Homes for Sale near Monroe County School District Virtual Instruction Program

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  /54

  $3,000,000 Open Sat 10AM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,514 Sq Ft

  215 Whitehead St, Key West, FL 33040

  Welcome to 215 Whitehead Street, a captivating Mediterranean Revival home that artfully blends historic charm with sophisticated updates in one of Old Town Key West's most iconic locations. Once the beloved residence of Burt and Hazel Burnett, the property carries a rich legacy. Burt Burnett, a renowned artist, actor, and passionate supporter of the local theatre scene, infused the home with a

  Tommy Mack Coastal Collection Real Estate Inc.

  215 Whitehead St, Key West, FL 33040
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  /41

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040

  Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and

  Terrance Sullivan Ocean Sotheby's International Realty

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040
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  /34

  $1,250,000

  • 2 Beds
  • 3 Baths
  • 960 Sq Ft

  212 Southard St, Key West, FL 33040

  Take a look at this picture perfect townhouse located in the prestigious Truman Annex . Nice end unit located just off Southard St is in excellent condition with many renovations throughout the house. Kitchen has been nicely updated with stainless steel appliances, custom cabinetry and granite countertops. Bamboo flooring throughout the first level leads to a cozy back brick patio and the

  Mike Caron Keller Williams Key West Compass Realty

  212 Southard St, Key West, FL 33040
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  /43

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 1,203 Sq Ft

  60 Golf Club Dr, Key West, FL 33040

  Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental OpportunityStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of

  Matthew Sheehan Ocean Sotheby's International Realty

  60 Golf Club Dr, Key West, FL 33040
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  /32

  $1,850,000

  • 2 Beds
  • 3 Baths
  • 1,420 Sq Ft

  212 Fleming St, Key West, FL 33040

  Nestled within the highly sought-after Truman Annex neighborhood, this exquisite 2 bedroom, 2.5 bathroom single-family home offers an unparalleled Key West living experience. Its prime location puts you within effortless walking distance to Old Town's most treasured restaurants, vibrant attractions, and historic sites. Upon entering, you'll be captivated by the inviting ambiance. The interior

  Rodney Culiver Last Key Realty, Inc (KW)

  212 Fleming St, Key West, FL 33040
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  /24

  $1,985,000

  • 5 Beds
  • 2 Baths
  • 2,196 Sq Ft

  522 William St, Key West, FL 33040

  Welcome to 522 William Street - a rare renovation opportunity nestled in the heart of Old Town Key West. This classic Conch - style home sits on a prized street just steps from the Historic Seaport, world-class dining, and the island's vibrant energy. With its original Dade County pine, soaring ceilings, and vintage architectural details, this diamond in the rough is ready for

  Barbara Crespo Keller Williams Key West Compass Realty

  522 William St, Key West, FL 33040
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  /41

  $965,000

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

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

  PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like it's floating above the sea. Whether you sip your morning

  Donna Pezzi Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 404S, Key West, FL 33040
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  /29

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
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  /36

  $911,000

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

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040

  Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo

  Michelle Blades Realty Executives Florida Keys Old Town

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040
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  /43

  $1,950,000

  • 3 Beds
  • 4 Baths
  • 1,644 Sq Ft

  1332 Duncan St, Key West, FL 33040

  This one-of-a-kind Conch house effortlessly blends island charm with modern sophistication. Featuring three spacious bedrooms and four luxurious bathrooms, the home boasts stunning wall-to-wall Dade County pine that adds character and warmth throughout. The open floor plan is ideal for both entertaining and everyday living, seamlessly connecting the living area to a chef-inspired kitchen.The

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /21

  $1,900,000

  • 3 Beds
  • 4 Baths
  • 2,157 Sq Ft

  1417 Ashby St, Key West, FL 33040

  This historic property was originally a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. Hansen & Bringle cabinetry, central A/C down. Upstairs configuration is 2 studio apartments, both with outdoor space and these could be additional bedrooms with en-suite

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  1417 Ashby St, Key West, FL 33040
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  /29

  $799,900

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

  1014 Truman Ave Unit 3, Key West, FL 33040

  This stunning two-bedroom, two-bath condominium has just hit the market and is ready to wow you with its luxurious features and unbeatable location in the heart of Key West.Step inside to discover a beautifully remodeled interior boasting designer-grade finishes throughout. The spacious layout offers two full baths for added convenience, ensuring comfort and privacy for you and your guests.Enjoy

  Matthew Carlson Realty ONE Group Destination

  1014 Truman Ave Unit 3, Key West, FL 33040
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  /39

  $1,895,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chef's dream, featuring stainless

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1121 Whitehead St, Key West, FL 33040
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  /36

  $875,000

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

  3841 N Roosevelt Blvd Unit 215, Key West, FL 33040

  Step into the world of luxury living at Beachside Key West, where you can own a piece of paradise that functions as both a high-end resort and a private retreat. This exceptional condotel unit offers the rare flexibility of full-time residency or a lucrative vacation rental opportunity.Designed for ultimate convenience, the unit features a versatile two-part layout. The main suite is a spacious

  Tracy Larson Century 21 BE3

  3841 N Roosevelt Blvd Unit 215, Key West, FL 33040
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  /29

  $849,000

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

  1800 Atlantic Blvd Unit C130, Key West, FL 33040

  Best price at 1800 Atlantic & with a preferred courtyard location with an ocean view.Your opportunity has arrived! Take advantage of this exciting new lower price plus a $10,000 redecorating credit to own in one of the few true oceanfront communities in Key West. Now one of the best priced condo with 2 bedrooms or more on the entire Smathers Beach side of Key West, there's even a partial ocean

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

  1800 Atlantic Blvd Unit C130, Key West, FL 33040
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  /16

  $790,000

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 152, Key West, FL 33040

  This ground floor unit in the beautiful and gated Truman annex has been an extremely successful vacation rental for the past 11 years. It comes as no surprise that it has gained rave reviews and repeat guests over the years who delight in the ideal location, functionality, beautiful grounds , amazing pool and privacy!

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  620 Thomas St Unit 152, Key West, FL 33040
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  /28

  $869,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  204 Southard St Unit 5, Key West, FL 33040

  Welcome to your perfect island retreat! This beautifully maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor, offering the best of Key West living. Step out onto one of the two private balconies--one in the front and one in the rear--which are perfect for enjoying the ocean breeze and tropical treetop views.Inside, you'll find an inviting layout, featuring a modern

  Stacy Stahl Realty ONE Group Destination

  204 Southard St Unit 5, Key West, FL 33040
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  /37

  $1,199,000

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

  86 Seaside Ct N, Key West, FL 33040

  Elegant townhome. Community is accessed by electronic gate. Spacious three-story floor plan includes covered entryway, 2 car enclosed garage, laundry room, private elevator, fenced yard, private covered patio on the ground floor. The first level features 2 bedrooms with ensuite baths and balconies. The top floor features soaring ceilings and floor to ceiling windows. The gourmet kitchen has

  Karleen Grant Beach Club Brokers (KW)

  86 Seaside Ct N, Key West, FL 33040
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  /32

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  237 Southard St, Key West, FL 33040

  This beautifully renovated and furnished end unit townhouse in the award winning Truman Annex is now for sale. This 2 story 2 bedroom/ 1 1/2 bath townhouse has a wonderfully renovated kitchen with quartz countertops, new cabinets and stainless appliances. The dining and living area flow outside to a poolside deck area. The front porch is wonderful for people watching and a great spot for the

  Mike Caron Keller Williams Key West Compass Realty

  237 Southard St, Key West, FL 33040
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  /15

  $1,050,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  2928 Fogarty Ave, Key West, FL 33040

  Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining

  Leah Jabour Keller Williams Key West Compass Realty

  2928 Fogarty Ave, Key West, FL 33040
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  /26

  $1,450,000

  • 3 Beds
  • 3 Baths
  • 1,420 Sq Ft

  55 Coral Way, Key West, FL 33040

  Here is your chance to purchase a FULLY TRANSIENT 3BR/3BA 1420 sq ft home. OCTOPUS'S GARDEN is one of only 8 stand alone units in the Coral Hammock gated community. This income-producing home is being offered as a turnkey purchase, whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. You will be just down the street from the famous Hogfish Bar &

  Christopher Santry Last Key Realty, Inc (KW)

  55 Coral Way, Key West, FL 33040
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  /4

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  30F Cross St, Stock Island, FL 33040

  Here's your chance to own a brand new 3 bedroom, 2 bathroom home with all the features you've been looking for--and then some. This home checks all the boxes: split floor plan, tile floors throughout, beautiful wood cabinets, quartz or granite countertops, and a full set of stainless steel appliances. It's the perfect blend of comfort, style, and durability.Enjoy Florida living with an 8' x 20'

  Jimmy Lane Island Life Realty Experts

  30F Cross St, Stock Island, FL 33040
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  /12

  $1,000,000

  • Land

  6810 Front St Unit S-LL-1C, Stock Island, FL 33040

  One of the largest slips in the Florida Keys.Perfect for large yachts and wide beam catamarans...Survey shows 100' long by 34' wide...but can accommodate up to 125' LOA boat.Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the commercial fishing and shrimping docks, it

  Jerry Hughes Old Town Realty

  6810 Front St Unit S-LL-1C, Stock Island, FL 33040
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  /21

  $560,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  3397 Northside Dr Unit 4, Key West, FL 33040

  Welcome to this delightful Key West townhouse offering comfort, convenience, and character in one of the island's most central locations! Just minutes from shopping, dining, theaters, and more, this 2-bedroom, 2-bath home is perfect for easy island living.The updated kitchen features granite countertops and opens to a spacious, fenced-in back deck--ideal for outdoor dining, relaxing, or rinsing

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

  3397 Northside Dr Unit 4, Key West, FL 33040
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  /18

  $489,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Discover an extraordinary opportunity to embrace the live aboard lifestyle at Sunset Marina with this spacious 60 ft x 20 ft boat slip with he ability to dock a 65ft boat, located on the coveted Barracuda Pier. This slip not only provides a comfortable living space but also serves as a profitable income-generating asset, making it an ideal investment for boating enthusiasts and investors

  Justyn Ewald Expert Realty LLC (HQ)

  5555 College Rd Unit 9, Key West, FL 33040
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  /25

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  12 Beechwood Dr, Key West, FL 33040

  Located in one of the most desirable neighborhoods, this beautifully maintained 3-bedroom, 2-bathroom home is move-in ready and situated on a quiet street in Key Haven. The home features a spacious, functional layout with abundant natural light and a large screened-in porch, perfect for indoor-outdoor living.Set on a great size lot, the property offers both a front and back yard, lush tropical

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  12 Beechwood Dr, Key West, FL 33040
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  /17

  $379,000

  • Land

  5555 College Rd Unit 12, Key West, FL 33040

  **Live-Aboard Boat Slip at Sunset Marina with possible owner financing**Discover the perfect live-aboard experience with this premium boat slip located in the serene Sunset Marina on Barracuda pier. This spacious slip measures 50 feet in length and 19 feet in width with the ability to dock a 55ft boat, offering ample room for your vessel and additional amenities. Boasting a generous control depth

  Justyn Ewald Expert Realty LLC (HQ)

  5555 College Rd Unit 12, Key West, FL 33040
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  /12

  $299,000

  • Land

  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
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  /42

  $797,000

  • 3 Beds
  • 3 Baths
  • 1,677 Sq Ft

  3739 Duck Ave, Key West, FL 33040

  Welcome to your tropical duplex opportunity in Key West which can be your slice of paradise. This beautifully duplex offers the perfect blend of charm, flexibility and opportunity in the Newtown section of Key West. The front home features 2 spacious bedrooms and 2 full bathrooms, filled with natural light and island charm. Enjoy the open living room, a well-appointed kitchen and dining area.

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  3739 Duck Ave, Key West, FL 33040
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  /29

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 104, Key West, FL 33040

  Watch the sky transform into a masterpiece each evening from your private balcony, where spectacular Key West sunsets paint the horizon in hues of gold, pink, and violet. Welcome to 3635 Seaside Drive, Unit 104, a serene first-floor condo in the highly sought-after Salt Ponds community, where natural beauty and modern ease blend seamlessly.Surrounded by lush mangroves and peaceful salt ponds,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  3635 Seaside Dr Unit 104, Key West, FL 33040
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  /10

  $1,699,000

  • 8 Beds
  • 10 Baths
  • 2,432 Sq Ft

  720 Emma St, Key West, FL 33040

  Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

  Wendy Zintsmaster Truman & Co. (KW)

  720 Emma St, Key West, FL 33040
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  /23

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 305, Key West, FL 33040

  New Listing! Salt Ponds Condo is offered furnished and is move-in ready! Sun drenched 2BR/2BA condo with balcony and tree top views. Ideal split bedroom floor plan with attached baths was recently professionally redecorated. Primary bedroom offers en suite bath (upgraded with glass shower and ceramic tile) and a spacious walk-in closet. Central AC(2021). Hurricane Shutters. Plantation

  Bascom Grooms Bascom Grooms Real Estate (KW)

  3635 Seaside Dr Unit 305, Key West, FL 33040
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  /29

  $199,900

  • Land
  • 0.00 Acre

  1801 N Roosevelt Blvd Unit Marlin 21, Key West, FL 33040

  1991 TROJAN DAY YACHT SAFELY MOORED IN WIDE SLIP IN KEY WEST CITY MARINA AT GARRISON BIGHT. 10 METER VESSEL SPORTS (2) 485 H P TOWER AND JOHNSON TURBO DIESEL ENGINES IN GOOD RUNNING ORDER. BRIDGE WITH 2 CAPTAIN'S CHAIRS, INSTRUMENT PANEL, ADDITIONAL SEATING AND REMOVAL EISEN GLASS TO PROTECT AGAINST THE ELEMENTS. THE SUN DECK HAS COMFORTABLE SEATING AND A LOVELY WATER VIEW AND SUNSHADE.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Marlin 21, Key West, FL 33040
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  /30

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  2119 Flagler Ave, Key West, FL 33040

  Charming Key West Single-Family Home on Oversized Lot - Room for a Pool! Welcome to your island retreat! Located in a desirable central Key West neighborhood, this well-maintained 2-bedroom, 2-bathroom single-family home sits on a spacious 5,000 sq ft (50x100) lot--offering ample space for a pool, tropical gardens, or even a guest cottage (with proper approvals).Inside, you'll find a bright and

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2119 Flagler Ave, Key West, FL 33040
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  /13

  $250,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040

  LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable.

  Annie Rivera Berkshire Hathaway Florida Realty

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040
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  /31

  $1,150,000

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

  263 Golf Club Dr, Key West, FL 33040

  Key West Golf Club single family home is now available for sale and immediate occupancy. Located in the Sanctuary, this home features 3 bedrooms and 2.5 baths. Enjoy your own private pool or relax at the community's large lagoon pool and fitness center. Open floor plan opens to the large rear deck with pool. Upstairs is the primary bedroom ensuite, two guest bedrooms and another full bath. All

  The Behmke Group Keller Williams Key West Compass Realty

  263 Golf Club Dr, Key West, FL 33040
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  /35

  $899,000

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

  224 Golf Club Dr, Key West, FL 33040

  Located in the coveted Sanctuary enclave of the Key West Golf Club, this fully renovated, move-in ready home offers privacy, comfort, and resort-style living--just minutes from Old Town.This detached two-bedroom, two-and-a-half-bath home features a light-filled, open-concept layout. The sleek kitchen includes quartz countertops, a waterfall island with storage on both sides, and new high-end

  Jenna Stauffer Ocean Sotheby's International Realty

  224 Golf Club Dr, Key West, FL 33040
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  /21

  $2,450,000

  • 6 Beds
  • 5 Baths
  • 2,587 Sq Ft

  1122 Simonton St, Key West, FL 33040

  CALLING ALL INVESTORS!! Excellent income producing rental property or employee housing with multiple units. All apartments are currently rented at below market rents. With its downtown location, low flood risk, turn-key income, and transient receivership zone, this property is perfectly positioned for savvy investors. Three 1bed 1bath units, One 2 bed 1 bath separate cottage. One studio. Please

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1122 Simonton St, Key West, FL 33040
• 

  

  /27

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  4 Kingfisher Ln, Key West, FL 33040

  Welcome to your tropical retreat in the desirable Key West Golf Club! This beautifully maintained 3-bedroom, 2-bath townhome offers serene views of the #2 tee and is nestled in a peaceful cul-de-sac with ample parking.Step inside to an open-concept main living area perfect for relaxing or entertaining. The laundry is conveniently located on the main floor, while all bedrooms and bathrooms are

  Irina Pytlik Keys Top Realty LLC

  4 Kingfisher Ln, Key West, FL 33040
• 

  

  /60

  $4,850,000

  • 5 Beds
  • 4 Baths
  • 3,148 Sq Ft

  202 Admirals Ln, Key West, FL 33040

  Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  202 Admirals Ln, Key West, FL 33040

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