Key West, FL Homes for Sale with Pool

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  /24

  $2,525,000

  $225K PRICE DROP

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

  1427 Washington St, Key West, FL 33040

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

  The Spottswood Team Truman & Co. (KW)

  1427 Washington St, Key West, FL 33040
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  /72

  $3,398,000

  • 3 Beds
  • 4 Baths
  • 2,386 Sq Ft

  3034 Riviera Dr, Key West, FL 33040

  Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout.

  Richard Haskins Buy The Keys

  3034 Riviera Dr, Key West, FL 33040
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  /57

  $4,495,000

  • 4 Beds
  • 9.5 Baths
  • 2,806 Sq Ft

  1614 Washington St, Key West, FL 33040

  There is a certain rhythm to life in Key West. Mornings begin outside, friends have a way of staying longer than planned, and some of the best evenings never make it past the backyard. 1614 Washington Street was designed for exactly that kind of life. Natural light, high ceilings, and an easy connection to the outdoors give the home an immediate sense of openness. The main living spaces flow

  Richard Patten Your Keys Real Estate LLC

  1614 Washington St, Key West, FL 33040
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  /17

  $175,000

  $60K PRICE DROP

  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 of slips on the

  Jimmy Lane Island Life Realty Experts

  5555 College Rd Unit 5, Key West, FL 33040
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  /70

  $2,595,000

  $200K PRICE DROP

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

  1501 Florida St, Key West, FL 33040

  Price Reduction. 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

  Jason Barroso Century 21 All Keys Inc (KW)

  1501 Florida St, Key West, FL 33040
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  /36

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040

  Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along

  Donna Pezzi Keller Williams Key West Compass Realty

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040
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  /35

  $1,099,000

  Open Sun 11AM - 2PM $251K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  97 Seaside North Ct Unit 97, Key West, FL 33040

  One of the greatest luxuries in Key West isn't extravagance-it's finding a home where life feels a little quieter, a little easier, and a little more connected to the island around you. That's exactly what you'll find at 97 Seaside North Court.Tucked inside the often-overlooked gated Seaside Residences community, this light-filled townhome offers something increasingly difficult to find in Key

  Richard Patten Your Keys Real Estate LLC

  97 Seaside North Ct Unit 97, Key West, FL 33040
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  $1,995,000

  $395K PRICE DROP

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

  1620 Jamaica Dr, Key West, FL 33040

  NEW PRICE!! 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
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  /91

  $3,750,000

  $245K PRICE DROP

  • 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
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  /50

  $1,969,000

  $26K PRICE DROP

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

  1607 Sunshine Dr, Key West, FL 33040

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

  Jimmy Lane Island Life Realty Experts

  1607 Sunshine Dr, Key West, FL 33040
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  /61

  $2,200,000

  • 5 Beds
  • 4 Baths
  • 2,096 Sq Ft

  1320 6th St, Key West, FL 33040

  Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise. Newly remodeled kitchen in the rental home.Enjoy the large inviting pool and well-maintained grounds, all just minutes from

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

  1320 6th St, Key West, FL 33040
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  /15

  $599,000

  5950 Peninsular Ave Unit 674, Key West, FL 33040

  Great opportunity to own a 60' x 20' deep-water boat slip in the highly sought-after Oceans Edge Resort & Marina on Stock Island. This premier marina offers approximately 8' controlled depth with easy access to both the Atlantic Ocean and the Gulf of Mexico. Owners enjoy access to the resort's exceptional amenities, including six swimming pools, a fitness center, open parking, a fuel dock, dog

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  5950 Peninsular Ave Unit 674, Key West, FL 33040
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  /50

  $3,300,000

  • 4 Beds
  • 3.5 Baths
  • 2,573 Sq Ft

  214 Eanes Ln, Key West, FL 33040

  Welcome to 214 Eanes Lane, a classic Key West property offering flexibility, character, and exceptional investment potential in a prime Old Town location. Located in an X flood zone, this property offers added peace of mind and potential savings on insurance--an increasingly valuable feature in today's market.This unique property is configured as two separate units, featuring a main two-story

  Jaime Caballero Century 21 Prestige Realty Group (KW)

  214 Eanes Ln, Key West, FL 33040
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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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  /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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  $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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  $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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  /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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  /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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  /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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  $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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  /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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  /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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  $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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  /39

  $1,799,765

  • 3 Beds
  • 3 Baths
  • 1,502 Sq Ft

  1523 Seminary St, Key West, FL 33040

  Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open

  Christine EckArt Berkshire Hathaway HomeServices Knight & Gardner Realty

  1523 Seminary St, Key West, FL 33040
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  /45

  $899,000

  • 3 Beds
  • 2 Baths

  2311 Patterson Ave, Key West, FL 33040

  olid CBS construction home with a durable metal roof, ideally located within walking distance to marinas, restaurants, and local shops. This 3-bedroom, 2-bathroom property offers an elevated position with glimpses of the water from one side. Enjoy a spacious backyard perfect for entertaining, complete with an above-ground pool and plenty of room to relax or expand. The property also features

  Giancarlo Espinosa Virtual Realty Group FL Keys Inc

  2311 Patterson Ave, Key West, FL 33040
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  /27

  $550,000

  5950 Peninsular Ave Unit 644, Key West, FL 33040

  Best 50' Slip location in the Marina!...and Seller Financing possible.Rents well when not personally using the slip via on-site rental mgt program.Slip can handle a 51' x 21' boat nicely...Commercial charter or fishing operations okay.Enjoy all the amenities of this gated first class resort and marina to include: six pools, fitness center, open parking, secure bath / showers,

  Jerry Hughes Beach Club Brokers (KW)

  5950 Peninsular Ave Unit 644, Key West, FL 33040
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  /49

  $3,599,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,810 Sq Ft

  1501 Georgia St, Key West, FL 33040

  1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,810sf residence sits on an expansive 8,800sf lot and captures the essence of tropical modernism. Clean lines. Soaring ceilings. Walls of glass. A seamless and intentional dialogue between indoors and

  The Spottswood Team Truman & Co. (KW)

  1501 Georgia St, Key West, FL 33040
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  /40

  $3,100,000

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  5605 College Rd Unit E305, Key West, FL 33040

  A rare opportunity to own a stunning waterfront penthouse in the exclusive, gated Sunset Marina community--where luxury meets the effortless charm of Key West living. This exceptional 3-bedroom residence has been thoughtfully positioned to capture breathtaking panoramic views of the Gulf and marina, offering both sunrise and sunset vistas from multiple private balconies. On the Fourth of July,

  Monika Turek Karem Kramer Realty (KW)

  5605 College Rd Unit E305, Key West, FL 33040
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  /30

  $640,000

  $50K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  48 Merganser Ln, Key West, FL 33040

  An easier way to own in Key West. This 2-bedroom, 1.5-bath townhome in the Key West Golf Club gated community offers the simplicity, flexibility, and lifestyle many island buyers are looking for. Whether you want a lock-and-leave second home, a seasonal retreat, a rental-supported investment, or a manageable year-round residence, 48 Merganser Lane gives you a practical path to Key West ownership.

  Jose Wenzel, PA Preferred Properties (KW)

  48 Merganser Ln, Key West, FL 33040
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  /27

  $2,249,999

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,325 Sq Ft

  115 Front St Unit 101, Key West, FL 33040

  Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith. Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home

  Key West Luxury Finders Preferred Properties (KW)

  115 Front St Unit 101, Key West, FL 33040
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  /21

  $799,000

  $100K PRICE DROP

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

  2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

  Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

  Andrea Otava Last Key Realty, Inc (KW)

  2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040
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  /52

  $4,250,000

  New Construction $36M PRICE DROP

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

  231 E Shore Dr Unit 2, 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

  Hope Firestone Serhant

  231 E Shore Dr Unit 2, Key West, FL 33040

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