Homes for Sale near Monroe County School District Virtual Instruction Program

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  /3

  $300,000

  • Land

  6000 Peninsular Ave, Key West, FL 33040

  Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  6000 Peninsular Ave, Key West, FL 33040
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  /35

  $1,179,000

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

  97 Seaside North Ct Unit 97, Key West, FL 33040

  Quietly set within the gated Seaside Residences community, 97 Seaside Court North is a 2-bedroom, 3-full-bath, light-filled end-unit townhome offering privacy, volume, and a distinctly calm island feel. Built with solid masonry construction and impact-rated windows and doors, the home provides durability, security, and peace of mind. Solar panels paired with a Generac battery storage system

  Richard Patten Your Keys Real Estate, LLC

  97 Seaside North Ct Unit 97, Key West, FL 33040
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  /61

  $2,799,000

  • 4 Beds
  • 5 Baths
  • 2,458 Sq Ft

  1416 White St, Key West, FL 33040

  Refined Key West living in the coveted Casa Marina neighborhood, located in the Old Town Historic District. Built in 2004 and thoughtfully updated in 2021, this elegant residence blends timeless design with modern comfort--anchored by a showstopping Wedgewood Blue kitchen featuring Viking appliances and a wine cooler. Designed for both entertaining and everyday ease, the home offers a spacious

  Lisa Swanson Coldwell Banker Schmitt Real Estate Co.

  1416 White St, Key West, FL 33040
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  /35

  $3,250,000

  • 4 Beds
  • 4 Baths
  • 2,772 Sq Ft

  1600 Patricia St, Key West, FL 33040

  New listing in Midtown West! Discover a unique property located in the heart of Key West, featuring a double corner lot of 12,400 square feet with two swimming pools and ample living space. Key features of this property include a stunning chef's kitchen equipped with a gas range, abundant cabinet space, a double oven, and sleek granite countertops. Ideal for entertaining, the formal living room

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1600 Patricia St, Key West, FL 33040
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  /22

  $349,000

  • Land

  5950 Peninsular Ave Unit 613, Key West, FL 33040

  This is a 40' wet slip available for sale (16' width). Welcome to Oceans Edge Marina & Resort home to some of the best & quickest offshore boating & fishing access in this area with no bridges where you can head out for daily fishing, boat to the Dry Tortugus, beaches/sandbars or just hang out at the dock and see who is bringing in the fresh seafood. Owners may live aboard. The marina offers dry

  Sylvia Werling Keller Williams Key West Compass Realty

  5950 Peninsular Ave Unit 613, Key West, FL 33040
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  /18

  $1,000,000

  • 3 Beds
  • 3 Baths
  • 1,152 Sq Ft

  844 Olivia St, Key West, FL 33040

  Charming Old Town Key West home blending historic island style with comfortable modern living. This well-maintained three-bedroom, two-bath residence features beautiful hardwood floors, abundant natural light, and inviting living spaces that create a relaxed Key West atmosphere. The functional layout works well for full-time living, a second home, or an income-producing investment property, with

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  844 Olivia St, Key West, FL 33040
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  /33

  $800,000

  • 2 Beds
  • 2 Baths
  • 648 Sq Ft

  906 Truman Ave Unit 2, Key West, FL 33040

  Old Town First floor 2 Bedroom, 2 Bath condo, pool side!. Great Old Town location, close to Restaurants, '' Walk on White' , Grocery store, and a short walk or bicycle ride to Duval street. This wonderful 2 bedroom, 2 bath condo is one of 4 units and is located steps from the shared pool. Unique to this condo is an outside covered area with a Grill, wet-bar, and seating, exclusively for use with

  Elaine Coyle Keller Williams Key West Compass Realty

  906 Truman Ave Unit 2, Key West, FL 33040
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  /45

  $1,170,000

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040

  Penthouse condo with panoramic views of Ocean, Beach, Gulf, Pools and beyond. Well maintained with cherry kitchen cabinets, granite counters, and newer appliances. All new AC, hurricane & soundproof windows, doors and sliders. Complex is lushly landscaped with 2 pools, 2 tennis courts and 8 acres of gorgeous plantings, Directly across the street from Smather;s Beach on the newly named ''Jimmy

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040
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  /26

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

  Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

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

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
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  /36

  $1,169,500

  • 3 Beds
  • 2.5 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 RE Co

  609 Margaret St, Key West, FL 33040
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  /38

  $729,000

  • 1 Bed
  • 1 Bath
  • 721 Sq Ft

  828 White St Unit 2, Key West, FL 33040

  Tucked into the heart of Old Town Key West's White Street Gallery District, this renovated 1-bedroom, 1-bath condo offers a rare blend of character, flexibility, and proven rental performance. With a strong history of seasonal and monthly rentals, it presents an appealing opportunity for both personal use and investment. High Season Rent @ $5,800 and Low Season approx. $3,000. NOW OFFERED WITH

  Michelle Blades Realty Executives Florida Keys Old Town

  828 White St Unit 2, Key West, FL 33040
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  /11

  $799,900

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

  1014 Truman Ave Unit 202, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional. Step inside to a sunlit, open-concept living space where clean lines and bamboo

  Dominic Paolillo Jr. Truman & Co. (KW)

  1014 Truman Ave Unit 202, Key West, FL 33040
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  /29

  $2,070,000

  • 2 Beds
  • 3 Baths
  • 1,409 Sq Ft

  419 Simonton St Unit C, Key West, FL 33040

  Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined

  Team Kaufelt Truman & Co. (KW)

  419 Simonton St Unit C, Key West, FL 33040
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  /24

  $629,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  816 South St Unit 4, Key West, FL 33040

  Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, this condominium is just a short stroll from Higgs Beach, the beloved Salute! on the Beach, and the iconic Louie's Backyard, where you can enjoy breathtaking ocean views and savor fine dining. Enjoy two

  Ted Stewart Truman & Co. (KW)

  816 South St Unit 4, Key West, FL 33040
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  /21

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  2215 Staples Ave, Key West, FL 33040

  Solid CBS 3-bedroom, 2-bath home situated on a 5,000 sq ft lot in desirable Midtown Key West. This well-maintained residence features a functional split floor plan with a private primary suite and bright, open living spaces that flow seamlessly to the outdoors.The kitchen offers ample cabinetry, pantry storage, and a comfortable dining area. The living room opens through sliding glass doors to a

  Allison Findlay Brenda Donnelly Real Estate LLC

  2215 Staples Ave, Key West, FL 33040
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  /44

  $2,595,000

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

  1006 Seminary St, Key West, FL 33040

  MOTIVATED SELLERS offering possible Seller Financing....Reduced again! NEW PRICE: This exceptional turnkey three-bedroom, three bath and one half-bath residence is located in the prestigious Casa Marina neighborhood, one of Key West's most sought-after enclaves. Showcasing timeless Spanish Colonial architecture, the home offers a bright, open floor plan enriched with elegant architectural details

  Elizabeth Chamberlain Preferred Properties (KW)

  1006 Seminary St, Key West, FL 33040
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  /38

  $1,800,000

  • 3 Beds
  • 3 Baths
  • 2,066 Sq Ft

  12 Bamboo Terrace, Key West, FL 33040

  Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the

  Richard Haskins Buy The Keys

  12 Bamboo Terrace, Key West, FL 33040
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  /36

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 2,058 Sq Ft

  717 Southard St, Key West, FL 33040

  Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Town's vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), X Flood Zone, cocktail pool, hammock porch and more! Step into the foyer at the corner of

  Kimberley Haley Brenda Donnelly Real Estate LLC

  717 Southard St, Key West, FL 33040
• 

  

  /55

  $1,785,000

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

  1505 Rose St, Key West, FL 33040

  Welcome to 1505 Rose Street in Key West, Florida!This legal duplex is perfect -- feels just like a single family home with a nice guest house, but can easily be rented out to two different tenants if need be. A well-planned ground level home with a large pool and backyard for you to enjoy that perfect Key West weather. Location is key on this home, situated in a very nice quiet neighborhood, and

  Bobby Coe RE/MAX Keys Connection (KW)

  1505 Rose St, Key West, FL 33040
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  /32

  $2,175,000

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

  1115 Fleming St, Key West, FL 33040

  This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated--so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. The nearly 5,000-square-foot lot stretches from

  Derek Epperly Engel & Volkers Key West

  1115 Fleming St, Key West, FL 33040
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  /42

  $1,750,000

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

  1120 Seminary St, Key West, FL 33040

  Nestled in the prestigious Casa Marina neighborhood, 1120 Seminary Street offers the quintessential Key West lifestyle with a perfect blend of charm, luxury, and tropical serenity. Located in an X Flood Zone. This enchanting bungalow boasts 2 bedrooms and 2.5 baths within the main home, where an open floor plan invites effortless entertaining and everyday living. Rich Dade County Pine accents on

  Henry Shultz Compass Florida, LLC

  1120 Seminary St, Key West, FL 33040
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  /16

  $2,033,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  1 & 2 Aronovitz Ln, Key West, FL 33040

  Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers.The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction

  Alexa Morgan Buy The Keys

  1 & 2 Aronovitz Ln, Key West, FL 33040
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  /7

  $825,000

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  3 Nassau Ln Unit A, Key West, FL 33040

  Charming Key West Cottage on Historic Nassau Lane Nestled 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

  Dominic Paolillo Jr. Ocean Sotheby's International Realty

  3 Nassau Ln Unit A, Key West, FL 33040
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  /21

  $998,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  Step into a piece of Old Town Key West history.Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive.Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key retreat for anyone dreaming of a second home or an easy vacation rental in the

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, Key West, FL 33040
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  /23

  $4,900

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

  28 Whistling Duck Ln, Key West, FL 33040

  Bright and spacious 3-bedroom, 2-bathroom home perfectly situated in the Key West Golf Club community. Overlooking the 9th hole, this property offers a peaceful setting in one of the most desirable parts of the neighborhood, with plenty of parking available. The home is offered unfurnished, with no utilities included, giving you the flexibility to make it your own. One bedroom is downstairs with

  Everett Watkins Keller Williams Key West Compass Realty

  28 Whistling Duck Ln, Key West, FL 33040
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  /44

  $1,689,000

  • 4 Beds
  • 3 Baths
  • 2,733 Sq Ft

  3700 Eagle Ave, Key West, FL 33040

  Set on the highly desirable upper end of Eagle Avenue, this four bedroom, three bath home blends timeless charm with a breezy indoor outdoor lifestyle. Arched doorways, plantation shutters, and warm wood floors set the tone, while natural light fills the expansive living spaces.The main living area is centered around a working gas fireplace, creating a welcoming focal point for both everyday

  Jenna Stauffer Ocean Sotheby's International Realty

  3700 Eagle Ave, Key West, FL 33040
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  /59

  $4,990,000

  • 4 Beds
  • 4 Baths
  • 2,441 Sq Ft

  720D Simonton St, Key West, FL 33040

  KEY WEST'S UNLIKELY SANCTUARY | DUAL TRANSIENT LICENSES While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. | THE

  The Spottswood Team Truman & Co. (KW)

  720D Simonton St, Key West, FL 33040
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  /31

  $1,385,000

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

  5960 Peninsular Ave Unit 110, Key West, FL 33040

  Wake up to panoramic Atlantic Ocean views from this spacious condo in Oceanside Marina. Located in a gated waterfront community, this residence offers a relaxed coastal lifestyle with an open layout, coastal breezes, and stunning open-water views. Currently setup as a 2-bedroom layout, but can easily be converted before closing to a 3-bedroom if the buyer desires. Owners enjoy resort-style

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  5960 Peninsular Ave Unit 110, Key West, FL 33040
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  /48

  $1,199,000

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

  1800 Atlantic Blvd Unit C219, Key West, FL 33040

  Great corner condo to enjoy Key West living. This 2 bedroom, 2 bathroom it's a turn-key unit sold fully furnished and ready to be moved in. It was professionally designed and constructed to make it a perfect island home featuring a marvelous kitchen with high end appliances including a Sub Zero refrigerator, microwave drawer and other luxury level appliances. Conveniently located near Smathers

  Ana Juttner Key West Real Estate Sales & Rentals, LLC (KW)

  1800 Atlantic Blvd Unit C219, Key West, FL 33040
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  /19

  $3,549,000

  • Land

  15 Driftwood Dr, Key Haven, FL 33040

  An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area. This lot combines exclusivity, tranquility, and convenience-an ideal

  Jason Barroso Century 21 All Keys Inc (KW)

  15 Driftwood Dr, Key Haven, FL 33040
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  /43

  $3,600,000

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft

  514 Emma St, Key West, FL 33040

  514 Emma is a wonderful single-family home located in Truman Annex. The first floor features a large, updated chef's kitchen with double wall ovens, double refrigerator/freezers and a large island. There is a guest bedroom, and a full bathroom as well as a dining area. French doors in the living area, open to the large rear porch and pool. There is a carport on the rear of the property, PLUS a

  The Behmke Group Keller Williams Key West Compass Realty

  514 Emma St, Key West, FL 33040
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  /33

  $899,000

  • 2 Beds
  • 2 Baths
  • 944 Sq Ft

  1124 Olivia St Unit 321, Key West, FL 33040

  Located in the sought-after Lionsgate community in the heart of Old Town, this charming 2-bedroom, 2-bath condo offers a rare blend of serenity, connection, and island ease. From the second floor, gentle breezes and soft eastern light filter through the palms each morning--an everyday moment that makes this home feel instantly uplifting. Vaulted ceilings enhance the sense of space, creating an

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1124 Olivia St Unit 321, Key West, FL 33040
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  /47

  $2,290,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  1519 Johnson St, Key West, FL 33040

  Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property. Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  1519 Johnson St, Key West, FL 33040
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  /30

  $820,000 Open House 5/13

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  Old Town Condo Near Duval:Bright 1-bedroom, 1-bath condo located in the heart of Historic Old Town Key West. Featuring high ceilings and an open floor plan, this residence is filled with natural light. Just steps from Duval Street, dining, shopping, and entertainment. Ideal as a vacation rental, investment property, or personal island retreat.OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

  Letisia Powell Robert Slack LLC

  817 Eaton St Unit 1, Key West, FL 33040
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  /30

  $660,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  48 Merganser Ln, Key West, FL 33040

  Welcome to Sweet Tee! Escape to this charming 2-story townhome in the peaceful Key West Golf Club community. Featuring 2 bedrooms and 1.5 baths, this cozy retreat offers a relaxed island vibe just minutes from all that Key West has to offer--Old Town, beaches, and great local dining. The home has done well as a vacation rental and long term rental, thanks to its quiet setting and access to

  Jose Wenzel, PA Preferred Properties (KW)

  48 Merganser Ln, Key West, FL 33040
• 

  

  /21

  $799,900

  • 3 Beds
  • 3 Baths
  • 1,216 Sq Ft

  1207 William St Unit 3, Key West, FL 33040

  This spacious 3-bedroom, 3-bath home offers a layout you simply don't see often in Key West. Each LARGE bedroom has its own en-suite bath, giving everyone their own private space. What really makes this property stand out are the three separate entrances, including private exterior access to two of the bedrooms. A hallway door can be closed to fully separate the front and back of the home,

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  /40

  $1,650,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  1501 Laird St, Key West, FL 33040

  Welcome to 1501 Laird Street! A beautifully appointed home with three (3) bedrooms and two (2) full bathrooms. A single-story home with a stunning pool!When you walk in you're greeted with a grand open space with soaring ceilings, filled with natural light. Step into the redone kitchen with Bosch appliances, adjacent to the living room with new accent lights and ceiling fans. An open concept to

  Bobby Coe RE/MAX Keys Connection (KW)

  1501 Laird St, Key West, FL 33040
• 

  

  /36

  $2,299,999

  • 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 , 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 chickee

  Elaine Coyle Keller Williams Key West Compass Realty

  1716 Laird St, Key West, FL 33040
• 

  

  /20

  $1,829,000

  • 4 Beds
  • 3 Baths
  • 2,036 Sq Ft

  4 Evergreen Ct, Key Haven, FL 33040

  OPEN HOUSE Sat 4/4 , 1-3pm. Price Reduction - $100k below current appraisal. Back yard refresh in progress adding a 12,000 lb. boat lift, a 14'x8' swim spa and new grass/landscaping. (50K value). The home is elevated above flood, has 4 bedrooms, 3 Baths and is move in ready. Located on one of the most desirable streets in the luxury Key Haven community just minutes from Key West. The home is

  Deborah Batty Location 3 Real Estate of KW Inc (KW)

  4 Evergreen Ct, Key Haven, FL 33040
• 

  

  /37

  $1,025,000

  • 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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