Monroe County FL Multifamily Homes & Duplexes for Sale

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  /12

  $865,000

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  3711 Eagle Ave, Key West, FL 33040

  On a beautiful street this duplex is located on the desirable upper end of Eagle Avenue. The main house is a full renovation project, offering a prime opportunity for customization or redevelopment. This property comes with a build-back letter from the City of Key West, offering a rare chance to create a custom home in a prime residential area. The property can also be purchased with the

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
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  /40

  $2,750,000

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft

  190 & 192 Harborview Dr, Key Largo, FL 33070

  Stunning Bayfront Opportunity with Western Sunset Views | TavernierPositioned on a prime waterfront lot with year-round western exposure, this one-of-a-kind Bayfront property captures spectacular sunset views and offers a unique combination of existing income potential and future luxury development. Once a full duplex, the northside half has been professionally demolished and comes with fully

  Kevin Cornell RE/MAX All Keys Real Estate

  190 & 192 Harborview Dr, Key Largo, FL 33070
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  /35

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 2,157 Sq Ft

  1417 Ashby St, Key West, FL 33040

  This historic 4 unit property was at one time a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. In the downstairs apartment comprising the entire first floor there is Hansen & Bringle cabinetry, central A/C and it's own washer/dryer. Upstairs are 2 studio

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  1417 Ashby St, Key West, FL 33040
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  /77

  $7,900,000

  • 10 Beds
  • 9 Baths
  • 5,392 Sq Ft

  95480 & 90 Overseas Hwy, Key Largo, FL 33037

  This unique property combines privacy, comfort, and the beauty of coastal living. With ample space for gatherings and adventures on the bay, you'll fall in love with the charm and tranquility of this magnificent bayfront estate. Enjoy year round sunsets from this 2 acre estate on Florida Bay! This is perfect for an extended family or group of friends to enjoy. 3 dwellings on 2 separate parcels

  Alina Davis Coldwell Banker Schmitt Islamorada

  95480 & 90 Overseas Hwy, Key Largo, FL 33037
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  /52

  $2,300,000

  • 6 Beds
  • 4 Baths
  • 2,671 Sq Ft

  506 Frances St, Key West, FL 33040

  Nestled on one of the most coveted blocks in Key West, this exceptional property in the Historic District is brimming with character and untapped potential. Currently configured as four distinct apartments - (A) 2BR/1BA, (B) 2BR/2BA, (C) Studio/1BA, and (D) 1BR/1BA - totaling 2,671 sq. ft., each unit features its own private outdoor space, a well-appointed kitchen, ample storage, and high

  Team Kaufelt Truman & Co. (KW)

  506 Frances St, Key West, FL 33040
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  /37

  $1,715,000

  • 4 Beds
  • 4 Baths
  • 2,040 Sq Ft

  261 & 271 9th St, Key Colony, FL 33051

  FULL DUPLEX now Available! Nicely updated and lovingly maintained by this family for over 40 years... Live in one & Rent the other! Or just enjoy the room & privacy, for all of your family and friends. Come, share the wonderful Island Life here on 9th Street in the fabulous Florida Keys! This 100 ft wide canal gives you access to both the open ocean and open gulf with a brief (5 min) boat/jets

  Karen Raspe, PA Ocean Sotheby's International

  261 & 271 9th St, Key Colony, FL 33051
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  /97

  $1,895,000

  • 4 Beds
  • 4.5 Baths
  • 2,020 Sq Ft

  101 Sombrero Blvd, Marathon, FL 33050

  Endless potential with this income producing 3-Story Concrete construction TRI-PLEX home with 4 bedrooms and 5 bathrooms offering ample space for large groups or multiple families. The independent guest suites are located on each floor with a private balcony! Boating enthusiasts will enjoy this deep water protected dockage in Boot Key Harbor with 4 Boat Slips including water and electric

  Lynn Goodwin Coldwell Banker Schmitt Real Estate Co.

  101 Sombrero Blvd, Marathon, FL 33050
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  /36

  $2,788,000

  • 10 Beds
  • 6 Baths
  • 3,876 Sq Ft

  912 Pohalski St, Key West, FL 33040

  Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

  Richard Haskins Buy The Keys

  912 Pohalski St, Key West, FL 33040
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  /67

  $3,999,000

  • 10 Beds
  • 9 Baths
  • 6,128 Sq Ft

  14 125th Street Gulf, Marathon, FL 33050

  Live and/or work in this RARE 100' of waterfront re-development opportunity with DEEP WATER DOCKAGE APPROVED! 200' HIGHWAY FRONTAGE! Huge 74,890 SQ FT site with an ACTIVE Conditional Use PERMIT for 10 unit and 4 affordable staff group home units. 6 TBR's are available to add on, more are available. No TDR's required for pure commercial use! This MIXED USE ZONING has many commercial-residential

  Peter Schwarz-Top Producer LoKation Real Estate

  14 125th Street Gulf, Marathon, FL 33050
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  /47

  $2,000,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  228 Apache St, Tavernier, FL 33070

  Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom Cherry and Pine kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces.

  Joel Young American Caribbean Real Estate, Christie's International Real Estate

  228 Apache St, Tavernier, FL 33070
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  $1,069,000

  • 4 Beds
  • 2 Baths
  • 1,785 Sq Ft

  2418 Patterson Ave, Key West, FL 33040

  Investment opportunity! This Duplex features a 3 bedroom and 1 bath main home with carport, separate addresses (Front & Rear) & utilities. The 1 bed/1 bath concrete block structure is 553 square feet, built in 1958 with its own driveway and side yard. There is a small shed for extra storage. The combined (under market) rentals are just over $4,500/month with leases in effect through June 2026 for

  Andrea Weitz Island Life Realty Experts

  2418 Patterson Ave, Key West, FL 33040
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  /59

  $790,000

  • 5 Beds
  • 3 Baths
  • 2,197 Sq Ft

  185 Dove Lake Dr, Tavernier, FL 33070

  Investor's Dream in Tavernier! This multi-unit property offers three income-producing units--2BR/1BA and 1bd/1ba units upstairs and 2BR/1BA unit downstairs. The downstairs unit includes access to back and side yards and multiple spacious screened porches for relaxing in the Keys breeze. The home sits on ONE LOT accompanied by a SEPARATE VACANT LOT with scenic walking paths and lush tropical

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  185 Dove Lake Dr, Tavernier, FL 33070
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  /25

  $1,149,000

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

  1210 Virginia St, Key West, FL 33040

  Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
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  $2,250,000

  • 4 Beds
  • 8 Baths
  • 4,013 Sq Ft

  1028 Truman Ave, Key West, FL 33040

  Prime Mixed-Use Investment Opportunity in Key West!Built in 2021 to current building codes, this exceptional four-unit commercial and residential compound is a rare find in the heart of Key West. A perfect 1031 Exchange candidate, this versatile property includes two licensed townhouse residences and two licensed commercial units, offering excellent income potential and flexibility.The commercial

  Team Spottswood/Vazquez Truman & Co. (KW)

  1028 Truman Ave, Key West, FL 33040
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  $1,880,000

  • 7 Beds
  • 6 Baths
  • 4,030 Sq Ft

  241 & 251 5th St, Key Colony, FL 33051

  Experience the ultimate in Florida Keys living with this coveted side-by-side duplex in the desirable Key Colony Beach community. Boasting seven spacious bedrooms and six baths, with the ability to weekly rent to fourteen guest. This property offers plenty of room for large families or groups and has excellent rental income potential. You can live on one side and rent the other, use both sides

  Frank Griffiths Ocean Sotheby's International

  241 & 251 5th St, Key Colony, FL 33051
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  /49

  $2,100,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /48

  $855,000

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  102 Harry Harris Dr, Tavernier, FL 33070

  Legal Duplex, Two electric meters, Two water meters, with two mailboxes. Concrete building with metal roof. Both apartments have been nicely updated inside & out. Mini split AC's with tankless water heaters. Each apartment is 748 sq. ft. Being remodeled and should be completed by July 1st. Was Fully rented, $2,400.00 & $2,600.00 a month. Washer & Dryer in Storage building that both tenants can

  Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

  102 Harry Harris Dr, Tavernier, FL 33070
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  /28

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,185 Sq Ft

  591 9th St, Key Colony Beach, FL 33051

  Welcome to The Keys Escape! This fully renovated two bedroom/two bathroom waterfront gem is located on a quiet dead end street on the south side of Key Colony. Impact windows and doors, stainless steel appliances, new floors and a brand new kitchen are just a few of the upgrades done to this property. Enjoy unrestricted access to both the ocean side as well as the gulf side for endless water

  Niki Falck The Keyes Company

  591 9th St, Key Colony Beach, FL 33051
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  /47

  $4,349,000

  • 4 Beds
  • 4 Baths
  • 2,624 Sq Ft

  75433 Overseas Hwy, Islamorada, FL 33036

  Not one, but TWO dwellings on an oversized parcel from Highway to Ocean! With an ultimate Florida Keys resort feel, this private 4 BD/ 4 BA home has endless ocean views and opportunities! Whether you are looking for a primary residence or a home with strong rental income, this property has it all! Boasting a pool, 2 brand new tiki huts, observation dock, boat ramp, beach AND 2 rock jetty's for

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  75433 Overseas Hwy, Islamorada, FL 33036
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  /9

  $4,509,990

  • 9 Beds
  • 11 Baths
  • 8,004 Sq Ft

  1812 Flagler Ave, Key West, FL 33040

  Motivated seller!10 Unit Apartment building with ground floor commercial. 9 one bedrooms with one studio apartment. The ground floor is currently being used as a laundromat, that has an office and two large storage areas.. 24 parking spaces are on this property.

  Bobby Coe RE/MAX Keys Connection (KW)

  1812 Flagler Ave, Key West, FL 33040
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  $2,294,700

  • 5 Beds
  • 3 Baths
  • 2,560 Sq Ft

  1626 Sirugo Ave, Key West, FL 33040

  This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, it's designed for both comfort and elegance. The fact that it's just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout

  Derek Epperly Keys Atlantic Realty

  1626 Sirugo Ave, Key West, FL 33040
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  /42

  $1,350,000

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

  1409 Truman Ave, Key West, FL 33040

  This home offers a unique opportunity for flexible living or investment! Currently configured as a single-family residence, it has been approved by the City of Key West to be reverted back to a Multi-family, allowing for up to 4 units. Easily convert the home back to two studios with bath, 1 bedroom 1 bath and a 2 bedroom 1 bath. Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home

  Michael Sorah Truman & Co. (KW)

  1409 Truman Ave, Key West, FL 33040
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  /46

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe RE/MAX Keys Connection (KW)

  405 Petronia St, Key West, FL 33040
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  /16

  $1,600,000

  • 8 Beds
  • 5 Baths
  • 1,830 Sq Ft

  928 Truman Ave Unit 101, Key West, FL 33040

  Old Town Multi-Use PropertyLocated on Truman Avenue, this distinctive property features five legal long-term rental apartments, making it ideal for steady income or employee housing.Unit 101, a CBS building, offers the potential for commercial conversion (buyer to verify), provided the residential units remain onsite, creating valuable flexibility.Highlights include:8 bedrooms and 5

  Allison Findlay Preferred Properties (KW)

  928 Truman Ave Unit 101, Key West, FL 33040
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  /52

  $899,950

  • 6 Beds
  • 4 Baths
  • 2,704 Sq Ft

  82 N Conch Ave, Marathon, FL 33050

  Rarely available, large duplex with 3/1 units on both floors. Separate electric meters help improve your ROI. Tenants split the water bill. Great rental revenues this duplex stays rented all the time. New metal roof and electric service upgraded in 2014. separate laundry room for each unit. Barely a scratch from Irma. Gulf views from upper unit. Upper rents for $3000 and lower for $3200. Owner

  Kelly Willey Coco Plum Real Estate

  82 N Conch Ave, Marathon, FL 33050
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  /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
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  /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
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  /10

  $3,491,000

  • 16 Beds
  • 8 Baths
  • 6,000 Sq Ft

  1716 Bertha St, Key West, FL 33040

  EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 1714 Bertha St and 1716 Bertha St are two fourplexes with 16 bedrooms and 8 baths, 8 units of 2/1 each, comprising 6,000 sq ft of Floor Living Area on 8,755 sq ft of land, offered with the vacant lot adjacent to 1714 Bertha St, a bonus 5,765 sq ft lot comprising a total of 14,529 sq ft of land. Both buildings have new metal roofs as of 2024.

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1716 Bertha St, Key West, FL 33040
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  /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
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  /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
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  /17

  $2,175,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1115 Fleming St, Key West, FL 33040

  This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890

  Derek Epperly Keys Atlantic Realty

  1115 Fleming St, Key West, FL 33040
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  /23

  $990,000

  • 3 Beds
  • 3 Baths
  • 1,296 Sq Ft

  308 Peacon Ln, Key West, FL 33040

  Yes - not too good to be true or a misprint! Priced to sell for just $990,000 with this $400,000 price reduction. Rare 2 unit property in Old Town! Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was

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

  308 Peacon Ln, Key West, FL 33040
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  /26

  $1,599,900

  • 5 Beds
  • 3 Baths
  • 2,007 Sq Ft

  1415 United St, Key West, FL 33040

  INVESTOR ALERT! Great opportunity to own a 3 unit building centrally located in Key West with off Street parking and plenty of room for a pool. The downstairs front unit is a 2BD/1BA, has an open floor plan with lots of windows allowing for plenty of natural light and a cute front porch. The upstairs unit is a 1BD/1BA and the rear third unit is another 2BD/1BA. The multi unit building sits on a

  Team Spottswood/Vazquez Truman & Co. (KW)

  1415 United St, Key West, FL 33040
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  /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
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  /33

  $1,425,000

  • 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
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  /19

  $2,095,000

  • 8 Beds
  • 4 Baths
  • 3,383 Sq Ft

  905 Grinnell St, Key West, FL 33040

  BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the

  Team Kaufelt Truman & Co. (KW)

  905 Grinnell St, Key West, FL 33040
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  /41

  $724,000

  • 4 Beds
  • 2 Baths
  • 1,541 Sq Ft

  220 W Indies Rd, Tavernier, FL 33070

  FANTASTIC INVESTMENT OPPORTUNITY Newly renovated FULL DUPLEX! 2/1 on each side. Tenants in place in both units.Stainless appliances, laminate flooring and solid surface countertops round out this functional & welcoming space! Nice yard space on both units! Great location within walking distance to Harry Harris Park, where you'll find a boat ramp, playground and more for days filled with fun for

  Jamie Caudill Lokation Real Estate

  220 W Indies Rd, Tavernier, FL 33070
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  /35

  $724,900

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft

  149 Orchid St, Tavernier, FL 33070

  Multi family, LEGAL duplex for sale in residential, Islamorada neighborhood. The first unit is a cozy 1 bedroom, 1 bath with a loft for storage, high ceilings and a private fenced yard.The second unit is a 2 bedroom, 1 bath. Unit 2 has cathedral tongue-in groove wood ceilings and stone wall details. It contains contemporary LED lighting and skylights to let natural light flow in. It has its own

  Derek Rodberg Coastal Realty of the Florida Keys

  149 Orchid St, Tavernier, FL 33070
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  /26

  $4,975,000

  • 6 Beds
  • 5 Baths
  • 3,788 Sq Ft

  901 Eisenhower Dr, Key West, FL 33040

  FULL TRANSIENT RECEIVER ZONE! Ahoy, Dreamers and visionaries, step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  901 Eisenhower Dr, Key West, FL 33040
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  /10

  $6,900,000

  • 5 Beds
  • 3 Baths
  • 1,352 Sq Ft

  95351 Overseas Hwy, Key Largo, FL 33037

  Beautiful adjoining oceanfront gated estates available individually or together for a reduced price! Each parcel has a single family residence with vacationrental income potential and are zoned Suburban Commercial for development opportunities.*UPDATE: There are 50 TDRs (TREs) available, reviewed by Monroe County and transferable to these parcels for higher development potential! This unique

  Suzy Roebling Buccaneer R.E.

  95351 Overseas Hwy, Key Largo, FL 33037

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