3841 N Roosevelt Boulevard 415, Key West, FL 33040

$819,000
Property Type: Residential Bedrooms: 2 Baths: 3 Square Footage: 1,357 Status: Active
Current Price: $819,000 List Date: 11/26/2025 Last Modified: 2/11/2026

Description

Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. WITH 50% SELLER FINANCING OFFERED = AN EXCEPTIONAL OPPORTUNITY! Thoughtfully designed as two separate, fully furnished units, this condo offers incredible versatility. Live in the spacious main condo (1074 sq.ft.) while renting out the second studio (282 sq.ft.) through the resort rental program—doing so could even offset your condo fees! Each unit has its private entrance, giving both owner and guest complete independence, privacy, and ease. Its premier lower-level location offers direct access to the pool and is in close proximity to parking, ensuring seamless convenience for both owners and guests. The interiors showcase refined finishes, designer furnishings, and a coastal aesthetic that perfectly captures the Key West lifestyle. Living here means enjoying a full suite of resort-style experiences right at your doorstep. Begin your day with a yoga class by the water or a workout in the fitness studio overlooking the Gulf. Lounge by the expansive waterfront pool or stroll to the private beach and marina, where you can relax in shaded loungers or embark on a sandbar or sunset cruise with on-site excursions. When it's time to dine, enjoy fresh island flavors and elevated cuisine at the resort's acclaimed restaurants. The complimentary downtown shuttle makes exploring Key West effortless, while covered parking, concierge services, and on-site rental management ease every stay or investment. Whether you're soaking in the sun on your private terrace, enjoying the vibrant resort atmosphere, or maximizing income potential through nightly rentals, this property offers a rare chance to own a piece of paradise with all the benefits of a world-class resor

More Information MLS# 614601

Contract Information

Current Price: $819,000 Listing Date: 2025-04-11 Listing Board: Key West Association List Price: $819,000

Location Tax Legal

Street #: 3841 Direction: N Street Name: Roosevelt Street Suffix: Boulevard Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: New Town - Unlisted (2.0) Area: 03 - Key West

General Property Description

Realtor.COM Type: Residential - Condo/Townhouse Style: Condo Waterfront: Yes Control Depth: 3 Unit/Complex: Complex Pool: Yes Year Built: 2006 Living Apx SqFt: 1357 SqFt Source: Property Data Card Total Bedrooms: 2 Full Baths: 2 Half Baths: 1 Total Baths: 3 Rentals Allowed: Yes Min Rental Days: 1

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: Yes 1st Right of Refusal: Yes Association Fee $: 4375 Assoc/Mnt Fee Per: Monthly

License Info

# of City License: 1 # of County License: 1 Transient Rntl Licns: Yes

Building Style

Above Flood: Unknown Stories: 3 Stories

Property Features

Fee Includes: Bldg Exterior Mnt; Building Insurance; Cable; Common Area Mnt; Exterminating; Security; Sewer; Water Tax Exemptions: None Waterfront: Gulf Front; Open Water Waterview: No Waterview Dockage: Dock Privileges; Other Dockage Vehicle Storage: Garage; Assigned Parking; Open Parking Furnished: Furnished Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: FKAA; Municipal Sewer Interior Features: Drapes/Blinds Incl; Elevator; Fire Sprinkler; Granite Counter Top; Smoke Alarms; Storage; Window Treatments Pre-Wired: Cable Appliances: Dishwasher; Disposal; Dryer; Microwave; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Bar; Hot Tub; Lanai; Lighting; Sandy Beach Pool Info: In Ground; Concrete Construction: Concrete Floor: Marble Roof: Concrete Roof Neighborhood Feature: Beach; Manager on Premises; Other Area Features Security: Secured Building Land Size: 5 Less Than 10 Acres
Listing Office: Realty Executives Florida Keys Old Town
Last Updated: February - 11 - 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.