Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood.Upon entering, youre greeted by a bright and inviting family room bathed in natural light--an ideal space for intimate conversations and gatherings. The main floor features a spacious primary en-suite bedroom with king-size accommodations, accentuated by Dade County pine walls and a thoughtfully designed bath with dual sinks, a tub/shower combination, and a separate pedestal sink room.The inviting dining area comfortably seats six and offers an option for outdoor dining on the lanai, creating an authentic island experience. The lanai, complete with a vaulted ceiling and tropical fan, serves as an excellent gathering spot for family and friends. The kitchen features a convenient breakfast bar for four, stainless steel appliances, white quartz countertops, and a vaulted shiplap-style ceiling. French doors lead to a private pool area where you can relax in the heated pool, surrounded by lush tropical landscaping.Ascend the beautiful wrap-around staircase to discover two additional queen bedrooms on the second floor, each featuring unique elements such as barn doors, vaulted ceilings, and ceiling fans. The shared bathroom includes a vanity sink and tub/shower combination, ensuring comfort for all guests.Located in vibrant Old Town, The Chavez House, is just a short stroll from the allure of Duval Street, the Key West Cemetery, and the Historic Seaport district. With its proven rental history, this Transient ensures the potential for lucrative income and offers a serene escape.Dont miss your chance to own The Chavez House--where historic charm meets modern living. Schedule your showing today!

Welcome to 610 Griffin Lane, a charming Key West style compound perfectly blending modern elegance with island character. Tucked away on a quiet lane in the coveted Old Town area, this unique property offers a rare opportunity for privacy, relaxation, and easy access to the vibrant lifestyle of Key West.This sweet compound features three separate dwellings, all surrounding a serene, brick-paved courtyard. The main home is a beautifully updated 2-bedroom, 2-bath retreat with French doors that open to spacious porches--perfect for morning coffee or evening libations. The open-concept living space includes a stylish kitchen with quartz countertops, stainless steel appliances, and an island with seating. The natural flow from the indoors to the outdoors makes entertaining a breeze.The light-filled first bedroom includes an en-suite bath with a solid-surface vanity, glass walk-in shower, and a private outdoor shower for that true island vibe. The second bedroom boasts vaulted ceilings with transom-style windows and direct access to the cocktail pool and patio through French doors. The second bath is conveniently located just steps away from the pool.The guest cottage, a charming 1-bedroom, 1-bath space, offers a private retreat for guests or the potential for rental income. A third versatile structure provides additional living space, perfect for an art studio, home office, or extra bedroom.Lush and abundant tropical landscaping surrounds the private heated cocktail pool, creating a peaceful oasis. Additional amenities include hardwood floors, vaulted ceilings, a generator, and the rare luxury of off-street parking in Old Town. The entire property is fenced, ensuring complete privacy in your personal haven.Situated just a short walk from Key Wests finest restaurants, the best shops, and attractions, these cozy cottages offer a welcoming slice of paradise in one of the most sought-after areas of Key West. Dont miss the chance to call this island retreat yours!

Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience.Adjacent to the property lies a shared community pool, ideal for relaxation and enjoyment. Inside, the main living area boasts exquisite travertine floors, creating a luxurious ambiance. Open the French doors to the composite wood back deck, where outdoor dining, barbecues, and lounging become a daily indulgence.The fully equipped kitchen is a culinary haven, catering to every chefs desires. With one bedroom on the first floor and two bedrooms on the second floor, each with a private bathroom, this home is designed for utmost comfort and privacy.Emphasizing its prime location, this property is just a stones throw from Duval Street, the Key West White House, and the Key West Harbor, all while being nestled within the security of a gated community. Live out your Key West dreams in this exceptional property that epitomizes the essence of island living.

Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by its own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to the stunning nature that surrounds you. The chef in your family will dance with delight in the spacious kitchen built for creating and entertaining with new Sub Zero refrigerator, gas stove, two dishwashers, wine cooler, and ice machine. Each room has been upgraded with impact windows and doors with views of the luscious tropical delights that await you outside from every angle. Currently configured as a three bedroom with an additional spacious office that would easily convert to a fourth bedroom. Master suite privately located in front of the house with a newly renovated master bath that exudes luxury and style. The 12,000 sq. ft. lot encompasses a large thrilling botanical garden full of life with an emphasis on native plants and palms attracting all the local birds and butterflies. A covered pavilion overlooking the 33 pool and spa with a sand walkway that meanders through the tropical plants. A double car garage with built in storage with additional off-street covered parking for three more vehicles to store all the family toys. House is equipped with a generator, lots of storage, separate utility entryway, exterior lighting and irrigation. Book your showing today to see this extraordinary home as you wont be disappointed.

Gorgeous tropical gardens greet you to this enchanting home in the coveted Casa Marina neighborhood. Enjoy a spacious 3 beds/ 2.5 baths with pool and off-street parking. While the home is complete with all the amenities one would expect in an island home the improvements are intentionally simple yet thoughtful to preserve its vintage charm. Through the front door you will be welcomed to a spacious sitting room that can adapt to your personal needs as a generous bonus space. Just past the two guest rooms with shared bath you will find a striking greatroom with soaring 2 story ceiling heights that flood the room with natural light. Enjoy the open yet dedicated dining room and a delightful petite kitchen that overlooks the pool and back gardens. The upstairs is reserved for the primary suite alone and boasts a unique balcony overlooking the great room for a spacious open and airy feel. Thoughtful improvements carry to the outside with low maintenance composite decking, full exterior paint just completed and storage for your extras. Come take a look at this gracious home awaiting someone to adore its thoughtful preservations and authentic charm.

This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

A stunning new renovation transforms this spacious elevated home to a total of 5bd/4ba plus a bonus space and is offered fully furnished with brand new coastal decor. Situated on a spacious corner parcel this home also offers multiple covered patios, maintenance free green space, a large heated pool and covered parking. An open concept floor plan welcomes you to a stunning great room, spacious kitchen overlooking the pool with a pass through window, a gorgeous dining room and a bar for entertaining. This exceptional renovation boasts 3 of the 5 bedrooms with custom ensuite baths and your choice of a master on the main or 2nd floor. This location overlooks the nature preserve and offers two beaches within walking distance with a dedicated pedestrian/exercise path. Enjoy dog park, beachfront dining or tennis/pickleball courts a short stroll away. If you are seeking a beautifully designed luxury home offered turnkey with stunning decor this one cant be beat!

INVESTOR ALERT! Great opportunity to own a 3 unit building centrally located in Key West with off Street parking and plenty of room for a pool. The downstairs front unit is a 2BD/1BA, has an open floor plan with lots of windows allowing for plenty of natural light and a cute front porch. The upstairs unit is a 1BD/1BA and the rear third unit is another 2BD/1BA. The multi unit building sits on a nearly 4,000sf corner lot, consists of 2 structures and has just over 2,000sf of total living space. Located only a few blocks to Duval Street, the beaches, wonderful restaurants and many more of Key West attractions! Tenant occupied, minimum 24 Hour notice to show.

Exquisite mid-century luxury home! Fitting for the pages of noted architectural magazines, the lavish entirely furnished home is a true masterpiece dedicated to high design style. Upon stepping into the dramatic entry, you will be immediately drawn to the spectacular kitchen with sleek accents, a full complement of premium appliances, and soaring ceilings. The main living area is spacious beyond comparison, with glass wall systems on 2 sides of the room opening to the swimming pool, elevated sun deck, and outdoor living room. Perfectly separated from other bedrooms, the master suite is a sumptuous oasis within the home that features a fetching spa like bath with rich finishings. Meticulously designed by landscape and lighting architects, the manicured grounds set a lush tropical backdrop for the 2nd bedroom suite and adjacent private patio. The 3rd bedroom opens onto the swimming pool with an outdoor shower just outside the door. Situated on a large corner lot, the estate is entirely surrounded by a privacy wall with covered parking suitable for a golf cart. Located in the Atlantic Beaches neighborhood of Key West, your choice of several popular beaches, walking and bike paths, pickleball and tennis courts, and the dog park are all nearby for you to enjoy an active island lifestyle.

Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining, with a spacious kitchen boasting a large island, white 42 cabinetry, and high-end appliances. The living area flows seamlessly into the kitchen and beautifully landscaped backyard with a pool and hot tub. A covered deck with fans provides a relaxing spot to enjoy the outdoors, while the fenced yard offers privacy. The second-floor laundry room includes ample cabinet storage, and the home is raised on piers above flood zone, with several private parking spaces. The first-floor primary suite features a walk-in closet and an ensuite with a 5 shower, double sinks, and a separate whirlpool tub. Built to the highest wind load and flood standards, this home is both a sanctuary and a fortress. Enjoy the perfect balance of privacy and convenience, just moments from all that Key West has to offer. Dont miss this rare opportunity to own your dream retreat! One of the owners is a licensed Florida real estate agent.

Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The master bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush tropical landscape, visible from the open kitchen which has accordion hurricane impact windows and a full size hurricane impact pocket door that transforms the inside to outside.

3801 Flagler offers bold and expressive spaces, making it a unique property for those who appreciate modern design and thoughtful details. As the personal home of an architect and a licensed Florida real estate broker, the spirit of this place is a combination of style and function that feels casual and elegant. The property is a large 9,500 SF corner lot with two separate structures. This large lot also affords the opportunity for expansion. The 1000-plus sq ft main house has 18-foot vaulted ceilings, a beautifully designed chefs kitchen, a serene bedroom, a spa-inspired bath, and a concrete and metal stair leading to a versatile loft space. A unique highlight of this home is the oversized, climate-controlled two-car garage, which is perfect for car enthusiasts or those who desire separate space for a home gym, workshop, studio, or other accessory uses. The driveway offers off-street parking for two vehicles. The garage currently houses a restored 1974 Toyota Land Cruiser, available for purchase under separate negotiation. Above the garage, nestled among the treetops, is a 696 SF guest suite with flexible living/office space, a bedroom, a full bath, a coffee bar, and a large walk-in closet. The finished floors are elevated above the FEMA flood zone AE-8, and the recent renovations and additions have created a safe and stylish home that will endure for years to come. The outdoor spaces take advantage of coastal breezes, and the abundance of mature landscaping creates a tropical paradise perfect for pets and play. A two-tiered pool and surrounding deck provide a postcard setting for relaxing, unwinding, or entertaining. The custom corrugated metal and wood shiplap fencing surrounding the property offers privacy, security, and a striking statement that sets the mood for what exists inside. The property is offered turnkey, minus the artwork and owners personal items. Dont miss the opportunity to own this distinctive property. Call for a private showing today.

Embrace the unique opportunity for eco-friendly Key West living, with significantly reduced electric bills. The solar panel system, installed by Salt Air, features 39 high-efficiency solar modules, each delivering 327 watts, for a total capacity of 12.75 kilowatts. Designed for low maintenance, this system is fully covered under warranty for your peace of mind. The system is upgraded to ensure that panels unaffected by shading continue to generate power efficiently. It charges and stores the energy produced, and once fully charged, it sells any excess energy back to Keys Energy. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped kitchen, anchored by a spacious eat-in island, is perfect for intimate dinners or hosting grand soirees.Step into the master bedroom, where sliding doors lead to your tranquil swimming pool and a private ensuite bathroom. Adjacent to the master suite, a convenient half-bath, and a versatile office space that could serve as an additional living space or extension to your master suite. The guest wing includes two bedrooms sharing a bath, along with a charming outside guest cottage complete with a full bathroom--ideal for a guest suite, gym, or art studio.Nestled in the coveted Midtown neighborhood, this home is just a short bike ride from Old Town and mere moments from Higgs Beach and White Street Pier. Dont miss the chance to experience this distinctive Key West gem, where modern luxury and sustainable living

New lower price! Gorgeous move in ready, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just steps from Duval St and one block from the ocean, beach and the Southernmost Point. Priced at $2,675,000 this exquisite property offers a turn- key experience that includes a fully furnished house, in addition a Jeep Unlimited and a 6-person golf cart, making it easy to navigate the island and experience all that Key West has to offer. The ground floor has an inviting open floor plan with plenty of natural light filled rooms wrapped in Dade County pine and glorious flooring that allows for seamless flow between the living spaces, perfect for entertaining guests or simply unwinding after a day of adventure. With high ceilings and top-of-the-line finishes, every detail has been carefully curated to create a space the exudes elegance and comfort. The gourmet kitchen is a chefs dream with high end appliances generous countertops and custom cabinetry. Relax outside in the heated kidney shaped swimming pool surrounded by lush tropical landscaping or enjoy the covered pergola great for dining or shade. The 2nd floor has two double sized bedrooms with a spacious balcony with a glimpse of the ocean and Southernmost House. There is also a marvelous grand foyer with space for a small office. The 3rd floor master suite offers ultimate privacy encompassing the entire third floor which has a huge walk in closet with built in dressers drawers with quartz counters and lots of storage. The lavish master bathroom has a spa shower with a luxury rainfall shower head system. Double marble sink vanities, Vintage reclaimed wood walls and luxury vinyl flooring. While preserving its historic character, this home has been thoughtfully updated with modern amenities. Dont miss this opportunity to own a historic residence in Key Wests highly sought after neighborhood. Call today for your private showing

Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Dont miss the chance to make this extraordinary home yours!

Located in the heart of Key Wests sought-after Old Town, 711 Olivia Street is a stunning fusion of historic charm and modern luxury. This meticulously crafted residence sits on a double private lot surrounded by lush tropical landscaping, showcasing classic Key West architecture with contemporary elegance. Step inside to discover an open layout with high ceilings, premium flooring, and abundant natural light. The spacious living and dining areas flow seamlessly into the outdoors, creating a harmonious indoor-outdoor living experience. At the heart of the home is a gourmet kitchen equipped with high-end appliances, expansive counter space and custom cabinetry--perfect for entertaining. Outside, a private oasis awaits. The backyard features a custom-designed saltwater pool with a waterfall, a spacious deck for lounging and an outdoor kitchen for alfresco dining, making it an ideal space for relaxation or hosting gatherings under the sun or moon. Each bedroom serves as a tranquil retreat. Modern amenities such as a security system, climate control, and smart home technology enhance comfort and convenience. Off-street parking adds to the convenience, a valuable perk in Old Town. Living here means more than owning a home; its about embracing the vibrant lifestyle of Key West. With fine dining, art galleries, and Duval Streets nightlife just a short stroll away, youll enjoy the best of the islands culture and entertainment. For outdoor enthusiasts, the surrounding waters provide endless opportunities for boating, fishing, and more. With its blend of historic elegance, luxurious amenities, and prime location, 711 Olivia Street offers a rare opportunity to own a piece of paradise in one of Key Wests most desirable neighborhoods--a timeless investment in both lifestyle and legacy.

This quintessential two story, 3/2 Key West home is situated in the Historic Seaport District on a quiet lane with coveted off street parking. The original structure can be traced back to the 1850s and has many beautiful historic features such as Dade County Pine walls and flooring. The home has a wonderful design with the kitchen overlooking the large, vaulted living/dining area. A wall of French doors welcomes you on to the spacious, newly renovated composite deck and covered porch overlooking the pool area. The sparkling 23ft heated, saltwater pool has a waterfall feature plus swim jets and is surrounded by a luxuriant yard. For added convenience there is a wet bar and outdoor shower. The kitchen has many desirable features such as stainless appliances, granite counters and wine cooler. On the main level there are 2 bedrooms and a full bathroom with a deep soaking tub and gorgeous Brazilian slate flooring as well as ample storage. The whole of the upstairs is dedicated to the main suite with a beautiful full bathroom that has Brazilian slate on the floors and in the shower. There are also two large closets with plenty of room for storage. Recent additions include new AC systems and a new on demand water heater. For peace of mind there are storm shutters for all windows and doors.

An exquisite two-story home in the Meadows was newly built in 2017. The custom craftsmanship and attention to every detail will satisfy the most discerning buyer. This four bedroom three and a half-bath home has all the modern high-end finishes while maintaining its old Key West charm. A large corner lot with off-street parking boasts lush landscaping in a private setting with a heated/cooled saltwater pool and waterfall. All hurricane-impact windows and doors, along with a whole house generator. The home is soundproof, being its fully insulated . This is a very rare opportunity to own something new in Old Town with all the current building standards met. The property has its Monroe County rental permit in place. This home is being offered completely furnished, including the artwork throughout.

This captivating property boasts the charm of a Classic Victorian Conch house, nestled in the sought-after Meadows neighborhood. With its two-story structure, this home offers a blend of timeless elegance and modern comfort. Featuring a heated pool, off-street parking, and residing in an X Flood Zone, it promises both convenience and peace of mind. Upon arrival, youre greeted by the grandeur of two spacious porches, hinting at the extraordinary interior within. Recently renovated, the home showcases a thoughtfully designed layout where the expansive kitchen, living, and dining areas seamlessly extend to the covered porch and pool area. Upgrades abound, including luxurious Quartzite countertops, sleek stainless steel appliances, and stylish plantation shutters. The property has undergone significant enhancements, including a complete remodel of the second floor, which encompassed new flooring, bathrooms, closets, and fresh paint throughout. Exterior improvements were also undertaken with a fresh coat of paint adorning the home, pool deck, and porches, accompanied by the addition of striking new exterior light fixtures. Furthermore, decking and siding were meticulously replaced as needed, ensuring both aesthetics and structural integrity. Additionally, both A/C units have been replaced within the past 12-18 months. With its blend of classic allure and contemporary comforts, this meticulously cared-for home stands as a testament to refined living.