Homes for Sale near Monroe County School District Virtual Instruction Program

• 

  

  

  /23

  $799,000

  $96K PRICE DROP

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

  202 Golf Club Dr, Key West, FL 33040

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

  

  

  /28

  $999,000

  $200K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,580 Sq Ft

  1222 Florida St, Key West, FL 33040

  Picture living right in the heart of Key West where you can roll out of bed, grab a café con leche, and be on your way to Duval, the Historic Seaport, or the island's best local spots in minutes--welcome to 1222 Florida Street. This 3-bedroom, 1 bathroom single-family home with brand new flooring offers that classic Key West lifestyle with the comfort and simplicity buyers love: an easy, livable

  Jimmy Lane Island Life Realty Experts

  1222 Florida St, Key West, FL 33040
• 

  

  

  /23

  $4,900

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

  28 Whistling Duck Ln, Key West, FL 33040

  Bright and spacious 3-bedroom, 2-bathroom home perfectly situated in the Key West Golf Club community. Overlooking the 9th hole, this property offers a peaceful setting in one of the most desirable parts of the neighborhood, with plenty of parking available. The home is offered unfurnished, with no utilities included, giving you the flexibility to make it your own. One bedroom is downstairs with

  Everett Watkins Keller Williams Key West Compass Realty

  28 Whistling Duck Ln, Key West, FL 33040
• 

  

  

  /20

  $1,250,000

  $545K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft

  422 Amelia St Unit 6, Key West, FL 33040

  Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating as a very successful short term vacation rental business. Experience all that Key West has to offer nearby with restaurants, shops, art galleries, beaches and more all in walking or biking distance!

  Tonya Cabanas Truman & Co. (KW)

  422 Amelia St Unit 6, Key West, FL 33040
• 

  

  

  /24

  $2,699,000

  $90K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,212 Sq Ft

  3206 Riviera Dr, Key West, FL 33040

  Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ultimate Key West lifestyle. This fully gated residence offers 60 feet of waterfront with no neighbors across, creating unmatched privacy and serene water views. Inside, a bright open floor plan with a wall of glass impact sliders connects indoor living to the outdoors. The spacious kitchen features a large

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  3206 Riviera Dr, Key West, FL 33040
• 

  

  /30

  $1,849,000

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

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040

  TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush tropical courtyard with huge beachfront pool, hot tub and distant ocean view. Offered fully furnished turnkey with a strong professionally managed vacation rental history and future rentals already in place. Recently underwent a

  Wendy Zintsmaster Truman & Co. (KW)

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040
• 

  /2

  $375,000

  • Land
  • 2.39 Acres
  • $156,904 per Acre

  6810 Front St, Key West, FL 33040

  Great Opportunity and location. 25X60 deep water slip.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St, Key West, FL 33040
• 

  

  /5

  $1,095,000

  • Land
  • 2,388 Sq Ft
  • $19,974,121 per Acre

  416 Applerouth Ln, Key West, FL 33040

  Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

  Jenny Perry Preferred Properties (KW)

  416 Applerouth Ln, Key West, FL 33040
• 

  

  /21

  $2,975

  • 1 Bed
  • 1 Bath
  • 365 Sq Ft

  904 Terry Ln Unit 4, Key West, FL 33040

  Ideal Island Retreat, this adorable, furnished 2nd floor condo with central AC has everything you need in order to fully enjoy Old Town KW living. A designated parking spot (golden asset!) on quiet Terry Lane, which is bordered by Whitehead, Thomas, Olivia Sts & Truman Ave, is steps away from famous Duval St, the Hemingway & Lighthouse, as well as iconic restaurants Blue Heaven & Moon Dog Cafe.

  Jimmy Lane Island Life Realty Experts

  904 Terry Ln Unit 4, Key West, FL 33040
• 

  

  /18

  $999,000

  $51K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Income - $91,800/YearThis income-producing duplex offers two spacious units, each featuring 3 bedrooms and 1 bathroom--an ideal setup for steady, long-term rental demand. Currently leased at $3,850 and $3,800 per month, the property delivers a strong annual income of $91,800.Situated on a 4,400 sq. ft. lot in a desirable location near the coast, this property is just a

  Monika Rydzak eXp Realty LLC KW Branch

  1916 Seidenberg Ave, Key West, FL 33040
• 

  

  /31

  $1,560,000

  $20K PRICE DROP

  • 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
• 

  

  /21

  $1,699,000

  Open Sun 1PM - 2:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,008 Sq Ft

  1401 Grinnell St, Key West, FL 33040

  Beautifully renovated corner-lot home in the heart of Casa Marina. This 2-bedroom, 2.5-bath residence sits on a 4,331 sq. ft. lot with room for a pool and offers a seamless blend of modern updates and classic Key West charm. Highlights include wide-plank wood floors, a bright all-white interior, and a designer kitchen featuring custom cabinetry, La Cornue gas range, paneled dishwasher, wine

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1401 Grinnell St, Key West, FL 33040
• 

  

  /31

  $1,500,000

  $150K PRICE DROP

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Right in the heart of Key West, this income-producing triplex is the kind of property investors are always asking for--strong numbers, solid layout, and a location that never goes out of style. The property features three spacious units, each offering 3 bedrooms and 2 bathrooms, making them highly desirable for long-term tenants. The front unit stands out with its single-level design--larger than

  Monika Rydzak eXp Realty LLC KW Branch

  1821 Harris Ave, Key West, FL 33040
• 

  

  /20

  $685,000

  Open Sun 12PM - 3PM $10K PRICE DROP

  • 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
• 

  

  /14

  $245,000

  5555 College Rd Unit 9, Key West, FL 33040

  OWNER FINANCING AND QUICK CLOSE AVAILABLE. Lowest cost liveaboard 45'X 16' slip in Key West. Live in Paradise for only $245,000 with HOA fee and property tax of less than $600 per month (plus utilities). This 120 slip marina is deeded real property where you own the bay bottom, desired floating concrete design, located in well-protected area and on leeward side of the island. Pool and fitness

  James Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 9, Key West, FL 33040
• 

  

  /43

  $1,290,000

  $109K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  617 Fleming St Unit 4, Key West, FL 33040

  OLD TOWN, light-filled condo just one block to Duval Street! This home shines with 23 windows on two levels and relaxes with its easy, breezy, tropical vibe, landscaped grounds and pool. Turn-key, renovated and furnished, this condo resides in the historic Campbell Building on Fleming Street, one of Old Town's most coveted. Enjoy a gorgeous interior with pine floors throughout, new ac mini splits

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  617 Fleming St Unit 4, Key West, FL 33040
• 

  

  /30

  $2,150,000

  $100K PRICE DROP

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

  810 Carey Ln, Key West, FL 33040

  Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush

  Mitzi Krabill Truman & Co. (KW)

  810 Carey Ln, Key West, FL 33040
• 

  

  /65

  $7,500,000

  • 5 Beds
  • 4.5 Baths
  • 5,378 Sq Ft

  3750 Sunrise Ln, Key West, FL 33040

  At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market. Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale, privacy,

  Terri Spottswood Truman & Co. (KW)

  3750 Sunrise Ln, Key West, FL 33040
• 

  

  /32

  $919,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  2417 Linda Ave, Key West, FL 33040

  LOVELY 3 BEDROOM 2 BATH HOME WITH POOL AND PARKING!! Home has been owner occupied and well maintained. The property boasts a spacious lot that includes a pool, a deck area, a covered space for entertaining, tropical landscaping, and a fence for added privacy. Inside, the home features a thoughtful floor plan with a bright living room and an expansive family room, which has French doors leading

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2417 Linda Ave, Key West, FL 33040
• 

  

  /58

  $1,895,000

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  1204 Leon St, Key West, FL 33040

  Beautiful three bedroom and two bath home neighboring the famed Tennessee Williams family property. Immaculate with vaulted ceilings and stunning windows. Two bedrooms on the first floor share a bath with large soaking tub. The master suite fills the second floor with a spacious suite including sitting area and grand master bath with private spaces for both the tub and dual sinks and also

  Daniel Skahen Preferred Properties (KW)

  1204 Leon St, Key West, FL 33040
• 

  

  /36

  $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
• 

  

  /6

  $849,000

  $100K PRICE DROP

  • 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
• 

  

  /30

  $1,150,000

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  263 Golf Club Dr, Key West, FL 33040

  Property has been rented under a long term lease at $4600 month. Excellent tenant! Buyer must assume the rental. BEST PRICE and LOCATION for a three bedroom home in the Sanctuary at the Key West Golf Club!BRAND NEW impact windows and doors!This charming single family home features 3 bedrooms, 2.5 baths and gorgeous first floor open floor plan.Enjoy the large rear covered deck over

  Behmke The Compass Realty (KW)

  263 Golf Club Dr, Key West, FL 33040
• 

  

  /6

  $725,000

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

  3301 Duck Ave Unit D, Key West, FL 33040

  2 story Townhouse with 2 car garage, No HOA; Large Living room downstairs and Family room upstairs; Updated Kitchen.

  Dominic Ip Century 21 Circle- Islamorada

  3301 Duck Ave Unit D, Key West, FL 33040
• 

  

  /20

  $1,735,000

  $240K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,036 Sq Ft

  4 Evergreen Ct, Key Haven, FL 33040

  Price Reduction - $200k below current appraisal. Seller Financing is possible with 20% down - 7 years, interest only @ 5.0%. This beautiful home is ELEVATED above flood, has 4 bedrooms, 3 Baths and is move in ready. Located on one of the most desirable streets in the luxury Key Haven community just minutes from Key West. The home is solid concrete and has 10' ceilings on both floors. On the

  Deborah Batty Location 3 Real Estate of KW Inc (KW)

  4 Evergreen Ct, Key Haven, FL 33040
• 

  

  /36

  $3,595,000

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft

  710 Caroline St, Key West, FL 33040

  An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
• 

  

  /21

  $639,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  81 Golf Club Dr, Key West, FL 33040

  Welcome to your private island retreat in the Key West Golf Club community on Stock Island. Perfectly positioned with spectacular views of the first green of the golf course, this charming 2-bedroom, 1.5-bath home offers peaceful green views with no rear neighbors, creating a serene setting rarely available in the neighborhood. Inside, the 780-square-foot residence has been thoughtfully updated

  Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

  81 Golf Club Dr, Key West, FL 33040
• 

  

  /39

  $2,550,000

  $125K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  Step into a residence that has captured the national spotlight. Recently honored as a Wall Street Journal ''House of the Week,'' 1017 Angela Street is a 118-year-old Old Town cottage masterfully reimagined for the modern connoisseur. Tucked away on a tranquil lane, yet moments from the Historic Seaport and Duval Street, this three bedroom, three and a half bath home is the ultimate blend of calm

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
• 

  

  /9

  $850,000

  • Land
  • 5,199 Sq Ft
  • $7,120,385 per Acre

  1720 United St, Key West, FL 33040

  Welcome to 1720 United Street -- a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants,

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

  1720 United St, Key West, FL 33040
• 

  

  /69

  $1,390,000

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  16 Key Haven Blvd, Key West, FL 33040

  Introducing 16 Key Haven Boulevard--an exceptional canal-front residence offering refined island living in the exclusive community of Key Haven. Perfectly positioned along a canal with quick access to open water, this property embodies the ultimate Florida Keys boating lifestyle.Designed to capture natural light and tranquil water views, the home features spacious, open-concept living areas

  Barbara Crespo Keller Williams Key West Compass Realty

  16 Key Haven Blvd, Key West, FL 33040
• 

  

  /47

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe IV Coastal Collection Real Estate Inc.

  405 Petronia St, Key West, FL 33040
• 

  

  /26

  $868,000

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25410, Key West, FL 33040

  Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular

  Richard Haskins Buy The Keys

  3625 Seaside Dr Unit 25410, Key West, FL 33040
• 

  

  /10

  $345,000

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  3312 Northside Dr Unit 712, Key West, FL 33040

  Experience Key West sunsets and ocean breezes from this TOP-FLOOR unit! This one-bedroom, one-bathroom residence boasts a spacious and practical floor plan with private balcony. Recent enhancements include a NEW HVAC system, NEW electricalpanel, NEW impact-resistant windows and doors and kitchen appliances. Situated near shopping centers, cinema, schools & dining, this unit makes an ideal

  Haydee Stewart Bascom Grooms Real Estate (KW)

  3312 Northside Dr Unit 712, Key West, FL 33040
• 

  

  /9

  $6,499,000

  $3M PRICE DROP

  • Land
  • 54.44 Acres
  • $119,379 per Acre

  7200 5th St, Stock Island, FL 33040

  A rare opportunity to own a private island minutes from Key West. There are so many possibilities. A private equestrian estate, ''The Southernmost Stables ''. This property would be an excellent place to host large events or possibly therapeutic programs or retreats.Beautiful beach areas. Easy to get to, as the island has access to the mainland via a 1/2 mile land bridge. The property is also

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  7200 5th St, Stock Island, FL 33040
• 

  

  /12

  $299,000

  5555 College Rd Unit 10, Key West, FL 33040

  Incredible chance to own a premier slip in the private/gated Sunset Marina. Located at the end of the Sailfish pier, this 50' by 20' slip allows stress free docking and direct open water access for a wide range of boats. The slip is equipped with its own metered water, electric, and a lockable dock box to store items. HOA fees cover access to parking, the heated pool, spa, and clubhouse. In the

  Mason Kelly Expert Realty LLC (HQ)

  5555 College Rd Unit 10, Key West, FL 33040
• 

  

  /25

  $355,000

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  3312 Northside Dr Unit 205, Key West, FL 33040

  Charming second-floor 1 bedroom, 1 bath condominium featuring a functional layout with a kitchen that offers modern appeal and a comfortable living space enhanced by tile flooring throughout. Large sliding doors open to a private balcony overlooking the tennis courts. The bathroom has been thoughtfully maintained with updated finishes. Located within the gated community of Santa Clara

  The Spottswood Team Truman & Co. (KW)

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

  

  /11

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1014 Truman Ave Unit 202, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional. Step inside to a sunlit, open-concept living space where clean lines and bamboo

  Dominic Paolillo Jr. Truman & Co. (KW)

  1014 Truman Ave Unit 202, Key West, FL 33040
• 

  

  /34

  $1,678,000

  • 4 Beds
  • 3.5 Baths
  • 2,082 Sq Ft

  2519 Staples Ave, Key West, FL 33040

  Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclable and desirable streets in Midtown. Recently completed renovations offer the opportunity to be the first to live in this thoughtfully rethought home, where modern upgrades meet relaxed island living. Spanning approximately 2,100

  Everett Watkins Keller Williams Key West Compass Realty

  2519 Staples Ave, Key West, FL 33040
• 

  

  /33

  $1,100,000

  $150K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 767 Sq Ft

  738 Olivia St, Key West, FL 33040

  Charming Old Town Retreat in X Flood Zone! Step into island living with this beautifully renovated 1-bedroom, 1.5-bath home, plus sleeping loft and cabana, in the heart of Old Town Key West. Thoughtfully updated with quartz countertops, custom wood cabinetry, and top-of-the-line stainless steel appliances, this home seamlessly blends modern comfort with historic charm. A cozy sleeping loft offers

  Jimmy Lane Island Life Realty Experts

  738 Olivia St, Key West, FL 33040
• 

  

  /36

  $1,550,000

  $325K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft

  103 Key Haven Rd, Key West, FL 33040

  Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

  Elaine Coyle Keller Williams Key West Compass Realty

  103 Key Haven Rd, Key West, FL 33040

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