Homes for Sale near Monroe County School District Virtual Instruction Program

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  /74

  $2,199,000

  $100K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 2,570 Sq Ft

  1609 United St, Key West, FL 33040

  This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1609 United St, Key West, FL 33040
• 

  

  

  /20

  $169,000

  • Land
  • 0 Sq Ft

  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
• 

  

  

  /30

  $2,100,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  1119 Whitehead St, Key West, FL 33040

  Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval Street and three blocks from the iconic Southernmost Point. Taken down to the studs and fully renovated in 2018, the three-bedroom, two-bath home delivers high-end finishes throughout, plus the rare bonuses of a private gated

  Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

  1119 Whitehead St, Key West, FL 33040
• 

  

  

  /68

  $1,890,000

  $210K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,146 Sq Ft

  530 White St, Key West, FL 33040

  Wonderful large home with a 7400 square foot yard!. Currently configured as 3 units, this property can be lived in as is or renovated for maximum potential. Located on the corner of White street and Stump lane, this property has beautiful grounds, room for a large pool, a workshop, decking, and off street parking. The First level features 2 units, each one has 2 bedrooms and 1 bath. Each unit is

  Elaine Coyle Keller Williams Key West Compass Realty

  530 White St, Key West, FL 33040
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  /33

  $800,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 648 Sq Ft

  906 Truman Ave Unit 2, Key West, FL 33040

  Old Town First floor 2 Bedroom, 2 Bath condo, pool side!. Great Old Town location, close to Restaurants, '' Walk on White' , Grocery store, and a short walk or bicycle ride to Duval street. This wonderful 2 bedroom, 2 bath condo is one of 4 units and is located steps from the shared pool. Unique to this condo is an outside covered area with a Grill, wet-bar, and seating, exclusively for use with

  Elaine Coyle Keller Williams Key West Compass Realty

  906 Truman Ave Unit 2, Key West, FL 33040
• 

  

  /20

  $3,395,000

  6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040

  LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25'.Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from

  Jerry Hughes Beach Club Brokers (KW)

  6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040
• 

  

  /28

  $2,495,000

  • 5 Beds
  • 4 Baths
  • 3,136 Sq Ft

  1104 Truman Ave, Key West, FL 33040

  NEW LISTING! Old Town Key West Four-Unit Property in a Prime Old Town Key West Location. 1104 Truman Avenue is a legal four-unit property with multiple use possibilities. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal

  Nancy Swift Location 3 Real Estate of KW Inc (KW)

  1104 Truman Ave, Key West, FL 33040
• 

  

  /22

  $868,000

  $30K PRICE DROP

  • 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
• 

  

  /59

  $4,495,000

  • 4 Beds
  • 4.5 Baths
  • 2,806 Sq Ft

  1614 Washington St, Key West, FL 33040

  Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of

  Richard Patten Your Keys Real Estate, LLC

  1614 Washington St, Key West, FL 33040
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  /35

  $1,179,000

  $171K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  97 Seaside North Ct Unit 97, Key West, FL 33040

  Quietly set within the gated Seaside Residences community, 97 Seaside Court North is a 2-bedroom, 3-full-bath, light-filled end-unit townhome offering privacy, volume, and a distinctly calm island feel. Built with solid masonry construction and impact-rated windows and doors, the home provides durability, security, and peace of mind. Solar panels paired with a Generac battery storage system

  Richard Patten Your Keys Real Estate, LLC

  97 Seaside North Ct Unit 97, Key West, FL 33040
• 

  

  /25

  $3,485,000

  • 7 Beds
  • 7 Baths
  • 3,956 Sq Ft

  709 Whitmarsh Ln, Key West, FL 33040

  This exceptional 6-dwelling unit redevelopment opportunity perched atop Solares Hill, the 18' highest point in Key West, is practically shovel-ready and includes top-level planning & design that resulted in an issued building permit in 2024. Substantial renovation is already complete on four of the 1-bedroom units; only the single family house renovation and condo conversion remain. The current

  Keith Bland Truman & Co. (KW)

  709 Whitmarsh Ln, Key West, FL 33040
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  /34

  $635,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3675 Seaside Dr Unit 342, Key West, FL 33040

  Welcome to your private slice of paradise at 3675 Seaside Drive, Unit 342 -- a highly desirable end unit offering enhanced privacy, abundant natural light, and a peaceful coastal setting. Thoughtfully designed for comfortable island living, this bright and airy residence features an open-concept layout ideal for both everyday living and effortless entertaining. The well-appointed kitchen flows

  Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

  3675 Seaside Dr Unit 342, Key West, FL 33040
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  /58

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
• 

  

  /30

  $820,000

  $30K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  Old Town Condo Near Duval:Bright 1-bedroom, 1-bath condo located in the heart of Historic Old Town Key West. Featuring high ceilings and an open floor plan, this residence is filled with natural light. Just steps from Duval Street, dining, shopping, and entertainment. Ideal as a vacation rental, investment property, or personal island retreat.OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

  Letisia Powell Robert Slack LLC

  817 Eaton St Unit 1, Key West, FL 33040
• 

  

  /5

  $3,300

  • 2 Beds
  • 1 Bath

  1110 White St Unit 2, Key West, FL 33040

  2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities. Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

  Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

  1110 White St Unit 2, Key West, FL 33040
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  /28

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  1227 20th Terrace, Key West, FL 33040

  *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf

  Wade Meyer Real Estate Management of Key West, LLC

  1227 20th Terrace, Key West, FL 33040
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  /37

  $4,695,000

  $55K PRICE DROP

  • 4 Beds
  • 4.5 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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  /16

  $2,033,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  1 & 2 Aronovitz Ln, Key West, FL 33040

  Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers.The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction

  Alexa Morgan Buy The Keys

  1 & 2 Aronovitz Ln, Key West, FL 33040
• 

  

  /17

  $3,995

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  81 Golf Club Dr, Key West, FL 33040

  For Rent - Key West Golf Club Community Beautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living. This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private

  Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

  81 Golf Club Dr, Key West, FL 33040
• 

  

  /40

  $950,000

  $25K PRICE DROP

  • 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
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  /31

  $1,100,000

  $199K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  Price Reduced!!! Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price. Please ask Listing Agent about historical significance of this property.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
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  /45

  $1,249,000

  $150K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft

  846 Olivia St, Key West, FL 33040

  Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and

  Tommy Mack Coastal Collection Real Estate Inc.

  846 Olivia St, Key West, FL 33040
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  /37

  $2,990,000

  • 4 Beds
  • 3 Baths
  • 1,787 Sq Ft

  1327 Whitehead St, Key West, FL 33040

  Modern luxury meets historic charm at this ultimate Key West sanctuary! Experience the pinnacle of island living in this stunning multi-story home built in 2018. Situated on the largest and most private parcel within an exclusive gated community, this home offers a rare combination of space and privacy in an unbeatable location. Tucked away off Whitehead Street, you'll be just steps from the

  Rodney Culiver Last Key Realty, Inc (KW)

  1327 Whitehead St, Key West, FL 33040
• 

  

  /20

  $1,299,000

  $200K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,599 Sq Ft

  1626 von Phister St, Key West, FL 33040

  There is a reason so many locals dream about living on Von Phister Street. The mature trees create shade across the wide streets, the neighborhood feels calm and residential, and everything from the beach to Old Town is still just a quick bike ride away. 1626 Von Phister Street offers the rare opportunity to enjoy one of Key West's most desirable locations while still being one of the more

  Ted Stewart Truman & Co. (KW)

  1626 von Phister St, Key West, FL 33040
• 

  

  /42

  $4,450,000

  $145K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,985 Sq Ft

  1113 Stump Ln, Key West, FL 33040

  Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

  Terri Spottswood Truman & Co. (KW)

  1113 Stump Ln, Key West, FL 33040
• 

  

  /27

  $1,895,000

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  1310 Atlantic Dr, Key West, FL 33040

  NEW PRICE ALERT''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Newly incorporated artwork, furniture and freshly painted!Discover serenity in this elevated 3-bedroom, 3-bath Key West retreat, built in 2013, including modern impact doors and windows. The thoughtful two-story design features a convenient first-floor bedroom and two

  Elizabeth Chamberlain Truman & Co. (KW)

  1310 Atlantic Dr, Key West, FL 33040
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  /68

  $1,225,000

  $175K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,392 Sq Ft

  31 Coral Way, Key West, FL 33040

  Active nightly vacation rental located just minutes from Old Town Key West; this beautifully maintained 3-bedroom, 3-bathroom home offers the perfect blend of resort-style amenities and island living. This home features an open-concept floor plan with vaulted ceilings, abundant natural light, and a well-appointed kitchen complete with brand new stainless steel appliances and granite countertops.

  Krystal Thomas eXp Realty LLC Southernmost Branch

  31 Coral Way, Key West, FL 33040
• 

  

  /25

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,302 Sq Ft

  1618 Flagler Ave, Key West, FL 33040

  First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one

  Jason Barroso Century 21 All Keys Inc (KW)

  1618 Flagler Ave, Key West, FL 33040
• 

  

  /19

  $3,975

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

  Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

  Douglas Miller Amerirealty Corp (KW)

  1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
• 

  

  /15

  $2,775

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  1318 Duncan St Unit 3, Key West, FL 33040

  AVAILABLE JULY 1st. Lease at $2775 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close 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 of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared

  Rob Severin Rob Severin Real Estate Co

  1318 Duncan St Unit 3, Key West, FL 33040
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  /9

  $2,050

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft

  1120 Washington St Unit SU, Key West, FL 33040

  Studio available at the lower end of Washington Street, for one person. No pets permitted. Water is included. First month, last month, and security deposit required upfront. Please note, there is no washer or dryer on site.

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  1120 Washington St Unit SU, Key West, FL 33040
• 

  

  /10

  $499,000

  • 2 Beds
  • 1 Bath
  • 644 Sq Ft

  6800 Maloney Ave Unit 20, Stock Island, FL 33040

  This 2-bedroom one bath manufacture home, is located in Harbour Shores a well run condominium association park with very reasonable fees of $200 a month. This home sits on one of the bigger lots with provides off street parking with its own private driveway. The park also offers boat docking at very good rates for owners with easy ocean access. The home has a newer roof and central air

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  6800 Maloney Ave Unit 20, Stock Island, FL 33040
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  /28

  $760,000

  $115K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,292 Sq Ft

  2016 Fogarty Ave, Key West, FL 33040

  Welcome to 2016 Fogarty Avenue in Midtown Key West -- a charming 2-bedroom, 1-bath wood-frame home situated on a full 5,000 sq. ft. lot in one of the island's up-and-coming neighborhoods. Inside, vaulted ceilings create an airy sense of space, complemented by warm wood flooring throughout. The nicely appointed kitchen offers ample cabinetry and workspace, flowing easily into the main living area

  Kirksten Irick Preferred Properties (KW)

  2016 Fogarty Ave, Key West, FL 33040
• 

  

  /15

  $1,100,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft

  1311 Newton St, Key West, FL 33040

  This charming conch retreat property has been completely renovated and refurbished to contemporary standards and expectations: two bedrooms, two baths, an impressive great room, tranquil pool area, and one of the best geographic locations on the island. This lodging is named the Conch Republic Retreat in reference to Key West's laid-back attitude and, more specifically, to its Meadows

  Louis Condos Berkshire Hathaway HomeServices Knight & Gardner Realty

  1311 Newton St, Key West, FL 33040
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  /24

  $899,000

  $76K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  3746 Paula Ave, Key West, FL 33040

  This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

  Rob Severin Rob Severin Real Estate Co

  3746 Paula Ave, Key West, FL 33040
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  /82

  $2,799,000

  $176K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  529 Simonton St, Key West, FL 33040

  X Flood Zone 13ft above sea-level! Gorgeous CONCH home in the ultimate Old Town location - only one block from Duval, in a neighborhood lined with historic homes! Live in the heart of Old Town where charming architecture, iconic streetscapes, and Key West's finest restaurants and shops are right outside your door. This beautifully restored 1889 Conch home has been completely renovated in 2022 to

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  529 Simonton St, Key West, FL 33040
• 

  

  /52

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1800 Atlantic Blvd Unit 308A, Key West, FL 33040

  Discover coastal living at 1800 Atlantic with a spacious two-bedroom, two-bath residence offering an open layout and peaceful ocean views from its private balcony. This well-cared-for home has been lovingly maintained in mostly original condition and provides the perfect opportunity to enjoy it as-is or update to your personal vision. Inside, you'll find porcelain tile flooring throughout, an

  Stacy Stahl Realty ONE Group Destination

  1800 Atlantic Blvd Unit 308A, Key West, FL 33040
• 

  

  /4

  $1,000,000

  $275K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,640 Sq Ft

  1503 Seminary St, Key West, FL 33040

  Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering includes two side-by-side parcels with endless potential for redevelopment or renovation.1503 Seminary Street features a 2-bedroom, 1-bathroom single-family home built in 1943 with 1,160 sq. ft. of living area. The home offers a spacious layout ready for your personal touch -- ideal for a full remodel or a complete

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  1503 Seminary St, Key West, FL 33040
• 

  

  /27

  $550,000

  5950 Peninsular Ave Unit 644, Key West, FL 33040

  Best 50' Slip location in the Marina!Rents well when not personally using the slip via on-site rental mgt program.Slip can handle a 51' x 21' boat nicely...Commercial charter or fishing operations okay.Enjoy all the amenities of this gated first class resort and marina to include: six pools, fitness center, open parking, secure bath / showers, laundromat, fuel dock, dog park,

  Jerry Hughes Beach Club Brokers (KW)

  5950 Peninsular Ave Unit 644, Key West, FL 33040
• 

  

  /33

  $669,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  123 Golf Club Dr, Key West, FL 33040

  Step inside this lovely townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home is offered turnkey, it 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

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  123 Golf Club Dr, Key West, FL 33040

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