The five highest-priced home sales reported in Kissimmee-St. Cloud / Osceola County, Florida for the week ending October 25, 2026, came to a combined $11.788 million. Two of the homes are in Kissimmee, two are in Celebration and one is in Saint Cloud, and all five are single-family homes.
The group spans a little more than two decades of building, from a 2001 Victorian to a contemporary finished in 2024, and its settings run from a golf course and a gated resort community to a Celebration corner lot and acreage zoned for horses outside Saint Cloud.
No. 1 — $7,125,000 · 901 Golden Bear Drive, Kissimmee, Florida
The most expensive home of the week is also the newest and the largest of the five. Built in 2024 by Trophy Custom Homes in the Reunion West Village North neighborhood of Kissimmee, the contemporary at 901 Golden Bear Drive sold for $7,125,000, fully furnished. It sits on a 0.30-acre lot on the golf course, looking out over the 15th green and 16th tee of the Nicklaus course Its design is modern, with a flat roof.
The home has 11 bedrooms, 11 full baths and three half baths across three stories and 10,436 square feet. Visitors come in through a storefront-style glass entry by Jeld-Wen. Inside, a floating glass staircase rises past glass balconies with matte black hardware, the cabinetry is Brazilian work by Dell Anno, and the lighting and home systems are tied together with Control4 automation. For entertaining and play, the home has a Full Swing golf simulator, a movie theater, a bar on the loft level, a playroom and a bedroom with a camping theme, and an arcade in the garage with its own mini-split air conditioning.
Outside, a covered lanai warmed by Infratech heaters has an outdoor fireplace. The heated pool and spa are set in Shellock pavers, and a fire pit is built into the pool itself, with a second one in the cabana, which also has its own bar with an ice trough. An outdoor kitchen is built around a 54-inch Wolf grill, and there is an outdoor theater with its own sound system. The property last sold for $490,000 in 2021, before the current home was built.
Lyss Caputo of TOP TIER RESORT REALTY was the listing agent and also represented the buyer, so the same agent was on both sides of the week’s top sale.
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No. 2 — $2,150,000 · 908 Croton Road, Celebration, Florida
In Celebration South Village, the 2001 Victorian at 908 Croton Road sold for $2,150,000, the oldest home in this week’s group. A David Weekley Treefair model, it stands on a 10,019-square-foot conservation lot with views of the woods. The listing says a Disney Imagineer once owned the home and remade it, and the interior shows that hand. Exotic wood floors and wood-paneled walls run through the main rooms, and the home draws power from solar panels.
The two-story home has five bedrooms, four full baths and a half bath in 4,181 square feet. The primary suite is on the main floor, and a fifth bedroom suite has its own full bath and a separate entrance from the pool patio. A private office is lined with built-ins from floor to ceiling, and there are formal living and dining rooms, an open floor plan, coffered ceilings and an electric fireplace in the living room. The kitchen has quartz counters, double ovens, a walk-in pantry, a large island and a waterfall feature in granite.
Upstairs is the home’s most unusual room, a diner styled after the 1950s, with boomerang countertops, booth seating and a checkerboard floor. A home theater is nearby. Out back, the heated saltwater pool is screened in and has cascading waterfalls, fire features, fiber-optic lighting, in-water seating and a waterslide edged in faux rock. The screened lanai adds a tiki bar with two refrigerators, a gas grill and fire pits, all looking toward the conservation land. The home also has a heated spa and a two-car garage. The property last sold for $2.1 million in 2022.
Laurentiu Stanica of STANICA REALTY GROUP was the listing agent, and Jason Smith of LIFESTYLE INTERNATIONAL REALTY represented the buyer.
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No. 3 — $878,000 · 1569 Resolute Street, Celebration, Florida
A Craftsman on a corner lot in Celebration’s Evander Square neighborhood, 1569 Resolute Street sold for $878,000. Built in 2016 as a David Weekley Riddick model, the home sits on 3,920 square feet, the smallest lot of the five, with a two-car garage facing the rear and a wraparound front porch facing the street. The dining and flex spaces lead out to a covered lanai, and an enclosed office sits behind French doors, and the kitchen, with granite counters, stainless steel appliances, a glass tile backsplash, a pantry and an island with seating for four, opens to the family room.
Its three bedrooms and three baths, two full and one half, are spread over two stories and 2,585 square feet. The primary suite is upstairs, with a tray ceiling, a walk-in closet, two vanities, a soaking tub and a separate shower, and the second floor also has two more bedrooms, a laundry and a loft that serves as a second living area. The neighborhood has a community pool and a playground. The property last sold for $608,000 in 2020.
Ken Pozek of REAL BROKER, LLC was the listing agent, and Ayrys Torres of TALENT REALTY SOLUTIONS represented the buyer.
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No. 4 — $820,000 · 262 Marcello Boulevard, Kissimmee, Florida
Inside the gated Bellavida Resort community in Kissimmee, 262 Marcello Boulevard sold for $820,000, fully furnished. Built in 2023, the two-story home has 12 bedrooms, the most of any home in this week’s Top 5, along with 11 full baths and a half bath in 4,762 square feet on a 5,663-square-foot lot.
Many of the rooms are built around a theme, with spaces devoted to Mario, Star Wars, Mickey, comics and Encanto, and a Harry Potter room where a slide comes off the bed. The home also has a private theater room and a game room. A screened lanai encloses the in-ground pool and hot tub, and a two-car attached garage completes the property. Beyond the home, the community has a clubhouse of 6,700 square feet, a resort-style pool, a fitness center, basketball and volleyball courts, and walking trails around a 15-acre lake.
James Donovan of TEAM DONOVAN was the listing agent, and Yujie Cheng of REALTY HUB represented the buyer.
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No. 5 — $815,000 · 4623 Mildred Bass Road, Saint Cloud, Florida
The largest piece of land in this week’s group came with the fifth-ranked sale. The custom coastal farmhouse at 4623 Mildred Bass Road in Saint Cloud sits on 2.17 acres zoned for horses, with a boat house, a workshop, a private yard and wooded views. It sold for $815,000, its full asking price. Built in 2012, the home has three bedrooms and three baths, two full and one half, in 2,450 square feet, the smallest living area of the five.
Brick accents run through the interior, and both the pantry and a staircase are hidden. Just off the foyer is a glass-fronted office. The primary suite is on the main floor, set to one side of the home, with picture windows, a large walk-in closet and French doors out to the back porch, while the other two bedrooms share a jack-and-jill bath. The living room has built-ins and an electric fireplace and looks out over the back yard, which can also be seen from the kitchen and dining area. The hidden staircase leads up to a loft and a separate bonus room, with access to attic storage.
Both porches are covered, and the back porch is screened and wired for surround sound, as is the interior. An oversized three-car garage is attached to the home, and a detached garage is now set up as a home gym. The property last sold for $500,000 in 2020.
Tiffany Chapman of DREAM BUILDERS REALTY was the listing agent for the sale, which closed at the full asking price, and Chris Woeste of TIE TEAM REALTY LLC represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 25, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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