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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Find Your Naples Lifestyle

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

$1,025,000
3 Beds ⋅ 2.5 Baths ⋅ 2026039610 MLS
Only six years old and beautifully maintained, this Toll Brothers lakefront residence in gated Azure at Hacienda Lakes offers 3 bedrooms plus a den, 2.5 baths, 2,480 square feet of living space, a private pool, and desirable western rear exposure with beautiful lake views. Thoughtfully upgraded through the builder's design center and enhanced with valuable recent improvements, this home is ready to enjoy. The entire interior has been freshly painted, while the paver driveway and pool deck have just been professionally pressure washed and sealed. Adding even more value and peace of mind, a brand-new Generac whole-home generator is being installed. Inside, wood-look tile flows throughout the main living areas, with carpet reserved for the bedrooms. Tray ceilings, plantation shutters, and impact-resistant windows add style, architectural detail, and convenience. The kitchen features upgraded KitchenAid appliances, a gas cooktop, vented hood, designer backsplash, upgraded cabinetry, pantry, and wall oven, creating a stylish and functional space for everyday living and entertaining. The spacious primary suite offers a relaxing retreat with a luxurious soaking tub, dual sinks, and a separate walk-in shower with upgraded tile. Two additional bedrooms and a separate den provide flexibility for guests, a home office, or additional living space. Step outside to the screened lanai and private gas-heated pool overlooking the lake. Western rear exposure provides a beautiful setting for enjoying Florida sunsets, while an outdoor shower adds convenience for poolside living. Additional features include a security system, tankless water heater, gas dryer, irrigation system, 240V garage outlet, impact-resistant windows, and an attached 2-car garage. Residents of Azure at Hacienda Lakes enjoy resort-style amenities including a clubhouse, community pool, fitness center, pickleball and tennis courts, billiards, cabanas, community gathering spaces, sidewalks and more. Ideally located approximately 25 minutes from Naples' beautiful Gulf beaches, with convenient access to downtown Naples, dining, shopping and entertainment. This lakefront home combines Toll Brothers quality, thoughtful upgrades, modern conveniences, and the indoor-outdoor lifestyle that makes Naples living so desirable.

9062 Montserrat DR, Naples
$10,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226034091 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Coastal elegance meets refined estate living in this exceptional custom residence in The Moorings. Built by Asta Homes, architecturally designed by JMDG, and interiors curated by Clive Daniel, this remarkable home is set on an oversized .45-acre lot in one of Naples’ most coveted locations, west of Crayton Road and south of Mooring Line Drive. Just moments from the private Moorings Beach Club, the property enjoys an enviable setting surrounded by substantial homes on generous lots. Designed for sophisticated living and effortless entertaining, the residence offers five spacious bedrooms, each with a private en-suite bath, along with a massive executive office and three distinct living spaces—two on the main level and an additional living area upstairs. Two guest suites are located on the first floor, while two additional guest bedrooms occupy the second level, providing exceptional flexibility for family and guests. The heart of the home is a spectacular chef’s kitchen featuring an expansive island, custom cabinetry, high end appliances, a generous butler’s pantry, and a dedicated bar area. Throughout the residence, rich wood beams, intricate ceiling details, and elegant chevron-patterned flooring create a warm, sophisticated coastal aesthetic, complemented by beautifully built in cabinetry and finishes by Elegante Wood. The primary suite is a private retreat, featuring a spa-inspired bath with both indoor and outdoor showers and a seamless connection to the outdoor living spaces. Two covered outdoor living areas provide ideal settings for dining, entertaining, or relaxing poolside. The resort-style pool enjoys all-day sun, while the massive side yard offers an uncommon amount of outdoor space and privacy. Additional highlights include a three-car garage and two separate laundry rooms, adding everyday functionality to the home’s impressive scale. With exceptional curb appeal, thoughtful architectural detail, and an oversized lot in an extraordinary Moorings location, this is a true estate home offering the best of Naples coastal living. Minutes from 5th Avenue, Third Street S, Waterside Shops, private golf clubs, and more. Completion date December 2026.

300 HAWSER LN, Naples
$995,000
3 Beds ⋅ 4 Baths ⋅ 226032693 MLS
BRAND NEW CONSTRUCTION WITH A CUSTOM HEATED POOL, SUN SHELF & OUTDOOR KITCHEN ON 2.81 ACRES - 100% UPLAND! Thoughtfully designed from its construction to its finishes, this exceptional contemporary residence delivers a rare combination of luxury, privacy, quality construction, and resort-style Florida living. This remarkable residence combines distinctive architecture, premium appointments, and extraordinary indoor-outdoor living in one unforgettable property. The outdoor living experience is a standout, featuring a custom 14’ x 28’ heated pool with sun shelf, an expansive paver pool deck with integrated designer artificial turf accents, and an outdoor kitchen area—creating a polished, resort-style environment for entertaining or relaxing in complete privacy. Inside, the beautifully appointed residence features 3 bedrooms plus a den and 4 bathrooms, with sophisticated finishes and thoughtful details throughout. The highly desirable third bedroom functions as a private-entry guest suite, complete with its own exterior entrance, en-suite bath, and kitchenette—ideal for extended family, guests, multigenerational living, or added privacy. The interior showcases upgraded designer lighting and expansive 48” x 48” porcelain tile flooring. The den/office is enhanced by a custom built-in wall unit, creating an elegant and functional workspace. The showpiece kitchen features custom cabinetry, quartz countertops, a waterfall island with 2-inch mitered edges, built-in oven and microwave, and a large walk-in pantry offering exceptional storage. Custom cabinetry continues into the bedroom closets for a refined, cohesive finish. Bathrooms are equally impressive with floor-to-ceiling tile, decorative accents, built-in shower niches, and an illuminated niche in the primary shower. Clusia hedging surrounds the pool area and fronts the property, while approximately 30 native trees enhance the grounds with shade, beauty, and privacy. A 10-zone irrigation system provides extensive landscape coverage. Additional upgrades include a tile roof, smooth stucco exterior, upgraded exterior sconces, whole-house reverse osmosis system, two tankless water heaters, and a finished 3-CAR garage with epoxy flooring, insulated decorative garage doors, and side-mounted high-capacity motors. With room for a future guest house, workshop, barn, recreational space, or additional improvements, subject to applicable county approvals, this remarkable property offers the freedom to create even more while enjoying exceptional privacy and space. Thoughtfully designed, beautifully finished, and built to stand apart—this is new construction Florida living at its best.

5288 40th ST NE, Naples
$879,000
4 Beds ⋅ 3 Baths ⋅ 226034475 MLS
Discover this beautiful, spacious home in Golden Gate Estates, Naples, situated on 2.5 acres. The property features four bedrooms, three bathrooms, and a two-car garage, with 2,064 square feet of living area and 2,486 total square feet. Enjoy the space and possibilities this generous property offers.

2831 32nd AVE SE, Naples
$893,250
4 Beds ⋅ 3 Baths ⋅ 226033840 MLS
NEW CONSTRUCTION on 1.14 mostly cleared acres in the desirable close-in area of Golden Gate Estates! This move-in-ready home offers 3 bedrooms, 3 full baths, a 2-car garage and a versatile bonus room that can easily function as a fourth bedroom, additional living area, game room or home office. Luxury vinyl tile flooring extends throughout, while a metal roof and impact-resistant windows and doors provide durability and added peace of mind. What truly sets this home apart is its private secondary living area featuring a second full kitchen, adjoining bonus room and separate exterior entrance. This thoughtfully designed space offers exceptional flexibility and added privacy while remaining connected to the main residence—providing options for guest accommodations, extended stays, recreation, work-from-home space or simply additional room to spread out. The main living areas feature a modern, open feel with a well-appointed kitchen and attractive appliance package. Three full bathrooms add convenience to the home's versatile layout. Outdoor living is equally inviting with a screened lanai that opens to a brick-paver patio overlooking the spacious, mostly cleared property. With 1.14 acres, there is plenty of room to enjoy the privacy and openness that make Golden Gate Estates living so appealing. Offering two full kitchens, flexible bonus space, a private secondary entrance, impact-resistant windows and doors, metal roof, screened lanai and more than an acre of land, this newly built home delivers an uncommon combination of space, versatility and privacy—all in a convenient close-in Golden Gate Estates location. Move-in ready and designed to adapt to a variety of needs, this is a home with possibilities well beyond the ordinary.

887 6th ST SE, Naples
$1,474,900
5 Beds ⋅ 3 Baths ⋅ 226034131 MLS
LUXURY NEW CONSTRUCTION IN NAPLES PARK — POOL & SPA — PROFESSIONALLY FURNISHED — UPGRADED LANDSCAPING PACKAGE AVAILABLE — NO RENTAL RESTRICTIONS — MINUTES TO VANDERBILT BEACH! Experience elevated coastal living in this exceptional 5-bedroom, 3-bath new-construction residence, where sophisticated design, resort-style amenities, and the coveted Naples Park lifestyle come together beautifully. Professionally decorated and FURNISHED BY AN INTERIOR DESIGNER, this home is equally suited as a luxurious primary residence, an unforgettable seasonal retreat, or a premier short-term rental investment. With NO HOA and no HOA-imposed rental restrictions, the possibilities are exceptional. Step inside to soaring ceilings, an expansive OPEN-CONCEPT layout, and extensive HIGH-END UPGRADES throughout. Wood-look plank PORCELAIN TILE FLOORING flows throughout the home, while custom FLUTED WOOD SLAT ACCENTS introduce warmth, texture, and designer appeal. The living room is anchored by a sleek ELECTRIC FIREPLACE, creating an inviting focal point for both intimate evenings and effortless entertaining. At the heart of the home, the showstopping kitchen pairs striking design with exceptional functionality. Highlights include abundant cabinetry, premium stainless steel appliances, a decorative vent hood, an INDUCTION COOKTOP, and an oversized dine-at island finished with dramatic WATERFALL QUARTZ COUNTERTOPS. The luxurious primary suite offers a private sanctuary with direct access to the outdoor living area, DUAL WALK-IN CLOSETS featuring CUSTOM BUILT-IN ORGANIZERS, and a spa-inspired bathroom appointed with a GLASS-ENCLOSED WALK-IN SHOWER, freestanding SOAKING TUB, and dual vanities. Four additional bedrooms provide impressive flexibility for family, guests, a home office, or a fitness space. Step outside and discover your own private resort. The FULLY FENCED backyard features a sparkling POOL AND SPA, CUSTOM BUILT-IN SUMMER KITCHEN, outdoor shower, and lush landscaping, creating an exceptional setting for relaxing, entertaining, and enjoying the Southwest Florida lifestyle year-round. An UPGRADED BACKYARD LANDSCAPING package is also available, with the seller willing to complete the improvements before closing or provide a buyer credit. Additional features include IMPACT-RESISTANT WINDOWS AND DOORS, a paved driveway, an attached 2-car garage, and NO FLOOD INSURANCE REQUIRED. Every detail has been thoughtfully selected to deliver comfort, style, and peace of mind. Ideally located just minutes from Vanderbilt Beach, Delnor-Wiggins Pass State Park, The Ritz-Carlton, Mercato, Waterside Shops, and some of Naples’ finest dining and entertainment, this remarkable property places the best of Naples at your fingertips. Modern, polished, and completely turnkey, this is Naples Park living at its finest. Schedule your private showing today! One or more photo(s) has been virtually staged, AI-generated, or rendered.

653 107th AVE N, Naples
$5,299,000
3 Beds ⋅ 2 Baths ⋅ 226033966 MLS
This Old Naples "Dolphin Cottage" was built in 1935 and has been meticulously restored to reflect the owner's love of historic Old Naples. The home is a blend of classic and fresh design ideas, with tongue and groove ceilings, wide plank wood flooring and updated bathrooms that are aglow with vibrant and classic colors. The rear porch that overlooks the free form pool and lushly landscaped rear yard is a comfortable oasis to relax and unwind after a long day enjoying all that Naples has to offer. Naples pristine beaches and the world-class dining and night-life of Third Street South are just a stroll away. Truly a unique home that brings you back to a bygone era and the timeless charm of Old Naples

244 11th AVE S, Naples
$845,000
3 Beds ⋅ 2 Baths ⋅ 226034294 MLS
Immediate Golf Membership included in this spacious 3-bed furnished single family home in Cypress Woods Golf and Country Club! This home is tastefully appointed and updated throughout. Spend your days relaxing by your private pool and lanai complete with outdoor kitchen in a serene location along the 2nd fairway. Custom cabinetry and upgraded appliances grace the entertainer's kitchen complete with expanded pantry cabinets. Cypress Woods will complete its golf course renovation December 2026, resulting in a brand new championship 18-hole course complementing the recently built bocce pavilion, and 8 new pickleball courts. The club truly is a gem in North Naples providing vibrant social activities and recreational opportunities for members. Amenities include the 18-hole golf course and practice facility, putting green, pickleball and tennis courts, card room, library, walking path, indoor and outdoor dining, fitness center, group exercise classes and resort style pool and spa. This lifestyle all happens just minutes from the white sand beaches of the Gulf.

3626 Grand Cypress DR, Naples
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 226034017 MLS
Beautiful home inside and out Pinnacle style home in Winding Cypress. This home features 3 generous size bedrooms, 3 full bath , 2 car plus golf cart garage . Custom oversized salt water heated pool with stairs , sunshelf, 3 waterfall features and oversized hot tub all surrounded by beautiful landscaping on an oversized lot with plenty of privacy. All impact resistance doors and windows, zero corner slider and a transfer switch with portable generator which handles lights, refrigerator and tv. Located close to the amenity center , dog park etc and all that Winding Cypress community offers, The Shady Palm restaurant, resort pool and spa, incredible gym and motion room for active classes, library , event room . Winding Cypress can be as active as you wish to be or to chill , either way you will fall in love with this community

7230 Live Oak DR, Naples
$1,065,000
2 Beds ⋅ 2 Baths ⋅ 226034015 MLS ⋅ The Strada BLDG.
Top-floor luxury living in The Strada at Mercato, where an elevated setting offers a glimpse of the Gulf and places you in the heart of one of Naples’ most vibrant lifestyle destinations. Light-filled interiors, soaring ceilings, and generously sized rooms create a feeling of spaciousness and comfort, while a soft neutral palette and tasteful finishes offer an elegant backdrop for everyday living. The well-appointed kitchen features a stylish tiled backsplash and opens comfortably to the main living area, designed for both relaxation and effortless entertaining. From the private terrace, enjoy a front-row view of the energy below, with Mercato’s dining, shopping, and entertainment just outside your door. The Strada offers a private, resort-style residential experience with secured access, two assigned garage parking spaces, and a beautifully landscaped third-level amenities deck featuring a 52-foot lap pool, spa, sunning areas, BBQ grills, fire pit, fitness center, dog run, and clubroom. Step outside to world-class restaurants, boutiques, nightlife, and everyday conveniences, all just minutes from Naples’ award-winning Gulf beaches.

9115 Strada PL Unit 5504, Naples
$3,995,000
4 Beds ⋅ 3 Baths ⋅ 226034161 MLS
Coastal modern elegance and exceptional craftsmanship come together in this beautifully renovated 4-bedroom, 3-bath residence on a quiet street in the heart of Park Shore. Originally the custom builder’s own private residence, this spacious home showcases high-end finishes and thoughtful details throughout, including engineered hickory hardwood flooring, extensive custom woodwork, trim, and built-ins. The light and bright custom kitchen features white cabinetry and a five-burner gas cooktop and opens to the spacious main living area. The dining room includes custom built-in buffet storage, while the split-bedroom floor plan provides maximum privacy for family and guests. The generous primary suite offers a true retreat with dual walk-in closets. Situated on a large corner lot with desirable southern exposure, the home was designed for Florida indoor-outdoor living. Enjoy a private, completely fenced backyard, pool with tranquil water feature, and a generous outdoor entertaining space. Additional features include impact-resistant windows and doors, a three-car air-conditioned garage, and a tankless water heater. The home underwent a complete renovation, including a rear addition with a new roof and trusses. Turtle Hatch Lane offers a peaceful Park Shore setting just minutes from the Gulf beaches, The Village Shops on Venetian Bay, Waterside Shops, and Artis Naples. Park Shore property owners are eligible for membership in the Park Shore Association and its private Gulf-front Beach Park. An exceptional opportunity to enjoy the Park Shore lifestyle in a beautifully updated home with space, privacy and timeless coastal style.

524 Turtle Hatch LN, Naples
$1,450,000
3 Beds ⋅ 3.5 Baths ⋅ 226033081 MLS ⋅ Monaco Beach Club BLDG.
Experience the quintessential Naples beachfront lifestyle at Monaco Beach Club in prestigious Park Shore. This exceptionally spacious sixth-floor end-unit residence features 3 bedrooms, 3.5 bathrooms, and 2,945 square feet of living space, with an expansive split-bedroom floor plan that provides privacy for residents and guests. Abundant natural light and views of both the Gulf and Bay enhance the open and inviting atmosphere, while multiple living and gathering areas offer exceptional flexibility for everyday living. A built-in bar complements the generous living room, creating an ideal setting for entertaining family and friends. The screened balcony extending from the primary suite provides a tranquil retreat from which to enjoy the coastal surroundings. The generously proportioned primary suite features dual walk-in closets and a well-appointed bath with dual sinks, a separate tub, and shower. Thoughtfully staged to showcase its impressive scale, the residence is being offered furnished. Additional features include electric hurricane shutters, ample private storage, and a deeded covered parking space. Set on more than six acres of prime beachfront property, Monaco Beach Club offers its residents an elegant lobby, a fully equipped fitness center, a spacious hospitality room, resort-style pool and spa, grilling area, tennis courts, concierge services, bike storage, guest parking, and 24-hour security with a manned gated entrance. Residents also enjoy direct access to the scenic Park Shore Beach promenade. Ideally situated within walking distance of the fine dining and boutique shopping at The Village Shops on Venetian Bay, the residence is just minutes from Waterside Shops, Artis-Naples, Mercato, Fifth Avenue South, and Third Street South. Optional boat slips may also be available for lease or purchase at the nearby Venetian Bay Yacht Club.

4401 Gulf Shore BLVD N Unit C604, Naples
$1,495,000
2 Beds ⋅ 2 Baths ⋅ 226033064 MLS ⋅ Monaco Beach Club BLDG.
Enjoy sweeping Gulf and Bay views from this tastefully appointed 8th-floor end-unit residence at Monaco Beach Club in prestigious Park Shore. With a desirable southwest exposure, this two-bedroom, two-bath condominium offers 2,005 square feet of living space and a well-designed split-bedroom floor plan. High-quality finishes include custom cabinetry and granite countertops in the kitchen, complemented by a bright morning room and spacious living and dining areas ideal for everyday living and entertaining. The enclosed balcony extends from the main living area, providing an inviting setting from which to enjoy warm Gulf breezes, gorgeous sunsets, and beautiful coastal views. The generous primary suite features two walk-in closets, an additional enclosed balcony, and a well-appointed bath with dual sinks and a walk-in shower. Impact-resistant windows and sliding glass doors offer added peace of mind, and the residence is being offered turnkey furnished for immediate enjoyment. Additional features include electric hurricane shutters, ample private storage, and a deeded covered parking space. Set on more than six acres of prime beachfront property, Monaco Beach Club offers its residents an elegant lobby, a fully equipped fitness center, a spacious hospitality room, a resort-style pool and spa, a grilling area, tennis courts, concierge services, bike storage, guest parking, and 24-hour security with a manned gated entrance. Residents also enjoy direct access to the scenic Park Shore Beach promenade. Ideally situated within walking distance of the fine dining and boutique shopping at The Village Shops on Venetian Bay, the residence is just minutes from Waterside Shops, Artis—Naples, Mercato, Fifth Avenue South, and Third Street South. Optional boat slips may also be available for lease or purchase at the nearby Venetian Bay Yacht Club.

4401 Gulf Shore BLVD N Unit D807, Naples
$1,285,000
3 Beds ⋅ 2.5 Baths ⋅ 226030477 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Impeccably maintained and exceptionally upgraded, this stunning residence offers the ultimate in luxury waterfront living in Azure at Hacienda Lakes. This popular Serino floorplan by Toll Brothers is ideally positioned on a premium homesite directly across from the resort amenity center and overlooking the community’s main lake, this exceptional home offers amazing sunsets year round. A grand double-entry featuring impact-resistant glass doors welcomes you into this elegant residence featuring over $200,000 in upgrades. The bright, open-concept living space is enhanced by soaring tray ceilings and oversized polished tile flooring. The gourmet kitchen is designed for both everyday living and effortless entertaining, featuring quartz countertops, crisp white cabinetry, an oversized island with seating on two sides, designer lighting, a natural gas cooktop, stainless steel appliances, a spacious custom pullout pantry, microwave and wall oven, and an expanded bar area with beverage refrigerator. The expanded primary suite is a private retreat with a seating area among the bay windows, two walk-in closets, dual vanities, and an oversized glass-enclosed shower in the spa-inspired primary bath. Step outside and discover your own private resort-style oasis. The extended covered lanai features a custom-designed outdoor kitchen, creating the perfect setting for entertaining or enjoying quiet evenings overlooking the water and watching the sun set. A custom-designed heated pool and spa are surrounded by upgraded glass tile and multi-color lighting, while the expansive screen enclosure captures breathtaking lake views and extends the living space outdoors. Impact-resistant sliders, doors, and front entry provide peace of mind and lasting durability, while professional landscaping enhances the home’s exceptional curb appeal. Residents of Azure at Hacienda Lakes enjoy an impressive resort-style amenity package, including a state-of-the-art fitness center, resort-style pool and spa, tennis and pickleball courts, an elegant clubhouse with a catering kitchen, social gathering spaces, and inviting outdoor fire-pit lounge area. Ideally located just minutes from downtown Naples, Fifth Avenue South, world-famous Gulf beaches, Marco Island, exceptional dining, upscale shopping, and entertainment, this extraordinary residence offers the perfect combination of luxury, lifestyle, and location in one of Naples’ most desirable communities.

8893 Redonda DR, Naples
$2,750,000
4 Beds ⋅ 4.5 Baths ⋅ 226021480 MLS
Stunning Estate Home with Full Equity Golf Membership Included Perfectly positioned on a beautiful homesite with sweeping lake and golf course views, this exceptional custom-built former model home offers 3,914 square feet of luxurious living space and 4,684 total square feet designed for elegant living and effortless entertaining. The residence showcases a sophisticated blend of modern luxury and timeless design. The thoughtfully designed floor plan features four spacious bedrooms, a private den, five full bathrooms, an expansive great room that flows seamlessly into the gourmet kitchen and outdoor living area, plus a separate casual living room complete with a wet bar. Architectural details throughout the home include custom tray ceilings, elegant architectural niches, designer lighting and ceiling fans, rich custom wood flooring, and refined finishes that create a warm yet sophisticated atmosphere. The spectacular outdoor living space is truly the centerpiece of the home. Overlooking panoramic lake and golf course vistas, it features a stunning stone-accented pool and spa, a fully equipped outdoor kitchen with wet bar, multiple covered seating and dining areas, picture-window screen enclosure, and electric hurricane shutters—creating the ultimate private tropical retreat for relaxing or entertaining guests year-round. Designed for today's lifestyle, this fully integrated smart home is powered by the Control4® home automation system, allowing effortless control of the televisions, lighting, audio, pool, and security system. Located within the prestigious TwinEagles private golf community, residents enjoy two championship golf courses, a world-class clubhouse, state-of-the-art fitness center, resort-style swimming pool, tennis, pickleball, bocce, and an outdoor restaurant offering exceptional dining and social experiences. A Full Equity Golf Membership is included, providing immediate access to one of Naples' premier private golf communities and an unparalleled luxury lifestyle.

11875 Hedgestone CT, Naples
$899,000
3 Beds ⋅ 2 Baths ⋅ 226033247 MLS
EXPANSIVE WATER AND GOLF COURSE VIEWS set the stage for this beautifully updated Somerset villa in highly sought-after Windstar on Naples Bay. Offering 1,833 square feet under air and 2,464 total square feet, this 3-bedroom, 2-bath residence combines the ease of villa living with the privacy and feel of a single-family home. An exceptional floor plan blends comfort and functionality, while the updated kitchen features custom wood cabinetry, Bosch stainless steel appliances and granite countertops. Freshly painted in a neutral color palette, additional features include wood flooring, plantation shutters, hurricane impact-resistant windows and doors, and a 2025 HVAC system. The large screened lanai showcases peaceful lake views extending across Windstar’s 12th hole, creating a beautiful backdrop for relaxing and entertaining. Lush tropical landscaping surrounds the brick-paver driveway and side walkway, while an attached 2-car garage with epoxy floor provides additional convenience. Ideally located just across from Somerset’s heated community pool and spa, this pet-friendly neighborhood also offers low HOA fees. Windstar residents enjoy access to a private beach on Keewaydin Island with boat shuttle service, while membership opportunities provide access to championship golf, tennis, fitness, dining, social amenities and Windstar’s private deep-water marina with direct Gulf access. All just minutes from downtown Naples, Fifth Avenue South, beaches and the Bayshore Arts District. Some photos have been virtually staged for visualization purposes only.

2153 Paget CIR Unit 1, Naples
$1,750,000
2 Beds ⋅ 2 Baths ⋅ 226034020 MLS ⋅ Naples Square BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Imagine living where the best of Naples is at your doorstep. Dining and shopping on 5th Ave. Naples beach within walking distance to enjoy the sunsets Naples is famous for. Theaters offering live shows. All this and more is available from this bright, open and thoughtfully appointed unit at Naples Square 3! Unit 304 offers an ideal blend of comfort and style. This 2 bedroom, 2 bath plus den residence features an open floor plan with a seamless flow from the gourmet kitchen to the living area, perfect for everyday living and entertaining. Key Features of this beautiful unit include 2 spacious bedrooms and 2 full baths with quality finishes. The large master suite has direct access to lanai as does the guest bedroom via hurricane impact resistant doors. A den with doors that can function as an additional sleeping area for guests or home office completes the unit. The gourmet kitchen is equipped with Bosch appliances, including a gas cooktop! The large island provides additional seating and prep space; the bar area with a wine cooler adds a sophisticated touch for entertaining. The flooring is tile and allergy-free, creating a clean, coastal aesthetic. The open concept living with abundant natural light and easy traffic flow from kitchen to living/dining areas make this unit feel spacious. The east-facing lanai is the perfect place to enjoy that morning coffee or dine al fresco in the evening while overlooking a peaceful courtyard. There is ample storage throughout this unit, including extensive custom kitchen cabinetry and closets. A spacious air conditioned storage unit in the garage allows for storage of the "extras". 1 reserved spot is deeded to the unit; 1 additional space is available in the unreserved area. Located in the complex of Naples Square, this unit just a short walk to Baker Park for those leisurely morning walks. 5th Ave is just 2 blocks away offering plenty of options for breakfast, lunch and dinner. The beach is approximately 1 mile west, allowing for a beautiful stroll or golf cart ride to catch the glorious sunsets that make Naples famous. Evenings offer live theater with 2 theaters within walking distance and a lively happy hour scene at nearby bars and restaurants. This Naples Square 3 residence has the benefit of a flexible living space, excellent walkability and affording you the Naples lifestyle you deserve all while enjoying the lowest common fees of ALL the buildings in the Naples Square complex. Come see for yourself how you can live the Naples life here in Naples Square 3 #304!

1135 3rd AVE S Unit 304, Naples
$3,095,000
3 Beds ⋅ 3 Baths ⋅ 226034349 MLS
A rare waterfront offering in Oyster Bay, 1420 Jewel Box Avenue captures the best of Naples living. With 160 feet of water frontage across two sides of the property, two private docks, two boat lifts, and bridge-free access to Naples Bay and Gordon Pass, this is an exceptional setting for those who want to spend their days on the water. Southern exposure brings natural light into the home and sets the stage for sweeping water views, sunrises, and sunsets. Inside, updated interiors and open living spaces offer an inviting setting for entertaining or a quiet retreat after a day on the boat. Meticulously maintained, the home is equally suited to year-round living, a seasonal escape, or the opportunity to create a new waterfront residence. Just minutes from downtown Naples, acclaimed dining, shopping, and the Gulf beaches, this distinctive property pairs a coveted boating location with remarkable possibilities.

1420 Jewel Box AVE, Naples
$949,000
2 Beds ⋅ 2.5 Baths ⋅ 2026039187 MLS ⋅ 500 La Peninsula BLDG.
Experience the ultimate coastal lifestyle in this fully renovated waterfront condo perched right along the bay, where wide-open Gulf views follow you in every room. Impeccably designed, the condo features sunlit open-concept living spaces complete with high-gloss tiled floors, a chic shiplap accent wall, and floor-to-ceiling glass sliding doors that seamlessly blend indoor and outdoor living. The gourmet kitchen is a chef's dream, boasting custom shaker cabinetry, high-end integrated panel appliances, sleek quartz countertops, stylish pendant lighting, and a spacious peninsula with seating. Step onto the oversized private covered balcony to take in sweeping views of passing boats and calm waters, or retreat to the lavish primary bathroom featuring a deep freestanding soaking tub framed by water-facing plantation shutters, double vanities with backlit LED mirrors, and matte black hardware. Beyond the residence, owners will appreciate prime proximity to local hotspots. Just minutes away are favorite waterfront dining destinations like the Island Gypsy Café & Marina Bar, Pelican Bend, and fine dining at Osteria Capri. Outdoor enthusiasts can easily take advantage of nearby full-service marinas for boat rentals, kayak launches, and fishing charters, as well as the white-sand beaches, shopping, and golf courses of neighboring Marco Island and Downtown Naples--delivering effortless modern luxury inside and out.

533 La Peninsula BLVD Unit 533, Naples
$965,000
4 Beds ⋅ 3 Baths ⋅ 226034030 MLS
Preserve views on a quiet cul-de-sac street define this two-story Mystique residence in Winding Cypress, where a saltwater pool with spillover spa, expansive outdoor living and flexible interior spaces create a home designed for relaxation and entertaining. With four bedrooms, a den, an upstairs flex room, three baths and a two-car garage, the floor plan offers exceptional versatility while maintaining an open, connected feel throughout the main living areas. A whole-house generator is on-site, providing added peace of mind during storm-related power outages. A brick paver driveway, tile roof and professional landscaping establish a polished arrival. Inside, wood-look tile flooring, recessed lighting and white plantation shutters carry a clean, cohesive aesthetic throughout the home. The living room is filled with natural light from five windows and anchored by a modern ceiling fan, while the adjacent dining area draws additional light through its windows and sliding glass door, creating an easy transition between indoor and outdoor spaces. Open to the living and dining areas, the kitchen serves as the center of the main level with white shaker-style cabinetry, quartz countertops and a designer marble tile backsplash. A three-seat island provides a natural gathering place, complemented by stainless steel gas cooking appliances and a pantry. Positioned just off the kitchen, the primary suite offers a private retreat with a tray ceiling, walk-in closet and well-appointed en-suite bath. A dual-sink white vanity provides generous preparation space, while the floor-to-ceiling tiled walk-in shower features a built-in bench. A dedicated linen closet adds further storage. Additional guest bedrooms and baths provide comfortable accommodations, while a downstairs den with French doors creates a quiet setting for work or study. Upstairs, the carpeted flex room expands the home’s versatility and can readily serve as a media room, fitness space, office, playroom or secondary lounge. The upstairs bedroom and full bath create a private retreat that is especially well suited for extended family or out-of-town guests, offering added separation and privacy from the main living areas. Outdoors, a covered living area with paver flooring overlooks the screened saltwater pool and spillover spa, both framed by brick pavers. Beyond the pool enclosure, the home backs to a preserve and small creek, providing a natural backdrop and an added sense of privacy. Residents of Winding Cypress enjoy access to a private clubhouse with year-round gatherings, live music, holiday events and community activities. Ideally between downtown Naples and beaches of Marco Island, this residence combines preserve-side privacy, substantial indoor-outdoor living, flexible accommodations and the added security of a whole-house generator in one of Southwest Florida’s well-established communities.

6825 Greenbriar CT, Naples
$829,900
4 Beds ⋅ 3 Baths ⋅ 226034293 MLS
I'm proud to list this IMMACULATE, ELEGANT BRAND-NEW CONSTRUCTION OSIRIS MODEL. Photos simply cannot replicate the experience of touring this spectacular home in person. We invite you to visit firsthand to truly appreciate the uncompromising quality, premium finishes, and flawless craftsmanship of this residence. Nestled in the highly sought-after area of The Estates in Naples, this property sits on an impressive 2.27-acre lot, offering the ultimate sanctuary for those seeking peace, privacy, and a deep connection with nature. Best of all, you can enjoy total freedom with NO HOA fees or restrictions, and the expansive acreage offers the rare potential to build a second dwelling/guest house on the lot. It serves as the perfect primary residence or a luxury second vacation home, located just a short drive from pristine beaches, world-class dining, and championship golf courses. The home features 2,303 sq ft of living area (3,669 total sq ft under roof), including 4 spacious bedrooms, 3 full bathrooms, and a double garage with a 3-car capacity. Premium upgrades include elegant porcelain tile flooring throughout, a gourmet kitchen with top-tier quartz countertops and stainless steel appliances, and full impact-resistant windows and exterior doors. Entertaining is effortless on the oversized lanai featuring a fully equipped outdoor kitchen. Do not settle for viewing this masterpiece through a screen. Schedule your private tour today!

2941 32nd AVE SE, Naples
$1,649,000
3 Beds ⋅ 3.5 Baths ⋅ 226033998 MLS
Lake views, expansive indoor-outdoor living and a highly amenitized setting define this three-bedroom-plus-den, three-and-a-half-bath residence in Valencia Trails. A three-car air-conditioned garage, en-suite accommodations for every bedroom and an exceptional enclosed outdoor living space with a fully equipped kitchen create a home designed equally for everyday comfort and entertaining. Stately double entry doors open to a bright foyer with a tray ceiling, introducing clean architectural lines, recessed lighting and tile flooring that continue throughout the main living areas. The central living room connects seamlessly with the kitchen and dining area beneath a tray ceiling, while a wide glass slider opens the room to the covered outdoor living space and the lake beyond. Designed as the home's gathering point, the kitchen features white shaker-style cabinetry with under- and above-cabinet lighting, quartz countertops and backsplash, GE stainless steel gas cooking appliances, a pantry and a four-seat breakfast counter. The primary suite offers a private retreat with two walk-in closets and an en-suite bath featuring separate white vanities, a built-in makeup counter and a deep jetted tub beneath three large windows. A walk-in shower, linen closet and private water closet complete the space. Both guest bedrooms provide private en-suite baths, providing comfortable and well-separated accommodations. Outdoor living is a defining feature of the residence. The covered entertaining area is enclosed by glass sliders, allowing the space to function as an extension of the interior while maintaining a direct connection to the lake setting. A built-in outdoor kitchen features a stainless steel grill and hood, with two additional refrigerators for ample storage. The island offers a refrigerated wine cooler for red and white wine, a separate beverage cooler and a prep sink, while a large stainless steel griddle expands the cooking and gathering space. Tile flooring continues inside and out, and a picture-frame screen enclosure preserves broad lake views with minimal visual interruption. A retractable awning provides additional shade when desired. A tile roof, paver driveway, professional landscaping and an air-conditioned three-car garage with epoxy flooring further enhance the property. Within Valencia Trails, residents enjoy a 43,000-square-foot clubhouse set across more than 10 acres, featuring indoor dining and bar service, a full-service spa, 24/7 fitness center, arts and crafts studio, sports lounge, resort-style beach-entry pool, 70-foot lap pool, pickleball, clay tennis and bocce courts, a full-service pro shop, dog park, and three miles of private recreational and biking trails winding through preserve surroundings.

12115 Triton WAY, Naples
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 226033251 MLS
Location! Location! Location! This Bayfront property has 91' of water front, on Tarpon Bay. Imagine waking up to gorgeous water views and breathtaking sunrises, while you sip on your coffee and watch the dolphins try to catch their breakfast. Welcome to Isles of Capri, where Key West meets Mayberry. This home is located oon the beautiful, Isles Of Capri, with gorgeous water views. Listed for only lot value, this bungalow has 2 bedrooms, 2 bathrooms, plus a den and is ready for you to remodel and make it your own or tear down and build the home of your dreams. Fish off the dock, jump in a kayak or hop on the boat and explore the local beaches, the 10,000 islands and surrounding waters. Enjoy deep water with quick, Direct Access to the Gulf of America. Wonderful neighbors and a great location make this Tarpon Bay property, the perfect spot. Isles of Capri is a sub-tropical island with NO HOA, that boasts and abundance of wildlife, four great restaurants and three marinas. We are located one mile from Marco Island & about 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, amazing boating and fantastic golfing. We are part of Rookery Bay Preserve which means no matter where you are, you will see lots of Dolphins, manatees and pelicans that live here and are always passing by or putting on a show. Being here is like having front row seats at Sea World. You never know what you will see and anything is possible. Capri is the ideal place to sit back, relax, unwind and let the sights, sounds and smells, soothe your mind, body and soul.

129 Pago Pago DR E, Naples
$775,000
2 Beds ⋅ 2.5 Baths ⋅ 226026961 MLS ⋅ Mariners Cove BLDG.
Location is Everything, and this one has it ALL!!!! Perched on the Gordon River offering unparalleled views, this turnkey property comes complete INCLUDING a private dock. Completely remodeled, this 2 bedroom and 2.5 bathroom property is awaiting you with new furnishings, fixtures, appliances, and jaw-dropping views. The open floor plan affords glimpses of the Gordon River from nearly every angle and is smartly designed with thoughtful features, including, luxury vinyl flooring, plantation shutters, electric privacy blinds, and upgraded electric that allow enjoyment of quiet moments at home, working remotely or entertaining guests. The split floorplan affords privacy for the Owner and Guests, with renovated ensuite bathrooms and walk-in closets in both bedrooms. The reimagined floor plan includes an additional powder bath, a spacious laundry room, and extra interior storage. Walk outside your back door and BOOM - there is your private dock that delivers quick access to Naples Bay and the Gulf. Impact-Resistant doors and windows provide peace of mind and also ensure outside noises don't interrupt your indoor activities. More peace of mind comes from knowing that your air conditioner and water heater were both recently replaced. For additional consideration, a coveted private garage is available for sale exclusively with this condo instead of the covered carport. Mariners Cove is conveniently just minutes from the heart of Naples, you’ll have easy access to vibrant Fifth Avenue, the charming Third Street South area, and the cultural hub of the Design District. Explore the revitalized Bayshore Arts District, relax on the sandy beaches of the Gulf, catch a performance at the new Gulfshore Playhouse, enjoy tranquil moments at Baker Park, and discover more unique shopping and dining experiences, all within a short distance.

305 Goodlette-Frank RD S Unit C205, Naples
$6,500,000
5 Beds ⋅ 4 Baths ⋅ 226033639 MLS
This home feels like a big hug! Just the right amount of indoor and outdoor living. Very private with Clusia and Podocarpus hedges surrounding the property for maximum privacy. A perfect retreat for individuals, family and friends. As you enter the home you are greeted by white washed wood flooring, open Great Room with volume ceilings that lead to a custom Cupola that reaches 26', to add light and architectural detail. Dining space that can easily seat 10-12 people, and bar area with a beverage refrigerator and wine/glass storage. The cook's kitchen features a large island (seating 6), ample storage and gas cooktop. Six sets of French doors open to the outdoor living areas, including a living/kitchen space with a gas grill and fireplace, along with a large covered lanai for entertaining and alfresco dining. The saltwater pool includes a spa and sun shelf. Primary suite has a spa like bath and two walk-in closets. From the bed and sitting area there are lovely views of the gardens and pool. This residence is situated on one of Old Naples most coveted and beautiful streets. There is a large side yard on the south side of the home perfect for outdoor games, reading, dogs, kids and/or grandkids. A quick walk to the beach, Fifth Avenue dining and shopping, NCH and so much more. The garage is situated off the alley with additional parking, along with a circular drive off of 3rd Street.

131 3rd ST N, Naples
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