Location: Kissimmee
Do Not Show Listings
2382 ZABALLINA PL, KISSIMMEE, FL 34747
$599,950218 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,267
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2024
Middle School: West Side
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)
1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746
$430,00049 Days on yellowkey MLS ID: O6399511
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2023Monthly Fee: $175 Tax: $7,186 (2025)Community: Storey CreekSingle Family
Taxes:$7,186
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Offering 1% lender credit. You've been looking for something different. A home that actually works the way your life is right now, not the way homes are "supposed" to be. This Next Gen home delivers exactly that. It features two complete living spaces under one roof, each with its own entrance, kitchenette, full bathroom, and bedroom. The flexibility is built in. The main home offers open-concept living with modern Lennar quality throughout. Quality cabinetry, and generous bedrooms create comfortable spaces for your family. Smart home technology is integrated throughout, keeping you connected and in control. The separate suite works however you need it to. Home office. Guest accommodations. Flex space. Additional living area for extended family. Rental income potential. The independent entrance and full kitchen mean it adapts to your lifestyle. The community offers resort-style amenities including a swimming pool, clubhouse, fitness center, tot lot, basketball, tennis, and volleyball courts, as well as a dog park and trail. Lake Tohopekaliga is nearby, offering fishing, canoeing, kayaking, and bird watching. Shingle Creek Regional Park features scenic creek-side trails rich in natural beauty and Florida wildlife. Storey Creek is strategically located near major roadways including SR-535, I-4, and US-192, close to shops, restaurants, and downtown Kissimmee. Your commute to Central Florida employment centers is straightforward. Schools serve the area well. You're in a neighborhood built for the Florida lifestyle... water, trails, community spaces, and easy access to everything that matters. The HOA handles lawn maintenance, so you spend your time on what you actually want to do. You're not isolated, but you're not in chaos either. This home is built for flexibility, spaces that work for your needs today and adapt as your life changes.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jessica Macias (321-321-9135)
2776 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744
$794,900176 Days on yellowkey MLS ID: S5139337
REDUCED by $24,100 (2.9%) on 04/17/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2018Monthly Fee: $190 Tax: $5,827 (2025)Community: Kissimmee Bay Rep 7Single Family
Taxes:$5,827
Remarks: Under contract-accepting backup offers. Price Reduce. Welcome to this stunning 5-bedroom, 4-bath executive pool home located in the Kissimmee Bay Country Club community. Offering over 3,300 sq ft of beautifully designed living space, this residence blends modern comfort with resort-style living in one of Kissimmee’s most desirable neighborhoods. Step inside to an open, light-filled floor plan featuring high ceilings, expansive living areas, and tile flooring throughout the main level. The gourmet kitchen is equipped with 42” cabinetry, stone countertops, a large center island, and ample storage—perfect for both daily living and entertaining. The luxurious primary suite showcases a spa-inspired bathroom with dual vanities and an oversized walk-in shower. Additional bedrooms are generously sized, and multiple flexible living areas with space for an office, media room, or guest accommodations. Step outside to your private Florida oasis! The home features a sparkling screened-in pool, spacious lanai, and a beautifully landscaped backyard—ideal for relaxing or hosting gatherings year-round. Situated on a large 0.27-acre lot, the property provides exceptional outdoor space and privacy. Residents of Kissimmee Bay enjoy a wealth of community amenities, including a championship golf course, marina with lake access, tennis courts, pickleball courts, clubhouse, gated entry, and beautifully maintained grounds with mature landscaping. This community embodies the best of Florida living—peaceful, private, and filled with recreational opportunities. Conveniently located near top-rated schools, dining, shopping, medical facilities, Lake Nona, and major highways, this home offers both luxury and convenience. This exceptional residence delivers the perfect combination of elegance, functionality, and resort-style amenities.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Abel Jimenez (407-452-4119)
7616 BROOKHURST LN, KISSIMMEE, FL 34747
$1,059,000147 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)
1969 MICHIGAN DR, KISSIMMEE, FL 34759
$374,990113 Days on yellowkey MLS ID: O6381663
REDUCED by $2,000 (0.5%) on 05/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 2025Monthly Fee: $82 Tax: $624 (2025)Community: Poinciana Nbrhd 05 Village 07Spa: NoSingle Family
Taxes:$624
Remarks: The Hayden is an amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and full bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms that surround a second living area, a full bathroom, and a laundry area. The Hayden includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
3129 RIACHUELO LN, KISSIMMEE, FL 34744
$475,00020 Days on yellowkey MLS ID: O6408363
2 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2338 Built: 2003Monthly Fee: $175 Tax: $8,678 (2025)Community: Villa Sol Ph 1 Village 5Single Family
Taxes:$8,678
Remarks: Under contract-accepting backup offers. Tile roof. Direct lakefront. Screened pool. Behind the gates at Villa Sol. The home sits on the water side of an interior street, with a tropical front yard layered in palms and ferns. Double glass doors open into a volume-ceiling great room where arched passageways and a wall of glass pull your eye straight back to the lake. The layout is built around the view. A formal living room with French doors opens to the lanai. The dining room sits beside it with its own water sightline. The kitchen flows into a second living area anchored by a stacked-stone corner fireplace and bay windows over the breakfast nook. Granite counters, stone tile backsplash, stainless appliances including an inductive stove, rich wood cabinetry, and a large peninsula with a breakfast bar. The primary suite occupies its own wing at the back of the home. Vaulted ceiling, hardwood floors, French doors to the pool, two walk-in closets built out with custom shelving. The ensuite has a soaking tub set into a bay window, frameless glass walk-in shower, dual sinks, and a separate vanity station. Three secondary bedrooms sit on the opposite side, one positioned directly on the water. Outside is where this property earns its keep. The spacious covered lanai overlooks the screened in pool and water views beyond. The perfect place to relax. No rear neighbors. Just sky, water, and trees. Villa Sol is a gated Mediterranean community on East Lake Toho with a resort clubhouse, fitness center, community pool, tennis and basketball courts, walking trails, and a private lake boat ramp. HOA includes cable, internet, and lawn care. 30 minutes from Disney, close to Lake Nona and Medical City, under 15 to OIA, with quick access to the Turnpike and 417.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
4325 LAKE AVE, KISSIMMEE, FL 34746
$294,90051 Days on yellowkey MLS ID: S5147757
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $5,000 (1.7%) on 04/28/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1715 Built: 1982 Tax: $1,772 (2025)Community: Campbell HeightsSingle Family
Taxes:$1,772
Remarks: Under contract-accepting backup offers. 4 bed, 2 bath home with NO HOA! Includes a private in-law suite/studio with separate entrance—perfect for guests or rental income. Roof replaced in 2021, providing peace of mind for years to come. Spacious yard with endless possibilities for entertaining, expansion, or storing your toys. Conveniently located near shopping, dining, major roads, and near Central Florida’s world-famous attractions. A rare opportunity offering flexibility, space, and income potential!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Kenia Aliaga Gorrin (786-484-3593)
4445 SHIVA LOOP, KISSIMMEE, FL 34746
$630,00076 Days on yellowkey MLS ID: O6392356
REDUCED by $20,000 (3.1%) on 05/14/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3565 Built: 2017Monthly Fee: $250 Tax: $6,410 (2025)Community: Veranda Palms Ph 2ASingle Family
Taxes:$6,410
Remarks: Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and dining areas, and a beautifully appointed kitchen, this home is perfect for entertaining and guest comfort. Step outside to your private screened-in pool and spa, creating the ultimate vacation retreat where guests can relax and unwind after a day at the parks. Investment Highlights: ? High-income producing short-term rental potential,? Sleeps large groups comfortably ? Turnkey opportunity for Airbnb/VRBO investors. Resort-Style Amenities: Enjoy access to an amazing amenity center featuring a clubhouse, resort-style pool, fitness center, sports courts, and more—delivering a true vacation experience for guests. Conveniently located just minutes from world-famous attractions like Walt Disney World, shopping, dining, and major highways, making it highly desirable for vacationers year-round. Whether you’re looking to expand your investment portfolio or own a luxury vacation home, this property checks all the boxes!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Syed Shah (754-265-9514)
7788 BASNETT CIR, KISSIMMEE, FL 34747
$654,000145 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)
2821 SCENIC LN, KISSIMMEE, FL 34744
$499,900121 Days on yellowkey MLS ID: O6379416
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2538 Built: 2009Monthly Fee: $169 Tax: $6,468 (2025)Community: North Shore VillageSingle Family
Taxes:$6,468
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: Elegant Lake Nona area retreat in the Landings at North Shore. Discover refined living in this beautifully appointed 4 bedroom, 2.5 bath residence set within the exclusive gated community of The Landings at North Shore. The open gourmet kitchen with breakfast bar flows effortlessly into a spacious family room, leading to a covered patio with serene pool views - an ideal backdrop for upscale entertaining. The private first floor primary suite offers a spa-inspired bath with dual vanities, a garden tub, and a separate shower. Formal living and dining spaces elevate the home's sophistication, while a loft and three additional bedrooms upstairs provide comfort and versatility. Residents enjoy premium amenities including a resort style pool and playground, all just minutes from Lake Nona Medical City, top rated schools, Orlando International Airport, shopping and dining. Owner will be replacing all the carpet and installing a new stove in the kitchen.
Listing is courtesy of: PINELOCH INVESTMENTS, INC (407-850-9707)
Listing Agent: Bertrand Bouchenot (407-850-9707)
3814 SHORESIDE DR, KISSIMMEE, FL 34746
$650,00048 Days on yellowkey MLS ID: O6399579
REDUCED by $49,000 (7.0%) on 05/19/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3972 Built: 2016Monthly Fee: $364 Tax: $9,123 (2025)Community: Bellalago Ph 4KSingle Family
Taxes:$9,123
Remarks: Welcome to 3814 Shoreside Drive, an exceptional FULLY FURNISHED, 5-bedroom, 4-bathroom home offering 3,972 square feet of beautifully designed living space in the highly desirable Bellalago community of Kissimmee. This spacious residence features a thoughtfully designed open-concept layout with a massive kitchen showcasing granite countertops, stainless steel appliances, and ample space for entertaining. The home includes a formal dining room, a dedicated home office, and a large laundry room for added convenience. Upstairs, you’ll find an extra-large loft perfect for the whole family, along with a bedroom and full bath on the second floor—ideal for guests or multi-generational living. Bedroom number two features its own private ensuite bath, providing added comfort and privacy. The very large primary suite offers a luxurious retreat with a bathroom that includes a garden tub and an oversized walk-in shower. Additional highlights include crown molding, high ceilings, and 8-foot doors throughout, enhancing the home’s elegant feel. Step outside to a massive screened-in lanai, perfect for enjoying Florida living year-round. A 3-car garage completes this incredible home, combining space, style, and functionality. Living in Bellalago means embracing a true resort-style lifestyle within a 24-hour guard-gated community set along the shores of Lake Tohopekaliga. Residents enjoy access to multiple clubhouses, state-of-the-art fitness centers, junior Olympic-sized pools, scenic walking and biking trails, as well as tennis, basketball, pickleball, and volleyball courts. The community also features a lakeside boardwalk with a boat ramp and fishing pier, along with an active fishing club that brings neighbors together. Conveniently, shopping and dining options are located just outside the Bellalago gates, offering easy access to everyday essentials while still enjoying the privacy and beauty of this premier waterfront community.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Abraham Mendez (631-926-2632)
2663 TRIUMPH WAY, KISSIMMEE, FL 34746
$282,000283 Days on yellowkey MLS ID: O6338799
REDUCED by $13,000 (4.4%) on 05/19/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 2014Monthly Fee: $435 Tax: $4,274 (2024)Community: Regal Oaks At Old TownTownhouse
Taxes:$4,274
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: Welcome to this stunning 2-bedroom, 2.5-bath townhome in the sought-after community of Regal Oaks. Perfectly situated with direct access to the serene courtyard garden, this home offers peaceful views and a unique connection to nature—deer are often seen roaming just beyond your private lanai. The outdoor living space is an entertainer’s dream, featuring a private hot tub, grill, and spacious lanai overlooking the lush garden. Just a short walk away, you’ll enjoy the resort-style community pool and amenities. Inside, the home is beautifully updated and thoughtfully decorated with tasteful, modern finishes that create a warm and inviting atmosphere. From the open-concept living area to the stylish kitchen and comfortable bedrooms, every detail has been designed to please. This property is rental ready—whether you’re looking for a personal retreat, vacation home, or investment opportunity, this townhome is the perfect choice. Key Features: - 2 Bedrooms / 2.5 Bathrooms - Private lanai with hot tub & grill - Peaceful courtyard garden views with wildlife sightings - Walking distance to the pool and resort amenities - Beautifully updated interior with tasteful décor - Rental ready for immediate income potential Don’t miss your chance to own this exceptional townhome in Regal Oaks!
Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386)
Listing Agent: Paula Casey (689-288-5163)
7761 TOSTETH ST, KISSIMMEE, FL 34747
$650,000129 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
$255,00017 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
$158,00057 Days on yellowkey MLS ID: S5147438
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
$499,000279 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)
2717 N POINCIANA BLVD #176, KISSIMMEE, FL 34746
$230,00074 Days on yellowkey MLS ID: O6392442
REDUCED by $5,000 (2.1%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1087 Built: 1990Monthly Fee: $545 Tax: $2,551 (2025)Community: Villas At Somerset TheCondo
Taxes:$2,551
Remarks: PRICE IMPROVED!!!!! Exceptional Investment Opportunity in the Heart of Kissimmee! This fully remodeled 2-bedroom, 2-bathroom second-floor condo is a turnkey income-producing property ideally suited for short-term rentals, long-term leasing, or a vacation home investment. With everything completely updated, this unit requires minimal upfront capital—allowing for immediate rental readiness and optimized returns. Strategically located just minutes from world-famous theme parks, shopping, dining, and major attractions, this property benefits from consistent high rental demand year-round. Its prime location makes it highly attractive to both vacation renters and long-term tenants. The community offers desirable amenities including a resort-style pool and fitness center, enhancing guest experience and increasing occupancy potential. Key Investment Highlights: Fully renovated – no deferred maintenance Strong short-term and long-term rental potential High-demand tourist corridor location Low-maintenance condo ownership Excellent opportunity for cash flow and appreciation Whether you are expanding your portfolio or entering the Central Florida market, this property delivers a compelling combination of location, condition, and income potential.
Listing is courtesy of: MP FLORIDA PROPERTY & REALTY INC (954-701-0824)
Listing Agent: Evelyn Figueroa (407-724-1846)
5017 LAGUNA BAY CIR #99, KISSIMMEE, FL 34746
$217,000107 Days on yellowkey MLS ID: O6383296
REDUCED by $3,000 (1.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1991Monthly Fee: $498 Tax: $2,964 (2025)Community: Villas At Laguna Bay CondoCondo
Taxes:$2,964
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3 bedroom, 2 bathroom first-floor condo in the heart of Kissimmee located inside a short-term rental approved community perfect for Airbnb, vacation stays, or personal use. This move-in ready unit features new flooring, an upgraded kitchen and bathroom, and brand-new appliances, giving you modern comfort without renovation headaches. Even better new windows are already scheduled for 2026, adding future value at no extra effort. The community offers a low short-term rental HOA, making it ideal for investors looking for strong cash-flow potential. Furniture is optional, so you can start renting immediately or customize it to your style. Minutes from Walt Disney World Resort, shopping malls, restaurants, and supermarkets everything vacation guests look for. Whether you’re searching for your first investment, a vacation getaway, or a hybrid property you can enjoy and rent, this affordable opportunity checks every box.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Jessica Polanco (321-443-2442)
710 BAY ST, KISSIMMEE, FL 34744
$255,00099 Days on yellowkey MLS ID: O6385334
REDUCED by $5,000 (1.9%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1935 Tax: $2,687 (2025)Community: Robert Bass AddSpa: NoSingle Family
Taxes:$2,687
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Denn John Middle
Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)
4855 CORAL CASTLE DR, KISSIMMEE, FL 34746
$281,00073 Days on yellowkey MLS ID: O6390476
REDUCED by $10,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1844 Built: 2022Monthly Fee: $280 Tax: $4,689 (2025)Community: Fiesta Key Ph 2Townhouse
Taxes:$4,689
Remarks: Welcome to 4855 Coral Castle Drive, a beautiful corner-unit townhome located in the gated community of Fiesta Key. This spacious two-story home features an open and inviting floor plan with a large living and dining area that flows seamlessly into the kitchen, complete with stainless steel appliances, a breakfast bar, and plenty of cabinet space—perfect for entertaining family and friends. Enjoy relaxing evenings on the screened patio with added privacy thanks to the desirable corner location. Upstairs, the primary suite offers dual closets and a private bathroom with dual vanities, while two additional bedrooms and an upstairs laundry room provide comfort and convenience for everyday living. Fiesta Key offers resort-style amenities including a clubhouse, fitness center, tennis courts, and community pools, with the HOA covering lawn maintenance, gated security, and more for low-maintenance living. Conveniently located just minutes from Disney, 5 minutes drive from train station, shopping, restaurants, hospitals, and major highways, this property is ideal as a primary residence, vacation home, or investment property. Schedule your private showing today and come see everything this home and community have to offer.
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