Key West, FL Homes

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  /34

  $925,000

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25204, Key West, FL 33040

  Attention Investors - Key West Transient License Condo! Own a nightly vacation rental condo in Key West allowing for highly profitable short-term rentals. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and steady revenue stream. Situated on the second floor,

  

  Karol Marsden

  Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  (866) 932-0541

  3625 Seaside Dr Unit 25204, Key West, FL 33040
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• 

  

  

  /31

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Condo for Rent

  1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040

  This 2 bedroom, 2 bath fully furnished condo at La Brisa condominium is available for rent October 1, 2025 through December 27, 2025. Reduced rent is $3,200 per month and includes $200 per month for water/sewer and electric. Wi-Fi also included. There's a covered parking space and adjacent storage space. Sorry, no pets and a background check is required. Exit cleaning fee of $250. La Brisa

  1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040
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  /34

  $470,000 Sold Sep 08, 2025

  • 828 Sq Ft
  • $568/SF
  • 168 Days On Market

  • 3 Beds
  • 2 Baths

  7 Ed Swift Rd, Key West, FL 33040

  Welcome to this fully renovated 3-bedroom, 2-bathroom home in Big Coppitt Key! Featuring a modern, updated interior, this home is move-in ready and offers the perfect blend of comfort and style. The fully fenced-in yard provides privacy, while the off-street parking adds convenience.One of the standout features of this property is its low insurance costs, making homeownership more affordable.

  Justyn Ewald Expert Realty LLC (HQ)

  7 Ed Swift Rd, Key West, FL 33040
• 

  

  

  /26

  Est $1,533,159 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft

  410 Porter Ln Unit 10, Key West, FL 33040

  410 Porter Ln Unit 10, Key West, FL 33040
• 

  

  

  /41

  $1,997,000

  • 4 Beds
  • 3 Baths
  • 2,272 Sq Ft

  3 Aster Terrace, Key West, FL 33040

  Welcome to 3 Aster Terrace, a beautifully renovated and meticulously maintained residence in Key Haven--the most desirable boating community in Key West and the Lower Keys. This turn-key home is the perfect blend of modern comfort and island charm, offering direct access to both the Gulf and Atlantic for an effortless Keys lifestyle.Set on a quiet, canal-front street, this home features major

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 648-8306

  3 Aster Terrace, Key West, FL 33040
• 

  

  /10

  $2,100 per month

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Condo for Rent

  2601 S Roosevelt Blvd, Key West, FL 33040

  100% Application before tour.Available: Oct 3rdPet Allowed.Discover your perfect Key West retreat! This cozy 754 sq ft condo at 2601 S Roosevelt Blvd offers a comfortable and efficient layout with one bedroom and one full bathroom. Perfectly sized for easy living, it's an ideal lock-and-leave option just moments from the beach and vibrant downtown. Enjoy the incredible convenience

  Sandra Leufkens

  2601 S Roosevelt Blvd, Key West, FL 33040
• 

  

  /39

  $1,500,000 Sold Sep 05, 2025

  • 1,360 Sq Ft
  • $1,103/SF
  • 78 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1993

  1209 Grinnell St Unit G, Key West, FL 33040

  Discover a rare opportunity to own a refined retreat in the heart of Old Town Key West. Tucked away in the exclusive, gated Grinnell Gardens enclave, this beautifully updated end-unit townhouse offers the perfect blend of island serenity and sophisticated living.This 2-bedroom, 2.5-bath home is one of just seven residences in a private community prized for its tranquil ambiance, X-Flood Zone

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1209 Grinnell St Unit G, Key West, FL 33040
• 

  

  /31

  Est $1,762,118 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,440 Sq Ft

  603 Angela St Unit 2, Key West, FL 33040

  603 Angela St Unit 2, Key West, FL 33040
• 

  

  /9

  $499,000

  • 2 Beds
  • 1 Bath
  • 460 Sq Ft

  6 Beach Dr, Key West, FL 33040

  Rare ROGO EXEMPT property on the open water with boating access located in the Saddlebunch Keys, just 10 minutes from all of the superior dining and nightlife of Key West, Florida. Build your dream home now, and enjoy beautiful open water sunset views forever. ROGO EXEMPT LETTER IN HAND, no waiting for a building right, this property comes with it. Complete renovation or replacement of

  

  Anneliese Dietrick

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 756-8747

  6 Beach Dr, Key West, FL 33040
• 

  

  /26

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft
  • House for Rent

  2418 Linda Ave, Key West, FL 33040

  House For Rent - 3/2 $5500/Month (Could Also Be 4/2) - 1 Year Lease (Possible Future Renewals) - Mid Town Key West - Unfurnished - Utilities Not Included - Saltwater Pool - Access To Salt Ponds - Laundry On-Site - F&S Required For Move-In - No Pets Allowed - No Subleasing - No Smoking In Home - Background Check Required - Renters Insurance Required

  2418 Linda Ave, Key West, FL 33040
• 

  

  /17

  $463,125 Sold Sep 05, 2025

  • 1,274 Sq Ft
  • $364/SF
  • 8 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2007

  44 7th Ave, Key West, FL 33040

  Affordable Coastal Living in Park Village - Stock Island. Discover affordable island living in Park Village, a deed-restricted, workforce housing community just minutes from Key West. This 3-bedroom, 2.5-bathroom townhome offers a rare opportunity to own a home in paradise at an accessible price. Enjoy the breeze from your back deck. The spacious, open-concept first floor, where the kitchen

  Monika Rydzak eXp Realty LLC KW Branch

  44 7th Ave, Key West, FL 33040
• 

  

  /17

  Est $591,539 Not Listed For Sale

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

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040
• 

  

  /27

  $1,175,000

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

  18 W Circle Dr, Key West, FL 33040

  This beautifully remodeled 3-bedroom, 2-bath stilted home sits canal-side behind Baby's Coffee, offering open water views and great opportunity. Built in 2000, it features a durable metal roof, impact windows, and sliding glass doors for comfort and great insurance options. Launch your boat from your own private ramp or use the community ramp nearby, then relax in the sparkling pool or tinker in

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 783-6419

  18 W Circle Dr, Key West, FL 33040
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  /44

  $6,750 per month

  • 3 Beds
  • 2 Baths
  • 1,304 Sq Ft
  • Property for Rent

  1422 Boca Chica Rd, Key West, FL 33040

  Turnkey Furnished Rental - Annual, Seasonal, or Monthly Options AvailableThis rare and exceptional waterfront home is offered fully furnished--including kitchenware, linens, and curated art--ready for move-in early Novemeber. Available annually at $6,750/month (tenant pays only electric), or as a monthly/seasonal vacation rental (inquire for rates).This elevated 3-bedroom, 2-bath

  Michelle Blades Realty Executives Florida Keys Old Town

  1422 Boca Chica Rd, Key West, FL 33040
• 

  

  /25

  $525,000 Sold Sep 05, 2025

  • 1,620 Sq Ft
  • $324/SF
  • 534 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1999

  304 Pisces Ln, Key West, FL 33040

  Just Tented by Hammerhead! Tranquil, Waterfront home in desirable Geiger Key, boasting a spacious 1620 Sq. Ft. floor plan with Open Water Views! Ideal for entertaining, the interior features an open concept main living space and large kitchen with two options for dining rooms. Retire to a generous primary suite complete with en suite bathroom and two walk-in closets. Three additional guest

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  304 Pisces Ln, Key West, FL 33040
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  /4

  Est $680,599 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 825 Sq Ft

  64 Seaside Ct N, Key West, FL 33040

  64 Seaside Ct N, Key West, FL 33040
• 

  

  /30

  $1,299,000

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

  2809 Flagler Ave, Key West, FL 33040

  ***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 238-1785

  2809 Flagler Ave, Key West, FL 33040
• 

  

  /14

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd Unit 302A, Key West, FL 33040

  1800 Atlantic blvd. Has so much to offer, quiet location, fantastic apartment views, and a long list of amenities.

  1800 Atlantic Blvd Unit 302A, Key West, FL 33040
• 

  

  /17

  $450,000 Sold Sep 03, 2025

  • Land

  • 53 Days On Market

  906 Williams Alley, Key West, FL 33040

  NEW PRICE!!! Rare opportunity to obtain a vacant lot in Old Town. Prime location near the new Amphitheater, Community Center, fantastic dining and close to Duval Street. Located on a cul-de-sac Alley in the heart of Historic Old Town Key West, this vacant lot offers potential for development and owning your custom dream house in paradise. Lot is 41.25 x 89. Zoning is HMDR

  Bascom Grooms Bascom Grooms Real Estate (KW)

  906 Williams Alley, Key West, FL 33040
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  /24

  Est $710,183 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040
• 

  

  /62

  $2,495,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 2,727 Sq Ft

  1508 Johnson St, Key West, FL 33040

  Invest in the future with this elegant and eco-friendly property. Featuring a fully-integrated solar system and under ground propane gas tank, the home can run off-the grid for several weeks, providing comfort and peace of mind year round. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (645) 218-9458

  1508 Johnson St, Key West, FL 33040
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  /9

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 804 Sq Ft
  • Property for Rent

  3930 S Roosevelt Blvd Unit 109N, Key West, FL 33040

  AVAILABLE NOW!! Las Salinas condominium. Two bedrooms and two baths located on the first floor. Its private balcony overlooks the pool.Las Salinas is located on South Roosevelt Blvd across the street from the oceanfront boardwalk perfect for biking, jogging and walking as it curves along the coastline toward Smathers Beach. This unit comes with its own private storage room. In addition to the

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  3930 S Roosevelt Blvd Unit 109N, Key West, FL 33040
• 

  

  /36

  $1,300,000 Sold Aug 29, 2025

  • 2,019 Sq Ft
  • $644/SF
  • 192 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1945

  1327 Duncan St, Key West, FL 33040

  Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3 bedroom 1 bath single-family home plus a separate 1 bedroom 1 bath cottage with fenced in yard, laundry area, central air condition. The main

  Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
• 

  

  /19

  Est $572,798 Not Listed For Sale

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

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040
• 

  

  /14

  $155,000

  • 1 Bed
  • 1.5 Baths
  • 500 Sq Ft

  1801 N Roosevelt Blvd Unit Tarpon 16, Key West, FL 33040

  Live the Key West Dream Aboard This 1989 Coastal 450 - Slip Included!Offered at $155,000, this rare LIVEABOARD opportunity puts you in the heart of paradise. Nestled in a desirable Key West marina, this spacious 1989 Coastal 450 comes as a boat-and-slip package, delivering the ultimate tropical lifestyle -- whether you're seeking a full-time residence or a weekend getaway.With a generous layout,

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 808-1586

  1801 N Roosevelt Blvd Unit Tarpon 16, Key West, FL 33040
• 

  

  /15

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft
  • Condo for Rent

  1209 William St Unit 1, Key West, FL 33040

  This 2/1 Old Town apartment is in good condition with a new shower and combination window and ductless a/c units. Stack laundry in the unit and 1 off street parking spot included. Available August 1st. F/L/S to move in. Please contact David Austin, Anchor Line Realty, Licensed Real Estate Broker for showings.

  1209 William St Unit 1, Key West, FL 33040
• 

  

  /13

  $647,500 Sold Aug 28, 2025

  • 2,660 Sq Ft
  • $243/SF
  • 460 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1976

  3709 Donald Ave, Key West, FL 33040

  AUCTION. This unique, spacious home offers 5 beds, 3.5 baths and has the perfect layout for relaxing and entertaining. Home features a separate living and dining area, family room, den/office, large kitchen with island and plenty of storage space. Enjoy your outdoor space with the in ground pool and ample yard space for all your outdoor activities. Home has an attached carport. Home will need

  Andrea Butcher Thomas Realhome Service & Solutions I

  3709 Donald Ave, Key West, FL 33040
• 

  /2

  Est $812,138 Not Listed For Sale

  • 1 Bed

  951 Caroline St Unit 5, Key West, FL 33040

  951 Caroline St Unit 5, Key West, FL 33040
• 

  

  /9

  $550,000

  • Land

  5950 Peninsular Ave Unit 629, Key West, FL 33040

  A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 876-8545

  5950 Peninsular Ave Unit 629, Key West, FL 33040
• 

  

  /17

  $3,450 per month

  • 2 Beds
  • 2 Baths
  • Property for Rent

  726 Eaton St, Key West, FL 33040

  Step into Key West history with this beautifully updated two-bedroom, two-bathroom first-floor home tucked away behind the serene Freeman-Curry House, circa 1865, on Eaton Street. The Carriage House offers a quiet, private retreat while in the heart of Old Town.This apartment features two spacious bedrooms and two full bathrooms and includes a washer and dryer, refrigerator, dishwasher, built-in

  Megan Mcdowell eXp Realty LLC

  726 Eaton St, Key West, FL 33040
• 

  

  /43

  $2,325,000 Sold Aug 26, 2025

  • 1,790 Sq Ft
  • $1,299/SF
  • 20 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1975

  1511 South St, Key West, FL 33040

  Step inside 1511 South Street -- a fully reimagined Key West residence where modern design and island living come together in a private tropical oasis. Completed renovations in 2024/2025 have transformed both the main house and guest cottage into thoughtfully curated spaces with high-end finishes and effortless indoor-outdoor flow. Behind the gate, you'll find a lush, low-maintenance landscape

  Ted Stewart Truman & Co. (KW)

  1511 South St, Key West, FL 33040
• 

  

  /18

  Not Listed For Sale

  • 2 Beds

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040
• 

  

  /18

  $540,000

  • Land

  5950 Peninsular Ave Unit 627, Key West, FL 33040

  A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 321-8776

  5950 Peninsular Ave Unit 627, Key West, FL 33040
• 

  

  /19

  $4,000 per month

  • 2 Beds
  • 2.5 Baths
  • 842 Sq Ft
  • Townhouse for Rent

  63 Seaside Ct N, Key West, FL 33040

  Seaside Key West Residents is a fully gated Community divided in two sections. This townhouse has the feel of tropical living and add to that a garage with storage, rear yard, a clubhouse, gym and a pool for each side. Manager on site, security gate/cameras provide privacy with the Atlantic Ocean just across S. Roosevelt Boulevard. Sturdy concrete construction, impact resistant windows &

  63 Seaside Ct N, Key West, FL 33040
• 

  

  /51

  $900,000 Sold Aug 25, 2025

  • 1,463 Sq Ft
  • $615/SF
  • 37 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1930

  318 Margaret St, Key West, FL 33040

  Historic charm meets modern comfort in this beautifully preserved 1930 Conch cottage nestled in Key West's sought-after Historic Seaport district. This two-story, 2-bedroom, 2-bath home (approximately 1,463 sq ft) boasts classic Key West architecture - wood siding and a metal roof - along with inviting outdoor spaces including an open front porch and a private backyard oasis. Inside, airy living

  Jose Wenzel, PA Preferred Properties (KW)

  318 Margaret St, Key West, FL 33040
• 

  

  /8

  Est $799,759 Not Listed For Sale

  • 1 Bed

  951 Caroline St Unit 1, Key West, FL 33040

  951 Caroline St Unit 1, Key West, FL 33040
• 

  

  /20

  $540,000

  • Land

  5950 Peninsular Ave Unit 631, Key West, FL 33040

  A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 772-7942

  5950 Peninsular Ave Unit 631, Key West, FL 33040
• 

  

  /14

  $4,800 per month

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Property for Rent

  844 Olivia St, Key West, FL 33040

  AVAILABLE SEPTEMBER 1,2025 3 bedroom 2 bathroom in Old Town Key West with off street parking. Make an appointment to view this home and see all the possibilities this home has to offer. First room can be a bedroom or living area. Back room is a washer dryer room, it also has a small bathroom and shower. Upstairs loft is a great room for a bedroom along with seating area or bedroom and office, one

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  844 Olivia St, Key West, FL 33040
• 

  

  /18

  $170,000 Sold Aug 25, 2025

  • Land
  • 0 Acre

  • 105 Days On Market

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040

  PERFECT CONDITION 1990 MARINE TRADER AND LIVEABOARD SLIP LEASEHOLD IN THE HEART OD KEY WEST. SILD TOGETHER ONLY. SEAWORTHY VESSEL WITHCAPTAIN'S BERTH, VBERTH, SALON, GALLEY, FLY BRIDGE, TWIN DIESELS. A RARE FIND IN THE HEART OF KEY WEST !

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040
• 

  /2

  Est $826,717 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  331 Avenue E, Key West, FL 33040

  331 Avenue E, Key West, FL 33040

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