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$2,695,000
4 Beds 3 Baths 226020222 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautiful bayfront residence with direct Gulf-access ideally situated within the exclusive double-gated enclave of Southport on the Bay in North Naples’ highly coveted Barefoot Beach community. A true paradise for boaters and beach lovers alike, this exceptional property offers direct Gulf-access from your private boat dock with dual lifts, just minutes to open water and only a short five-minute walk to the sugar-white sands of Barefoot Beach. This beautifully maintained home features 4 bedrooms + den, 3 bathrooms, a 2019 tile roof, and tile flooring throughout. The spacious kitchen is appointed with light cabinetry and a breakfast bar for casual dining, flowing seamlessly into a bright sitting area surrounded by expansive windows that fill the home with natural light and showcase the stunning bay views. Step outside to the expansive balcony where panoramic bay views create the perfect backdrop for outdoor living and entertaining, overlooking the resort-style pool and spa with a spacious covered lounging area below. The primary suite offers private lanai access through French doors and features an ensuite bath with dual vanities, a glass-enclosed shower, and a separate soaking tub. Optional membership to the exclusive Club at Barefoot Beach provides access to tennis courts, two restaurants, and beachside and poolside food and beverage service. Ideally located near world-class dining, upscale shopping at Mercato and Waterside Shops, Southwest Florida International Airport, and just a short drive to the renowned Fifth Avenue South.

201 San Mateo DR, Bonita Springs

$4,350,000
4 Beds 3.5 Baths 226007032 MLS
Nestled on a peninsula in North Naples’ premier community “Barefoot Beach,” this beautiful residence sits on one of the most desirable lots with an unrivaled 352 feet of wraparound water frontage for breathtaking Bay views on three sides of the home, direct Gulf-access & Southeastern exposure. This is the ultimate beach & boaters’ delight with deeded beach-access a short walk-away & direct Gulf-access only 10 minutes from your dual boat docks/lifts. This home features hurricane impact windows & doors, new HVACs, new hot water heater, and newly renovated bathrooms. This expansive floor plan spans approximately 4,333 sq ft under air and includes 4 bedrooms + den, 3.5 bathrooms, versatile lower-level flex space, private elevator, tile flooring, and soaring high ceilings. Step outside to your spacious open-air lanai, where breathtaking bay views create a spectacular backdrop for outdoor living. The resort-style pool and spa are surrounded by lush tropical landscaping and enclosed by a fence, offering both privacy and the perfect setting for entertaining or relaxing waterfront. The primary suite serves as its own private sanctuary, featuring stunning water views, private access to an open-air balcony, a large walk-in closet, and a spa-like bath complete with dual vanities, a large glass-enclosed shower, and a standalone soaking tub. Ideally located near fine dining, Mercato, Waterside Shops, RSW International Airport, and the renowned Fifth Avenue South in Naples, this exceptional waterfront estate offers a rare opportunity to own a premier property within the exclusive Southport on the Bay at Barefoot Beach.

195 San Mateo DR, Bonita Springs

$4,985,000
6 Beds 8.5 Baths 226005831 MLS
Welcome to the newest jewel of Imperial Shores—a masterfully appointed Gulf-access estate offering private dockage for two vessels and a quick 15 minute, seamless passage to the open waters of the Gulf of Mexico. This enclave is quietly evolving into one of the coast’s most coveted waterfront addresses, celebrated for its deep-water convenience and reserved seaside living. Now unveiled for private viewing, this three-story residence is delivered beautifully furnished, embodying a rare fusion of maritime ease and architectural sophistication. Fourteen stately Royal Palms frame the exterior, while a sweeping circular drive accommodates five to six vehicles with effortless grace. Generous storage and versatile living spaces on the first floor enhance both practicality and versitility. A dramatic three-story foyer greets you upon entry, its vertical grandeur softened by natural light streaming through expansive panes of glass. A sculptural curved staircase leads to the primary living level, where floor-to-ceiling windows encircle the space, inviting the outdoors inward. The family room flows into an expansive lanai, creating an uninterrupted dialogue between interior refinement and coastal serenity. The kitchen is curated for both epicurean artistry and entertaining, appointed with professional-grade KitchenAid gas appliances, custom deaigned cabinetry, a full-size wine cooler, and a suite of elevated finishes. Marble tile floors beneath ten-inch moldings and intricate cast-iron railings, details that understated opulence. Impact glass throughout and elegant tray ceilings underscore the home’s commitment to both beauty and resilience. A private elevator services all levels, ensuring effortless movement throughout the home. Designed with thoughtful intention, guest suites are discreetly positioned on each floor, each featuring warm wood flooring, walk-in closets, and private baths bathed in natural light. The primary suite is a sanctuary unto itself—expansive, tranquil, and commanding. Its spa-inspired bath offers openness and exceptional in size, the walk-in closet has a defined water closet with bidet and secured space when needed. Above, a fourth-floor iron-railed lanai presents a panoramic vantage point—a quiet aerie from which to savor Gulf breezes and painted sunsets. Outdoors, a sun-drenched pool and spa with covered lanai create a private resort ambiance, complemented by playful water features. The cozy firepit invites intimate evenings beneath the coastal sky. Moments from Bonita Beach and the shimmering Gulf of Mexico, this Imperial Shores residence captures the essence of stunning Florida mornings and quiet coastal evenings—where casual sophistication meets the rhythm of the sea. Home Feature Sheet Attached or upon request.

4806 Regal DR, Bonita Springs

$1,095,000
3 Beds 2 Baths 225082302 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully maintained riverfront home situated along the Imperial River, offering sweeping long river views. Enjoy breathtaking water views with a protected preserve park beyond, offering exceptional privacy. A true beach and boater’s paradise, this property offers convenient access to both Bonita Beach and Barefoot Beach, and features Gulf-access with an ideal boating setup, including a private dock with dual lifts. The home offers a metal roof (2022), whole house generator, propane tank (2020), 3 bedrooms, 2 bathrooms, a spacious sunroom, versatile ground-level flex space, and garage parking for up to four vehicles. Step outside to the expansive deck and take in the picturesque water views while watching boats pass by and manatees and dolphins glide through the river. Backwater fishing is easily enjoyed from your own backyard, complete with a convenient fish cleaning station. This home is perfectly comfortable as-is OR the ideal canvas to update to your personal taste. With no HOA fees or rental restrictions, this property also presents an excellent investment opportunity. Ideally located near top dining and shopping, just minutes from Mercato, The Promenade, Waterside Shops, Coconut Point, 5th Avenue, and the International Airport.

4986 Esplanade ST, Bonita Springs

$2,195,000
225076559 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. RARE OPPORTUNITY! Price is for vacant land only—however the property plans for a state-of-the-art luxury estate by the highly regarded Kukk Architecture & Design are available for purchase. This beautiful home would feature 4,597 sq ft under air with 4 bedrooms including a VIP suite, den, cloud room, 4.5 bathrooms, elevator, 4 car garage, and an elevated pool. This spectacular lot is located in the double-gated “Bayfront” neighborhood of Collier County’s premier “Barefoot Beach” community. This blank canvas offers unparalleled opportunity for your dream home with a boat dock, boat lift, highly-sought after western exposure for breathtaking sunsets, long bay views & possible Gulf views from the upper floors of your future coastal haven. Appraisal available, priced under appraised value. Located steps to the sugar sand of Barefoot Beach and only a 15-minute boat ride to the Gulf of Mexico, this lot is a beach and boater’s delight! Bayfront Dr. homes are built on one side of the street, providing homeowners optimal privacy & views of the Bay. The OPTIONAL in-community “Club at Barefoot” offers tennis, 2 restaurants, beachside food/bev/chair service & activities. Nearby to fine dining & easy access to RSW Airport, Mercato & Waterside Shops. Only 15 miles to Naples 5th Avenue. This is your chance to craft the perfect home on the tranquil bayfront of Barefoot Beach.

239 Bayfront DR, Bonita Springs

$975,000
3 Beds 2.5 Baths 225076370 MLS
ELEVATED Olde Florida-style private retreat with stunning water views and DIRECT GULF-ACCESS! A true boater’s paradise, this home features its own private concrete boat ramp and a new 66-ft dock (2023) — just steps from the Imperial River. Enjoy effortless access for fishing, boating, paddleboarding, or kayaking right from your backyard. This charming home features a BRAND-NEW 2025 metal roof, hurricane-impact windows and sliders, tile flooring, and soaring ceilings that fill the living spaces with natural light. The spacious primary suite offers private access to the lanai and an ensuite bath with a large walk-in closet, dual vanities, an oversized shower, and a separate soaking tub. Step outside to your expansive wraparound screened lanai — the perfect place to unwind, take in sunset skies, and watch dolphins and manatees glide through the canal. The lower level includes 400 sq. ft. of air-conditioned flex space (currently utilized as a workshop/studio), along with a screened patio area. Additional features include a spacious circular paved driveway, a covered carport with room for four vehicles, and clearance for RV parking. With no HOA or rental restrictions, this property offers exceptional investment potential! Conveniently located just minutes from Promenade Plaza and Coconut Point’s shops and restaurants, and only 15 minutes to Mercato, Waterside Shops, with 5th Ave nearby. Enjoy being close to everything Downtown Bonita has to offer including new local restaurants, cafes & shops, Riverside Park (which hosts festivals & concerts), a brand-new library, a brand-new food truck park, Sugarshack live music cafe, & historic attractions such as Shangri-La Springs & the Historic Wonder Gardens. Only 15 minutes to Bonita Beach & Barefoot Beach with easy access to RSW via I-75 or Imperial Parkway!

27189 Gasparilla DR, Bonita Springs

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.