Homes for Sale in 33040

• 

  

  

  /43

  $2,595,000

  • 3 Beds
  • 3 Baths
  • 2,049 Sq Ft

  508 Grinnell St, Key West, FL 33040

  Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

  Marc Ulanowski Equestrian Sotheby's International Realty

  508 Grinnell St, Key West, FL 33040
• 

  

  

  /32

  $2,650,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  1500 Atlantic Blvd Unit 414, Key West, FL 33040

  PRICE IMPROVEMENT!Life is BETTER at the Beach!Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo!This waterfront setting is simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing

  The Behmke Group Keller Williams Key West Compass Realty

  1500 Atlantic Blvd Unit 414, Key West, FL 33040
• 

  

  

  /15

  $1,199,000

  • 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
• 

  

  

  /43

  $3,600,000

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft

  514 Emma St, Key West, FL 33040

  514 Emma is a wonderful single-family home located in Truman Annex. The first floor features a large, updated chef's kitchen with double wall ovens, double refrigerator/freezers and a large island. There is a guest bedroom, and a full bathroom as well as a dining area. French doors in the living area, open to the large rear porch and pool. There is a carport on the rear of the property, PLUS a

  The Behmke Group Keller Williams Key West Compass Realty

  514 Emma St, Key West, FL 33040
• 

  

  

  /49

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & Coastal RetreatDiscover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility -- Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  813 2nd St, Key West, FL 33040
• 

  

  /40

  $2,699,000

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft

  410 Louisa St, Key West, FL 33040

  Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stone's throw from the world famous Southernmost Point and 1 block from the iconic Duval Street. Indulge in the unparalleled convenience of having Key West's renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride

  The Spottswood Team Truman & Co. (KW)

  410 Louisa St, Key West, FL 33040
• 

  

  /19

  $739,000

  • 3 Beds
  • 1 Bath
  • 1,778 Sq Ft

  201 4th St, Key West, FL 33040

  **Seller financing available **Discover this inviting 3-bedroom, 1-bath home on a spacious 8,000 sqft corner. With ample room to add a pool, this property offers endless possibilities for creating your own tropical retreat. Inside, the open living and dining area is perfect for entertaining, while terrazzo floors throughout add classic keys charm. A bright sunroom provides the perfect flex space

  Jenny Perry Preferred Properties (KW)

  201 4th St, Key West, FL 33040
• 

  

  /27

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1209 Pearl St, Key West, FL 33040

  Charming historic duplex ideally located within walking distance to the White Street Gallery District, Old Town, and Key West beaches. The ground-floor unit features a 2BD/1BA layout with a separate living room and updated kitchen, off-street parking, and good size yard with room to add a pool. A covered outdoor living area spans the length of the property and is surrounded by tropical

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1209 Pearl St, Key West, FL 33040
• 

  

  /4

  $109,000

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd, Key West, FL 33040

  The most affordable living accommodation in all of Key West. The 1993 Catalina 28' sailboat is being conveyed with a leasehold at the City's Garrison Bight Marina. The slip will accommodate a 48-50' vessel with a 12' maximum beam if a replacement is desired. Garrison Bight Marina is a liveaboard community and provides pumpout, laundry and bath facilities, 2 parking passes and patrolled security.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
• 

  /2

  $375,000

  • Land

  Unlisted Address

  Great opportunity and location to ow a deep water slip. Minutes from Key West. Enjoy the laid back atmosphere of Safe Harbour Marina.

  Marc Ulanowski Equestrian Sotheby's International Realty

  Unlisted Address
• 

  

  /37

  $4,200,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 3,066 Sq Ft

  1227 Washington St, Key West, FL 33040

  MAJOR PRICE IMPROVEMENT! This beautiful Key West home on two lots just blocks from the Atlantic Ocean has undergone a total property renovation including a magnificent addition. Quality materials and custom finishes have been utilized to produce a luxurious yet casually elegant 4BR/3.5BA single level home with two cottages, generous gated off street parking, heated/chilled pool and amenities

  Nancy Swift Location 3 Real Estate of KW Inc (KW)

  1227 Washington St, Key West, FL 33040
• 

  

  /7

  $899,000

  • 1 Bed
  • 1 Bath

  2330 Staples Ave, Key West, FL 33040

  Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

  Giancarlo Espinosa Virtual Realty Group FL Keys Inc

  2330 Staples Ave, Key West, FL 33040
• 

  

  /3

  $300,000

  • Land

  6000 Peninsular Ave, Key West, FL 33040

  Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  6000 Peninsular Ave, Key West, FL 33040
• 

  

  /39

  $4,375,000 New Construction

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

  231 E Shore Dr Unit 6, Key West, FL 33040

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

  Stephanie Marinucci Serhant

  231 E Shore Dr Unit 6, Key West, FL 33040
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  /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
• 

  

  /20

  $169,000

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd, Key West, FL 33040

  The ultimate waterfront living with this 34' 1987 Corker Holiday Mansion Houseboat at the City's Garrison Bight Marina. Sold together with the leasehold slip for a seamless transition into your new marina lifestyle

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
• 

  

  /35

  $1,495,000

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

  1119 Simonton St Unit A1, A2, C1, Key West, FL 33040

  Charming Old Town Duplex located in the heart of old town. Ideally located on Simonton Street this charming duplex places you just steps from Duval Street, along with world-class dining, boutique shopping, beaches, and neighborhood parks.This versatile property is the perfect Key West residence, second home, or income-producing investment. Live in one side and rent the other, or maximize its

  Paige Bethel Island Home Realty Inc.

  1119 Simonton St Unit A1, A2, C1, Key West, FL 33040
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  /61

  $1,950,000

  • 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
• 

  

  /33

  $800,000

  • 2 Beds
  • 2 Baths
  • 648 Sq Ft

  906 Truman Ave Unit 2, Key West, FL 33040

  Old Town First floor 2 Bedroom, 2 Bath condo, pool side!. Great Old Town location, close to Restaurants, '' Walk on White' , Grocery store, and a short walk or bicycle ride to Duval street. This wonderful 2 bedroom, 2 bath condo is one of 4 units and is located steps from the shared pool. Unique to this condo is an outside covered area with a Grill, wet-bar, and seating, exclusively for use with

  Elaine Coyle Keller Williams Key West Compass Realty

  906 Truman Ave Unit 2, Key West, FL 33040
• 

  

  /60

  $6,995,000

  • 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
• 

  

  /20

  $3,395,000

  • Land

  6810 Front St Unit S-LL-1A,1B,1C,1D, Stock Island, FL 33040

  LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25'.Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from dock)The total

  Jerry Hughes Old Town Realty

  6810 Front St Unit S-LL-1A,1B,1C,1D, Stock Island, FL 33040
• 

  

  /22

  $878,000

  • 2 Beds
  • 1 Bath
  • 568 Sq Ft

  1218 Packer St Unit Rear, Key West, FL 33040

  Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1218 Packer St Unit Rear, Key West, FL 33040
• 

  

  /59

  $4,495,000

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

  1614 Washington St, Key West, FL 33040

  Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of

  Richard Patten Your Keys Real Estate, LLC

  1614 Washington St, Key West, FL 33040
• 

  

  /35

  $1,179,000

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

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

  Quietly set within the gated Seaside Residences community, 97 Seaside Court North is a 2-bedroom, 3-full-bath, light-filled end-unit townhome offering privacy, volume, and a distinctly calm island feel. Built with solid masonry construction and impact-rated windows and doors, the home provides durability, security, and peace of mind. Solar panels paired with a Generac battery storage system

  Richard Patten Your Keys Real Estate, LLC

  97 Seaside North Ct Unit 97, Key West, FL 33040
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  /34

  $635,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3675 Seaside Dr Unit 342, Key West, FL 33040

  Welcome to your private slice of paradise at 3675 Seaside Dr Unit 342 -- a desirable end unit offering added privacy, extra natural light, and a peaceful coastal setting. Thoughtfully designed, this bright and airy residence features open living spaces perfect for both everyday comfort and effortless entertaining.The well-appointed kitchen flows seamlessly into the dining and living areas,

  Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

  3675 Seaside Dr Unit 342, Key West, FL 33040
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  /58

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
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  /42

  $1,750,000

  • 3 Beds
  • 4 Baths
  • 1,489 Sq Ft

  1120 Seminary St, Key West, FL 33040

  Nestled in the prestigious Casa Marina neighborhood, 1120 Seminary Street offers the quintessential Key West lifestyle with a perfect blend of charm, luxury, and tropical serenity. Located in an X Flood Zone. This enchanting bungalow boasts 2 bedrooms and 2.5 baths within the main home, where an open floor plan invites effortless entertaining and everyday living. Rich Dade County Pine accents on

  Henry Shultz Compass Florida, LLC

  1120 Seminary St, Key West, FL 33040
• 

  

  /30

  $820,000 Open House 5/13

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  Old Town Condo Near Duval:Bright 1-bedroom, 1-bath condo located in the heart of Historic Old Town Key West. Featuring high ceilings and an open floor plan, this residence is filled with natural light. Just steps from Duval Street, dining, shopping, and entertainment. Ideal as a vacation rental, investment property, or personal island retreat.OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

  Letisia Powell Robert Slack LLC

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

  

  /37

  $4,750,000

  • 4 Beds
  • 5 Baths
  • 2,716 Sq Ft

  709 Eaton St, Key West, FL 33040

  Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  709 Eaton St, Key West, FL 33040
• 

  

  /16

  $2,033,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  1 & 2 Aronovitz Ln, Key West, FL 33040

  Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers.The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction

  Alexa Morgan Buy The Keys

  1 & 2 Aronovitz Ln, Key West, FL 33040
• 

  

  /18

  $715,000

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  1119 Simonton St Unit A1, Key West, FL 33040

  Ideally located on Simonton Street in the heart of Old Town, this charming half-duplex is just steps from Duval Street and close to dining, shopping, beaches, and neighborhood parks.Perfect as a full-time island residence, second home, or investment property, this home offers the quintessential Key West lifestyle in one of the island's most desirable locations.The property features a welcoming

  Paige Bethel Island Home Realty Inc.

  1119 Simonton St Unit A1, Key West, FL 33040
• 

  

  /15

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,411 Sq Ft

  3700 Northside Dr, Key West, FL 33040

  This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs.The spacious layout is ideal for both full-time living and investment potential. A private driveway offers

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  3700 Northside Dr, Key West, FL 33040
• 

  

  /9

  $315,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  201 Coppitt Rd Unit 103, Key West, FL 33040

  This Waterfront low maintanence condo has everything you'd want for either your primary residence, a second home or a rental for income. This location is prime within minutes from Old Town, Key West NAS, an 18 Hole Golf course, the College, Hospital, shopping, great restaurants and the Airport! Amenities include assigned parking right out your door. Sunsets cannot be beat from this location with

  Camille Toler LoKation Real Estate

  201 Coppitt Rd Unit 103, Key West, FL 33040
• 

  

  /35

  $695,000

  • 2 Beds
  • 3 Baths
  • 900 Sq Ft

  18 Golf Club Dr, Key West, FL 33040

  Introducing this stunning new listing with the best lake view on the golf course, this meticulously maintained and updated 2-bedroom, 2 1/2-bathroom, 900 sqft townhome in Key West Golf Course community offers serene vistas of the 6th hole. Ideally positioned near the community entrance for easy access, this home features a host of impressive updates including a custom kitchen renovation, wood

  Solaris Gregory Expert Realty LLC (HQ)

  18 Golf Club Dr, Key West, FL 33040
• 

  

  /25

  $675,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 504A, Key West, FL 33040

  Beautiful Ocean Views of Smathers Beach and the Atlantic. This serene 1 bedroom, 1 bathroom condo includes a rare 8' x 3.5' storage closet on the same floor. This Key West by the Sea residence featuring a renovated kitchen and bathroom. Updated lighting, fans, Mitsubishi mini-split AC and heating system, upgraded electrical panel, on demand water heater, hurricane-impact & soundproof doors and

  Moe Smyth Island Life Realty Experts

  2601 S Roosevelt Blvd Unit 504A, Key West, FL 33040
• 

  

  /31

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  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.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
• 

  

  /59

  $4,990,000

  • 4 Beds
  • 4 Baths
  • 2,441 Sq Ft

  720D Simonton St, Key West, FL 33040

  KEY WEST'S UNLIKELY SANCTUARY | DUAL TRANSIENT LICENSES While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. | THE

  The Spottswood Team Truman & Co. (KW)

  720D Simonton St, Key West, FL 33040
• 

  

  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
• 

  

  /4

  $6,200,000

  • 5 Beds
  • 5 Baths
  • 4,624 Sq Ft

  36 Cannon Royal Dr, Big Coppitt Key, FL 33040

  Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  36 Cannon Royal Dr, Big Coppitt Key, FL 33040
• 

  

  /36

  $799,000

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft

  616 Caroline St Unit 6, Key West, FL 33040

  Situated along one of Old Town's most storied corridors, residence #6 at 616 Caroline Street offers a refined Keys lifestyle just steps from the Historic Seaport, Duval Street dining, galleries, and marinas. Tucked within a boutique setting, this private upstairs home balances character and comfort with a bright, welcoming living area and an efficient layout that makes everyday living--and easy

  Jimmy Lane Island Life Realty Experts

  616 Caroline St Unit 6, Key West, FL 33040

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