Key West, FL Houses for Sale

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  /35

  $1,395,000

  • 2 Beds
  • 1 Bath
  • 723 Sq Ft

  729 Windsor Ln, Key West, FL 33040

  Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step

  Amber DeBevec LoKation Real Estate

  729 Windsor Ln, Key West, FL 33040
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  /30

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  1025 Elgin Ln, Key West, FL 33040

  Welcome to 1025 Elgin Lane, an exquisite residence nestled in the heart of Key West's Historic Seaport District. This recently updated home seamlessly blends historic charm with modern comforts, offering an unparalleled living experience in one of Florida's most sought-after locales. The interiors are adorned with original Dade County Pine walls and flooring, exuding warmth and character that pay

  Jimmy Lane Island Life Realty Experts

  1025 Elgin Ln, Key West, FL 33040
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  /39

  $2,249,000

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  1706 Seminary St, Key West, FL 33040

  Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you.

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
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  /14

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft

  55 Boca Chica Rd Unit lot 83, Key West, FL 33040

  This Diamond in the rough sits on one of the largest lots in Seaside. This gated community has 2 pools, boat launch, boat storage and 2 community use buildings. This neighborhood is one of a kind and an excellent place to live in the Keys! Make this home yours today!

  Steve Bostrom Berkshire Hathaway HomeServices Knight & Gardner Realty

  55 Boca Chica Rd Unit lot 83, Key West, FL 33040
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  /48

  $1,495,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  820 Carsten Ln, Key West, FL 33040

  A true Old Town treasure tucked away in one of the most coveted corners of Key West's Historic District, this charming 2-bedroom, 2-bath cottage offers everything on your wishlist: a prime location, timeless character, a private heated pool surrounded by lush tropical landscaping, gated off-street parking, and rare dual access from both Carsten Lane and Carey Lane for ultimate convenience and

  Dina Schoneck Berkshire Hathaway HomeServices Knight & Gardner Realty

  820 Carsten Ln, Key West, FL 33040
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  /63

  $1,250,000

  • 5 Beds
  • 4 Baths
  • 2,160 Sq Ft

  397 Balido St, Key West, FL 33040

  Stock Island Gem! Live the Key West life only 4 miles away from the famous Duval Street, with incredible income potential! This beautifully renovated (2020) home with off street parking and enough room for a RV. Is A must-see for those seeking both a dream home and a smart investment property, with space and income-earning possibilities. Don't miss this opportunity in Stock Island.

  Letisia Powell Robert Slack LLC

  397 Balido St, Key West, FL 33040
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  /40

  $2,795,000

  • 4 Beds
  • 5 Baths
  • 2,030 Sq Ft

  1419 Newton St, Key West, FL 33040

  This quintessential Key West retreat is not a drive-by. In true Key West style, the modest facade conceals an oversized outdoor space and multiple private areas. Steeped in history, rich in character, and designed for comfort, this home invites you to enjoy lazy, shady afternoons and starlit evenings in your own tropical oasis. Nestled on a lot-and-a-half in the sought-after Meadows neighborhood,

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  1419 Newton St, Key West, FL 33040
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  /53

  $1,399,900

  • 3 Beds
  • 3 Baths
  • 1,300 Sq Ft

  1118 Eaton St, Key West, FL 33040

  Step outside to your own slice of paradise - a private oasis that beckons you to unwind and rejuvenate. The sparkling pool, adorned with stunning blue mosaic tiles, creates a mesmerizing focal point, while the soothing sound of its waterfall feature transports you to a world of tranquility. Surrounding the pool, a spacious deck provides the perfect setting for sunbathing, alfresco dining, or

  Matthew Carlson Realty ONE Group Destination

  1118 Eaton St, Key West, FL 33040
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  /56

  $5,454,400

  • 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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  /54

  $6,300,000

  • 6 Beds
  • 7 Baths
  • 3,443 Sq Ft

  1109 Fleming St, Key West, FL 33040

  Located on iconic Millionaire's Row in the heart of Old Town Key West, this extraordinary estate offers a rare combination of timeless charm, modern luxury, and unmatched privacy. With two stunning homes both with impact rated windows and doors on one oversized lot, this tropical compound is an exceptional opportunity to own one of the most unique properties in Key West.The main residence, a

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1109 Fleming St, Key West, FL 33040
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  /25

  $927,500

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

  618 Mickens Ln, Key West, FL 33040

  Opportunity awaits in the heart of Old Town Key West! Just steps from the legendary Green Parrot and only 1.5 blocks from world-famous Duval Street, 618 Mickens Lane offers the perfect blend of location, privacy, and potential. Tucked away on a quiet, brick-paved lane, this 2-bedroom, 2.5-bath home is your chance to create a custom island retreat in one of Key West's most walkable

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  618 Mickens Ln, Key West, FL 33040
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  /47

  $1,129,500

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  3532 Duck Ave, Key West, FL 33040

  Tropical elegance meets island living! Heart of Key West's New Town. Built 1953 but Effective year 2012 per tax assessor. Beautifully designed 3-bedroom, 2-bath Spanish Revival-style home offers 1,528 sq ft of interior space on an oversized 6,600 sq ft lot. Soaring cathedral ceilings, a split-bedroom layout, and a chef's kitchen with solid mahogany cabinetry, natural stone tile, and custom

  Zachary Goodfellow Keller Williams Key West Compass Realty

  3532 Duck Ave, Key West, FL 33040
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  /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

  1017 Angela 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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  /29

  $1,225,000

  • 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

  1127 Packer St, Key West, FL 33040
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  /32

  $1,075,000

  • 4 Beds
  • 3 Baths
  • 1,226 Sq Ft

  1121 Elgin Ln, Key West, FL 33040

  NEW PRICE!!! Don't miss out on this incredible opportunity to own a historic Eyebrow home in Old Town Key West, available on the market for the first time since 1999! This charming two-story residence has been lovingly occupied by its owners but would also serve as an excellent rental property, second home, or primary residence in the vibrant heart of town. The main level features a spacious

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1121 Elgin Ln, Key West, FL 33040
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  /25

  $5,800,000

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  3612 Sunrise Dr, Key West, FL 33040

  Property is being sold with MLS #614840This waterfront home on a canal in Key West is ready for your creative touch! With 3 bedrooms, 2 bathrooms, a large 9794 sqft lot and there is plenty of room for the boating enthusiasts. It has a large in ground pool and outdoor fire pit area. **You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase or both homes.

  Jenny Perry Preferred Properties (KW)

  3612 Sunrise Dr, Key West, FL 33040
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  /26

  $5,800,000

  • 3 Beds
  • 3 Baths
  • 1,455 Sq Ft

  3608 Sunrise Dr, Key West, FL 33040

  Property is being sold with MLS #614841This 3 bedroom 3 bathroom home is located on Riviera canal in Key West. It sits on a 10,000+sqft lot, has a newer pool, outdoor kitchen, 24,000lb boat lift, and outdoor shower. There is plenty of parking, air-conditioned storage and large patio for outdoor entertainment. With its original cuban tile and vaulted ceilings if offers a charming old Key West

  Jenny Perry Preferred Properties (KW)

  3608 Sunrise Dr, Key West, FL 33040
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  /29

  $3,395,000

  • 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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  /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
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  /55

  $2,150,000

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

  708 William St, Key West, FL 33040

  Price reduced by almost $350,000 and ready for your personal touches. If you are looking for location and a historic home, this wonderful home 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,

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
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  /24

  $875,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  2910 Fogarty Ave, Key West, FL 33040

  Here's a classic Key West bungalow with an oversize lot located on a quiet treelined street. Interior features include a renovated kitchen and Energy Star stainless appliances, newly installed composite flooring, 3 bedrooms and a remodeled bathroom. A wall of French doors opens from the main living/dining are to a 450 sq ft covered deck/patio complete with a lounging TV area, bar, outdoor

  Mike Caron Keller Williams Key West Compass Realty

  2910 Fogarty Ave, Key West, FL 33040
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  /44

  $1,199,000

  • 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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  /41

  $2,575,000

  • 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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  /62

  $1,189,000

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  125 Sea Ln, Key West, FL 33040

  Stunning! Custom designed and built, elevated CBS home on a canal with an open ocean view. This is a must see. Thoughtfully planned and exquisitely maintained property. 125 Sea Ln is strength, functionality and beauty! Concrete construction with roll down, accordion & Bahama style shutters for the windows plus impact doors. Two bed, two bath, split floor plan has den and kitchen in middle of home

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  125 Sea Ln, 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

  1101 Casa Marina Ct, Key West, FL 33040
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  /31

  $2,500,000

  • 3 Beds
  • 3 Baths
  • 2,685 Sq Ft

  37 Evergreen Ave, Key West, FL 33040

  Stunning Waterfront Oasis in Key Haven - Elevated 3BR/3BA Home with Boating AccessWelcome to 37 Evergreen Ave. in Key Haven, Key West! Nestled at the end of a peaceful cul-de-sac, this beautifully updated 3-bedroom, 3-bathroom waterfront home offers the perfect blend of elegance and comfort. With 2,685 square feet of elevated living space on a generous 10,290 sq ft lot, every detail of this

  Jenny Perry Preferred Properties (KW)

  37 Evergreen Ave, Key West, FL 33040
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  /29

  $1,290,000

  • 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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  /18

  $1,300,000

  • 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

  $970,000

  • 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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  /65

  $4,995,000

  • 5 Beds
  • 4 Baths
  • 4,176 Sq Ft

  24 Cannon Royal Dr, Key West, FL 33040

  Tucked behind swaying palms and lush tropical landscaping, this elegant and timeless waterfront estate captures the essence of Florida Keys living--from breathtaking sunset views to exceptional outdoor spaces. Whether you're lounging on your private beach or entertaining by the pool, every moment here is a reminder of why you chose island life.Inside, sun-drenched living areas showcase wide-open

  Jenna Stauffer Ocean Sotheby's International Realty

  24 Cannon Royal Dr, Key West, FL 33040
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  /24

  $1,299,000

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

  611 Simonton St, Key West, FL 33040

  NEW PRICE! 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. Seller financing possible with minimum 30% down! Competitive interest rate!

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Simonton St, Key West, FL 33040
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  /22

  $749,000

  • 1 Bed
  • 1 Bath
  • 805 Sq Ft

  1222 Florida St, Key West, FL 33040

  Tucked away in the tranquil heart of Mid Town, this spacious one-bedroom concrete home offers both comfort and privacy. The open floor plan is filled with natural light, accentuating the warmth with brand new floors throughout. Step outside to a tropical retreat, where a serene deck area is enveloped by lush bamboo fencing, creating the perfect environment for relaxation or outdoor

  Derek Epperly Keys Atlantic Realty

  1222 Florida St, Key West, FL 33040
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  /40

  $1,490,000

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  1413 Olivia St, Key West, FL 33040

  Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chef's dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1413 Olivia St, Key West, FL 33040
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  /41

  $1,399,000

  • 2 Beds
  • 3 Baths
  • 1,705 Sq Ft

  3440 Duck Ave, Key West, FL 33040

  This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, you'll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built

  Derek Epperly Keys Atlantic Realty

  3440 Duck Ave, Key West, FL 33040
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  /15

  $1,299,000

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft

  719 Elizabeth St, Key West, FL 33040

  Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014.

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  719 Elizabeth St, Key West, FL 33040
• 

  

  /24

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 1,554 Sq Ft

  2109 Seidenberg Ave, Key West, FL 33040

  Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key West's New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, you'll feel the laid-back island vibe. Light flows through the home's

  Michael Irwin Preferred Properties (KW)

  2109 Seidenberg Ave, Key West, FL 33040
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  /37

  $4,250,000

  • 4 Beds
  • 3 Baths
  • 2,249 Sq Ft

  813 Thomas St, Key West, FL 33040

  An extraordinary opportunity to own a luxurious retreat in the heart of vibrant Old Town Key West. This exquisitely renovated 4BD/3BA estate masterfully blends island-contemporary elegance with timeless sophistication. Nestled on a rare double lot, it features soaring ceilings, a gracious open layout, and a private primary suite spanning the entire second floor. The chef's kitchen is a showpiece

  Team Spottswood/Vazquez Truman & Co. (KW)

  813 Thomas St, Key West, FL 33040
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  /54

  $1,350,000

  • 5 Beds
  • 3 Baths
  • 1,488 Sq Ft

  2922 Flagler Ave, Key West, FL 33040

  With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  2922 Flagler Ave, Key West, FL 33040

Showing Results 81 - 120, Page 3 of 6