Two homes in Windermere, two in Orlando and one in Winter Park made up the highest-priced home sales reported in Orlando / Orange County, Florida for the week ending November 1, 2026. The five sales came to a combined $13.754 million.
The group ran from a lakefront estate built in 1995 to two homes completed this year. All five are two-story single-family homes, and the mix took in established Windermere waterfront, the planned streets of Baldwin Park and new construction in College Park and Winter Park.
No. 1 — $4,300,000 · 12540 Park Avenue, Windermere, Florida
The top sale of the week was a Mediterranean-style home in a private cove on Lake Butler, part of the Butler Chain of Lakes in Windermere’s Chaine Du Lac neighborhood. It sold for $4,300,000. Built in 1995, it is the oldest of the five homes and, at 7,740 square feet, the largest. The stucco home has five bedrooms and six bathrooms, five full and one half, on an acre of landscaped ground, with an oversized four-car garage.
The main rooms are formal and tall. A double-sided fireplace is shared by the living and dining rooms under high ceilings, and the family room and breakfast nook open to the kitchen and look out over the water. The primary suite, on the main floor, has been renovated with a freestanding tub, an oversized walk-in shower, new vanities, a gas fireplace of its own and a private den. A guest suite with its own sauna is also on the main level.
Upstairs, a game room has a full bar, a half bath and a private balcony. A second staircase leads to three bedrooms, each with its own bath, and a recreation room with a built-in bar and beverage cooler. Across the pool deck, a cabana offers flexible space that could serve as a gym or craft room.
Outside, a sundeck rebuilt in recent years wraps a heated infinity-edge pool set off by fire pits. There is also a heated spa, a newly updated summer kitchen and a pergola fitted with a fireplace and a loveseat swing. At the water, the property has a sandy beach and a double-slip boat dock, along with a boathouse and a covered boat lift, and the lake allows water skiing. The home also has a whole-home generator. The property last sold for $2.55 million in 2017.
Rob Rahter of STOCKWORTH REALTY GROUP 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 — $2,830,000 · 1735 Foss Avenue, Orlando, Florida
In Baldwin Park, a Mediterranean-style home on Foss Avenue sold for $2,830,000. Completed in 2014, it sits on 0.38 of an acre looking across a pond, with no neighbors directly behind it. At the front, a private courtyard has a gas fireplace of its own.
The 5,358-square-foot interior is finished in hardwood and travertine, with French doors and large windows bringing in light. A gas fireplace and built-ins anchor the great room. The kitchen has two oversized islands, marble countertops, a full suite of Viking appliances, a walk-in pantry and a butler’s pantry with a dry bar, and a family and media room sits next to it. On the first floor, the primary suite has views of the pool and water, a sitting area, and a bath with a soaking tub and dual vanities. A second bedroom with its own bath, a home office, a laundry room and a pool bath are on the same level. Upstairs are three more bedrooms, two with their own baths, and a bonus lounge with a built-in workspace. In all, the home has five bedrooms and six bathrooms, five full and one half.
Out back, a covered, screened lanai with a summer kitchen, a lounge area and room for dining looks over a pool and spa with two fire features, with the pond beyond. The home also has a deep tandem four-car garage and whole-home audio. Within walking distance are Baldwin Park’s downtown district of shops and restaurants, trails along Lake Baldwin, community pools, parks and a fitness center. The property last sold for $1.562 million in 2017.
Mick Night of PREMIER SOTHEBY’S INTL. REALTY was the listing agent, and Alie Gattis of MAINFRAME REAL ESTATE represented the buyer.
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No. 3 — $2,395,000 · 1135 W Harvard Street, Orlando, Florida
A new home by M. Lahr Homes on West Harvard Street in College Park went under contract five days after it was listed and sold at its full asking price of $2,395,000. Completed in 2026, it is one of two newly built homes in this week’s Top 5.
The brick, block and stucco home has 4,024 square feet on a lot of 10,189 square feet. Its five bedrooms each have direct access to a bath, and there are six bathrooms in all, four full and two half. The primary bedroom is on the main floor in a split-bedroom plan. Inside, the living and dining rooms are combined, the kitchen is open to the family room, and the home has cathedral ceilings and hardwood and tile floors.
Much of the living happens outdoors. An expansive covered lanai opens to a saltwater pool and a heated spa, with an outdoor fireplace, remotely controlled screens and a generous yard. The home also has an outdoor kitchen, an outdoor grill and a two-car garage. It is minutes from downtown Orlando, Ivanhoe Village, the Packing District and Park Avenue in Winter Park.
Robert Kurzreiter PA of KELLER WILLIAMS REALTY AT THE PARKS was the listing agent. Heather Unger, PA, of ACME REAL ESTATE FLORIDA LLC represented the buyer.
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No. 4 — $2,329,000 · 9656 Weatherstone Court, Windermere, Florida
Weatherstone On Lake Olivia is a small gated community of 13 estate homes in Windermere, and one of them, on Weatherstone Court, sold for $2,329,000. The property covers 6.43 acres of gently sloping land, the largest lot among the five sales, and has frontage on Lake Olivia, where water skiing is allowed.
Built in 2001, the block and stucco home has 7,016 square feet, six bedrooms and seven bathrooms, the most bedrooms and bathrooms of the week’s five homes. It has two primary suites, one on the first floor and one on the second, and an in-law layout with a guest suite that has its own living and media room and bath. The main living spaces are open, with the kitchen joined to the family room, and the home has lake views from many of its rooms.
A large second-floor balcony looks out over the lake and the grounds. The property also has a heated pool, gardens, a circular driveway and a three-car attached garage.
Andy Neal of THE AGENCY FL was the listing agent, and Dewayne Smith of CHARLES RUTENBERG REALTY ORLANDO represented the buyer.
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No. 5 — $1,900,000 · 525 S Lakemont Avenue, Winter Park, Florida
The week’s other new home is in Winter Park, on Lakemont Avenue, and it sold for $1,900,000. Completed in 2026, it has a contemporary design finished in stone, block and stucco, with four bedrooms and four bathrooms, three full and one half, in 3,330 square feet. The property last sold for $480,000 in 2025, before the current home was built.
A two-story foyer greets visitors, with a staircase trimmed in custom millwork and a wine display with Dekton surfaces and built-in lighting. In the great room, a floor-to-ceiling millwork wall frames an electric fireplace, and large sliding glass doors lead outside. The kitchen has quartz countertops, custom cabinetry and an oversized walk-in pantry. The primary suite is on the main level and opens directly to the lanai and pool, and its bath has a freestanding soaking tub and backlit mirrors over dual vanities. Upstairs, a loft with a dry bar and wine refrigerator sits with three more bedrooms.
The covered lanai has a summer kitchen, a second electric fireplace and space for dining. Past it are a heated saltwater pool with a spillover spa and a private yard. The home has a two-car garage and is minutes from Cady Way Park, AdventHealth Winter Park and Park Avenue.
Christopher Christensen and Jessica Lee, both of ONE LUXURY INTERNATIONAL LLC, were the listing agents. Maria Elena Perez of MEP REALTY INVESTMENTS LLC represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 1, 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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