Great duplex on upper Eagle Avenue. Currently, long-term renter in back cottage. Main house is a complete renovation project. This property can also be purchased with the vacant lot next door (3705 Eagle). See MLS #608559. Seller is an active agent.

Turn-Key, Fully Renovated Duplex in Prime Mid-Town Key West .This exceptional property offers flexibility for use as a vacation home, primary residence, or investment opportunity with a high ROI. Conveniently situated along the dedicated cross-town bike trail, this duplex is a proven income generator, with detailed financial records available. Currently, 2513A (front unit) has been rented units long-term at $4,200 per month, set to expire in October 2025. The back unit lease recently expired but has historically rented long-term at $4,200. The duplex is also eligible for use as an Airbnb, as both units hold Key Wests required 28-day rental licenses. The property features two mirrored units, each comprising two bedrooms and one bath (4 bedrooms and two baths in total). Renovated extensively in 2020/2021, upgrades include hurricane impact windows, new AC units, a newer roof with solar-powered attic fans, and updated plumbing with PVC replacing all cast iron drain lines, installed in 2021. This meticulously updated duplex offers both modern comfort and strategic investment potential.

This centrally located duplex presents an enticing investment opportunity with its convenient amenities and income potential. Offering privacy with a fenced yard on a 5,000 Sq. Ft. lot, the property boasts two 2-bedroom, 1-bathroom units with modern updates throughout, including individual laundry facilities. Whether you choose to live in one unit while renting out the other or lease both sides for maximum income, this duplex provides flexibility and a promising return on investment in a prime location close to various amenities.

Located in Key Wests Casa Marina District on a quiet one-way street and just 2 blocks from the beach, 1304 Elizabeth Street presents a unique opportunity for those looking to take on a full-scale renovation project. This property is ready for a complete transformation and is perfect for developers, investors, or anyone eager to restore a historic Key West gem.Nestled in the desirable X flood zone and one of the most sought-after neighborhoods, the current layout includes two buildings with three separate units, all awaiting your vision to bring them back to life. The versatile HRO zoning offers flexibility for various investment goals, whether it is a full-time residence or a vacation retreat. Additionally, the neighboring property is also available for purchase, offering the option of an even larger compound. Schedule a viewing today and explore the possibilities to bring new life to this historic property and reimagine its potential..

Classic Conch Cottage Legal Duplex Needing Complete Renovation.Excellent Opportunity to Create Your Own Dream Property in the Heart of Key West. The Cottage Sits Well on the Lot with Room for a Private Pool. Very Good Existing Interior Square Footage to Work With. The Property Abuts The Louisa Street Park, a Very Green Space. Lots of Mature and Specimen Palms Towering in the Rear of the Property with Blue Skies Beyond. MLK Community Pool & Community Center are Adjacent.

Multi-family 2 buildings nestled in one of the most sought-after locations in historic Key West just a block from world famous Duval Street, this charming Old Town property offers the perfect blend of historic character and future potential. Just a short stroll from world-renowned dining, vibrant nightlife, and picturesque parks, this two-unit property is a true island gem. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. Whether youre looking for a primary residence with a detached guest wing, or a versatile income-producing property, this home offers endless possibilities. The first of two units features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full bathroom, and separate living and kitchen areas. A private courtyard separates the first unit from the detached second unit, which includes a kitchenette, living area, two additional bedrooms and 1.5 bathrooms, ideal for guests or rental income. A covered carport provides shaded parking for one vehicle, with additional off-street parking available. Located just a short walk from iconic Duval Street, the Ernest Hemingway House, the historic Key West Lighthouse, Truman Waterfront Park, and the tranquil shores of Fort Zachary Taylor State Park, this Old Town retreat offers an unparalleled Key West lifestyle nestled in a prime location. With endless dining, entertainment, and cultural attractions nearby, this property is the perfect blend of convenience and charm. Dont miss this rare opportunity to own a piece of Old Town Key West; properties like this dont last long!

Income producing opportunity close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home or multi-family that is like no other, youve found it in this charming and eclectic, restored, Conch home The restoration brought out the best blend of history, island flavor, comfort and useful design. Move right in. Everything is up to current code with new impact-rated windows and doors, new metal roof, and re-built foundations. The 2 bedroom, 2 bath main house with extra rooms has new, wood flooring, closets in every bedroom, lofts for extra sleeping or storage and a large, eat-in kitchen with lots of cabinetry. The main house has a welcoming and covered front porch plus 2 more porches off either end of the kitchen. The detached 1 bedroom, 1 bath cottage in the rear of the property is also beautifully renovated and furnished and has 2 porches. It is a legal rental allowing minimum 28-day rental periods. The third building is an historic structure that was once a beloved neighborhood variety store. It has also been restored and includes a half bath and studio/creative space with a beautiful cedar ceiling. Theres an outdoor shower attached to this building.Drive right in to your off-street parking spot that will double as a patio for a party. Youll find rain barrels at the downspouts of the new gutter system. Theres a mature mango tree, an egg fruit tree, a papaya plant, a hog plum tree and several banana palms. An herb garden is located outside of the kitchen next to the barbecue patio. The landscaping evokes a beach feeling with rock and seashells, a hammock and of course tropical plants making it ideal for beautiful, garden gatherings.

Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24. When you are sitting on your front porch its hard to believe that you are in between the two busiest streets as Julia street is a really quiet and cute street! Dont miss out on this great opportunity!

Historic diamond in the rough. Bring your vision and offers! Great location in old town across from Bayview Park. Legal duplex but can easily be used as a single-family residence. 2/1 downstairs and 1/1 upstairs. Separate water and electric meters. Nice size yard with room for a pool. Off street parking and in the X flood zone too.

LEGAL DUPLEXLocated in one of Key Wests most popular family neighborhoods.Discover the epitome of luxury living in this pristine property, featuring a two-bedroom, two-bath main home and a legal one-bedroom, one-bath accessory unit perfect for extra rental income. The main house is separated from the second house by a fence for added privacy. Every corner of this home showcases high-end finishes and meticulous attention to detail. The kitchen contains granite countertops, and top of the line appliances. The master en suite boasts glass doors that open to a stunning yard, complete with an outdoor shower and plenty of space for your dream pool. The beautifully landscaped yard offers a serene setting for both relaxation and entertaining.This home offers off-street parking, a spacious garage, and plenty of storage space, making it perfect for storing all your tools, toys, and more. Each unit enjoys its own electric meter, gas (guest unit), laundry facilities, and privacy. This home is packed with upgrades, including Grohe fixtures, solar panels, an on-demand water heater, a five-zone irrigation system, updated plumbing, and central air conditioning. Its truly move-in ready and located in a great area thats easy to see!

Price Reduced, Owners motivated! This triplex is situated in a prime area of Old Town, just three blocks away from Duval Street. It presents an attractive investment opportunity with its three separate units, offering potential for rental income, extended family stays, or versatile usage. Constructed from concrete blocks in 1979, this propertys main unit is currently occupied by the owners, who benefit from consistent rental earnings from the other two units, frequented by repeat monthly guests. Unit A comprises two bedrooms and one bath, spanning 768 sq. ft., while Units B and C are one-bedroom, one-bath units with 528 and 564 sq. ft. each. Each unit features its own laundry facilities and a private outdoor patio area perfect for relaxation. Additional conveniences include on-site parking and storage. The propertys strategic location, mere minutes from Duval Street, restaurants, bars, beaches, historical landmarks and waterfront attractions, enhances its appeal as a multi-unit investment. Take the opportunity to explore this property today and envision its myriad possibilities!

Welcome to 1409 4th Street - an exceptional 4-bedroom, 3-bathroom compound that is a LEGAL DUPLEX. The main home spans 2004 square feet with 2 bedrooms and 2 bathrooms, offering expansive living areas and a spacious kitchen with potential to add a third bedroom. Adjacent is a separate 2-bedroom, 1-bathroom home that would make for an ideal guest house or income producing rental.The homes sit on a large 10,000 sq. foot corner lot in the desirable and very convenient midtown area. Outdoor entertaining opportunities are limitless in the large, low maintenance yard that features a pool area just steps from the kitchen. Tucked away there is a tranquil garden with an avocado tree that provides a perfect hidden retreat.Dont miss out on owning one of Key Wests most versatile properties!

Rare opportunity to purchase 3705 Eagle (lot) and 3711 Eagle (duplex). 12,000 total lot sq footage with plans in place and build-back letter from the city of Key West. Also available to purchase separately. 3711 Eagle is a legal duplex. See MLS #608555 for duplex listing, alone. See MLS #608556 for vacant lot, alone. Seller is an active agent.

Prime Old Town Multi-Use PropertyThis unique property on Truman Ave features five legal long-term rental apartments, ideal for steady income or employee housing. Unit 101, a CBS building, may be converted for commercial use (buyer to verify), provided the residential units remain onsite, offering valuable flexibility in Key Wests transient receivership zone.With eight bedrooms, five bathrooms, and a current monthly rental income of $11,650, this property combines income-producing apartments with potential commercial space in a prime Key West location and X flood zone. An excellent investment opportunity in the heart of Old Town.

This charming three-unit property at 808 Fleming Street represents an exceptional investment in one of Key Wests most desirable neighborhoods. Located in the historic Old Town district, this versatile building offers multiple revenue streams and tremendous potential for savvy investors.This property is ideal for investors or multi-family living. With separate electric and water meters for each unit, management is effortless and efficient.Property Features:Downstairs Unit: A spacious 984 sq. ft. living area, perfect for an owners residence or premium rental unit. Its open layout offers flexibility and comfort.Upstairs Units: Two additional units occupy 1,019 sq. ft. of living space, providing privacy, comfort, and excellent rental potential.Outdoor Living:Island living comes alive with this propertys inviting front porch and expansive front balcony, perfect for enjoying the tropical breezes. The private backyard includes a 22 x 18 wooden deck and an additional 22 x 23-yard area, offering endless possibilities for entertaining, relaxation, or further enhancements. An unused 11 x 6 cistern adds a touch of Key West history and utility to this unique property.Prime Location:Centrally located, this property provides easy access to Key Wests vibrant dining, shopping, and world-famous nightlife. Tenants and residents will enjoy the best of island life, with the perfect balance of convenience and tranquility in a sought-after neighborhood.Endless Potential:This multi-unit property offers endless possibilities--generate strong rental income, create a multi-generational living arrangement, or craft your dream Key West retreat. With its combination of private utilities, multiple spaces, and outdoor amenities, this property is ready to fulfill your vision.Call today

HUGE PRICE ADJUSTMENT - Now $2m. This is not a property to be missed! Prestigious Johnson Street LEGAL TRIPLEX, just four blocks from beach and the White Street Pier. Live your best lifein this wonderful neighborhood. Peaceful and quiet, it is only 3/4 mile to downtown Duval action. This property sits on an enormous corner (double) lot, walled in for privacy, it encompasses over 8600 square feet. Off-street parking for 5+ vehicles (no permit required), mature trees, lush grass and flowering shrubs abound. Two entry gates AND electronic gate for inside vehicle parking.This is a MONEY MAKER with a huge 1 bedroom home downstairs(space to create an additional bedroom), multiple living areas, Chefs kitchen with gas range, granite counters, SS appliances, breakfast bar, undercabinet lighting, soft close drawers. Enjoy views of the pool from every room. TWO 1-bedroom/1-bath apartments upstairs, approx 550-600 SF each. All units have been renovated and windows are impact rated. Each unit is separated for privacy and has their own access stairs and balcony plus grassy outside areas to enjoy. The crowning jewel of this property is the 16 x 32 foot heated, saltwater pool and spa with waterfalls. It is glorious and one of the largest Ive seen in town. An expansive side yard sits next to the pool offering plenty of room for outside play, pets and gatherings, perhaps even a pool house, outdoor kitchen & living! Come see for yourself why this home is so spectacular. It doesnt need a thing except you! Rent out all three units or rent out two and keep one for yourself! All of these units can be rented long term or by the month. This fabulous 2436 sf homewill be gone soon at this new price.

Triplex investment property! Prime location only 1 block from the historic Key West seaport and 2 blocks from Duval St. The downstairs offers 2 units which include a 1/1 with kitchenette and a 1/1 with full kitchen. Enjoy the front porch facing Caroline St. or spend a lazy afternoon lounging by the dip pool in the backyard. Ascend the gorgeous wooden staircase to the upstairs unit which includes the 2nd and 3rd floors and has many features reminiscent of an old ship accented by beautifully detailed wood trim. This 2/3 unit includes hardwood floors, stained glass details, a loft/office, a front porch for relaxing, a small back porch overlooking the pool, and a unique widows walk where you can enjoy a bit of privacy in the treetops. The kitchen includes a built-in water filtration system, the master bedroom is a generous size, and youll find storage galore throughout the home with built-ins, nooks, and crannies. This historic home has high ceilings throughout, and the windows (except skylights) are hurricane rated. The owners currently live in the upstairs unit and use the first-floor units as monthly vacation rentals. Any of the units could be used as long-term rentals, or the property could potentially be converted into an up/down duplex or returned to its original configuration as a single-family home. Enjoy the close proximity to all the amenities this great location offers in Old Town. This historic gem is awaiting your vision.

Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise.Enjoy the large inviting pool and well-maintained grounds, all just minutes from downtown Key West. Whether youre looking for a lucrative rental property or a versatile family compound, this unique property is a perfect choice. Dont miss your chance to own this gem in the heart of Key West! Prime Corner Lot enjoy the benefits of a corner lot with enhanced privacy and curb appeal.The property has ample parking and features a three-vehicle covered carport, along with additional off-street parking that can accommodate your boat or RV.The layout and landscaping provide a sense of seclusion, ensuring a comfortable living experience for tenants.This multi-family property is a rare find, combining practicality, privacy, and profitability. Dont miss out on this outstanding investment opportunity!

Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys. Dont miss your chance to seize this investment gem in the heart of Old Town Key West. Schedule a viewing today and make your mark on the vibrant landscape of Key West real estate!