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

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  /46

  $895,000

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25105, Key West, FL 33040

  Transient Nightly Rental Just Listed! Come invest into Key West nightly vacation rentals with this affordable condo with great rental numbers.This perfect split floor layout with two (2) bedrooms and (2) bathrooms condo that overlooks the community shared pool for that amazing vacation location. Each bedroom has its own ensuite full bathroom. The kitchen overlooks the spacious living room filled

  Bobby Coe RE/MAX Keys Connection (KW)

  3625 Seaside Dr Unit 25105, Key West, FL 33040
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  /48

  $1,875,000

  • 2 Beds
  • 3 Baths
  • 2,730 Sq Ft

  5635 Macdonald Ave, Key West, FL 33040

  Imagine a home that's as playful and dynamic as you are. An indoor space big enough to provide you with the freedom to play, create, and unwind -- all under your own roof. A place that's more than just a residence -- it's a reflection of how you love to live in a setting where space is a luxury.You might find yourself lounging in your garage and the smell of aged leather with a hint of motor oil

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  5635 Macdonald Ave, Key West, FL 33040
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  $1,799,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 4 Baths
  • 1,796 Sq Ft

  809 Washington St Unit 102, Key West, FL 33040

  Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

  Bernice Schafer Vested Palm Real Estate and Home Services

  809 Washington St Unit 102, Key West, FL 33040
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  /32

  $2,050,000

  • 3 Beds
  • 3 Baths
  • 1,839 Sq Ft

  1625 Patricia St, Key West, FL 33040

  MODERN MIDTOWN RETREAT offers the perfect balance of privacy and proximity--just minutes from Key West's finest dining, beaches, and nightlife. The open-concept floor plan welcomes you with high ceilings, light-filled living spaces, designer finishes, and seamless indoor-outdoor flow through retractable impact glass doors. The updated kitchen features quartz countertops, tile backsplash, premium

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  1625 Patricia St, Key West, FL 33040
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  /29

  $799,000

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft

  616 Caroline St Unit 6, Key West, FL 33040

  Situated along one of Old Town's most storied corridors, residence #6 at 616 Caroline Street offers a refined Keys lifestyle just steps from the Historic Seaport, Duval Street dining, galleries, and marinas. Tucked within a boutique setting, this private upstairs home balances character and comfort with a bright, welcoming living area and an efficient layout that makes everyday living--and easy

  Jimmy Lane Island Life Realty Experts

  616 Caroline St Unit 6, Key West, FL 33040
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  /45

  $1,649,000 Open Sun 12AM - 2PM

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

  626 Margaret St, Key West, FL 33040

  Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with Dade County pine hardwood flooring and high

  Shad Knapp Beach Club Brokers (KW)

  626 Margaret St, Key West, FL 33040
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  /37

  $1,775,000

  • 7 Beds
  • 5 Baths
  • 2,236 Sq Ft

  1301 Atlantic Dr, Key West, FL 33040

  MOTIVATED SELLER. SELLER FINANCING OFFERED. This is an excellent INVESTMENT OPPORTUNITY. Located near the Casa Marina Neighborhood, this 6,370 square foot, corner lot, is completely fenced in and private. Plenty of room for parking. 7 bedrooms and 5 bathrooms with 2,236 sq ft of living space. This property has potential for either long term rentals/employee housing grossing nearly 10K per month

  Joyce Craul Expert Realty LLC (HQ)

  1301 Atlantic Dr, Key West, FL 33040
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  /47

  $1,799,900

  • 3 Beds
  • 4 Baths
  • 1,572 Sq Ft

  908 Catherine St, Key West, FL 33040

  Motivated seller -- Quick Close! Welcome to 908 Catherine Street - a delightful blend of historic charm and modern comfort tucked in the heart of Old Town Key West. This beautifully renovated home boasts 3 bedrooms and 3.5 baths, offering a rare opportunity to enjoy relaxed island living in the coveted ''X'' flood zone of Key West. Step inside and you'll find original Dade County pine cathedral

  Jimmy Lane Island Life Realty Experts

  908 Catherine St, Key West, FL 33040
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  /49

  $1,999,990

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

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this Duplex which can be also easily used as a single family home! 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

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /46

  $1,750,000

  • 4 Beds
  • 4 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
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  /9

  $799,900

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

  1014 Truman Ave Unit 3, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome 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 3, Key West, FL 33040
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  /33

  $1,995,000

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

  1516 17th Terrace, Key West, FL 33040

  Stunning in Sunrise Shores! Discover this 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 room A large

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1516 17th Terrace, Key West, FL 33040
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  $2,975,000

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

  529 Simonton St, Key West, FL 33040

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

  Lisa Swanson The Agency Florida Keys

  529 Simonton St, Key West, FL 33040
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  /23

  $675,000

  • 2 Beds
  • 1 Bath
  • 643 Sq Ft

  409 Margaret St Unit 202 / B, Key West, FL 33040

  Close to the Historic Seaport, restaurants, art galleries, and more!. Recently renovated, this 2 bedroom, 1 bath condo has high impact windows and door, washer/ dryer, tankless hot water heater, new flooring, kitchen, mini splits, appliances, and is being sold furnished! Prime Old Town location, walk or bike to everything! This is easy island living- close to everything, and no need for a car.

  Elaine Coyle Keller Williams Key West Compass Realty

  409 Margaret St Unit 202 / B, Key West, FL 33040
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  /10

  $745,000

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

  1901 S Roosevelt Blvd Unit 307W, Key West, FL 33040

  Nature lovers delight at La Brisa! Third floor, picturesque views of the Key West Salt Ponds. Endless nature and bird watching from your living or primary bedroom. Recently updated 2 bedroom, 2 bath condo directly across from one of Key West's most popular beaches - Smathers Beach. La Brisa has many desired amenities including a tropical grill area, tennis and pickle ball courts, massive pool,

  Derek Epperly Keys Atlantic Realty

  1901 S Roosevelt Blvd Unit 307W, Key West, FL 33040
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  /21

  $215,000

  • Land

  5555 College Rd Unit 6, Key West, FL 33040

  Ahoy, dreamers of the sea and seekers of sunshine! Welcome to Sunset Marina, 5555 College Rd, Starfish #6, Key West, FL 33040 located at mile marker 4 where the name alone sounds like a gentle sigh at the end of a perfect day. This charming marina is a true liveaboard community positively brimming with salty charm and tropical tranquility. Behold! Starfish #6 A slip measuring a cozy and capable

  Michael Sorah Truman & Co. (KW)

  5555 College Rd Unit 6, Key West, FL 33040
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  /22

  $1,675,000

  • 2 Beds
  • 2 Baths
  • 1,002 Sq Ft

  404 Porter Ln Unit 16, Key West, FL 33040

  404 Porter Lane is located in the sought after Porter Court community inside the Truman Annex. Duval, shops and restaurants are only a short stroll away. Homes rarely come on the market at Porter Court and 404 Porter Lane is a rare find. This corner unit is flooded with natural light from windows on three sides. It features private front and rear porches plus a separate gate to the deeded

  Laura McChesney Preferred Properties (KW)

  404 Porter Ln Unit 16, Key West, FL 33040
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  /25

  $640,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  804 South St Unit 1, Key West, FL 33040

  Casa Marina First Floor condo steps away from Higgs Beach ,Duval Street, tennis/ pickleball and more! This recently renovated First floor condo has an open kitchen with stainless steel appliances, ductless ac, plantation shutters, and granite counters. A large covered back deck set amidst lush landscaping is the perfect spot to enjoy your coffee or a meal, and is steps from the recently

  Elaine Coyle Keller Williams Key West Compass Realty

  804 South St Unit 1, Key West, FL 33040
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  /39

  $1,480,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths
  • 1,898 Sq Ft

  1707 George St, Key West, FL 33040

  Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

  Dawn McComish Lokation Real Estate

  1707 George St, Key West, FL 33040
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  $7,950,000

  • 4 Beds
  • 4 Baths
  • 2,650 Sq Ft

  16 Sunset Key Dr, Key West, FL 33040

  A rare opportunity to own the only active listing on the most prestigious shoreline of Sunset Key -- Crescent Beach. This immaculate 4-bedroom, 3.5-bath home offers direct beach access from your backyard and showcases vibrant, dramatic island flair throughout.Upon entry, you're welcomed by soaring 25-ft ceilings, a dramatic great room with a custom chandelier, and an open layout flowing into the

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  16 Sunset Key Dr, Key West, FL 33040
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  /3

  $499,900

  • 1 Bed
  • 308 Sq Ft

  600 Whitehead St Unit 203, Key West, FL 33040

  Location! Location! Location! Directly Across From The Green Parrot-Mixed use condo / office space on second floor with two windows looking out to the Green Parrot. This unit could be converted for residential use due to the lifted HOA restrictions for this building. The unit has electric and AC but would need plumbing connections made. All permitting requirements would need to be made by the

  Bill Vaught (REO Vaught Realty LLC Vaught Realty

  600 Whitehead St Unit 203, Key West, FL 33040
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  /35

  $375,000

  • 2 Beds
  • 2 Baths
  • 644 Sq Ft

  6800 Maloney Ave Unit 12, Stock Island, FL 33040

  If you are looking for something affordable & close to Key West, this is it. Harbour Shores is just 1 mile from Key West. Beautifully renovated, and ready for immediate occupancy, this 2 bedroom 1.5 bath home has been meticulously cared for by the current owner. Freshly painted, new ACs, new ceiling fans, new closets, and more. Set in a lush tree canopy with a large deck to enjoy the outdoors.

  Caroline Bauer Key West Sales, LLC

  6800 Maloney Ave Unit 12, Stock Island, FL 33040
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  $1,400,000

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  1719 Washington St, Key West, FL 33040

  Welcome to this beautiful 3-bedroom, 2-bath stilted family home, perfectly designed for comfort and modern living. Nestled in a popular neighborhood, this elevated residence offers peace of mind, stunning natural views, and thoughtfully planned spaces for the whole family and guests. Sunlight pours through large windows, illuminating the open-concept living and dining areas - an ideal setting for

  LaReta Morrison eXp Realty LLC

  1719 Washington St, Key West, FL 33040
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  /87

  $3,795,000

  • 5 Beds
  • 6 Baths
  • 3,006 Sq Ft

  1022 Packer St, Key West, FL 33040

  Custom Bahamian Style Estate built in 2005! 3006 sq.ft. in Old Town X-Zone. 5 bedrooms and 5 and a half baths with generous front porches on both floors and a 2nd floor wrap around balcony in the back overlooking the pool and gardens. Spacious covered outdoor living area complements the large pool & spa. Luxurious chef's kitchen, top of the line appliances, open to great room/dining area with

  Dawn Thornburgh Beach Club Brokers (KW)

  1022 Packer St, Key West, FL 33040
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  /33

  $825,000

  • 1 Bed
  • 1 Bath
  • 510 Sq Ft

  732 Olivia St, Key West, FL 33040

  Unlock the charm and potential of Old Town Key West living! Tucked away in the heart of Old Town, just a few blocks from world-famous Duval Street, 732 Olivia Street offers a rare opportunity to own a charming piece of Key West history. This one-bedroom, one-bath cottage with a versatile loft has been lovingly held by the same owner for over 45 years. Situated on a generous sized lot, the

  Jimmy Lane Island Life Realty Experts

  732 Olivia St, Key West, FL 33040
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  /9

  $540,000

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  3930 S Roosevelt Blvd Unit N401, Key West, FL 33040

  Exceptional opportunity to own one of only 12 oversized 2-bedroom, 2-bath units at Las Salinas, offering the same square footage as the 3-bedroom layouts. This top-floor penthouse residence provides enhanced privacy and quiet living, with just three units of this type on the level.The spacious floor plan features the largest kitchen in the complex, an open living/dining area with abundant natural

  Steven Koleno Beycome of Florida, LLC

  3930 S Roosevelt Blvd Unit N401, Key West, FL 33040
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  /37

  $2,099,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  1213 Washington St, Key West, FL 33040

  Welcome to your island oasis... boasting an open floor plan with single-story living, this well-designed 3BR/2BA home is located in one of Key West's most desirable neighborhoods. Enter through a classic white picket fence and generous courtyard to the open-concept living area, featuring a chef's kitchen with beautiful granite countertops and a spacious dining room that flows seamlessly to the

  Nancy Coward Keller Williams Key West Compass Realty

  1213 Washington St, Key West, FL 33040
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  /22

  $599,000

  • 2 Beds
  • 1 Bath
  • 691 Sq Ft

  2521 Flagler Ave Unit 4, Key West, FL 33040

  This is your chance to own a piece of paradise in the middle of Key West. This two bedroom home is located in a prime midtown location and has been completely renovated with all the modern amenities you could want. The vinyl plank flooring, recessed lighting, and lighted crown moldings create a sleek and stylish look, while the stone countertops, wood cabinetry, and stainless steel appliances

  Jimmy Lane Island Life Realty Experts

  2521 Flagler Ave Unit 4, Key West, FL 33040
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  /3

  $285,000

  • Land

  B50 9th Ave, Stock Island, FL 33040

  Vacant land offering, ROGO Exemption determination submitted. Mobile home on property is not owned by land owner. Close to Key West, park, restaurants. New homes can be built in this subdivisionNOTE zoing is URM

  Darlene Thomas Beach Club Brokers (KW)

  B50 9th Ave, Stock Island, FL 33040
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  /3

  $285,000

  • Land

  B38 9th Ave, Stock Island, FL 33040

  Land is available for purchase, mobile home on lot is owned by tenant who is paying rent. ROGO Exemption determination submitted. Many single family homes in neighborhood. Close to Key West.NOTE zoning is URM

  Darlene Thomas Beach Club Brokers (KW)

  B38 9th Ave, Stock Island, FL 33040
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  $1,995,000

  • 1 Bed
  • 3 Baths
  • 1,526 Sq Ft

  830 Caroline St, Key West, FL 33040

  Endless possibilities await with this mixed-use building perfectly positioned in the heart of Old Town's Historic Seaport neighborhood. This rare property blends residential and commercial flexibility in one of Key West's most sought-after locations.The second floor features a stylish studio apartment with two lofts, wood floors, a full bath, vaulted ceilings, peekaboo water views, and a private

  Solaris Gregory Expert Realty LLC (HQ)

  830 Caroline St, 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

  Step into a piece of Old Town Key West history.Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive.Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key retreat for anyone dreaming of a second home or an easy vacation rental in the

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

  817 Terry Ln, Key West, FL 33040
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  /5

  $440,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 607, Key West, FL 33040

  2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

  Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

  3312 Northside Dr Unit 607, Key West, FL 33040
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  /45

  $869,000

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

  21 Whistling Duck Ln, Key West, FL 33040

  Welcome to your tropical retreat at 21 Whistling Duck, nestled within the serene gates of the Key West Golf Club. This beautifully updated three (3) bedroom and two-and-a-half (2.5) bath residence combines relaxed living with premium, refined finishes, all within beautiful resort-style surroundings.Step through your white picket fence, up to your front porch and into the foyer of this open &

  Bobby Coe RE/MAX Keys Connection (KW)

  21 Whistling Duck Ln, Key West, FL 33040
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  /37

  $1,442,100 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft

  1020 Fleming St, Key West, FL 33040

  Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit

  Bobby Coe RE/MAX Keys Connection (KW)

  1020 Fleming St, Key West, FL 33040
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  /20

  $1,290,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  702 Florida St, Key West, FL 33040

  BRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a desirable corner lot within the highly sought-after Meadows neighborhood. Close to the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers a light and bright open floor plan, ideal for entertaining. The kitchen features stainless steel appliances and

  Moe Smyth Island Life Realty Experts

  702 Florida St, Key West, FL 33040
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  /24

  $1,345,000

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft

  625 Whitehead St, Key West, FL 33040

  Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, it's perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features

  Kate Green Old Town Realty

  625 Whitehead St, Key West, FL 33040
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  /23

  $1,199,999

  • 3 Beds
  • 2 Baths
  • 1,714 Sq Ft

  1510 18th St, Key West, FL 33040

  Lowest priced home in desirable Sunrise Shores! Just 425 feet from Jimmy Buffett's former Sunrise Drive compound, enjoy scenic morning walks past multi-million dollar waterfront estates and magnificent ocean sunrises along South Roosevelt Blvd. This versatile property boasts an enormous front yard with room for multiple vehicles, boats, and RVs - an entertainer's dream. You'll find joy every day,

  Steven Koleno Beycome of Florida, LLC

  1510 18th St, Key West, FL 33040
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  /29

  $539,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 104, Key West, FL 33040

  Experience stunning Key West sunsets from your private balcony. This quiet residence is tucked away from the pool area, offering peaceful living with no pool noise and beautiful sunset views over the lush salt ponds. Surrounded by mangroves and wildlife, enjoy daily encounters with herons, ospreys, and pelicans, all just minutes from the turquoise waters of Smathers Beach.Inside, the comfortable

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  3635 Seaside Dr Unit 104, Key West, FL 33040
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  /51

  $3,199,000

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

  512 Amelia St, Key West, FL 33040

  Charming, colorful, and unmistakably Key West--512 Amelia Street is where island life unfolds with ease. Enjoy your own private pool and the flexibility of a Transient License, allowing nightly rentals. Nestled in a serene pocket of Old Town, this home is surrounded by swaying palms, historic streets, and the gentle breezes of the nearby ocean. A home to love and a place guests will never want to

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  512 Amelia St, Key West, FL 33040

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