Search

1223 Margaret Street 4, Key West, FL 33040

$2,799,000
Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 2,412 Lot Size (sq. ft.): 3,292 Status: Active
Current Price: $2,799,000 List Date: 12/10/2025 Last Modified: 4/27/2026

Overview

Description

GORGEOUS Old Town Key West Luxury EXCELLENT VACATION RENTAL! Large 3 Story Single Family Home with Pool, Guest Cottage & Off Street Parking! Sleeps 10 people! Escape to paradise in this exquisite 2412sf 3 story home located in Old Town Key West close to 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. 2 master suites, 1 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 he ...

Listing Details MLS# 617658

Location, Tax & Legal

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
KW Neighborhood
Old Town-S of Truman
Unit #
4
City
KEY WEST
Mile Marker
1
Marathon Neighborhood
N/A
Senior Community YN
No
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

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
No
Species List
No

General Property Description

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

Association Info

Mandatory Home Owners Asc
Yes
1st Right of Refusal
No
Assoc Approval Req
No
Association Fee $
400
Assoc/Mnt Fee Per
Yearly

License Info

# of City License
Yes
# of County License
Yes
Non Trans Rntl Lic
Yes

More Information

Building Style

Above Flood
Yes
Stories
3 Stories

Vehicle Storage

Car(s)
2
Guest Parking
Yes
Off Street Parking
Yes

Specialty Rooms

Guest/Servant Qtrs
Legal
Other
Yes

Pool Info

Heated
Yes
In Ground
Yes
Concrete
Yes
Decked
Yes

Remarks & Misc

Remarks – Consumer
GORGEOUS Old Town Key West Luxury EXCELLENT VACATION RENTAL! Large 3 Story Single Family Home with Pool, Guest Cottage & Off Street Parking! Sleeps 10 people! Escape to paradise in this exquisite 2412sf 3 story home located in Old Town Key West close to 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. 2 master suites, 1 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. 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. 4 cruiser bikes included for effortless island exploration. 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 1! 1st Floor 720SF 2nd Floor 720SF 3rd Floor 812SF Pool House 160
Directions
White st turn onto United st and home on corner of United and Margaret

Fee Includes

Other
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Wall/Window Unit(s)
Yes

Heating

Electric
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Tile
Yes
Wood
Yes

Interior Features

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

Property Condition

Updated/Remodeled
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Sliding Glass Doors
Yes

Construction

Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes
VA
Yes

Utilities

Elect Separate Meter
Yes
FKAA
Yes
Municipal Sewer
Yes
Water Separate Meter
Yes

Porch/Balcony

Open Porch/Balcony
Yes

Title

Negotiable
Yes

Exterior Features

Detached Guest Qtrs
Yes
Fencing
Yes
Lighting
Yes
Privacy Wall/Fence
Yes
Water Display
Yes

Pre-Wired

Cable
Yes

Roof

Metal Roof
Yes

Shutters

Other
Yes

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: April - 27 - 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.