Three of the five highest-priced home sales reported in Bonita Springs-Estero, Florida for the week ending November 1, 2026 were in Estero, with one each in Fort Myers and Bonita Springs. Together the five sold for $9.6 million.
All five are single-family homes in Lee County, and they span two decades of building, from a 2003 home in Shadow Wood Country Club to one finished in 2025 in Verdana Village. Between them are a three-story Coastal Craftsman on a canal and a one-story ranch on more than an acre of woods.
No. 1 — $3,200,000 · 23850 Messina CT, Estero, Florida
The week’s top sale was a two-story Traditional home in Messina Court, part of The Colony Golf & Bay Club in Estero, which sold for $3,200,000. Built in 2005, it stands on a 0.45-acre lot on the golf course with lake frontage, and it faces southwest. From the home, the views take in three fairways, the Country Club and the fountain at the 18th hole.
Inside, ceilings reach as high as 20 feet, and floor-to-ceiling windows look out across an infinity-edge pool to the course. The floors are marble and wood, a marble staircase rises to the second level, and zero-corner pocketing sliders open the rooms to the outdoors. The oversized kitchen is outfitted with Sub-Zero and Wolf appliances, including three ovens and a gas range with six burners, and it has more than one prep area. In the primary suite, a glass-enclosed garden shower sits inside a walled courtyard, and the bath also has a floating soaking tub; the closets are custom.
Upstairs, the second level has three bedrooms with their own baths, a gathering area with a coffee bar and beverage refrigerator, and access to a private balcony. In all, the home has four bedrooms, five full baths and a half bath, one of them a pool bath, in 4,991 square feet, the largest living area of the five. The pool and spa are both screened, the lanai screens are motorized, and there is an outdoor kitchen and a linear outdoor fireplace. A three-car garage is joined by a separate garage for a golf cart.
Residents of The Colony have membership in the private Bay Club on Estero Bay, with dining on two levels, and access to the 34-acre island beach park and pavilion at Pelican Landing. Membership in The Colony Country Club, for golf, is optional. The property last sold for $3 million in 2007.
Tom Ostrander of Compass Florida LLC was the listing agent for the week’s highest-priced sale, and Jill B Kushner of John R Wood Properties represented the buyer.
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No. 2 — $1,926,500 · 6191 Tidewater Island Cir, Fort Myers, Florida
The private dock at this Tidewater Island home in Fort Myers has a 15,000-pound boat lift, water and electricity, and direct access to the Gulf with no bridges in the way. Estero Bay is about 15 minutes away. The home sold for $1,926,500.
Built in 2016 in a Coastal Craftsman style, the three-story home sits behind the gates of Tidewater Island on an oversized 0.34-acre lot facing a canal and mangroves. Every level opens to a covered balcony with a view of the water, and the top of the home has a private rooftop retreat. A private elevator and a four-car garage, the most garage space in this group, round out the practical side.
The open living spaces have coffered ceilings trimmed in rich wood, and 10-foot impact-glass sliders face the water. In the kitchen, a granite waterfall island stands against an onyx accent wall, with an induction cooktop and a custom JennAir refrigerator. The home has four bedrooms plus a den, four full baths and a half bath, and 4,513 square feet, along with an exercise room and a home office. Outside, a saltwater pool and spa sit on a wide paver deck, and a covered entertaining area has a summer kitchen with a vented grill, sink and refrigerator. The property last sold for $1.725 million in 2020.
The home went under contract seven days after it was listed. Charles Ruck of Potter Trinity was the listing agent with Mareike Kania, also of Potter Trinity.
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No. 3 — $1,675,000 · 22660 Fairlawn CT, Estero, Florida
Along with the main home, this Estero property has a two-story guest cabana with two bedrooms that each have their own bath, a den and a kitchenette with a bar. French doors open from the cabana to the courtyard.
The property is at the end of a quiet cul-de-sac in Woodmont, within Shadow Wood Country Club, on an oversized 0.40-acre lot with a lake and fairways in view. Built in 2003, it is the oldest of the five homes. Its great room and dining area are lined with glass facing the lake and golf course, and crown molding runs through the neutral rooms. The kitchen pairs custom white cabinetry with under-lit Cristallo quartzite counters and a 48-inch Forno gas range with a griddle.
The primary bath has a freestanding soaking tub, a frameless glass shower and Cristallo counters, next to a walk-in closet fitted with built-ins. Outside, a heated pool and spa sit under a screen enclosure, and the home also has covered terraces. The two-story home has five bedrooms, four full baths and a half bath, 3,590 square feet and a two-car garage. It sold for $1,675,000; the property last sold for $1.08 million in 2024.
Shadow Wood has 54 holes of golf, tennis, bocce and dining within the community, and residents also have access to The Commons Club, with a private beach club, a fitness center and a spa.
Roxanne Jeske, PA of John R Wood Properties and Sean Heenan of John R Wood Properties were the listing agents, and Jay Salmen of Coldwell Banker Realty represented the buyer. John R Wood Properties was the listing brokerage for two sales in this Top 5, this one and the No. 4 sale in Bonita Springs.
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No. 4 — $1,600,000 · 25526 Busy Bee DR, Bonita Springs, Florida
At 1.25 acres, this wooded property in San Carlos Estates in Bonita Springs is the largest lot of the five. The one-story home, built in 2021 in a ranch style with contemporary lines, sold furnished for $1,600,000. It went under contract 13 days after it was listed.
The home has 3,746 square feet with five bedrooms, three full baths and a half bath, two dens and a formal dining space. An in-law suite has its own living area, full bath and separate entrance. Inside, the ceilings are high and vaulted, and espresso-toned hardwood runs through rooms finished in an earthy, neutral palette. The kitchen has quartz counters, two-tone cabinetry, a large walk-in pantry, double wall ovens and a built-in wine refrigerator.
The home is built of concrete block under a metal roof, with impact windows and doors. Its west exposure puts the sun over the screened pool, and the lanai has a new outdoor kitchen with a gas grill, beverage refrigerator and sink. The primary suite opens to the lanai and has a sitting area, a large walk-in closet and a bath with dual vanities, a soaking tub and a glass shower with two benches and a rainfall head. San Carlos Estates has no homeowners association fees, horses are allowed, and the Promenade and Coconut Point are a few minutes away. The property last sold for $75,000 in 2018, before the current home was built.
Samantha Taravella, PA of John R Wood Properties was the listing agent, giving the firm its second listing in this Top 5, and Katie Reilly of Keller Williams Realty Naples represented the buyer.
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No. 5 — $1,199,000 · 20852 Napa Loop, Estero, Florida
The newest home on the list, finished in 2025, sits on a 95-foot lakefront homesite in Verdana Village in Estero, with lake views that stretch about 180 degrees. It sold for $1,199,000, its full asking price.
The one-story home is a Renown model with 2,856 square feet, three bedrooms plus a large den, three full baths and two half baths, one of them a pool bath, and a three-car garage with an electric vehicle charging station. The open living space centers on a kitchen with an oversized island, and wide sliding doors lead out to the screened lanai. There, a custom pool and spa are set in an extended deck of smooth white pavers, and the outdoor living area is already plumbed for a future kitchen.
Engineered wood floors, wood beam ceilings and crown molding run through the home, and the family room has an entertainment center built around a fireplace. The property sits on a 0.28-acre lot and last sold for $1.09 million in 2025. Verdana Village residents have indoor and outdoor pickleball, tennis, basketball, a fitness center, resort and lap pools, a dog park and on-site dining, and the Shops at Verdana Village, with a Publix, are minutes away.
Alex Niakani of The Pelican Team was the listing agent, and A.J. Ackerman of LPT Realty, 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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