$995,000 Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating the perfect setting to enjoy your morning coffee, entertain guests, or unwind with the island breeze. The functional kitchen opens to the main living area, making entertaining effortless. Located in Bay Villas, a boutique waterfront community of just nine residences, residents enjoy beautifully maintained grounds, a community pool, and inviting waterfront gathering spaces. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this waterfront retreat offers the relaxed charm that makes the Florida Keys so special. 2 Beds ⋅ 2 Baths ⋅ 620697 MLS Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating the perfect setting to enjoy your morning coffee, entertain guests, or unwind with the island breeze. The functional kitchen opens to the main living area, making entertaining effortless. Located in Bay Villas, a boutique waterfront community of just nine residences, residents enjoy beautifully maintained grounds, a community pool, and inviting waterfront gathering spaces. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this waterfront retreat offers the relaxed charm that makes the Florida Keys so special. 32 Hilton Haven Rd Unit APT 5, Key West
$992,000 Old Town 'Diamond in the Rough' near Bay View Park with the highly coveted Off-Street parking. Unique opportunity to acquire a corner lot of over 4,500 sq ft in quiet Old Town neighborhood. Good amount of yard space. No active or expired building permits or code cases. Being sold As-Is with no repair & no clean up. Does have an existing fiberglass pool surrounded by a wooden deck. There is an existing concrete pad behind a double fence that could provide secured off street parking. Side yard is 37 Ft from side of house to fence and 49 Ft wide. Back yard with pool and deck is 27 X 27. Lots of potential. Major renovation project. Probably needs cash buyer. Contract requires court approval due to guardianship. Proof of funds must accompany offer. Create your island oasis at 1119 Florida St. 3 Beds ⋅ 2 Baths ⋅ 620547 MLS Old Town 'Diamond in the Rough' near Bay View Park with the highly coveted Off-Street parking. Unique opportunity to acquire a corner lot of over 4,500 sq ft in quiet Old Town neighborhood. Good amount of yard space. No active or expired building permits or code cases. Being sold As-Is with no repair & no clean up. Does have an existing fiberglass pool surrounded by a wooden deck. There is an existing concrete pad behind a double fence that could provide secured off street parking. Side yard is 37 Ft from side of house to fence and 49 Ft wide. Back yard with pool and deck is 27 X 27. Lots of potential. Major renovation project. Probably needs cash buyer. Contract requires court approval due to guardianship. Proof of funds must accompany offer. Create your island oasis at 1119 Florida St. 1119 Florida St, Key West
$999,000 PRIME COMMERCIAL SPACE - Two combined commercial condos on White Street in X Flood Zone! These 2,061sf 1st floor units have been extensively updated and renovated with hurricane rated impact windows & doors and come with 2 assigned parking spots (1 for each unit). The monthly condo fee includes windstorm and liability insurance. Condo docs & survey in documents tab. Tenant in place, please do not disturb business. HNC-1 zoning uses include professional offices, retail sales & services, specialty shops, restaurants. *Units can also be purchased separately. **Seller is a licensed Florida realtor. 1 Baths ⋅ 620494 MLS PRIME COMMERCIAL SPACE - Two combined commercial condos on White Street in X Flood Zone! These 2,061sf 1st floor units have been extensively updated and renovated with hurricane rated impact windows & doors and come with 2 assigned parking spots (1 for each unit). The monthly condo fee includes windstorm and liability insurance. Condo docs & survey in documents tab. Tenant in place, please do not disturb business. HNC-1 zoning uses include professional offices, retail sales & services, specialty shops, restaurants. *Units can also be purchased separately. **Seller is a licensed Florida realtor. 12001202 White St, Key West
$979,000 When value matters, this solid concrete New Town home stands apart with one of the most compelling price-per-square-foot opportunities on the market. Substantial 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and entertaining, the open-concept kitchen and living area is enhanced by soaring cathedral ceilings with exposed beams and an abundance of large, light-filtering windows that create a bright and inviting atmosphere throughout. A welcoming front porch, set back amongst mature trees, provides the perfect place to relax and unwind. The elevated home features double-pane windows, noise-dampening door improvements, a V-crimp metal roof, and beautiful terrazzo floors that add timeless Key West character. The solid concrete construction offers lasting durability and an excellent foundation to fine-tune and personalize the home to suit your vision. The fully walled property provides privacy and generous outdoor space. With its larger-than-average footprint, oversized corner lot, two driveways, and endless potential for a backyard pool oasis, this home presents an outstanding opportunity to enjoy the very best of Key West living. Whether you're searching for a comfortably sized family home just or a property with the perfect canvas to create your dream home, this opportunity offers exceptional value. 4 Beds ⋅ 2 Baths ⋅ 620453 MLS When value matters, this solid concrete New Town home stands apart with one of the most compelling price-per-square-foot opportunities on the market. Substantial 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and entertaining, the open-concept kitchen and living area is enhanced by soaring cathedral ceilings with exposed beams and an abundance of large, light-filtering windows that create a bright and inviting atmosphere throughout. A welcoming front porch, set back amongst mature trees, provides the perfect place to relax and unwind. The elevated home features double-pane windows, noise-dampening door improvements, a V-crimp metal roof, and beautiful terrazzo floors that add timeless Key West character. The solid concrete construction offers lasting durability and an excellent foundation to fine-tune and personalize the home to suit your vision. The fully walled property provides privacy and generous outdoor space. With its larger-than-average footprint, oversized corner lot, two driveways, and endless potential for a backyard pool oasis, this home presents an outstanding opportunity to enjoy the very best of Key West living. Whether you're searching for a comfortably sized family home just or a property with the perfect canvas to create your dream home, this opportunity offers exceptional value. 1500 5th St, Key West
$950,000 Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along the horizon, and spend your afternoons relaxing beside the resort-style Olympic-size heated pool and spa, all set within lush tropical landscaping. Residents enjoy tennis and pickleball courts, an equipped fitness center, assigned covered parking, and professionally maintained grounds--delivering true comfort, simplicity, and peace of mind in a coastal setting. Recent upgrades include impact-rated doors and windows, enhancing storm protection, energy efficiency, and long-term ownership confidence while maintaining a clean, modern coastal aesthetic. Pet owners will appreciate the flexibility of 2 pets allowed (up to 50 lbs total). Monthly association fees include building insurance, exterior maintenance, professional management, water, high-speed internet - offering a truly turnkey lifestyle. Ideally located just minutes from Old Town Key West, you're close to world-class dining, galleries, marinas, and cultural events, yet tucked away in a quiet, oceanfront enclave that feels removed from it all. Whether by bike or a short drive, everything the island offers is within easy reach. Come experience why so many call this their Key West home away from home 🌴. 2 Beds ⋅ 2 Baths ⋅ 620451 MLS Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along the horizon, and spend your afternoons relaxing beside the resort-style Olympic-size heated pool and spa, all set within lush tropical landscaping. Residents enjoy tennis and pickleball courts, an equipped fitness center, assigned covered parking, and professionally maintained grounds--delivering true comfort, simplicity, and peace of mind in a coastal setting. Recent upgrades include impact-rated doors and windows, enhancing storm protection, energy efficiency, and long-term ownership confidence while maintaining a clean, modern coastal aesthetic. Pet owners will appreciate the flexibility of 2 pets allowed (up to 50 lbs total). Monthly association fees include building insurance, exterior maintenance, professional management, water, high-speed internet - offering a truly turnkey lifestyle. Ideally located just minutes from Old Town Key West, you're close to world-class dining, galleries, marinas, and cultural events, yet tucked away in a quiet, oceanfront enclave that feels removed from it all. Whether by bike or a short drive, everything the island offers is within easy reach. Come experience why so many call this their Key West home away from home 🌴. 1800 Atlantic Blvd Unit 218B, Key West
$915,000 Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, this centrally located residence offers comfortable living just minutes from beaches, shopping, dining, schools, and all that Key West has to offer. The updated kitchen features elegant porcelain countertops, Café appliances, and a newly installed range hood. Recent improvements include a new metal roof (2025) and A/C coils replaced in 2026, providing added peace of mind. An added bonus is the spacious attic, offering valuable storage space--a rare and highly desirable feature in Key West. Step outside to a spacious backyard with mature banana trees, plenty of room to add a pool, and space to create your own private island oasis. A double driveway provides ample off-street parking. Whether you're searching for a full-time residence, a second home, or an investment opportunity, this move-in-ready property offers the perfect blend of comfort, convenience, and island living. Owner is a licensed Florida real estate agent. 3 Beds ⋅ 2 Baths ⋅ 620435 MLS Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, this centrally located residence offers comfortable living just minutes from beaches, shopping, dining, schools, and all that Key West has to offer. The updated kitchen features elegant porcelain countertops, Café appliances, and a newly installed range hood. Recent improvements include a new metal roof (2025) and A/C coils replaced in 2026, providing added peace of mind. An added bonus is the spacious attic, offering valuable storage space--a rare and highly desirable feature in Key West. Step outside to a spacious backyard with mature banana trees, plenty of room to add a pool, and space to create your own private island oasis. A double driveway provides ample off-street parking. Whether you're searching for a full-time residence, a second home, or an investment opportunity, this move-in-ready property offers the perfect blend of comfort, convenience, and island living. Owner is a licensed Florida real estate agent. 2317 Fogarty Ave, Key West
$985,000 Discover the timeless charm of Key West living at 1222 Florida Street, ideally positioned in the highly sought-after White Street Gallery District. Just a short stroll from Higgs Beach, the White Street Pier, neighborhood parks, tennis and pickleball courts, and less than a mile from the restaurants, boutiques, galleries, and nightlife of iconic Duval Street, this location offers the perfect balance of tranquility and convenience. Offering approximately 1,580 square feet of living space, the residence features an inviting floor plan filled with natural light and comfortable gathering spaces designed for everyday living and effortless entertaining. Spacious bedrooms and flexible living areas provide versatility for a primary residence, seasonal escape, or investment property. With 2 bedrooms and 1 bathroom on the first floor and a huge loft room upstairs. Outdoor living is an essential part of the island lifestyle, and this property offers the opportunity to create your own private tropical oasis with room to add a pool or simply bring your furniture and enjoy the privacy with a fully fenced yard and off street parking. The surrounding neighborhood is celebrated for its tree-lined streets, historic charm, vibrant arts community, and exceptional walkability. Spend your mornings biking to the beach, afternoons exploring local galleries and evenings enjoying world-class dining! Located in a 28-day rental zoning. 3 Beds ⋅ 1 Baths ⋅ 620399 MLS Discover the timeless charm of Key West living at 1222 Florida Street, ideally positioned in the highly sought-after White Street Gallery District. Just a short stroll from Higgs Beach, the White Street Pier, neighborhood parks, tennis and pickleball courts, and less than a mile from the restaurants, boutiques, galleries, and nightlife of iconic Duval Street, this location offers the perfect balance of tranquility and convenience. Offering approximately 1,580 square feet of living space, the residence features an inviting floor plan filled with natural light and comfortable gathering spaces designed for everyday living and effortless entertaining. Spacious bedrooms and flexible living areas provide versatility for a primary residence, seasonal escape, or investment property. With 2 bedrooms and 1 bathroom on the first floor and a huge loft room upstairs. Outdoor living is an essential part of the island lifestyle, and this property offers the opportunity to create your own private tropical oasis with room to add a pool or simply bring your furniture and enjoy the privacy with a fully fenced yard and off street parking. The surrounding neighborhood is celebrated for its tree-lined streets, historic charm, vibrant arts community, and exceptional walkability. Spend your mornings biking to the beach, afternoons exploring local galleries and evenings enjoying world-class dining! Located in a 28-day rental zoning. 1222 Florida St, Key West
$999,995 Wonderful Home with a small cottage, pool, and off Street parking! New roof will be put on this month. The main home has an open living room with cathedral ceilings, and a loft . The kitchen has french doors leading to a large deck, and a private back fenced yard. Chicago brick surrounds the Salt Water pool and cottage, with lots of additional space. There are plans by Serge with Artibus Designs for an addition added on to the home if desired giving an additional bedroom, bath, dining room, etc. Wonderful property as is or expand for more square footage! 2 Beds ⋅ 2 Baths ⋅ 620187 MLS Wonderful Home with a small cottage, pool, and off Street parking! New roof will be put on this month. The main home has an open living room with cathedral ceilings, and a loft . The kitchen has french doors leading to a large deck, and a private back fenced yard. Chicago brick surrounds the Salt Water pool and cottage, with lots of additional space. There are plans by Serge with Artibus Designs for an addition added on to the home if desired giving an additional bedroom, bath, dining room, etc. Wonderful property as is or expand for more square footage! 3808 Duck Ave, Key West
$930,000 *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf oversized lot and is completely move-in ready. The home boasts three bedrooms and one bath. The floor plan in the kitchen and living area flows perfectly for open living. Glass French doors open to the back patio (that could be enclosed for Florida room) and look out at the massive green lawn and native trees. The large back yard is perfect for expansion or creating your very own tropical oasis. Set back in complete privacy is a beautiful guest suite/office space with bath. The side yard with an additional privacy fence is perfect boat parking. This property is a must see! Occupied so must allow 24 hour notice. 3 Beds ⋅ 2 Baths ⋅ 620104 MLS *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf oversized lot and is completely move-in ready. The home boasts three bedrooms and one bath. The floor plan in the kitchen and living area flows perfectly for open living. Glass French doors open to the back patio (that could be enclosed for Florida room) and look out at the massive green lawn and native trees. The large back yard is perfect for expansion or creating your very own tropical oasis. Set back in complete privacy is a beautiful guest suite/office space with bath. The side yard with an additional privacy fence is perfect boat parking. This property is a must see! Occupied so must allow 24 hour notice. 1227 20th, Key West
$950,000 Improved $40,000 Lower Price for an Amazing Full Ocean View, Top Floor Unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panoramic view of the Atlantic Ocean and all the activity and fun of Smather's Beach. Ready for your improvements, the condo has a modern open floor plan, spacious master suite with a large walk in closet, and a private balcony to enjoy the view. There is ultimate convenience from the condo unit to the assigned covered parking and storage. Meticulously maintained with professional on site management, La Brisa Condominiums feature superb amenities like a heated swimming pool, hot tub, saunas, a clubhouse, lighted tennis/pickleball court, car wash and grilling area. There is even a complimentary EV charging station. The home is available for your immediate occupancy, with no leases in place or follow on seller occupancy requirements. Centrally located on Key West, with bike paths and public transportation nearby, the Southmost City is yours to explore. Photos depicting furnishings have been virtually staged. Now priced for just $950,000! 2 Beds ⋅ 2 Baths ⋅ 620086 MLS Improved $40,000 Lower Price for an Amazing Full Ocean View, Top Floor Unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panoramic view of the Atlantic Ocean and all the activity and fun of Smather's Beach. Ready for your improvements, the condo has a modern open floor plan, spacious master suite with a large walk in closet, and a private balcony to enjoy the view. There is ultimate convenience from the condo unit to the assigned covered parking and storage. Meticulously maintained with professional on site management, La Brisa Condominiums feature superb amenities like a heated swimming pool, hot tub, saunas, a clubhouse, lighted tennis/pickleball court, car wash and grilling area. There is even a complimentary EV charging station. The home is available for your immediate occupancy, with no leases in place or follow on seller occupancy requirements. Centrally located on Key West, with bike paths and public transportation nearby, the Southmost City is yours to explore. Photos depicting furnishings have been virtually staged. Now priced for just $950,000! 1901 S Roosevelt Blvd Unit 401S, Key West
$939,000 Located in the desirable Truman Annex Shipyard community, this beautifully updated first-floor condominium offers 2 bedrooms, 1 bath. The newly renovated kitchen features stainless steel appliances, granite countertops, and modern finishes, while the updated bath includes a stylish walk-in shower. A redesigned laundry area includes a new washer and dryer for added convenience. Step outside to the spacious rear deck, perfect for outdoor dining and relaxing, with easy access to the nearby community pool. Additional highlights include impact windows, French doors, and an assigned parking space located just steps from the front entrance. Whether you're seeking a full-time residence, vacation getaway, or income-producing property, this Shipyard condo offers an exceptional opportunity in one of Key West's most sought-after communities. 2 Beds ⋅ 1 Baths ⋅ 620043 MLS Located in the desirable Truman Annex Shipyard community, this beautifully updated first-floor condominium offers 2 bedrooms, 1 bath. The newly renovated kitchen features stainless steel appliances, granite countertops, and modern finishes, while the updated bath includes a stylish walk-in shower. A redesigned laundry area includes a new washer and dryer for added convenience. Step outside to the spacious rear deck, perfect for outdoor dining and relaxing, with easy access to the nearby community pool. Additional highlights include impact windows, French doors, and an assigned parking space located just steps from the front entrance. Whether you're seeking a full-time residence, vacation getaway, or income-producing property, this Shipyard condo offers an exceptional opportunity in one of Key West's most sought-after communities. 620 Thomas St Unit 186, Key West
$999,000 Duplex with Solid Income - $91,800/Year This income-producing duplex offers two spacious units, each featuring 3 bedrooms and 1 bathroom--an ideal setup for steady, long-term rental demand. Currently leased at $3,850 and $3,800 per month, the property delivers a strong annual income of $91,800. Situated on a 4,400 sq. ft. lot in a desirable location near the coast, this property is just a short ride from the energy of downtown, making it highly attractive to tenants who want both convenience and lifestyle. Each unit is separately configured, providing flexibility for investors or owner-occupants. The rear unit benefits from off-street parking--a valuable feature in this market. Built with durable Indian Block construction, the property offers long-term structural integrity with room for future value-add opportunities. 6 Beds ⋅ 2 Baths ⋅ 619618 MLS Duplex with Solid Income - $91,800/Year This income-producing duplex offers two spacious units, each featuring 3 bedrooms and 1 bathroom--an ideal setup for steady, long-term rental demand. Currently leased at $3,850 and $3,800 per month, the property delivers a strong annual income of $91,800. Situated on a 4,400 sq. ft. lot in a desirable location near the coast, this property is just a short ride from the energy of downtown, making it highly attractive to tenants who want both convenience and lifestyle. Each unit is separately configured, providing flexibility for investors or owner-occupants. The rear unit benefits from off-street parking--a valuable feature in this market. Built with durable Indian Block construction, the property offers long-term structural integrity with room for future value-add opportunities. 1916 Seidenberg Ave, Key West
$939,000 Welcome to your dream home in Midtown Key West! This 4-bedroom, 3-bathroom currently being used as a 3/2 with a mother-in-law suite. This property has endless possibilities property boasts a fenced yard, perfect for privacy and outdoor enjoyment. With a durable metal roof and tile floors throughout, this home combines comfort and style. Don't miss the opportunity to own a piece of paradise.! 4 Beds ⋅ 3 Baths ⋅ 619376 MLS Welcome to your dream home in Midtown Key West! This 4-bedroom, 3-bathroom currently being used as a 3/2 with a mother-in-law suite. This property has endless possibilities property boasts a fenced yard, perfect for privacy and outdoor enjoyment. With a durable metal roof and tile floors throughout, this home combines comfort and style. Don't miss the opportunity to own a piece of paradise.! 1524 5th St, Key West
$950,000 This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers convenient off-street parking, while the fully fenced backyard creates a private outdoor retreat--perfect for entertaining, relaxing, or accommodating pets. Additional highlights include in-unit laundry and a clean, modern interior that makes this home truly turnkey. Located in a desirable New Town neighborhood, you're just minutes from shopping, dining, schools, and all that Key West has to offer. Whether you're looking for a primary residence, second home, or investment opportunity, 3700 Northside Drive checks all the boxes. 3 Beds ⋅ 2 Baths ⋅ 619269 MLS This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers convenient off-street parking, while the fully fenced backyard creates a private outdoor retreat--perfect for entertaining, relaxing, or accommodating pets. Additional highlights include in-unit laundry and a clean, modern interior that makes this home truly turnkey. Located in a desirable New Town neighborhood, you're just minutes from shopping, dining, schools, and all that Key West has to offer. Whether you're looking for a primary residence, second home, or investment opportunity, 3700 Northside Drive checks all the boxes. 3700 Northside Dr, Key West
$999,000 Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours! 619198 MLS Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours! 2330 Staples Ave, Key West
$999,000 Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours! 1 Beds ⋅ 1 Baths ⋅ 619196 MLS Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours! 2330 Staples Ave, Key West
$945,000 Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. Enjoy unobstructed views from the balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West By The Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush fruit trees. This pet-friendly community includes building insurance, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee. 2 Beds ⋅ 2 Baths ⋅ 617688 MLS Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. Enjoy unobstructed views from the balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West By The Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush fruit trees. This pet-friendly community includes building insurance, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee. 2601 S Roosevelt Blvd Unit 406A, Key West
$949,000 Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings. 3 Beds ⋅ 3 Baths ⋅ 618708 MLS Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings. 818 Elizabeth St Unit Front, Key West
$995,000 This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den/office that could be an extra bedroom, in The Heart of Old Town Key West, with off-street parking. This amazing location comes with a a covered lanai, that will greet you each and every time you come home. Several sets of French Doors will lead you from your outdoor Oasis, that is a perfect Key West garden, into your open floor plan living space. Both bedrooms are on the ground floor, but the second level has a den/loft, that could be used as a guest bedroom as well. There is also tons of storage in this home. Invite your friends and family over for a great meal prepared in your new beautiful kitchen, with plenty of room for a large dinning room table. Move to your living room for a quiet night or a fun night enjoying the view to your gardens. This is the one, located in the X-Flood zone, walking distance to all that Key West has to offer, and easy access to and from New Town. Call today for your private showing. 2 Beds ⋅ 2 Baths ⋅ 616479 MLS This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den/office that could be an extra bedroom, in The Heart of Old Town Key West, with off-street parking. This amazing location comes with a a covered lanai, that will greet you each and every time you come home. Several sets of French Doors will lead you from your outdoor Oasis, that is a perfect Key West garden, into your open floor plan living space. Both bedrooms are on the ground floor, but the second level has a den/loft, that could be used as a guest bedroom as well. There is also tons of storage in this home. Invite your friends and family over for a great meal prepared in your new beautiful kitchen, with plenty of room for a large dinning room table. Move to your living room for a quiet night or a fun night enjoying the view to your gardens. This is the one, located in the X-Flood zone, walking distance to all that Key West has to offer, and easy access to and from New Town. Call today for your private showing. 1209 Truman Ave Unit 5, Key West
$999,000 Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island of Key West, it offers seamless access to a wealth of shops, dining, entertainment, and recreation options, delivering convenience and enjoyment at every turn. With its streamlined rental setup, this condo is perfect for buyers seeking potential income or for those desiring an upscale island retreat all to themselves with all the amenities one could possibly ask for. Property has two restaurants, a bar, covered parking, mini marina dockage for boating while visiting and a fitness center all on site. Experience the best of refined island living! 3 Beds ⋅ 3 Baths ⋅ 612215 MLS Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island of Key West, it offers seamless access to a wealth of shops, dining, entertainment, and recreation options, delivering convenience and enjoyment at every turn. With its streamlined rental setup, this condo is perfect for buyers seeking potential income or for those desiring an upscale island retreat all to themselves with all the amenities one could possibly ask for. Property has two restaurants, a bar, covered parking, mini marina dockage for boating while visiting and a fitness center all on site. Experience the best of refined island living! 3841 N Roosevelt Blvd Unit 222, Key West
$998,000 Step into a piece of Old Town Key West history. Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive. Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key retreat for anyone dreaming of a second home or an easy vacation rental in the heart of Key West. Inside, you'll find soaring wood-vaulted ceilings and warm floors features that hint to island's past. The airy loft adds extra space and character, while the private back deck invites unforgettable evenings dining under the stars. Out front, the iconic porch is made for slow evenings, and people-watching ... the classic Key West pastime. Just two blocks from Duval Street, this location is unbeatable, it's close enough to walk to the best restaurants, galleries, and shops, yet tucked away for peace and privacy. Even better, it's in the coveted X-Zone, so no flood insurance is required, and yes, it has its own, coveted off-street parking spot This isn't just a home, it's a private oasis. It's YOUR Key West story waiting to be written. 1 Beds ⋅ 1 Baths ⋅ 618122 MLS Step into a piece of Old Town Key West history. Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive. Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key retreat for anyone dreaming of a second home or an easy vacation rental in the heart of Key West. Inside, you'll find soaring wood-vaulted ceilings and warm floors features that hint to island's past. The airy loft adds extra space and character, while the private back deck invites unforgettable evenings dining under the stars. Out front, the iconic porch is made for slow evenings, and people-watching ... the classic Key West pastime. Just two blocks from Duval Street, this location is unbeatable, it's close enough to walk to the best restaurants, galleries, and shops, yet tucked away for peace and privacy. Even better, it's in the coveted X-Zone, so no flood insurance is required, and yes, it has its own, coveted off-street parking spot This isn't just a home, it's a private oasis. It's YOUR Key West story waiting to be written. 817 Terry Ln, Key West
$925,000 Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage—ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and income-producing, this is an excellent opportunity for investors or owner-occupants looking to offset expenses while enjoying island living. 4 Beds ⋅ 3 Baths ⋅ 618352 MLS Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage—ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and income-producing, this is an excellent opportunity for investors or owner-occupants looking to offset expenses while enjoying island living. 2004 Patterson Ave, Key West
$999,999 Income producing Duplex in Old Town Key West! The Owner prefer to hold the financed note for a new owner. Fully renovated offering strong income potential and turnkey condition. Recent upgrades include a new roof, siding, impact windows, updated kitchens and baths, and new flooring in the rear unit. The downstairs features two lockout units--rear unit with large private backyard, and front unit with private front porch. Upstairs treetop unit is currently tenant-occupied. Centrally located directly across from Bayview Park, this property offers consistent rental demand and separate electric. X Flood zone with plenty of room for a pool in the backyard. 3 Beds ⋅ 3 Baths ⋅ 618760 MLS Income producing Duplex in Old Town Key West! The Owner prefer to hold the financed note for a new owner. Fully renovated offering strong income potential and turnkey condition. Recent upgrades include a new roof, siding, impact windows, updated kitchens and baths, and new flooring in the rear unit. The downstairs features two lockout units--rear unit with large private backyard, and front unit with private front porch. Upstairs treetop unit is currently tenant-occupied. Centrally located directly across from Bayview Park, this property offers consistent rental demand and separate electric. X Flood zone with plenty of room for a pool in the backyard. 1018 Georgia St, Key West