Mid Town Homes for Sale

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  /4

  $649,500

  • Land
  • 4,791 Sq Ft
  • $5,904,545 per Acre

  1610-1612 Dennis St, Key West, FL 33040

  SELLER FINANCING AVAILABLE! Seller willing to negotiate terms for owner financing while you develop this parcel. Options are open as Seller wants to move this property. Development opportunity now even more affordable! This property includes the rights to build duplex or attached townhomes in prime midtown location. Live in one unit and collect rental income from the other. Great proximity to

  Mark MacLaughlin R.W.A. Realty Inc

  1610-1612 Dennis St, Key West, FL 33040
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  /21

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  2215 Staples Ave, Key West, FL 33040

  Solid CBS 3-bedroom, 2-bath home situated on a 5,000 sq ft lot in desirable Midtown Key West. This well-maintained residence features a functional split floor plan with a private primary suite and bright, open living spaces that flow seamlessly to the outdoors.The kitchen offers ample cabinetry, pantry storage, and a comfortable dining area. The living room opens through sliding glass doors to a

  Allison Findlay Brenda Donnelly Real Estate LLC

  2215 Staples Ave, Key West, FL 33040
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  /24

  $2,525,000

  • 4 Beds
  • 3 Baths
  • 2,051 Sq Ft

  1427 Washington St, Key West, FL 33040

  Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom or office, half bathroom and an all new kitchen with new stainless appliances, countertops, custom built in cabinetry and all new lightning. The open living room is surrounded by French doors that

  The Spottswood Team Truman & Co. (KW)

  1427 Washington St, Key West, FL 33040
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  /27

  $1,999,000 Open House 5/16

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

  1719 Laird St, Key West, FL 33040

  Pool. Space. Privacy. -- Rare Double Lot Living in Key West1719 Laird Street offers the space and upgrades buyers search for but rarely find in Key West. Set on an oversized double lot, this renovated 4-bedroom, 3-bath CBS home features generous living spaces, wide hallways, and abundant storage, creating a comfortable layout that feels open, functional, and easy to live in.The bright

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1719 Laird St, Key West, FL 33040
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  /38

  $3,250,000

  • 4 Beds
  • 4 Baths
  • 2,772 Sq Ft

  1600 Patricia St, Key West, FL 33040

  New listing in Midtown West! Discover a unique property located in the heart of Key West, featuring a double corner lot of 12,400 square feet with two swimming pools and ample living space. Key features of this property include a stunning chef's kitchen equipped with a gas range, abundant cabinet space, a double oven, and sleek granite countertops. Ideal for entertaining, the formal living room

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1600 Patricia St, Key West, FL 33040
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  /70

  $2,695,000

  • 4 Beds
  • 3 Baths
  • 1,931 Sq Ft

  1501 Florida St, Key West, FL 33040

  Excellent opportunity to purchase a luxurious, modern, and refined single family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has all hurricane

  Jason Barroso Century 21 All Keys Inc (KW)

  1501 Florida St, 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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  /50

  $1,969,000

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

  1607 Sunshine Dr, Key West, FL 33040

  Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind.Step inside

  Jimmy Lane Island Life Realty Experts

  1607 Sunshine Dr, Key West, FL 33040
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  /24

  $949,000

  • 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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  /36

  $1,254,000

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

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040

  This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named 'Serenity by the Sea' is the unforgettable retreat you have been

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040
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  /75

  $1,999,000

  • 2 Beds
  • 3 Baths
  • 1,940 Sq Ft

  1616 Atlantic Blvd Unit 6, Key West, FL 33040

  This is the one you've been waiting for! Unlike any other 2 bed listing available in Casa Caselles, this exceptional oceanfront home has been completely reimagined from the concrete up—over $500,000 in premium upgrades make it the standout unit in this exclusive 19-home gated community. Price reduced by $100,000 for a swift sale—don't miss out! This stunning three-story concrete residence

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 6, Key West, FL 33040
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  /7

  $299,000

  • 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.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, 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 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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  /55

  $1,785,000

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft

  1505 Rose St, Key West, FL 33040

  Welcome to 1505 Rose Street in Key West, Florida!This legal duplex is perfect -- feels just like a single family home with a nice guest house, but can easily be rented out to two different tenants if need be. A well-planned ground level home with a large pool and backyard for you to enjoy that perfect Key West weather. Location is key on this home, situated in a very nice quiet neighborhood, and

  Bobby Coe RE/MAX Keys Connection (KW)

  1505 Rose St, Key West, FL 33040
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  /42

  $1,350,000

  • 3 Beds
  • 3 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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  /33

  $1,300,000

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

  2211 Staples Ave, Key West, FL 33040

  Renovated Midtown retreat offering exceptional flexibility, thoughtful updates, and the ideal layout for modern island living. Elevated and designed for comfortable one-level living, this 4 bedroom, 3.5 bathroom home features a versatile floor plan. At the heart of the home, the newly renovated kitchen blends style and functionality with a large center island, custom cabinetry, granite

  Krystal Thomas eXp Realty LLC Southernmost Branch

  2211 Staples Ave, Key West, FL 33040
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  /20

  $1,354,000

  • 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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  /36

  $2,895,000

  • 4 Beds
  • 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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  /24

  $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 Loffreno Real Estate

  2515 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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  /17

  $879,000

  • 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 Loffreno Real Estate

  2515 Staples Ave Unit A, Key West, FL 33040
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  /36

  $2,299,999 Open Sun 1PM - 3PM

  • 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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  /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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  /74

  $2,199,000

  • 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

  $169,000

  • Land
  • 0 Sq Ft

  1801 N Roosevelt Blvd, Key West, FL 33040

  The ultimate waterfront living with this 34' 1987 Corker Holiday Mansion Houseboat at the City's Garrison Bight Marina. Sold together with the leasehold slip for a seamless transition into your new marina lifestyle

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
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  /59

  $4,495,000

  • 4 Beds
  • 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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  /58

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
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  /25

  $675,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 504A, Key West, FL 33040

  Beautiful Ocean Views of Smathers Beach and the Atlantic. This serene 1 bedroom, 1 bathroom condo includes a rare 8' x 3.5' storage closet on the same floor. This Key West by the Sea residence featuring a renovated kitchen and bathroom. Updated lighting, fans, Mitsubishi mini-split AC and heating system, upgraded electrical panel, on demand water heater, hurricane-impact & soundproof doors and

  Moe Smyth Island Life Realty Experts

  2601 S Roosevelt Blvd Unit 504A, 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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  /42

  $1,143,000

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft

  1713 Rose St, Key West, FL 33040

  30 foot pool, 3 bedroom, 2 bath home on a large, beautifully landscaped lot in Midtown West, Key West. Now $1.143m. Four blocks from the beach, 1713 Rose is nestled away with its three sister streets, in a quiet, serene neighborhood full of wonderful residents. A 5 minute walk to White Street Pier, Higgs Beach, Salute Restaurant, bocce/tennis courts and numerous parks (including a dog park), this

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  1713 Rose St, Key West, FL 33040
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  /29

  $790,000

  • 2 Beds
  • 1 Bath
  • 1,292 Sq Ft

  2016 Fogarty Ave, Key West, FL 33040

  Welcome to 2016 Fogarty Avenue in Midtown Key West -- a charming 2-bedroom, 1-bath wood-frame home situated on a full 5,000 sq. ft. lot in one of the island's up-and-coming neighborhoods.Inside, vaulted ceilings create an airy sense of space, complemented by warm wood flooring throughout. The nicely appointed kitchen offers ample cabinetry and workspace, flowing easily into the main living area

  Kirksten Irick Preferred Properties (KW)

  2016 Fogarty Ave, Key West, FL 33040
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  /4

  $1,000,000

  • 2 Beds
  • 1 Bath
  • 1,640 Sq Ft

  1503 Seminary St, Key West, FL 33040

  Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering includes two side-by-side parcels with endless potential for redevelopment or renovation.1503 Seminary Street features a 2-bedroom, 1-bathroom single-family home built in 1943 with 1,160 sq. ft. of living area. The home offers a spacious layout ready for your personal touch -- ideal for a full remodel or a complete

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  1503 Seminary St, Key West, FL 33040
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  /8

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  1328 Laird St, Key West, FL 33040

  Great opportunity to own a duplex walking distance to ed knight pier. This 3 bedroom 2 bath home with a 1 bedroom 1 bath unit is producing 7,600.00 per month and tenants pay there own utilities . Allow at least 48 notice to show

  Louis Condos Berkshire Hathaway HomeServices Knight & Gardner Realty

  1328 Laird St, Key West, FL 33040
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  /13

  $798,000

  • 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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  $1,890,000

  • 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

  $3,699,000

  • 4 Beds
  • 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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  /42

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  2311 Patterson Ave, Key West, FL 33040

  Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities.Just a short stroll from the

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2311 Patterson Ave, Key West, FL 33040
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  /61

  $2,199,000

  • 3 Beds
  • 4 Baths
  • 1,865 Sq Ft

  1422 Patricia St, Key West, FL 33040

  Situated on a 6,000 sq. ft. corner lot just one block from the Atlantic Ocean, this elevated mid-century residence offers three bedrooms and three and a half baths within 1,865 square feet of well-designed living space, a short walk to the White Street Pier. The combination of corner positioning, lot size, and proven elevation makes this a compelling offering in one of Key West's most desirable

  Derek Epperly Engel & Volkers Key West

  1422 Patricia St, Key West, FL 33040
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  /10

  $1,100,000

  • 1 Bed
  • 1 Bath
  • 693 Sq Ft

  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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