409

Key West, FL Homes for Sale

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  • /47

    $2,150,000

    • 3 Beds
    • 4 Baths
    • 1,522 Sq Ft

    816 Ashe St, Key West, FL 33040

    NEW PRICE!! This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within

    Bascom Grooms Bascom Grooms Real Estate (KW)

    816 Ashe St, Key West, FL 33040
  • /16

    $4,125,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,103 Sq Ft

    231 E Shore Dr Unit 5, Key West, FL 33040

    Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

    Stephanie Muzzillo Serhant

    231 E Shore Dr Unit 5, Key West, FL 33040
  • /36

    $879,000

    • 2 Beds
    • 1 Bath
    • 646 Sq Ft

    620 Thomas St Unit 176, Key West, FL 33040

    Ground floor end unit! Two-bedroom, one bath Shipyard condo. Updated kitchen with stainless steel appliances. Updated bath with shower. New impact windows and doors. The Shipyard is in the Truman Annex in Old Town Key West. Great location with easy walking and biking to all the action and great restaurants, beaches and sunsets that Key West offers.

    The Behmke Group Keller Williams Key West Compass Realty

    620 Thomas St Unit 176, Key West, FL 33040
  • /24

    $1,250,000

    • 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
  • /9

    $540,000

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    3930 S Roosevelt Blvd Unit N401, Key West, FL 33040

    Exceptional opportunity to own one of only 12 oversized 2-bedroom, 2-bath units at Las Salinas, offering the same square footage as the 3-bedroom layouts. This top-floor penthouse residence provides enhanced privacy and quiet living, with just three units of this type on the level.The spacious floor plan features the largest kitchen in the complex, an open living/dining area with abundant natural

    Steven Koleno Beycome of Florida, LLC

    3930 S Roosevelt Blvd Unit N401, Key West, FL 33040
  • /40

    $1,595,000

    • 3 Beds
    • 3 Baths
    • 1,667 Sq Ft

    1217 Petronia St, Key West, FL 33040

    A Classic Key West Winter Retreat in the Heart of the Meadows.Tucked away on one of the quiet, one way streets of the historic Meadows, this elevated Key West home offers a rare opportunity to enjoy Old Town living as it was meant to be - charming, neighborly and removed from the bustle of tourism, yet moments from everything that makes the Island special.Built entirely of original Dade County

    Suzanne Moore Suzanne Moore Real Estate

    1217 Petronia St, Key West, FL 33040
  • /28

    $850,000

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft

    817 Eaton St Unit 1, Key West, FL 33040

    MOTIVATED SELLERS' A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

    Letisia Powell Robert Slack LLC

    817 Eaton St Unit 1, Key West, FL 33040
  • /19

    $1,269,999

    • 6 Beds
    • 5 Baths
    • 2,102 Sq Ft

    2007 Flagler Ave, Key West, FL 33040

    Discover a smart investment opportunity and a relaxed lifestyle right in Key West's Midtown. This actively leased duplex is ideally located, just steps from Key West High School and close to beaches, restaurants and postcard-worthy sunsets. With two spacious units, the property generates a robust monthly income of $9000, totaling approximately $108,000 annually.Whether you're an investor looking

    Stephanie Wise Keller Williams Key West Compass Realty

    2007 Flagler Ave, Key West, FL 33040
  • /36

    $3,245,000

    • 3 Beds
    • 3 Baths
    • 1,615 Sq Ft

    1511 Johnson St, Key West, FL 33040

    A rare opportunity to own a fully licensed nightly rental property in one of Key West's most desirable neighborhoods. This stunning 3-bedroom, 3-bath home is beautifully designed on one level easy living space on a lushly landscaped lot, combining island charm with exceptional investment potential. In 2024, the property generated an impressive $200,000 in gross rental income, making it a true

    Ellen Gvili Ocean Sotheby's International Realty

    1511 Johnson St, Key West, FL 33040
  • /48

    $3,595,000

    • 4 Beds
    • 5 Baths
    • 4,102 Sq Ft

    33 Cypress Ave, Key West, FL 33040

    Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

    Terri Spottswood Truman & Co. (KW)

    33 Cypress Ave, Key West, FL 33040
  • /12

    $859,500

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    3711 Eagle Ave, Key West, FL 33040

    Located on the very desirable upper end of Eagle Avenue, this duplex offers a compelling opportunity in one of Key West's most sought-after residential neighborhoods. The main house is a full renovation project, ideal for those looking to customize or redevelop. A build-back letter from the City of Key West is in place, preserving the ability to rebuild and reimagine the property to suit your

    Terri Spottswood Truman & Co. (KW)

    3711 Eagle Ave, Key West, FL 33040
  • /82

    $2,250,000

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

    1626 Sirugo Ave, Key West, FL 33040

    Discover an unrivaled Key West opportunity. If a third floor were added to this home, this property would offer ocean views that are truly one-of-a-kind for this island. This generously sized 7,775-square-foot lot provides a rare canvas for your architectural vision, delivering potential for a third floor or additional wings to capture even more panoramic ocean vistas while preserving the

    Derek Epperly Engel & Volkers Key West

    1626 Sirugo Ave, Key West, FL 33040
  • /25

    $750,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    2601 S 2601 Roosevelt Blvd Unit 207C, Key West, FL 33040

    Located directly across the street from the Ocean/ Smather's Beach, this beautifully renovated 2 Bedroom, 2 Bathroom condo is available at Key West by the Sea! Impact resistant Doors and Windows, newer mini splits, new cabinets, granite counters, an In- Unit Washer and Dryer, and best of all - a Brand New- Second Full Bathroom!!! Beautifully tiled baths with new vanities, light fixtures, and the

    Elaine Coyle Keller Williams Key West Compass Realty

    2601 S 2601 Roosevelt Blvd Unit 207C, Key West, FL 33040
  • /18

    $489,000

    • Land

    5555 College Rd Unit 9, Key West, FL 33040

    Discover an extraordinary opportunity to embrace the live aboard lifestyle at Sunset Marina with this spacious 60 ft x 20 ft boat slip with he ability to dock a 65ft boat, located on the coveted Barracuda Pier. This slip not only provides a comfortable living space but also serves as a profitable income-generating asset, making it an ideal investment for boating enthusiasts and investors

    Justyn Ewald Expert Realty LLC (HQ)

    5555 College Rd Unit 9, Key West, FL 33040
  • /49

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    8 Jade Dr, Key West, FL 33040

    Welcome to your Florida Keys family home! This gorgeous 4-bedroom, 3.5-bathroom, waterfront 2-story home is located less than 10 minutes from Historic Key West! With 2,576 SF of living space, 2 bonus rooms upstairs, a home gym, storage and a heated pool this home is a rare find in the Lower Keys and is the lowest priced waterfront home of this size on the market today in the area! Located on a

    Pamela Stangler Expert Realty LLC

    8 Jade Dr, Key West, FL 33040
  • /31

    $605,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    3029 N Roosevelt Blvd Unit 54, Key West, FL 33040

    Tucked inside the sought-after Key Cove community, this updated 2-bedroom, 1.5-bath townhome blends island charm with modern touches -- a great fit for a first-time homebuyer, VA loan buyer, or investor looking for a low-maintenance Key West property. Key Cove properties RARELY come on the market. The first floor offers a bright, open living and dining area that flows easily into the kitchen,

    Paige Bethel Island Home Realty Inc.

    3029 N Roosevelt Blvd Unit 54, Key West, FL 33040
  • /27

    $485,000

    • 1 Bed
    • 1 Bath
    • 388 Sq Ft

    1830 Fogarty Ave Unit 4, Key West, FL 33040

    Your Key West Hideaway Awaits. Tucked away at the back of a well-kept building, this charming 1-bedroom, 1-bath condo offers the perfect blend of island comfort and modern convenience. Step inside to find a bright, airy space filled with natural light and refreshed with newer appliances that make everyday living effortless. Outside, unwind in your private oasis complete with an outdoor shower and

    Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

    1830 Fogarty Ave Unit 4, Key West, FL 33040
  • /20

    $270,000

    • Land

    5555 College Rd Unit 1, Key West, FL 33040

    Now just - $270,000!Sunset Marina Grouper #1: Key West deep water 45' boat slip with a state-of-the-art boat lift.Located in a protected section of picturesque Sunset Marina, you'll enjoy quick in and out, to open water for all your boating adventures. Fully deeded with bay bottom ownership, the 40' slip can accommodate a boat up to 45' fore-to-aft and 6' draft. Included in the sale is a nearly

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    5555 College Rd Unit 1, Key West, FL 33040
  • /51

    $1,290,000

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

    5960 Peninsular Ave Unit 101, Key West, FL 33040

    Location Location Location! Oceanview Condo Only 22 units nestled on an ocean front peninsula. Breathtaking views of flats, Mangrove estuary, and the Atlantic Ocean. Compare this property with the competition and you can for yourself. Unit 101 is an end unit with additional windows in the living area letting in natural light making this unit feel open and delightful. Unit faces East and enjoys

    Zachary Bentley Coastal Collection Real Estate Inc.

    5960 Peninsular Ave Unit 101, Key West, FL 33040
  • /10

    $4,300,000

    • 4 Beds
    • 6 Baths
    • 3,400 Sq Ft

    1314 Johnson St, Key West, FL 33040

    Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1314 Johnson St, Key West, FL 33040
  • /36

    $2,788,000

    • 10 Beds
    • 6 Baths
    • 3,876 Sq Ft

    912 Pohalski St, Key West, FL 33040

    Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

    Richard Haskins Buy The Keys

    912 Pohalski St, Key West, FL 33040
  • /39

    $2,188,000

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

    1719 Laird St, Key West, FL 33040

    Experience elevated island living at 1719 Laird Street--a redesigned Mid-Century CBS home offering 4 bedrooms, 3 bathrooms, and exceptional indoor-outdoor living on a rare double lot. This move-in-ready property delivers the ideal blend of modern updates, storm-ready features, and low-maintenance coastal living.Step inside to an open-concept floor plan with abundant natural light, enhanced by

    Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    1719 Laird St, Key West, FL 33040
  • /54

    $675,000

    • 2 Beds
    • 2 Baths
    • 871 Sq Ft

    1 Spoonbill Way, Key West, FL 33040

    Tucked along the edge of the enchanting Butterfly Garden, this charming townhouse offers the perfect blend of privacy, tropical beauty, and resort-style amenities. Located within the gated community surrounding the Rees-Jones 18-hole Championship Golf Course, this home is a serene slice of paradise.Inside, you'll find thoughtfully designed living space featuring two upstairs bedrooms and 1.5

    Stephanie Wise Keller Williams Key West Compass Realty

    1 Spoonbill Way, Key West, FL 33040
  • /34

    $1,400,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    1719 Washington St, Key West, FL 33040

    Welcome to this beautiful 3-bedroom, 2-bath stilted family home, perfectly designed for comfort and modern living. Nestled in a popular neighborhood, this elevated residence offers peace of mind, stunning natural views, and thoughtfully planned spaces for the whole family and guests. Sunlight pours through large windows, illuminating the open-concept living and dining areas - an ideal setting for

    LaReta Morrison eXp Realty LLC

    1719 Washington St, Key West, FL 33040
  • /41

    $1,550,000

    • 2 Beds
    • 2 Baths
    • 1,207 Sq Ft

    800 Fleming St Unit B-3, Key West, FL 33040

    Perfectly situated just three blocks from Duval Street and two from the grocery store, this one-of-a-kind, fully furnished penthouse has been meticulously renovated to deliver unmatched luxury living in the heart of Old Town Key West. Offering rare off-street parking, this light-filled residence is perched among the treetops and features a private balcony with serene pool and garden views.Inside,

    Solaris Gregory Expert Realty LLC (HQ)

    800 Fleming St Unit B-3, Key West, FL 33040
  • /2

    $299,000

    • Land
    • 2.39 Acres
    • $125,105 per Acre

    6810 Front St Unit S-Cm -24, Key West, FL 33040

    23x47 deep water slip minutes from Key West. Experience the old charm of the Florida Keys at Safe Harbour marina. The marina offers security, laundry and shower facilities as well as plenty of parking. The marina is adjacent to Hog Fish Bar and Grill.

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    6810 Front St Unit S-Cm -24, Key West, FL 33040
  • /25

    $373,000

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    3312 Northside Dr Unit 405, Key West, FL 33040

    Own in Key West under 400k. Excellent investment as primary residence, second home, or rental property. This one bed one bath condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West. You have ample parking, storage, pool, tennis courts, laundry, on site management, etc. The unit has new flooring, new AC unit, new

    Karen Angle Coldwell Banker Schmitt Real Estate Co.

    3312 Northside Dr Unit 405, Key West, FL 33040
  • /54

    $5,000,000

    • 5 Beds
    • 6 Baths
    • 2,230 Sq Ft

    627 Caroline St, Key West, FL 33040

    5 Beds | 6 Baths | Pool & Spa | Prime Historic Location627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury.Completely rebuilt from the studs, this residence has been

    Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    627 Caroline St, Key West, FL 33040
  • /10

    $1,699,000

    • 8 Beds
    • 10 Baths
    • 2,432 Sq Ft

    720 Emma St, Key West, FL 33040

    Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

    Wendy Zintsmaster Truman & Co. (KW)

    720 Emma St, Key West, FL 33040
  • /32

    $5,500,000

    • 8 Beds
    • 11 Baths
    • 8,472 Sq Ft

    314 Simonton St, Key West, FL 33040

    Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    314 Simonton St, Key West, FL 33040
  • /12

    $360,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    290 Leo Ln, Key West, FL 33040

    Mobile home on swim canal is about 10 minutes from Key West. Owner has received ROGO Exemption from Monroe County Planning Department. May be able to show with short notice. Concrete seawall, in place. Open space across the street with community pavillion.

    Darlene Thomas Beach Club Brokers (KW)

    290 Leo Ln, Key West, FL 33040
  • /20

    $550,000

    • 1 Bed
    • 1 Bath
    • 489 Sq Ft

    1500 Seminary St Unit 2D, Key West, FL 33040

    Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios and just a walkable, rideable, half mile from the Atlantic and a mile from the Historic Seaport District and Gulf.......The condo is part of a very well run and

    Rob Severin Rob Severin Real Estate Co

    1500 Seminary St Unit 2D, Key West, FL 33040
  • /10

    $549,000

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

    1318 Duncan St Unit 3, Key West, FL 33040

    Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bedroom condo cottage overlooking the large communal pool is just one block to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart

    Rob Severin Rob Severin Real Estate Co

    1318 Duncan St Unit 3, Key West, FL 33040
  • /21

    $899,000

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

    2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

    This 3-bedroom 2-bathroom condo is located on the 3rd floor in the gated community Key West by the Sea and is ready for you to move in. This spacious condo offers amazing views of the green lush yard and pool. Perfect place to relax and enjoy Key West. The common area features 2 swimming pools, barbecue area and 2 tennis courts, not to mention you are just steps from Smathers Beach.

    Andrea Otava Last Key Realty, Inc (KW)

    2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040
  • /17

    $235,000

    • Land

    5555 College Rd Unit 5, Key West, FL 33040

    Well-positioned 30' wet slip located at Sunset Marina on the gated side of the property. This floating concrete dock can accommodate a vessel up to 35' in length and offers deep water access with a 6' control depth -- perfect for easy navigation to both the Gulf and Atlantic waters.Sunset Marina is a full-service marina with on-site fuel, bait, and marina store. Owners enjoy access to secured

    Jimmy Lane Island Life Realty Experts

    5555 College Rd Unit 5, Key West, FL 33040
  • /91

    $3,995,000

    • 7 Beds
    • 7.5 Baths
    • 3,015 Sq Ft

    919 Thomas St, Key West, FL 33040

    Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West

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

    919 Thomas St, Key West, FL 33040
  • /15

    $839,000

    • Land

    1920 Patterson Ave, Key West, FL 33040

    Primed and Cleared Vacant lot ready for a New build - Excellent Midtown Location with easy access to downtown, excellent schools and New Town Shopping and Restaurants.Property used to have a structure so this has been approved by the city to build a single family and the Build Back letter is available upon request.Concrete wall surrounds entire property.Utility City Easement to the rear.Container

    Suzanne Moore Suzanne Moore Real Estate

    1920 Patterson Ave, Key West, FL 33040
  • /5

    $399,000

    • 2 Beds
    • 2 Baths
    • 696 Sq Ft

    3312 Northside Dr Unit 607, Key West, FL 33040

    2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

    Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

    3312 Northside Dr Unit 607, Key West, FL 33040
  • /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
  • /49

    $2,599,000

    • 4 Beds
    • 4 Baths
    • 1,854 Sq Ft

    1320 Eliza St, Key West, FL 33040

    Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West.This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot with great outdoor living and a perfect heated pool. A brand new roof was just installed.The main

    Bobby Coe RE/MAX Keys Connection (KW)

    1320 Eliza St, Key West, FL 33040

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