1223 Margaret Street 4, Key West, FL 33040

$2,949,000

Virtual Tour

https://player.vimeo.com/video/1144367968?badge=0&autopause=0&player_id=0&app_id=58479

Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 2,412 Lot Size (sq. ft.): 3,292 Status: Active

Current Price: $2,949,000 List Date: 12/10/2025 Last Modified: 3/02/2026

Description

Turnkey Old Town Key West Luxury Large 3 Story Home! With Pool, Guest Cottage & Off Street Parking! Will make an INCREDIBLE VACATION RENTAL!! Escape to paradise in this exquisite 2412sf 3 story home located in Old Town Key West not far from the Casa Marina area. A rare blend of historic charm and luxury, this fully furnished, turnkey property invites you to live the island dream or step into a ready-to-go monthly vacation rental opportunity. Inside, discover airy open living spaces filled with natural light, high ceilings, and elegant finishes. The kitchen boasts stainless steel appliances, custom cabinetry, and a spacious layout perfect for entertaining. Each of the three bedrooms features a private en-suite bath, with an additional half bath for guests. The primary master suite located on its own floor offers a flexible bonus room—ideal as a 4th bedroom, home office, or private retreat. Step outside to your private resort-style oasis. Lounge by the in-ground concrete heated pool, with hot tub and water fall feature, relax on the front and back porches, or stroll the brick-paved path thru lush tropical landscaping. The property is fully fenced with a white picket fence offering charm and character as well as for privacy. Has an off-street parking spot in the back as well as off street parking in the front and guest parking on the side, a luxury in Old Town. The guest cottage provides a perfect hideaway with its own full bathroom and multifunctional living/bedroom setup perfect for a futon or Murphy bed—ideal for guests, remote work, or rental flexibility. Four cruiser bikes are included for effortless island exploration. Just steps from fine dining, world-class beaches, and vibrant Duval Street, this home delivers the perfect balance of luxury, convenience, and investment potential. Live the ultimate Key West lifestyle—move in, relax, and start earning from day one. 1st Floor 720SF 2nd Floor 720SF 3rd Floor 812SF Pool House 160SF

Open Houses

Saturday, March 07, 11:00 am - 1:00 pm

Sunday, March 08, 2:00 pm - 4:00 pm

More Information MLS# 617658

Contract Information

Listing Board: Key West Association As is Rght to Inspct: No Species List: No Current Price: $2,949,000 Listing Date: 2025-12-10 List Price: $2,949,000

Location, Tax & Legal

KW Neighborhood: Old Town-S of Truman Unit #: 4 City: KEY WEST Mile Marker: 1 Marathon Neighborhood: N/A Side: Median Flood Zone: 0.2 PCT ANNUAL CHANC Alternate Key #: 8929610 Parcel #: 00029650-000104 Zoning: HMDR - Historic Medium Density Residential Deed Restrictions: Unknown Legal: UNIT 4 SECLUDED GARDENS OF KEY WEST A CONDO AND PARKING SPACE 4 OR1583-1176/77 OR2581-411/12 OR2856-1629/32 Taxes: 13647.75 Tax Year: 2024 Pub Sewer HkUp: Yes Street #: 1223 Street Name: Margaret Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Key West Investment Co Sub (1.0) Area: 02 - Key West

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: No Control Depth: 0 Lot SqFt: 3292 Pool: Yes Lot Sqft Source: Property Data Card Total Units: 0 Acres: 0.08 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 28 Style: Single Family Year Built: 1999 Living Apx SqFt: 2412 Total Bedrooms: 4 Full Baths: 4 Half Baths: 1 Total Baths: 5

Remarks & Misc

Remarks – Consumer: Turnkey Old Town Key West Luxury Large 3 Story Home! With Pool, Guest Cottage & Off Street Parking! Will make an INCREDIBLE VACATION RENTAL!! Escape to paradise in this exquisite 2412sf 3 story home located in Old Town Key West not far from the Casa Marina area. A rare blend of historic charm and luxury, this fully furnished, turnkey property invites you to live the island dream or step into a ready-to-go monthly vacation rental opportunity. Inside, discover airy open living spaces filled with natural light, high ceilings, and elegant finishes. The kitchen boasts stainless steel appliances, custom cabinetry, and a spacious layout perfect for entertaining. Each of the three bedrooms features a private en-suite bath, with an additional half bath for guests. The primary master suite located on its own floor offers a flexible bonus room—ideal as a 4th bedroom, home office, or private retreat. Step outside to your private resort-style oasis. Lounge by the in-ground concrete heated pool, with hot tub and water fall feature, relax on the front and back porches, or stroll the brick-paved path thru lush tropical landscaping. The property is fully fenced with a white picket fence offering charm and character as well as for privacy. Has an off-street parking spot in the back as well as off street parking in the front and guest parking on the side, a luxury in Old Town. The guest cottage provides a perfect hideaway with its own full bathroom and multifunctional living/bedroom setup perfect for a futon or Murphy bed—ideal for guests, remote work, or rental flexibility. Four cruiser bikes are included for effortless island exploration. Just steps from fine dining, world-class beaches, and vibrant Duval Street, this home delivers the perfect balance of luxury, convenience, and investment potential. Live the ultimate Key West lifestyle—move in, relax, and start earning from day one. 1st Floor 720SF 2nd Floor 720SF 3rd Floor 812SF Pool House 160SF Directions: White st turn onto United st and home on corner of United and Margaret

Association Info

Mandatory Home Owners Asc: Yes 1st Right of Refusal: No Assoc Approval Req: No Association Fee $: 500 Assoc/Mnt Fee Per: Yearly

License Info

# of City License: 1 # of County License: 1 Non Trans Rntl Lic: 1

Fee Includes

Other: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 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 Central Air: 1 Wall/Window Unit(s): 1

Heating

Electric: 1

Waterfront

None: 1

Waterview

No Waterview: 1

Floor

Tile: 1 Wood: 1

Interior Features

Built-in Cabinets: 1 Entrance Foyer: 1 Smoke Alarms: 1 Split Bedroom: 1 Storage: 1 Window Treatments: 1

Property Condition

Updated/Remodeled: 1

Specialty Rooms

Guest/Servant Qtrs: Legal Other: 1

Building Style

Above Flood: Yes Stories: 3 Stories

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1 Sliding Glass Doors: 1

Vehicle Storage

Car(s): 2 Guest Parking: 1 Off Street Parking: 1

Construction

Frame: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Furnished: 1

Terms

Cash: 1 Conventional: 1 VA: 1

Utilities

Elect Separate Meter: 1 FKAA: 1 Municipal Sewer: 1 Water Separate Meter: 1

Porch/Balcony

Open Porch/Balcony: 1

Title

Negotiable: 1

Exterior Features

Detached Guest Qtrs: 1 Fencing: 1 Lighting: 1 Privacy Wall/Fence: 1 Water Display: 1

Pool Info

In Ground: 1 Heated: Yes Concrete: 1 Decked: 1

Pre-Wired

Cable: 1

Roof

Metal Roof: 1

Shutters

Other: 1

Status Change Info

Status: Active

Property Features

Fee Includes: Other Tax Exemptions: None License Info: Non Trans Rntl Lic Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Vehicle Storage: Guest Parking; Off Street Parking Furnished: Furnished Cooling: Ceiling Fans(s); Central Air; Wall/Window Unit(s) Utilities: Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter Interior Features: Built-in Cabinets; Entrance Foyer; Smoke Alarms; Split Bedroom; Storage; Window Treatments Pre-Wired: Cable Specialty Rooms: Other Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Detached Guest Qtrs; Fencing; Lighting; Privacy Wall/Fence; Water Display Pool Info: In Ground; Concrete; Decked Construction: Frame Shutters: Other Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; VA Title: Negotiable

Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty

Last Updated: March - 02 - 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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