Houses for Sale near Monroe County School District Virtual Instruction Program

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  /72

  $3,141,000

  • 3 Beds
  • 4 Baths
  • 2,386 Sq Ft

  3034 Riviera Dr, Key West, FL 33040

  Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout.

  Richard Haskins Buy The Keys

  3034 Riviera Dr, Key West, FL 33040
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  /18

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  314 Southard St, Key West, FL 33040

  Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the

  Terri Spottswood Truman & Co. (KW)

  314 Southard St, Key West, FL 33040
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  /36

  $1,125,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,049 Sq Ft

  716 Elizabeth St Unit Rear, Key West, FL 33040

  Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  716 Elizabeth St Unit Rear, Key West, FL 33040
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  /25

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  317 Cross St, Key West, FL 33040

  This 3 bedroom, 2 bathroom home is a great family home or investment opportunity; situated on a large 5625 sf corner lot within walking distance of the neighborhood park. It is currently configured with the main section having 2 bedrooms, living area, kitchen and a full bathroom plus an adjoining guest section that has it's own living area, kitchen, bedroom, full bathroom and it's own separate

  Rob Severin Rob Severin Real Estate Co

  317 Cross St, Key West, FL 33040
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  /24

  $1,450,000

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft

  611 Simonton St, Key West, FL 33040

  NEW LISTING! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Simonton St, Key West, FL 33040
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  /22

  $795,000

  • 1 Bed
  • 1 Bath
  • 805 Sq Ft

  1222 Florida St, Key West, FL 33040

  Tucked away in the tranquil heart of Mid Town, this spacious one-bedroom concrete home offers both comfort and privacy. The open floor plan is filled with natural light, accentuating the warmth with brand new floors throughout. Step outside to a tropical retreat, where a serene deck area is enveloped by lush bamboo fencing, creating the perfect environment for relaxation or outdoor

  Derek Epperly Keys Atlantic Realty

  1222 Florida St, Key West, FL 33040
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  /40

  $1,490,000

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  1413 Olivia St, Key West, FL 33040

  Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chef's dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1413 Olivia St, Key West, FL 33040
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  /27

  $3,395,000

  • 4 Beds
  • 4 Baths
  • 2,507 Sq Ft

  901 Johnson St, Key West, FL 33040

  Welcome to your slice of paradise in the heart of Key West's prestigious Casa Marina district! This enchanting property is situated on a double lot at a prime corner location, offering a unique blend of vintage charm and modern potential. Built in 1958, the main house boasts three spacious bedrooms and three baths, each exuding classic elegance and inviting warmth. The property also includes

  John Zaharakis Coldwell Banker Schmitt Real Estate Co. (KW)

  901 Johnson St, Key West, FL 33040
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  /37

  $1,480,000

  • 2 Beds
  • 3 Baths
  • 1,705 Sq Ft

  3440 Duck Ave, Key West, FL 33040

  This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, you'll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built

  Derek Epperly Keys Atlantic Realty

  3440 Duck 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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  /24

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 1,554 Sq Ft

  2109 Seidenberg Ave, Key West, FL 33040

  Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key West's New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, you'll feel the laid-back island vibe. Light flows through the home's

  Michael Irwin Preferred Properties (KW)

  2109 Seidenberg Ave, Key West, FL 33040
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  /37

  $4,250,000

  • 4 Beds
  • 3 Baths
  • 2,249 Sq Ft

  813 Thomas St, Key West, FL 33040

  An extraordinary opportunity to own a luxurious retreat in the heart of vibrant Old Town Key West. This exquisitely renovated 4BD/3BA estate masterfully blends island-contemporary elegance with timeless sophistication. Nestled on a rare double lot, it features soaring ceilings, a gracious open layout, and a private primary suite spanning the entire second floor. The chef's kitchen is a showpiece

  Team Spottswood/Vazquez Truman & Co. (KW)

  813 Thomas St, Key West, FL 33040
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  /50

  $3,995,000

  • 4 Beds
  • 5 Baths
  • 2,806 Sq Ft

  1614 Washington St, Key West, FL 33040

  Rarely does a property captivate with environmental consciousness and uncompromising luxury, but 1614 Washington boldly achieves both. Now available at $3,995,000, this brand-new construction never-lived-in home in Key West's sought-after luxury market, with 2,806 square feet of sustainable living that feels effortlessly sophisticated. The two-tiered cascading pool with splash deck is the

  Richard Patten Your Keys Real Estate, LLC

  1614 Washington St, Key West, FL 33040
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  /54

  $1,350,000

  • 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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  /30

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft

  1122 Margaret St, Key West, FL 33040

  Behind the quintessential white picket fence you will find this delightful historic cottage currently set up as a duplex with off street parking and pool. Lots of opportunity with the ability to generate income and have your own slice of Paradise to enjoy, or marry the spaces and convert to a single family dream home. Each unit enjoys privacy from the other including separate outdoor living

  Wendy Zintsmaster Truman & Co. (KW)

  1122 Margaret St, Key West, FL 33040
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  /42

  $2,499,000

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft

  1341 Tropical St, Key West, FL 33040

  This stunning Florida ranch-style home has been completely remodeled to offer a blend of modern luxury and comfortable living. From the moment you step inside, you'll be captivated by the expansive open floor plan, which creates a seamless flow between the living spaces, ideal for both everyday living and entertaining.The heart of the home is the chef's kitchen, featuring high-end Cafe appliances

  Derek Epperly Keys Atlantic Realty

  1341 Tropical St, Key West, FL 33040
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  /23

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1120 Stump Ln, Key West, FL 33040

  This beautifully renovated home greets you with a charming front porch perfect for enjoying the serenity of lane living. Step inside and you will find gorgeous vaulted ceilings and an open floor plan with top of the line finishes throughout. Custom cabinetry, quartz counters and stainless appliance package finish the open concept kitchen with bar seating. New electric, plumbing, impact

  Wendy Zintsmaster Truman & Co. (KW)

  1120 Stump Ln, Key West, FL 33040
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  /4

  $1,600,000

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  524 White St, Key West, FL 33040

  This Conch House is filled with Key West Charm that all starts with the covered front porch perfect for relaxing. Entertain with ease in today's kitchen with its marble countertops, stainless steel appliances, and farmer's sink. The open dining and living room continue to flow through French Doors to the outdoor living area with a private wraparound porch, sun deck, and heated dipping pool. A

  Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  524 White St, Key West, FL 33040
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  /68

  $2,950,000

  • 4 Beds
  • 5 Baths
  • 2,449 Sq Ft

  1332 Duncan St, Key West, FL 33040

  Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chef's kitchen. The open concept

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
• 

  

  /23

  $699,000

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

  5435 5th Ave, Key West, FL 33040

  NEW LISTING! This beautiful 3-bedroom, 3-bath home offers a perfect blend of character and convenience n Stock Island location. With 10ft ceilings and an inviting layout, it feels open and airy, while lush, mature mango trees create a private tropical retreat. A unique feature of this home is its front and back entrances on two separate streets, adding extra accessibility and ease. One of the

  Britannie Wesley Bascom Grooms Real Estate (KW)

  5435 5th Ave, Key West, FL 33040
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  /39

  $2,500,000

  • 3 Beds
  • 4 Baths
  • 1,724 Sq Ft

  1109 Stump Ln, Key West, FL 33040

  Nestled on a tranquil lane in Old Town Key West, this classic Conch home offers an ideal blend of historic charm and modern amenities. The property features multiple entertainment spaces both indoors and outdoors, seamlessly connecting the expansive living area & kitchen to a covered patio & spacious pool deck. This home includes 3 bedrooms plus a poolside cottage. The gourmet kitchen is

  Terri Spottswood Truman & Co. (KW)

  1109 Stump Ln, Key West, FL 33040
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  /25

  $1,099,000

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  1227 20th Terrace, Key West, FL 33040

  A perfect family 3/1 home in one the best New Town neighborhoods. This fully gated home sits on a massive oversized lot and is completely move-in ready. The home boasts three large bedrooms and a large family bath. The floor plan in the kitchen and living area flows perfectly for open living. Glass French doors open to the back patio (that could be enclosed for Florida room) and look out at the

  Wade Meyer Real Estate Management of Key West, LLC

  1227 20th Terrace, Key West, FL 33040
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  /68

  $4,200,000

  • 4 Beds
  • 5 Baths
  • 2,177 Sq Ft

  810 Eisenhower Dr, Key West, FL 33040

  Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the

  Team Kaufelt Truman & Co. (KW)

  810 Eisenhower Dr, Key West, FL 33040
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  /23

  $929,900

  • 4 Beds
  • 2 Baths
  • 1,651 Sq Ft

  3612 Northside Dr, Key West, FL 33040

  This beautifully updated ranch-style CBS home offers both modern comfort and versatility. Designed with a split-bedroom layout, it's perfect for a growing family, those seeking affordability, or anyone in need of a private mother-in-law or guest suite.Key renovations include: metal roof, impact windows for added security and energy efficiency, a tasteful combination of travertine and wood

  Kiya Tabb Brightwild Real Estate

  3612 Northside Dr, Key West, FL 33040
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  /35

  $879,000

  • 1 Bed
  • 2 Baths
  • 884 Sq Ft

  609 1/2 Margaret St, Key West, FL 33040

  Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and leads to the bedroom and full bath on the second floor. Enjoy a peaceful wraparound-covered porch

  The Behmke Group Keller Williams Key West Compass Realty

  609 1/2 Margaret St, Key West, FL 33040
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  /85

  $2,650,000

  • 2 Beds
  • 3 Baths
  • 1,681 Sq Ft

  68 Sunset Key Dr, Key West, FL 33040

  First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained

  Dawn Thornburgh Beach Club Brokers (KW)

  68 Sunset Key Dr, Key West, FL 33040
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  /35

  $979,000

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft

  1115 Varela St, Key West, FL 33040

  Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot

  Terry Garcia Keller Williams Key West Compass Realty

  1115 Varela St, Key West, FL 33040
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  /25

  $1,125,000

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  921 Angela St, Key West, FL 33040

  Step into a piece of Key West history with this inviting home, perfectly situated in the prime Historic District of Key West. Offering great curb appeal, original craftsmanship, and plenty of potential, this home features rare Dade County pine walls and flooring with high ceilings, making it a true gem with timeless character and room for your personal touch. Downstairs, you'll find a comfortable

  Team Kaufelt Truman & Co. (KW)

  921 Angela St, Key West, FL 33040
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  /45

  $1,270,000

  • 4 Beds
  • 2 Baths
  • 1,777 Sq Ft

  1412 Johnson St, Key West, FL 33040

  This bright and welcoming 4-bedroom, 2-bath ranch-style home sits on a huge 7,040 sq ft lot, offering incredible potential to expand the existing home or start from scratch & build your new home. Nestled in a sought-after neighborhood near Casa Marina, the home is bathed in natural light from oversized windows, creating a warm and inviting atmosphere. The open layout includes a spacious family

  Terri Spottswood Truman & Co. (KW)

  1412 Johnson St, Key West, FL 33040
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  /34

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft

  1613 Bahama Dr, Key West, FL 33040

  PRICE ADJUSTMENT!!!!!THIS UPDATED 3-BEDROOM HOME OFFERS THE PERFECT BLEND OF MODERN COMFORT AND STYLISH LIVING. FEATURING A SPACIOUS FAMILY ROOM IDEAL FOR GATHERINGS OR RELAXATION. THE SLEEK, UPDATED KITCHEN OFFERS VIKING APPLIANCES, QUARTZ COUNTERS AND CUSTOM MAPLE CABINETS.PRIMARY BEDROOM ENSUITE IS LOCATED ON UPPER LEVEL WITH FRENCH DOORS LEADING TO WRAP AROUND COVERED PORCH.THE BEAUTIFULLY

  Kathleen Fitzsimmons Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  1613 Bahama Dr, Key West, FL 33040
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  /47

  $1,450,000

  • 3 Beds
  • 4 Baths
  • 1,324 Sq Ft

  317 Virginia St, Key West, FL 33040

  Modern Elegance in the Heart of Old Town Key West - Fully Furnished & Move-In ReadyWelcome to 317 Virginia Street, a stunning two-story residence built in 2021, perfectly situated in the heart of Old Town Key West. Just a few blocks from iconic Duval Street and the Southernmost Point, this home offers the ultimate blend of luxury, comfort, and island living.Elevated above flood level and

  Monique Thiel Sunshine State Realty Services

  317 Virginia St, Key West, FL 33040
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  /71

  $2,795,000

  • 4 Beds
  • 3 Baths
  • 1,931 Sq Ft

  1501 Florida St, Key West, FL 33040

  Excellent opportunity to purchase a luxurious, modern, and refined single family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact

  Jason Barroso Century 21 All Keys Inc (KW)

  1501 Florida St, Key West, FL 33040
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  /42

  $1,675,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  2510 Fogarty Ave, Key West, FL 33040

  This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape

  Stephanie Wise Keller Williams Key West Compass Realty

  2510 Fogarty Ave, Key West, FL 33040
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  /48

  $3,675,000

  • 3 Beds
  • 4 Baths
  • 2,438 Sq Ft

  1020 Southard St, Key West, FL 33040

  This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the home's timeless character.The open gourmet kitchen, featuring high-end appliances, flows into the

  Terri Spottswood Truman & Co. (KW)

  1020 Southard St, Key West, FL 33040
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  /35

  $2,350,000

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

  1116 Elgin Ln, Key West, FL 33040

  Nestled in the heart of Key West's Historic Seaport District, this outstanding two-story residence is a true architectural gem. Tucked away on a tranquil lane with coveted off-street parking, the home's origins date back to the 1850s, showcasing timeless craftsmanship with stunning historic details, including rich Dade County Pine walls and flooring. Designed with both elegance and functionality

  Team Kaufelt Truman & Co. (KW)

  1116 Elgin Ln, Key West, FL 33040
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  /88

  $7,495,000

  • 5 Beds
  • 7 Baths
  • 4,000 Sq Ft

  616 Eaton St, Key West, FL 33040

  Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern

  Terri Spottswood Truman & Co. (KW)

  616 Eaton St, 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
• 

  

  /26

  $1,449,000

  • 1 Bed
  • 2 Baths
  • 1,660 Sq Ft

  627 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

  627 Whitehead St, Key West, FL 33040
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  /28

  $1,295,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 805 Sq Ft

  612 Mickens Ln, Key West, FL 33040

  Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mickens Lane offers a unique blend of historic charm and modern potential. This single-family home, built in 1901, encompasses 805 square feet of living space, featuring 2 bedrooms and 1.5 bathrooms, with a great outdoor entertaining area. The property is situated in the X-Flood Zone on a 2,250 square foot

  Bobby Coe RE/MAX Keys Connection (KW)

  612 Mickens Ln, 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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