Kissimmee Real Estate

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

Welcome to your dedicated resource for Homes for Sale Between $2,000,000 to $2,500,000 in Kissimmee, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Kissimmee, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $2,000,000 to $2,500,000 below, or contact a local agent to discuss the details that matters most to your search.

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

Ambassador Park SubDv. ⋅ 34741 Zip Code

Beautiful 4.417 acre (MOL) lot all clear, high and dry, buildable lot(s). This is great opportunity to purchase a great piece of land located in the heart of Kissimmee. This property is currently zoned High-Density, situated in the most strategic area of Osceola County. Just minutes to Walt Disney World, Orlando International Airport, malls, restaurants, hospitals, resort areas and more. Conveniently located close to major highways such as I-4 and the turnpike accessing transportation routes for commuting or travel. Presents an exceptional opportunity for those seeking to invest. This property is poised to capitalize on the areas booming growth of Osceola County. Don't miss out the chance to own this land. Act now and make it yours.

1500 N Hoagland Boulevard, Kissimmee

High Plains SubDv. ⋅ 34744 Zip Code

LOCATION, LOCATION, LOCATION! A Rare Industrial Development Opportunity in Booming Lake Nona area! This rare parcel at almost 2 acres in size unlocks exceptional potential and the property is situated in one of Kissimmee’s most rapidly growing areas. This piece of land has an ideal blend of privacy, peace, and potential. It is a perfect suit for forward-thinking investors and developers as the property is currently zoned for OAC (Open Agriculture and Conversation) and it can transition to Future Land Use (FLU) as Industrial. There is TOTAL FREEDOM with NO HOA restrictions: bring your RVs, boats, storage units, and all your favorite toys ensuring yourself with future development flexibility. Whether you’re looking to entertain, relax, or start your own mini farm, this property has the space and versatility to do it all. Strategically located near key infrastructure including Orlando International Airport, Lake Nona Medical City, Kissimmee’s tourism hotspots, and major highways, this parcel offers both logistical advantage and long-term growth potential. Enjoy the tranquility of rural living without sacrificing convenience. Don’t wait—schedule your private showing today and fall in love with this one-of-a-kind property! This rare gem won’t last long. Come live the life you’ve always imagined, free, connected to nature, and full of possibility. Don’t miss your chance to be part of Central Florida’s next major industrial hub.

4122 High Plains Lane, Kissimmee

10 Beds ⋅ 10 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 1 SubDv. ⋅ 34747 Zip Code

***Featured on HGTV's Zillow Gone Wild, Season 3 Episode 4 (Florida, Man) — Episode Winner!*** PROPERTY HAS ACTIVE REUNION CLUB MEMBERSHIP! Experience the Ultimate in Luxury and Creativity with this Aviation-Inspired Estate, Known as 'HIGH FLIGHT", Located in Reunion Resort, the Muirfield Model Features 10 Bedrooms and 9 1/2 Bathrooms. Inspired by USAF Combat Rescue Officers and F-22 Pilots, This Residence is Unlike any Other in the Orlando Market. The Property Includes a Rare Full-Scale Retired Puma Military Helicopter with a Custom Simulator, as Well as a 1930s SS Jaguar Equipped with a Racing Simulator. Entertainment Options are Extensive, Including a Private Movie Theater with Sofa Seating, a Game Room with Multiple Flight Simulators, Virtual Reality Games and Two Playstation 5 Consoles, as well as an Entertainment Loft Designed as an Aviation Lounge. Themed Spaces Throughout the Home Include Two Custom-Built Kid’s Bedrooms with Immersive Designs. One Features a Twin/Twin Bunk Bed Setup Situated in the Front End Of An Airplane, Complete with a Cockpit Seating Area. Through the Jack-And-Jill Bathroom, The Second Kid’s Suite Includes Aviation-Inspired Details such as Hanging Led Birds, a Hot Air Balloon Basket with a Small Twin Bed and a Classic Aircraft Design with Four Additional Twin Beds Integrated into the Upper and Lower Wings. Six Master Suites, a Queen Suite and Additional Guest Bedrooms Provide a Variety Of Sleeping Accommodations. The Interior Features an Open Floor Plan with a Fully Equipped Kitchen, Stainless Steel Appliances, an Oversized Island with Seating for Eight and a Formal Dining Room with Seating for Twelve. The Main Living Area Includes a Fireplace, Large Sectional Seating, and Direct Access to the Outdoor Living Space. The Private Pool and Spillover Spa Overlook the Golf Course and are Complemented by Six Loungers, a Covered Lanai, an Outdoor Kitchen with Grill and a Pool Table. Throughout the Home, Authentic Aviation and Military Memorabilia, Pilot Uniforms, and Historical Artifacts Create a Distinctive Environment, with its Unique Design, Extensive Amenities and Prime Location Just Minutes from Disney World Resort and Orlando’s Top Attractions, This Property Offers Exceptional Potential as a Luxury Residence, Investment Property or Vacation Retreat.

1213 Radiant Street, Reunion

13 Beds ⋅ 13 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

Short Sale. Exquisite 13-Bedroom Estate in Reunion Resort – Premier Double Lot Overlooking Jack Nicklaus Golf Course. Welcome to your dream investment or luxury retreat in the heart of Reunion Resort. This 13-bedroom, 12.5-bath masterpiece is situated on a rare double lot with unobstructed views of the 1st green of the Jack Nicklaus Signature Golf Course. Built by City Homes, the nation’s leading luxury vacation and short-term rental builder, this estate is the pinnacle of craftsmanship and design, blending functionality with resort-style elegance.

977 Desert Mountain Court, Reunion

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

A rare offering in Celebration’s coveted East Village, this magnificent Issa-built Classical Manor combines timeless architecture, exceptional scale and an enviable setting on an oversized corner homesite overlooking a picturesque park and surrounded by natural preserve. Offering more than 4,600 square feet, 6 bedrooms, 5.5 baths, private office, expansive bonus suite, 3-car garage and resort-style pool and spa, this exceptional residence has also benefited from an impressive collection of thoughtful upgrades. A welcoming front porch opens to interiors rich in architectural detail, complemented by marble flooring throughout the ground level, installed in 2019. Formal living and dining rooms provide an elegant backdrop for entertaining, while the spacious family room creates an inviting heart of the home. The chef’s kitchen is designed for gathering, featuring a Sub-Zero refrigerator (2022), Samsung dual oven (2020) and Samsung dishwasher (2025), all overlooking the outdoor living areas. The first-floor primary suite is a private retreat with French doors to the lanai and pool, two oversized walk-in closets, new carpet (2025) and a beautifully updated bath featuring Carrara marble. All bathrooms were refreshed in 2019 with new flooring, vanities, shower doors and more. An additional first-floor bedroom provides flexibility for guests or multigenerational living, while the private office is ideal for working from home. Upstairs, additional bedrooms and baths offer generous accommodations. The expansive bonus suite above the 3-car garage, with its own full bath and private access, can serve as a guest suite, game room, media room, fitness studio or private living quarters. A dedicated music room features sound treatment, and new ceiling fans have been added in the primary bedroom, living room and two upstairs bedrooms. Major improvements include a new roof by Greenway (2019), three Carrier HVAC systems installed by Ferran (2019), two new water heaters (2019), plus a high-efficiency 5-ton, 19-SEER Trane system serving the living area, installed January 2026. Outside, the screened lanai and oversized heated lagoon-style pool and spa create a true Florida retreat. A pool-area awning and summer kitchen were added in 2021, complete with outdoor grill, cabinetry and washer, creating a superb setting for year-round entertaining. The pool received a new motor and filtration system in 2025. The spacious fenced yard, refreshed front lawn with new sod, oversized corner homesite and 3-car garage provide an uncommon combination of privacy, space and convenience. Celebration offers a lifestyle unlike anywhere else in Central Florida, with scenic pathways, parks and green spaces connecting its distinctive villages. Stroll to Downtown Celebration for lakeside dining, boutiques, community events and the iconic waterfront. Ideally positioned near Walt Disney World Resort, the home also offers convenient access to Orlando International Airport, major roadways, championship golf, medical facilities and Central Florida’s renowned dining, shopping and entertainment. Chandeliers in the dining room and entry foyer do not convey.

843 Oak Shadows Road, Celebration

Acreage & Unrec SubDv. ⋅ 34744 Zip Code

Nearly 6 acres of private waterfront on beautiful East Lake Tohopekaliga (East Lake Toho)—an exceptionally rare opportunity to own one of Central Florida's most unique waterfront properties. Offering direct lake access, majestic oak trees, and an existing residence, this remarkable property is the perfect setting to build your dream waterfront estate, create a private family compound, or secure a one-of-a-kind investment. The existing home provides immediate use while you design your future vision. With no HOA, you'll enjoy the freedom to create the lifestyle you've always imagined, with room for boats, RVs, detached garages, workshops, expansive outdoor living, and more. Whether your vision is a custom waterfront estate, a multi-generational family compound, or exploring future development or rezoning opportunities, this remarkable property offers exceptional flexibility, subject to zoning, county approvals, and buyer due diligence. Enjoy world-class boating and fishing, breathtaking sunsets, abundant wildlife, and the peaceful privacy that only waterfront acreage can provide—all while being just minutes from Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, and entertainment. Large waterfront parcels of this size in such a prime location rarely come to market. Whether you're looking to build your forever home, create a legacy property for generations to enjoy, or invest in one of Central Florida's most desirable waterfront locations, this is an opportunity that is becoming increasingly difficult to find. Nearly 6 private waterfront acres. No HOA. Endless possibilities. A place to build not just a home—but a legacy.

2794 Holiday Woods Drive, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code

Nearly 6 acres of private waterfront on beautiful East Lake Tohopekaliga (East Lake Toho)—an exceptionally rare opportunity to own one of Central Florida's most unique waterfront properties. Offering direct lake access, majestic oak trees, and an existing residence, this remarkable property is the perfect setting to build your dream waterfront estate, create a private family compound, or secure a one-of-a-kind investment. The existing home provides immediate use while you design your future vision. With no HOA, you'll enjoy the freedom to create the lifestyle you've always imagined, with room for boats, RVs, detached garages, workshops, expansive outdoor living, and more. Whether your vision is a custom waterfront estate, a multi-generational family compound, or exploring future development or rezoning opportunities, this remarkable property offers exceptional flexibility, subject to zoning, county approvals, and buyer due diligence. Enjoy world-class boating and fishing, breathtaking sunsets, abundant wildlife, and the peaceful privacy that only waterfront acreage can provide—all while being just minutes from Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, and entertainment. Large waterfront parcels of this size in such a prime location rarely come to market. Whether you're looking to build your forever home, create a legacy property for generations to enjoy, or invest in one of Central Florida's most desirable waterfront locations, this is an opportunity that is becoming increasingly difficult to find. Nearly 6 private waterfront acres. No HOA. Endless possibilities. A place to build not just a home—but a legacy.

2794 Holiday Woods Drive, Kissimmee

20 Beds ⋅ 19 Baths ⋅ Bella Vista Condo SubDv. ⋅ 34741 Zip Code

Bella Vista Condos, is a stabilized 12-unit condominium portfolio located at 409 Fountainhead Circle, Kissimmee, Florida 34741. Units are located in separate buildings inside the apartment complex. Located just 10 miles from Walt Disney World Resort (about a 15 minute drive). This close proximity positions the property to attract a steady rental base from the region’s thriving workforce tied to the tourism, hospitality, and service industries. Additionally, residents benefit from easy access to world-class entertainment, shopping, and dining that make the Kissimmee/Disney corridor one of the most dynamic residential markets in Florida. Built in 1988, Bella Vista Condos consists of 12 individually owned condo units across a larger mid-rise development, totaling 10,652 rentable square feet. The portfolio features a balanced unit mix of 1, 2, and 3-bedroom units. All units are outfitted with central AC and screened-in patios or balconies. Tenants are responsible for electric (separately metered), while water and trash service are included in HOA Fees. Landlord recovers costs via a utility recovery fee. The property sits on a sizable 16.6-acre community, providing residents with open space and shared amenities including a tennis court, swimming pool, playground, and more. The property is also minutes from Downtown Kissimmee, The Loop Shopping Center, and major commuter routes like US-192 and the Florida Turnpike, enhancing convenience for working professionals.

409 Fountainhead Circle, Kissimmee

24 Beds ⋅ 22 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code

Villa del Sol Condos, is a stabilized 12-unit condominium portfolio located at 2250 N Hoagland Blvd, Kissimmee, Florida 34741. Located just 8 miles (approximately a 15-minute drive) from Walt Disney World Resort, one of the largest tourist attractions in the world. This prime location creates a strong advantage for investors: the ability to attract steady rental demand from the local workforce in the hospitality and tourism industries, or alternatively, capitalize on the thriving short-term rental market to achieve higher returns. Built in 1999, the portfolio consists of 12 individually owned condo units totaling 12,004 square feet, within a larger 35-acre residential development. Each unit features a 2-bedroom layout, with most offering 2 bathrooms and averaging over 1,000 SF. All units include central AC, modern interiors, and access to shared community amenities. Tenants pay for separately metered electric, water and trash services are included in the HOA fees and landlord recovers cost via a utility recovery fee. The property features resort-style amenities including two swimming pools, tennis courts, and other recreational features that enhance tenant satisfaction and retention. Owning a condo portfolio near Disney provides several advantages: consistent tenant demand from hospitality workers, access to millions of annual visitors creating potential for short-term rental revenue, and strong long-term appreciation supported by Orlando’s thriving tourism economy.

2206 Antigua Place, Kissimmee

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

Discover a stunning transitional home with an "Active Reunion Resort Membership", perfectly situated on the 14th hole of the esteemed Jack Nicklaus golf course. Built by McNally Construction, a renowned luxury home builder with recent renovations in 2026 featuring exquisite upgrades, designer details, and smart home technology. This private retreat is located on a high-elevation lot, away from the cart paths. It presents a unique opportunity for buyers seeking one of the most enchanting homes in the executive section of Reunion, offering both privacy and charm. As you enter through the grand double iron doors, you'll be greeted by a stunning two-story vaulted entrance adorned with intricate custom woodwork, a hallmark of the finest homes. Stroll through the elegant gallery and admire the three-story tower, complete with a magnificent chandelier and views of the golf course. The chef's dream kitchen boasts high-end gourmet appliances, beautiful granite countertops, premium cabinets with crown molding, and soft-close features. Transition seamlessly to the lanai, where you'll find an entertainer's dream space overlooking the golf course, featuring a large, heated infinity pool and spa, a chef’s outdoor kitchen with a DCS Built-In Natural Gas Grill, an outdoor gas fireplace, and an expansive custom-paved pool deck. Enjoy a game of billiards in the impressive two-story Billiards Room, highlighted by 20 ft custom window treatments and tray ceilings. After a day on the course, retreat to the luxurious master suite, which offers views of the infinity pool and lush landscaping that transforms into a magical setting at night. Unwind in your Spa Air Tub in the beautifully designed master bathroom. Guests will be treated to two additional luxury master bedrooms on the second floor, each featuring a garden tub, shower, double sinks, walk-in closets, and a full-length balcony with stunning golf course views. This smart home includes voice and app-controlled pool automation, a whole-house lighting system, motorized blinds, Wi-Fi-enabled garage door openers, Trane XV variable speed high efficiency AC systems (2023) with Halo LED air purifiers and MERV 13 filters, Yale automated deadbolt locks, and a water leak protection system with a remote water main shut-off. Additional conveniences include three chandelier lifts and a whole-house commercial water filtration system with instant hot water, and a New High Efficiency Hybrid Water Heater (2026). The world-renowned Reunion Resort offers three championship golf courses, private membership amenities, an exceptional waterpark and lazy river, tennis and golf centers, a spa, multiple fine dining options, and is conveniently located less than 15 minutes from Walt Disney World.

395 Muirfield Loop, Reunion

14 Beds ⋅ 13 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

Large 14 Bed Purpose Built Vacation Home in Reunion Resort. 14 Bed, 14 bath home with Media / Game room combo. Double Lot West Facing with spectacular private pool and hot tub overlooking the pristine Jack Nicklaus designed golf course. This home is move in / rent ready as it comes fully furnished with modern resort style décor. In addition to a huge outdoor patio where you can relax with your favorite drink and watch the Florida setting sunset

1136 Castle Pines Court, Reunion

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

Luxurious Furnished 5-Bedroom Custom Estate in Bears Den at Reunion Resort Experience refined resort living in this beautifully appointed, fully furnished 5-bedroom custom home, ideally situated within the exclusive gated community of Bears Den at Reunion Resort. Lovingly maintained as a private second home and never used as a vacation rental, this exceptional residence is in outstanding condition. Perfectly positioned along the 18th fairway of the signature Jack Nicklaus Golf Course, the home offers breathtaking golf course views and spectacular sunset vistas, all within close proximity of the Nicklaus Clubhouse. Designed for both luxurious living and effortless entertaining, the outdoor living area features a private resort-style pool, expansive covered lanai, and a built-in summer kitchen—creating the perfect setting for enjoying Florida's year-round lifestyle. Inside, the thoughtfully designed floor plan includes two spacious primary suites, one on each level, each offering spa-inspired bathrooms with oversized walk-in showers, soaking tubs, dual vanities, and generous walk-in closets. Elegant tile flooring extends throughout the main living areas on the first floor, while rich hardwood stairs lead to the upstairs great room, where hardwood flooring adds warmth and sophistication. Separate laundry rooms on both levels provide added convenience. The gourmet kitchen showcases light, timeless finishes, premium stainless steel appliances, a gas range, and abundant space for gathering with family and friends. Upstairs, an impressive entertainment lounge with a full wet bar opens to a covered balcony overlooking the golf course, offering the perfect place to relax while taking in the panoramic fairway views and unforgettable sunsets. Reunion Resort spans more than 2,300 acres and offers an unmatched collection of world-class amenities. Residents enjoy access to three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, as well as the renowned Leadbetter Golf Academy. The resort also features a spectacular water park, 12 community pools, tennis and pickleball courts, miniature golf, two golf pro shops, multiple dining venues, and miles of beautifully landscaped grounds. Conveniently located just minutes from Walt Disney World, Orlando's premier attractions, and within easy reach of Florida's beautiful Gulf and Atlantic Coast beaches, Reunion Resort offers the perfect balance of luxury, recreation, and convenience. A 1.5 Jack Nicklaus royalty fee, calculated on the total purchase price, is due at closing as this is a Jack Nicklaus Licensed Community. A Reunion Resort Membership is available and is required with the purchase of this home.

972 Jack Nicklaus Ct, Reunion

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