Location: Kissimmee , 34747
Do Not Show Listings
2147 TRIPOLI CT, KISSIMMEE, FL 34747
$698,00045 Days on yellowkey MLS ID: S5149067
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2016Monthly Fee: $563 Tax: $11,982 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,982
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring throughout second floor and ground floor bedrooms. UPGRADED CABINETRY throughout. Large private pool deck, heated pool and spa are ideal for entertaining large group of guests. Wide open game room equipped with wet bar and fridge. Dark granites for kitchen and bathroom counters, stainless steel appliances including two full size french door fridges, 42" cabinets and high ceilings. Windsor at Westside resort features state of art Clubhouse, 24 hour guarded gate, restaurant, bar, scheme park style water park. This home could be your ideal second home or the dream vacation rental investment property you’ve been looking for.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Shawn Huang (512-804-9960)
9061 TREASURE TROVE LN #403, KISSIMMEE, FL 34747
$245,000408 Days on yellowkey MLS ID: O6304247
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $843 Tax: $3,497 (2024)Community: Caribe Cove Condo Ph 5Condo
Taxes:$3,497
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2024
Middle School: Kissimmee Middle
Remarks: Welcome to this beautifully furnished 3-bedroom, 2-bathroom condo located in the tranquil and gated community of Caribe Cove. Offering the perfect blend of luxury and comfort, this spacious condo is ideal for both personal enjoyment and investment, with short-term rentals allowed. The open-concept living area features large windows that fill the space with natural light, creating a warm and inviting atmosphere. The modern kitchen is equipped with contemporary appliances, sleek cabinetry, and ample counter space—perfect for entertaining or everyday living. Step out onto your private balcony to enjoy your morning coffee or unwind with peaceful sunset views. Each bedroom offers generous space and privacy, while the master suite includes an en-suite bathroom for added convenience. Residents enjoy access to top-tier amenities including a resort-style swimming pool, fitness center, and beautifully landscaped grounds. Located just minutes from theme parks, shopping, dining, and entertainment, this condo combines serene living with unbeatable accessibility.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jaqueline Santos De Tabares (786-452-5684)
7936 JACKS CLUB CT, KISSIMMEE, FL 34747
$1,725,000120 Days on yellowkey MLS ID: S5144037
REDUCED by $125,000 (6.8%) on 04/28/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4588 Built: 2020 Tax: $23,260 (2025)Community: Reunion, Bears Den, Reunion WestSingle Family
Taxes:$23,260
Remarks: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
8104 PRINCESS PALM LN, KISSIMMEE, FL 34747
$345,00049 Days on yellowkey MLS ID: S5148702
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2002Monthly Fee: $210 Tax: $3,937 (2025)Community: Windsor PalmsTownhouse
Taxes:$3,937
Remarks: Turnkey 3-bedroom, 3-bathroom townhome in Windsor Palms, just minutes from Walt Disney World Resort and ideally located off US Highway 192. This is the closest townhome to the clubhouse, set in a prime position with a south-facing private pool overlooking a large green area so no immediate rear neighbors. The layout includes a first-floor bedroom with ensuite, plus an upstairs primary suite with ensuite and walk-in closet. A fully equipped kitchen, additional guest pantry, and full-size washer/dryer make it ideal for short-term rental. Impeccably maintained current owner has invested over $40K in upgrades including A/C (2021), pool heater (2018), water heater (2021), and pool pump (2024). Proven short-term rental with a 5-year average of 259 booked days each year (not counting owners personal use) and future reservations in place for 2026 and 2027. Seller will assist with a seamless transition including systems and repeat guest database. Windsor Palms offers manned, gated access and resort-style amenities including clubhouse, pool, fitness center, tennis courts, and more— if you are looking for an outstanding investment or second home opportunity – you found it!
Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)
Listing Agent: Steven Silcock (407-574-0218)
8101 COCONUT PALM WAY #203, KISSIMMEE, FL 34747
$219,900191 Days on yellowkey MLS ID: O6365850
0 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2001 Tax: $3,115 (2024)Community: Wyndham Palms Condo Ph 3Condo
Taxes:$3,115
Remarks: Under contract-accepting backup offers. Step into this fully furnished, turnkey 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms—one of the closest resort-style neighborhoods to Disney World. Whether you're looking for a vacation home, investment property, or full-time residence, this condo delivers comfort, convenience, and strong rental appeal. Enjoy access to a full suite of resort amenities, including a large swimming pool, hot tub, splash pad, fitness center, movie theater, business center, convenience store, and courts for tennis, basketball, volleyball, and beach volleyball. Additional features such as table tennis, BBQ picnic areas, and scenic walking paths offer plenty of options for relaxation and recreation. With quick access to major highways, you're minutes from Orlando’s world-class attractions, dining, and shopping. This is a great opportunity to own in one of the area’s most desirable resort communities. Schedule your showing today and see everything Windsor Palms has to offer.
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Corey Smallman (407-744-2765)
8933 PRAGUE WAY, KISSIMMEE, FL 34747
$498,00047 Days on yellowkey MLS ID: O6403698
Bed: 5 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $620 Tax: $7,546 (2025)Community: Windsor At Westside Ph 3Single Family
Taxes:$7,546
Elementary School: Westside Elem
Middle School: West Side
Remarks: FULLY FURNISHED | TURNKEY INVESTMENT | RESORT-STYLE COMMUNITY Welcome to this beautiful two-story home located in the highly desirable resort-style community of Windsor at Westside. Featuring 5 spacious bedrooms and 4 full bathrooms, this fully furnished property is move-in ready and perfectly suited as a primary residence, vacation home, or income-producing short-term rental. The home offers a bright and open layout, with a modern kitchen equipped with stainless steel appliances and a breakfast bar, seamlessly connecting to the formal dining area and multiple living spaces—ideal for entertaining family and guests. Large sliding glass doors lead to a private screened-in pool area, providing a relaxing outdoor retreat with added comfort and privacy. Residents and guests enjoy access to outstanding resort-style amenities, including a spectacular pool with lazy river and waterslide, a fully equipped clubhouse with lounge areas, a tiki bar by the pool, fitness center, game room and arcade, as well as sports courts for tennis, basketball, and volleyball, plus a soccer field and playground. The community also features a scenic lake with a pier, a convenience store, and 24-hour gated security. Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, and Disney Springs, the property is surrounded by a wide variety of shopping, dining, and entertainment options. This is a fantastic opportunity to own a fully equipped home in one of the most sought-after vacation communities in the area. Schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fernanda Pizzamiglio (508-364-4606)
3151 SUNSET WALK DR #212, KISSIMMEE, FL 34747
$475,000233 Days on yellowkey MLS ID: S5137379
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1113 Built: 2023Monthly Fee: $1,213 Tax: $7,784 (2024)Community: Sunset Walk Hotel Condo Ph 1Condo
Taxes:$7,784
Remarks: Expect to be amazed when you walk into this ultra comfortable and stylishly modern condo. Everything about it shouts comfort and luxury. A perfect retreat in the heart of Margaritaville and right next door to Disney. Enter into the gorgeous kitchen which has upscale appliances, chic cabinets and a center island which provides additional workspace as well as a convenient place to eat. Its well equiped and perfect for cooking that special meal or preparing a rush breakfast before heading to the parks. Beyond the kitchen is a comfortable living room which has access to a spacious balcony with views over a grassy area to the community pool and facilities. The spacous master has a large bedroom, walk in closet and an exceptional bathroom - you will love the massive shower, dual sinks and the bath to relax in. The second bedroom is also spacious with two queed beds, stylish decor and its bathroom carries the same stylish theme as the rest of the unit. THE CONDO OCCUPIES A PREMIER LOCATION - IT IS IN THE SAME BUILDING AS THE CHECK IN, CONCIERGE, RESTAURANT AND BAR. IT IS ALSO A SHORT WALK TO THE BEAUTIFUL SWIMMING POOL AND COMMUNITY FACILITIES. Enjoy beach hut style cabanas, beach, tikki bar, zero entry pool, pool side entertainment and a kiddies water park. The pool decks are spacious with plenty of room for inpool and deck loungers. An exceptional variety of restaurants, a movie theatre, shops and entertainment is all within walking distance at Sunset Walk. The location is perfect for visiting all the parks with Disney being just minutes away. There is also easy day trip access to the beaches on both coasts, world class golf practically on the doorstep and Orlando International Airport is just 30 minutes away. Note this unit qualifies to be included in the Hilton reservation program
Listing is courtesy of: SIGNATURE COLLECTION REALTY IN (407-908-0594)
Listing Agent: Wendy Karaffa (407-908-0594)
3100 PARKWAY BLVD #752, KISSIMMEE, FL 34747
$139,900233 Days on yellowkey MLS ID: O6355546
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)
7838 SPECTRUM DR, KISSIMMEE, FL 34747
$385,000197 Days on yellowkey MLS ID: O6364485
REDUCED by $19,500 (4.8%) on 04/28/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1704 Built: 2024Monthly Fee: $426 Tax: $8,821 (2025)Community: Spectrum At Reunion Ph 2Townhouse
Taxes:$8,821
Remarks: One or more photo(s) has been virtually staged. **ACTIVE MEMBERSHIP ** Enjoy this brand new luxurious contemporary townhome as a full time resident, second home or short term rental. This spectacular 3 bedroom townhome has exceptional location to the onsite multi million dollar waterpark of Reunion Resort. Relax on the outdoor lanai that is on a conservation lot. Reunion Resort is located just 6 miles from Walt Disney World and theme parks. The Resort offers incredible amenities from 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson and Jack Nicklaus as well as 12 pools in community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide. Please note any property without a Resort membership may not be able to use any of the resort amenities. All Information Deemed Correct And Is Provided In Good Faith, However This Cannot Be Guaranteed, If Room Sizes, Sq. Ft. Taxes And Other Details Are Of Concern The Buyer And Buyers Agent Are Advised To Verify. The property has a mandatory membership, the new buyer will need to activate the membership as of day of closing. There will be an initiation fee of $15,000+ tax which will be collected at closing. Since this property has a mandatory membership and is located in Spectrum, the owner will receive 25% off their standard Gold dues. If the owner decides to use LRR as their management company, they will receive 50% off the Gold standard dues the month following rent ready
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Stacey Nelson (904-703-0118)
1696 TROPICAL PALMS CIR, KISSIMMEE, FL 34747
$475,000486 Days on yellowkey MLS ID: S5120824
REDUCED by $13,900 (2.8%) on 05/02/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2145 Built: 2022Monthly Fee: $663 Tax: $6,342 (2023)Community: Solara ResortTownhouse
Taxes:$6,342
Tax Year: 2023
Remarks: FULLY FURNISHED, beautifully designed, *4 BED / 4.5 BATH* POOL HOME in SOLARA RESORT. This OPEN CONCEPT floor plan, with ample spaces and an oversized LANAI and POOL DECK. One of the highlights of this floor plan is that it has TWO MASTER BEDROOMS, one is conveniently located on the main floor, and the other one on the second floor. The KITCHEN is equipped with all STAINLESS STEEL APPLIANCES, such as refrigerator with ice-maker and water dispenser, range with glass cooktop, microwave, dishwasher and offers plenty of storage space with its 42" cabinetry and GRANITE COUNTERTOPS. The extended ISLE offers DOUBLE SINK and plenty of sitting spaces. The Kitchen flows into the DINNING ROOM and overlooks the POOL area with sliding doors. This great space that combines kitchen, dinning room and GATHERING ROOM is ideal for friends and family to get together and have a good time! The pool deck area with covered and spacious LANAI offers a large HEATED POOL, screen enclosure and brick pavers. Going up to the second floor, the LOFT is ideal for privacy and is surrounded by the other 3 BEDROOMS. The spacious MASTER BEDROOM with WALK-IN CLOSET offers a bathroom with double vanity with granite counters and stand-up shower with glass enclosure. Within just minutes from Orlando world-famous theme parks and attractions, this community has an extensive list of amenities, from an on-site restaurant and coffee bar to a zero-entry pool, pool bar, fitness center, basketball court, soccer field, volleyball court, gaming stations, playground, splash pad, waterslides and Flowrider.
Listing is courtesy of: DECONOVA INTERNATIONAL REALTY (407-816-3881)
Listing Agent: Jose Collado (305-412-5520)
7770 SANDY RIDGE DR #218 BLDG 28, KISSIMMEE, FL 34747
$480,00047 Days on yellowkey MLS ID: O6403854
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2630 Built: 2023Monthly Fee: $930 Tax: $10,818 (2025)Community: Spectrum At ReunionCondo
Taxes:$10,818
Remarks: **ACTIVE MEMBERSHIP **...Move in Ready**WITH ELEVATOR**.. Enjoy this brand new luxurious contemporary townhome as a full time resident, second home or short term rental. This unit has an Elevator to your private penthouse suite. Please note that all buildings do NOT have Elevators. This spectacular 5 bedroom townhome has expansive views of the multi million dollar waterpark of Reunion Resort. Relax on the massive lanai and watch the Disney fireworks at night. As you enter the home, you will be greeted by 20 ft ceilings from floor to ceiling. This open floor plan has a large master on the main floor with 2 junior suites. There are two additional bedrooms on the top floor. Reunion Resort is located just 6 miles from Walt Disney World and theme parks. The Resort offers incredible amenities from 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson and Jack Nicklaus as well as 12 pools in community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide. Please note any property without a Resort membership may not be able to use any of the resort amenities. All Information Deemed Correct And Is Provided In Good Faith, However This Cannot Be Guaranteed, If Room Sizes, Sq. Ft. Taxes And Other Details Are Of Concern The Buyer And Buyers Agent Are Advised To Verify. The property has a mandatory membership, the new buyer will need to activate the membership as of day of closing. There will be an initiation fee of $15,000+ tax which will be collected at closing. Since this property has a mandatory membership and is located in Spectrum, the owner will receive 25% off their standard Gold dues. If the owner decides to use LRR as their management company, they will receive 50% off the Gold standard dues the month following rent ready
8951 CALIFORNIA PALM RD, KISSIMMEE, FL 34747
$389,00047 Days on yellowkey MLS ID: O6403224
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2024 Built: 2012Monthly Fee: $761 Tax: $5,284 (2025)Community: Paradise Palms Resort Ph 1Spa: NoTownhouse
Taxes:$5,284
Remarks: Discover resort-style living at its finest in this stunning 5-bedroom, 4-bath end-unit townhome nestled in the sought-after Paradise Palms Resort in Kissimmee, Florida. Whether you’re looking for the perfect vacation retreat or a savvy short-term rental investment, this property checks every box. Step inside and be impressed by the upgraded luxury vinyl plank flooring throughout the main living areas, complemented by elegant ceramic tile in all wet areas — combining beauty with easy maintenance. The open, airy layout of this desirable end unit means extra windows and added privacy you won’t find in interior units. Entertain and unwind in style with your own private screened patio and splash pool — the perfect spot to cool off after a day at the parks. The 5th bedroom has been thoughtfully converted into a fun-filled game room, giving guests of all ages a dedicated space to play and relax. Spacious bathrooms throughout ensure everyone has room to recharge in comfort. Head outside and enjoy the short stroll to the resort’s world-class clubhouse and amenities, including pools, fitness facilities, and more. Rest easy knowing you’re tucked behind the security of a guard-gated entrance, with designated parking right at your door. The classic tile roof adds curb appeal and long-lasting durability. Paradise Palms Resort is ideally located just minutes from Walt Disney World, Universal Studios, and all the magic that Central Florida brings you.
Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)
Listing Agent: Alyssa Barker (407-756-7296)
2952 BEACH PALM AVE, KISSIMMEE, FL 34747
$483,000439 Days on yellowkey MLS ID: S5124221
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3291 Built: 2014Monthly Fee: $660 Tax: $7,187 (2024)Community: Paradise Palms Resort Ph 3BSpa: NoSingle Family
Taxes:$7,187
Middle School: Horizon Middle
Remarks: Professionally furnished and decorated, this luxury home is located in one of the most sought-after communities in the Disney Orlando area. 6 bedrooms and 5 bathrooms, this pool home is ready for a new owner to use it as a luxury vacation home or an income-producing investment property. The spacious and modern kitchen has stainless steel appliances, 42" cabinets, granite counter tops and island. The open concept floorplan makes it a wonderful place for an amazing time between family and friends. On the second floor, another loft/ living room for more private gatherings. Paradise Palms is a 24hr manned gated community that offers amazing amenities such as Movie Theatre, Tennis, Volleyball and Basketball courts, Resort-Style Swimming Pool with Waterfall, Spa, Waterslide, Tiki Bar and Grill, the Club House features a sauna, State-of-the-Art Fitness Center, concierge and much more. HOA includes cable and Wi-Fi, lawn care and management.. This home is used for family vacations and is on a short-term rental program with future bookings planned that can be transferred to new owner if using the same management company. Come see this amazing home, you will not be disappointed with all it has to offer!
Listing is courtesy of: MAGNUS REALTY GROUP LLC (407-286-6042)
Listing Agent: Shao Mai (407-970-6798)
2626 ANDROS LN, KISSIMMEE, FL 34747
$240,000235 Days on yellowkey MLS ID: S5137340
0 Days Off yellowkey (back on 5/1/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1362 Built: 2007Monthly Fee: $327 Tax: $3,086 (2024)Community: Crestwynd BayTownhouse
Taxes:$3,086
Remarks: Under contract-accepting backup offers. Short Sale. Fantastic Opportunity to Own a 3-Bedroom, 3-Bathroom Townhouse! Located in the desirable gated community of Crestwynd Bay, this stunning townhouse has an open-concept downstairs which includes the living room, kitchen, one bedroom and a full bath on the first floor. The primary bedroom on the second floor has a full ensuite bathroom. The second floor offers a third bedroom and a third full bathroom. Enjoy the peace and privacy of a gated community with a pool and playground. The HOA fee includes internet and cable. Additionally, it’s conveniently situated near a variety of shopping, dining, and entertainment options including Walt Disney World, Universal Studios, SeaWorld ensuring that guests or future tenants have everything they need. Whether you’re looking for a tranquil home, a vacation home, a long-term rental investment, or a short-term rental investment, this property has all the possibilities.
Listing is courtesy of: TURNKEY HOMES REAL ESTATE CORP (347-223-2883)
Listing Agent: Tabatha Ramos (347-223-2883)
3007 WHITE ORCHID RD, KISSIMMEE, FL 34747
$252,500161 Days on yellowkey MLS ID: S5141226
REDUCED by $2,500 (1.0%) on 05/01/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2011Monthly Fee: $532 Tax: $3,482 (2025)Community: Encantada Ph 2Townhouse
Taxes:$3,482
Remarks: Townhome located at a Gated Resort Style Community near the theme parks!. This beautiful townhome has 2 bedrooms/2.5 bathrooms and a private spa. Clubhouse with a Business Center, 2 outdoor pools, hot tubs, fitness center, restaurant/ lounge & playground. There is a 24-hour security patrol. Internet & Cable included. Located minutes from all major roadways, including 192, I-4, and 429. Situated in the heart of the entertainment with minutes to Walt Disney World, Universal Studios, Sea World, Margaritaville, restaurants, and shops.
Listing is courtesy of: TRIMARCHI REALTY CORP (407-709-3426)
Listing Agent: Constantino Trimarchi (407-709-3426)
2599 SANTORINI DR, KISSIMMEE, FL 34747
$643,800140 Days on yellowkey MLS ID: O6377690
0 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2133 Built: 2025Monthly Fee: $449 Tax: $1,160 (2025)Community: Westside CayTownhouse
Taxes:$1,160
Remarks: Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.
Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)
Listing Agent: Maria Bandarra (407-414-4592)
2348 SILVER PALM DR, KISSIMMEE, FL 34747
$350,000412 Days on yellowkey MLS ID: O6302365
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $195 Tax: $3,812 (2024)Community: Windsor PalmsTownhouse
Taxes:$3,812
Remarks: This GREAT 3 bedroom 3 bath townhome is 3 Miles From Disney and easy access to the airport. The townhouse has been decorated in Adventure Land/ Tiki Room /Tommy Bahama style , All Disney Artwork goes with the home!! First Floor: features a spacious open living room two wicker sofas, flat-screen TV, a fully equipped kitchen with all stainless appliances (2021 ), flattened granite counter tops (2021) and lots of natural light! In the dining area, there is a glass table top with matching wicker seats 4 as well as 4 matching barstools at the granite breakfast bar.(2021) Also, downstairs is a bedroom Has a wooden bed thats a queen bed, matching dresser and 2 night stands, with tropical bedding with a custom cornice board above the window, a flat screen TV, and an en suite bath featuring a large walk-in shower, and can also be accessed from the hall. Large sliding glass doors lead out to the bricked pool deck with splash pool including furniture for entertaining. Upstairs you will find a relaxing primary bedroom with a king size bed, enjoy the flat screen TV, walk-in closet with lock off lockable owners closet. The en-suite bathroom has a shower/tub combo for when you or your guests want to lay back and enjoy a bubble bath. The third bedroom has 2 bunk beds themed in Moana. The en-suite bathroom is also in the Moana theme it has a shower/tub combo. This home is currently a rental home and is sold fully furnished and all the artwork so it is ready to welcome your first guests or just move right in and make it your primary home!
Listing is courtesy of: BLUE MAGNOLIA REALTY LLC (407-415-3365)
Listing Agent: Cindy Bailey (407-399-0776)
8110 PRINCESS PALM LN, KISSIMMEE, FL 34747
$350,000415 Days on yellowkey MLS ID: O6303083
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2002Monthly Fee: $195 Tax: $3,659 (2024)Community: Windsor Palms Twnhms Ph 3ASpa: NoTownhouse
Taxes:$3,659
Remarks: 3Bedrooms with 3 attached bathrooms and PRIVATE POOL Guard Gated Community. 4 miles from Disney's Animal Kingdom. Sleeps 8. Short term rentals allowed. Turn Key everything comes with the sale. The whole house decor is Mickey inspired including bedding, furniture, and art work. First floor: Bedroom with queen size bed, bathroom enters from within bedroom. Fully equipped kitchen over abundance of appliances and dish-ware anything you or your guests will ever need. 2 large closets in the kitchen. The Pantry is loaded with larger bowls and small appliances for guest access. The second is for you, a locked closet with new extra sheets, towels, blankets and cleaning supplies. Newer granite countertops open to the family room with a leather couch and glass top dining table. Look out to your private pool and large green space while relaxing or eating. Swim anytime at midnight or before going to the parks! 2nd floor: 2 bedrooms. The primary has a king size bed, walk in closet with a second owner’s lock-off closet and en suite bathroom. Second bedroom has 2 sets of newer bunk beds to sleeps 4, walk in closet, and it’s own full bathroom. This could also be a secondary primary suite. Full washer, full dryer and extra pool towels are on the second floor for your convenience. The home has vinyl plank flooring throughout that is 4 years old. Windows have additional tint on the south side of the home. Roof is 5 years old. New air conditioner and hot water tank installed 9 mo. old. We are willing to show this great rental in between current booked guests.
2945 BANANA PALM DR, KISSIMMEE, FL 34747
$369,000208 Days on yellowkey MLS ID: O6360757
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 2015Monthly Fee: $738 Tax: $5,590 (2024)Community: Paradise Palms Resort Ph 4Townhouse
Taxes:$5,590
Remarks: Fully furnished and turn-key, this stylish two-story townhome offers 4 bedrooms and 3 bathrooms including TWO ensuite bedrooms, with one conveniently located on the first floor. Whether you’re dreaming of a vacation getaway, looking for a high-demand short-term rental, or wanting a vibrant primary residence, this home checks all the boxes. Step inside to a bright and open living, dining, and kitchen space designed for effortless entertaining. The kitchen impresses with granite countertops, an oversized breakfast bar, and stainless steel appliances. The living and dining areas flow seamlessly to the outdoors through sliding glass doors, opening to your screened-in patio and private splash pool, your perfect spot for sunny mornings, afternoon lounging, or relaxing after a day at the parks. Just steps away, the Paradise Palms Resort-style amenity center brings the vacation to you with a massive 2,400 SqFt heated pool, complete with waterfalls, two hot tubs, a grotto, waterslide, kids’ splash pad, and private cabanas. Grab lunch or cocktails at the on-site Bar & Grille, catch a movie at the cinema, or break a sweat in the fitness center. Fun continues in the arcade filled with games, while the café & marketplace serves Starbucks favorites, fresh pastries, and Hershey’s ice cream. Sports lovers will enjoy the multi-sport courts offering basketball, tennis, shuffleboard, soccer, pickleball, and volleyball. Plus there’s a business center and on-site ATM for added convenience. Situated on a palm tree–lined street in a 24-hour guard-gated community and located just minutes from shopping, dining, and a short drive to amusement parks, this townhome offers the ultimate blend of location, lifestyle, and investment potential. Your Paradise Palms escape is waiting. Don’t miss it!
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Anna Lohr (321-277-4797)
7676 FAIRFAX DR, KISSIMMEE, FL 34747
$740,00050 Days on yellowkey MLS ID: S5148727
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2921 Built: 2018Monthly Fee: $697 Tax: $11,389 (2025)Community: Reunion West Ph 2B WestSingle Family
Taxes:$11,389
Remarks: Stunning 5-Bedroom Pool Home in Encore Resort Near Disney – Fully Furnished & Turn-Key Welcome to this beautifully appointed 5-bedroom, 5.5-bathroom home offering 2,921 sq. ft. of heated living space, situated on an oversized lot with a spacious backyard and a private heated pool and spa, perfect for relaxation and entertaining. This home features an open-concept floor plan with a modern kitchen seamlessly connected to the living and dining areas, as well as a 2-car garage. Being sold fully furnished, this property is completely turn-key and ready to generate income from day one. Located within the highly desirable Encore Resort at Reunion, a gated community with 24-hour security, this home is just a short walk from world-class amenities, including a 10-acre water park with slides and splash areas, a resort-style pool with cabanas, a state-of-the-art fitness center, tennis, volleyball and basketball courts, a full soccer field, on-site dining and bar, concierge services, and complimentary transportation to Disney, Universal, and SeaWorld. The HOA provides exceptional value, covering internet, cable, landscaping, irrigation, pest control, community maintenance, and security, ensuring a low-maintenance and worry-free ownership experience. With its prime location near Disney and strong rental demand, this property offers high occupancy potential, making it an excellent opportunity for investors or buyers seeking a vacation home that can generate income. Whether you are looking for a profitable short-term rental or a personal getaway, this home truly offers the best of both worlds. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Samantha Cocati (407-530-7528)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.