Selling in Barefoot Beach

Barefoot Beach is one of Southwest Florida’s most distinctive coastal addresses. Homes here are valued not only for location, but for privacy, preservation, and a limited supply of waterfront and near beach opportunities.

If you are considering selling in Barefoot Beach, the strategy should reflect the reality of this market. Pricing, presentation, and timing all carry more weight when inventory is thin and buyers are highly selective.

Naples Nest is led by Jeremy O'Guinn, providing calm, data-driven guidance and discreet representation for Barefoot Beach sellers.

What Drives Value in Barefoot Beach

Pricing in Barefoot Beach is rarely dictated by broad market averages. Buyer demand typically centers on frontage and views, beach access, privacy, renovation quality, and the overall strength of the site.

Factors that often influence value include Gulf frontage, bay access, elevation, orientation, view corridors, lot depth, outdoor living design, and the quality of improvements. In a limited inventory market, small differences can create meaningful pricing separation.

Pricing Strategy

Barefoot Beach buyers are well informed. They often follow the market closely and compare your home to the most relevant recent sales, not just current competition.

My pricing approach begins with a property-specific review of comparable sales, active inventory, and current buyer behavior. We evaluate how features such as water exposure, condition, and level of finish translate to price per square foot and buyer willingness to pay.

The goal is to price with confidence and protect leverage. Correct positioning can reduce days on market, strengthen negotiating power, and limit unnecessary price reductions.

Preparation and Presentation

In Barefoot Beach, presentation is a strategy. Luxury buyers expect clean visuals, clarity, and a showing experience that matches the value of the home.

Preparation often includes selective improvements, decluttering, lighting, and staging guidance. Photography should capture the lifestyle, the view lines, and the indoor outdoor flow. For waterfront homes, dockage and access need to be presented clearly and accurately.

I help sellers prioritize the improvements that influence buyer perception most, and avoid spending on items that do not produce return.

Privacy and Discretion

Many Barefoot Beach sellers value confidentiality. When appropriate, marketing can be structured to protect privacy while still reaching qualified buyers.

This can include controlled showing windows, limited photo strategies when needed, and targeted outreach to agents and buyers already active in the coastal luxury segment.

Negotiation and Contract Guidance

Negotiation in a coastal market is rarely only about price. Terms matter. Inspection requests, insurance considerations, financing strength, and timing expectations can materially affect your net outcome.

I focus on creating leverage through correct positioning, clear communication, and a clean offer strategy. My role is to protect your price, reduce friction, and keep the deal moving forward with calm oversight.

Selling Timeline and What to Expect

Some Barefoot Beach homes sell quickly when positioned correctly. Others require a longer runway, especially when uniqueness is high and buyer pools are narrower.

Prior to launch, we set expectations on prep, media, pricing, and communication. After launch, we track showing activity, buyer feedback, and competing inventory. If adjustments are needed, they are made with intention and supported by data.

Work With a Trusted Barefoot Beach Listing Advisor

Clients often describe working with me as calm, professional, and well prepared. Much of my business comes through referrals and repeat clients, reflecting a focus on trust, transparency, and long-term relationships.

If you are considering selling in Barefoot Beach, I welcome the opportunity to provide a confidential valuation and a clear plan, without pressure.

Request a Confidential Home Value Contact Jeremy O’Guinn

Frequently Asked Questions

Recently Sold in Barefoot Beach

54 Southport CV, Bonita Springs
$3,750,000
5 Beds ⋅ 4 Baths ⋅ 226003845 MLS
Beautiful coastal contemporary residence with breathtaking Bay views, ideally situated within the exclusive, double-gated enclave of Southport on the Bay in North Naples’ highly sought-after 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, all just minutes to open water and only a short five-minute walk to the sugar-white sands of Barefoot Beach. This home features hurricane-impact windows and doors, a metal roof, a new elevator, five bedrooms, four bathrooms, and a versatile lower-level flex space. Also includes a comfortable, private guest suite well-suited for extended stays. Inside, the home showcases white oak flooring throughout and striking pecky cypress ceilings, all framed by expansive Bay views. The chef’s kitchen is impeccably appointed with Carrara marble and luxurious leathered granite countertops, white custom cabinetry, and an exceptional suite of high-end appliances, including a built-in coffee station, warming and refrigerator drawers, double dishwashers, a pot filler, and more. Outdoor living is equally impressive, featuring a wraparound deck with new decking, new cable railings, and a fire pit—an ideal setting to relax while taking in stunning water views. Below, the expansive pool deck features new marble pavers, a spacious pool and spa, covered lounging areas, and a fully equipped summer kitchen, with a partially fenced-in yard ideal for pets and additional green space beyond, all complemented by upgraded landscaping that enhances privacy. The primary suite serves as a serene retreat with private access to the wraparound deck and a spa-like bath featuring dual vanities, a soaking tub, and a glass-enclosed shower with multiple shower heads. Optional membership to the exclusive "Club at Barefoot" provides access to tennis, two restaurants, beachside food and beverage service, and more. Conveniently located near fine dining, RSW Airport, Mercato, and Waterside Shops, and just 15 miles from the renowned Fifth Avenue in Naples, this home is a true gem in the heart of Barefoot Beach.

54 Southport CV, Bonita Springs

262 Barefoot Beach BLVD Unit 503, Bonita Springs
$750,000
2 Beds ⋅ 2 Baths ⋅ 226014243 MLS ⋅ Barefoot Beach Club BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience the ultimate coastal lifestyle—come for the beach and stay for the sunsets. This is your opportunity to own a high-floor waterfront condominium in the prestigious, guard-gated Barefoot Beach community, one of Southwest Florida’s most sought-after waterfront enclaves in Collier County, Naples, Florida. Positioned as the lowest-priced high-floor bayfront residence currently available, this property offers exceptional value for both end-users and savvy investors seeking strong long-term appreciation and rental appeal in a prime beachfront market. Enjoy sweeping bay views, abundant natural light, and the tranquility of living on a barrier island surrounded by protected nature preserve—a rare combination of privacy and proximity to world-class amenities. Residents of Barefoot Beach Club enjoy: • Private beach access to one of Florida’s top-rated beaches • Resort-style pool and spa • State-of-the-art fitness and wellness center • Clubroom and social spaces • Gated security and exclusive community atmosphere Perfectly located just minutes from: • Upscale waterfront dining • Luxury shopping and entertainment • Championship golf courses • Full-service marinas and boating access • Southwest Florida International Airport (RSW) and private aviation services This property offers the ideal blend of location, lifestyle, and value. Important: One or more photos may include virtual staging or AI-enhanced renderings for illustrative purposes.

262 Barefoot Beach BLVD Unit 503, Bonita Springs

94 Southport CV, Bonita Springs
$2,600,000
3 Beds ⋅ 2 Baths ⋅ 225083248 MLS
This Barefoot Beach Old Florida style home offers a rare opportunity to acquire a property in the coveted section of Southport where you are only steps from the beach, overlooking the bay and your boat dock. It's all about having the best location for the ultimate Florida living experience. This home is situated on a large wide waterfront lot (130' of bay frontage) in the double gated community of Southport on the Bay with the most desirable Southwest exposure, a large swimming pool & deck with 2 story screened enclosure, premier boating via your own dock & only a short distance to the turquoise Gulf waters with no bridges and best of all just a short walk via beach access to beautiful Barefoot Beach. This well maintained 3 bedroom 2 bath home features high ceilings, open floor plan, large covered deck off the great room and 4,399 total sq ft of living space. This home offers the opportunity to close and enjoy the home, complete a reimagined renovation and or expansion to suit your needs, or use and enjoy until your someday build your dream home in this perfect location. The lower level provides an amazing garage for all your toys and cars. Southport on the Bay in Barefoot Beach amenities include guard gated entrance with 24 hour guard patrols plus a gated entry at Southport on the Bay entrance, residents beach access and brick pavered royal palm lined streets. Option to join the Club at Barefoot Beach (located in the community) which offers casual & fine dining restaurants, pool & beachside food, drinks, chair service, indoor & outdoor bars, ice cream & coffee shop, tennis courts with pro & a full events calendar. (waitlist with usage during wait period). Barefoot Beach In Collier County is centrally located to dining, entertainment, golfing & arenas.

94 Southport CV, Bonita Springs

109 CURACAO LN, Bonita Springs
$15,500,000
6 Beds ⋅ 8.5 Baths ⋅ 226012956 MLS
This 4 story Barefoot Beach Gulf front home sits on a valuable 1 2/3 lots right on the sand. The home was completely renovated, expanded & reimagined in a timeless light coastal style and was completed in 2019. The main living level great room is truly a great room with it’s massive size and the largest possible windows where the views make you feel like you are floating on the Gulf plus there are two fireplaces, a large walk behind bar and powder bath. The spacious kitchen is open to the great room and the covered lanai with views of the turquoise waters & white sand every where you look and features custom cabinetry to the ceiling, top of the line appliances, a 10’ island with 3” quartzite counters and a hidden pantry. The covered lanai has a large summer kitchen with grill, electric shutters, electric screens and leads to the open deck with views from Naples to Sanibel. The office has Gulf views, a full bath and a queen sofa and doubles as the 7th bedroom when needed. The other 5 guest suites all have en-suite baths and Gulf views. There are a total of 7 full baths and 2 half baths all with designer selected finishes. The very private master bedroom, sitting room, covered lanai and bath are nearly 60” wide with large picture windows right over the water. The beautiful master bath will make you stop and take it all in and features an oversized shower, tub on the gulf with large window, wall of vanities and two water closets. The master closet is large enough for full time living. The 4th floor recreation room provides the ultimate space for entertainment or as an oversized second living area. It’s wall to wall glass provides the perfect place to view those amazing sunsets. A large bar with sliding window to the covered lanai also has electric screens and shutters. The wide lanai sits east to west with a sit at counter the complete distance overlooking the beautiful garden swimming pool, spa and large fire pit with Gulf views north and south. A private elevator leads to all all 4 floors, volume ceilings, one touch lighting, quality millwork including ceiling details, and wide plank wood flooring throughout. The garage will accommodate all your cars & toys and the oversized driveway will handle all your guests. The designer furnishings including art are available to purchase as well. Barefoot Beach, Collier County’s premier gated beach to bay community, amenities include 24 hour guards and patrols, Clubhouse with fitness, tennis, pickleball full time on site Manager, beach garden pool and more. Option to join the Club at Barefoot Beach (located in the community - waitlist with club usage) which offers casual & fine dining restaurants, pool & beachside food, drinks, chair service, indoor & outdoor bars, ice cream & coffee shop, tennis courts with pro & a full events calendar. Minutes to Mercato, Coconut Point Mall, Promenade & Waterside, the airports and golfing. Boat docks are available for lease or purchase right across the street.

109 CURACAO LN, Bonita Springs

175 Topanga DR, Bonita Springs
$3,700,000
4 Beds ⋅ 4.5 Baths ⋅ 225049298 MLS
Welcome to a rare offering in the prestigious, guard-gated enclave of Barefoot Beach—where luxury living meets effortless coastal elegance. This charming waterfront estate in Southport captures the essence of refined Florida living, with direct Gulf access and timeless design details throughout. Step through a dramatic two-story grand foyer into light-filled interiors that blend coastal charm with modern sophistication. The chef’s kitchen is a culinary masterpiece, featuring premium appliances, custom cabinetry, and seamless flow into a spacious family room designed for elevated entertaining. Host elegant dinners in the formal dining room or enjoy casual gatherings in the expansive outdoor living area. Outdoors, indulge in resort-style living with a private pool and elevated spa, fully equipped outdoor kitchen with built-in BBQ, granite countertops, wine cooler, and big screen TV—all set against sweeping views of the bay. Your private boat dock with lift makes it easy to explore the Gulf in style. Inside, unwind in the formal living room by the fireplace, retreat to the reading room or executive office, or entertain in the game room designed for leisure and luxury. With four bedrooms and beautifully appointed baths, this home offers the perfect blend of comfort and privacy. Newly landscaped grounds enhance the home’s curb appeal, while the proximity to world-renowned Barefoot Beach ensures the ultimate in beachfront living. Ideally situated between Naples and Fort Myers, residents enjoy immediate access to fine dining, upscale shopping, and top-tier medical facilities. This is more than a home—it’s a lifestyle. Discover unparalleled waterfront elegance in one of Southwest Florida’s most exclusive communities.

175 Topanga DR, Bonita Springs

267 Barefoot Beach BLVD Unit X604, Bonita Springs
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 226006855 MLS ⋅ Barefoot Beach Club BLDG.
BAREFOOT BEACH CLUB CONDO Located in North Naples, this 1604 square foot luxury 2-bedroom 2 bath condo on the 6th floor is positioned on a PRIVATE BEACH on the Gulf of Mexico. It has a direct unobstructed view of the Gulf & our PRIVATE BEACH. Features include eat in kitchen, upgraded tile floor (kitchen, hallways, bathrooms), wood plantation shutters (kitchen, door side light, guest bedroom), solid core doors, wide baseboard, no-see-um lanai screening, custom window treatments, ceiling fans (lanai, guest bedroom), Jacuzzi, new HVAC system with air purifier 9-25, electric storm shutters, a high-definition flat screen TV, Ring doorbell camera & Honeywell WiFi thermostat. At each owner's deeded parking space under the building, electric has been run for an owner to install a charger for their vehicle. The Barefoot Beach Club community features a Clubhouse at 259 Barefoot Beach Blvd. that is collectively owned by residents. There are no membership fees. This 3-level building has world class amenities which include a 78-foot-long heated saltwater pool, hot whirlpool, barbecue grill, state-of-the art fitness center on entire floor with TechnoGym & American Barbell equipment, exercise area for group activities (yoga, etc.), & on-site professionally managed staff. A brand new 2nd pool & hot whirlpool will be built at 263 Barefoot Beach Blvd. that is much closer to this condo at 267 Barefoot Beach Blvd. than the pool at the Clubhouse. It is expected to be completed for the 2027 season. There is 24-hour security with a front gate & guard house that is staffed. All residential & common buildings are collectively owned by all owners. Able to rent 3 times annually with 30 days minimum. Income for 2 rentals was $52,450. for 1, 2, 3, & 1/2 of 4 during 2026 so far. The month of 2-27 is already rented for $13,550. Top quality furniture is not included & is negotiable. With many social activities, you can make new friends & have fun. We call this condo Barefoot Bliss in Paradise.

267 Barefoot Beach BLVD Unit X604, Bonita Springs

108 Hispaniola LN, Bonita Springs
$5,500,000
4 Beds ⋅ 3.5 Baths ⋅ 225069993 MLS
Stunning estate with breathtaking Gulf views in the highly coveted Beach Gardens of North Naples’ Barefoot Beach Community. This remarkable residence offers unparalleled views of pristine sugar sands and the turquoise waters of the Gulf, with private beach access right at your doorstep. This second position home offers coveted Southwestern rear exposure, providing gorgeous natural light throughout the day and stunning sunset views in the evening. This 4 bedroom + a den, 3.5 bathroom coastal retreat boasts hurricane impact windows and sliders, electric hurricane shutters, a private elevator, soaring ceilings, tile flooring, and versatile ground-level flex space. The gourmet chef’s kitchen showcases beautiful coffered ceilings, white cabinetry, granite countertops, an eat-in area, and a breakfast bar for casual dining. The open-concept layout allows for a seamless flow, with a spacious living room and a formal dining area with a domed ceiling and a charming fireplace. Step outside to the second-floor wraparound screened lanai offering a direct west and southwest view, where sweeping views of the Gulf and unforgettable sunsets await. The luxurious primary suite serves as a private retreat, featuring access to its own lanai, dual walk-in closets, a wet bar with a beverage cooler, and a spa-like bathroom with dual vanities, a frameless glass shower, and a separate jetted tub. The Beach Gardens community has undergone a stunning transformation, featuring lush landscaping and a resort-style pool. Optional membership to the exclusive "Club at Barefoot" provides access to tennis, two restaurants, beachside food and beverage service, and more. Conveniently located near fine dining, RSW Airport, Mercato, and Waterside Shops, and just 15 miles from the renowned Fifth Avenue in Naples, this home is a true gem in the heart of Barefoot Beach.

108 Hispaniola LN, Bonita Springs

165 Shell DR Unit 3, Bonita Springs
$5,500,000
4 Beds ⋅ 4 Baths ⋅ 226019218 MLS ⋅ Cottages At Barefoot BLDG.
Direct Gulf-front. Direct beach access. Inside the gates of The Cottages at Barefoot — one of Southwest Florida's most private coastal addresses, where fifteen residences share a single stretch of white sand. This is one of them. From its westward orientation, the horizon belongs to it. Three stories of light-filled coastal living rise above the beach, served by a private in-residence elevator. The main living level opens to the Gulf through walls of floor-to-ceiling glass that pull the ocean into the room. A fireplace anchors the great room. Tray ceilings, custom built-in cabinetry, and a wet bar with mirrored backsplash, glass-front display, and integrated wine rack carry the level of finish through the principal entertaining spaces. Bay windows with built-in window seats frame the water from multiple vantage points. Arched display niches and custom architectural detail elevate the formal dining room. A gourmet kitchen delivers stainless appliances, white cabinetry with decorative hardware, an integrated desk station, and recessed lighting throughout. Beyond the main level, a beamed-ceiling solarium opens to full ocean exposure and houses an in-room spa — the kind of private retreat that defines this category of home. The primary suite delivers marble countertops, dual undermount sinks, and a glass-enclosed rainfall shower. A dedicated home office is finished with extensive custom built-ins. Four bedrooms in total, plus a den, family room, dedicated laundry, and screened lanai. 2,962 square feet of living area; 4,156 total under roof. Construction is concrete block with stucco exterior and a tile roof — built for life on the Gulf. Hurricane shutters. Double-hung windows. Two-single car attached garage opens onto a paver drive framed by mature palms. The paver patio walks directly onto the sand. Optional membership is available to The Club at Barefoot Beach— resort-style pool, oceanfront dining, beachfront fire pit lounge, and tennis. The Cottages at Barefoot is a fifteen-unit condominium community with architectural standards, sidewalks, and streetlights. Pets welcomed with approval. Barefoot Beach is guard-gated, low-density, and bordered to the south by a state preserve. Direct Gulf-front opportunities inside this gate are rare.

165 Shell DR Unit 3, Bonita Springs

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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.

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