Naples • Bonita Springs • Marco Island • Estero • Fort Myers Beach

Strategic Real Estate Advice for Naples Buyers and Sellers

Jeremy O’Guinn provides experienced, discreet representation for buyers and sellers of luxury, waterfront, and other distinctive properties throughout Naples and Southwest Florida.

Whether you are considering selling a luxury home or evaluating a purchase, the goal is clear, well-informed guidance grounded in current market data, local experience, and calm strategic counsel, never pressure.

Jeremy O'Guinn, Naples luxury real estate advisor
Jeremy O'Guinn
Broker Associate • Naples Nest • Downing-Frye Realty

Serving Naples, Bonita Springs, Marco Island, Estero, and Fort Myers Beach with specialized focus on luxury, waterfront, and high-value residential properties.

CNE Certified Broker associate naples real estate since 2008 250+ closed transactions
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What Sets This Representation Apart

High-Trust Guidance With Clear Strategy

Precision Pricing Data-driven guidance grounded in current Naples market conditions, not national models that miss local variables like waterfront exposure, seasonal demand, and community dynamics.
Strategic Negotiation Calm, methodical advocacy built on the Certified Negotiation Expert framework, protecting your outcome through every stage of the transaction.
Discretion Professional representation with privacy-forward options when confidentiality matters, appropriate for luxury sellers who prefer to limit public exposure.

Representing buyers and sellers throughout Naples and Southwest Florida with professionalism, discretion, and deep local market expertise.

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Explore Naples real estate by the way you want to live, from private golf communities and waterfront homes to beachfront condominiums, gated neighborhoods, newer construction, and walkable coastal settings.

Naples beachfront home with Gulf Views

Luxury Communities

Port Royal, Bay Colony, Grey Oaks, Mediterra, and the finest estate addresses across Naples and Bonita Springs.

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Golf Communities

Private club living, championship courses, refined amenities, and Southwest Florida golf lifestyle.

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Pine Ridge, Livingston Woods, Oakes Estates, and other estate and acreage properties across Naples.

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Waterfront & Gulf Access

Boating lifestyle, canal-front homes, bay views, docks, and convenient access to open water.

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Beachfront Condos

Gulf views, beach access, resort-style amenities, and low-maintenance coastal living.

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Gated Communities

Privacy, security, curated amenities, and established neighborhoods across the Naples area.

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Newer construction homes in Naples Florida

Newer Construction

Modern layouts, updated finishes, newer communities, and contemporary Southwest Florida living.

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Walkable Naples lifestyle near dining, shopping, and coastal amenities

Walkable Naples

Close to dining, shopping, beaches, and the timeless charm of Naples’ most walkable settings.

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Client Experiences

What Clients Say About Working With Jeremy

Thoughtful guidance, strong communication, and steady representation for buyers and sellers across Naples and Southwest Florida.

A Thoughtful Approach to Buying and Selling in Naples

Real estate decisions in Naples are rarely simple. Pricing, timing, market conditions, and negotiation strategy all play a critical role in the outcome. Jeremy O'Guinn provides clear advice and steady leadership throughout the process so clients feel confident at every stage.

Sellers work with Naples Nest for accurate pricing, confidentiality, and a strategy designed to protect their net proceeds. Buyers rely on objective guidance, local insight, and careful negotiation rather than pressure or sales tactics.

Local Expertise That Creates an Advantage

The Naples market is highly nuanced. Waterfront exposure, neighborhood dynamics, seasonal demand, and property condition can significantly impact value, and automated tools or national models often fail to capture these details.

Pricing and negotiation recommendations are grounded in current local data, firsthand market experience, and a deep understanding of how buyers behave in specific Naples communities including Port Royal, Pelican Bay, Mediterra, Aqualane Shores, and Vanderbilt Beach. This approach allows clients to move forward with clarity rather than uncertainty.

Resources to Support Confident Decisions

Naples Nest provides practical tools and resources designed to help buyers and sellers stay informed:

  • Local market reports and neighborhood insights across Naples and Southwest Florida
  • Guidance on buying, selling, and market timing in a nuanced coastal market
  • A home valuation tool personally reviewed for accuracy, not a generic algorithm
  • Articles focused on Naples area real estate trends, pricing strategy, and insurance

Each resource is designed to support smarter decisions, not overwhelm you with unnecessary information.

Trusted Representation From Start to Finish

Clients often describe working with Jeremy as calm, responsive, and professional. Clear communication, honest advice, and strong advocacy are the foundation of every transaction, from first conversation through closing.

If you are considering selling a Naples home, evaluating a purchase, or simply planning ahead, Jeremy O'Guinn welcomes the opportunity to provide guidance and answer questions without pressure.

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Frequently Asked Questions About Naples Real Estate
What areas of Southwest Florida do you serve?
Naples Nest provides buyer and seller representation in Naples, Bonita Springs, Marco Island, Estero, Fort Myers Beach, and surrounding Southwest Florida communities. Specialty focus includes waterfront communities, luxury enclaves, and high-value single-family and condominium properties.
Do you offer discreet or privacy-focused representation for luxury sellers?
Yes. For luxury and high-value properties where confidentiality matters, privacy-forward representation options are available. This includes strategies to maintain pricing leverage while limiting public exposure during the sale process.
How do you price a luxury home accurately in Naples?
Accurate pricing in Naples requires current local comparable sales, knowledge of community-specific buyer demand, and an understanding of how factors like waterfront access, Gulf proximity, and seasonal dynamics influence value. Automated tools frequently miss these variables. All pricing guidance from Naples Nest is grounded in current local data and firsthand market experience.
What is the best first step if I am considering selling my Naples home?
The strongest starting point is a confidential home value request: a personalized assessment reviewed by Jeremy O'Guinn, not a generic algorithm. This is followed by a private conversation about timing, positioning, and strategy with no obligation.
Does Jeremy O'Guinn represent both buyers and sellers?
Yes. Jeremy O'Guinn provides representation for both buyers and sellers throughout Naples and Southwest Florida. Buyers receive objective guidance, local market insight, and careful negotiation strategy. Sellers receive accurate pricing, strong marketing, and professional advocacy throughout the transaction.

 

New to Market Listings in Naples

$6,995,000
5 Beds ⋅ 4.5 Baths ⋅ 226033972 MLS
Set on a private, coveted 1.5-acre lakefront homesite in desirable Pine Ridge Estates, this single-story residence offers uninterrupted lake views and sophisticated contemporary design throughout. The floor plan includes 5 bedrooms plus a den, 4 full, 1 half bathrooms, and approximately 4,525 square feet of air conditioned space, with an expansive 4-car garage and impact-resistant windows and doors throughout. Outside, an infinity edge pool and spa anchor the expansive outdoor living area, creating a resort-style retreat overlooking the beautiful lake. The back of the home faces east, providing stunning sunrise views in the morning and a cool outdoor living space in the afternoon. Located in one of North Naples' most desirable non-gated enclaves with no HOA restrictions, minutes from Vanderbilt Beach, Mercato, and Waterside Shops. A rare opportunity to own a like-new lakefront property in Pine Ridge.

6590 Trail BLVD, Naples
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 226034024 MLS ⋅ Admiralty Point BLDG.
Experience waterfront living at its finest in this three-bedroom home in the desirable West building at Admiralty Point, ideally on a rare 10-acre peninsula in The Moorings. This spacious home offers breathtaking front-row views of Doctors Pass, Moorings Bay and the Gulf. The open floor plan is designed to maximize light and views, with wall-to-wall impact sliders that showcase the view. The large living and dining areas flow into the kitchen, complete with a center island with bar seating, granite countertops, stainless steel appliances and a wine cooler, ideal for entertaining. Admiralty Point offers direct beach and Gulf access, complete with on-site boat docks and a kayak launch. Additional features include under-building parking, secured lobby, 24-hour patrolled grounds and gate guard for peace of mind. Residents enjoy an unmatched array of resort-style amenities, including two social rooms, a state-of-the-art fitness center, Har-Tru tennis courts, shuffleboard, gas grills, a vehicle wash area and even a kiddie pool. Unique to Admiralty Point are its sunrise and sunset pools, offering the best of coastal experiences. All this just minutes from luxury shopping and dining at Venetian Village, Waterside Shoppes, 5th Avenue South and 3rd Street South.

2310 Gulf Shore BLVD N Unit 112, Naples
$1,249,900
3 Beds ⋅ 3 Baths ⋅ 226033919 MLS
Modern elegance and immediate golf membership included!!!! This 3 Bedroom + Den, 3 Bath pool home has been upgraded in every way imaginable! New roof (2024)! Completely remodeled and extended kitchen with beautiful custom two-toned cabinetry, oversized island, well-coordinated quartz and quartzite countertops, gorgeous tile backsplash, built-in wine cooler and wine rack, lighted glass door cabinets over coffee bar and high-end stainless steel appliances. Featuring authentic hardwood flooring, the spacious formal dining room is currently being used as a den and offers wonderful versatility! The same beautiful hardwood adorns the master bedroom, while the main living area boasts of modern luxury vinyl plank flooring. All 3 bathrooms were very tastefully upgraded in 2020, with new vanities and quartz counters, new showers with custom inlayed tile, and new tile flooring. This St. Lawrence floor plan is brilliant! The primary suite features TWO full primary baths, one of which serves as a pool bath and 2 walk-in closets with custom built-ins and a wall safe. The huge great room really brings the WOW factor with its high tray ceilings crown moulding, and indirect lighting. The current owners have left nothing untouched! New air conditioner (2021), new panoramic screen enclosure (2021), epoxy garage flooring, built-in garage cabinetry and storage, and hurricane shutters for all openings, including electric roll-down shutter at front entrance and security window film. Enjoy the solar heated pool with new equipment, ample covered seating space and outdoor cabinetry with built-in refrigerator. The wrap-around paver pool deck with planter beds compliment the lushly landscaped view extending to the meticulously maintained golf course to a distance. Great Southeastern view of the course, but allows for wonderful privacy! Located in a premier bundled golf community, residents enjoy an Arnold Palmer Signature course, an all-access pass to an amazing tennis program, pickle ball, state of the art fitness center, clubhouse with formal & informal dining options, resort style pool, bocce ball, pro shop and Arnie’s outdoor poolside bar and restaurant. Conveniently located near beaches, shopping, dining & popular 5th Ave. and Costco coming soon!!!! This is a true find!!!

4904 Sedgewood LN, Naples
$5,595,000
4 Beds ⋅ 4 Baths ⋅ 226033931 MLS ⋅ Kalea Bay Tower 400 BLDG.
Perched on the 19th floor of Tower 400 at Kalea Bay, one of North Naples’ most sought after resort communities, this exceptional end-unit residence offers breathtaking, unobstructed views of the shimmering Gulf. Beautifully designed by Ron Alose, this four bedroom, four bathroom home showcases refined coastal luxury with sophisticated contemporary design. Expansive floor to ceiling windows and sliding glass doors open to a west-facing terrace, where panoramic sunsets over the Gulf become a nightly ritual. Inside, the open-concept great room and kitchen are anchored by a striking marble-inspired porcelain tile feature wall with an electric fireplace, creating an elegant yet inviting space for both everyday living and entertaining. Legno Bastone Italian white oak flooring flows throughout the residence, complementing rich walnut cabinetry and custom built-ins. The chef’s kitchen is thoughtfully designed with Wolf and Sub-Zero appliances, quartz countertops, a large island, wine refrigerator, and a butler’s pantry, blending beauty and functionality. The primary suite offers a serene retreat with stunning water views and a spa-inspired bath featuring dual vanities, a soaking tub, walk-in shower, makeup vanity, and an expansive custom closet. Two additional guest suites each feature en-suite bathrooms, large walk-in closets, and custom cabinetry, ensuring comfort and privacy for family and guests. Additional highlights include designer lighting, soaring ceilings, impact-resistant glass, solid wood doors, a private elevator entry, accordion storm shutters on the lanai, and a spacious laundry room with built-in storage. Residents of Tower 400 enjoy exclusive rooftop amenities including a pool, grilling area, fitness center, and clubroom with a catering kitchen. The Club at Kalea Bay is a spectacular 100,000-square-foot amenity center featuring resort-style pools, two restaurants with poolside dining, tennis, pickleball and bocce courts, a state-of-the-art fitness and wellness center, guest cottages, a dog park, beauty salon, business center, and an active social calendar. An optional membership to the private Moraya Bay Beach Club offers beachfront dining and full beach service, including chairs, umbrellas, towels, and food and beverage service directly on the sand. This exceptional residence presents a rare opportunity to experience elevated high-rise living and world-class amenities in one of Naples’ most prestigious coastal communities.

13945 Old Coast RD Unit 1906, Naples
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 226033248 MLS
Welcome to paradise! This waterfront chalet, located on Tarpon Bay, makes the perfect place to escape the cold and get into the sun. Grab your flip-flops, fishing pole, your favorite beverage and get ready for some island time. Features include two bedrooms + den, two bathrooms, and a double car port. The Northeastern exposure makes for magnificent sunrises and provides plenty of shade in the afternoon on those hot, sunny days. This key lot has over 90' of bay frontage with a boat dock, 12k boat lift and quick, direct-access to the Gulf of America. There is also a nice covered patio that leads to a large screened in lanai, to lounge around in or grill up your favorite bbq as you watch the big game on tv. Sit in the hot tub as you watch the dolphins and manatees play in the back yard or hop on the boat and go for a cruise. You can head offshore and experience world class fishing or go explore the 10,000 islands and try to hook up with a big Snook or a giant Tarpon. Isles of Capri is a sub-tropical island that boasts and abundance of wildlife, four great restaurants and three marinas. Located one mile from Marco Island & only 20 minutes away from Downtown Naples with its sophisticated shopping & five star dining. Our area is famous for its white sand beaches, world class fishing & boating and fantastic golfing. Isles of Capri is the perfect place to sit back, relax, unwind and let the sights, sounds and smells sooth your mind, body and soul.

125 Pago Pago DR E, Naples
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 226033960 MLS
Welcome to the private guard-gated Classics Plantation Estates, where refined luxury meets effortless Florida living in the heart of Lely Resort, complete with immediate membership to The Player’s Club & Spa. Set on one of the largest and most private lakefront homesites in the Classics, this remarkable .51-acre estate is surrounded by lush, mature palms and trees, offering an unparalleled sense of space, serenity and complete privacy. Custom built by Lundstrom Homes, this exceptional three-bedroom-plus-den, three-bath residence is thoughtfully designed with a spacious, open-concept layout that flows seamlessly from indoor elegance to extraordinary outdoor living, making it an entertainer’s dream. A circular drive, oversized three-car garage and impeccable curb appeal set the tone upon arrival. Go outside to a spectacular outdoor retreat. The expansive lanai showcases a resort-style pool measuring an impressive 22-by-44 feet with a 9-foot depth, ideal for swimming, entertaining or simply relaxing beneath the large retractable electric awnings. A custom outdoor kitchen, abundant seating areas, tongue and groove hardwood ceilings and breathtaking sunset lake views create a backdrop for unforgettable evenings. Inside, refined upgrades abound, including plantation shutters, volume ceilings, premium granite finishes, upgraded appliances and spacious bedrooms, which are perfect for hosting. Recent enhancements provide peace of mind, including new water heaters, new washer and dryer, new pool heater, and new roof and gutter systems. Additional features include a side-yard dog run and an oversized three-vehicle garage with one bay measuring 30 feet deep by 10 feet wide by 10 feet high, ideal for larger vehicles or extra storage. In sunny Naples, this home offers convenient access to pristine beaches, world-class dining and shopping, all just minutes from downtown Naples iconic 5th Avenue and 3rd Street districts as well as Marco Island. This is more than a home, it’s a private estate designed for exceptional living, entertaining and unforgettable sunsets.

7717 Trent CT, Naples
$2,495,000
3 Beds ⋅ 3.5 Baths ⋅ 2026039703 MLS ⋅ Eleven Eleven Central BLDG.
Step into elevated coastal living at Eleven Eleven Central, one of the most sought-after new addresses in the heart of Old Naples. This stunning three-bedroom, three and a half-bath residence is a true showpiece, expertly designed and professionally decorated with a distinctive floor plan that maximizes space, style, and natural light. Expansive glass invites the sunshine in, while the oversized lanai offers the perfect setting to relax or entertain in total privacy, surrounded by lush tropical greenery and serene northwest exposure. Eleven Eleven Central delivers a resort-inspired lifestyle unlike any other. Indulge in a spectacular array of amenities, including a beach-entry lap pool, two hot tubs, poolside cabana, a state-of-the-art fitness center, a social room and a game room, private movie theater, bocce courts, putting green, life-sized chess board, and a beautifully landscaped courtyard park with a fenced in dog area. Hosting guests? Six on-site guest suites make entertaining effortless. And with the community’s private shuttle, enjoy seamless access to the beach or an evening out on the town—no driving required. Perfectly positioned just ¾ of a mile from the pristine beaches of Old Naples, five blocks from world-renowned 5th Avenue South, and only a block from scenic Baker Park, this is truly the ultimate Naples lifestyle. Don’t miss your opportunity to own a piece of paradise—schedule your private showing today.

1115 Central AVE Unit 339, Naples
$1,999,000
3 Beds ⋅ 4 Baths ⋅ 226024189 MLS
Experience refined luxury in the exclusive Lakoya enclave of Lely Resort. This custom Greenbriar II by Stock Signature Homes showcases exceptional craftsmanship, sophisticated finishes, and seamless indoor-outdoor living. A hand-forged Cantera iron entry door opens to light-filled interiors featuring 24-inch diagonal stone flooring, custom millwork, solid-core doors, and tailored lighting. The gourmet kitchen combines beauty and function with illuminated stacked cabinetry, walnut butcher-block island, hand-painted Tabarka tile, Viking gas cooktop, Monogram appliances, and a California Closets pantry. Designer details continue throughout, including an antique-mirror dining feature wall, living-room beams with integrated LED lighting, and a custom pool bath with artisanal tilework. The serene primary suite features a spa-inspired bath with Venetian plaster walls and dual California Closets. Outside, more than 2,400 square feet of lanai space creates a private tropical retreat. A rectilinear saltwater pool and spa are surrounded by mature landscaping and western exposure for spectacular sunset views. The 710-square-foot covered outdoor living area features a cypress ceiling, custom cabinetry, wet bar, sink, refrigerator, and built-in TV—perfect for entertaining or relaxing year-round. Additional highlights include impact-resistant windows and doors, hot-water recirculation, custom lighting, upgraded window treatments, and a finished garage with workbench. Ideally located minutes from downtown Naples and the Gulf, with access to Lely Resort's world-class golf, tennis, spa, and dining amenities. A truly bespoke residence offering privacy, craftsmanship, and an exceptional Naples resort lifestyle.

6477 Costa CIR, Naples
$4,625,000
2 Beds ⋅ 2.5 Baths ⋅ 226031012 MLS ⋅ 2020 Gulf Shore BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered.

2020 GULF SHORE BLVD N Unit UNIT E204, Naples
$899,000
3 Beds ⋅ 3.5 Baths ⋅ 226033425 MLS
Set within the resort-inspired community of Naples Reserve, this beautifully appointed Barrymore residence pairs refined interiors with exceptional indoor-outdoor living. The open-concept floor plan offers three bedrooms plus a den, three full interior baths and a convenient pool half bath, complemented by impact windows throughout and no flood insurance required. An impressive tandem garage provides generous space for a golf cart or additional storage. Fresh interior paint, custom designer lighting, a shiplap accent wall and wood-look tile throughout the main living areas create a sophisticated yet relaxed aesthetic. At the heart of the home, the beautifully finished kitchen features upgraded appliances, a new backsplash and spacious walk-in pantry. The serene primary suite is enhanced by a custom-designed walk-in closet and bath with dual vanities, soaking tub and separate shower. Designed to embrace Southwest Florida's enviable year-round lifestyle, the expansive lanai features a tongue-and-groove ceiling and overlooks the private pool with deck jets. A dedicated pool bath and plumbing for a future outdoor kitchen further enhance this exceptional entertaining space. Residents of Naples Reserve enjoy an impressive collection of amenities, including pickleball and Har-Tru tennis courts, a state-of-the-art fitness center, recreational and biking trails, and a 125-acre lake offering kayaking, paddleboarding and waterfront recreation. A renovated clubhouse and restaurant provide inviting gathering spaces within the community. Ideally positioned near Marco Island, Fifth Avenue South and Naples' celebrated Gulf beaches, this residence offers a sophisticated expression of relaxed coastal living.

14544 Stern WAY, Naples
$765,000
2 Beds ⋅ 2 Baths ⋅ 226033926 MLS
LOCATION, LOCATION, LOCATION! Welcome to this charming 2-bedroom, 2-bathroom single-family home in the highly desirable Naples Park neighborhood, just approximately ONE MILE to the beautiful GULF BEACHES. This well-located property offers the perfect OPPORTUNITY to enjoy the relaxed Naples lifestyle, with convenient access to the beach, shopping, dining, entertainment, and everything North Naples has to offer at MERCADO and the surrounding area. And just minutes to 5TH AVENUE SOUTH. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this home offers tremendous potential as one of Naples' most sought after coastal communities. ALL just minutes from your front door. Don't miss this opportunity to own a piece of Naples Park!

626 103rd AVE N, Naples
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 226033399 MLS ⋅ Monaco Beach Club BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. This spacious 12th floor 2 bedroom 2 bath residence offers 2,005 square feet in the unit and direct beach access from the building. Bathed in natural light from floor to ceiling windows and glass sliders throughout, every room glows with warmth while framing sweeping Venetian Bay views. The generously sized primary suite features two closets and a spacious bathroom with soaking tub and separate shower. This master bath is so spacious with room to make it the most luxurious spot to end the day. The spacious guest bedroom enjoys its own stunning bay views. A bright kitchen with plenty of counter space and pantry, large in unit laundry room and abundant storage throughout make this residence as functional as it is beautiful. Electric hurricane shutters provide complete peace of mind and Monaco Beach Club suffered no water damage during Hurricane Ian! One assigned covered garage space included. Monaco Beach Club is one of the most desirable buildings on the beach in Park Shore. In addition to the direct beach access, it's guard gated and additionally a 24 hour staffed front desk service where the staff knows you by name. Resort style amenities include a heated beachfront pool and spa, built in grills, covered outdoor gathering area, tennis & pickleball courts , fitness center and a community room with catering kitchen. Step outside to direct private beach access or enjoy the scenic walking trail right along the beach for your morning walks with breathtaking water views. Walk to Venetian Village for waterfront dining and boutique shopping. The sand is less than one minute from your front door.

4401 Gulf Shore BLVD N Unit 1206, Naples
$1,595,000
3 Beds ⋅ 2.5 Baths ⋅ 226033853 MLS
Exceptional privacy, sophisticated design and an extensive high-end renovation come together in this beautifully transformed residence on more than an acre of fully fenced land just minutes from downtown Naples and the beaches. Tucked along a private road just off County Barn Road, this distinctive property offers a rare combination of acreage, tranquility and convenience, with no HOA. Thoughtfully redesigned and meticulously finished, the three-bedroom, two-and-a-half-bath residence offers 2,449 square feet of beautifully appointed living space with high ceilings, abundant natural light and three skylights enhancing the bright, open atmosphere. Virtually every aspect has been addressed, creating a home that feels polished, cohesive and truly move-in ready. At the heart of the residence is a stunning chef’s kitchen showcasing gorgeous solid-surface countertops, high-end cabinetry, premium appliances, a wall oven, soft-close drawers, a beverage center, custom lighting and exceptional storage. Built-out closets and custom storage continue throughout the home, combining refined finishes with outstanding functionality. Beautifully renovated baths carry the same elevated aesthetic, including a glass-enclosed shower and inviting soaking tub. New impact-resistant windows and doors further enhance the home, while carefully selected lighting and finishes provide continuity throughout. Expansive living areas transition seamlessly to the oversized lanai and refreshed outdoor living environment. A large saltwater pool, new pool cage and new pool equipment are surrounded by extensive landscaping and fruit trees, including citrus and mango, creating a private tropical setting for relaxing or entertaining. With no rear neighbor in sight, the grounds offer wonderful seclusion rarely found this close to downtown. The detached oversized two-car garage has also been completely reimagined. Fully remodeled, insulated and air-conditioned with upgraded lighting and a finished epoxy floor, it provides far more than conventional garage space and could be further modified as an office, fitness studio, hobby room, workshop or additional living area. The property also provides ample room for RV or boat storage. Additional improvements include a replaced septic drain field in 2019, complete repiping in 2020 and a reverse-osmosis water filtration system. Offering more than an acre, no HOA, a private-road setting, exceptional outdoor living and a comprehensive luxury renovation, this is an extraordinarily versatile Naples property. Private and peaceful yet remarkably close to downtown, the beaches, dining and everything Naples has to offer, it provides the rare opportunity to enjoy acreage and freedom without sacrificing convenience or sophisticated living.

5520 CYNTHIA LN, Naples
$799,000
2 Beds ⋅ 2 Baths ⋅ 226033168 MLS ⋅ Seville BLDG.
PROFESSIONAL PHOTOS COMING SOON. This first-floor condo was the builder's model for Seville in Pelican Marsh, chosen as the model due to its open and spacious park-like front door entrance and two-car garage. The interior floor plan has a spacious living room, dining room, two main bedrooms, two baths, and a den which can easily convert to a third bedroom. Enjoy long lake views from your private lanai, creating an idyllic backdrop for morning coffee or evening relaxation. The two-car garage provides ample space for your vehicles and storage needs, and the building location has additional outside parking for convenience. The expansive Seville pool area is one of the best in Pelican Marsh with new tile and outdoor furniture and a glistening, contemporary water feature. Beautifully landscaped, Pelican Marsh is very close to the Mercato, Waterside Shops, and Artis-Naples for dining, shopping, and world-class music and theater. The active sports and resort lifestyle is enhanced by organized tennis, pickleball, bocce ball, and optional golf membership. The friendly gathering spot of Courtside restaurant is where you’ll meet friends for food, drinks and entertainment. The location of Pelican Marsh in North Naples sets it apart as a special oasis to relax, play, shop, dine or hit nearby Vanderbilt Beach.

1867 Seville BLVD Unit 411, Naples
$2,200,000
4 Beds ⋅ 3.5 Baths ⋅ 226033091 MLS
One-of-a-kind modern waterfront living in Palm River Estates! Located on almost half an acre, this fully remodeled private POOL home delivers approximately 175 feet of river frontage, direct Gulf access in about 15 minutes and a truly unique multi-level layout designed for entertaining, privacy and everyday living. Offering four bedrooms plus a den/flex space, three-and-a-half bathrooms and a deep/oversized garage, this is not your typical Naples home. A long, private driveway with dedicated private entry bridge creates a dramatic arrival. Inside, the main living level is open, bright and beautifully finished with soaring vaulted ceilings, abundant natural light, all-new light oak hardwood flooring and hurricane-impact windows, doors and sliders. The expansive kitchen is the heart of the home, featuring luxury appliances, an induction cooktop, large island, custom cabinetry and generous counter space. A convenient dumbwaiter makes bringing groceries and everyday items directly to the main floor effortless. A full service wet bar positioned near the kitchen and living area makes entertaining easy, while two composite balconies extend the living space outdoors with stunning views of the pool, backyard and river. The expansive private primary suite is also located on the main level, creating separation from the guest accommodations below. Its spa-inspired bathroom includes contemporary finishes, separate vanity areas with abundant storage, a jetted soaking tub, oversized walk-in shower, private water closet and separate bidet. An extraordinary walk-in closet completes the suite with custom built-ins and a large center island with storage. The lower level is equally impressive, with durable waterproof epoxy concrete flooring, a large family, media or movie room, three spacious guest bedrooms with built-in closets and two updated bathrooms featuring modern vanities, frameless glass walk-in showers and refined contemporary finishes. One bedroom connects directly to a full pool bath, making it ideal for guests and indoor-outdoor living. Outside, the fully fenced backyard is a private waterfront retreat with a large pool, wood-burning fireplace, composite dock, Jet Ski slip and the possibility of adding a boat lift. The home is also equipped with an exterior flood-gate system, installed to provide an additional level of protection—a valuable feature rarely found in residential properties. Additional upgrades include fresh interior and exterior paint, three HVAC systems—two recently replaced—and a large laundry room with a sink and an entire wall of storage cabinetry. Bold architecture, a rare and functional layout, extensive storm-protection features and incredible access to the water come together in one unforgettable property, complete with an extra-long private driveway and an oversized deep two-car garage with dedicated utility space—all just minutes from Naples beaches, shopping and dining.

114 Westwood DR, Naples
$1,850,000
6 Beds ⋅ 5 Baths ⋅ 226032918 MLS
A HIGHLY CUSTOMIZED SHIRAZ offering 6 bedrooms, 5 full baths and 4,113 square feet in the sought-after gated community of Marbella Isles. Built in 2018 and extensively upgraded, this home combines the community's largest floor plan with a completely reimagined kitchen and exceptional new outdoor living designed to capture the lake view while providing an unusual degree of privacy. The redesigned kitchen is a significant departure from the original Shiraz configuration, featuring an oversized island, quartz countertops, abundant cabinetry and an impressive collection of premium appliances, including Viking Professional and Thermador Professional cooking appliances, a built-in cappuccino/coffee system and two dishwashers. A large walk-in pantry provides additional storage. Hardwood flooring, plantation shutters, extensive crown molding and millwork, paneled detailing and coffered ceilings elevate the main living spaces. The first-floor sixth bedroom, complete with a closet, is currently configured as a private home office, providing valuable flexibility. Upstairs, an expansive loft creates an additional media, play or living space.

13715 Callisto AVE, Naples
$975,000
2 Beds ⋅ 2 Baths ⋅ 226033669 MLS
Picky Buyer alert! Truly Stunning WATERFRONT Villa with saltwater Pool & Spa in The Isles of Collier Preserve! One-of-a-kind, beautifully appointed and highly desirable Mimosa Model Villa is exceptionally lightly lived in and feels like a brand-new home, it offers an exceptional combination of privacy, luxury, thoughtful upgrades, and resort-style living. Spacious 1,780-square-foot Mimosa offers an open-concept design with FRONT ENTRY, soaring ceilings, custom crown molding, abundant windows, and beautiful natural light throughout. Every detail has been thoughtfully selected to create an elegant yet comfortable home that is sure to impress even the most discerning buyer. The setting is truly special. Enjoy a very private waterfront location, with peaceful green space in front and a beautiful lake behind. Situated on one of the most desirable streets in the community and boasting a coveted southern exposure, this home provides a wonderful sense of privacy while allowing you to enjoy Florida’s sunshine throughout the day. And an important bonus: this home is NOT in a flood zone. The impressive interior features two spacious bedrooms, two full bathrooms, a large living room, dining area, and a versatile den/office with French doors, that can be used as a 3rd bedroom. The gourmet kitchen is designed for both everyday enjoyment & entertaining, featuring an extra-large island with breakfast bar, abundant upgraded cabinetry, soft-close cabinets & drawers, elegant backsplash, gorgeous quartz countertops, & a wine cooler. The combination of style, storage, and functionality makes this kitchen a true centerpiece of the home. The oversized laundry room is another standout feature, offering an abundance of cabinetry & a utility sink—providing exceptional storage and convenience rarely found in a villa. The saltwater pool and spa overlook the serene lake, while the expansive screened lanai offers both covered and uncovered areas for dining, entertaining, relaxing, and enjoying the beautiful Florida weather year-round. The impact-glass windows and doors provide additional peace of mind. The home offers numerous upgrades, both from the builder and added afterward, along with beautiful décor and impeccable presentation. Furniture is negotiable. The Isles of Collier Preserve offers an extraordinary resort-style lifestyle surrounded by nature. Take a short walk to the Cypress Waterway and miles of beautiful nature trails, or enjoy lakeside dining at the Overlook Bar & Grill. Residents can take advantage of two pools, a fitness center, tennis, pickleball, bocce ball, a dog park, and more than 9 miles of hiking and biking trails. For those who love the water, paddle boarding and kayaking on the Cypress Waterway are right at your fingertips. The Isles adjoins Hamilton Harbor, a magnificent marina and club located directly on Naples Bay. This exceptional home is conveniently located just 4 miles from historic downtown Naples and the beautiful beaches of Naples.

5698 Elbow AVE, Naples
$1,825,000
3 Beds ⋅ 2.5 Baths ⋅ 226033856 MLS ⋅ Hyde Park BLDG.
RARELY AVAILABLE 3 Bedroom, Den/Office, 2.5 bath residence in Hyde Park of the exclusive Pelican Bay offering 3,100 total square feet and exceptional golf course setting overlooking the 8th hole of the Pelican Bay Golf Course. Beautifully updated and meticulously maintained, this spacious residence combines refined interiors, generous outdoor living with 3 lanais and one of Pelican Bay's most desirable lifestyles. Walk across the street to jump on a tram that takes you to your 2.5 miles of pristine sugar white private beaches, private restaurants, and private life! The open, light filled floor plan features 2,351 square feet under air, 8.5 foot volume ceilings, a dedicated den/flex space with custom built-ins including a desk and private lanais off the living room and two bedrooms. The expansive owners suite includes an en-suite bath and his and hers walk-in closets with custom closet systems. High-end plantation shutters, designer lighting and ceiling fans, recessed lighting and updated flooring including travertine stone tile enhance the residence throughout. The beautifully appointed kitchen features custom Ruffino cabinetry, brand new quartz countertops, a marble backsplash and new gourmet Bosch appliances. Additional improvements include closet doors, high end impact resistant windows and doors, and numerous thoughtful updates throughout the home. A large storage area off of the main lanai to store your furniture or whatever you would like. Hyde Park is an intimate 98 residence community in the heart of Pelican Bay with by far the biggest grounds in the whole community. It is DIRECTLY LOCATED across from the Commons. Recent improvements include new roofs in 2025, exterior painting in 2026, a new elevator in Building B in 2026, and a completely remodeled clubhouse with all new furnishings. The residence also includes a covered parking spot. Waterside shops, Artis, and Mercado are all within 1 mile away. Enjoy the incomparable Pelican Bay lifestyle, with private beach access, beachfront dining, tram service, tennis, pickelball, fitness, miles of walking and biking paths and world-class amenities just moments from your door. Ideally positioned for convenient beach access, this is a rare opportunity to own a large, beautifully updated 3 bedroom plus den residence in Hyde Park with sweeping golf course views.

6350 Pelican Bay BLVD Unit B206, Naples
$760,000
3 Beds ⋅ 2 Baths ⋅ 226033857 MLS
Nestled in the vibrant city of Naples, Florida, the charming residence at 1942 Fresno Ave accords a delightful blend of elegance and comfort. This exquisite house features three spacious bedrooms and two full bathrooms plus a home office, encompassing a generous living area of 2,084 square feet. The property sits on a quarter-acre lot, providing ample outdoor space for various activities and future enhancements. The front exterior presents a welcoming facade with lush landscaping and a neatly paved driveway leading to a substantial two-car garage. The home's architecture is complemented by the tropical greenery, embodying the essence of Florida living. The palm trees and manicured shrubs add to the property's curb appeal, creating a serene and inviting atmosphere right from the entrance. Inside, the open-concept layout ensures a seamless flow between the living spaces, appropriate for both relaxation and entertaining. The spacious living room accords plenty of natural light, creating a bright and airy ambiance that enhances the overall warmth of the home. The kitchen, designed to cater to culinary enthusiasts, boasts modern appliances, ample counter space, and a functional layout that facilitates ease of movement and interaction. The bedrooms are thoughtfully designed to ensure privacy and comfort, with the master suite featuring an ensuite bathroom that includes modern fixtures and finishes. The additional bedrooms are versatile, accommodating various needs ranging from guest rooms to home offices. The outdoor area is a standout feature of this property. The screened-in lanai accords a superb setting for outdoor dining or simply unwinding while enjoying the Florida weather. The private pool is an absolute highlight, providing a personal oasis for swimming and relaxation. Surrounded by a thoughtfully landscaped yard, the pool area accords a peaceful escape with views of the surrounding greenery. Located in a community with resort-style amenities including a clubhouse, on-site restaurant, heated pool, and hot tub. Enjoy access to a complete workout gym, two tennis courts, and eight pickleball courts. Experience luxury and comfort in this exceptional community. With its prime location in Naples, residents of this home can enjoy the vibrant lifestyle the city has to accord, including access to beautiful beaches, renowned golf courses, and a variety of dining and shopping options. The property is a harmonious blend of functionality, style, and location, making it a desirable choice for those seeking a comfortable and elegant living experience in Southwest Florida. Whether hosting gatherings or enjoying quiet evenings, this home is designed to accommodate a range of lifestyles and preferences.

1942 Fresno AVE, Naples
$2,050,000
2 Beds ⋅ 2.5 Baths ⋅ 226033635 MLS ⋅ Vanderbilt Shores BLDG.
Rarely available 9th-floor “01 stack” beachfront residence in Vanderbilt Shores offering breathtaking 270-degree views of the Gulf. This professionally remodeled and beautifully appointed condominium makes an immediate impression from the moment you enter. Perched on the 9th floor, this residence offers a truly captivating experience, where evenings are best spent on your spacious, exceptionally private lanai, taking in breathtaking golden Gulf sunsets night after night. Inside, every detail has been thoughtfully curated. Lutron lighting enhances the ambiance throughout, while surround sound in every room creates an immersive living experience. The upgraded stainless-steel appliances and warm wood flooring bring both elegance and comfort together seamlessly. A brand-new water heater and AC were recently installed for peace of mind. Adding to the ease, the unit includes a prime carport space just steps—only five feet—from the building’s side entrance, making everyday tasks like unloading groceries effortless. Vanderbilt Shores, comprised of the Barcelona and Seville buildings, has recently undergone lobby and pool renovations with a fresh coastal flair, and all assessments have been paid. This unit also comes with all impact resistant glass windows, impact resistant sliders and hurricane shutters on the balcony. Residents enjoy a host of amenities, including a BBQ area, tennis courts, pickleball, and bike storage. Perfectly situated on the quieter stretch of the Gulf, this location offers both tranquility and accessibility. Take a leisurely beach stroll to LaPlaya Beach & Golf Resort, The Turtle Club, or Gumbo Limbo at The Ritz-Carlton—all just a 10 to 30-minute walk away. This is more than a home; it’s a lifestyle—coastal, sophisticated, and effortlessly relaxing. If you’ve been waiting for the right beachfront opportunity, this is the one!

10701 Gulf Shore DR Unit 901, Naples
$7,499,000
4 Beds ⋅ 5.5 Baths ⋅ 226033005 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a quiet residential street, 185 North Lake Drive offers a contemporary way of living that is increasingly difficult to recreate. While much of today’s new construction reaches vertically, this thoughtfully designed residence lives entirely on one level, with soaring ceilings, abundant natural light and an effortless connection between indoors and out. At the heart of the home, a magazine-worthy kitchen makes a dramatic statement with a counter-to-ceiling ombré mosaic backsplash, sculptural hood and professional-grade Wolf appliances. The open great room flows naturally to the dining and family areas, while zero-corner sliders extend the living spaces to an expansive covered lanai. Designed for year-round entertaining, the outdoor living experience includes a fully equipped summer kitchen, bar and alfresco dining, custom-detailed ceilings, fireplace, generous lounge areas, and an elevated pool and integrated spa surrounded by lush privacy landscaping. The spacious primary suite offers room for a private office or sitting area and a serene, spa-inspired bath with freestanding tub, oversized multi-head shower, dual vanities and private water closet. Generously proportioned guest accommodations include a suite that lives like a second primary, with a walk-in closet and private outdoor access. Beyond the residence itself is the lifestyle that makes this location extraordinary. Stroll to the end of the block for sunset on the Gulf, enjoy cocktails at HB’s at Four Seasons Naples Beach Club, dinner on Fifth Avenue South, or the Farmers Market on Third Street South, then return to the privacy of North Lake Drive. Offered move-in ready and turnkey furnished, with an attached three-car garage, everything is already in place to enjoy the season ahead, without the wait of building or the task of furnishing a new home. A distinctive opportunity to enjoy the very best of Old Naples, six doors from the Gulf, beautifully private and entirely on one level.

185 North Lake DR, Naples
$875,000
3 Beds ⋅ 2.5 Baths ⋅ 226033622 MLS
Custom home by Stock Development in the highly coveted Black Bear Ridge, an intimate gated community of just 100 single-family homes in North Naples! Located on a private preserve lot, this spacious 3 bedroom + den, 2.5 bath home was built for Florida living with an oversized covered lanai, 3-car garage, heated SALTWATER pool & spa, and hurricane IMPACT windows & sliders throughout. Inside, the large open kitchen features an oversized island, granite countertops, and plenty of space for entertaining, opening directly into the bright and spacious great room with extra tall ceilings. Additional upgrades include tray ceilings, plantation shutters throughout, and more! Black Bear Ridge is a boutique community known for its oversized homesites, peaceful lake and preserve views, and low-density feel with only 100 residences. Amenities include a resort-style lakeside pool, clubhouse with gathering room, fitness room, children’s playground, and more. Conveniently located in North Naples with easy access to shopping, dining, beaches, I-75, and everything Naples has to offer!

7267 Acorn WAY, Naples
$1,145,000
4 Beds ⋅ 2.5 Baths ⋅ 226033258 MLS
Beautifully updated lakefront home in Aviano, offering a stylish combination of modern finishes, thoughtful improvements, and exceptional outdoor spaces. Inside, new enginered hard wood flooring, updated light fixtures, and fresh interior and exterior paint (completed in 2023), create a bright and welcoming atmosphere. The refreshed kitchen features newer appliances, updated finishes, and a reverse osmosis water filtration system. The bathrooms offer beautifully appointed vanities, while the spacious primary suite includes custom-designed closets with built-in shelving and abundant storage. Outside, enjoy the best of the Southwest Florida lifestyle with a newly built pool completed in 2024 and an extended lanai overlooking the lake. The expansive outdoor living area provides the perfect backdrop for relaxing, entertaining, swimming, or simply enjoying peaceful water views. Additional improvements include a 2022 roof and a new A/C system installed in 2024. With extensive recent upgrades, a new pool, expanded lanai, and beautiful lakefront views, this Aviano home is ready to be enjoyed and offers a wonderful opportunity to experience the Naples lifestyle.

12710 Aviano DR, Naples
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 226033811 MLS
Spectacular, large waterfront lot - 1 full acre - with beautiful home! Southern exposure. Hard to find this large of a lot this central into town. No HOA! Fully furnished, move-in ready house or tear it down and build your own custom home on a lake in a great, central neighborhood on a quiet street. Living in Naples is living in paradise! Four Seasons is one of the most sought-after communities in North Naples. Prime location near the Gulf of Mexico with some of the best white sand beaches in FL. This home is the ideal choice for those seeking the ultimate Naples lifestyle! Minutes away from award-winning dining, upscale shopping, top rated golf, outdoor activities, I-75 & so much more. "A" rated school district. No HOA rules, fees or restrictions. Four Seasons' lots are much larger. This home boasts a full acre waterfront lot! Enjoy fishing, peace & tranquility, refreshed landscaping & a beautifully manicured lawn. Southern rear exposure is a welcome bonus! Inside you’ll find a split floorplan offering over 1,700 SF of living area, 3 bedrooms & 2 full baths. The fully applianced kitchen has hickory wood cabinets & quartz counters. Volume ceilings in the living room & a spacious 10’x22’ screened lanai with 3 new ceiling fans. Impact windows & sliders, new roof Oct 2018, well irrigation system Oct 2017. City water. Septic recently serviced. Brand new A/C system. Don’t miss out on this amazing home!

1364 Windswept AVE, Naples
$859,000
2 Beds ⋅ 2 Baths ⋅ 226029997 MLS ⋅ Vanderbilt Yacht Racquet BLDG.
Experience the best of Naples coastal living in this beautifully updated 2-bedroom, 2-bath residence at Vanderbilt Yacht & Racquet Club. Overlooking Vanderbilt Bay, this pristine condo offers a bright, open interior, stylish finishes and an inviting coastal atmosphere. Offered partially furnished or unfurnished, Naples lifestyle with Private beach access is conveniently located directly across Gulf Shore Drive, making it easy to spend your days along the white sands of Vanderbilt Beach. Boating enthusiasts may also enjoy the opportunity to lease a community boat dock with indirect Gulf access, subject to availability and association requirements. The community’s resort-style amenities include a scenic bayside pool, Tiki Hut, grilling area, firepit, tennis and pickleball courts, fitness room, bike storage and comfortable gathering spaces. Deeded covered parking and an on-site building manager add another level of convenience. Ideally positioned near beachfront dining, shopping and entertainment at Mercato, this residence offers an exceptional combination of waterfront beauty, recreation and location. Whether used as a seasonal retreat or year-round Naples residence, Unit 104 provides an effortless coastal lifestyle just steps from the Gulf of Mexico. Schedule your private showing and discover Vanderbilt Beach living at its finest.

11030 Gulf Shore DR Unit 104, Naples
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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.