Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Price: $1,000,000+
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Kissimmee - 52 properties found
3870 SONOMA BLVD, KISSIMMEE, FL 34741
$1,600,00047 Days on yellowkey MLS ID: O6406240
Bed: 15 Bath: 15.5 Gar: 2 Liv Area Sq Ft: 6249 Built: 2023Monthly Fee: $660 Tax: $21,330 (2025)Community: Sonoma Resort At TapestrySingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,330
Elementary School: Floral Ridge Elementary
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Welcome to an extraordinary luxury vacation residence in the highly sought-after Sonoma Resort at Tapestry, where sophisticated modern design meets exceptional short-term rental potential. Perfectly positioned with tranquil water views at the front, this professionally curated home delivers a true resort-style experience just minutes from Disney, world-class dining, shopping, and Orlando’s premier attractions. Designed for both elegance and functionality, the home showcases expansive open-concept living spaces enhanced by sleek tile flooring throughout all common areas — completely free of carpet in the main living spaces for a refined aesthetic and easy maintenance. The chef-inspired kitchen seamlessly flows into the oversized dining and gathering areas, creating the ideal setting for entertaining large groups and luxury vacation stays. Every detail of this residence has been thoughtfully elevated, from the designer lighting and upscale finishes to the spectacular themed entertainment spaces that set this property apart from the competition. Multiple immersive themed bedrooms create unforgettable guest experiences, while the custom game rooms and private theater-style entertainment areas offer resort-level amenities rarely found in comparable properties. The beautifully designed themed suites provide both visual impact and strong guest appeal, making this home exceptionally attractive for high-performing vacation rental income. Step outside to your private screened pool and outdoor living area, offering the perfect Florida retreat for relaxation and entertaining year-round. Whether utilized as a primary residence, second home, or income-producing investment property, this exceptional home combines luxury, location, and proven vacation-rental desirability in one of Central Florida’s premier resort communities.
Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)
Listing Agent: Emma Yue (626-328-8535)
8590 APACHE TRL, KISSIMMEE, FL 34747
$5,650,000448 Days on yellowkey MLS ID: O6296135
Bed: 5 Bath: 7.0 Gar: 5 Liv Area Sq Ft: 11138 Built: 2009Monthly Fee: $17 Tax: $25,872 (2024)Community: Happy Trails Unit 5Spa: YesSingle Family
Taxes:$25,872
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. As you enter through the private gate, you are greeted by a stunning family room featuring a handcrafted stone gas fireplace and soaring ceilings that create an inviting atmosphere. The elegant curving marble staircase, adorned with a magnificent Swarovski crystal chandelier, sets the tone for the opulence that awaits. This estate offers 5 spacious bedrooms, each with large walk-in closets and en-suite bathrooms, ensuring comfort and privacy for family and guests alike. The main living areas are enhanced by exquisite woodwork, including a gorgeous dining room and a living room that seamlessly connects to the outdoor oasis through sliding glass doors that open at the corner, perfect for entertaining. Indulge in the ultimate entertainment experience in the media room, complete with luxurious seating and a stunning chandelier commissioned from Tiffany's in New York. The primary suite is a true retreat, featuring a cozy sitting area and an expansive closet. Additional highlights include a gym with a steam room, an office/study/library, and an upstairs game room that overlooks a spacious covered balcony. The outdoor amenities are equally impressive, featuring a large pool with a spa, ample undercover seating, an outdoor kitchen, and tennis courts, all surrounded by lush landscaping and majestic oak trees. The estate also includes a wine cellar, a wet bar with custom woodwork, and coffered ceilings adorned with unique prints. With a 4-car side garage and an attention to detail that is truly one of a kind, this estate is unlike anything you have ever seen. Experience luxury living at its finest—schedule your private tour today and discover the extraordinary lifestyle that awaits you.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Brian Hyser (407-951-2472)
7936 JACKS CLUB CT, KISSIMMEE, FL 34747
$1,725,000127 Days on yellowkey MLS ID: S5144037
REDUCED by $125,000 (6.8%) on 04/28/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4588 Built: 2020 Tax: $23,260 (2025)Community: Reunion, Bears Den, Reunion WestSingle Family
Taxes:$23,260
Remarks: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
2532 SHANTI DR, KISSIMMEE, FL 34746
$1,030,000149 Days on yellowkey MLS ID: TB8467344
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4762 Built: 2023Monthly Fee: $345 Tax: $12,147 (2025)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Taxes:$12,147
Remarks: Location! Location! Just 8 miles from the gates of Disney World. The day begins before the parks even open. Sunlight spills through the windows as coffee brews in the oversized kitchen and laughter echoes from the game room. Some guests are already planning their Disney day, others are still wrapped in blankets after a late movie night in the private theater. In a home this size, everyone has space and everyone belongs. This 12-bedroom retreat inside Veranda Palms Resort was designed for moments exactly like this. Grandparents claim the first-floor primary suite, kids rush toward their favorite themed bedrooms, and friends gather around the massive dining table, mapping out another unforgettable day in Orlando. Every room tells a story. whether it’s superheroes, dinosaurs, or fairytale dreams creating experiences guests remember long after checkout. By afternoon, the parks are buzzing just minutes away. Disney and Universal are close enough for midday breaks, and the convenience keeps guests coming back year after year. Groceries are nearby, outlets are close, and everything about the location makes travel effortless. As evening falls, the house transforms again. Some guests drift into the pool and spa, soaking under the stars. Others challenge each other to arcade games or unwind with a movie marathon. Conversations stretch late into the night, plans are made for tomorrow, and memories are quietly locked in. This isn’t just a vacation home t’s a place where families reunite, celebrations happen, and traditions begin. For investors, it’s a proven short-term rental designed for large groups, high occupancy, and repeat bookings. For guests, it’s the reason they return to Kissimmee again and again. A home built for stories. A property built to perform.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Georgete Frey, Llc (813-469-8073)
7638 WHITEMARSH WAY, KISSIMMEE, FL 34747
$1,500,00085 Days on yellowkey MLS ID: O6395185
Bed: 9 Bath: 9.0 Liv Area Sq Ft: 5154 Built: 2025Monthly Fee: $750 Tax: $3,512 (2026)Community: Whitemarsh CoveSpa: YesSingle Family
Taxes:$3,512
Tax Year: 2026
Remarks: Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitchen with island magic, game room packed with endless possibilities and arcade fun, and a private heated pool & spa just steps from the Jack Nicklaus Signature Golf course in Reunion Resort. House could easily sleep over 20+ which includes the installed theme room bunk beds Reunion Resort is a 2300 Acre ultimate Resort Living and investment made easy with lazy river, water slides, tennis, pickleball, fitness center, Restaurants, and Three Championship Signature golf courses—designed by Arnold Palmer, Jack Nicklaus and Tom Watson. Tremendous opportunity to own and invest in the number one Resort in Orlando Florida. From the Resort, take the Disney shuttle which is just minutes away for endless memories that last lifetimes.. Come see what we have at Whitemarsh Cove in Reunion Resort.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tj Cosgrove (407-873-7011)
7664 FAIRFAX DR, KISSIMMEE, FL 34747
$1,330,000133 Days on yellowkey MLS ID: O6379752
3 Days Off yellowkey (back on 4/17/2026)
Bed: 12 Bath: 12.5 Gar: 2 Liv Area Sq Ft: 6351 Built: 2018Monthly Fee: $857 Tax: $17,574 (2025)Community: Reunion West Ph 2B WestSpa: YesSingle Family
Taxes:$17,574
Elementary School: Westside K-8
High School: Poinciana High School
Middle School: West Side
Remarks: Under contract-accepting backup offers. ENCORE AT REUNION | TURNKEY LUXURY VACATION ESTATE WITH PROVEN INCOME — Built in 2018 and zoned for short-term rentals, this exceptional fully furnished 12-bedroom, 12.5-bathroom estate offers over 6,351 square feet of refined living space in one of Central Florida’s most sought-after resort communities and is located just 15 minutes from Walt Disney World, placing world-famous attractions, dining, and entertainment within effortless reach. A grand porte-cochère entry and circular driveway create an impressive arrival, leading into expansive open living and entertaining areas featuring a dramatic great room, formal dining area, and a chef-inspired kitchen with granite countertops, built-in double ovens, convection oven, oversized island with sink, sprawling breakfast bar, and elegant tile flooring—perfectly designed for hosting large groups. Entertainment continues with a private in-home theater and a spacious game room complete with wet bar and wine refrigerator, while the second-floor covered terrace overlooks the private pool and peaceful green space, delivering the ultimate Florida resort lifestyle with seamless indoor-outdoor living. The thoughtfully designed bedroom layout provides comfort, privacy, and flexibility for large gatherings, vacation guests, or multi-generational living, and high-quality furnishings and décor create a cohesive, upscale experience throughout the residence. Beyond its beauty, this property is a powerful income-producing investment, generating nearly $125,000 in short-term rental revenue in 2025 with approximately $95,000 in secured future bookings already in place for 2026, providing immediate cash flow from day one and flexible use as a vacation rental, long-term rental, or spacious primary or secondary residence. Located within the Encore Club at Reunion, residents and guests enjoy world-class resort amenities including a clubhouse, concierge service, fitness center, basketball courts, marketplace, lounge, resort shuttle transportation, on-site dining, and an incredible community water park featuring thrilling slides, splash zones, cabanas, and resort-style pools, all complemented by proximity to championship golf courses, premium outlets, and Orlando International Airport for convenient travel access. All furniture, electronics, kitchenware, décor, art, linens, and household items convey, making this a rare, fully operational, and truly turnkey luxury investment opportunity ideally positioned for both immediate enjoyment and long-term appreciation in one of Central Florida’s premier vacation destinations. Book your showing today to secure this opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Alice Adkins (407-710-7770)
3801 SONOMA BLVD, KISSIMMEE, FL 34741
$1,550,00079 Days on yellowkey MLS ID: S5146559
Bed: 14 Bath: 11.0 Gar: 3 Liv Area Sq Ft: 6404 Built: 2017Monthly Fee: $660 Tax: $16,687 (2025)Community: Sonoma Res/Tapestry Ph 1Spa: YesSingle Family
Taxes:$16,687
Remarks: Stunning 14-bedroom, 11-bathroom corner villa in the heart of Kissimmee! Fully furnished and turnkey, this property features a private pool and spa, 16 Smart TVs, and an expansive open living area with tile floors, large windows overlooking the covered lanai, and a modern dining space with contemporary lighting. The chef’s kitchen is equipped with quartz or solid surface countertops, a large island, double sinks, double-door refrigerator, and all modern appliances—perfect for entertaining or large families. Each bedroom offers comfort and style, with a mix of king, queen, and twin beds and private or shared bathrooms. Ideally located near Disney, Universal, SeaWorld, and The Loop Shopping Center, this villa is perfect for short-term rentals, vacation stays, or large family gatherings. A rare turnkey investment opportunity in a prime location!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Hector Fernandez (407-967-6402)
8975 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$1,100,000324 Days on yellowkey MLS ID: O6332544
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2020Monthly Fee: $726 Tax: $11,753 (2024)Community: Solara Resort Vacation Villas RepSingle Family
Taxes:$11,753
Remarks: Beautiful and impeccably maintained 9-bedroom, 6.5-bath home located in the sought-after Solara Resort. Built in 2020 and never used for short-term rental, this stunning property is fully furnished and professionally decorated with high-end finishes throughout, including custom wallpaper, stainless steel and glass staircase railing, and fireplaces in both the living room and the primary suite. The gourmet kitchen flows into an open-concept living and dining area, perfect for entertaining. Step outside to a covered lanai with a full summer kitchen and built-in draft beer tap, overlooking a screened-in private pool. Enjoy access to world-class resort amenities including clubhouse, water park, fitness center, and 24/7 security. This is a rare opportunity for a primary residence, second home, or top-tier investment—move-in ready and in pristine condition.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Pedro Vieira Neto (407-865-1672)
9144 DRIFTWOOD PATH, KISSIMMEE, FL 34747
$1,200,00086 Days on yellowkey MLS ID: O6384481
Bed: 7 Bath: 6.5 Liv Area Sq Ft: 3533 Built: 2024Monthly Fee: $718 Tax: $11,139 (2025)Community: Solara Ph 3 RepSingle Family
Taxes:$11,139
Remarks: Style + Income Opportunity. This 7-bedroom 2025 home in Solara Resort is fully furnished and ready to generate income from day one. Designed for short-term rentals, with an open floor plan, modern kitchen, and private pool with barbecue, modern and new decor, it will truly be excellent for use and generate profitability. Located just minutes from major theme parks, with high rental demand year-round. The resort includes 24-hour security, a clubhouse, pool, gym, sports courts, cable TV, internet, and maintenance. Perfect as an Airbnb, vacation home, or both. Modern, easy to maintain, and ready to generate income immediately.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Tiago Pio De Araujo (407-242-6789)
1886 PLEASANT HILL RD, KISSIMMEE, FL 34746
$1,650,000389 Days on yellowkey MLS ID: S5128052
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1957 Tax: $9,739 (2024)Community: Acreage & UnrecSingle Family
Taxes:$9,739
Elementary School: Pleasant Hill Elem
High School: Osceola High School
Middle School: Bellalago Charter Academy (K-8)
Remarks: Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746! The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel offers endless possibilities for development, whether you're envisioning residential, commercial, or investment projects. Boasting excellent road frontage and high visibility, this property is perfectly positioned for success. It provides 217’ of frontage on a major highway (Pleasant Hill Rd.) with a daily traffic count north of 50k, it is close to shopping centers, Hospitals, schools and recreational areas, this location provides convenient access to the heart of Kissimmee downtown, and the upcoming Neo City. Take advantage of this rare opportunity to secure a versatile piece of real estate in a thriving and dynamic location. Contact us today for more information or to schedule a visit.
Listing is courtesy of: HOLISTIC REALTY FLORIDA, LLC (407-873-6316)
Listing Agent: Aramis Rodriguez (407-873-6316)
984 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$4,900,000 MLS ID: O6328697
Bed: 10 Bath: 11.0 Liv Area Sq Ft: 8407 Built: 2024Community: Reunion West Fairways 17 & 18 RepSingle Family
Taxes:
Tax Year:
Remarks: Discover a premier investment opportunity in Reunion Resort’s esteemed Bear’s Den community. This custom-designed, ten-bedroom home combines luxurious style, flexible layout, and top-tier amenities, making it ideal for turnkey short-term rentals, corporate retreats, or upscale vacations. Impressive Features and Design Ten meticulously appointed bedrooms, including three on the main level for easy accessibility and seven upstairs. Each bedroom features plush king beds with adaptable bunk-room configurations to maximize occupancy without sacrificing comfort. Open-concept living spaces blend modern convenience with refined elegance, creating an inviting ambiance that guests love. Gourmet chef’s kitchen with high-end appliances and dual in-unit laundry facilities for seamless stays, whether short or long-term. Two uniquely themed entertainment spaces plus a third-floor balcony with a hot tub offer dramatic, resort-style appeal and golf-course views. Entertainment and Leisure at its Finest Dedicated theater room with projector and a 150” screen for immersive movie nights. Upstairs lounge and expansive balcony equipped with a ping-pong table, pool table, and ample outdoor seating for memorable gatherings. Private resort-style backyard featuring a generous pool with spillover spa and a water lounge area—perfect for relaxation and social moments. Third-floor game room with gaming consoles, arcade basketball, racing games, pinball, air hockey, foosball, and shuffleboard to drive high occupancy and repeat bookings. Schedule your private showing
Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)
Listing Agent: Alyssa Barker (407-756-7296)
4147 BOGGY CREEK RD, KISSIMMEE, FL 34744
$1,850,000 MLS ID: S5112039
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2932 Built: 1987Community: South Semoran Farms Un 2 UnrecSingle Family
Remarks: This property has it all! 2.50 Acres with a 3 bed/2 bath pool home and a 2016 1 bed/1 bath Guest House. The main house is 3250 total sq. ft. and the guest house is 968 sq. ft. with a total of 4218 sq. ft. Both of these homes have real brick exteriors. The sunken living room has a beautiful wood burning brick fireplace, high ceilings and Italian Porcelain Tile. There's a beautiful salt water sports pool with a spa and heater. In the kitchen you'll find a dinette area and a kitchen island. It has Level 4 Granite countertops and custom hickory kitchen cabinets. The kitchen has a breakfast bar with seating for 8. The main house has been updated with double pane windows, new plumbing, new water softener, water heater, real wood floors, Italian Porcelain tile, custom blinds, French doors, custom crown & molding, custom toilet and porcelain tub in the Master bath, and seamless gutters with leaf guards. The septic drain field was replaced in 2016 and the roof on both homes are only 7 years old. The Guest House has custom hickory kitchen cabinets with granite countertops, custom blinds, and custom crown and base molding. The property has a Swan security system with cameras and a monitor. The fire alarm system is connected to both homes so if one goes off they all go off. It has a 2 car garage with a new garage door opener and camera. There is a stand alone 12x20 carport, 10x20 small shed, 12x24 large shed with AC, and a 20x32 Big Shop. The property is beautifully landscaped with lots of fruit trees including Mango, Papaya, Peach, Pomegranate and Star Fruit. The property behind the home and across the front is fenced with chain link, and it has an electric gate at the entrance. It also has a cross fence behind the home so there's plenty of room for your animals. Perfect location to everything, only 8.5 miles to the Orlando Airport, 6.5 miles to Lake Nona, 8.7 miles to the FL Turnpike, and Austin Tindall Park is right across the street. All measurements are approximate.
Listing is courtesy of: DUNNICK REAL ESTATE COMPANY (407-892-5035)
Listing Agent: Chuck Dunnick (407-383-4694)
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