Key West, FL Homes for Sale

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  /30

  $950,000

  Open Sat 9AM - 11AM $49K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  1116 Eaton St, Key West, FL 33040

  Welcome to 1116 Eaton Street, a quintessential Key West cottage for sale in Old Town Key West offering the perfect blend of island charm, modern comfort, and unbeatable walkability. Located in one of the most desirable neighborhoods in Key West, this beautifully maintained 2-bedroom, 1-bathroom home with a private pool delivers the ultimate Florida Keys lifestyle. Step inside this thoughtfully

  Jamie Lynne Walker Berkshire Hathaway HomeServices Knight & Gardner Realty

  1116 Eaton St, Key West, FL 33040
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  /26

  $698,000

  $52K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 932 Sq Ft

  2625 Flagler Ave, Key West, FL 33040

  MOTIVATED SELLER! The perfect Key West starter home. This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the

  Rodney Culiver Last Key Realty, Inc (KW)

  2625 Flagler Ave, Key West, FL 33040
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  /26

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

  Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

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

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
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  /33

  $1,949,000

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

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, 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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  /29

  $2,070,000

  New Construction $115K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,409 Sq Ft

  419 Simonton St Unit C, Key West, FL 33040

  Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined

  Team Kaufelt Truman & Co. (KW)

  419 Simonton St Unit C, 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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  /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
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  /7

  $825,000

  $100K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  3 Nassau Ln Unit A, Key West, FL 33040

  Charming Key West Cottage on Historic Nassau Lane Nestled along the picturesque and historic Nassau Lane, this delightful one-bedroom cottage offers a perfect blend of Key West charm and modern comfort. Nassau Lane is a little gem in Old Town Key West, known for its quaint historic character and tucked-away feel, providing a peaceful retreat while still being close to all the vibrancy Key West

  Dominic Paolillo Jr. Truman & Co. (KW)

  3 Nassau Ln Unit A, 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

  $3,168,000

  $132K 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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  /23

  $599,000

  $30K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  816 South St Unit 4, Key West, FL 33040

  Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, this condominium is just a short stroll from Higgs Beach, the beloved Salute! on the Beach, and the iconic Louie's Backyard, where you can enjoy breathtaking ocean views and savor fine dining. Enjoy two

  Ted Stewart Truman & Co. (KW)

  816 South St Unit 4, Key West, FL 33040
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  /10

  $575,000

  • Land
  • 3,484 Sq Ft
  • $7,187,500 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

  $2,895,000

  $604K 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

  $3,850,000

  • 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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  /12

  $4,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  36 Merganser Ln, Key West, FL 33040

  Stunning furnished two-bedroom Townhouse with tropical views, modern kitchen, and spacious living room available for a year-long lease. Pet-friendly community with security station, two community pools, gym, and butterfly garden. First-month rent, last month's rent, and security deposit are required at the lease signing. Utilities are not included. Background and financial screening also

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  36 Merganser Ln, Key West, FL 33040
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  /52

  $2,995,000

  $204K PRICE DROP

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

  512 Amelia St, Key West, FL 33040

  Located just half a block off Duval Street, 512 Amelia Street is a rare offering that beautifully blends refined island living with premium investment potential. Constructed in 2018, this elevated 2-bedroom, 2.5-bath residence draws inspiration from early 20th-century Cuban architectural style, offering timeless character balanced with modern ease. Designed with integrity and longevity in mind,

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  512 Amelia St, Key West, FL 33040
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  /94

  $4,500,000

  $450K PRICE DROP

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

  600 Elizabeth St, Key West, FL 33040

  **The first 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,

  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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  /30

  $4,750

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  21 E Circle Dr Unit B, Key West, FL 33040

  Open water home with 3 bedrooms, 2 bathrooms. Features upgraded plank tile floor, granite countertops, solid wood cabinets, Hardie board siding, low maintenance yard, tankless water heater, energy efficient appliances and AC, and large master suite with walk in closet. Massive rear deck 8' deep and 26' wide with ceiling fans - perfect to enjoy your open water views! Includes dock with boating

  Jimmy Lane Island Life Realty Experts

  21 E Circle Dr Unit B, 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

  $318,000

  • 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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  /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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  /7

  $299,000

  • 2 Beds
  • 1 Bath
  • 897 Sq Ft

  330 Spica Ln, Key West, FL 33040

  ROGO exemption, swim canal, many mobile homes have been replaced in the subdivision with new structures. Rear deck, seawall, nice side entry. Just down the road is Geiger Key restaurant, bar, water activities.

  Darlene Thomas Beach Club Brokers (KW)

  330 Spica Ln, Key West, FL 33040
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  /64

  $1,999,999

  • 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 Meadows Realty Group

  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

  $2,495,000

  • 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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  /38

  $5,995,000

  • 5 Beds
  • 6.5 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
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  /36

  $990,000

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040

  Welcome to 1800 Atlantic — where winter feels like a vacation. This sought-after oceanfront condominium community offers the rare luxury of a private sandy beach right on the Atlantic, paired with the ease and convenience snowbirds love. Wake up to ocean breezes, enjoy morning walks along the shore, and spend afternoons soaking in sunshine by the resort-style pool. 1800 Atlantic is known for its

  Donna Pezzi Keller Williams Key West Compass Realty

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040
• 

  

  /23

  $4,200

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

  202 Golf Club Dr, Key West, FL 33040

  Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. New impact windows and doors are scheduled to be

  Behmke The Compass Realty (KW)

  202 Golf Club Dr, Key West, FL 33040
• 

  

  /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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