1006 & 1008 Fleming, Key West, FL 33040

1006 & 1008 Fleming, Key West, FL 33040

4 beds 4 baths 1 half baths 3,404 Sqft

Listings courtesy of CENTURY 21 EXECUTIVE TEAM as distributed by MLS GRID.

Overview Neighborhood Amenities Price details

$5,800,000 $1,704/sf Earn $116,000

864 days on Market

$5,800,000

Credit Back up to $116,000*
$1,703.88/sf

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Description:

Active - Multi Family for sale

Old Town compound consisting of a beautiful Great House, two bedroom and two and a half bathroom main home with two remarkable guest cottages. The main home has been recently crowned with a 40' Nana door system which spans the entire width of the great room and shares a lush, tropically landscaped pool deck with the rear cottage. The master bedroom is large with French doors and a incredible bathroom. The second bedroom also has an en-suite bathroom. The front 3 room guest house has cathedral ceilings through out. The bathroom walls are covered with incredible Czechoslovakian iridescent green glass made in the 1950's. A pullman kitchen also is part of front guest house. A second smaller Guest Cottage is located at the back end of the property with new doors and windows. A private porch provides sitting space where you can watch the pool or the goings-on in the main house. This is a private space for the lucky duo who get to use this special space. The extra bedroom has a sitting area and dining area plus high vaulted ceiling. This cottage has another special bathroom and an outdoor shower. it is the view out onto the garden and pool that make this little retreat so neat. The compound is incredibly spacious with luxurious bathrooms and multiple outdoor spaces and two off-street parking spots on Fleming. Totaling 4 bdrms/4.5 baths including 2 guest houses. Upgrades include a generator, privacy wall & gate, sprinkler system, hurricane shutters, landscaping, & much more!

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Listing Agent:

- Listed by: Chris Remmert • chrisremmert@yahoo.com

- Brokered by: CENTURY 21 EXECUTIVE TEAM • 813-961-8637

- Source: Stellar MLS as distributed by MLS GRID

- MLS Number: T3491044

- MLS Last Updated: Mar 27, 2026 at 05:44am EDT

Location

* School data provided by National Center for Education Statistics, and GreatSchools. Intended for reference only. The GreatSchools Rating is based on a variety of school quality indicators, including test scores, college readiness, and equity data. To verify enrollment eligibility, contact the school or district directly.

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Facts and features:

Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

Furnished: Negotiable

Laundry Features: Laundry Closet

Number Of Lots: 1

Pool Features: Pool Gunite, Pool Heated, Pool In Ground, Pool Lighting, Pool Tile

Status: Active

Listed Date: 12/25/2023

Days On Market: 864

Lot Size (Square Feet): 9108

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Structure:

Year Built: 1938

Cooling: Central Air

Exterior Features: Awning(S), Courtyard, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors, Storage

Flooring: Floor Brick/Stone, Floor Ceramic Tile, Floor Marble

Foundation Details: Foundation Concrete Perimeter

Heating: Central

Interior Features: Built In Features, Cathedral Ceiling(S), Ceiling Fans(S), Crown Molding, High Ceiling(S), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(S), Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(S), Walk-In Closet(S), Window Treatments

Property Condition: Property Condition Completed

Roof: Roof Metal

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Utilities:

Electric: []

Sewer: Sewer Public Sewer

Utilities: Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Water Connected

WaterSource: Water Source Public

Tax:

Parcel Number: 00007460000000

Tax Legal Description: Kw Pt Lot 3 Sqr 45 G36-487/88 Or80-390/91 Or459-595/96 Or1479-1601/02 Or1740-1862 Or2406-1715/21 Or2547-1508/09 Or2692-262/64 Or2724-2495/97 Or2894-518/20

Zoning: Hnc-2

Location:

Subdivision Name: KEY WEST SQUARE 45

MLS Area Major: 33040 - Key West

Score:

-key west-for-sale-1006 & 1008 fleming, key west, fl 33040-STELLT3491044

Mortgage All cash

Monthly expenses $39,029

Property Tax $1,922

HOA Fee $0

Homeowners Insurance $1,547

Due at Close $5,597,000

List price $5,800,000

Closing costs $87,000

beycome Pre-paid title: $99Discover Title Services

beycome Credit Est. $116K

Disclaimer

Based on information submitted to the MLS GRID as of Mar 27, 2026 at 05:44am EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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