Location: Kissimmee , 34747
Do Not Show Listings
2795 OAKWATER DR, KISSIMMEE, FL 34747
$315,000111 Days on yellowkey MLS ID: O6381121
3 Days Off yellowkey (back on 5/20/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1808 Built: 2007 Tax: $4,334 (2025)Community: Oakwater Condo Ph 20-23Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,334
Elementary School: Celebration K-8
High School: Celebration High
Tax Year: 2025
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated, move-in-ready townhouse located in a well-maintained, gated resort-style community just minutes from the heart of the Disney area. Ideally situated approximately 10 minutes from Walt Disney World and zoned for a highly regarded school district, this home offers an unbeatable combination of location, upgrades, and lifestyle. The interior has been thoughtfully refreshed with brand new luxury vinyl flooring throughout, fresh interior paint, and a stunning new quartz countertop in the kitchen, creating a clean, modern, and elegant living space. The open and functional floor plan is perfect for everyday living, entertaining, or rental use. Enjoy added privacy with no rear neighbors and a peaceful water view from the backyard, providing a serene and relaxing atmosphere rarely found in this location. Whether you’re enjoying your morning coffee or unwinding after a long day, the tranquil setting makes this home truly special. The community allows both short-term and long-term rentals, making this property ideal as a primary residence, second home, or investment opportunity. Seller financing and rent-to-own options are available, offering flexible purchase solutions for qualified buyers. The HOA fee includes cable, internet, landscape maintenance, and exterior building maintenance, including painting and tile roofs—delivering low-maintenance ownership and exceptional value. Residents enjoy outstanding resort-style amenities, including a clubhouse, swimming pool, spa, splash pad, fitness center, game room, playground, waterfront walking trail, pet stations, sand volleyball, tennis, basketball, and pickleball courts. Location truly sets this home apart—adjacent to Walmart, Starbucks, and a wide variety of dining, shopping, and entertainment options along US-192. Just minutes from Celebration’s Town Center, major theme parks, and with easy access to I-4, 417, and 429. Combining modern upgrades, flexible financing options, and a prime location, this home offers a rare opportunity in the heart of the Disney area. Ready for immediate move-in—schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
2429 WHITE POPPY DR, KISSIMMEE, FL 34747
$382,500104 Days on yellowkey MLS ID: O6380779
4 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 2019Monthly Fee: $129 Tax: $3,153 (2025)Community: Murano At WestsideSingle Family
Taxes:$3,153
Elementary School: Westside K-8
Middle School: West Side
Remarks: New Improved asking price! Beautifully maintained one-story home featuring the award-winning Aria floor plan in Murano at Westside. This all-concrete block home offers an open-concept layout with a spacious kitchen overlooking the living and dining areas and a covered, screened lanai — perfect for entertaining. Enjoy a large backyard with peaceful pond views and no rear neighbors. The kitchen includes upgraded stainless steel appliances, island with seating, water purification system, and ample cabinetry. The private primary suite features dual vanities and a walk-in shower, while two additional bedrooms share a full bath. Additional highlights include a dedicated laundry room, partially owned solar panels for energy efficiency, and updated flooring in the bedrooms. Community amenities include a pool, playground, and sports court, all just minutes from Walt Disney World, dining, shopping, and major attractions. Schedule your private tour today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
8929 SYDNEY AVE, KISSIMMEE, FL 34747
$460,000226 Days on yellowkey MLS ID: O6353549
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $538 Tax: $7,070 (2024)Community: Windsor/Westside-Ph 3Townhouse
Taxes:$7,070
Tax Year: 2024
Middle School: None
Remarks: ***We have bookings - great investment opportunity!!! This beautiful townhouse at 8929 Sydney Ave in Kissimmee, FL is ready for immediate occupancy and offers exceptional value in this desirable location. Situated in the heart of Kissimmee, you'll enjoy easy access to world-famous theme parks, shopping centers, restaurants, and major roadways. This impressive 2,263 square foot home features five spacious bedrooms and four and a half bathrooms, perfect for families of all sizes. The open floor plan creates a seamless flow throughout the main living areas, enhanced by soaring high ceilings that add to the sense of space and elegance. The kitchen showcases beautiful granite countertops and modern stainless steel appliances, making meal preparation a pleasure. Hard flooring extends throughout the main living areas, while the bedrooms feature comfortable carpeting. Ceiling fans are installed throughout the home for year-round comfort. The second floor includes a versatile loft area that can serve as a home office, playroom, or additional entertainment space. Step outside to your private oasis featuring a screened-in back porch overlooking a sparkling pool – perfect for Florida's sunny climate. The welcoming front porch adds charm and curb appeal. This move-in ready townhouse combines comfort, style, and convenience in one of Central Florida's most sought-after areas. With theme parks, shopping, dining, and major highways just minutes away, you'll have everything you need within easy reach. Don't miss this opportunity to own a piece of the Florida lifestyle in this well-appointed home.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
9035 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747
$629,000185 Days on yellowkey MLS ID: O6362805
0 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3506 Built: 2018Monthly Fee: $726 Tax: $9,786 (2024)Community: Solara ResortSingle Family
Taxes:$9,786
Elementary School: None
High School: None
Remarks: Under contract-accepting backup offers. Welcome to 9035 Sunshine Ridge Loop — Your Dream Investment or Vacation Home in Solara Resort: Step into luxury and profitability with this stunning 5-bedroom, 4.5-bathroom fully furnished home in the highly desirable Solara Resort, minutes from Walt Disney World and Orlando’s top attractions. This resort-style gem spans of elegant living space. Set within a gated, all-ages community designed for both vacationing families and investors. The first floor features an open layout connecting the living, dining, and kitchen areas — ideal for entertaining or relaxing after a day at the parks. Upstairs, you’ll find creatively designed rooms — including a Mickey-themed room, a Beauty & the Beast bunk room, and comfortable double-bed suites. The king suites (one on the first floor) guarantee comfort and privacy for the whole family or your guests. An entertainment space on the garage provides fun for both kids and adults. Enjoy your own screened patio and a pool that can be heated, perfect for relaxing anytime. The house is complete furnished and it includes an in-unit washer/dryer, full kitchen appliances, all ready for short-term guests or long stays. The Community feature a large clubhouse (about 13,000 sq ft) — the main hub for many resort amenities; Resort-style pool complex (heated “grand pool”) with cabanas, Water-park style with splash pad for kids, water slides, and a surf/wave simulator FlowRider (available for a fee) for surfing-ish fun; Pool-side bar/restaurant (often referenced as a bar & grill) plus a café / gelato shop / sundries store on-site; Playground / children’s play area — good for younger children; Teen/tween hangout center or games / arcade-style room (video games, board games, etc; Fitness & wellness: a full-service fitness center, outdoor fitness lawn (lawn for yoga/Pilates or similar), and other recreation facilities like Sports courts/fields: full-size basketball court, sand volleyball court, soccer field. Contact us and schedule a showing! MOTIVATED SELLER!
Listing is courtesy of: ORLANDO BEST REALTY (407-288-5638)
Listing Agent: Antonio Dugin (407-288-5638)
8801 RHODES ST, KISSIMMEE, FL 34747
$610,000446 Days on yellowkey MLS ID: O6289038
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $584 Tax: $12,143 (2024)Community: Windsor At Westside Ph 1Single Family
Taxes:$12,143
Remarks: Back on the market due to the buyer’s financing falling through. Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The home is perfectly situated with easy access to Disney World® theme parks via the nearby toll road 429, making it an ideal choice for those visiting the magical parks. Additionally, there are a variety of dining and shopping options just a short drive away. The Windsor at Westside community itself is a resort-style retreat, with an array of amenities that will enhance your vacation experience. The incredible 10,000 sq. ft. clubhouse is the perfect spot to relax and unwind, while the community’s lake and pier have serene views and outdoor activities. For ultimate relaxation and fun, enjoy the zero-entry resort-style pool, complete with a thrilling waterslide, lazy river, and a water playground. This home is not just a place to stay; it’s a destination in itself, offering both luxury and convenience. Don’t miss the opportunity to make this dream vacation home yours!
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Hanna Zhang (407-601-8668)
3000 MAINGATE LN #328, KISSIMMEE, FL 34747
$41,000271 Days on yellowkey MLS ID: S5133407
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 304 Built: 1998 Tax: $1,164 (2024)Community: Meridian Palms Comm CondoSpa: NoCondo
Taxes:$1,164
Remarks: Under contract-accepting backup offers. The Galleria Palms condo-hotel in Kissimmee, FL is turning heads for good reason. Income statement for 2025 attached Key Investment Highlights • Location Perks: Just 7 minutes from Disney World and Universal Studios, with complimentary shuttle service to major theme parks. • Turn-Key Ready: Fully remodeled units with over $17,000 in upgrades including: o Two queen beds o Luxury vinyl flooring (no carpet!) o Granite vanity, dual sinks, wet bar o Flat screen TV, microwave, mini-fridge, coffee maker • Amenities: Daily hot breakfast, swimming pool, sun deck, and full-time property management. • Ownership Terms: Owners can stay up to 14 days per visit, with multiple visits allowed. The unit remains in the onsite rental program, ensuring passive income.
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
2382 ZABALLINA PL, KISSIMMEE, FL 34747
$599,950214 Days on yellowkey MLS ID: O6356513
REDUCED by $50 (0.0%) on 05/03/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2299 Built: 2024Monthly Fee: $590 Tax: $2,267 (2024)Community: Solara Ph 3 RepTownhouse
Taxes:$2,267
Remarks: Welcome to 2382 Zaballina Place, Kissimmee, FL — an exceptional INVESTMENT OPPORTUNITY just minutes from WALT DISNEY WORLD, world-class attractions, premier shopping, dining, and ORLANDO'S booming TOURISM corridor. Whether you are searching for a high-performing SHORT-TERM RENTAL PROPERTY, VACATION HOME INVESTMENT, or a PRIMARY RESIDENCE with INCOME potential, this property delivers the ideal combination of location, LIFESTYLE, and CASH-FLOW opportunity. Situated in one of Central Florida’s most desirable vacation rental markets, this beautifully maintained home offers the perfect setup for Airbnb, VRBO, and short-term rental success. Guests and homeowners alike will appreciate the spacious open-concept floor plan, modern kitchen, expansive living areas, and seamless indoor-outdoor entertaining space designed for the Florida lifestyle. The private pool area creates the ultimate vacation retreat, making this property highly attractive to tourists visiting Disney, Universal Studios, SeaWorld, and nearby championship golf courses. Investors will love the strong rental demand generated year-round by Orlando tourism, convention traffic, and INTERNATIONAL TRAVELERS. This property is strategically located near major highways including I-4, SR-417, and Osceola Parkway, providing quick access to Orlando International Airport, theme parks, entertainment districts, and major employment centers. Its prime location enhances occupancy potential and long-term appreciation value. Inside, the home features stylish finishes, abundant natural light, generously sized BEDROOMS, and flexible living spaces ideal for large groups and vacation guests. The MODERM KITCHEN offers ample cabinetry, UPGRADED COUNTERTOPS, and an inviting layout perfect for entertaining. The outdoor living area and pool provide the resort-style experience today’s travelers actively search for when booking short-term rentals in the DISNEY market. Located in a highly sought-after Kissimmee community popular among vacation homeowners and investors, this property presents a rare opportunity to own near Disney in one of Florida’s fastest-growing real estate markets. Whether you are expanding your investment portfolio, seeking a PROFITABLE vacation rental, or relocating to sunny Central Florida, 2382 Zaballina Place delivers unmatched potential, convenience, and lifestyle value. Schedule your private showing today and discover why this Disney-area investment opportunity stands out in the competitive Orlando vacation rental market.
Listing is courtesy of: NEST SEEKERS FLORIDA, LLC (305-907-7555)
Listing Agent: Earl King, Jr (321-316-9488)
7616 BROOKHURST LN, KISSIMMEE, FL 34747
$1,059,000143 Days on yellowkey MLS ID: O6371934
REDUCED by $80,000 (7.0%) on 05/19/2026
Bed: 11 Bath: 12.0 Gar: 2 Liv Area Sq Ft: 5496 Built: 2016Monthly Fee: $697 Tax: $12,767 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$12,767
High School: Poinciana High School
Remarks: **MAJOR PRICE IMPROVEMENT - NOW OFFERED AT $1,059,000. THE LOWEST-PRICED LARGE-FORMAT 11-BEDROOM HOME CURRENTLY AVAILABLE IN ENCORE AT REUNION.** This 11-bedroom, 13-bathroom, 5,496 sq ft estate is one of Encore’s largest floor plans and one of the most compelling high-capacity vacation home opportunities in the Disney-area short-term rental market. Whether purchased as a lifestyle vacation home, income-producing rental asset, or cosmetic value-add investment, 7616 Brookhurst offers rare scale, flexibility, and clear upside. Designed to accommodate up to 33 guests, this home offers the ability to enjoy personal use for holidays, group gatherings, and extended stays while also operating as a short-term rental when not in use. Brookhurst offers the scale, bedroom count, amenities, and location needed to support strong rental demand in one of Central Florida’s most established and desirable resort communities. For investors, Brookhurst presents a defined cosmetic value-add opportunity. A professionally curated **Villa Tropicana** redesign concept has already been developed by a vacation rental interior designer, giving the next owner a room-by-room roadmap to elevate guest experience and booking appeal. No major structural work is needed; the opportunity is in design, theming, presentation, and marketing. The concept reimagines the home with a resort-style living room, refreshed chef’s kitchen, Mojito Bar lounge, Miami Vice Theater Lounge, and Nickelodeon Loft with indoor slide. Each of the 11 suites has its own identity, including concepts such as Sunkissed Suite, Champagne Dreams, Roblox Suite, Stitch’s Surf Shack, Alligator Alley, and more. The design creates Instagram-worthy guest experiences throughout the home, helping it stand out in photos, videos, and booking platforms. The home features 10 bedrooms with ensuites, including three primary suites. One primary suite is downstairs with dual walk-in closets, while two upstairs primary suites offer screened balcony access with views of Disney fireworks and Kennedy Space Center launches. The chef’s kitchen is built for large groups with granite countertops, 42-inch cabinetry, bar seating, two refrigerators, two dishwashers, coffee bar, and walk-in pantry. Sold fully furnished and equipped for immediate use, the home also includes a theater room with stadium seating and projection system, upstairs loft with pool table, hardwood flooring upstairs, two laundry rooms, and multiple gathering zones for high-occupancy stays. Outdoor living features a heated pool and spa, paver patio, covered lanai, outdoor grill, and new professional-grade dining set within a private landscaped setting. Located just steps from Encore’s resort amenities, owners and guests enjoy access to a 10-acre waterpark, fitness center, sports courts, dining, concierge services, and transportation to Disney, Universal, and SeaWorld. HOA includes internet, cable, daily valet trash, irrigation, landscaping, pest control, and 24-hour gated security. For high-income buyers exploring short-term rental ownership as part of a broader tax strategy, this property may offer potential depreciation and STR tax benefits, subject to buyer’s circumstances and CPA guidance. Renderings and design concepts are clearly labeled, and the full Villa Tropicana design package is available upon request. **Large-scale lifestyle home. Income-producing potential. Defined value-add path. Schedule your showing today.**
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
7788 BASNETT CIR, KISSIMMEE, FL 34747
$654,000141 Days on yellowkey MLS ID: O6371195
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2342 Built: 2005Monthly Fee: $171 Tax: $7,177 (2025)Community: Windsor Hills Ph 3Single Family
Taxes:$7,177
Remarks: Welcome to your ultimate vacation getaway—fully renovated in 2025 and featuring a brand-new roof (2025), all on a prime corner lot just 5 miles from Walt Disney World. This beautifully upgraded 5-bedroom pool and spa home is designed for comfort, fun, and strong short-term rental appeal, complete with an impressive converted garage game room for unforgettable guest experiences. Recent upgrades include two new water heaters (2025), exterior painting (2025) updated kitchen and all five bathroom vanities (2025), granite countertops in every bathroom, and new commercial-grade carpet installed in 2025, new furniture, and many more—making this home truly move-in ready. ACs were replaced in 2024 and 2022. Themed living takes center stage with 7 immersive themes throughout the home. The two primary suites feature How to Train Your Dragon and Avengers themes. The main-level bedroom is Star Wars, while the upstairs bedrooms are Toy Story and Mickey Mouse. Sleeping arrangements include 3 king beds and 4 twin beds. The garage is transformed into a Harry Potter–themed game room with foosball, air hockey, and a pool table, while the dining room brings the fun with a Super Nintendo World theme. Located in the highly sought-after, guard-gated Windsor Hills community, owners and guests enjoy top-tier resort amenities including a lagoon-style pool, water park with slides, fitness center, movie theater, arcade, bar, convenience store, playgrounds, and sports courts—all just minutes from Central Florida’s world-class attractions. Selller is a licensed real estate agent.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
7761 TOSTETH ST, KISSIMMEE, FL 34747
$650,000125 Days on yellowkey MLS ID: O6376480
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $512 Tax: $7,208 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$7,208
Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Danilo Aquino (689-243-6300)
8498 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$255,00013 Days on yellowkey MLS ID: O6408774
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2003Monthly Fee: $305 Tax: $3,490 (2025)Community: Emerald Island ResortTownhouse
Taxes:$3,490
Remarks: Welcome to resort-style living in this beautifully furnished 2-story townhome located in a guard-gated community packed with incredible amenities! Whether you’re looking for a primary residence, vacation getaway, or short-term rental investment, this property checks all the boxes. Inside, you’ll find tile flooring throughout the first floor, brand-new carpet on the stairs and second level, ceiling fans in all bedrooms, and an inside laundry room conveniently located downstairs. All bedrooms are upstairs, including the spacious primary suite featuring a private balcony and ensuite bathroom. The upstairs bathrooms have been tastefully renovated, and the home is being sold fully furnished and decorated for a true turnkey opportunity. Enjoy a vacation lifestyle every day with access to 2 resort-style pools, a tiki bar, fitness center, game room, tennis courts, basketball court, mini golf, bicycles, walking trails, playgrounds, grilling areas, lush tropical landscaping, and more! Short-term rentals are allowed, making this an excellent investment opportunity in a sought-after community.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Cindy Brads (407-625-7443)
3004 PARKWAY BLVD #103, KISSIMMEE, FL 34747
$158,00053 Days on yellowkey MLS ID: S5147438
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $5,000 (3.1%) on 05/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990Monthly Fee: $405 Tax: $2,448 (2025)Community: Blossom Park Villas CondoCondo
Taxes:$2,448
Remarks: Under contract-accepting backup offers. GREAT Condo Location and close to everything! This fabulous 2/2 Condo in sought after Blossom Park, ground floor, Large and spacious rooms so you can spread out! Inside laundry room located just off the kitchen, Beautiful community amenities. 10 MINUTE Walk to NEW Shoppes at Celebration Place and Bus Stop! 5 Minute drive to Downtown CELEBRATION, Hospital and I4! all right across the street and a 10 Minute drive to Disney World! Zoned for "A" Rated Celebration High School! BEST VALUE IN THE DISNEY/CELEBRATION corridor! There is a Community Pool, Tennis/Basketball Court, Playground and a Fitness center. Unwind on deck near Community Lake at your leisure.
Listing is courtesy of: MAGICMIND REALTY LLC (407-399-7486)
Listing Agent: Huafeng Fang (407-399-7486)
2462 DUBAI ST, KISSIMMEE, FL 34747
$499,000275 Days on yellowkey MLS ID: FC312189
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $722 Tax: $8,214 (2024)Community: Windsor At Westside Ph 3ASpa: NoSingle Family
Taxes:$8,214
Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.
Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)
Listing Agent: Abby Baker (386-864-3154)
3222 CUPID PL, KISSIMMEE, FL 34747
$319,500139 Days on yellowkey MLS ID: S5141535
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2018Monthly Fee: $575 Tax: $4,546 (2025)Community: West Lucaya VillageTownhouse
Taxes:$4,546
Remarks: Your own private getaway at 3222 Cupid Place, a stunning 4-bedroom, 3-bathroom townhome in the prestigious gated community of West Lucaya Village. This fully furnished home is tailored for the high-demand short-term rental market, offering a perfect mix of modern style and practical comfort. Ideally situated in the heart of the tourist corridor, you’re just a short drive from Walt Disney World’s gates, as well as the vibrant dining options, championship golf courses, and luxury shopping that define Central Florida. Outside, the West Lucaya Village resort lifestyle offers a range of impressive amenities. Guests and owners can relax by the swimming pool and jacuzzi, stay active in the modern fitness center, or enjoy the clubhouse game room and kids’ play area. The community also includes a basketball court and scenic picnic spots for outdoor gatherings. Whether you’re seeking a high-performing addition to your investment portfolio or a dream vacation home that pays for itself, this property delivers on all fronts.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
3177 FELTRIM PL #104, KISSIMMEE, FL 34747
$195,000564 Days on yellowkey MLS ID: O6257327
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 2008Monthly Fee: $485 Tax: $2,490 (2023)Community: Villas At Secret Lake CondoCondo
Taxes:$2,490
Tax Year: 2023
Remarks: This FULLY FURNISHED, FIRST FLOOR condo is ready for its next owner - for primary living or short and long-term rental! As you walk in, you are greeted by a large OPEN CONCEPT kitchen with tons of cabinets and countertop space, including a large breakfast bar seating area. Continuing through, you have a spacious dining and living area that looks out to your private patio! The primary suite features a WALK-IN CLOSET, oversized vanity, and updated tile WALK-IN SHOWER. The guest bedroom is set apart from the other allowing for added privacy, and also features a large vanity and tiled shower and tub. Stepping out from the living area, you have a serene COVERED PATIO with views of the nearby green space! The Villas at Secret Lake Condo Community features a clubhouse, community pool, fitness center, dog park, walking trails and more! Plus, the HOA fee includes cable, internet, water, trash, sewer, and exterior maintenance allowing for total easy and care-free living! The community is located just off US-192, allowing easy access to Walt Disney World, Margaritaville, I-4 and all of the area's best shopping, dining, and entertainment destinations. Add this home to your investment portfolio before it is gone!
Listing Agent: Sophia Gordon, Llc (239-898-1841)
8944 SYDNEY AVE, KISSIMMEE, FL 34747
$439,900384 Days on yellowkey MLS ID: O6306929
REDUCED by $5,000 (1.1%) on 05/19/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $538 Tax: $5,645 (2025)Community: Windsor/Westside-Ph 3Spa: NoTownhouse
Taxes:$5,645
Remarks: Step into this stunning and beautifully furnished 5-bedroom, 4-bathroom townhome nestled within an exclusive resort-style community. Designed with comfort and style in mind, this spacious home offers a modern layout perfect for families. Enjoy your own private pool, ideal for relaxing afternoons or entertaining in the Florida sun. The community itself is rich with amenities, including clubhouse access, fitness facilities, resort-style pools, sports courts, playgrounds, and more—ensuring there’s something for everyone to enjoy. Don't miss out on this great opportunitiy! Tour this amazing property today!
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Gleyson Silva (407-575-7332)
1844 GOBI DR, KISSIMMEE, FL 34747
$655,00079 Days on yellowkey MLS ID: O6389603
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2018Monthly Fee: $606 Tax: $10,121 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$10,121
Remarks: Priced to sell! This fully furnished 6 bedroom, 4.5 bathroom vacation home is already operating and generating short term rental income, featuring three themed bedrooms, a loft with a large projector screen for movie nights, and a private outdoor retreat with a pool and spacious patio for entertaining with no rear neighbors, creating the perfect setup to attract bookings and memorable guest experiences. Inside, the home offers a spacious open concept layout that connects the living room, dining area, and kitchen, creating an ideal gathering space for families and large groups. The kitchen is fully equipped with stainless steel appliances, granite countertops, a tiled backsplash, and espresso cabinetry, making it both stylish and functional for extended stays. Ceramic tile flooring throughout the main living areas on the first floor provides durability and easy maintenance, ideal for vacation rental use. The first floor features a primary bedroom with direct access to the pool area and a private en suite bathroom complete with a soaking tub and walk in shower. The garage has been converted into a game room with a pool table and foosball table, providing an additional entertainment space that guests love. Upstairs you will find an additional en suite bedroom, four more beautifully furnished bedrooms, and two additional bathrooms. The loft area creates the perfect gathering space and is highlighted by a large projector screen, making it ideal for movie nights, game days, or relaxing after a day at the parks. Step outside to enjoy the covered patio and private pool area, perfect for entertaining or unwinding in the Florida sunshine. With no rear neighbors, the backyard offers added privacy rarely found in vacation homes. Located just minutes from Central Florida’s world famous attractions, shopping, and dining, owners and guests also enjoy access to resort style amenities including a clubhouse, fitness center, resort pool with lazy river, bar, and game room, all within the highly desirable Windsor at Westside Resort. Book your private showing today.
Listing is courtesy of: REAL BROKER, LLC (407-922-8986)
Listing Agent: Brian Hamaoui (407-760-0975)
7792 SOMERSWORTH DR, KISSIMMEE, FL 34747
$539,900122 Days on yellowkey MLS ID: O6378206
REDUCED by $5,100 (0.9%) on 05/19/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2280 Built: 2023Monthly Fee: $581 Tax: $9,374 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$9,374
Elementary School: Reedy Creek Elem (K 5)
Middle School: Horizon Middle
Remarks: Welcome to 7792 Somersworth Drive in Reunion Resort—a stunning 5-bedroom, 3.5-bath Verona model built in 2023 and offered fully furnished, with the rare flexibility to be used as a short-term rental, long-term rental, or primary residence. Perfectly positioned on an oversized conservation homesite, this premium lot offers peaceful Florida nature views and added privacy—an ideal backdrop for relaxing or entertaining. The extended covered lanai is perfect for grilling and unwinding as you soak in the sunshine before heading out to explore everything Central Florida has to offer. Inside, the thoughtfully designed floorplan features a downstairs primary suite and four additional bedrooms upstairs, making it ideal for larger groups, multi-family stays, or owners seeking space and comfort. Built with numerous upgrades and modern finishes, this home is truly move-in or rent-ready from day one. Located within Reunion, one of Florida’s most sought-after vacation communities, owners and guests enjoy access to championship golf courses, resort pools, water parks, dining, and the iconic rooftop bar atop the Reunion hotel—all just minutes from Walt Disney World, Universal Studios, and the heart of the Orlando tourism corridor. Whether you’re looking for a high-performing vacation rental, a second home, or a primary residence with resort-style living, 7792 Somersworth Drive stands out as one of the best newer construction opportunities in Reunion. Schedule your showing today and see why this home checks every box for lifestyle, location, and investment potential. Sold Fully furnished.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Justin Pekarek (407-808-3695)
2943 PADDINGTON WAY, KISSIMMEE, FL 34747
$399,90034 Days on yellowkey MLS ID: O6402195
REDUCED by $20,090 (4.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 1991 Tax: $1,808 (2025)Community: Lindfields Unit 3Single Family
Taxes:$1,808
Remarks: PRICE IMPROVEMENT! Experience the best of Florida living in this beautifully maintained pool home featuring a one-of-a-kind custom pool design, updated 2024 exterior paint, and nearly 1,900 square feet of inviting living space surrounded by a true tropical oasis setting. This move-in-ready gem offers the freedom of No HOA living while being just minutes from world-famous theme parks, shopping, dining, and entertainment. Imagine waking up to your own slice of paradise just 15 minutes from Walt Disney World. Imagine picking fresh pineapples from your garden, enjoying sunny afternoons poolside, and ending each day in the privacy and tranquility of one of the areas most established and desirable neighborhoods. Designed for both comfort and entertaining, this warm and welcoming home offers 1,840 square feet of living space — noticeably larger than many comparable 3- or 4-bedroom homes in the area. Built in 1991, the residence features 3 bedrooms, 2 bathrooms, and a spacious 2-car garage. The oversized primary suite serves as a true retreat, complete with direct access to the pool area and a spacious en-suite bath. Multiple living spaces provide flexibility for everyday living and entertaining, including a formal living and dining great room, family room, and an eat-in kitchen. Thoughtful updates include fresh exterior paint completed in 2024 and newly painted pool patio surfaces in 2026. With NO HOA or CDD, you’ll enjoy the flexibility to make this property your own — whether as a primary residence, vacation getaway, second home, or income-producing Airbnb opportunity. Step outside into your private tropical escape, where a custom designed Africa-like shaped pool creates a stunning focal point for unforgettable gatherings and peaceful evenings under the stars. The expansive painted pool deck, elegant paver walkways, mature landscaping, and multiple outdoor entertaining areas create a setting that feels both relaxing and secluded. Pineapple plants throughout the property add a charming tropical touch that perfectly captures the Florida lifestyle. This home has been lovingly maintained with major updates already completed, including a full roof replacement in 2017 (inspected in 2024), water heater (2020), professionally serviced A/C in September 2025, new pool pump (2024), and brand-new LG refrigerator (2025). More than just a home, this is a place to relax, entertain, invest, and create lasting memories, all while enjoying the comfort, privacy, and convenience of a prime Central Florida location. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
3151 BRITANNIA BLVD #D, KISSIMMEE, FL 34747
$239,00083 Days on yellowkey MLS ID: S5145433
0 Days Off yellowkey (back on 3/28/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1434 Built: 1999Monthly Fee: $350 Tax: $3,242 (2024)Community: Villas At Island Club Ph 5Condo
Taxes:$3,242
Remarks: Welcome to this spacious and exclusive **3-BEDROOM, 3-BATHROOM condominium** located on the second floor of a resort-style community just 10 minutes from Disney! This unique property features two primary bedrooms with private bathrooms, an open-concept layout connecting the living room, dining area, and kitchen, and a private balcony perfect for relaxing or entertaining. It is the only active property for sale with 3 bedrooms and 3 bathrooms at this price, making it an exceptional opportunity for investment, vacation home, or primary residence. The community offers Resort-style amenities, including a pool, fitness center, tennis court, and more. Enjoy a prime location just minutes from well-known restaurants, shopping, and world-class attractions. **Don’t miss this incredible opportunity for location, space, and value!**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Javier Aparicio (407-346-8319)
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