Homes for Sale near May Sands Montessori School

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  /49

  $2,100,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /16

  $599,000

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

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
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  /5

  $1,079,000

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

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
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  /10

  $1,844,900

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

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
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  /51

  $3,399,000

  • 4 Beds
  • 3 Baths
  • 1,734 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  Miriam Novotny Compass Florida, LLC

  1501 White St, Key West, FL 33040
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  /20

  $615,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,305 Sq Ft

  3362 Pearl Ave, Key West, FL 33040

  PRICE REDUCED TO APPRAISED VALUE! Come check out this 2-bedroom, 2-bathroom home with a loft, ideally located in the heart of New Town, Key West. With 1,305 sqft of living space, this two-level property is perfect for first-time homebuyers or investors looking to expand their rental portfolio. Inside, you'll find a spacious and functional layout with a bright, open living area. The loft adds

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  3362 Pearl Ave, Key West, FL 33040
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  /27

  $2,350,000

  • 3 Beds
  • 3 Baths
  • 1,325 Sq Ft

  115 Front St Unit 101, Key West, FL 33040

  Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith.Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home

  Key West Luxury Finders Preferred Properties (KW)

  115 Front St Unit 101, Key West, FL 33040
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  /22

  $525,000

  • 2 Beds
  • 2 Baths
  • 808 Sq Ft

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

  Nice 2-bedroom, 2-bath condominium in the desirable Las Salinas community of Key West. Designed for comfort and style, this residence features a kitchen with granite countertops and stainless steel appliances. Floor-to-ceiling mirrors enhance the natural light, while oversized double closets in both bedrooms and an exterior storage locker provide ample storage. Enjoy your morning coffee with

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040
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  /25

  $1,149,000

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1210 Virginia St, Key West, FL 33040

  Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
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  /33

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 2,423 Sq Ft

  1516 17th Terrace, Key West, FL 33040

  New Listing in Sunrise Shores! Discover this stunning corner property situated on a spacious lot exceeding 13,000 sq ft. The main residence boasts over 1,783 sq ft of living space, complemented by a guest cottage of 640 sq ft. This well-maintained property has been lovingly cared for by the owners.Main Home Features:Three Bedrooms and Two BathroomsThoughtful layout featuring:A generous family

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1516 17th Terrace, Key West, FL 33040
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  /29

  $640,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040

  Discover resort-style living at Key West By The Sea! This ground-floor 1BR/1BA condo features a bright living space that opens to your private patio with pool views. The gated 8-acre community offers unbeatable amenities including two swimming pools (one heated), tennis courts, shuffleboard, a clubhouse, and tropical landscaped grounds. Perfectly located directly across from Smathers Beach, enjoy

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040
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  /42

  $1,350,000

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

  1075 Duval St Unit R10, Key West, FL 33040

  Here it is -- your ''Lock and Leave'' condo in the Heart of Old Town, Key West. Walk to all that Key West has to offer but still very much removed from all the noise of it. This is a beautiful two (2) bedroom two and a half (2.5) bathroom condo retreat just steps off of Duval Street in the master planned neighborhood of The Duval Square Community.Step inside to a welcoming foyer which leads to

  Bobby Coe RE/MAX Keys Connection (KW)

  1075 Duval St Unit R10, Key West, FL 33040
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  /37

  $860,000

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  3365 Flagler Ave, Key West, FL 33040

  Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees.The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home

  Becky Newman Better Homes and Gardens Real Estate Destinations

  3365 Flagler Ave, Key West, FL 33040
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  /15

  $839,000

  • Land

  1920 Patterson Ave, Key West, FL 33040

  Primed and Cleared Vacant lot ready for a New build - Excellent Midtown Location with easy access to downtown, excellent schools and New Town Shopping and Restaurants.Property used to have a structure so this has been approved by the city to build a single family and the Build Back letter is available upon request.Concrete wall surrounds entire property.Utility City Easement to the rear.Container

  Suzanne Moore Suzanne Moore Real Estate

  1920 Patterson Ave, Key West, FL 33040
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  /21

  $1,100,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted wood ceilings, loft, wood floors, oak cabinets, and a private deck perfect for al fresco dining

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, Key West, FL 33040
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  /26

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft

  5601 College Rd Unit A201, Key West, FL 33040

  Welcome to Sunset Marina, a prestigious gated condominium community known for its breathtaking sunset views. This rare corner unit offers 1,558 sq. ft. of well-designed living space, featuring 2 bedrooms and 2 bathrooms with sweeping views of both the Gulf and marina.The expansive living and dining area is enhanced by a built-in bar with a mini-fridge and mirrored shelving, while sliding glass

  Key West Luxury Finders Preferred Properties (KW)

  5601 College Rd Unit A201, Key West, FL 33040
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  /21

  $499,900

  • 2 Beds
  • 1.5 Baths
  • 1,032 Sq Ft

  3313 Pearl Ave, Key West, FL 33040

  MOTIVATED SELLER - BRING ALL OFFERS!! Take advantage of this fantastic opportunity to have your own slice of heaven; it's a perfect oasis amidst the unique, vibrant scene that Key West is famous for at a very economical price - with NO HOA! You will be just minutes from local beaches, top-rated restaurants, shopping, the international airport, and all the arts and culture Key West is famous for!

  Jan Dalcorso Florida Phoenix Realty LLC

  3313 Pearl Ave, Key West, FL 33040
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  /32

  $3,499,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
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  /28

  $920,000

  • 3 Beds
  • 3 Baths
  • 1,446 Sq Ft

  2217 Harris Ave, Key West, FL 33040

  Located in the heart of Key West and only 2 miles from Duval Street, this home is move in ready! The property was previously owner-occupied, meticulously maintained, and recently updated. The kitchen boasts stainless steel appliances, a granite island with a breakfast bar, a wine fridge, double oven, and ample cabinet and preparation space. The spacious living room features crown molding. The

  Britannie Wesley Bascom Grooms Real Estate (KW)

  2217 Harris Ave, Key West, FL 33040
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  /18

  $1,399,900

  • 2 Beds
  • 3 Baths
  • 1,386 Sq Ft

  1317 Newton St, Key West, FL 33040

  Step into island living with this beautifully updated home in one of Key West's most desirable neighborhoods. Recently painted inside and out, this cottage features stainless-steel appliances, gleaming granite countertops in the kitchen and bathrooms, and stylishly updated tile work. The sun-drenched great room opens through French doors to your private backyard oasis with a sparkling pool and

  Terri Spottswood Truman & Co. (KW)

  1317 Newton St, Key West, FL 33040
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  /4

  $345,000

  • 3 Beds
  • 1 Bath
  • 945 Sq Ft

  B45 9th Ave, Stock Island, FL 33040

  Located on Stock Island, just minutes from the heart of Key West, this property offers a great opportunity for investors, those looking to replace with a modular home, or a family just starting out.The existing mobile home features 2 bedrooms and 1 bathroom, with added living space that includes a living room, 1 bedroom, and a laundry room. The fully fenced yard is low-maintenance, with pea rock

  Marlene Alvarez Keller Williams Key West Compass Realty

  B45 9th Ave, Stock Island, FL 33040
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  /57

  $2,150,000

  • 3 Beds
  • 4 Baths
  • 1,950 Sq Ft

  3440 Duck Ave, Key West, FL 33040

  The only property of its kind!Discover the ultimate tropical oasis in the heart of Key West--an unrivaled property that's truly one of a kind! Nestled on a sprawling 12,000-square-foot lot, this extraordinary estate boasts a brand-new, custom-crafted home built with only the finest materials. Step inside to a stunning Caribbean-inspired interior featuring rich Caribbean pine, bespoke cabinets,

  Derek Epperly Keys Atlantic Realty

  3440 Duck Ave, Key West, FL 33040
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  /26

  $615,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040

  New Price!! Key West By The Sea offers the quintessential beach condominium lifestyle. This gated community offers a diverse array of amenities, including swimming pools, shuffleboard, tennis courts, and meticulously landscaped tropical grounds. This move-in-ready TOP FLOOR unit has been meticulously upgraded and renovated, featuring: A contemporary kitchen with ample cabinetry, Stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040
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  /54

  $2,585,000

  • 4 Beds
  • 3 Baths
  • 1,957 Sq Ft

  13 Arbutus Dr, Key West, FL 33040

  Welcome to 13 Arbutus Drive, an exceptional waterfront residence located in the coveted Key Haven community--just minutes from vibrant Key West, yet worlds away in peace and privacy. This beautifully maintained home offers the ideal blend of indoor-outdoor living with expansive canal views, deepwater boating access, and luxury finishes throughout, with all impact windows and doors.Bathed in

  Bobby Coe RE/MAX Keys Connection (KW)

  13 Arbutus Dr, Key West, FL 33040
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  /23

  $685,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 871 Sq Ft

  1 Spoonbill Way, Key West, FL 33040

  Tucked along the edge of the enchanting Butterfly Garden, this charming townhouse offers the perfect blend of privacy, tropical beauty, and resort-style amenities. Located within the gated community surrounding the Rees-Jones 18-hole Championship Golf Course, this home is a serene slice of paradise.Inside, you'll find thoughtfully designed living space featuring two upstairs bedrooms and 1.5

  Stephanie Wise Keller Williams Key West Compass Realty

  1 Spoonbill Way, Key West, FL 33040
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  /36

  $1,199,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 1 Bath
  • 1,343 Sq Ft

  206 Truman Ave, Key West, FL 33040

  Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past.Situated on a

  Matthew Sheehan Ocean Sotheby's International Realty

  206 Truman Ave, Key West, FL 33040
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  /19

  $1,275,000

  • 6 Beds
  • 5 Baths
  • 2,102 Sq Ft

  2007 Flagler Ave, Key West, FL 33040

  Discover a smart investment opportunity and a relaxed lifestyle right in Key West's Midtown. This actively leased duplex is ideally located, just steps from Key West High School and close to beaches, restaurants and postcard-worthy sunsets. With two spacious units, the property generates a robust monthly income of $9000, totaling approximately $108,000 annually.Whether you're an investor looking

  Stephanie Wise Keller Williams Key West Compass Realty

  2007 Flagler Ave, Key West, FL 33040
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  /48

  $1,377,000

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

  247 Golf Club Dr, Key West, FL 33040

  Tucked inside the private gates of The Sanctuary at the Key West Golf Club, 247 Golf Club Drive is a true standout. This freestanding residence sits on a large lot with sweeping views of the lush fairways and tranquil lake, offering privacy, serenity, and unmatched outdoor living. Thoughtfully upgraded and well maintained, this tropical retreat boasts brand-new hurricane rated Bahama panels, a

  Ted Stewart Truman & Co. (KW)

  247 Golf Club Dr, Key West, FL 33040
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  /30

  $550,000

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

  3930 S Roosevelt Blvd Unit E104, Key West, FL 33040

  Welcome to Las Salinas Unit E104 - a beautifully updated 3-bedroom, 2-bath condo offering a turnkey lifestyle in Key West. Recently painted and carefully maintained, this unit is move-in ready with no deferred maintenance to worry about. Furnishings are negotiable too, making it even easier to settle in and start enjoying island life right away. Inside, you'll find an open and airy floor plan

  Ted Stewart Truman & Co. (KW)

  3930 S Roosevelt Blvd Unit E104, Key West, FL 33040
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  /30

  $3,250,000

  • 4 Beds
  • 4 Baths
  • 3,019 Sq Ft

  27 Evergreen Ave, Key West, FL 33040

  Beautiful Key Haven home! Spacious 4 bedroom, 3.5 bathroom canal front home located only 4 miles from Key West. This property offers a flexible floor plan, multiple gathering areas, and a comfortable layout for family living or entertaining. Enjoy direct boating access from your backyard canal and the convenience of a 60 ft dock. Recent updates include a new roof (2019) and fresh exterior paint

  Maria Wilson Berkshire Hathaway HomeServices Knight & Gardner Realty

  27 Evergreen Ave, Key West, FL 33040
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  /16

  $265,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Rare opportunity to own one or both deeded 40' boat slips with concrete floating docks located on the T-head of the Grouper Pier at Sunset Marina--Key West's premier deep-water facility. Slips Grouper 9 & 10 each accommodate up to 43' LOA with 6 ft draft at mean low tide making it ideal for a wide range of powerboats and sailboats. Buy individually or together for 80' of linear dockage, ideal for

  Maria Sanchez LoKation Real Estate

  5555 College Rd Unit 9, Key West, FL 33040
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  /18

  $975,000

  • 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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  /39

  $760,000

  • 2 Beds
  • 3 Baths
  • 900 Sq Ft

  18 Golf Club Dr, Key West, FL 33040

  Introducing this stunning new listing with the best lake view on the golf course, this meticulously maintained and updated 2-bedroom, 2 1/2-bathroom, 900 sqft townhome in Key West Golf Course community offers serene vistas of the 6th hole. Ideally positioned near the community entrance for easy access, this home features a host of impressive updates including a custom kitchen renovation, wood

  Solaris Gregory Expert Realty LLC (HQ)

  18 Golf Club Dr, Key West, FL 33040
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  /4

  $1,595,000

  • Land

  1220-1222 Seminary St, Key West, FL 33040

  Prime Cleared Lot in X Flood Zone, one of Key West Higher Elevations and surrounded by Multi Million dollar homes.Price includes Plans and Permits for a three Bedroom, three and half bath, single level home with lap pool and off street parking. Located in one of Key West's most coveted neighborhoods, with easy access to Old Town, Sandy Beaches, Casa Marina District and a wide selection of

  Suzanne Moore Suzanne Moore Real Estate

  1220-1222 Seminary St, Key West, FL 33040
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  /63

  $7,500,000

  • 7 Beds
  • 9 Baths
  • 3,000 Sq Ft

  723 Eaton St, Key West, FL 33040

  Private Compound on Eaton and Peacon Lane | Old Town Key WestAn extraordinary property in the heart of Old Town, this rare compound is a masterclass in island living. Spanning from Eaton Street to Peacon Lane, the property includes four beautifully reimagined residences set behind lush, professionally designed tropical landscaping with gated entrances on both sides. Located just steps from the

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
• 

  

  /22

  $900,000

  • 5 Beds
  • 3 Baths
  • 1,628 Sq Ft

  3608 Northside Dr, Key West, FL 33040

  This beautifully maintained home is perfectly situated in a desirable family-oriented neighborhood, just steps from Cozumel Park. Designed to accommodate families or multi-generational living, the property features a versatile layout: a 3-bedroom, 2-bathroom main house and a separate 2-bedroom, 1-bathroom mother-in-law suite with its own private entrance.Upgrades Include: new hurricane-impact

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  3608 Northside Dr, Key West, FL 33040
• 

  

  /13

  $1,899,000

  • 7 Beds
  • 6 Baths
  • 2,790 Sq Ft

  909 Grinnell St, Key West, FL 33040

  Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Plus, recently passed legislation benefits RE investors - just ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as:

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  909 Grinnell St, Key West, FL 33040
• 

  

  /16

  $3,000

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

  5051 Overseas Hwy, Key West, FL 33040

  *TIMESHARE - Own 1 Week Each Year * - 2/2 Villa - Sleeps Up to 6 Guests.Enjoy the comfort and convenience of a spacious two-bedroom, two-bathroom villa at Beach House Resort, where every building includes elevator access from the ground-floor garage. The resort features over 70 well-appointed residences and offers a host of amenities, including a zero-entry lagoon-style pool, whirlpool spa,

  Marla Sommers Coldwell Banker Realty

  5051 Overseas Hwy, Key West, FL 33040
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  /41

  $1,075,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1606 Flagler Ave, Key West, FL 33040

  Step into effortless living with this thoughtfully renovated, single-story gem just moments from the beach. This 2-bedroom, 2-bathroom home is a showcase of smart design, quality materials, and stylish finishes throughout.The sleek, contemporary kitchen features top-tier appliances, a mobile island for flexible entertaining, and a built-in beverage bar -- perfect for entertaining. Natural light

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, Key West, FL 33040
• 

  

  /24

  $1,325,000

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft

  1515 Patricia St, Key West, FL 33040

  Located in the heart of Midtown Key West, this beautifully renovated 4-bedroom, 2-bathroom home offers over 1,900 sq. ft. of stylish living space on a spacious 6,400+ sq. ft. lot. Recently updated within the past two years, the home features a stunning chef's kitchen, hurricane-rated impact windows and doors, a new roof, a heated pool, and covered off-street parking. The open-concept layout is

  The Spottswood Team Truman & Co. (KW)

  1515 Patricia St, Key West, FL 33040

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