These were the five highest-priced home sales reported in the Naples metro area for the week ending October 18, 2026, and together they came to $24.2 million. Four of the five are in Naples and one is on Marco Island, all in Collier County.
The group splits between three single-family homes and two condominiums, and the second- and third-place sales closed at the same price. The newest of the five was finished in 2022 and the oldest dates to 1991.
No. 1 — $6,300,000 · 155 20th Ave S, Naples, Florida
The top sale of the week is a two-story home at the southern end of Olde Naples, set between Gulf Shore Boulevard and Gordon Drive. The beach is a block away, and the shops and restaurants of Third Street are a minute’s distance from the front door.
Built in 2008 of block, frame and stucco, the home has five bedrooms, five baths and 5,083 square feet of living space on a lot of 0.33 acres, the most bedrooms and the largest living area among the five sales. Wood and tile floors run through the rooms, several of which have tray ceilings. The primary bedroom has two walk-in closets and is next to the office, and there are guest suites for visitors.
Outside, a large covered living area looks over a heated pool and spa, with a pool bath and an outdoor grill close at hand. The home also has a balcony and a partial view of the Gulf, and a circular driveway leads to an attached two-car garage. The property last sold in 2012 for $3.5 million.
The home went under contract seven days after it was listed. Tim Savage, PA, of Gulf Coast International Prop was the listing agent, and Chip Shumway, Jr., also of Gulf Coast International Prop, represented the buyer.
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No. 2 — $5,350,000 · 248 Point Salerno, Naples, Florida
This home in Vizcaya At Bay Colony, inside the gated beachfront community of Bay Colony, was redesigned with attention to its finishes. Its living areas rise two stories beneath cathedral ceilings, with pecky cypress accents, custom millwork, built-in cabinetry and marble floors. Interior designer Jett Thompson chose the wallpaper and window treatments, and the kitchen was updated with a professional gas range with six burners.
Built in 1991, it is the oldest home of the five, a contemporary Florida design in block and stucco with four bedrooms, five baths (four full and one half) and 3,795 square feet. A family room, a Florida room and a study add to the main living spaces. The home sits on a cul-de-sac on a point lot of 6,534 square feet that faces south, and it looks out on a lake.
A EuroWall system of folding impact doors opens the interior to the pool, which is ringed by tropical landscaping, and the home also has a heated spa and a patio. Owners belong to the Bay Colony Beach Club, with dining on the beach, a chickee bar, beach service and newly updated tennis courts, and they have access to the Pelican Bay amenities, which include pickleball, a fitness center, miles of private beach and two more beachfront restaurants. The property last sold in 2021 for $4.4 million.
Bonnie Nageon De Lestang of Premier Sotheby’s Int’l Realty was the listing agent, and Suzanne Klym of John R Wood Properties represented the buyer. The sale tied with the No. 3 sale for second place.
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No. 3 — $5,350,000 · 13935 Old Coast RD #2206, Naples, Florida
The newest home in the group is a 22nd-floor condominium in Tower 300 at Kalea Bay, a guard-gated community in Naples, completed in 2022. It sold furnished, at the same price as the No. 2 sale.
A wraparound terrace with glass railings faces west, toward sunsets over the Gulf. From there the views take in the bay, boats on the Intracoastal, white beaches and the North Naples skyline, with Kinsale Golf Club across the street. Inside, the interiors were done by RH design, with hardwood floors, custom millwork and pocketing impact doors in the main living area.
The residence has three bedrooms, each with its own bath, plus a den that could serve as a fourth bedroom, for four baths (three full and one half) in 3,226 square feet. The kitchen has Wolf and Sub-Zero appliances, quartz counters, an oversized island and a butler’s pantry. The primary suite has water views and a bath with a soaking tub, a walk-in shower and two vanities. A private elevator opens into the residence, and the laundry room has a built-in office.
The tower has its own rooftop pool, a fitness center and a party room. Membership in The Club at Kalea Bay adds three pools, two restaurants, a fitness and wellness center, tennis, pickleball, bocce, guest cottages, a dog park and a launch for kayaks and paddleboards, and an optional beach club offers dining and service on the sand. The residence comes with two assigned garage spaces. The property last sold in 2023 for $4.75 million.
Janine Monfort of Premier Sotheby’s Int’l Realty was the listing agent, and Maggie Ives, also of Premier Sotheby’s Int’l Realty, represented the buyer. It was the second home in this Top 5 listed by a Premier Sotheby’s Int’l Realty agent, after the No. 2 sale in Vizcaya At Bay Colony.
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No. 4 — $3,700,000 · 1659 McIlvaine Ct, Marco Island, Florida
The only sale of the five on Marco Island is a canal-front home in Marco Island Estates with 125 feet of water frontage and a southern exposure. The waterfront has a seawall, a private dock and a lift, with boating access to the Gulf.
Built in 2001 in a contemporary style, the two-story home has four bedrooms, an office, five baths (three full and two half) and 4,147 square feet of living space on half an acre. High volume ceilings and plenty of natural light set the tone inside, and the home has a private elevator, an eat-in kitchen with custom cabinetry and a breakfast bar, a wet bar and an electric fireplace. Its three-car garage is the largest of the five, and the home sold furnished.
The screened lanai is large and has an outdoor kitchen. The custom pool and spa are heated and sit under a screen enclosure, and a pool bath, an outdoor shower and a balcony round out the outdoor spaces. The property last sold in 2025 for $3 million.
The home went under contract four days after it was listed. Eric James Chesser of Premiere Plus Realty Company was on both sides of the sale, as the listing agent and as the agent who represented the buyer.
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No. 5 — $3,500,000 · 8171 Bay Colony DR #202, Naples, Florida
Carlysle At Bay Colony is a beachfront high-rise with a concierge, a front desk staffed around the clock and full-time management. This residence sits above the tower’s garage, lobby and amenity levels, and it has a private stairway leading down to the pool and spa, with the beach a short boardwalk walk past them. The views of the Gulf span 180 degrees, from north to south.
Built in 1992, the condominium has three bedrooms, three baths and 2,604 square feet, and it sold furnished. The primary suite is on the Gulf side, with a large picture window, two walk-in closets and a bath with separate private areas for two. Both guest bedrooms have their own baths, and they share access with the family room and den to a second screened lanai that faces east and catches the morning sun. The kitchen and baths have white custom cabinetry, the kitchen has stainless built-in appliances and a serving bar, and chiseled-edge stone covers the floors.
The tower stands four buildings south of the Ritz-Carlton on the Naples beach. Along with its resort-style pool and spa, it has a social salon, a library and board room, a fitness room and two guest suites. Owners hold memberships in both Bay Colony and Pelican Bay, which bring three beachfront dining clubs, two and a half miles of beach with attended service, tennis, fitness facilities and paths for biking and walking. The property last sold in 2016 for $2.85 million.
Jill Rogers and Mary Jo Chamberlin, both of John R Wood Properties, were the listing agents. Nageon De Lestang of Premier Sotheby’s Int’l Realty, the listing agent for the No. 2 sale, represented the buyer, giving that agent two sales in this week’s Top 5.
See this property in Google Street View →
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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