Mid Town Homes for Sale

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  /17

  $4,600

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2515 Staples Ave Unit A, Key West, FL 33040

  Fully renovated and offered furnished (if desired), this villa-style half-duplex offers a spacious 3-bedroom, 2-bath layout with two entrances, W/D, a private Porch and Patio with lawn. The property is fully enclosed with high-quality fencing, creating privacy, lovely tropical landscaping and a clean, finished look throughout the property.Positioned along Key West's dedicated cross-town bike

  Michelle Blades Realty Executives Florida Keys Old Town

  2515 Staples Ave Unit A, Key West, FL 33040
• Explore Mid Town

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  /13

  $798,000

  $192K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 981 Sq Ft

  1521 Rose St, Key West, FL 33040

  Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away.This large corner lot is perfectly located. Even the birds know when to fly South.

  Robin Nilsson Keller Williams Key West Compass Realty

  1521 Rose St, Key West, FL 33040
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  /48

  $2,999,000

  • 3 Beds
  • 3.5 Baths
  • 2,219 Sq Ft

  1627 Johnson St, Key West, FL 33040

  1627 Johnson St. - A Modern Masterpiece, Effortlessly Yours Designed by one of Key West's most celebrated architects, this 2019-built residence offers the rare combination of contemporary, low-maintenance living and timeless island elegance. Situated on an oversized 7,200-square-foot corner lot, the property is surrounded by solid concrete walls for privacy and security and is beautifully

  Suzanne Moore Suzanne Moore Real Estate

  1627 Johnson St, Key West, FL 33040
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  /43

  $2,900,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  1701 Laird St, Key West, FL 33040

  Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1701 Laird St, Key West, FL 33040
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  /40

  $1,799,765

  • 3 Beds
  • 3 Baths
  • 1,502 Sq Ft

  1523 Seminary St, Key West, FL 33040

  Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open

  Christine EckArt Berkshire Hathaway HomeServices Knight & Gardner Realty

  1523 Seminary St, Key West, FL 33040
• 

  

  /19

  $925,000

  • 2 Beds
  • 2.5 Baths
  • 1,152 Sq Ft

  1613 Josephine St, Key West, FL 33040

  **Low Insurances totaling $4300/year**Furnished and move in ready, this beautifully appointed Midtown Key West half townhouse offers the perfect blend of comfort and island living. The open floor plan features high ceilings, abundant natural light, and a spacious living, dining, and kitchen area, along with a convenient half bath on the main level. Upstairs the private bedroom suites provide

  Jenny Perry Preferred Properties (KW)

  1613 Josephine St, Key West, FL 33040
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  /36

  $1,799,000

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  2101 Harris Ave, Key West, FL 33040

  There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it!Completely reimagined from top to bottom in 2025, this beautifully renovated Midtown East home feels fresh, welcoming, and ready for its next chapter. Set on a fully fenced corner lot with all new landscaping, the property

  The Spottswood Team Truman & Co. (KW)

  2101 Harris Ave, Key West, FL 33040
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  /26

  $4,900

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft

  2401 Patterson Ave Unit 101, Key West, FL 33040

  Spacious 3BD/2BA - Renovated First-Floor Duplex in Midtown This fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2401 Patterson Ave Unit 101, Key West, FL 33040
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  /30

  $1,849,000

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040

  TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush tropical courtyard with huge beachfront pool, hot tub and distant ocean view. Offered fully furnished turnkey with a strong professionally managed vacation rental history and future rentals already in place. Recently underwent a

  Wendy Zintsmaster Truman & Co. (KW)

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040
• 

  

  /18

  $3,450

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft

  Unlisted Address

  Fully furnished La Brisa condo available through December 15, 2026. Electric, water and wi-fi included up to $200 per month. Washer and dryer in the unit. Covered carport, storage unit, central a/c, salt ponds view. Secured entry and building. La Brisa has an EV charging station, car wash area, tennis/pickleball court, barbecues, heated pool and hot tub and saunas No smoking, no pets, background

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  Unlisted Address
• 

  

  /19

  $3,975

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

  Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

  Douglas Miller Amerirealty Corp (KW)

  1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
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  /29

  $990,000

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

  1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040

  Full ocean view - top floor unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panoramic view of the Atlantic Ocean and all the activity and fun of Smather's Beach. Ready for your improvements, the condo has a modern open floor plan, spacious master suite with a large walk in closet, and a private balcony to enjoy the view. There is ultimate convenience

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040
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  /61

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft

  1911 Seidenberg Ave, Key West, FL 33040

  With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

  

  Everett Smith

  Ocean Sotheby's International Realty

  (645) 236-8169

  1911 Seidenberg Ave, Key West, FL 33040
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  /38

  $749,900

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  1825 Venetia St, Key West, FL 33040

  If you've been searching for a move-in ready slice of Key West in the heart of Midtown, 1825 Venetia Street delivers. This renovated 2-bedroom, 1-bath concrete block home sits on a fully fenced lot with a private tropical backyard designed for island living -- complete with a covered deck, lanai, outdoor shower, fruit trees, and multiple sitting areas that make the outdoors feel like an extension

  Jimmy Lane Island Life Realty Experts

  1825 Venetia St, Key West, FL 33040
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  /58

  $1,475,000

  $75K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,387 Sq Ft

  9 Mccoy Cir Unit 9, Key West, FL 33040

  Experience the quintessential island lifestyle in this stunning waterfront townhome at Flagler's Landing, where Gulf views meet the convenience of a central Key West location with private boat dockage. This elevated residence offers approximately 1,387 sq ft of living space with open Gulf views from the main living areas, private balcony, and both upstairs bedrooms.The main level is designed

  Karen Verri Ocean Sotheby's International Realty

  9 Mccoy Cir Unit 9, Key West, FL 33040
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  /27

  $1,895,000

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  1310 Atlantic Dr, Key West, FL 33040

  NEW PRICE ALERT''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Newly incorporated artwork, furniture and freshly painted!Discover serenity in this elevated 3-bedroom, 3-bath Key West retreat, built in 2013, including modern impact doors and windows. The thoughtful two-story design features a convenient first-floor bedroom and two

  Elizabeth Chamberlain Truman & Co. (KW)

  1310 Atlantic Dr, Key West, FL 33040
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  /20

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft

  2116 Fogarty Ave, Key West, FL 33040

  Welcome to this beautifully renovated 3-bedroom, 2-bathroom home that perfectly blends modern finishes with warm, inviting living spaces. From the moment you arrive, you'll love the charming curb appeal, spacious covered front porch, and bright, airy interior filled with natural light. The heart of the home is the stunning chef's kitchen featuring an oversized quartz island, custom white shaker

  Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

  2116 Fogarty Ave, Key West, FL 33040
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  /61

  $3,400,000

  • 5 Beds
  • 4 Baths
  • 2,530 Sq Ft

  1401 Atlantic Blvd, Key West, FL 33040

  A premier transient investment opportunity and a genuinely enchanting way of living meet on Atlantic Boulevard! The Atlantis House is a property with heart and soul. Just steps from the beach, this compound features 5 bedrooms and 4 bathrooms across three beautifully curated living spaces with a stunning boho-coastal aesthetic. The primary residence is an exquisite 3-BR/2-BA monthly rental

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1401 Atlantic Blvd, Key West, FL 33040
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  /34

  $1,678,000

  • 4 Beds
  • 3.5 Baths
  • 2,082 Sq Ft

  2519 Staples Ave, Key West, FL 33040

  Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclable and desirable streets in Midtown. Recently completed renovations offer the opportunity to be the first to live in this thoughtfully rethought home, where modern upgrades meet relaxed island living. Spanning approximately 2,100

  Everett Watkins Keller Williams Key West Compass Realty

  2519 Staples Ave, Key West, FL 33040
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  /64

  $1,899,999

  $100K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 2,501 Sq Ft

  1504 Flagler Ave, Key West, FL 33040

  Endless possiblities! Three units to rent for the investor or live in one and produce income from the other units. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have two units with a 2/1 floor plan and a fire wall between units. All units have W/D hook ups and central air. Both units upstairs have balconies and seperate staircases for entry. Low

  Michaele Meadows Saltwater Real Estate Florida Keys, Inc

  1504 Flagler Ave, Key West, FL 33040
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  /52

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

  Thoughtfully reimagined from its deeded 3-bedroom layout into a spacious 2-bedroom, 2-bath residence with entertaining and laundry space with the option to easily convert back to a 3-bedroom, this beautifully updated home blends style, comfort, and functionality. The fully renovated kitchen features soft-close cabinetry, granite countertops, and stainless steel appliances. Imported porcelain

  

  Natallie Liz

  Expert Realty LLC (HQ)

  (786) 761-8130

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
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  /42

  $1,265,000

  $230K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,477 Sq Ft

  1718 United St, Key West, FL 33040

  Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed

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

  1718 United St, Key West, FL 33040
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  /34

  $1,025,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 427C, Key West, FL 33040

  This spacious two-bedroom, two-bath penthouse condo boasts a stunning balcony with ocean views, making it the perfect place to relax and enjoy the breathtaking scenery. The beautifully designed kitchen features a breakfast bar, granite countertops, and stainless steel appliances, making it a chef's dream come true. The stunning living room and dining room are flooded with natural light, creating

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 427C, Key West, FL 33040
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  /19

  $1,700,000

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

  1224 2nd St, Key West, FL 33040

  Strong value-add multi-family fourplex investment opportunity with major improvements already completed. The heavy lifting has been done, including a new roof, brand-new windows, and updated concrete throughout, setting the stage for the next owner to bring the project to completion. Once finished and delivered furnished, the property has the potential to generate over $200,000 in annual income

  Jenna Stauffer Ocean Sotheby's International Realty

  1224 2nd St, Key West, FL 33040
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  /17

  $650,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 207, Key West, FL 33040

  Located directly across the street from the Ocean/ Smather's Beach, this beautifully renovated 2 Bedroom, 2 Bathroom condo is available at Key West by the Sea! Impact resistant Doors and Windows, newer mini splits, new cabinets, granite counters, an In- Unit Washer and Dryer, and best of all - a Brand New- Second Full Bathroom!!! Beautifully tiled baths with new vanities, light fixtures, and the

  Elaine Coyle Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 207, Key West, FL 33040
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  /8

  $3,350

  • 2 Beds
  • 1 Bath

  1614 Dennis St Unit B, Key West, FL 33040

  Newtown annual rental is now available to RENT! 2 bed 1 bath large deck! Convenient location near Key West Highs and just a short ride to down town. Can be rented ASAP, comes with washer and dryer fro your unit! First Month and security deposit to get started. Tenant pays utilities.

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (786) 400-2812

  1614 Dennis St Unit B, Key West, FL 33040
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  /36

  $2,299,999

  New Construction

  • 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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  /36

  $2,895,000

  • 4 Beds
  • 4.5 Baths
  • 3,220 Sq Ft

  1320 South St, Key West, FL 33040

  Built in 2008, this expansive 3,220 sq ft residence sits on a nearly 5,000 sq ft lot and offers the perfect blend of comfort, style, and location. Centrally situated, you're just moments from beautiful beaches, top-tier dining, vibrant bars, museums, and all the attractions the area has to offer.Upstairs features three generously sized bedrooms, each with its own en suite bathroom and walk-in

  Daniel Skahen Preferred Properties (KW)

  1320 South St, Key West, FL 33040
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  /18

  $999,000

  $51K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Income - $91,800/YearThis income-producing duplex offers two spacious units, each featuring 3 bedrooms and 1 bathroom--an ideal setup for steady, long-term rental demand. Currently leased at $3,850 and $3,800 per month, the property delivers a strong annual income of $91,800.Situated on a 4,400 sq. ft. lot in a desirable location near the coast, this property is just a

  Monika Rydzak eXp Realty LLC KW Branch

  1916 Seidenberg Ave, Key West, FL 33040
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  /31

  $1,500,000

  $150K PRICE DROP

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

  1821 Harris Ave, Key West, FL 33040

  Right in the heart of Key West, this income-producing triplex is the kind of property investors are always asking for--strong numbers, solid layout, and a location that never goes out of style. The property features three spacious units, each offering 3 bedrooms and 2 bathrooms, making them highly desirable for long-term tenants. The front unit stands out with its single-level design--larger than

  Monika Rydzak eXp Realty LLC KW Branch

  1821 Harris Ave, Key West, FL 33040
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  /5

  $539,000

  • 2 Beds
  • 1 Bath
  • 504 Sq Ft

  2515 Staples Ave Unit B, Key West, FL 33040

  Fully renovated and move-in ready, this property delivers the flexibility that today's buyer or investor wants, offering a primary residence, a vacation retreat, or a pure investment opportunity. Unit B offers a 2-bedroom, 1-bath layout with a private, decked backyard and is currently leased to reliable, long-term tenants at $4,000/month.Extensively updated in 2020-2021 for modernization and

  Ea Ruth Keller Williams Key West Compass Realty

  2515 Staples Ave Unit B, Key West, FL 33040
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  /25

  $1,286,000

  • 5 Beds
  • 3 Baths
  • 1,752 Sq Ft

  2515 Staples Ave, Key West, FL 33040

  Fully renovated duplex offering immediate income and long-term upside in the heart of Mid-Town Key West. This property delivers the flexibility that today's buyer-investors want, offering a primary residence with income, a vacation retreat, or a pure investment opportunity. Live in one unit while generating strong rental income from the other or maximize returns with two income streams.

  Ea Ruth Keller Williams Key West Compass Realty

  2515 Staples Ave, Key West, FL 33040
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  /17

  $869,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  2515 Staples Ave Unit A, Key West, FL 33040

  Fully renovated and move-in ready, this property delivers the flexibility that today's buyer-investors want, offering a primary residence, a vacation retreat, or an investment opportunity. Unit A features a spacious 3-bedroom, 2-bath layout with two entrances, a private Porch and Patio with lawn, strong rental demand. Short-term rentals restricted to 28 days. Extensively updated in 2020-2021 for

  Ea Ruth Keller Williams Key West Compass Realty

  2515 Staples Ave Unit A, Key West, FL 33040
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  /33

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit C223, Key West, FL 33040

  This well-maintained 2-bedroom condo has just hit the market and is truly priced to sell. Offered turnkey and newly furnished in 2017, the unit features a bright, inviting living space with a tiled main living area and two generously sized bedrooms. The primary suite includes its own ensuite bath for added comfort and privacy. A standout feature is the spacious balcony that spans the full length

  Julia Besson Century 21 All Keys Inc (KW)

  1800 Atlantic Blvd Unit C223, Key West, FL 33040
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  /25

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,302 Sq Ft

  1618 Flagler Ave, Key West, FL 33040

  First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one

  Jason Barroso Century 21 All Keys Inc (KW)

  1618 Flagler Ave, Key West, FL 33040
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  /36

  $1,799,999

  $90K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,638 Sq Ft

  2412 Linda Ave, Key West, FL 33040

  Waterfront, turnkey, and completely private 2412 Linda Avenue delivers the ultimate Key West lifestyle. This fully renovated tropical retreat is designed for effortless indoor outdoor living offering the perfect blend of entertaining space and serene seclusion.The home features 2 bedrooms plus a flexible office/optional third bedroom with a bright open layout and a sunken living and dining area

  Jenny Perry Preferred Properties (KW)

  2412 Linda Ave, Key West, FL 33040
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  /63

  $1,095,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  2309 Flagler Ave, Key West, FL 33040

  Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room.The three-bedroom, two-bath floor plan features clean modern lines,

  

  Jennifer Newman

  Truman & Co. (KW)

  (645) 300-5903

  2309 Flagler Ave, Key West, FL 33040
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  /49

  $2,999,999

  $191K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,863 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  

  Miriam Novotny

  Compass Florida, LLC

  (786) 839-6185

  1501 White St, Key West, FL 33040
• 

  

  /61

  $2,200,000

  • 5 Beds
  • 4 Baths
  • 2,096 Sq Ft

  1320 6th St, Key West, FL 33040

  Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise. Newly remodeled kitchen in the rental home.Enjoy the large inviting pool and well-maintained grounds, all just minutes from

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

  1320 6th St, Key West, FL 33040
• 

  

  /32

  $939,000

  • 4 Beds
  • 3 Baths
  • 1,580 Sq Ft

  1524 5th St, Key West, FL 33040

  Welcome to your dream home in Midtown Key West! This 4-bedroom, 3-bathroom currently being used as a 3/2 with a mother-in-law suite. This property has endless possibilities property boasts a fenced yard, perfect for privacy and outdoor enjoyment. With a durable metal roof and tile floors throughout, this home combines comfort and style. Don't miss the opportunity to own a piece of paradise.!

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  1524 5th St, Key West, FL 33040

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