Location: Kissimmee , 34747
Do Not Show Listings
8572 BAY LILLY LOOP, KISSIMMEE, FL 34747
$398,500141 Days on yellowkey MLS ID: S5142891
REDUCED by $11,500 (2.8%) on 06/08/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1650 Built: 2007Monthly Fee: $594 Tax: $4,499 (2025)Community: Encantada Ph 1Spa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,499
Elementary School: Westside K-8
High School: None
Tax Year: 2025
Middle School: Harmony Middle
Remarks: Exceptionally furnished and designed to stand out, this 4-bedroom, 3-bath end-unit townhome with a private pool is a rare find within a guard-gated resort community. Set on a desirable corner location with mature, shady trees and a classic barrel tile roof, this townhome offers both curb appeal and privacy. Inside, the layout is ideal for hosting guests or enjoying extended stays, with tile flooring throughout the main level and laminate wood flooring upstairs for a clean, cohesive look. The kitchen features granite countertops, stainless steel appliances, and crisp white cabinetry, opening seamlessly to the dining and living areas. Oversized sliding glass doors flood the space with natural light and lead directly to the expansive, screened patio—home to a notably large private pool and extended deck, a standout feature rarely found in townhome living and a major draw for rental guests. A first-floor bedroom with an ensuite bathroom provides a convenient option for those who prefer not to use stairs, while a tucked-away laundry closet adds everyday practicality. Upstairs, the primary bedroom includes an ensuite bathroom and generous closet space, joined by two additional bedrooms and a full bathroom. Thoughtful theming enhances the secondary bedrooms, including a Star Wars–inspired room and a Tinker Bell–themed room, creating memorable spaces that photograph beautifully and elevate marketing appeal. Encantada is a guard-gated, resort-style community where the HOA covers many major ownership expenses typically paid separately elsewhere. Included are scheduled roof replacements, exterior stucco and building repairs, full structural building insurance, 24-hour manned gate security, and bulk high-speed internet, cable TV with multiple HBO channels, and home phone service. Residents and guests also enjoy a staffed clubhouse with fitness center and café, a zero-entry heated pool, a large main pool, two spas, scenic lake with aerating fountain, covered fishing pier, playground, professional landscaping, irrigation, lighting, surveillance systems, and long-term reserve funding. Ideally located just minutes from US-192 shopping and dining, approximately 15 minutes to Disney parks, 30 minutes to Universal Studios, and about 30 minutes to Orlando International Airport, this property offers comfort, functionality, and proven appeal in one of Central Florida’s most sought-after resort communities.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
7433 EXCITEMENT DR, KISSIMMEE, FL 34747
$1,150,000265 Days on yellowkey MLS ID: O6340855
REDUCED by $40,000 (3.4%) on 06/08/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3574 Built: 2025Monthly Fee: $559 Tax: $4,691 (2024)Community: Reunion Ph 2 Prcl 1 & 1ASpa: YesSingle Family
Taxes:$4,691
Elementary School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. !!REUNION RESORT AND GOLF CLUB MEMBERSHIP INCLUDED!! IT HAS THE 3 TOP GOLF COURSES IN ORLANDO BY PGA Step into a world where indulgence meets elegance, where every detail has been carefully curated to deliver the ultimate lifestyle experience. Welcome to your JUST BUILT BRAND-NEW, 6-BEDROOM, 6.5-BATHROOMS luxury residence, perfectly positioned along the lush fairways of Arnold Palmer’s signature golf course inside the Fantastic Reunion Resort. From the moment you enter, the foyer greets you with modern sophistication, setting the tone for what lies ahead. The open-concept living and dining areas are bathed in natural light, featuring sleek contemporary design, glass doors framing stunning golf views, and a custom-built bar perfect for entertaining. The chef’s dream kitchen is a masterpiece of form and function, equipped with top-of-the-line stainless steel appliances, a striking island, ovens, and bespoke light fixtures that make every gathering a celebration. Each of the six spacious bedroom suites is designed as a private retreat, complete with its own elegant bath. The primary suite, overlooking the golf course, offers serenity with a spa-like bathroom that redefines relaxation. Step outside and discover A PRIVATE OASIS : YOUR OWN RESORT-STYLE POOL WITH SPILLOVER SPA, a CUSTOM PUTTING GREEN, and an expansive deck ideal for sun-soaked afternoons or al fresco dining under the stars. Whether it’s a family barbecue or a quiet evening, the outdoor spaces create the perfect backdrop for unforgettable moments. But the magic doesn’t end at your doorstep. As a Reunion Club member, you’ll enjoy access to THREE WORLS-CLASS CHAMPIONSHIP GOLF COURSES by Palmer, Watson, and Nicklaus, A MULTI-MILLION WATER PARK WITH LAZY RIVER, SLIDES AND MUCH MORE, hydro-grid clay tennis courts, 12 community pools, ON-SITE FINE DINING IN ONE OF THE 7 WORLD CLASS RESTAURANTS, and even a brand-new miniature golf course. All of this, just MINUTES FROM WALT DISNEY WORLD® PARKS and Orlando’s premier attractions. This is not just a home—it’s a lifestyle investment, where family memories are made, and luxury is lived every day. Call today to schedule your private tour, and let this Reunion Resort masterpiece exceed your expectations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Franz Pinzon, Pa (786-238-6038)
9008 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747
$699,00076 Days on yellowkey MLS ID: O6396158
REDUCED by $16,000 (2.2%) on 05/21/2026
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2018Monthly Fee: $726 Tax: $11,287 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$11,287
Remarks: Welcome to this fully furnished 9-bedroom, 7-bathroom pool home in Solara Resort, offering over 4,300+ sq ft of spacious living just minutes from Walt Disney World—perfectly positioned as a turnkey short-term rental or vacation retreat. Featuring a highly functional and desirable floor plan with multiple en-suite bedrooms, expansive open-concept living and dining areas, and seamless indoor-outdoor flow to your private screened-in pool and patio—perfect for entertaining guests or maximizing rental appeal. This property stands out with its clean, modern interior and excellent overall condition, providing a move-in ready, low-maintenance investment opportunity. Unlike heavily themed homes that require ongoing upkeep and periodic updates, this residence offers a timeless design with broad guest appeal, while still allowing the next owner the flexibility to customize and further enhance rental income if desired. Positioned as one of the best value 9-bedroom opportunities in Solara, this home offers significantly more space compared to many competing listings—making it an attractive option for investors seeking strong occupancy potential and long-term upside. Located within the guard-gated Solara Resort, residents and guests enjoy access to world-class amenities including a resort-style pool, FlowRider® surf simulator, clubhouse, fitness center, restaurant, bar, sports courts, and more—all designed to deliver a true vacation experience. Conveniently situated near major highways, shopping, dining, and Orlando’s top attractions, this property offers the perfect combinatiion of location, size, and investment potential.
Listing is courtesy of: UNIONE REALTY INC (407-808-9080)
Listing Agent: Kyle Li (407-808-9080)
3153 BRITANNIA BLVD #B, KISSIMMEE, FL 34747
$209,90058 Days on yellowkey MLS ID: O6402210
REDUCED by $9,100 (4.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1357 Built: 1999Monthly Fee: $359 Tax: $3,247 (2025)Community: Villas At Island Club Ph 5Condo
Taxes:$3,247
Remarks: Turnkey 3-bedroom, 2-bath first-floor condo located in the sought-after gated community of Villas at Island Club. Fully furnished and move-in ready, this property is ideal as a vacation home, primary residence, or short-term rental investment. The spacious open-concept layout is filled with natural light, featuring wood-look tile flooring throughout the main living and wet areas. The well-appointed kitchen overlooks the living and dining space and includes bar seating, perfect for entertaining guests. Recent updates include a new vanity and beautifully remodeled tile bathtub and shower. Residents and guests enjoy resort-style amenities including a swimming pool, hot tub, tennis courts, fitness center, clubhouse, and playground. Conveniently located just minutes from Walt Disney World, Sunset Walk and Central Florida’s top shopping, dining, and golf destinations. A fantastic opportunity offering both comfort and income potential.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alexis Mckenzie (321-438-9670)
8707 KNIGHTSBRIDGE CT #B, KISSIMMEE, FL 34747
$275,00068 Days on yellowkey MLS ID: O6397982
3 Days Off yellowkey (back on 6/8/2026)
REDUCED by $4,900 (1.8%) on 06/01/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1616 Built: 2001Monthly Fee: $357 Tax: $3,551 (2025)Community: Villas At Island ClubCondo
Taxes:$3,551
Remarks: Under contract-accepting backup offers. Location, Location, Location! This RARE 4 bed 3 bath condo is FULLY FURNISHED, TURN-KEY and sits in the highly desired and GATED community, Villas at Island Club. There are TWO PRIMARY SUITES, two additional large sized bedrooms , 3 FULL BATHROOMS, inside LAUNDRY and Large Living/Kitchen and Dining area. Located within 10 minutes to DISNEY and literally around the corner from tons of Shopping, Dining and GOLF you could not ask for a better location! The community is also Short Term Rental Approved so this is your chance to own your own Air BnB and vacation home and rent it out while you're not using it! Prefer to use it as your primary residence? No problem, you can do that too! Perfectly situated as a first floor end unit you also have NO REAR or SIDE NEIGHBORS and are literally steps from the **POOL** and amenities. You are also in the most popular part of the community and have your own PRIVATE GATE. Peaceful and quiet, living here is like being at a resort full time! Enjoy Swimming, the Fitness Room, Tennis, Club house and tot lot. The floor plan offers an open concept with tons of windows allowing lots of natural light. In addition there is a Fully equipped kitchen, large Living Room, Dining Room and Full size Washer and Dryer. The unit was used for the seller’s personal vacation purposes only so it has been gently used and in fantastic condition. There are also 2 storage closets, one inside and one outside. You can use these as lock-out closets for your belongings so all you have to do is come with your toothbrush! Thoughtfully maintained and kept in amazing condition it has literally everything you need. Call today for a private or virtual tour!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Terri Schon (407-625-2670)
8045 LOST SHAKER LN, KISSIMMEE, FL 34747
$575,00051 Days on yellowkey MLS ID: O6404095
REDUCED by $20,000 (3.4%) on 06/08/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1948 Built: 2019Monthly Fee: $468 Tax: $10,768 (2025)Community: Margaritaville, Rolling OaksSpa: YesSingle Family
Taxes:$10,768
Remarks: Feeling stuck? Looking for a vacation home or a home that FEELS like vacation? Longing for that “Lost Shaker of Salt”?! The Margaritaville Resort Cottages can solve ALL these woes! This world famous resort exudes cheer with a colorful palette of tropical hues and lush landscaping! Imagine owning a 3 story Island style home drenched in aqua blue with stylish awnings and crisp white balconies, this wins hands down for curb appeal!! Worth mentioning is the quality construction and choice of a concrete tile roof in lieu of shingles and a center of state location! The interior is fully furnished with superbly crafted Ethan Allen furniture guaranteed to last with solid wood construction and durable fabrics, a 55k package. All bedding & linens are from the Margaritaville Hotel, ensuring the same luxurious slumber! Everything is included from tv’s to modems to artwork and silverware! All appliances large and small also convey! Luxury vinyl plank keeps things cohesive and very low maintenance. This floor plan is spacious and gives plenty of privacy to large parties looking to kick back and relax! The backyard has a new hot tub and is a great spot to lounge and enjoy a cocktail or two, because it’s always 5 o’clock somewhere! Yes, it can get catchy…so don’t blow out your flip flop or step on a pop top rushing to see this amazing life you could be living or benefitting from! A cheeseburger in paradise is an understatement with an incredible array of restaurants and specialty shoppes throughout the resort. Sunset Walk offers an array of international delicacies. Dine and dance the night away at Estefan’s Kitchen enjoying decadent Cuban cuisine or pop into the Wharf for fresh seafood, a cold beer and live music! With countless choices and activities you’ll never run out of new experiences to try and savor. On site make a splash at the Island H20 water park, one of the many pools or jump on the free shuttle to the parks! A reservation is required thru Fins Up Beach Resort.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
3022 WHITE ORCHID RD, KISSIMMEE, FL 34747
$414,90021 Days on yellowkey MLS ID: O6412639
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1636 Built: 2007Monthly Fee: $594 Tax: $4,477 (2025)Community: Encantada Ph 2Townhouse
Taxes:$4,477
Remarks: Welcome to 3022 White Orchid Road, a fully furnished 4-bedroom, 3-bathroom corner-unit townhome located in the gated Encantada Resort community, just minutes from Disney, shopping, dining, and Central Florida’s world-famous attractions. This spacious two-story home offers 1,636 heated square feet, an open living and dining area, a first-floor bedroom and full bath, and a private screened-in pool, making it ideal as a vacation home, short-term rental investment, or full-time Florida retreat. Encantada Resort offers resort-style amenities including a clubhouse, fitness center, community pool, playground, restaurant, tennis courts, sidewalks, and 24-hour guard-gated security. Sold furnished and ready for its next owner, this property combines comfort, convenience, and strong investment potential in one of Kissimmee’s most established vacation communities.
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Thiago Nehrer (689-200-5549)
8887 GENEVE CT, KISSIMMEE, FL 34747
$399,000448 Days on yellowkey MLS ID: O6295445
REDUCED by $36,000 (8.3%) on 06/08/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2018Monthly Fee: $560 Tax: $7,963 (2024)Community: Windsor At Westside Ph 2BSpa: YesTownhouse
Taxes:$7,963
Remarks: Stunning, FULLY FURNISHED home located in the much sought after gated community of Windsor at Westside. This beautiful home is meticulously furnished and beautifully decorated. It also boasts 5 bedrooms, and 4.5 bathrooms, an open floor concept, a large fully equipped kitchen with granite countertops, stainless-steel appliances, and an island kitchen linked to the family room and dining room. Conveniently, the first floor has one bedroom and a full bathroom. Upstairs you will find 4 bedrooms, including the master bedroom, plus an additional loft, great for relaxation. Enjoy the back enclosed pool area which offers amazing conservation views with much privacy. Perfect for entertaining or relaxing. The resort offers a state-of-the-art, approximately 10,000 sqft clubhouse. The amenities include a lazy river, thrilling water park, resort style pool, fitness center, tennis/basketball courts, playground, restaurant, bar and and ice cream shop. It's like being on vacation all year around! Located just minutes away from the enchantment of Disney Parks, great schools, great dining and shopping.
Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)
Listing Agent: Jeannette Lopez (407-800-4545)
420 SOUTHFIELD ST, KISSIMMEE, FL 34747
$738,000204 Days on yellowkey MLS ID: O6362283
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3317 Built: 2020Monthly Fee: $787 Tax: $11,685 (2024)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$11,685
Remarks: Located in the exclusive gated community of Reunion West, this fully furnished 6-bedroom, 6.5-bath luxury residence built in 2020 is the perfect blend of elegance, comfort, and resort-style living. From the paver entrance to the beautifully designed front door, the home welcomes you into an open layout filled with natural light, high ceilings, tile flooring, and tasteful finishes throughout. The gourmet kitchen features granite countertops, stainless steel appliances, and 42” cabinets with crown molding, perfectly positioned for entertaining. The first-floor primary suite overlooks the stunning outdoor living space, complete with one of the largest private pools and a spa in the community. Every bedroom has been uniquely designed with high-quality themed décor, including a custom Star Wars suite and a dedicated luxury theater room. The garage has also been transformed into a superhero-inspired game room featuring ping-pong and table games, adding both fun and functionality. Reunion West offers world-class amenities including clubhouse, fitness center, waterpark with slides, community pools, tennis courts, basketball court, volleyball, playgrounds, restaurants, 24-hour guarded entry, cable, maintenance-free grounds, and more. Whether you’re searching for a personal getaway or a high-performing short-term rental investment, this home delivers exceptional value and unforgettable experience. Ideally located just 8 minutes from Disney and close to Universal Studios, SeaWorld, premium outlets, top restaurants, shopping, and Florida’s best attractions — this property offers the ultimate combination of luxury, location, and lifestyle.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Nohora Gomez (407-748-1242)
7464 BROOKLYN DR, KISSIMMEE, FL 34747
$480,00091 Days on yellowkey MLS ID: O6393088
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2195 Built: 2018Monthly Fee: $550 Tax: $11,251 (2025)Community: Magic Village Resort 2Townhouse
Taxes:$11,251
Remarks: Investor Opportunity in Magic Village II (Views) – Just Minutes from Disney! Experience luxury resort-style living in this beautifully furnished 3-bedroom, 3-bathroom townhouse, featuring all en-suite bedrooms plus a half bathroom on the first floor. Located in the highly desirable Magic Village II (Views) community in Kissimmee, this property is part of an exclusive short-term rental community, where full-time residency is not permitted, making it an ideal opportunity for investors seeking income-producing vacation properties. The home offers a modern open-concept layout, seamlessly connecting the living, dining, and kitchen areas, all fully furnished and ready for immediate use or rental. Step outside to a covered BBQ area, perfect for entertaining and enjoying Florida’s outdoor lifestyle. Each bedroom provides privacy and comfort with its own ensuite bathroom, enhancing the guest experience and rental appeal. Just minutes from Disney and major attractions, Magic Village II is a highly sought-after destination, offering strong rental potential and a premium vacation experience.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Nayane Seabra (407-535-7815)
2307 SILVER PALM DR #205, KISSIMMEE, FL 34747
$225,00017 Days on yellowkey MLS ID: O6414532
0 Days Off yellowkey (back on 6/7/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1402 Built: 2001 Tax: $3,345 (2025)Community: Wyndham PalmsCondo
Taxes:$3,345
Remarks: Under contract-accepting backup offers. Welcome to Wyndham Palms, located just 3 miles from Walt Disney World. This 3-bedroom, 2-bath condo, 1402 Sq. FT., is mostly furnished. It is a bright, open living space with a split-bedroom design. Enjoy sitting in your screened in peaceful balcony Ideal as a vacation home, short-term rental, or primary residence, the property is set within a gated community offering resort-style amenities. Residents enjoy access to a clubhouse, fitness center, pool with tiki bar, spa, tennis courts, movie theater, game room, playground, and 24-hour guard service. The HOA covers water, cable, high-speed internet, and pest control. Conveniently located near shopping, dining, and Orlando’s top attractions, this home delivers the best of Central Florida living.
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)
Listing Agent: Liz Morrow (863-604-6211)
2015 MAJORCA DRIVE, KISSIMMEE, FL 34747
$412,90060 Days on yellowkey MLS ID: S5148415
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $580 Tax: $7,670 (2025)Community: Windsor At WestsideSpa: NoTownhouse
Taxes:$7,670
High School: Celebration High
Middle School: Horizon Middle
Remarks: Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Fernando Peralta (267-474-7628)
8152 FAN PALM WAY, KISSIMMEE, FL 34747
$359,000377 Days on yellowkey MLS ID: O6317015
2 Days Off yellowkey (back on 5/30/2026)
REDUCED by $10,000 (2.7%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 2001Monthly Fee: $489 Tax: $4,445 (2024)Community: Windsor PalmsSpa: YesSingle Family
Taxes:$4,445
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Great investment opportunity for your buyer—offering instant equity and truly turnkey potential. Welcome to 8152 Fan Palm Way, your Florida retreat awaits! Previously occupied by a long-term tenant who has recently vacated, this home is move-in ready and primed for its next owner or income-producing opportunity. Located in the highly desirable Windsor Palms Resort gated community, this charming 4-bedroom, 2-bath single-story home offers the perfect blend of comfort, convenience, and investment potential just minutes from Walt Disney World Resort and Central Florida attractions. Enjoy Florida living at its best with your private pool area, perfect for relaxing or entertaining. The primary suite and additional bedrooms are generously sized, ideal for personal use, vacation stays, or rental guests. Major updates include ROOF replaced in 2017, outside HVAC unit replaced in 2025, DISHWASHER replaced in 2025, garbage disposal replaced in 2026, and a new RANGE will be installed prior to closing. Windsor Palms is one of the most popular resort communities near Orlando, known for its impressive amenities and vacation-style atmosphere. Residents and guests enjoy a beautifully appointed clubhouse with fitness center, private movie theater, convenience market, heated community pool, spa, splash area, poolside tiki bar, and on-site dining. Outdoor recreation includes tennis, basketball, volleyball, playground areas, picnic spaces, and barbecue areas—offering something for everyone to enjoy. Call today to schedule your private appointment!
Listing Agent: Veronica Figueroa (407-519-3980)
2774 ALMATON LOOP #402, KISSIMMEE, FL 34747
$269,000186 Days on yellowkey MLS ID: O6368621
REDUCED by $10,000 (3.6%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,368 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,368
Remarks: PRICE IMPROVED! Highly successful vacation rental with strong occupancy history in Windsor Hills Resort. Exceptional opportunity to own a highly successful vacation rental in the premier Windsor Hills Resort, located less than 2 miles from Walt Disney World. This fully furnished, beautifully themed 2-bedroom, 2-bath condominium is truly turnkey and ready for immediate personal use or continued short-term rental operation. This property has been consistently in demand, with strong guest occupancy and repeat bookings, making showings limited due to frequent guest stays—a testament to its rental performance and popularity. Located on the desirable fourth floor with elevator access, the unit offers convenience for guests while providing privacy and peaceful resort views. Recent major improvements include a brand-new A/C system installed in 2025 with a transferable 10-year warranty and a new water heater, giving future owners added confidence and reduced maintenance concerns. Windsor Hills is one of Central Florida's most sought-after short-term rental communities, featuring 24-hour guard-gated security and world-class amenities including a lagoon-style resort pool, water slides, splash park, movie theater, arcade, fitness center, sports courts, playgrounds, and on-site convenience store. Just minutes from Disney, shopping, restaurants, golf courses, and major highways, this property offers the ideal combination of location, lifestyle, and income potential. Whether you're seeking a proven vacation rental investment, a Disney-area second home, or both, this is an opportunity you won't want to miss. Buyer to verify all measurements, HOA information, fees, rental restrictions, and property details.
Listing Agent: Lucia Souza (321-239-0287)
8535 BAY LILLY LOOP, KISSIMMEE, FL 34747
$390,000155 Days on yellowkey MLS ID: S5141962
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1636 Built: 2006Monthly Fee: $594 Tax: $4,354 (2026)Community: Encantada Ph 1Spa: NoTownhouse
Taxes:$4,354
Elementary School: Westside Elem
Tax Year: 2026
Middle School: Kissimmee Middle
Remarks: Your dream getaway awaits in this charming, fully furnished 4-bedroom end-unit townhome featuring a rare oversized private pool and sun-drenched patio! Located in the guard-gated, resort-style Encantada community, this spacious townhome offers an unbeatable combination of luxury, comfort, and convenience. Whether you’re searching for the perfect vacation retreat, Airbnb/VRBO investment, or a centrally located residence, this property delivers it all. Step inside to discover tile flooring throughout the main level, while the upstairs boasts brand-new vinyl plank flooring that adds a fresh, modern touch. The layout is thoughtfully designed with one bedroom and an ensuite bathroom conveniently located downstairs, making it an excellent option for those seeking single-level accessibility. To further add to accessibility, the sellers have converted the tub into a spacious, modern walk-in shower, offering both style and ease of use. The main floor also includes a laundry closet featuring a top-of-the-line washer and dryer for ultimate convenience. Upstairs, the main suite impresses with its spacious ensuite bathroom, while two additional secondary bedrooms share a third bathroom, offering plenty of room for everyone. The true standout of this home is the extra-large private pool—one of the largest in the neighborhood. A pool cover on a roll ensures conserving the heat is a breeze and only takes minutes to put on or take off. Inside, thoughtful details enhance the home’s appeal, including crown molding throughout the living spaces, a smart thermostat for efficient climate control, and surround sound speakers for an elevated entertainment experience. The kitchen is equipped with a convenient water filtration system installed under the sink, and the home also features gutters with leaf guards and downspouts for low-maintenance living. Two digital wall safes provide added security for your valuables. For even greater peace of mind, the property is equipped with exterior lighting and cameras for enhanced security. Encantada’s HOA dues include many major ownership costs that buyers typically pay separately in many townhome communities. The HOA covers scheduled roof replacements for all buildings, needed stucco and exterior building repairs, full structural building insurance (which now can cost over $6,000 per year for Florida homeowners), 24 hour manned security at the gatehouse and bulk high speed internet, cable TV including multiple HBO channels, and home phone service (which commonly runs $140-$200 per month if purchased individually). In addition, the dues include access to extensive resort amenities such as a staffed clubhouse with a fitness center and café, along with zero entry heated pool, a large main pool, and two spas. The community is built around a scenic lake with a covered fishing pier, a playground area, and includes professional landscaping, irrigation, lighting, surveillance systems, and long-term reserve funding for major infrastructure. The location could not be better! Just minutes from US-192 with its endless shopping and dining options, this home is also a short 15-minute drive to Disney parks, 30 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Don’t miss the opportunity to own this exceptional townhome that combines comfort, style, and convenience in one of the most sought-after resort-style communities!
3050 WHITE ORCHID RD, KISSIMMEE, FL 34747
$289,00020 Days on yellowkey MLS ID: S5150815
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2012Monthly Fee: $594 Tax: $3,538 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$3,538
Remarks: Welcome to the perfect blend of location, lifestyle, and investment potential! Ideally situated just minutes from Disney and Central Florida’s world-renowned attractions, this beautifully maintained 2-bedroom, 2.5-bath townhome offers privacy, comfort, and proven income opportunity—all in one. Step inside to a thoughtfully designed first floor featuring a modern kitchen with granite countertops, a spacious living and dining area, and a convenient half bath—perfect for entertaining or relaxing after a day out. Sliding glass doors lead to your private lanai, where a hot tub and serene conservation views create a true backyard retreat with no rear neighbors. Upstairs, both bedrooms are generously sized and designed for comfort, each complete with its own en-suite bathroom, walk-in closet, and TV. The primary suite offers a peaceful escape, while the second bedroom provides ideal flexibility for guests or renters. This home is being sold FULLY FURNISHED and boasts a strong rental history, making it an exceptional opportunity for short-term or long-term investors—or anyone seeking a turnkey primary residence or vacation home. Additional highlights include smart home features for enhanced efficiency and security, a recently serviced AC system, a new thermostat, and fresh interior updates throughout. HOA dues cover exterior maintenance, landscaping, lawn care, cable and wifi/internet, providing a truly low-maintenance ownership experience. Opportunities like this—combining location, privacy, and income potential—don’t come around often. Schedule your private showing today and see firsthand why this property stands out from the rest!
Listing Agent: Chase Parker (541-520-3421)
8914 CAROLINE BAY CT, KISSIMMEE, FL 34747
$590,99017 Days on yellowkey MLS ID: O6410893
Bed: 6 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2987 Built: 2020Monthly Fee: $670 Tax: $8,422 (2025)Community: Solara Resort Vacation Villas RepSpa: YesSingle Family
Taxes:$8,422
Remarks: YOUR DREAM VACATION HOME AWAITS! This stunning 6-bedroom, 4.5 bath hoje is the perfect investment opportunity, offering a beautiful furnished, turnkey vacation retreat. Designed for both luxury and comfort, this property is ideal for investors seeking strong rental potential. Enjoy a private hot tub and outdoor BBQ area, perfect for soaking up the Florida sunshine in a peaceful setting. Located in the sought-after Solara Resort, this home grants access to worl-class amenities, including a gated entrance, grand heated pool, surf simulator, fitness center, bar & grill, coffee bar, playground, sports courts, lounges and a state-of-the-art game room. Just minutes from Walt Disney World, Universal Studios, SeaWorld, and other top attractions, this property offers an unbeatable location. Equal Opportunity Housing. Don't miss out - schedule your showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Marcelle Pipolo De Sa (954-248-9856)
1627 LIMA AVE, KISSIMMEE, FL 34747
$600,000135 Days on yellowkey MLS ID: O6380867
REDUCED by $50,000 (7.7%) on 06/04/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2017Monthly Fee: $563 Tax: $10,510 (2025)Community: Windsor/Westside-Ph 2ASpa: YesSingle Family
Taxes:$10,510
Remarks: Welcome to this beautiful 7 Bed/ 5.5 Bath luxury vacation/investment home with WATERVIEW, nested in one of the most popular resort in Orlando: Windsor at Westside. This Turnkey vacation home comes with high end furnitures and professionally decorated and can easily accommodate up to 15 guests. Some great features of this house include spacious family/dining room combo, variety of game tables in the garage and upstair loft, spacious private pool/hot spa area in screened patio, which make it perfect for family and friends to gather for entertainment. Open kitchen is equipped with high-end cabinetry, granite countertops, and stainless-steel appliances. Spacious master suites on both floors are available to provide more comfort and privacy for owners and guests. The Windsor at Westside Resort provides massive amenities, including 8,000 square feet resort-style clubhouse, resort-style heated pool and spa, wireless internet on the pool deck, lazy river, recreation center, poolside cabana, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more... This community is also in close proximity from Disney World and other attractions, like Universal Studios, Sea World, Golf courses, and Shopping Centers.Come check out this luxury and low maintenance vacation home before it slip away. Schedule a private showing today.
Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)
Listing Agent: Guanhua Zhang (407-668-8888)
7666 FAIRFAX DR, KISSIMMEE, FL 34747
$1,195,000135 Days on yellowkey MLS ID: O6380550
Bed: 11 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 5496 Built: 2018Monthly Fee: $697 Tax: $16,811 (2025)Community: Reunion West Ph 2B WestSingle Family
Taxes:$16,811
Remarks: Discover the ultimate in luxury living and investment at this fully furnished 11-bedroom, 10.5-bathroom vacation home located in the amazing Encore at Reunion Resort, just minutes from Walt Disney World. This stunning residence features a gourmet kitchen with premium appliances, spacious open-concept living areas, beautifully designed themed bedrooms, and a private home theater, creating the perfect setting for unforgettable stays. Step outside to your private pool and spa, complete with a covered lanai and outdoor entertainment space—ideal for relaxing after a day at the parks. Owners and guests enjoy access to world-class resort amenities including a water park, clubhouse, fitness center, sports courts, restaurant, bar, concierge services, and shuttle transportation to the parks. Whether you are searching for a personal vacation retreat or a high-performing short-term rental investment, this exceptional property offers comfort, style, and outstanding income potential in one of Central Florida’s most desirable resort communities. This is more than a home — it’s a lifestyle and an opportunity.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Naiara Alves (470-861-4207)
2101 CELEBRATION BLVD, KISSIMMEE, FL 34747
$609,000271 Days on yellowkey MLS ID: O6347244
REDUCED by $16,000 (2.6%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1845 Built: 2021Monthly Fee: $310 Tax: $7,954 (2024)Community: Celebration Island Village Ph 1ATownhouse
Taxes:$7,954
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: One or more photo(s) has been virtually staged. EXPERIENCE THE CELEBRATION LIFESTYLE Live the lifestyle everyone is looking for in Celebration. This beautifully maintained 3-bedroom, 2.5-bath town home, built in 2021, offers the perfect blend of modern comfort, style, and an unbeatable location—just minutes from Disney and within one of the most charming and walkable communities in Central Florida. Step into a bright, open-concept living space designed for both everyday living and entertaining. The kitchen is the heart of the home, featuring quartz countertops, stainless steel appliances, a gas stove, and elegant cabinetry, all seamlessly connected to the living and dining areas. Upstairs, you’ll find spacious bedrooms, including a serene primary suite, along with the convenience of an upstairs laundry room. Enjoy your private paved patio—perfect for relaxing evenings or hosting guests—and the added benefit of a 2-car garage. Located in the highly desirable Island Village, residents enjoy resort-style amenities including a pool, fitness center, scenic walking trails, and beautifully designed green spaces. - Walkable community with restaurants, shops, and parks - Minutes from Walt Disney World - Move-in ready and low-maintenance living This is more than just a home—it’s a lifestyle. Schedule your private showing today.
Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)
Listing Agent: Antonio Spagnolo (407-914-0227)
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