Key West, FL Homes for Sale

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  /41

  $2,685,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,160 Sq Ft

  1316 Royal St Unit 6, Key West, FL 33040

  Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's

  1316 Royal St Unit 6, Key West, FL 33040
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  /90

  $5,950,000

  New Construction

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

  723 Eaton St, Key West, FL 33040

  Private Old Town property with built-in income and exceptional flexibility. Ideally located near the Historic Seaport and Fausto's, this three-residence property is currently configured with two leased units generating immediate income and a separate 3-bedroom owner's residence with pool. The rear owners unit offers 3 bedrooms and 3.5 baths with direct access to the tropical courtyard pool, while

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
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  /24

  $849,900

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  34 Golf Club Dr, Key West, FL 33040

  Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors

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

  34 Golf Club Dr, Key West, FL 33040
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  /9

  $825,000

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

  3711 Eagle Ave, Key West, FL 33040

  Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value.The main house is ready for a full renovation, offering a

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
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  /30

  $1,325,000

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  1126 Grinnell St, Key West, FL 33040

  Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1126 Grinnell St, Key West, FL 33040
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  /6

  $629,000

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  E6 11th Ave, Key West, FL 33040

  Discover the opportunity to own a piece of the Lower Florida Keys in this 3-bedroom, 2-bath home located on Stock Island. Offering approximately 1,418 square feet of living space, this home features a functional floor plan ready for your personal updates and vision. A storage building provides additional space for tools, hobbies, or recreational equipment. Conveniently located near marinas,

  Tanikki Jones Fathom Realty NC

  E6 11th Ave, Key West, FL 33040
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  /24

  $1,499,000

  $149K PRICE INCREASE

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

  1505 Johnson St, Key West, FL 33040

  POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
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  /69

  $3,100,000

  $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,262 Sq Ft

  524 Southard St, Key West, FL 33040

  Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14'

  Tommy Mack Coastal Collection Real Estate Inc.

  524 Southard St, Key West, FL 33040
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  /10

  $550,000

  $25K PRICE DROP

  • Land
  • 3,484 Sq Ft
  • $6,875,000 per Acre

  906 Williams Aly, Key West, FL 33040

  Ready to Build! Create your ideal home in Old Town Key West! This lot comes with a beneficial use designation and has received HARC approval for a new single-family residence complete with a pool. This is a rare chance to build and customize your dream home in the heart of historic Key West. Prime Location! This fantastic property is close to the Amphitheater, beach, shopping, exceptional dining

  Bascom Grooms Bascom Grooms Real Estate (KW)

  906 Williams Aly, Key West, FL 33040
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  /32

  $2,790,000

  $709K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage. Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
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  /21

  $859,000

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  927 Thomas St Unit 4, Key West, FL 33040

  Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  927 Thomas St Unit 4, Key West, FL 33040
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  /34

  $1,195,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 866 Sq Ft

  711 Galveston Ln, Key West, FL 33040

  Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

  Monique Thiel Sunshine State Realty Services

  711 Galveston Ln, Key West, FL 33040
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  /48

  $3,600,000

  $250K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,691 Sq Ft

  119 Simonton St, Key West, FL 33040

  Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  119 Simonton St, Key West, FL 33040
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  /65

  $5,500,000

  $250K PRICE DROP

  • 6 Beds
  • 5.5 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
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  /18

  $3,100,000

  $250K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 2,940 Sq Ft

  12A 12th Ave, Key West, FL 33040

  Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the

  Krystal Thomas eXp Realty LLC Southernmost Branch

  12A 12th Ave, Key West, FL 33040
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  /24

  $589,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3201 Pearl Ave, Key West, FL 33040

  Updated home in a prime central Key West location! Perfect for a local buyer or as an affordable second home in a quieter part of town, this move-in-ready property offers comfort, convenience, and tropical charm. The home features two generously sized bedrooms, two full bathrooms, and is situated on a corner lot in New Town. Warm wood flooring runs throughout, while the kitchen and dining area

  Epperly - Celli Epperly - Celli Engel & Voelkers Key West

  3201 Pearl Ave, Key West, FL 33040
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  /2

  $875,000

  • 3 Beds
  • 3 Baths
  • 7,080 Sq Ft

  6810 Front St Unit B-15 & Slip 22, Key West, FL 33040

  Excellent investment opportunity. This condo unit comes with a 25 X 60 deep water slip. The unit has been divide into three separate rental spaces. one bedroom, full bathroom with a kitchenette and two separate sleeping rooms with full bathrooms. Minutes from Key West.

  6810 Front St Unit B-15 & Slip 22, Key West, FL 33040
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  /15

  $550,000

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  1318 Duncan St Unit 3, Key West, FL 33040

  Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. Freshly painted interior and new AC. This renovated one bedroom condo cottage overlooking the large communal pool is just one block to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or

  Rob Severin Rob Severin Real Estate Co

  1318 Duncan St Unit 3, Key West, FL 33040
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  /94

  $4,300,000

  $650K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 3,092 Sq Ft

  600 Elizabeth St, Key West, FL 33040

  **31 photos have been virtually staged and enhanced to assist buyers in visualizing design and decor options for this home.**Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996 and set at 13' elevation on Solares Hill, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas, intricate

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  600 Elizabeth St, Key West, FL 33040
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  /10

  $3,650,000

  • 4 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  1017 Washington St, Key West, FL 33040

  Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1017 Washington St, Key West, FL 33040
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  /54

  $2,999,500

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  401 Emma St Unit H, Key West, FL 33040

  Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered

  Ralph Sanchez Century 21 All Keys Inc (KW)

  401 Emma St Unit H, Key West, FL 33040
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  /34

  $295,000

  $23K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  55 Boca Chica Rd Unit 32, Key West, FL 33040

  A HIDDEN GEM. Welcome to easy island living in the gated waterfront community of Seaside Resort on Big Coppitt Key. This 1-bedroom, 1-bath home is an excellent opportunity for retirees, military personnel, or second-home buyers looking for an AFFORDABLE place to enjoy the Florida Keys lifestyle without the upkeep of a large property. Designed for comfortable, low-maintenance living, the home

  Donna Pezzi Keller Williams Key West Compass Realty

  55 Boca Chica Rd Unit 32, Key West, FL 33040
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  /19

  $5,900

  • 2 Beds
  • 2.5 Baths
  • 728 Sq Ft

  1002 Thomas St, Key West, FL 33040

  Located in the heart of Old Town Key West! Walk, bike or drive your golf cart to famous restaurants, bars, tourist attractions and beaches. This 2 bedroom 2.5 bath home is being rented annually, fully furnished and includes two of street parking spaces, a rare find in Old Town! OWNER PAYS water, electric and trash. One small dog is allowed upon approval by the owner and for a non-refundable pet

  Jessica Prescott Coastal Collection Real Estate Inc.

  1002 Thomas St, Key West, FL 33040
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  /18

  $1,354,000

  $85K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,904 Sq Ft

  1612 Laird St, Key West, FL 33040

  This Residential Duplex can be purchased alone or with adjacent property located at 1610 Laird. Street. Owner financing possible. Long term rentals are in place with great payment history and income. Leases must convey at closing. Front unit consists of two bedrooms and one bathroom, living room, dining area, covered patio, full size kitchen along with off street parking and washer. The second

  Roberta Mira Sunshine State Realty Services

  1612 Laird St, Key West, FL 33040
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  /75

  $3,950,000

  $250K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,458 Sq Ft

  3 Evergreen Ave, Key West, FL 33040

  New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  3 Evergreen Ave, Key West, FL 33040
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  /64

  $1,799,999

  $200K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 2,501 Sq Ft

  1504 Flagler Ave, Key West, FL 33040

  Endless possiblities! Three units to rent for the investor or live in one and produce income from the other units. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have two units with a 2/1 floor plan and a fire wall between units. All units have W/D hook ups and central air. Both units upstairs have balconies and seperate staircases for entry. Low

  Michaele Meadows Saltwater Real Estate Florida Keys, Inc

  1504 Flagler Ave, Key West, FL 33040
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  /4

  $299,000

  5555 College Rd Unit 4, Key West, FL 33040

  55' X 18' floating boating boat slip at Sunset Marina in Key West. Quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile newly constructed private waterfront boardwalk for viewing marine life, taking a stroll or walking your dog. The pool and hot tub are at your disposal along with

  James Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 4, Key West, FL 33040
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  /31

  $1,700,000

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

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
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  /4

  $2,649,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 2,410 Sq Ft

  3409 Eagle Ave, Key West, FL 33040

  Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  3409 Eagle Ave, Key West, FL 33040
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  /39

  $1,899,000

  $96K PRICE DROP

  • 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
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  /34

  $2,445,000

  $50K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  800 Fleming St Unit C1, Key West, FL 33040

  Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely

  Elizabeth Chamberlain Truman & Co. (KW)

  800 Fleming St Unit C1, Key West, FL 33040
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  /35

  $1,099,000

  • 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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  /48

  $649,000

  $50K PRICE DROP

  • Land
  • 2,613 Sq Ft
  • $10,816,667 per Acre

  2950 Overseas Hwy Unit 24, Key West, FL 33040

  **Welcome to Lot 24 at Bluewater Luxury RV Resort - a premier destination for upscale RV living in the Florida Keys.** This deeded Tropical Luxury RV lot offers the perfect blend of comfort, convenience, and elegance in a lush tropical setting. Spacious and level, the lot easily accommodates an RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 24, Key West, FL 33040
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  /36

  $849,000

  $76K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  817 Pearl St, Key West, FL 33040

  Charming Home in the Meadows, Old Town, Key West. This beautiful completely renovated one bedroom cottage on Pearl Street is move in ready, and is being sold furnished. Stepping into the home through the custom built Dutch-door, the interior is bright, the walls are shadow-gap wood, there is new flooring, and recessed LED lighting throughout. The Bedroom has a murphy bed, and built in bedroom

  Elaine Coyle Keller Williams Key West Compass Realty

  817 Pearl St, Key West, FL 33040
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  /42

  $1,990,000

  $160K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  3801 Flagler Ave, Key West, FL 33040

  This modern and luxury property consist of 3 bedrooms, 3 full baths, plus an office and detached office. The private gated corner lot has a home and guest house, large yard and beautiful pool, outdoor shower, dining and conversation seating. The main residence offers a full kitchen with gas cooking and stainless steel appliances, a primary bedroom suite with bath, and a large loft. The loft is

  Joe Bracciale Select Properties of NWFL

  3801 Flagler Ave, Key West, FL 33040
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  /34

  $2,800,000

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  1009 Whitehead St, Key West, FL 33040

  High Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of Key West's most desirable Old Town locations. This charming 2-bedroom, 2-bath home also features a versatile bonus room, offering additional space for guests, a home office, or a creative retreat. Thoughtfully updated from top

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1009 Whitehead St, Key West, FL 33040
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  /79

  $2,300,000

  $549K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  16 Azalea Dr, Key West, FL 33040

  Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

  Tommy Mack Coastal Collection Real Estate Inc.

  16 Azalea Dr, Key West, FL 33040
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  /33

  $564,000

  $11K PRICE DROP

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

  3930 S Roosevelt Blvd Unit S205, Key West, FL 33040

  Best Priced 3 BR Property on Key West! Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an upgraded kitchen, and crown molding and trim details, the

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit S205, Key West, FL 33040
• 

  

  /12

  $499,000

  5950 Peninsular Ave Unit 643, Key West, FL 33040

  Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  5950 Peninsular Ave Unit 643, Key West, FL 33040
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  /21

  $295,000

  • 1 Bed
  • 1 Bath
  • 756 Sq Ft

  55 Boca Chica Rd Unit 93, Key West, FL 33040

  OWNER FINANCING AVAILABLE! Welcome to Unit #93 in peaceful Seaside Resort. This home offers plenty of natural light, one bedroom and one bath, a living room, kitchen/dining area and is located just 10 miles from downtown Key West. Seaside Resort Condominium is a charming, gated community, is meticulously maintained and loaded with the following amenities 2 Pools Clubhouse, Library, Gym & Mail

  Steve Bostrom Fiduciary Real Estate Services LLC

  55 Boca Chica Rd Unit 93, Key West, FL 33040

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