside, the open-concept design sets the tone. The kitchen, dining, and living areas flow together effortlessly, creating a bright, social space designed for entertaining. The kitchen is a showstopper with a large center island, stainless steel appliances, and a pantry, all positioned to overlook the living room. Sliding glass doors lead directly to the outdoor living space, blending indoor and outdoor living with ease. Tile flooring anchors the main living areas, while carpeted bedrooms provide comfortable retreats. Each primary suite includes an en suite bathroom with dual sinks and a walk-in shower. The additional bedrooms are creatively themed, a major draw for short-term rental guests. Outside, the screened-in lanai delivers resort vibes with a heated pool and spa, perfect for day or night enjoyment. Located in the gated Solara Resort, owners and guests enjoy top-tier amenities including a fitness center, resort pool with water slide, basketball court, playground, market, and more. Location is everything, and this one delivers. Less than 10 miles from Disney and close to dining, shopping, and entertainment, this home is perfectly positioned to thrive as an Airbnb, vacation home, or income-producing investment while still offering the comfort and space of a true residence. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Alejandra Nicholson Pa (786-660-0340)
7519 BLISS WAY #7519, KISSIMMEE, FL 34747
$299,000107 Days on yellowkey MLS ID: O6388497
REDUCED by $3,450 (1.1%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1255 Built: 2007Monthly Fee: $495 Tax: $3,562 (2025)Community: Oakwater Ph 02-6 CondoSpa: YesCondo
Taxes:$3,562
Remarks: Virtually Staged. Beautiful single-story first-floor condo at 7519 Bliss Way, just 1.5 miles from the entrance to Disney property! This charming and well-maintained unit features no stairs, offering easy, accessible living with three bedrooms and two bathrooms, including a comfortable master suite with his and hers walk-in closets and a private en-suite bath. The open-concept floor plan flows from the kitchen—featuring granite countertops—to the dining and living areas, leading to a screened-in patio with peaceful views of the lush green conservation area. Recent upgrades include luxury vinyl flooring throughout, ceiling fans in the living room, master bedroom, and one additional bedroom, and a storage cabinet in the guest bathroom. Additional features include a one-car garage with direct access to the unit, private parking space, and ample guest parking. The unit is sold unfurnished, but furniture can be negotiated separately, giving you flexibility for personal use or rental. Oakwater Resort offers gated entrance and beautifully landscaped grounds, heated pool and spa, clubhouse with fitness center and game room, tennis, basketball and pickleball courts, catch-and-release fishing lake, and lush tropical landscaping throughout. Conveniently located minutes from Walt Disney World, major highways, restaurants, and shopping—including Walmart right next door—this condo is ideal as a primary residence, vacation retreat, or investment. This is also an excellent opportunity for short-term rental investors—first-floor units like this one are highly sought after for their convenience and accessibility. Schedule your private showing today and make this beautiful home yours!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Adriana Lima (407-617-9986)
3100 PARKWAY BLVD #752, KISSIMMEE, FL 34747
$131,000237 Days on yellowkey MLS ID: O6355546
REDUCED by $8,900 (6.4%) on 06/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 524 Built: 1990Monthly Fee: $647 Tax: $2,178 (2024)Community: Parkway Palms Resort Maingate CondoCondo
Taxes:$2,178
Remarks: Great Investment Opportunity! This cozy 1-bedroom, 1-bath condo is located just minutes from Disney. Enjoy resort style amenities including a pool, jacuzzi, gym, game room, basketball court, sun decks, and BBQ areas. The HOA covers internet, electricity, water, sewer, trash, cable, and all community and pool maintenance. This property is a perfect choice for generating passive income through vacation rentals in one of Florida’s most popular areas. Owners can manage or hire a management company with no restrictions. Don’t miss out on this great opportunity! Motivated Seller!!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Cristina Alcazar (305-303-1418)
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