Key West, FL Homes for Sale

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  /25

  $799,000

  • 1 Bed
  • 2 Baths
  • 814 Sq Ft

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040

  Welcome to 3841 North Roosevelt Blvd, Unit 121, the epitome of BEACHFRONT living at the Key West Beachside Resort and Residences. This stunning Gulf View, Waterfront corner suite invites you to live like you are on vacation every day. This is a rare to come on the market opportunity, as there are only three one-bedroom units on the entire property, and this beachfront location remains the most

  Karen Verri Ocean Sotheby's International Realty

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040
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  /61

  $3,400,000

  • 5 Beds
  • 4 Baths
  • 2,530 Sq Ft

  1401 Atlantic Blvd, Key West, FL 33040

  A premier transient investment opportunity and a genuinely enchanting way of living meet on Atlantic Boulevard! The Atlantis House is a property with heart and soul. Just steps from the beach, this compound features 5 bedrooms and 4 bathrooms across three beautifully curated living spaces with a stunning boho-coastal aesthetic. The primary residence is an exquisite 3-BR/2-BA monthly rental

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1401 Atlantic Blvd, Key West, FL 33040
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  /46

  $1,899,000

  • 2 Beds
  • 2 Baths
  • 2,186 Sq Ft

  1115 South St, Key West, FL 33040

  Life feels a little different in Casa Marina. The streets are quieter, the homes are beautifully maintained, and everything from the beach to Old Town is just a short walk or bike ride away. Tucked within one of Key West's most desirable neighborhoods, 1115 South Street captures everything people love about living here.Step inside and the home immediately feels open and inviting. Ten foot

  Ted Stewart Truman & Co. (KW)

  1115 South St, Key West, FL 33040
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  /44

  $1,689,000

  $161K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,733 Sq Ft

  3700 Eagle Ave, Key West, FL 33040

  Set on the highly desirable upper end of Eagle Avenue, this four bedroom, three bath home blends timeless charm with a breezy indoor outdoor lifestyle. Arched doorways, plantation shutters, and warm wood floors set the tone, while natural light fills the expansive living spaces. The main living area is centered around a working gas fireplace, creating a welcoming focal point for both everyday

  Jenna Stauffer Ocean Sotheby's International Realty

  3700 Eagle Ave, Key West, FL 33040
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  /36

  $1,799,000

  $186K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  1011 Simonton St Unit 1, Key West, FL 33040

  Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private

  Marc Ulanowski Equestrian Sotheby's International Realty

  1011 Simonton St Unit 1, Key West, FL 33040
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  /11

  $999,000

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

  2330 Staples Ave, Key West, FL 33040

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

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2330 Staples Ave, Key West, FL 33040
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  /40

  $1,900,000

  • Land
  • 12,855 Sq Ft
  • $6,438,273 per Acre

  6 Palmetto Dr, Key West, FL 33040

  Rare opportunity to own one of the only waterfront lots currently available in the Key West area -- and one of just a handful offering true canal and Gulf frontage with immediate boating access.This exceptional Gulf-front homesite offers the best of both worlds: protected canal dockage plus expansive open water access. Enjoy direct Gulf frontage, beautiful open water and bay views, and the

  Ralph Harvey LISTWITHFREEDOM.COM

  6 Palmetto Dr, Key West, FL 33040
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  /21

  $998,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  Step into a piece of Old Town Key West history.Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive.Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key retreat for anyone dreaming of a second home or an easy vacation rental in

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, Key West, FL 33040
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  /13

  $1,899,000

  • 7 Beds
  • 6 Baths
  • 2,790 Sq Ft

  909 Grinnell St, Key West, FL 33040

  Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Renovations in progress. Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  909 Grinnell St, Key West, FL 33040
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  /2

  $2,500

  5950 Peninsular Ave Unit 640, Key West, FL 33040

  Prestigious boat slip for rent at Ocean's Edge Marina, suitable for boats up to 50FT located on the North pier with ample water access boasting a 6ft control depth. Features include a nearby fuel station and access to the hotel pool for tenants. Ideal for water enthusiasts seeking a premium marina experience. Daily, monthly or long term rentals available. Air bnb's or houseboats are not allowed.

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  5950 Peninsular Ave Unit 640, Key West, FL 33040
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  /55

  $1,245,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  243 Golf Club Dr, Key West, FL 33040

  Beautifully maintained Golf Club home overlooking the 17th hole in the Sanctuary. This home is located on one of the largest lots in the development. New flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage unit. The Key West Golf Club

  Jessica Prescott Coastal Collection Real Estate Inc.

  243 Golf Club Dr, Key West, FL 33040
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  /20

  $239,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  55 Boca Chica Rd Unit 57, Key West, FL 33040

  Opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting, 1 bedroom, 1 bath. Located in the gated Seaside Resort on Big Coppitt Key, this well-maintained community is one of the Keys' best-kept secrets. Residents enjoy access to resort-style amenities, including two swimming pools, gym equipment, a clubhouse, a library/game room, and a marina. You can't beat the

  Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  55 Boca Chica Rd Unit 57, Key West, FL 33040
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  /54

  $1,100,000

  $350K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 1,488 Sq Ft

  2922 Flagler Ave, Key West, FL 33040

  With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the

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

  2922 Flagler 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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  /3

  $825,000

  • Land
  • 6,000 Sq Ft
  • $5,989,500 per Acre

  3705 Eagle Ave, Key West, FL 33040

  **NOW OFFERING OWNER FINANCING** Build your Key West dream from the ground up! This rare, vacant 6,000sf lot sits on one of the most desirable blocks of Eagle Avenue in New Town - an established, residential neighborhood known for its tranquility and convenience. With beneficial use already approved by the City of Key West Planning Department, the groundwork is in place to move forward with

  Terri Spottswood Truman & Co. (KW)

  3705 Eagle Ave, Key West, FL 33040
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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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  /13

  $225,000

  5555 College Rd Unit Dolphin 7, Key West, FL 33040

  Best wet slip deal in Key West for up to 35' x 15' boat. Gated secure marina community with Bellingham floating docks, plenty of parking, a clubhouse and pool.This slip keeps your boat out of the water and includes a $30,000 HARBOR HOIST BOAT LIFT.Immediately across marina is fuel dock and ship's store.Drive in and park your car, start up your boat and immediately enjoy ingress /

  Jerry Hughes Beach Club Brokers (KW)

  5555 College Rd Unit Dolphin 7, Key West, FL 33040
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  /49

  $1,175,000

  • Land
  • 3,051 Sq Ft
  • $16,770,315 per Acre

  2950 Overseas Hwy Unit 64, Key West, FL 33040

  Platinum opportunities in Bluewater Key are rare -- and Bayside Lot #64 is truly one of the finest. Located in the highly sought-after Bluewater Key Luxury RV Resort on Saddlebunch Key, this bayside property delivers an elevated RV lifestyle just minutes from Key West within one of the nation's most celebrated RV resort communities.Designated as a Platinum Lot, this is one of the resort's

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 64, Key West, FL 33040
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  /34

  $1,025,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 427C, Key West, FL 33040

  This spacious two-bedroom, two-bath penthouse condo boasts a stunning balcony with ocean views, making it the perfect place to relax and enjoy the breathtaking scenery. The beautifully designed kitchen features a breakfast bar, granite countertops, and stainless steel appliances, making it a chef's dream come true. The stunning living room and dining room are flooded with natural light, creating

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 427C, Key West, FL 33040
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  /50

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 784 Sq Ft

  611 Grinnell St Unit 4, Key West, FL 33040

  Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do

  Daniel Cloud Water Vista Realty, Inc.

  611 Grinnell St Unit 4, Key West, FL 33040
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  /49

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & Coastal Retreat Discover 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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  /24

  $1,100,000

  $250K PRICE DROP

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

  115 Front St Unit 102, Key West, FL 33040

  HARBOUR PLACE | TRUMAN ANNEX. This waterfront gated community boasts amazing ocean views from the pool and patio areas. Unit 102 has an open floor plan that seamlessly connects the dining and living areas, leading out to a private balcony. This residence features two bedrooms, including a spacious primary suite with a large walk-in closet and a full bathroom. The second bedroom is also generous

  Bascom Grooms Bascom Grooms Real Estate (KW)

  115 Front St Unit 102, Key West, FL 33040
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  /38

  $1,150,000

  $75K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,240 Sq Ft

  1075 Duval St Unit R10, Key West, FL 33040

  Tucked away in the heart of Old-Town Key West! Welcome to 1075 R10 Duval Street offers the perfect blend of privacy, island charm, and effortless living. This thoughtfully designed 2-bedroom, 2.5-bathroom residence features 1,240 square feet of living space and is ideally positioned in a quiet, off-the-street setting while remaining just moments from shopping, dining, beaches, Boating and all

  Bobby Coe RE/MAX Keys Connection (KW)

  1075 Duval St Unit R10, Key West, FL 33040
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  /23

  $799,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,342 Sq Ft

  1425 Eliza St, Key West, FL 33040

  3 bedroom single-family home offering the opportunity to add a second bathroom within the existing roofline. Relax on the covered front porch and enjoy the Key West lifestyle. The private backyard provides space for a pool or outdoor entertaining. A great chance to renovate and make this home your own. Being sold As-Is.

  1425 Eliza St, Key West, FL 33040
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  /40

  $1,074,000

  $24K PRICE DROP

  • 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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  /33

  $1,689,000

  $111K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  21 Bougainvillea Ave, Key West, FL 33040

  Boaters Paradise Seize-The-Day in a Key Haven waterfront home with immediate Gulf and Atlantic access just minutes from Key West. This rare boating property offers 62 feet of solid concrete seawall on a clean, free-flowing 100-foot-wide canal. Approximately a two-minute idle to open bay with no bridges and no restrictions -- true open-water access for larger vessels.Enjoy a remarkable

  Robin Nilsson Keller Williams Key West Compass Realty

  21 Bougainvillea Ave, Key West, FL 33040
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  /38

  $1,799,000

  • 7 Beds
  • 5 Baths
  • 2,349 Sq Ft

  800 Elizabeth St, Key West, FL 33040

  Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible living. At 800 Elizabeth Street, you'll find a quintessential two-story Conch home featuring 5 bedrooms and 3 bathrooms, soaring ceilings, and timeless architectural details. Start your mornings on the inviting front porch and wind

  Jenny Perry Preferred Properties (KW)

  800 Elizabeth St, Key West, FL 33040
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  /33

  $780,000

  • 2 Beds
  • 2.5 Baths
  • 900 Sq Ft

  25 Kingfisher Ln, Key West, FL 33040

  Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows

  Terri Spottswood Truman & Co. (KW)

  25 Kingfisher Ln, Key West, FL 33040
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  /43

  $2,595,000

  $205K PRICE DROP

  • 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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  /18

  $3,450

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

  Unlisted Address

  Fully furnished La Brisa condo available through September 30, 2026. Electric, water and wi-fi included up to $200 per month. Washer and dryer in the unit. Covered carport, storage unit, central a/c, salt ponds view. Secured entry and building. La Brisa has an EV charging station, car wash area, tennis/pickleball court, barbecues, heated pool and hot tub and saunas No smoking, no pets, background

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  Unlisted Address
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  /50

  $1,695,000

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft

  907 Frances St, Key West, FL 33040

  Renovated 2b/2b beauty is close to the heart of Old Town Key West, yet far enough from the maddening crowd. Late-1800s Conch house with detached guest cottage were gutted and restored in 2021. New roof, infrastructure and new state-of-the-art chef's kitchen. Casement windows open to the back garden that has 8 varieties of bananas. And what a fine garden it is: Orchids & herbs & fruit, oh my.

  Barbara Bowers Preferred Properties (KW)

  907 Frances St, Key West, FL 33040
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  /14

  $1,196,000

  $103K PRICE DROP

  • 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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  /19

  $739,000

  • 3 Beds
  • 1 Bath
  • 1,778 Sq Ft

  201 4th St, Key West, FL 33040

  **Seller financing available ** Discover this inviting 3-bedroom, 1-bath home on a spacious 8,000 sqft corner. With ample room to add a pool, this property offers endless possibilities for creating your own tropical retreat. Inside, the open living and dining area is perfect for entertaining, while terrazzo floors throughout add classic keys charm. A bright sunroom provides the perfect flex space

  Jenny Perry Preferred Properties (KW)

  201 4th St, Key West, FL 33040
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  /9

  $20,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040

  Selling week 42 and 43. High Tourist season. Fantasy Fest and Halloween. These weeks can be sold as deeded weeks or as points to add to an existing portfolio. Across from Smathers beach. There is an ocean view and amazing Sunrise views. Princess Balcony. 2 Bedroom Villa.

  Jenny Murphy Keller Williams Key West Compass Realty

  3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040
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  /33

  $839,000

  • 2 Beds
  • 2 Baths
  • 944 Sq Ft

  1124 Olivia St Unit 321, Key West, FL 33040

  *** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, lush tropical landscaping, and neighbors who actually know each other.Unit 321 sits on the second floor with vaulted ceilings, exposed beams, and an open layout that lives significantly larger than 944 sq ft. The kitchen and

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1124 Olivia St Unit 321, Key West, FL 33040
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  /28

  $1,299,000

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,434 Sq Ft

  928 United St, Key West, FL 33040

  FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with

  Dawn McComish LPT Realty, LLC

  928 United 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
• 

  

  /3

  $300,000

  6000 Peninsular Ave, Key West, FL 33040

  Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  6000 Peninsular Ave, Key West, FL 33040
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  /39

  $4,375,000

  New Construction $125K PRICE INCREASE

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

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

  Welcome home to an exceptional new-construction residence in a private, gated community offering resort-style amenities, a boat slip and nightly rental opportunities. Conveniently located next to Summerland Key Airport, this fully upgraded home features a private elevator, a stunning infinity pool overlooking the water and an expansive rooftop deck perfect for enjoying breathtaking Florida Keys

  Stephanie Marinucci Serhant

  231 E Shore Dr Unit 6, Key West, FL 33040
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  /74

  $2,199,000

  $100K PRICE DROP

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

  1609 United St, Key West, FL 33040

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

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1609 United St, Key West, FL 33040

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