Homes for Sale near Monroe County School District Virtual Instruction Program

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  /31

  $3,495,000 Open Sun 11:30AM - 2PM

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft

  1610 South St, Key West, FL 33040

  This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

  Rob Severin Rob Severin Real Estate Co

  1610 South St, Key West, FL 33040
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  /36

  $1,250,000

  • 1 Bed
  • 2 Baths
  • 767 Sq Ft

  738 Olivia St, Key West, FL 33040

  Charming Old Town Retreat in X Flood Zone! Step into island living with this beautifully renovated 1-bedroom, 1.5-bath home in the heart of Old Town Key West. Thoughtfully updated with quartz countertops, custom wood cabinetry, and top-of-the-line stainless steel appliances, this home seamlessly blends modern comfort with historic charm. A cozy sleeping loft offers extra space for guests or

  Jimmy Lane Island Life Realty Experts

  738 Olivia St, Key West, FL 33040
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  /37

  $1,775,000

  • 7 Beds
  • 5 Baths
  • 2,236 Sq Ft

  1301 Atlantic Dr, Key West, FL 33040

  MOTIVATED SELLER. SELLER FINANCING OFFERED. This is an excellent INVESTMENT OPPORTUNITY. Located near the Casa Marina Neighborhood, this 6,370 square foot, corner lot, is completely fenced in and private. Plenty of room for parking. 7 bedrooms and 5 bathrooms with 2,236 sq ft of living space. Detached and elevated 1 Bedroom and 1 Bathroom Legal Cottage. This property has potential for either long

  Joyce Craul Expert Realty LLC (HQ)

  1301 Atlantic Dr, Key West, FL 33040
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  /35

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 1,017 Sq Ft

  609 Margaret St, Key West, FL 33040

  Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy, new impact windows & doors, flooring and timeless island feel. Set back from the street, this three-bedroom, two-bath residence feels like a peaceful retreat while remaining close to Duval Street and the historic seaport. The outdoor living space features a beautiful pool and spa area surrounded by a

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

  609 Margaret St, Key West, FL 33040
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  /41

  $999,000

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1606 Flagler Ave, Key West, FL 33040

  Modern Coastal Living Near Key West Beaches - Renovated 2BD/2BA, Impact Windows, Private Outdoor Oasis & Off-Street ParkingBeautifully renovated single-story 2BD/2BA home in Midtown Key West, just minutes to the beach and Edward B. Knight Pier. Features include an open-concept living area, updated kitchen with stainless appliances, beverage bar, and mobile island. The primary suite offers two

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, Key West, FL 33040
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  /98

  $3,249,500 Open Sun 11AM - 1PM

  • 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
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  /32

  $799,000

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft

  616 Caroline St Unit 6, Key West, FL 33040

  Situated along one of Old Town's most storied corridors, residence #6 at 616 Caroline Street offers a refined Keys lifestyle just steps from the Historic Seaport, Duval Street dining, galleries, and marinas. Tucked within a boutique setting, this private upstairs home balances character and comfort with a bright, welcoming living area and an efficient layout that makes everyday living--and easy

  Jimmy Lane Island Life Realty Experts

  616 Caroline St Unit 6, Key West, FL 33040
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  /32

  $1,875,000

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft

  103 Key Haven Rd, Key West, FL 33040

  Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

  Elaine Coyle Keller Williams Key West Compass Realty

  103 Key Haven Rd, Key West, FL 33040
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  /48

  $1,949,000

  • 3 Beds
  • 4 Baths
  • 1,828 Sq Ft

  807 Washington St Unit 101, Key West, FL 33040

  This unit in the Casa Marina Estates townhomes is unique. As an end unit, it is the only home with a westward exterior wall receiving natural light from all 3 sides. Its location in the quiet, desirable Casa Marina neighborhood is blocks from Higgs Beach and within a short walk to restaurants and nightlife. This comfortable home features an open floor plan with 3 bedrooms, 3 1/2 baths, private

  Jeffrey Dunaway Key West Realty, LLC (KW)

  807 Washington St Unit 101, Key West, FL 33040
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  /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
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  /34

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 1,783 Sq Ft

  1516 17th Terrace, Key West, FL 33040

  Duplex Listing in Sunrise Shores! Discover this stunning corner property situated on a spacious lot exceeding 13,000 sq ft. The main residence boasts over 1,750 sq ft of living space, complemented by a detached guest cottage of 640 sq ft. This well-maintained property has been lovingly cared for by the owners.Main Home Features:Three Bedrooms and Two BathroomsThoughtful layout featuring:A

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1516 17th Terrace, Key West, FL 33040
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  /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
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  /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
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  /42

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 1,432 Sq Ft

  1108 Curry Ln, Key West, FL 33040

  Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and modern luxury.Step inside the 3 bedroom, 2.5 bath main home where sophisticated finishes comfortable living spaces, and abundant natural light create an inviting atmosphere. The open layout flows

  Mitzi Krabill Truman & Co. (KW)

  1108 Curry Ln, Key West, FL 33040
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  /35

  $1,949,000

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

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 332, 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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  /43

  $2,499,999

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1716 Laird St, Key West, FL 33040

  This brand new home is a beauty! Completed in 2025, this 2 story , modular- Cat 5 home, with Impact windows and doors, Hardiboard siding , has 4 Bedrooms, 3 bathrooms, a large spacious Living/ Dining/ Kitchen occupying the majority of the First level, with a downstairs bedroom and bath. The second floor has 3 bedrooms and 2 baths. The outside - back yard is incredible, with about a 30 foot long

  Elaine Coyle Keller Williams Key West Compass Realty

  1716 Laird St, Key West, FL 33040
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  /37

  $1,099,000

  • 3 Beds
  • 3 Baths
  • 1,060 Sq Ft

  32 Golf Club Dr, Key West, FL 33040

  3BR/2.5BA 2-story townhouse with its own private pool and professionally landscaped yard with lush vegetation for ultimate privacy. The downstairs features an open-concept living room, dining area, and kitchen. The living area opens to the outdoor porch, pool, and tropically landscaped yard with irrigation and lighting. Upstairs you will find the primary bedroom with an en-suite bathroom and

  Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

  32 Golf Club Dr, Key West, FL 33040
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  /30

  $477,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  25D 10th Ave, Stock Island, FL 33040

  Island Life is calling. CORNER LOT with over 120 ft of street frontage, 1987 single wide trailer has 3 bedroom/2 full baths, laundry area with den & kitchen. Split open floor plan affords privacy for you and guest. You own the lot. NO HOA or lot rent. No adjoining neighbors on two sides plus the large undeveloped natural area directly across the street is zoned PR (parks & refuge). Lot has chain

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  25D 10th Ave, Stock Island, FL 33040
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  /47

  $2,499,000 Open Sun 1PM - 2:30PM

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft

  409 Grinnell St, Key West, FL 33040

  Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a

  Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  409 Grinnell St, Key West, FL 33040
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  /41

  $2,550,000 Open Sun 12AM - 2PM

  • 3 Beds
  • 3 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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  /16

  $265,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Rare opportunity to own one or both deeded 40' boat slips with concrete floating docks located on the T-head of the Grouper Pier at Sunset Marina--Key West's premier deep-water facility. Slips Grouper 9 & 10 each accommodate up to 43' LOA with 6 ft draft at mean low tide making it ideal for a wide range of powerboats and sailboats. Buy individually or together for 80' of linear dockage, ideal for

  Maria Sanchez LoKation Real Estate

  5555 College Rd Unit 9, Key West, FL 33040
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  /48

  $4,699,000

  • 4 Beds
  • 5 Baths
  • 3,624 Sq Ft

  406 United St, Key West, FL 33040

  A Grand Historic Masterpiece! Few residences capture the true spirit of Old Town Key West quite like 406 United Street. Rooted in one of the island's most defining eras of growth and prosperity, this remarkable home is a celebration of historic craftsmanship, generous scale, and timeless value. Spanning 3,624 square feet, this 4bedroom, 4.5bath residence offers exceptional versatility, perfect

  Terri Spottswood Truman & Co. (KW)

  406 United St, Key West, FL 33040
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  /46

  $694,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  22 Merganser Ln, Key West, FL 33040

  Lowered Price with a more Motivated Seller ! Exquisite finishes & attention to detail in the overall design of this prime, heavily shaded Golf Club townhouse unit. --- Upgraded in 2022 - complimented by an open living room, polished wood floors & covered porch with unobstructed view of the course's most scenic greens & sand traps 400' feet away overlooking a vast expanse of manicured vegetation

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  22 Merganser Ln, Key West, FL 33040
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  /28

  $1,195,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 823 Sq Ft

  612 Mickens Ln, Key West, FL 33040

  Only 139 steps from the iconic Green Parrot (yes, we counted) and just 1.5 blocks off Duval Street--yet tucked away on a quiet, hidden Key West lane with no vehicular traffic--this home offers extraordinary convenience paired with blissful tranquility. 612 Mickens Lane is the perfect blend of unbeatable location and peaceful island living.This historic shotgun-style Cigar Maker's house features

  Bobby Coe RE/MAX Keys Connection (KW)

  612 Mickens Ln, 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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  /33

  $1,949,000

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

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /40

  $688,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 3 Baths
  • 825 Sq Ft

  63 Seaside North Ct, Key West, FL 33040

  Seaside living, this is one of the few concrete-built Townhomes in a gated Key West community, positioned just steps from the Atlantic and the Oceanfront promenade on South Roosevelt Boulevard. Start your day with sunrise walks and salty breezes, then come home to a residence designed for easy Island Life and lasting peace of mind. It's ideal year-round: live full-time, escape seasonally, or

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  63 Seaside North Ct, Key West, FL 33040
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  /88

  $5,950,000

  • 6 Beds
  • 8 Baths
  • 4,094 Sq Ft

  723 Eaton St, Key West, FL 33040

  Private Old Town Compound | 723 Eaton Street | $5,950,000Step off Eaton Street and into your own tropical hideaway 🌴Tucked behind lush, gated landscaping in the heart of Old Town, 723 Eaton Street is a rare three-residence compound just steps from the Historic Seaport and a quick stroll to Fausto's. This is island living done right--private, stylish, and effortless.At the center is a

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
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  /31

  $934,900

  • 4 Beds
  • 3 Baths
  • 1,320 Sq Ft

  53 Spoonbill Way, Key West, FL 33040

  Meticulously Maintained Tropical Escape. This townhome is located within the gates of the prestigious Key West Golf Course community. The home has a large floor plan which features tropical architecture with a cottage feel. Resort style amenities include 24 hour security, 2 community pools, a clubhouse with a fitness center and a 18 hole golf course. This lovely townhome is located on the desired

  Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  53 Spoonbill Way, Key West, FL 33040
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  /47

  $1,484,000

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  33 Seaside South Ct, Key West, FL 33040

  Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living.The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated

  Jenna Stauffer Ocean Sotheby's International Realty

  33 Seaside South Ct, Key West, FL 33040
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  /29

  $1,645,000

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

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
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  /26

  $596,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040

  New Price!! Key West By The Sea offers the quintessential beach condominium lifestyle. This gated community offers a diverse array of amenities, including swimming pools, shuffleboard, tennis courts, and meticulously landscaped tropical grounds. This move-in-ready TOP FLOOR unit has been meticulously upgraded and renovated, featuring: A contemporary kitchen with ample cabinetry, Stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040
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  /21

  $1,379,000

  • 6 Beds
  • 3 Baths
  • 2,434 Sq Ft

  1401 5th St, Key West, FL 33040

  Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

  Stacy Stahl Realty ONE Group Destination

  1401 5th St, Key West, FL 33040
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  /25

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft

  626A Fleming St, Key West, FL 33040

  Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered screened in patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly

  Wendy Zintsmaster Truman & Co. (KW)

  626A Fleming St, Key West, FL 33040
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  /9

  $925,000 Open Sun 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  3 Nassau Ln Unit A, Key West, FL 33040

  Charming Key West Cottage on Historic Nassau LaneNestled along the picturesque and historic Nassau Lane, this delightful one-bedroom cottage offers a perfect blend of Key West charm and modern comfort. Nassau Lane is a little gem in Old Town Key West, known for its quaint historic character and tucked-away feel, providing a peaceful retreat while still being close to all the vibrancy Key West has

  Dominic Paolillo Jr. Truman & Co. (KW)

  3 Nassau Ln Unit A, Key West, FL 33040
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  /18

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,489 Sq Ft

  1505 Johnson St, Key West, FL 33040

  Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. And an elevated newly constructed 256 sq ft guesthouse with a kitchenette and bathroom. There are also approved plans for a pool. Main house needs some renovations throughout but has been partially updated and is perfectly livable. The

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
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  /56

  $5,190,000

  • 4 Beds
  • 5 Baths
  • 3,577 Sq Ft

  3300 Riviera Dr, Key West, FL 33040

  Welcome to 3300 Riviera Drive--an exceptional, turn-key, waterfront, residential estate featuring 4 bedrooms and 4.5 bathrooms. Nestled on three lots in a serene enclave just minutes from Old Town, this meticulously maintained property features 3,577 Sq. Ft. of living space and redefines Key West luxury, comfort and convenience. Step inside to discover an expansive open-concept living space

  Bobby Coe RE/MAX Keys Connection (KW)

  3300 Riviera Dr, Key West, FL 33040
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  /32

  $3,150,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
• 

  

  /34

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 866 Sq Ft

  711 Galveston Ln, Key West, FL 33040

  Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

  Monique Thiel Sunshine State Realty Services

  711 Galveston Ln, Key West, FL 33040

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