Location: Kissimmee , 34747
Do Not Show Listings
2756 LIDO KEY DR, KISSIMMEE, FL 34747
$460,00065 Days on yellowkey MLS ID: S5148950
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2005Monthly Fee: $367 Tax: $5,126 (2025)Community: Emerald Island Resort Ph 5BSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,126
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Booked from June 16 to Junly 20! Welcome to this spacious and well-maintained home located in one of Kissimmee’s most desirable short-term rental friendly communities. This property features 5 bedrooms, 3 bathrooms, a bright and open floor plan with generous living and dining spaces, perfect for entertaining guests or enjoying family time. 1) hard floor in 2017 2) new pool water pump in 2019 3) new range in 2022 4) new dishwasher in 2024 5) new water heater in 2024 6) new refrigerator in 2025 7) new AC in 2020 The kitchen offers ample cabinetry, modern appliances, new fridge, and a functional layout that flows seamlessly into the main living area. The home includes comfortable bedrooms with plenty of natural light, while the primary suite provides a relaxing retreat with a private en-suite bathroom. Step outside to enjoy your own private outdoor space—perfect for relaxing after a day at the parks or hosting gatherings. Many homes in this area also feature private pools or patio areas (verify specific property features). Ideally located just minutes from Walt Disney World Resort, as well as shopping, dining, golf, and entertainment. Easy access to major highways makes commuting to Orlando and surrounding areas a breeze. Whether you're looking for a primary residence, vacation home, or investment property, this home offers excellent potential in a high-demand location. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
660 CELEBRATION AVE #250, KISSIMMEE, FL 34747
$290,000391 Days on yellowkey MLS ID: O6319885
2 Days Off yellowkey (back on 11/3/2025)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1360 Built: 1996Monthly Fee: $109 Tax: $4,426 (2024)Community: Town Center CondoCondo
Taxes:$4,426
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: **Seller is now offering 10K at closing towards special assessment fee** Step into comfort, style, and convenience with this beautifully crafted 2-bedroom, 2-bath condo located in the heart of downtown Celebration, FL. With 1,390 sq. ft. of thoughtfully designed living space, this two-story residence is perfect as a full-time home, a vacation escape, or a smart long-term investment. Positioned on the highly sought-after Celebration Avenue, you’re just steps from the town center—home to charming shops, dining hotspots, entertainment, and year-round community events. The first level offers the kitchen with granite countertops and a bright, open-concept living and dining area. French doors lead to your private balcony—an ideal spot to enjoy morning coffee or unwind in the evening. Upstairs, a split-bedroom layout features a spacious Owner’s Suite, a comfortable guest room, and an additional full bath with granite countertops—providing both privacy and flexibility. New LVP flooring through out except in the wet areas. Living in Celebration offers more than just a beautiful home—it’s a lifestyle. Residents enjoy access to scenic parks, community pools, playgrounds, and over 26 miles of walking and biking trails. With lakeside views, nature preserves, and a welcoming town atmosphere, this is Central Florida living at its finest.
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Sheila Torres (407-960-0369)
2813 ALMATON LOOP #301, KISSIMMEE, FL 34747
$340,00071 Days on yellowkey MLS ID: O6404870
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $401 Tax: $3,896 (2025)Community: Ventura At Windsor Hills Condo Ph 4Condo
Taxes:$3,896
Remarks: Well-maintained 3-bedroom, 2-bath condo located in the desirable Windsor Hills Resort. This unit features an open-concept living and dining area with a functional layout and comfortable room sizes throughout. The kitchen offers ample cabinet space and flows into the main living area, ideal for everyday living or short-term rental use. The primary bedroom includes an en-suite bathroom, and the additional bedrooms are well-sized for family or guests. The unit includes in-unit laundry for convenience. Windsor Hills is a gated resort-style community offering amenities such as a lagoon-style pool, water park with slides, clubhouse, fitness center, tennis courts, and playgrounds. Located just minutes from major attractions, shopping, dining, and highways.
Listing is courtesy of: C23 REALTY LLC (321-525-1721)
Listing Agent: Geciane Centurion, Pa (321-525-1721)
3209 ENERGY DR, KISSIMMEE, FL 34747
$329,500210 Days on yellowkey MLS ID: O6367611
4 Days Off yellowkey (back on 6/16/2026)
REDUCED by $400 (0.1%) on 06/05/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2024Monthly Fee: $227 Tax: $4,417 (2025)Community: Hub At Westside ReserveTownhouse
Taxes:$4,417
Elementary School: Westside Elem
Remarks: Under contract-accepting backup offers. Price to Sell, less than 2 years old, a beautiful and well-appointed 3-bedroom, 3-bath home located in the heart of Kissimmee, FL! This exceptional property offers the perfect combination of comfort, style, and convenience—ideal as a primary residence, vacation home, or investment opportunity. The home features a spacious and functional layout filled with natural light, an open living and dining area perfect for entertaining, and a well-equipped kitchen with ample storage. Each bedroom is generously sized, including a private primary suite, while three full bathrooms provide maximum comfort and flexibility for family members and guests. Enjoy Florida living with a private outdoor space ideal for relaxing or hosting gatherings. Conveniently located just minutes from world-renowned theme parks, shopping, dining, major highways, and entertainment, this property offers both lifestyle and strong rental potential. Whether you’re looking for a place to call home or a smart investment in one of Central Florida’s most desirable markets, this property is a must-see. Schedule your private showing today—this opportunity won’t last!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Mulcy Tenorio (407-403-8229)
8081 KNEE DEEP RD, KISSIMMEE, FL 34747
$399,99930 Days on yellowkey MLS ID: S5151963
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 2019Monthly Fee: $468 Tax: $9,007 (2025)Community: Margaritaville ResortSingle Family
Taxes:$9,007
Remarks: Welcome to paradise at 8081 Knee Deep Rd, an exceptional investment opportunity or dream vacation home located inside the highly coveted Margaritaville Resort Orlando. This stunning two-story cottage is a fully furnished 2-bedroom, 2-bathroom home that comfortably sleeps up to 6 guests, delivering a turnkey real estate asset with immense rental appeal. The bright, open-concept living space seamlessly transitions to a private patio area, perfect for enjoying your morning coffee or winding down in the warm Florida breeze. A true standout feature is the custom Star Wars Room: The kids (and kids at heart) will love our spectacular bedroom features with a full-wall custom Star Wars wallpaper and two incredible Millennium Falcon beds—an unforgettable detail that makes this property a highly competitive short-term rental option. As an owner or guest, you gain full access to Margaritaville’s premium, world-class resort amenities, including the massive Fins Up Beach Club with zero-entry lagoon pools, a relaxing sandy beach, live entertainment, full-service bars, and a state-of-the-art fitness center. Nestled just minutes from Central Florida's premier attractions like Walt Disney World, Universal Studios, and SeaWorld, the location offers unparalleled convenience. With high-end dining, shopping at Sunset Walk, and boutique entertainment right at your doorstep, this property stands out as a high-performing investment vehicle or a personal slice of tropical paradise.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
3215 BRASILIA AVE, KISSIMMEE, FL 34747
$390,000218 Days on yellowkey MLS ID: O6365782
REDUCED by $15,000 (3.7%) on 05/10/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2268 Built: 2019Monthly Fee: $647 Tax: $5,045 (2025)Community: Magic Village RepTownhouse
Taxes:$5,045
Remarks: This townhouse is gently used as the owner's stay there with family and friends half of the year. Now is your time for this Turnkey, fully furnished 3-bedroom, 3.5-bath townhome just minutes from Walt Disney World®—an ideal short-term rental investment with strong income potential. Located in the gated Magic Village resort, this property allows for flexible self-management or on-site professional management, making it well-suited for both hands-on and passive investors. This modern residence features a rare PRIVATE ELEVAOR, a spacious open-concept layout with two-story ceilings, and a highly desirable indoor-outdoor design. The main level includes a bright great room and a fully equipped kitchen with stainless steel appliances, gas range, and oversized breakfast bar—designed to accommodate high guest turnover and extended stays. Sliding doors open to a private covered lanai with summer kitchen and no rear neighbors, enhancing guest appeal and rental value. All three bedrooms feature en-suite baths, including a primary suite with walk-in closet and spa-style bath, plus a secondary suite with private balcony—an attractive layout for vacation renters seeking privacy and comfort. Main-level laundry and a guest powder room add convenience for both owners and guests. Magic Village offers resort-style amenities including a pool, fitness center, clubhouse, on-site restaurant and bar, multilingual front desk, daily trash service, housekeeping options, and ample parking—key features that drive occupancy and guest satisfaction. Prime location near Disney, major attractions, shopping, dining, and highways ensures consistent rental demand. Whether added to an existing portfolio or purchased as a first investment property, this fully operational, income-ready townhome checks all the boxes for short-term rental success.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Beatrice Miranda (407-592-4448)
8061 VACATION AVE #213, KISSIMMEE, FL 34747
$275,00030 Days on yellowkey MLS ID: O6416625
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 501 Built: 2024Monthly Fee: $514 Tax: $5,227 (2025)Community: Sunset Walk Hotel Condo Ph 2-5Condo
Taxes:$5,227
Remarks: Own a piece of one of Orlando's most coveted resort ecosystems — the Embassy Suites by Hilton Orlando Sunset Walk, sitting at the heart of the billion-dollar Sunset Walk entertainment district. This fully furnished, turnkey condo-hotel unit is more than a vacation home — it's a revenue-generating asset backed by one of the world's most recognized hospitality brands. When you're not using it, your suite earns through the Hilton reservation system, giving you passive income without lifting a finger. Attractions Magazine Built in 2024, the unit features upscale finishes, fully furnished interiors, and access to the exclusive Oasis Beach Club. Guests — enjoy complimentary made-to-order breakfast every morning and two complimentary cocktails nightly at Citrus Social. Step outside and you're steps from Island H2O Live! Waterpark — 14 acres with 20 thrill rides, rafting, a wave pool, and a lazy river — all included in every stay. The adjacent Margaritaville Resort Orlando offers a full-service spa, restaurants, live entertainment, and shopping, all walkable from your front door. Walt Disney World is just 10 minutes away, with complimentary shuttle service included. This is the only Embassy Suites property worldwide offering individually owned condominium suites — making it a truly rare investment in one of the highest-demand tourist markets in the country. Whether you're building your portfolio or buying your family's forever vacation home — this checks all the boxes.
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Cristian Valderrama (561-891-6947)
2101 ANTILLES CLUB DR, KISSIMMEE, FL 34747
$725,000139 Days on yellowkey MLS ID: O6384009
0 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2360 Built: 2018Monthly Fee: $419 Tax: $11,786 (2025)Community: Four Seasons At Orlando Ph 1Single Family
Taxes:$11,786
High School: Poinciana High School
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Presenting the builder’s showcase home, featuring the very best of the Four Seasons at Orlando 55+ community. This former model is perched along hole #17 (par 3) of the Mystic Dunes Golf Course and stands supreme for its long list of upgrades and has been barely lived in. This Dominica model features 3 bedrooms (or 2 bedrooms plus den), custom-built wine bar, spectacular chef’s kitchen with giant island, gas cooktop, GE Profile oven and Advantium oven/microwave, glass tile backsplash, and custom cabinetry. The owner’s suite offers a sanctuary of its own with bright windows, porch entry door, tray ceiling, double vanities, and walk in glass-framed shower with multiple-headed jets. Collapsing sliding glass doors open to reveal a brick paver patio with gazebo, gas fire pit, fully fenced yard, and an unobstructed view of the golf course. Plumbing is already in place to create a summer kitchen of your dreams. This home is one of the few available homes featuring longer lasting and highly upgraded luxury tile roofing vs shingles. Plus, a three-car tandem parking garage, with a just-completed and beautiful concrete flooring coating. Four Seasons is a 55+ resort-style community offering 24-hour guarded gated access, a 13,000 square foot clubhouse, two in-ground pools, hot tub, and fitness center, plus tennis, pickleball, and bocce ball courts. Enjoy the carefree lifestyle as all exterior landscaping is included in the HOA fees. Located just minutes from Walt Disney World® and all of Central Florida’s famed attractions. (Note: Exterior & community aerial photos show damage from the recent hard freeze in the area; green and lush landscaping will return very soon!)
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
3012 SECRET LAKE DR, KISSIMMEE, FL 34747
$310,000100 Days on yellowkey MLS ID: O6395642
REDUCED by $19,000 (5.8%) on 04/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2011Monthly Fee: $594 Tax: $4,208 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$4,208
Remarks: Under contract-accepting backup offers. This beautifully furnished 3-bedroom, 2.5-bath townhome in the GATE GUARDED Encantada Resort offers a rare combination of immediate rental readiness, flexible zoning, and prime location near Walt Disney World—making it an ideal addition to any real estate portfolio. ZONED FOR SHORT TERM RENTAL and LONG TERM RENTAL, this property gives investors maximum flexibility to optimize rental strategy and cash flow. Whether you’re targeting vacation renters, seasonal guests, or long-term tenants, this home is positioned to perform. What truly sets this property apart is its CUSTOM MURAL ARTWORK by a local Orlando artist, transforming each bedroom into a one-of-a-kind themed experience. From vibrant, immersive designs inspired by favorites like Encantada, Mulan, Star Wars and Spider-Man, every room offers a unique, memorable stay that stands out in the competitive short-term rental market—helping drive higher bookings, repeat guests, and premium nightly rates.The interior features a spacious open-concept floor plan designed for guest comfort and functionality, with durable ceramic tile flooring on the main level and granite countertops in the kitchen for a modern, low-maintenance finish. A first-floor laundry room and guest bathroom add convenience for both owners and renters. The home comes FULLY FURNISHED, allowing for a seamless transition to immediate occupancy or rental income from day one. Step outside to a private patio space with a hot tub, perfect for relaxing after a day at the parks—an attractive feature for short-term guests seeking a resort-style experience. Encantada Resort is a high-demand vacation community known for its robust amenities, which significantly enhance rental appeal, including: Multiple resort-style pools and spa, Clubhouse with on-site restaurant and bar, Fitness center, Scenic walking trails and lake with fishing dock, Playgrounds and family-friendly recreation areas and 24-hour guard-gated security. Strategically located in the heart of Central Florida’s tourism corridor, the property is just minutes from Walt Disney World Resort, with easy access to major highways, shopping centers, dining, and Orlando’s world-renowned attractions—ensuring consistent rental demand year-round. This is a true turnkey investment with strong potential for short-term rental income, appreciation, and personal use flexibility. Opportunities like this in established resort communities are limited—secure your foothold in one of Orlando’s most desirable vacation rental markets.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Sandra Velasquez (407-718-6244)
8718 RAIN FOREST PL #C, KISSIMMEE, FL 34747
$232,00061 Days on yellowkey MLS ID: O6408264
REDUCED by $7,900 (3.3%) on 06/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1357 Built: 1999Monthly Fee: $362 Tax: $3,509 (2025)Community: Villas At Island Club Ph 9Condo
Taxes:$3,509
High School: Harmony High
Middle School: Kissimmee Middle
Remarks: Experience the perfect blend of style, comfort, and investment potential with this fully updated 3-bedroom, 2-bathroom second-floor condo in one of Kissimmee’s most convenient locations! Designed with a modern open-concept layout, this move-in-ready unit features sleek contemporary cabinetry, stylish countertops, upgraded finishes, and a bright, inviting living space that feels both elegant and functional. Whether you’re looking for a primary residence, vacation home, or income-producing property, this condo checks all the boxes. Airbnb-friendly and ideal for long-term rentals, this turnkey opportunity is ready to generate cash flow from day one. Even better, the property can be sold fully furnished as shown in the photos, making the transition seamless for the next owner or investor. Step outside onto your private rear patio and enjoy peaceful mornings with coffee or unwind during beautiful Florida sunsets in this quiet and well-maintained community. Conveniently located just minutes from Disney, major highways, shopping centers, grocery stores, restaurants, and entertainment, this location offers unbeatable accessibility for both residents and guests. Opportunities like this are rare — schedule your private showing today and see why this property stands out from the rest!
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Ayoub Seffari (407-497-4015)
7788 BASNETT CIR, KISSIMMEE, FL 34747
$649,000186 Days on yellowkey MLS ID: O6371195
REDUCED by $5,000 (0.8%) on 06/14/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2342 Built: 2005Monthly Fee: $171 Tax: $7,177 (2025)Community: Windsor Hills Ph 3Single Family
Taxes:$7,177
Remarks: Strong booking activity through the end of 2026!! Welcome to your ultimate vacation getaway—fully renovated in 2025 and featuring a brand-new roof (2025), all on a prime corner lot just 5 miles from Walt Disney World. This beautifully upgraded 5-bedroom pool and spa home is designed for comfort, fun, and strong short-term rental appeal, complete with an impressive converted garage game room for unforgettable guest experiences. Recent upgrades include two new water heaters (2025), exterior painting (2025) updated kitchen and all five bathroom vanities (2025), granite countertops in every bathroom, and new commercial-grade carpet installed in 2025, new furniture, and many more—making this home truly move-in ready. ACs were replaced in 2024 and 2022. Themed living takes center stage with 7 immersive themes throughout the home. The two primary suites feature How to Train Your Dragon and Avengers themes. The main-level bedroom is Star Wars, while the upstairs bedrooms are Toy Story and Mickey Mouse. Sleeping arrangements include 3 king beds and 4 twin beds. The garage is transformed into a Harry Potter–themed game room with foosball, air hockey, and a pool table, while the dining room brings the fun with a Super Nintendo World theme. Located in the highly sought-after, guard-gated Windsor Hills community, owners and guests enjoy top-tier resort amenities including a lagoon-style pool, water park with slides, fitness center, movie theater, arcade, bar, convenience store, playgrounds, and sports courts—all just minutes from Central Florida’s world-class attractions. Selller is a licensed real estate agent.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
9055 TREASURE TROVE LN #209, KISSIMMEE, FL 34747
$215,000325 Days on yellowkey MLS ID: O6336868
REDUCED by $19,500 (8.3%) on 06/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $843 Tax: $3,497 (2024)Community: Caribe Cove Condo Ph 4Condo
Taxes:$3,497
Remarks: Beautiful & Spacious 3-Bedroom Condo in Caribe Cove Resort – Fully Furnished! Welcome to this beautifully maintained 2nd-floor condo located in the sought-after Caribe Cove Resort community. With over 1,700 sq ft of living space, this unit is larger than average and comes fully furnished, making it perfect as a turnkey rental property or primary residence. The primary suite features a king-size bed, en-suite bathroom with a garden tub, separate shower, and dual sinks. The two additional bedrooms include a queen bed and two twin beds, sharing a second full bathroom. Enjoy the spacious open-plan living and dining area, along with a well-equipped kitchen with all major appliances, including an in-unit washer and dryer. Located in Building 4, this condo is just a short walk to the resort-style amenities, including the community pool, clubhouse, and fitness center. Caribe Cove is a 24-hour guard-gated community, ideally located near theme parks, golf courses, restaurants, shopping, and more. Zoned for short-term rentals, this property also makes a wonderful full-time residence. Don’t miss this opportunity! Listing agent is the managing agent—contact us for rental income details and projections. All measurements and listing details are approximate and should be verified by the buyers and their agents.
Listing is courtesy of: ORANGE REALTY PROFESSIONALS LLC (321-525-3505)
Listing Agent: Sonia Jenkins (321-525-3505)
448 SOUTHFIELD ST, KISSIMMEE, FL 34747
$550,00041 Days on yellowkey MLS ID: S5151092
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2363 Built: 2020Monthly Fee: $784 Tax: $10,441 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$10,441
Remarks: Turnkey and fully furnished, this beautiful two-story home is located in the highly sought-after Encore Resort at Reunion. Featuring an open-concept layout with one bedroom downstairs and all remaining bedrooms upstairs, this home is designed for comfort and convenience. Enjoy a private pool and spa, a dedicated game room, and a two car garage. The home is filled with natural light and features granite countertops, creating a bright and inviting atmosphere. Ideally located just minutes from Disney, shopping, restaurants, and grocery stores. Residents and guests enjoy access to resort-style amenities and outstanding recreational facilities. Whether you're looking for a vacation retreat, second home, or investment opportunity, this property offers the perfect blend of location, lifestyle, and value.
Listing is courtesy of: FLEXWAY REALTY LLC (407-309-7919)
Listing Agent: Ronal Gonzalez (407-508-9120)
1974 MAJORCA DR, KISSIMMEE, FL 34747
$444,90032 Days on yellowkey MLS ID: S5151890
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2015Monthly Fee: $580 Tax: $6,044 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$6,044
Remarks: Welcome to 1974 Majorca Drive, located in the highly sought-after resort community of Windsor at Westside, where luxury vacation living meets exceptional investment potential. This home made such an impression on the current owners that they loved the lifestyle so much they ultimately decided to relocate here full time. Their change in plans creates an incredible opportunity for the next owner. Whether you're seeking a high-performing vacation rental, a second home, or a primary residence, this property checks every box. Despite being available for only a short period of time, the home is already producing strong rental revenue through a well-known, low-cost professional management company. Even better, there are numerous future bookings that can be transferred to the new owner when the current management company is retained, providing immediate income potential from day one. Originally intended to remain in the family's portfolio for years to come, the home has undergone several recent improvements and upgrades. Enjoy brand-new furnishings throughout many areas of the home, including a beautifully redesigned primary suite, a stylishly refreshed living room, a newly themed Disney bedroom, and an incredible Harry Potter themed loft and theater room that is sure to be a guest favorite. Additional updates include a brand-new washer and dryer, helping make this property completely turnkey. Step outside and enjoy your own private pool, perfect for relaxing after a day at the parks. Just steps away, the detached garage has been transformed into a dedicated game room, creating the ultimate entertainment space for family and guests. The combination of a private pool and game room significantly enhances both guest appeal and rental performance. The location is outstanding, just minutes from the world-class golf courses of ChampionsGate and Reunion Resort, Walt Disney World, shopping, dining, and major highways that provide convenient access to some of Florida's most beautiful beaches and attractions. As an added bonus, this home is one of the closest properties in Windsor at Westside to the community's renowned entertainment complex and resort amenities, making it especially convenient for owners and guests to enjoy everything the community has to offer. Windsor at Westside is renowned for its incredible resort amenities that attract guests year-round while providing an exceptional lifestyle for residents. Enjoy a resort-style pool, lazy river, splash pad, cabanas, bar and grill, fitness center, basketball, tennis, pickleball, scenic walking and jogging trails, concierge services, organized community events, and the peace of mind that comes with 24/7 live gated and roaming security. If you're looking for a property that offers immediate rental income, extensive upgrades, resort-style amenities, and the flexibility to serve as a vacation home or primary residence, 1974 Majorca Drive deserves a place at the top of your list.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Jim Mcquade (407-906-6508)
2788 ALMATON LOOP #202, KISSIMMEE, FL 34747
$275,00043 Days on yellowkey MLS ID: S5151029
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005Monthly Fee: $354 Tax: $3,545 (2025)Community: Windsor Hills P1Spa: NoCondo
Taxes:$3,545
Elementary School: Island Village Elementary School
Remarks: Located in the beautiful resort community of Windsor Hills just minutes from Disney. This spacious 2-bedroom, 2-bathroom condo comes fully furnished and is currently being used for short-term rental. Turnkey condo is in the perfect 2nd floor location, New AC (August 2024) and water heater (March 2025) ready for short-term rentals with opportunity to transfer management and bookings already in place. The Windsor Hills Resort is a 24-hour guard gated community with amazing amenities such as a large resort “beach entry style” pool and waterpark with a waterslide and splash pad. The large clubhouse includes a fitness center, theatre and game rooms, welcome center and Sundry Shop. The resort amenities also include outdoor tennis courts, basketball court and picnic/grill area, all adjacent to this condo building. Association fees include water, high-speed Internet, cable TV, trash service and 24-hour resort security. Located just 2.5 miles from the Disney entrance and extremely close to dining, shopping and entertainment don’t miss out on this opportunity!!
Listing is courtesy of: IMAGINATION REALTY, INC (321-939-1300)
Listing Agent: Jennifer Schreiber (407-973-5575)
7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747
$685,000117 Days on yellowkey MLS ID: O6392299
REDUCED by $14,000 (2.0%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1969 Built: 2021Monthly Fee: $407 Tax: $10,834 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASingle Family
Taxes:$10,834
Remarks: Welcome to this beautiful St. Lucia home located at the Four Seasons of Orlando in Kissimmee. Orlando's most desirable 55+ Community. Four Seasons has a 24/7 manned guard gate and resort style amenities. This home has a water view in the front and hole #2 of the golf course in the back. Enjoy views of the heated pool and golf course from your enclosed entended Lanai. The gourmet kitchen has a large island with a breakfast bar, quartz counters, 42" cabinets, under cabinet lighting, stainless steel appliances including a built-in oven, microwave and gas cooktop. The dining room, living room and primary bedroom feature tray ceilings, all leading out to the extended screened lanai and heated pool and spa. You can also enter the lanai from the primary suite, sit by your fire pit and enjoy the scenery relaxing by your heated pool. This home comes with four security cameras on the exterior. You will also enjoy the whole house Britta water filtration system. The Four Seasons is entwined within Mystic Dunes Golf Course. Residents can enjoy dinner and drinks at the Mystic Dunes Club with a discount. The Four Seasons community has a large clubhouse (12,000 sq. ft) with a fitness center, kitchen, craft room game room, bar and coffee area. There is so much to do at the Four Seasons at Orlando's 55+ Community.
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Susan Rinaldi (201-952-9500)
8810 GRAND PALMS CIR #B, KISSIMMEE, FL 34747
$219,99937 Days on yellowkey MLS ID: O6414851
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 2002Monthly Fee: $331 Tax: $2,200 (2025)Community: Grand Palms Condo 4 Ph 1Condo
Taxes:$2,200
Remarks: Step outside and you’re just a few feet from the community pool, tennis courts, and pickleball courts from this desirable top-floor unit. Whether you’re looking for a primary residence, vacation getaway, or income-producing property, this Airbnb-approved condo checks all the boxes. Zoned for short-term rentals and located in one of Central Florida’s most sought-after vacation corridors, it’s ready to be added to an investor’s portfolio from day one. Location is the headline here. Less than 20 minutes from Walt Disney World Resort, approximately 15 minutes from Sunset Walk dining and entertainment, under 15 minutes from Island H2O Water Park, and less than 20 minutes from Universal Orlando Resort, you’ll be surrounded by the attractions that draw millions of visitors to the area every year. With US-192 and I-4 nearby, getting anywhere in Central Florida is quick and convenient. For short-term rental investors targeting the Disney and theme park market, the opportunity here is clear. The HOA covers exterior maintenance, including the roof, helping simplify ownership and reduce maintenance concerns. Featuring three bedrooms, two bathrooms, and direct pool-and-court views, this top-floor condo offers the ideal combination of location, flexibility, and investment potential.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Avel Ramirez (321-304-1690)
3003 BIRD OF PARADISE LN, KISSIMMEE, FL 34747
$250,00032 Days on yellowkey MLS ID: O6416279
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2011Monthly Fee: $594 Tax: $3,506 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$3,506
Remarks: Welcome to Encantada Resort, a popular gated community located just minutes from Walt Disney World, Universal Studios, SeaWorld, and many of Central Florida's top attractions. This fully furnished 2-bedroom, 2.5-bath townhome offers comfort, convenience, and excellent rental potential. The first floor features a bright and open living and dining area, an updated kitchen with granite countertops, plenty of cabinet and counter space, a half bath, and an in-unit laundry room. Sliding glass doors lead to a private screened lanai with a hot tub, outdoor seating area. Upstairs, both spacious bedrooms have their own en-suite bathrooms, walk-in closets, and TVs, providing privacy and comfort for owners and guests. The home is being sold fully furnished, making it ready to enjoy or rent immediately. Zoned for short-term rentals and with a strong rental history, this property is a great opportunity as a vacation home, investment property, or primary residence. Encantada offers resort-style amenities including a community pool and spa, fitness center, clubhouse, playground, game room, and walking paths. HOA fees cover exterior maintenance, landscaping, cable, and internet for easy ownership. Conveniently located near parks, restaurants, shopping, entertainment, Old Town Kissimmee, and major highways. This turnkey property offers the best of Florida living and investment potential.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Nadia Eggers (407-247-0906)
2183 TRIPOLI CT, KISSIMMEE, FL 34747
$659,000367 Days on yellowkey MLS ID: S5130786
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2016Monthly Fee: $563 Tax: $12,617 (2024)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$12,617
Remarks: This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community, the home is ideal for large vacationing groups for investors and for your own pleasure. The open-concept floor plan features multiple living areas, a large upstairs loft/game room, and a modern kitchen with granite countertops, stainless steel appliances, and ample seating. The home includes themed bedrooms, generous sleeping capacity, and stylish furnishings throughout. The private screened-in pool and spa, complete with a covered lanai and outdoor dining area—perfect for relaxing or entertaining. Whether hosting guests or enjoying it personally, this outdoor space adds major rental appeal. Windsor at Westside offers resort-style amenities, including Clubhouse with restaurant and bar, with lazy river and water slide, fitness center, arcade, and sports courts, 24/7 manned security gate. With covered outdoor sitting, hot tub/spa, sand volley, basketball court, walking trails, store/ market place, it is Located only minutes from Walt Disney World! New laminate floors throughout the entire house! Come and take a look today!
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Ann Yu (215-495-8939)
8929 SYDNEY AVE, KISSIMMEE, FL 34747
$460,000271 Days on yellowkey MLS ID: O6353549
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $538 Tax: $7,070 (2024)Community: Windsor/Westside-Ph 3Townhouse
Taxes:$7,070
Remarks: ***We have bookings - great investment opportunity!!! This beautiful townhouse at 8929 Sydney Ave in Kissimmee, FL is ready for immediate occupancy and offers exceptional value in this desirable location. Situated in the heart of Kissimmee, you'll enjoy easy access to world-famous theme parks, shopping centers, restaurants, and major roadways. This impressive 2,263 square foot home features five spacious bedrooms and four and a half bathrooms, perfect for families of all sizes. The open floor plan creates a seamless flow throughout the main living areas, enhanced by soaring high ceilings that add to the sense of space and elegance. The kitchen showcases beautiful granite countertops and modern stainless steel appliances, making meal preparation a pleasure. Hard flooring extends throughout the main living areas, while the bedrooms feature comfortable carpeting. Ceiling fans are installed throughout the home for year-round comfort. The second floor includes a versatile loft area that can serve as a home office, playroom, or additional entertainment space. Step outside to your private oasis featuring a screened-in back porch overlooking a sparkling pool – perfect for Florida's sunny climate. The welcoming front porch adds charm and curb appeal. This move-in ready townhouse combines comfort, style, and convenience in one of Central Florida's most sought-after areas. With theme parks, shopping, dining, and major highways just minutes away, you'll have everything you need within easy reach. Don't miss this opportunity to own a piece of the Florida lifestyle in this well-appointed home.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
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