Location: Kissimmee
Do Not Show Listings
8921 LEGACY CT #18-308, KISSIMMEE, FL 34747
$235,00015 Days on yellowkey MLS ID: S5146879
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 901 Built: 2000Monthly Fee: $459 Tax: $2,705 (2025)Community: Legacy DunesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,705
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience the ultimate turnkey investment or vacation getaway with this stunning, fully furnished 2-bedroom, 1-bathroom condo located on the top floor of building 18 in the highly sought-after Legacy Dunes resort. This unit has been meticulously renovated to meet the highest standards, featuring luxury vinyl flooring throughout and a modern kitchen boasting new cabinets, quartz countertops, ceramic floor tiles and backsplash, and kitchen lights were upgraded to pot lights. The property features new appliances including a stove, fridge, microwave, and dishwasher, complemented by a fully redesigned bathroom featuring a new bathtub, anti-fog vanity mirror, and sleek ceramic surrounds. With premium furniture from Rooms To Go, Samsung Smart TVs (50" in bedrooms, 55" in living room), and a rare dual-storage setup (including a newly added lockable maid’s closet plus the exterior owner's closet), this home is perfectly optimized for short-term rental success. Beyond the front door, relax on your private screened-in patio with a peaceful forest view, far from the hustle and bustle. Legacy Dunes offers world-class amenities including a sparkling resort-style pool, fitness center, clubhouse, and sports courts, all while being just minutes from Disney World, Universal Studios, premier dining, and shopping. To ensure your success, the sellers are offering a unique "soft transition" package, including 3-6 months of co-hosting and specialized training on a pricing structure designed to outperform standard property managers. Whether you are looking for a personal tropical retreat or a high-performing asset, this condo is a rare find in the heart of Central Florida.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
3231 CUPID PL PL, KISSIMMEE, FL 34747
$315,00015 Days on yellowkey MLS ID: TB8492645
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2018Monthly Fee: $575 Tax: $4,866 (2024)Community: West Lucaya VillageTownhouse
Taxes:$4,866
Tax Year: 2024
Remarks: ***PRICED UNDER MARKET VALUE*** Welcome to this well-kept 4-bedroom, 3-bath corner townhome in the highly sought-after West Lucaya Resort in Kissimmee. Built in 2017, this fully furnished home offers just under 1,700 sq ft of comfortable, well-planned living space—perfect as a vacation home, short-term rental, or even a primary residence. The main floor features an open layout that flows easily between the living room, dining area, and kitchen, making it great for both relaxing and entertaining. The kitchen is finished with granite countertops, stainless steel appliances, and a bar-top for extra seating. There’s also a primary bedroom on the first floor, which adds flexibility for owners or guests. Upstairs, you’ll find another spacious suite with its own private bathroom, along with two additional themed bedrooms that are set up to give guests a fun, memorable stay. Being a corner unit, the home gets great natural light and offers a bit more privacy. It’s located in a gated, resort-style community with amenities that include a zero-entry pool and spa, clubhouse, fitness center, game room, business center, playground, and well-maintained grounds. You’re just minutes from Disney, shopping, dining, and major highways—making this an ideal spot for both personal use and rental income. Whether you're looking for a turnkey investment or a place to enjoy Central Florida, this one is ready to go.
Listing is courtesy of: VREELAND REAL ESTATE LLC (904-347-7690)
Listing Agent: Lucas Sadowski (862-823-4063)
262 MARCELLO BLVD, KISSIMMEE, FL 34746
$899,99915 Days on yellowkey MLS ID: S5146865
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4762 Built: 2023Monthly Fee: $431 Tax: $13,679 (2025)Community: Bellavida ResortSingle Family
Taxes:$13,679
Remarks: Experience the ultimate in Florida luxury at 262 Marcello Blvd, a stunning, fully furnished 12-bedroom, 11.5-bathroom estate located in the prestigious gated community of BellaVida Resort. Designed to captivate, this property is a short-term rental powerhouse and a dream for large families alike. The interior boasts an array of expertly themed rooms, including immersive Mario, Star Wars, Mickey, Comics, and Encanto spaces, plus a Harry Potter room complete with a custom bed slide. Entertainment is endless with a private theater room and a professionally converted garage game room, while the screened-in lanai features a sparkling private pool and hot tub for soaking in the sunshine.Beyond the doorstep, BellaVida Resort offers world-class amenities, including a 6,700-square-foot clubhouse, resort-style pool, fitness center, basketball and volleyball courts, and a scenic 15-acre lake with walking trails. This prime location puts you minutes from Walt Disney World, Universal Studios, and top-tier dining and shopping along the US-192 corridor. Whether you are an investor looking for a high-yield vacation rental, a primary buyer seeking a spacious sanctuary, or a second-home owner wanting a slice of the magic, this turnkey property offers the perfect blend of location, luxury, and themed excitement
1929 TROPICAL PALMS CIR, KISSIMMEE, FL 34747
$555,00015 Days on yellowkey MLS ID: O6395222
Bed: 6 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2987 Built: 2022Monthly Fee: $645 Tax: $8,496 (2025)Community: Solara Resort Vacation Villas RepSingle Family
Taxes:$8,496
Remarks: Your dream vacation rental — fully loaded and already cash-flowing. Being built in 2022, you will be fall in love with this low maintenance home. This 6-bed, 5-bath stunner in Solara Resort checks every box: fully furnished, professionally designed, and packed with future bookings that transfer at closing. Inside: double-height ceilings, an open-concept layout, a sleek chef’s kitchen, game loft, office, and large bedrooms that guests rave about. Outside: private heated pool, spa, and covered lanai. Located minutes from Disney, Solara is a top-tier short-term rental community with a full water park, resort-style pool, clubhouse, restaurant, tiki bar, gym, spa, arcade, sports courts, and more. Whether you're an investor or buying your own escape, this is the rare property that delivers luxury and passive income from day one.
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Michael Gangemi (406-564-6160)
2210 GRAND CAYMAN CT #1737, KISSIMMEE, FL 34741
$195,00015 Days on yellowkey MLS ID: S5146804
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1999Monthly Fee: $348 Tax: $1,119 (2025)Community: Villas Del SolCondo
Taxes:$1,119
Remarks: Welcome home to this beautifully maintained 2-bedroom, 2-bath condominium offering serene pool views and a peaceful backdrop of Shingle Creek. This inviting home features an open and functional layout with luxury vinyl flooring and elegant granite countertops, perfect for both everyday living and entertaining. Enjoy the convenience of an indoor laundry room and the added bonus of attic storage—rare finds in condo living. Both bedrooms include spacious walk-in closets, providing ample storage and comfort. Step outside and take in the tranquil surroundings, or take advantage of the community’s resort-style amenities, including two sparkling pools, a playground, tennis courts, a fully equipped fitness center, and a welcoming clubhouse. Whether you're looking for a primary residence, or vacation getaway, this condo offers the perfect blend of comfort, convenience, and lifestyle.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-891-1220)
Listing Agent: Ashli Berg (407-301-7450)
4562 JONAFREE LN #104, KISSIMMEE, FL 34746
$245,00015 Days on yellowkey MLS ID: O6395092
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 2006Monthly Fee: $601 Tax: $3,552 (2025)Community: Villas At Seven Dwarfs Lane Condo Cb 11 Pgs 144-15Townhouse
Taxes:$3,552
Elementary School: Floral Ridge Elementary
High School: Poinciana High School
Middle School: Kissimmee Middle
Remarks: PRICE IMPROVEMENT! Great location!! Located on one of the most popular avenues in Kissimmee,.just 10 min to Disney. Description: Unbeatable value!! This fully furnished 3 bedroom, 2 bathroom villa in the amazing 24/7 guard-gated Villas at Seven Dwarfs Lane has just received a massive price adjustment. Whether you are seeking a high-performing investment, a vacation retreat, or a primary residence, this turn-key home is the best deal in the community. STRESS-FREE OWNERSHIP: Forget about surprise repairs! This home offers total peace of mind with major recent upgrades: Practically new roof: replaced less than 2 years ago. New HVAC system: only 2 years old for maximum efficiency. New mechanics: new Washer/Dryer. New waterproof vinyl flooring installed: kitchen area and the bathrooms. PRIME LOCATION: Location is everything! You are perfectly positioned just 8 miles (10 minutes) from Disney World, 20 minutes from Universal Studios/SeaWorld, and less than 5 minutes from major highways, shopping and world class dining. RESORT AMENITIES: Owners and guests enjoy a tropical paradise: a resort pool with a tiki bar, water-park slide, fitness center, game room, and courts for tennis, basketball, and sand volleyball. The resort also has a car wash!! HOA fee covers cable, high-speed internet, and exterior maintenance. Short-term rentals are permitted and highly profitable here!! If you are looking for a vacation rental property, this is your opportunity but if you are also looking for a place to live where you feel like you're always on vacation, this is the place for you!! Schedule your private tour TODAY!
Listing is courtesy of: MACK 1 REALTY GROUP (352-346-2105)
Listing Agent: Carlos De Pinho Ferreira (407-747-8937)
3158 BRASILIA AVE, KISSIMMEE, FL 34747
$450,00015 Days on yellowkey MLS ID: O6394706
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2396 Built: 2016Monthly Fee: $530 Tax: $5,226 (2025)Community: Magic VillageTownhouse
Taxes:$5,226
Remarks: Welcome to 3158 Brasilia Ave, a stunning fully furnished luxury townhome located in the highly desirable Magic Village Resort, just minutes from Walt Disney World and Orlando’s premier attractions. This beautifully designed 4-bedroom, 4.5-bathroom residence features a contemporary open-concept layout with high ceilings, abundant natural light, and upscale finishes throughout. The home offers two spacious primary suites, including one conveniently located on the first floor, making it ideal for vacation guests or multi-generational use. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, and custom wood cabinetry, seamlessly flowing into the living and dining areas for effortless entertaining. Step outside to a private patio complete with a built-in grill and sink, overlooking a peaceful lake view, while a second-floor balcony provides an additional space to relax and unwind. Located within a premier short-term rental community, this property offers excellent income potential with strong and consistent demand driven by its close proximity to Disney, major theme parks, shopping, dining, and entertainment. Residents and guests of Magic Village enjoy access to resort-style amenities including a community pool, hot tub, on-site restaurant, and a fully equipped fitness center, enhancing both guest experience and rental appeal. The home is being sold fully furnished with high-end décor, flat-screen televisions, hotel-quality bedding, and all essential housewares, making it completely turnkey for immediate personal use or rental income. Whether you are seeking a vacation home, investment property, or both, this residence presents a rare opportunity to own a luxury property in one of Central Florida’s most sought-after resort communities.
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Hunter Albritton (863-287-1268)
3008 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$329,00015 Days on yellowkey MLS ID: O6394729
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $474 Tax: $7,616 (2025)Community: Rolling Oaks Ph 7Townhouse
Taxes:$7,616
Remarks: Bright and spacious TWO BEDROOM VILLA WITH BONUS BUNK ROOM located in the heart of Margaritaville Resort just 5 minutes from Disney! This spacious townhome is located on a premium lot with open greenspace views and has two large bedrooms, plus a bonus bunk room, cozy and perfect for children or guests. It also comes with high end wood look tile, quartz countertops, upgraded appliances, wooden stairs, private owners' closet, high ceilings, and so much more! This property can be used as a full-time residence, second home, or short-term rental property. This resort style community features three large swimming pools near the Margaritaville Resort Hotel, 4 pools just steps from the villa itself, multiple restaurants and bars, fitness center, full-service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
2677 READING TRL, KISSIMMEE, FL 34746
$529,90015 Days on yellowkey MLS ID: O6394040
0 Days Off yellowkey (back on 3/31/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2168 Built: 2022Monthly Fee: $545 Tax: $6,318 (2025)Community: Cove At Storey Lake 5Townhouse
Taxes:$6,318
Remarks: Welcome to this beautifully upgraded 5 bedroom end unit townhome located in the highly sought after resort community of Storey Lake. This property is being sold fully furnished and features professionally designed custom themed rooms that create an unforgettable experience for guests and owners alike. The home includes a custom Star Wars room with detailed, custom built features that truly transform the space, along with Encanto and Mickey Mouse themed bedrooms that are thoughtfully designed and professionally finished. The home is nicely appointed with quality furniture, stylish décor, and is truly turnkey. As an end unit, the property offers additional privacy, more natural light, and a quieter setting compared to interior units. The open concept floor plan features a modern kitchen with stone countertops, stainless steel appliances, and a spacious living and dining area that opens to a private screened in patio with pool, perfect for relaxing after a day at the parks. Storey Lake is one of Central Florida’s premier resort communities, located just minutes from Walt Disney World, shopping, dining, and major highways. The community features resort style amenities including a clubhouse, multiple pools, lazy river, water slides, fitness center, mini golf, sports courts, playground, and on site dining, making it a top choice for vacation home buyers and short term rental guests. This property is ideal as a vacation home, short term rental investment, or personal getaway in the heart of Central Florida.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
267 SOUTHFIELD ST, KISSIMMEE, FL 34747
$710,000112 Days on yellowkey MLS ID: O6365793
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2945 Built: 2020Monthly Fee: $784 Tax: $11,202 (2024)Community: Reunion West Ph 4Single Family
Taxes:$11,202
Elementary School: Westside K-8
High School: Celebration High
Remarks: Welcome to your private resort retreat at Encore Club at Reunion.This exceptional five-bedroom, five-and-a-half-bath residence, built in 2020, offers 2,945 square feet of thoughtfully designed living space and represents a rare opportunity to own a high-performing short-term rental in one of Central Florida’s most sought-after resort communities.From the moment you arrive, the elegant driveway and striking curb appeal set the tone for what awaits inside, a bright, open-concept floor plan curated for comfort, style, and effortless entertaining. The gourmet kitchen flows seamlessly into the main living areas and features beautiful California-style countertops, contemporary finishes, and an inviting layout perfect for hosting family, friends, or guests from around the world. Offered fully furnished and professionally decorated, the home is truly turnkey — thoughtfully styled to delight every guest and maximize rental appeal. Each of the five bedrooms enjoys its own private en-suite bath, creating a sense of privacy and luxury throughout the home.Step outside to your private outdoor oasis, where a sparkling pool and spa invite you to relax, unwind, and soak in the Florida sunshine. This outdoor living space perfectly complements the interior, creating the ideal setting for vacation memories, sunset evenings, and resort-style enjoyment. Located just steps from Encore’s spectacular water park and clubhouse, residents and guests enjoy access to world-class amenities including on-site restaurants, tennis courts, a state-of-the-art fitness center, basketball courts, playgrounds, and more — all within the security of a gated, professionally managed resort community. Whether you are seeking a personal luxury getaway or a high-performance short-term rental investment, this property delivers on every level. Ideally positioned just minutes from Walt Disney World, Universal Studios, championship golf, premier shopping, and fine dining, it sits at the very heart of Orlando’s thriving vacation corridor.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Nohora Gomez (407-748-1242)
3176 TAMARIND CIR #19, KISSIMMEE, FL 34747
$260,00046 Days on yellowkey MLS ID: TB8480562
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1992Monthly Fee: $370 Tax: $2,551 (2025)Community: Vlgs At Mango Key Ph 1A TheTownhouse
Taxes:$2,551
Remarks: Welcome to your opportunity to own a beautifully located townhome just minutes from Walt Disney World Resort and conveniently close to other world-famous attractions like Universal Orlando Resort and SeaWorld Orlando. Whether you’re looking for a personal vacation retreat or a high-demand short-term rental investment, this property checks every box. Located in a short-term rental–approved community, this townhome is Airbnb-ready and perfectly positioned to attract year-round visitors. Its proximity to theme parks, entertainment, shopping, and dining makes it an ideal choice for travelers seeking convenience and comfort during their stay. Guests and owners alike will love being just minutes from popular shopping destinations, restaurants, and local attractions, making it easy to enjoy everything the area has to offer without long commutes. With strong rental potential, unbeatable location, and access to some of the most visited attractions in the world, this townhome is a smart investment and a fantastic place to create lasting memories. Schedule your private showing today and secure your piece of Central Florida’s thriving vacation market!
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: Mariza Barone (813-389-1447)
7644 FAIRFAX DR, KISSIMMEE, FL 34747
$999,990153 Days on yellowkey MLS ID: O6359071
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 5142 Built: 2018Monthly Fee: $550 Tax: $15,008 (2023)Community: Reunion West Ph 2B WestSingle Family
Taxes:$15,008
Tax Year: 2023
Middle School: Horizon Middle
Remarks: Under contract-accepting backup offers. Welcome to 7644 Fairfax Drive, a showstopping FULLY FURNISHED 9-bedroom, 8.5-bathroom residence tucked inside the world-renowned REUNION WEST COMMUNITY of Kissimmee, where 24-hour gated security, resort-style amenities, and timeless design converge into a lifestyle that feels more like a dream vacation than a home. Step inside to discover a thoughtfully designed layout that’s as practical as it is luxurious. The open-concept main living space flows seamlessly into an entertainer’s kitchen, complete with sleek stainless-steel appliances, dual refrigerators, and an expansive breakfast bar that invites conversation and connection. Every room has been carefully curated with stylish furnishings that blend comfort and elegance, creating a move-in-ready home or investment property that needs nothing more than your suitcase. Three indulgent primary suites provides private havens of relaxation, each featuring dual vanities, deep soaking tubs, and separate showers. Upstairs, a spacious loft with a pool table and a private theater room add layers of entertainment perfect for large families, vacationers, or guests seeking a touch of luxury. Outside, your own private oasis awaits behind a fully fenced yard with a heated pool and spa set against Florida’s endless sunshine—ideal for both daytime lounging and evening gatherings under the stars. Living in Reunion West means experiencing the very best of a world-class resort right at your doorstep, including a five-acre private water park with thrilling slides and a lazy river, multiple swimming pools, tennis and pickleball courts, and three championship golf courses designed by Arnold Palmer, Jack Nicklaus, and Tom Watson. The community also features on-site restaurants offering everything from rooftop dining with sunset views at Eleven to steak and seafood at 7593 Chophouse, sushi at the Lobby Sushi Bar, and casual poolside bites at the Grill at the Water Park. Beyond the gates, the magic of Central Florida is right around the corner—just minutes from Walt Disney World, ESPN Wide World of Sports, Island H2O Water Park, Margaritaville, and Old Town Kissimmee, where live music, car shows, and classic fair-style rides create endless fun. When it’s time to unwind, you’ll find top-rated spas, fitness studios, and lush nature trails nearby, as well as shopping destinations like Celebration Town Center and the Orlando Vineland Premium Outlets. For dining beyond the resort, explore Kissimmee’s growing culinary scene with favorites such as Bahama Breeze, Celebration Town Tavern, and Columbia Restaurant in Celebration. Essential conveniences are also close at hand, with AdventHealth Celebration and Orlando Health Horizon West less than 15 minutes away, and Orlando International Airport about a 30-minute drive, making travel effortless. With HOA services covering lawn care, landscaping, irrigation, trash pickup, cable, and high-speed internet—and optional pool maintenance available—you can enjoy a truly hands-free experience whether this is your personal retreat or a high-performing short-term rental investment. Designed to deliver both elegance and ease, this home embodies the very best of luxury resort living while providing the comfort and functionality of a private residence. At 7644 Fairfax Drive, every detail has been considered, every comfort provided, and every day feels like a five-star getaway. **EXCLUSIVE FINANCING INCENTIVES through our preferred lender**
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Jared Dunn (407-493-8872)
3978 BLOSSOM DEW DR, KISSIMMEE, FL 34746
$518,000151 Days on yellowkey MLS ID: O6350333
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3342 Built: 2007Monthly Fee: $112 Tax: $5,942 (2025)Community: Orangebranch BaySingle Family
Taxes:$5,942
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Don’t miss this opportunity. Below market price. Highly Motivated Seller! Exquisite Modern Haven in Kissimmee – Your Central Florida Dream Awaits! Step into a world of elegance with this impeccably RENOVATED 5-BEDROOM, 4-BATHROOM single-family home, nestled in the vibrant heart of Kissimmee, just 20 MILES from Central Florida’s iconic THEME PARKS! Sprawling across 3,342 SQFT on a sprawling 0.34-ACRE lot in a highly sought after GATED COMMUNITY, this meticulously crafted residence radiates sophistication with HIGH-END FINISHES and contemporary charm. Imagine hosting lively dinner parties in the GOURMET KITCHEN, a culinary masterpiece with stainless steel APPLIANCES, a generous PANTRY, and sleek custom CABINETRY, flowing seamlessly into a stunning OPEN-CONCEPT living area. Here, friends gather around the custom built-in ENTERTAINMENT CENTER, bathed in the glow of designer light FIXTURES, while custom accent WALLS spark conversation. Picture retreating to the expansive owner’s SUITE, your personal sanctuary, featuring an OVERSIZED walk-in CLOSET with BUILT-IN CABINETRY and a spa-like BATH with a separate SHOWER, luxurious garden TUB, double VANITY, and private water CLOSET—perfect for unwinding after a day of adventure. For MULTI-GENERATIONAL LIVING, the SECLUDED UPSTAIRS SUITE offers an ensuite BATHROOM, ample CLOSET space, and a versatile layout spacious enough for a LIVING ROOM set and extra STORAGE. Imagine your guests or family members relaxing in this private haven, sipping coffee while enjoying the tranquility of their own space. Envision summer barbecues on the screened rear PORCH, laughter echoing as you entertain against the backdrop of a beautifully LANDSCAPED BACKYARD with no rear NEIGHBORS, offering privacy and serenity, it’s ready for a new pool with all hook ups in place. The TASTEFULLY DESIGNED landscaping and FRESHLY PAINTED EXTERIOR create a stunning first impression, while the expansive DRIVEWAY and nearby GUEST LOT make hosting effortless. Picture working from home in the custom OFFICE with elegant double glass door ENTRY, where natural light inspires productivity, or organizing family essentials in the oversized laundry ROOM with EXTRA SHELVING. See yourself curling up with a book in the airy living spaces, where modern FLOORING and abundant STORAGE keep everything effortlessly stylish. The large PANTRY ensures you’re always ready to whip up a feast, whether for a cozy family night or a festive gathering. Located minutes from top-rated SCHOOLS, vibrant SHOPPING, diverse DINING, and world-class ENTERTAINMENT, this home invites you to live the Central Florida lifestyle to the fullest—whether it’s a day at the THEME PARKS or a quiet evening at home. This extraordinary property isn’t just a house; it’s where memories are made. Schedule your private TOUR today and imagine your life in this luxurious retreat!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Gabriel Garcia (407-917-7070)
1638 WINDSOR OAK CT, KISSIMMEE, FL 34744
$265,000222 Days on yellowkey MLS ID: S5133782
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1999Monthly Fee: $180 Tax: $2,008 (2024)Community: Windsor OaksTownhouse
Taxes:$2,008
Remarks: Whether you live here year-round or use it as your Florida escape, this property offers the best of both worlds, personal enjoyment and rental income potential when you’re away. Welcome to this beautifully maintained and fully upgraded townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-bedroom, 2.5-bath home features a flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym. Major improvements give this home incredible value and peace of mind: the roof was replaced just 8 months ago, the A/C is only 2 years old, the water heater is brand new, the sliding glass door recently installed new, and all appliances including washer and dryer are included.You’ll find a bright and inviting open-concept living and dining area that flows seamlessly into the kitchen. The kitchen has been fully upgraded with new cabinets, modern fixtures, a farmhouse sink, quartz countertops with a beautiful backsplash, and a new garbage disposal. All bathrooms feature new cabinetry and fixtures, while the upstairs and bedrooms are finished with new laminate flooring. Windsor Oaks provides a low HOA, short-term rental approval, and a community pool, making this property ideal for investors and first-time homeowners alike. With shops, restaurants, and entertainment nearby, this home blends modern upgrades with everyday convenience.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Lissette Escobar (407-340-8115)
812 E FLAG LN, KISSIMMEE, FL 34759
$260,000139 Days on yellowkey MLS ID: O6363214
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1488 Built: 1973Monthly Fee: $90 Tax: $1,420 (2025)Community: Poinciana Village 1 Nbhd 3 SouthSingle Family
Taxes:$1,420
Elementary School: Chestnut Elem
Middle School: Discovery Intermediate
Remarks: Attention Investors If you're looking for an income-producing property, this is the one. This beautifully renovated and updated home can generate an impressive $3,000 a month. One of the original bedrooms has been converted into a private studio unit, creating the perfect setup for rental income or multigenerational living. Income Breakdown: Studio Unit: $1,200/month Main 2/2 Unit: $1,800/month (Currently Vacant) Inside, the home features new ceramic flooring throughout, new appliances, and a fully remodeled kitchen with modern, energy-efficient upgrades. Both bathrooms have been completely renovated, offering a fresh, contemporary look. Additional Highlights: AC and roof less than 10 years old, Low monthly HOA with WIFI. Move-in ready and centrally located, this well-maintained, income-producing property is perfect for a homeowner or Investor looking to add additional income to their portfolio. Don’t miss this opportunity!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Guerschom Demosthenes (407-595-8928)
8974 CANDY PALM RD, KISSIMMEE, FL 34747
$359,900138 Days on yellowkey MLS ID: O6363727
REDUCED by $5,000 (1.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1884 Built: 2008Monthly Fee: $737 Tax: $4,782 (2024)Community: Paradise Palms Resort Ph 1Townhouse
Taxes:$4,782
Remarks: NO REAR NEIGHBORS and FULLY FURNISHED! Great for air BnB short term or long term rentals or make this incredible, one of a kind resort your permanent home! Welcome to 8974 Candy Palm, one of the most thoughtfully themed townhomes in Paradise Palms — located in the heart of Orlando’s theme park corridor and just steps from the stunning clubhouse! This professionally designed 4-bedroom, 3-bath vacation home stands out from the competition with its light, bright interior, immersive themed rooms, and subtle hidden Mickey touches throughout. Recently refreshed with BRAND NEW AC (2026), new paint top to bottom, new décor, and new mattresses and bedding, new TV’s and more….this property is completely move-in ready and income-producing from day one. The open-concept main living area features granite countertops, stainless steel appliances, and seamless indoor-outdoor flow to your private lanai. The Epcot-inspired kitchen wallpaper creates a memorable design feature guests rave about. A convenient downstairs bedroom with full bath adds flexibility for multigenerational stays. Upstairs, guests are immersed in three unforgettable themed bedrooms: • Toy Story • Peter Pan • The Incredibles Each room is designed to elevate the guest experience! Step outside to your south-facing private splash pool with NO REAR NEIGHBORS, offering ideal sun exposure and enhanced privacy — a premium feature renters actively search for. Located inside the guard-gated, resort-style Paradise Palms community featuring: • Lagoon-style pool & spa • Fitness center • Movie theater • Arcade • Tennis courts • 24-hour security HOA includes cable, internet, lawn care, and full amenity access including guarded gate acess. Zoned for short-term rental and professionally managed, buyers have the option to retain current management and step into a seamless income stream. If you’re looking for a vacation home that stands out in photos, attracts bookings, and delivers immediate return — this is it. Hope to see you real soon!!
Listing is courtesy of: HOMETOWN REALTY GROUP INC (407-628-4663)
Listing Agent: Meredith Mahn (321-438-5566)
2749 N POINCIANA BLVD #16, KISSIMMEE, FL 34746
$154,900159 Days on yellowkey MLS ID: R4910186
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1990 Tax: $3,118 (2024)Community: Villas At Somerset TheCondo
Taxes:$3,118
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE REDUCTION!!! Spacious 3-bedroom, 2-bath condo in the Villas at Somerset, ideally located just minutes from US-192, Disney-area attractions, shopping, and dining. This second-floor unit offers an open living and dining area with vaulted ceilings, abundant natural light, and a split-bedroom layout for added privacy. The community features resort-style amenities and on-site management — perfect for personal use, long-term rental, or vacation income (buyer to confirm with HOA). Property is sold As-Is, presenting an excellent opportunity to update and add value in a highly desirable Kissimmee location.
Listing is courtesy of: CHRISTOPHER SCOTT REALTY GROUP (770-374-0953)
Listing Agent: Scott Savage (770-374-0953)
3061 WHITE ORCHID RD, KISSIMMEE, FL 34747
$295,000205 Days on yellowkey MLS ID: O6346459
2 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2013Monthly Fee: $470 Tax: $3,999 (2024)Community: Encantada Ph 2Townhouse
Taxes:$3,999
Elementary School: Westside Elem
Middle School: West Side
Remarks: Under contract-accepting backup offers. CORNER UNIT !!!MAKE THIS HOME YOUR'S! GREAT LOCATION FOR SHORT TERM RENT! Welcome to this beautifully maintained home. move-in ready, and ready for bookings—an ideal opportunity for investors looking for a turnkey short-term rental property. Amazing location in Kissimmee FL! Perfectly located just minutes from Walt Disney World, shopping, dining, and major highways, this property offers both comfort and strong short-term rental potential. Step inside to find a bright open floor plan, beautiful kitchen cabinets with granite countertops, stainless steel appliances, and a modern backsplash that make the kitchen both stylish and functional. The living areas are spacious and inviting, while the bedrooms provide privacy and comfort, including a master suite with its own retreat feel. Spectacular clubhouse with am amazinh view for you and your family relax and enjoy the Florida weather. Enjoy Florida living with your private screened patio and hot tub, perfect for relaxing after a long day at the parks. Schedule your private showing today!
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Ayrys Torres (407-227-5046)
138 MADIERA BEACH BLVD, KISSIMMEE, FL 34746
$425,00016 Days on yellowkey MLS ID: S5146755
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 2003Monthly Fee: $100 Tax: $5,399 (2025)Community: Terra VerdeSingle Family
Taxes:$5,399
Remarks: A beautifully furnished 4-bedroom, 3-bathroom pool home with two ensuite bedrooms, set within a guard-gated resort community, offering a tranquil wooded view and a highly sought-after south-facing pool deck bathed in sun all day. From the moment you step inside, the home’s open layout, high ceilings, and abundant natural light create an inviting and spacious feel. At the front of the home, a formal living and dining area with decorative shelving provides a welcoming first impression, while the main living space unfolds toward the rear with a seamless flow between the kitchen, casual dining area, and family room—ideal for both relaxing and entertaining. The remodeled kitchen features granite countertops, modern cabinetry, and a counter-height breakfast bar, all designed to connect effortlessly with the main living areas. Large sliding glass doors from the family room open up to the outdoor space, blending indoor and outdoor living. The primary suite is generously sized and positioned to enjoy views of the pool and conservation. It includes a large closet and a remodeled ensuite bathroom with granite counters, a modern rectangular sink, a separate shower, and a spacious corner soaking tub. A second bedroom also offers its own ensuite bathroom, providing flexibility for guests or strong short-term rental appeal. Two additional themed twin bedrooms share a third updated bathroom, also finished with granite counters and contemporary fixtures. Throughout the home, ceramic tile flooring runs through the main living areas, complemented by laminate wood flooring in the bedrooms, offering both style and durability. Step outside to a spacious south-facing pool deck designed for all-day sunshine—an especially desirable feature for short-term rentals. The outdoor area includes multiple seating spaces, lounge chairs, and a private pool with a bubbling hot tub, all overlooking a peaceful wooded conservation backdrop. The setting is both private and relaxing, with ample deck space for enjoying Florida living year-round. This home is fully furnished and turn-key, making it an excellent opportunity for personal use, a second home, or an income-producing vacation rental. Recent updates provide added confidence and peace of mind, including a roof replaced in 2019, an AC system approximately 5 years old, an electric pool heater installed just 2 years ago, and a washer and dryer also replaced within the last 2 years—helping ensure the home is as functional as it is well presented. Located within Terra Verde Resort, a well-established, guard-gated community known for its amenities, residents and guests enjoy access to a lakefront clubhouse, resort-style pool, fitness center, playground, game room, and sports courts, all just 12 houses down from the property. The location offers outstanding convenience—just minutes to US-192 with its wide array of shopping, dining, and entertainment options. Walt Disney World is only 4 miles away, Universal Studios Florida 35 minutes, and Orlando International Airport is just 25 minutes, making travel and day trips effortless. A standout opportunity in a high-demand resort community—fully furnished, ideally positioned, and ready to perform from day one.
Listing Agent: Irena Aistrop (321-443-7535)
3151 SUNSET WALK DR #1214, KISSIMMEE, FL 34747
$399,00093 Days on yellowkey MLS ID: S5141552
REDUCED by $50,000 (11.1%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1163 Built: 2023Monthly Fee: $1,214 Tax: $8,296 (2025)Community: Sunset Walk Hotel, Embassy SuitesCondo
Taxes:$8,296
Remarks: Discover the perfect blend of luxury and convenience with this fully furnished 2-bedroom, 2-bathroom condo located on the second floor of Building 1 at Embassy Suites by Hilton Sunset Walk. This residence offers a seamless "lock-and-leave" lifestyle, making it an ideal choice for a sophisticated vacation getaway or a strategic addition to an investment portfolio. Positioned within the heart of a premier resort community, this unit provides the comfort of a private home paired with the upscale services and high-standard hospitality associated with a world-class brand. As part of the vibrant Sunset Walk district, owners and guests have access to a wealth of premium amenities, including a tropical resort-style pool, fitness facilities, and signature dining and social experiences. Its prime location puts you just moments away from Central Florida’s iconic theme parks, world-class shopping, and an array of entertainment venues. Whether you’re looking to capitalize on the area's robust tourism market or seeking a personal retreat in the center of the action, this property offers an effortless ownership experience in one of Orlando's most sought-after destinations.
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