One new building on the Gulf dominated the top of the market in the Sarasota-Bradenton metro area for the week ending October 18, 2026. Three condominiums at Rosewood Residences Lido Key in Sarasota were the three highest-priced home sales reported for the week, and together with a waterfront home in Osprey and a custom home in Lakewood Ranch, the five sales came to a combined $52.65 million.
Four of the five sales were in Sarasota County and one was in Manatee County. Three were new construction, while the oldest home in the group dates to 1989 and is also the largest, with 8,621 square feet.
No. 1 — $14,500,000 · 1000 Benjamin Franklin Drive #PH 1101, Sarasota, Florida
The penthouse, residence No. 1101, sold for $14,500,000, the highest price of the week. The contemporary home was completed this year and was marketed as fully customizable, with direct frontage on the Gulf of Mexico and a wall of glass: windows and sliding doors that rise 12 feet from floor to ceiling.
A private elevator opens into the residence, which has four bedrooms, four full baths and a half bath, a den and an office in 4,942 square feet. The primary bedroom is on the main floor. In the kitchen, Irpinia cabinets are fitted with Rocky Mountain hardware and Waterworks fixtures, and the appliances are by Wolf and Sub-Zero. There is also a separate catering kitchen.
The large terrace faces west over the Gulf, toward the sunset, and has its own summer kitchen with a gas grill. The home comes with an enclosed three-car garage.
Van Osborne of RONTO REALTY LLC was the listing agent for the penthouse and also listed the second-ranked sale, another residence in the same building. Rick Libro of FINE PROPERTIES represented the buyer.
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No. 2 — $13,400,000 · 1000 Benjamin Franklin Drive #1001, Sarasota, Florida
Residence No. 1001 sold for $13,400,000. It sits in a building with only 65 homes, an 11-story design by the Miami firm Swedroe Architecture, with interiors by Lillian Wu Studios of New York City. The site has 235 feet of beach frontage on the Gulf of Mexico, a few minutes from St. Armands Circle, and downtown Sarasota is a drive across the John Ringling bridge.
Owners share a resort-style set of amenities under the Rosewood name. There are two pools, one of them lap length, with food and beverage service, and a beach club that offers chairs, umbrellas, kayaking and paddleboarding. Indoors, the building has a wellness spa with hot and cold pools, a salt sauna and a steam room, a 2,700-square-foot Technogym fitness center, a screening room, a game room with a bar and a children’s playroom. Six guest suites are set aside for owners’ visiting family and friends, and a 24-hour front desk, concierge and valet handle arrivals.
This contemporary home, built in 2024, has four bedrooms, four full baths and a half bath, and 4,942 square feet, with full views of the Gulf. Kitchens in the building have gas cooking and Wolf, Sub-Zero and Miele appliances, and this residence has an outdoor kitchen with a grill. It comes with a two-car garage.
Van Osborne of RONTO REALTY LLC was again the listing agent, and Vanroy Osborne of RONTO REALTY represented the buyer.
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No. 3 — $13,000,000 · 1000 Benjamin Franklin Drive #801, Sarasota, Florida
The third Rosewood Residences Lido Key sale, residence No. 801, closed at $13,000,000. The new condominium, built in 2026, has four bedrooms, four full baths and a half bath in 4,942 square feet, the same recorded size as the two sales above it. It has full Gulf views and beach access, and its attached four-car garage is the largest garage among the five sales. An outdoor kitchen, an outdoor shower and a dog run are among its features, along with an in-ground pool and spa.
The record does not name a listing agent that could be verified. Courtney Tarantino of COLDWELL BANKER REALTY represented the buyer.
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No. 4 — $6,000,000 · 112 Osprey Point Drive, Osprey, Florida
In Osprey, a bayfront home in The Oaks Bayside sold for $6,000,000. Built in 1989, it is the oldest of the five homes. It also has the most living space of the group, with 8,621 square feet. The two-story coastal design has six bedrooms and six bathrooms on 0.60 acres, with about 150 feet of frontage on the bay.
Arrival is by a circular brick-paver driveway to a columned entrance and a two-story foyer finished with columns, custom millwork and a wood-clad ceiling detail. The living room and the family room both have tall ceilings and carved-stone fireplaces, and large windows look out to the water. The kitchen is new, with Shaker cabinets that reach the ceiling, marble counters, a GE Monogram appliance suite and a waterfall island that seats five. For meals there is a formal dining room with paneled walls and a tray ceiling, and a waterfront dining nook with built-in cabinetry.
The main level also has a waterfront office with a fireplace and built-in bookshelves, and several guest bedrooms with their own baths. The primary suite is upstairs, with a sitting area, a carved-stone fireplace, two walk-in closets and access to a private balcony. A lower level adds room for fitness, media or recreation.
Outside, covered balconies look over a paver terrace, a lawn and a resurfaced pool that is seven feet at its deepest, with a sun shelf. A walkway through the mangroves reaches a 5-by-60-foot composite dock, finished in 2026, with water, power and a 6,000-pound boat lift. The property has a concrete seawall, and the water offers access to the Intracoastal Waterway and the Gulf. The property last sold for $2.315 million in 2025.
The home went under contract nine days after it was listed. Joel Schemmel of DOUGLAS ELLIMAN was the listing agent, and Ashley Beasley of REALTY PLACE represented the buyer.
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No. 5 — $5,750,000 · 20906 Parkstone Terrace, Lakewood Ranch, Florida
In Lakewood Ranch, a single-story John Cannon home in The Concession, a gated community, sold for $5,750,000. Built in 2019, the custom home sits on a 1.27-acre corner lot that looks out on a preserve and a pond. It has four bedrooms, five bathrooms and 6,486 square feet.
Double entry doors at the end of a circular drive open from a private courtyard that has a fireplace of its own. Inside, the main rooms are finished in wood and travertine, and wood accent beams run through the living room, the kitchen, the bonus room and the family room. A stone fireplace is the centerpiece of the living room, and the formal dining room has a mica-flecked ceiling. The kitchen has a large island, a walk-in pantry and appliances by Wolf and Sub-Zero, with a climate-controlled wine room nearby.
In the primary suite there are two custom walk-in closets. Its bath has a walk-in shower, a waterfall feature, a freestanding soaking tub and two vanities. Two more bedrooms have their own baths, and the fourth bedroom is in an attached casita that has its own entrance, a kitchenette and access to the lanai. Elsewhere the home has an office, a gym and a game room with a bar, and it is wired for Sonos audio and smart home automation.
Sliding doors open to a covered outdoor living area with columns and cypress-paneled ceilings. The grounds include a gazebo with a fireplace. The screened, heated saltwater pool has sun shelves and fire features, and there is a large spa. The property last sold for $3.65 million in 2020.
The home went under contract the day it was listed. Laura Naese of MICHAEL SAUNDERS & COMPANY was the listing agent, and Tina Ciaccio, P.A., also of MICHAEL SAUNDERS & COMPANY, represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 18, 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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See full market data on our Sarasota-Bradenton Metro Area market page.
