Homes for Sale near Monroe County School District Virtual Instruction Program

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  /38

  $1,225,000

  • 2 Beds
  • 3 Baths
  • 1,240 Sq Ft

  1075 Duval St Unit R10, Key West, FL 33040

  Tucked away in the heart of Old-Town Key West!Welcome to 1075 R10 Duval Street offers the perfect blend of privacy, island charm, and effortless living. This thoughtfully designed 2-bedroom, 2.5-bathroom residence features 1,240 square feet of living space and is ideally positioned in a quiet, off-the-street setting while remaining just moments from shopping, dining, beaches, Boating and all that

  Bobby Coe RE/MAX Keys Connection (KW)

  1075 Duval St Unit R10, Key West, FL 33040
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  /18

  $1,354,000

  • 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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  /36

  $925,000

  • 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
• 

  

  

  /4

  $1,095,000

  • 3 Beds
  • 3 Baths
  • 1,520 Sq Ft

  818 Elizabeth St Unit Front, Key West, FL 33040

  Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  818 Elizabeth St Unit Front, Key West, FL 33040
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  /20

  $1,354,000

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  1610 Laird St, Key West, FL 33040

  This property can also be purchased along with the adjacent property 1612 Laird. Owner financing possible. Three bedrooms with room for expansion along with a guest room. Kitchen with stainless steel appliances and dedicated area for dining table and Florida room that leads to the out door seating areas. Plenty of off street parking with expansive covered area for all your treasures. Several out

  Roberta Mira Sunshine State Realty Services

  1610 Laird St, Key West, FL 33040
• 

  /2

  $1,300,000

  • 7 Beds
  • 5 Baths
  • 2,957 Sq Ft

  2016 Roosevelt Dr, Key West, FL 33040

  Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

  Richard Weston Weston Premier Realty, Inc

  2016 Roosevelt Dr, Key West, FL 33040
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  /14

  $689,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  101 Golf Club Dr, Key West, FL 33040

  Let 101 Golf Club Drive be the key to your slice of paradise! This home is nestled mid-way in the Key West Golf Course Community which is gated with manicured lush vegetation, pools, fitness center, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own bathroom and

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  101 Golf Club Dr, Key West, FL 33040
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  /24

  $1,089,000

  • 1 Bed
  • 1 Bath
  • 731 Sq Ft

  921 Center St Unit 12, Key West, FL 33040

  These properties rarely come on the market. Great opportunity to own an income producing Townhouse in the heart of Old Town Key West. This one bedroom Townhouse has a Transient License and is able to be rented on a nightly basis. Strong Rental History with many repeat clients. Just steps from Famous Duval Street. Located in a private gated community. Beautifully landscaped grounds with a fabulous

  Julia Besson Century 21 All Keys Inc (KW)

  921 Center St Unit 12, Key West, FL 33040
• 

  

  /22

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  1100 South St, Key West, FL 33040

  Remarks - Consumer:Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100

  Key West Luxury Finders Preferred Properties (KW)

  1100 South St, Key West, FL 33040
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  /33

  $564,000

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

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

  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 condo is ideally located in the South

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

  3930 S Roosevelt Blvd Unit S205, Key West, FL 33040
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  /61

  $2,199,000

  • 3 Beds
  • 4 Baths
  • 1,865 Sq Ft

  1422 Patricia St, Key West, FL 33040

  Situated on a 6,000 sq. ft. corner lot just one block from the Atlantic Ocean, this elevated mid-century residence offers three bedrooms and three and a half baths within 1,865 square feet of well-designed living space, a short walk to the White Street Pier. The combination of corner positioning, lot size, and proven elevation makes this a compelling offering in one of Key West's most desirable

  Derek Epperly Engel & Volkers Key West

  1422 Patricia St, Key West, FL 33040
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  /7

  $299,000

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd, Key West, FL 33040

  Very well maintained 2017 Trident 45' Houseboat being conveyed with a leasehold slip at City's Garrison Bight Marina.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
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  /38

  $1,740,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  21 Bougainvillea Ave, Key West, FL 33040

  Deep water Key Haven waterfront home with immediate Gulf and Atlantic access just minutes from Key West. Located at 21 Bougainvillea Avenue in Key Haven, this rare boating property offers 62 feet of solid concrete seawall on a clean, free-flowing 100-foot-wide canal. Approximately a two-minute idle to open bay with no bridges and no restrictions -- true open-water access for larger vessels.Enjoy

  Robin Nilsson Keller Williams Key West Compass Realty

  21 Bougainvillea Ave, Key West, FL 33040
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  /43

  $2,695,000

  • 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

  Mike Caron Keller Williams Key West Compass Realty

  525 Louisa St, Key West, FL 33040
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  /65

  $5,500,000

  • 6 Beds
  • 6 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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  /47

  $5,995,000

  • 3 Beds
  • 4 Baths
  • 3,104 Sq Ft

  1014 Flagler Ave, Key West, FL 33040

  Some homes are built; others are authored. This is one of the latter--an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself, with architecture by award-winning architect Rob Delaune that thoughtfully carries that legacy forward. This three-bedroom, three-and-a-half-bath estate, built in 1999 and comprehensively updated from the ground up, has been

  Team Kaufelt Truman & Co. (KW)

  1014 Flagler Ave, Key West, FL 33040
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  /22

  $878,000

  • 2 Beds
  • 1 Bath
  • 568 Sq Ft

  1218 Packer St Unit Rear, Key West, FL 33040

  Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1218 Packer St Unit Rear, Key West, FL 33040
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  /36

  $518,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 213, Key West, FL 33040

  Welcome to 3635 Seaside Drive, Unit 213, an amazing two (2) bedroom and (2) two bathroom condo with a beautiful pool view.This is the one, if you're tired of paying rent, here it is! Time to own this unit and make this condo your very own piece of paradise!A perfectly designed condo with a split floor plan, with the kitchen and living room in the heart of this home. Wake up and enjoy that fresh

  Bobby Coe RE/MAX Keys Connection (KW)

  3635 Seaside Dr Unit 213, Key West, FL 33040
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  /6

  $869,000

  • 5 Beds
  • 2 Baths
  • 1,501 Sq Ft

  1432 Eliza St, Key West, FL 33040

  EXCELLENT OPPORTUNITY! EXCELLENT LOCATION!This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1432 Eliza St, Key West, FL 33040
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  /46

  $1,275,000

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  927 Thomas St Unit 2, Key West, FL 33040

  This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and

  Lori Langton Bascom Grooms Real Estate (KW)

  927 Thomas St Unit 2, Key West, FL 33040
• 

  

  /19

  $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 Bascom Grooms Real Estate (KW)

  927 Thomas St Unit 4, Key West, FL 33040
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  /29

  $1,399,000

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  1111 Watson St Unit B, Key West, FL 33040

  Secret Garden Cigar Maker's Cottage in Old Town 🌴Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace of mind.Follow a palm-lined path into a lush, private garden oasis

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1111 Watson St Unit B, Key West, FL 33040
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  /8

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  1328 Laird St, Key West, FL 33040

  Great opportunity to own a duplex walking distance to ed knight pier. This 3 bedroom 2 bath home with a 1 bedroom 1 bath unit is producing 7,600.00 per month and tenants pay there own utilities . Allow at least 48 notice to show

  Louis Condos Berkshire Hathaway HomeServices Knight & Gardner Realty

  1328 Laird St, Key West, FL 33040
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  /27

  $539,000

  • 1 Bed
  • 1 Bath
  • 501 Sq Ft

  1220 Newton St Unit 3, Key West, FL 33040

  Discover refined island living in this charming and thoughtfully designed condominium at 1220 Newton Street, #3. While offering an efficient and comfortable footprint, this residence lives larger than expected thanks to impressive 10-foot ceilings that create an open, airy atmosphere filled with natural light.The well-planned interior maximizes space and functionality, featuring inviting living

  Barbara Crespo Keller Williams Key West Compass Realty

  1220 Newton St Unit 3, Key West, FL 33040
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  /91

  $3,895,000

  • 7 Beds
  • 7.5 Baths
  • 3,015 Sq Ft

  919 Thomas St, Key West, FL 33040

  Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  919 Thomas St, Key West, FL 33040
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  /37

  $4,750,000

  • 4 Beds
  • 5 Baths
  • 2,716 Sq Ft

  709 Eaton St, Key West, FL 33040

  Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  709 Eaton St, Key West, FL 33040
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  /10

  $285,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  OWNER FINANCING AVAILABLE!! Dock in a safe place for you vessel or liveaboard this boat slip with an overall length of 45' and width of 16' 1'. This floating concrete deep water boat slip has a 6' draft and is located in Sunset Marina in Key West, a locals favorite for 2 decades. Immediate access to gulf and easy access to Atlantic. Showers, laundry, dog walk, bike racks, convenience store, fuel

  James Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 9, Key West, FL 33040
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  /85

  $2,600,000

  • 2 Beds
  • 3 Baths
  • 1,681 Sq Ft

  68 Sunset Key Dr, Key West, FL 33040

  Surprising water views combined with maximum privacy are the signature advantages of this luxurious & well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction & added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 & a half bath home has been well maintained & never rented. Years of planting &

  Dawn Thornburgh Beach Club Brokers (KW)

  68 Sunset Key Dr, Key West, FL 33040
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  /18

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 1,256 Sq Ft

  1110 Elgin Ln, Key West, FL 33040

  Located in the heart of the Seaport Historic District, on two lots, this charming Conch home features a 2-bedroom main residence and a separate 1-bedroom guest cottage. The property offers exceptional outdoor living, highlighted by a large L-shaped, recently resurfaced heated pool and spa, surrounded by brick and wood decking. Inside, painted Dade County Pine accent walls add authentic character,

  Key West Luxury Finders Preferred Properties (KW)

  1110 Elgin Ln, Key West, FL 33040
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  /11

  $549,000

  • 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. 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 bike ride to the beaches and the heart

  Rob Severin Rob Severin Real Estate Co

  1318 Duncan St Unit 3, Key West, FL 33040
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  /45

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft

  2012 Roosevelt Dr, Key West, FL 33040

  Spacious and well-designed 3-bedroom, 2-bathroom home offering a flexible and functional floor plan perfect for today's lifestyle. The main level features an open kitchen with center island, ample cabinetry, and stainless appliances, flowing seamlessly into a bright family room. A separate living room and dedicated office provide additional space for work, relaxation, or entertaining.The first

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

  2012 Roosevelt Dr, Key West, FL 33040
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  /28

  $850,000

  • 2 Beds
  • 2 Baths
  • 548 Sq Ft

  1422 Catherine St, Key West, FL 33040

  Welcome to 1422 Catherine Street in The Heart of Key West.Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally

  Bobby Coe RE/MAX Keys Connection (KW)

  1422 Catherine St, Key West, FL 33040
• 

  

  /36

  $1,254,000

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

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040

  This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named 'Serenity by the Sea' is the unforgettable retreat you have been

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040
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  /21

  $779,000

  • 2 Beds
  • 2 Baths
  • 768 Sq Ft

  1012 Packer St Unit 7 A, Key West, FL 33040

  PRICE REDUCTION!! This secluded condo is close to all the fun Key West has to offer, including famous Duval St! Bike to local markets, theaters, restaurants, music venues, and the beach!! The home is tucked away among a lush garden of mature trees in desirable Truman Gardens. Take in the beauty by sitting on either one of two porches. Inside, a split layout offers privacy with each of the two

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  1012 Packer St Unit 7 A, Key West, FL 33040
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  /33

  $669,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  123 Golf Club Dr, Key West, FL 33040

  Step inside this lovely move-in ready townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and back stairs

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  123 Golf Club Dr, Key West, FL 33040
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  /43

  $875,000

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

  236 Golf Club Dr, Key West, FL 33040

  Beautifully appointed home that offers a charming backyard with a covered patio and built in spa offers a perfect blend of comfort and luxury. The open-concept design features a spacious living area with large windows that flood the space with natural light. Stunning 2 story home in the gated Sanctuary of the Key West Golf Course. 2 upstairs bedrooms both with en suite full bathrooms and a half

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  236 Golf Club Dr, Key West, FL 33040
• 

  

  /21

  $849,000

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

  2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

  Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

  Andrea Otava Last Key Realty, Inc (KW)

  2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040
• 

  

  /3

  $799,000

  • 2 Beds
  • 3 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. The Key West Golf Club also features a fitness

  The Behmke Group Keller Williams Key West Compass Realty

  202 Golf Club Dr, Key West, FL 33040
• 

  

  /24

  $1,000,000

  • 4 Beds
  • 3 Baths
  • 1,239 Sq Ft

  2004 Patterson Ave, Key West, FL 33040

  Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage--ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  2004 Patterson Ave, Key West, FL 33040
• 

  

  /3

  $300,000

  • Land

  6000 Peninsular Ave, Key West, FL 33040

  Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  6000 Peninsular Ave, Key West, FL 33040

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