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$300,000
226026722 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to The St. Croix House model at The Island Cottages in The Bayshore Arts District - a special family of Olde Florida Contemporary custom designed single family homes on Jeepers Drive. In the last 10 years, the Developer/Designer of these cottages has worked individually with 11 new owners to fashion this unique vintage urban environment at the Heart of The Bayshore Arts District adjacent to The Bayshore/Sugden Park Boardwalk and Lake Avalon’s white sand beach and sailing center. These new residences will be constructed by Naples’ renowned local builder, Gulfstream Homes. All the Cottages in The Island Cottages in The Bayshore Arts District have been given names by their owners. These names are by agreement designated as memorializing a favorite island which is important to the owners. Further, in every case the homes are decorated with a historic “Quarterboard” sign with the name and a matching house number sign designating thee Jeepers Drive house number The St Croix House model is the ultimate outdoor living cottage in almost 2000 square feet of living space under air conditioning. A welcoming front porch which leads you into a lovely vestibule and private office which then leads to the great room (large kitchen, dining and living room with an adjoining powder room) and continues onto the huge covered lanai. Breakfast on the porch, cocktails on the lanai, and relaxing in the pool and spa in the private backyard sanctuary and garden. There are 3 bedrooms. The premier suite is downstairs with ensuite bath and walk-in closets with direct access to the lanai and the backyard. There are 2 guest bedrooms on the sunny 2nd floor plus 3 1/2 baths, a great laundry, a 2 car drive-through garage with access to the back yard. The concept is to offer the new owner the opportunity to personalize the design by selecting all interior finishes creating a space that perfectly reflects your style and taste and to custom design the outdoor living areas to include pool, spa, gardens, patios, outdoor cooking areas etc. Whether you’re seeking a full time residence, seasonal retreat or investment property, these Island Cottages offer the ideal combination of luxury, style, flexibility and location. Perfectly positioned at the vibrant center of Naples’ most unique downtown village, The Bayshore Arts District, you’ll enjoy the convenience of walking, biking or boating to local restaurants, cafes, breweries, wine bars, boutiques and neighborhood shops as well as The Naples Botanical Garden, The Naples Bay Boat launch and the National Pickleball Center. Around Naples Bay, 5th Avenue is just 5 minutes away with 3rd Street shopping and the Naples Beaches just beyond that. With new homes and exciting development continuing to transform the area, this is an opportunity to own a brand new home, a vintage Island Cottage, in Naples fastest growing, most unique and exciting waterfront neighborhood.

114 - A JEEPERS DR, Naples

Courtesy of John R Wood Properties.

$350,000
226026707 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Grand Turk Island Cottage at The Island Cottages in The Bayshore Arts District - a special family of Olde Florida Contemporary custom designed single family homes on Jeepers Drive. In the last 10 years, the Developer/Designer of these cottages has worked individually with 11 new owners to fashion this unique vintage urban environment at the Heart of The Bayshore Arts District adjacent to The Bayshore/Sugden Park Boardwalk and Lake Avalon’s white sand beach and sailing center. These new residences will be constructed by Naples’ renowned local builder, Gulfstream Homes. All the Cottages in The Island Cottages in The Bayshore Arts District have been given names by their owners. These names are by agreement designated as memorializing a favorite island which is important to the owners. Further, in every case the homes are decorated with a historic “Quarterboard” sign with the name and a matching house number sign designating thee Jeepers Drive house number. Grand Turk Island Cottages features 4 bedroom + office, 3 1/2 bath in almost 2800 square feet of living space. The steep silver metal double roofed gable invites you up to the friendly front porch and into the lovely front door to a two-story masterpiece. Inside, the main arcade takes you to the sunny private office, a half bath, a coat closet and access to the 3-car garage before arriving at the huge wide great room. You’ll be looking through the very large kitchen, living and dining areas, through the covered, screened lanai to the the amazing pool and spa patio and the tropical landscaping in the backyard sanctuary. The first floor premier bedroom suite is adjacent along the whole left side of the cottage. It includes a large bedroom and adjoining porch with access to the pool and a private outdoor shower. The suite continues toward the front of the home into the full bath with 2 sinks, shower, free standing bath tub and lavatory leading to a large walk-in closet and finally the laundry. The upstairs has 3 additional bedrooms with beautiful views, two full baths, an office/craft room as well an exercise room. This Island Cottage is truly exceptional!

144 - A JEEPERS DR, Naples

Courtesy of John R Wood Properties.

$2,500,000
226007021 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. This prime lot (0.22 Acres) features a private ALLEY ACCESS, allowing for a discreet rear-entry garage—perfect for ADDITIONAL GARAGE BAYS, a collector’s showcase, golf cart storage, or space for watercraft and toys. This thoughtful feature enhances both privacy and architectural flexibility, ensuring your vision can flourish. This BUILD-READY homesite presents a rare chance to create a custom coastal retreat tailored to your vision. Positioned north of Central Avenue in one of Olde Naples most distinguished and highly sought-after residential settings. Surrounded by elegant estates and lush tropical landscapes, the property offers both prestige and limitless potential in an iconic Olde Naples locale. Just blocks from the vibrant pulse of Fifth Avenue South, this location offers effortless access to the city’s finest dining, designer boutiques, art galleries, and curated cultural experiences. Old Naples’ charm is unparalleled: a harmonious blend of high energy and relaxed coastal elegance. Beyond the downtown vibrancy, this homesite is just moments from Naples’ iconic white-sand beaches, where morning strolls, ocean breezes, and unparalleled sunsets await. Build your dream! Live in the Naples lifestyle. Embrace the extraordinary! A Property video is attached to the listing to enhance your vision. Keep Living The Dream

760 1st AVE N, Naples

Courtesy of John R Wood Properties.

$400,000
A4697457 MLS
RARE triple-lot land opportunity in Naples Bayview, Lots 12, 13, and 14 repositioned specifically for creative investors, builders or individuals seeking a NO-HOA, NO-CDD. Bayview Park’s public boat ramp and marina at the end of the street—a significant advantage for boater-oriented buyers and income-producing concepts. This 120' x 83' parcel is presented as a premier redevelopment site, with the existing 1955 structure conveying as-is and priced strictly for land value. The triple-lot has excellent flexibility for a custom coastal home, duplex configuration, or multiple cottage/tiny-home concepts, subject to Collier County approval. With water and sewer already connected, development timelines and upfront costs can be reduced compared to unimproved land, and the open layout allows for creative site planning and separation between structures. Located in one of Naples’ most active coastal corridors, near some of Naples' most established waterfront communities, the property sits near the yacht basin, backs up to Windstar, cruise around Port Royal or Keewaydin Island. Your just minutes from the Bayshore Arts District, Celebration Park, Naples Botanical Garden, Tin City, and 5th Ave S. Few parcels combine this land size, design freedom, and walkable access to a public Gulf-launch facility. Buyer to verify zoning, density, setbacks, flood requirements, rental regulations, and intended use. Far and few opportunities to have land this close to the water with no HOA - NO CDD.

1931 Danford Street, Naples

Listing courtesy of KW COASTAL LIVING III. murraycoleman@kw.com

$449,000
226025646 MLS
Naples, Florida – Wing South Airpark | Private Gated Fly-In Community ?? Where Aviation Meets Coastal Living Discover a rare opportunity to build your dream hangar home in Wing South Airpark, a private gated fly-in community on Florida’s beautiful southwest coast. Here, all vehicles yield to aircraft as neighbors taxi directly from their homes to the 4,400’ lighted paved runway (100’ wide). Property Highlights: Lot Size: 78’ x 130’ Buildable Plot: 63’ x 75’ (not including eaves, A/C, or pool equipment) Minimum Living Area: 1,500 sq. ft. Build your hangar home, garage, pool, and storage with room for all your toys—airplanes, cars, motorhomes, or boats Resident contractor, community builders, and even a resident mechanic available All utilities and fuel club on-site Community Amenities: 1/59th ownership share of all common areas Tennis courts, new pilot lounge, and tie-downs for extra aircraft Secure gated entry and close-knit aviation community Just minutes from Naples beaches, schools, churches, and shopping Navigation Details: ADDIS: 122.9 Runway: 18N / 36S Cypress VOR: 4.6 | Designator: FA37 | Frequency: 108.6 GPS: 26°06'9 N / 081°42'2 W ?? You don’t have to be a pilot to live here—just someone who loves the freedom, convenience, and unique lifestyle of a private aviation community. ?? Build your dream today—learn more about this rare opportunity in Naples!

4085 SKYWAY DR LOT#33, Naples

Courtesy of Premiere Plus Realty Company.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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