Discover your own private oasis in the heart of Key West! This spacious 4BR/3BA two-story home offers over 2,200 sq ft of living space designed for both relaxation and entertaining. Located in desirable Midtown, just minutes from the Casa Marina, Higgs Beach, and White Street Pier, you'll enjoy the perfect balance of island living and everyday convenience.Step inside to find an open floor plan with multiple living and dining areas, a modern kitchen with stainless steel appliances and wine cooler, and flexible spaces ideal for guests or family. The home's layout includes two bedrooms on each level, providing privacy and options for hosting or working from home.Outside, the resort-style backyard is the true highlight: a heated pool with expansive deck, surrounded by lush tropical landscaping and tall privacy fencing. Enjoy the covered lanai for dining al fresco, rinse off in the outdoor shower after a day at the beach, or simply unwind in the shade of palm trees. This fully fenced property is perfect for both peaceful relaxation and lively gatherings.Additional features include off-street parking for 2-3 vehicles, central air, laundry room, ceiling fans, and negotiable furnishings. With a 30-day minimum rental allowance, this property also offers excellent potential as a vacation rental or investment. Whether you're seeking a year-round residence, second home, or income-producing property, 1223 Flagler Avenue delivers the best of Key West living with comfort, charm, and convenience.
Sold for $1,550,000 on 11/04/25
$1,550,000
1223 Flagler Ave, Key West, FL 33040
4beds
2,260sqft
Single Family Residence
Built in 1958
4,356 Square Feet Lot
$1,549,600 Zestimate®
$686/sqft
$6,902 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: November 04, 2025 at 07:59am
Listed by:
Jose Wenzel, PA 305-395-1381,
Preferred Properties (KW),
Philip Lawrence Lavoie 317-292-4423,
Preferred Properties (KW)
Bought with:
outside mls - FKBR
Outside Of MLS - FKBR
Source: FLKMLS,MLS#: 616436
Originating MLS: Key West Association
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Stainless Steel Appliance(s), Wine Cooler, Microwave, Oven, Refrigerator, Dishwasher, Dryer
Features
- Bar, Split Bedroom
- Flooring: Tile, Carpet, Wood
- Windows: Drapes/Blinds Incl, Window Treatments, Jalousie Windows
Interior area
- Total interior livable area: 2,260 sqft
Property
Parking
- Total spaces: 2
- Parking features: Off Street, Covered
Features
- Levels: Two
- Stories: 2
- Patio & porch: Open Porch/Balcony, Deck
- Exterior features: Outdoor Shower
- Has private pool: Yes
- Pool features: In Ground, Decked
- Fencing: Privacy
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 4,356 sqft
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00040490000000
- Zoning: SF
- Zoning description: Single Family
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
- Roof: Metal
Condition
- Year built: 1958
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Cable Connected
Community & neighborhood
Security
- Security features: Smoke Detector(s), No Security
Location
- Region: Key West
- Subdivision: Tropical Bldt & Investment Co Sub (2.0)
HOA & financial
HOA
- Has HOA: No
- Services included: None
Other
Other facts
- Listing terms: No Seller Finance,FHA,Conventional,Cash
Sell for more on Zillow
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$1,549,600
2% more+$30,992
With Zillow Showcase(estimated)$1,580,592