Homes for Sale near May Sands Montessori School

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  /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
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  /5

  $1,169,900

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
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  /10

  $1,995,000

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($187,200/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
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  /12

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  3930 S Roosevelt Blvd Unit W202, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. Newly updated condo features a stunning modern kitchen with sleek stainless steel appliances. Both bathrooms are upgraded with modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit W202, Key West, FL 33040
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  /15

  $604,900

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
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  /51

  $1,350,000

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  1501 Rose St, Key West, FL 33040

  Welcome to 1501 Rose Street, a truly special piece of paradise nestled in one of Key West's most desirable neighborhoods. This charming two bedroom and two bathroom home, with bonus room by the pool, perfectly blends island character with modern comfort, offering you the ideal setting to enjoy the vibrant lifestyle Key West is famous for. From the moment you arrive, you will be captivated by the

  Jimmy Lane Island Life Realty Experts

  1501 Rose St, Key West, FL 33040
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  /69

  $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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  /25

  $765,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

  Experience the ultimate island lifestyle in this beautifully renovated, top-floor oceanfront condo at the sought-after Key West by the Sea. This unit directly faces the ocean, offering breathtaking views--perfect for relaxing on the balcony and watching the sunrise over the Atlantic.Every detail of this unit has been thoughtfully updated, blending modern comfort with coastal elegance. The

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

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
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  /38

  $6,500,000

  • 6 Beds
  • 8 Baths
  • 3,010 Sq Ft

  421-423 Simonton St, Key West, FL 33040

  Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  421-423 Simonton St, Key West, FL 33040
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  /12

  $865,000

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

  3711 Eagle Ave, Key West, FL 33040

  On a beautiful street this duplex is located on the desirable upper end of Eagle Avenue. The main house is a full renovation project, offering a prime opportunity for customization or redevelopment. This property comes with a build-back letter from the City of Key West, offering a rare chance to create a custom home in a prime residential area. The property can also be purchased with the

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
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  /3

  $865,000

  • Land

  3705 Eagle Ave, Key West, FL 33040

  Excellent opportunity to purchase a vacant, buildable 6,000 square foot lot in the heart of Key West's desirable New Town neighborhood. Located on prestigious Eagle Avenue it offers a rare chance to create a custom home in a prime residential area - beneficial use allocation granted from the City of Key West Planning Department. This lot can also be purchased with the adjacent property at 3711

  Terri Spottswood Truman & Co. (KW)

  3705 Eagle Ave, Key West, FL 33040
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  /32

  $975,000

  • 4 Beds
  • 2 Baths
  • 1,587 Sq Ft

  3359 Riviera Dr, Key West, FL 33040

  Welcome to your dream retreat, nestled in one of Key West's most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. This residence is an easy lock and

  Sean Farrer Coldwell Banker Schmitt RE Co

  3359 Riviera Dr, Key West, FL 33040
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  /12

  $1,575,000

  • 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

  • 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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  /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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  /44

  $1,600,000

  • 3 Beds
  • 3 Baths
  • 2,671 Sq Ft

  602 Southard St, Key West, FL 33040

  NEW LISTING! Tri-Plex in Old Town Key West. Close to famous Duval Street. This historic Circa 1901 property offers almost 2700 sf ft of living space. Currently configured as three apartments but would make a grand conversion to a single-family home. Main floor offers two apartments, and the upper level has a spacious apartment with access to finished 3rd story attic space. Ideal location in

  Bascom Grooms Bascom Grooms Real Estate (KW)

  602 Southard 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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  /34

  $1,949,000

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

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

  Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed

  Team Spottswood/Vazquez Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
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  /32

  $1,949,000

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

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are

  Team Spottswood/Vazquez Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /43

  $2,499,000

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  1119 Whitehead St, Key West, FL 33040

  This stunning Old Town residence offers the perfect blend of historic charm and modern elegance, just one block from Duval Street and three blocks from the world-famous Southernmost Point. This 3 bedroom, 2 bath home was fully renovated in 2018. and features a private gated courtyard, off-street parking, and high-end finishes throughout.Enjoy effortless indoor-outdoor living with a thoughtful

  Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

  1119 Whitehead St, Key West, FL 33040
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  /35

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 2,157 Sq Ft

  1417 Ashby St, Key West, FL 33040

  This historic 4 unit property was at one time a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. In the downstairs apartment comprising the entire first floor there is Hansen & Bringle cabinetry, central A/C and it's own washer/dryer. Upstairs are 2 studio

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  1417 Ashby St, Key West, FL 33040
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  /40

  $1,490,000 Open Sun 11AM - 1PM

  • 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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  /15

  $399,000

  • 1 Bed
  • 1 Bath
  • 308 Sq Ft

  1014 Varela St Unit 3, Key West, FL 33040

  Discover a unique opportunity to own a cozy 1-bedroom, 1-bath condominium ideally situated near vibrant downtown Key West, offering the perfect canvas for those with a vision to rejuvenate. While the property may need some TLC, its prime location allows for easy access to local shops, restaurants, and stunning beaches, making it an appealing option for both personal retreats and investment

  Letisia Powell Robert Slack LLC

  1014 Varela St Unit 3, 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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  /12

  $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 Open Sun 11AM - 1PM

  • 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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  /47

  $4,250,000

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

  1614 Washington St, Key West, FL 33040

  Being kind to our planet was the inspiration for award-winning local architect Matthew Stratton's newest custom home design. Combining energy efficiency and low-maintenance finishes, 1614 Washington is a beacon of sustainable luxury that reflects the island's vibrant future. The first impression of this 2,773 square foot, four bedroom/4.5 bathroom home is one of elevated and sophisticated island

  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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  /11

  $549,900

  • 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
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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

  $2,750,000

  • 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

  $1,750,000

  • 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
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  /27

  $563,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 314, Key West, FL 33040

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo, perfectly positioned to capture breathtaking sunset (and even ocean!) views from your private balcony on the third floor. It comes with a coveted carport right next to the elevator and a separate storage unit. The split floor plan adds privacy to each ensuite bedroom and new screened sliders let you easily enjoy fresh island air.

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  3635 Seaside Dr Unit 314, Key West, FL 33040
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  /23

  $730,000

  • 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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  /37

  $665,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  2 Merganser Ln, Key West, FL 33040

  Spread your wings on Merganser Lane - nestled in the lush serenity of the Key West Golf Club, this townhouse is your ticket to island living with a graceful touch. This impeccably upgraded home boasts one of the most desirable locations in the community conveniently situated near the guard gate and just steps from one of the two inviting pools. The lush, private yard is a haven for pet owners and

  Nira Tocco Coldwell Banker Schmitt RE Co. Lower Keys Office

  2 Merganser Ln, Key West, FL 33040
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  /39

  $2,699,500

  • 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

Showing Results 81 - 120, Page 3 of 12