177

Houses for Sale near Monroe County School District Virtual Instruction Program

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  • /57

    $2,550,000

    • 3 Beds
    • 4 Baths
    • 1,970 Sq Ft

    1124 Seminary St, Key West, FL 33040

    Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated

    Michaele Meadows Ocean Sotheby's International Realty

    1124 Seminary St, Key West, FL 33040
  • /30

    $1,575,000

    • 3 Beds
    • 2 Baths
    • 1,051 Sq Ft

    1202 Whitehead St, Key West, FL 33040

    This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

    Richard Haskins Buy The Keys

    1202 Whitehead St, Key West, FL 33040
  • /39

    $2,249,000

    • 3 Beds
    • 3 Baths
    • 1,938 Sq Ft

    1706 Seminary St, Key West, FL 33040

    Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you.

    Ted Stewart Truman & Co. (KW)

    1706 Seminary St, Key West, FL 33040
  • /46

    $4,350,000

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

    3 Evergreen Ave, Key West, FL 33040

    Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space. This home features a completely private top-floor guest quarters offering ultimate flexibility--perfect as a

    Steven Koleno Beycome of Florida, LLC

    3 Evergreen Ave, Key West, FL 33040
  • /25

    $1,049,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    1210 Virginia St, Key West, FL 33040

    Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

    The Behmke Group Keller Williams Key West Compass Realty

    1210 Virginia St, Key West, FL 33040
  • /44

    $6,850,000

    • 3 Beds
    • 3 Baths
    • 4,200 Sq Ft

    103 Front St, Key West, FL 33040

    103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. On one end is

    Laura McChesney Preferred Properties (KW)

    103 Front St, Key West, FL 33040
  • /82

    $5,395,000

    • 5 Beds
    • 6 Baths
    • 3,597 Sq Ft

    18 Hilton Haven Rd, Key West, FL 33040

    Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront

    The Behmke Group Keller Williams Key West Compass Realty

    18 Hilton Haven Rd, Key West, FL 33040
  • /25

    $2,789,000

    • 3 Beds
    • 3 Baths
    • 2,212 Sq Ft

    3206 Riviera Dr, Key West, FL 33040

    Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ultimate Key West lifestyle. This fully gated residence offers 60 feet of waterfront with no neighbors across, creating unmatched privacy and serene water views.Inside, a bright open floor plan with a wall of glass impact sliders connects indoor living to the outdoors. The spacious kitchen features a large

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    3206 Riviera Dr, Key West, FL 33040
  • /22

    $599,000

    • 2 Beds
    • 1 Bath
    • 691 Sq Ft

    2521 Flagler Ave Unit 4, Key West, FL 33040

    This is your chance to own a piece of paradise in the middle of Key West. This two bedroom home is located in a prime midtown location and has been completely renovated with all the modern amenities you could want. The vinyl plank flooring, recessed lighting, and lighted crown moldings create a sleek and stylish look, while the stone countertops, wood cabinetry, and stainless steel appliances

    Jimmy Lane Island Life Realty Experts

    2521 Flagler Ave Unit 4, Key West, FL 33040
  • /53

    $2,925,000

    • 4 Beds
    • 4 Baths
    • 3,656 Sq Ft

    1610 von Phister St, Key West, FL 33040

    Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

    Jenna Stauffer Ocean Sotheby's International Realty

    1610 von Phister St, Key West, FL 33040
  • /80

    $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
  • /24

    $1,950,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft

    1310 Atlantic Dr, Key West, FL 33040

    ''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Discover serenity in this elevated 3-bedroom, 3-bath Key West retreat, built in 2013, including modern impact doors and windows. The thoughtful two-story design features a convenient first-floor bedroom and two upstairs en suite bedrooms, each opening to private balconies for morning coffee or

    Elizabeth Chamberlain Truman & Co. (KW)

    1310 Atlantic Dr, Key West, FL 33040
  • /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
  • /54

    $2,585,000

    • 4 Beds
    • 3 Baths
    • 1,957 Sq Ft

    13 Arbutus Dr, Key West, FL 33040

    Welcome to 13 Arbutus Drive, an exceptional waterfront residence located in the coveted Key Haven community--just minutes from vibrant Key West, yet worlds away in peace and privacy. This beautifully maintained home offers the ideal blend of indoor-outdoor living with expansive canal views, deepwater boating access, and luxury finishes throughout, with all impact windows and doors.Bathed in

    Bobby Coe RE/MAX Keys Connection (KW)

    13 Arbutus Dr, Key West, FL 33040
  • /21

    $1,100,000

    • 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
  • /22

    $2,850,000

    • 4 Beds
    • 3 Baths
    • 2,880 Sq Ft

    1100 South St, Key West, FL 33040

    Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100 square feet, occupying a

    Key West Luxury Finders Preferred Properties (KW)

    1100 South St, Key West, FL 33040
  • /38

    $2,400,000

    • 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 is designed for relaxed island living. The property offers multiple entertainment spaces both indoors and out, with the expansive living area and kitchen opening to a great covered patio . Enjoy a large pool surrounded by spacious decks and lush landscaping for lounging and privacy. Inside, you'll find 3 bedrooms 2.5 baths

    Terri Spottswood Truman & Co. (KW)

    1109 Stump Ln, Key West, FL 33040
  • /31

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 1,480 Sq Ft

    263 Golf Club Dr, Key West, FL 33040

    New impact windows and doors! Key West Golf Club single family home is now available for sale and immediate occupancy. Located in the Sanctuary, this home features 3 bedrooms and 2.5 baths. Enjoy your own private pool or relax at the community's large lagoon pool and fitness center. Open floor plan opens to the large rear deck with pool. Upstairs is the primary bedroom ensuite, two guest bedrooms

    The Behmke Group Keller Williams Key West Compass Realty

    263 Golf Club Dr, Key West, FL 33040
  • /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
  • /70

    $3,979,000

    • 3 Beds
    • 3 Baths
    • 2,188 Sq Ft

    906 Southard St, Key West, FL 33040

    Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence.This home

    Bobby Coe RE/MAX Keys Connection (KW)

    906 Southard St, Key West, FL 33040
  • /45

    $1,849,000

    • 3 Beds
    • 2 Baths
    • 1,309 Sq Ft

    1613 Rose St, Key West, FL 33040

    Welcome to your beachside paradise! Situated on Rose Street, in the desirable Beachside district of Key West, just a couple blocks from both Smathers Beach & Higgs Beach, this recently renovated one-story home provides a magical setting for those looking to live on the island in style! Designed with ultimate comfort and privacy in mind, this home features two spacious living areas, a desirable

    Rodney Culiver Last Key Realty, Inc (KW)

    1613 Rose St, Key West, FL 33040
  • /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
  • /31

    $3,495,000

    • 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
  • /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. This property has potential for either long term rentals/employee housing grossing nearly 10K per month

    Joyce Craul Expert Realty LLC (HQ)

    1301 Atlantic Dr, Key West, FL 33040
  • /41

    $1,035,000 Open Sat 10AM - 12PM

    • 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
  • /98

    $3,249,500 Open Sat 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
  • /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
  • /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
  • /47

    $2,499,000 Open Sat 11AM - 1PM

    • 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
  • /41

    $2,550,000 Open Sun 1PM - 3PM

    • 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
  • /28

    $1,195,000

    • 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
  • /43

    $995,000

    • 4 Beds
    • 2 Baths
    • 1,593 Sq Ft

    1608 Venetian Dr, Key West, FL 33040

    New Bathrooms. New Kitchen with all new appliances. New interior doors. Fresh paint inside and outside. Quiet neighborhood. Two mango trees, palm trees, other trees. Room for pool and hot tub. Large open floor plan living-dining area opens to the kitchen with view to the concrete patio in the rear. New V-Crimp metal roof completed December 2021. Larger than average lot in the neighborhood,

    Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

    1608 Venetian Dr, Key West, FL 33040
  • /29

    $1,749,000

    • 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
  • /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
  • /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
  • /56

    $5,454,400

    • 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
  • /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
  • /32

    $1,680,000

    • 3 Beds
    • 2 Baths
    • 1,463 Sq Ft

    1211 Catherine St, Key West, FL 33040

    This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

    Haydee Stewart Bascom Grooms Real Estate (KW)

    1211 Catherine St, Key West, FL 33040
  • /52

    $3,149,000 Open Sat 1PM - 3PM

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

    512 Amelia St, Key West, FL 33040

    Charming, colorful, and unmistakably Key West--512 Amelia Street is where island life unfolds with ease. Enjoy your own private pool and the flexibility of a Transient License, allowing nightly rentals. Nestled in a serene pocket of Old Town, this home is surrounded by swaying palms, historic streets, and the gentle breezes of the nearby ocean. A home to love and a place guests will never want to

    Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

    512 Amelia St, Key West, FL 33040

Showing Results 41 - 80, Page 2 of 5

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