Location: Kissimmee , 34747
Do Not Show Listings
8117 FAN PALM WAY, KISSIMMEE, FL 34747
$369,900187 Days on yellowkey MLS ID: O6348262
0 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 2001Monthly Fee: $260 Tax: $4,711 (2024)Community: Wyndham Palms Ph 1BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,711
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. (Previously off market due to several weeks of rentals) Bring an offer today!! Welcome to your own slice of vacation paradise at one of the areas BEST communities, Windsor Palms! Just a few miles from Disney’s gates, this gorgeous 4 bedroom FULLY FURNISHED villa puts you right in the middle of all the magic. Step inside this home and you’ll find a bright, open Florida floor plan, with 4 bedrooms and 2 full baths, and ready for you and your guests. The garage doubles as a game room with a pool table, ping pong, air hockey, darts, and more — perfect for a little friendly competition. After the parks, float around in your own private, screened-in, HEATED pool or soak up the Florida sunshine from a comfy lounge chair. The Windsor Palms community is one of Orlando’s most sought-after resorts, loaded with amenities. The resort clubhouse comes with a fitness center, movie theater, and convenience shop, plus a sparkling heated pool, hot tub, and splash pad….and a pool side tiki bar and restaurant. Sports lovers can hit the tennis, basketball, or volleyball courts, or enjoy on the playground. Want something more laid-back? Fire up a barbecue or enjoy a picnic under the palms. The best part? This home already has bookings in place — a true turnkey vacation oasis just waiting for you! Hope to see you real soon!!
Listing is courtesy of: HOMETOWN REALTY GROUP INC (407-628-4663)
Listing Agent: Meredith Mahn (321-438-5566)
7740 SANDY RIDGE DR #122, KISSIMMEE, FL 34747
$286,00045 Days on yellowkey MLS ID: S5144332
REDUCED by $1,000 (0.3%) on 04/06/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1500 Built: 2023Monthly Fee: $930 Tax: $5,389 (2025)Community: Spectrum At Reunion Condo Ph 5A Or 6337/630 Unit 7Spa: YesCondo
Taxes:$5,389
Tax Year: 2025
Remarks: MAJOR DEAL ALERT!! Act fast, it won't last long! Perfect for investors, if you want to move in, or just have it to do long term rentals. Do anything you like, no restrictions! A little about this luxury home: FULLY FURNISHED, ground-floor 3-bedroom, 3-bathroom condo. Just 7 miles from Disney World, your new home offers a spacious open layout, a modern newly built kitchen with premium appliances, and a comfortable living area. Enjoy all the resort-style amenities EXCLUSIVE to Spectrum Resort guests, including a pool with cabanas, fitness center, grab-and-go area, bar, game room, and attentive guest services. Live where everyone vacations! Engage in outdoor activities like biking, golfing, tennis, pickleball, and family fun at the playground with a dog park. INCLUDED MEMBERSHIP grants access to 3 championship golf courses, 11 swimming pools, and a waterpark. The list goes on with Spectrum's free shuttle service from the parking lot to your home and Reunion's shuttles to the parks, along with close proximity to numerous restaurants, groceries, and entertainment to add to the convenience. Available for both LONG-TERM and SHORT-TERM rentals, this exceptional condo is a fantastic investment opportunity. Don’t miss your chance to make this luxurious property and dream lifestyle your new home! It won't last long!
Listing is courtesy of: P4L REALTY LLC (407-845-9189)
Listing Agent: Michelle Fernandez (407-724-5033)
3251 SECRET LAKE DRIVE #1220, KISSIMMEE, FL 34747
$367,900171 Days on yellowkey MLS ID: O6353261
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 531 Built: 2026Monthly Fee: $439Community: Ambar ResidencesCondo
Taxes:$0
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. March 2027. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.
Listing is courtesy of: UBIICA LLC (305-807-0931)
Listing Agent: Alejandro Salazar (689-223-6642)
2774 ALMATON LOOP #403, KISSIMMEE, FL 34747
$365,000389 Days on yellowkey MLS ID: O6289813
1 Days Off yellowkey (back on 2/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005 Tax: $3,668 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,668
Remarks: Experience luxury living at its finest with this top-floor condo in the breathtaking Windsor Hills Resort, boasting the most spectacular view in the community! Recently transformed by its discerning owner, this unit features brand-new flooring, state-of-the-art appliances, and elegant quartz finishes—sparing no expense to elevate its allure. Tastefully furnished and thoughtfully themed, this meticulously maintained condo stands out in the short-term rental market, offering a seamless opportunity for its new owner.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Michael Bouchard (407-443-1284)
9024 TUSCAN CYPRESS ST, KISSIMMEE, FL 34747
$380,000Listed 04/06/2026 11:07AM MLS ID: S5147187
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1830 Built: 2019Monthly Fee: $130 Tax: $6,463 (2025)Community: Murano At WestsideSingle Family
Taxes:$6,463
High School: Celebration High
Remarks: One or more photo(s) has been virtually staged. This beautifully maintained 4-bedroom, 2-bathroom home is located in a highly desirable community with fantastic amenities. Enjoy peaceful water views with a charming fountain right from your backyard—perfect for relaxing mornings or unwinding after a long day. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating a bright and inviting space ideal for both everyday living and entertaining. The kitchen features stainless steel appliances, granite countertops, a spacious island, and a walk-in pantry. All bedrooms are generously sized with abundant natural light, while the primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom featuring dual sinks, granite counters, and a walk-in shower. Additional highlights include a 2-car garage, ample storage, and close proximity to the community pool and playground. With its blend of comfort, style, and location, this home is a fantastic opportunity you don’t want to miss. Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mahugriffel Perez (407-639-2035)
1512 NASSAU POINT TRL, KISSIMMEE, FL 34747
$610,00081 Days on yellowkey MLS ID: O6372606
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2019Monthly Fee: $717 Tax: $9,249 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$9,249
Remarks: PRICE IMPROVEMENT - This standout 7-bedroom, 6.5-bath Turnkey, Fully Furnished, Income-Generating Short-Term Rental Home in Solara Resort is the kind of property that checks every box for high-performing vacation rentals and unforgettable stays. Spanning 3,533 square feet, the layout is both impressive and intentional, featuring two private primary suites, one on the main level and one upstairs, offering flexibility, privacy, and broad rental appeal. From the moment you step inside, the open-concept design sets the tone. The kitchen, dining, and living areas flow together effortlessly, creating a bright, social space designed for entertaining. The kitchen is a showstopper with a large center island, stainless steel appliances, and a pantry, all positioned to overlook the living room. Sliding glass doors lead directly to the outdoor living space, blending indoor and outdoor living with ease. Tile flooring anchors the main living areas, while carpeted bedrooms provide comfortable retreats. Each primary suite includes an en suite bathroom with dual sinks and a walk-in shower. The additional bedrooms are creatively themed, a major draw for short-term rental guests. Outside, the screened-in lanai delivers resort vibes with a heated pool and spa, perfect for day or night enjoyment. Located in the gated Solara Resort, owners and guests enjoy top-tier amenities including a fitness center, resort pool with water slide, basketball court, playground, market, and more. Location is everything, and this one delivers. Less than 10 miles from Disney and close to dining, shopping, and entertainment, this home is perfectly positioned to thrive as an Airbnb, vacation home, or income-producing investment while still offering the comfort and space of a true residence. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Alejandra Nicholson Pa (786-660-0340)
7637 SAND PIERRE COURT, KISSIMMEE, FL 34747
$425,00061 Days on yellowkey MLS ID: O6379571
REDUCED by $19,900 (4.5%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2022Monthly Fee: $480 Tax: $8,806 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASpa: NoVilla
Taxes:$8,806
Remarks: NEW PRICE!! This is the one you’ve been waiting for! Welcome to this beautifully upgraded 2+ bedroom villa located in the sought-after Four Seasons 55+ community. Situated on a quiet cul-de-sac with a premium conservation lot, this home offers privacy and picturesque views. Featuring an open-concept layout, this villa includes two spacious bedrooms, two full bathrooms, and a versatile office/den that can easily serve as a third bedroom. The extended rear paver patio lanai provides the perfect space for outdoor living and entertaining and includes a gas grill for your convenience. Inside, you’ll find luxury vinyl flooring, crown molding, tray ceilings in the living room and primary bedroom, hurricane-impact windows, and a tankless water heater. The upgraded kitchen boasts soft-close cabinetry, stainless steel appliances, gas cooktop, custom tile backsplash, designer lighting, quartz countertops, and a center island with breakfast bar.Additional highlights include a well-appointed laundry room with built-in cabinetry and sink.Four Seasons offers exceptional resort-style living with an active lifestyle and abundant amenities, including a clubhouse, two large swimming pools with lap lane, ballroom, game room, card room, full kitchen, coffee bar lounge, fitness center, and tennis, pickleball, and bocce ball courts. Residents also enjoy access to the Mystic Dunes Golf Course and on-site restaurant.Conveniently located near Walt Disney World, major theme parks, and Margaritaville, this home offers easy access to dining, shopping, and live entertainment.Don’t miss this opportunity to enjoy luxury, comfort, and an active lifestyle in one of the area’s premier 55+ communities.
Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)
Listing Agent: Harold Olson (407-738-6600)
2031 KEY BAY TRL, KISSIMMEE, FL 34747
$313,000108 Days on yellowkey MLS ID: G5105687
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2023Monthly Fee: $480 Tax: $7,844 (2024)Community: Four Seasons At Orlando Ph 4BVilla
Taxes:$7,844
Remarks: Under contract-accepting backup offers. Back on the Market due to Buyer Default - Clean Inspection - Don't miss this AMAZING opportunity to beautifully upgraded Villa home & an incredible opportunity to own in the highly sought-after Four Seasons at Orlando! This stunning, MOVE-IN READY LUXURY villa home offers exceptional LIFESTYLE & LOW-MAINTENANCE LIVING, where you truly FEEL LIKE YOU ARE ON VACATION ALL YEAR LONG, in one of Central Florida’s most desirable RESORT-STYLE communities. Thoughtfully UPGRADED & UPDATED, this home delivers comfort, ENERGY EFFICIENCY, and style—all less than 15 minutes to Disney—making it a true MUST-SEE for buyers seeking the best of Florida living. This SPACIOUS 2-BEDROOM + OFFICE / DEN (OPTIONAL 3RD BEDROOM) villa is packed with premium upgrades, including HIGH-LEVEL QUARTZ countertops in the kitchen and bathrooms, an ENLARGED & SCREENED-IN OVERSIZED BACK PAVER PATIO, TOP-OF-THE-LINE SECURITY SYSTEM, extra insulation, CUSTOM BUILT-IN SHELVING, designer window treatments, SMART-HOME TECHNOLOGY, and HIGH-GLOSS EPOXY FLOORS IN THE 2-CAR GARAGE. Built with ENERGY EFFICIENCY in mind, the home features a tankless gas water heater, Low-E double-pane windows, R-30 insulation, insulated walls, and an insulated garage—providing year-round comfort and lower utility costs. 10-FOOT CEILINGS THROUGHOUT enhance the open, airy feel. The GOURMET KITCHEN is an entertainer’s dream with a GAS RANGE, built-in oven, stunning QUARTZ countertops, and counter seating for four or more. The owner’s suite offers a private retreat with a spacious bedroom, large walk-in closet, and spa-inspired en-suite bath featuring dual sinks, QUARTZ countertops, and a large tiled walk-in shower with built-in bench. The flexible office/third bedroom offers versatility for guests or working from home. Step outside to the OVERSIZED BACK PAVER PATIO with NO REAR NEIGHBORS, privacy wall, and BREATHTAKING VIEWS OF DISNEY FIREWORKS & SHUTTLE LAUNCHES—a truly rare and unforgettable feature. HOME INCLUDES: KING BED, MURPHY BED WALL UNIT WITH DESK, RETRACTABLE SCREEN DOOR, 2 TVs WITH SOUND BARS, PATIO FURNITURE, and a SECURITY ALARM SYSTEM, offering exceptional value and convenience. Residents enjoy an unmatched RESORT-STYLE lifestyle with a LUXURIOUS HEATED POOL, STATE-OF-THE-ART FITNESS CENTER, BILLIARDS, ARTS & CRAFTS ROOM, 12,000-SQ-FT CLUBHOUSE, FULL-TIME ACTIVITIES DIRECTOR, GUARD-GATED ACCESS, TENNIS, PICKLEBALL, BOCCE COURTS, and SCENIC WALKING TRAILS. Plus, enjoy DIRECT ACCESS to dining at Kenzie’s Restaurant & Lounge and GOLF at Mystic Dunes Golf Club.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jen Gotlewski (352-988-9210)
8053 LOST SHAKER LN, KISSIMMEE, FL 34747
$500,00036 Days on yellowkey MLS ID: O6385750
2 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1850 Built: 2019Monthly Fee: $370 Tax: $10,640 (2025)Community: Rolling Oaks / MargaritavilleSpa: YesSingle Family
Taxes:$10,640
Remarks: Featuring a private Margaritaville-branded SPA and priced below market for a prompt sale, this desirable two-story cottage offers the ultimate resort lifestyle in the heart of Margaritaville Resort, just 5 minutes from Disney. This impeccably maintained, turn-key property includes Margaritaville Resort-approved furnishings such as furniture, blinds, drapes, TVs, artwork, décor, linens, dishes, and all housewares. The spacious open floorplan offers 4 bedrooms, each with its own en suite bathroom, high-end wood-look tile floors throughout, quartz countertops, elegant wood stairs, a private owner's closet, high ceilings, a WiFi thermostat controlled from your smartphone, and a video doorbell. Outdoor living is enhanced by a lanai and generous extended paver patio, the private spa, and both front and rear covered balconies, with inviting curb appeal in the front and tranquil tropical garden views from the rear. Located within a guard-gated resort community, residents and guests enjoy access to two expansive resort-style pools, a water park with slides and splash areas, multiple on-site restaurants and bars, live entertainment, a state-of-the-art fitness center, a full-service spa, playground areas, scenic walking trails, retail shops, and convenient access to Sunset Walk with its vibrant dining, shopping, and entertainment. Low-maintenance living includes exterior maintenance, grounds care, and lawn service, allowing you to fully embrace the Margaritaville lifestyle in this exceptional property.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Alex Vastardis (407-947-6264)
3349 TRANQUIL TRL, KISSIMMEE, FL 34747
$349,90059 Days on yellowkey MLS ID: O6375838
3 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2023Monthly Fee: $198 Tax: $4,452 (2025)Community: The Hub At WestsideTownhouse
Taxes:$4,452
Remarks: Under contract-accepting backup offers. Short-term rental–approved townhome ideally located in a prime Kissimmee location. Just minutes from Walt Disney World, major attractions, shopping, dining, and with easy access to I-4 and SR-417, this property offers exceptional appeal for investors and vacation homeowners. The main living level features an open-concept design centered around a modern kitchen with updated cabinetry, quality countertops, and contemporary appliances. Offered fully furnished with well-maintained, high-quality furniture, thoughtfully selected to enhance comfort, durability, and guest experience. Bedrooms are arranged across multiple levels, providing privacy and functionality for short-term stays. Located within a well-maintained community offering pool, clubhouse, and recreational amenities, this turnkey townhome stands out for its location, presentation, and strong rental demand.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Anica Beara (407-534-4414)
2004 FLEMING MIST PL, KISSIMMEE, FL 34747
$679,000363 Days on yellowkey MLS ID: O6296919
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2987 Built: 2022Monthly Fee: $645 Tax: $8,586 (2023)Community: Solara Resort Vacation Villas RepSpa: YesSingle Family
Taxes:$8,586
Tax Year: 2023
Remarks: Priced to Sell! Motivated Seller! Stunning 6BD/4.5BA villa, professionally designed, truly a gem at this price! Fully furnished and ready to generate attractive short-term rental income. Enjoy a private pool, modern layout, and access to Solara Resort’s top-tier amenities, heated pool, surf simulator, gym, bar & grill, and more. HOA includes internet, landscaping, and full access to resort perks.
Listing is courtesy of: SINGULAR REALTY LLC (407-999-6899)
Listing Agent: Juliana Martins (786-546-6195)
2336 SILVER PALM DR, KISSIMMEE, FL 34747
$290,00031 Days on yellowkey MLS ID: O6388364
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $200 Tax: $4,258 (2025)Community: Windsor PalmsTownhouse
Taxes:$4,258
Elementary School: Westside K-8
Middle School: West Side
Remarks: **2336 Silver Palm Dr, Kissimmee, FL 34747** This townhouse is priced right and sits in one of the most convenient locations in Kissimmee, just minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to this move-in ready 3-bedroom, 3-bathroom townhouse offering 1,440 square feet of comfortable living space. Step inside and you'll notice the high ceilings and open floor plan that make everything feel bright and spacious. The main living areas feature beautiful hard flooring, while the bedrooms have cozy carpet for a warm touch. The kitchen is a real standout with granite countertops and stainless steel appliances, giving you a great space to cook and hang out with family and friends. The split floor plan provides nice privacy, with the primary bedroom separated from the other bedrooms. Out back, you'll love the screened-in pool, perfect for relaxing year-round without worrying about bugs. It's your own private retreat right at home. The HOA community offers plenty of awesome amenities including a pool, tennis courts, basketball courts, and more, so there's always something fun to do. Whether you're looking for a primary residence or a short-term rental investment, this property checks all the boxes. With its unbeatable location near everything in Central Florida and a layout that works for just about anyone, this one won't last long. Schedule your showing today and come see everything this fantastic Kissimmee townhouse has!
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Scot Hartwell (407-791-8466)
1885 GOBI DR, KISSIMMEE, FL 34747
$780,00048 Days on yellowkey MLS ID: O6383464
REDUCED by $5,000 (0.6%) on 04/06/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $607 Tax: $11,612 (2025)Community: Windsor/Westside, Windsor At WestsideSpa: YesSingle Family
Taxes:$11,612
Remarks: Welcome to the Epic Universe House! Experience a truly immersive vacation lifestyle in this stunning 8-bedroom, 6-bathroom pool home located in the gated community of Windsor at Westside. Fully themed, recently renovated, and professionally designed, this turn-key residence pays tribute to the highly anticipated Epic Universe, featuring an arcade, a Nintendo World gaming room, and immersive themed bedrooms including Harry Potter, How to Train Your Dragon, Legend of Zelda, and more! Spanning over 4,000 sq ft, this spacious retreat perfectly blends modern elegance with family entertainment. The open-concept first floor features ceramic tile flooring, a chef’s kitchen with granite countertops, and an oversized island designed for large gatherings. Step outside to your private outdoor oasis—a screened-in lanai with a sparkling pool and spa overlooking a serene water view. Recent Upgrades: This home is being sold AS-IS and Fully Furnished, featuring high-end furniture and professional decor. It is a proven, high-performing vacation rental with a history of top-tier reviews making it the perfect addition to any investment portfolio. World Class Resort Amenties: Living in Windsor at Westside provides 24/7 gated security and access to a 10,000 sq ft clubhouse including: Resort-Style Pool & Interactive Splash Park, Winding Lazy River & Water Slide, State-of-the-Art Fitness Center, Tu Casa Bar & Lounge / Poolside Tiki Bar, Arcade Game Room, Multi-purpose Sports Courts, & Sand Volleyball, Sundry Shop & Playground Unbeatable Location: Located just minutes from Walt Disney World, Universal Orlando Resort, and the newly opened Epic Universe park, you are at the heart of Central Florida’s top attractions, world-class dining, and premium shopping. Don't miss the chance to own a piece of the magic! Schedule your private showing today and step into a world of epic possibilities.
Listing is courtesy of: PABLA PROPERTIES (407-967-2757)
Listing Agent: Sunny Pabla (407-967-2757)
2199 TRIPOLI CT, KISSIMMEE, FL 34747
$770,00047 Days on yellowkey MLS ID: O6383484
REDUCED by $15,000 (1.9%) on 04/06/2026
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2015Monthly Fee: $563 Tax: $11,987 (2025)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$11,987
Remarks: Welcome to 2199 Tripoli, a spacious 9-bedroom, 6-bathroom pool home located in the highly desirable Windsor at Westside Resort — one of the area’s premier short-term rental communities. Designed with large groups and vacationing families in mind, this home offers a functional open-concept layout, generous bedroom count, and entertainment-focused design that makes it ideal for short-term rental use or a private vacation retreat. A standout feature of the property is its custom-themed bedrooms, including: Assassin’s Creed-inspired room, Pokémon-themed room, Sonic the Hedgehog-themed room. These immersive spaces create a memorable guest experience and strong marketing appeal in the competitive Central Florida vacation rental market. The main living area flows seamlessly into the dining and kitchen spaces, providing ample room for gathering and entertaining. Step outside to your private screened-in pool area — perfect for relaxing after a day at the parks. Located within Windsor at Westside, residents and guests enjoy access to resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, sports courts, and gated security. The community’s prime location offers convenient access to major attractions, shopping, dining, and highways. Whether you are looking for a primary residence, second home, or investment property in a short-term rental approved community, this 9-bedroom home offers exceptional flexibility and opportunity.
9052 PAOLOS PL, KISSIMMEE, FL 34747
$539,9009 Days on yellowkey MLS ID: O6394431
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2891 Built: 2006Monthly Fee: $209 Tax: $8,815 (2025)Community: Westside Prcl D CalabriaSingle Family
Taxes:$8,815
Remarks: One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Regan Jackson (407-421-1420)
2817 ALMATON LOOP #301, KISSIMMEE, FL 34747
$335,000Listed 04/06/2026 6:50AM MLS ID: O6396048
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $354 Tax: $3,808 (2025)Community: Ventura At Windsor Hills Condo Ph 6Condo
Taxes:$3,808
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: Welcome to your new oasis in the beautiful resort community of Windsor Hills! This delightful 3-bedroom, 2-bathroom fully furnished condo offers a perfect blend of comfort and style, all wrapped up in 1,246 square feet of inviting living space. Step inside and feel instantly at home in the open and airy living area, where natural light streams in, creating a warm and welcoming atmosphere. Inside, the open-concept layout is filled with natural light and enhanced by a split-bedroom floor plan that creates privacy and comfort for owners and guests alike. The kitchen has been thoughtfully upgraded with quartz countertops, polished marble tile, stainless steel appliances, and ample counter space for all your culinary adventures. The private primary suite features an en-suite bath and walk-in closet. Two additional guest bedrooms offer flexible sleeping arrangements, including a queen bedroom and a trundle room that converts to two twin beds, making the unit ideal for families. The second bathroom is thoughtfully designed to serve these spaces with ease and is equipped with a tub and shower combo. Major upgrades include a brand new 2026 Rheem water heater with transferable 6-year warranty, AC replaced in 2023, and in 2017 the kitchen appliances, countertops, flooring, lighting, and in-unit laundry were also upgraded. One of the standout features of this unit is its lovely balcony, perfect for sipping your morning coffee or unwinding after a long day. **Building & Community Features** Positioned on the third floor of an elevator-served building, you’ll love the convenient parking and proximity to the community’s resort amenities—highlighted by a giant water park with three-story slides, an interactive splash zone, a lagoon-style zero-entry pool, hot tub, and tiki bar. Add in the 24-hour guard-gated security., fitness center, playground, 32-seat movie theater, putting green, arcade, convenience store, cybercafé, tennis, basketball, and volleyball courts, and you've got everything you need to enjoy your vacation. Oversized vehicle access and RV parking is also available. Location is ideal—just two miles from Disney World and only a short drive from Universal Studios, SeaWorld, world-class shopping, and fine dining. Quick access to major airports, US-192, I-4, and SR-429. Windsor Hills is zoned for short-term rentals, providing the opportunity for immediate cash flow. Whether purchased as a vacation home, income-producing short-term rental, or hybrid personal-use property, this community delivers proven demand, and turnkey convenience in one package. Don't miss this rare opportunity to own a piece of paradise in one of Orlando's most coveted resort communities. Schedule your private tour today and step into your next chapter!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Ferris Kassar (407-284-8384)
3012 SECRET LAKE DR, KISSIMMEE, FL 34747
$329,000Listed 04/06/2026 6:21AM MLS ID: O6395642
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2011Monthly Fee: $594 Tax: $4,208 (2025)Community: Encantada Ph 2Townhouse
Taxes:$4,208
Remarks: This beautifully furnished 3-bedroom, 2.5-bath townhome in the GATE GUARDED Encantada Resort offers a rare combination of immediate rental readiness, flexible zoning, and prime location near Walt Disney World—making it an ideal addition to any real estate portfolio. ZONED FOR SHORT TERM RENTAL, LONG TERM, and OWNER-OCCUPIED, this property gives investors maximum flexibility to optimize rental strategy and cash flow. Whether you’re targeting vacation renters, seasonal guests, or long-term tenants, this home is positioned to perform. What truly sets this property apart is its CUSTOM MURAL ARTWORK by a local Orlando artist, transforming each bedroom into a one-of-a-kind themed experience. From vibrant, immersive designs inspired by favorites like Encantada, Mulan, Star Wars and Spider-Man, every room offers a unique, memorable stay that stands out in the competitive short-term rental market—helping drive higher bookings, repeat guests, and premium nightly rates.The interior features a spacious open-concept floor plan designed for guest comfort and functionality, with durable ceramic tile flooring on the main level and granite countertops in the kitchen for a modern, low-maintenance finish. A first-floor laundry room and guest bathroom add convenience for both owners and renters. The home comes FULLY FURNISHED, allowing for a seamless transition to immediate occupancy or rental income from day one. Step outside to a private patio space with a hot tub, perfect for relaxing after a day at the parks—an attractive feature for short-term guests seeking a resort-style experience. Encantada Resort is a high-demand vacation community known for its robust amenities, which significantly enhance rental appeal, including: Multiple resort-style pools and spa, Clubhouse with on-site restaurant and bar, Fitness center, Scenic walking trails and lake with fishing dock, Playgrounds and family-friendly recreation areas and 24-hour guard-gated security. Strategically located in the heart of Central Florida’s tourism corridor, the property is just minutes from Walt Disney World Resort, with easy access to major highways, shopping centers, dining, and Orlando’s world-renowned attractions—ensuring consistent rental demand year-round. This is a true turnkey investment with strong potential for short-term rental income, appreciation, and personal use flexibility. Opportunities like this in established resort communities are limited—secure your foothold in one of Orlando’s most desirable vacation rental markets.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Sandra Velasquez (407-718-6244)
8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747
$238,000Listed 04/05/2026 9:14PM MLS ID: O6396286
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2001 Tax: $3,188 (2025)Community: Wyndham Palms Ph 3Condo
Taxes:$3,188
Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases. To make ownership seamless, the property is offered fully furnished, creating a true turnkey opportunity. A walk-through tour is available upon request.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
8053 ROARING CREEK CT, KISSIMMEE, FL 34747
$435,00027 Days on yellowkey MLS ID: O6389502
1 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 2001Monthly Fee: $42 Tax: $3,680 (2025)Community: Indian Creek Ph 3Single Family
Taxes:$3,680
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. 4 bedroom, 3 bathroom pool home offering exceptional flexibility for short term rental, long term rental, or primary residence. Located just minutes from Disney Parks and major Central Florida attractions, this property is ideal for vacation rental investors, Airbnb hosts, second home buyers, or full time residents looking for a home in a high demand area near Orlando’s theme parks. The interior features updated flooring throughout and a spacious layout designed for comfortable living and entertaining. Sliding doors open to the backyard where you will find a screened private pool, creating the perfect setting to relax, host guests, and enjoy beautiful Florida sunset views in the evenings. The fully fenced backyard with no rear neighbors provides privacy and space for outdoor enjoyment while taking in the peaceful sunset backdrop. Recent updates include a newer pool heater and newer hot water heater, adding value and convenience. The roof is approximately 10 years old. Residents enjoy walkable access to pickleball courts, a playground, and a putting green, along with a very low and non-invasive HOA. Conveniently located with easy access to I-4 and 429, this home is approximately 15–20 minutes from Walt Disney World, with quick access to shopping, dining, golf, and entertainment, making it a strong opportunity for Disney vacation rental income, investment property potential, or full time Florida living.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
2074 FLORA PASS PL, KISSIMMEE, FL 34747
$610,000156 Days on yellowkey MLS ID: O6356199
REDUCED by $5,000 (0.8%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2021Monthly Fee: $407 Tax: $5,705 (2024)Community: Four Seasons At Orlando Ph 2Single Family
Taxes:$5,705
Remarks: $5,000 Price Adjustment! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers excellent privacy for guests. The expanded great room is a builder upgrade, and complete with a dry bar, creates the perfect space for entertaining friends and family. The gourmet kitchen is designed for both style and function, featuring a granite island, soft-close cabinetry, GE Profile appliances, gas cooktop, and vented hood. The primary suite overlooks the golf course and includes a tray ceiling, spa-inspired bath with dual-head shower, double vanity, and walk-in closet. Relax and enjoy Cape Canaveral rocket launches from the front porch and breathtaking sunsets from the covered rear lanai and fenced yard. There is room to add a private pool if a buyer wants one. The HOA includes lawn care and irrigation, allowing you to enjoy a low-maintenance lifestyle. Community amenities feature clubhouses, resort pools, spa, tennis, pickleball, fitness center, and a full-time activities director. Ideally located near Disney, Universal Studios, shopping, dining, and with convenient access to Orlando & Tampa airports and both coast beaches. Seller is a licensed Florida Realtor.
Listing Agent: Vinnie Warren (407-516-9612)
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