Kissimmee Real Estate

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

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
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
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
2468 Rama Drive, Kissimmee
$1,499,000
12 Beds ⋅ 12 Baths ⋅ Veranda Palms Ph 2b2-2c SubDv. ⋅ 34746 Zip Code
THE BEST DEAL!!! Priced to sell! Exceptional Investment Opportunity! This stunning, fully furnished and professionally themed vacation home in the sought-after Veranda Palms community generated over $150,000 in gross rental income last year—with future bookings already in place that can seamlessly transfer to the new owner. The seller has invested close to $300,000 in luxury designer furnishings, high-end upgrades, and custom décor, making this property truly one-of-a-kind within the community. Boasting 12 bedrooms and 11.5 bathrooms, including two spacious master suites (one on each floor), this home is built for comfort, functionality, and a true resort-style experience. The kitchen is equipped with microwaves, two refrigerators, dishwashers, dual sinks, and upgraded tile finishes on both the backsplash and island. The open-concept living area has been thoughtfully expanded by enclosing the California room, and the home is loaded with upscale features including: Custom LED lighting, Accent walls and large format tile downstairs, Wood flooring upstairs, Designer light fixtures throughout. Entertainment is elevated with a private theater room, complete with a 120” screen, HD projector, starry ceiling, and reclining theater seating—ideal for unforgettable movie nights. Step outside to your private backyard retreat, featuring a heated pool, spa, and lounge area. this outdoor space is perfect for quiet relaxation or entertaining guests. Located just minutes from Disney parks, premium outlets, and top community amenities, and with low HOA fees and no CDD, this beautifully upgraded, turnkey income-producing property is the ideal short-term rental investment!!!

2468 Rama Drive, Kissimmee
928 Jasmine Street, Celebration
$1,499,000
5 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 02 SubDv. ⋅ 34747 Zip Code
Tucked within the heart of Celebration’s coveted Main Village, 928 Jasmine Street offers a rare blend of timeless architecture and modern refinement, just a leisurely stroll from the charm of downtown Celebration and less than 2 blocks from the Celebration K-8 school. Set on an expansive homesite, this exceptional 5-bedroom, 4-bath residence with a 3-car garage and private garage apartment is designed for both elegant living and effortless entertaining. From the moment you enter, the home reveals a thoughtful balance of craftsmanship and comfort. Brand-new flooring (2026), custom millwork, plantation shutters, and beautifully integrated built-ins create a warm, tailored aesthetic throughout. The well-designed floor plan includes formal living and dining rooms, a spacious great room, and a beautifully updated gourmet kitchen featuring new appliances (2026), making it the perfect gathering space for family and friends. A first-floor bedroom provides flexibility for guests or a private office, while upstairs offers additional bedrooms and a versatile bonus room. Step outside to your own private oasis where a stunning heated pool and spa invite year-round enjoyment. The backyard was thoughtfully enhanced with premium limestone decking (2023), a luxurious surface that stays cool underfoot even during Florida summers along with a new pool heater in 2023, creating the perfect outdoor retreat. The one-bedroom garage apartment adds tremendous value, featuring wood cabinetry, granite countertops, stainless steel appliances, hardwood flooring, and plantation shutters, making it ideal for guests, extended family, or rental income. This home has been updated for both style and peace of mind. Recent improvements include a luxurious primary bathroom renovation (2025), new flooring (2026), new kitchen appliances (2026), new hot water heater (2024), new A/C blower (2025), premium limestone backyard (2023), and new pool heater (2023). Previous major updates include a new roof (2017) and new A/C systems for both the main home and garage apartment, electrical panel, and additional system improvements completed in 2020. Beyond the home, Celebration is a storybook community celebrated for its picturesque streets, vibrant downtown, and exceptional lifestyle. Residents enjoy more than 26 miles of scenic walking and biking trails, beautiful parks, resort-style community pools, year-round festivals, farmers markets, boutique shopping, and lakeside dining. Conveniently located just minutes from Walt Disney World, major highways, premier shopping, and Orlando International Airport, this remarkable home offers the perfect combination of luxury, comfort, and location.

928 Jasmine Street, Celebration
3800 Sonoma Boulevard, Kissimmee
$1,480,000
15 Beds ⋅ 16 Baths ⋅ Sonoma Resort At Tapestry Ph 2a SubDv. ⋅ 34741 Zip Code
Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors! Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions! Key Features: - 6,249 sq. ft. of Luxury Living Space – Spacious single-family home built in 2023 – Modern finishes, high-end furnishings, and resort-style amenities - Private Swimming Pool & Heated Spa – Perfect for relaxation after a day at the parks - 15 Bedrooms – Each with en-suite bathrooms, ensuring comfort & privacy for large groups - Prime Rental Investment – High demand in Orlando’s vacation rental market with strong ROI potential - Close to Attractions – Disney, Universal, shopping, dining, and entertainment just minutes away This turnkey vacation home is ideal for investors seeking a high-income rental property or families looking for a luxurious retreat. Don’t miss this rare opportunity! Fully Furnished & Move-In Ready – Ideal for short-term rentals Gaming/Theater Room – Added appeal for family vacations Resort-Style Backyard – Pool, spa, outdoor seating, and BBQ area Zoned for Short-Term Rentals.

3800 Sonoma Boulevard, Kissimmee
2541 Shanti Drive, Kissimmee
$1,475,000
15 Beds ⋅ 16 Baths ⋅ Veranda Palms Ph 2b2-2c SubDv. ⋅ 34746 Zip Code
FULLY FURNISHED 15-BEDROOM, 16-BATH TURN-KEY STR WITH PROVEN HIGH EARNINGS! Proven income producer with outstanding 5-star reviews. Approximately 7,000 SF and designed for large groups, Club Walt sleeps up to 36 and features a spectacular 30' private pool & spa, Star Wars-themed theater, huge arcade/game room, multiple gathering spaces, and large-group kitchen with 2 refrigerators and 2 dishwashers. The private backyard backs to Shingle Creek Regional Park for added privacy. Parking for up to 7 vehicles in the driveway-a rare advantage for a rental of this size. Located in a gated resort community with pool, waterslides & fitness center, just minutes from Disney. Fully furnished, beautifully decorated and ready to rent from day one-or enjoy it yourself!

2541 Shanti Drive, Kissimmee
5080 Old Tampa Hwy Unit 03, Kissimmee
$1,456,000
34758 Zip Code
Under Construction. Building #03 is available for purchase at Poinciana Exchange, a new commercial development west of downtown Kissimmee in one of Central Florida's fastest-growing markets. The Exchange is strategically positioned at the northeast corner of Poinciana Blvd. and Orange Blossom Trail, adjacent to The Home Depot, with a combined daily traffic count exceeding 49,000 vehicles. Positioned alongside The Home Depot, Wawa, Twistee Treat, and Family Dollar, the development benefits from strong consumer traffic along the US 17-92 and South Poinciana corridor, an area experiencing significant residential and commercial growth. A recently constructed Tractor Supply is nearby, and a new Target-anchored shopping center and hospital are planned for the southern portion of the intersection, further strengthening the area's long-term growth potential. This high-visibility location offers excellent access for professional and medical office users, financial services, educational uses, and other businesses serving the expanding Poinciana and greater Kissimmee communities. Attractive architectural design elements throughout the development accommodate both retail and office uses, while multiple access points provide convenient customer and employee accessibility. The project is also within walking distance of the SunRail Station. This single-story building is being delivered in dark gray shell condition with a fully customizable interior, providing buyers the flexibility to create a space tailored to their operational needs. Building #03 features a professional office-style architectural design, making it an ideal option for businesses seeking a polished corporate presence. The building also benefits from access to a shared patio area and pylon signage at the entrances to the development. Each building is offered individually for sale to owner-users or investors. This is an exceptional opportunity for businesses looking to build equity through ownership rather than leasing. Poinciana Exchange is another JW2 project, the developer behind Stoneybrook Exchange, Cross Ridge Exchange, Oakland Exchange, Lake Carter Exchange, and other successful commercial developments throughout Central Florida. Contact us today for pricing, builder incentives, and to schedule a tour of this outstanding commercial opportunity.

5080 Old Tampa Hwy Unit 03, Kissimmee
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