Location: Kissimmee , 34747
Do Not Show Listings
1876 NICE CT, KISSIMMEE, FL 34747
$679,900113 Days on yellowkey MLS ID: O6385119
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $19,100 (2.7%) on 04/15/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2017Monthly Fee: $607 Tax: $11,676 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,676
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping. Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Katie Bray (407-779-6677)
2556 RENSHAW ST, KISSIMMEE, FL 34747
$412,00086 Days on yellowkey MLS ID: O6393304
REDUCED by $8,000 (1.9%) on 04/26/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2004Monthly Fee: $409 Tax: $4,610 (2025)Community: Windsor Hills Ph 2Spa: NoTownhouse
Taxes:$4,610
Remarks: NEW ROOF 2026 PRIVATE YARD VIEWS! Pool heater 2022,Very close to the waterpark! Welcome to your dream townhouse featuring three bedrooms and three bathrooms in a vibrant community setting. This beautiful home offers the luxury of a private pool with no direct rear neighbors, providing complete privacy for your outdoor enjoyment. The updated kitchen showcases elegant stone countertops, a breakfast bar, and bright appliances that make cooking a pleasure. Throughout the main floor, you'll find luxury ceramic plank flooring that combines durability with style. Each bedroom includes its own private bathroom, ensuring comfort and convenience for everyone. Generous closets provide ample storage space throughout the home. The community amenities are truly impressive, featuring tennis courts for the sports enthusiasts, a splash park complete with slide for fun, and a magical castle playground can let your imaginations run wild. You can unwind at the community pool and spa, shoot hoops on the basketball court, or grab a bite at the on-site restaurant. Location couldn't be better, with easy access to shopping and dining options nearby. Theme park lovers will appreciate the convenient proximity to major attractions, making this the perfect home base for both daily living and entertainment. This townhouse offers an excellent blend of private luxury and community amenities, creating a lifestyle that's both relaxing and exciting. Whether you're hosting poolside gatherings, enjoying community activities, renting with AirBNB or exploring nearby attractions, this home provides the perfect setting for making lasting memories with family and friends.
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
3060 PIRATES RETREAT CT #309, KISSIMMEE, FL 34747
$225,000405 Days on yellowkey MLS ID: S5126514
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $837 Tax: $3,497 (2024)Community: Caribe CoveCondo
Taxes:$3,497
Tax Year: 2024
Remarks: Escape to your sunny sanctuary at 3060 Pirates Retreat Ct Unit 309! Perched on the third floor within the delightful Caribe Cove Resort, this stylish 3 bed / 2 bath condo is your ticket to the ultimate Central Florida experience. Imagine unwinding on your private, screened-in patio after a day of adventure. Caribe Cove isn't just a place to stay—it's a lifestyle, offering a sparkling heated pool and spa for blissful relaxation, a well-equipped fitness center to stay energized, a welcoming clubhouse, and a fun playground. But the excitement doesn't end there! Step outside and find yourself moments away from the magic of Central Florida's top attractions, a dazzling array of restaurants to tantalize your taste buds, fantastic shopping finds, and endless entertainment. This isn't just a condo; it's your gateway to unforgettable vacations and a savvy investment in a prime location. Picture yourself making memories here – make it a reality!
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
8945 CUBAN PALM RD, KISSIMMEE, FL 34747
$495,000458 Days on yellowkey MLS ID: S5122762
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3015 Built: 2012Monthly Fee: $660 Tax: $6,560 (2024)Community: Paradise Palms Resort Ph 2Spa: NoSingle Family
Taxes:$6,560
Remarks: HUGE PRICE ADJUSTMENT-PRICED TO SELL!! Beautifully maintained Fully furnished 5 bedrooms 5 bath pool home located just minutes from Disney!! This home features an open and spacious floor plan with room for everyone to spread out and enjoy. The home features two primary suites, one on the first floor with direct access to the back patio and pool, and another on the second floor. The pool area has a screened covered lanai with no rear neighbors & patio furniture for your outside enjoyment. Paradise Palms is a top rental community due to its prime location and endless amenities, including a resort-style pool and hot tub, clubhouse with bar/grille, arcade, and cinema, sports courts and a fitness center with state-of-the-art equipment, and 24-hour gated security for peace of mind. This is an active Vacation Rental with future bookings! Whether you're looking for a vacation home or permanent residence this is the ideal property! Animal Kingdom and other Disney parks are 6 miles away. Margaritaville resort & H20 waterpark are just down the road with plenty of shopping and dining choices. Easy access to major highways, airport, and beaches. Don't miss out on this AMAZING DEAL- Schedule your showing now!
Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)
Listing Agent: Brandy Rogers Mcdonald (407-383-6525)
2737 LIDO KEY DR, KISSIMMEE, FL 34747
$525,00050 Days on yellowkey MLS ID: O6403325
REDUCED by $10,000 (1.9%) on 05/14/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2925 Built: 2005Monthly Fee: $347 Tax: $6,996 (2025)Community: Emerald Island Resort Ph 5BSpa: YesSingle Family
Taxes:$6,996
Remarks: Welcome to your next dream vacation home, family residence, or investment in the heart of Kissimmee! This spacious 7-bedroom, 5.5-bath home offers nearly 3,000 square feet of living space, perfectly designed for both comfortable living or a high performing short term rental. Located just 12 minutes from Walt Disney World, this property sits in one of the most desirable areas for vacation rentals, making it an ideal fro producing extra income or a personal getaway. Step inside to find no carpet in majority of the home, offering a modern, low maintenance lifestyle that guests and homeowners alike will appreciate, and make your way into the garage where you will find all kinds of games and activities to pass the time. With multiple bedrooms and expansive living areas, this home is perfect for hosting large families or maximizing rental occupancy. Enjoy peace of mind with the roof being installed in 2023, adding long term value and assurance of no big expenses in the near future . The home’s layout and size make it highly versatile, whether you're looking to live in it full-time, use it as a second home, or capitalize on the booming short-term rental market near Disney. Situated on a generous lot in a sought-after community, this property combines location, size, and investment potential all in one. Don’t miss your chance to own an amazing opportunity this close to the parks!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Devin Quintana (407-668-7700)
3227 SUSTAINABLE WAY, KISSIMMEE, FL 34747
$365,000128 Days on yellowkey MLS ID: O6380905
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1372 Built: 2024Monthly Fee: $227 Tax: $4,432 (2025)Community: Hub At Westside ReserveTownhouse
Taxes:$4,432
Remarks: Fully furnished 3-bedroom, 3-bathroom townhouse located in the desirable Hub community. This brand-new property has never been rented and features a professionally planned interior with custom millwork and furniture throughout, offering a clean, well-coordinated living space. The open floor plan includes a modern kitchen with contemporary finishes, connecting to spacious living and dining areas with ample natural light. Each bedroom offers comfortable space, including a private suite that provides flexibility for owners and guests. The property is sold fully furnished, including custom cabinetry and selected furnishings designed by an interior designer. All furniture and décor are included, allowing for immediate use without additional setup. The Hub community is conveniently located near tourist attractions, shopping, dining, and entertainment, making this property suitable for short-term rental use, vacation home, or primary residence. This is a turnkey, never-rented, furnished townhouse in a well-located community, offering functionality, quality finishes, and multiple use options.
Listing is courtesy of: FLORIDA 360 REALTY LLC (954-325-2625)
Listing Agent: Valquiria Pidgeon (954-325-2625)
2808 LIDO KEY CT, KISSIMMEE, FL 34747
$515,00036 Days on yellowkey MLS ID: O6406836
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2006Monthly Fee: $482 Tax: $5,958 (2025)Community: Emerald Island Resort Ph 5BSingle Family
Taxes:$5,958
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: **For Sale – Spacious 5BR Pool Home in Emerald Island Resort** Welcome to this beautifully maintained 5-bedroom, 4-full bathroom home located in the highly desirable Emerald Island Resort community. This property is an excellent opportunity for investors seeking a short-term rental, or for those looking for a perfect full-time residence in a resort-style, guard-gated neighborhood. Featuring a spacious split floor plan, the home offers comfortable living and a highly functional layout. The open-concept main living area includes a bright living room and dining room combination, along with a granite-counter kitchen complete with a breakfast bar, appliances, and plenty of cabinet space. The oversized primary suite is conveniently located on the first floor and features walk-in closets, a luxurious soaking tub, walk-in shower, and dual vanities. Also on the first floor is a versatile office, studio, or additional bedroom with closet access, along with a full bathroom ideal for guests. Upstairs, you’ll find three additional bedrooms and two full bathrooms, providing ample space for family and visitors. This home has been freshly updated with NEW interior paint throughout the entire property, including the pool deck and garage, as well as NEW waterproof luxury laminate vinyl flooring that enhances both style and durability. A NEW air conditioning system installed in 2025 adds comfort and energy efficiency. Additional highlights include a utility room with washer and dryer, a screened-in patio with private pool and spa, and a 2-car garage. The property is well-suited for entertaining, relaxing, or generating income as a short-term rental. The community offers outstanding resort-style amenities including a clubhouse, fitness center, playground, and scenic natural walking trails, all within a beautifully maintained environment. Residents also benefit from a 24/7 human-guarded gated entrance, providing an added sense of security and peace of mind. Ideally located just minutes from shopping, dining, grocery stores, Walt Disney World Resort, I-4, 429, Universal Studios Florida, and more. Don’t miss this incredible opportunity—schedule your private showing today.
Listing is courtesy of: FLORIDA TOP REALTY (407-731-9938)
Listing Agent: Anna Cheng Cheung (407-731-9938)
801 GOLDEN BEAR DR, KISSIMMEE, FL 34747
$1,385,000241 Days on yellowkey MLS ID: S5136960
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3428 Built: 2021Monthly Fee: $583 Tax: $15,045 (2024)Community: Reunion Resort & Golf ClubSpa: YesSingle Family
Taxes:$15,045
Remarks: Experience luxury and performance in this stunning Reunion Resort home located on one of the community’s deepest lots with panoramic views of the Jack Nicklaus Golf Course. This property stands out as a high-producing short-term rental with strong financial performance and an active Reunion Resort membership, professionally managed by Magical Vacation Homes. The modern open floor plan features a spacious kitchen with granite countertops, stainless steel appliances, and a large breakfast bar that flows into the dining and living areas, ideal for entertaining or relaxing after a day at the parks. Step outside to your private retreat complete with a heated pool and spa, tiki bar with built-in BBQ grill, wine cooler, and mini-fridge, surrounded by lush landscaping and a personal putting green. Inside, the entertainment continues with a full arcade-style game room featuring basketball, racing, and air hockey, plus an upstairs loft with shuffleboard, poker table, Golden Tee, and Smart TV. Every bedroom is tastefully furnished with modern décor and ensuite baths, making this home perfect for guests and family alike. Reunion Resort is a world-class gated community offering 3 championship golf courses designed by Nicklaus, Palmer, and Watson, a multi-acre water park with lazy river, tennis and pickleball courts, fitness center, restaurants, spa, and 24-hour security. Located minutes from Walt Disney World® and major attractions, this property delivers the perfect balance of luxury, location, and income potential.
Listing is courtesy of: P4L REALTY LLC (407-845-9189)
Listing Agent: Michelle Fernandez (407-724-5033)
8550 SUNRISE KEY DR, KISSIMMEE, FL 34747
$529,99950 Days on yellowkey MLS ID: S5148879
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2005Monthly Fee: $115 Tax: $6,454 (2025)Community: Emerald Island ResortSpa: YesSingle Family
Taxes:$6,454
Remarks: Experience the ultimate Florida lifestyle at 8550 Sunrise Key Drive, a stunning 7-bedroom, 4.5-bathroom corner-lot residence located in the prestigious, guard-gated Emerald Island Resort. This fully furnished home is a turnkey masterpiece, making it an exceptional find for vacation home buyers or savvy investors looking for a high-occupancy short-term rental. The property boasts a new roof (2022) and has been meticulously maintained with fresh interior and exterior paint (2026) and updated appliances (2024), including a new dishwasher, oven range, and microwave. The interior design blends comfort with durability, featuring elegant tile throughout the first floor and modern vinyl plank flooring (2022) spanning the entire second level. Outdoor living is the heart of this home, centered around a south-facing screened-in pool and spa that enjoys maximum daily sunshine—a top-tier request for vacationers. When the sun goes down, the entertainment continues in the professionally converted gaming area, while the resort itself provides world-class amenities including a clubhouse, fitness center, tennis, pickleball, and basketball courts, sand volleyball, and a tiki bar. Perfectly situated just minutes from Disney World, premier dining, and upscale shopping, this property offers a rare combination of modern updates and a prime location.
2721 LIDO KEY DR, KISSIMMEE, FL 34747
$450,00066 Days on yellowkey MLS ID: O6397773
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2004Monthly Fee: $367 Tax: $5,199 (2025)Community: Emerald Island Resort Ph 4Spa: YesSingle Family
Taxes:$5,199
Elementary School: Westside Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to “Shooting Star” – a fully furnished, turnkey vacation home in one of Central Florida’s top-performing short-term rental communities, Emerald Island Resort. Ideally located less than 3 miles from Walt Disney World Resort, this 4-bedroom, 3-bathroom pool home offers a proven blend of guest appeal, location, and income potential. Designed with both comfort and functionality in mind, the home features an open-concept layout with updated furnishings and spacious living areas ideal for hosting families and groups. The property comfortably accommodates up to 8 guests, with a well-designed bedroom configuration including a king suite, queen bedroom, and two additional rooms with twin beds. The family-sized kitchen offers generous prep space, ideal for short-term rental guests seeking convenience and flexibility during their stay. Each bedroom is outfitted with its own TV, enhancing the overall guest experience and increasing booking appeal. Step outside to a private screened-in pool and spa, creating a true Florida resort-style experience. The covered outdoor area and safety fence add both functionality and peace of mind for guests of all ages. Inside, the converted game room featuring a pool table and air hockey provides additional entertainment value, an important feature for maximizing occupancy and guest satisfaction. Located within Emerald Island Resort, one of the most sought-after gated vacation rental communities near Disney, owners and guests enjoy access to resort-style amenities including a clubhouse, community pool, fitness center, and more. This community continues to be a top choice for investors due to its proximity to the parks, strong rental demand, and consistent occupancy rates. Whether you’re looking to expand your investment portfolio or secure a personal vacation home with income potential, this property offers a rare opportunity to own in a proven short-term rental market near Disney.
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
7525 BLISS WAY, KISSIMMEE, FL 34747
$319,900273 Days on yellowkey MLS ID: O6345659
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1808 Built: 2007 Tax: $4,544 (2024)Community: Oakwater Condo Ph 2-6Townhouse
Taxes:$4,544
Remarks: PRICE IMPROVEMENT! SELLER MOTIVATED! *** Back on the market with recent upgrades *** Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixtures. The living room TV and the master suite TV are also brand new. The property is exceptionally clean and well cared for, with professionally cleaned carpet and inviting, comfortable living spaces. Excellent location with convenient pedestrian access to Walmart via the same sidewalk and close proximity to restaurants, shopping, and major attractions.Turnkey opportunity in one of Kissimmee’s most desirable areas
Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)
Listing Agent: Roseli Pereira (407-793-7345)
2034 FLEMING MIST PL, KISSIMMEE, FL 34747
$539,800402 Days on yellowkey MLS ID: O6308354
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2748 Built: 2022Monthly Fee: $503 Tax: $8,233 (2024)Community: Solara ResortSingle Family
Taxes:$8,233
Remarks: Beautifully Furnished Vacation Home Located in the Prestigious Solara Resort! This impressive 5-bedroom, 4.5-bathroom home is the perfect retreat for those seeking comfort, style, and convenience. Designed with entertainment in mind, this residence offers spacious living areas that are ideal for hosting family and guests. As you enter through the front door, you're welcomed by a tiled foyer that leads into a bright and open living space featuring a gathering room, modern kitchen, and dining area – all flooded with natural light to enhance the home's inviting atmosphere. The spacious primary suite is located on the first floor, offering privacy and ease of access, while the additional bedrooms are generously sized and ideal for family or guest suites. Step outside to your own covered lanai, complete with a private pool and spa – the ultimate setup for relaxation and outdoor fun. Located in the gated Solara Resort, residents and guests enjoy access to an exceptional array of amenities, including a full-service restaurant, ice cream parlor, coffee bar, fitness center, game room, and multiple outdoor activities such as basketball, beach volleyball, and a soccer field. The resort also features a stunning zero-entry pool with cabanas, a splash pad, and a poolside tiki bar – perfect for water lovers and sun seekers alike. Ideally situated just off Highway 192, this vibrant short-term rental community offers convenient access to I-4, US-27, major theme parks, shopping outlets, restaurants, and grocery stores. Don’t miss this incredible opportunity to own a turn-key vacation home in one of Central Florida’s most sought-after resort communities.
Listing is courtesy of: OUTLET REALTY (407-353-5518)
Listing Agent: Nicolas Rodriguez (407-580-3467)
2333 SILVER PALM DR, KISSIMMEE, FL 34747
$321,900212 Days on yellowkey MLS ID: S5138500
REDUCED by $4,000 (1.2%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2002Monthly Fee: $200 Tax: $3,666 (2024)Community: Windsor Palms Twnhms Ph 3ASpa: NoTownhouse
Taxes:$3,666
Remarks: Fully Furnished 3-Bed End Unit in the highly sought after Windsor Palms Resort! Resort-style living at its best and just minutes from Disney World and Margaritaville. This fully furnished, turnkey home features charming decor throughout and is zoned for short-term rental, perfect as a vacation home or investment property, and also ideal for long-term or residential living. The open-concept floor plan seamlessly connects the kitchen and living area, filled with natural light and overlooking the private pool area. A downstairs bedroom with a full bath provides great flexibility for multi-generational living or guests. Upstairs, enjoy the spacious two bedrooms, each with ensuite bathrooms, plus a laundry area with washer and dryer. Updates include fresh interior paint (2021), new exterior paint (2025), new pool heater (2025), and new mattresses (2023). Relax by your private plunge pool or take advantage of resort amenities—clubhouse, pool, movie theater, fitness center, basketball courts and tennis courts - all within a secure, gated community. Don’t miss your chance to own a piece of paradise just minutes from Central Florida’s top attractions! Schedule a showing today!
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Virginia Bibby (407-749-8148)
7514 SUNFLOWER CIR, KISSIMMEE, FL 34747
$420,000170 Days on yellowkey MLS ID: O6369804
REDUCED by $55,000 (11.6%) on 05/13/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1530 Built: 2023Monthly Fee: $550 Tax: $4,640 (2024)Community: Summerville ResortTownhouse
Taxes:$4,640
Remarks: Resort-Style Living Minutes from Disney - Fully Furnished, Turnkey Airbnb Opportunity - Motivated Owner, Priced to Sell Fast! Discover this impeccable, fully furnished 3BD/3BA townhome in the highly desirable Summerville Resort gated community in Kissimmee, FL. Zoned for short-term rentals like Airbnb, this move-in-ready investment gem or vacation retreat is just minutes from world-famous Disney parks, top attractions, dining, shopping, and all that Central Florida offers. Step into a bright, open-concept layout with stylish ceramic tile flooring in common areas, premium plush carpeting in bedrooms, and a convenient main-floor bedroom suite for ultimate flexibility. The gourmet kitchen shines with modern shaker-style cabinets, gleaming granite countertops, stainless steel appliances including a natural gas stove, tankless water heater, ample pantry space, and a large island with breakfast bar seating, ideal for entertaining or family meals. Each spacious bedroom boasts private en-suite bathrooms for maximum comfort and privacy, with the primary suite featuring a walk-in closet. Relax outside on your private paver patio, perfect for adding a summer kitchen or enjoying serene evenings. As part of this boutique resort-style community, enjoy premium amenities like a sparkling pool, state-of-the-art fitness center, playground, dog park, tennis courts, sidewalks, and more: all maintained by the HOA, which includes cable TV, internet, grounds maintenance, trash, and escrow reserves for hassle-free ownership. Built with contemporary flair, including tray ceilings, solid wood cabinets, and energy-efficient features, this home is fully furnished and ready for immediate occupancy or rental income. Owner motivated! Don't miss this exceptional value in a prime location! Schedule your showing today and make this your slice of Orlando paradise.
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Antonio Leuzzi, Llc (305-922-3976)
8398 HAPPY TRL, KISSIMMEE, FL 34747
$2,200,00070 Days on yellowkey MLS ID: O6396464
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3667 Built: 2024Monthly Fee: $50 Tax: $10,852 (2025)Community: Happy Trails Units 1 & 2 UnrecSingle Family
Taxes:$10,852
Remarks: Custom-Built 2024 Private 5-Acre Estate. High & Dry in Gated Happy Trails. Welcome to a rare opportunity to own this exceptional estate situated on 5 pristine high-and-dry acres, one of the highest elevations within the community. Positioned on a desirable corner lot with dual gated entrances, the property offers enhanced accessibility, privacy, and flexibility for a variety of uses. Ideally located just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect balance of luxury, privacy, and convenience with no HOA. A long, elegant private driveway leads to this impressive residence featuring 4 bedrooms, 3.5 bathrooms, an oversized 3-car garage with EV charging outlet, and a thoughtfully designed open-concept modern floor plan with expansive living spaces throughout. Step inside to experience soaring 14-foot ceilings throughout the entire home, enhanced by tray ceilings in the dining room, living room, and primary suite, along with a striking 16-foot cathedral ceiling in the designer kitchen, creating a bright and dramatic architectural presence. The gourmet kitchen is a true centerpiece, showcasing an oversized island with Italian granite, extensive custom cabinetry, a hidden oversized walk-in pantry, and a seamless connection to the main living and dining areas, ideal for both everyday living and entertaining. The elegant dining room features a stunning double glass-door wine display, while a beautifully designed wet bar with wine cooler adds both style and functionality. The spacious living area is anchored by a modern built-in electric fireplace with custom finishes. The breakfast area is framed by oversized picture windows, offering beautiful views of mature oak trees and the natural landscape, creating a serene, park-like setting. The luxurious primary suite offers a spa-inspired bathroom featuring a freestanding soaking tub positioned beneath a large picture window, a walk-in glass shower, and refined finishes that create a true retreat experience. All additional bedrooms are generously sized and designed for comfort and privacy. Outdoor living is equally impressive, featuring a covered lanai with a fully equipped outdoor kitchen, extensive paved areas, and expansive open acreage surrounded by beautiful mature trees. Zoned for horses, the property offers ample room for a barn, workshop, RV storage, or future additions. Additional features include double-glazed energy-efficient windows, premium modern motorized blinds throughout the entire home, large sliding glass doors, a private water well eliminating monthly water costs, and a seven-zone irrigation system.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Robert Mcdugald (727-409-3368)
1909 MAJORCA DR, KISSIMMEE, FL 34747
$445,00037 Days on yellowkey MLS ID: S5149758
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $580 Tax: $7,423 (2025)Community: Windsor At WestsideTownhouse
Taxes:$7,423
Remarks: Discover the pinnacle of Florida living in this stunning, fully furnished 5-bedroom, 4.5-bathroom townhome, nestled within the highly sought-after Windsor at Westside resort community. Turnkey and professionally designed, this property is thoughtfully appointed to host large groups in style and comfort—an exceptional opportunity for investors seeking a high-performing short-term rental, or for buyers searching for the ultimate vacation retreat. A standout feature you won't find in most resort homes? Your own private garage—a rare and valuable bonus that offers added convenience, secure storage, and an extra layer of everyday practicality that sets this property apart from the competition. For out-of-state owners and short-term rental investors, this home delivers true peace of mind: a whole-home leak defense system actively monitors for water issues and helps prevent costly damage when you're miles away, while a brand-new washer and dryer mean one less major appliance to worry about replacing down the road. Even better, the home is just steps from the clubhouse, resort pool, and full lineup of community amenities—putting the very best of Windsor at Westside right at your doorstep. And when you're ready for quieter moments, step outside to your own private, screened-in pool—a tranquil escape where you can unwind in complete privacy after a day of adventure. As an owner at Windsor at Westside, you and your guests enjoy access to a world-class amenity collection, including a resort-style main pool with children's splash pad, relaxing hot tub, lazy river, fully equipped fitness center, arcade, kids' activity room, and basketball and volleyball courts. Ideally situated just minutes from Walt Disney World, Universal Studios, and SeaWorld, the home also places you near premier dining, championship golf, and upscale shopping at The Florida Mall and nearby outlet centers. Don't miss your chance to own a slice of paradise in one of Central Florida's most prestigious gated communities—where magical memories and smart investment go hand in hand.
8716 RAIN FOREST PL #A, KISSIMMEE, FL 34747
$195,50037 Days on yellowkey MLS ID: V4949045
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1381 Built: 1999Monthly Fee: $345 Tax: $3,267 (2025)Community: Villas At Island Club Ph 10Condo
Taxes:$3,267
Remarks: Now is the time to own this 3-bedroom, 2-bath ground-floor condo in one of the most desirable areas of Kissimmee. Condo is minutes from Downtown Disney, Margaritaville Resort-Orlando, world-class theme parks, shopping, golfing, dining, other major entertainment and main highways. Condo offers a functional and spacious layout, with carpet and laminate flooring throughout the main living areas and bedrooms, making it both practical and easy to maintain. The primary bedroom is thoughtfully positioned for privacy, featuring its own full bathroom and ample closet space. The two additional bedrooms are versatile and can comfortably serve as guest rooms, family bedrooms, or a home office—depending on your needs. The community itself is a big plus. Just steps from the unit, you will find a tennis court a community pool, along with a playground, creating a great balance between relaxation and an active lifestyle. Whether you’re looking for a primary residence, a vacation property, or a high-demand rental investment, this condo is the one. Its location alone drives strong year-round rental demand, making it an excellent option for investors seeking consistency and long-term value in Central Florida.
Listing is courtesy of: REALTY PROS ASSURED (386-677-7653)
Listing Agent: Jesenia Gonzalez Uhlig (407-535-1717)
2362 ZABALLINA PL, KISSIMMEE, FL 34747
$680,00053 Days on yellowkey MLS ID: O6401597
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 2321 Built: 2024Monthly Fee: $590 Tax: $8,389 (2025)Community: Solara Ph 3 RepTownhouse
Taxes:$8,389
Remarks: Experience the perfect blend of comfort, style, and location in this exceptional 6-bedroom, home just minutes from Disney. Designed with both everyday living and vacation use in mind, the home features a spacious open layout, a modern kitchen, and plenty of room to host family and guests. A standout feature of the home is its themed bedrooms, including Simpsons, Minions, and Spider-Man, bringing character and personality to the space and making it especially appealing for short-term rental guests. The private pool area offers a relaxing retreat after a day at the parks, creating the ideal indoor-outdoor Florida lifestyle. Whether you're searching for a primary residence, a vacation getaway, or an income-producing property, this home presents a great opportunity in a highly desirable location with easy access to shopping, dining, and major attractions.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Gabriela Pereira Madeira (305-409-6560)
210 PENDANT CT, KISSIMMEE, FL 34747
$527,00043 Days on yellowkey MLS ID: O6404820
REDUCED by $10,000 (1.9%) on 05/12/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2570 Built: 2016Monthly Fee: $570 Tax: $10,393 (2025)Community: Reunion WestSingle Family
Taxes:$10,393
Remarks: Welcome to 210 Pendant Court, located in the highly desirable resort area of Kissimmee in the heart of Florida. This beautifully maintained 5-bedroom, 5-bathroom home offers the perfect blend of lifestyle, flexibility, and investment potential. Featuring a spacious open-concept layout, abundant natural light, a modern kitchen with elegant finishes, and generously sized living areas, this home is ideal for both personal enjoyment and entertaining. Located in a prime Central Florida location near world-famous attractions, shopping, dining, and major highways, this property offers multiple lifestyle and ownership opportunities. Whether you're looking for a primary residence, vacation home, long-term rental, or an income-producing investment, this property offers exceptional versatility. With five spacious bedrooms, the layout may also provide flexible rental options, subject to local regulations, HOA guidelines, and county requirements. A rare opportunity to own in one of Central Florida’s most sought-after communities. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Gihan Awad (201-284-8689)
1570 CAREY PALM CIR, KISSIMMEE, FL 34747
$519,99083 Days on yellowkey MLS ID: O6394236
5 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2294 Built: 2018Monthly Fee: $662 Tax: $6,822 (2025)Community: Solara ResortTownhouse
Taxes:$6,822
Remarks: Under contract-accepting backup offers. Welcome to this beautifully FULLY FURNISHED 5-bedroom, 4 full bathroom, and 1 half bathroom townhouse located in the highly sought-after SOLARA RESORT. Designed with both comfort and style in mind, this spacious home features an open floor plan with a modern kitchen complete with a large island, stainless steel appliances, and seamless flow into the living and dining areas—perfect for entertaining. One of the most unique and desirable features of this property is its UNBEATABLE LOCATION DIRECTLY NEXT TO THE CLUB HOUSE—just steps away and significantly closer than most other units in the community, offering unmatched convenience for you and your guests. This highly desirable proximity is a major advantage for guest convenience and booking appeal, giving vacationers quick and easy access to all resort amenities without the need to drive or walk long distances—making it an exceptional choice for maximizing short-term rental demand and occupancy. The home is filled with natural light thanks to large sliding glass doors that lead to your PRIAVTE HEATED POOL, enclosed within a screened lanai for year-round enjoyment. The first-floor primary suite provides privacy and convenience, while upstairs you'll find a versatile loft area ideal for relaxation or additional entertainment space. Each bedroom is thoughtfully designed, including a fun and immersive Harry Potter–themed room and a charming Mickey Mouse–themed room, making this home especially appealing for vacation guests. The remaining bedrooms are tastefully and elegantly decorated, and the property is being sold fully furnished and turnkey. Located just minutes from Walt Disney World and other world-famous attractions, Solara Resort is a guard-gated, resort-style community offering exceptional amenities, including a grand clubhouse with a resort-style pool, FlowRider® SURF SIMULATOR, splash park, fitness center, poolside bar, retail options, and recreational courts for volleyball and basketball. With strong rental history and high occupancy potential, this property presents an outstanding opportunity for short-term rental investors or those seeking a vacation home with excellent income potential. Don’t miss your chance to own a prime-location property in one of Central Florida’s premier resort communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Hector Leon (407-227-4568)
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