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Bean Group
Offered at $1,695,000Active
beds
4
baths
4
sq ft
2,397
Built
2026

144 JEEPERS Drive

Naples, FL 34112

About this home

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.

Listing last checked: Listing updated:

Listed by Kimberly Alvord, Tyler Bradley · John R Wood Properties · MLS #226024462

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Details at a glance

Interior4 property facts
Rooms
0
Heating
Central, Electric
Cooling
Central Air, Ceiling Fan(s), Electric, Humidity Control, Whole House Fan
Flooring
Other
Building4 property facts
Style
Single Family Residence
Year built
2026
Garage
2
Roof
Metal
Land & utilities3 property facts
Lot size
0.16 acres
Water
Public
Sewer
Public Sewer
Financial3 property facts
Annual taxes
$1,814
Assessment year
2025
HOA fee
$0 (billing period not supplied)

Location

Estimated monthly cost

Explore costs at the $1,695,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$8,722 / monthAdjust
Principal & interest
$8,571
Property tax
$151
Insurance
Not entered
HOA
$0

Listing annual taxes: $1,814. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $0.

Partial estimate: add insurance to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Comparable properties 2 supplied

Sold May 25, 2026

$1,800,000

14394 Laguna Springs Lane

Sold Jun 16, 2026

$1,787,500

558 100th Avenue N

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About 144 JEEPERS Drive

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