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$5,400,000
Key West, FL 33040
MLS# 621215
6 beds | 7 baths | 2993 sqft
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1 / 40
Open House (09/06/2026 - 11:00 am - 2:00 pm)
Property Description
Step back into timeless Key West soul, where leaf-stamped garden paths, sun-dappled outdoor showers, and the gentle trickle of private pool waterfalls create an unforgettable Old Town sanctuary. Hidden behind a classic wooden gate just moments from the Historic Seaport and Duval Street, this compound offers two private, fully equipped homes on a lush 7,796-sq. ft lot, providing the ultimate luxury island retreat or multi-generational estate. Verdant foliage frames the wrap-around front porch of the front cottage, inviting you to sit back and enjoy quintessential island living. Inside, sky-lit vaulted ceilings with exposed wooden beams pour warm sunshine across white-painted walls and rich wood floors. The light-filled layout centers around an enchanting cottage kitchen filled with warmth and timeless charm that flows seamlessly into the living space and guest half bath. Three bedrooms-each featuring its own private ensuite bath-offer exceptional comfort. Floor-to-ceiling glass draws you out to an outdoor dining area and a sparkling heated pool nestled among vibrant gardens. Wander through the botanical grounds to the rear house, a custom-crafted two-story sanctuary built in 2016. Showcasing exquisite Hickory hardwood floors, whitewashed Cypress interior walls, and slate-tiled baths, this home balances coastal elegance with high-end luxury. The chef's kitchen boasts an elite ILVE range and custom cabinetry, flowing into open living quarters that slide open to the backyard oasis. The main floor offers versatile living with a guest suite that double-functions as a private home office with a built-in Murphy bed. Upstairs, a Craftsman staircase leads to a secondary guest suite with an ensuite bath and a sprawling primary retreat, complete with an oversized spa bath and a private balcony overlooking the second heated waterfall pool. Do not miss this rare chance to own one of Old Town's premier dual-home properties, complete with dedicated off-street parking for two cars.
Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Current Price: $5,400,000
Listing Date: 2026-09-04
List Price: $5,400,000
Location, Tax & Legal
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Off Shore Island: No
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Alternate Key #: 1011592
Parcel #: 00011290000000
Zoning: HHDR - Historic High Density Residential
Deed Restrictions: Unknown
Legal: Kw Pt Lots 3 And 4 Sqr 57 A5-159 B2-288 C2-188 Or570-651 Or970-250 Or1401-1383/84 Or1401-1385/86 Or1476-245/47 Or1476-24
Taxes: 27256.34
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 613
Street Name: Margaret
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
Waterfront: No
Control Depth: 0
Lot SqFt: 7796
Pool: Yes
Lot Sqft Source: Tax Records
Acres: 0.17
SqFt Source: Appraisal
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1900
Living Apx SqFt: 2993
Total Bedrooms: 6
Full Baths: 6
Half Baths: 1
Total Baths: 7
Remarks & Misc
Remarks – Consumer: Step back into timeless Key West soul, where leaf-stamped garden paths, sun-dappled outdoor showers, and the gentle trickle of private pool waterfalls create an unforgettable Old Town sanctuary. Hidden behind a classic wooden gate just moments from the Historic Seaport and Duval Street, this compound offers two private, fully equipped homes on a lush 7,796-sq. ft lot, providing the ultimate luxury island retreat or multi-generational estate. Verdant foliage frames the wrap-around front porch of the front cottage, inviting you to sit back and enjoy quintessential island living. Inside, sky-lit vaulted ceilings with exposed wooden beams pour warm sunshine across white-painted walls and rich wood floors. The light-filled layout centers around an enchanting cottage kitchen filled with warmth and timeless charm that flows seamlessly into the living space and guest half bath. Three bedrooms-each featuring its own private ensuite bath-offer exceptional comfort. Floor-to-ceiling glass draws you out to an outdoor dining area and a sparkling heated pool nestled among vibrant gardens. Wander through the botanical grounds to the rear house, a custom-crafted two-story sanctuary built in 2016. Showcasing exquisite Hickory hardwood floors, whitewashed Cypress interior walls, and slate-tiled baths, this home balances coastal elegance with high-end luxury. The chef's kitchen boasts an elite ILVE range and custom cabinetry, flowing into open living quarters that slide open to the backyard oasis. The main floor offers versatile living with a guest suite that double-functions as a private home office with a built-in Murphy bed. Upstairs, a Craftsman staircase leads to a secondary guest suite with an ensuite bath and a sprawling primary retreat, complete with an oversized spa bath and a private balcony overlooking the second heated waterfall pool. Do not miss this rare chance to own one of Old Town's premier dual-home properties, complete with dedicated off-street parking for two cars.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
License Info
# of City License: 2
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Gas Appliances: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Ductless: 1
Wall/Window Unit(s): 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Tile: 1
Wood: 1
Interior Features
Built-in Cabinets: 1
Cathedral Ceilings: 1
Dade County Pine: 1
Pantry: 1
Quartz Countertops: 1
Security System: 1
Sky Light(s): 1
Storage: 1
Walk-in Closet(s): 1
Property Condition
Updated/Remodeled: 1
Building Style
Above Flood: Unknown
Conch: 1
Stories: 2 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Single Hung Windows: 1
Sliding Glass Doors: 1
Vehicle Storage
Car(s): 2
Off Street Parking: 1
Construction
Combo Construction: 1
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Furnished: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Title
Negotiable: 1
Exterior Features
Fencing: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Rain Gutters: 1
Shed: 1
Storage: 1
Pool Info
In Ground: 1
Heated: Yes
Decked: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Financial Status
Standard Sale: Yes
Shutters
Bahama: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Building Style: Conch
Vehicle Storage: Off Street Parking
Furnished: Furnished
Cooling: Ceiling Fans(s); Ductless; Wall/Window Unit(s)
Utilities: FKAA; Municipal Sewer; Propane
Interior Features: Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Pantry; Quartz Countertops; Security System; Sky Light(s); Storage; Walk-in Closet(s)
Pre-Wired: Cable
Appliances: Dishwasher; Dryer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Fencing; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Shed; Storage
Pool Info: In Ground; Decked
Construction: Combo Construction; Frame
Shutters: Bahama
Floor: Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Title: Negotiable
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: September - 04 - 2026
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