Houses for Sale near Monroe County School District Virtual Instruction Program

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  /20

  $1,290,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  702 Florida St, Key West, FL 33040

  BRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a desirable corner lot within the highly sought-after Meadows neighborhood. Close to the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers a light and bright open floor plan, ideal for entertaining. The kitchen features stainless steel appliances and

  Moe Smyth Island Life Realty Experts

  702 Florida St, Key West, FL 33040
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  /29

  $1,057,500

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  1708 Duncan St, Key West, FL 33040

  Discover the epitome of island living in this fully renovated 3-bedroom, 3-bathroom home, ideally located in Midtown--the vibrant center of Key West. This stylish residence blends timeless charm with sleek, modern design, offering comfort, efficiency, and stunning outdoor amenities.Step inside to an open floor plan enhanced by impact doors and windows, a new metal roof, and abundant natural

  Melva Borley Sunshine State Realty Services

  1708 Duncan St, 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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  /54

  $1,100,000

  • 5 Beds
  • 3 Baths
  • 1,488 Sq Ft

  2922 Flagler Ave, Key West, FL 33040

  With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the

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

  2922 Flagler Ave, Key West, FL 33040
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  /24

  $1,345,000

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft

  625 Whitehead St, Key West, FL 33040

  Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, it's perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features

  Kate Green Old Town Realty

  625 Whitehead St, Key West, FL 33040
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  /37

  $1,442,100

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft

  1020 Fleming St, Key West, FL 33040

  Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit

  Bobby Coe RE/MAX Keys Connection (KW)

  1020 Fleming St, Key West, FL 33040
• 

  

  /65

  $5,750,000

  • 6 Beds
  • 6 Baths
  • 3,751 Sq Ft

  906 Johnson St, Key West, FL 33040

  Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths

  Regan Butler Truman & Co. (KW)

  906 Johnson St, Key West, FL 33040
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  /48

  $3,299,000

  • 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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  /60

  $4,850,000

  • 5 Beds
  • 4 Baths
  • 3,148 Sq Ft

  202 Admirals Ln, Key West, FL 33040

  Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  202 Admirals Ln, Key West, FL 33040
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  /46

  $1,750,000

  • 4 Beds
  • 4 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
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  /32

  $985,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  1014 17th Terrace, Key West, FL 33040

  Welcome to 1014 17th Terrace in the highly desired neighborhood of Perlman Heights in Key West. This charming home offers a warm and welcoming atmosphere in one of the most sought-after areas of new town. Owned by only one owner, this property is waiting for you to make it your own.Located just two blocks from the Gulf and conveniently close to all local shopping centers, this home provides

  Amber DeBevec LoKation Real Estate

  1014 17th Terrace, Key West, FL 33040
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  /24

  $1,199,990

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft

  705 Chapman Ln, Key West, FL 33040

  Charming Old Town gem with endless possibilitiesDiscover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot -- a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlarging the existing home, or even building a separate guest cottage.Just a short stroll to lively Duval

  Joanne Tarantino Berkshire Hathaway HomeServices Knight & Gardner Realty

  705 Chapman Ln, Key West, FL 33040
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  /44

  $995,000

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft

  208 Golf Club Dr, Key West, FL 33040

  Welcome to Splendor @ Key West Golf Club, an impeccably transformed courtyard spa home located within The Sanctuary -- the exclusive gated enclave of single-family homes inside this desirable community. Every detail of this residence has been thoughtfully enhanced to perfection, offering a seamless blend of island elegance and modern comfort. Step into your private tropical oasis, surrounded by

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  208 Golf Club Dr, Key West, FL 33040
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  /43

  $2,800,000

  • 3 Beds
  • 3 Baths
  • 2,049 Sq Ft

  508 Grinnell St, Key West, FL 33040

  Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

  Marc Ulanowski Equestrian Sotheby's International Realty

  508 Grinnell St, Key West, FL 33040
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  /30

  $789,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  2119 Flagler Ave, Key West, FL 33040

  Charming Key West Single-Family Home on Oversized Lot - Room for a Pool! Welcome to your island retreat! Located in a desirable central Key West neighborhood, this well-maintained 2-bedroom, 2-bathroom single-family home sits on a spacious 5,000 sq ft (50x100) lot--offering ample space for a pool, tropical gardens, or even a guest cottage (with proper approvals).Inside, you'll find a bright and

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2119 Flagler Ave, Key West, FL 33040
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  /15

  $1,299,000

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft

  719 Elizabeth St, Key West, FL 33040

  Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014.

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  719 Elizabeth St, Key West, FL 33040
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  /40

  $2,849,000

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft

  410 Louisa St, Key West, FL 33040

  Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stone's throw from the world famous Southernmost Point and 1 block from the iconic Duval Street. Indulge in the unparalleled convenience of having Key West's renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride

  Team Vazquez Truman & Co. (KW)

  410 Louisa St, Key West, FL 33040
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  /39

  $2,599,000

  • 5 Beds
  • 4 Baths
  • 2,703 Sq Ft

  1701 Atlantic Blvd, Key West, FL 33040

  A stunning new renovation transforms this spacious elevated home to a total of 5bd/4ba plus a bonus space and is offered fully furnished with brand new coastal decor. Situated on a spacious corner parcel this home also offers multiple covered patios, maintenance free green space, a large heated pool and covered parking. An open concept floor plan welcomes you to a stunning great room, spacious

  Wendy Zintsmaster Truman & Co. (KW)

  1701 Atlantic Blvd, Key West, FL 33040
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  /37

  $4,895,000

  • 5 Beds
  • 6 Baths
  • 3,650 Sq Ft

  1217 Johnson St, Key West, FL 33040

  Step into your stunning dream home with tropical light and refined elegance. 1217 Johnson Street is where luxury meets island soul. Situated on one of Key West's most serene streets, this newly built sanctuary rises safely above floodwaters, crafted with Category 5 hurricane resilience, impact windows and doors, a steadfast generator, and durable Hardie board siding. Set on a 6,160 sq ft lot in a

  Terri Spottswood Truman & Co. (KW)

  1217 Johnson St, 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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  /29

  $3,295,000

  • 2 Beds
  • 3 Baths
  • 1,650 Sq Ft

  806 Southard St, Key West, FL 33040

  Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully

  Richard Patten Your Keys Real Estate, LLC

  806 Southard St, Key West, FL 33040
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  /60

  $7,995,000

  • 11 Beds
  • 11 Baths
  • 3,034 Sq Ft

  525 Simonton St, Key West, FL 33040

  A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

  Paige Bethel Island Home Realty Inc.

  525 Simonton St, Key West, FL 33040
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  /45

  $5,495,000

  • 4 Beds
  • 5 Baths
  • 3,336 Sq Ft

  1006 Fleming St, Key West, FL 33040

  Exceptional Old Town compound with pool, gardens, and two guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall & gate, the estate includes a grand main residence and two guest houses (both with kitchenettes), offering a total of four bedrooms and four-and-a-half baths.

  Terri Spottswood Truman & Co. (KW)

  1006 Fleming St, Key West, FL 33040
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  /33

  $1,575,000

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

  1612 Washington St, Key West, FL 33040

  Discover this newly listed, stunningly renovated home with a pool in Mid Town West! This midcentury modern gem is located in the heart of Key West, just a short bike ride from Old Town, pickleball courts, beach, dining, and more.Currently set up as two separate units, this property offers numerous options. It can serve as a primary residence with rental income, accommodate multi-generational

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1612 Washington St, Key West, FL 33040
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  /2

  $1,100,000

  • 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
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  /31

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
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  /36

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  Nestled in the highly desirable Historic Seaport neighborhood, 1015 Eaton Street is a thoughtfully renovated 4 bedroom, 3 bathroom Historic Eyebrow home that perfectly blends timeless Key West architecture with modern luxury. Behind the white picket fence, a welcoming front porch sets the tone for effortless island living. Open the front door, crowned with a stained-glass transom, and be welcomed

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1015 Eaton St, Key West, FL 33040
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  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /42

  $4,595,000

  • 4 Beds
  • 5 Baths
  • 2,985 Sq Ft

  1113 Stump Ln, Key West, FL 33040

  Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

  Terri Spottswood Truman & Co. (KW)

  1113 Stump Ln, Key West, FL 33040
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  /68

  $1,400,000

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

  31 Coral Way, Key West, FL 33040

  Active nightly vacation rental located just minutes from Old Town Key West; this beautifully maintained 3-bedroom, 3-bathroom home offers the perfect blend of resort-style amenities and island living.This home features an open-concept floor plan with vaulted ceilings, abundant natural light, and a well-appointed kitchen complete with brand new stainless steel appliances and granite countertops.

  Krystal Thomas eXp Realty LLC

  31 Coral Way, Key West, FL 33040
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  /39

  $1,480,000

  • 5 Beds
  • 3 Baths
  • 1,898 Sq Ft

  1707 George St, Key West, FL 33040

  Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

  Dawn McComish Lokation Real Estate

  1707 George St, Key West, FL 33040
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  /43

  $3,595,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 1,968 Sq Ft

  510 Margaret St, Key West, FL 33040

  510 Margaret Street and 3 Scheppens Lane deliver an unparalleled island retreat. Ideally positioned on one of the most coveted streets in the heart of Old Town, this light-filled 4BD/4BA compound offers both comfort and privacy. The beautifully updated 3BD/3BA main residence features restored Dade County Pine walls, striking hardwood floors, Verde granite countertops, Thermador stainless

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  510 Margaret St, Key West, FL 33040
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  /55

  $3,999,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,271 Sq Ft

  813 Thomas St, Key West, FL 33040

  Discover an extraordinary opportunity to own a luxurious sanctuary in the heart of Old Town Key West. Built in 2002 and a complete renovation in 2025, this impeccably 4BD/3BA home masterfully fuses island-contemporary style with timeless sophistication. Located on a rare double lot in the coveted X flood zone, the 3/2 main house welcomes you with wrap-around porches, soaring ceilings,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  813 Thomas St, Key West, FL 33040
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  /49

  $1,999,990

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

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this Duplex which can be also easily used as a single family home! 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

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /86

  $7,950,000

  • 4 Beds
  • 4 Baths
  • 2,650 Sq Ft

  16 Sunset Key Dr, Key West, FL 33040

  A rare opportunity to own the only active listing on the most prestigious shoreline of Sunset Key -- Crescent Beach. This immaculate 4-bedroom, 3.5-bath home offers direct beach access from your backyard and showcases vibrant, dramatic island flair throughout.Upon entry, you're welcomed by soaring 25-ft ceilings, a dramatic great room with a custom chandelier, and an open layout flowing into the

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  16 Sunset Key Dr, Key West, FL 33040
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  /29

  $2,299,000

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  1116 Elgin Ln, Key West, FL 33040

  This quintessential two story, 3/2 Key West home is situated in the Historic Seaport District on a quiet lane with coveted off street parking.....The original structure can be traced back to the 1850s and has many beautiful historic features such as Dade County Pine walls and flooring. The home has a wonderful open design with the kitchen overlooking the large, vaulted living/dining area. A wall

  Rob Severin Rob Severin Real Estate Co

  1116 Elgin Ln, 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

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 2,205 Sq Ft

  421 United St, Key West, FL 33040

  This super cute historic Old Town Key West 2,205 sq. ft. Conch-style home is perfectly positioned just steps from famous Duval Street and one block from the ocean, South Beach, and the Southernmost Point. If you're seeking the best location in Key West--walkable, vibrant, and effortless--this property is unmatched. The sun-filled first floor showcases timeless Dade County pine, cherry floors, and

  Timothy Swanson The Agency Florida Keys

  421 United St, Key West, FL 33040
• 

  

  /24

  $899,000

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  3746 Paula Ave, Key West, FL 33040

  This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

  Rob Severin Rob Severin Real Estate Co

  3746 Paula Ave, Key West, FL 33040
• 

  

  /4

  $1,275,000

  • 2 Beds
  • 1 Bath
  • 1,640 Sq Ft

  1503 Seminary St, Key West, FL 33040

  Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering includes two side-by-side parcels with endless potential for redevelopment or renovation.1503 Seminary Street features a 2-bedroom, 1-bathroom single-family home built in 1943 with 1,160 sq. ft. of living area. The home offers a spacious layout ready for your personal touch -- ideal for a full remodel or a complete

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  1503 Seminary St, Key West, FL 33040

Showing Results 121 - 160, Page 4 of 5