Old Naples Houses for Sale with Private Pool

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  $6,250,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 4,095 Sq Ft

  367 5th Ave N, Naples, FL 34102

  Situated in one of Olde Naples’ most sought-after locations, this high-elevation home offers unparalleled peace of mind with NO water damage and lower flood insurance costs thanks to its placement in the X500 flood zone. The property sits on a 14,000+ square foot corner lot with lush landscaping, offering privacy and a perfect blend of luxury, convenience, and coastal elegance. Recently remodeled

  Elaine Foster John R Wood Properties

  367 5th Ave N, Naples, FL 34102
• Explore Old Naples

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  $34,500,000

  • 6 Beds
  • 5.5 Baths
  • 5,699 Sq Ft

  30 3rd Ave S, Naples, FL 34102

  Rarely does an opportunity arise that compares to 30 3rd Avenue South in Old Naples with .67 acres and 169 feet of pristine beachfront. Just a few blocks to Fifth Avenue’s popular boutiques and restaurants, this property offers a lifestyle that is perfection. Designed by Richard Morris, this art deco-inspired architectural gem was designed to maximize the stunning water views, showcase fine art,

  Michelle Thomas Premier Sotheby's Int'l Realty

  30 3rd Ave S, Naples, FL 34102
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  $10,900,000

  • 5 Beds
  • 6.5 Baths
  • 6,050 Sq Ft

  234 Central Ave, Naples, FL 34102

  The timeless charm of an Old Florida cottage, but built solid for longevity, this 2014 Grand Bay home—designed by the acclaimed Weber Design Group—captures the essence of coastal living. Beautiful trim work, subtle contrasts, and a very comfortable layout create a home that feels freshly completed. That “new-home” feel is no illusion: concrete block construction, impact-resistant glass, a

  Timothy Savage Gulf Coast International Prop

  234 Central Ave, Naples, FL 34102
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  $10,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,216 Sq Ft

  575 Palm Cir E, Naples, FL 34102

  In the desirable Palm Circle neighborhood, this beautiful home designed by Kukk Architecture is a short four-block distance to the beach. With wide water, western lake views, this residence features spacious open living areas and a large gourmet kitchen. The home has five bedrooms and five baths, plus powder and pool bath and is 5,168 square feet under air and 7,033 square feet under roof.

  Karen Van Arsdale Premier Sotheby's Int'l Realty

  575 Palm Cir E, Naples, FL 34102
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  $10,750,000

  • 4 Beds
  • 6 Baths
  • 4,357 Sq Ft

  644 W Lake Dr, Naples, FL 34102

  In the vibrant heart of Old Naples, this beautiful residence offers an unparalleled blend of elegance and coastal charm. Just a short distance from shopping and dining on Fifth Avenue and only five blocks from pristine gulf beaches, this exceptional property is the ideal retreat for those who crave luxury and convenience. Go inside to discover an open and airy floor plan, where natural light

  Karen Van Arsdale Premier Sotheby's Int'l Realty

  644 W Lake Dr, Naples, FL 34102
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  $8,955,000

  • 4 Beds
  • 4.5 Baths
  • 3,132 Sq Ft

  61 12th Ave S, Naples, FL 34102

  A rarely offered opportunity! Just steps from the iconic Naples Pier and the sugar-sand beaches of Naples, FL. This one-of-a-kind treehouse bungalow is tucked within a lush tropical landscape and offers the perfect blend of modern amenities and artistic character. Designed for both relaxation and entertaining, the property provides a true private retreat while being just moments from world-class

  Elliot Barton Waterfront Realty Group Inc

  61 12th Ave S, Naples, FL 34102
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  /33

  $8,350,000

  • 3 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  167 4th St N, Naples, FL 34102

  Located in the heart of Old Naples on a quiet street, this incredible opportunity awaits. Completed in 2020, this custom home by London Bay showcases unrivaled finishes and meticulous details designed by Romanza Interior Design, executed to the highest level of quality. The timeless eclectic architecture features eye-catching elements such as an arched glass front door, a faux Juliet balcony,

  Toby Cloutier London Bay Realty Inc.

  167 4th St N, Naples, FL 34102
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  $13,900,000

  • 3 Beds
  • 3.5 Baths
  • 3,819 Sq Ft

  25 2nd Ave S, Naples, FL 34102

  Accessed via a quiet lane, this incredibly unique residence represents the best value in single family beachfront living and provides no shortage of unrivaled scenery through its floor to ceiling windows and terraces. The home, built in 2003, encompasses three bedroom suites, a study, three full bathrooms + a powder bathroom, a private three-floor elevator, wet bar, multiple west-facing

  Bill Earls John R Wood Properties

  25 2nd Ave S, Naples, FL 34102
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  /15

  $8,495,000

  • 5 Beds
  • 3.5 Baths
  • 6,124 Sq Ft

  563 3rd St N, Naples, FL 34102

  Situated on an oversized lot within 2 blocks to the beach, this quality-built plantation style home offers sophistication and style. Encompassing 5 bedrooms, office, den and a private guest casita with kitchenette and separate access, the layout is ideal for lifestyles of all kinds. Enter in from the charming covered front porch and be greeted by a 2-story foyer with grand staircase and custom

  Michael Lawler Douglas Elliman Florida,LLC

  563 3rd St N, Naples, FL 34102
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  $8,900,000 Open Sat 9AM - 12PM

  • 3 Beds
  • 4 Baths
  • 4,312 Sq Ft

  636 14th Ave S, Naples, FL 34102

  Experience the best of both worlds in this coastal home in Aqualane Shores, where unrestricted gulf-access boating meets the quiet luxury of Third Street South's shops and dining. The expansive 100-foot of dockage space provides ample space for an oversized vessel or multiple water toys. Just steps from the Naples Yacht Club, this residence offers the ideal balance of relaxation and adventure.

  Jeff Little Premier Sotheby's Int'l Realty

  636 14th Ave S, Naples, FL 34102
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  $17,500,000

  • 5 Beds
  • 6.5 Baths
  • 7,635 Sq Ft

  40 5th Ave S, Naples, FL 34102

  OLD NAPLES IN TOWN LIVING 99 STEPS TO THE BEACH! Dramatic exquisite residence combines timeless architecture with modern comforts. The elevation is high and dry with views of the gulf and multiple expansive terraces and roof top deck. Upon arrival the Grand foyer entrance 24’ ceiling height with stunning 6’ John Walker chandelier shimmering with light and curved mahogany stair case. 5 bedroom

  Mike Taranto Coldwell Banker Realty

  40 5th Ave S, Naples, FL 34102
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  /11

  $18,900,000

  • 5 Beds
  • 7 Baths
  • 6,409 Sq Ft

  190 7th Ave N, Naples, FL 34102

  Discover Your Dream Home in Olde Naples – Just Steps from the Beach! Imagine living just a short stroll away from the pristine shores of Olde Naples! This exceptional home is currently under construction and is slated for completion in November 2025. Offered Fully Furnished. Nestled less than four houses from the beach and the luxurious new Four Seasons Beach Resort, this property offers an

  Dante DiSabato William Raveis Real Estate

  190 7th Ave N, Naples, FL 34102
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  $18,900,000

  • 5 Beds
  • 7 Baths
  • 6,409 Sq Ft

  190 7th Ave N, Naples, FL 34102

  Discover Your Dream Home in Olde Naples – Just Steps from the Beach! Imagine living just a short stroll away from the pristine shores of Olde Naples! This exceptional home is currently under construction and is slated for completion in November 2025. Offered Fully Furnished. Nestled less than four houses from the beach and the luxurious new Four Seasons Beach Resort, this property offers an

  Dante DiSabato William Raveis Real Estate

  190 7th Ave N, Naples, FL 34102
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  $8,795,000

  • 4 Beds
  • 4.5 Baths
  • 4,417 Sq Ft

  355 7th Ave S, Naples, FL 34102

  Nestled in the heart of Old Naples, just three blocks from the beach and steps away from world-class shopping and dining on 5th Avenue and 3rd St South, this custom, newly built London Bay home is ideally located on a peaceful street. The open floor plan showcases luxurious finishes and attention to detail throughout. The spacious kitchen features a 13-foot island and an expansive walk-through

  Toby Cloutier London Bay Realty Inc.

  355 7th Ave S, Naples, FL 34102
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  $8,700,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,010 Sq Ft

  777 Broad Ct S, Naples, FL 34102

  Exceptional new construction home in Old Naples with 5,000 square feet of open-floor-plan living space. 5 bedrooms and 6 bathrooms. Walk or bike to the beach and the new Four Seasons resort and restaurants. Top-of-line, sophisticated finishes throughout. The great room and kitchen are surrounded by floor-to-ceiling windows and sliding doors that open out to a covered patio and generous backyard

  Randy Porter William Raveis Real Estate

  777 Broad Ct S, Naples, FL 34102
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  $4,950,000

  • 3 Beds
  • 4 Baths
  • 3,065 Sq Ft

  263 10th Ave S, Naples, FL 34102

  A once-in-a-generation offering in one of the most enchanting settings in all of Old Naples, this distinctive residence presents a rare opportunity to experience the essence of downtown Naples living. Perfectly positioned just moments from the sugar-sand beaches of the Gulf and only two blocks from the celebrated shopping and dining district of Third Street South, the location captures the very

  Richard Prebish William Raveis Real Estate

  263 10th Ave S, Naples, FL 34102
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  $4,950,000

  • 3 Beds
  • 3.5 Baths
  • 3,619 Sq Ft

  645 Broad Ave S, Naples, FL 34102

  Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and 5th Avenue, it’s perfectly situated for the Old Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus a den, 3.5 baths, a gourmet kitchen, dining area, morning nook, and

  Lance Stahlman Compass Florida LLC

  645 Broad Ave S, Naples, FL 34102
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  $7,450,000

  • 4 Beds
  • 6 Baths
  • 4,348 Sq Ft

  231 11th Ave S, Naples, FL 34102

  In the heart of Old Naples on sought-after 11th Avenue S, this delightful cottage-style residence designed by MHK offers the ultimate in coastal living. Just a short stroll from the white sandy beaches and the vibrant shops and dining of 3rd Street S, this home is ideally located to embrace the best of Naples. This beautiful home makes an instant first impression, going past its white picket

  Kimberly Price Premier Sotheby's Int'l Realty

  231 11th Ave S, Naples, FL 34102
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  $2,695,000

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft

  725 Central Ave, Naples, FL 34102

  Perfectly positioned in the heart of Old Naples, this charming 3 bedroom, 2 bath coastal cottage offers a rare opportunity to enjoy Naples living now, with exceptional potential for future redevelopment. Just a short stroll or bike ride to the pristine Gulf beaches and the vibrant shops and dining of 5th Avenue South, the home features an open floor plan, updated kitchen, and inviting indoor

  Michael Lawler Douglas Elliman Florida,LLC

  725 Central Ave, Naples, FL 34102
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  $2,695,000

  • 3 Beds
  • 3 Baths
  • 2,568 Sq Ft

  778 Broad Ct S, Naples, FL 34102

  High and Dry – Over 11’ Elevation in Old Naples’ X500 Zone. On serene, tree-lined Broad Ct S, this rare Old Naples gem offers an extraordinary opportunity to claim your own private sanctuary. Set on a generous 0.20-acre lot with coveted southern backyard exposure, the property is bathed in natural light, creating an inviting backdrop for outdoor entertaining, lush gardens, and the quintessential

  Chris Wells Douglas Elliman Florida, LLC

  778 Broad Ct S, Naples, FL 34102
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  $22,995,000

  • 6 Beds
  • 7 Baths
  • 6,143 Sq Ft

  55 13th Ave S, Naples, FL 34102

  This Gulf-front masterpiece offers an unparalleled blend of location, luxury, and resort-style living. Elevated above FEMA height standards, the home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction,

  Taylor Canada Gulf Coast International Prop

  55 13th Ave S, Naples, FL 34102
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  $5,799,500

  • 3 Beds
  • 3.5 Baths
  • 3,186 Sq Ft

  1021 6th St S, Naples, FL 34102

  Positioned in the prime section of Olde Naples, this modern coastal cottage by renowned MHK Architecture captures the essence of luxury living—where you can walk to the beach, the boutiques and cafes of 3rd Street South, and the vibrant energy of 5th Avenue South. Thoughtfully designed to blend timeless charm with contemporary elegance, the residence showcases wide-plank white oak flooring,

  Austin Kellam Coldwell Banker Realty

  1021 6th St S, Naples, FL 34102
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  $4,950,000 Open House 11/16

  • 4 Beds
  • 5 Baths
  • 3,570 Sq Ft

  33 3rd St S, Naples, FL 34102

  Prepare to be amazed by this exquisite, fully furnished, and remodeled British Cayman inspired haven, just moments from the breathtaking Gulf of Mexico beaches! Positioned a mere three blocks from the shoreline, this luxurious 2-story residence with 4 bedrooms and 3 full and 2 half baths epitomizes the pinnacle of luxury living in Naples. Take a leisurely stroll just five blocks south to immerse

  John Turco William Raveis Real Estate

  33 3rd St S, Naples, FL 34102
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  $6,995,000

  • 4 Beds
  • 5 Baths
  • 3,903 Sq Ft

  150 6th St N, Naples, FL 34102

  Meticulously designed and crafted to the highest standards, this exceptional residence combines timeless elegance with modern sophistication. Built in 2020, the home boasts wide-plank Legno Bastone hardwood floors, custom millwork throughout, and intricate ceiling details, providing a sense of refined comfort at every turn. The expansive, open-concept layout seamlessly integrates formal living

  James Bates Premier Sotheby's Int'l Realty

  150 6th St N, Naples, FL 34102
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  $5,999,000

  • 3 Beds
  • 3.5 Baths
  • 3,325 Sq Ft

  12 6th St S, Naples, FL 34102

  Exquisite Old Naples Retreat: Luxury Living Steps from 5th Avenue and the Beach!Discover unparalleled luxury in this stunning 3-bedroom, 3.5-bath single-family home, perfectly situated on a large corner lot along a beautiful tree-lined street in highly sought-after Old Naples. This exceptional residence offers over 3,200 square feet of meticulously designed living space under air, showcasing

  Tony Dedio Naples Trust Real Estate Servi

  12 6th St S, Naples, FL 34102
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  $3,800,000

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  510 2nd St S Unit 102, Naples, FL 34102

  Welcome to Villas Tivoli — a luxurious retreat in the heart of Olde Naples. With over $800,000 in improvements, this exquisite 3-bedroom + den, 2.5-bath residence offers nearly 2,000 square feet of impeccably designed living space, blending timeless sophistication with modern comfort. Every inch of this condo exudes thoughtful craftsmanship and custom detail. From the exposed natural stone accent

  Stanley Whitcomb III Premiere Plus Realty Company

  510 2nd St S Unit 102, Naples, FL 34102
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  $6,199,000

  • 4 Beds
  • 4.5 Baths
  • 3,595 Sq Ft

  242 2nd Ave S, Naples, FL 34102

  Location and luxury. Situated in the heart of Old Naples, this gem of a property sits high and dry, offering an exquisite balance of coastal elegance and peace of mind. Just moments from Naples' pristine Gulf beaches, the historic pier, and the world-class shopping and dining on 5th Ave S, and 3rd St S, this home is a rare find in one of the most desirable neighborhoods. Designed for seamless

  Chris Wells Douglas Elliman Florida, LLC

  242 2nd Ave S, Naples, FL 34102
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  $3,800,000

  • 4 Beds
  • 3.5 Baths
  • 2,208 Sq Ft

  425 2nd Ave S Unit A1, Naples, FL 34102

  Treat yourself to a beautifully updated two-story villa in the heart of Old Naples. This bright end-unit residence offers four bedrooms, including a private cabana, and a sun-drenched heated pool with southern and western exposure. Thoughtfully updated with a new roof (2021), impact-rated windows and doors (2022), and a new pool and spa, deck and equipment (2023). The bright, open floor plan

  Melinda Gunther Premier Sotheby's Int'l Realty

  425 2nd Ave S Unit A1, Naples, FL 34102
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  $6,975,000

  • 4 Beds
  • 6 Baths
  • 4,302 Sq Ft

  455 13th Ave S, Naples, FL 34102

  According to buyers; this home is gorgeous and should sell soon. 4+Den, Tall 3 Car Garage, Elevator in home, owner suite first floor, wide interior living space, high impact glass, two large walk-in closets in owner suite. Coveted location two blocks from iconic Third Street South, a few blocks to the marina and less than five blocks to beach. Car enthusiasts will see this massive 3 car garage

  Jeff Helm John R Wood Properties

  455 13th Ave S, Naples, FL 34102
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  /23

  $7,750,000

  • 3 Beds
  • 3.5 Baths
  • 4,227 Sq Ft

  631 Broad Ct N, Naples, FL 34102

  Welcome to an extraordinary home that has been impeccably maintained and is conveniently located on a peaceful street in Old Naples. This residence, built in 2016 by London Bay and designed in collaboration with award-winning Romanza Interior Design, showcases a stunning blend of West Indies and Old Florida-inspired architecture, exuding exceptional curb appeal. The open great room plan features

  Toby Cloutier London Bay Realty Inc.

  631 Broad Ct N, Naples, FL 34102
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  $2,750,000

  • 3 Beds
  • 2 Baths
  • 1,829 Sq Ft

  732 7th Ave N, Naples, FL 34102

  Location, Location, Location! Enjoy a dreamy coastal lifestyle in this charming beach bungalow. A short stroll or bike ride to the famous pristine white sand beaches of Naples, a mere mile from world renowned 5th Avenue South’s fabulous restaurants, entertainment & shopping; and just up the road from the new Four Seasons Resort and its exquisite amenities. This delightful home really is located

  Robin Porter Perrett Kennedy LLC

  732 7th Ave N, Naples, FL 34102
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  $7,750,000

  • 5 Beds
  • 7 Baths
  • 4,852 Sq Ft

  739 5th Ave N, Naples, FL 34102

  NOT IN A FLOOD ZONE & NEVER LOST POWER! This 2022 custom-built Old Naples home combines luxury and practicality in a prime location. Just steps from NCH, 5th Avenue, and the beach, this transitional cottage-style residence features nearly 5,000 sq. ft. of air-conditioned space, 5 en suite bedrooms (including a private guest cabana), and a study. Enjoy a gourmet kitchen, wide plank wood

  Pat Hill Compass Florida LLC

  739 5th Ave N, Naples, FL 34102
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  $4,995,000

  • 3 Beds
  • 3 Baths
  • 3,050 Sq Ft

  680 8th Ave S, Naples, FL 34102

  Filled with every ounce of warmth, character, and history, the 1929 Captain Parker House captures the dream of Olde Naples and is located just steps to Cambier Park, 5th Avenue South, 3rd Street South, and Naples' sugar sand coastline. Having been fully restored over the years to create a perfect marriage between history and modern-day elegances, the romantically-set cottage features a gracious

  Bill Earls John R Wood Properties

  680 8th Ave S, Naples, FL 34102
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  $5,750,000

  • 3 Beds
  • 3.5 Baths
  • 3,558 Sq Ft

  160 3rd St N, Naples, FL 34102

  JUST COMPLETED a MAJOR exterior facelift updating this beautiful Old Naples gem that also underwent a recent interior renovation and offered turnkey furnished. Just steps from the white sugar sand beaches of the Gulf and a short stroll to both 5th Avenue and 3rd Street quaint boutiques and upscale restaurants, the home has over 3,500 square feet of interior living space. Beyond an expansive front

  Greg Economos William Raveis Real Estate

  160 3rd St N, Naples, FL 34102
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  $23,500,000

  • 6 Beds
  • 7.5 Baths
  • 7,504 Sq Ft

  225 4th Ave N, Naples, FL 34102

  Idyllic, private–and certainly no shortage of luxurious. This uniquely rare double-lot offering provides a true "estate like" setting, is nestled a mere four doors from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and 1 half bathroom, a loft with wet bar, and two outdoor

  Bill Earls John R Wood Properties

  225 4th Ave N, Naples, FL 34102
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  $12,495,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 6 Baths
  • 5,017 Sq Ft

  349 2nd Ave N, Naples, FL 34102

  This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship with modern elegance. Located just moments from the pristine sugar-sand beaches and within walking distance to the

  Ashley Baird Coldwell Banker Realty

  349 2nd Ave N, Naples, FL 34102
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  $17,950,000 New Construction

  • 5 Beds
  • 8 Baths
  • 6,822 Sq Ft

  285 Central Ave, Naples, FL 34102

  Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor

  Glenn Thornhill Waterfront Realty Group Inc

  285 Central Ave, Naples, FL 34102
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  /13

  $12,900,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,787 Sq Ft

  273 10th Ave S, Naples, FL 34102

  Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of

  Michael Lawler Douglas Elliman Florida,LLC

  273 10th Ave S, Naples, FL 34102
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  $11,995,000 New Construction

  • 4 Beds
  • 7 Baths
  • 4,534 Sq Ft

  581 14th Ave S, Naples, FL 34102

  A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication:

  Michael Dorobanti Compass Florida LLC

  581 14th Ave S, Naples, FL 34102
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  $17,999,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 6,655 Sq Ft

  187 10th Ave S, Naples, FL 34102

  Discover a one-of-a-kind new construction opportunity in the heart of Olde Naples. Located just six houses from the beach, this corner homesite offers a unique blend of modern luxury and timeless charm with alley access and grandfathered features. This stunning property includes:Main House: 5 bedrooms + den, 5 full baths and 1 half bath, Media room, 2 laundry rooms, Mudroom, Fireplace, Wine

  Joe Belz Compass Florida LLC

  187 10th Ave S, Naples, FL 34102

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