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Key West, FL Homes for Sale with Pool

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  • /50

    $1,699,900

    • 3 Beds
    • 1.5 Baths
    • 1,251 Sq Ft

    1215 Margaret St, Key West, FL 33040

    Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. You'll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the home's origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact

    Agent Photo

    Shane Wilson

    Cypress Realty, Inc.

    (786) 567-6836

    1215 Margaret St, Key West, FL 33040
  • /41

    $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 Inc.

    508 Grinnell St, Key West, FL 33040
  • /47

    $2,290,000

    • 5 Beds
    • 4 Baths
    • 2,366 Sq Ft

    1519 Johnson St, Key West, FL 33040

    Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property.Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    1519 Johnson St, Key West, FL 33040
  • /39

    $2,222,000

    • 2 Beds
    • 2 Baths
    • 1,702 Sq Ft

    3801 Flagler Ave, Key West, FL 33040

    3801 Flagler offers bold and expressive spaces, making it a unique property for those who appreciate modern design and thoughtful details. As the personal home of an architect and a licensed Florida real estate broker, the spirit of this place is a combination of style and function that feels casual and elegant. The property is a large 9,500 SF corner lot with two separate structures. This large

    Richard Patten Your Keys Real Estate LLC

    3801 Flagler Ave, Key West, FL 33040
  • /42

    $1,925,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    923 Eaton St, Key West, FL 33040

    Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, you'll find

    Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

    923 Eaton St, Key West, FL 33040
  • /44

    $2,300,000

    • 2 Beds
    • 2.5 Baths
    • 1,681 Sq Ft

    63 Sunset Key Dr, Key West, FL 33040

    Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, fitness center, tennis courts , full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    63 Sunset Key Dr, Key West, FL 33040
  • /34

    $1,460,000

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    1414 18th St, Key West, FL 33040

    Seller is offering an assumable VA loan, buyer does not have to be a Veteran, please call for details. Updated 3-bedroom, 3-bath concrete block home with a spacious open floor plan, featuring a private marble pool area with a coral waterfall, mature trees, off-street parking, and more. Schedule your private tour today and discover your perfect, spacious, low-maintenance Key West home. Furnishings

    Sean Farrer Coldwell Banker Schmitt RE Co

    1414 18th St, Key West, FL 33040
  • /46

    $425,000

    • 2 Beds
    • 1 Bath
    • 885 Sq Ft

    55 Boca Chica Rd Unit 85, Key West, FL 33040

    Desirable Seaside Resort in Key West!This nicely refreshed 2BR/1BA mobile homes shines with upgrades! Fresh interior paint, brand-new flooring, new plumbing, water heater, and a stylish new vanity in the bathroom. The spacious Florida Room invites you to kick back, relax, and enjoy the Florida Keys lifestyle.Located in the highly sought-after Seaside Resort Key West -- a gated RV condominium

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    55 Boca Chica Rd Unit 85, Key West, FL 33040
  • /12

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,070 Sq Ft

    3930 S Roosevelt Blvd Unit W202, Key West, FL 33040

    Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. Newly updated condo features a stunning modern kitchen with sleek stainless steel appliances. Both bathrooms are upgraded with modern

    Kayley Arn Coldwell Banker Realty - Aventura

    3930 S Roosevelt Blvd Unit W202, Key West, FL 33040
  • /15

    $615,000

    • 3 Beds
    • 2 Baths
    • 1,071 Sq Ft

    3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

    Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

    Kayley Arn Coldwell Banker Realty - Aventura

    3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
  • /36

    $875,000

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

    3841 N Roosevelt Blvd Unit 215, Key West, FL 33040

    Step into the world of luxury living at Beachside Key West, where you can own a piece of paradise that functions as both a high-end resort and a private retreat. This exceptional condotel unit offers the rare flexibility of full-time residency or a lucrative vacation rental opportunity.Designed for ultimate convenience, the unit features a versatile two-part layout. The main suite is a spacious

    Tracy Larson Century 21 BE3

    3841 N Roosevelt Blvd Unit 215, Key West, FL 33040
  • /46

    $4,444,000 Open Sun 12PM - 3PM

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

    1614 Washington St, Key West, FL 33040

    Being kind to our planet was the inspiration for award-winning local architect Matthew Stratton's newest custom home design. Combining energy efficiency and low-maintenance finishes, 1614 Washington is a beacon of sustainable luxury that reflects the island's vibrant future. The first impression of this 2,773 square foot, four bedroom/4.5 bathroom home is one of elevated and sophisticated island

    Richard Patten Your Keys Real Estate LLC

    1614 Washington St, Key West, FL 33040
  • /34

    $890,000

    • 2 Beds
    • 2 Baths
    • 798 Sq Ft

    3625 Seaside Dr Unit 312, Key West, FL 33040

    Here is a rare opportunity to own a nightly vacation rental condo in Key West with a transient license, allowing for highly profitable short-term rentals. Rental history is available in the documents tab. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and

    Karol Marsden Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    3625 Seaside Dr Unit 312, Key West, FL 33040
  • /24

    $930,000

    • 2 Beds
    • 1 Bath
    • 646 Sq Ft

    620 Thomas St Unit 157, Key West, FL 33040

    MUST SEE!! Recently renovated, ground level Shipyard condo with view of pool from front deck & living room. Hurricane rated doors and windows. Floorplan changed to enter directly into the living room, Condo offers a spacious custom kitchen with stainless appliances. Beautifully tiled bathroom with glass enclosed shower. Laundry closet, both Bedrooms open out to the private rear deck, Luxury

    Bud Adorjan TALL PINES REALTY

    620 Thomas St Unit 157, Key West, FL 33040
  • /26

    $514,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    5031 5th Ave Unit 57, Key West, FL 33040

    Beautiful Home with Sunset Views Located in a gated community with resort-quality amenities, this 2-bedroom, 2-bathroom home is a boater's dream, just minutes from both the Atlantic and the Gulf by boat. Situated on a canal with breathtaking, unobstructed sunset views, this property is in the beautiful community of Sunset Harbor at Cow Key Marina. No HOA Fees or Property Taxes. Dock your boat

    Sean Crosier Homepie, Inc

    5031 5th Ave Unit 57, Key West, FL 33040
  • /42

    $474,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    5031 5th Ave Unit 61, Key West, FL 33040

    >>>>> Agents: Buyer agent friendly - see listing agent regarding Comp. The Virtual Tour: It's a must see! >>>>>> A BOATER'S DREAM! Cash buyers preferred. Million Dollar views for half the price in a gated community with resort quality amenities! Purchase home for $474,900 and lease the land for just $1,442 per month. NO HOA FEES OR PROPERTY TAXES! Located in the beautiful Sunset Harbor Waterfront

    Sean Crosier Homepie, Inc

    5031 5th Ave Unit 61, Key West, FL 33040
  • /34

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    1400 Virginia St, Key West, FL 33040

    Two charming Conch-Style Homes with a pool in between located in the Heart of Old Town. This unique property features two separate Conch-style homes, each offering 1 bedroom, 1 bath, and an open floor plan with cathedral ceilings, both designed for easy island living and entertaining. Located on a spacious 4,088 sqft corner lot in a quiet neighborhood. This property is just a short walk or bike

    Sean Farrer Coldwell Banker Schmitt Real E

    1400 Virginia St, Key West, FL 33040
  • /17

    $975,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

    Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views

    Daniel Hampson Sutter & Nugent, Inc.

    2601 S Roosevelt Blvd Unit 305, Key West, FL 33040
  • /28

    $1,170,000

    • 3 Beds
    • 2 Baths
    • 1,070 Sq Ft

    18 W Circle Dr, Key West, FL 33040

    Exceptional waterfront Pool home in Key West!!.Great for Airbnb. The 3 bedroom and 2 bathroom home presents a unique opportunity for those seeking a tropical paradise lifestyle, completely remodeled and this meticulously maintained, Impact windows and doors, Beautiful custom Cabinets & Island, new appliances, modern bathrooms with the latest technology, pool with heater/chiller, floating dock for

    Ofelia Ramirez Florida Realty of Miami

    18 W Circle Dr, Key West, FL 33040
  • /35

    $1,170,000

    • 3 Beds
    • 2 Baths
    • 1,070 Sq Ft

    18 W Circle Dr, Key West, FL 33040

    Exceptional waterfront Pool home in Key West!!.Great for Airbnb. The 3 bedroom and 2 bathroom home presents a unique opportunity for those seeking a tropical paradise lifestyle, completely remodeled and this meticulously maintained, Impact windows and doors, Beautiful custom Cabinets & Island, new appliances, modern bathrooms with the latest technology, pool with heater/chiller, floating dock for

    Ofelia Ramirez Florida Realty of Miami Corp

    18 W Circle Dr, Key West, FL 33040
  • /10

    $3,200,000

    5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040

    Own one of the finest and largest T-head slips in the Florida Keys at Ocean Edge Hotel and Marina.Located in a premier resort and marina, this exceptional 142' ownership includes the bay bottom beneath the slip, makes up the entire T-head. Offering direct ocean and deep-water access with a spacious 250 ft turning basin, this slip is truly one of the largest and most unique on the Eastern

    Robert Prosek Coastal Realty of the Florida Keys

    5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040
  • /33

    $1,985,000

    • 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 condo 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

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    1011 Simonton St Unit 1, Key West, FL 33040
  • /19

    $60,000

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

    617 Front St Unit A54/Week 49, Key West, FL 33040

    UNIT AVAILABLE TO SEE DEC. 7TH-14TH. THIS IS A ONE WEEK TIMESHARE PROPERTY DEEDED FOR LIFE - Enjoy the Best Sunset Views from the Rooftop of This Building. Relax on the Large Balcony Facing the Water Where You Can Watch the Boats Coming and Going From Beautiful Key West. Unit Includes Everything You Could Ever Need to Enjoy One of the Best Vacation Destinations! Tastefully Furnished, Spacious

    Angela Cichorz-Epstein EXIT Realty of Naples

    617 Front St Unit A54/Week 49, Key West, FL 33040
  • /2

    $525,000

    • Land
    • 0.02 Acre
    • $26,250,000 per Acre

    5555 College Rd Unit 5, Key West, FL 33040

    Up to a 65' LIVE ABOARD vessel boatslip in Sunset Marina. Barracuda 5 (B5) is 19' x 60' with direct access to the Gulf and is on the leeward side of the island with a 6' draft, floating concrete docks, a fuel dock, laundromat, convenience store, on site management and one parking space for each slip. Owner will consider a rental or a lease to own option or seller financing, for the right buyer.

    David Rufo LPT REALTY, LLC

    5555 College Rd Unit 5, Key West, FL 33040
  • /41

    $785,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    1312 4th St, Key West, FL 33040

    Nestled in the heart of Newtown, this three-bedroom, two-bath home offers endless potential in one of Key West's most desirable neighborhoods. The property features a spacious layout, a private pool, and a detached pool house, perfect for guests or additional living space. While the home requires significant renovations, it presents an incredible opportunity to create your dream island retreat.

    Veronica Crego-Flores

    1312 4th St, Key West, FL 33040
  • /13

    $882,980

    • 5 Beds
    • 3.5 Baths
    • 2,660 Sq Ft

    3709 Donald Ave, Key West, FL 33040

    AUCTION. This unique, spacious home offers 5 beds, 3.5 baths and has the perfect layout for relaxing and entertaining. Home features a separate living and dining area, family room, den/office, large kitchen with island and plenty of storage space. Enjoy your outdoor space with the in ground pool and ample yard space for all your outdoor activities. Home has an attached carport. Home will need

    Andrea Butcher Thomas Realhome Service & Solutions I

    3709 Donald Ave, Key West, FL 33040

Home Trends in Key West, FL

Home Trends

Median Price (12 Mo)
$1,080,000
Median Single Family Price
$1,400,000
Median Townhouse Price
$1,350,000
Median 2 Bedroom Price
$864,000
Median 1 Bedroom Price
$549,450
Average Price Per Sq Ft
$1,050
Number of Homes for Sale
129
Last 12 months Home Sales
332
Months of Supply
4.70
Median List Price
$1,350,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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