Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 3-bedroom, 2-bathroom single family at 2309 Flagler Avenue in Key West, FL is listed for $1,195,000 ($695 per sqft). Built in 1953, the home offers 1,720 sqft of living space on a 0.17 acres lot.

Agent 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.

Key Features

  • Built in 1953
  • 0.17 acre lot

Property Details

2 full
1953

Amenities

View

Monthly Cost Estimate

$6,391/mo

20% down · 6.5% · 30 years

Principal$864
Interest$5,178
Insurance$349

Estimates only. Actual payments may vary.

Location

2309 Flagler Avenue

Key West, FL 33040

Key West Realty Cos Sub (3.0)

Property Details

Construction

CBS

Views

Water

Parking

Off Street

Appliances

WasherDryerDishwasherRefrigeratorOvenMicrowaveDisposalFreezer

Questions & Answers

This 3-bedroom, 2-bathroom single family at 2309 Flagler Avenue is listed at $1,195,000 ($695/sqft). The estimated monthly payment is $5,178 based on 20% down at 6.5% interest.

Key features include: Built in 1953, 0.17 acre lot.

This property is listed by Jennifer M Newman and can be reached at 3236005678 or jennifer@jennifernewman.org.

JN

Jennifer M Newman

Agent at Truman & Co. (KW)

(323) 600-5678

Listed by Truman & Co. (KW) · View on Broker Site

MLS# 619530· Source: listhub· Updated 46 days ago

Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

2309 Flagler Avenue, Key West, FL 33040

Open this listing in: