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  • 2309 Flagler Avenue, Key West, FL 33040 (MLS# 619530)

2309 Flagler Avenue, Key West, FL 33040

New Listing
$1,195,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,720 Lot Size (sq. ft.): 7,500 Status: Active
Current Price: $1,195,000 List Date: 4/16/2026 Last Modified: 4/17/2026

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.

Open Houses

Saturday, April 18, 10:30 am - 12:30 pm
Sunday, April 19, 10:30 am - 12:30 pm

More Information MLS# 619530

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 - 17 - 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.

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