Divider
Content Divider
Total Listings 270
Order By:

$2,600,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,205 SqFt Days Listed: 274
-17.46% ($550,000) 5 Price Changes : Last Change 15 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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 $2,600,000 this exquisite property offers a turn- key experience that includes a fully furnished house, in addition with a Jeep Unlimited, 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

$2,600,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
4 Bed, 4 Baths, 2,240 SqFt Days Listed: 677
-31.58% ($1,200,000) 4 Price Changes : Last Change 107 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

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.

$2,600,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 108
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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 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.

$2,575,000
Key West
Land Buyers Assn   - MM: 3.00
4 Bed, 4 Baths, 2,727 SqFt Days Listed: 135
-6.36% ($175,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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

$2,525,000
Key West
Pearlmans Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 2,309 SqFt Days Listed: 3
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the ultimate island escape, where luxury knows no limits and every detail is designed to wow. This stunning mid-century modern home has been meticulously updated with premium appliances, Emtek hardware, Somfy electric blinds, and elegant crown molding, creating the perfect blend of comfort and sophistication. Nestled in one of Key Wests quiet residential neighborhood, youll be just moments away from pristine beaches, White Street Pier, Key West Dog Park, and premier Pickle Ball and Tennis Courts. Tucked behind private walls on an expansive 6,500 square foot corner lot, the property is surrounded by meandering pathways, specimen palms, and swaying orchids that set a tranquil, tropical scene. Step inside to discover 2,309 square feet of light-filled living space, featuring floor-to-ceiling impact glass windows and an expansive open-concept layout, making it ideal for seamless entertaining. The kitchen boasts a dramatic 13-foot ceiling, while the grand formal living and dining area flows effortlessly through impact sliding glass doors on both sides to a large covered sitting/dining area and the custom swimming pool. The primary suite is a serene retreat, complete with a walk-in closet, a spa-like bath, and a frameless glass shower. A separate bedroom wing offers two additional bedrooms--each with their own private bathrooms and one with direct pool access and another that adjoins a stylish guest bath with sliding doors leading to a private outdoor lounge area. Outside, the private pool area provides generous space for sunbathing, dining, and relaxation. Custom-built gates and an enclosed carport with built-in storage enhance the homes modern appeal and convenience. This isnt just a home; its a sanctuary of sophistication, privacy, and effortless island living. Your slice of paradise awaits--dont miss the opportunity to make it yours.

$2,500,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 3,009 SqFt Days Listed: 223
-19.22% ($595,000) 2 Price Changes : Last Change 54 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

$2,500,000
Key West
Sunshine Subdivision Plat 1   - MM: 3.00
5 Bed, 5 Baths, 2,730 SqFt Days Listed: 37
-10.71% ($300,000) 1 Price Change : Last Change 9 Days Ago
Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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.

$2,500,000
Key West
Sunshine Subdivision Plat 1   - MM: 3.00
5 Bed, 5 Baths, 2,730 SqFt Days Listed: 37
-10.71% ($300,000) 1 Price Change : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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.

$2,499,000
Key West
Land Buyers Assn   - MM: 3.00
4 Bed, 4 Baths, 1,884 SqFt Days Listed: 21
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into your own private tropical paradise as you pass through the gated entrance of this newly renovated 4-bed, 3.5-bath large, heated pool home. Set on an expansive double corner lot spanning over 9,000 sq ft, this home is cocooned by lush, mature foliage that provides ultimate privacy. Located in the midtown neighborhood of Key West, this home represents the pinnacle of luxury & elegance. Meticulously updated with a modern design, the ground-floor living space showcases impeccable craftsmanship & meticulous attention to detail. Sunlight floods the interior, highlighting the newly installed CGI impact-resistant windows, including large sliding glass doors that open to the inviting pool & covered deck area. The open-concept layout features vaulted ceilings made of native Cypress Wood, creating a welcoming and spacious atmosphere perfect for entertaining guests. Adding to the aesthetic charm are Spanish wood-planked porcelain tiles throughout the home, while the gourmet kitchen boasts custom wood cabinetry, high-end Fisher & Paykel appliances, & a stunning Calcutta gold quartz waterfall island w/plenty of seating and storage.Other notable features include a glass-enclosed reading room/office (which could also be used as a fourth bedroom), a laundry room w/ample storage, & a generously sized pantry. The primary suite in the main home is a luxurious retreat w/an ensuite bathroom that opens directly to the pool and gardens. Additionally, 2 guest bedrooms w/private baths have separate entrances accessible via the perimeter pebbled pathways. As evening approaches, the property comes alive w/tasteful illumination, perfect for hosting gatherings or enjoying moments of quiet reflection. With a covered 2-car carport & ample street parking, convenience & luxury blend seamlessly. Ideally positioned just a short walk from Higgs Beach, White Street Pier, art galleries, restaurants, & a quick bike ride to Old Town, this home offers a lifestyle of sophistication & comfor

$2,495,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
2 Bed, 2 Baths, 1,702 SqFt Days Listed: 80
-7.42% ($200,000) 1 Price Change : Last Change 19 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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 both casual and elegant. The property is a large 9,500 SF corner lot with two separate structures. The over 1000 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 an intimate 286 SF 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 that surrounds 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 items. Dont miss the opportunity to own this distinctive property. Call for a private showing today.

$2,495,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,675 SqFt Days Listed: 89
-2.16% ($55,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

$2,495,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,391 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing pool and surrounding lush gardens. The adjacent cabana house has a beautifully appointed bath and cozy sleeping/sitting area. Features here also include high ceilings, hardwood Brazilian cherry floors, Dade County pine feature walls, gorgeous grounds and a convenient electric gate for the off street parking for multiple vehicles. This property has been meticulously designed and maintained for the discerning new owners! Walking distance to the ocean, restaurants, shops and nightlife and still have privacy & quiet, this special fully appointed property is a must see.! Very easy to show!

$2,485,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,516 SqFt Days Listed: 51
-4.42% ($115,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

$2,450,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,445 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

A Rare Opportunity in Key Wests Historic Heart - 719 Bakers LaneNestled in the tranquil charm of Old Town Key West, 719 Bakers Lane offers an exceptional chance to craft your dream home in the islands most coveted location. This nearly finished 3-bedroom, 3.5-bath residence presents the rare opportunity to pick your own finishes, fixtures, appliances and landscaping and skip the endless waiting for permits and architectural drawings. Located just 3.5 blocks from the Historic Seaport and 2.5 blocks from Duval Street, youre moments from world-class dining, entertainment, and Key Wests vibrant culture. Walk to the islands best shops, restaurants, and bars, all while enjoying the peaceful privacy of a lane home surrounded by historic architecture.This home sits in Key Wests highest and most desirable flood zone (X500), offering the ultimate peace of mind. Featuring impact-resistant doors and windows, its designed for both security and style. This beautiful new construction blends modern convenience with Old Town charm.Embrace the opportunity to own a piece of paradise, where history, privacy, and luxury come together in perfect harmony. Live in the heart of Key West--steps from everything the island has to offer.

$2,449,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 888 SqFt Days Listed: 167
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom Conch style cottage that is considered a non contributing structure according to HARC. This expands the available options for the redevelopment opportunities with the combined properties. The vacant lot at 1 Aronovitz Lane was once a legal duplex. The build back letter from the City of Key West is included in the documents section along with the surveys for each parcel being offered. The owner will only sell both parcels together. The time is now to make this unique property your very own island destination!

$2,400,000
Key West
Sunset Key   - MM: 0.00
2 Bed, 2 Baths, 1,681 SqFt Days Listed: 213
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, tennis courts , fitness center, full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and from Key West runs 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all Key West has to offer. Great investment opportunity for vacation rental.,history can be provided.

$2,400,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 2,147 SqFt Days Listed: 16
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this extraordinary property, a true gem completed in 2019, offering an unparalleled living experience with modern craftsmanship and exceptional features. Situated on an expansive double lot, this home blends beauty, durability, and functionality in every detail.Boasting solid Caribbean heart pine floors, pickled pine 20-foot ceilings, and custom-built kitchen cabinets, this home provides a warm and inviting atmosphere with a touch of elegance. Built to meet current Cat 5 hurricane codes, this home includes a foam-insulated roof, impact-resistant glass & doors, and an elevated foundation above base flood--ensuring peace of mind in extreme weather conditions.Featuring two large bathrooms and a convenient half bath, the home offers ample space for both comfort and privacy.Included on the property is a 1,548-square-foot commercial building, perfect for a business venture, workshop, or additional storage. This versatile space adds immense value to the property.Every inch of this home was built with attention to detail, ensuring a high standard of construction and design that stands the test of time. The oversized double lot provides plenty of outdoor space, allowing for a variety of possibilities from landscaping and entertaining. Plenty of room for a a large pool. Perfectly situated for privacy, yet close to essential amenities, this property offers the best of both worlds.This rare opportunity is a must-see for those seeking a one-of-a-kind home with added potential for business or personal use. Whether youre looking for a private sanctuary or a property with income-generating potential, this is the perfect fit. Schedule your tour today!

$2,399,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,738 SqFt Days Listed: 49
-4.00% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Situated in the coveted Historic Seaport neighborhood, 1015 Eaton Street offers charm and convenience, creating the ultimate Key West lifestyle. This meticulously reimagined Historic Eyebrow home offers 4 bedrooms and 3 bathrooms thoughtfully designed for quintessential island life. As you enter through the white picket fence, the home welcomes you with an inviting front porch, ideal for soaking in the sights and energy of this sought-after neighborhood. Upon opening the front door adorned with a stained glass transom, you are greeted by Dade County pine floors and walls lined with elegant wallpaper. The airy open-concept kitchen and living space are highlighted by soaring ceilings and a waterfall island. Stainless steel appliances and a marble counter top complete this ideal chefs kitchen. Natural light cascades through expansive wall-to-wall sliding glass doors, seamlessly connecting the indoor and outdoor living areas.The main-level primary ensuite bedroom features a luxurious bath with a basalt accent wall, sleek natural finishes, and direct access to the pool area. A first-floor ensuite guest bedroom and two additional upstairs bedrooms ensure plenty of space for family and friends. Each bathroom features custom anti-fog mirrors, porcelain tiles, and exquisite accents, blending functionality with sophisticated design. IPE decking along with a dazzling saltwater pool and adjoining hot tub with a glass mosaic-tiled waterfall sets the stage for relaxation and entertaining. This fully fenced backyard oasis offers the ideal space for tanning and unwinding after a long day on the island.With its unbeatable location and close proximity to all Key West has to offer, from eclectic boutiques, waterfront dining, or the islands renowned attraction, 1015 Eaton Street offers a rare opportunity to embrace the vibrancy of island life. Schedule your private showing today and make this Historic Seaport home yours!

$2,395,000
Key West
Moffats Subdivision   - MM: 2.00
4 Bed, 4 Baths, 2,242 SqFt Days Listed: 42
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

**Cash buyers welcome, with potential owner financing options available** Welcome to your dream oasis in Old Town Key West! This recently updated home boasts a lush fenced yard enveloped in tropical landscaping, offering both privacy and serenity. Enjoy off-street parking and a charming large front porch complete with a swing, perfect for lazy afternoons.Step inside to discover an open concept layout adorned with Miami Dade County pine accent walls, creating a warm and inviting atmosphere. The spacious outdoor area beckons with a sparkling pool featuring a soothing water feature, a dining area for al fresco meals, comfortable seating for relaxation, and a covered area with a TV for outdoor entertainment.Entertaining is a breeze with this homes versatile layout, ideal for hosting gatherings with friends and family. Work from home effortlessly in the designated office space, and retreat to the balcony off the primary suite for peaceful moments with a view.Conveniently located just a short walk or bike ride from all that Key West has to offer, this home combines luxury living with the quintessential island lifestyle. Dont miss out on this rare opportunity! Schedule your showing today.

$2,395,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,473 SqFt Days Listed: 112
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video tour https://tinyurl.com/1116Packer

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-22-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA