Location: Kissimmee , 34747
Do Not Show Listings
1529 INDIAN OAKS TRL, KISSIMMEE, FL 34747
$409,50016 Days on yellowkey MLS ID: S5149756
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1536 Built: 1996 Tax: $5,824 (2025)Community: Indian Ridge Villas Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,824
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Discover your perfect Florida retreat with this beautifully maintained home in the heart of Kissimmee! Nestled in a private, quiet neighborhood, this home is ideal for vacationers or families seeking comfort, convenience, and endless entertainment. Step inside to an open floor plan that seamlessly connects the living, dining, and kitchen areas, accented by carpet and ceramic tile flooring throughout. Natural light floods the space, creating a warm and welcoming atmosphere. Enjoy the ultimate in outdoor living with your private heated pool and covered pool lanai—perfect for relaxing in the shade, entertaining guests, or enjoying Florida’s sunny weather year-round. The vinyl-fenced yard provides both privacy and safety for children or pets, making it ideal for families and vacation rental guests alike. Additional updates include a brand-new roof, giving you peace of mind and added value. Located just minutes from Disney World, top restaurants, shopping, and Orlando’s beautiful beaches, this home offers the perfect mix of tranquility and convenience. Whether you’re hosting vacation guests or making it your own personal paradise, this property is ready to deliver the Florida lifestyle you’ve been dreaming of. Don’t miss this opportunity to own a private home with a heated pool, covered lanai, vinyl-fenced yard, and new roof in a prime Kissimmee location—perfect for vacation rentals or year-round enjoyment!
Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)
Listing Agent: Joseph Rogers, Llc (407-982-7224)
1855 FLORA PASS PL, KISSIMMEE, FL 34747
$329,990188 Days on yellowkey MLS ID: S5138984
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 2020Monthly Fee: $455 Tax: $6,931 (2024)Community: Four Seasons At Orlando Ph 2Villa
Taxes:$6,931
Tax Year: 2024
Remarks: Experience the pinnacle of serene luxury in this exquisitely designed 2-bedroom, 2-bathroom villa, perfectly situated to offer breathtaking VIEWS of a gorgeous GOLF COURSE. Picture starting your mornings with a warm cup of coffee on the SCREENED-IN BACK PORCH, brick-paved lanai, FENCED back yard enveloped by mature trees and the soothing sounds of nature. As the day winds down, let this peaceful retreat become your personal sanctuary under the stars. Step inside to a thoughtfully crafted open floor plan that seamlessly blends elegance and comfort, ideal for both entertaining and quiet relaxation. Crisp ceramic tile flooring flows effortlessly throughout, enhancing the bright and airy ambiance. The family room and dining area are graced by a stunning oversized tray ceiling, with a custom ceiling fan and elegant chandeliers adding an elevated touch of sophistication—all while framing the lush golf course views through expansive triple sliding glass doors. At the heart of the home lies the chef-inspired GOURMET kitchen, a masterpiece of both form and function. Anchored by a large granite counter top island, the kitchen boasts a sleek STAINELESS STEEL undermount sink, a gooseneck faucet, and stylish pendant lighting. High-end appliances—including a GAS cooktop, BUILT-IN microwave, WALL OVEN, and side-by-side refrigerator—make this space a dream for culinary enthusiasts, all while staying seamlessly connected to the surrounding living and dining areas. The PRIMARY suite, a private retreat tucked at the rear of the home, offers sweeping VIEWS of the verdant GOLF COURSE. The spa-like ensuite is a study in luxury, featuring dual undermount sinks, granite countertops, an oversized walk-in shower with bench seating, and a custom-built closet designed with jewelry drawers and ample storage in mind. The second bedroom, thoughtfully positioned for privacy, is perfect for hosting guests, setting up a home office, or creating a personalized creative space, complete with built-in shelving. This villa’s appeal extends beyond its interiors. A large SCREENED IN FRONT PORCH provides a welcoming space to unwind with neighbors or a convenient spot for unloading groceries in a pest-free environment. Additional features include a dedicated laundry room with built-in cabinetry, a washer and dryer, and an attached two-car garage complemented by a two-car parking pad—offering ample space for all your needs. With its impeccable design, luxurious finishes, and breathtaking natural surroundings, this villa isn’t just a house—it’s the home you’ve been waiting for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Marissa Crawford (407-361-7400)
8904 CAROLINE BAY CT, KISSIMMEE, FL 34747
$925,00034 Days on yellowkey MLS ID: S5148270
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2020Monthly Fee: $727 Tax: $11,397 (2025)Community: Solara Residence Vacation Villas RepSpa: YesSingle Family
Taxes:$11,397
Remarks: THIS IS NOT ANOTHER FURNISHED HOME, LISTEN!! LOCATED IN A PRIVATE CUL DE SAC, BEAUTIFUL POND VIEW, HEATED POOL AND SPA... LOCATION AND PRIVACY BRINGS YOU MORE VISITORS!! Welcome into this FULLY FURNISHED, *9 BED / 6.5 BATH* SINGLE FAMILY POOL HOME nestled in one of the most sought-after STR GATED VACATION COMMUNITIES in the Disney area: **SOLARA RESORT**. This home has 4403 Sqft under AC and is an OPEN CONCEPT design, filled with natural light and a breathtaking POND VIEW. In addition, the Garage is air conditioned and converted into a GARAGE PLAYROOM that has hours of fun instore. On the main floor, the Kitchen flows into the DINNING ROOM, GAME SPACE and GREAT ROOM then opens to the oversized SCREENED LANAI and SOUTH facing HEATED POOL and SPA with large sliding pocket glass doors. The LANAI SEATING AREA offers a privacy screen. This customized home includes 2 MASTER SUITES (one up one down), 3 upstairs PODS with a child-themed room (MICKEY MOUSE, AVENGERS + STAR WARS) connected to an adult bedroom by a full bath. There is also a FROZEN PRINCESS room next to the full hall bath. All furnishings are approximately 1 yr old and in like new condition. All adult king beds have Sealy Posturepedic mattresses and all hard surface furniture have glass tops added to prevent guest damage. The garage playroom has both a foosball table and fun size basketball game. For the arcade fans in the family, they will find arcade games, no coins needed! The gamers can sit back and enjoy the side-by-side PlayStation 4 gaming stations with wall-mounted tvs. There is surely something for everyone in this adventurous room! Within just minutes from Orlando world-famous theme parks and attractions, this community has an extensive list of amenities, from an on-site restaurant and coffee bar to a zero-entry pool, pool bar, fitness center, basketball court, soccer field, volleyball court, gaming stations, playground, splash pad, waterslides and Flowrider.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Angela Camacho (321-946-2082)
8931 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$599,000188 Days on yellowkey MLS ID: TB8450000
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2020Monthly Fee: $718 Tax: $9,726 (2024)Community: Solara Resort Vacation Villas RepSingle Family
Taxes:$9,726
Remarks: FURNITURE INCLUDED! PRICED TO SELL! Step into this breathtaking 7-bedroom luxury villa in the highly sought-after Solara Resort—a true turnkey short-term rental investment, already performing like a mini-hotel! This home comes fully furnished with a professionally designed décor package by Barbara Design, created specifically to maximize rental income. All future bookings transfer to the new owner, allowing you to earn from Day 1. Designed for unforgettable vacations, this stunning property features 7 themed bedrooms, 6.5 bathrooms, a movie theater, and an entertainment-filled family loft with pool table. The layout includes a first-floor master suite and five additional themed bedrooms upstairs, ideal for large families and groups. With sleeping space for 16+ guests across 10 beds, this home checks every box for top-tier STR performance. Step outside to your private pool, spa, and covered lanai, perfect for grilling, relaxing, and creating memories. Located minutes from Walt Disney World, Universal Studios, SeaWorld, I-Drive, Disney Springs, top restaurants, shopping, and Florida’s world-famous beaches, the convenience is unmatched. As part of the exceptional Solara Resort, homeowners enjoy access to world-class amenities, including: Heated resort-style grand pool FlowRider® surf simulator (additional fee) Poolside cabanas & pool bar Bar & grill + coffee bar Fitness center Full-size soccer field & basketball court Sand volleyball court Game room with virtual sports simulators Indoor/outdoor lounges & workspaces Playground, hangout center, and more! Whether you're looking for a high-performance STR investment or a dream home for your family vacations, this fully furnished, perfectly themed villa delivers exceptional value. Schedule your showing today—this opportunity won’t last!
Listing is courtesy of: ALIGN RIGHT REALTY SUNCOAST (813-512-2100)
Listing Agent: Sunny Xu (813-702-9797)
7997 FORMOSA VALLEY PL, KISSIMMEE, FL 34747
$455,00023 Days on yellowkey MLS ID: O6404909
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2112 Built: 2021Monthly Fee: $359 Tax: $5,896 (2025)Community: Formosa ValleyTownhouse
Taxes:$5,896
Remarks: PRICE TO SELL ON THIS TURNKEY DEAL THIS INVESTORS DELIGHT VACATION FULLY FURNISHED TOWNHOUSE STYLE, YET MINUTES TO DISNEY WORLD!!! THIS PROPERTY IS ONLY 5 YEARS OLD AND OFFERS 4 BEDROOMS WITH FULL BATHS;LIVING ROOM DINING ROOM COMBO, KITCHEN WITH GRANITE COUNTER TOPS AND ISLAND, CERAMIC TILE, SLIDER LEADING TO POOL! MASTER SUITE ON FIRST FLOOR;COMPLEX ALLOWS SHORT TERM RENTALS; GREAT OPPORTUNITY FOR THOSE WHO LOVES FLORIDA VACATION TO OWN IT, EVEN FOR THE SNOW BIRDS TO OWN IT, USE AND MAKE A TREMENDOUS BUSINESS DURING THE SUMMER.***SELLER WILL TRANSFER ALL BOOKINGS AT CLOSING***
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)
Listing Agent: Larry Ataide (407-717-0230)
2619 SUMMER CREEK DR, KISSIMMEE, FL 34747
$499,000115 Days on yellowkey MLS ID: O6378525
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 2000 Tax: $7,282 (2025)Community: Indian Creek Ph 02Spa: YesSingle Family
Taxes:$7,282
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: BACK ON THE MARKET!!! WELL-BOOKED SHORT TERM RENTAL PROPERTY! This TURNKEY, FULLY FURNISHED 5-bedroom, 4-bath pool home is a high-performing short-term rental located in the sought-after NO HOA / NO CDD community of Indian Creek. Professionally decorated and designed for guest appeal, the home features a flexible, semi-open floor plan with durable tile flooring throughout and modern finishes—ideal for low-maintenance ownership. The layout is perfectly suited for rental success, offering multiple bedroom suites and excellent privacy. A front guest bedroom and nearby full bath provide convenience for early arrivals, while two additional bedrooms share a full bath on one wing of the home. A private en-suite bedroom with direct pool access adds strong guest appeal, and the spacious primary suite—separate from other bedrooms—features dual vanities, a soaking tub, glass-enclosed shower, two walk-in closets, and private access to the pool. The kitchen is fully equipped with modern cabinetry, granite countertops, stainless steel appliances, a breakfast bar, and dinette, flowing seamlessly into the dining and main living areas filled with natural light—perfect for hosting larger groups. Sliding doors open to a screened-in pool and lanai, set within a fully fenced backyard, creating a resort-style outdoor space guests love. Located just minutes from Disney and major theme parks, shopping, dining, and entertainment, this home benefits from consistent demand and easy access to major roadways. With no rental restrictions, no HOA fees, and no CDD, this property is an exceptional opportunity for investors seeking a ready-to-go Airbnb or short-term rental with STRONG INCOME POTENTIAL in the heart of Central Florida. ROOF 2020, Gas Hot Water Heater 2026. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
2673 EMERALD ISLAND BLVD, KISSIMMEE, FL 34747
$525,99043 Days on yellowkey MLS ID: S5147863
REDUCED by $20,000 (3.7%) on 05/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2003Monthly Fee: $115 Tax: $5,375 (2025)Community: Emerald Island Resort Ph 3Single Family
Taxes:$5,375
Elementary School: Westside Elem
Remarks: Fully furnished and beautifully updated home located in the gated community of Emerald Island Resort, just minutes from Walt Disney World. This spacious property features 4 bedrooms and 3 full bathrooms, including themed rooms ideal for short-term rentals, along with recent upgrades such as new flooring, renovated kitchen and bathrooms, updated electrical system, a new A/C unit (2019), and a roof replaced in 2023. The A/C ductwork was replaced and properly serviced in 2023, ensuring improved efficiency and comfort. Enjoy a bright open living area, fully equipped kitchen with modern appliances, large game room, and a private screened-in pool with outdoor patio. Perfect as a primary residence, vacation home, or investment property with no rental restrictions, offering excellent income potential in one of Central Florida’s most sought-after communities. Schedule your showing today and take advantage of this exceptional opportunity.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Janessi Rodriguez (407-280-5817)
2756 LIDO KEY DR, KISSIMMEE, FL 34747
$460,00017 Days on yellowkey MLS ID: S5148950
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2005Monthly Fee: $115 Tax: $5,126 (2025)Community: Emerald Island Resort Ph 5BSpa: NoSingle Family
Taxes:$5,126
Remarks: Welcome to this spacious and well-maintained home located in one of Kissimmee’s most desirable short-term rental friendly communities. This property features 5 bedrooms, 3 bathrooms, a bright and open floor plan with generous living and dining spaces, perfect for entertaining guests or enjoying family time. 1) hard floor in 2017 2) new pool water pump in 2019 3) new range in 2022 4) new dishwasher in 2024 5) new water heater in 2024 6) new refrigerator in 2025 7) new AC in 2020 The kitchen offers ample cabinetry, modern appliances, new fridge, and a functional layout that flows seamlessly into the main living area. The home includes comfortable bedrooms with plenty of natural light, while the primary suite provides a relaxing retreat with a private en-suite bathroom. Step outside to enjoy your own private outdoor space—perfect for relaxing after a day at the parks or hosting gatherings. Many homes in this area also feature private pools or patio areas (verify specific property features). Ideally located just minutes from Walt Disney World Resort, as well as shopping, dining, golf, and entertainment. Easy access to major highways makes commuting to Orlando and surrounding areas a breeze. Whether you're looking for a primary residence, vacation home, or investment property, this home offers excellent potential in a high-demand location. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
8912 RHODES ST, KISSIMMEE, FL 34747
$520,00036 Days on yellowkey MLS ID: S5148044
5 Days Off yellowkey (back on 5/20/2026)
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2016Monthly Fee: $607 Tax: $10,299 (2025)Community: Windsor At Westside Ph 1Single Family
Taxes:$10,299
Remarks: Short Sale. Welcome to Windsor at Westside — Guard-Gated Resort Living at its Finest! This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft of beautifully appointed living space, perfect for short-term rental income or a luxury vacation retreat. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft. Step outside to your private south-facing pool with brick pavers, covered patio, and screened lanai. Premium lot with easy access to resort amenities including waterslide pool, lazy river, Tiki bar, fitness center, arcade, and more — all just minutes from Walt Disney World. Fully furnished | Turn-key | STR-friendly | Don't miss this one!
Listing is courtesy of: EXP REALTY LLC (407-674-7777)
Listing Agent: Walter Parraga (407-764-0245)
8936 SYDNEY AVE, KISSIMMEE, FL 34747
$445,000128 Days on yellowkey MLS ID: O6374304
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $673 Tax: $5,571 (2025)Community: Windsor At Westside Ph 3Spa: NoTownhouse
Taxes:$5,571
Remarks: Beautiful fully furnished vacation home located in the highly desirable Windsor at Westside Resort. This property offers an open floor plan, private screened pool and spa, and access to world-class community amenities including clubhouse, resort-style pool, fitness center, playground, and sports courts. Zoned for short-term rental, making it ideal for investors or as a second home. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions. HOA includes cable, internet, lawn care, and resort amenities. Buyer to verify all information, including rental restrictions and HOA requirements.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Paula Maestrini (407-728-2666)
7803 BASNETT CIR, KISSIMMEE, FL 34747
$699,00026 Days on yellowkey MLS ID: O6397158
0 Days Off yellowkey (back on 5/22/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $7,362 (2025)Community: Windsor HillsSpa: YesVilla
Taxes:$7,362
Remarks: Under contract-accepting backup offers. Welcome to 7803 Basnett Circle, one of the most desirable vacation homes in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This stunning 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of beautifully appointed living space, thoughtfully designed to sleep large groups in comfort and style. The open-concept main floor features a spacious living and dining area perfect for entertaining, a fully equipped kitchen with breakfast nook, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — and a dedicated laundry room for added convenience. Step outside and discover what truly sets this home apart: a private screened pool with an integrated spa, surrounded by a generous covered patio and deck that opens to a wide, unobstructed green view — no rear neighbors, no walls, just open space and natural light. The home's premium lot orientation maximizes sunlight throughout the day, making every afternoon by the pool feel like a resort experience. Upstairs, five additional bedrooms include two master suites, offering the privacy and comfort that today's vacation rental guests expect and remember. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with proven vacation rental appeal or a private family retreat steps from the magic of Orlando, 7803 Basnett Circle delivers on every level. Offered fully furnished and ready to generate income from day one.
Listing is courtesy of: FLORIDA 360 REALTY LLC (954-325-2625)
Listing Agent: Cristobal Murature Reggiardo (407-433-1933)
2108 MOROCCO WAY, KISSIMMEE, FL 34747
$589,90055 Days on yellowkey MLS ID: S5147141
REDUCED by $5,000 (0.8%) on 05/15/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2017Monthly Fee: $563 Tax: $10,059 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$10,059
Remarks: Under contract-accepting backup offers. Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Jim Mcquade (407-906-6508)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000112 Days on yellowkey MLS ID: O6380091
Bed: 13 Bath: 12.5 Gar: 4 Liv Area Sq Ft: 6351 Built: 2020Monthly Fee: $697 Tax: $14,776 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$14,776
Remarks: Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.
Listing Agent: Matt Dixon (407-965-8906)
8781 ZEN DR, KISSIMMEE, FL 34747
$325,00021 Days on yellowkey MLS ID: O6405717
INCREASED by $6,000 (1.9%) on 05/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1360 Built: 2024Monthly Fee: $230 Tax: $4,020 (2025)Community: Hub At Westside ReserveTownhouse
Taxes:$4,020
Remarks: .
Listing is courtesy of: MIAMI LIFE REALTY LLC (786-464-8804)
Listing Agent: Jorge Kupferman (786-306-7308)
2308 DISTANT SUN TRL, KISSIMMEE, FL 34747
$1,200,00032 Days on yellowkey MLS ID: O6402383
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3544 Built: 2025Monthly Fee: $718Community: Solara Phase 3Single Family
Taxes:$0
Remarks: Enjoy the luxury and excitement with this professionally decorated vacation home. Just last month 8 BEDROOMS decorate (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring a true Theme Park sensation right into your home—perfect for guests of all ages. Whether you’re looking for a HIGH-PERFORMING short-term rental, or a personal getaway, or both, this home checks every box. It’s fully turnkey with immersive themed rooms, access to resort-style amenities, a prime location near world-famous attractions. With spacious living areas, a modern kitchen, and private outdoor space, this home is ideal as a vacation retreat or income-producing investment. Imagine owning your slice of paradise in one of Central Florida’s most sought-after destinations—message now for details or to schedule your private showing and the income rental numbers!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Monica Gallo (407-520-9579)
8719 ROCKINGHAM TER #C, KISSIMMEE, FL 34747
$210,000204 Days on yellowkey MLS ID: O6358064
1 Days Off yellowkey (back on 5/22/2026)
REDUCED by $5,000 (2.3%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1381 Built: 1998Monthly Fee: $345 Tax: $2,895 (2024)Community: Villas At Island Club Phase 4Condo
Taxes:$2,895
Remarks: Under contract-accepting backup offers. ***BACK MARKET- NO FAULT OF SELLER***INCREDIBLE NEW PRICE***Ideal Location! Beautifully Renovated Condominium in the Villas at Island Club. Discover this well-maintained condominium in the highly sought-after Villas at Island Club—a gated community perfectly suited for short-term vacation rentals (STRs) or as your private residence. Located just minutes from Walt Disney World, Margaritaville Resort-Orlando, world-class theme parks, shopping, golfing, and dining, this property offers both convenience and resort-style living. Enjoy a prime location directly across from the tennis courts, clubhouse, fitness center, pool, heated spa, playground, and BBQ area. There’s even an additional community pool on site for your enjoyment. Inside, you’ll find a spacious split floor plan with vaulted ceilings and abundant natural light streaming through large windows. The primary suite features private balcony access, perfect for relaxing and enjoying the Florida sunshine. Unit features a modern kitchen with granite countertops, newer stainless-steel appliances, and stylish laminate flooring throughout. Both bathrooms have been tastefully remodeled with contemporary finishes, offering a fresh and move-in ready feel. The home contains lots of storage throughout while both the primary suite and 2nd bedroom have spacious walk-in closets. Enjoy a BRAND NEW HOT WATER HEATER. A few pictures are virtually staged. Fantastic access with nearby SR 429, U.S. Highway 192 (W. Irlo Bronson Memorial Highway), U.S. Highway 27 and Orlando International Airport. Whether you’re looking for an investment property, vacation getaway, or a full-time residence, this condo combines comfort, style, and an unbeatable location.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Deborah Moran (407-579-5368)
7750 TEASCONE BLVD, KISSIMMEE, FL 34747
$559,00090 Days on yellowkey MLS ID: S5144428
REDUCED by $10,000 (1.8%) on 05/02/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2007Monthly Fee: $171 Tax: $6,071 (2025)Community: Windsor Hills Ph 6Spa: YesSingle Family
Taxes:$6,071
Remarks: Here is your opportunity to own one of the small number of single story 4 bedroom 4 bathroom homes that were built in the gated resort of Windsor Hills. The turnkey home is being sold fully furnished and features tasteful upgrades throughout including stainless steel appliances and solid stone countertops in the open plan kitchen. There are two ensuite primary bedrooms and two further bedrooms featuring two twin beds in each room. Ceramic tiling is featured throughout the main living spaces and in the bathrooms while the bedrooms are carpeted. At the rear of the property through any of the numerous sliding glass doors is a covered lanai, block paved deck and the south-facing screened in pool & spa, perfect for soaking up the Florida sun all day long! The 2-car garage is currently being used as an air conditioned games room equipped with a pool table, an arcade style video game, a table Foosball game, an air hockey table and a television. The roof is constructed using tiles as opposed to the more common asphalt shingles, alleviating any concerns about replacement or insurance worries. The resort offers many amenities for you to enjoy such as 24 hour gated manned entry point, a large zero-entry lagoon-style heated pool with water slides, tennis courts, fitness center, movie theater, sundry shop and cafe, and much more! Windsor Hills is one of the closest communities to Walt Disney World at just 4 miles to the main gates! This home is being sold fully furnished and is ready to live in or can continue to be used as an income producing short term rental property. As a very popular rental property on VRBO, a full rental history is available upon request.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Iain Robinson (407-334-3804)
9055 TREASURE TROVE LN #105, KISSIMMEE, FL 34747
$229,90023 Days on yellowkey MLS ID: O6404769
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $837 Tax: $3,739 (2025)Community: Caribe Cove Resort CSpa: NoCondo
Taxes:$3,739
Middle School: Celebration K-8
Remarks: Welcome to 9055 Treasure Trove Ln #105, a charming and effortlessly inviting first-floor furnished condo residence tucked inside the sought-after Caribe Cove community in Kissimmee. This thoughtfully designed home blends comfort, convenience, and relaxed Florida living, offering a bright open-concept layout that immediately feels spacious and welcoming from the moment you step inside. The heart of the home features a seamless flow between the kitchen, dining, and living areas—perfect for both everyday comfort and easy entertaining. Natural light fills the space through large sliding glass doors that open to a private balcony-style retreat, creating a peaceful indoor-outdoor connection ideal for morning coffee or winding down after a long day. The split-bedroom layout enhances privacy, giving the primary suite its own quiet escape with a generous walk-in closet and private bath. Designed for ease of living, this fully furnished unit also includes in-home laundry and practical storage solutions that make day-to-day life simple and efficient. Being on the ground floor adds a layer of convenience that’s hard to beat—no stairs, easy access, and a smooth flow in and out of the home. Spectrum basic cable and WiFi, along with water and sewer, are included—adding even more value and convenience for owners and guests alike. Perfectly suited as a short-term rental or vacation getaway, this turnkey property is being sold fully furnished, including TVs, dishes, flatware, small appliances, and more! This residence delivers the perfect combination of comfort, location, and lifestyle appeal—all wrapped in a resort-style setting just minutes from Orlando’s world-famous attractions.
Listing is courtesy of: CANI PROPERTY MANAGEMENT (321-280-9065)
Listing Agent: Jeremy Porter (321-280-9065)
241 FALLS DR, KISSIMMEE, FL 34747
$1,150,00049 Days on yellowkey MLS ID: S5146843
2 Days Off yellowkey (back on 5/22/2026)
Bed: 11 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 5496 Built: 2017Monthly Fee: $725 Tax: $8,395 (2025)Community: Reunion West Ph 2A WestSpa: YesSingle Family
Taxes:$8,395
Remarks: Under contract-accepting backup offers. AMAZING OPPORTUNITY… LOCATION, LOCATION, LOCATION ,VACATION, INCOME!!! GREAT OPPORTUNITY FOR INVESTORS, as a short rental home or even residential home . THE AMAZING HOME OF 11 BEDROOMS, 10 full BATHROOMS, 3 HALF-BATH…GATED COMMUNITY in the heart of Kissimmee , The home features a grand open entertaining space encompassing a stunning kitchen with a beautiful GRANITE counters island style breakfast bar, the gourmet kitchen also features stainless steel appliances and modern backsplash, family room and dining area, Head out to the SPARKLING private pool deck. The stunning master bedroom and three further bedrooms can be found on the lower floor. Upstairs, you will find the seven additional bedrooms with six being on-suites. Upstairs is where you will also find the themed movie theater with leather recliners, relaxing balcony area overlooking the glistening private pool, spa and the most beautiful view of the entire resort…new wood laminate flooring throughout the home. The home is professionally decorated and furnished to the highest standards and features custom one-off family-friendly and fun, There is something for everyone. The current owner has invested over $200,000 in this furniture package, which is included in the price, all appliances are included with 2 dishwashers . This house is located on a spectacular oversized lot, just a few steps from Encore at Reunion community. The resort community Water Park features: water slides, splash pad, beach volleyball bar/restaurant and other beach-side amenities. The indoor recreation includes large screen TV, gaming systems, snack market, and arcade room. The resort offers complimentary transportation to the top Orlando theme parks, including Walt Disney World® Resort, SeaWorld, and Universal Orlando Resort. home is sold as is , price includes all the appliances and the ALL the furniture .
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Ahmed Hathout (801-859-4043)
1861 NICE CT, KISSIMMEE, FL 34747
$577,000179 Days on yellowkey MLS ID: O6363676
REDUCED by $3,000 (0.5%) on 05/22/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3281 Built: 2018Monthly Fee: $563 Tax: $7,850 (2025)Community: Windsor At WestsideSingle Family
Taxes:$7,850
Remarks: Short Sale. Price Reduction! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michael Steward (386-243-9585)
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