Crystal Waters, the Siesta Key estate at 8501 Midnight Pass Road, spreads across nearly three acres with 217 feet of frontage on Sarasota Bay, a private tennis court and a 90-foot dock reaching into Little Sarasota Bay. Listing materials identify Stofft Cooney Architects as the designer of the Palm Beach-inspired house and Chris Jorgensen of Florida West Builders as its builder.
The $21.95 million closing led five reported sales in the North Port, Florida metro area for the week ending September 20, 2026, all of them in Sarasota. Three were in a single Lido Key building, Rosewood Residences Lido Key, at $13.75 million, $13.75 million and $11.55 million; a renovated bayfront estate in Harbor Acres took the remaining place. Together the five totaled $74.35 million.
No. 1 — $21,950,000 · 8501 Midnight Pass Road, Sarasota, Florida
Crystal Waters closed on September 17, 2026 for $21.95 million, the highest reported price in the metro that week. Six bedrooms sit within a reported 12,000 square feet, and the 2024 house is approached through a dual-gated entry and a drive surfaced in Tabby seashell.
Past a porte cochere and solid mahogany doors, the foyer carries travertine floors inlaid with cabochon stone beneath a staircase railed in hand-crafted Chippendale work. Walls of impact glass open the rooms to the bay, and the interior is detailed with European oak flooring, custom millwork and a natural gas fireplace set into an imported limestone hearth.
The kitchen holds custom cabinetry, Cristallo quartzite surfaces, a La Cornue range, dual islands and both walk-in and butler’s pantries, and it opens to a bayfront breakfast nook and a formal dining room. A clubroom nearby is lined with hand-painted Gracie chinoiserie panels under vaulted cypress ceilings, with a wet bar. The first-floor primary suite opens through French doors to the pool terrace, its dressing rooms and baths arranged around an octagonal vestibule laid with New Ravenna mosaic floors. Guest suites, a lounge and an exercise room fill the upper floor.
An Old Florida-style guest residence above a four-car garage adds Pecky Cypress-lined interiors, a full kitchen and a covered balcony. Outdoors, a 56-foot vanishing-edge saltwater pool runs toward the bay, and a covered waterfront pavilion holds a fireplace and a summer kitchen. A lighted pavilion serves the private tennis court, and the 90-foot dock carries a floating kayak launch and a 20,000-pound lift rated for a 34-foot vessel. The property previously changed hands for $3,125,000 in 2019, before the current residence was completed in 2024.
The $21.95 million closing ranked No. 1 in RealtyWire’s Top 5 for the North Port, Florida metro area, and RealtyWire’s records show one earlier Top 5 sale in the metro for the listing agent. Kim Ogilvie of Michael Saunders & Company was the listing agent. Andrew Greenwell of Douglas Elliman represented the buyer.
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No. 2 — $13,750,000 · 1000 Benjamin Franklin Drive #702, Sarasota, Florida
Residence 702 at 1000 Benjamin Franklin Drive, in the Rosewood Residences Lido Key development, recorded a $13.75 million sale on September 18, 2026. Four bedrooms, a den and an office occupy a reported 4,942 square feet under 11-foot ceilings.
A private elevator vestibule opens into the grand salon, where floor-to-ceiling windows face the Gulf of Mexico, and the plan turns on an expansive island and a full-size wet bar in southern light. Wolf and Sub-Zero appliances, Waterworks fixtures, Rocky Mountain hardware and Irpinia cabinetry fit out the kitchen, with a service galley alongside. Three guest bedrooms are ensuite, and the owner’s suite runs a full wall of glass with a morning bar and a door to the terrace and its summer kitchen.
Swedroe Architecture of Miami designed the 11-story building, which holds 65 residences on 3.5 acres with 235 feet of beach frontage, and Lillian Wu Studios of New York handled the interiors. Its amenity level takes in a waterfront bistro, a fitness center, a wellness spa with hot and cold plunge pools and salt and steam rooms, a club lounge, a game room, a nine-seat theater and six guest suites. A pool terrace adds a zero-edge lap pool, cabanas, fire pit terraces, a bocce lawn and butterfly and chef’s gardens, and Rosewood Resorts provides 24-hour concierge and valet service.
The residence closed at its full asking price and went under contract the same day the current listing went live, and the transaction ranked No. 2 in RealtyWire’s Top 5 for the metro. Vanroy Osborne of Ronto Realty, LLC was the listing agent.
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No. 3 — $13,750,000 · 1000 Benjamin Franklin Drive #1102, Sarasota, Florida
Residence 1102, in the same Lido Key building, sold for $13.75 million. The closing took place on September 17, 2026. Four bedrooms are spread across a reported 4,942 square feet, behind a private elevator vestibule and beneath 11-foot volume ceilings.
Gas cooking anchors a kitchen that adds Miele appliances to the building’s Wolf and Sub-Zero fittings, and a service galley sits off the utility room. The terrace runs behind oversized glass railings with a summer kitchen and a gas grill, and the main rooms look out over the Gulf of Mexico.
Owners here enter through a two-story lobby with a 24-hour front desk and share climate-controlled wine storage, a 2,700-square-foot fitness center by Technogym, a children’s playroom and a spa with hot and cold vitality pools, a salt sauna and a steam room. St. Armands Circle is minutes away, and the John Ringling Bridge crosses to downtown Sarasota, its restaurants, shops, theaters and parks.
The residence closed at its full asking price, and the transaction ranked No. 3 in RealtyWire’s weekly Top 5 for the North Port, Florida metro area; Osborne also held the listing side of the No. 5 sale in the same ranking. Van Osborne of Ronto Realty LLC was the listing agent. Lee Rugh of Coldwell Banker Realty represented the buyer.
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No. 4 — $13,350,000 · 1372 Harbor Drive, Sarasota, Florida
A bayfront estate at 1372 Harbor Drive, positioned on the point in Harbor Acres, closed on September 14, 2026 for $13.35 million. Built in 2009, the four-bedroom house reports 5,843 square feet across separate primary and guest levels linked by a four-stop elevator.
Five terraces look over Sarasota Bay toward the Ringling Bridge, downtown Sarasota, Big Pass and the Gulf of Mexico. Hurricane-impact windows and doors run throughout, backed by a whole-house generator and a one-year-old roof. The chef’s kitchen, primary bath and powder room have been remodeled, and the interior finishes include Italian porcelain tile floors, five fireplaces, custom millwork, built-ins, designer ceiling treatments and crystal chandeliers.
A custom bar, climate-controlled wine storage, a walk-in pantry, a private office and a theater room fill out the plan, and outside are a summer kitchen, several dining areas, a fire pit, an open sun deck and an infinity-edge pool and spa. The property has deep-water access to Sarasota Bay and the Gulf of Mexico, and its private dock carries security sensors, underwater Snook lighting and three lifts rated at 24,000, 14,000 and 7,000 pounds, the smallest configured for kayaks or personal watercraft. Downtown Sarasota, Southside Village and Siesta Key are close by, and the property previously changed hands for $6,000,000 in 2017.
The property went under contract 15 days after the current listing date, and the sale ranked No. 4 in RealtyWire’s Top 5 for the North Port, Florida metro area for the week ending September 20, 2026. Kelly Mooney and Andrew Greenwell of Douglas Elliman were the listing agents. Sally Adham of Lpt Realty, LLC represented the buyer.
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No. 5 — $11,550,000 · 1000 Benjamin Franklin Drive #402, Sarasota, Florida
Residence 402, also at Rosewood Residences Lido Key, traded at $11.55 million. The closing was dated September 18, 2026. Its four bedrooms cover a reported 4,942 square feet, with a private guest wing set apart from two ensuite bedrooms.
The owner’s bath is fitted with a dual-entry shower and a Claybrook soaking tub. A 65-bottle Sub-Zero wine tower stands beside the kitchen, a separate service galley holds a second refrigerator, oven and dishwasher, and the terrace carries a summer kitchen with a built-in gas grill. Several dedicated art walls are built into the plan.
The residence is one of 65 in the development, whose owners share the beach club and its kayaking and stand-up paddleboarding program, a private screening room with stadium seating and a social lounge.
The residence closed at its full asking price, and the sale ranked No. 5 in RealtyWire’s Top 5 for the North Port, Florida metro area for the week ending September 20, 2026. Van Osborne of Ronto Realty LLC was the listing agent.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 20, 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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