Homes for Sale Between $1,500,000 to $2,000,000 in Kissimmee, FL

Martin Street Forest SubDv. ⋅ 34741 Zip Code

Rare builder’s opportunity! This massive 4.21-acre lot in Kissimmee offers 227 ft of road frontage and total land utility, allowing for residential use, this high and dry parcel with no HOA is the perfect canvas for a private luxury estate, a family compound with guest houses, or a hobbyist’s paradise. Access is via W Martin St, which is city-maintained and paved, ensuring a clean and easy commute. Its proximity to U.S. 192, Osceola High, and Disney makes this a prime strategic investment. Whether you build your dream home or hold for future development, this oversized parcel combines maximum privacy with unbeatable urban convenience. Don't wait for the "Pending" sign! Visit this beautiful lot now and take action before someone else beats you to it.

W Martin Street, Kissimmee

$1,999,999

5 Beds ⋅ 5 Baths ⋅ Celebration West Village SubDv. ⋅ 34747 Zip Code

907 Westpark Drive in Celebration, Florida, is a rare opportunity to own a home on one of the community’s most desirable and established streets, offering the perfect blend of location, privacy, and potential. Ideally situated just minutes from Celebration’s charming downtown, top-rated schools, parks, playgrounds, restaurants, walking trails, and year-round community events, this home also places you just 11 minutes from Walt Disney World, making it one of the most convenient and sought-after locations in all of Central Florida. What truly sets this property apart is its exceptional backyard setting, backing up to peaceful conservation with no rear neighbors, creating a private and serene retreat that is increasingly hard to find in Celebration. Whether enjoying your morning coffee or relaxing in the evening, the natural backdrop offers a sense of calm and privacy that elevates everyday living. The outdoor living space is designed for both entertaining and relaxation, featuring a large pool and spa that serve as the centerpiece of the backyard oasis. With brand-new pool equipment and a new pool heater already in place, the heavy lifting has been done, allowing you to immediately enjoy the space. Inside and out, the home benefits from numerous important updates, including a newer roof, newer HVAC system, three new hot water heaters, new flooring in the primary suite, upstairs living areas, and the garage apartment, along with updated pool systems that provide peace of mind for years to come. These significant improvements ensure that the core infrastructure of the home is solid, leaving the next owner free to focus on personalization and design. The interior presents a unique opportunity for transformation, particularly in the kitchen, which is ready for a thoughtful update. Rather than paying a premium for someone else’s style, this home offers a true blank canvas to design a kitchen that reflects your personal taste, whether modern, transitional, or timeless in style. The flexibility of this space allows you to create the heart of the home exactly as you envision it. Adding even more value is the garage apartment, providing versatile options for guests, extended family, a private office, or potential rental income. Homes with this combination of prime Celebration location, conservation views, no rear neighbors, extensive mechanical updates, resort-style pool and spa, and flexible living space are exceptionally rare. 907 Westpark Drive is more than just a home—it is an opportunity to create your dream lifestyle in one of Florida’s most desirable communities.

907 Westpark Drive, Celebration

$1,999,000

5 Beds ⋅ 7 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code

Welcome to a place where family traditions are born, magical vacations become lifelong memories, and every day feels like a luxury resort getaway. Perfectly positioned within the renowned Reunion Resort, this extraordinary five-bedroom estate offers an unforgettable blend of luxury, entertainment, and investment potential. Just minutes from Walt Disney World, this remarkable residence was designed to bring generations together while creating experiences that guests will remember for years to come. From the moment you arrive, you'll discover that this is far more than a home—it's a destination. Imagine beginning your mornings with coffee overlooking the manicured fairways of the Jack Nicklaus Signature Golf Course, spending afternoons soaking in the Florida sunshine beside your private resort-style pool, and ending the day gathered around the outdoor fireplace as the evening sky glows with the lights and fireworks of nearby theme parks. This fully furnished, turnkey residence offers an exceptional opportunity as a luxury vacation retreat, second home, or income-producing investment property. An active resort membership may be transferred to the new owner, unlocking access to Reunion's coveted collection of amenities, including three championship golf courses, a spectacular water park, multiple resort pools, tennis facilities, fine dining venues, and more. Inside, every detail has been thoughtfully curated to delight guests of every age. Young adventurers will be captivated by the custom-themed secondary suites, including an immersive outer-space retreat featuring a spaceship bed and dramatic LED lighting effects, as well as an enchanting "Mermaid-worthy" underwater escape complete with custom-built bunks and hand-painted murals. A private elevator provides access to all three levels, while endless entertainment opportunities await around every corner. Host movie nights in the private theater, enjoy the super-cool arcade room or watch races down the treehouse-inspired slide before enjoying air hockey, skee-ball, and gaming competitions. The heart of the home opens seamlessly to spectacular outdoor living spaces. The crown jewel is the nearly 900-square-foot rooftop balcony—a truly unforgettable setting complete with a summer kitchen, professional grill, outdoor fireplace, and private bath. Overlooking the 10th tee of the Jack Nicklaus course, this chic venue creates the perfect backdrop for sunset cocktails, holiday gatherings, and evenings under the stars. Outside the oversized west-facing pool captures Florida's spectacular sunsets, while the spa, expansive patios, and outdoor kitchen create the ultimate environment for relaxing and making memories! Whether you're searching for an extraordinary personal retreat, a luxury vacation home, or a proven investment property in one of Central Florida's most sought-after resort communities! Because the best homes don't simply provide a place to stay—they become the backdrop for a lifetime of unforgettable memories w/ family & friends. As an added bonus & incredible opportunity, the adjacent lot is owned by a family member and may be available as well! This property has the potential to have another home built next-door, so CALL YOUR BESTIES or keep the property as a buffer for even more privacy for you & your guests! There is no other property in Reunion Resort at this price with this kind of "dream come true" potential! Schedule your tour TODAY!

304 Muirfield Loop, Reunion

$1,999,000

34747 Zip Code

THIS PROPERTY HAS BEEN REZONED TO CCP ZONING WHICH ALLOW MULTIFAMIL AT 18 UNITS FOR EACH ACRE OR COMMERCIAL, PLUS OTHER USES. THE HOUSE ON THE PROPERTY IS BEING TORN DOWN AND HAS NO VALUE. ENGINEER EVALUATION WAS 46 UNITS COULD BE CONSTRUCTED ON THIS SITE. IT IS 2.56 ACRES- HIGH & DRY NO WETLANDS. THE VACANT LAND TO WEST IS ALSO +/- 2.5 ACRES MOST LIKELY IS AVAILABLE. THIS PROPERTY NEAR THE NEW VISIONS DEVELOPMENT AND REUNION. WATER & SEWER CONNECTIONS ARE AT SULLIVAN ROAD. PRICE WAS DEVELOPED TAKING IN TO ACCOUNTY THE COST TO RUN SERVICE TEO SITE.

7120 Osceola Polk Line Road, Kissimmee

$1,997,000

6 Beds ⋅ 5 Baths ⋅ Celebration East Village Unit 1 SubDv. ⋅ 34747 Zip Code

Brand NEW Expansion | Extraordinary East Village Corner Lot with a Brand-New 3-Car Garage Apartment. Welcome to 807 Oak Shadows Road—where timeless Celebration charm meets today’s luxury lifestyle. Perfectly positioned on one of the largest and most private corner lots in Celebration’s coveted East Village, this spectacular residence has been completely transformed with a brand-new expansion designed for the way families live today. The showpiece of this remarkable property is the newly expanded first-floor primary suite, a private sanctuary featuring dual walk-in closets, a stunning two-sided fireplace, a spa-inspired bathroom with an oversized double shower, dual water closets, and a secluded covered porch overlooking peaceful conservation views. Upstairs, you’ll discover a second luxurious primary suite, creating the ideal layout for multi-generational living or long-term guests. This spacious retreat opens onto its own massive private balcony, where you can enjoy your morning coffee or unwind each evening while taking in tranquil preserve views and Florida sunsets. Adding incredible flexibility is the brand-new 3-car garage with a beautifully finished one-bedroom garage apartment—perfect for guests, extended family, a private office, or generating rental income. Best of all, this impressive addition was designed without sacrificing outdoor living, leaving you with a massive fenced backyard offering endless possibilities for entertaining, recreation, or even a future resort-style pool. Inside, every detail has been thoughtfully curated with rich hardwood flooring, elegant gathering spaces, a cozy den, an inviting Florida room, and a spacious floor plan featuring 6+ bedrooms and 5.5 bathrooms that adapts beautifully to growing families and changing lifestyles. Step outside onto the expansive rear deck and soak in breathtaking preserve and water views while enjoying one of Celebration’s most private settings. Located directly on the community’s 24-mile scenic trail system, you’re just a short bike ride to downtown Celebration’s charming boutiques, restaurants, lakeside events, parks, and top-rated schools. With a brand-new expansion, two luxurious primary suites—one on each level—a new 3-car garage with a one-bedroom apartment, a new roof, and one of the largest corner lots in East Village, this home offers a combination of space, flexibility, and luxury rarely found in Celebration. Just minutes from Walt Disney World, Orlando International Airport, championship golf, and Central Florida’s finest attractions, 807 Oak Shadows Road is more than a home—it’s a lifestyle. Experience one of Celebration’s most extraordinary residences, where every detail has been thoughtfully designed and every day feels a little more magical. Some photos have been virtually staged. Don't Miss our video tour!

807 Oak Shadows Road, Celebration

$1,995,000

5 Beds ⋅ 5 Baths ⋅ Celebration East Village Unit 4 SubDv. ⋅ 34747 Zip Code

One or more photo(s) has been virtually staged. Rarely does an Estate-Style home of this caliber, in a Water View location this serene, become available in the heart of Celebration! Nestled within the exclusive enclave of Aquila Reserve, 1247 Aquila Loop is a one-of-a-kind, Custom David Weekley Colonial Revival ‘Treefair’ that redefines luxury living. As one of only seven homes in the neighborhood to boast a private backdrop of both lush Conservation and tranquil Water views, this residence offers a level of privacy and natural beauty that is simply unmatched. From the moment you step inside, the scale of the home is breathtaking. The open-concept floor plan is anchored by 20-foot cathedral ceilings and 24x24 porcelain tile that flows seamlessly across the main level. The heart of the home is a true gourmet Chef's kitchen, meticulously designed with Glacier Marble countertops, custom Duchess cabinetry including roll-out and stack of drawers, as well as a suite of Professional-grade appliances including a Sub-Zero Professional refrigerator, Wolf 48" Free standing gas range burner with grill/griddle, and a Zephyr wine fridge. Whether you’re hosting a grand gala or an intimate brunch, this space is as functional as it is beautiful. The primary suite is a true sanctuary, located on the main floor and featuring expansive bay windows that frame the water views. It’s complemented by a walk-in closet with California Style organization and a spa-like bath featuring granite dual vanities, a jetted tub, and a walk-in shower. A second ensuite bedroom on the first floor provides the perfect retreat for guests or multi-generational living. Follow the sweeping staircase to the second floor, where Blue Ridge Precision Milled Appalachian Hardwood flooring runs throughout. This level offers three additional bedrooms, two bathrooms, and a versatile 14x16 flex space, plus a private bonus/media room perfect for movie nights or a quiet library. The exterior is designed for the Florida lifestyle, featuring a classic wrap-around front porch and a screened back porch where you can enjoy the sights and sounds of the conservation area. Peace of mind comes standard here, with significant recent investments including a 2023 NEW ROOF, and THREE CARRIER HVAC systems all installed in 2023, along with (2017) FULL DUAL-PANE DOUBLE HUNG PGT WINDOWS and DUAL RINNAI TANKLESS WATER HEATERS. This isn’t just a house; it’s a masterwork of design and comfort, waiting for its next chapter in Celebration’s most coveted corner.

1247 Aquila Loop, Celebration

$1,995,000

6 Beds ⋅ 9 Baths ⋅ Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code

One of Reunion Resort's most iconic and desirable homesites, and one of its most distinctive homes to match. A 3-story residence on a rare oversized side yard lot, with panoramic golf course views that rank among the finest in Central Florida. From the open main floor to a spectacular third-floor crow's nest, the views travel with you at every level, an elevated perch unlike anything else in the community. The main floor is designed for easy, stylish living. A bright open-concept layout connects the living area, gourmet kitchen, and breakfast nook with custom built-in bench seating, with a built-in outdoor grill just steps away, perfect for indoor-outdoor entertaining. Two private bedrooms with ensuite bathrooms and a powder room complete the ground floor. Upstairs, three more ensuite bedrooms provide comfort and privacy for family and guests, alongside a generous game room with pool table and its own powder room. Built-in bunk beds make this an instant favorite for families and younger guests. Outside, a resort-style pool and spa overlook the fairways, with a poolside half bath and outdoor shower for effortless outdoor living. On clear evenings, Disney fireworks light up the sky from the backyard. Six bedrooms, all ensuite. Two full laundry rooms, one on each floor. Custom built-ins throughout. Designer furnishings included. Fully move-in ready from day one. Located in renowned Reunion Resort, minutes from world-class golf, dining, shopping, and Central Florida's top attractions. Exceptional as a primary residence, luxury vacation home, or investment property. This property does not currently convey with a Reunion Resort Club membership. Buyers interested in membership are encouraged to contact Reunion Resort directly to confirm current availability and policies.

7447 Excitement Drive, Reunion

$1,993,600

34758 Zip Code

Under Construction. Building #02 is available for purchase at Poinciana Exchange, a new commercial development west of downtown Kissimmee, one of Central Florida’s fastest-growing markets. The Exchange is strategically positioned at the northeast corner of Poinciana Blvd & Orange Blossom Trail, adjacent to The Home Depot, with a combined daily traffic count exceeding 49,000 cars per day. Positioned directly alongside The Home Depot, Wawa, Twistee Treat, and Family Dollar, the development sits among strong national-retail traffic along the US 17-92 and South Poinciana corridor, an area surrounded by ongoing residential growth. There is also a recently constructed Tractor Supply nearby with a new major Target-anchored shopping center and hospital coming soon at the southern part of the intersection. This high-visibility location offers excellent access for businesses serving the expanding Poinciana and greater Kissimmee community. Attractive architectural design elements are available in the development for both Retail and Office uses. The project features numerous access points from the surrounding roadways and is in walking distance to the SunRail Station. This single-story building is being delivered in dark gray shell condition with a fully customizable interior, giving buyers complete flexibility to design their ideal layout. This building also enjoys a shared patio space, ideal for outdoor seating or a customer amenity area along with Pylon sign access at the entrances to the development. Each building is sold individually to the owner-user or investor. An ideal opportunity for investors or owner-users and small businesses looking to build equity rather than rent. Poinciana Exchange is another JW2 project - the developer who brought you Stoneybrook Exchange, Cross Ridge Exchange, Oakland Exchange, Lake Carter Exchange, and other quality developments. Contact us today for pricing, builder incentives, and to schedule a tour of this outstanding commercial opportunity.

5086 Old Tampa Hwy Unit 02, Kissimmee

$1,990,000

6 Beds ⋅ 8 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code

** HUGE PRICE REDUCTION!!** PRICED TO SELL** This is a one of a kind, Architectural Masterpiece, custom built by one of the original luxury builders in Reunion Resort’s most coveted location in Central Florida. Close to the PRIVATE ENTRANCE of Reunion Resort with easy access to the I4 and 429. This exquisite property is positioned on a corner lot, high up with privacy along the 12th tee of the iconic Jack Nicklaus Signature Golf Course. As you walk through the grand 10-foot wrought-iron double doors, a world of sophistication unfolds. Every detail has been meticulously curated—from the bespoke millwork to the thoughtfully designed floor plan that effortlessly blends form and function. The main level features a richly appointed executive office with custom built-ins and an expansive owner’s suite, complete with private access to the outdoor oasis. The open-concept living area includes a chef’s kitchen with high-end appliances, a gracious dining space, and a stylish great room, all opening seamlessly to the outdoor entertaining terrace. The outdoor living experience rivals that of a five-star resort. Anchored by an oversized pool and elevated spa that has PRIVACY, this space boasts a double-sided gas fireplace, fully equipped kitchen with built-in grill, outdoor television, private pool bath, and retractable motorized screens—creating a luxurious yet comfortable setting for year-round entertaining.The upper level is equally impressive. Four generous guest suites each feature private en suite baths, offering elevated comfort for family and guests. An opulent 12-seat home theater with plush recliners and a custom wet bar offers a true cinematic experience, while the upstairs lounge—with billiards area—opens to a sweeping balcony with panoramic golf course views. This exceptional residence is being offered with an active Reunion Club membership, granting access to the community’s world-class amenities: 3 Signature Championship Golf Courses, a private 5-acre water park, mini golf course, tennis and pickleball courts, six on-site restaurants, two fitness centers, and so much more~! ** ALL 4 HVAC SYSTEMS REPLACED IN 2023!**Schedule your showing TODAY!

7863 Palmilla Court, Reunion

$1,950,000

15 Beds ⋅ 17 Baths ⋅ Veranda Palms Ph 2b2-2c SubDv. ⋅ 34746 Zip Code

Virtually Staged. Welcome to an extraordinary vacation home experience at 2441 Shanti Dr, featuring an impressive 15 bedrooms, 15 full bathrooms, and 1 half bathroom designed to create unforgettable memories. This one-of-a-kind property offers a private pool and incredible themed spaces that bring imagination and entertainment to life. Step into a world of magic with professionally designed themed bedrooms inspired by beloved characters and adventures, including a Mickey-themed room, The Lion King, Monsters, Inc., Jurassic Park, Alice in Wonderland, and an amazing Simpsons-themed gamer room perfect for guests of all ages. Every detail of this home was thoughtfully created to provide the ultimate entertainment retreat, combining comfort, luxury, and immersive experiences. With expansive accommodations, multiple themed suites, and a private outdoor oasis, this property is ideal for vacation rentals, large families, or investors looking for a truly unique opportunity in Central Florida. Located near world-famous attractions, dining, and entertainment, this spectacular home offers the perfect blend of location, style, and unforgettable experiences. A rare opportunity to own a one-of-a-kind property where every stay becomes a magical experience!

2441 Shanti Drive, Kissimmee

$1,950,000

N/A SubDv. ⋅ 34746 Zip Code

Excellent visibility with frontage along Pleasant Hill Road, a highly trafficked corridor with reported traffic volumes of approximately 40,500 vehicles per day. This commercial opportunity includes two parcels being sold together as one offering, totaling over 7 acres. Strategically located directly across from the Bellalago community at the intersection of Pleasant Hill Road and Bellalago Drive, where Osceola County has approved a signalized intersection, the property provides enhanced accessibility, strong exposure, and excellent potential for future development

Pleasant Hill Rd Road, Kissimmee

$1,950,000

15 Beds ⋅ 16 Baths ⋅ Veranda Palms Ph 2b2-2c SubDv. ⋅ 34746 Zip Code

Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed! This property is not just a home — it’s an experience, a destination, and an incredibly powerful income-producing asset all wrapped into one unforgettable opportunity. Built in 2020 and spanning over 6,250 square feet, this extraordinary 15 bedroom, 15.5 bathroom estate has been meticulously designed and operated as a high-performing, extremely profitable short-term rental, delivering consistent five-star guest experiences and exceptional returns. From the moment you arrive, the oversized driveway and grand scale of the home set the tone for something special. Step inside and you’ll immediately understand why this property stands out among the competition. Each of the 15 bedrooms and 15.5 bathrooms has been uniquely themed, creating a memorable and immersive stay for guests that keeps the bookings coming and the reviews glowing. Designed with both luxury and entertainment in mind, this home offers an incredible layout including two full laundry rooms and expansive gathering spaces ideal for large groups and families traveling together. One of the most jaw-dropping features of the property is the three-car garage that has been converted into a true commercial-style arcade. This is not your typical game room. Guests enjoy real commercial-grade arcade machines, along with air hockey, foosball, and a full pool table, creating an entertainment hub that keeps visitors coming back year after year. Upstairs, a gigantic loft has been transformed into a dedicated movie theater space, perfect for winding down after a day at the parks. The outdoor living experience is just as impressive. Step through the sliding doors and you’re greeted by a massive screened-in lanai with resort-style pool and hot tub, designed for both relaxation and entertainment. The outdoor movie theater with surround sound creates a one-of-a-kind backyard experience where guests can enjoy films under the stars. Entertaining outdoors is effortless thanks to the custom outdoor bar area complete with built-in craft ice maker, wine cooler, and full outdoor kitchen. The extended, fully lit grilling area is equipped with a barbecue and smoker, making it the perfect setup for hosting large gatherings or relaxing evenings by the pool. Adding to the tranquility, the home enjoys no rear neighbors, with benches placed behind the property so guests can sit back, unwind, and take in the peaceful views after a fun-filled day. This property is being offered fully furnished and fully themed, allowing the next owner to step right into a turn-key, income-producing business. Even more impressive, the five-star reviews and established reputation transfer with the sale, making this one of the highest performing short-term rentals in the entire area. Located in an elite resort community with incredible amenities and a remarkably low HOA of just $250 per month, this home places guests just minutes from world-famous theme parks, attractions, dining, and entertainment. The current owner has personally managed and maintained the home with an obsessive level of care, ensuring every detail continues to deliver the level of quality that guests expect and rave about. Opportunities like this are rare — a massive, meticulously maintained property that doubles as a thriving hospitality business with proven performance and future upside. This home is a destination, a brand, and a revenue machine ready for its next owner.

2477 Shanti Drive, Kissimmee

Homes for Sale in Kissimmee, FL Between $1,500,000 to $2,000,000

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