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    Waterfront Land in Naples, Florida Title is generated by Realmo AI

    231 Trade Winds Ave lot 20, Naples, FL 34108

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    Claim this Listing
    For Sale
    $4,295,000

    LAND - NAPLES, FL

    Lot size:
    0.37 Acres
    Added:
    Nov 28, 2025
    Days on Market:
    188
    Last Refresh:
    Jun 4 at 12:06 pm

    Property Features for 231 Trade Winds Ave lot 20

    General Information

    Property type
    Land
    Property subtype
    Other
    Vegetation
    Cleared, Grassed
    Exterior features
    Boat Dock Private, Boat Lift, Dock Included, Elec Avail at dock
    Standard status
    Active
    APN
    27585560006
    Lot size
    0.37 Acres

    Taxes and HOA fees

    Tax Year
    2024
    Tax Description
    CONNER'S VANDERBILT BCH EST UNIT 2 BLK M LOT 20
    Tax Annual Amount
    32418

    Utilities

    Water front
    1

    We can help!

    Listing Contact
    Chris Resop
    Chris Resop

    Listing agent Chris Resop License #NAPLES-249522664

    Listing office The Agency Naples 99 9th St N, Naples, FL

    Listing date Nov 28, 2025

    MLS# 225080905 Listing URL

    Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    HighLights

    • Direct gulf access with no bridges
    • Over 200 feet of direct waterfrontage on an expansive lot
    • Panoramic water views and unobstructed sunsets due to exceptionally wide waterways (over 400 feet to the west and over 200 feet to the north)
    • Located in the desirable Conners neighborhood of Vanderbilt Beach
    • Includes a private boat dock and the availability of a boat lift
    • Proximity to Vanderbilt Beach, Waterside Shops, and Mercato

    Overview

    Located along the waterways of Vanderbilt Beach, 231 Trade Winds Avenue offers the opportunity to create an architectural statement on a Gulf-access parcel. Positioned at the end of a cul-de-sac, the property is surrounded by waterways, with over 400 feet of open water to the west and more than 200 feet to the north. The property offers views, reflections, and sunsets. Spanning more than 200 feet of direct waterfrontage, this 0.37-acre lot allows for a custom estate. The site's width, depth, and orientation allow for a dramatic floor plan with indoor-outdoor flow and water views. Located within the Conners enclave, this address is near the beaches of Vanderbilt, Waterside Shops, and the dining and boutique scene at Mercato. This property offers the freedom to bring waterfront living to life with water views in Conners.
    Property Profile Location Intelligence

    Current Use by Public Records

    Waterfront Land

    Suggested Use

    Real Estate Agency Restaurant Law Firm Spa & Massage Center Dental Office Hair Salon Nail Salon Building Supply Gym & Fitness Center Pharmacy

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Naples
    County
    Collier
    State
    Florida
    Longitude
    -81.8216244
    Latitude
    26.2621267

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    FAQs

    What type of property is this?
    Waterfront Land - Rare opportunity to build a custom waterfront estate in Naples.
    Where is this waterfront land located?
    The property is located at 231 Trade Winds Ave lot 20 Naples, FL.
    What is the asking price?
    The asking price for this property is $4,295,000.
    What are key features of this property?
    This property features: Direct gulf access with no bridges; Over 200 feet of direct waterfrontage on an expansive lot; **Panoramic water views and unobstructed sunsets** due to exceptionally wide waterways (over 400 feet to the west and over 200 feet to the north)
    (239) 231-6164
    We can help!
    Listing Contact
    Chris Resop
    Chris Resop
    Real Estate License ID: NAPLES-249522664
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    Realmo Value Estimations

    Realmo estimates a property’s market value using a proprietary methodology that incorporates public data and user-submitted information. This cumulative value is generated by integrating a variety of conventional and innovative methods. 

    Disclaimer

    These figures are not official appraisals and should not be used as a substitute for a valuation performed by a licensed appraiser.
    Actual market value may differ due to factors not captured in the data. Estimates are offered for informational purposes only, and users should conduct independent research before making financial or investment decisions.
    By using this feature, you acknowledge that Realmo is not responsible for actions taken based on these estimates.

    AI approach

    Realmo AI Method estimates property value using machine learning models trained on millions of comparable listings, transactions, and market signals. It analyzes property features, location intelligence data, and current market dynamics to predict the most probable market value in real time.

    Realmo CapRate Calculation

    Realmo calculates the Capitalization Rate (Cap Rate) to help estimate a property's potential return on investment. The Cap Rate is a fundamental metric in commercial real estate that measures the relationship between a property's net operating income and its market value.

    How We Calculate Cap Rate

    Cap Rate Formula:
    Cap Rate (%) = (Net Operating Income / Property Value) × 100

    Net Operating Income (NOI) Formula:
    NOI = Area × Lease Rate × (1 - Vacancy Rate) × (1 - Operating Expense Ratio)

    Components

    Net Operating Income (NOI) represents the annual income a property generates after operating expenses:

    • Area: Building square footage from property records
    • Lease Rate: Annual $/sqft based on market data for the property type and geographic location
    • Vacancy Rate: Percentage of unoccupied space based on market data for the property type and location
    • Operating Expense Ratio: Operating costs as a percentage of income, varies by property type

    Property Value is derived from:

    • Recent sale price (if available)
    • Statistical models using comparable sales
    • AI-powered valuation estimates

    Example Calculation

    For a 100,000 sqft Office Building:

    • Lease Rate: $25.00/sqft/year (market data for Office in this area)
    • Vacancy Rate: 8% (market data for Office in this area)
    • Operating Expense Ratio: 35% (typical for Office properties)
    • Property Value: $15,000,000

    Step 1: Calculate NOI

    NOI = 100,000 × $25.00 × (1 - 0.08) × (1 - 0.35)
    NOI = 100,000 × $25.00 × 0.92 × 0.65
    NOI = $1,495,000/year

    Step 2: Calculate Cap Rate

    Cap Rate = ($1,495,000 / $15,000,000) × 100
    Cap Rate = 9.97%

    Property Type Considerations

    Net Operating Income calculations vary by property type due to different operating expense ratios:

    • Office: Higher expenses (30-40%) for HVAC, utilities, maintenance
    • Retail: Moderate expenses (25-35%) for common area maintenance
    • Industrial/Warehouse: Lower expenses (15-25%) for minimal tenant services
    • Multifamily: Moderate expenses (35-45%) including property management
    • Self-Storage: Lower expenses (25-35%) due to minimal maintenance

    Market lease rates and vacancy rates are specific to each property type and geographic location, reflecting local market conditions.

    Disclaimer

    These calculations are estimates for informational purposes only and should not be used as a substitute for professional financial analysis or appraisal.

    • Cap Rate calculations depend on market data that may change over time
    • Actual operating expenses, lease rates, and vacancy rates may differ from market averages
    • Individual property conditions, lease terms, and tenant quality significantly impact actual NOI
    • Property value estimates are approximations and not official appraisals
    • Cap rates vary widely by market, property condition, and investment risk profile

    Professional Guidance Recommended: Before making any investment or financial decisions, consult with licensed appraisers, commercial real estate brokers, and financial advisors who can evaluate your specific property and circumstances.
    By using this feature, you acknowledge that Realmo is not responsible for investment decisions or actions taken based on these estimates.

    Cap approach

    Capitalization Method calculates value based on estimated net operating income (NOI) and applying a market-based capitalization rate (cap rate), we estimate what a typical investor might be willing to pay for it.

    Comparable approach

    Comparable estimate is based on recent sales of similar nearby properties, adjusted for factors like size, condition, and location.

    Relative

    Relative property class coefficient uses factors that account for typical price differences between various asset types (e.g., retail vs. industrial) to provide a more accurate market-aligned estimate.

    Geo

    Comparable Sales Method, enhanced by Geo coefficients — location-based adjustment factors that reflect differences in price levels across neighborhoods, cities, or regions ensuring a more accurate, market-sensitive valuation.

    Stat Estimate

    This method estimates value based on actual market adjusted recent (~5 years) sales of comparable properties around by location and property type.

    • Ranges - area data calculated by industry standard IQR Outlier Removal Method
    • Range-from: 75% of all similar sales ($/sqft) are above this value
    • Range-to: 75% of all similar sales ($/sqft) are below this value
    AI Estimate

    This method estimates value based on AI market estimation of comparable properties around by location and property type.

    • Ranges - area data calculated by industry standard IQR Outlier Removal Method
    • Range-from: 75% of all estimations ($/sqft) are above this value
    • Range-to: 75% of all estimations ($/sqft) are below this value
    Alternative use

    Estimate considers the property’s potential value if used for a different purpose-based on zoning, demand, and market feasibility.

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