Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Price: $1,000,000+
Do Not Show Listings
Kissimmee - 41 properties found
973 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$1,600,000104 Days on yellowkey MLS ID: O6372323
3 Days Off yellowkey (back on 4/20/2026)
REDUCED by $100,000 (5.9%) on 04/15/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4466 Built: 2020Monthly Fee: $1,000 Tax: $23,132 (2025)Community: Reunion West Fairways 17 & 18 RepSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,132
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. In the exclusive Bear’s Den community at Reunion Resort, this luxury Montecito floor plan residence offers an exceptional combination of refined design and strong vacation rental appeal. On a desirable corner lot, the home showcases elegant architectural details, a paver driveway, manicured landscaping and scenic palm-lined approach. Private balconies and covered outdoor living areas create a seamless indoor-outdoor lifestyle within one of Reunion’s exclusive enclaves. Built in 2020 and offered fully furnished, the home features 4,466 square feet of living space with five bedrooms, five full baths and one half bath. The well-designed layout includes two bedrooms on the main level and three upstairs, each with access to a full bath, making it ideal for accommodating larger groups and maximizing rental flexibility. The open-concept kitchen, dining and living areas provide an inviting central gathering space designed to enhance guest experience and rental performance. The chef’s kitchen featuring a gas cooktop with exterior-vented hood, built-in oven and microwave, refrigerator, dishwasher and an expansive center island with generous seating. Crisp cabinetry, abundant counter space, and an open layout create a functional yet sophisticated environment that resonates with luxury renters. Designed for entertainment, the home includes a game room and a private theater with tiered seating, projection screen, ceiling-mounted projector and surround sound, delivering an authentic in-home cinema experience. The resort-style backyard offers a private oasis featuring a heated custom pool and raised heated spa, expansive paver deck, lush privacy landscaping and dramatic fire bowls. A covered lanai with summer kitchen and outdoor TV provides the ideal setting for outdoor dining and entertaining, while the second-story balcony overlooks the pool and offers a tranquil retreat for day-to-night enjoyment. Additional features include a two-car garage and a transferable Reunion Club membership. The property is ideally near the Traditions Clubhouse and within short distance to Reunion’s Water Park. Reunion Resort amenities include three championship golf courses, a multi-acre water park, resort-style pools, fitness centers, on-site dining, tennis and pickleball courts, concierge services, and a gated luxury resort setting. Minutes from Walt Disney World, Reunion Resort is one of Central Florida’s desirable luxury vacation communities, known for strong rental demand and repeat guests. Whether as a turnkey income-producing investment or a high-end second home, this Bear’s Den residence offers an exceptional combination of location, layout, amenities and long-term appeal.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
7638 WHITEMARSH WAY, KISSIMMEE, FL 34747
$1,500,00034 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)
2842 STOREY COVE AVE, KISSIMMEE, FL 34746
$1,049,00018 Days on yellowkey MLS ID: O6399725
Bed: 9 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2021Monthly Fee: $259 Tax: $13,115 (2025)Community: Cove At Storey Lake IiSpa: YesSingle Family
Taxes:$13,115
Remarks: Epic listing with income potential over $110,000!!! Stunning 9-bedroom, 5-bathroom turnkey home with private pool and serene conservation views in the highly sought-after Storey Lake community. This fully furnished, custom-designed short-term rental property is a true standout, combining luxury, comfort, and advanced smart home technology to deliver an exceptional guest experience and strong investment potential. Step inside to discover a thoughtfully upgraded interior featuring custom ceiling beams, a striking stone accent wall, and three modified owner closets for added storage. The open-concept layout flows seamlessly into a beautifully appointed living and dining space, perfect for entertaining large groups. The home is equipped with cutting-edge cell-based automation and security systems, including an intelligent alarm system, remote-controlled pool and spa heating, multiple digital locks, smart thermostats, a FreshAire smoking detection system, Minut Noise Control, video doorbell, and three cloud-based security cameras. Additional upgrades such as Rachio smart irrigation and AC Guardian help optimize efficiency and reduce utility costs. Designed to impress, the home features several immersive themed bedrooms, including a Toy Story-inspired room, a magical wizard-themed bunk room, and a princess suite with a backlit castle headboard. Additional bedrooms include subtle themed designs inspired by icy fantasy and adventurous mountain settings, along with spacious king suites for added comfort. Entertainment is unmatched with a dedicated home theater featuring an 85-inch flat-screen TV, complemented by a total of 11 TVs throughout the property. Outdoor living is equally impressive, with a private screened-in pool, upgraded landscaping, ambient lighting, and privacy screens creating a relaxing and inviting atmosphere. A paver front patio adds to the home's curb appeal. Ideally located just minutes from world-class attractions, shopping, dining, and entertainment, this property offers both convenience and tranquility—perfect as a high-performing vacation rental or luxury second home. Don’t miss this rare opportunity to own a fully equipped, income-producing property in one of Central Florida’s premier resort communities.
Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)
Listing Agent: Casey Hatfield (407-473-6921)
2508 SHANTI DR, KISSIMMEE, FL 34746
$1,350,00018 Days on yellowkey MLS ID: O6391420
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4831 Built: 2022Monthly Fee: $397 Tax: $804 (2026)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Taxes:$804
Elementary School: Floral Ridge Elementary
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The interior is sold fully furnished, featuring a professional design package with high-capacity themed suites, designer lighting, and custom accent walls. The floor plan is optimized for high-occupancy hospitality, featuring a primary suite on the main floor , a dedicated theater room in the loft , and a climate-controlled garage converted into a high-end game room. Technical specifications include stone countertops, high ceilings, and an outdoor grill station. No annual CDD fees. This asset is positioned as a turn-key solution for investors seeking a high-performance property in the Disney corridor.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Rubens Aranha (407-308-9094)
7664 FAIRFAX DR, KISSIMMEE, FL 34747
$1,330,00082 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)
2272 CELEBRATION BLVD, KISSIMMEE, FL 34747
$1,199,000200 Days on yellowkey MLS ID: O6352554
1 Days Off yellowkey (back on 4/14/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3292 Built: 2023Monthly Fee: $101 Tax: $14,384 (2024)Community: Celebration Island Village Ph 1BSingle Family
Taxes:$14,384
Elementary School: Celebration K-8
Tax Year: 2024
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Exquisite Luxury Residence in Celebration’s Coveted Island Village. Perfectly positioned on a premium corner lot, this meticulously maintained luxury residence embodies refined elegance and timeless design. Nestled within the highly sought-after community of Celebration, renowned for its picturesque tree-lined streets and vibrant, resort-style lifestyle, this home offers an exceptional blend of sophistication, comfort, and convenience. As you arrive, you’re greeted by a gracious wrap-around porch and inviting entryway — a true statement of Southern charm and architectural craftsmanship. Step inside to a grand foyer with soaring ceilings, abundant natural light, and a thoughtfully designed open layout that flows effortlessly from room to room. The wood-look tile floors laid in an elegant herringbone pattern set the stage for modern luxury and warmth throughout the first level. The living and dining areas seamlessly blend, creating an ideal space for intimate gatherings or elegant entertaining. The designer kitchen is a chef’s dream, boasting espresso 42” cabinetry, a dramatic waterfall island with bar seating, veined quartz countertops, stainless steel Whirlpool appliances, including a gas cooktop with range hood, custom tile backsplash, and a walk-in pantry for additional storage. The primary suite is a private sanctuary featuring a tray ceiling, spa-inspired ensuite bath with a long dual quartz vanity, frameless glass shower with floor-to-ceiling tile, and a generous walk-in closet. A versatile guest suite or home office is conveniently located on the main level, complemented by a luxurious full bath featuring a walk-in tile shower and quartz-topped vanity. Upstairs, a spacious loft provides endless possibilities — perfect for a media lounge, game room, or private retreat. You’ll find three additional bedrooms, two connected by a Jack and Jill bath with dual vanities and a designer-tiled tub-shower combination, and a fifth bedroom with a double-door closet and generous proportions. Step outside to your pavered lanai and partially fenced backyard, the perfect setting for alfresco dining, morning coffee, or relaxing under the Florida sun. Living in Island Village at Celebration offers a truly elevated lifestyle. Residents enjoy resort-style amenities, including a state-of-the-art clubhouse with a full fitness center, a spectacular resort pool, quaint cafés, boutique shops, fine dining, and miles of scenic walking and biking trails surrounded by pristine lakes and natural beauty. Top-rated schools lie within the community, and the iconic Downtown Celebration — with its charming restaurants and seasonal events — is just minutes away. This is more than a home — it’s a refined retreat designed for those who appreciate beauty, privacy, and an unparalleled standard of living in one of Central Florida’s most prestigious neighborhoods.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Robert Christiano (407-353-5714)
8398 HAPPY TRL, KISSIMMEE, FL 34747
$2,200,00025 Days on yellowkey MLS ID: O6396464
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3667 Built: 2024Monthly Fee: $50 Tax: $10,852 (2025)Community: Happy Trails Units 1 & 2 UnrecSingle Family
Taxes:$10,852
Elementary School: Westside Elem
Remarks: Custom-Built 2024 Private 5-Acre Estate. High & Dry in Gated Happy Trails. Welcome to a rare opportunity to own this exceptional estate situated on 5 pristine high-and-dry acres, one of the highest elevations within the community. Positioned on a desirable corner lot with dual gated entrances, the property offers enhanced accessibility, privacy, and flexibility for a variety of uses. Ideally located just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect balance of luxury, privacy, and convenience with no HOA. A long, elegant private driveway leads to this impressive residence featuring 4 bedrooms, 3.5 bathrooms, an oversized 3-car garage with EV charging outlet, and a thoughtfully designed open-concept modern floor plan with expansive living spaces throughout. Step inside to experience soaring 14-foot ceilings throughout the entire home, enhanced by tray ceilings in the dining room, living room, and primary suite, along with a striking 16-foot cathedral ceiling in the designer kitchen, creating a bright and dramatic architectural presence. The gourmet kitchen is a true centerpiece, showcasing an oversized island with Italian granite, extensive custom cabinetry, a hidden oversized walk-in pantry, and a seamless connection to the main living and dining areas, ideal for both everyday living and entertaining. The elegant dining room features a stunning double glass-door wine display, while a beautifully designed wet bar with wine cooler adds both style and functionality. The spacious living area is anchored by a modern built-in electric fireplace with custom finishes. The breakfast area is framed by oversized picture windows, offering beautiful views of mature oak trees and the natural landscape, creating a serene, park-like setting. The luxurious primary suite offers a spa-inspired bathroom featuring a freestanding soaking tub positioned beneath a large picture window, a walk-in glass shower, and refined finishes that create a true retreat experience. All additional bedrooms are generously sized and designed for comfort and privacy. Outdoor living is equally impressive, featuring a covered lanai with a fully equipped outdoor kitchen, extensive paved areas, and expansive open acreage surrounded by beautiful mature trees. Zoned for horses, the property offers ample room for a barn, workshop, RV storage, or future additions. Additional features include double-glazed energy-efficient windows, premium modern motorized blinds throughout the entire home, large sliding glass doors, a private water well eliminating monthly water costs, and a seven-zone irrigation system.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Robert Mcdugald (727-409-3368)
8501 NATURES HAMMOCK TRL, KISSIMMEE, FL 34747
$1,250,00038 Days on yellowkey MLS ID: S5145910
0 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2927 Built: 2007 Tax: $5,516 (2025)Community: N/ASingle Family
Taxes:$5,516
Middle School: Horizon Middle
Remarks: Under contract-accepting backup offers. Welcome to a truly rare opportunity—an exceptional private estate set on over 5 acres, with no HOA, just minutes from ChampionsGate and a short drive to Disney. Properties like this are seldom available, offering a unique blend of peaceful country living and unbeatable convenience in one of Central Florida’s most desirable locations. Tucked away down a private road and secured by an electronic gate, this home delivers the privacy, space, and freedom that are increasingly hard to find. With well water and septic already in place, you’ll also enjoy lower ongoing costs—an added benefit for those seeking both lifestyle and value. The setting is nothing short of special. A beautifully restored and stocked pond greets you on arrival, complete with a dock, fountain, and an abundance of wildlife including birds, Tilapia, and Koi carp. Whether you’re enjoying quiet mornings by the water or evenings around the firepit, this property offers a sense of calm and connection to nature that is hard to replicate. Despite its peaceful setting, the location is exceptionally convenient. Approximately 15–20 minutes from Walt Disney World, 30 minutes to Orlando Airport, easy access to I-4 for travel to both Orlando and Tampa. The home itself has been thoughtfully updated and impeccably maintained, with a new roof (2025), fresh exterior paint (2025), decorative shutters, and a gas water heater. Inside, the layout is both spacious and inviting, designed for comfortable everyday living and effortless entertaining. A large wraparound screened porch with tile flooring and ceiling fans extends your living space outdoors—perfect for dining, relaxing, or unwinding in the hot tub while overlooking your private grounds. The main living area features soaring cathedral ceilings, a wood-burning fireplace, and dual aspect French doors that open to the porch, creating a light-filled and welcoming atmosphere. The open-plan kitchen and dining space is centered around a large island, complete with a gas stove, built-in storage, and bar area—ideal for hosting family and friends. The home offers four generously sized bedrooms, including two ensuite rooms on the ground floor. The primary suite is a true retreat, featuring a custom walk-in closet and a spacious bathroom with double vanities, an oversized shower, and a private sauna. A second ensuite bedroom opens directly onto the porch and hot tub, offering guests their own private escape. Upstairs, a galleried landing overlooks the main living space and provides a flexible area for a study or additional lounge. Two further bedrooms, a guest bathroom, and a fully equipped theatre room with custom seating and surround sound complete the second floor. Beyond the main home, the property continues to impress. A separate 32 x 15 air-conditioned outbuilding is perfectly suited as a home office or games room, offering ideal separation for work or leisure. A large barn ( 45ft x 46ft) with power, two bathrooms, and EV/RV charging capability provides exceptional versatility—whether for personal use, business needs, or income generation through vehicle, RV, or boat storage. An additional parking area further enhances its income potential. This is more than just a home—it’s a lifestyle property offering space, flexibility, privacy, and income potential, all within minutes of world-class amenities. Opportunities like this are incredibly rare. If you’ve been searching for something truly special, this is it.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Nikki Ansons (321-522-9063)
3801 SONOMA BLVD, KISSIMMEE, FL 34741
$1,550,00028 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)
880 SPINNAKER WAY, KISSIMMEE, FL 34746
$1,190,00072 Days on yellowkey MLS ID: O6382877
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6215 Built: 2015Monthly Fee: $165 Tax: $14,123 (2025)Community: Bellalago Ph 6H & 6ISpa: YesSingle Family
Taxes:$14,123
Remarks: Welcome to resort-style elegance at its finest! Ultimate Waterfront Luxury Home in the exclusive 24-hour guard-gated Bellalago community, access to Lake Tohopekaliga, chain of lakes to East Lake Tohopekaliga and Cypress Lake. Premium desirable 0.28-acre Lot in the heart of community offers commanding canal and lake views. Cul-de-sac. Great Privacy. Featured with 6215 heated sqft, 5 bedroom, 5.5 bathroom, 2 laundry room, 1 Loft/Retreat, 1 Den/Office/bonus room, 4 Car Garage, screened paved back yard with outdoor summer kitchen, pool with SPA, screened balcony upstairs. The welcoming foyer leads to soaring ceilings, elegant arched passages, and an abundance of natural light. The open-concept layout connects formal living and dining areas to a generous family room and chef's kitchen, ideal for gatherings. The gourmet kitchen impresses with rich wood cabinetry, granite counters, a large island, stainless steel appliances, double ovens, graded refrigerator, and direct flow to the backyard oasis. Convenience shines with two dedicated laundry rooms—one downstairs for easy everyday use and one upstairs near the bedrooms—plus a private bedroom suite downstairs for guests or multi-generational living. The luxurious master bedroom upstairs features 3rd floor private bonus room, water-view windows, dual walk-in closets, and a spa-like en-suite bath with jetted tub, separate walk-in shower, dual vanities, and mosaic details. Three additional upstairs bedrooms provide ample space and privacy. A massive screened paved backyard paradise with a heated pool and spa, travertine decking, and a fully equipped outdoor summer kitchen for grilling and al fresco entertaining. Upstairs, a screened balcony offers elevated panoramic views over the canal and lush surroundings. Bellalago is an amazing water leads community on Lake Tohopekaliga, 24 hours guard gated, hundreds of acres of wooded nature preserves, lake view multi-million-dollar clubhouses, state-of-the-art fitness center, resort-style zero-entry pool, waterpark, spa, dock access, tennis courts, basketball courts, recreation room, playground, dog park, walking/biking trails, boat marina with ramp and lift, restaurant, boardwalk with fishing pier...etc. Schools nearby, only few mins to Publix, markets, shoppings, eatings and entertainments. Short drive to world-class attractions like Disney World, Universal Studios, Sea World, Premium Outlets, Orlando Downtown...etc. Schedule a showing today!
Listing is courtesy of: YORK MILLS REALTY LLC (407-620-8528)
Listing Agent: Jacky Liu (407-921-5670)
4421 REAVES RD, KISSIMMEE, FL 34746
$2,150,000197 Days on yellowkey MLS ID: O6353783
REDUCED by $40,000 (1.8%) on 04/03/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5044 Built: 1999 Tax: $9,075 (2024)Community: Bobbie Jean AcresSingle Family
Taxes:$9,075
Remarks: BACK TO MARKET! MUST SELL! Palatial Estate on 35 Acres w/ Massive Warehouse & Development Approval! A once-in-a-lifetime offering! This is not just land; it's a magnificent 5-bedroom, 5.5-bathroom mansion situated on a massive 35 acre compound, complete with a commercial warehouse. Experience unparalleled luxury, privacy, and limitless potential. The Luxurious Residence: Boasting a commanding 5,044 sq ft under air, this home is designed for grand-scale living and entertaining. With 5 bedrooms and 5.5 bathrooms, it offers ample space for family and guests. Modern Comfort & Style: While details are to be discovered, homes of this caliber often feature gourmet kitchens, expansive living areas, home theaters, game rooms, and resort-style pools—all possible in this incredible setting. Ultimate Privacy & Legacy Living: Enjoy the rare combination of a luxurious, move-in ready estate with the privacy and scale of your own 35-acre kingdom. The Income & Development. Assets: Colossal Commercial Warehouse (~8,000 sq ft): A business owner's dream. This clear-span facility with high ceilings, phase power is perfect for any enterprise, storage, or as a world-class private workshop. Generate significant income or pursue your passion project. Unrivaled Scale & Flexibility: With 35 acres, the options are endless. Keep it as a legendary private compound, develop a portion, or build a mixed-use legacy project. Short-term rentals are approved for future builds. Prime Location & No HOA: Total freedom just minutes from Disney, major highways, and all Kissimmee amenities. The property is paved, fenced, and has multiple access points. This is more than a property; it's a legacy. A statement. A universe of possibilities. Contact us for a private showing of the estate and full development portfolio. Confidentiality assured. Currently use as Airbnb, all furnitures are included. Please schedule a showing with listing agent.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
1003 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$1,750,000421 Days on yellowkey MLS ID: O6288256
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4588 Built: 2020Monthly Fee: $1,000 Tax: $23,412 (2024)Community: Reunion West Fairways 17 & 18 RepSingle Family
Taxes:$23,412
Remarks: Exceptional opportunity to acquire a high-income potential property in the exclusive Bear’s Den at Reunion Resort. This 6-bedroom residence is ideally configured to accommodate large groups, making it perfectly suited for short-term rental performance. Located within one of Central Florida’s most sought-after vacation destinations, the property offers strong pro forma income potential and is within close proximity to Reunion’s world-class amenities including golf, water park, dining, and entertainment. Designed with open-concept living, multiple entertainment areas, and a private pool, this home provides the features today’s vacation renters demand. Whether you are looking to expand your portfolio or secure a luxury vacation home with income potential, this property presents one of the best value opportunities currently available in Bear’s Den.
Listing is courtesy of: DREALESTATEPROPERTIES.COM (561-685-5910)
Listing Agent: Ernesto Arroyo-Ortiz (561-685-5910)
8975 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$1,100,000273 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 Agent: Pedro Vieira Neto (407-865-1672)
9144 DRIFTWOOD PATH, KISSIMMEE, FL 34747
$1,200,00035 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
$1,650,000338 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)
2558 SHANTI DR, KISSIMMEE, FL 34746
$1,650,00047 Days on yellowkey MLS ID: O6391796
Bed: 12 Bath: 11.5 Liv Area Sq Ft: 4762 Built: 2023Community: Veranda Palms Ph 2B1Single Family
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Remarks: Welcome to this stunning and well-maintained 12-bedroom, 11-bathroom fully furnished home located in the highly desirable Veranda Palms community! This exceptional property is the perfect opportunity for a primary residence or vacation home. Designed with comfort and functionality in mind, the home features a spacious open-concept layout, a modern kitchen with ample cabinetry, and expansive living and dining areas ideal for entertaining large groups. The property also includes a dedicated game room and beautifully designed themed bedrooms, creating a fun and memorable experience for guests of all ages. Each bedroom is generously sized, offering both comfort and privacy. Ideally situated just minutes from Walt Disney World, world-class attractions, shopping, dining, and major highways, this home offers an unbeatable location in the heart of Central Florida. The property is fully furnished and has been meticulously maintained, making it truly move-in or rental-ready. Don’t miss this incredible opportunity to own a turnkey investment property in one of Kissimmee’s most sought-after resort-style communities!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Allan Kardosh (407-499-4466)
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
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)
8590 APACHE TRL, KISSIMMEE, FL 34747
$5,650,000 MLS ID: O6296135
Bed: 5 Bath: 7.0 Liv Area Sq Ft: 11138 Built: 2009Community: Happy Trails Unit 5Single Family
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)
8153 SURF ST, KISSIMMEE, FL 34747
$1,499,000 MLS ID: O6273572
Bed: 8 Bath: 9.0 Liv Area Sq Ft: 4815 Built: 2020Community: Rolling Oaks Ph 6ASingle Family
Remarks: WOW! Fun In Paradise Awaits You in this Spectacular Spacious Cottage w/Private Pool & Spa at Margaritaville Resort Orlando! This model features 8 bedrooms all with their own private ensuite bath. The first floor features two bedrooms a gourmet, fully-equipped kitchen with quartz countertops, stainless steel appliances, & a large island with breakfast bar seating and Frozen Concoction Maker. The second floor features 5 bedrooms including the luxurious primary suite, complete with a private balcony and spa-like ensuite bath with a soaking tub and separate shower. The third floor features a comfortable loft and a separate Game Room w/ Pool Table, Shuffle Board, Air Hockey, Pac Man and Wet Bar. Third floor also features a 675 sq ft Balcony Patio with Spectacular Waterfront Sunset Views. Back downstairs step outside to your own private Lakefront Oasis with a Pool, Heated Spa, a Grill, and Full Cabana Bathroom. The Clubhouse features a beach-style resort pool, St. Somewhere Spa, a gym, playground, splash pad, volleyball court, walking trails, bike rentals, and more. Sunset Walk offers a variety of fantastic restaurants and bars w/live music ,a movie theater and H20 Waterpark. LOCATED MINUTES FROM DISNEY PARKS! Your Perfect opportunity for a primary home, vacation home, or short-term rental.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brian Webber (407-399-1408)
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