Homes for Sale near Montessori Children's School of Key West

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  /37

  $1,199,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft

  1209 Truman Ave Unit 5, Key West, FL 33040

  This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den/office that could be an extra bedroom, in The Heart of Old Town Key West, with off-street parking.This amazing location comes with a a covered lanai, that will greet you each and every time you come home. Several sets of French Doors will lead you from your outdoor Oasis, that is a perfect Key West garden,

  Bobby Coe RE/MAX Keys Connection (KW)

  1209 Truman Ave Unit 5, Key West, FL 33040
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  /48

  $649,900 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Kingfisher Ln, Key West, FL 33040

  Welcome to 14 Kingfisher Lane at the Key West Golf Club Community. This lovely townhome is located in a gated residence community. Enjoy the best of island living with 2 Bedrooms & 2 en-suite bathrooms. Take in refreshing breezes and tranquil golf course views from your screened-in back porch with serene lake views and a view of the 2nd Tee of the golf course.The open-concept kitchen and living

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  14 Kingfisher Ln, Key West, FL 33040
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  /25

  $2,789,000

  • 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
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  /30

  $789,000

  • 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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  /40

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Tucked away on a quiet lane in the heart of Old Town Key West, this rare compound blends timeless island charm with exceptional privacy--just steps from premier dining, shopping, and entertainment. Three distinct dwellings are arranged around a serene brick courtyard with a heated cocktail pool, creating an inviting retreat in one of the most sought-after neighborhoods in Key West.The main home

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  610 Griffin Ln, Key West, FL 33040
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  /33

  $1,575,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1612 Washington St, Key West, FL 33040

  Discover this newly listed, stunningly renovated home with a pool in Mid Town West! This midcentury modern gem is located in the heart of Key West, just a short bike ride from Old Town, pickleball courts, beach, dining, and more.Currently set up as two separate units, this property offers numerous options. It can serve as a primary residence with rental income, accommodate multi-generational

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1612 Washington St, Key West, FL 33040
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  /50

  $979,900

  • 2 Beds
  • 3 Baths
  • 1,152 Sq Ft

  1611 Josephine St, Key West, FL 33040

  Exquisite 3-Level Midtown Key West Townhome. Close to Everything! Welcome to your private island get away in the heart of Midtown Key West, just two blocks from Higgs Beach, 10 min walk to Smathers Beach & less than a mile from the iconic Duval Street. This meticulously upgraded 2-bedroom, 2.5-bath, 3-level town home spans 1,152 sq. ft. and boasts a split floor plan with en-suite bathrooms for

  Stephen Hachey

  1611 Josephine St, 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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  /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

  $505,000

  • 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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  /29

  $615,000

  • 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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  /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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  /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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  /26

  $1,450,000

  • 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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  /38

  $1,449,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 1,477 Sq Ft

  1718 United St, Key West, FL 33040

  Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed

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

  1718 United St, 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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  /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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  /22

  $1,795,000 Open Sun 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  915 Washington St, Key West, FL 33040

  Located in the highly sought-after Casa Marina neighborhood, 915 Washington Street offers a unique blend of privacy, style, and functional design. This newly renovated 2-bedroom, 2-bathroom residence sits on a 3,600 sq ft corner lot and features 1,193 sq ft of thoughtfully designed living space.A fully renovated kitchen anchors the open-concept layout, complemented by vaulted ceilings and ample

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  915 Washington St, 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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  /26

  $596,000

  • 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

  $675,000

  • 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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  /48

  $1,325,000

  • 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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  /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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  /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, brand new hot water tank (2025), 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

  Ted Stewart Truman & Co. (KW)

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

  $3,150,000

  • 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

  $895,000 Open Sat 11AM - 1PM

  • 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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  /41

  $749,000

  • 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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  /73

  $7,500,000

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

  723 Eaton St, Key West, FL 33040

  Private Compound- 723 Eaton Street and 329 Peacon Lane, Old Town.An extraordinary property in the heart of Old Town, this compound is a masterclass in island living. Spanning from 723 Eaton Street to 329 Peacon Lane, the property includes one brand new home plus three additional beautifully reimagined residences, all set behind lush, professionally designed tropical landscaping with gated

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
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  /30

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
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  /41

  $1,035,000

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

  1606 Flagler Ave, Key West, FL 33040

  Modern Coastal Living Near Key West Beaches - Renovated 2BD/2BA, Impact Windows, Private Outdoor Oasis & Off-Street ParkingBeautifully renovated single-story 2BD/2BA home in Midtown Key West, just minutes to the beach and Edward B. Knight Pier. Features include an open-concept living area, updated kitchen with stainless appliances, beverage bar, and mobile island. The primary suite offers two

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, Key West, FL 33040
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  /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! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - 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

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  909 Grinnell St, Key West, FL 33040
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  /34

  $915,000

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

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

  New Listing! Experience resort-style living in beautiful Key West. This upgraded condominium is located on the sought-after first floor, featuring a private patio off the living area and convenient access to the pool overlooking the tropical grounds. Over 1200 sq ft, this three bedroom unit is currently configured as a two bedroom with dining room & wet bar - perfect for entertaining or easily

  Haydee Stewart Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
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  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /48

  $3,595,000

  • 4 Beds
  • 5 Baths
  • 4,102 Sq Ft

  33 Cypress Ave, Key West, FL 33040

  Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

  Terri Spottswood Truman & Co. (KW)

  33 Cypress Ave, Key West, FL 33040
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  /39

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  2429 Linda Ave, Key West, FL 33040

  Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2429 Linda Ave, Key West, FL 33040
• 

  

  /22

  $698,000

  • 1 Bed
  • 2 Baths
  • 836 Sq Ft

  1209 Truman Ave Unit 2, Key West, FL 33040

  Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 2, Key West, FL 33040
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  /36

  $2,645,000 Open Sat 1:30PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  3620 Sunrise Dr, Key West, FL 33040

  Welcome to 3620 Sunrise Drive, an elegant waterfront sanctuary on Key West's coveted Riviera Canal. This exquisite 3-bedroom, 2-bath residence offers a seamless blend of luxury, comfort, and privacy - designed for those who appreciate refined coastal living.Inside, almost every room captures serene water views, filling the home with natural light and a sense of relaxed coastal elegance. With

  Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  3620 Sunrise Dr, Key West, FL 33040

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