Add Listing
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Back to Search
    New Construction Island Luxury Residence Title is generated by Realmo AI

    419 Simonton Street, Key West, FL 33040

    View on Map
    Claim this Listing
    For Sale
    $2,070,000

    MULTI_FAMILY - Key West, FL

    Property size:
    1,409 SF
    Lot size:
    0.14 Acres
    Price / SF:
    $1,469/SF
    Added:
    Jan 22, 2026
    Days on Market:
    120
    Last Refresh:
    May 22 at 5:06 pm

    Property Features for 419 Simonton Street

    General Information

    Property type
    Residential Multi Family
    Property subtype
    Other
    Property condition
    Under Construction
    Zoning
    HNC(1-3) - Hist Nghborhd
    Bedrooms
    2
    Bathrooms
    3
    Rooms
    Bathroom 1, Bedroom 1, Bathroom 2, Bedroom 2, Bathroom 3
    Parking features
    Assigned
    Patio and Porch features
    Patio
    Pool private
    1
    Interior features
    Built-in Cabinets, Walk-in Closet(s)
    Exterior features
    Fencing, Rain Gutters, Outdoor Shower, Privacy Wall/Fence, Water Display
    Fencing
    Fenced, Privacy
    Appliances
    Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer
    Standard status
    Active
    APN
    00006340-000000
    Size
    1,409 SF
    Lot size
    0.14 Acres

    Taxes and HOA fees

    Tax Year
    2025
    Tax Description
    KW PT LT 4 SQR 36 G9-593 OR153-170/71 OR377-65/66 OR773-1201 OR1097-1042/43 OR1298-1844/45 OR1432-2163/64 OR2272-2265 O
    Tax Annual Amount
    13468

    Utilities

    Cooling system
    Central Air

    Building Details

    Year built
    2026
    Floors in Building
    2
    Flooring type
    Wood
    Building materials
    Frame, Hardi Board Siding
    Roof type
    Metal

    We can help!

    Listing Contact
    Team Kaufelt

    Listing agent Team Kaufelt License #00000

    Listing office Truman & Co. (KW) 1205 Truman Avenue, Key West, FL

    Listing date Jan 22, 2026

    MLS# 618252 Listing URL

    Copyright © 2026 Key West Association 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

    • Brand‑new construction (completed in 2026) offering modern island luxury.
    • Private pool and outdoor shower within a secluded patio and lush tropical landscaping.
    • Offered fully furnished with curated interiors by Ben Teague Design; move‑in ready.
    • 2 bedrooms with soaring cathedral ceilings and 2.5 bathrooms.
    • Streamlined kitchen with Fisher & Paykel and Bosch appliances, walk‑in pantry, and refined finishes.
    • Impact‑rated windows and doors for enhanced safety and energy efficiency.

    Overview

    Located discreetly behind one of Old Town's addresses, this residence was completed in 2026 as a brand-new, ground-up construction. This private 2-bedroom, 2.5-bathroom residence offers modern island luxury within a lush, secluded enclave. The home features soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined kitchen with Fisher & Paykel and Bosch appliances, a walk-in pantry, under-cabinet lighting, and refined finishes throughout. Outdoors, a secluded patio is framed by tropical landscaping and includes a tranquil water-featured pool, outdoor shower, and dedicated golf cart parking. The property is offered fully furnished with a curated interiors package by Ben Teague Design. Set within a well-structured HOA with no shared walls, and part of a three-residence property with two additional homes positioned at the front and parking conveniently located there, this residence represents Old Town living. The property is situated on a 0.14-acre lot and has a property size of 1409 square feet. The zoning is HNC(1-3) - Hist Nghborhd.
    Property Profile Location Intelligence

    Current Use by Public Records

    Single family properties

    Suggested Use

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

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

    Location Insight

    • Map
    • Local Demand
    City
    Key West
    County
    Monroe
    State
    Florida
    Longitude
    -81.801594
    Latitude
    24.55727

    Nearby Similar for Sale

    • $749,000
      1,491 SF

      New Mixed-Use Development in Key West

      Commercial space in new mixed-use development, completion end of 2026.
      3201 Flagler Avenue, Key West, FL 33040
      View Details
    • $2,699,000
      2,396 SF

      Prime Corner Commercial Property, Key West

      Corner property with high visibility, multiple commercial uses allowed.
      1000 Truman Avenue, Key West, FL 33040
      View Details
    • $495,000
      4,302 SF

      Established Fitness Center in Key West

      Turn-key fitness center in the heart of Old Town Key West.
      725 Caroline Street, Key West, FL 33040
      View Details
    • $1,700,000
      3,000 SF

      Value-Add Fourplex Investment Opportunity

      Fourplex with income potential after renovations in Key West, FL.
      1224 2nd Street, Key West, FL 33040
      View Details
    • $2,699,999
      3,568 SF

      Waterfront Duplex with Bonus Suite

      Upgraded multifamily duplex with bonus suite, waterfront access, boat lift.
      6 Egret Lane, Geiger Key, FL 33040
      View Details
    • $1,250,000
      2,664 SF

      Legal Duplex on Spacious Lot

      Legal duplex with rental income potential on a 10,000 SqFt lot.
      1409 4Th Street, Key West, FL 33040
      View Details
    • $1,875,000
      2,423 SF

      Key West Duplex with Pool

      Spacious duplex with pool, ideal for various living arrangements.
      1516 17th Terrace, Key West, FL 33040
      View Details
    • $1,500,000
      1,436 SF

      Key West Commercial Opportunity

      Standalone commercial building in Old Town Key West with parking.
      604 Whitehead Street, Key West, FL 33040
      View Details
    • $825,000
      1,464 SF

      Key West Duplex Redevelopment Opportunity

      Legal duplex in prime location with redevelopment potential and owner financing.
      3711 Eagle Avenue, Key West, FL 33040
      View Details
    • $1,950,000

      Key West Commercial Condos

      Prime investment opportunity in Key West's Old Town.
      1200-1206 White Street, Key West, FL 33040
      View Details
    • $1,750,000
      1,870 SF

      Charming Key West Duplex

      Versatile Old Town duplex with pool, ideal for investment.
      606 Grinnell Street, Key West, FL 33040
      View Details
    • $1,299,000
      2,699 SF

      Key West Income-Producing Triplex

      Triplex in Key West with strong income and parking.
      1614 Dennis Street, Key West, FL 33040
      View Details

    FAQs

    What type of property is this?
    Single family property - Modern 2BD/2.5BA home with pool in Old Town Key West.
    Where is this single family property located?
    The property is located at 419 Simonton Street Key West, FL.
    What is the asking price?
    The asking price for this property is $2,070,000.
    What are key features of this property?
    This property features: Brand‑new construction (completed in 2026) offering modern island luxury.; Private pool and outdoor shower within a secluded patio and lush tropical landscaping.; Offered fully furnished with curated interiors by Ben Teague Design; move‑in ready.
    (305) 393-1267
    We can help!
    Listing Contact
    Team Kaufelt
    Real Estate License ID: 00000
    Request Owner's contact information
    Message sent successfully
    Error
    If you are the owner or broker of this property and would like to edit or remove this listing please send a message to web site administrator.
    Message sent successfully
    Error
    Email to Your Friends
    Link copied to clipboard
    Separate multiple addresses with a comma
    Message sent successfully
    Error

    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.

    More about this property
    Thanks! Your message was sent.
    Error! Your message wasn't sent.
    Please enter your name
    Please enter email
    Please enter the email in the correct format
    Please enter phone
    Please enter the number in the correct format
    Please enter message
    Thank You

    You are Unsubscribed From Notifications

    Thank You for Inquiry
    419 Simonton Street, Key West, FL 33040
    letter with green check mark
    Check your email
    We sent you the
    agent's contact details. yellow underline
    Can't find it?
    Please check your junk/spam folder.
    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!