Endless possibilities await with this mixed-use building perfectly positioned in the heart of Old Town's Historic Seaport neighborhood. This rare property blends residential and commercial flexibility in one of Key West's most sought-after locations.The second floor features a stylish studio apartment with two lofts, wood floors, a full bath, vaulted ceilings, peekaboo water views, and a private entrance. A separate upstairs space--ideal as an office, art studio, or extension of the apartment--adds versatility for live/work use and also has its own entrance.Downstairs, the inviting storefront offers tile floors and a half bath, perfect for retail, gallery, or professional office space. The property is fully fenced in the back and includes 1,526 sq. ft. of interior space. Zoned HMDR (Historic Medium Density Residential), it supports multiple uses: single-family residence, business or professional office, or commercial retail.Originally renovated and expanded in 2007, the property features a metal roof, impact windows and doors, new central A/C downstairs, Mitsubishi mini-splits upstairs, three electric meters, Hardie Plank siding, and solid CBS construction below with frame above.This unique property captures the essence of the Key West lifestyle--a pied-a-terre, studio, and storefront all under one roof. Surrounded by popular restaurants, boutique hotels, and the Key West Express ferry, it enjoys strong foot traffic and high visibility.The upstairs apartment is deed-restricted through 2030.Business available separately: Art@830 Gallery & Studio, a thriving 19-year turnkey operation complete with inventory, custom cabinetry, and transition support to ensure continued success. A favorite destination for locals and visitors alike.Please do not disturb business or tenants.
2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.
Investors Alert! Legal Duplex in Old Town Key West. This property just had an Extreme Makeover. new roof, new siding, new kitchens, new bathrooms., new sub flooring in the back apartment, new impact windows . An opportunity to own a rental Property in Kew West with great income flow. With all the upgrades the rent will be increased. Downstairs lock out units; the back unit will rent for $2500 with a back yard exposure. The front unit rent for $2200. Projected income will be estimating $7800. per month. Never a problem renting in the past. Upstairs tenant in place. The yearly income $93,600 bring a 6.5 cap rate. Located across the street form Bay View Park. An Exceptional location and Opportunity. @ separate meters for electric and water. tenants pay their own utilities. All units will be ready to show from December 19th onwards. Updated photos and floorplan to follow ASAP.
Perched at the highest island elevation referred to as Solares Hill you will find this timeless Old Town gem. A perfect blend of style and charm welcome you to an open concept floor plan with cathedral ceilings and wall of French doors that overlooks a tropical backyard oasis with heated pool, deck and brick patio. Thoughtful finishes that will stand the test of time throughout include built in shelving, painted wood ceilings and floors, dade county pine accents, subway tile and stainless appliances to name a few. 2 bedrooms on the first floor share a full bath and each has access to the charming front porch to watch the world go by. The 2nd floor is private to the primary bedroom with an ensuite bath finished in classic marble, built in storage and a glass walk-in shower. Let's not overlook the coveted off street parking for 1 vehicle and a fully fenced yard wrapped in white picket fencing and low maintenance tropical landscaping. Endless charm abounds and this gem is also available fully furnished and designer decorated for a seamless transition into the perfect island home!
Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit with bench seating and a bistro-style dining area. Entering the home, you're greeted by an open concept floor plan framed by vaulted ceilings with exposed beams. The spacious living area and kitchen feature hardwood floors throughout with windows on both sides of the home, and a built-in dining nook. Through double pocket doors you'll find the Primary Bedroom with access to an additional brick-paved courtyard, shaded by potted palms.A second guest room also has access to the outdoors, making the most of the home's indoor-outdoor flow. The shared bath is tastefully updated with a custom walk-in shower featuring dual showerheads and stylish tilework.Walk to all that Key West has to offer, including fine dining, world-famous bars, boutique shopping, and the Historic Seaport. This home truly embodies the timeless charm and character of Key West. Schedule your private showing today!
Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living.The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated kitchen and an open and inviting living room. Both open out onto separate patios that invite in the coastal breeze and natural light. A third full bathroom on this level provides added flexibility for guests.On the ground level, you'll find an expansive outdoor living area--much larger than others in the association--perfect for entertaining or enjoying peaceful evenings outdoors. There is also a large garage with a garbage chute and a laundry room complete with a laundry chute. An elevator provides convenient access to all levels.Residents of Seaside Residences enjoy access to resort-style amenities including a beautiful community pool and hot tub, a fully equipped gym, and an elegant clubhouse, all just steps from the front door. The community is also secured by an electric gate, providing privacy and peace of mind.Blending comfort, style, and the unmistakable charm of Key West, 33 Seaside Court offers a rare opportunity to experience luxury island living at its finest.
Experience the essence of island living in this light-filled, 4-bedroom, 4-bath retreat designed for those who love space, connection to the outdoors, and effortless entertaining. The expansive open-concept layout welcomes you with a bright living room surrounded by sliding glass doors that frame views of the private pool and lush tropical landscape -- the perfect backdrop for game days, family gatherings, or quiet afternoons under the Key West sun.At the heart of the home, a custom-built chef's kitchen features rich wood cabinetry, stainless steel appliances, and a thoughtful design that blends seamlessly with the outdoors. Sliding doors open to a verdant backyard, offering the opportunity to create a walk-out deck or a tranquil second entertaining space beneath the beautiful banyan tree.Each bedroom enjoys its own private ensuite bath, ensuring comfort and privacy for all. The primary suite, perched on the second floor, is a true sanctuary -- spacious, serene, and complete with a private balcony perfect for morning coffee or sunset views.Centrally located and just a breezy bike ride from the beach, this home captures and embraces Island Living in Key West.
Unlock the potential of this prime property located in the highly sought-after New Town Key West. Situated on a spacious 5,500 sq ft lot, this single-level home offers over 1,300 sq ft of air-conditioned living space, including three bedrooms and a versatile sunroom that can serve as a fourth bedroom. With ample room for an in-ground pool, a full bath, and a half guest bath, this property is perfect for maximizing rental income or creating a luxurious retreat.Built in 1963, the home features durable concrete construction and timeless mid-century modern design, ensuring long-term value and appeal. The large covered parking area accommodates multiple vehicles, making it ideal for tenants or guests, and can double as an entertainment space.This property is zoned for both monthly and long-term rentals, offering investors a lucrative opportunity in one of Florida's most desirable destinations. Whether you're looking to add a turnkey rental to your portfolio or undertake a full renovation to increase value, this property provides unmatched flexibility.As a short sale, this is a rare chance to acquire a valuable asset at a competitive price. Listed at $695,000, all offers are subject to lender approval. Don't miss out on this incredible investment opportunity in Key West--submit your offer today!
BRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a desirable corner lot within the highly sought-after Meadows neighborhood. Close to the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers a light and bright open floor plan, ideal for entertaining. The kitchen features stainless steel appliances and skylights that infuse the space with natural light. The living area is enhanced by custom built-in display shelves, adding both character and practical storage solutions. Retreat to the comfortable bedrooms, each boasting elegant French doors that open to their own private patio. Seamlessly extend your living space outdoors through another set of elegant French doors that lead to a spacious screened porch with tongue & groove ceiling. Escape to your own peaceful garden retreat enhanced with enchanting garden lights that create a magical ambiance, and a convenient sprinkler system to keep it looking its best. Add your own dipping pool or swim-spa just beyond the screened porch to make this your Keys dream. This property offers 1,458 square feet of living space with an abundance of storage space and off-street parking with a coveted carport.
Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance. With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's most coveted neighborhoods. Constructed in 1899 by renowned William Cash, this estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic french doors. The current owners have meticulously restored the property using only the finest selection of materials, from river reclaimed old growth hardwood floors in living room and hallways, to stunning Blue Castle Limestone in master suite and kitchen and continued through the magnificent garden and pool to the separate guest quarters. Smarthome features have been introduced, including Zigbee Lights integrated with Home assistant, sensor mix's, Ecobee Thermostats, 6 Node Eero Mesh Network, Abode Alarm Systems & Nest protect Sensors. The master suite located on the ground level is a peaceful sanctuary with private library & den, exceptional ensuite, three sets of French doors and opens out to the magnificent saltwater pool and tropical landscaped garden. Two additional bedrooms on second floor in main house share a bath and private veranda. Separate cottage provides exceptional guest quarters and can be accessed from Roberts Lane for additional convenience. Stunning post & beam cathedral ceilings, Limestone floor, built-in bar and kitchenette and spacious living room offers excellent space for entertaining with deck and pool access. Additional features include, One off-street parking spot, equipped with Tesla charging station & new 2023 generator powered by dual propane tanks. Welcome to Key West Living at it's finest.
Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, it's perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features stunning Dade County Pine walls, adding warmth and historic charm. The layout includes a one-bedroom apartment with a private rear entrance, making it ideal for someone who wants to run a business in the front while living on-site or creating an additional rental opportunity. One interesting piece of history was that this building was previously owned by a well known attorney here in Key West by the name of ''Helio Gomez''. He served as Judge from 1963 to 1977 and he was the attorney for the infamous John ''Bum'' Farto. Located just one block from Duval Street, two blocks from the Hemingway House, and steps from the courthouse, this property offers prime visibility and accessibility. Whether you're an entrepreneur looking for a turnkey business location, an investor seeking a valuable addition to your portfolio, or a homeowner ready to bring your vision to life, this space is full of possibilities. Don't miss this chance to own a piece of Key West history in an unbeatable location. Note: This property is currently configured as a commercial space with 1 bedroom but has the potential to expand to up to a total of four bedrooms, pending submission and approval of all applicable permits with the City. Any future development or expansion must comply with all relevant sections of the Land Development Regulations, including meeting the definition of a single-family home and avoiding any conflicts with the definitions or restrictions related to lockout units.
Lowest priced home in desirable Sunrise Shores! Just 425 feet from Jimmy Buffett's former Sunrise Drive compound, enjoy scenic morning walks past multi-million dollar waterfront estates and magnificent ocean sunrises along South Roosevelt Blvd. This versatile property boasts an enormous front yard with room for multiple vehicles, boats, and RVs - an entertainer's dream. You'll find joy every day, walking into your welcoming open floor plan with ceramic tile throughout, including a second living area with striking open-beam wood ceilings and wall-to-wall French doors that invite the outdoors in (you can watch the sunset from your sofa). The private, fully-fenced backyard features mature tropical palms, space for your dream tiki bar, and an 8x8 storage shed.
Step into a world of island charm & relaxing comfort, nestled within the exclusive Key West Golf Club. Ease of parking & the lagoon-shaped community pool is just across the way. This beautiful 3-bedroom/2-bathroom townhome w/larger lot welcomes you w/an extended boardwalk-style walkway, creating a dramatic, private arrival experience framed by lush tropical landscaping. Inside, you'll find a freshly painted interior and thoughtful blend of upgraded ceramic tile w/intricate inset designs on both levels, complemented by Berber carpet on the stairs. The main-level living space flows effortlessly to wider than the norm screened rear deck w/side wrap veranda, offering a total of 510 sq. ft. of outdoor relaxation. The heart of the home is the kitchen, featuring granite countertops & built-in cabinetry beneath the breakfast bar. Convenient layout perfect for entertaining. An enclosed main-level flex room w/double doors provides privacy and versatility, ideal for a guest suite, home office, or studio-style living. This room is paired w/convenient adjacent full bathroom and stack washer/dryer, ensuring ease & functionality. Upstairs, two spacious bedrooms (20' in width) offer serene views, including glimpses of the #2 fairway. The primary bedroom has an additional walk-in storage closet, perfect for holiday decorations, linen closet or additional clothing closet! The home's new AC system, updated landscaping w/multi-colored stone and new plantings, trickle irrigation, and partial new gutters ensure a move-in-ready experience. Residents of the Key West Golf Club enjoy resort-style amenities, including 2 heated pools (1 w/waterfall feature), a Clubhouse Building w/HOA Office-Meeting Room-Fitness Center, and secure gated access. Butterfly garden, miles of beautiful, lushly landscaped streets, perfect for strolling or vigorous walking/running, are just a few of the features! Minutes from Old Town Key West, this home combines privacy, convenience & the best of island living
Well-positioned 30' wet slip located at Sunset Marina on the gated side of the property. This floating concrete dock can accommodate a vessel up to 35' in length and offers deep water access with a 6' control depth -- perfect for easy navigation to both the Gulf and Atlantic waters.Sunset Marina is a full-service marina with on-site fuel, bait, and marina store. Owners enjoy access to secured parking, heated swimming pool, spa, and clubhouse. Convenient and secure location makes this a great option for both seasonal and year-round boaters.
Experience stunning Key West sunsets from your private balcony. This quiet residence is tucked away from the pool area, offering peaceful living with no pool noise and beautiful sunset views over the lush salt ponds. Surrounded by mangroves and wildlife, enjoy daily encounters with herons, ospreys, and pelicans, all just minutes from the turquoise waters of Smathers Beach.Inside, the comfortable split floor plan provides privacy, with a primary suite large enough for a king bed, a walk-in closet with custom built-ins, and ample natural light. The guest suite includes its own bathroom and a convenient in-unit washer/dryer. Charming Bahama shutters throughout add style and shade.This pet-friendly unit sits conveniently beside the stairs for easy outdoor access--perfect for dog owners--and the building includes an elevator.Salt Ponds offers excellent amenities including a newly updated pool and spa, tennis courts, walking paths, and generous parking. Enjoy easy access to biking trails, kayaking, and the airport, all just moments away. Secure your place in paradise today.
Keys living at its best in this updated 2013 elevated waterfront home designed with all the comforts. Situated near the end of the canal, this property offers quick and easy boating access to the open waters of the Lower Florida Keys; ideal for fishing, diving, sandbar trips or just island-hopping adventures. Inside, you'll find cathedral ceilings, a bright open floor plan, and a modern kitchen with new cabinetry and appliances. The freshly renovated bathroom, new flooring throughout, and full-impact windows and doors make this home both stylish and well built. Unwind at the covered downstairs bar area, cast a line from your private dock, and take in stunning daily sunsets over the water. With off-street parking for two cars plus space for your boat or RV, this low-maintenance home.
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 open 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 full of beautiful trees and shrubs. For added convenience there is a wet bar and outdoor shower.....The kitchen has many desirable features including stainless appliances, granite counters and a wine cooler.....On the main level there is a good sized bedroom steeped in rich Dade County Pine accents and a full bathroom with a deep soaking tub and gorgeous Brazilian slate flooring as well as ample storage. There is also a spacious office/den area which can easily be used an an additional sleeping quarters if need be,....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.
Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods.Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience.The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas.Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle.A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette).A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage.Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.
BEST MARINA LOCATION IN KEY WEST!Coveted and rarely available slip at the Galleon Resort in Historic Key West Harbor is now available.At the Galleon Resort, enjoy stunning sunset vistas, viewings of lighted boat parades and a two-block walk to Duval Street! The Historic Key West Seaport district is a stone's throw away where you can dine, drink and listen to live music at a multitude of great establishments. The Galleon really offers the BEST LOCATION for dockage in Key West. Only two slips have sold here in the last five years! It is a Key West BOATER's DREAM!SLIP 21 is 16ft x 45ft. It can hold a vessel up to 50 ft long with a 15 ft beam. This slip is at the end of Row C, which offers a super easy in and out and is very close to the fuel docks. Exclusive amenities at the Galleon Resort are available to slip owners - private beach and pool with jacuzzi, fitness center, secure bathrooms & showers, sauna, laundromat, 24 hr security, sundeck overlooking the Key West Harbor, stunning sunset views and the world famous Sunset Tiki Bar! https://www.galleonmarinakeywest.comThe Galleon Marina is jetty protected with a no-wake, safe harbor. It offers 24/7 security, a skilled dockmaster and dock staff. The marina's durable, floating docks add extra value. As they can adapt to fluctuating water levels, these docks provide consistent, safe access to boats. They will also protect your vessel as they keep lines from getting too tight or too loose.Slips at the Galleon can be rented out by the night, week and monthly. There is great income potential here. Use the slip when you want, rent it out when not in use!Monthly HOA fees are just $718 per month. Annual community dues to enjoy amenities is $1458. Electric and pump-outs when needed are separate. Do not miss this opportunity. Private slips are rarely available here. Now is your chance!
Discover your perfect Key West getaway at 1042 United Street -- a charming single-story cottage with two bedrooms, one bath, and all the island character you've been dreaming of. Relax on the inviting front porch with your morning coffee, then unwind on the private back patio after a day of sun and sea. Bright, open interiors and a seamless indoor-outdoor flow make this home ideal for easy vacation living. Nestled in a prime Old Town location, you're just blocks from beaches, restaurants, and iconic Duval Street. Whether you're searching for a personal retreat or a smart investment in paradise, this delightful conch home is ready to welcome you. also, possible off-street parking.... see curb cut in the front sidewalk ... The Living room and bedroom photos are staged virtually
Charming, colorful, and unmistakably Key West--512 Amelia Street is where island life unfolds with ease. Enjoy your own private pool and the flexibility of a Transient License, allowing nightly rentals. Nestled in a serene pocket of Old Town, this home is surrounded by swaying palms, historic streets, and the gentle breezes of the nearby ocean. A home to love and a place guests will never want to leave. This is not only the most perfect island house to live in but it also has extraordinary rental potential. This lovely home can only be shown during a change out. Like new and offered turnkey.
Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility.The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own dedicated outdoor space and separate washer and dryer.A shared decked heated pool area provides the perfect tropical retreat, surrounded by lush landscaping for privacy and relaxation. Additional highlights include off-street parking for two vehicles and a proven rental history, with two exceptional tenants currently in place.This is an outstanding investment opportunity with a current combined income of $5600 or potential owner-occupied property with income-producing flexibility -- a true slice of Key West charm and convenience.
The ultimate lock-and-leave Key West retreat awaits in the heart of Old Town! Perfect for those seeking a low-maintenance getaway without the upkeep of a large yard or pool, this residence offers effortless luxury living and the convenience of a fly-in, fly-out lifestyle.Located on exclusive Admirals Lane within the award-winning Truman Annex, this is the largest townhouse in the community. The home features soaring 10-foot ceilings on all three levels, a bright open floor plan, and a stunning modern kitchen with quartz countertops and stainless-steel appliances.With 4 bedrooms and 3.5 bathrooms, the layout provides flexibility and comfort for family and guests. The first floor offers spacious living and dining areas that open through impact French doors to a private tiled patio surrounded by tropical landscaping--ideal for entertaining. The second floor includes a spacious primary suite with ensuite bathroom and a guest room with a separate bathroom. The stacked washer and dryer is located on the 2nd level. The third floor provides a private guest area with two bedrooms and a shared bath, each featuring tall ceilings and two queen beds per room.Impact windows and doors throughout, assigned covered parking, and access to the Truman Annex community pool add to the ease of ownership. Just steps from Duval Street, fine dining, and the waterfront, this home delivers the best of Key West living--lock it, leave it, and love it.
Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level. Units are rented for $6,500, $4,500, and $3,400 per month on long-term leases ($172,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.
Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

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Key West is located in Florida. Key West, Florida has a population of 26,776. Key West is more family-centric than the surrounding county with 23.73% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Key West, Florida is $75,638. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Key West is 44.2 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.6 degrees. The average rainfall is approximately 43.8 inches per year, with 0 inches of snow per year.