Key West, FL Homes for Sale with Pool

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  /55

  $2,859,000

  $40K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,286 Sq Ft

  814 Ashe St, Key West, FL 33040

  Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (866) 972-3334

  814 Ashe St, Key West, FL 33040
• Explore Key West

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  $65,000

  $4K PRICE DROP

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

  617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040

  Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 236-8896

  617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040
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  $630,000

  • 2 Beds
  • 1.5 Baths
  • 871 Sq Ft

  1 Spoonbill Way, Key West, FL 33040

  1 Spoonbill Way, Key West, FL -- Lowest Price Per Square Foot of Any 2-Bedroom Townhome in the Key West Golf Club1 Spoonbill Way is the largest 2-bedroom, 1.5-bath townhome currently listed in the Key West Golf Club -- 871 verified square feet against the standard 780 -- and at $723 per square foot, the lowest-priced per foot in its category. More home, better math.One owner since new,

  

  Dustan Carpenter

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (645) 225-2776

  1 Spoonbill Way, Key West, FL 33040
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  $26,000

  $5K PRICE DROP

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

  617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

  Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await you from this desirable PENTHOUSE, top-floor end-unit deeded Timeshare week 37! Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café.Enjoy front-row views as Coast Guard

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 233-3593

  617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
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  $37,500

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

  617 Front St Unit B-24 Week 45, Key West, FL 33040

  Experience deeded ownership of the same week each year (Week 45) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West.Filled with light, the unit features a private balcony overlooking the resort pool and waterfront. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 230-4415

  617 Front St Unit B-24 Week 45, Key West, FL 33040
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  $32,500

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

  617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

  Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 230-1832

  617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
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  $49,900

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

  617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

  Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (833) 427-4068

  617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
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  $59,000

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

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040

  PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (844) 665-0904

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040
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  /90

  $874,500

  • 3 Beds
  • 2.5 Baths
  • 1,160 Sq Ft

  56 Golf Club Dr, Key West, FL 33040

  A bougainvillea-covered trellis and cozy front gate welcome you! Charming, secluded island retreat overlooks the Key West Golf Course. Within the gated KW Golf Club community, this beautifully maintained home offers a rare combination of privacy, tropical ambiance, truly unique architectural features. One of the most exceptional attributes is its expansive wraparound verandas on both levels, a

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (645) 231-3150

  56 Golf Club Dr, Key West, FL 33040
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  /42

  $69,000

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

  617 Front St Unit C41 Week 50, Key West, FL 33040

  On the Gulf of Mexico this 4th floor end unit Timeshare is on the water and overlooks the Key West Marina. 2 bed 2bath with sofa couch sleeps 6. Week 50 is a very sought after week that offers ideal winter weather, a relaxed island atmosphere and peak rental demand. Enjoy the decorative Christmas boat parades from your own personal view balconies and experience Key West all dressed up for the

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 300-5987

  617 Front St Unit C41 Week 50, Key West, FL 33040
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  /17

  $325,000

  5950 Peninsular Ave Unit 708, Key West, FL 33040

  A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (888) 373-6027

  5950 Peninsular Ave Unit 708, Key West, FL 33040
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  /46

  $1,950,000

  $350K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,690 Sq Ft

  1503 Johnson St, Key West, FL 33040

  Fully furnished and move-in ready, just four blocks from the Atlantic. This private corner-lot retreat features cathedral ceilings, French doors, a split floor plan with custom California Closets, and an updated kitchen with quartz counters and new Café appliances. Outside: a wrap-around patio and heated/chilled pool with water feature. Plus a whole-house generator, remote-controlled blinds, and

  

  Leslie Howard

  Coldwell Banker Schmitt Real E

  (855) 359-2767

  1503 Johnson St, Key West, FL 33040
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  /27

  $1,850,000

  $338K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,276 Sq Ft

  1719 Laird St, Key West, FL 33040

  Pool. Space. Privacy. -- Rare Double Lot Living in Key West1719 Laird Street offers the space and upgrades buyers search for but rarely find in Key West. Set on an oversized double lot, this renovated 4-bedroom, 3-full- bathroom CBS home features generous living spaces, wide hallways, and abundant storage, creating a comfortable layout that feels open, functional, and easy to live in.The

  

  Dustan Carpenter

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 503-7842

  1719 Laird St, Key West, FL 33040
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  /41

  $62,000

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

  617 Front St Unit A-52 Penthaus Week 5, Key West, FL 33040

  Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (866) 240-4213

  617 Front St Unit A-52 Penthaus Week 5, Key West, FL 33040
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  $675,000

  $24K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  62 Merganser Ln, Key West, FL 33040

  Beautiful Townhome in the Gated Key West Golf Club Community! Welcome to island living in the highly desirable Key West Golf Club community! This charming 2-bedroom, 1.5-bath townhouse is located in one of Key West's most picturesque and peaceful gated neighborhoods. Surrounded by lush tropical landscaping and tree-lined streets, this home offers the perfect blend of relaxation and convenience.

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  (645) 220-1230

  62 Merganser Ln, Key West, FL 33040
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  /60

  $4,195,000

  $100K PRICE DROP

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

  1311 Grinnell St, Key West, FL 33040

  New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic standard of the original home. Located in the highly sought-after Casa Marina neighborhood just five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all

  

  Jennifer Newman

  Truman & Co. (KW)

  (645) 230-0716

  1311 Grinnell St, Key West, FL 33040
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  /52

  $1,899,000

  • 2 Beds
  • 2.5 Baths
  • 1,717 Sq Ft

  1513 Pine St, Key West, FL 33040

  Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of-the-line materials and superior craftsmanship, the residence features 2 bedrooms, 2.5 baths, and dramatic architectural details throughout.Upon entry, you are welcomed by soaring 11-foot ceilings and

  

  Jennifer Newman

  Truman & Co. (KW)

  (645) 225-2715

  1513 Pine St, Key West, FL 33040
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  /44

  $279,900

  • 1 Bed
  • 1 Bath
  • 681 Sq Ft

  55 Boca Chica Rd Unit 68, Key West, FL 33040

  Charming unit, bright, cheery and spacious. Corner lot with large concrete patio and space for parking. One Bedroom and One Bath and a side addition that serves as a Florida Room/Living room. 9x10 feet workshop/shed that looks like little house, high ceilings and very neat. This community is very special, it is close to Key West and residents are jovial and friendly. There is a library and

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 957-8179

  55 Boca Chica Rd Unit 68, Key West, FL 33040
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  /51

  $2,450,000

  • 5 Beds
  • 3 Baths
  • 2,086 Sq Ft

  1 Bougainvillea Ave, Key West, FL 33040

  Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  (833) 842-1662

  1 Bougainvillea Ave, Key West, FL 33040
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  /41

  $42,000

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

  617 Front St Unit B41 Week 1, Key West, FL 33040

  Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 400-9393

  617 Front St Unit B41 Week 1, Key West, FL 33040
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  /46

  $315,000

  $74K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  55 Boca Chica Rd Unit 85, Key West, FL 33040

  Motivated Seller. Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more

  

  Margarita Villoch

  Island Group Realty (KW)

  (305) 889-7849

  55 Boca Chica Rd Unit 85, Key West, FL 33040
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  /39

  $1,079,000

  $96K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  2926 Flagler Ave, Key West, FL 33040

  Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof,

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  (786) 882-2409

  2926 Flagler Ave, Key West, FL 33040
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  /85

  $1,060,000

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

  20 Kingfisher Ln, Key West, FL 33040

  At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth &

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (786) 648-7768

  20 Kingfisher Ln, Key West, FL 33040
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  $2,640,000

  $110K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Privacy. Seclusion. Serenity. Tucked away at the end of a quiet lane, 610 Griffin Lane is a rare Old Town retreat--an intimate, multi-structure compound that feels worlds away from the everyday.Set on an oversized lot nearly twice the size of most in the area, the property unfolds like a private estate. The beautifully renovated two-bedroom, two-bath main residence offers effortless comfort

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (786) 933-8828

  610 Griffin Ln, Key West, FL 33040
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  $849,900

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S Roosevelt Blvd Unit 223C, Key West, FL 33040

  Well maintained 2BD/2BA condo that was converted from a 3BD for extra living space. Offering resort style amenities, and strong rental appeal. Unit features open living area, private balcony, impact windows and sliders. Ideal for fulltime residence, second home, or investment opportunity.located in a professionally managed waterfront community with two pools (heated), tennis courts, assigned

  

  Shirley Carey

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (645) 225-1691

  2601 S Roosevelt Blvd Unit 223C, Key West, FL 33040
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  $2,695,000

  $130K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,902 Sq Ft

  525 Louisa St, Key West, FL 33040

  An architecturally stunning renovation & upgrade of this classic Old Town Key West property is sure to meet all your needs. A welcoming front porch awaits as you depart from your rare 2 off-street parking spaces in Old Town, or alternatively, you may choose to arrive by bicycle & take advantage of the separate entrance with dedicated bike storage. A complete irrigation system with landscape

  

  J. Michael Caron

  Keller Williams Key West Compass Realty

  (645) 238-7675

  525 Louisa St, Key West, FL 33040
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  /22

  $619,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  804 South St Unit 3, Key West, FL 33040

  This is a must see unique and airy tropical second story condo in the Southpark Condominium Association. Lush vegetation surrounds the property and the private pool area located in the beautiful Casa Marina neighborhood. This upstairs 1 Bedroom/1 Bathroom offers relaxation on either the front covered porch or the rear private deck with a motorized awning for your comfort and convenience. Inside

  

  J. Michael Caron

  Keller Williams Key West Compass Realty

  (645) 215-6345

  804 South St Unit 3, Key West, FL 33040
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  $595,000

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 806 Sq Ft

  138 Golf Club Dr, Key West, FL 33040

  VALUE ENHANCEMENT - Price Improvement! Welcome to 138 GC Dr. in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space w/Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Waiting for you! Beautifully maintained home offers the perfect blend of island living, resort-style

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (786) 841-2596

  138 Golf Club Dr, Key West, FL 33040
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  $1,699,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,796 Sq Ft

  809 Washington St Unit 102, Key West, FL 33040

  Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

  

  Bernice Schafer

  Vested Palm Real Estate and Home Services

  (786) 713-2644

  809 Washington St Unit 102, Key West, FL 33040
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  $1,949,000

  New Construction $51K PRICE DROP

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

  2827 Harris Ave, Key West, FL 33040

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

  

  Everett Smith

  Ocean Sotheby's International Realty

  (786) 649-0718

  2827 Harris Ave, Key West, FL 33040
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  $990,000

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040

  Full ocean view - top floor unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panoramic view of the Atlantic Ocean and all the activity and fun of Smather's Beach. Ready for your improvements, the condo has a modern open floor plan, spacious master suite with a large walk in closet, and a private balcony to enjoy the view. There is ultimate convenience

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

  1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040
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  $3,999,000

  New Construction Open Sun 11AM - 1PM $601K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,421 Sq Ft

  1010 Olivia St, Key West, FL 33040

  Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West.Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring

  Suzanne Moore Suzanne Moore Real Estate

  1010 Olivia St, Key West, FL 33040
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  /61

  $1,575,000

  Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  3405 16th Terrace, Key West, FL 33040

  Spacious, Turn-key Retreat on one of New Town's Largest Lots: Welcome to a rare opportunity in New Town - set on an oversized 14,000+ sq.ft. lot, one of the largest in the neighborhood. This 4- bedroom, 2.5 bath home offers the space, flexibility and outdoor living today's buyers are searching for, all in a move-in ready package. The backyard is the true showstopper. A 14 x 28 ft. swimming pool

  Suzanne Moore Suzanne Moore Real Estate

  3405 16th Terrace, Key West, FL 33040
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  /40

  $2,240,000

  Open Sat 12PM - 2PM $160K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,536 Sq Ft

  413 Frances St, Key West, FL 33040

  NOW available for showings this weekend.Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready,

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

  413 Frances St, Key West, FL 33040
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  /48

  $2,999,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 2,219 Sq Ft

  1627 Johnson St, Key West, FL 33040

  1627 Johnson St. - A Modern Masterpiece, Effortlessly Yours Designed by one of Key West's most celebrated architects, this 2019-built residence offers the rare combination of contemporary, low-maintenance living and timeless island elegance. Situated on an oversized 7,200-square-foot corner lot, the property is surrounded by solid concrete walls for privacy and security and is beautifully

  Suzanne Moore Suzanne Moore Real Estate

  1627 Johnson St, Key West, FL 33040
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  /84

  $1,575,000

  $110K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,736 Sq Ft

  43 Seaside South Ct, Key West, FL 33040

  Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies - 4 bed - 4 bath - 3 levels over private garage. Only one other of these largest floor plans has come up for sell in the MLS in three years! Concrete construction with impact rated windows & doors gives you lock it & leave convenience. Features stainless steel

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  43 Seaside South Ct, Key West, FL 33040
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  /27

  $29,900

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

  617 Front St, Key West, FL 33040

  Enjoy 7 nights per year in a large 2bd, 2ba PENTHOUSE condo at the Galleon Resort in Key West! Sleeps up to 6 adults. This Penthouse SWING FLOAT week is deeded as B54/42. Choose from the following 18 Swing Floating weeks every year: 18-23, 36-50. (excludes Fantasy Fest (usually week 42 and Boat Race weeks) A Penthouse 5th Top floor unit also GUARENTEED each year! Make your selection as early as 1

  Mary Bradford LIST FOR LESS, LLC

  617 Front St, Key West, FL 33040
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  /50

  $2,099,000

  $96K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft

  1019 Eaton St, Key West, FL 33040

  Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close proximity to the island's most recognized destinations. Set on a deep 4200+ square foot lot stretching from Eaton Street to Thompson Lane, the property offers 3 bedrooms and 2 baths in a setting designed for both everyday living

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  1019 Eaton St, Key West, FL 33040
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  /42

  $749,000

  $50K PRICE DROP

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

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040

  Experience Ultimate Elegance at Key West's Marriott Beachside Resort. This offering includes two luxurious, fully furnished units—a Signature King Room and a Resort View Suite—each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT

  Tommy Mack Coastal Collection Real Estate Inc.

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040
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  /25

  $1,499,000

  • 3 Beds
  • 2.5 Baths
  • 1,020 Sq Ft

  912 James St Unit 2, Key West, FL 33040

  Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large

  Peter Batty ICAMCO Realty LLC, dba Cosgrove Realty

  912 James St Unit 2, Key West, FL 33040

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