For sale

$2,850,000

259 Trade Winds AVE, NAPLES, FL 34108

3beds

1,848sqft

$17,963/mo

Get pre-qualified

Single Family Residence

Built in 1987

9,583 Square Feet Lot

$-- Zestimate^®

$1,542/sqft

$-- HOA

What's special

Custom waterfront residenceBig open water views

Being sold as - is, LOT Value. Amazing lot option for a new construction home with BIG open water views on an 80 ft wide lot. New construction on either side. Conners Vanderbilt Beach location is just minutes from Naples’ world-renowned shopping, dining, and pristine beaches, this custom waterfront residence offers the best of coastal living. Don’t miss the opportunity to make this exceptional property your own!

590 days
278
7

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 2

Rooms

Room types: None, 3 Bed

Dining room

Features: Other

Heating

None

Cooling

Central Air

Appliances

Included: None

Features

Other, Additional Rooms - None
Flooring: Carpet
Has fireplace: No

Interior area

Total structure area: 3,082
Total interior livable area: 1,848 sqft

Property

Parking

Total spaces: 2
Parking features: Attached
Attached garage spaces: 2

Features

Stories: 2
Exterior features: Dock
Has view: Yes
View description: Bay, Canal
Has water view: Yes
Water view: Bay,Canal
Waterfront features: Canal Front, Navigable Water, Seawall

Lot

Size: 9,583 Square Feet
Features: Cul-De-Sac, Regular

Details

Parcel number: 27585640007

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Wood Siding
Foundation: Pillar/Post/Pier
Roof: Shingle

Condition

New construction: No
Year built: 1987

Utilities & green energy

Water: Central

Community & HOA

Community

Features: Boating
Subdivision: CONNERS

HOA

Has HOA: No
Amenities included: See Remarks

Location

Region: Naples

Financial & listing details

Price per square foot: $1,542/sqft
Tax assessed value: $2,401,337
Annual tax amount: $23,677
Date on market: 1/15/2025
Lease term: Buyer Finance/Cash

Estimated market value

Not available

Estimated sales range

Not available

$6,000/mo

Price history

Date	Event	Price
8/31/2025	Price change	$2,850,000-4.8%$1,542/sqft
Source: SWFLMLS #225006028 Report a problem
1/15/2025	Listed for sale	$2,995,000$1,621/sqft
Source: SWFLMLS #225006028 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$21,776 +16.5%	$1,877,083 +10%
2024	$18,689 -20.2%	$1,706,439 +10%
2023	$23,429 +23.9%	$1,551,308 +10%
2022	$18,905 +25.8%	$1,410,280 +10%
2021	$15,030 -1.2%	$1,282,073 +6.5%
2020	$15,210 +18.9%	$1,203,582 +10%
2019	$12,797 -1.3%	$1,094,165 -2%
2018	$12,965 -1.6%	$1,116,147 +10%
2017	$13,178 +11.3%	$1,014,679 +5%
2016	$11,842 +15.9%	$966,253 +10%
2015	$10,216 -1.8%	$878,412 +2.7%
2014	$10,404 +4.8%	$855,000 +2.8%
2013	$9,930 +0.2%	$831,587 +1.5%
2012	$9,913 +0.3%	$819,672 -0.2%
2011	$9,884 -17.2%	$821,538 -14.1%
2010	$11,942 -5.3%	$955,885 -5.3%
2009	$12,614	$1,009,186 -10.9%
2008	$12,614 +223.4%	$1,132,621 -20.8%
2007	$3,901 -2.7%	$1,429,363 +321.7%
2006	$4,010	$338,932 +3%
2005	$4,010 +2.8%	$329,060 +3.4%
2004	$3,900 -0.4%	$318,271 +1.9%
2003	$3,917 +1.4%	$312,337 +2.4%
2002	$3,864 -48.3%	$305,017 +1.6%
2001	$7,468 +101.8%	$300,214
2000	$3,701	--