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

2309 Flagler Avenue, Key West, FL 33040

$1,195,000

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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: 4/24/2026

Overview

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 th ... (Read more)

Listing Details MLS# 619530

Location, Tax & Legal

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
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

Contract Information

Listing Board: Key West Association

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: No
Year Built: 1953
Lot SqFt: 7500
Acres: 0.17
Living Apx SqFt: 1720
SqFt Source: Property Data Card
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Rentals Allowed: Yes
Control Depth: 0
Total Units: 0

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0

Building Style

Above Flood: Unknown

More Information

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.

Fee Includes

None: Yes

Dockage

None: Yes

Tax Exemptions

Homestead: Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Freezer: Yes
Microwave: Yes
Oven: Yes
Refrigerator: Yes
Washer: Yes

Pets

Pets Allowed: Yes

Waterfront

None: Yes

Waterview

No Waterview: Yes

Windows/Doors

Sliding Glass Doors: Yes

Vehicle Storage

Off Street Parking: Yes

Construction

CBS: Yes

Land Size

Less Than 1/4 Acre: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes

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 - 24 - 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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