Osceola County Real Estate

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

$2,450,000
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

$2,450,000
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

$2,399,000
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

$2,250,000
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

$2,250,000
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

$2,250,000
6 Beds 6 Baths Narcoossee New Map Of SubDv. 34771 Zip Code
Privately gated and positioned at the end of a wooded cul-de-sac, this modern farmhouse estate spans nearly five acres with tranquil lake views and built-in hiking trails, offering a rare sense of privacy just minutes from Lake Nona. You are welcomed by a sprawling front porch that immediately sets the tone for relaxed, refined living. Inside, a spacious entry showcases European white oak flooring throughout. The layout is intentional, with a great room on one side and a formal dining room on the other. Renovated in 2024 with high end improvements, the home blends clean architecture with warm finishes. The kitchen features custom inlay cabinetry with LED underlighting, a leathered granite island, Venetian plaster hood, hidden walk in pantry, and a separate coffee nook with beverage refrigerator. The appliance package includes a 43 inch La Cornue induction range, 36 inch Monogram refrigerator and freezer columns, Fisher and Paykel double drawer dishwasher, ice maker, and multiple beverage centers. The layout offers a first floor bedroom with a private en suite bath, while the remaining bedrooms are positioned upstairs for added privacy. The primary suite features a private balcony overlooking the lake and backyard. The spa inspired bath includes double vanities, steam shower, freestanding soaking tub, smart toilet, and a custom closet system. A separate staircase leads to an expansive loft with an additional bonus bedroom, creating flexible space for a media room, office, gym, or guest suite. Outdoor living includes a marble pool deck, custom pool and spa with water feature, summer kitchen, and dedicated pool bath. The property also includes a 1,000 gallon buried propane tank and paid off solar panels. Additional highlights include a five car garage and an additional bay perfect for a workshop or gym. Having two laundry rooms, a custom mudroom, whole home water filtration, two tankless water heaters, two new AC units, a 2022 roof, and a whole house generator make the home even more impressive. Private acreage, lake views, and refined modern farmhouse design just minutes from Lake Nona create a rare opportunity for secluded luxury with everyday convenience.

5351 Carson Street, St Cloud

$2,250,000
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

$2,250,000
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

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