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Key West Nas, FL Homes for Sale under $1,500,000

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  • /61

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    1911 Seidenberg Ave, Key West, FL 33040

    With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

    Agent Photo

    Everett Smith

    Ocean Sotheby's International Realty

    1911 Seidenberg Ave, Key West, FL 33040
  • /42

    $1,285,000

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1613 Trinidad Dr, Key West, FL 33040

    Updated home with a bright floor plan featuring quartz counter tops, stainless steel appliances, luxury vinyl flooring, and wraparound windows with remote control blinds.Spacious primary suite with walk-in closet, ductless zoned A/C, and French doors to wraparound screened patio that's 612 sq. ft. Heated 13x7 swim spa with outdoor seating.Concrete, elevated for lower insurance, insulated

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    Shirley Carey

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    1613 Trinidad Dr, Key West, FL 33040
  • /58

    $1,249,000

    $246K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,888 Sq Ft

    77 Seaside North Ct, Key West, FL 33040

    Discover relaxed coastal living in this three-level townhome located within the gated Seaside Residence community—an incredible opportunity to own in a sought-after resort-style setting. Designed for ease and functionality, the home features a private elevator serving all floors, a spacious garage, and an inviting layout well suited for full-time living or a seasonal retreat.The ground

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    Miriam Novotny

    Compass Florida, LLC

    77 Seaside North Ct, Key West, FL 33040
  • /28

    $1,029,000

    • 4 Beds
    • 2 Baths
    • 2,274 Sq Ft

    2809 Flagler Ave, Key West, FL 33040

    2809 Flagler Ave -2,274 Square Feet of Space, Priced to MoveRarely does a home this size come up in Key West at this price point. At 2,274 square feet, this 4-bedroom, 2-bathroom residence offers significantly more room than the typical Old Town or Mid Town property -- and it's priced well below what comparable square footage commands elsewhere in the 33040 zip code.Originally built in

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    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    2809 Flagler Ave, Key West, FL 33040
  • /42

    $1,024,990

    • 3 Beds
    • 3 Baths
    • 1,797 Sq Ft

    1421 12th St, Key West, FL 33040

    Welcome to 1421 12th St, a stunning oasis nestled in the heart of Key West. This charming property perfectly combines island living with modern convenience, offering an exceptional opportunity for both homeowners and investors alike.Although built as a townhouse it only shares one concrete wall with the next home and there is not an H.O.A. This home is in great shape and priced to sell at

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    Darrin Smith

    Key West Luxury Real Estate Inc (KW)

    1421 12th St, Key West, FL 33040
  • /58

    $1,350,000

    $1M PRICE INCREASE
    • 1,760 Sq Ft

    1300 Ashby St, Key West, FL 33040

    Your place in Key West awaits. Located in Midtown, just minutes from the energy of Duval Street, this updated two-unit property offers the flexibility to live here, escape here, or explore its income potential. Whether you're looking for a full-time residence, a tropical getaway, or a property that can help offset the cost of ownership, this is an opportunity to experience Key West on your own

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    Samira Garcia

    Luxe Properties

    1300 Ashby St, Key West, FL 33040
  • /44

    $1,475,000

    Open Sun 12PM - 2PM $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,284 Sq Ft

    1211 Knowles Ln, Key West, FL 33040

    Timeless Old Town Charm!Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades.1211 Knowles Lane features a versatile 300 sq. ft. loft currently

    Emily Lombard Saltwater Real Estate Florida Keys, Inc

    1211 Knowles Ln, Key West, FL 33040
  • /25

    $1,199,000

    $300K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,020 Sq Ft

    912 James St Unit 2, Key West, FL 33040

    Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large

    Peter Batty ICAMCO Realty LLC, dba Cosgrove Realty

    912 James St Unit 2, Key West, FL 33040
  • /5

    $1,095,000

    • Land
    • 2,178 Sq Ft
    • $21,900,000 per Acre

    416 Appelrouth Ln, Key West, FL 33040

    Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

    Jenny Perry Preferred Properties (KW)

    416 Appelrouth Ln, Key West, FL 33040
  • /31

    $1,500,000

    $150K PRICE DROP
    • 9 Beds
    • 7 Baths
    • 3,687 Sq Ft

    1821 Harris Ave, Key West, FL 33040

    Right in the heart of Key West, this income-producing triplex is the kind of property investors are always asking for--strong numbers, solid layout, and a location that never goes out of style. The property features three spacious units, each offering 3 bedrooms and 2 bathrooms, making them highly desirable for long-term tenants. The front unit stands out with its single-level design--larger than

    Monika Rydzak eXp Realty LLC KW Branch

    1821 Harris Ave, Key West, FL 33040
  • /22

    $1,400,000

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

    1105 17th St, Key West, FL 33040

    This one is a must see! Spacious FOUR bedroom, single family home in the 'Pearlman Heights' neighborhood of New Town KW that has undergone recent renovations-upgrades. New roof, kitchen (appliances, cabinets, counter tops), windows / doors (impact rated), bathrooms (fixtures, flooring, showers, faucets, vanities), on demand water heater, pool pump, Central AC condenser / air handler, light

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    1105 17th St, Key West, FL 33040
  • /40

    $1,425,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,395 Sq Ft

    1901 S Roosevelt Blvd Unit 401, Key West, FL 33040

    Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience.Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and

    Emily Lombard Saltwater Real Estate Florida Keys, Inc

    1901 S Roosevelt Blvd Unit 401, Key West, FL 33040
  • /34

    $1,199,000

    $166K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 1,824 Sq Ft

    33 Seaside South Ct, Key West, FL 33040

    Welcome to Seaside Residences, one of Key West's most sought-after gated communities. This beautifully updated three-story townhome is one of the largest residences in the community, offering 2 bedrooms, 3.5 bathrooms, 1,824 square feet of thoughtfully designed living space, making it the second-largest property in Seaside Residences. A private elevator services all three levels, providing both

    Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    33 Seaside South Ct, Key West, FL 33040
  • /17

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 11, Key West, FL 33040

    This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1401 Simonton St Unit 11, Key West, FL 33040
  • /30

    $1,195,000

    $130K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 875 Sq Ft

    1126 Grinnell St, Key West, FL 33040

    Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1126 Grinnell St, Key West, FL 33040
  • /34

    $1,195,000

    $55K PRICE DROP
    • 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
  • /22

    $1,225,000

    • 1 Bed
    • 1 Bath
    • 475 Sq Ft

    714 Olivia St Unit 6, Key West, FL 33040

    A TRANSIENT LICENSED vacation rental located in the heart of Old Town Key West, the X flood zone and just 2.5 blocks from world famous Duval Street. The transient license allows for nightly rentals. A savvy investor could pounce on this rare opportunity to own a well-managed income producing property with excellent history & immediate income. Unit 6, aka Hidden Oasis, is 1 of only 11 units within

    Caroline Bauer Key West Sales, LLC

    714 Olivia St Unit 6, Key West, FL 33040
  • /48

    $1,239,000

    $40K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 1,824 Sq Ft

    25 Seaside South Ct, Key West, FL 33040

    OPEN HOUSE 09/19 from 11AM to 1PMHome has just been freshly painted and Is vacant easy to show. Owner also will give 5k credit towards buyers closing expensesWelcome to one of the most sought after gated communities in Key West Seaside Residences. This beautiful updated 2-bedroom 3.5 half bath offers 1824sq. ft of living space. It is a three-level townhouse with your own private

    Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

    25 Seaside South Ct, Key West, FL 33040
  • /31

    $1,100,000

    $199K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    414 Virginia St, Key West, FL 33040

    Price Reduced!!! Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price. Please ask Listing Agent about historical significance of this property.

    414 Virginia St, Key West, FL 33040
  • /20

    $1,249,000

    • 3 Beds
    • 2 Baths
    • 1,258 Sq Ft

    2116 Fogarty Ave, Key West, FL 33040

    Welcome to this beautifully renovated 3-bedroom, 2-bathroom home that perfectly blends modern finishes with warm, inviting living spaces. From the moment you arrive, you'll love the charming curb appeal, spacious covered front porch, and bright, airy interior filled with natural light.The heart of the home is the stunning chef's kitchen featuring an oversized quartz island, custom white

    Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

    2116 Fogarty Ave, Key West, FL 33040
  • /63

    $1,375,000

    $175K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,387 Sq Ft

    9 Mccoy Cir Unit 9, Key West, FL 33040

    Experience quintessential island living in this stunning waterfront townhome at Flagler's Landing, where sweeping Gulf views meet a central Key West location with private boat dockage. This elevated residence offers ~1,387 sq ft of living space with open water views from the main living areas, private balcony, and both upstairs bedrooms. Designed for effortless entertaining, the main level

    Karen Verri Ocean Sotheby's International Realty

    9 Mccoy Cir Unit 9, Key West, FL 33040
  • /44

    $1,100,000

    $300K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,156 Sq Ft

    2914 Fogarty Ave, Key West, FL 33040

    Nestled within lush tropical landscaping, this unique Key West home offers serene privacy and island charm just minutes from everything. A winding brick pathway leads you through mature palms and gardens to an inviting covered entryway. Inside, the home features spacious open living areas with exposed beam ceilings, a functional kitchen, and two classic tiled bathrooms, including a glass-block

    Janice Perez Keller Williams Key West Compass Realty

    2914 Fogarty Ave, Key West, FL 33040
  • /24

    $1,350,000

    • 2 Beds
    • 2.5 Baths
    • 960 Sq Ft

    564 Porter Ln, Key West, FL 33040

    President's Walk townhome in the Truman Annex. This is a two-bedroom, 2.5-bathroom unit that also includes a deeded carport. It is a great location close to the community pool and all the downtown attractions that Key West has to offer. It features an open floor plan with kitchen, half bath, dining and living areas that open to the rear and side yard! Upstairs are two-bedroom ensuites with

    Behmke The Compass Realty (KW)

    564 Porter Ln, Key West, FL 33040
  • /40

    $1,070,000

    $28K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 666 Sq Ft

    1445 S Roosevelt Blvd Unit 412, Key West, FL 33040

    Two fully furnished condos are available at Coconut Mallory Marina & Resort, each with a rare transient rental license allowing rentals of one day or longer. Units #411 and #412 are listed separately and may be purchased individually or together, offering buyers the flexibility to acquire one turnkey vacation rental or both as an investment package. Known together as The Poolside Cottages, these

    Jonathan Minerick Homecoin.com

    1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
  • /34

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 885 Sq Ft

    1025 Elgin Ln, Key West, FL 33040

    Welcome to 1025 Elgin Lane, an exquisite residence nestled in the heart of Key West's Historic Seaport District. This recently updated home seamlessly blends historic charm with modern comforts, offering an unparalleled living experience in one of Florida's most sought-after locales. The interiors are adorned with original Dade County Pine walls and flooring, exuding warmth and character that pay

    Jimmy Lane Island Life Realty Experts

    1025 Elgin Ln, Key West, FL 33040
  • /34

    $1,375,000

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    1216 Packer St, Key West, FL 33040

    Experience the charm and ideal location that make Old Town Key West so special. Located in the desirable X Flood Zone, this two-bedroom, two-bath home offers an inviting layout filled with classic island character. A wine refrigerator provides a convenient touch for entertaining or enjoying a chilled bottle at the end of the day. The outdoor space is a true highlight, featuring a spacious

    Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    1216 Packer St, Key West, FL 33040
  • /43

    $1,395,000

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

    709 Olivia St, Key West, FL 33040

    NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a legal DUPLEX with two units, each having one bedroom and one and a half bathrooms. Located on a fenced corner lot in Old Town, it's just blocks from Duval Street, making it very convenient for dining, shopping, nightlife and

    Bascom Grooms Bascom Grooms Real Estate (KW)

    709 Olivia St, Key West, FL 33040
  • /54

    $1,100,000

    $350K PRICE DROP
    • 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
  • /2

    $1,300,000

    • 7 Beds
    • 5 Baths
    • 2,957 Sq Ft

    2016 Roosevelt Dr, Key West, FL 33040

    Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

    Richard Weston Weston Premier Realty, Inc

    2016 Roosevelt Dr, Key West, FL 33040
  • /34

    $1,025,000

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft

    1800 Atlantic Blvd Unit 427C, Key West, FL 33040

    This spacious two-bedroom, two-bath penthouse condo boasts a stunning balcony with ocean views, making it the perfect place to relax and enjoy the breathtaking scenery. The beautifully designed kitchen features a breakfast bar, granite countertops, and stainless steel appliances, making it a chef's dream come true. The stunning living room and dining room are flooded with natural light, creating

    Tommy Mack Coastal Collection Real Estate Inc.

    1800 Atlantic Blvd Unit 427C, Key West, FL 33040
  • /50

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 784 Sq Ft

    611 Grinnell St Unit 4, Key West, FL 33040

    Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do

    Daniel Cloud Water Vista Realty, Inc.

    611 Grinnell St Unit 4, Key West, FL 33040
  • /40

    $1,070,000

    $28K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 666 Sq Ft

    1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040

    Two fully furnished condos are available at Coconut Mallory Marina & Resort, each with a rare transient rental license allowing rentals of one day or longer. Units #411 and #412 are listed separately and may be purchased individually or together, offering buyers the flexibility to acquire one turnkey vacation rental or both as an investment package. Known together as The Poolside Cottages, these

    Jonathan Minerick Homecoin.com

    1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040
  • /14

    $1,089,000

    $210K PRICE DROP
    • 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 & main electrical panel replaced (w/ permits) in 2014.

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    719 Elizabeth St, Key West, FL 33040
  • /29

    $1,050,000

    • 3 Beds
    • 2 Baths
    • 1,281 Sq Ft

    614 Roberts Ln, Key West, FL 33040

    Tucked away on a quiet lane just off Frances Street, this charming historic cottage offers the character and location that make Old Town Key West so special. This three-bedroom, two-bath home features cathedral ceilings, stained glass windows, and plenty of historic charm. The first-floor bedroom offers added convenience and flexibility, while two additional bedrooms upstairs provide comfortable

    Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    614 Roberts Ln, Key West, FL 33040
  • /29

    $1,225,000

    $125K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    1503 Atlantic Blvd, Key West, FL 33040

    THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility.Atlantic Boulevard has only a handful of true residential opportunities, and this one brings the rare combination of land, pool, and multi-unit upside. Set on an approximately 8,050 square foot lot,

    Team Kaufelt Truman & Co. (KW)

    1503 Atlantic Blvd, Key West, FL 33040
  • /69

    $1,490,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 4 Baths
    • 2,501 Sq Ft

    1724 Rose St, Key West, FL 33040

    Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches.The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal

    Ellen Gvili Ocean Sotheby's International Realty

    1724 Rose St, Key West, FL 33040
  • /25

    $1,299,000

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

    626 Fleming St Unit A, Key West, FL 33040

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

    Wendy Zintsmaster Truman & Co. (KW)

    626 Fleming St Unit A, Key West, FL 33040
  • /45

    $1,249,000

    $150K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,804 Sq Ft

    846 Olivia St, Key West, FL 33040

    Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and

    Tommy Mack Coastal Collection Real Estate Inc.

    846 Olivia St, Key West, FL 33040
  • /27

    $1,385,000

    $65K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft

    2313 Fogarty Ave, Key West, FL 33040

    There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come with much older homes in town.Elevated above the floodplain, with impact windows and doors rated for 175 mph winds and a 16kW standby generator, this is a home built for real peace of mind, whether you are here year-round or

    Juan Benitez Benitez Keller Williams Key West Compass Realty

    2313 Fogarty Ave, Key West, FL 33040
  • /39

    $1,139,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft

    1708 South St, Key West, FL 33040

    Tucked into the leafy heart of Midtown, just a quick bike ride from Smathers Beach, Higgs Beach and the energy of downtown, 1708 South St. offers something increasingly rare in Key West: a property with nothing to do but move in and enjoy.With its classic stone facade, this 1952 residence captures the distinctive architectural style that defined post-war Key West, delivering 1,445 sq. ft. of

    Suzanne Moore Suzanne Moore Real Estate

    1708 South St, Key West, FL 33040
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