Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Price: $600,000 to $699,000
Do Not Show Listings
Kissimmee - 163 properties found
2220 EMPEROR DR, KISSIMMEE, FL 34744
$610,00064 Days on yellowkey MLS ID: S5148275
REDUCED by $14,900 (2.4%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2502 Built: 1991 Tax: $3,970 (2025)Community: Cane Brake Ph 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,970
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to Paradise. This beautifully upgraded solid brick residence offers over $100,000 in premium improvements and the rare luxury of NO HOA, with conservation-area privacy and no rear neighbors. Enjoy a marble foyer and open layout, plus French doors with internal tilt blinds that open to a finished 24’ x 13’ climate controlled addition. The oversized 26’ x 16’ great room is ideal for entertaining. The expansive primary suite includes a dedicated office area, and all three bedrooms are generously sized and can fit king beds. Major updates include new windows and doors, a 2022 roof, and a 2017 A/C serviced annually. Step outside to a private 15’ x 30’ pool with a newly rescreened enclosure featuring 36" privacy kick plates, updated outdoor lighting, and a repainted pool deck, plus low-maintenance stone landscaping. The large backyard is perfect for gatherings and pets, with room for volleyball, wiffle ball, tossing a football, or hosting a barbecue or pool party. The backyard also includes a new 25’ x 30’ concrete pad and a 10’ x 20’ custom shed. Additional upgrades include new carpeting, Levolor blinds, new vinyl plank flooring in master bathroom, tinted windows, hurricane shutters, a hurricane-rated garage door, custom-color seamless gutters, and underground drainage. In the peaceful Cane Brake community, known for its quiet one-entrance design and long-term residents, this home offers exceptional comfort, privacy, and a serene atmosphere that feels like a private retreat. Schedule your showing today.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Todd Krentzel (407-279-9899)
400 BURMA ST, KISSIMMEE, FL 34747
$635,0009 Days on yellowkey MLS ID: O6416434
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3317 Built: 2017Monthly Fee: $697 Tax: $11,763 (2025)Community: Encore At Reunion, Reunion Resort, Reunion WestSpa: YesSingle Family
Taxes:$11,763
Remarks: Virtually Staged. Welcome to 400 Burma St, a fully furnished 6-bedroom, 6.5-bathroom home located in the sought-after Encore at Reunion Resort. This spacious residence features an open-concept floor plan with inviting living and dining areas, a game/media room, loft, and thoughtfully designed bedrooms throughout. The home offers two private primary suites, including one conveniently located on the first floor, both featuring walk-in closets and ensuite bathrooms. Step outside to enjoy your own private pool and spa, perfect for relaxing or entertaining. Encore at Reunion offers exceptional resort-style amenities, including a water park, clubhouse, restaurants, and tennis courts. Whether you're looking for a vacation home or a short-term rental investment opportunity, this property delivers the best of resort living. The listing agent also serves as the property’s managing agent and can provide detailed rental income and expense records upon request. Schedule your private showing today. All measurements, HOA information, community information and property details are deemed reliable but should be independently verified by the buyer.
Listing is courtesy of: ORANGE REALTY PROFESSIONALS LLC (321-525-3505)
Listing Agent: Sonia Jenkins (321-525-3505)
2901 AGOSTINO TER, KISSIMMEE, FL 34746
$675,00013 Days on yellowkey MLS ID: O6415623
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4232 Built: 2022Monthly Fee: $205 Tax: $6,627 (2025)Community: Bellalago Ph B-2Spa: NoSingle Family
Taxes:$6,627
Remarks: Virtually Staged. Welcome to elevated Florida living in the sought-after guard-gated community of Bellalago, where luxury, comfort, and resort-style amenities come together in one extraordinary home. Built in 2022 and loaded with thoughtful upgrades, this better-than-new 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, functionality, and multi-generational flexibility. From the moment you step through the grand foyer, you’ll be captivated by the modern design and inviting spaces, including a formal dining room and a versatile flex room ideal for a home office, library, or playroom. The expansive great room, highlighted by soaring ceilings and a stunning designer accent wall, creates the perfect gathering space and flows seamlessly into a chef-inspired kitchen designed to impress even the most discerning home chef. Featuring upgraded wood cabinetry, gleaming quartz countertops, two oversized prep islands—including one with a farmhouse sink—a spacious walk-in pantry, and a convenient butler’s pantry connecting to the dining room, this kitchen was made for effortless entertaining and everyday living. One of this home’s most exceptional features is its two luxurious primary suites—one on each level—creating the ideal arrangement for multi-generational living, extended family, long-term guests, or added privacy. Each private retreat offers a spa-inspired en suite complete with dual vanities, a soaking garden tub, an oversized tiled shower, and a separate water closet. Upstairs, three additional bedrooms provide plenty of room for family and guests, complemented by another spacious full bath, an expansive loft perfect for a second living area or playroom, and a dedicated media room perfect for movie nights, game days, or binge-worthy weekend marathons. Step outside through the triple pocket sliding doors to a covered patio. With no rear neighbors and plenty of room to create your dream outdoor oasis, the backyard offers a blank canvas for a custom pool, summer kitchen, or the ultimate entertaining space. Completing the package is a three-car tandem garage with an exterior service door, providing abundant storage and everyday convenience. Life in Bellalago extends far beyond your front door. Residents enjoy an impressive collection of resort-style amenities, including sparkling pools, tennis courts, playgrounds, a state-of-the-art fitness center, a dog park, and an on-site restaurant. Outdoor enthusiasts will especially appreciate the community’s direct access to the 18,810-acre Lake Tohopekaliga and the renowned Kissimmee Chain of Lakes. Launch your power boat with ease using the community lift accommodating vessels up to 26 feet, or spend the afternoon exploring the marina’s boat slips, fishing pier, covered gathering areas, and scenic 1,300-foot boardwalk. Conveniently located near Publix, Lowe’s, Walgreens, shopping, dining, and everyday essentials, this remarkable residence delivers an unmatched combination of luxury, flexibility, and lifestyle. Whether you’re hosting unforgettable gatherings, enjoying peaceful evenings overlooking the conservation area, or setting out for a day on the water, every moment here feels like a getaway. This is more than just a home—it’s your opportunity to start living the Florida dream.
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kasey Hilyard, Pllc (407-488-9879)
8875 QIN LOOP, KISSIMMEE, FL 34747
$605,00041 Days on yellowkey MLS ID: O6405993
REDUCED by $10,000 (1.6%) on 06/15/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2018Monthly Fee: $606 Tax: $11,192 (2025)Community: Windsor/Westside-Ph 2ASpa: YesSingle Family
Taxes:$11,192
Elementary School: Westside K-8
Middle School: Celebration K-8
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8875 Qin Loop in Kissimmee, a spacious 8-bedroom, 6-bath home designed for comfort, entertaining, and easy vacation-style living. With a large layout, a new Nintendo-themed dedicated game room, and an upstairs loft, this home offers plenty of room for gathering, relaxing, and making the most of every stay. Inside, the main living areas feel open and inviting, giving the home a natural flow for daily living and hosting larger groups. The generous bedroom count offers flexibility for guests, multi-generational living, or short-term rental use, while the loft adds extra space for lounging, games, or movie nights. Some of the guest bedrooms are thoughtfully themed around popular local attractions at Universal and Disney, adding a fun and memorable touch for family and visitors. The Nintendo-themed game room brings even more fun and function, creating a built-in entertainment area that makes the home especially appealing for guests and vacation renters. This property is being sold fully furnished, including the game room, TVs, kitchen appliances, utensils, and more, making it a convenient move-in-ready or rental-ready opportunity. Whether you are looking for a primary residence, second home, or investment property, the furnished setup adds immediate value and ease. The luxury vinyl flooring was upgraded when the owner purchased the home in 2022, adding both style and durability throughout the living spaces. For added peace of mind, the AC, roof, and water heater are all original to the home’s 2018 construction. The home offers a strong foundation for the next owner, with major components all from the original build. Located in a resort-style community, residents and guests enjoy access to a clubhouse, pools, on-site restaurants, and bars, creating a true vacation-style experience right within the neighborhood. The property is conveniently located near Disney, Universal, other popular Central Florida attractions, restaurants, shopping, and entertainment, giving it strong lifestyle and vacation appeal. With its 8-bedroom, 6-bath layout, themed bedrooms, loft, Nintendo-themed game room, upgraded luxury vinyl flooring, resort-style amenities, and fully furnished setup, 8875 Qin Loop offers a great opportunity to own a spacious and well-equipped home in a highly desirable area.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1802 BLISSFUL DR, KISSIMMEE, FL 34744
$639,90013 Days on yellowkey MLS ID: O6415660
1 Days Off yellowkey (back on 6/15/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3407 Built: 2021Monthly Fee: $7 Tax: $10,565 (2025)Community: Tohoqua Ph 1BSpa: NoSingle Family
Taxes:$10,565
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1802 Blissful Drive in Kissimmee, a spacious 2-story home offering 5 bedrooms, 4 bathrooms, an open floorplan, and flexible living space designed for everyday comfort. With generous room throughout, this home provides a practical layout for residents, guests, work-from-home needs, or multigenerational living. As an added benefit, the home features paid-off solar panels, helping provide long-term energy savings and efficiency. Inside, the open floorplan connects the main living, dining, and kitchen areas, creating an easy flow for daily routines and entertaining. The 5-bedroom, 4-bath layout offers flexibility and privacy, while the upstairs loft adds valuable secondary living space that can be used as a media room, playroom, home office, study area, or additional lounge. Outdoor living is a major highlight, with a covered patio overlooking the screened in-ground salt water pool. The fully fenced backyard offers both privacy and functionality while showcasing peaceful pond views that create a relaxing backdrop for everyday living. This inviting outdoor space is ideal for dining, entertaining, relaxing by the salt water pool, enjoying the scenery, or providing room for pets, recreation, gardening, and future personalization. Located in Kissimmee, the home offers access to shopping, dining, schools, parks, major roadways, and everyday conveniences. The area provides convenient connections to Lake Nona, Orlando, St. Cloud, and Central Florida attractions, making it a practical location for buyers looking for space, comfort, and accessibility.
1844 GOBI DR, KISSIMMEE, FL 34747
$655,000103 Days on yellowkey MLS ID: O6389603
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2018Monthly Fee: $606 Tax: $10,121 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$10,121
Remarks: Priced to sell! This fully furnished 6 bedroom, 4.5 bathroom vacation home is already operating and generating short term rental income, featuring three themed bedrooms, a loft with a large projector screen for movie nights, and a private outdoor retreat with a pool and spacious patio for entertaining with no rear neighbors, creating the perfect setup to attract bookings and memorable guest experiences. Inside, the home offers a spacious open concept layout that connects the living room, dining area, and kitchen, creating an ideal gathering space for families and large groups. The kitchen is fully equipped with stainless steel appliances, granite countertops, a tiled backsplash, and espresso cabinetry, making it both stylish and functional for extended stays. Ceramic tile flooring throughout the main living areas on the first floor provides durability and easy maintenance, ideal for vacation rental use. The first floor features a primary bedroom with direct access to the pool area and a private en suite bathroom complete with a soaking tub and walk in shower. The garage has been converted into a game room with a pool table and foosball table, providing an additional entertainment space that guests love. Upstairs you will find an additional en suite bedroom, four more beautifully furnished bedrooms, and two additional bathrooms. The loft area creates the perfect gathering space and is highlighted by a large projector screen, making it ideal for movie nights, game days, or relaxing after a day at the parks. Step outside to enjoy the covered patio and private pool area, perfect for entertaining or unwinding in the Florida sunshine. With no rear neighbors, the backyard offers added privacy rarely found in vacation homes. Located just minutes from Central Florida’s world famous attractions, shopping, and dining, owners and guests also enjoy access to resort style amenities including a clubhouse, fitness center, resort pool with lazy river, bar, and game room, all within the highly desirable Windsor at Westside Resort. Book your private showing today.
Listing is courtesy of: REAL BROKER, LLC (407-922-8986)
Listing Agent: Brian Hamaoui (407-760-0975)
4565 CABELLO LOOP, KISSIMMEE, FL 34746
$620,000132 Days on yellowkey MLS ID: S5143502
REDUCED by $15,000 (2.4%) on 06/16/2026
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2872 Built: 2019Monthly Fee: $346 Tax: $8,409 (2024)Community: Bellavida Ph 2BSingle Family
Taxes:$8,409
Tax Year: 2024
Remarks: This exquisite 8-bedroom, 5-bathroom residence is nestled within the highly desirable Bella Vida Community. With an open-concept living and dining area that seamlessly flows into a gourmet kitchen, complete with, granite countertops, a spacious island with a sink, and abundant cabinetry—ideal for hosting and accommodating large families. Step outside to your private pool, perfect for both relaxation and entertaining. Set within a gated community with 24/7 security, Bella Vida Resort offers a wealth of resort-style amenities, including a sparkling pool, rejuvenating jacuzzi spa, playground, fitness center, game room, movie theater, and basketball court. Ideally located just minutes from Disney, Universal Studios, SeaWorld, as well as world-class dining, shopping, major highways, and hospitals, this exceptional property presents the perfect opportunity for a full time residence, private vacation retreat or a lucrative short-term rental investment.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Gregory Woerner (407-403-1737)
2484 ALBANY DR, KISSIMMEE, FL 34758
$675,00011 Days on yellowkey MLS ID: S5151834
Bed: 4 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 3278 Built: 1989 Tax: $3,694 (2025)Community: St James ParkSingle Family
Taxes:$3,694
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Welcome to this extraordinary, fully renovated custom residence in the desirable St. James Park community of Kissimmee. Situated on a spacious homesite with NO HOA, this impressive 4-bedroom, 4.5-bath home offers approximately 3,300 square feet of luxurious living space designed for both everyday comfort and exceptional entertaining. From the moment you arrive, you'll notice the custom arched front entry doors with decorative iron accents, new windows throughout, and an expansive driveway offering ample parking. Inside, the home showcases Luxury Vinyl Plank flooring, crown molding, custom chair rails, recessed lighting, plantation shutters, built-in illuminated niches, and a premium built-in sound system. The stunning gourmet kitchen has been completely remodeled and features granite countertops, custom cabinetry, a Sub-Zero like Frigidaire Gallery refrigerator and freezer, built-in stainless steel appliances, upgraded hood vent, cooktop, built-in trash compactor receptacle, built-in Ice maker and a spacious breakfast bar with seating for four. The elegant dining room features a decorative coffered ceiling, crown molding, upgraded lighting, and a spectacular built-in wine cellar accented by custom iron doors. The grand living room is highlighted by a dramatic custom spiral staircase, a floor-to-ceiling entertainment wall, and a liquid gas fireplace creating a warm and inviting focal point. The private office is enclosed with floor-to-ceiling glass walls and doors and includes a custom built-in desk area, providing the perfect work-from-home environment. The expanded laundry room offers additional storage cabinets, folding counters, and decorative tile flooring. The custom oak staircase features integrated lighting for added elegance. Retreat to the luxurious owner's suite featuring oversized tile flooring, additional recessed lighting, dual custom closets with built-ins, a private sauna, freestanding soaking tub, dual vanities with electronic mirrors, and a spacious walk-in shower with rain head fixture and upgraded controls. Bedrooms two and three feature hardwood flooring, crown molding, plantation shutters, walk-in closets, and access to a beautifully renovated Jack-and-Jill bathroom complete with marble tile, decorative corner soaking tub, and glass-enclosed shower. Bedroom four offers a private spa-like bathroom with subway tile accents, quartz countertops, upgraded rain shower fixtures, glass enclosure, and additional custom upgrades. Outdoor living is where this home truly shines. Enjoy the oversized screened pool enclosure featuring a large covered lanai with designer paddle fans, an island-themed entertainment bar with sink, microwave, and television, a massive pool deck, oversized Salt Water swimming pool, and a beautiful faux-stone privacy fence—perfect for hosting gatherings year-round. Additional features include a dedicated pool bath with walk-in glass-enclosed shower and a large two-car garage currently utilized for storage and golf cart space. Roof shingles replaced (2023), Water Heater (2023), AC bedrooms (2022) , AC remaining house (2018). This one-of-a-kind home combines luxury, craftsmanship, and functionality with the rare benefit of NO HOA. Conveniently located near shopping, dining, schools, medical facilities, and major Central Florida attractions, this exceptional property is truly move-in ready.
Listing Agent: Jeff Baker (407-437-9909)
4730 SLEEPY HOLLOW DR, KISSIMMEE, FL 34746
$629,950219 Days on yellowkey MLS ID: S5138682
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $18,050 (2.8%) on 05/14/2026
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3291 Built: 2016Monthly Fee: $304 Tax: $11,792 (2024)Community: Storey LakeSpa: YesSingle Family
Taxes:$11,792
Remarks: Discover the ultimate turnkey opportunity with this stunning, fully furnished 6-bedroom, 5-bathroom property nestled in the heart of the highly-sought-after Storey Lake community. Imagine relaxing poolside in your private, screened-in pool and spa. This exceptional property appeals to everyone—from vacation home buyers and savvy investors looking to maximize rental income to primary home buyers seeking a vibrant, amenity-rich lifestyle. It is perfectly positioned to capture maximum value, being minutes from all of Central Florida's world-famous attractions, premier dining, and spectacular outlet shopping. The expansive and gorgeously decorated interior provides the space and comfort large families or vacationing groups demand, ensuring excellent livability and strong rental potential. Beyond your private retreat, the resort-style amenities of Storey Lake are second to none. Residents and guests alike will love having access to the incredible Hideaway Club, which features a resort-style pool with a lazy river, dual waterslides, a splash pad, and a Tiki Bar & Grill. Additional community features include mini-golf, a fitness center, and more! This incredible blend of private luxury and world-class community features makes 4730 Sleepy Hollow Drive the perfect, high-value choice, whether you are moving in, renting out, or enjoying a vacation getaway!
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
7788 BASNETT CIR, KISSIMMEE, FL 34747
$649,000165 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 Agent: Mike Chen, P.A (503-888-8070)
7939 SEA PEARL CIR, KISSIMMEE, FL 34747
$699,000121 Days on yellowkey MLS ID: TB8479112
0 Days Off yellowkey (back on 6/14/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3676 Built: 2003Monthly Fee: $121 Tax: $9,630 (2025)Community: Formosa Gardens Unit 2Spa: YesSingle Family
Taxes:$9,630
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Under contract-accepting backup offers. Tres chic is the only way to describe this luxurious two-story, 5 bed 4 bath pool home that sits on a large lot in the sought-after executive gated neighborhood of Formosa Gardens. This location is awesome ~ close to Disney, shops and restaurants! This delightful home boasts plenty of natural light and room to grow in this well laid out floor plan. Whether it is cooking or entertaining in the open-concept kitchen that features an island, plenty of storage space, a breakfast bar and a breakfast nook, or gathering in the living room or lounging by the pool, this home has it all. This elegant home has the option of being sold fully furnished as it is current being used as successful vacation rental. The primary bedroom is on the first floor and has delightful French doors opening up on to the heated pool and spa for an early morning dip. The primary bathroom features a luxurious jetted soaking tub and a walk-in shower with dual sinks. A second oversized primary bedroom shares the same modern aesthetics and is located upstairs with an ensuite bathroom with a walk-in shower. This primary upstairs bedroom has an added bonus parent's retreat that can be uses as; a private seating area, office or nursery. There are 3 additional bedrooms downstairs and 2 more bathrooms, one of the bathrooms is an ensuite. There is plenty of natural light and room to entertain with the formal dining room and living room opening up onto the screened patio, heated pool and spa for seamless indoor/outdoor living. The large private backyard and side yards provide plenty of space for games, sports or picnics. The garage has been converted to a carpeted game room and has a separate split system A/C (2025), a pool table, and a foosball table. However, if you prefer a standard garage you can easily remove the items and bring it back to its original purpose. This move in ready home has a new roof (2025). Live the Florida lifestyle and feel like you are on vacation every day in this quintessential Florida home.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Marina Kloppel, Pa (858-382-7499)
4445 SHIVA LOOP, KISSIMMEE, FL 34746
$630,00096 Days on yellowkey MLS ID: O6392356
REDUCED by $20,000 (3.1%) on 05/14/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3565 Built: 2017Monthly Fee: $250 Tax: $6,410 (2025)Community: Veranda Palms Ph 2ASingle Family
Taxes:$6,410
Remarks: Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and dining areas, and a beautifully appointed kitchen, this home is perfect for entertaining and guest comfort. Step outside to your private screened-in pool and spa, creating the ultimate vacation retreat where guests can relax and unwind after a day at the parks. Investment Highlights: ? High-income producing short-term rental potential,? Sleeps large groups comfortably ? Turnkey opportunity for Airbnb/VRBO investors. Resort-Style Amenities: Enjoy access to an amazing amenity center featuring a clubhouse, resort-style pool, fitness center, sports courts, and more—delivering a true vacation experience for guests. Conveniently located just minutes from world-famous attractions like Walt Disney World, shopping, dining, and major highways, making it highly desirable for vacationers year-round. Whether you’re looking to expand your investment portfolio or own a luxury vacation home, this property checks all the boxes!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Syed Shah (754-265-9514)
8545 LA ISLA DR, KISSIMMEE, FL 34747
$699,00062 Days on yellowkey MLS ID: S5148460
Bed: 7 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3599 Built: 2004Monthly Fee: $115 Tax: $7,734 (2025)Community: EmeraldSpa: YesSingle Family
Taxes:$7,734
Remarks: Welcome to Emerald Island Resort just minutes from the Disney parks. This is a must see furnished home. (Roof replaced in 2023.) With four primary bedrooms with their own bathrooms, one Jack and Jill bedroom set and a bedroom on the first floor next to a full bathroom. The first floor has a large open living room, kitchen, dining room, kitchen nook, bedroom, bathroom and spare room you can use as an office, movie room, another sitting room or another bedroom. This property is ready to use as a family vacation home, primary home, second home or income producing short term rental home. This is a fully furnished home featuring, granite countertops and hardwood flooring in the bedrooms. This executive villa has seven bedrooms, six bathrooms and 3,599 square feet of usable space under A/C. This furnished home is just 4 miles to Disney, and is equipped with TVs. The pool area faces south west giving you all day sunshine with views of spectacular sunsets. The back yard conservation view has privacy from the pool deck with pool and hot tub and full width lanai (no rear neighbors). The home has a game room, upgraded granite worktops (bathrooms and kitchen), tile flooring all downstairs living areas and a large open plan living area. This is a gated resort-style community called Emerald Island Resort. The clubhouse has a pool, hot tub, sauna, fitness room / gym, 24-hour gate guard security. There is even a food and bar with inside and outside seating and pool side. Many playgrounds, a sand volleyball court, tennis courts, basket ball, miniature golf, and a nature trail.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
1981 FLORA PASS PL, KISSIMMEE, FL 34747
$675,00034 Days on yellowkey MLS ID: O6408833
REDUCED by $10,000 (1.5%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2020Monthly Fee: $408 Tax: $11,198 (2025)Community: Four Seasons At Orlando Ph 2Single Family
Taxes:$11,198
Remarks: ALL you want and could need in this luxurious and fully upgraded pool home in the guard gated 55+ community of Four Seasons. With 2,130 sq ft, 3 bedrooms, and 2 baths, this St. Lucia model gives you space for entertaining family and guests with its amazing screen enclosed heated saltwater pool, paver deck and fully fenced large backyard (ALL new St Augustine sod being installed by seller before closing). A paver driveway and friendly covered porch welcomes you to the elegant beveled glass front door. Inside you’ll find 8’ interior doors, an oversized foyer with cove ceiling, wood-look ceramic tile flooring that runs through the entire abode, and thousands spent on NEW designer lighting and ceiling fans (all of which stay). Both guest bedrooms and hall bathroom (with quartz countertop and walk-in tiled shower) are right off the foyer and separate from the primary suite offering privacy to both you and your guests. Don’t miss the large interior storage closet perfect for holiday décor or all the stuff you used to have in your basement “up-north”. NEW interior shutters installed (2026) on every double pane insulated window and open-plan living shines in the expansive great room featuring a 4 ft extension of the floorplan along with extra optional windows in the dining area. The gourmet kitchen is sure to please your home chef with a huge quartz countertop breakfast island seating 6, upgraded soft-close wood drawers and cabinets, GE Profile appliances, gas stove-top, exhaust hood, and chic tile backsplash. And don’t miss the butler’s pantry/drop zone for extra storage space and a wine fridge off the 2-car garage and interior laundry room with even more added cabinetry. Luxury upgrades in the living and dining areas include the cove ceiling, recessed lighting, 12’ glass sliders to the extended covered lanai, and even remote electronic window coverings for the sliders. The primary bedroom is a true owners’ retreat with optional extra sq ft added to this room too plus double sliders with remote motorized blinds and access to the covered lanai. A spa-like bath offers a large frameless glass shower with bench seat, a quartz topped double vanity, mosaic tile backsplash wall, separate toilet room, and a huge walk-in closet with custom built-in cabinets. Your private resort continues out back with the screened-in, heated, saltwater pool, paver patio, extended covered lanai, built-in natural gas grilling station, beverage fridge, ceiling fans, and recessed lighting. And the view to the extra-large premium fenced lot (50’ x 175’) which will have a NEW lush grassy lawn installed before closing, can’t be beat (and HOA takes care of all lawn mowing, shrub trimming, and watering). The 12,000 sq ft clubhouse has a fitness center, bar space, event spaces, lounge area, kitchen, and screened porch. In addition is a resort pool, family pool, and spa, as well as pickle ball, bocce ball, and tennis courts, and a full-time activity director to keep the fun going 7 days a week. Come live the carefree, elegant lifestyle in this active resort neighborhood. Close to Disney, Celebration shops and restaurants, and nearby highways taking you east to Orlando or west to Tampa.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
2481 ANNACELLA AVE, KISSIMMEE, FL 34741
$639,99923 Days on yellowkey MLS ID: O6411840
REDUCED by $45,001 (6.6%) on 06/10/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3221 Built: 2019Monthly Fee: $250 Tax: $8,211 (2025)Community: Tapestry Ph 4Single Family
Taxes:$8,211
Remarks: Welcome to luxury living in Kissimmee! With a guard-gated community, this exceptional home is situated on an oversized premium lot with breathtaking lake views, offering the perfect blend of comfort, elegance, and functionality. Designed to accommodate a variety of lifestyles, this spacious residence features a first-floor bedroom with a private bathroom and separate exterior entrance, currently customized as a media/theater room. This versatile extra room can easily serve as a guest suite, home office, multi-generational living area, or an in-law suite to suit your needs. The main living areas has 4 generously sized bedrooms and 4.5 bathrooms upstairs, providing ample space for family and guests. The heart of the home showcases a beautifully appointed kitchen featuring granite countertops, wood cabinetry with crown molding, a large center island, and abundant storage, thoughtfully designed for both everyday living and entertaining. Premium upgrades can be found throughout the home, complementing the expansive living spaces and well-designed floor plan. Additional highlights include a 3-car garage, elegant finishes, and an abundance of natural light throughout. The oversized homesite provides endless possibilities for outdoor living, future enhancements, or creating your own private backyard oasis. Residents enjoy access to outstanding community amenities, including a clubhouse, resort-style swimming pool, fitness center, and recreational areas. Conveniently located near major highways, this home offers easy access to Walt Disney World, Universal Orlando Resort, shopping, dining, entertainment, and great schools. Don't miss this incredible opportunity to own a luxury lake-view home in one of Kissimmee's most desirable gated communities. Schedule your private showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Frances Rivera (407-490-5539)
7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747
$685,00096 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)
2709 MANESTY LN, KISSIMMEE, FL 34747
$635,00012 Days on yellowkey MLS ID: O6415823
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2006Monthly Fee: $171 Tax: $8,100 (2025)Community: Windsor Hills Phase ThreeSpa: YesSingle Family
Taxes:$8,100
Remarks: Welcome to your own piece of the magic! Located in the highly sought-after Windsor Hills Resort, just 3 miles from Disney, this fully furnished 6-bedroom vacation home offers the perfect combination of comfort, entertainment, and investment potential. Designed with guests in mind, the home features three spacious primary suites, a fully equipped kitchen, multiple gathering spaces, and plenty of room for large families or vacation groups. One of the highlights is the fun-filled Mickey Mouse-themed bunk room with a private play area, creating unforgettable memories for younger guests. Entertainment options are everywhere throughout the home, including a private home theater with theater seating, a game room featuring an arcade machine and foosball table, a billiards area, and a spacious living room perfect for relaxing after a day at the parks. Step outside to your own private oasis with a screened-in pool and spa, where you can enjoy peaceful views and added privacy thanks to no rear neighbors. Whether you're enjoying your morning coffee or winding down in the evening, the scenic backdrop creates the perfect Florida retreat. Recent updates include luxury vinyl plank flooring throughout the entire home with no carpet, providing a modern look, easy maintenance, and added durability for vacation rental use. Windsor Hills is one of Central Florida's premier vacation resort communities, offering a 24-hour guard-gated entrance and world-class amenities. Residents and guests enjoy a resort-style water park with slides, splash features, zero-entry pool and spa, a clubhouse with movie theater, fitness center, arcade, game room, sundry shop, tennis courts, basketball courts, volleyball court, putting green, and multiple playgrounds. Whether you're looking for a vacation getaway, a short-term rental investment, or both, this home offers an incredible opportunity in one of the closest resort communities to Disney. Schedule your private showing today and see why Windsor Hills remains one of the most desirable vacation destinations in Central Florida.
Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)
Listing Agent: Peter Dang (407-375-8680)
4494 MONADO DR, KISSIMMEE, FL 34746
$650,000258 Days on yellowkey MLS ID: O6351138
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3248 Built: 2020Monthly Fee: $400 Tax: $8,792 (2024)Community: Bellavida Ph 2CSingle Family
Taxes:$8,792
Remarks: Step into a home that feels like a vacation from the moment you arrive. At 4494 Monado Drive, every detail invites relaxation, connection, and fun — from the vibrant themed bedrooms that spark joy for everyone, to the game room that keeps the energy going long after the parks close. With 8 bedrooms, 5 full bathrooms, and over 3,200 square feet of living space, this home was designed to host unforgettable memories. Out back, a screened-in pool overlooks a peaceful pond — the perfect spot for morning coffee or sunset cocktails. Whether you're gathering with loved ones or enjoying a quiet escape, this home offers space, comfort, and charm in every corner. Best of all, it’s fully furnished and turnkey — thoughtfully outfitted with everything you need to start hosting guests or enjoying your own vacations from day one. Located in the gated Bella Vida Resort, owners and guests enjoy access to top-tier amenities including a clubhouse, fitness center, resort-style pool, and playgrounds — all just minutes from Walt Disney World, Universal Studios, and the best of Central Florida. And when you're not using it yourself? This property shines as a high-performing short-term rental, with features that attract large groups and repeat bookings. LOW HOA fees and absolutely no CDD mean more money in your pocket and less overhead to worry about. It’s a rare opportunity to own a home that delivers both personal enjoyment and strong investment returns — all in one magical location.
Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)
Listing Agent: Xiao Pang (407-988-6543)
2183 TRIPOLI CT, KISSIMMEE, FL 34747
$659,000346 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)
4528 YORKSHIRE LANE, KISSIMMEE, FL 34758
$625,00072 Days on yellowkey MLS ID: O6389773
5 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2293 Built: 2024Monthly Fee: $25 Tax: $762 (2025)Community: Country Side ManorSingle Family
Taxes:$762
Remarks: Under contract-accepting backup offers. Brand-new custom home in Kissimmee offering over 2,200 sq ft of thoughtfully designed living space. This 3-bedroom residence features an open-concept layout with soaring 14-ft ceilings and integrated LED lighting, creating a bright and spacious feel throughout. The custom kitchen serves as the centerpiece, showcasing high-quality cabinetry and a clean, modern design that flows seamlessly into the main living area. The living room is enhanced by two oversized sliding glass doors that open to a 30-ft partially enclosed lanai, providing a true indoor-outdoor living experience. This expansive outdoor space is ideal for entertaining and includes future-ready features such as space for an outdoor kitchen and a dedicated pool bathroom with exterior access. The primary suite offers a private retreat with two large walk-in closets and a spacious spa-style bathroom complete with dual vanities, a custom walk-in shower, and a separate soaking tub. Secondary bedrooms are well-sized and positioned for comfort and privacy. Built with attention to detail and modern finishes throughout, this home combines functionality, style, and future outdoor potential. Move-in ready new construction—be the first to enjoy everything this home has to offer. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Juliet Gomez (305-609-0205)
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