$2,799,000
 $15,026 est/mo Sourced by Back At You

1223 Margaret Street 4,KEY WEST, FL 33040

KEY WEST, FL 33040

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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

Details

MLS #617658
Listing TypeFor Sale
StyleHouse
HOA Dues$400
Sub-TypeResale
StatusActive
Year1999
Days On Site255
Listing Provided ByBerkshire Hathaway HomeServices Knight & Gardner Realty | Stacey Nash Pillari

Features

Bed(s)4
Bath(s) 5 Total
SQ Feet2,412
PoolYes
ZoningHMDR - Historic Medium Density R
Acreage0.08
Water FrontNone
Property ViewNo Waterview

Taxes

Property13647

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameKey West Investment Co Sub (1.0)
Listing VS Median (in Key West Investment Co Sub (1.0))
Price:
$2,799,000
low | high
Med:
$2,799,000
50% of Average
sqft:
2,412
low | high
Med:
2,412
50% of Average
$ / sqft:
$1,160
low | high
Med:
$1,160
50% of Average
On site:
255
low | high
Med:
255
100% of Average
Sourced by Back At You

Market Activity 33040

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Learn More About This Property

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameKey West Investment Co Sub (1.0)
Listing VS Median (in Key West Investment Co Sub (1.0))
Price:
$2,799,000
low | high
Med:
$2,799,000
50% of Average
sqft:
2,412
low | high
Med:
2,412
50% of Average
$ / sqft:
$1,160
low | high
Med:
$1,160
50% of Average
On site:
255
low | high
Med:
255
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $2.99M - $3.498M
sqft: 1,500 - 3,000
Listing Updated: May 21, 2026 at 5:41:53 PM PDT