Mid Town Homes for Sale

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  $925,000

  $175K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,239 Sq Ft

  2004 Patterson Ave, Key West, FL 33040

  Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage—ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  2004 Patterson Ave, Key West, FL 33040
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  /7

  $269,900

  $29K PRICE DROP

  • Land
  • 0 Sq Ft

  1801 N Roosevelt Blvd, Key West, FL 33040

  Very well maintained 2017 Trident 45' Houseboat being conveyed with a leasehold slip at City's Garrison Bight Marina , in the middle of Key West ! One of the few seaworthy vessels in the Marina . Low slip fee of $ 908 per month includes free pump out , 2 parking passes , 2 very clean laundry and shower facilities , patrolled security

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
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  /53

  $4,750,000

  • 7 Beds
  • 5 Baths
  • 3,118 Sq Ft

  901 Eisenhower Dr, Key West, FL 33040

  A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating

  Sarah Dolson Keller Williams Key West Compass Realty

  901 Eisenhower Dr, Key West, FL 33040
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  /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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  /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
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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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  /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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  /20

  $1,354,000

  $85K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  1610 Laird St, Key West, FL 33040

  This property can also be purchased along with the adjacent property 1612 Laird. Owner financing possible. Three bedrooms with room for expansion along with a guest room. Kitchen with stainless steel appliances and dedicated area for dining table and Florida room that leads to the out door seating areas. Plenty of off street parking with expansive covered area for all your treasures. Several out

  Roberta Mira Sunshine State Realty Services

  1610 Laird St, 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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  /11

  $999,000

  • Land
  • 6,534 Sq Ft
  • $6,660,000 per Acre

  2330 Staples Ave, Key West, FL 33040

  Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2330 Staples Ave, Key West, FL 33040
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  /2

  $1,300,000

  • 7 Beds
  • 5 Baths
  • 2,957 Sq Ft

  2016 Roosevelt Dr, Key West, FL 33040

  Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

  Richard Weston Weston Premier Realty, Inc

  2016 Roosevelt Dr, 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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  /18

  $3,450

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

  Unlisted Address

  Fully furnished La Brisa condo available through September 30, 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
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  /7

  $899,000

  • 1 Bed
  • 1 Bath

  2330 Staples Ave, Key West, FL 33040

  Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

  Giancarlo Espinosa Virtual Realty Group FL Keys Inc

  2330 Staples Ave, Key West, FL 33040
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  $2,199,000

  $100K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 2,570 Sq Ft

  1609 United St, Key West, FL 33040

  This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1609 United St, Key West, FL 33040
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  /20

  $149,900

  $19K PRICE DROP

  • Land
  • 0 Sq Ft

  1801 N Roosevelt Blvd, Key West, FL 33040

  The ultimate waterfront living in the middle of Key West with this 34' 1987 Corker Holiday Mansion Houseboat on a state of the art floating dock at the City's Garrison Bight Marina. Fully furnished and new air conditioning. Low slip fee of $ 680 per month includes 2 parking passes, 2 clean laundry and shower facilities, free pump out and patrolled security. Very favorable Lease terms and

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
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  /29

  $1,350,000

  • 4 Beds
  • 4.5 Baths
  • 2,750 Sq Ft

  1503 Atlantic Blvd, Key West, FL 33040

  THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility.Atlantic Boulevard has only a handful of true residential opportunities, and this one brings the rare combination of land, pool, and multi-unit upside. Set on an approximately 8,050 square foot lot,

  Team Kaufelt Truman & Co. (KW)

  1503 Atlantic Blvd, Key West, FL 33040
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  /59

  $4,495,000

  • 4 Beds
  • 4.5 Baths
  • 2,806 Sq Ft

  1614 Washington St, Key West, FL 33040

  Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of

  Richard Patten Your Keys Real Estate, LLC

  1614 Washington St, Key West, FL 33040
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  /39

  $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
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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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  /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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  /45

  $899,000

  • 3 Beds
  • 2 Baths

  2311 Patterson Ave, Key West, FL 33040

  olid CBS construction home with a durable metal roof, ideally located within walking distance to marinas, restaurants, and local shops. This 3-bedroom, 2-bathroom property offers an elevated position with glimpses of the water from one side. Enjoy a spacious backyard perfect for entertaining, complete with an above-ground pool and plenty of room to relax or expand. The property also features

  Giancarlo Espinosa Virtual Realty Group FL Keys Inc

  2311 Patterson Ave, Key West, FL 33040
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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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  /40

  $1,050,000

  • 4 Beds
  • 2 Baths
  • 1,342 Sq Ft

  1421 2nd St Unit 1425, Key West, FL 33040

  Duplex with adjoining commercial lot for sale. Duplex has 1,342 square feet of living space on a 2,841 sq ft lot with 2 two bedroom one units generating $74,400.00 annually. Units have been recently renovated and ready for new tenants. The adjoining 2,244 square foot commercial zoned lot would be ideal for one or more food vendor trucks, with excellent visibility and heavy traffic. Make an offer

  Everett Watkins Keller Williams Key West Compass Realty

  1421 2nd St Unit 1425, Key West, FL 33040
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  /27

  $1,450,000

  Open Sat 11AM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2313 Fogarty Ave, Key West, FL 33040

  There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come with much older homes in town.Elevated above the floodplain, with impact windows and doors rated for 175 mph winds and a 16kW standby generator, this is a home built for real peace of mind, whether you are here year-round or

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  2313 Fogarty Ave, Key West, FL 33040
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  $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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  /49

  $3,599,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,810 Sq Ft

  1501 Georgia St, Key West, FL 33040

  1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,810sf residence sits on an expansive 8,800sf lot and captures the essence of tropical modernism. Clean lines. Soaring ceilings. Walls of glass. A seamless and intentional dialogue between indoors and

  The Spottswood Team Truman & Co. (KW)

  1501 Georgia St, Key West, FL 33040
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  /39

  $1,149,000

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  1708 South St, Key West, FL 33040

  Tucked into the leafy heart of Midtown, just a quick bike ride from Smathers Beach, Higgs Beach and the energy of downtown, 1708 South St. offers something increasingly rare in Key West: a property with nothing to do but move in and enjoy.With its classic stone facade, this 1952 residence captures the distinctive architectural style that defined post-war Key West, delivering 1,445 sq. ft. of

  Suzanne Moore Suzanne Moore Real Estate

  1708 South St, Key West, FL 33040
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  /24

  $945,000

  $166K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040

  Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water

  Moe Smyth Island Life Realty Experts

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040
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  /21

  $799,000

  $100K PRICE DROP

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

  2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

  Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

  Andrea Otava Last Key Realty, Inc (KW)

  2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

Showing Results 41 - 70, Page 2 of 2