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Newest Homes for Sale in Key West, FL

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  • /23

    $730,000

    • 2 Beds
    • 3 Baths
    • 1,200 Sq Ft

    55 Ed Swift Rd, Key West, FL 33040

    Welcome to 55 Ed Swift Road, a beautifully updated, charming and spacious home offering comfort and privacy. This 2-bedroom, 3-bathroom gem boasts 1,200 square feet of well designed living space, ideal for modern living.The first level features a large, updated kitchen with contemporary finishes, plenty of cabinet space, and a convenient pantry. The adjacent laundry area adds extra practicality

    Jenny Perry Preferred Properties (KW)

    55 Ed Swift Rd, Key West, FL 33040
  • /23

    $1,275,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    115 Front St Unit 102, Key West, FL 33040

    NEW LISTING! HARBOUR PLACE | TRUMAN ANNEX. This waterfront gated community boasts amazing ocean views from the pool and patio areas. Unit 102 has an open floor plan that seamlessly connects the dining and living areas, leading out to a private balcony. This residence features two bedrooms, including a spacious primary suite with a large walk-in closet and a full bathroom. The second bedroom is

    Bascom Grooms Bascom Grooms Real Estate (KW)

    115 Front St Unit 102, Key West, FL 33040
  • /40

    $23,999

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

    617 Front St Unit B-41 Week 28, Key West, FL 33040

    Views of famous Key West Sunset, & Sunset Island/Christmas Island, overlooking the pool, Tiki bar & beach, this is what you see when you arrive at this 4th floor unit. Enjoy the sounds of the live music from your balcony as it saunters your way from the Tiki bar. This week celebrates the 4th of July, the Key Lime Festival, featuring a 5K race, the 42nd Annual Hemingway Days & A Marlin tournament,

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (786) 977-4254

    617 Front St Unit B-41 Week 28, Key West, FL 33040
  • /15

    $975,000

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

    3700 Northside Dr, Key West, FL 33040

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

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

    3700 Northside Dr, Key West, FL 33040
  • /37

    $1,375,000

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

    524 White St, Key West, FL 33040

    Welcome to ParotHdHideaway!Located in the heart of the Historic District, just steps to world famous Duval Street, 5 minutes to Higgs Beach, and Garrison Bight Marina being literally around the corner, this location is UNBEATABLE.Featuring almost 1700 Square Feet of indoor living space, this Gem mixes Old Town Conch Charm with contemporary living and comfortably sleeps 6 adults.On the first floor

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    Mike Kane

    Internet Realty of the Florida Keys

    (305) 853-8613

    524 White St, Key West, FL 33040
  • /48

    $2,195,000

    • 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
  • /47

    $7,000,000

    • 3 Beds
    • 3 Baths
    • 2,528 Sq Ft

    5 Sunset Key Dr, Key West, FL 33040

    Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom,

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    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (645) 300-6539

    5 Sunset Key Dr, Key West, FL 33040
  • /26

    $750,000

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    2625 Flagler Ave, Key West, FL 33040

    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 massive, fully fenced

    Rodney Culiver Last Key Realty, Inc (KW)

    2625 Flagler Ave, Key West, FL 33040
  • /17

    $325,000

    • Land

    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

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (888) 373-6027

    5950 Peninsular Ave Unit 708, Key West, FL 33040
  • /52

    $699,999

    • 3 Beds
    • 2 Baths
    • 1,373 Sq Ft

    3302 Eagle Ave, Key West, FL 33040

    Spacious Key West townhome with no HOA! Expanded from its original floor plan, this well-maintained home now offers 3 bedrooms, 2 bathrooms, and nearly 1,400 sq. ft. of living space. There is also a bonus area not included in the square footage, perfect for a home office, hobby room, or extra storage. The kitchen features maple wood cabinetry, granite countertops, and stainless steel appliances.

    Jimmy Lane Island Life Realty Experts

    3302 Eagle Ave, Key West, FL 33040
  • /25

    $675,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

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

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

    Moe Smyth Island Life Realty Experts

    2601 S Roosevelt Blvd Unit 504A, Key West, FL 33040
  • /12

    $169,000

    • Land
    • 0 Acre

    7025 Shrimp Rd, Key West, FL 33040

    Beautiful Custom 48' House Boat Built by Master Builder located in the Perry Marina. State-of-the-art docking facilities, easy ocean access, laid-back Island vibe, top-tier amenities, and convenient access to local Key West dining, shops and attractions. Air BNB rentals allowed with no additional fees. Current slip fee is $ 2,304 per month. Slip lease transfer is subject to Marina consent.

    Randy Moss Coldwell Banker Schmitt RE Co

    7025 Shrimp Rd, Key West, FL 33040
  • /40

    $62,000

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

    617 Front St Unit A-52 Week 52, 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.

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (844) 967-2396

    617 Front St Unit A-52 Week 52, Key West, FL 33040
  • /20

    $169,000

    • Land
    • 0 Acre

    1801 N Roosevelt Blvd, Key West, FL 33040

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

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
  • /7

    $899,000

    • 1 Bed
    • 1 Bath

    2330 Staples Ave, Key West, FL 33040

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

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    2330 Staples Ave, Key West, FL 33040
  • /10

    $899,000

    • 1 Bed
    • 1 Bath
    • 693 Sq Ft

    2330 Staples Ave, Key West, FL 33040

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

    Graciela Lozano KeysLifestyle Real Estate (KW)

    2330 Staples Ave, Key West, FL 33040
  • /53

    $6,965,000

    • 5 Beds
    • 5 Baths
    • 4,666 Sq Ft

    1101 Casa Marina Ct, Key West, FL 33040

    Rarely does a property of such storied provenance and grand scale grace the Key West market. This is a residence where history breathes. Commanding nearly half a city block in the prestigious Casa Marina district, 1101 Casa Marina Court is an architectural masterwork built by A. Maitland Adams in the early 1930s. Adams was said to be a partner of Charles Thompson, Ernest Hemingway's fishing

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1101 Casa Marina Ct, Key West, FL 33040
  • /24

    $895,000

    • Land

    22 Cactus Dr, Key West, FL 33040

    Build your dream waterfront home at 22 Cactus Drive in Big Coppitt Key. The hard work has already been done--existing structure removed, ROGO exempt, Dock Permit and designed plans ready to build as-is or customize to your vision.The plans feature an elevated coastal residence with over 3,500 sq ft of living space, designed for effortless indoor-outdoor living with expansive decks, pool, and

    Agent Photo

    Tommy Mack

    Coastal Collection Real Estate Inc.

    (786) 550-6218

    22 Cactus Dr, Key West, FL 33040
  • /65

    $4,695,000

    • 4 Beds
    • 4 Baths
    • 4,176 Sq Ft

    24 Cannon Royal Dr, Key West, FL 33040

    Tucked behind swaying palms and lush tropical landscaping, this elegant waterfront estate captures the very best of Florida Keys living. From breathtaking sunset views to exceptional outdoor spaces, every moment here feels like a true escape.Whether you are relaxing on your private beach or entertaining poolside, the setting is unforgettable. It is the kind of home that reminds you exactly why

    Jenna Stauffer Ocean Sotheby's International Realty

    24 Cannon Royal Dr, Key West, FL 33040
  • /36

    $1,350,000

    • 2 Beds
    • 3 Baths
    • 960 Sq Ft

    564 Porter Ln, Key West, FL 33040

    President's Walk townhome in the Truman Annex. This is a two-bedroom, 2.5-bathroom unit that also includes a deeded carport. It is a great location close to the community pool and all the downtown attractions that Key West has to offer. It features an open floor plan with kitchen, half bath, dining and living areas that open to the rear and side yard! Upstairs are two-bedroom ensuites with

    The Behmke Group Keller Williams Key West Compass Realty

    564 Porter Ln, Key West, FL 33040
  • /50

    $1,690,000

    • 3 Beds
    • 2 Baths
    • 1,626 Sq Ft

    16 Bamboo Terrace, Key West, FL 33040

    Pristine canal front living on KEY HAVEN with a 55 foot concrete seawall on spectacular Bamboo Terrace. WATERFRONT. TURN-KEY and BEAUTIFUL. This ''needs nothing'', fully furnished home sits tucked away on a dead-end cul-de-sac. Tropical oasis with no cut through traffic on an over 6000 sf lot. TWO BOAT LIFTS. Custom, brick-paved front and back yard, river rock and beautiful palms create a serene

    Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    16 Bamboo Terrace, Key West, FL 33040
  • /34

    $780,000

    • 2 Beds
    • 3 Baths
    • 900 Sq Ft

    25 Kingfisher Ln, Key West, FL 33040

    Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows

    Terri Spottswood Truman & Co. (KW)

    25 Kingfisher Ln, Key West, FL 33040
  • /11

    $355,000

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    3312 Northside Dr Unit 205, Key West, FL 33040

    Imagine beginning and ending your day on your private balcony overlooking the tennis courts, offering a peaceful and inviting setting. This second-floor condominium features a functional layout with a kitchen that offers modern appeal and a comfortable living space enhanced by tile flooring throughout. The bathroom has been thoughtfully maintained with updated finishes. Located within a

    The Spottswood Team Truman & Co. (KW)

    3312 Northside Dr Unit 205, Key West, FL 33040
  • /15

    $569,000

    • 2 Beds
    • 2 Baths
    • 780 Sq Ft

    96 Golf Club Dr, Key West, FL 33040

    Seller financing available! Poolside, pool view townhome. The home has just been re-freshed with an interior top to bottom paint job, exterior touch up, and new engineered vinyl plank floors have been ordered for the main level. First floor is an open floor plan with half bath, kitchen, dining area and living area that opens to a covered porch. The second floor has two bedrooms and a full bath.

    The Behmke Group Keller Williams Key West Compass Realty

    96 Golf Club Dr, Key West, FL 33040
  • /29

    $949,000

    • 4 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3011 Riviera Dr, Key West, FL 33040

    Welcome to 3011 Riviera Drive, nestled in the sought-after Riviera Shores neighborhood of Key West! This delightful 4-bedroom, 2-bathroom home boasts versatility and space, featuring a fourth bedroom with private access and an en-suite bathroom--ideal for guests or an in-law suite. The property sits on a generous 6,000 sq ft lot with a large fenced backyard, perfect for adding a pool. Relish in

    Maria Sanchez LoKation Real Estate

    3011 Riviera Dr, Key West, FL 33040
  • /20

    $850,000

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

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

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

    Paige Bethel Island Home Realty Inc.

    1119 Simonton St Unit A2 & C1, Key West, FL 33040
  • /24

    $2,290,000

    • 4 Beds
    • 3 Baths
    • 2,080 Sq Ft

    1620 Jamaica Dr, Key West, FL 33040

    NEW LISTING! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key

    Bascom Grooms Bascom Grooms Real Estate (KW)

    1620 Jamaica Dr, Key West, FL 33040
  • /35

    $1,495,000

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

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

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

    Paige Bethel Island Home Realty Inc.

    1119 Simonton St Unit A1, A2, C1, Key West, FL 33040
  • /23

    $799,000

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft

    209 Olivia St, Key West, FL 33040

    Situated in the heart of Bahama Village, one of Key West's most historic and vibrant neighborhoods, 209 Olivia Street offers a rare chance to reimagine a classic island home.This three-bedroom, one-bath residence is ready for a renovation, presenting an exceptional opportunity to restore the charm and character of Old Town living. Located just moments from Duval Street, the Truman Waterfront, and

    Agent Photo

    Terrance Sullivan

    Ocean Sotheby's International Realty

    (645) 205-0145

    209 Olivia St, Key West, FL 33040
  • /18

    $715,000

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    1119 Simonton St Unit A1, Key West, FL 33040

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

    Paige Bethel Island Home Realty Inc.

    1119 Simonton St Unit A1, Key West, FL 33040
  • /31

    $1,560,000

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

    709 Olivia St, Key West, FL 33040

    Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner-occupants alike. Each residence features a private entrance, in-unit laundry, electric meter, and thoughtful renovations that make the property truly turn-key.Classic Key West character shines throughout with vaulted ceilings, exposed beams, skylights, and beautiful wood floors creating a bright and airy

    Corey Breingan RE Florida Homes

    709 Olivia St, Key West, FL 33040
  • /89

    $799,000

    • 2 Beds
    • 3 Baths
    • 930 Sq Ft

    37 Spoonbill Way, Key West, FL 33040

    PERFECTION! Ideally positioned on coveted poolside setting of Spoonbill Way. Classic Conch-style residence captures refined elegance/island living w/in the gated Golf Club. Framed by tropical landscaping, traditional white picket fencing, reflecting an EXCEPTIONAL level of stewardship to an UNSURPASSED level where quintessential improvements, meticulous attention to detail defines the property.

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    Robin Mitchell

    Keller Williams Key West Compass Realty

    (645) 220-2705

    37 Spoonbill Way, Key West, FL 33040
  • /36

    $799,000

    • 1 Bed
    • 2 Baths
    • 650 Sq Ft

    616 Caroline St Unit 6, Key West, FL 33040

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

    Jimmy Lane Island Life Realty Experts

    616 Caroline St Unit 6, Key West, FL 33040
  • /47

    $2,538,000

    • 10 Beds
    • 6 Baths
    • 3,876 Sq Ft

    912 Pohalski St, Key West, FL 33040

    Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

    Richard Haskins Buy The Keys

    912 Pohalski St, Key West, FL 33040
  • /18

    $499,000

    • 2 Beds
    • 2 Baths
    • 808 Sq Ft

    3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040

    Welcome to Las Salinas --one of Key West's most desirable condominium communities. This beautifully maintained second-floor, 2-bedroom, 2-bath residence offers comfort, style, and the relaxed charm of island living. Filled with natural light, the condo features an open and airy layout designed for easy living. The kitchen is thoughtfully appointed with granite countertops and stainless steel

    Monika Rydzak eXp Realty LLC KW Branch

    3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040
  • /17

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 11, Key West, FL 33040

    This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1401 Simonton St Unit 11, Key West, FL 33040
  • /22

    $439,900

    • 2 Beds
    • 2 Baths
    • 792 Sq Ft

    3312 Northside Dr Unit 202, Key West, FL 33040

    Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West!Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate flooring,

    DANICA WATKINS Keller Williams Key West Compass Realty

    3312 Northside Dr Unit 202, Key West, FL 33040
  • /27

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,052 Sq Ft

    2911 Seidenberg Ave, Key West, FL 33040

    Welcome to your dream home in the heart of Key West's MidTown!This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining.The true highlight is the private backyard oasis -- featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and

    Agent Photo

    Terrance Sullivan

    Ocean Sotheby's International Realty

    (645) 666-1253

    2911 Seidenberg Ave, Key West, FL 33040
  • /19

    $739,000

    • 3 Beds
    • 1 Bath
    • 1,778 Sq Ft

    201 4th St, Key West, FL 33040

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

    Jenny Perry Preferred Properties (KW)

    201 4th St, Key West, FL 33040
  • /42

    $1,285,000

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1613 Trinidad Dr, Key West, FL 33040

    Updated home with a bright floor plan featuring quartz counter tops, stainless steel appliances, luxury vinyl flooring, and wraparound windows with remote control blinds. Spacious primary suite with walk-in closet, ductless zoned A/C, and French doors to wraparound screened patio that's 612 sq. ft. Heated 13x7 swim spa with outdoor seating. Concrete, elevated for lower insurance, insulated

    Shirley Carey Berkshire Hathaway HomeServices Knight & Gardner Realty

    1613 Trinidad Dr, Key West, FL 33040

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