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NEW LISTING! Waterfront Home Just Minutes from Old Town Key West! This beautiful residence offers over 2,400 square feet of living space and features three bedrooms and three bathrooms, including a primary bedroom with an en suite bathroom and picturesque water views. The home is designed for entertaining, boasting a spacious family room, a game room, and an expansive patio that offers stunning views of the canal. This property is the ideal tropical oasis and is sold furnished. Additionally, it provides ample parking for vehicles, RVs, and your boat. Great location near dining and resorts and just a quick drive to Key West Airport and Duval Street. Lot is 120' deep and 40' wide on canal side.

3 Beds ⋅ 3 Baths ⋅ 621682 MLS

NEW LISTING! Waterfront Home Just Minutes from Old Town Key West! This beautiful residence offers over 2,400 square feet of living space and features three bedrooms and three bathrooms, including a primary bedroom with an en suite bathroom and picturesque water views. The home is designed for entertaining, boasting a spacious family room, a game room, and an expansive patio that offers stunning views of the canal. This property is the ideal tropical oasis and is sold furnished. Additionally, it provides ample parking for vehicles, RVs, and your boat. Great location near dining and resorts and just a quick drive to Key West Airport and Duval Street. Lot is 120' deep and 40' wide on canal side.

25a 12th Ave, Stock Island

$1,200,000

Key West Transient-Licensed Vacation Rental for Sale. Own an active nightly vacation rental just minutes from Old Town Key West. This beautifully maintained 3-bedroom, 3-bathroom Coral Hammock home blends resort-style amenities with relaxed island living, and it's licensed for nightly transient rentals, which makes it a strong income-producing investment property or Florida Keys vacation home. Inside, an open-concept floor plan features vaulted ceilings and abundant natural light. The kitchen comes with brand new stainless steel appliances and quartz countertops. The spacious living and dining areas flow seamlessly to a private covered porch for easy indoor-outdoor living. Each of the three bedrooms has its own full bathroom, offering privacy and flexibility for family, guests, or vacation rental bookings. The primary suite opens to a private balcony, a serene retreat after a day on the water. Outside, enjoy lush tropical landscaping and two dedicated parking spaces. You'll also have access to Coral Hammock's heated resort pool, clubhouse, and fitness center. The home is close to the Key West Golf Club, Hogfish Bar & Grill, Hurricane Hole Marina, and some of the best dining and boating in the Florida Keys. 31 Coral Way combines comfort, convenience, and the carefree charm of Key West living. Buyer pays 2 months of HOA dues ($880 total) at closing as a working capital contribution.

3 Beds ⋅ 3 Baths ⋅ 621642 MLS

Key West Transient-Licensed Vacation Rental for Sale. Own an active nightly vacation rental just minutes from Old Town Key West. This beautifully maintained 3-bedroom, 3-bathroom Coral Hammock home blends resort-style amenities with relaxed island living, and it's licensed for nightly transient rentals, which makes it a strong income-producing investment property or Florida Keys vacation home. Inside, an open-concept floor plan features vaulted ceilings and abundant natural light. The kitchen comes with brand new stainless steel appliances and quartz countertops. The spacious living and dining areas flow seamlessly to a private covered porch for easy indoor-outdoor living. Each of the three bedrooms has its own full bathroom, offering privacy and flexibility for family, guests, or vacation rental bookings. The primary suite opens to a private balcony, a serene retreat after a day on the water. Outside, enjoy lush tropical landscaping and two dedicated parking spaces. You'll also have access to Coral Hammock's heated resort pool, clubhouse, and fitness center. The home is close to the Key West Golf Club, Hogfish Bar & Grill, Hurricane Hole Marina, and some of the best dining and boating in the Florida Keys. 31 Coral Way combines comfort, convenience, and the carefree charm of Key West living. Buyer pays 2 months of HOA dues ($880 total) at closing as a working capital contribution.

31 Coral Way, Stock Island

$615,600

This lovely townhome is located within the Islander Village HOA, a Local's Only Workforce Community. The home is elevated and above a garage for 2 cars. It has 9' ceilings on the first floor, a kitchen, ½ bath, living room and a lovely front and back porch. Upstairs is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. Additionally, the home has a metal roof and impact windows and doors for low insurances. The HOA dues are only $165 a month and the community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

3 Beds ⋅ 3 Baths ⋅ 621635 MLS

This lovely townhome is located within the Islander Village HOA, a Local's Only Workforce Community. The home is elevated and above a garage for 2 cars. It has 9' ceilings on the first floor, a kitchen, ½ bath, living room and a lovely front and back porch. Upstairs is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. Additionally, the home has a metal roof and impact windows and doors for low insurances. The HOA dues are only $165 a month and the community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

5030 5th Ave Unit 61, Stock Island

5960 Peninsular Ave Unit 210, Stock Island

$1,950,000

Enjoy beautiful open Atlantic Ocean views from this spacious 2-bedroom, 2-bath condo at 5960 Peninsular Avenue, Unit 210, on Stock Island. Offering 1,352 square feet of comfortable living space, this well-maintained condo features tile flooring throughout, an updated kitchen, impact windows and doors, and a bright, open floor plan. Step outside onto the generously sized balcony and take in the expansive ocean views. Clean, move-in ready, and ideally located just minutes from Key West, this condo offers the perfect opportunity to enjoy the Florida Keys lifestyle with convenience and incredible views

2 Beds ⋅ 2 Baths ⋅ 621630 MLS

Enjoy beautiful open Atlantic Ocean views from this spacious 2-bedroom, 2-bath condo at 5960 Peninsular Avenue, Unit 210, on Stock Island. Offering 1,352 square feet of comfortable living space, this well-maintained condo features tile flooring throughout, an updated kitchen, impact windows and doors, and a bright, open floor plan. Step outside onto the generously sized balcony and take in the expansive ocean views. Clean, move-in ready, and ideally located just minutes from Key West, this condo offers the perfect opportunity to enjoy the Florida Keys lifestyle with convenience and incredible views

5960 Peninsular Ave Unit 210, Stock Island

$699,000

Updated CBS Duplex on Oversized Stock Island Lot - Ready Now Opportunity is knocking on Stock Island! This well-maintained CBS duplex offers 4 bedrooms and 2 bathrooms on a generously sized lot, with abundant room to park and store vehicles, boats, trailers, and work equipment, a rare find this close to Key West. Both kitchens and both bathrooms have been tastefully updated, so you can move in or rent out without lifting a finger. Solid concrete block construction provides durability and peace of mind in the Keys climate. The yard is a true blank canvas, ready for your vision, whether that's a garden retreat, outdoor entertaining space, or added storage. Live in one side and rent the other, or add a strong income property to your portfolio. Available for immediate occupancy. Just minutes from Key West dining, marinas, and amenities.

4 Beds ⋅ 2 Baths ⋅ 621519 MLS

Updated CBS Duplex on Oversized Stock Island Lot - Ready Now Opportunity is knocking on Stock Island! This well-maintained CBS duplex offers 4 bedrooms and 2 bathrooms on a generously sized lot, with abundant room to park and store vehicles, boats, trailers, and work equipment, a rare find this close to Key West. Both kitchens and both bathrooms have been tastefully updated, so you can move in or rent out without lifting a finger. Solid concrete block construction provides durability and peace of mind in the Keys climate. The yard is a true blank canvas, ready for your vision, whether that's a garden retreat, outdoor entertaining space, or added storage. Live in one side and rent the other, or add a strong income property to your portfolio. Available for immediate occupancy. Just minutes from Key West dining, marinas, and amenities.

6415 2nd Ter, Key West

$599,900

This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. Low insurances (approx. $4,200 a year) and low HOA dues ($165 a month) make this a fantastic opportunity for local buyers. FHA and VA financing accepted, and Buyer assistance programs available for qualified buyers. The home is elevated and above a garage for 2 cars. On the first floor are the kitchen, dining and living room as well as a 1/2 bath, 9' ceilings and covered front and back porches. Upstairs their is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. This locals community has a pool, dog park and an additional small park. If you have a client that lives and works in Monroe County and want to join the Islander Village family please call for more information.

3 Beds ⋅ 3 Baths ⋅ 620935 MLS

This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. Low insurances (approx. $4,200 a year) and low HOA dues ($165 a month) make this a fantastic opportunity for local buyers. FHA and VA financing accepted, and Buyer assistance programs available for qualified buyers. The home is elevated and above a garage for 2 cars. On the first floor are the kitchen, dining and living room as well as a 1/2 bath, 9' ceilings and covered front and back porches. Upstairs their is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. This locals community has a pool, dog park and an additional small park. If you have a client that lives and works in Monroe County and want to join the Islander Village family please call for more information.

5030 5th Ave Unit 13, Stock Island

$615,600

This spacious townhome in the Islander Village Community is ready for its next local homeowner. The home is elevated and has a garage below for 2 cars. there are 9' ceilings on the first floor, a kitchen, ½ bath, living room and lovely front and back porches. Upstairs is the primary bedroom with ensuite bath and two additional bedrooms with a full bathroom between them. Additionally, the home has a metal roof and impact windows and doors for low insurances. The HOA dues are only $165 a month and the community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

3 Beds ⋅ 3 Baths ⋅ 620863 MLS

This spacious townhome in the Islander Village Community is ready for its next local homeowner. The home is elevated and has a garage below for 2 cars. there are 9' ceilings on the first floor, a kitchen, ½ bath, living room and lovely front and back porches. Upstairs is the primary bedroom with ensuite bath and two additional bedrooms with a full bathroom between them. Additionally, the home has a metal roof and impact windows and doors for low insurances. The HOA dues are only $165 a month and the community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

5030 5th Ave Unit 60, Stock Island

$599,000

10K Price Reduction ~ This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. Low insurances (approx. $4,200 Total a year) and low HOA dues ($165 a month) make this a fantastic opportunity for local buyers. FHA and VA financing accepted, and Buyer assistance programs available for qualified buyers. The home is elevated and above a garage for 2 cars. On the first floor are the kitchen, dining and living room as well as a 1/2 bath, 9' ceilings and covered front and back porches. Upstairs their is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. The home has very low insurances due to a metal roof and impact windows and doors. This locals community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

3 Beds ⋅ 3 Baths ⋅ 620363 MLS

10K Price Reduction ~ This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. Low insurances (approx. $4,200 Total a year) and low HOA dues ($165 a month) make this a fantastic opportunity for local buyers. FHA and VA financing accepted, and Buyer assistance programs available for qualified buyers. The home is elevated and above a garage for 2 cars. On the first floor are the kitchen, dining and living room as well as a 1/2 bath, 9' ceilings and covered front and back porches. Upstairs their is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. The home has very low insurances due to a metal roof and impact windows and doors. This locals community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

5030 5th Ave Unit 62, Stock Island

$1,194,000

Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly! Short Term Rentals are allowed! This end unit is the biggest floor plan built in Coral Hammock. #42 has many upgrades not seen in the others within the gated community. Boasts totally renovated kitchen w/ NEW granite counter tops, cabinets (w/ soft close drawer / cabinet doors), farmhouse sink, stainless appliances (even a wine cooler). Two of the 3 bathrooms are totally renovated as well (vanities, fixtures, tile in the showers, flooring, commodes). Located poolside so less Hwy noise /grim than some others, plus better parking than some others. The upper level features a covered balcony spanning the entire width of the townhome (not all of them have this up grade). Impeccably maintained w/ more recent work including Azek decking on exterior steps-porches-balconies, all 4 sets of french doors on the poolside replaced with impacted rated metal ones, entire exterior painted, tented (w/ warranty) & replaced Central AC! Upper level boasts 2 bedrooms, 2 ensuite baths & ample closet space. Primary bath (upstairs) again was totally renovated, even has new tub! 2nd bath (upstairs) has shower/tub combo & new vanity. Lower level has 1 bedroom, 1 bath, kitchen, dining area/den & closets. Front porch on lower level is covered. Gated community boasts pool, club house w/work out room & Short Term (transient) Rentals! Close to the lower Keys only golf course (KW Golf Club), hospital, several marinas, airport, beaches, bars & restaurants. Just a short ride into Old Town KW w/ world famous Duval St.. Not here all the time, no problem - Lock it & Leave. HOA (not a condo) takes care of pool & grounds. Gated community so you must have code to enter gate. These sellers have not done rentals, so there is NO rental history to share, but it's evident by the condition this one has been owner use only. Buyers must pay $880 to HOA at closing. Only one offered on pool plus lowest PRICED!

3 Beds ⋅ 3 Baths ⋅ 620275 MLS

Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly! Short Term Rentals are allowed! This end unit is the biggest floor plan built in Coral Hammock. #42 has many upgrades not seen in the others within the gated community. Boasts totally renovated kitchen w/ NEW granite counter tops, cabinets (w/ soft close drawer / cabinet doors), farmhouse sink, stainless appliances (even a wine cooler). Two of the 3 bathrooms are totally renovated as well (vanities, fixtures, tile in the showers, flooring, commodes). Located poolside so less Hwy noise /grim than some others, plus better parking than some others. The upper level features a covered balcony spanning the entire width of the townhome (not all of them have this up grade). Impeccably maintained w/ more recent work including Azek decking on exterior steps-porches-balconies, all 4 sets of french doors on the poolside replaced with impacted rated metal ones, entire exterior painted, tented (w/ warranty) & replaced Central AC! Upper level boasts 2 bedrooms, 2 ensuite baths & ample closet space. Primary bath (upstairs) again was totally renovated, even has new tub! 2nd bath (upstairs) has shower/tub combo & new vanity. Lower level has 1 bedroom, 1 bath, kitchen, dining area/den & closets. Front porch on lower level is covered. Gated community boasts pool, club house w/work out room & Short Term (transient) Rentals! Close to the lower Keys only golf course (KW Golf Club), hospital, several marinas, airport, beaches, bars & restaurants. Just a short ride into Old Town KW w/ world famous Duval St.. Not here all the time, no problem - Lock it & Leave. HOA (not a condo) takes care of pool & grounds. Gated community so you must have code to enter gate. These sellers have not done rentals, so there is NO rental history to share, but it's evident by the condition this one has been owner use only. Buyers must pay $880 to HOA at closing. Only one offered on pool plus lowest PRICED!

42 Coral Way, Stock Island

$1,195,000

Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step outside and you're steps from the community's lushly landscaped pool, Two private balconies invite you to slow down, catch the breeze, and remember why you fell in love with the Keys in the first place. Whether you're sipping morning coffee or watching the sunset, there's plenty of outdoor living here to enjoy. Inside, the layout is open and functional with a fully equipped kitchen, spacious living areas, and 2.5 bathrooms, meaning room to breathe whether you're using this as a primary residence, winter retreat, or income-producing rental. The community also offers a clubhouse and fitness center, and covered parking for two vehicles is included. Location-wise, you're minutes from the buzz of Duval Street, world-class dining, marinas, and everything Key West has to offer, without the Old Town price tag. Gated. Private. Pool & amenities. Income potential. This one won't last.

3 Beds ⋅ 3 Baths ⋅ 620248 MLS

Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step outside and you're steps from the community's lushly landscaped pool, Two private balconies invite you to slow down, catch the breeze, and remember why you fell in love with the Keys in the first place. Whether you're sipping morning coffee or watching the sunset, there's plenty of outdoor living here to enjoy. Inside, the layout is open and functional with a fully equipped kitchen, spacious living areas, and 2.5 bathrooms, meaning room to breathe whether you're using this as a primary residence, winter retreat, or income-producing rental. The community also offers a clubhouse and fitness center, and covered parking for two vehicles is included. Location-wise, you're minutes from the buzz of Duval Street, world-class dining, marinas, and everything Key West has to offer, without the Old Town price tag. Gated. Private. Pool & amenities. Income potential. This one won't last.

15 Coral Way, Stock Island

$929,000

This newly built 2026 home on Stock Island delivers what buyers rarely find in the Florida Keys: true new construction, built to current code, with a fully legal guest suite and insurance costs designed to be as manageable as possible -- all priced under $1M. The main residence offers 3 bedrooms, 2 bathrooms, and over 1,500 square feet of thoughtfully designed living space elevated 18 feet above grade. Interiors feature waterproof and scratch-proof luxury vinyl plank flooring, quartz countertops, stainless steel appliances, and in-unit washer and dryer. HardiePlank siding, impact-rated doors and windows, and a metal roof complete a build package engineered for Keys living. Central air conditioning keeps the main home comfortable year-round. The elevated guest suite -- positioned at 9 feet with its own private entrance below the main home -- adds one bedroom, one bathroom, and approximately 500 square feet of additional living space, complete with quartz countertops, stainless steel appliances, in-unit laundry, and a mini-split system. Live in one, rent the other, or house extended family with total privacy. Similar properties are bringing in over $6500 per month in rent. The fully fenced, rock-covered lot provides covered parking under the home and additional off-street parking out front -- a genuine premium in the Keys. Stock Island puts you one bridge from Old Town Key West, with marinas, restaurants, and the energy of the Keys right at your door.

4 Beds ⋅ 3 Baths ⋅ 620041 MLS

This newly built 2026 home on Stock Island delivers what buyers rarely find in the Florida Keys: true new construction, built to current code, with a fully legal guest suite and insurance costs designed to be as manageable as possible -- all priced under $1M. The main residence offers 3 bedrooms, 2 bathrooms, and over 1,500 square feet of thoughtfully designed living space elevated 18 feet above grade. Interiors feature waterproof and scratch-proof luxury vinyl plank flooring, quartz countertops, stainless steel appliances, and in-unit washer and dryer. HardiePlank siding, impact-rated doors and windows, and a metal roof complete a build package engineered for Keys living. Central air conditioning keeps the main home comfortable year-round. The elevated guest suite -- positioned at 9 feet with its own private entrance below the main home -- adds one bedroom, one bathroom, and approximately 500 square feet of additional living space, complete with quartz countertops, stainless steel appliances, in-unit laundry, and a mini-split system. Live in one, rent the other, or house extended family with total privacy. Similar properties are bringing in over $6500 per month in rent. The fully fenced, rock-covered lot provides covered parking under the home and additional off-street parking out front -- a genuine premium in the Keys. Stock Island puts you one bridge from Old Town Key West, with marinas, restaurants, and the energy of the Keys right at your door.

49g Miriam St, Stock Island

$489,000

This beautifully updated 3 bedroom, 3 bath home in Harbor Shores offers 1,222 square feet with vaulted ceilings, granite countertops and central AC, plus generous closet space in every bedroom. An open living concept connects the kitchen, dining and living areas, easily seating 6 at the table and another 6 in the living room, ideal for entertaining or multigenerational living. This property includes deeded land ownership. You own the lot, not just the home, adding long term value and stability hard to find at this price point. Beyond the home, Harbor Shores is a community built around the water, giving residents access to a private boat ramp and dock rentals just steps away from your front door. HOA is just $230 a month and covers cable, sewer and common area maintenance.

3 Beds ⋅ 3 Baths ⋅ 619863 MLS

This beautifully updated 3 bedroom, 3 bath home in Harbor Shores offers 1,222 square feet with vaulted ceilings, granite countertops and central AC, plus generous closet space in every bedroom. An open living concept connects the kitchen, dining and living areas, easily seating 6 at the table and another 6 in the living room, ideal for entertaining or multigenerational living. This property includes deeded land ownership. You own the lot, not just the home, adding long term value and stability hard to find at this price point. Beyond the home, Harbor Shores is a community built around the water, giving residents access to a private boat ramp and dock rentals just steps away from your front door. HOA is just $230 a month and covers cable, sewer and common area maintenance.

6800 Maloney Ave Unit 13, Stock Island

$499,000

This 2-bedroom one bath manufacture home, is located in Harbour Shores a well run condominium association park with very reasonable fees of $200 a month. This home sits on one of the bigger lots with provides off street parking with its own private driveway. The park also offers boat docking at very good rates for owners with easy ocean access. The home has a newer roof and central air conditioner.

2 Beds ⋅ 1 Baths ⋅ 612208 MLS

This 2-bedroom one bath manufacture home, is located in Harbour Shores a well run condominium association park with very reasonable fees of $200 a month. This home sits on one of the bigger lots with provides off street parking with its own private driveway. The park also offers boat docking at very good rates for owners with easy ocean access. The home has a newer roof and central air conditioner.

6800 Maloney Ave Unit 20, Stock Island

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