Homes for Sale in 33040

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  /27

  $9,499,000

  • Land

  7000 5th St, Stock Island, FL 33040

  Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. These two expansive plots of land incl. bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures.The Northern parcel consists of about 1,400 ft. of native shoreline, providing ample space for

  Ellen Gvili Ocean Sotheby's International Realty

  7000 5th St, Stock Island, FL 33040
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  /51

  $1,235,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  56 Bay Dr, Saddlebunch, FL

  Island Life, unequalled waterfront sunsets, ocean breezes and crystal clear waters. And you can drive to your Caribbean Island Escape! This location is exceptional on all fronts, more than 2X the avg lot size, a craftsman remodeled 3/2 converted to a 2/2 with a spacious convertible home office, gorgeous high quality materials throughout, including Walnut Engineered Flooring, Brazilian Quartzite

  Stephanie Wise Keller Williams Key West Compass Realty

  56 Bay Dr, Saddlebunch, FL
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  /62

  $7,495,000

  • 5 Beds
  • 7 Baths
  • 4,000 Sq Ft

  616 Eaton St, Key West, FL 33040

  Located in the heart of Old Town, 616 Eaton Street tells a story that spans more than a century. Built in 1911 and thoughtfully brought into the present day, with additions & renovations, this property reflects the enduring character of Key West while offering the comforts and conveniences of modern living. This 5BD, 5 full BA, and 2 half BA estate spans over 4,000sf and sits on an expansive

  Terri Spottswood Truman & Co. (KW)

  616 Eaton St, Key West, FL 33040
• 

  

  

  /51

  $1,215,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  5960 Peninsular Ave Unit 101, Key West, FL 33040

  Location Location Location! Oceanview Condo Only 22 units nestled on an ocean front peninsula. Breathtaking views of flats, Mangrove estuary, and the Atlantic Ocean. Compare this property with the competition and you can for yourself. Unit 101 is an end unit with additional windows in the living area letting in natural light making this unit feel open and delightful. Unit faces East and enjoys

  Zachary Bentley Coastal Collection Real Estate Inc.

  5960 Peninsular Ave Unit 101, 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
• 

  

  /47

  $5,995,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 4 Baths
  • 3,104 Sq Ft

  1014 Flagler Ave, Key West, FL 33040

  Some homes are built; others are authored. This is one of the latter--an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself, with architecture by award-winning architect Rob Delaune that thoughtfully carries that legacy forward. This three-bedroom, three-and-a-half-bath estate, built in 1999 and comprehensively updated from the ground up, has been

  Team Kaufelt Truman & Co. (KW)

  1014 Flagler Ave, Key West, FL 33040
• 

  

  /19

  $305,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  201 Coppitt Rd Unit 104, Key West, FL 33040

  Waterfront living with built-in income. This 1-bedroom, 1-bath condo offers an excellent opportunity for investors or future owner-occupants. Currently tenant-occupied with a lease in place through May 31, 2026, the property provides immediate rental income while allowing for future flexibility. Buyer must honor the existing lease. Situated in a well-established waterfront community just minutes

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

  201 Coppitt Rd Unit 104, Key West, FL 33040
• 

  

  /36

  $518,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 213, Key West, FL 33040

  Welcome to 3635 Seaside Drive, Unit 213, an amazing two (2) bedroom and (2) two bathroom condo with a beautiful pool view.This is the one, if you're tired of paying rent, here it is! Time to own this unit and make this condo your very own piece of paradise!A perfectly designed condo with a split floor plan, with the kitchen and living room in the heart of this home. Wake up and enjoy that fresh

  Bobby Coe RE/MAX Keys Connection (KW)

  3635 Seaside Dr Unit 213, Key West, FL 33040
• 

  

  /25

  $2,525,000

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

  1427 Washington St, Key West, FL 33040

  Showings begin March 29th! 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

  The Spottswood Team Truman & Co. (KW)

  1427 Washington St, Key West, FL 33040
• 

  

  /4

  $1,095,000

  • 3 Beds
  • 3 Baths
  • 1,520 Sq Ft

  818 Elizabeth St Unit Front, Key West, FL 33040

  Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  818 Elizabeth St Unit Front, Key West, FL 33040
• 

  

  /25

  $2,300,000

  • 2 Beds
  • 2 Baths
  • 881 Sq Ft

  641 United St, Key West, FL 33040

  TRANSIENT LICENSE! Welcome to your perfect blend of comfort, style, and investment opportunity! This beautifully maintained 2-bedroom, 2-bathroom single-family home offers an ideal retreat for both personal enjoyment and income generation.Step inside to discover a thoughtfully renovated interior featuring a modern kitchen with updated finishes and appliances, along with fully remodeled bathrooms

  Jeffrey Dunaway Key West Realty, LLC (KW)

  641 United St, Key West, FL 33040
• 

  

  /35

  $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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  /54

  $649,000

  • 2 Beds
  • 2 Baths
  • 871 Sq Ft

  1 Spoonbill Way, Key West, FL 33040

  Tucked along the edge of the enchanting Butterfly Garden, this charming townhouse offers the perfect blend of privacy, tropical beauty, and resort-style amenities. Located within the gated community surrounding the Rees-Jones 18-hole Championship Golf Course, this home is a serene slice of paradise.Inside, you'll find thoughtfully designed living space featuring two upstairs bedrooms and 1.5

  Stephanie Wise Keller Williams Key West Compass Realty

  1 Spoonbill Way, Key West, FL 33040
• 

  

  /41

  $1,449,000

  • 2 Beds
  • 2 Baths
  • 1,207 Sq Ft

  800 Fleming St Unit B-3, Key West, FL 33040

  Perfectly situated just three blocks from Duval Street and two from the grocery store, this one-of-a-kind, fully furnished penthouse has been meticulously renovated to deliver unmatched luxury living in the heart of Old Town Key West. Offering rare off-street parking, this light-filled residence is perched among the treetops and features a private balcony with serene pool and garden views.Inside,

  Solaris Gregory Expert Realty LLC (HQ)

  800 Fleming St Unit B-3, Key West, FL 33040
• 

  

  /19

  $3,300,000

  • Land

  31 Sea Lore Ln, Shark Key, FL 33040

  An extraordinary opportunity to bring your dream waterfront estate to life in the prestigious community of Shark Key.This premier 18,750 sq ft lot comes with a coveted ROGO allocation already in place -- saving you years of time and planning. Tucked away on the exclusive street of Sea Lore Lane, the property offers over 90 feet of pristine shoreline, delivering uninterrupted views and endless

  Jenna Stauffer Ocean Sotheby's International Realty

  31 Sea Lore Ln, Shark Key, FL 33040
• 

  

  /25

  $350,000

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  3312 Northside Dr Unit 405, Key West, FL 33040

  Own in Key West under 400k. Excellent investment as primary residence, second home, or rental property. This one bed one bath condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West. You have ample parking, storage, pool, tennis courts, laundry, on site management, etc. The unit has new flooring, new AC unit, new

  Karen Angle Coldwell Banker Schmitt Real Estate Co.

  3312 Northside Dr Unit 405, Key West, FL 33040
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  /22

  $349,000

  • Land

  5950 Peninsular Ave Unit 613, Key West, FL 33040

  This is a 40' wet slip available for sale (16' width). Welcome to Oceans Edge Marina & Resort home to some of the best & quickest offshore boating & fishing access in this area with no bridges where you can head out for daily fishing, boat to the Dry Tortugus, beaches/sandbars or just hang out at the dock and see who is bringing in the fresh seafood. Owners may live aboard. The marina offers dry

  Sylvia Werling Keller Williams Key West Compass Realty

  5950 Peninsular Ave Unit 613, Key West, FL 33040
• 

  

  /19

  $459,000

  • 2 Beds
  • 2 Baths
  • 728 Sq Ft

  264 Mars Ln, Key West, FL 33040

  Used as a weekend get away from the mainland, the seller has regularly maintained the mobile home for her use. The canal allows for kayaking, & swimming all 10 minutes from Key West. Decking, porch, hurricane panels, central AC easy care yard as well as furnishing which are negotiable minus personal items. No HOA fee. Restaurant, gas stations, convenience stores in near vicinity.Property has a

  Darlene Thomas Beach Club Brokers (KW)

  264 Mars Ln, Key West, FL 33040
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  /32

  $5,250,000

  • 8 Beds
  • 11 Baths
  • 8,472 Sq Ft

  314 Simonton St, Key West, FL 33040

  Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  314 Simonton St, Key West, FL 33040
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  /37

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,211 Sq Ft

  1440 17th St, Key West, FL 33040

  DUPLEX! Discover the perfect blend of flexibility, privacy, and income potential in this beautifully updated Key West duplex--ideal for families, extended living, or savvy investors. The main residence is a spacious 2-bedroom, 1-bath home thoughtfully updated in 2026 with a brand-new kitchen featuring modern cabinetry, sleek quartz countertops, a tile backsplash, and new stainless appliances.

  Dawn McComish Lokation Real Estate

  1440 17th St, Key West, FL 33040
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  /12

  $349,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  290 Leo Ln, Key West, FL 33040

  Geiger Key Mobile home on swim canal is about 10 minutes from Key West. Owner has received ROGO Exemption from Monroe County Planning Department and a new house can be built. . May be able to show with short notice. Concrete seawall, in place. Open space across the street with community area. Geiger Key restaurant and marina nearby

  Darlene Thomas Beach Club Brokers (KW)

  290 Leo Ln, Key West, FL 33040
• 

  

  /20

  $525,000

  • 1 Bed
  • 1 Bath
  • 489 Sq Ft

  1500 Seminary St Unit 2D, Key West, FL 33040

  Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios and just a walkable, rideable, half mile from the Atlantic and a mile from the Historic Seaport District and Gulf.......The condo is part of a very well run and

  Rob Severin Rob Severin Real Estate Co

  1500 Seminary St Unit 2D, Key West, FL 33040
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  /42

  $1,285,000

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  1613 Trinidad Dr, Key West, FL 33040

  Updated home with a bright floor plan featuring quartz counter tops, stainless steel appliances, luxury vinyl flooring, and wraparound windows with remote control blinds. Spacious primary suite with walk-in closet, ductless zoned A/C, and French doors to wraparound screened patio that's 612 sq. ft. Heated 13x7 swim spa with outdoor seating. Concrete, elevated for lower insurance, insulated

  Shirley Carey Berkshire Hathaway HomeServices Knight & Gardner Realty

  1613 Trinidad Dr, Key West, FL 33040
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  /17

  $199,900

  • Land

  5555 College Rd Unit 5, Key West, FL 33040

  Well-positioned 30' wet slip located at Sunset Marina on the gated side of the property. This floating concrete dock can accommodate a vessel up to 35' in length and offers deep water access with a 6' control depth -- perfect for easy navigation to both the Gulf and Atlantic waters.Sunset Marina is a full-service marina with on-site fuel, bait, and marina store. Owners enjoy access to secured

  Jimmy Lane Island Life Realty Experts

  5555 College Rd Unit 5, Key West, FL 33040
• 

  

  /24

  $2,150,000

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

  816 Ashe St, Key West, FL 33040

  This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally constructed in 1906, the house has been meticulously restored from the ground up, essentially transforming it into a brand-new property. The home features off-street parking and a heated and chilled pool. It comes fully furnished for a turnkey experience. Ideally

  Bascom Grooms Bascom Grooms Real Estate (KW)

  816 Ashe St, Key West, FL 33040
• 

  

  /30

  $429,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 607, Key West, FL 33040

  2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

  Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

  3312 Northside Dr Unit 607, Key West, FL 33040
• 

  

  /71

  $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 impact

  Jason Barroso Century 21 All Keys Inc (KW)

  1501 Florida St, Key West, FL 33040
• 

  

  /49

  $2,449,000

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

  1320 Eliza St, Key West, FL 33040

  Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West.This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot with great outdoor living and a perfect heated pool. A brand new roof was just installed.The main

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040
• 

  

  /32

  $999,000

  • 3 Beds
  • 3 Baths
  • 1,586 Sq Ft

  3841 N Roosevelt Blvd Unit 222, Key West, FL 33040

  Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 222, Key West, FL 33040
• 

  

  /24

  $2,290,000

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

  1620 Jamaica Dr, Key West, FL 33040

  NEW LISTING! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1620 Jamaica Dr, Key West, FL 33040
• 

  

  /30

  $1,395,000

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

  1306 Virginia St, Key West, FL 33040

  LEGAL DUPLEX with INVESTMENT OPPORTUNITY.Located in the Old Town Key West neighborhood in the X Flood zone, this historic property presents many opportunities. Increase the square footage and/or covert to a single family home. Bring your creativity to this historic charmer.Currently set up as a Legal Duplex with 2 bedrooms/1 bath downstairs, and 1 bedroom/ 1 bath upstairs with separate electric

  Joyce Craul Expert Realty LLC (HQ)

  1306 Virginia St, Key West, FL 33040
• 

  

  /53

  $6,965,000

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

  1101 Casa Marina Ct, Key West, FL 33040

  Rarely does a property of such storied provenance and grand scale grace the Key West market. This is a residence where history breathes. Commanding nearly half a city block in the prestigious Casa Marina district, 1101 Casa Marina Court is an architectural masterwork built by A. Maitland Adams in the early 1930s. Adams was said to be a partner of Charles Thompson, Ernest Hemingway's fishing

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1101 Casa Marina Ct, Key West, FL 33040
• 

  

  /20

  $2,825,000

  • 4 Beds
  • 4 Baths
  • 3,019 Sq Ft

  27 Evergreen Ave, Key West, FL 33040

  This one checks off all of the boxes. Canal-front residence in the desirable community of Key Haven offers the ideal blend of space, privacy, and proximity to Key West. The 4-bedroom, 3.5-bath home features a spacious multi-level layout designed for comfortable living and entertaining, with generous interior areas and an inviting waterfront setting. The property enjoys direct canal access with no

  Maria Wilson Berkshire Hathaway HomeServices Knight & Gardner Realty

  27 Evergreen Ave, Key West, FL 33040
• 

  

  /15

  $569,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  96 Golf Club Dr, Key West, FL 33040

  Seller financing available! Poolside, pool view townhome. The home has just been re-freshed with an interior top to bottom paint job, exterior touch up, and new engineered vinyl plank floors have been ordered for the main level. First floor is an open floor plan with half bath, kitchen, dining area and living area that opens to a covered porch. The second floor has two bedrooms and a full bath.

  The Behmke Group Keller Williams Key West Compass Realty

  96 Golf Club Dr, Key West, FL 33040
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  /28

  $850,000

  • 2 Beds
  • 2 Baths
  • 548 Sq Ft

  1422 Catherine St, Key West, FL 33040

  Welcome to 1422 Catherine Street in The Heart of Key West.Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally

  Bobby Coe RE/MAX Keys Connection (KW)

  1422 Catherine St, Key West, FL 33040
• 

  

  /8

  $599,000

  • 4 Beds
  • 2 Baths
  • 1,104 Sq Ft

  C1 9th Ave, Stock Island, FL 33040

  This 4 Bedroom 2-bathroom doublewide sits on a corner fenced lot with ample parking. This home has a roof that is only a few years old as well as newer central A/C. Currently it is being used as a rental with good monthly income. And you own the land

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

  C1 9th Ave, Stock Island, FL 33040
• 

  

  /52

  $699,999

  • 3 Beds
  • 2 Baths
  • 1,373 Sq Ft

  3302 Eagle Ave, Key West, FL 33040

  Spacious Key West townhome with no HOA! Expanded from its original floor plan, this well-maintained home now offers 3 bedrooms, 2 bathrooms, and nearly 1,400 sq. ft. of living space. There is also a bonus area not included in the square footage, perfect for a home office, hobby room, or extra storage. The kitchen features maple wood cabinetry, granite countertops, and stainless steel appliances.

  Jimmy Lane Island Life Realty Experts

  3302 Eagle Ave, Key West, FL 33040
• 

  

  /18

  $2,100,000

  • 2 Beds
  • 3 Baths
  • 1,210 Sq Ft

  105 Front St Unit 119, Key West, FL 33040

  REDUCE!D!!! This beautiful two bedroom, 2.5 bath Harbour Place condominium is located on the highly desirable first level with one of the largest decks in the complex.There is plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. There are gorgeous views of the open water from the living and dining rooms as well as the kitchen. The

  The Behmke Group Keller Williams Key West Compass Realty

  105 Front St Unit 119, Key West, FL 33040
• 

  

  /43

  $875,000

  • 2 Beds
  • 2.5 Baths
  • 1,120 Sq Ft

  236 Golf Club Dr, Key West, FL 33040

  Beautifully appointed home that offers a charming backyard with a covered patio and built in spa offers a perfect blend of comfort and luxury. The open-concept design features a spacious living area with large windows that flood the space with natural light. Stunning 2 story home in the gated Sanctuary of the Key West Golf Course. 2 upstairs bedrooms both with en suite full bathrooms and a half

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

  236 Golf Club Dr, Key West, FL 33040
• 

  

  /91

  $3,895,000

  • 7 Beds
  • 7.5 Baths
  • 3,015 Sq Ft

  919 Thomas St, Key West, FL 33040

  Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character

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

  919 Thomas St, Key West, FL 33040

Showing Results 241 - 280, Page 7 of 12