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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$5,000,000
1006 Fleming Street
Key West, FL 33040
MLS# 607936
Status: Closed
4 beds  |  5 baths  |  3304 sqft


MAIN HOUSE BACK SLIDING DOORS OPEN
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MAIN HOUSE BACK SLIDING DOORS OPEN FRONT ENTRANCE GATE CLOSED FRONT ENTRANCE GATE OPEN FRONT OF GUEST HOUSE FRONT PORCH OF GUEST HOUSE 2 CAR OFF STREET PARKING FRONT OF MAIN HOUSE FRONT PORCH FRONT PORCH FRONT PORCH SITTING AREA FRONT PORCH SITTING AREA FRONT PORCH SITTING AREA ENTRANCE MAIN HOUSE MAIN HOUSE LIVING ROOM LIVING ROOM WITH DINING AREA LIVING ROOM WITH 95 INCH TV DINING ROOM LOOKING TOWARDS FRONT DOOR AND KITCHEN 40 FT. OPENING TO POOL 40 FT. OPENING TO POOL BAR LOOKING AT KITCHEN KITCHEN KITCHEN MAIN BEDROOM MAIN BEDROOM MAIN BEDROOM MAIN BEDROOM MASSIVE SHOWER ENSUITE BATHROOM MAIN ENSUITE MAIN ENSUITE MAIN ENSUITE BEDROOM 2 GREAT HOUSE BEDROOM 2 GREAT HOUSE BEDROOM 2 ENSUITE LOOKING AT BACK OF GREAT HOUSE WITH 40FT. DOORS CLOSED 5 FT. DEEP POOL POOL AND REAR DECK LOOKING AT BACK OF GREAT HOUSE WITH 40FT. DOORS OPEN LOOKING AT BACK OF GREAT HOUSE WITH 40FT. DOORS OPEN REAR GUEST COTTAGE BEDROOM 3 REAR GUEST COTTAGE BEDROOM 3 REAR GUEST COTTAGE BEDROOM 3 REAR GUEST COTTAGE ENSUITE WITH OUTDOOR SHOWER REAR COTTAGE BACK DECK REAR COTTAGE BACK DECK AND OUTDOOR SHOWER FRONT GUEST HOUSE KITCHEN FRONT GUEST HOUSE KITCHEN FRONT GUEST HOUSE LIVING ROOM FRONT GUEST HOUSE LIVING ROOM FRONT GUEST HOUSE LIVING ROOM FRONT GUEST HOUSE BEDROOM FRONT GUEST HOUSE BEDROOM AMAZING FRONT GUEST HOUSE ENSUITE

Property Description
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!

Details
Maps
Contract Information
Current Price: $5,000,000
Listing Date: 2023-12-27
Listing Board: Key West Association
Leased Price Monthly: $5,000,000
As is Rght to Inspct: Yes
Location, Tax & Legal
Street #: 1006
Street Name: Fleming
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unrecord (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1938
Lot SqFt: 9108
Lot Sqft Source: Tax Records
Acres: 0.21
Living Apx SqFt: 3304
SqFt Source: Tax Records
Total Bedrooms: 4
Full Baths: 4
Half Baths: 1
Total Baths: 5
Rentals Allowed: With Restrictions
Min Rental Days: 30
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Yes
# Stories: 1 Story
Vehicle Storage
Car(s): 2
Pool Info
Other: Tile, Lighting
Heated: Yes
Status Change Info
Under Contract Date: 2024-02-15
Leased Date: 2024-02-23
Leased Price Monthly: $5,000,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: None
Waterview: No Waterview
Dockage: None
Building Style: Conch
Vehicle Storage: Off Street Parking
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Central Air; Ductless
Heating: Central
Utilities: Cable Available; FKAA; Municipal Sewer; Propane; Whole House Generatr; Other - See Remarks
Interior Features: Cathedral Ceilings; Entrance Foyer; Granite Counter Top; Quartz Countertops; Security System; Smoke Alarms; Split Bedroom; Storage; Walk-in Closet(s); Window Treatments
Pre-Wired: Cable; Surround Sound
Specialty Rooms: Gym; Media Room; Theater Room; Other
Appliances: Dishwasher; Disposal; Dryer; Gas Appliances; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Detached Guest Qtrs; Fencing; Fruit Tree(s); Gazebo; Lighting; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sprinkler System; Water Display
Pool Info: In Ground; Concrete
Construction: Concrete; Frame
Floor: Marble; Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Other Area Features
Security: On Premises System
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Title: Negotiable
Room Information
Room NameLengthLevelWidth
Bedroom 120.00Main19.00
Bedroom 217.00Main17.00
Full Bathroom12.00Main10.00
Dining Room18.00Main10.00
Kitchen10.00Main8.00

Listing Office: Century 21 Executive Team

Last Updated: July - 31 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.


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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)