Olde Florida Island Living – A Rare Gem on Chokoloskee Bay Discover the essence of Olde Florida living in this truly one-of-a-kind water front island retreat. Set on nearly half an acre of lush, fenced land, this unique property is the only one on the island with its own private boat basin—a true haven for those who love the water and nature. Wake up to the call of shorebirds and end your days with breathtaking sunsets over the untouched beauty of Chokoloskee Bay. This beautifully restored Olde Cracker home offers a front-row seat to nature’s wonders, with sweeping water views from the open-concept family room and kitchen. This beautifully renovated Olde Cracker-style home has been thoughtfully restored using only top-of-the-line materials and finishes. Features include: Original Dade County Pine and Cypress pilings Andersen hurricane-rated and PVG windows New electric, PEX plumbing, and PVC drains Foam insulation with pest-resistant treatment 7mm luxury vinyl plank flooring Stainless steel appliances fenced fruit trees The elevation of this home is high, and importantly, it did not flood during Hurricanes Irma or Ian. With countless upgrades and unmatched charm, this is more than a home—it’s a sanctuary of timeless Florida beauty.
Sold for $677,500
$677,500
1155 Hamilton ST, CHOKOLOSKEE, FL 34138
3beds
1,584sqft
Single Family Residence
Built in 1960
0.45 Acres Lot
$662,300 Zestimate®
$428/sqft
$2,573 Estimated rent
Home value
$662,300
$589,000 - $742,000
$2,573/mo
Zestimate® history
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List your homeWhat's special
Private boat basinFruit treesTop-of-the-line materials and finishesWater front island retreatOpen-concept family roomBreathtaking sunsetsSweeping water views
Zillow last checked:
Listing updated:
Listed by:
Jennifer Barnett, PA 239-289-4400,
LPT Realty,LLC,
Tabitha Barnett 239-351-6729,
LPT Realty,LLC
Bought with:
Non-listing FGC MLS Non-Listing agent
FGC Non-MLS Office
Source: SWFLMLS,MLS#: 225041122
Originating MLS: Naples
Originating MLS: NaplesFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Screened Lanai/Porch, 3 Bed
Dining room
- Features: Dining - Family
Heating
- Central
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Dryer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Washer
- Laundry: Washer/Dryer Hookup, Inside, Laundry Tub
Features
- Laundry Tub, Other, Smoke Detectors, Window Coverings, Laundry in Residence, Screened Lanai/Porch
- Flooring: Vinyl
- Windows: Window Coverings, Impact Resistant Windows, Storm Protection (Other)
- Has fireplace: No
- Furnished: Yes
Interior area
- Total structure area: 1,972
- Total interior livable area: 1,584 sqft
Property
Features
- Stories: 1
- Patio & porch: Screened Lanai/Porch
- Exterior features: Dock, Boat Slip
- Fencing: Fenced
- Has view: Yes
- View description: Bay
- Has water view: Yes
- Water view: Bay
- Waterfront features: Bay
- Frontage type: Bay/Harbor
Lot
- Size: 0.45 Acres
- Features: Oversize
Details
- Parcel number: 26083040003
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida
- Property subtype: Single Family Residence
Materials
- Block, Frame, Wood Siding
- Foundation: Concrete Block
- Roof: Metal
Condition
- New construction: No
- Year built: 1960
Utilities & green energy
- Sewer: Septic Tank
- Water: Central
Community & HOA
Community
- Features: No Subdivision
- Security: Smoke Detector(s)
- Subdivision: CHOKOLOSKEE
HOA
- Has HOA: No
Location
- Region: Chokoloskee
Financial & listing details
- Price per square foot: $428/sqft
- Tax assessed value: $443,474
- Annual tax amount: $4,953
- Date on market: 4/24/2025
- Lease term: Buyer Finance/Cash
- Contingency: See Remarks
Price history
| Date | Event | Price |
|---|---|---|
| 7/11/2025 | Sold | $677,500-15.3%$428/sqft |
Source:  SWFLMLS #225041122 Report a problem | ||
| 6/30/2025 | Pending sale | $800,000$505/sqft |
Source: SWFLMLS #225041122 Report a problem | ||
| 4/24/2025 | Listed for sale | $800,000+255.6%$505/sqft |
Source: SWFLMLS #225041122 Report a problem | ||
| 6/18/2014 | Sold | $225,000$142/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,264 +6.3% | $383,821 +10% |
| 2024 | $4,953 +11% | $348,928 +10% |
| 2023 | $4,461 +16.3% | $317,207 +10% |
| 2022 | $3,836 -13.6% | $288,370 -10.7% |
| 2021 | $4,441 +2.1% | $322,806 +1.2% |
| 2020 | $4,350 +1.7% | $318,895 +2.3% |
| 2019 | $4,276 -4.3% | $311,684 -4.5% |
| 2018 | $4,467 -4.6% | $326,210 -0.6% |
| 2017 | $4,680 -5.7% | $328,326 +10% |
| 2016 | $4,961 +5.5% | $298,478 +10% |
| 2015 | $4,703 +13.5% | $271,344 +27.2% |
| 2014 | $4,144 +31.9% | $213,256 +1.9% |
| 2013 | $3,142 +0.4% | $209,366 +1.3% |
| 2012 | $3,130 +0.3% | $206,633 |
| 2011 | $3,120 -51.5% | $206,633 -14% |
| 2010 | $6,429 -2.4% | $240,233 -46.6% |
| 2009 | $6,589 | $450,201 -7.8% |
| 2008 | $6,589 -11% | $488,352 -2.9% |
| 2007 | $7,401 +3.6% | $502,912 +1% |
| 2006 | $7,145 | $497,753 +8.8% |
| 2005 | $7,145 +126.9% | $457,484 +103% |
| 2004 | $3,149 -0.7% | $225,378 +0.9% |
| 2003 | $3,170 +1.2% | $223,402 +1.9% |
| 2002 | $3,134 -49.7% | $219,158 +2.1% |
| 2001 | $6,231 +103.2% | $214,715 |
| 2000 | $3,066 | -- |
Find assessor info on the county website
Neighborhood: 34138
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Nearby schools
GreatSchools rating
- 5/10Everglades City SchoolGrades: PK-12Distance: 3.8 mi
Schools provided by the listing agent
- Elementary: EVERGLADES CITY
- Middle: EVERGLADES CITY
- High: EVERGLADES CITY
Source: SWFLMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Florida
- Collier County
- Chokoloskee
- 34138
- 1155 Hamilton ST
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