List Price
decreased
from $887,000
to $869,000
2
Beds
3
Baths
1,357
Sq Ft
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
Listing By: Michelle Blades - Realty Executives Florida Keys Old Town 
- MLS# 614601
- Date Listed04/11/2025
- Days on Realty 236 Days
- Bedrooms 2
- Bathrooms 2 Full baths, 1 Half baths
- Lot Size -
- Sewer Public Sewer
- Subdivision New Town - Unlisted (2.0)
- County Monroe
- Year Built 2006
- Square Feet 1,357 sq. ft
- Price Per Sq. Ft $640.38
Exterior / Lot Features
- Exterior Storage
- Roof -
- Lot Size Acres -
- Lot Size SQFT -
- Lot Features Waterfront
Financial Considerations
- HOA Fee $4,375 Monthly
- Tax Amount $7,161
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Sales & Tax History
Source: Public Records
Population & Environment
Source: Sperling's Best Places
40/100
Car-Dependent
Walk Score ®
24/100
Minimal Transit
Transit Score ®
88/100
Very Bikeable
Bike Score ®
Overview
Most errands require a car. It is possible to get on a bus. Biking is convenient for most trips.Transit Summary
2 nearby routes: 2 bus, 0 rail, 0 other
Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 34/100, Transit Score: 10/100, Bike Score: 70/100.
Property Change History
Price Per Square Foot
decreased
from $653.65
to $640.38
Property description updated with
new details
View Changes
Previous 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 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
Updated 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
List Price
decreased
from $911,000
to $887,000
Price Per Square Foot
decreased
from $671.33
to $653.65
Property description updated with
new details
View Changes
Previous 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. 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 resort.
Updated 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 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
Agent added 2 new
photos to the listing
34 →
36 photos
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Frequently Asked Questions for 3841 N Roosevelt Boulevard 415
Source: Realty.com
3841 N Roosevelt Boulevard 415, KEY WEST, FL 33040 is a 1,357 sq. ft. condo listed for sale with 2 bedrooms and 3 bathrooms. Realty.com has 36 photos of this condominium, listed at $869,000. View sales and tax history of condos, use our mortgage calculator and more on Realty.com
Realty.com has 36 photos of 3841 N Roosevelt Boulevard 415.
Our records indicate that 3841 N Roosevelt Boulevard 415 was built in 2006.
The full address for this home is 3841 N Roosevelt Boulevard 415, KEY WEST, FL 33040.
3841 N Roosevelt Boulevard 415 has been listed on Realty.com since Fri April 11, 2025
Most errands require a car. It is possible to get on a bus. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 34/100, Transit Score: 10/100, Bike Score: 70/100.
There are 3 schools assigned to this home. Check out the schools near 3841 N Roosevelt Boulevard 415. Gerald Adams Elementary School (Grades: PK - 5), Lower Keys Academic Connections For Excellence (Grades: 6 - 12), Youthbuild - Florida Keys (Grades: 10 - 13)
Listing provided courtesy of:
Realty Executives Florida Keys Old Town
Listing agent:
Michelle Blades
(tel: 305-394-4750)
(#kwa.ChelleBe)
This content last refreshed on 2025-12-03 09:09:14. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 3841 N Roosevelt Boulevard 415, KEY WEST, FL 33040 : MLS# 614601
