Osceola County Real Estate

Homes for Sale in Osceola County, FL Between $1,000,000 to $1,500,000

Welcome to your dedicated resource for Homes for Sale Between $1,000,000 to $1,500,000 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 $1,000,000 to $1,500,000 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 $1,000,000 to $1,500,000

7695 Graben Street, Kissimmee
$1,500,000
12 Beds ⋅ 13 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven Rental Income Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 7696 Graben St, an extraordinary 12-suite, 12.5-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 26 guests comfortably, this high-performing asset is a top choice for large group bookings, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of high revenue generation in the booming Orlando vacation market. • 12 Ensuite Bedrooms: Offers ultimate comfort and privacy for large groups, including professionally customized themed bedrooms (Avatar, Star Wars, Harry Potter, Jurassic Park, Transformers, Peppa Pig, and Minnie Mouse) that drive premium daily rates. • Private Entertainment Hub: Features a dedicated private movie theater, full game room, arcade games, pool table, air hockey, and multiple gaming setups. • Resort Outdoor Living: Expansive private covered patio, dining area, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout fully equipped with premium appliances, double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

7695 Graben Street, Kissimmee
324 Southfield Street, Kissimmee
$1,500,000
12 Beds ⋅ 13 Baths ⋅ Reunion West Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven STR History Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 324 Southfield St, a high-performing 12-suite, 12-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 24 guests comfortably, this asset is a top choice for large group travel, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of strong revenue generation in the booming Orlando vacation market. • 12 Bedrooms / 12 Bathrooms: Offers ultimate comfort and privacy, featuring custom professionally themed bedrooms (Rapunzel, Avatar, Encanto, and Snow White) that command premium daily rates. • Private Entertainment Hub: Fully equipped with a dedicated private movie theater, game room, arcade machines, pool table, gaming console, and multiple TVs. • Resort Outdoor Living: Expansive private covered patio, lounge and dining space, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout complete with premium appliances (Nespresso Vertuo, Air Fryer), double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

324 Southfield Street, Kissimmee
340 Southfield Street, Kissimmee
$1,500,000
12 Beds ⋅ 13 Baths ⋅ Reunion West Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven STR History Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 340 Southfield St, a top-performing 12-bedroom, 12-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 26 guests comfortably, this high-performing asset is a premier choice for large group travel, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of strong revenue generation in the booming Orlando vacation market. • 12 Bedrooms / 12 Bathrooms: Offers ultimate comfort and privacy, featuring custom professionally themed bedrooms (Super Mario, Cinderella, Frozen, Mickey Mouse, The Simpsons, and Ratatouille) that command premium daily rates. • Private Entertainment Hub: Fully equipped with a dedicated private movie theater, full game room, arcade games, pool table, Xbox Series S console, and multiple TVs. • Resort Outdoor Living: Expansive private covered patio, outdoor dining area, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout complete with premium appliances, double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

340 Southfield Street, Kissimmee
323 W Cypress Street, Kissimmee
$1,500,000
Hillcrest SubDv. ⋅ 34741 Zip Code
PRIME MEDICAL CORRIDOR LOCATION * Investment opportunity: 4,551 SF medical/professional office building on a corner lot one block off Hwy 192, positioned between two hospitals — Persan Professional Plaza, 323-327 W. Cypress St, Kissimmee, FL 34741. Zoned T4-O. Future Land Use: MU-V (Mixed-Use – Vine Street Overlay). Three addressable units (323, 325, 327 W. Cypress) under one roof, each separately metered for electric and water. The building offers approximately 26 individual rooms configured as exam rooms, private offices, and clinic space, plus 6 restrooms, a dedicated waiting room, and multiple reception/lobby areas — built out for medical use throughout its history. New roof (2026). 19 parking spaces including handicap. Building-mounted signage in place. Flexible leasing: available as a single unit, two combined units, or the entire building. Approximate unit sizes range from ±1,400 – 1,700 SF per individual unit up to the full 4,551 SF for all three combined (unit-by-unit square footage approximate) Unit configuration: 325 and 327 each have separate exterior entrances and share an interior connecting door, allowing them to be leased/operated together (±2,900 – 3,200 SF combined) or independently. 323 is a standalone unit, currently occupied on a month-to-month lease at a rate below current market — upside on renewal or re-lease. 325 and 327 are currently vacant, offering an owner-user opportunity or lease-up potential at market rents. The T4-O zoning conditionally permits office and medical/professional office use, and the MU-V future land use designation supports the property's continued use while offering long-term redevelopment potential under the City's Vine Street corridor revitalization plan (up to 6.0 FAR / 40 du per acre at the project level, subject to City approval). Ideal for medical, dental, or professional office use, an investor seeking value-add through lease-up and rent repositioning, or a healthcare group wanting a multi-suite footprint near two hospitals.

323 W Cypress Street, Kissimmee
4980 Disston Drive, St Cloud
$1,500,000
Florida Agricultural Co SubDv. ⋅ 34771 Zip Code
5 acre Investment opportunity off of Narcoossee Road. Within the county limits but adjoins the City Limits of St Cloud. Value is in the land. Bring all offers.

4980 Disston Drive, St Cloud
4980 Disston Drive, St Cloud
$1,500,000
3 Beds ⋅ 2 Baths ⋅ Florida Agricultural Co SubDv. ⋅ 34771 Zip Code
5 acre Investment opportunity off of Narcoossee Road. Within the county limits but adjoins the City Limits of St Cloud. Value is in the land. Bring all offers.

4980 Disston Drive, St Cloud
Pleasant Hill Road, Kissimmee
$1,500,000
Pleasant Hill Trails Unit 01 SubDv. ⋅ 34746 Zip Code
5+ acres located directly across from the new Valencia College campus and Osceola County' s proposed 370+ acre College Station . Ideal for retail development with more than 300' of frontage on Pleasant Hill Road and exceptional exposure with more than 45,000 AADT. Located on Pleasant Hill Road, directly across from the new Valencia College and north of Bellalago.

Pleasant Hill Road, Kissimmee
Granada Boulevard, Kissimmee
$1,500,000
Tohop Estates SubDv. ⋅ 34746 Zip Code
GREAT LOCATION AND GREAT BUSINESS OPPORTUNITY ON THE CORNER OF PLEASANT HILL ROAD AND GRANADA BLVD.

Granada Boulevard, Kissimmee
1245 S Goodman Road, Champions Gate
$1,500,000
Acreage & Unrec SubDv. ⋅ 33896 Zip Code
This 4-acre vacant land is situated on Masters Blvd. (old S. Goodman Rd.) directly across from ChampionsGate. This property previously had a single-family home and a mobile home but they were removed. The land is suitable for residential use or could be a potential commercial, self-storage, or office location. New developments in the area include the Academir Charter School to the north and the Cortland at ChampionsGate apartments adjacent to the south. The planned Sinclair Road Extension project is designed to connect Sinclair Road to Bella Citta Blvd. and will be a new connection between SR 429 and US 27.

1245 S Goodman Road, Champions Gate
4594 Hickory Tree Rd, St Cloud
$1,499,999
4 Beds ⋅ 3 Baths ⋅ S L & I C SubDv. ⋅ 34772 Zip Code
NO HOA + NO CDD + LARGE HOUSE, LARGE SHOP, PRIVATE POOL ON ALMOST 5 ACRES = PRICELESS! You do not find this often! JUMP NOW BEFORE IT'S TO LATE! PRIVATE COUNTRY LIVING ON ALMOST 5 ACRES! 40 x 64 warehouse/shop, perfect for a home business. Private pool with waterfall for hot summer days! One 50 amp RV hook-up. Discover the space, privacy, and freedom that come with this beautiful 4 bedroom, 3 bath single-family pool home situated on approximately 4.78 acres in St. Cloud. With nearly 3504 square feet of living space, this property offers plenty of room for family, hobbies, vehicles, toys, horses, and all the extras that come with an acreage lifestyle. Roof replaced (2017), propane tankless hot water heater, propane fireplace. Pre-plumbed propane line for whole house generator. Split air in garage/game room. Enjoy the peace and tranquility of your own private property while still being conveniently located in the growing St. Cloud area. The expansive acreage provides endless possibilities for outdoor enjoyment, gardening, recreational activities, animals, additional structures, or simply enjoying the space and privacy that are becoming increasingly hard to find. A rare opportunity to own a spacious home with nearly 5 acres in St. Cloud! As always, we recommend verifying all room measurements to ensure accuracy. Need more room, there is a 2nd property for sale next door, great for extended family! Great opportunity!

4594 Hickory Tree Rd, St Cloud
1229 Grand Traverse Parkway, Reunion
$1,499,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Village 03b SubDv. ⋅ 34747 Zip Code
Completely updated, 5 bedrooms, 5.5 baths, and a wall of glass facing the pool and preserve. From the front door, the view runs straight through the house: across wide-plank floors, past the kitchen island, and out an oversized black-framed slider to the screened pool, spa, and the tree line beyond. This 4,266 sq ft home at 1229 Grand Traverse has been redone from top to bottom, and it shows in every room. The kitchen anchors the main level. A waterfall-edge island sits under hammered brass pendants, with white shaker cabinetry to the ceiling, deep green lowers, and a paneled built-in refrigerator. The pro-style gas range has double ovens, a pot filler, a slab backsplash, and a custom hood, and an arched, tiled coffee bar is tucked just off the island. The kitchen opens to a great room with a fireplace and that full-width slider. All 5.5 baths have been remodeled, each with its own design. One is a glass-enclosed wet room with dual showers, a freestanding soaking tub, and an arched tile niche in brushed gold. Another pairs a freestanding tub and frameless glass shower with two separate vanities and matte black fixtures. A main-level bedroom opens through French doors directly to the pool deck. Located on Grand Traverse Parkway in Reunion Resort, the home comes with an active resort membership, opening the door to Reunion's three signature golf courses (Palmer, Watson, and Nicklaus), the water park, pools, tennis and pickleball, spa, and dining. It is ideally located within easy reach of Disney World, SeaWorld, Universal Studios and the Airport. Schedule your private showing today.

1229 Grand Traverse Parkway, Reunion
865 Desert Mountain Court, Reunion
$1,499,000
6 Beds ⋅ 6 Baths ⋅ Reunion West Village 03a SubDv. ⋅ 34747 Zip Code
Experience luxury resort living and exceptional investment potential in this stunning, turnkey vacation home located within the exclusive gated community of Reunion Resort. Perfectly positioned overlooking the Jack Nicklaus golf course, this beautifully furnished residence offers spectacular golf views, outstanding privacy, and immediate vacation rental income potential. This impressive three-story home showcases exceptional craftsmanship and thoughtful design throughout. A private elevator provides convenient access to every level, while elegant architectural details including wood beam ceilings, crown molding, stone accents, hardwood staircase, and custom brick features create a warm yet sophisticated atmosphere. The chef's kitchen is a true showpiece, featuring a premium Wolf six-burner gas range with dual ovens, pot filler, abundant cabinetry, generous counter space, and everything needed for entertaining family and guests. Multiple dining areas include a formal dining room with built-in wine storage and a spacious casual dining area that flows seamlessly into the open-concept living room, where exposed wood beams and expansive windows capture beautiful golf course views. Step outside to your private outdoor oasis featuring a beautiful pool and seating area —ideal for relaxing after a day at the parks or hosting unforgettable gatherings. Offering six spacious bedrooms and five luxurious bathrooms, the home's flexible layout comfortably accommodates family and guests. The entire second floor is dedicated to an impressive primary suite complete with a wall-to-wall private balcony overlooking the golf course, creating the perfect owner's retreat. A spacious loft area offers additional living or game room space, while a private in-law suite with separate stair access provides added flexibility. The third floor features three generously sized bedrooms, each enjoying access to the expansive balcony. Located just minutes from Walt Disney World, Orlando's premier attractions, world-class shopping, dining, Reunion Resort offers an unparalleled lifestyle with championship golf courses, resort pools, tennis, fitness center, spa, restaurants, and endless entertainment. Whether you're searching for a luxury primary residence, a second home, or a proven income-producing vacation rental, this exceptional property offers the perfect combination of location, luxury, privacy, and investment opportunity. Schedule your private showing today and discover everything Reunion Resort has to offer.

865 Desert Mountain Court, Reunion
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