Homes for Sale near Key West High School

• 

  

  

  /30

  $477,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  25D 10th Ave, Stock Island, FL 33040

  Island Life is calling. CORNER LOT with over 120 ft of street frontage, 1987 single wide trailer has 3 bedroom/2 full baths, laundry area with den & kitchen. Split open floor plan affords privacy for you and guest. You own the lot. NO HOA or lot rent. No adjoining neighbors on two sides plus the large undeveloped natural area directly across the street is zoned PR (parks & refuge). Lot has chain

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  25D 10th Ave, Stock Island, FL 33040
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  /47

  $2,499,000

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft

  409 Grinnell St, Key West, FL 33040

  Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a

  Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  409 Grinnell St, Key West, FL 33040
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  /41

  $2,550,000

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
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  /16

  $265,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Rare opportunity to own one or both deeded 40' boat slips with concrete floating docks located on the T-head of the Grouper Pier at Sunset Marina--Key West's premier deep-water facility. Slips Grouper 9 & 10 each accommodate up to 43' LOA with 6 ft draft at mean low tide making it ideal for a wide range of powerboats and sailboats. Buy individually or together for 80' of linear dockage, ideal for

  Maria Sanchez LoKation Real Estate

  5555 College Rd Unit 9, Key West, FL 33040
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  /46

  $699,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  22 Merganser Ln, Key West, FL 33040

  Exquisite finishes & attention to detail in the overall design of this prime, heavily shaded Golf Club townhouse unit. --- Upgraded in 2022 - complimented by an open living room, polished wood floors & covered porch with unobstructed view of the course's most scenic greens & sand traps 400' feet away overlooking a vast expanse of manicured vegetation --- From stone counter tops, quality

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  22 Merganser Ln, Key West, FL 33040
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  /28

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 823 Sq Ft

  612 Mickens Ln, Key West, FL 33040

  Only 139 steps from the iconic Green Parrot (yes, we counted) and just 1.5 blocks off Duval Street--yet tucked away on a quiet, hidden Key West lane with no vehicular traffic--this home offers extraordinary convenience paired with blissful tranquility. 612 Mickens Lane is the perfect blend of unbeatable location and peaceful island living.This historic shotgun-style Cigar Maker's house features

  Bobby Coe RE/MAX Keys Connection (KW)

  612 Mickens Ln, Key West, FL 33040
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  /40

  $3,300,000

  • 5 Beds
  • 6 Baths
  • 3,568 Sq Ft

  6 Egret Ln, Key West, FL 33040

  All Offers Welcome, Motivated Seller Looking to Relocate.This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/CKey Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for

  Paul LaRochelle Century 21 Circle - Key West

  6 Egret Ln, Key West, FL 33040
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  /7

  $32,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 6,514 Sq Ft

  231 E Shore Dr, Key West, FL 33040

  Introducing Seven Palms Cove, a rare new construction oceanfront community in the Florida Keys that combines luxury living with unmatched investment potential. With only seven residences available--each spanning over 4,000 sq. ft. with 5 bedrooms, 5.5 baths, private infinity pools, rooftop decks, and assigned dockage--this gated enclave offers turn-key short-term rental flexibility. Unlike most

  Stephanie Muzzillo Serhant

  231 E Shore Dr, Key West, FL 33040
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  /10

  $1,824,900

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

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
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  /9

  $3,500,000

  • Land

  19657 Seminole St, Sugarloaf Key, FL 33042

  Unique Waterfront Property with Opportunity to Build Your Dream MansionWelcome to your once-in-a-lifetime opportunity to own a truly exceptional waterfront property in the Florida Keys. This expansive property boasts a total of 3 lots ensuring unparalleled potential for building your waterfront mansion.Property comes with build back letter. There's not another property like this south of

  Derek Epperly Engel & Volkers Key West

  19657 Seminole St, Sugarloaf Key, FL 33042
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  /33

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft

  31525 Avenue A, Big Pine Key, FL 33043

  $525K Opportunity with so much potential. Privacy fence with 2 big double gates with access from both streets and no neighbor across the street. Unique CBS 3bd/2bth ground level home. Central AC, Tile Floors, Double corner lot. 100 X 100. Lots of parking, if you have work vehicles or an RV has rv elect, hook. Room for pool and entertaining. Patio deck area. Close to community park, public boat

  Rose Dell Keller Williams Key West Compass Realty

  31525 Avenue A, Big Pine Key, FL 33043
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  /60

  $2,700,000

  • 3 Beds
  • 3 Baths
  • 2,167 Sq Ft

  556 Caribbean Dr E, Summerland Key, FL 33042

  The sea writes the script at this 3 bed, 3 bath oceanfront retreat on the most highly sought after neighborhoods on Summerland Key, and it stands in a class of its own. Western exposure delivers nightly golden-hour performances over the Atlantic, while deep-draft boating--among the best this side of the 7-Mile Bridge--begins right from your backyard. You'll love deep channel access to the

  Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

  556 Caribbean Dr E, Summerland Key, FL 33042
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  /33

  $1,949,000

  • 2 Beds
  • 3 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /88

  $5,950,000

  • 6 Beds
  • 8 Baths
  • 4,094 Sq Ft

  723 Eaton St, Key West, FL 33040

  Private Old Town Compound | 723 Eaton Street | $5,950,000Step off Eaton Street and into your own tropical hideaway 🌴Tucked behind lush, gated landscaping in the heart of Old Town, 723 Eaton Street is a rare three-residence compound just steps from the Historic Seaport and a quick stroll to Fausto's. This is island living done right--private, stylish, and effortless.At the center is a

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
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  /32

  $934,900

  • 4 Beds
  • 3 Baths
  • 1,320 Sq Ft

  53 Spoonbill Way, Key West, FL 33040

  Meticulously Maintained Tropical Escape. This townhome is located within the gates of the prestigious Key West Golf Course community. The home has a large floor plan which features tropical architecture with a cottage feel. Resort style amenities include 24 hour security, 2 community pools, a clubhouse with a fitness center and a 18 hole golf course. This lovely townhome is located on the desired

  Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  53 Spoonbill Way, Key West, FL 33040
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  /24

  $875,000

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

  853 Indies Rd, Summerland Key, FL 33042

  Move right into this well-maintained 3-bedroom, 2-bath canal front home, built in 2006 and cared for with pride. The bright, open layout features a split floor plan that offers comfortable space for everyday living and entertaining.The primary bedroom includes an en-suite bath and a versatile bonus room -- ideal for a home office, nursery, or cozy retreat. Step outside to enjoy peaceful canal

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

  853 Indies Rd, Summerland Key, FL 33042
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  /43

  $995,000

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1608 Venetian Dr, Key West, FL 33040

  New Bathrooms. New Kitchen with all new appliances. New interior doors. Fresh paint inside and outside. Quiet neighborhood. Two mango trees, palm trees, other trees. Room for pool and hot tub. Large open floor plan living-dining area opens to the kitchen with view to the concrete patio in the rear. New V-Crimp metal roof completed December 2021. Larger than average lot in the neighborhood,

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  1608 Venetian Dr, Key West, FL 33040
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  /29

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
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  /26

  $596,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040

  New Price!! Key West By The Sea offers the quintessential beach condominium lifestyle. This gated community offers a diverse array of amenities, including swimming pools, shuffleboard, tennis courts, and meticulously landscaped tropical grounds. This move-in-ready TOP FLOOR unit has been meticulously upgraded and renovated, featuring: A contemporary kitchen with ample cabinetry, Stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040
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  /53

  $1,799,000

  • 4 Beds
  • 2 Baths
  • 2,605 Sq Ft

  1481 Sugarloaf Blvd, Summerland Key, FL 33042

  Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy.Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring

  Jenna Stauffer Ocean Sotheby's International Realty

  1481 Sugarloaf Blvd, Summerland Key, FL 33042
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  /6

  $11,888,000

  • 3 Beds
  • 2 Baths
  • 2,071 Sq Ft

  1430 Vernon Ave Unit 1-2, Key West, FL 33040

  Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

  Irina Pytlik Keys Top Realty LLC

  1430 Vernon Ave Unit 1-2, Key West, FL 33040
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  /25

  $745,000

  • Land

  28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042

  Vacant Land on Canal waiting on permit 41.5 points today for a 3497 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom three-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house.

  Barbara Eads Barbara Eads Realty

  28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042
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  /49

  $329,000 Open House 1/03

  • 2 Beds
  • 1 Bath
  • 738 Sq Ft

  701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042

  BACK ON MARKET WITH UPDATES DONE on this charming 2 bedroom, 1 bathroom property in Venture Out. Take a look at this listing with all the updates to make this a cozy home or potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter

  Jan Fritz Coldwell Banker Schmitt RE Co.

  701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
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  /21

  $1,379,000

  • 6 Beds
  • 3 Baths
  • 2,434 Sq Ft

  1401 5th St, Key West, FL 33040

  Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

  Stacy Stahl Realty ONE Group Destination

  1401 5th St, Key West, FL 33040
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  /25

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft

  626A Fleming St, Key West, FL 33040

  Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered screened in patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly

  Wendy Zintsmaster Truman & Co. (KW)

  626A Fleming St, Key West, FL 33040
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  /65

  $4,895,000

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

  24 Cannon Royal Dr, Key West, FL 33040

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

  Jenna Stauffer Ocean Sotheby's International Realty

  24 Cannon Royal Dr, Key West, FL 33040
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  /18

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,489 Sq Ft

  1505 Johnson St, Key West, FL 33040

  Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. And an elevated newly constructed 256 sq ft guesthouse with a kitchenette and bathroom. There are also approved plans for a pool. Main house needs some renovations throughout but has been partially updated and is perfectly livable. The

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
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  /45

  $4,125,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 3, Key West, FL 33040

  Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

  Stephanie Muzzillo Serhant

  231 E Shore Dr Unit 3, Key West, FL 33040
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  /56

  $5,454,400

  • 4 Beds
  • 5 Baths
  • 3,577 Sq Ft

  3300 Riviera Dr, Key West, FL 33040

  Welcome to 3300 Riviera Drive--an exceptional, turn-key, waterfront, residential estate featuring 4 bedrooms and 4.5 bathrooms. Nestled on three lots in a serene enclave just minutes from Old Town, this meticulously maintained property features 3,577 Sq. Ft. of living space and redefines Key West luxury, comfort and convenience. Step inside to discover an expansive open-concept living space

  Bobby Coe RE/MAX Keys Connection (KW)

  3300 Riviera Dr, Key West, FL 33040
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  /43

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  3686 Gulfstream St, Big Pine Key, FL 33043

  Key Deer, Quick Access to Pine Channel, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits!Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature

  Gidget Jackson Nicklaus Vance

  3686 Gulfstream St, Big Pine Key, FL 33043
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  /32

  $3,150,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
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  /34

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 866 Sq Ft

  711 Galveston Ln, Key West, FL 33040

  Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

  Monique Thiel Sunshine State Realty Services

  711 Galveston Ln, Key West, FL 33040
• 

  

  /15

  $644,500

  • Land

  132 Sugarloaf Dr, Summerland Key, FL 33042

  Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

  Heather Mason Coastal Collection Real Estate Inc.

  132 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /18

  $600,000

  • Land

  701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042

  Experience the ultimate in oceanfront living with this fantastic lot in a pristine gated community. Boasting a 53' concrete seawall and deep water access, this property is a boater's dream. The lot is RV-ready. It's also buildable, free from ROGO restrictions, and has a successful history as a vacation rental. Venture Out at Cudjoe Cay is a distinguished residential condominium community that

  The Spottswood Team Truman & Co. (KW)

  701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042
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  /25

  $629,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  8 Kestral Way, Key West, FL 33040

  Impact windows and doors are on order. Installation by December 30th. Key West Golf Club townhouse is now available for sale and immediate occupancy. This home features 2 bedrooms and 1.5 baths. Open floor plan opens to the rear porch and yard. Upstairs there are two bedrooms, each with their own private covered porch. The Key West Golf Club offers 2 community pools and a fitness center. Owner is

  The Behmke Group Keller Williams Key West Compass Realty

  8 Kestral Way, Key West, FL 33040
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  /100

  $9,950,000

  • 6 Beds
  • 5 Baths
  • 5,208 Sq Ft

  16750 Old State Road 4a, Summerland Key, FL 33042

  Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach -- a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and

  Lisa Swanson The Agency Florida Keys

  16750 Old State Road 4a, Summerland Key, FL 33042
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  /32

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1211 Catherine St, Key West, FL 33040

  This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

  Haydee Stewart Bascom Grooms Real Estate (KW)

  1211 Catherine St, Key West, FL 33040
• 

  

  /16

  $775,000

  • Land

  28597 Peg Leg Rd, Little Torch Key, FL 33042

  Vacant Land on Canal waiting on permit 41.5 points today for a 3809 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom four-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house. Open Water View. House Permit SF-DUP-2025-0111, 41.5

  Barbara Eads Barbara Eads Realty

  28597 Peg Leg Rd, Little Torch Key, FL 33042
• 

  

  /7

  $1,200,000

  • Land

  2330 Staples Ave, Key West, FL 33040

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2330 Staples Ave, Key West, FL 33040
• 

  

  /52

  $3,149,000

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

  512 Amelia St, Key West, FL 33040

  Charming, colorful, and unmistakably Key West--512 Amelia Street is where island life unfolds with ease. Enjoy your own private pool and the flexibility of a Transient License, allowing nightly rentals. Nestled in a serene pocket of Old Town, this home is surrounded by swaying palms, historic streets, and the gentle breezes of the nearby ocean. A home to love and a place guests will never want to

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  512 Amelia St, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 18