Homes for Sale near Monroe County School District Virtual Instruction Program

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  /54

  $3,895,000

  • 4 Beds
  • 3 Baths
  • 2,271 Sq Ft

  813 Thomas St, Key West, FL 33040

  Experience effortless island living in this stunning, recently renovated estate, situated on a rare double lot in the high-and-dry X flood zone. Framed by lush tropical landscaping, the home welcomes you with a classic wrap-around porch--a quintessential setting for morning coffee or golden-hour cocktails. This sophisticated residence comprises four bedrooms and three bathrooms across a main

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  813 Thomas St, Key West, FL 33040
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  /35

  $1,099,000

  $251K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  97 Seaside North Ct Unit 97, Key West, FL 33040

  One of the greatest luxuries in Key West isn't extravagance-it's finding a home where life feels a little quieter, a little easier, and a little more connected to the island around you. That's exactly what you'll find at 97 Seaside North Court.Tucked inside the often-overlooked gated Seaside Residences community, this light-filled townhome offers something increasingly difficult to find in Key

  Richard Patten Your Keys Real Estate LLC

  97 Seaside North Ct Unit 97, Key West, FL 33040
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  /28

  $1,995,000

  $395K PRICE DROP

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

  1620 Jamaica Dr, Key West, FL 33040

  NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1620 Jamaica Dr, Key West, FL 33040
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  /30

  $1,299,999

  $179K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  1306 Virginia St, Key West, FL 33040

  LEGAL DUPLEX with INVESTMENT OPPORTUNITY.Located in the Old Town Key West neighborhood in the X Flood zone, this historic property presents many opportunities. Increase the square footage and/or covert to a single family home. Bring your creativity to this historic charmer.Currently set up as a Legal Duplex with 2 bedrooms/1 bath downstairs, and 1 bedroom/ 1 bath upstairs with separate

  Joyce Craul Expert Realty LLC (HQ)

  1306 Virginia St, Key West, FL 33040
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  /53

  $6,965,000

  • 5 Beds
  • 4.5 Baths
  • 4,666 Sq Ft

  1101 Casa Marina Ct, Key West, FL 33040

  Rarely does a property of such storied provenance and grand scale grace the Key West market. This is a residence where history breathes. Commanding nearly half a city block in the prestigious Casa Marina district, 1101 Casa Marina Court is an architectural masterwork built by A. Maitland Adams in the early 1930s. Adams was said to be a partner of Charles Thompson, Ernest Hemingway's fishing

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1101 Casa Marina Ct, Key West, FL 33040
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  /78

  $2,100,000

  $295K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,820 Sq Ft

  13A 12th Ave, Key West, FL 33040

  80 Feet on One Of The Deepest Canals in the 33040 Zip Code. A13 and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 80 feet of canal frontage across two 4,800-square-foot parcels. A13 is an 1,820-square-foot CBS home that features four-bedrooms, three bathrooms home with a private dock on one of the deepest canals in the 33040 zip code. The layout offers flexibility

  Krystal Thomas eXp Realty LLC Southernmost Branch

  13A 12th Ave, Key West, FL 33040
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  /20

  $2,799,000

  $451K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,019 Sq Ft

  27 Evergreen Ave, Key West, FL 33040

  OPEN HOUSE JULY 18TH 1-3 PM. Enjoy the best of Florida Keys living from this spacious canal-front home in the highly desirable community of Key Haven, just minutes from Key West. This canal-front home features 4 bedrooms and 3.5 bathrooms, offering a flexible floor plan designed to accommodate a variety of lifestyles, whether as a primary residence, vacation retreat, or home for entertaining

  Maria Wilson Berkshire Hathaway HomeServices Knight & Gardner Realty

  27 Evergreen Ave, Key West, FL 33040
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  /16

  $569,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  96 Golf Club Dr, Key West, FL 33040

  Poolside, pool view townhome. The home has just been re-freshed with an interior top to bottom paint job, exterior touch up, and new engineered vinyl plank floors have been installed on the main level. First floor is an open floor plan with half bath, kitchen, dining area and living area that opens to a covered porch. The second floor has two bedrooms and a full bath. The Key West Golf Club

  Behmke The Compass Realty (KW)

  96 Golf Club Dr, Key West, FL 33040
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  /36

  $899,000

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

  3841 N Roosevelt Blvd Unit 213, Key West, FL 33040

  Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 213, Key West, FL 33040
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  /28

  $825,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 548 Sq Ft

  1422 Catherine St, Key West, FL 33040

  Welcome to 1422 Catherine Street in The Heart of Key West. Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally

  Bobby Coe RE/MAX Keys Connection (KW)

  1422 Catherine St, Key West, FL 33040
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  /8

  $599,000

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

  C1 9th Ave, Stock Island, FL 33040

  This 4 Bedroom 2-bathroom doublewide sits on a corner fenced lot with ample parking. This home has a roof that is only a few years old as well as newer central A/C. Currently it is being used as a rental with good monthly income. And you own the land

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

  C1 9th Ave, Stock Island, FL 33040
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  /51

  $599,000

  $101K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,373 Sq Ft

  3302 Eagle Ave, Key West, FL 33040

  Spacious Key West townhome with no HOA! Expanded from its original floor plan, this well-maintained home now offers 3 bedrooms, 2 bathrooms, and nearly 1,400 sq. ft. of living space. There is also a bonus area not included in the square footage, perfect for a home office, hobby room, or extra storage. The kitchen features maple wood cabinetry, granite countertops, and stainless steel appliances.

  Jimmy Lane Island Life Realty Experts

  3302 Eagle Ave, Key West, FL 33040
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  /43

  $875,000

  $20K PRICE DROP

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

  236 Golf Club Dr, Key West, FL 33040

  Beautifully appointed home that offers a charming backyard with a covered patio and built in spa offers a perfect blend of comfort and luxury. The open-concept design features a spacious living area with large windows that flood the space with natural light. Stunning 2 story home in the gated Sanctuary of the Key West Golf Course. 2 upstairs bedrooms both with en suite full bathrooms and a half

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

  236 Golf Club Dr, Key West, FL 33040
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  /28

  $697,000

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  3029 N Roosevelt Blvd Unit 11, Key West, FL 33040

  Welcome to your slice of paradise in the highly sought-after Key Cove community in Key West, FL, where island living meets enjoyable comfort. This beautifully designed townhome offers the perfect blend of coastal charm and modern convenience. Featuring a bright, open-concept layout, the living and dining spaces flow seamlessly with the well appointed kitchen. Ideal for entertaining or unwinding

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  3029 N Roosevelt Blvd Unit 11, Key West, FL 33040
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  /17

  $515,000

  $19K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,222 Sq Ft

  6800 Maloney Ave Unit 13, Stock Island, FL 33040

  Five miles from Duval Street, priced below $425/sq ft, this is one of the best-value three-bedroom, three-bath homes available in the Key West area today.Tucked inside Harbor Shores on Stock Island, this home features 1,222 square feet of living space that works. Vaulted ceilings, granite countertops, central AC, and two rear bedrooms large enough for king beds. The stick-built Florida room

  Forrest Shearin Berkshire Hathaway HomeServices Knight & Gardner Realty

  6800 Maloney Ave Unit 13, Stock Island, FL 33040
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  /91

  $3,750,000

  $245K PRICE DROP

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

  919 Thomas St, Key West, FL 33040

  Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional 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

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

  919 Thomas St, Key West, FL 33040
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  /5

  $2,800

  • 2 Beds
  • 1 Bath

  6630 Maloney Ave Unit 7D, Key West, FL 33040

  Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

  6630 Maloney Ave Unit 7D, Key West, FL 33040
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  /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
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  /25

  $665,000

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  3200 Harriet Ave, Key West, FL 33040

  3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of

  Terrance Sullivan Saltwater Real Estate Florida Keys, Inc

  3200 Harriet Ave, Key West, FL 33040
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  /36

  $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
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  /23

  $569,900

  $79K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft

  3314 Northside Dr Unit 55, Key West, FL 33040

  Excellent Family Home or Investment Opportunity! Seller Financing Available:20% down, 6.5% interest, 3-5 year term with balloon payment at maturity. Step into your new life in this beautifully elevated three-bedroom, two-bathroom home featuring new impact doors and windows, a for-year-old AC system, new kitchen, and a newer roof (only three years old with two years of warranty remaining).

  Yulia Vakhtenko Keys Top Realty LLC

  3314 Northside Dr Unit 55, Key West, FL 33040
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  /30

  $1,299,000

  $126K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,086 Sq Ft

  1111 Watson St Unit B, Key West, FL 33040

  *** REAL POSSIBILITY FOR 2ND BATH, CALL LISTING AGENT. ***Secret Garden Cigar Maker's Cottage in Old Town 🌴Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1111 Watson St Unit B, Key West, FL 33040
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  /40

  $1,099,000

  $2K PRICE INCREASE

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

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

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort — listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

  Jonathan Minerick Homecoin.com

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
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  /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
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  /33

  $760,000

  $39K PRICE DROP

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

  1800 Atlantic Blvd Unit C223, Key West, FL 33040

  Substantial price improvement. Motivated seller. This well-maintained 2-bedroom condo has just hit the market and is truly priced to sell. Offered turnkey and newly furnished in 2017, the unit features a bright, inviting living space with a tiled main living area and two generously sized bedrooms. The primary suite includes its own ensuite bath for added comfort and privacy. A standout feature is

  Julia Besson Century 21 All Keys Inc (KW)

  1800 Atlantic Blvd Unit C223, Key West, FL 33040
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  /56

  $1,125,000

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

  12A 12th Ave, Key West, FL 33040

  Set on 4,800 square feet with 40 feet of direct canal frontage, this three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. Ocean views from the kitchen and true indoor/ outdoor living. The master suite includes a lockout

  Krystal Thomas eXp Realty LLC Southernmost Branch

  12A 12th Ave, Key West, FL 33040
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  /6

  $1,900,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Tabby Way, Key West, FL 33040

  Unmatched Old Town Opportunity!Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West--a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via

  Paige Bethel Island Home Realty Inc.

  511 Tabby Way, Key West, FL 33040
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  /59

  $3,500,000

  • 5 Beds
  • 4.5 Baths
  • 2,575 Sq Ft

  416 Fleming St, Key West, FL 33040

  First Time on the Market in 26 Years! Just 79 steps from Duval Street, this extraordinary Historic Victorian estate presents a rare opportunity to own one of Key West's most iconic and meticulously maintained properties. Featuring 6+ Off-Street Parking Spaces, 5 bedrooms and 5 bathrooms, this stunning residence embodies the Key West lifestyle with expansive wraparound porches,timeless

  Robin Nilsson Keller Williams Key West Compass Realty

  416 Fleming St, Key West, FL 33040
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  /50

  $1,969,000

  $26K PRICE DROP

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

  1607 Sunshine Dr, Key West, FL 33040

  Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind.Step inside

  Jimmy Lane Island Life Realty Experts

  1607 Sunshine Dr, Key West, FL 33040
• 

  

  /22

  $2,450,000

  • 6 Beds
  • 6.5 Baths
  • 3,161 Sq Ft

  1022 Washington St, Key West, FL 33040

  1022 Washington is ideally located in the sought after Casa Maria area. The property includes a 4/3.5 main house plus two apartments in a separate building. The main house has four bedrooms and three and a half baths. Two of the bedroom suites have kitchenette style wet bars. Vaulted ceilings in the main living area offer a dramatic sense of space and light. The spacious kitchen is equipped with

  Laura McChesney Preferred Properties (KW)

  1022 Washington St, Key West, FL 33040
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  /24

  $925,000

  $175K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,239 Sq Ft

  2004 Patterson Ave, Key West, FL 33040

  Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage—ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  2004 Patterson Ave, Key West, FL 33040
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  /12

  $499,000

  • 2 Beds
  • 2 Baths
  • 803 Sq Ft

  3930 S Roosevelt Blvd Unit N108, Key West, FL 33040

  Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooking the sparkling community pool, this inviting residence features a tastefully remodeled kitchen with modern finishes, newer flooring throughout, and a bright, open living space designed for easy living and entertaining. Enjoy your morning

  Barbara Crespo Keller Williams Key West Compass Realty

  3930 S Roosevelt Blvd Unit N108, Key West, FL 33040
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  /56

  $2,549,000

  • 3 Beds
  • 4 Baths
  • 2,469 Sq Ft

  2924 Riviera Dr, Key West, FL 33040

  Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room & kitchen gives you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2924 Riviera Dr, Key West, FL 33040
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  /42

  $1,750,000

  • 5 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  606 Grinnell St, Key West, FL 33040

  Welcome to 606 Grinnell Street located in the heart of Old Town Key West, this charming duplex offers the perfect blend of classic Key West character and flexible living opportunities. The first-floor unit features 2 nice sized bedrooms and 1.5 baths, while the spacious second-floor unit offers 3 bedrooms and 1 bath, complete with a private rear balcony overlooking the backyard oasis. Both units

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  606 Grinnell St, Key West, FL 33040
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  /7

  $274,900

  $24K PRICE DROP

  • Land
  • 0 Sq Ft

  1801 N Roosevelt Blvd, Key West, FL 33040

  Very well maintained 2017 Trident 45' Houseboat being conveyed with a leasehold slip at City's Garrison Bight Marina , in the middle of Key West ! One of the few seaworthy vessels in the Marina . Low slip fee of $ 908 per month includes free pump out , 2 parking passes , 2 very clean laundry and shower facilities , patrolled security

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
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  /53

  $4,750,000

  • 7 Beds
  • 5 Baths
  • 3,118 Sq Ft

  901 Eisenhower Dr, Key West, FL 33040

  A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating

  Sarah Dolson Keller Williams Key West Compass Realty

  901 Eisenhower Dr, Key West, FL 33040
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  /39

  $2,089,000

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

  1706 Seminary St, Key West, FL 33040

  1706 Seminary Street delivers the space, flexibility, and outdoor lifestyle that can be surprisingly difficult to find in Key West. Set behind a new privacy fence on an expansive 7,480SF lot, the home is near an impressive collection of beautifully maintained and upscale residences, adding to the appeal of this desirable neighborhood. This completely renovated 3 bed, 3 bath home offers nearly

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
• 

  

  /22

  $250,000

  5555 College Rd Unit 8, Key West, FL 33040

  Lowes cost liveaboard slip for 45' x 15' boat in Key West. Live in Paradise for only $250,000 and circa $602/month (HOA fee/property taxes) + utilities.Well-protected 120 slip marina on leeward side of the island, with state of the art Bellingham floating concrete docks. Deeded dockominium (you own bay bottom rights). Easy access to Gulf of Mexico, Atlantic Ocean and The Caribbean.Has

  Jerry Hughes Beach Club Brokers (KW)

  5555 College Rd Unit 8, Key West, FL 33040
• 

  

  /59

  $2,165,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,569 Sq Ft

  3513 Sunrise Dr, Key West, FL 33040

  A hidden gem nestled in our popular Sunrise Shores New Town district, this distinguished single family home is a testament to estates providing rare space, privacy and refined living. Not into ''downsizing'' - 3513 Sunrise Drive encompasses 3 bedrooms, 3 full baths, and this 2-story CBS home spans 2,569sf on an expansive 9,487sf landscaped completely fenced-in super-private corner lot. The first

  Jerry Hughes Beach Club Brokers (KW)

  3513 Sunrise Dr, Key West, FL 33040
• 

  

  /44

  $1,875,000

  • 4 Beds
  • 3 Baths
  • 2,423 Sq Ft

  1516 17th Terrace, Key West, FL 33040

  Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1516 17th Terrace, Key West, FL 33040

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