Olde Naples Homes with Yes Pets

Welcome to Olde Naples, a captivating subdivision nestled in the heart of Naples, Florida, where charm meets coastal elegance. Known for its vibrant atmosphere and timeless beauty, Olde Naples is a haven for those seeking a luxurious lifestyle combined with a warm, welcoming community. With its tree-lined streets, stunning architecture, and proximity to the pristine beaches of the Gulf of Mexico, this enchanting neighborhood offers an unparalleled living experience.

Olde Naples boasts a diverse collection of homes, ranging from charming bungalows to exquisite estates, all designed to reflect the unique character of the area. Many of these residences are pet-friendly, making it the perfect place for furry family members to roam and explore. Imagine taking leisurely strolls with your dog along the scenic avenues, or enjoying a sunny afternoon at one of the nearby parks, all while being surrounded by the stunning beauty of Olde Naples.

In addition to its picturesque surroundings, Olde Naples is conveniently located near a plethora of upscale dining, boutique shopping, and cultural attractions. Residents can indulge in world-class cuisine, explore art galleries, and enjoy the vibrant nightlife that Naples has to offer. With a strong sense of community and a commitment to preserving its rich history, Olde Naples is more than just a place to live; it’s a lifestyle.

Whether you’re a family looking for a tranquil retreat, a pet owner seeking a welcoming environment, or a retiree ready to embrace the sun-soaked lifestyle, Olde Naples is the perfect destination for you. Discover your dream home in this idyllic subdivision and experience the best that Naples has to offer!

Newest Olde Naples Homes with Yes Pets

$5,950,000

3 Beds ⋅ 3 Baths ⋅ 226034533 MLS

A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gulf. Surrounded by mature trees and lush landscaping, the property offers a wonderful sense of privacy while capturing the relaxed, timeless character of coastal Naples. The home is filled with natural light and offers inviting indoor-outdoor living, providing an opportunity to enjoy the property as it is, thoughtfully reimagine the existing residence or take advantage of the generous homesite to create a new custom home. Ideally at the corner of Third Street North and Fourth Avenue North, 444 Third Street North places the beach, Fifth Avenue South and Third Street South all within easy reach.

444 3rd ST 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 baths that are aglow with vibrant and classic colors. The rear porch that overlooks the freeform pool and lushly landscaped rear yard is a comfortable oasis to relax and unwind after a long day enjoying all Naples has to offer. Naples pristine beaches and the world-class dining and nightlife of Third Street South are just a short distance away. A unique home that brings you back to a bygone era and timeless charm of Old Naples.

244 11th AVE S, 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

$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

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 226031105 MLS

BRAND-NEW 2026-BUILT LUXURY ESTATE—JUST COMPLETED AND NEVER LIVED IN—in the heart of OLDE NAPLES, about half a mile from the GULF BEACHES and less than 1 mile from 5TH AVENUE SOUTH dining, shopping and entertainment. The WEST-FACING POOL AND OUTDOOR LIVING AREA enjoy beautiful sunsets and optimal natural light/sunlight. Offering 4,730 SQ FT UNDER AIR, this modern coastal home features 4 bedrooms, 2 dens—including an upstairs loft/family room—5 baths, dual laundry rooms and a 3-CAR GARAGE. Highlights include HURRICANE-IMPACT WINDOWS, a METAL ROOF, soaring ceilings, wood beams, shiplap, a floating wood-and-glass staircase and two-story foyer. The chef’s kitchen offers quartz counters, white cabinetry, wood accents and a walk-in pantry. Fully pocketing sliders open to a RESORT-STYLE POOL AND SPA, entertainment deck, summer kitchen, covered lounge and outdoor fireplace. The MAIN-LEVEL PRIMARY SUITE features pool access, dual walk-in closets and a spa-like bath with soaking tub and oversized dual-entry shower. Upstairs, the loft with wet bar opens to a balcony. Near Third Street South, Venetian Village and Waterside Shops, the home is served by the A-RATED COLLIER COUNTY SCHOOL DISTRICT.

135 7th ST N, Naples

$8,250,000

4 Beds ⋅ 4.5 Baths ⋅ 226028668 MLS

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’ most picturesque streets, north of Central Avenue and surrounded exclusively by single family homes, the property enjoys a lush, private setting with the added convenience of alley access. Built by respected luxury homebuilder Build., the residence showcases exceptional craftsmanship and thoughtful design throughout. Southern exposure fills the interiors with natural light, while soaring ceilings and expansive walls of glass create a bright, open atmosphere. The great room flows seamlessly to the outdoor living areas, creating an ideal setting for both everyday living and entertaining. The chef’s kitchen features sleek Italian cabinetry, premium Miele and Liebherr appliances, a built in coffee system, wine refrigeration, and an oversized island. Upstairs, the spacious primary suite offers a spa inspired bath with a freestanding soaking tub, oversized shower, and private outdoor shower. Three additional guest suites, each with an en-suite bath, provide comfortable and private accommodations for family and guests. Outside, the resort style pool and spa feature cascading water elements, a sun shelf, and LED lighting, all surrounded by lush landscaping for exceptional privacy. The covered lanai is designed for year-round entertaining with an outdoor kitchen, built in grill and refrigerator, roll down screens, fireplace, fire pit, and media lounge. A refined Olde Naples residence offering distinctive architecture, exceptional craftsmanship, and an outstanding location just moments from the Gulf, beaches, dining, and shopping.

376 1ST AVE N, Naples

$6,290,000

4 Beds ⋅ 4.5 Baths ⋅ 226032568 MLS

In the heart of Old Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, a dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Old Naples architecture, nearly new construction, sophisticated furnishings and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th ST S, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226031870 MLS

Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare opportunity to build a remarkable new residence in one of Olde Naples’ most desirable locations. Enjoy equal walking distance to Fifth Avenue South and Third Street South, with the Gulf, Naples Pier, Cambier Park, The Dock, Tin City, and many of downtown Naples’ most popular destinations all nearby. The generous lot dimensions, central location, and exceptional walkability create an outstanding setting for a thoughtfully designed new residence. The property may also offer the potential for a future lot split, creating additional redevelopment possibilities, subject to applicable approvals. Whether envisioned as a sophisticated coastal retreat or an impressive full-time residence, the property offers the space and setting to bring a distinctive vision to life while enjoying everything Olde Naples has to offer just moments away. The property is currently improved with a concrete block duplex-style residence and additional cottages, offering flexibility while planning for its future. A unique opportunity to build or redevelop on an exceptionally sized lot in the very center of Olde Naples.

560 9th AVE S, Naples

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226031431 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, and a private water closet. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH AVE S, Naples

$14,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226031429 MLS

Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and brought to life by Lotus Construction’s luxury division, the residence enjoys a premier setting directly across from the newly redeveloped Four Seasons Resort Naples Beach Club and its oceanfront golf and tennis campus, offering sweeping views across manicured fairways in one of Naples’ most exclusive and tightly held locations. Encompassing nearly 7,000 square feet of meticulously designed living space, the home balances grandeur with livability. Five generously proportioned bedroom suites, a private study, and seven baths are thoughtfully arranged within a floorplan that offers both open gathering spaces and intimate retreats. Interiors curated by Freestyle reflect a refined, modern coastal aesthetic, with bespoke millwork, curated materials, and an understated palette that allows the architecture and setting to take center stage. The chef’s kitchen is a statement of both form and function, anchored by a fully integrated Wolf and Sub-Zero appliance suite, Miele coffee system, and an expansive scullery designed for seamless entertaining. A climate-controlled wine room and discreetly integrated bar enhance the home’s capacity for sophisticated hosting, while thoughtful appointments—including dual laundry rooms, a commercial-grade sheet ironer, natural gas-powered rooftop generator, and intelligent Toto Neorest fixtures—underscore a commitment to comfort and operational excellence. Outdoor living is equally compelling, with a custom pool and spa surrounded by lush, mature tropical landscaping that provides exceptional privacy while preserving open golf course vistas. A Crestron whole-home automation system offers intuitive control of lighting, climate, security, and entertainment, ensuring effortless daily living. Completing the residence is a split three-car garage, offering both convenience and discretion. Built by EMB Custom Homes and offered fully furnished, this exceptional property presents a rare opportunity to acquire a turnkey estate of architectural significance in one of Naples’ most coveted coastal settings—just moments from the beach and the world-class dining, shopping, and cultural experiences of Fifth Avenue South and Third Street South.

774 S GOLF DR, Naples

$5,195,000

3 Beds ⋅ 4.5 Baths ⋅ 226031441 MLS

In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South, 5th Avenue South and Naples’ pristine beaches. Shell-stone travertine floors introduce light-filled living and dining spaces designed for effortless entertaining. The chef’s kitchen is appointed with Sub-Zero refrigeration, Lacanche gas cooking, custom cabinetry, and a thoughtfully designed wet bar. A family room opens seamlessly to the private courtyard, creating true indoor-outdoor living. Upstairs, the serene primary suite offers volume ceilings, tailored millwork, and a spa-inspired bath, joined by two en-suite guest suites and a flexible den/office. A private elevator services both levels. The walled courtyard becomes a secluded retreat with heated plunge pool and spa, outdoor kitchen with built-in grill, surround sound, and lush vertical greenery for privacy. Impact-rated windows and doors, smart- home automation, natural gas, metal roof, and a generous two-car garage with storage complete this thoughtfully engineered residence. Beautifully scaled and impeccably maintained, 909 10th Avenue South offers the rare combination of walkability, architectural integrity, and lock-and-leave ease in Olde Naples.

909 10th AVE S, Naples

$6,100,000

4 Beds ⋅ 3.5 Baths ⋅ 226031446 MLS

Five blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Ave, 3rd St, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd AVE N, 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.