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$1,195,000
2309 Flagler Avenue
Key West, FL 33040
MLS# 619530
3 beds  |  2 baths  |  1720 sqft


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Property Description
Midtown Jewel on Flagler Avenue! This lovely Mid-century modern home is nestled within a private tropical oasis on an oversized 7,500 sq. ft. lot, offering the perfect blend of architectural character and serene island living. Expansive glass walls and approximately 64 feet of floor-to-ceiling sliders and windows create a greenhouse-like ambiance, filling the home with natural light and showcasing breathtaking views of the lush, mature gardens from nearly every room. The thoughtfully designed three-bedroom, two-bath layout centers around a striking kitchen featuring Macassar Ebony cabinetry, black granite countertops, GE Monogram stainless steel appliances, and a sleek floating island--ideal for both everyday living and entertaining. Concrete floors complement the home's clean, modern aesthetic, while tiled and multi-level living spaces add depth and interest throughout. Step outside to a beautifully curated landscape with crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and verdant plantings. The fully fenced grounds offer exceptional privacy, enhanced by a gated drive with off-street parking for two vehicles. An outdoor bar and multiple entertaining areas make this property perfect for hosting, with ample space to add a generous pool if desired. Additional features include a newly installed central air system, accordion hurricane shutters, abundant storage, and a versatile third bedroom ideal for a nursery, office, studio, or home gym. Located just a short bike ride from Old Town, this well loved home is a rare opportunity to own a true tropical retreat in one of Key West's most desirable Midtown locations.

Details
Maps
Contract Information
Listing Board: Key West Association
Current Price: $1,195,000
Listing Date: 2026-04-16
List Price: $1,195,000
Location, Tax & Legal
KW Neighborhood: Midtown East
City: KEY WEST
Mile Marker: 3
Marathon Neighborhood: N/A
Side: Median
Flood Zone: AE
Alternate Key #: 1046141
Parcel #: 00045560-000000
Zoning: SF - Single Family
Deed Restrictions: Unknown
Legal: KW KW REALTY COS FIRST SUB PB1-43 ALL LOT 2 PT LOT 3 SQR 6 TR 21 OR4-461 OR1282-1051 OR2270-722 OR2274-1422 OR2378-1349
Taxes: 6806.41
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 2309
Street Name: Flagler
Street Suffix: Avenue
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Key West Realty Cos Sub (3.0)
Area: 03 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot Size: 75 X 100
Lot SqFt: 7500
Pool: No
Total Units: 0
Acres: 0.17
SqFt Source: Property Data Card
Rentals Allowed: Yes
Style: Single Family
Year Built: 1953
Living Apx SqFt: 1720
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: Midtown Jewel on Flagler Avenue! This lovely Mid-century modern home is nestled within a private tropical oasis on an oversized 7,500 sq. ft. lot, offering the perfect blend of architectural character and serene island living. Expansive glass walls and approximately 64 feet of floor-to-ceiling sliders and windows create a greenhouse-like ambiance, filling the home with natural light and showcasing breathtaking views of the lush, mature gardens from nearly every room. The thoughtfully designed three-bedroom, two-bath layout centers around a striking kitchen featuring Macassar Ebony cabinetry, black granite countertops, GE Monogram stainless steel appliances, and a sleek floating island--ideal for both everyday living and entertaining. Concrete floors complement the home's clean, modern aesthetic, while tiled and multi-level living spaces add depth and interest throughout. Step outside to a beautifully curated landscape with crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and verdant plantings. The fully fenced grounds offer exceptional privacy, enhanced by a gated drive with off-street parking for two vehicles. An outdoor bar and multiple entertaining areas make this property perfect for hosting, with ample space to add a generous pool if desired. Additional features include a newly installed central air system, accordion hurricane shutters, abundant storage, and a versatile third bedroom ideal for a nursery, office, studio, or home gym. Located just a short bike ride from Old Town, this well loved home is a rare opportunity to own a true tropical retreat in one of Key West's most desirable Midtown locations.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Washer: 1
Pets
Pets Allowed: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Building Style
Above Flood: Unknown
Windows/Doors
Sliding Glass Doors: 1
Vehicle Storage
Off Street Parking: 1
Construction
CBS: 1
Land Size
Less Than 1/4 Acre: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: None
Waterview: No Waterview
Dockage: None
Vehicle Storage: Off Street Parking
Utilities: FKAA; Municipal Sewer
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Refrigerator; Washer
Construction: CBS
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre

Listing Office: Truman & Co. (KW)

Last Updated: April - 16 - 2026

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