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1223 Margaret Street 4, Key West, FL 33040
$2,849,000
Property Type:
Residential
Bedrooms:
4
Baths:
5
Square Footage:
2,412
Lot Size (sq. ft.):
3,292
Status:
Active
Current Price:
$2,849,000
List Date:
12/10/2025
Last Modified:
4/09/2026
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 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
More Information MLS# 617658
Contract Information
Current Price: $2,849,000
Listing Date: 2025-12-10
Listing Board: Key West Association
List Price: $2,849,000
As is Rght to Inspct: No
Species List: No
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
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Condo
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: 1
Total Baths: 5
Rentals Allowed: With Restrictions
Min Rental Days: 28
Status Change Info
Status: Active
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: 1
# of County License: 1
Building Style
Above Flood: Yes
Stories: 3 Stories
Vehicle Storage
Car(s): 2
Specialty Rooms
Guest/Servant Qtrs: Legal
Pool Info
Heated: 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 - 09 - 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.
