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$1,999,990

Listing Price

4beds

2baths

2,056sqft

2,724sqft lot

1022 Fleming St, Key West, FL 33040

Member Features

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  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Single Family

Home type

777.43

Price / sqft

1928

Year built

Home Details

Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this legal duplex offers endless possibilities. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Interior Details

Square Feet
  • 2056

Bedrooms
  • 4

Bathrooms
  • 2

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Forced Air With Air Conditioning

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    None

Fuel
  • Has Fuel:

    No

  • Fuel Type:

    N/A

Basement
  • Has Basement:

    No

  • Basement Type:

    N/A

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    Wood (unspecified)

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 2724

Water
  • No

Sewer
  • No

Parking
  • Type:

    N/A

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    N/A

Deck
  • No

Patio
  • No

Fence
  • No

Pool
  • No

Porch
  • No

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 2

Style
  • N/A

Exterior
  • Wood

Foundation
  • N/A

Roof
  • Gable/hip

Roofing Material
  • Metal

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$9,223

$415,247

$544,275

--%

$959,522

2019

$8,716

$405,427

$488,503

--%

$893,930

2018

$10,507

$506,432

$568,698

--%

$1,075,130

2017

$10,756

$506,432

$576,780

--%

$1,083,212

2016

$10,657

$749,609

$263,337

--%

$1,012,946

2014

$3,587

$0

$0

--%

$305,999

2013

$3,547

$0

$0

--%

$299,429

2012

$2,693

$0

$0

--%

$294,424

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Average Home Price in 33040

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Bed

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Sold Date

$1,700,000

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Sold 06/08/2026

$7,950,000

5 Beds

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Sold 09/29/2026

$2,600,000

4 Beds

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3,500 Lot (sqft)

Sold 09/29/2026

$2,849,500

3 Beds

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2,275 Sqft

5,860 Lot (sqft)

Sold 09/29/2026

$2,990,000

3 Beds

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1,962 Sqft

3,360 Lot (sqft)

Sold 09/29/2026

$3,367,622

5 Beds

3.5 Baths

1,974 Sqft

4,541 Lot (sqft)

Sold 10/06/2026

$3,300,844

3 Beds

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1,852 Sqft

4,360 Lot (sqft)

Sold 10/06/2026

$5,350,000

5 Beds

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4,865 Lot (sqft)

Sold 09/29/2026

percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
1,999,990
$
Down payment
399,998
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
11,999.94
$
HOA (Monthly)
0
$
PMI
0
$
$12,946
Your Payment
Total Monthly Payment:$12,946
Percent of Income:222%
Affordable:No

Details for 1022 FLEMING ST

Property Debt

Foreclosure Contact Details