38

Homes for Sale in Key West Nas, FL with 5-Bedrooms

Section Image Section Image
  • /26

    $4,750,000

    • 6 Beds
    • 5 Baths
    • 3,788 Sq Ft

    901 Eisenhower Dr, Key West, FL 33040

    FULL TRANSIENT RECEIVER ZONE! Step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a bustling restaurant serving up

    Agent Photo

    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (866) 497-8281

    901 Eisenhower Dr, Key West, FL 33040
  • /80

    $1,949,000

    • 5 Beds
    • 5 Baths
    • 3,086 Sq Ft

    2827 Harris Ave, Key West, FL 33040

    This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9' ceilings, custom wood cabinetry, porcelain wood-style and LVT flooring, a 17-foot island seating 8, the head chef's kitchen is equipped with professional-grade appliances, including a 36'' gas stove & vented hood, and

    Agent Photo

    Everett Smith

    Ocean Sotheby's International Realty

    (786) 649-0718

    2827 Harris Ave, Key West, FL 33040
  • /37

    $3,600,000

    • 5 Beds
    • 6 Baths
    • 3,667 Sq Ft

    400 Aronovitz Ln, Key West, FL 33040

    Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

    Agent Photo

    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 699-6375

    400 Aronovitz Ln, Key West, FL 33040
  • /64

    $4,250,000

    • 5 Beds
    • 7 Baths
    • 2,681 Sq Ft

    1311 Grinnell St, Key West, FL 33040

    Historic Casa Marina Gem - Fully Restored & Furnished! Experience timeless Key West charm blended with modern luxury in this stunning, fully restored historic home in the highly sought-after Casa Marina neighborhood. Perfectly located five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all that Key West has to

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    (786) 833-7832

    1311 Grinnell St, Key West, FL 33040
  • /60

    $1,449,000

    • 7 Beds
    • 4 Baths
    • 2,699 Sq Ft

    1614 Dennis St, Key West, FL 33040

    ***BRAND NEW ROOF JUST INSTALLED ***1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $130,000 annually in rental income, this well-configured property features three separate units, each with its own washer and dryer, making it highly desirable for long-term tenants and employee housing.The layout includes two

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    (855) 916-7690

    1614 Dennis St, Key West, FL 33040
  • /60

    $3,575,000

    • 5 Beds
    • 6 Baths
    • 2,033 Sq Ft

    1230 South St, Key West, FL 33040

    1230 South Street stands as one of the most exquisite historic renovations ever completed in Key West. This five-bedroom, five-and-a-half-bath estate is a celebration of historical accuracy and modern luxury. Every detail, from the extensive use of original Dade County Pine to the rich ipe decking that frames the outdoor living spaces with warmth and durability, reflects reverence for the past

    Agent Photo

    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 840-2961

    1230 South St, Key West, FL 33040
  • /12

    $1,675,000

    • 6 Beds
    • 2 Baths
    • 1,728 Sq Ft

    812 Thomas St, Key West, FL 33040

    Unlimited potential in this 6-bedroom/2-bath home with parking and a huge lot in Bahama Village, within a block of Blue Heaven. Currently set up as 3 bedroom / 1 bath upstairs and 3 bedrooms / 1 bath downstairs, both with large porches. While immediately usable as a rental or primary residence, there is so much unexplored potential as a rental powerhouse, or a conversion to an SFH. The large yard

    Joe Bracciale Select Properties of NWFL

    812 Thomas St, Key West, FL 33040
  • /62

    $7,495,000

    • 5 Beds
    • 7 Baths
    • 4,000 Sq Ft

    616 Eaton St, Key West, FL 33040

    Located in the heart of Old Town, 616 Eaton Street tells a story that spans more than a century. Built in 1911 and thoughtfully brought into the present day, with additions & renovations, this property reflects the enduring character of Key West while offering the comforts and conveniences of modern living. This 5BD, 5 full BA, and 2 half BA estate spans over 4,000sf and sits on an expansive

    Terri Spottswood Truman & Co. (KW)

    616 Eaton St, Key West, FL 33040
  • /53

    $6,965,000

    • 5 Beds
    • 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
  • /47

    $2,538,000

    • 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
  • /61

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

    • 5 Beds
    • 3 Baths
    • 2,146 Sq Ft

    530 White St, Key West, FL 33040

    Wonderful large home with a 7400 square foot yard!. Currently configured as 3 units, this property can be lived in as is or renovated for maximum potential. Located on the corner of White street and Stump lane, this property has beautiful grounds, room for a large pool, a workshop, decking, and off street parking. The First level features 2 units, each one has 2 bedrooms and 1 bath. Each unit is

    Elaine Coyle Keller Williams Key West Compass Realty

    530 White St, 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
  • /65

    $5,750,000

    • 6 Beds
    • 6 Baths
    • 3,751 Sq Ft

    906 Johnson St, Key West, FL 33040

    Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths

    Regan Butler Truman & Co. (KW)

    906 Johnson St, Key West, FL 33040
  • /6

    $899,000

    • 5 Beds
    • 2 Baths
    • 1,501 Sq Ft

    1432 Eliza St, Key West, FL 33040

    EXCELLENT OPPORTUNITY! EXCELLENT LOCATION!This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1432 Eliza St, Key West, FL 33040
  • /91

    $3,895,000

    • 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
  • /47

    $2,290,000

    • 5 Beds
    • 4 Baths
    • 2,366 Sq Ft

    1519 Johnson St, Key West, FL 33040

    Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property. Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    1519 Johnson St, Key West, FL 33040
  • /38

    $5,995,000

    • 5 Beds
    • 7 Baths
    • 4,387 Sq Ft

    910 Watson St, Key West, FL 33040

    More than a residence and rarer than legend, 910-914 Watson Street stands as one of the most iconic private estates in all of Key West--a once-in-a-generation offering where historic gravitas, tropical scale, and modern refinement converge behind gated walls in the heart of Old Town. Just moments from Truman Waterfront Park and beloved local favorites such as 5 Brothers Coffee and Cafe Sole, this

    Team Kaufelt Truman & Co. (KW)

    910 Watson St, Key West, FL 33040
  • /74

    $2,199,000

    • 6 Beds
    • 5 Baths
    • 2,570 Sq Ft

    1609 United St, Key West, FL 33040

    This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    1609 United St, Key West, FL 33040
  • /88

    $5,950,000

    • 6 Beds
    • 8 Baths
    • 4,094 Sq Ft

    723 Eaton St, Key West, FL 33040

    This unique three residence property is ideally located just steps from the Historic Seaport and Fausto's grocery store in the heart of Old Town. A newly constructed building offers a spacious 3-bedroom, 3.5-bath main residence overlooking the pool, with a generous 2-bedroom, 2.5-bath apartment above. At the front of the property, a charming 1-bedroom, 1-bath home features a large garden with

    Kirksten Irick Preferred Properties (KW)

    723 Eaton St, Key West, FL 33040
  • /21

    $1,379,000

    • 6 Beds
    • 3 Baths
    • 2,434 Sq Ft

    1401 5th St, Key West, FL 33040

    Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

    Stacy Stahl Realty ONE Group Destination

    1401 5th St, Key West, FL 33040
  • /39

    $1,475,000

    • 5 Beds
    • 3 Baths
    • 1,898 Sq Ft

    1707 George St, Key West, FL 33040

    Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

    Dawn McComish Lokation Real Estate

    1707 George St, Key West, FL 33040
  • /71

    $6,750,000

    • 5 Beds
    • 5 Baths
    • 3,663 Sq Ft

    411 Louisa St, Key West, FL 33040

    Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable

    Bobby Coe RE/MAX Keys Connection (KW)

    411 Louisa St, Key West, FL 33040
  • /78

    $6,895,000

    • 6 Beds
    • 7 Baths
    • 3,425 Sq Ft

    317 Whitehead St, Key West, FL 33040

    Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and

    Bobby Coe RE/MAX Keys Connection (KW)

    317 Whitehead St, Key West, FL 33040
  • /54

    $4,850,000

    • 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
  • /76

    $5,195,000

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

    18 Hilton Haven Rd, Key West, FL 33040

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

    The Behmke Group Keller Williams Key West Compass Realty

    18 Hilton Haven Rd, Key West, FL 33040
  • /48

    $2,999,998

    • 5 Beds
    • 3 Baths
    • 2,608 Sq Ft

    1420 White St, Key West, FL 33040

    Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home with High Ceilings, Architectural Moldings, and Imported Tiles . This Home has undergone a Massive Transformation with the current owners paying great attention to New Spaces and Natural Light. There are so many possibilities to enjoy this Classic European Inspired Home. There are two Primary Suites, one on

    Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

    1420 White St, Key West, FL 33040
  • /19

    $2,095,000

    • 8 Beds
    • 4 Baths
    • 3,383 Sq Ft

    905 Grinnell St, Key West, FL 33040

    Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,383 square feet. Each unit is individually metered and currently leased, offering a stable and

    Team Kaufelt Truman & Co. (KW)

    905 Grinnell St, Key West, FL 33040
  • /13

    $1,899,000

    • 7 Beds
    • 6 Baths
    • 2,790 Sq Ft

    909 Grinnell St, Key West, FL 33040

    Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    909 Grinnell St, Key West, FL 33040
  • /60

    $7,490,000

    • 11 Beds
    • 11 Baths
    • 3,034 Sq Ft

    525 Simonton St, Key West, FL 33040

    A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

    Paige Bethel Island Home Realty Inc.

    525 Simonton St, Key West, FL 33040
  • /57

    $4,350,000

    • 5 Beds
    • 4 Baths
    • 3,148 Sq Ft

    202 Admirals Ln, Key West, FL 33040

    Located in a gated community within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and vacationers alike. Situated nearby

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

    202 Admirals Ln, Key West, FL 33040
  • /38

    $5,850,000

    • 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
  • /94

    $3,075,000

    • 5 Beds
    • 5 Baths
    • 2,721 Sq Ft

    1114 Packer St, Key West, FL 33040

    Best Priced 5-Bedroom Compound in Key West | Renovated Old Town Home with Detached Guest House | X Flood ZoneThis is the opportunity buyers have been waiting for in Old Town Key West.Located just steps from Duval Street, world-class dining, galleries, and beaches, this fully renovated 5-bedroom compound offers walkability, privacy, and modern luxury -- all in the coveted X Flood Zone.The 1,908 SF

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1114 Packer St, Key West, FL 33040
  • /20

    $4,920,000

    • 24 Beds
    • 12 Baths
    • 9,000 Sq Ft

    1819 Atlantic Blvd, Key West, FL 33040

    PRIME OPPORTUNITY! 1819 Atlantic Blvd, 1719/21 Josephine St, 1723/25 Josephine St, 1821 Atlantic Blvd & 1823 Atlantic Blvd. EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 3 FOURPLEXES 12 units offering 9,000 sq ft of Floor Living Area, and 2 vacant lots for a total of 23,340 sq ft of land. All 12 units are each a 2/1, for a total of 24 bedrooms and 12 baths. Buyer to verify with the governing

    Jeffrey Dunaway Key West Realty, LLC (KW)

    1819 Atlantic Blvd, Key West, FL 33040
  • /15

    $4,580,000

    • 10 Beds
    • 9 Baths
    • 7,193 Sq Ft

    1005 Flagler Ave, Key West, FL 33040

    INVESTORS, DEVELOPERS, CONDO CONVERSION--1005 FLAGLER AVE AND 1009 FLAGLER AVE--Two fourplexes in the highly desirable Casa Marina neighborhood on 18,371 sq ft of land, with 7,193 sq ft of Floor Living Area, for a total of 10 bedrooms and 9 baths. 1005 Flagler is 4 units, 3 of which are 1/1, ground floor unit #1 is a 3/2 with a courtyard. There's an on site coin laundry, as well as a garage and

    Jeffrey Dunaway Key West Realty, LLC (KW)

    1005 Flagler Ave, Key West, FL 33040
  • /9

    $1,625,000

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

    1621 Josephine St, Key West, FL 33040

    Prime 2 duplexes, each a 2/1 up & 2/1 down for a total of 8 bedrooms, 4 baths. Each unit has a generous covered porch extending the living area to the outdoors. Behind and between the 2 buildings is vacant land, room for a pool or outdoor storage, etc. Off-street parking for 4 cars. There's a lovely specimen Buttonwood tree at the entry to the property. A good investment for owner occupancy and

    Jeffrey Dunaway Key West Realty, LLC (KW)

    1621 Josephine St, Key West, FL 33040
  • /32

    $5,250,000

    • 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
  • /40

    $1,899,000

    • 6 Beds
    • 3 Baths
    • 3,197 Sq Ft

    1229 5th St, Key West, FL 33040

    Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

    The Spottswood Team Truman & Co. (KW)

    1229 5th St, Key West, FL 33040
  • /53

    $2,100,000

    • 8 Beds
    • 4 Baths
    • 750 Sq Ft

    2322 Seidenberg Ave, Key West, FL 33040

    Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only

    Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

    2322 Seidenberg Ave, Key West, FL 33040
How to Buy a Home How to Finance a Home How to Sell a Home