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

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  /16

  $815,000

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 152, Key West, FL 33040

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

  Robert Donahue Key West Luxury Real Estate Inc (KW)

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

  $899,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  204 Southard St Unit 5, Key West, FL 33040

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

  Stacy Stahl Realty ONE Group Destination

  204 Southard St Unit 5, Key West, FL 33040
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  /24

  $930,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 157, Key West, FL 33040

  MUST SEE!! Recently renovated, ground level Shipyard condo with view of pool from front deck & living room. Hurricane rated doors and windows. Floorplan changed to enter directly into the living room, Condo offers a spacious custom kitchen with stainless appliances. Beautifully tiled bathroom with glass enclosed shower. Laundry closet, both Bedrooms open out to the private rear deck, Luxury

  Bud Adorjan TALL PINES REALTY

  620 Thomas St Unit 157, Key West, FL 33040
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  /37

  $1,199,000

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

  86 Seaside Ct N, Key West, FL 33040

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

  Karleen Grant Beach Club Brokers (KW)

  86 Seaside Ct N, Key West, FL 33040
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  /34

  $779,000

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft

  811 United St Unit 3, Key West, FL 33040

  This is the perfect Key West pied-a-terre! This upstairs unit with vaulted ceilings and two balconies (1-covered; 1-private), catches the cool breezes and has marvelous evening and morning views from the upper balconies. Located just blocks from the southern beaches and the fine dining of upper Duval St, this 1/1 features vaulted ceilings, hardwood floors, assigned off-street parking, and 25% use

  Jeffrey Dunaway Key West Realty, LLC (KW)

  811 United St Unit 3, Key West, FL 33040
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  /32

  $1,275,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  237 Southard St, Key West, FL 33040

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

  Mike Caron Keller Williams Key West Compass Realty

  237 Southard St, Key West, FL 33040
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  /21

  $899,000

  • 3 Beds
  • 3 Baths
  • 1,216 Sq Ft

  1207 William St Unit 3, Key West, FL 33040

  Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access! There is a door in the hallway that can be closed to separate the front and back of the house

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  /32

  $1,895,000

  • 2 Beds
  • 3 Baths
  • 1,622 Sq Ft

  326 William St, Key West, FL 33040

  Nestled on a picturesque street in the heart of Old Town, this enchanting 2BD/3BA Historic residence offers the perfect blend of Old World charm and modern convenience. Currently operating as a successful monthly vacation rental, this exceptional home offers the perfect blend of personal retreat and prime investment opportunity. Situated in one of the most coveted areas of the historic seaport,

  Team Kaufelt Truman & Co. (KW)

  326 William St, Key West, FL 33040
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  /25

  $834,000

  • 1 Bed
  • 2 Baths
  • 814 Sq Ft

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040

  Experience the epitome of beachfront living at the Key West Beachside Resort and Residences! This stunning corner suite invites you to live like you're on vacation every day. Inside, designer-grade finishes and furnishings create an atmosphere of refined elegance. Travertine flooring flows throughout the spacious living areas, complemented by an open gourmet kitchen featuring granite countertops,

  Karen Verri Ocean Sotheby's International Realty

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040
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  /29

  $985,000

  • 3 Beds
  • 2 Baths
  • 1,086 Sq Ft

  1728 Laird St, Key West, FL 33040

  Nestled in Key West's desirable Mid-Town West, 1728 Laird Street presents a beautifully renovated, move-in-ready oasis. This stunning three-bedroom, two-bathroom home, priced at $985,000, is situated on a spacious 5,290 square foot corner lot. The home seamlessly blends modern updates with the laid-back charm of island living . Inside, you'll find a bright, light filled, open-concept living space

  Wendy Moreira Keller Williams Key West Compass Realty

  1728 Laird St, Key West, FL 33040
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  /44

  $1,299,000

  • 5 Beds
  • 3 Baths
  • 2,005 Sq Ft

  1609 Trinidad Dr, Key West, FL 33040

  PRICED TO SELL! This expansive 5-bedroom, 3-bathroom home is situated on a giant lot and offers a host of premium features, including a huge pool, outdoor kitchen, detached studio/office, and a mother-in-law lockout suite. With a neutral palette that exudes elegance and serenity, this home combines aesthetic charm with durable construction. Built to last, this home is protected with impact

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  1609 Trinidad Dr, Key West, FL 33040
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  /46

  $2,699,000

  • 4 Beds
  • 4 Baths
  • 1,967 Sq Ft

  708 William St, Key West, FL 33040

  If you are looking for location and a historic home, this triplex is tucked away on one of Old Town Key West's most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character, and enduring appeal.The main house features generously sized rooms, high

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
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  /21

  $250,000

  • Land

  5555 College Rd Unit 6 (starfish), 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 (starfish), Key West, FL 33040
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  /49

  $1,749,000

  • 5 Beds
  • 3 Baths
  • 2,022 Sq Ft

  3007 Riviera Dr, Key West, FL 33040

  Tropical Retreat in Key West - Renovated 5BR/3BA with Pool, Guest Cottage, & Income PotentialWelcome to your slice of paradise! This beautifully renovated 5-bedroom, 3-bathroom home in sunny Key West is the perfect blend of island charm and modern luxury. Whether you're searching for a private getaway or a high-performing investment, this property offers it all.The main home features a spacious,

  Terrance Sullivan Saltwater Real Estate Florida Keys, Inc

  3007 Riviera Dr, Key West, FL 33040
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  /25

  $1,299,000

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

  2525 Patterson Ave, Key West, FL 33040

  Wake up and smell the coffee! You should have bought ten years ago? You are going to say that again ten years from now! This is the house to buy because it has everything you want. Three bedroom two bathroom upstairs and ample useable space downstairs, plus a two car garage, plus off street parking, plus a huge privacy wall, plus a large pool, plus a pool house bar with a full kitchen in it! This

  Darrin Smith Key West Luxury Real Estate Inc (KW)

  2525 Patterson Ave, Key West, FL 33040
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  /29

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 1,778 Sq Ft

  1205 11th St, Key West, FL 33040

  KEY WEST DUPLEX! CORNER LOT! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1205 11th St, Key West, FL 33040
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  /35

  $1,149,000

  • 2 Beds
  • 2 Baths
  • 1,189 Sq Ft

  1709 Josephine St, Key West, FL 33040

  This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. It's a great location for nice walks down the block to Higgs Beach, White Street Pier

  Andrea Otava Last Key Realty, Inc (KW)

  1709 Josephine St, Key West, FL 33040
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  /14

  $229,000

  • Land

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040

  PERFECT CONDITION 1990 MARINE TRADER AND LIVEABOARD SLIP LEASEHOLD IN THE HEART OD KEY WEST. SILD TOGETHER ONLY. SEAWORTHY VESSEL WITHCAPTAIN'S BERTH, VBERTH, SALON, GALLEY, FLY BRIDGE, TWIN DIESELS. A RARE FIND IN THE HEART OF KEY WEST !

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040
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  /3

  $2,425,000

  • 2 Beds
  • 3 Baths
  • 1,620 Sq Ft

  106 Admirals Ln, Key West, FL 33040

  Updated photos coming soon. This town house is in the award-winning Truman Annex and is located on a private lane surrounded by charming custom-built homes. The generous open floor plan features 10-foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with quartz countertops and stainless-steel appliances with a gas cook top. The

  The Behmke Group Keller Williams Key West Compass Realty

  106 Admirals Ln, Key West, FL 33040
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  /21

  $725,000

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  2017 Fogarty Ave, Key West, FL 33040

  New Listing! Key West home on 50x100 lot in Midtown East. This home offers 2 bedrooms, 1 full bath with room to expand. Living room with hardwood floors opens the kitchen and flows to the spacious family room. Family room offers built-ins, storage, and doors to the private backyard. Primary bedroom is spacious and features a large closet. Workshop/shed for extra storage space. Central AC.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2017 Fogarty Ave, Key West, FL 33040
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  /23

  $849,000

  • 1 Bed
  • 1 Bath
  • 518 Sq Ft

  1011 Howe St, Key West, FL 33040

  Nestled in the vibrant heart of Old Town Key West, this delightful cottage offers the ultimate blend of island charm and modern comfort--just a short stroll to Duval Street, top-tier restaurants, local art galleries, Fort Zachary Taylor Beach, and the Truman Waterfront. Thoughtfully designed and meticulously maintained, this tropical retreat is rich in custom details, from Ipe wood cabinetry and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1011 Howe St, Key West, FL 33040
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  /22

  $299,000 Open Sat 11AM - 2PM

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  6800 Maloney Ave Unit 17, Stock Island, FL 33040

  A Comfortable Hideaway with Future Potential and Island Charm, whether you're seeking a cozy place to call home now or a smart investment to hold while you design and build your dream elevated home with potential sweeping water views. This well-maintained mobile home offers a bright and spacious layout. Originally configured as a two-bedroom, the current bedroom is tucked privately at the rear,

  Bo Jesper Ek LoKation Real Estate

  6800 Maloney Ave Unit 17, Stock Island, FL 33040
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  /30

  $519,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 707, Key West, FL 33040

  Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive

  Terrance Sullivan Saltwater Real Estate Florida Keys, Inc

  3312 Northside Dr Unit 707, Key West, FL 33040
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  /29

  $1,290,000 Open Fri 1PM - 3PM

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

  702 Florida St, Key West, FL 33040

  Discover the quintessential Key West lifestyle in this delightful single-story CBS residence, perfectly positioned on a desirable corner lot within the highly sought-after Meadows neighborhood. Just a leisurely stroll from the excitement of the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers an unparalleled blend of peaceful living and

  Moe Smyth Century 21 Circle - Key West

  702 Florida St, Key West, FL 33040
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  /29

  $1,749,000

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

  1703 South St, Key West, FL 33040

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

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
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  /5

  $1,195,000

  • 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

  $2,100,000

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

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($187,200/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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  /12

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  3930 S Roosevelt Blvd Unit W202, 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. Newly updated condo features a stunning modern kitchen with sleek stainless steel appliances. Both bathrooms are upgraded with modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit W202, Key West, FL 33040
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  /15

  $615,000

  • 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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  /51

  $1,350,000

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  1501 Rose St, Key West, FL 33040

  Welcome to 1501 Rose Street, a truly special piece of paradise nestled in one of Key West's most desirable neighborhoods. This charming two bedroom and two bathroom home, with bonus room by the pool, perfectly blends island character with modern comfort, offering you the ideal setting to enjoy the vibrant lifestyle Key West is famous for. From the moment you arrive, you will be captivated by the

  Jimmy Lane Island Life Realty Experts

  1501 Rose St, Key West, FL 33040
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  /55

  $588,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  117 Golf Club Dr, Key West, FL 33040

  Welcome to 117 Golf Club Drive--an exceptional opportunity to own a piece of paradise in the highly desirable, gated community of the Key West Golf Club. This beautifully updated two-bedroom home offers the perfect blend of island charm and modern comfort, nestled within a lushly landscaped neighborhood just minutes from Old Town Key West, beaches, and world-class dining. Step inside and you'll

  Jimmy Lane Island Life Realty Experts

  117 Golf Club Dr, Key West, FL 33040
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  /69

  $3,141,000

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

  3034 Riviera Dr, Key West, FL 33040

  Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout.

  Richard Haskins Buy The Keys

  3034 Riviera Dr, Key West, FL 33040
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  /38

  $6,500,000

  • 6 Beds
  • 8 Baths
  • 3,010 Sq Ft

  421-423 Simonton St, Key West, FL 33040

  Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  421-423 Simonton St, Key West, FL 33040
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  /12

  $865,000

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  3711 Eagle Ave, Key West, FL 33040

  On a beautiful street this duplex is located on the desirable upper end of Eagle Avenue. The main house is a full renovation project, offering a prime opportunity for customization or redevelopment. This property comes with a build-back letter from the City of Key West, offering a rare chance to create a custom home in a prime residential area. The property can also be purchased with the

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
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  /3

  $865,000

  • Land

  3705 Eagle Ave, Key West, FL 33040

  Excellent opportunity to purchase a vacant, buildable 6,000 square foot lot in the heart of Key West's desirable New Town neighborhood. Located on prestigious Eagle Avenue it offers a rare chance to create a custom home in a prime residential area - beneficial use allocation granted from the City of Key West Planning Department. This lot can also be purchased with the adjacent property at 3711

  Terri Spottswood Truman & Co. (KW)

  3705 Eagle Ave, Key West, FL 33040
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  /32

  $995,000

  • 4 Beds
  • 2 Baths
  • 1,587 Sq Ft

  3359 Riviera Dr, Key West, FL 33040

  Welcome to your dream retreat, nestled in one of Key West's most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. This residence is an easy lock and

  Sean Farrer Coldwell Banker Schmitt RE Co

  3359 Riviera Dr, Key West, FL 33040
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  /12

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  314 Southard St, Key West, FL 33040

  Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the

  Terri Spottswood Truman & Co. (KW)

  314 Southard St, Key West, FL 33040
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  /36

  $1,125,000

  • 3 Beds
  • 2 Baths
  • 1,049 Sq Ft

  716 Elizabeth St Unit Rear, Key West, FL 33040

  Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  716 Elizabeth St Unit Rear, Key West, FL 33040
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  /33

  $1,650,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  530 Grinnell St, Key West, FL 33040

  Situated in the heart of the Historic Seaport area, 530 Grinnell St is a charming property that perfectly encapsulates the island's unique character and vibrant lifestyle. This beautifully maintained home features a blend of classic architecture and modern amenities, making it an ideal retreat for both residents and vacationers alike. As you enter, you're greeted by an inviting open floor

  Darrin Smith Key West Luxury Real Estate Inc (KW)

  530 Grinnell St, Key West, FL 33040
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  /24

  $1,450,000

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

  611 Simonton St, Key West, FL 33040

  NEW LISTING! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Simonton St, Key West, FL 33040

Showing Results 41 - 80, Page 2 of 12