Homes for Sale near Horace O'Bryant School

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  /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
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  /47

  $2,195,000

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

  816 Ashe St, Key West, FL 33040

  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 walking distance

  Bascom Grooms Bascom Grooms Real Estate (KW)

  816 Ashe St, Key West, FL 33040
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  /29

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 104, Key West, FL 33040

  Experience stunning Key West sunsets from your private balcony. This quiet residence is tucked away from the pool area, offering peaceful living with no pool noise and beautiful sunset views over the lush salt ponds. Surrounded by mangroves and wildlife, enjoy daily encounters with herons, ospreys, and pelicans, all just minutes from the turquoise waters of Smathers Beach.Inside, the comfortable

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  3635 Seaside Dr Unit 104, Key West, FL 33040
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  /83

  $1,400,000

  • 6 Beds
  • 7 Baths
  • 1,306 Sq Ft

  1824 Fogarty Ave, Key West, FL 33040

  Discover a rare investment opportunity in the heart of Key West! This 4-unit tropical compound spans nearly 9,500 sq. ft. and includes a spacious 3BD/3.5BA main home plus three charming 1BD/1BA cottages. Enjoy resort-style living with a pool, tiki bar, and lush outdoor space. Generating $75K+ in annual income (excluding the main home), this property offers flexibility for employee housing,

  Krystal Thomas eXp Realty LLC

  1824 Fogarty Ave, Key West, FL 33040
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  /71

  $6,750,000

  • 5 Beds
  • 5 Baths
  • 3,663 Sq Ft

  411 Louisa St, Key West, FL 33040

  Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable

  Bobby Coe RE/MAX Keys Connection (KW)

  411 Louisa St, Key West, FL 33040
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  /25

  $1,449,000

  • 4 Beds
  • 3 Baths
  • 1,767 Sq Ft

  1527 von Phister St, Key West, FL 33040

  Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility.The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own

  Key West Luxury Finders Preferred Properties (KW)

  1527 von Phister St, Key West, FL 33040
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  /10

  $1,824,900

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
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  /25

  $699,500

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft

  1042 United St, Key West, FL 33040

  Discover your perfect Key West getaway at 1042 United Street -- a charming single-story cottage with two bedrooms, one bath, and all the island character you've been dreaming of. Relax on the inviting front porch with your morning coffee, then unwind on the private back patio after a day of sun and sea. Bright, open interiors and a seamless indoor-outdoor flow make this home ideal for easy

  Barbara Crespo Keller Williams Key West Compass Realty

  1042 United St, Key West, FL 33040
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  /5

  $1,068,000

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
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  /16

  $593,500

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
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  /91

  $3,995,000

  • 7 Beds
  • 7.5 Baths
  • 3,015 Sq Ft

  919 Thomas St, Key West, FL 33040

  Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  919 Thomas St, Key West, FL 33040
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  /85

  $1,489,000

  • 2 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  1616 Atlantic Blvd Unit 5, Key West, FL 33040

  Rare Luxurious Atlantic Oceanfront Concrete 3 story home. 2 Bedrooms 2 1/2 bathrooms located in a private gated community. Ocean views from your balconies. This exquisite home has stainless steel appliances, custom cabinetry, vaulted ceilings, tiled carport, oversized well-manicured, private back yard. Huge storage room with built in shelving. This rare unit has the largest backyard in the

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  1616 Atlantic Blvd Unit 5, Key West, FL 33040
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  /60

  $979,000

  • 5 Beds
  • 4 Baths
  • 1,634 Sq Ft

  1925 Fogarty Ave, Key West, FL 33040

  Start living the Key West lifestyle at 1925 Fogarty Ave--an ideal property for anyone who needs space, flexibility, and an income or guest option. The main house welcomes you with an open, easy-flow layout that makes everyday living simple. A comfortable living room connects to the dining area and kitchen, creating an open space for relaxing or entertaining. Large windows bring in great natural

  Jimmy Lane Island Life Realty Experts

  1925 Fogarty Ave, Key West, FL 33040
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  /65

  $1,099,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  1519 4th St, Key West, FL 33040

  Discover the perfect blend of comfort & convenience at 1519 4th Street; a spacious 4-bedroom, 2-bathroom retreat perfectly situated in Midtown Key West. Set on a 5,000 sq. ft. lot, this beautifully refreshed home offers everything you need to enjoy the quintessential Florida Keys lifestyle.Step inside to an inviting open floor plan that flows effortlessly from the kitchen to the living and dining

  Krystal Thomas eXp Realty LLC

  1519 4th St, Key West, FL 33040
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  /20

  $1,795,000

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft

  422 Amelia St Unit 6, Key West, FL 33040

  Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating as a very successful short term vacation rental business. Experience all that Key West has to offer nearby with restaurants, shops, art galleries, beaches and more all in walking or biking distance!

  Tonya Cabanas Truman & Co. (KW)

  422 Amelia St Unit 6, Key West, FL 33040
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  /9

  $850,000

  • Land

  1720 United St, Key West, FL 33040

  Welcome to 1720 United Street -- a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants,

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

  1720 United St, Key West, FL 33040
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  /23

  $995,000

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft

  634 Louisa St Unit 2, Key West, FL 33040

  Newly Renovated Townhome with Approved Pool Permit in Prime Old Town Key West! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. This move-in-ready residence features a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

  Jonathan Minerick Homecoin.com

  634 Louisa St Unit 2, Key West, FL 33040
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  /6

  $1,550,000

  • Land

  1513 Seminary St, Key West, FL 33040

  Owner Financing Available - Flexible Terms!Rare opportunity in Midtown Key West! This cleared and vacant 75x100 lot--a true rarity on the island--is ready for your dream home. The owner is offering financing with $600,000 down and flexible terms, making it easier than ever to own a piece of paradise.This property comes with a ROGO Exempt / Right-to-Build letter, saving you time and expense in the

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  1513 Seminary St, Key West, FL 33040
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  /28

  $645,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040

  Only steps away from our island's largest and most serene sandy beach, this top-floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and pool views from your private balcony and soak in that coveted west-facing Key West sunset every day. The bright and airy open floor plan is move-in ready, featuring impact windows and doors, along

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040
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  /14

  $1,200,000

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  418 Olivia St, Key West, FL 33040

  Transient receiver site - Truly a diamond in the rough. Great location, behind the Hemingway House between Duval and Whitehead Street. Lot backs up to Whalton Lane (off Duval) with room for parking and a pool. Bring your contractor and a transient license to the property and she will truly shine like the Hope Diamond with happiness and prosperity. Buyers should do their own due diligence to

  Everett Watkins Keller Williams Key West Compass Realty

  418 Olivia St, Key West, FL 33040
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  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a seamless path to rental income and a refined retreat for

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
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  /58

  $1,224,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
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  /38

  $2,745,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  The perfect embodiment of Key West located on a quiet lane in Old Town just a stroll from Duval Street and Historic Seaport. This cozy newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style inside and out. From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
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  /10

  $4,300,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
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  /38

  $599,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040

  Enjoy resort-style living at Key West by the Sea, a coveted community that provides a perfect blend of comfort, convenience, and island charm.This beautifully maintained top-floor condominium offers serene garden and pool views. Featuring two bedrooms and one bath, this bright and inviting residence showcases impact-resistant windows, ductless air conditioning, and an open living area that flows

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040
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  /32

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft

  808 Virginia St Unit 4, Key West, FL 33040

  Private Pool, Parking and Proximity to it all!This is your perfect townhome in the heart of Old Town. Lock and Go is the key for this quintessential Key West property! With Very Low Monthly Expenses!Two (2) Bedrooms, One (1) Full bathroom and a (.5) half bathroom but don't forget the outdoor shower, which makes it a Key West full bathroom, and with a private pool just outside for you to enjoy

  Bobby Coe RE/MAX Keys Connection (KW)

  808 Virginia St Unit 4, Key West, FL 33040
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  /27

  $495,000

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  1830 Fogarty Ave Unit 4, Key West, FL 33040

  Your Key West Hideaway Awaits. Tucked away at the back of a well-kept building, this charming 1-bedroom, 1-bath condo offers the perfect blend of island comfort and modern convenience. Step inside to find a bright, airy space filled with natural light and refreshed with newer appliances that make everyday living effortless. Outside, unwind in your private oasis complete with an outdoor shower and

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  1830 Fogarty Ave Unit 4, Key West, FL 33040
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  /36

  $3,245,000

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft

  1511 Johnson St, Key West, FL 33040

  A rare opportunity to own a fully licensed short-term rental property in one of Key West's most desirable neighborhoods. This stunning 3-bedroom, 3-bath home is beautifully designed on one level easy living space on a lushly landscaped lot, combining island charm with exceptional investment potential. In 2024, the property generated an impressive $200,000 in gross rental income, making it a true

  Ellen Gvili Ocean Sotheby's International Realty

  1511 Johnson St, Key West, FL 33040
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  /46

  $1,149,000

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft

  1616 Bertha St Unit 2, Key West, FL 33040

  Secluded Oasis! Discover this hidden gem in Midtown Key West--an immaculate, move-in-ready 2-bedroom, 2-bathroom home just minutes from two beautiful beaches. Designed for seamless indoor-outdoor living, this home features a full-wall sliding glass door, vaulted ceilings, and an updated open kitchen with brand-new Viking appliances (4-burner gas range & dishwasher). Step outside to your heated

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Bertha St Unit 2, Key West, FL 33040
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  /48

  $3,299,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,608 Sq Ft

  1420 White St, Key West, FL 33040

  Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home with High Ceilings, Architectural Moldings, and Imported Tiles . This Home has undergone a Massive Transformation with the current owners paying great attention to New Spaces and Natural Light. There are so many possibilities to enjoy this Classic European Inspired Home. There are two Primary Suites, one on

  Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

  1420 White St, Key West, FL 33040
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  /45

  $3,200,000

  • 5 Beds
  • 6 Baths
  • 2,760 Sq Ft

  1224 Florida St, Key West, FL 33040

  Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms--each with its own en-suite bath--and an open, light-filled layout that flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1224 Florida St, Key West, FL 33040
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  /49

  $2,599,000

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  1320 Eliza St, Key West, FL 33040

  Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West.This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot with great outdoor living and a perfect heated pool. A brand new roof was just installed.The main

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza 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

  Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,383 square feet. Each unit is individually metered and currently leased, offering a stable and

  Team Kaufelt Truman & Co. (KW)

  905 Grinnell St, Key West, FL 33040
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  /45

  $1,649,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  626 Margaret St, Key West, FL 33040

  Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with Dade County pine hardwood flooring and high

  Shad Knapp Beach Club Brokers (KW)

  626 Margaret St, Key West, FL 33040
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  /41

  $2,550,000

  • 3 Beds
  • 4 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
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  /21

  $1,825,000

  • 2 Beds
  • 3 Baths
  • 1,959 Sq Ft

  1011 Truman Ave, Key West, FL 33040

  1011 Truman Avenue is a stylish mixed-use property located in the heart of Old Town, Key West. The building includes three legal units with one covered off street parking space and sits in the desirable X-Flood Zone. The ground floor features a 795 sq. ft. professional office space with an industrial feel and a half bath, along with a 416 sq. ft. one-bedroom unit that includes a full bathroom and

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  1011 Truman Ave, Key West, FL 33040
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  /58

  $3,295,000

  • 3 Beds
  • 4 Baths
  • 2,746 Sq Ft

  1126 von Phister St, Key West, FL 33040

  Beautiful. Historic. Ideal for Entertaining When you walk through the beautiful front door of this stunning two-story historic home, you will be amazed by the high ceilings, large open concept living area with original hardwood floors. High arches separate the entryway and the two different seating areas.Host all your gatherings in the large dining room that has a vaulted ceiling with wood

  Jody Clark Key West Luxury Real Estate Inc (KW)

  1126 von Phister St, Key West, FL 33040
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  /28

  $875,000

  • 2 Beds
  • 1 Bath
  • 1,292 Sq Ft

  2016 Fogarty Ave, Key West, FL 33040

  2016 Fogarty Avenue, Key WestMidtown 2/1 on a full 5,000 SF lot with great kitchen, rear deck, storage, and room for a pool. Wood floors, washer/dryer, easy layout, rising neighborhood near beaches & Old Town.

  Kirksten Irick Preferred Properties (KW)

  2016 Fogarty Ave, Key West, FL 33040
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  /47

  $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
• 

  

  /10

  $549,000

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  1318 Duncan St Unit 3, Key West, FL 33040

  Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bedroom condo cottage overlooking the large communal pool is just one block to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart

  Rob Severin Rob Severin Real Estate Co

  1318 Duncan St Unit 3, Key West, FL 33040

Showing Results 41 - 80, Page 2 of 5