Homes for Sale near Monroe County Detention Center

• 

  

  

  /22

  $300,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Own your own 40' boat slip (LOA 45') in Sunset Marina, a wonderful, quiet & secure marina on the Gulf in Key West. Positioned at the end of a T-dock on Sailfish Pier, this is a deeded slip, so you own the bay bottom and have unparalleled access with direct deep-water ingress and egress to the Gulf & easy access to the Atlantic.Located on the leeward side of Key West, this marina offers the

  Terri Spottswood Truman & Co. (KW)

  5555 College Rd Unit 9, Key West, FL 33040
• 

  

  

  /44

  $2,495,000

  • 4 Beds
  • 6 Baths
  • 3,118 Sq Ft

  1616 Atlantic Blvd Unit 15, Key West, FL 33040

  Welcome to Casa Caselles, where contemporary elegance and coastal serenity harmonize in this spacious breathtaking residence. Located in an exclusive gated enclave of just 19 town homes,this 4 bedroom, plus office, 5.5-bath masterpiece blends modern luxury with timeless charm and boasts an oceanfront pool to elevate your lifestyle.Spanning three levels of artfully designed space, this home

  Elizabeth Chamberlain Truman & Co. (KW)

  1616 Atlantic Blvd Unit 15, Key West, FL 33040
• 

  

  /2

  $299,000

  • Land

  6810 Front St Unit S-CM-24, Stock Island, FL 33040

  23x47 deep water slip minutes from Key West. Experience the old charm of the Florida Keys at Safe Harbour marina. The marina offers security, laundry and shower facilities as well as plenty of parking. The marina is adjacent to Hog Fish Bar and Grill.

  Marc Ulanowski Equestrian Sotheby's International Realty

  6810 Front St Unit S-CM-24, Stock Island, FL 33040
• 

  

  /2

  $299,000

  • Land
  • 2.39 Acres
  • $125,105 per Acre

  6810 Front St Unit S-Cm -24, Key West, FL 33040

  23x47 deep water slip minutes from Key West. Experience the old charm of the Florida Keys at Safe Harbour marina. The marina offers security, laundry and shower facilities as well as plenty of parking. The marina is adjacent to Hog Fish Bar and Grill.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St Unit S-Cm -24, Key West, FL 33040
• 

  

  

  /98

  $3,395,000

  • 5 Beds
  • 5 Baths
  • 2,721 Sq Ft

  1114 Packer St, Key West, FL 33040

  X FLOOD ZONE! Luxurious Old Town Key West Family Compound with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1114 Packer St, Key West, FL 33040
• 

  

  /25

  $1,895,000

  • Land

  6810 Front St Unit 11, Stock Island, FL 33040

  One of the largest slips in the Florida Keys.Perfect for large yachts and wide beam catamarans...Survey shows 100' long by 59' wide...but can accommodate up to 125' LOA boat.Okay to stage two boats there if want.Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the

  Jerry Hughes Old Town Realty

  6810 Front St Unit 11, Stock Island, FL 33040
• 

  

  /51

  $999,000

  • 4 Beds
  • 2 Baths
  • 1,608 Sq Ft

  2801 Fogarty Ave, Key West, FL 33040

  Nestled on an elevated corner lot overlooking peaceful Lake McKillip, 2801 Fogarty Avenue offers a rare opportunity to own a home in one of Key West's most tranquil neighborhoods. This concrete residence sits just steps from the lake and its shallow-draft boat launch, providing both serene surroundings and convenient water access.The 4BD/2BA layout features a desirable split floor plan with a

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  2801 Fogarty Ave, Key West, FL 33040
• 

  

  /20

  $5,319,000

  • 24 Beds
  • 12 Baths
  • 9,000 Sq Ft

  1819 Atlantic Blvd, Key West, FL 33040

  PRIME OPPORTUNITY! 1819 Atlantic Blvd, 1719/21 Josephine St, 1723/25 Josephine St, 1821 Atlantic Blvd & 1823 Atlantic Blvd. EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 3 FOURPLEXES 12 units offering 9,000 sq ft of Floor Living Area, and 2 vacant lots for a total of 23,340 sq ft of land. All 12 units are each a 2/1, for a total of 24 bedrooms and 12 baths. Buyer to verify with the governing

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1819 Atlantic Blvd, Key West, FL 33040
• 

  

  /15

  $5,197,000

  • 10 Beds
  • 9 Baths
  • 7,193 Sq Ft

  1005 Flagler Ave, Key West, FL 33040

  INVESTORS, DEVELOPERS, CONDO CONVERSION--1005 FLAGLER AVE AND 1009 FLAGLER AVE--Two fourplexes in the highly desirable Casa Marina neighborhood on 18,371 sq ft of land, with 7,193 sq ft of Floor Living Area, for a total of 10 bedrooms and 9 baths. 1005 Flagler is 4 units, 3 of which are 1/1, ground floor unit #1 is a 3/2 with a courtyard. There's an on site coin laundry, as well as a garage and

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1005 Flagler Ave, Key West, FL 33040
• 

  

  /9

  $1,701,000

  • 8 Beds
  • 4 Baths
  • 3,200 Sq Ft

  1621 Josephine St, Key West, FL 33040

  Prime 2 duplexes, each a 2/1 up & 2/1 down for a total of 8 bedrooms, 4 baths. Each unit has a generous covered porch extending the living area to the outdoors. Behind and between the 2 buildings is vacant land, room for a pool or outdoor storage, etc. Off-street parking for 4 cars. There's a lovely specimen Buttonwood tree at the entry to the property. A good investment for owner occupancy and

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1621 Josephine St, Key West, FL 33040
• 

  

  /32

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1211 Catherine St, Key West, FL 33040

  This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

  Haydee Stewart Bascom Grooms Real Estate (KW)

  1211 Catherine St, Key West, FL 33040
• 

  

  /22

  $2,850,000

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  1100 South St, Key West, FL 33040

  Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100 square feet, occupying a

  Key West Luxury Finders Preferred Properties (KW)

  1100 South St, Key West, FL 33040
• 

  

  /47

  $2,150,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 4 Baths
  • 1,522 Sq Ft

  816 Ashe St, Key West, FL 33040

  NEW PRICE!! This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within

  Bascom Grooms Bascom Grooms Real Estate (KW)

  816 Ashe St, Key West, FL 33040
• 

  

  /18

  $689,000

  • Land

  5950 Peninsular Ave Unit 674, Key West, FL 33040

  Florida Keys living beckons at this oceanfront marina community. Aptly named Oceanside Marina. Includes parking, dock-box, electric/water hookup as well as laundry/bath facilities. Docks received complete refurbishment in 2017. Adjacent hotel built in 2017 offers 6 pools, restaurant, dog park, hourly shuttles downtown, fuel dock, kayak tours, charter fishing. Live aboard your vessel or rent out

  Zachary Bentley Coastal Collection Real Estate Inc.

  5950 Peninsular Ave Unit 674, Key West, FL 33040
• 

  

  /41

  $1,249,000

  • 4 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1215 Bay St, Key West, FL 33040

  This charming four-bedroom, three-bathroom duplex is a rare find, nestled on a generous 7,500 sq. ft. lot that provides plenty of room for relaxation, gardening, or entertaining. Surrounded by lush foliage, the property offers a serene sense of privacy and seclusion, making it a perfect retreat. Centrally located, you'll enjoy easy access to shopping, dining, and the beach, with Old Town Key West

  Justyn Ewald Expert Realty LLC (HQ)

  1215 Bay St, Key West, FL 33040
• 

  

  /28

  $850,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  MOTIVATED SELLERS' A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

  Letisia Powell Robert Slack LLC

  817 Eaton St Unit 1, Key West, FL 33040
• 

  

  /32

  $5,500,000

  • 8 Beds
  • 11 Baths
  • 8,472 Sq Ft

  314 Simonton St, Key West, FL 33040

  Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  314 Simonton St, Key West, FL 33040
• 

  

  /54

  $1,330,000

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  243 Golf Club Dr, Key West, FL 33040

  MOTIVATED SELLERS Turn-key home with a history of rentals and a long term lease in place at $5,700 per month, expires June 30, 2026. Subtract that from the purchase price and this is the largest lot for the lowest price. Beautifully maintained, fully furnished Golf Club home overlooking the 17th hole in the Sanctuary. This lot is one of the largest in the development and is approved by the HOA to

  Jessica Prescott Coastal Collection Real Estate Inc.

  243 Golf Club Dr, Key West, FL 33040
• 

  

  /8

  $599,000

  • 4 Beds
  • 2 Baths
  • 1,104 Sq Ft

  C1 9th Ave, Stock Island, FL 33040

  This 4 Bedroom 2-bathroom doublewide sits on a corner fenced lot with ample parking. This home has a roof that is only a few years old as well as newer central A/C. Currently it is being used as a rental with good monthly income. And you own the land

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  C1 9th Ave, Stock Island, FL 33040
• 

  

  /10

  $499,000

  • 2 Beds
  • 1 Bath
  • 644 Sq Ft

  6800 Maloney Ave Unit 20, Stock Island, FL 33040

  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

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  6800 Maloney Ave Unit 20, Stock Island, FL 33040
• 

  

  /32

  $999,000

  • 3 Beds
  • 3 Baths
  • 1,586 Sq Ft

  3841 N Roosevelt Blvd Unit 222, Key West, FL 33040

  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

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 222, Key West, FL 33040
• 

  

  /36

  $899,000

  • 2 Beds
  • 3 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 213, Key West, FL 33040

  Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 213, Key West, FL 33040
• 

  

  /32

  $1,425,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 4 Baths
  • 1,464 Sq Ft

  415 Julia St, Key West, FL 33040

  At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24.

  Annica Pedersen Key West Luxury Real Estate Inc (KW)

  415 Julia St, Key West, FL 33040
• 

  

  /43

  $1,299,000

  • 3 Beds
  • 4 Baths
  • 1,932 Sq Ft

  1409 Truman Ave, Key West, FL 33040

  Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. Key Features, Historical Architecture, Enjoy high ceilings, beautiful Dade County Pine throughout, an open staircase, all signature elements of this classic Key West home. Spacious Layout, The home boasts 3 bedrooms one being a large master bedroom with a walk in closet, each with

  Michael Sorah Truman & Co. (KW)

  1409 Truman Ave, Key West, FL 33040
• 

  

  /20

  $205,000

  • Land

  5555 College Rd Unit KF7, Key West, FL 33040

  Sunset Marina KINGFISH PIER 7 Deeded Slip, Title to the boat slip is Fee Simple. Verified commercial and residential use. Rare opportunity Prime location on the Marina Side directly beside the ship store. This Wet boat slip has a state of the art concrete floating dock on the live aboard side, this slip will accommodate up to a 35' boat which is 30' x 15'8'' with 6' controlled depth. Being that

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  5555 College Rd Unit KF7, Key West, FL 33040
• 

  

  /40

  $1,995,000

  • 6 Beds
  • 3 Baths
  • 3,197 Sq Ft

  1229 5th St, Key West, FL 33040

  Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

  The Spottswood Team Truman & Co. (KW)

  1229 5th St, Key West, FL 33040
• 

  

  /23

  $895,000

  • Land

  6810 Front St Unit S-LL-1D, Stock Island, FL 33040

  An exclusive offering to purchase a protected deep water yacht slip near Key West proper.Slip measures per survey 100' x 25.7'....HOWEVER can accommodate up to 125' boat. (has 20'' steel tie off pilings approximately 60' from dock)Safe Harbour Marina is a deep water protected port and recreational marina with minimum14' depth.Originally constructed in the late 1950's and located in the heart of

  Jerry Hughes Old Town Realty

  6810 Front St Unit S-LL-1D, Stock Island, FL 33040
• 

  

  /36

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  1011 Simonton St Unit 1, Key West, FL 33040

  Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private

  Marc Ulanowski Equestrian Sotheby's International Realty

  1011 Simonton St Unit 1, Key West, FL 33040
• 

  

  /5

  $2,649,000

  • 4 Beds
  • 4 Baths
  • 2,410 Sq Ft

  3409 Eagle Ave, Key West, FL 33040

  Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  3409 Eagle Ave, Key West, FL 33040
• 

  

  /53

  $2,300,000

  • 8 Beds
  • 4 Baths
  • 750 Sq Ft

  2322 Seidenberg Ave, Key West, FL 33040

  Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  2322 Seidenberg Ave, Key West, FL 33040
• 

  

  /21

  $15,000,000

  • Land

  1 Seppala Way, Key Haven, FL 33040

  Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other.Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already

  Jenna Stauffer Ocean Sotheby's International Realty

  1 Seppala Way, Key Haven, FL 33040
• 

  

  /5

  $1,049,000

  • Land

  416 Appelrouth Ln, Key West, FL 33040

  Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

  Jenny Perry Preferred Properties (KW)

  416 Appelrouth Ln, Key West, FL 33040
• 

  

  /20

  $270,000

  • Land

  5555 College Rd Unit 1, Key West, FL 33040

  Now just - $270,000!Sunset Marina Grouper #1: Key West deep water 45' boat slip with a state-of-the-art boat lift.Located in a protected section of picturesque Sunset Marina, you'll enjoy quick in and out, to open water for all your boating adventures. Fully deeded with bay bottom ownership, the 40' slip can accommodate a boat up to 45' fore-to-aft and 6' draft. Included in the sale is a nearly

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  5555 College Rd Unit 1, Key West, FL 33040
• 

  

  /27

  $10,995,000

  • Land

  7000 5th St, Stock Island, FL 33040

  500 k price reduction! Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. Boasting breathtaking panoramic views of the glistening waters, these two expansive plots of land / bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures.The Northern

  Ellen Gvili Ocean Sotheby's International Realty

  7000 5th St, Stock Island, FL 33040
• 

  

  /19

  $60,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  617 Front St Unit A54/Week 49, Key West, FL 33040

  UNIT AVAILABLE TO SEE DEC. 7TH-14TH. THIS IS A ONE WEEK TIMESHARE PROPERTY DEEDED FOR LIFE - Enjoy the Best Sunset Views from the Rooftop of This Building. Relax on the Large Balcony Facing the Water Where You Can Watch the Boats Coming and Going From Beautiful Key West. Unit Includes Everything You Could Ever Need to Enjoy One of the Best Vacation Destinations! Tastefully Furnished, Spacious

  Angela Mariani EXIT Realty of Naples

  617 Front St Unit A54/Week 49, Key West, FL 33040
• 

  

  /65

  $7,950,000

  • Land

  7200 5th St, Stock Island, FL 33040

  500 K price reduction! A rare opportunity to own a private island with 50 acres and only minutes from Key West. So many possibilities. Build your own Equestrian Estate on over 5 acres of upland, ''The Southernmost stables'' with up to 12 horses. This property is an excellent place to host large events like concerts, weddings, farm to table / wine tastings, or possibly therapeutic programs or

  Marc Ulanowski Equestrian Sotheby's International Realty

  7200 5th St, Stock Island, FL 33040
• 

  /2

  $1,237,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  1224 Seminary St, Key West, FL 33040

  Welcome to 1224 Seminary Street, a tranquil tropical retreat in one of Key West's most desirable neighborhoods--just moments from the White Street Arts District, Higgs Beach & the iconic White Street Pier. Set on an oversized 5400 sq. ft. lot, this unique property offers the best of island living w/ a compound of 2 separate homes, surrounded by lush greenery & classic Key West character.The main

  Elizabeth Proce Elizabeth S Proce

  1224 Seminary St, Key West, FL 33040
• 

  /2

  $525,000

  • Land
  • 0.02 Acre
  • $26,250,000 per Acre

  5555 College Rd Unit 5, Key West, FL 33040

  Up to a 65' LIVE ABOARD vessel boatslip in Sunset Marina. Barracuda 5 (B5) is 19' x 60' with direct access to the Gulf and is on the leeward side of the island with a 6' draft, floating concrete docks, a fuel dock, laundromat, convenience store, on site management and one parking space for each slip. Owner will consider a rental or a lease to own option or seller financing, for the right buyer.

  David Rufo LPT REALTY, LLC

  5555 College Rd Unit 5, Key West, FL 33040
• 

  /2

  $375,000

  • Land
  • 2.39 Acres
  • $156,904 per Acre

  6810 Front St Unit 22, Stock Island, FL 33040

  Great Opportunity and location. 25X60 deep water slip.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St Unit 22, Stock Island, FL 33040
• 

  /2

  $1,600,000

  • 2 Beds
  • 5 Baths
  • 1,200 Sq Ft

  6810 Front St Unit SNL13&B4SA, Stock Island, FL 33040

  This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40nft deep water slip. The unit comes with one assigned off street parking space. Taxes, water, insurance, building and common area maintenance are covered under the dues.Weekly vacation rentals allowed for the condo.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St Unit SNL13&B4SA, Stock Island, FL 33040

Showing Results 321 - 360, Page 9 of 10