Homes for Sale near Monroe Virtual Instruction Program

• 

  

  

  /30

  $475,000

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

  6800 Maloney Ave Unit LOT 38, Stock Island, FL 33040

  Located in the Harbour Shores Community, A waterfront Condo association right outside of Key West, you'll experience the tranquility of island living with easy access to Duval Street, local marinas, and the vibrant culture that makes the Florida Keys so special. Whether you're seeking laid-back coastal living or a smart investment in one of Florida's most desirable destinations, this charming

  Barbara Crespo Keller Williams Key West Compass Realty

  6800 Maloney Ave Unit LOT 38, Stock Island, FL 33040
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  /45

  $949,000

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft

  2012 Roosevelt Dr, Key West, FL 33040

  Spacious and well-designed 3-bedroom, 2-bathroom home offering a flexible and functional floor plan perfect for today's lifestyle. The main level features an open kitchen with center island, ample cabinetry, and stainless appliances, flowing seamlessly into a bright family room. A separate living room and dedicated office provide additional space for work, relaxation, or entertaining.The first

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

  2012 Roosevelt Dr, Key West, FL 33040
• 

  

  

  /21

  $15,000,000

  • Land

  1 Seppala Way, Key Haven, FL 33040

  Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other.Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already

  Jenna Stauffer Ocean Sotheby's International Realty

  1 Seppala Way, Key Haven, FL 33040
• 

  

  

  /17

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  1401 Simonton St Unit 11, Key West, FL 33040

  This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1401 Simonton St Unit 11, Key West, FL 33040
• 

  

  

  /42

  $2,750,000

  • 3 Beds
  • 3 Baths
  • 1,432 Sq Ft

  1108 Curry Ln, Key West, FL 33040

  Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and modern luxury.Step inside the 3 bedroom, 2.5 bath main home where sophisticated finishes comfortable living spaces, and abundant natural light create an inviting atmosphere. The open layout flows

  Mitzi Krabill Truman & Co. (KW)

  1108 Curry Ln, Key West, FL 33040
• 

  

  /46

  $1,275,000

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  927 Thomas St Unit 2, Key West, FL 33040

  This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  927 Thomas St Unit 2, Key West, FL 33040
• 

  

  /35

  $1,949,000

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

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
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  /36

  $2,365,000

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1716 Laird St, Key West, FL 33040

  This brand new home is a beauty! Completed in 2025, this 2 story , Cat 5 home, with Impact windows and doors, Hardiboard siding , has 4 Bedrooms, 3 bathrooms, a large spacious Living/ Dining/ Kitchen occupying the majority of the First level, with a downstairs bedroom and bath. The second floor has 3 bedrooms and 2 baths. The outside - back yard is incredible, with about a 30 foot long chickee

  Elaine Coyle Keller Williams Key West Compass Realty

  1716 Laird St, Key West, FL 33040
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  /14

  $975,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 301, Key West, FL 33040

  Oceanfront corner location in the desirable A building of Key West By the Sea. Stunning panoramic ocean views from windows on two sides and an oceanfront balcony. Upgraded interiors include a new kitchen, new floors, washer/dryer in unit, hurricane rated doors and windows, split system a/c. KWBTS features beautiful grounds, gated parking, tennis, two swimming pools, clubhouse and close proximity

  Laura McChesney Preferred Properties (KW)

  2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
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  /37

  $1,050,000

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

  32 Golf Club Dr, Key West, FL 33040

  3BR/2.5BA 2-story townhouse with its own private pool and professionally landscaped yard with lush vegetation for ultimate privacy. The downstairs features an open-concept living room, dining area, and kitchen. The living area opens to the outdoor porch, pool, and tropically landscaped yard with irrigation and lighting. Upstairs you will find the primary bedroom with an en-suite bathroom and

  Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

  32 Golf Club Dr, Key West, FL 33040
• 

  

  /30

  $477,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  25D 10th Ave, Stock Island, FL 33040

  Island Life is calling. CORNER LOT with over 120 ft of street frontage, 1987 single wide trailer has 3 bedroom/2 full baths, laundry area with den & kitchen. Split open floor plan affords privacy for you and guest. You own the lot. NO HOA or lot rent. No adjoining neighbors on two sides plus the large undeveloped natural area directly across the street is zoned PR (parks & refuge). Lot has chain

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  25D 10th Ave, Stock Island, FL 33040
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  /73

  $1,410,000

  • 3 Beds
  • 3 Baths
  • 1,610 Sq Ft

  1507 19th St, Key West, FL 33040

  Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living.A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore

  Marlene Alvarez Keller Williams Key West Compass Realty

  1507 19th St, Key West, FL 33040
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  /46

  $680,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  22 Merganser Ln, Key West, FL 33040

  Motivated Seller ! Exquisite finishes & attention to detail in the overall design of this prime, heavily shaded Golf Club townhouse unit. --- Upgraded in 2022 - complimented by an open living room, polished wood floors & covered porch with unobstructed view of the course's most scenic greens & sand traps 400' feet away overlooking a vast expanse of manicured vegetation --- From stone counter

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  22 Merganser Ln, Key West, FL 33040
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  /85

  $2,600,000

  • 2 Beds
  • 3 Baths
  • 1,681 Sq Ft

  68 Sunset Key Dr, Key West, FL 33040

  First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and

  Dawn Thornburgh Beach Club Brokers (KW)

  68 Sunset Key Dr, Key West, FL 33040
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  /26

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

  Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

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

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
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  /33

  $1,949,000

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

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /88

  $5,950,000

  • 6 Beds
  • 8 Baths
  • 4,094 Sq Ft

  723 Eaton St, Key West, FL 33040

  This unique three residence property is ideally located just steps from the Historic Seaport and Fausto's grocery store in the heart of Old Town. A newly constructed building offers a spacious 3-bedroom, 3.5-bath main residence overlooking the pool, with a generous 2-bedroom, 2.5-bath apartment above. At the front of the property, a charming 1-bedroom, 1-bath home features a large garden with

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
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  /29

  $2,070,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  419 Simonton St Unit C, Key West, FL 33040

  Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined

  Team Kaufelt Truman & Co. (KW)

  419 Simonton St Unit C, Key West, FL 33040
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  /31

  $899,000

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

  53 Spoonbill Way, Key West, FL 33040

  PRICE REDUCTION! Meticulously Maintained Tropical Escape. This townhome is located within the gates of the prestigious Key West Golf Course community. The home has a large floor plan which features tropical architecture with a cottage feel. Resort style amenities include 24 hour security, 2 community pools, a clubhouse with a fitness center and a 18 hole golf course. This lovely townhome is

  Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  53 Spoonbill Way, Key West, FL 33040
• 

  

  /47

  $1,434,000

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

  33 Seaside South Ct, Key West, FL 33040

  Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living.The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated

  Jenna Stauffer Ocean Sotheby's International Realty

  33 Seaside South Ct, Key West, FL 33040
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  /29

  $1,645,000

  • 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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  /26

  $559,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

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

  NEW PRICE! Beautifully Renovated! 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

  Bascom Grooms Bascom Grooms Real Estate (KW)

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

  

  /21

  $1,379,000

  • 6 Beds
  • 3 Baths
  • 2,434 Sq Ft

  1401 5th St, Key West, FL 33040

  Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

  Stacy Stahl Realty ONE Group Destination

  1401 5th St, Key West, FL 33040
• 

  

  /25

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft

  626A Fleming St, Key West, FL 33040

  Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered screened in patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly

  Wendy Zintsmaster Truman & Co. (KW)

  626A Fleming St, Key West, FL 33040
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  /7

  $875,000

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  3 Nassau Ln Unit A, Key West, FL 33040

  Charming Key West Cottage on Historic Nassau LaneNestled along the picturesque and historic Nassau Lane, this delightful one-bedroom cottage offers a perfect blend of Key West charm and modern comfort. Nassau Lane is a little gem in Old Town Key West, known for its quaint historic character and tucked-away feel, providing a peaceful retreat while still being close to all the vibrancy Key West has

  Dominic Paolillo Jr. Truman & Co. (KW)

  3 Nassau Ln Unit A, Key West, FL 33040
• 

  

  /18

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,489 Sq Ft

  1505 Johnson St, Key West, FL 33040

  Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. And an elevated newly constructed 256 sq ft guesthouse with a kitchenette and bathroom. There are also approved plans for a pool. Main house needs some renovations throughout but has been partially updated and is perfectly livable. The

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
• 

  

  /24

  $629,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  816 South St Unit 4, Key West, FL 33040

  Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, this condominium is just a short stroll from Higgs Beach, the beloved Salute! on the Beach, and the iconic Louie's Backyard, where you can enjoy breathtaking ocean views and savor fine dining. Enjoy two

  Ted Stewart Truman & Co. (KW)

  816 South St Unit 4, Key West, FL 33040
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  /56

  $4,785,000

  • 4 Beds
  • 5 Baths
  • 3,577 Sq Ft

  3300 Riviera Dr, Key West, FL 33040

  Welcome to 3300 Riviera Drive--an exceptional, turn-key, waterfront, residential estate featuring 4 bedrooms and 4.5 bathrooms. Nestled on three lots in a serene enclave just minutes from Old Town, this meticulously maintained property features 3,577 Sq. Ft. of living space and redefines Key West luxury, comfort and convenience. Step inside to discover an expansive open-concept living space

  Bobby Coe RE/MAX Keys Connection (KW)

  3300 Riviera Dr, Key West, FL 33040
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  /32

  $2,985,000

  • 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
• 

  

  /19

  $859,000

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  927 Thomas St Unit 4, Key West, FL 33040

  Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops & stainless steel

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  927 Thomas St Unit 4, Key West, FL 33040
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  /34

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 866 Sq Ft

  711 Galveston Ln, Key West, FL 33040

  Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

  Monique Thiel Sunshine State Realty Services

  711 Galveston Ln, Key West, FL 33040
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  /65

  $5,750,000

  • 6 Beds
  • 6 Baths
  • 3,751 Sq Ft

  906 Johnson St, Key West, FL 33040

  Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths

  Regan Butler Truman & Co. (KW)

  906 Johnson St, Key West, FL 33040
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  /52

  $3,099,000

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

  512 Amelia St, Key West, FL 33040

  Experience classic Old Town Key West living at 512 Amelia Street, complete with a valuable Transient License and a new private pool. Tucked on a quiet street just steps from world-class dining, galleries, and the island's best beaches, this home offers the perfect blend of relaxation and convenience. Thoughtfully designed indoor and outdoor living spaces make it ideal for both personal use and

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  512 Amelia St, Key West, FL 33040
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  /90

  $4,799,000

  • 4 Beds
  • 6 Baths
  • 3,092 Sq Ft

  600 Elizabeth St, Key West, FL 33040

  Elegantly positioned beneath the sweeping canopy of its namesake tree, Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas, intricate trimwork, and warm mahogany floors that recall a bygone era of island craftsmanship.Inside, the

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  600 Elizabeth St, Key West, FL 33040
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  /24

  $1,089,000

  • 1 Bed
  • 1 Bath
  • 731 Sq Ft

  921 Center St Unit 12, Key West, FL 33040

  These properties rarely come on the market. Great opportunity to own an income producing Townhouse in the heart of Old Town Key West. This one bedroom Townhouse has a Transient License and is able to be rented on a nightly basis. Strong Rental History with many repeat clients. Just steps from Famous Duval Street. Located in a private gated community. Beautifully landscaped grounds with a fabulous

  Julia Besson Century 21 All Keys Inc (KW)

  921 Center St Unit 12, Key West, FL 33040
• 

  

  /64

  $1,950,000

  • 2 Beds
  • 3 Baths
  • 1,418 Sq Ft

  413 Emma St Unit A, Key West, FL 33040

  Welcome to 413 Emma Street, Unit A - a rare opportunity to own a piece of Key West history in the prestigious Truman Annex. This elegant two-story, 2-bedroom, 2.5-bath villa is located in the exclusive Mills Place Condominiums, a unique enclave of just 20 residences, thoughtfully designed within charming bungalows and the original 1844 hospital by architect Robert Mills. This beautifully

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

  413 Emma St Unit A, Key West, FL 33040
• 

  

  /26

  $1,125,000

  • 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
• 

  

  /54

  $2,999,500

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  401 Emma St Unit H, Key West, FL 33040

  Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered

  Ralph Sanchez Century 21 All Keys Inc (KW)

  401 Emma St Unit H, Key West, FL 33040
• 

  

  /20

  $900,000

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  1119 Simonton St Unit A2 & C1, Key West, FL 33040

  Ideally located on Simonton Street in the heart of Old Town, this charming half-duplex and lot is just steps from Duval Street and close to dining, shopping, beaches, and neighborhood parks.Perfect as a full-time island residence, second home, or investment property, this home offers the quintessential Key West lifestyle in one of the island's most desirable locations.The property features a

  Paige Bethel Island Home Realty Inc.

  1119 Simonton St Unit A2 & C1, Key West, FL 33040
• 

  

  /22

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  1100 South St, Key West, FL 33040

  Remarks - Consumer:Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100

  Key West Luxury Finders Preferred Properties (KW)

  1100 South St, Key West, FL 33040

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