The five highest-priced home sales reported in the Naples Metro Area, Florida for the week ending November 1, 2026, came to a combined $31.62 million, and all five homes are in the city of Naples, in Collier County. Three are two-story homes and two are on a single level. One is new construction. In three of the five sales, the same agent was on both sides.
No. 1 — $7,500,000 · 2610 Half Moon Walk, Naples, Florida
The top sale was a lakefront home in Port Royal on Half Moon Walk, which sold for $7,500,000. Built in 1980, it is the oldest of the five homes, and at 4,975 square feet it is also the largest by living area. The two-story home, finished in frame and stucco, sits on 0.42 acres with lake views, an in-ground pool and an attached two-car garage.
The home went under contract one day after it was listed. Frank Sajtar, LLC of William Raveis Real Estate was on both sides of the sale, as the listing agent and the buyer’s agent.
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No. 2 — $6,500,000 · 131 3rd ST N, Naples, Florida
Clusia and Podocarpus hedges surround this Olde Naples property, an oversize corner lot on 3rd Street North, and the home sold furnished for $6,500,000. Built in 2007, the two-story home has five bedrooms, four bathrooms and 3,923 square feet on 0.34 acres. The property last sold for $3.9 million in 2019.
Whitewashed wood floors greet visitors at the entry, and the great room’s ceiling climbs to a custom cupola 26 feet overhead that brings in light. The dining space seats 10 to 12, and a bar has a beverage refrigerator and storage for wine and glasses. The kitchen centers on a large island with seating for six, along with a gas cooktop.
Six sets of French doors lead outside. There, a large covered lanai is set up for dining, and an outdoor living and kitchen area has a gas grill and a fireplace. The saltwater pool has a spa and a sun shelf. From the primary suite, which has two walk-in closets, there are views of the gardens and the pool.
A large side yard runs along the south side of the home. The garage is off the alley, where there is additional parking, and a circular drive comes in from 3rd Street. The beach and the restaurants and shops of Fifth Avenue are a short walk away.
Beth McNichols, PA, of John R Wood Properties was the listing agent, and Larry Lappin, Jr., also of John R Wood Properties, represented the buyer. The home went under contract eight days after it was listed and sold at its full asking price.
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No. 3 — $6,370,000 · 18 Caribbean RD, Naples, Florida
The newest home in the group is a 2025 build by Arthur Rutenberg Homes in Pine Ridge, and it sold furnished for $6,370,000. It stands on 1.10 acres, the largest lot of the five, with views of trees and landscaped grounds. The one-story home pairs a contemporary design with a ranch layout, in block, stone and stucco.
The home has four bedrooms, five bathrooms and 4,805 square feet. Along with the great room and kitchen, there is a prep kitchen with a butler’s pantry, a den, a flex room, a casual dining area and a home delivery center. Garage space accommodates four cars, the most of the five homes.
A covered cabana and an outdoor kitchen connect the main home to a casita that has its own bedroom, bath, kitchen and living area. More than 900 square feet of covered outdoor living space surrounds the gas-heated lap pool and spa, the outdoor kitchen and an outdoor fireplace. The beach is less than two miles away. The property last sold for $1.3 million in 2021, before the current home was built.
The home went under contract 13 days after it was listed. Lisa Page of A R B C Realty of SW Florida was on both sides of the sale, as the listing agent and the buyer’s agent.
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No. 4 — $5,800,000 · 383 Cuddy CT, Naples, Florida
On a cul-de-sac in the Moorings, across from the waterfront, the home on Cuddy Court sold for $5,800,000. Coleman built the one-story ranch home in 2018. It has four bedrooms plus a den, six bathrooms and 4,434 square feet on 0.42 acres, along with a three-car garage. The property last sold for $4.1 million in 2018.
Glass-pane double doors open into a great room with tongue-and-groove ceilings and walls of glass. The kitchen has Crystallo quartzite counters, custom Ruffino cabinetry and an oversized island, and it connects to a dining area with a wet bar and a wine cooler. A separate butler’s kitchen adds a walk-in pantry, an ice maker and more storage. Floors are marble and wood.
The primary suite has two closets, its own bath and direct access to the outdoor living area. Each of the three guest rooms has its own bath. Outside, a 30-foot saltwater pool with a sun shelf is joined by a heated spa, a summer kitchen and a built-in firepit, and a covered lounge area has roll-down screens and shutters. The community has a beach club available.
Michael Lawler, PA, of Douglas Elliman Florida,LLC was on both sides of the sale, as the listing agent and the buyer’s agent.
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No. 5 — $5,450,000 · 1011 6th ST S, Naples, Florida
Six blocks from the Gulf beaches and five blocks from both Third Street South and Fifth Avenue South, the Olde Naples home on 6th Street South sold furnished for $5,450,000. Built in 2016 on a 10,018-square-foot corner lot, the two-story home has four bedrooms, six bathrooms and 3,291 square feet, plus a two-car garage.
The great room rises 20 feet, with floor-to-ceiling glass and a crystal sphere chandelier. Light oak floors continue into the kitchen, which has a professional gas range and a blue beaded chandelier. The primary suite is on the main floor and opens directly to the courtyard, and it includes a glass sitting lounge and a bath with a freestanding soaking tub.
Upstairs, a mezzanine loft study looks over the great room, and there are two guest suites with their own baths and a covered veranda. A detached guest house with a separate entry can serve visitors or work as a studio.
The private tropical courtyard has a saltwater pool and a spa finished in cobalt-blue tile, a triple waterfall wall and a loggia with a summer kitchen and a gas fireplace.
Denny Bowers of Compass Florida LLC was the listing agent, and Karen Van Arsdale of Premier Sotheby’s Int’l Realty represented the buyer. The home went under contract 26 days after it was listed.
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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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