Location: Kissimmee , 34747
Do Not Show Listings
3060 PIRATES RETREAT CT #501, KISSIMMEE, FL 34747
$225,00031 Days on yellowkey MLS ID: O6403438
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $837 Tax: $3,571 (2025)Community: Caribe Cove Condo Ph 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,571
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom, fully furnished top-floor condo in the highly sought-after Kissimmee area. Perfect as a full-time residence, vacation getaway, or investment property, this home blends comfort, style, and convenience in one exceptional package. Inside, you’re welcomed by a bright, open-concept layout filled with natural light. The spacious living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere for both relaxing and entertaining. The kitchen features a breakfast bar that overlooks the main living space—ideal for casual dining or hosting guests. The primary suite offers a private retreat with a generous layout, dual walk-in closets, and an ensuite bathroom complete with a soaking tub and a separate glass-enclosed shower. Two additional bedrooms are well-sized and share a full bathroom, providing flexibility for family, guests, or a home office. Step outside to your private screened-in balcony and enjoy peaceful views—perfect for morning coffee or evening relaxation. Located just minutes from world-renowned attractions like Walt Disney World, as well as shopping, dining, and entertainment options, this home offers unbeatable convenience. With easy access to I-4, commuting throughout Central Florida is simple and efficient. Residents enjoy access to resort-style amenities, including a sparkling swimming pool, fitness center, and beautifully maintained grounds. Move-in ready and ideally located, this condo is a standout opportunity you don’t want to miss. Schedule your private showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Jennifer Cobb (305-619-3713)
9055 TREASURE TROVE LN #108, KISSIMMEE, FL 34747
$200,00018 Days on yellowkey MLS ID: O6398066
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1445 Built: 2007Monthly Fee: $684 Tax: $3,643 (2025)Community: Caribe CoveCondo
Taxes:$3,643
Elementary School: None
High School: None
Middle School: None
Remarks: Ground Floor | Gated | Wooded Nature Views | Zoned for Short Term Rental | Minutes from Disney World No rear neighbors, just mature Florida landscape and genuine privacy. Fresh paint, updated luxury vinyl flooring, and a fully furnished interior means nothing is left to coordinate, you arrive and vacation or immediately start booking rentals. Both bedrooms provide walk-in closets and private bathrooms. The screened lanai extends the living space outdoors, framing the view. Owners may rent privately, full flexibility with no mandatory rental program. Heated pool, hot tub, fitness center, 24/7 owner's access to clubhouse, water, cable, and internet included. Caribe Cove is just minutes from Walt Disney World, with quick access to US-192, dining, and all of Orlando's major attractions.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Dawn Reeves-Mckinney (352-298-3514)
9026 PAOLOS PL, KISSIMMEE, FL 34747
$535,00018 Days on yellowkey MLS ID: S5149922
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2870 Built: 2011Monthly Fee: $209 Tax: $9,016 (2025)Community: Westside Prcl D CalabriaSpa: YesSingle Family
Taxes:$9,016
Elementary School: Westside Elem
Middle School: West Side
Remarks: Welcome to Calabria at Westside, where resort-style living meets everyday comfort just minutes from Central Florida’s world-famous attractions. Situated on a nicely sized corner lot in this beautifully maintained community, this Mediterranean-inspired pool home offers 6 bedrooms, 3 full bathrooms, 1 half bath, and a spacious upstairs family room, creating the perfect blend of flexibility, comfort, and style.From the moment you arrive, you’ll appreciate the curb appeal and welcoming feel of the neighborhood. Step inside to a spacious entryway accented by porcelain tile, with a formal dining room just off the foyer that could also serve beautifully as a home office or flex space.The heart of the home features an open-concept kitchen, living room, and dinette, designed for gathering and entertaining while enjoying views of the sparkling screened-in pool. The first floor also includes a convenient half bath, garage access, and a generously sized primary suite with sliding glass doors overlooking the pool, a walk-in closet, and a spacious ensuite bath.Upstairs, you’ll find a huge family room/bonus space that offers endless possibilities for a second living area, game room, or media space. The thoughtfully designed split-bedroom layout places 2 bedrooms and a full bath on one side, with 3 additional bedrooms and another full bath on the other. The largest upstairs bedroom is located at the front of the home and is currently being used as an impressive office space.Step outside to enjoy your screened-in lanai and private pool, perfect for relaxing after a day at the parks or entertaining family and friends.As an added bonus, the reasonable HOA includes lawn care, cable, and internet, making ownership even more convenient. And if you’d like to meet your neighbors, simply step outside for a stroll through this active, well-kept community where you’ll often see residents enjoying their daily walks with their four-legged family members.This is your opportunity to own a spacious, well-appointed Central Florida retreat in a sought-after location close to shopping, dining, and area attractions.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Gene May Sandobal (321-353-6150)
2694 LA ISLA CT, KISSIMMEE, FL 34747
$520,00018 Days on yellowkey MLS ID: S5149891
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2005Monthly Fee: $115 Tax: $6,501 (2025)Community: Emerald Island ResortSpa: YesSingle Family
Taxes:$6,501
Remarks: Minutes from Disney's Magic Kingdom and Walt Disney World Resort, this fully furnished 5-bedroom, 3-bath home delivers an immediate return on investment: it's transferring with all future reservations in place and a proven occupancy track record. A new roof is included with a full-price offer — adding long-term value and peace of mind from day one. Set on a private cul-de-sac lot with no rear neighbors, it sits inside the gated Emerald Island Resort community — a quiet retreat that still puts guests minutes from shopping and dining. Outside, a south-facing screened pool and spillover spa anchor the backyard. Inside, the home has been thoughtfully updated with vinyl plank flooring, granite counters in the kitchen and baths, a 2019 AC, a 2023 water heater, and smart-home features that make remote management simple: iAqualink for the pool, Ecobee thermostats throughout, and a new gas grill installed August 2025. The real draw is the guest experience. Five professionally themed bedrooms transport families into the worlds of Star Wars, Harry Potter, Frozen, Minions, and Mickey Mouse, with seven smart TVs spread across the home. The converted garage has been built out as a dedicated game room — stand-up arcade, PS4, foosball table, and a snack station that's become a guest favorite in reviews. Resort amenities round out the offering: clubhouse, Tiki Bar, fitness center, mini-golf, and nature trails, all included for guests. For an investor looking for a property that performs from day one — and lives like a private Florida escape between bookings — this one is ready to go.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
7428 STONE CREEK TRL, KISSIMMEE, FL 34747
$335,00018 Days on yellowkey MLS ID: O6407852
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1797 Built: 2023Monthly Fee: $212 Tax: $4,377 (2025)Community: Lake Wilson ReserveTownhouse
Taxes:$4,377
Remarks: Welcome to 7428 Stone Creek Trail, Kissimmee, FL 34747 — a beautiful property located in one of Central Florida’s most desirable areas. This home offers comfort, space, and an excellent location just minutes from world-famous attractions, shopping centers, restaurants, and major highways. Perfect as a primary residence, vacation home, or investment opportunity, the property combines modern living with the charm and convenience of the Kissimmee area. Enjoy spacious interiors, a peaceful neighborhood, and easy access to Orlando International Airport, Disney parks, and everything Central Florida has. Don’t miss the opportunity to own a home in this highly sought-after location.
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Alejandro Azuero, Pa (647-402-3660)
1876 NICE CT, KISSIMMEE, FL 34747
$679,90096 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
Taxes:$11,676
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
$412,00069 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)
1860 SAWYER PALM PL, KISSIMMEE, FL 34747
$1,000,00083 Days on yellowkey MLS ID: O6385788
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2019Monthly Fee: $726 Tax: $9,868 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$9,868
Remarks: Absolutely stunning 9-bedroom, 6.5-bath home, recently remodeled and finely decorated by professional designers. Every detail has been thoughtfully updated, from themed bedrooms with modern touches to a spectacular loft featuring a private home theater. The garage has been transformed into an amazing game room, perfect for family fun and entertaining. Situated just steps from the Club House, this home offers spacious living areas, luxurious finishes, and a versatile floorplan ideal for large families, vacation stays, or short-term rental opportunities. Don’t miss the chance to experience this one-of-a-kind property in a prime Kissimmee location!
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
3060 PIRATES RETREAT CT #309, KISSIMMEE, FL 34747
$225,000388 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!
8014 KNEE DEEP RD, KISSIMMEE, FL 34747
$774,90066 Days on yellowkey MLS ID: O6393521
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1850 Built: 2020Monthly Fee: $609 Tax: $10,996 (2025)Community: MargaritavilleSpa: YesSingle Family
Taxes:$10,996
Remarks: STUNNING FULLY FURNISHED COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO with PRIVATE HEATED POOL AND SPA!. This Cottage has 4 Bedrooms, 4 Full Baths, Upgraded "Wood" Tile Flooring, Stainless Steel Appliances and Ceiling Fans Throughout. Kitchen has Large Counter Space, High End Granite Countertops and Windows with Lots of Natural Light. Primary Bedroom on the First Floor with En-Suite Bathroom, Separate Shower and Separate Tub. Three Additional Bedrooms with Access to a Large Balcony Overlooking the Pool. Living Area with Indoor/Outdoor Access to Backyard with a Paved Patio, HEATED POOL AND SPA. High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!
Listing Agent: Suzanne Docobo (954-304-4932)
8927 LEGACY CT #302, KISSIMMEE, FL 34747
$135,00025 Days on yellowkey MLS ID: OM724293
1 Days Off yellowkey (back on 5/14/2026)
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 636 Built: 2000Monthly Fee: $323 Tax: $2,167 (2025)Community: Legacy Dunes CondoCondo
Taxes:$2,167
Remarks: Exceptional investment opportunity in the heart of Kissimmee! This versatile property is approved for short-term rentals, making it the perfect option for Airbnb, vacation rental income, or a primary residence with outstanding earning potential offering flexibility for both investors and future end users. Ideally situated just minutes from Orlando’s world-famous attractions, including approximately 18 minutes to Walt Disney World Resort and Disney's Animal Kingdom, while also providing quick access to US-192. Enjoy being surrounded by endless dining, shopping, entertainment, and area attractions that make this location highly desirable for visitors and residents alike. Whether you’re looking to expand your investment portfolio or secure a property in one of Central Florida’s most sought-after rental markets, this opportunity delivers the perfect blend of location, convenience, and income potential. Don’t miss your chance to own in the thriving Kissimmee vacation corridor!
Listing is courtesy of: TCT REALTY GROUP LLC (352-895-9044)
Listing Agent: Romel Camacho (352-229-2986)
2403 SILVER PALM DR, KISSIMMEE, FL 34747
$289,90031 Days on yellowkey MLS ID: S5149029
REDUCED by $10,000 (3.3%) on 05/14/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $270 Tax: $2,895 (2025)Community: Windsor Palms Twnhms Ph 3ATownhouse
Taxes:$2,895
Remarks: Beautiful 3-bedroom, 3-bathroom home offering comfort and flexibility in a prime location—less than 3 miles from Walt Disney World! This well-designed layout features one bedroom and a full bathroom on the first floor, perfect for guests or multi-generational living. Enjoy Florida living in your screened-in courtyard—ideal for relaxing or entertaining year-round. Located in a resort-style community with incredible amenities, including a saltwater pool, splash pad, tennis and volleyball courts, clubhouse with gym and movie theater, tiki bar, convenience store, daily valet trash, and 24-hour guard-gated security. HOA includes cable and internet for added value.Perfect as a primary home, vacation getaway, or short-term rental investment with low-maintenance living and endless potential.
Listing is courtesy of: LA CASA LUXE REALTY (407-978-1088)
Listing Agent: Issanell Valdez Javier (407-978-1088)
8945 CUBAN PALM RD, KISSIMMEE, FL 34747
$495,000441 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)
2310 SILVER PALM DR #104, KISSIMMEE, FL 34747
$234,900200 Days on yellowkey MLS ID: TB8442348
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 2003 Tax: $2,861 (2024)Community: Windsor Palms Condo Ph 10Spa: NoCondo
Taxes:$2,861
Middle School: Horizon Middle
Remarks: PROFESSIONALLY MANAGED with MANY Short Term Rentals! The Royal Retreat at Windsor Palms: Your Ultimate Orlando Oasis! Prepare to be captivated by this exceptional, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale short-term rental community of Windsor Palms Resort! Secured by a 24-hour manned entrance for your peace of mind, this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants. Step into a space that is nicely decorated throughout and designed for immediate occupancy; a phenomenal bonus is that ALL furnishings are INCLUDED with the property purchase, including sleek flat-panel TVs and everything needed for a comfortable stay. This unit is completely turn-key and ready for short-term rental guests from day one. The Windsor Palms community elevates every stay into a true vacation experience, featuring a large communal pool with a tiki bar, a luxurious whirlpool spa, a grand clubhouse with a state-of-the-art fitness room, a fun-filled game room, and a classic movie theater. Active fun is available with tennis, basketball, and volleyball courts, plus a designated playground for younger guests, and an on-site convenience store ensures you never have to go far for necessities. Whether you envision this as a lucrative short-term rental investment, a flexible private vacation home, or a vibrant full-time residence, this property offers unlimited potential and is offered as equal opportunity housing. Equal opportunity housing.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Bill Owens (813-220-8877)
631 LASSO DR, KISSIMMEE, FL 34747
$989,000107 Days on yellowkey MLS ID: O6382195
Bed: 10 Bath: 10.0 Gar: 2 Liv Area Sq Ft: 4724 Built: 2016Monthly Fee: $697 Tax: $13,956 (2025)Community: Encore At Reunion, Reunion WestSpa: YesSingle Family
Taxes:$13,956
High School: Poinciana High School
Remarks: DESIGNED TO IMPRESS. POSITIONED TO PERFORM. Welcome to this exceptional 10-bedroom, 10-bath luxury retreat in the highly sought-after Encore at Reunion - just minutes from Orlando’s world-renowned theme parks and projected to generate $120,000 in annual income. Sold FULLY FURNISHED and completely TURNKEY, this 4,730 sq ft residence is crafted for elevated group travel and consistent rental demand. Featuring 9 private ENSUITE bedrooms, including FOUR PRIMARY SUITES (two downstairs and two upstairs), the layout delivers privacy, flexibility, and comfort at scale. Every closet includes custom built-in shelving, adding thoughtful organization throughout. What truly sets this home apart is its IMMERSIVE “WORLD SHOWCASE INSPIRED - AROUND THE WORLD” design concept; each bedroom carefully curated to transport guests across iconic destinations. From the historic charm of Philadelphia to the timeless sophistication of London, the skyline energy of Manhattan, the Mickey Inspired Orlando suite, the bold glamour of Vegas, the icy enchantment of Arendelle, and the romance of Paris - every space is layered with custom murals, curated décor, and thoughtful design elements that create a stay guests remember long after checkout. This intentional theming enhances booking appeal, guest experience, and repeat revenue. The OPEN-CONCEPT living space invites connection, flowing into a gourmet kitchen built for entertaining with granite counters, 42” shaker cabinetry, dual stainless steel refrigerators, dual dishwashers, and a dedicated coffee bar. Upstairs and downstairs laundry suites plus two Owner’s Closets provide seamless management and owner convenience. Entertainment is effortless. The interactive STAR WARS INSPIRED GAME ROOM features ping pong, air hockey, and foosball, while the private THEATER ROOM sets the stage for cozy movie nights after a day at the parks. A dedicated WORK-FROM-HOME-STATION accommodates extended stays with ease. Outside, your private resort oasis awaits, complete with a HEATED POOL AND SPA, expansive paver lanai, fenced tropical backyard, and a NEW high-rated insurance-compliant pool safety fence with self-closing, self-latching gate for added peace of mind. Major value-enhancing upgrades include a NEW ROOF (2025), FRESH INTERIOR PAINT (2026), two newer refrigerators (2024 & 2025), new upstairs washer (2024), tankless water heaters, and dual A/C systems - providing durability, efficiency, and insurance advantages. Curb appeal shines with a stone façade, paver driveway, and epoxied garage floor. Encore at Reunion delivers premier resort living with access to a 10-acre waterpark with exhilarating slides, splash pad, poolside cabanas, fitness center, courts for tennis, volleyball and basketball, a full soccer field, casual on-site dining and bar, a concierge desk, and shuttle transportation to the parks - all within walking distance. HOA includes gated security, internet, cable, landscaping, irrigation, daily valet trash, pest control, and community maintenance - supporting simplified ownership. This is more than a vacation home - it’s a powerful blend of LIFESTYLE and INCOME. With tourism growth and major park expansions continuing to fuel demand, this property is positioned to perform and provide the opportunity to create cherished moments with loved ones while paying for itself. Schedule your private showing today and secure your position in one of Central Florida’s most desirable vacation rental communities!
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
2302 SILVER PALM DR #204, KISSIMMEE, FL 34747
$224,900200 Days on yellowkey MLS ID: TB8442350
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 2002 Tax: $2,609 (2024)Community: Wyndham Palms Condo Ph 7Spa: NoCondo
Taxes:$2,609
Remarks: PROFESSIONALLY MANAGED with MANY Short Term Rentals! Your spectacular HARRY POTTER themed Gateway to Magic: Turn-Key Dream Condo! Prepare to be captivated by this exceptional, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale Windsor Palms resort community. Imagine waking up just three miles from the enchantment of Walt Disney World, with a secure, 24-hour manned entrance ensuring peace of mind. This is more than just a home; it's a completely turn-key investment or dream vacation retreat, ready for immediate enjoyment or rental income! The sellers have spared no expense with recent dramatic upgrades, including sleek vinyl flooring replacing the carpet, luxurious granite countertops, stylish new vanities and taps in both bathrooms, and brand-new appliances (dishwasher, microwave, and washing machine). BRAND NEW windows installed in DEC 2025! Every inch is tastefully decorated, featuring modern furniture and flat-panel TVs, making it a beautiful and hassle-free offering. Step outside and immerse yourself in the resort lifestyle: grab a drink at the tiki bar by the large communal pool, relax in the whirlpool spa, stop by the convenient on-site store, or enjoy the massive clubhouse with a fitness center, game room, private movie theater, and multiple sports courts (tennis, basketball, and volleyball). Perfectly positioned close to all Disney Parks, Universal Studios, world-class golf, shopping, and dining, this condo offers the ultimate central Florida experience. Whether you choose to leverage its full short-term rental potential, live here full-time, or use it as your private vacation oasis, everything you see, including ALL furnishings, is yours. This is your chance to own a piece of the magic—don't miss this opportunity! Equal opportunity housing.
2737 LIDO KEY DR, KISSIMMEE, FL 34747
$525,00033 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)
8909 BENGAL CT, KISSIMMEE, FL 34747
$629,00041 Days on yellowkey MLS ID: S5148316
1 Days Off yellowkey (back on 4/27/2026)
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2019Monthly Fee: $607 Tax: $11,657 (2025)Community: Windsor At Westside Ph 2BSingle Family
Taxes:$11,657
Remarks: Best priced fully furnished turnkey investment in Windsor at Westside Resort, one of the most sought after short term rental communities near Disney. This spacious 8 bedroom, 6 bathroom vacation home offers strong rental income potential and immediate operation. Features include open concept living area, two owner’s suites on first and second floors, dedicated game room, entertainment loft and private screened pool with spa, ideal for guest satisfaction and high occupancy. Resort amenities include clubhouse, lazy river, heated pool, fitness center, sports courts, restaurant and bar. Prime location near Disney parks, golf, shopping and dining.
Listing is courtesy of: BEKK HOMES LLC (407-342-8012)
Listing Agent: Carlos Selmo (407-342-8012)
2778 ALMATON LOOP #402, KISSIMMEE, FL 34747
$249,000306 Days on yellowkey MLS ID: O6331833
REDUCED by $16,000 (6.0%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005Monthly Fee: $354 Tax: $3,343 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,343
Remarks: CALENDAR BLOCKED AND READY TO SHOW. Make this your full time residence, vacation property or income stream with AIRbnb and VRBO! Great rental income! Discover this updated 2-bedroom, 2-bathroom condo located on the 4th floor in Windsor Hills. This unit features luxury vinyl flooring throughout and offers great views with no units above, ensuring a quieter living experience. The property is situated in the desirable Windsor Hills community, known for its excellent rental potential. This condo has a proven track record for short-term rentals including Airbnb and VRBO, making it an attractive investment opportunity. Location is a major highlight, with Walt Disney World nearby along with plenty of shopping and dining options. The Island H2O water park is just over a mile away, providing family-friendly entertainment. For daily necessities, Target Grocery is conveniently located about 3 miles from the property. The updated interior and prime location make this condo ideal for both personal use and rental income. The 4th-floor position provides elevated views while the luxury vinyl flooring adds a modern touch throughout the living spaces. Windsor Hills offers residents and guests access to community amenities in a well-maintained environment. The proximity to major attractions and everyday conveniences makes this location highly sought after by both buyers and renters.
8913 COCONUT BREEZE DR, KISSIMMEE, FL 34747
$624,900141 Days on yellowkey MLS ID: O6372799
REDUCED by $25,000 (3.8%) on 05/14/2026
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 2987 Built: 2022Monthly Fee: $718 Tax: $9,244 (2025)Community: Solara Resort Vacation Villas RepSingle Family
Taxes:$9,244
Remarks: Do you enjoy spending so much time in Orlando that you think it may make more sense to own a second home here? Wouldn't you like to save money on hotels, transportation and meals; and have the ultimate freedom to visit Orlando? Why not offset the entire cost of owning a home in Orlando by investing in a lucrative home like 8913 Coconut Grove, and one that will generate income while you're not there.....well now you can! The cost of an investment home in Orlando has never been more affordable than now, and the demand for private residences such as this home is on the rise, year over year. This fully furnished vacation home is only 20 minutes from Disney World Parks & Resorts and 30 minutes to Universal Studios and the new Epic Universe, and is perfectly equipped for all of your needs while visiting. With the ability to sleep up to 13 guests, this 6 bedroom, 4 full bathroom home will surely to exceed any of your expectations while enjoying sunny Florida, no matter what the age. A Jurassic Park themed room with custom built-in bunk beds will surely make any kids vacation be "their best vacation ever", while a custom theater Harry Potter themed media room makes the ideal space to enjoy some Netflix after a long day at the parks. An open kitchen and dining space are the nucleus to the home, and provide easy access to your private pool and patio. Enjoy those morning cappuccinos or evening cabernets while you watch the sun fade away with both feet in your new pool....it simply does not get any more "Florida" than that! Upstairs you'll find the quintessential spot for "gamers", with a massive loft fitted with air hockey, foosball and gaming chairs. Five more bedrooms are located on the second floor, and you can let your guests choose which kind of vibe that they're in; whether it's Star Wars, Space, Racing or just a modern themed room.....the choices are bountiful! Solara Resort is a gated community with hotel-like amenities; including multiple pools with beach entry, a surfing simulator, playgrounds, sports fields, walking trails, fitness center, clubhouse and an on-site restaurant & shops. >>GROSS INCOME POTENTIAL UP TO $70,000 +/- | GATED COMMUNITY | PRIVATE POOL | FULLY FURNISHED << Be the envy of your circle while taking the initiative to own a wise investment in a high-demand market.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Steven Horner (321-226-8499)
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