Residential Income

Key West, FL Residential Income Properties for Sale

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Stock Island, FL Summerland Key, FL Cudjoe Key, FL
40 properties
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Two-Cottage Short-Term Rental Property
Updated: Oct 19
Two-Cottage Short-Term Rental Property

830 Johnson Lane, Key West, FL 33040

$1,500,000
1,050 sqft 0.07 AC lot
Two separate cottages, each with one bedroom and one bathroom
1,050 square feet on a 0.07‑acre lot
Built in 1938; zoned HHDR - Historic High Dens
Detached guest house with kitchen, living room, and loft
Composite deck between the buildings; off‑street parking and outdoor shower
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Duplex with Unfinished Third Floor
Updated: Sep 23
Duplex with Unfinished Third Floor

646 William Street, Key West, FL 33040

$1,400,000
1,780 sqft 0.09 AC lot
Two‑and‑a‑half‑story duplex with 1,780 square feet
Four finished bedrooms and three bathrooms
Unfinished third floor is not configured as living space
0.09‑acre property zoned HHDR - Historic High Dens
Built in 1928; frame construction with metal roof
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Four-Unit Quadplex with Pool
Four-Unit Quadplex with Pool

1501 Truman Avenue, Key West, FL 33040

$3,750,000
2,214 sqft 0.10 AC lot

Three units carry transient rental licenses, while the fourth is leased monthly.

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Waterfront Duplex with Bonus Suite
Waterfront Duplex with Bonus Suite

Key West, FL 33040

$2,499,999
3,568 sqft

Self-contained residences offer private entrances, kitchens, laundry areas, and air-conditioning systems for flexible occupancy arrangements.

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Two-Unit Duplex with Private Pool
Two-Unit Duplex with Private Pool

1300 Ashby Street, Key West, FL 33040

$1,350,000
1,760 sqft 0.15 AC lot

Separate living areas and SF - Single Family zoning give this Key West property a two-unit configuration.

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Duplex with Private Pool
Duplex with Private Pool

1516 17th Terrace, Key West, FL 33040

$1,875,000
2,423 sqft 0.30 AC lot

Corner duplex with a detached guest cottage, fenced grounds, covered parking, and a private pool.

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2-Unit Duplex
2-Unit Duplex

1300 Ashby St, Key West, FL 33040

$1,350,000
1,760 sqft

Two distinct living spaces offer residential flexibility, with window-unit cooling and vinyl flooring.

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Updated Two-Unit Duplex
Updated Two-Unit Duplex

1300 Ashby Street, Key West, FL 33040

$1,350,000
1,760 sqft 0.15 AC lot

Updated duplex with separate living spaces and SF-1 zoning in Midtown.

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Duplex with Private Yard
Duplex with Private Yard

1126 Grinnell Street, Key West, FL 33040

$1,195,000
875 sqft 0.03 AC lot

Two independent one-bedroom residences offer separate living spaces within a compact historic-neighborhood property.

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Six-Unit Bed And Breakfast
Six-Unit Bed And Breakfast

223 Eanes Lane, Key West, FL 33040

$6,999,000
1,630 sqft 0.12 AC lot

Licensed transient lodging with private baths, tropical landscaping, and an outdoor pool.

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Mixed-Use Corner Property
Mixed-Use Corner Property

218 Whitehead Street, Key West, FL 33040

$4,200,000
7,755 sqft

Six retail suites and a three-bedroom apartment combine commercial and residential occupancy in one property.

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Improved Four-Unit Quadplex
Improved Four-Unit Quadplex

1224 2nd Street, Key West, FL 33040

$1,700,000
3,000 sqft 0.16 AC lot

Four two-bedroom residences span two levels, with extensive balcony space serving the upper-floor units.

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Mixed-Use Property with Storefront
Mixed-Use Property with Storefront

1011 Whitehead Street, Key West, FL 33040

$3,795,000
2,024 sqft 0.03 AC lot

Three furnished one-bedroom residences feature individual kitchens and transient rental licenses.

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Short-Term Rental Property
Short-Term Rental Property

1401 Atlantic Boulevard, Key West, FL 33040

$3,295,000
2,530 sqft

A three-residence setup pairs a monthly-rental home with two detached, transient-licensed guest suites.

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Updated Two-Unit Duplex
Updated Two-Unit Duplex

1911 Seidenberg Avenue, Key West, FL 33040

$1,250,000
1,119 sqft 0.12 AC lot

Legal duplex with separate metering, screened porches, off-street parking, and updated interiors in Key West.

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Mixed-Use Property with Storefront
Mixed-Use Property with Storefront

1011 Whitehead Street, Key West, FL 33040

$3,795,000
2,024 sqft 0.03 AC lot

Three furnished, licensed residences complement a street-facing commercial unit.

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Multi-Unit Residential Property
Multi-Unit Residential Property

723 Eaton Street, Key West, FL 33040

$6,450,000
3,739 sqft

Historic residential zoning and a range of included kitchen and laundry appliances support the property's residential use.

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Key West Duplex with Redevelopment Rights
Key West Duplex with Redevelopment Rights

3711 Eagle Avenue, Key West, FL 33040

$825,000
1,464 sqft 0.14 AC lot

CBS construction, a metal roof, and off-street parking serve this residential property near schools, shopping, beaches, and Old Town.

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Multifamily Property with Pool
Multifamily Property with Pool

1503 Atlantic Boulevard, Key West, FL 33040

$1,095,000
2,750 sqft 0.18 AC lot

Renovation opportunity with a flexible multi-unit layout and concrete pool.

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Duplex with Studio Cottage
Duplex with Studio Cottage

2004 Patterson Avenue, Key West, FL 33040

$899,000
1,239 sqft 0.12 AC lot

Two separate residences combine a primary home with a flexible studio cottage configuration.

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Income-Generating Triplex with Three Units
Income-Generating Triplex with Three Units

1821 Harris Avenue, Key West, FL 33040

$1,500,000
3,687 sqft

Three 3-bedroom, 2-bath units are currently leased on long-term terms, including a single-level front unit.

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Oceanfront Duplex Property
Oceanfront Duplex Property

1430 Vernon Avenue, Key West, FL 33040

$9,888,000
2,071 sqft 0.20 AC lot

Two-story property with HCT zoning, separate electric meters, and direct ocean frontage.

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Mixed-Use Income Property with Tall Ceilings
Mixed-Use Income Property with Tall Ceilings

402 Applerouth Ln, Key West, FL 33040

$2,490,000
5,000 sqft

Mixed-use building with residential and commercial units and tall ceilings in an X Flood Zone location.

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8-Unit Apartment Property
8-Unit Apartment Property

818 Elizabeth Street, Key West, FL 33040

$3,650,000
3,797 sqft 0.13 AC lot

Two buildings hold updated one-bedroom, one-bathroom residences in Old Town Key West.

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Key West, FL Residential Income Properties Market Trends and Statistics

Explore 42 residential income properties for sale in Key West, FL, showcased through 40 active listings on our real estate platform. These investment opportunities span a total of 89,751 square feet of properties for sale, with an estimated market value of $106,412,997.

Sale prices for residential investment properties in Key West, FL start at $150,000, averaging $2,660,324, and reaching up to $9,888,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Multifamily properties 35
Duplexes 13
Short term rental properties 9
Apartment buildings 8
Quadplexes 4

Demographics Overview

Population 36K
Population Growth (5Y) +3.8%
Median Household Income $79,038
College Educated 17.6%

High-Yield Neighborhoods for Investment

Identify Key West submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
33040 $2.3M

Taxes & Financing

Tax Rate (average for all types) 0.71%
Property Tax per SF $10.90 per SF
Tax Rate vs County Average 0.03 pp below county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Monroe County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale Residential Income pricing trends in Monroe County

Residential Income

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