Houses for Sale near Horace O'Bryant School

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  /29

  $3,150,000

  • 5 Beds
  • 4 Baths
  • 3,105 Sq Ft

  1400 1st St, Key West, FL 33040

  Expect the unexpected at 1400 1st Street, an exquisite retreat where unmatched craftsmanship meets island luxury. This custom-built 5-bedroom, 4-bathroom home offers a perfect balance of sophistication and quality. From the moment you step inside, the rich Brazilian cherry floors guide you through this elegant home, exuding warmth and elegance The chef's kitchen is a culinary dream, featuring

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 891-9306

  1400 1st St, Key West, FL 33040
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  /43

  $2,950,000

  • 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 one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (888) 426-0693

  610 Griffin Ln, Key West, FL 33040
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  /31

  $1,650,000

  • 2 Beds
  • 3 Baths
  • 1,008 Sq Ft

  1401 Grinnell St, Key West, FL 33040

  Situated in the prestigious Casa Marina neighborhood, 1401 Grinnell Street is a jewel box of modern design and timeless island charm. Completely updated and set on a prime corner lot, this 2-bedroom, 2.5-bathroom home is perfectly tailored for coastal living.The 4,331 sq. ft. lot provides ample room for a pool, while the charming covered porch invites you to unwind and enjoy the tropical

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (833) 635-5382

  1401 Grinnell St, Key West, FL 33040
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  /98

  $3,750,000

  • 5 Beds
  • 5 Baths
  • 2,721 Sq Ft

  1114 Packer St, Key West, FL 33040

  Luxurious Old Town Key West Oasis with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to discover a light-filled

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 756-7698

  1114 Packer St, Key West, FL 33040
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  /50

  $1,699,900

  • 3 Beds
  • 1.5 Baths
  • 1,251 Sq Ft

  1215 Margaret St, Key West, FL 33040

  Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. You'll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the home's origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 567-6836

  1215 Margaret St, Key West, FL 33040
• 

  

  /49

  $3,695,000

  • 4 Beds
  • 3 Baths
  • 2,197 Sq Ft

  1231 South St, Key West, FL 33040

  Newly reimagined, tucked behind a picturesque white picket fence and lush tropical gardens lies, 1231 South Street. Designed to embody the relaxed elegance of the Key West lifestyle, this Conch-style retreat is a true sanctuary, featuring a main residence and a completely private guest cottage. Thoughtfully blending modern updates this single-story residence invites you to experience the essence

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 981-6418

  1231 South St, Key West, FL 33040
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  /57

  $2,349,000

  • 3 Beds
  • 3 Baths
  • 1,473 Sq Ft

  1116 Packer St, Key West, FL 33040

  Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017,

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 667-5488

  1116 Packer St, Key West, FL 33040
• 

  

  /57

  $2,990,000

  • 4 Beds
  • 4 Baths
  • 2,812 Sq Ft

  1703 Seminary St, Key West, FL 33040

  Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 807-8448

  1703 Seminary St, Key West, FL 33040
• 

  

  /35

  $2,750,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  Tucked away on one of Old Town's most peaceful lanes and just a short stroll from Duval Street and the Historic Seaport, this vibrant newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of eclectic island style and upscale comfort.From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 692-4138

  1017 Angela St, Key West, FL 33040
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  /29

  $1,250,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1127 Packer St, Key West, FL 33040

  At the quiet, palm-lined intersection of Packer and Catherine Streets, you'll find this picture-perfect 1928 cottage that truly captures the essence of classic Key West living. Lovingly maintained and effortlessly stylish, 1127 Packer Street blends island charm with relaxed coastal elegance, making it an ideal retreat in one of Key West's most desirable neighborhoods.The colorful and bright

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 807-8551

  1127 Packer St, Key West, FL 33040
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  /57

  $2,495,000

  • 4 Beds
  • 4 Baths
  • 2,727 Sq Ft

  1508 Johnson St, Key West, FL 33040

  Embrace the unique opportunity for eco-friendly Key West living, with significantly reduced electric bills. The solar panel system, installed by Salt Air, features 39 high-efficiency solar modules, each delivering 327 watts, for a total capacity of 12.75 kilowatts. Designed for low maintenance, this system is fully covered under warranty for your peace of mind. The system is upgraded to ensure

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (786) 668-2643

  1508 Johnson St, Key West, FL 33040
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  /51

  $7,235,000

  • 5 Beds
  • 5 Baths
  • 4,666 Sq Ft

  1101 Casa Marina Ct, Key West, FL 33040

  Set against the backdrop of one of Key West's most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts, 1101 Casa Marina Court is a home like no other. With a deeply rooted rich history, this rare

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 869-3754

  1101 Casa Marina Ct, Key West, FL 33040
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  /43

  $3,100,000

  • 4 Beds
  • 5 Baths
  • 2,663 Sq Ft

  1421 White St, Key West, FL 33040

  A Rare Key West Legacy ResidenceSteeped in the rich tapestry of Key West history, this Magnificent Eyebrow-Style Home - Originally built in the late 1800's stands as a timeless tribute to the Islands Architectural heritage.Perfectly poised on a large 9300 Sq Ft. corner lot, just 4 blocks from the sun-drenched sands of the Atlantic and steps from the Vibrant White St. Gallery District, this

  Suzanne Moore Suzanne Moore Real Estate

  1421 White St, Key West, FL 33040
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  /85

  $3,250,000 Open Sun 11AM - 2PM

  • 4 Beds
  • 5 Baths
  • 1,802 Sq Ft

  709 Whitehead St, Key West, FL 33040

  Welcome to this newly renovated architectural gem in Old Town Key West. This historic home has been meticulously renovated to blend timeless charm with modern sophistication. The main house offers three bedrooms, 3.5 luxurious baths, all illuminated by natural light pouring through impact-resistant doors and windows. Throughout, the warmth of oak floors complements the clean, contemporary lines

  Scott Forman Royal Palms Realty (KW)

  709 Whitehead St, Key West, FL 33040
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  /29

  $3,495,000

  • 2 Beds
  • 3 Baths
  • 1,650 Sq Ft

  806 Southard St, Key West, FL 33040

  Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully

  Richard Patten Your Keys Real Estate, LLC

  806 Southard St, Key West, FL 33040
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  /41

  $2,875,000

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
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  /53

  $2,599,000

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  1320 Eliza St, Key West, FL 33040

  Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key West's storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040
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  /43

  $1,950,000

  • 3 Beds
  • 4 Baths
  • 1,644 Sq Ft

  1332 Duncan St, Key West, FL 33040

  This one-of-a-kind Conch house effortlessly blends island charm with modern sophistication. Featuring three spacious bedrooms and four luxurious bathrooms, the home boasts stunning wall-to-wall Dade County pine that adds character and warmth throughout. The open floor plan is ideal for both entertaining and everyday living, seamlessly connecting the living area to a chef-inspired kitchen.The

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
• 

  

  /31

  $2,095,000

  • 2 Beds
  • 3 Baths
  • 1,133 Sq Ft

  913 Watson St, Key West, FL 33040

  Tucked away on one of Key West's most private and secluded streets--seriously, if you've never been to 913 Watson Street, you've probably never been on this block--this meticulously reimagined historic home, built prior to 1912, is the epitome of island living. Located in the coveted Old Town neighborhood and Key West's highest elevation (X-500 Flood Zone), this property seamlessly blends

  Team Kaufelt Truman & Co. (KW)

  913 Watson St, Key West, FL 33040
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  /39

  $1,995,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chef's dream, featuring stainless

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1121 Whitehead St, Key West, FL 33040
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  /72

  $2,250,000

  • 3 Beds
  • 4 Baths
  • 2,110 Sq Ft

  1104 South St, Key West, FL 33040

  ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a

  Tommy Mack Coastal Collection Real Estate Inc.

  1104 South St, Key West, FL 33040
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  /16

  $2,450,000

  • 3 Beds
  • 4 Baths
  • 1,445 Sq Ft

  719 Bakers Ln, Key West, FL 33040

  A Rare Opportunity in Key West's Historic Heart - 719 Bakers LaneNestled in the tranquil charm of Old Town Key West, 719 Bakers Lane offers an exceptional chance to craft your dream home in the island's most coveted location. This nearly finished 3-bedroom, 3.5-bath residence presents the rare opportunity to pick your own finishes, fixtures, appliances and landscaping and skip the endless

  Scott Forman Royal Palms Realty (KW)

  719 Bakers Ln, Key West, FL 33040
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  /47

  $2,290,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  1519 Johnson St, Key West, FL 33040

  Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property.Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  1519 Johnson St, Key West, FL 33040
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  /77

  $2,294,700

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

  1626 Sirugo Ave, Key West, FL 33040

  This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, it's designed for both comfort and elegance. The fact that it's just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout

  Derek Epperly Keys Atlantic Realty

  1626 Sirugo Ave, Key West, FL 33040
• 

  

  /54

  $1,950,000

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

  1619 Rose St, Key West, FL 33040

  Effortless style, prime location, and outdoor living at its best. Welcome to your dream coastal beach cottage, tucked away in a quiet midtown neighborhood. This completely updated one-level home offers the perfect combination of privacy, convenience, and island charm. Just minutes from the beach and walkable or bikeable to Key West's best restaurants and cafes, 1619 Rose Street is perfectly

  Jenna Stauffer Ocean Sotheby's International Realty

  1619 Rose St, Key West, FL 33040
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  /30

  $2,290,000 Open Sun 10AM - 12PM

  • 4 Beds
  • 5 Baths
  • 2,376 Sq Ft

  1730 United St, Key West, FL 33040

  Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining,

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1730 United St, Key West, FL 33040
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  /47

  $2,195,000

  • 3 Beds
  • 4 Baths
  • 1,522 Sq Ft

  816 Ashe St, Key West, FL 33040

  This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance

  Bascom Grooms Bascom Grooms Real Estate (KW)

  816 Ashe St, Key West, FL 33040
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  /32

  $2,395,000

  • 3 Beds
  • 3 Baths
  • 1,675 Sq Ft

  1309 Petronia St, Key West, FL 33040

  This captivating property boasts the charm of a Classic Victorian Conch house, nestled in the sought-after Meadows neighborhood. With its two-story structure, this home offers a blend of timeless elegance and modern comfort. Featuring a heated pool, off-street parking, and residing in an X Flood Zone, it promises both convenience and peace of mind. Upon arrival, you're greeted by the grandeur of

  Team Spottswood/Vazquez Truman & Co. (KW)

  1309 Petronia St, Key West, FL 33040
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  /38

  $2,400,000

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

  711 Olivia St, Key West, FL 33040

  711 Olivia Street is a rare gem that fuses timeless Conch-style architecture with sophisticated, modern upgrades. This 3-bed, 3-bath home has been meticulously remodeled, creating a private sanctuary that honors its historic heritage while offering all the comforts of -contemporary living. The open-concept layout welcomes you with premium flooring & abundant natural light, all designed to enhance

  Tommy Mack Coastal Collection Real Estate Inc.

  711 Olivia St, Key West, FL 33040
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  /28

  $1,999,999

  • 4 Beds
  • 3 Baths
  • 1,425 Sq Ft

  1438 Virginia St, Key West, FL 33040

  Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new.6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both

  Yvette Talbott Appraisers of the Keys Inc (KW)

  1438 Virginia St, Key West, FL 33040
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  /36

  $2,449,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  2 Aronovitz Ln, Key West, FL 33040

  Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom

  Terry Garcia Keller Williams Key West Compass Realty

  2 Aronovitz Ln, Key West, FL 33040
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  /6

  $1,999,999

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Tabby Way, Key West, FL 33040

  LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and

  Paige Bethel Island Home Realty Inc.

  511 Tabby Way, Key West, FL 33040
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  /17

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

  • 2 Beds
  • 2 Baths
  • 1,055 Sq Ft

  825 Elizabeth St, Key West, FL 33040

  Charming Old Town Key West Retreat on Solaris Hill.Experience island living in this beautifully maintained 2-bedroom, 2-bath home atop historic Solaris Hill--the highest point in Key West. With 1,055 square feet of light-filled living space, this home blends classic Key West character with modern updates. Enjoy an open layout, high ceilings, and a bright kitchen perfect for entertaining. Step

  John Zaharakis Coldwell Banker Schmitt Real Estate Co. (KW)

  825 Elizabeth St, Key West, FL 33040
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  /64

  $1,195,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  1519 4th St, Key West, FL 33040

  Tropical oasis meets island comfort at 1519 4th Street in Key West.Located in mid town key west, this spacious 4-bedroom, 2-bathroom home sits on a 5,000sf lot and everything you need to enjoy the Florida Keys lifestyle.An open floor plan that flows seamlessly into the kitchen and living areas the layout offers flexible space for families, remote work, or hosting friends in paradise. The

  Jessica Forsythe eXp Realty LLC

  1519 4th St, Key West, FL 33040
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  /15

  $950,000

  • 1 Bed
  • 1 Bath
  • 575 Sq Ft

  624 United St, Key West, FL 33040

  Delightful historic conch house built 1898 close to Casa Marina, the Beach and Duval St. Excellent condition. Currently an air b n b rental. May need 48 hours advance notice to show when occupied. Seller is the listing agent. Furnishings are negotiable.

  Regina Corcoran AMERI REALTY CORP

  624 United St, Key West, FL 33040
• 

  

  /47

  $1,799,000

  • 4 Beds
  • 4 Baths
  • 1,912 Sq Ft

  2211 Staples Ave, Key West, FL 33040

  Spacious Mid-town Retreat with Mother in Law Cottage.Welcome to your beautifully, renovated midtown Oasis, designed with comfort, convenience and versatility in mind. Enviable one level living offers an excellent layout for a growing family r multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At the heart of the home, the newly renovated kitchen is

  Suzanne Moore Suzanne Moore Real Estate

  2211 Staples Ave, Key West, FL 33040
• 

  

  /27

  $675,000

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft

  1702 Bertha St, Key West, FL 33040

  Welcome to your Key West paradise! This charming 3-bedroom, 1-bathroom home is a hidden gem in the heart of Key West, offering the perfect blend of comfort and convenience. Upon entering, you'll be greeted by a large living room with tile flooring throughout and a beautifully updated kitchen featuring newer cabinetry and quartz countertops. The kitchen is a true focal point of this home, making

  Jimmy Lane Island Life Realty Experts

  1702 Bertha St, Key West, FL 33040
• 

  

  /31

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
• 

  

  /33

  $949,000

  • 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, now priced at $949,000, 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

  Wendy Moreira Keller Williams Key West Compass Realty

  1728 Laird St, Key West, FL 33040
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  /57

  $2,700,000

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  1124 Seminary St, Key West, FL 33040

  Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated

  Michaele Meadows Saltwater Real Estate Florida Keys, Inc

  1124 Seminary St, Key West, FL 33040

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