Key West, FL Homes for Sale

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  /37

  $860,000

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  3365 Flagler Ave, Key West, FL 33040

  Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees.The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home

  Becky Newman Better Homes and Gardens Real Estate Destinations

  3365 Flagler Ave, Key West, FL 33040
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  /19

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  4 Shore Dr, Key West, FL 33040

  Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard was once an orchid house and could be returned as

  Elizabeth Jolin Coldwell Banker Schmitt Islamorada

  4 Shore Dr, Key West, FL 33040
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  /60

  $4,850,000

  • 5 Beds
  • 4 Baths
  • 3,148 Sq Ft

  202 Admirals Ln, Key West, FL 33040

  Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  202 Admirals Ln, Key West, FL 33040
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  /46

  $1,750,000

  • 4 Beds
  • 4 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
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  /23

  $865,000

  • 2 Beds
  • 2 Baths
  • 712 Sq Ft

  508 Louisa St Unit 3, Key West, FL 33040

  Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience.Nestled in the heart of Key West, this condo boasts proximity to renowned attractions, vibrant restaurants, and the

  Paul Brooks Compass Florida, LLC

  508 Louisa St Unit 3, Key West, FL 33040
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  /32

  $985,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  1014 17th Terrace, Key West, FL 33040

  Welcome to 1014 17th Terrace in the highly desired neighborhood of Perlman Heights in Key West. This charming home offers a warm and welcoming atmosphere in one of the most sought-after areas of new town. Owned by only one owner, this property is waiting for you to make it your own.Located just two blocks from the Gulf and conveniently close to all local shopping centers, this home provides

  Amber DeBevec LoKation Real Estate

  1014 17th Terrace, Key West, FL 33040
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  /40

  $1,125,000

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is

  Jonathan Minerick Homecoin.com

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040
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  /24

  $1,199,990

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft

  705 Chapman Ln, Key West, FL 33040

  Charming Old Town gem with endless possibilitiesDiscover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot -- a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlarging the existing home, or even building a separate guest cottage.Just a short stroll to lively Duval

  Joanne Tarantino Berkshire Hathaway HomeServices Knight & Gardner Realty

  705 Chapman Ln, Key West, FL 33040
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  /44

  $995,000

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

  208 Golf Club Dr, Key West, FL 33040

  Welcome to Splendor @ Key West Golf Club, an impeccably transformed courtyard spa home located within The Sanctuary -- the exclusive gated enclave of single-family homes inside this desirable community. Every detail of this residence has been thoughtfully enhanced to perfection, offering a seamless blend of island elegance and modern comfort. Step into your private tropical oasis, surrounded by

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  208 Golf Club Dr, Key West, FL 33040
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  /43

  $2,800,000

  • 3 Beds
  • 3 Baths
  • 2,049 Sq Ft

  508 Grinnell St, Key West, FL 33040

  Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

  Marc Ulanowski Equestrian Sotheby's International Realty

  508 Grinnell St, Key West, FL 33040
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  /30

  $789,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  2119 Flagler Ave, Key West, FL 33040

  Charming Key West Single-Family Home on Oversized Lot - Room for a Pool! Welcome to your island retreat! Located in a desirable central Key West neighborhood, this well-maintained 2-bedroom, 2-bathroom single-family home sits on a spacious 5,000 sq ft (50x100) lot--offering ample space for a pool, tropical gardens, or even a guest cottage (with proper approvals).Inside, you'll find a bright and

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2119 Flagler Ave, Key West, FL 33040
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  /69

  $2,750,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  1500 Atlantic Blvd Unit 414, Key West, FL 33040

  Life is BETTER at the Beach!Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo!This waterfront setting is magical and simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises.

  The Behmke Group Keller Williams Key West Compass Realty

  1500 Atlantic Blvd Unit 414, Key West, FL 33040
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  /15

  $1,299,000

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft

  719 Elizabeth St, Key West, FL 33040

  Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014.

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  719 Elizabeth St, Key West, FL 33040
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  /49

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & Coastal RetreatDiscover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility -- Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  813 2nd St, Key West, FL 33040
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  /40

  $2,849,000

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft

  410 Louisa St, Key West, FL 33040

  Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stone's throw from the world famous Southernmost Point and 1 block from the iconic Duval Street. Indulge in the unparalleled convenience of having Key West's renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride

  Team Vazquez Truman & Co. (KW)

  410 Louisa St, Key West, FL 33040
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  /39

  $2,599,000

  • 5 Beds
  • 4 Baths
  • 2,703 Sq Ft

  1701 Atlantic Blvd, Key West, FL 33040

  A stunning new renovation transforms this spacious elevated home to a total of 5bd/4ba plus a bonus space and is offered fully furnished with brand new coastal decor. Situated on a spacious corner parcel this home also offers multiple covered patios, maintenance free green space, a large heated pool and covered parking. An open concept floor plan welcomes you to a stunning great room, spacious

  Wendy Zintsmaster Truman & Co. (KW)

  1701 Atlantic Blvd, Key West, FL 33040
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  /12

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  201-2 Southard St, Key West, FL 33040

  Don't miss this President's Walk end-unit townhome, perfectly situated on the corner of Southard and Emma Streets in the prestigious Truman Annex. Set well back from the street, the home offers front-row views from the covered porch of all the lively activity this celebrated neighborhood provides--especially during Fantasy Fest.The updated kitchen features granite countertops and a double oven,

  Michele Grahl Keller Williams Key West Compass Realty

  201-2 Southard St, Key West, FL 33040
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  /37

  $4,895,000

  • 5 Beds
  • 6 Baths
  • 3,650 Sq Ft

  1217 Johnson St, Key West, FL 33040

  Step into your stunning dream home with tropical light and refined elegance. 1217 Johnson Street is where luxury meets island soul. Situated on one of Key West's most serene streets, this newly built sanctuary rises safely above floodwaters, crafted with Category 5 hurricane resilience, impact windows and doors, a steadfast generator, and durable Hardie board siding. Set on a 6,160 sq ft lot in a

  Terri Spottswood Truman & Co. (KW)

  1217 Johnson St, Key West, FL 33040
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  /10

  $745,000

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

  1901 S Roosevelt Blvd Unit 307W, Key West, FL 33040

  Nature lovers delight at La Brisa! Third floor, picturesque views of the Key West Salt Ponds. Endless nature and bird watching from your living or primary bedroom. Recently updated 2 bedroom, 2 bath condo directly across from one of Key West's most popular beaches - Smathers Beach. La Brisa has many desired amenities including a tropical grill area, tennis and pickle ball courts, massive pool,

  Derek Epperly Engel & Volkers Key West

  1901 S Roosevelt Blvd Unit 307W, Key West, FL 33040
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  /39

  $4,250,000 New Construction

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

  231 E Shore Dr Unit 6, 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 6, Key West, FL 33040
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  /38

  $560,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040

  Enjoy resort-style living at Key West by the Sea, a coveted community that provides a perfect blend of comfort, convenience, and island charm.This beautifully maintained top-floor condominium offers serene garden and pool views. Featuring two bedrooms and one bath, this bright and inviting residence showcases impact-resistant windows, ductless air conditioning, and an open living area that flows

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040
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  /58

  $3,295,000

  • 3 Beds
  • 4 Baths
  • 2,746 Sq Ft

  1126 von Phister St, Key West, FL 33040

  Beautiful. Historic. Ideal for Entertaining When you walk through the beautiful front door of this stunning two-story historic home, you will be amazed by the high ceilings, large open concept living area with original hardwood floors. High arches separate the entryway and the two different seating areas.Host all your gatherings in the large dining room that has a vaulted ceiling with wood

  Jody Clark Key West Luxury Real Estate Inc (KW)

  1126 von Phister St, Key West, FL 33040
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  /60

  $7,995,000

  • 11 Beds
  • 11 Baths
  • 3,034 Sq Ft

  525 Simonton St, Key West, FL 33040

  A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

  Paige Bethel Island Home Realty Inc.

  525 Simonton St, Key West, FL 33040
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  /29

  $3,295,000

  • 2 Beds
  • 3 Baths
  • 1,650 Sq Ft

  806 Southard St, Key West, FL 33040

  Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully

  Richard Patten Your Keys Real Estate, LLC

  806 Southard St, Key West, FL 33040
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  /45

  $5,495,000

  • 4 Beds
  • 5 Baths
  • 3,336 Sq Ft

  1006 Fleming St, Key West, FL 33040

  Exceptional Old Town compound with pool, gardens, and two guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall & gate, the estate includes a grand main residence and two guest houses (both with kitchenettes), offering a total of four bedrooms and four-and-a-half baths.

  Terri Spottswood Truman & Co. (KW)

  1006 Fleming St, Key West, FL 33040
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  /34

  $899,000

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

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

  New Listing! Experience resort-style living in beautiful Key West. This upgraded condominium is located on the sought-after first floor, featuring a private patio off the living area and convenient access to the pool overlooking the tropical grounds. Over 1200 sq ft, this three bedroom unit is currently configured as a two bedroom with dining room & wet bar - perfect for entertaining or easily

  Haydee Stewart Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
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  /52

  $1,675,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  115 Front St Unit 301, Key West, FL 33040

  Third floor Harbour Place condo in the historic Navy Administration building.Enter into a private foyer where you have a full bath and a guest bedroom. Large living and dining area overlook Truman's Little White House. The primary bedroom is just down the hall and has it's own private balcony overlooking the entrance to the building and the Little White House. One covered parking space #92.

  The Behmke Group Keller Williams Key West Compass Realty

  115 Front St Unit 301, Key West, FL 33040
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  /33

  $1,575,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1612 Washington St, Key West, FL 33040

  Discover this newly listed, stunningly renovated home with a pool in Mid Town West! This midcentury modern gem is located in the heart of Key West, just a short bike ride from Old Town, pickleball courts, beach, dining, and more.Currently set up as two separate units, this property offers numerous options. It can serve as a primary residence with rental income, accommodate multi-generational

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1612 Washington St, Key West, FL 33040
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  /2

  $1,100,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  1224 Seminary St, Key West, FL 33040

  Welcome to 1224 Seminary Street, a tranquil tropical retreat in one of Key West's most desirable neighborhoods--just moments from the White Street Arts District, Higgs Beach & the iconic White Street Pier. Set on an oversized 5400 sq. ft. lot, this unique property offers the best of island living w/ a compound of 2 separate homes, surrounded by lush greenery & classic Key West character.The main

  Elizabeth Proce Elizabeth S Proce

  1224 Seminary St, Key West, FL 33040
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  /9

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1014 Truman Ave Unit 3, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional.Step inside to a sunlit, open-concept living space where clean lines and bamboo

  Dominic Paolillo Jr. Truman & Co. (KW)

  1014 Truman Ave Unit 3, Key West, FL 33040
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  /31

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 314, Key West, FL 33040

  CATCH THE SUNSET every day from your third floor private balcony in this beautifully maintained 2-bedroom, 2-bathroom condo. It comes with a coveted carport (a $15,000 value alone) right next to the elevator, a separate storage unit and plenty of upgrades: NEW washer/dryer, NEW refrigerator, NEW water heater, NEW dishwasher, NEW oven/range, NEWLY painted. The split floor plan adds privacy to each

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  3635 Seaside Dr Unit 314, Key West, FL 33040
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  /25

  $719,000

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft

  7 Jade Dr Unit 2, Key West, FL 33040

  Waterfront home close to Key West. Deep-water canal with great boating access. 40 ft of concrete seawall. Spectacular outdoor living space. Room for a pool. Plenty of parking with room for an RV and/or a boat and trailer. Great water views from every window in the house. Porches on the 1st and 2nd floors. Tenant occupied until 9/30/2025. Owners are licensed Florida Realtors.

  Michael Petro Expert Realty LLC (HQ)

  7 Jade Dr Unit 2, Key West, FL 33040
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  /31

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
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  /36

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  Nestled in the highly desirable Historic Seaport neighborhood, 1015 Eaton Street is a thoughtfully renovated 4 bedroom, 3 bathroom Historic Eyebrow home that perfectly blends timeless Key West architecture with modern luxury. Behind the white picket fence, a welcoming front porch sets the tone for effortless island living. Open the front door, crowned with a stained-glass transom, and be welcomed

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1015 Eaton St, Key West, FL 33040
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  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /16

  $392,000

  • 2 Beds
  • 3 Baths
  • 1,100 Sq Ft

  3314 Northside Dr Unit 46, Key West, FL 33040

  This is a POTENTIAL SHORT SALE and is subject to lender approval. BRING ALL OFFERS!!Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and

  Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  3314 Northside Dr Unit 46, Key West, FL 33040
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  /42

  $4,595,000

  • 4 Beds
  • 5 Baths
  • 2,985 Sq Ft

  1113 Stump Ln, Key West, FL 33040

  Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

  Terri Spottswood Truman & Co. (KW)

  1113 Stump Ln, Key West, FL 33040
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  /68

  $1,400,000

  • 3 Beds
  • 3 Baths
  • 1,392 Sq Ft

  31 Coral Way, Key West, FL 33040

  Active nightly vacation rental located just minutes from Old Town Key West; this beautifully maintained 3-bedroom, 3-bathroom home offers the perfect blend of resort-style amenities and island living.This home features an open-concept floor plan with vaulted ceilings, abundant natural light, and a well-appointed kitchen complete with brand new stainless steel appliances and granite countertops.

  Krystal Thomas eXp Realty LLC

  31 Coral Way, Key West, FL 33040
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  /37

  $1,399,000

  • 5 Beds
  • 4 Baths
  • 2,146 Sq Ft

  1224 Flagler Ave, Key West, FL 33040

  Step onto the grounds of 1224 Flagler Avenue and discover a versatile property brimming with possibility. This legal duplex with an additional private mother in-law suite offers flexible living arrangements and exceptional rental income potential. It's an ideal opportunity for investors, multi-generational households or anyone seeking both comfort and return. Unit B, on the right, is a stylishly

  Terri Spottswood Truman & Co. (KW)

  1224 Flagler Ave, Key West, FL 33040
• 

  

  /43

  $3,595,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 1,968 Sq Ft

  510 Margaret St, Key West, FL 33040

  510 Margaret Street and 3 Scheppens Lane deliver an unparalleled island retreat. Ideally positioned on one of the most coveted streets in the heart of Old Town, this light-filled 4BD/4BA compound offers both comfort and privacy. The beautifully updated 3BD/3BA main residence features restored Dade County Pine walls, striking hardwood floors, Verde granite countertops, Thermador stainless

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  510 Margaret St, Key West, FL 33040

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