144 JEEPERS DR
NAPLES, FL, 34112
$1,695,000
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Antigua Island 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 Antigua Island House model is an outdoor-living dream! It features a large friendly front porch, a huge open concept great room (Kitchen, dining and living) and a generous screened lanai on the first level, 4 bedrooms (2 premier and 2 guest) on the mezzanine and 2nd level with 2 private decks and 3 1/2 baths. Antigua House is a total build of 3474 square feet of which 2341 square feet are interior air conditioned spaces. The site layout provides for parking for 5 cars with 2 in the garage.
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.
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 Antigua Island House model is an outdoor-living dream! It features a large friendly front porch, a huge open concept great room (Kitchen, dining and living) and a generous screened lanai on the first level, 4 bedrooms (2 premier and 2 guest) on the mezzanine and 2nd level with 2 private decks and 3 1/2 baths. Antigua House is a total build of 3474 square feet of which 2341 square feet are interior air conditioned spaces. The site layout provides for parking for 5 cars with 2 in the garage.
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.
Current real estate data for Single Family in NAPLES as of Oct 25, 2026
2,414
Single Family Listed
135
Avg DOM
712
Avg $ / SqFt
$2,424,934
Avg List Price
Property Details
Price:
$1,695,000
MLS #:
226024462
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LAKE SIDE MOBILE ESTATES
Neighborhood:
lakesidemobileest
Listed Date:
Jul 7, 2026
Finished Sq Ft:
2,397
Total Sq Ft:
3,474
Lot Size:
6,970 sqft / 0.16 acres (approx)
Year Built:
2026
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Ceiling Fan(s), Central Electric, Humidistat, Whole House Fan
Heating
Central Electric
Interior Features
Other
Levels
2
Exterior
Architectural Style
Traditional, Single Family
Association Amenities
None
Attached Garage YN
1
Construction Materials
Concrete Block, Stucco
Covered Spaces
2
Garage Spaces
2
Lot Features
Regular
New Construction YN
1
Parking Features
Attached
Parking Spots
2
Parking Total
2
Roof
Metal
Security Features
Security System, Smoke Detector(s)
View
Landscaped Area
Waterfront Features
None
Financial
Tax Year
2025
Taxes
$1,814
Listing Details
Listing Provided Courtesy of John R Wood Properties
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144 JEEPERS DR
NAPLES, FL





































