Location: Kissimmee
Do Not Show Listings
4902 CORAL CASTLE DR, KISSIMMEE, FL 34746
$299,950135 Days on yellowkey MLS ID: O6378248
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1762 Built: 2022Monthly Fee: $280 Tax: $3,832 (2025)Community: Fiesta Key Ph 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,832
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: MAJOR PRICE IMPROVEMENT!!!Welcome to 4902 Coral Castle Drive, a beautifully maintained 3 bedroom, 2.5 bath home offering 1,728 sq. ft. of modern living space, built in 2022 and located in a gated resort-style community and only 10 minutes to Disney World. This thoughtfully designed home features an open and functional floor plan ideal for everyday living & entertaining. This spacious living and dining areas flow seamlessly into the kitchen, while upstairs bedrooms provide privacy and comfort. The primary suite offers a relaxing retreat with an en-suite bath, and the additional bedrooms are generously sized and versatile. Residents enjoy an impressive array of community amenities, including a resort-style swimming pool, tennis court, and a scenic walking and biking trail, all within a secure, gated setting. Ideally located just minutes from Disney World and Universal Studios, as well as shopping, dining, and major roadways, this home offers the perfect blend of lifestyle and convenience. Whether you are seeking a primary residence, vacation home or investment opportunity, this home delivers exceptional value in one of Central Florida's most desirable locations. Schedule your private showing today!
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Gary Berkson (407-920-0206)
7936 JACKS CLUB CT, KISSIMMEE, FL 34747
$1,725,000118 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)
1145 SEASONS BLVD, KISSIMMEE, FL 34746
$550,000213 Days on yellowkey MLS ID: O6357414
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2286 Built: 2005Monthly Fee: $211 Tax: $5,980 (2024)Community: SeasonsSpa: NoSingle Family
Taxes:$5,980
Tax Year: 2024
Remarks: Fully Renovated 5-Bedroom Pool Home with Pond View in Prime Kissimmee Location! Welcome to this beautifully updated corner-lot residence ideally situated in the heart of Kissimmee, just off Highway 192 — offering quick access to shopping, dining, entertainment, and world-famous attractions. This stunning two-story home has been fully renovated to combine modern style with everyday comfort, making it truly move-in ready. Step inside to discover a bright and open floor plan featuring brand-new flooring throughout, fresh interior and exterior paint, and high ceilings that create an inviting sense of space. The fully upgraded kitchen showcases new cabinets, elegant countertops, and ample storage, making it a dream for both everyday living and entertaining. This spacious home offers five bedrooms and three full bathrooms, with the primary suite conveniently located on the main floor for added privacy and comfort. Upstairs, you’ll find additional well-sized bedrooms perfect for family, guests, or a home office. Outdoors, enjoy your very own private screened-in pool overlooking a peaceful pond view, providing the perfect setting for relaxation or weekend gatherings. The extended driveway offers plenty of parking space, ideal for large families or guests. With its prime location, thoughtful upgrades, and elegant design, this home has it all — whether you’re seeking a family residence, vacation retreat, or investment opportunity. Don’t miss your chance to own this beautifully renovated home — schedule your private showing today!
Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)
Listing Agent: Xiao Pang (407-988-6543)
1407 WATER LILLY LN, KISSIMMEE, FL 34744
$980,000414 Days on yellowkey MLS ID: S5125695
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3845 Built: 2004Monthly Fee: $195 Tax: $10,992 (2024)Community: Kissimmee BaySpa: YesSingle Family
Taxes:$10,992
Remarks: Welcome to your next home in the prestigious gated community of Kissimmee Bay Country Club, where luxury, technology, and nature come together in perfect harmony, offering breathtaking views of the majestic Lake Tohopekaliga (Lake Toho). This spectacular, fully renovated residence features 5 spacious bedrooms and 4.5 bathrooms, thoughtfully designed to provide comfort, elegance, and functionality. The primary suite, located on the first floor, offers private access to the pool and kitchen, along with a spa-style bathroom complete with a sauna—perfect for relaxation. The main level also includes an additional bedroom ideal for a home office or guest suite. Upstairs, you’ll find three additional bedrooms: one with a private en-suite bathroom and two that share a full bath, offering both privacy and flexibility. The interior showcases a modern and sophisticated design, featuring porcelain tile flooring on the main level and waterproof, light-toned laminate flooring upstairs and on the staircase, beautifully simulating natural wood for a warm and elegant ambiance. The open-concept layout seamlessly connects the kitchen, living room, and dining area, all with stunning views of the private pool and the lake. The chef-inspired kitchen includes quartz countertops, modern cabinetry, ample storage, a walk-in pantry with an additional refrigerator, smart Samsung appliances, an electric stove, and a full-house water filtration system with UV technology. Designed as a true smart home, this property includes: • USB and USB-C charging outlets throughout the home • Smart lighting controlled via the Kasa app • Remote-access smart locks • 360° high-definition security camera system • Smart intercom system connecting key areas of the home • Smart Samsung appliances (washer, dryer, and refrigerators) All systems can be conveniently controlled from your smartphone, providing maximum comfort, efficiency, and security. The main living area features a sleek electric fireplace, while the home also includes a fully equipped private gym with lake views, creating an inspiring space for workouts. The outdoor area is truly exceptional, featuring a pool with spa and waterfall, a fully equipped grilling area, a convenient poolside bathroom, ambient evening lighting, and a spacious backyard where you can enjoy beautiful sunrises and local wildlife, including birds, turtles, ducks, squirrels, and rabbits. For energy efficiency, the home includes a solar water heater, two additional traditional water heaters, three A/C units, and a new pool pump. The property also offers covered parking for three vehicles, plus additional space for up to eight more. Residents of Kissimmee Bay Country Club enjoy exclusive community amenities: • Private golf course • Tennis and basketball courts • Recreational park and event hall • Private boat dock with water access • RV and boat parking (annual lease available) • High-speed internet included in the HOA (Spectrum) Additionally, the property offers: • Boat parking available for an annual fee Don’t miss the opportunity to live in a home where luxury, smart technology, and nature create an unparalleled living experience on beautiful Lake Toho. Schedule your private tour today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mariana Rondon (407-607-3558)
8491 OASIS KEY CV, KISSIMMEE, FL 34747
$539,950125 Days on yellowkey MLS ID: S5143577
0 Days Off yellowkey (back on 5/3/2026)
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2002Monthly Fee: $115 Tax: $6,306 (2025)Community: Emerald Island ResortSpa: YesSingle Family
Taxes:$6,306
Remarks: Welcome to your dream Florida getaway at 8491 Oasis Key Cove, nestled in the prestigious, guard-gated Emerald Island Resort. This expansive 7-bedroom, 4.5-bathroom residence comes fully furnished, offering a seamless transition for primary residents, vacation home seekers, or savvy investors looking for a high-performing short-term rental. The home is perfectly positioned on a quiet cul-de-sac with no rear neighbors, providing a private sanctuary for you to enjoy the screened-in pool and spa. Inside, the spacious floor plan and high ceilings create an inviting atmosphere, designed specifically for comfort and effortless entertaining. Beyond your private oasis, Emerald Island Resort offers a wealth of world-class amenities, including a luxury clubhouse, a fitness center with a sauna, a poolside Tiki bar, tennis and basketball courts, sand volleyball, mini-golf, and scenic nature trails. You are just minutes away from the magic of Walt Disney World, as well as premier Central Florida dining, shopping, and major attractions. As an added incentive for serious buyers, the Seller will offer a $20,000 credit with a full-price offer—the perfect opportunity to customize your new home or offset closing costs.
4324 PROLOGUE WAY, KISSIMMEE, FL 34746
$970,00082 Days on yellowkey MLS ID: O6393364
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4289 Built: 2022Monthly Fee: $264 Tax: $13,735 (2025)Community: Cove At Storey Lake 4Spa: YesSingle Family
Taxes:$13,735
Elementary School: Sunrise Elementary
High School: Liberty High
Middle School: Horizon Middle
Remarks: Water VIEW with peaceful back yard ! Stunning fully furnished home located in one of Kissimmee’s most desirable SHORT-TERM RENTAL communities. This beautifully designed property offers a spacious open-concept layout, modern finishes, and a turnkey opportunity for both investors and homeowners. The home features a bright and inviting living area, a contemporary kitchen with stainless steel appliances and a large island, and multiple well-appointed bedrooms—perfect for accommodating guests or large groups. Sold fully furnished, this property is ready for immediate use or rental from day one. Located just minutes from Orlando’s world-renowned theme parks, shopping, dining, and entertainment, this home is ideally positioned for short-term rental success. The community offers resort-style amenities, making it even more attractive for vacation guests. If you’re looking for a VACATION HOME, this is an exceptional opportunity to own in a high-demand area.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Allan Kardosh (407-499-4466)
120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746
$525,00043 Days on yellowkey MLS ID: S5149098
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2003Monthly Fee: $100 Tax: $7,139 (2025)Community: Terra Verde ResortSpa: NoSingle Family
Taxes:$7,139
Remarks: Welcome to this beautifully designed modern home offering space, comfort, and privacy. Currently being operated as an extremely successful vacation rental, the home is being sold turnkey and ready to generate income from day one with forward bookings to convey if desired! Recent major upgrades provide peace of mind, including a new roof (2020), brand-new AC system downstairs (2025), and water heater (2026). Luxury vinyl plank flooring runs throughout the home (August 2024), combining durability with modern style. Featuring a stunning oversized pool deck with no rear neighbors, this property is perfect for living the Florida lifestyle; entirely screened, there is generous space for lounging, enjoying outdoor meals and delighting in the large, heated pool. Facing west it benefits from sunshine throughout the afternoon and evening. Inside, you’ll find a bright and open-concept layout with double-height living areas that create an airy, luxurious feel. The home includes three separate living spaces, ideal for large families or hosting guests, along with a dedicated workspace for remote work or study. The first living room is situated at the entrance, welcoming you into the home and seamlessly blending into the dining area. This leads us to the kitchen which is both functional and inviting, complete with all stainless-steel appliances, granite countertops, a large pantry, and a sunny breakfast nook overlooking the pool area through the expanse of sliding glass doors. The second living area spans the rear of the home, also benefiting from views out to the pool area and abundant natural light thanks to the second set of sliding glass doors behind. The property boasts 6 bedrooms and 5.5 bathrooms with a rare find of 3 bedrooms that could be classed as a Master/primary, as each have their own private ensuite bathroom. The first bedroom is situated on the ground floor and has a walk-in closet and ensuite bathroom with garden tub, elongated vanity space, separate shower stall and separate toilet space. On the first floor you will find the further 5 bedrooms spaced out around the expansive loft area, providing privacy to each resident, with the third living area being a very popular feature with vacation rental guests. To the far left you’ll find another of the large bedrooms with its private ensuite, to the far right down its own corridor you’ll find the third bedroom with own ensuite and walk-in closet. This floor also has the further three bedrooms, sharing two bathrooms, which are interspersed across the landing area. An additional highlight of this home is the fully equipped games room with its own independent AC meaning it is one of very few in the area that can be used all year round in comfort. Located in the stunning Terra Verde Resort you are just 1 minute walk from all of the fantastic amenities this community offers. The beautiful pool area, with large sundeck and chaise lounges, hot tub and on-site Tiki Bar benefit from serene views over the community’s private lake. There is also a game room with an arcade, child’s playground, beach volleyball, basketball court, and fitness center. You or your guests have endless options; relaxing and recharging in the hot tub, detoxing from stress in the sauna, or unwinding poolside with a beverage from the Tiki Bar!
Listing is courtesy of: HOUSE PROUD REALTY (407-497-4835)
Listing Agent: Charlotte Wallace (407-497-4835)
220 ELLSWORTH DR, KISSIMMEE, FL 34758
$258,90043 Days on yellowkey MLS ID: S5149062
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1992Monthly Fee: $90 Tax: $1,972 (2025)Community: BroadmoorManufactured Home
Taxes:$1,972
High School: Poinciana High School
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath manufactured home in the peaceful, deed-restricted community of Broadmoor. This move-in-ready residence features a brand-new roof (2025), a two-year-old A/C system, new laminate flooring, and fresh interior paint throughout. The updated primary bathroom offers a fully renovated design complete with a modern jacuzzi tub, creating a relaxing retreat. An extended, finished rear porch adds versatile living space—perfect for a third bedroom, home office, or bonus room—fitting your needs. The kitchen is equipped with classic oak cabinetry, providing ample storage, while the oversized lot widens toward the rear, offering added privacy and outdoor space. The HOA enhances the lifestyle with included lawn maintenance and cable service, along with access to community amenities such as a pool, clubhouse, tennis courts, basketball court, and shuffleboard. This home combines comfort, thoughtful upgrades, and exceptional community living—an excellent opportunity you won’t want to miss.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Nelly Narvaez (407-383-7301)
1112 S BEACH CIR, KISSIMMEE, FL 34746
$300,000282 Days on yellowkey MLS ID: O6337100
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1468 Built: 2006Monthly Fee: $350 Tax: $4,089 (2024)Community: Fiesta KeyTownhouse
Taxes:$4,089
Remarks: Welcome to this furnished and very well maintained Townhouse! This beautiful 3 bed / 2.5 bath townhouse is located in a desirable and quiet neighborhood in Kissimmee. This home is perfect for first time home buyer and/or investment. The community is conveniently located near stores, restaurants, schools and Theme Parks. This townhouse includes all appliances and a spacious kitchen to enjoy breakfast with your family. HOA allows Short term rental and long term rental. Ready to move-in! Seller is happy to work with Realtors!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Mayerlin Andrade Segovia (305-399-4633)
2110 BUNKER VIEW CT, KISSIMMEE, FL 34746
$418,000205 Days on yellowkey MLS ID: O6362653
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2039 Built: 2004Monthly Fee: $24 Tax: $3,997 (2024)Community: Oaks Ph 1 B2Spa: NoSingle Family
Taxes:$3,997
Elementary School: Pleasant Hill Elem
Remarks: ***Seller Motivated***Nestled on a quiet cul-de-sac in a desirable golf-course community, this charming Kissimmee home offers comfort, privacy, and with its brand-new roof and AC unit, you’ll enjoy peace of mind and long-term savings from day one. Inside, you’ll find a bright and open layout with spacious living areas that flow seamlessly into the kitchen and dining nook. The primary suite features a walk-in closet and private bath, while the additional bedrooms provide plenty of versatility for family, guests, or a home office. Step outside to a large backyard with no rear neighbors, perfect for relaxing, entertaining, or building your future outdoor oasis. Conveniently located minutes from major highways, shopping, dining, and Orlando’s world-famous attractions, this home delivers both convenience and tranquility. The beautiful golf community only has one low HOA and NO CDD!! Don’t miss your chance to schedule your showing today!
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Johanna Torres (407-701-2647)
8104 PRINCESS PALM LN, KISSIMMEE, FL 34747
$345,00047 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
$219,900189 Days on yellowkey MLS ID: O6365850
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)
652 VIA CORSO CT, KISSIMMEE, FL 34759
$380,00049 Days on yellowkey MLS ID: S5148704
1 Days Off yellowkey (back on 5/3/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2017Monthly Fee: $276 Tax: $3,654 (2025)Community: Solivita Ph 1-F Un 2Single Family
Taxes:$3,654
Remarks: This Cabella Model built in 2017 is in The Tre Visa neighborhood, a favored location close to the village center, restaurants, the golf course and shop as well as the state of the art work out center. As you open the front door and walk into this home you are greeted with a panoramic view through your 4 Season Florida room of the beautiful pond and its wildlife. This 2 bedroom, 2 bath plus den is tiled throughout except for the 2 bedrooms. The Great room has a recessed ceiling and a ceiling fan. The kitchen has Linen cabinets, Stainless steel appliances and granite counter tops, as well as a corner pantry and cabinets for built in recycling and trash. All window coverings are included and custom made for the Great room and Florida Room. The Primary Bathroom has 2 sinks, Corian counter tops and oversized walk in shower and a large walk-in closet. The Laundry room includes washer and dryer, cabinets and a utility sink. The Garage is a 2 car garage with an added bonus feature. It includes a 10 x 10 craft room that is air conditioned and heated so you can work on your hobbies away from the living area of the home.
Listing is courtesy of: BELLA VERDE REALTY LLC (407-641-2688)
Listing Agent: Suzanne Foels (407-288-7992)
2372 ZABALLINA PL, KISSIMMEE, FL 34747
$600,000437 Days on yellowkey MLS ID: O6295498
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 2294 Built: 2024Monthly Fee: $590 Tax: $1,642 (2023)Community: Solara Ph 3Townhouse
Taxes:$1,642
Tax Year: 2023
Remarks: Welcome to your dream home near Disney! This stunning 6-bedroom, 4.5-bathroom residence offers the perfect blend of comfort, space, and style. From the moment you step inside, you’ll notice it looks brand new and attention to detail throughout. The home features a spacious open-concept layout, a well-appointed kitchen with modern finishes, and multiple themed bedrooms that add a unique and playful touch, which is perfect for family and guests. Step outside to your own private oasis: a cozy yet inviting pool, ideal for relaxing after a fun day at the nearby theme parks. Whether you're looking for a primary residence, vacation home, or investment property, this home has it all. Located in a nice area with convenient access to shopping, dining, and major attractions, this is one you don’t want to miss!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Vivian Branco (305-469-0729)
2836 CLUB CORTILE CIR, KISSIMMEE, FL 34746
$270,000301 Days on yellowkey MLS ID: S5132809
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1880 Built: 2007Monthly Fee: $356 Tax: $3,258 (2024)Community: Club CortileTownhouse
Taxes:$3,258
Remarks: one or more pictures have virtual stage... SELLER IS OFFERING $5,000 TOWARDS BUYER'S CLOSING COST...This spacious 4-bedroom, 3-bathroom townhouse in the desirable gated community of Club Cortile offers 1,880 sq. ft. of living space, combining comfort and convenience in a prime Kissimmee location. Built in 2007, this two-story home features an open floor plan with a generous living and dining area, a well-appointed kitchen, and a bedroom with a full bath on the first floor. Upstairs, you will find the primary suite with its own private bathroom, along with two additional bedrooms and another full bath. Residents enjoy access to community amenities including a clubhouse, fitness center, playground, and sports courts, all just minutes from major highways, shopping, dining, and Central Florida’s world-famous attractions. With no minimum lease period, this property offers exceptional flexibility as a short-term rental, vacation home, or long-term investment property. An excellent opportunity for both homeowners and investors looking to capitalize on Kissimmee’s strong rental demand.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Maria Santacruz (407-552-8213)
2215 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741
$265,00089 Days on yellowkey MLS ID: O6390623
REDUCED by $10,000 (3.6%) on 05/03/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2004 Tax: $4,031 (2025)Community: Venetian Bay Village Condo Ph 2Spa: NoCondo
Taxes:$4,031
Elementary School: Kissimmee Elem
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: **Turnkey Resort Townhome – Active Short-Term Rental Opportunity** Welcome to this beautifully maintained 4-bedroom, 3-bath fully furnished townhome located in the highly desirable guard-gated resort community of Venetian Bay Villages. This turnkey property is currently operating as an active short-term rental, making it an excellent opportunity for investors, vacation home buyers, or full-time residents. The home features a spacious open living and dining area, a fully equipped kitchen, and a private porch just off the living room—perfect for relaxing after a day enjoying Central Florida’s attractions. The primary bedroom with en-suite bath is conveniently located on the first floor, while the second level offers additional bedrooms, including one bedroom with its own en-suite bathroom, providing comfort and privacy for guests and family. Residents and guests enjoy resort-style amenities, including multiple swimming pools, tennis courts, basketball courts, volleyball courts, a large clubhouse and recreation center, fitness center, game room, and playground. Ideally situated just minutes from Walt Disney World, The Loop, and Lake Tohopekaliga, with convenient access to shopping, restaurants, International Drive, and world-famous theme parks. Fully furnished and move-in or rental ready. Whether you’re looking for a vacation getaway, investment property, or primary residence, this home offers flexibility, location, and resort-style living all in one.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
8933 PRAGUE WAY, KISSIMMEE, FL 34747
$498,00045 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
High School: Celebration High
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
$475,000231 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)
2024 CYPRESS BAY BLVD, KISSIMMEE, FL 34743
$294,99996 Days on yellowkey MLS ID: S5145498
REDUCED by $3,000 (1.0%) on 04/24/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1807 Built: 2005Monthly Fee: $217 Tax: $4,589 (2025)Community: Cypress Lakes Twnhms Ph 2 Unit 1Townhouse
Taxes:$4,589
Elementary School: Cypress Elem (K 6)
High School: Gateway High School (9 12)
Middle School: Denn John Middle
Remarks: Welcome to this spacious and well-maintained 3-bedroom, 2.5-bath townhome located in the gated Cypress Lakes community in Kissimmee. Offering over 1,800 square feet of living space, this home features a functional and comfortable layout with updated flooring, neutral tones, and plenty of natural light throughout. The kitchen is equipped with stainless steel appliances, ample cabinet space, and a convenient breakfast bar that opens to the living and dining areas, making it perfect for both everyday living and entertaining. One of the highlights of this home is the primary bedroom and bathroom conveniently located on the first floor, providing privacy and easy access. Upstairs you will find two additional bedrooms, a full bathroom, and a spacious loft area that works perfectly as a second living room, entertainment space, home office, or play area. This property also includes a garage and assigned parking, and residents enjoy the benefits of living in a gated community with access to a community pool and well-maintained grounds. Ideally located near shopping, restaurants, schools, major highways, and just a short drive to Disney and other Central Florida attractions, this home offers comfort, security, and convenience.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jose Hooker-Gomez (407-272-6986)
KISSIMMEE, FL 34746
$379,950232 Days on yellowkey MLS ID: O6344480
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1486 Built: 2002Monthly Fee: $61 Tax: $4,457 (2024)Community: Bass Lake EstatesSingle Family
Taxes:$4,457
Remarks: Charming 3-Bedroom Pool Home in Prime Kissimmee Location This beautifully maintained, fully furnished 3-bedroom, 2-bathroom single-story home offers the perfect blend of comfort, convenience, and investment potential. Featuring a private pool, this property is ideal as a vacation home, primary residence, or income-producing rental. The spacious primary suite boasts a king-size bed, en-suite bathroom with a separate WC, walk-in shower, and a large soaking tub—perfect for relaxing after a long day. Two additional well-sized bedrooms include one with a queen bed and another with twin beds, making the home ideal for families or guests. Located in a highly desirable area, this home provides easy access to all major attractions while offering a peaceful residential setting. It’s perfectly suited as a starter home for a young family or a comfortable retreat for retirees. Commuters will appreciate the convenient road links to major employment hubs including Orlando, Kissimmee, St. Cloud, and Lake Nona. Nearby schools include Mater Palms Academy and Knight’s Point K-8, and you’ll find shopping, dining, and entertainment just minutes away, including Walmart and a variety of grocery stores and restaurants. The property is also located just 2 miles from the SunRail hub, making travel even more convenient.
Listing is courtesy of: EXCLUSIVE VILLAS FLORIDA (863-438-7458)
Listing Agent: Darren Coxon (863-438-7458)
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