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.
New construction
$1,695,000
144 JEEPERS DR, NAPLES, FL 34112
4beds
2,397sqft
Single Family Residence
Built in 2026
6,969 Square Feet Lot
$-- Zestimate®
$707/sqft
$-- HOA
What's special
Large friendly front porch
- 62 days
- 239
- 13
Zillow last checked:
Listing updated:
Listed by:
Kimberly Alvord 239-919-2742,
John R Wood Properties,
Tyler Bradley 310-433-9167,
John R Wood Properties
Source: SWFLMLS,MLS#: 226024462
Originating MLS: Naples
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Other, 4 Bed
Bedroom
- Features: Split Bedrooms
Dining room
- Features: Dining - Family
Kitchen
- Features: Pantry
Heating
- Central
Cooling
- Ceiling Fan(s), Central Air, Humidity Control, Whole House Fan
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Washer
Features
- Other, Other Additional Rooms
- Doors: Impact Resistant Doors
- Windows: Impact Resistant Windows
- Has fireplace: No
Interior area
- Total structure area: 3,474
- Total interior livable area: 2,397 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Stories: 2
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- View description: Landscaped Area
- Waterfront features: None
Lot
- Size: 6,969 Square Feet
- Features: Regular
Details
- Parcel number: 53400920009
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Metal
Condition
- New construction: Yes
- Year built: 2026
Utilities & green energy
- Water: Central
Community & HOA
Community
- Features: Non-Gated
- Security: Security System, Smoke Detector(s)
- Subdivision: LAKE SIDE MOBILE ESTATES
HOA
- Has HOA: No
- Amenities included: None
Location
- Region: Naples
Financial & listing details
- Price per square foot: $707/sqft
- Tax assessed value: $240,451
- Annual tax amount: $1,813
- Date on market: 7/7/2026
- Lease term: Buyer Finance/Cash
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2026 | Listed for sale | $1,695,000+384.3%$707/sqft |
Source: | ||
| 8/19/2022 | Listing removed | -- |
Source: Owner Report a problem | ||
| 5/1/2022 | Listed for sale | $350,000-44%$146/sqft |
Source: Owner Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 4/10/2020 | Listing removed | $625,000$261/sqft |
Source: Owner Report a problem | ||
| 1/11/2020 | Price change | $625,000+8.7%$261/sqft |
Source: Owner Report a problem | ||
| 12/4/2019 | Price change | $575,000+10.8%$240/sqft |
Source: Owner Report a problem | ||
| 6/11/2019 | Listed for sale | $519,000+25.1%$217/sqft |
Source: Owner Report a problem | ||
| 11/2/2017 | Listing removed | $415,000$173/sqft |
Source: Coldwell Banker Residential Real Estate - Naples 5th Avenue #216069554 Report a problem | ||
| 11/7/2016 | Price change | $415,000+38.3%$173/sqft |
Source: Coldwell Banker Residential Real Estate - Naples 5th Avenue #216069554 Report a problem | ||
| 8/2/2016 | Listed for sale | $300,000+87.5%$125/sqft |
Source: Owner Report a problem | ||
| 8/22/2014 | Listing removed | $160,000$67/sqft |
Source: John R. Woood Properties #213508920 Report a problem | ||
| 5/3/2014 | Price change | $160,000-8.6%$67/sqft |
Source: John R. Woood, Inc. #213508920 Report a problem | ||
| 2/11/2014 | Price change | $175,000-12.5%$73/sqft |
Source: John R. Woood, Inc. #213508920 Report a problem | ||
| 1/11/2014 | Listed for sale | $200,000+207.7%$83/sqft |
Source: John R. Woood, Inc. #213508920 Report a problem | ||
| 8/22/2002 | Sold | $65,000$27/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,814 +9.1% | $93,499 +10% |
| 2024 | $1,663 -0.3% | $84,999 +10% |
| 2023 | $1,668 +24% | $77,272 +10% |
| 2022 | $1,346 +30.6% | $70,247 +10% |
| 2021 | $1,031 +15.2% | $63,861 +10% |
| 2020 | $895 -53.4% | $58,055 -52.9% |
| 2019 | $1,922 +10.6% | $123,364 +10% |
| 2018 | $1,738 -10.9% | $112,149 +10% |
| 2017 | $1,951 +9.1% | $101,954 +10% |
| 2016 | $1,788 +19% | $92,685 +10% |
| 2015 | $1,503 +8.4% | $84,259 -4.2% |
| 2014 | $1,387 +9.2% | $87,927 +0.1% |
| 2013 | $1,270 +0.1% | $87,847 +1.3% |
| 2012 | $1,269 +0.5% | $86,749 |
| 2011 | $1,262 -33% | $86,749 -21.2% |
| 2010 | $1,882 +3.8% | $110,077 -13.6% |
| 2009 | $1,814 | $127,337 -30.4% |
| 2008 | $1,814 -13.6% | $183,037 -9.6% |
| 2007 | $2,098 +59.2% | $202,530 +37.9% |
| 2006 | $1,318 | $146,818 +67.5% |
| 2005 | $1,318 +32.3% | $87,660 +33.6% |
| 2004 | $996 +5.1% | $65,605 +9.2% |
| 2003 | $948 +42% | $60,090 +43.7% |
| 2002 | $668 -43.3% | $41,812 +15.6% |
| 2001 | $1,177 +89.5% | $36,171 |
| 2000 | $621 | -- |
Find assessor info on the county website
Monthly payment
Est. payment






