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Key West, FL Homes for Sale with Pool

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  • /36

    $925,000

    • 2 Beds
    • 2 Baths
    • 798 Sq Ft

    3625 Seaside Dr Unit 25204, Key West, FL 33040

    Attention Investors - Key West Transient License Condo! Own a nightly vacation rental condo in Key West allowing for highly profitable short-term rentals. 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 steady revenue stream. Situated on the second floor,

    Agent Photo

    Karol Marsden

    Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    (866) 932-0541

    3625 Seaside Dr Unit 25204, Key West, FL 33040
  • /46

    $4,350,000

    • 4 Beds
    • 4 Baths
    • 2,458 Sq Ft

    3 Evergreen Ave, Key West, FL 33040

    Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space. This home features a completely private top-floor guest quarters offering ultimate flexibility--perfect as a

    Steven Koleno Beycome of Florida, LLC

    3 Evergreen Ave, 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
  • /38

    $4,325,000 New Construction

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

    231 E Shore Dr Unit 7, 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 7, Key West, FL 33040
  • /54

    $535,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    55 Boca Chica Rd Unit 132, Key West, FL 33040

    WATERFRONT & SUNSHINE!A rare opportunity with 50 feet of dockage--this waterfront mobile home is your perfect entry into the laid-back Keys lifestyle. Whether you're dreaming of a full-time coastal escape or a tropical vacation retreat, this charming home offers the ideal blend of comfort, convenience, and coastal charm.Located in a gated condominium community known for its relaxed atmosphere,

    Donna Pezzi Keller Williams Key West Compass Realty

    55 Boca Chica Rd Unit 132, Key West, FL 33040
  • /63

    $1,590,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    5960 Peninsular Ave Unit 111, Key West, FL 33040

    Lavender, purple, magenta, emerald, milky baby blue, gemlike aquamarine. These are a few of the breathtaking colors you will experience while slumbering on your balcony of this beautiful ocean front home. Fully furnished, turnkey 3 Bedroom 2 Bath one level condo on the Atlantic in a gated community. Designer kitchen with custom lighting, beautiful cabinetry and exquisite furnishings are just a

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

    5960 Peninsular Ave Unit 111, Key West, FL 33040
  • /45

    $4,250,000 New Construction

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

    231 E Shore Dr Unit 1, 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 1, Key West, FL 33040
  • /15

    $485,000

    5950 Peninsular Ave Unit 643, Key West, FL 33040

    Exceptional opportunity to own one of the few 50' x 22' liveaboard boat slips in all of Key West, located in the prestigious Oceanside Marina at Ocean's Edge Resort. This premium, deeded deep-water slip offers direct access to the Atlantic Ocean with a 9' control depth ideal for accommodating larger vessels and luxury yachts. Enjoy spectacular open water views in a secure, full-service marina

    Greg Dully RE/MAX All Keys Real Estate

    5950 Peninsular Ave Unit 643, Key West, FL 33040
  • /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
  • /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
  • /43

    $990,000

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

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

    Welcome to 1800 Atlantic -- where winter feels like a vacation. This sought-after oceanfront condominium community offers the rare luxury of a private sandy beach right on the Atlantic, paired with the ease and convenience snowbirds love. Wake up to ocean breezes, enjoy morning walks along the shore, and spend afternoons soaking in sunshine by the resort-style pool.1800 Atlantic is known for its

    Donna Pezzi Keller Williams Key West Compass Realty

    1800 Atlantic Blvd Unit 218B, Key West, FL 33040
  • /16

    $4,125,000 New Construction

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

    231 E Shore Dr Unit 5, 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 5, Key West, FL 33040
  • /9

    $540,000

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    3930 S Roosevelt Blvd Unit N401, Key West, FL 33040

    Exceptional opportunity to own one of only 12 oversized 2-bedroom, 2-bath units at Las Salinas, offering the same square footage as the 3-bedroom layouts. This top-floor penthouse residence provides enhanced privacy and quiet living, with just three units of this type on the level.The spacious floor plan features the largest kitchen in the complex, an open living/dining area with abundant natural

    Steven Koleno Beycome of Florida, LLC

    3930 S Roosevelt Blvd Unit N401, Key West, FL 33040
  • /49

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    8 Jade Dr, Key West, FL 33040

    Welcome to your Florida Keys family home! This gorgeous 4-bedroom, 3.5-bathroom, waterfront 2-story home is located less than 10 minutes from Historic Key West! With 2,576 SF of living space, 2 bonus rooms upstairs, a home gym, storage and a heated pool this home is a rare find in the Lower Keys and is the lowest priced waterfront home of this size on the market today in the area! Located on a

    Pamela Stangler Expert Realty LLC

    8 Jade Dr, 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
  • /28

    $645,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 608, Key West, FL 33040

    Only steps away from our island's largest and most serene sandy beach, this top-floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and pool views from your private balcony and soak in that coveted west-facing Key West sunset every day. The bright and airy open floor plan is move-in ready, featuring impact windows and doors, along

    Sean Farrer Coldwell Banker Schmitt RE Co

    2601 S Roosevelt Blvd Unit 608, Key West, FL 33040
  • /25

    $373,000

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    3312 Northside Dr Unit 405, Key West, FL 33040

    Own in Key West under 400k. Excellent investment as primary residence, second home, or rental property. This one bed one bath condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West. You have ample parking, storage, pool, tennis courts, laundry, on site management, etc. The unit has new flooring, new AC unit, new

    Karen Angle Coldwell Banker Schmitt Real Estate Co.

    3312 Northside Dr Unit 405, Key West, FL 33040
  • /91

    $3,995,000

    • 7 Beds
    • 7.5 Baths
    • 3,015 Sq Ft

    919 Thomas St, Key West, FL 33040

    Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily 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 of Key West

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

    919 Thomas St, Key West, FL 33040
  • /27

    $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 façade, an airy, open floor plan awaits, thoughtfully

    Richard Patten Your Keys Real Estate LLC

    806 Southard St, Key West, FL 33040
  • /81

    $1,999,000

    • 2 Beds
    • 3 Baths
    • 1,940 Sq Ft

    1616 Atlantic Blvd Unit 6, Key West, FL 33040

    This is the one you’ve been waiting for! Unlike any other 2BD offering in Casa Caselles, this oceanfront gem has been upgraded. This 3-story concrete home offers 2BD/3BA, 4 private balconies, soaring ceilings, and direct Atlantic views. Luxury features include impact windows/doors, custom stainless railings, LED lighting, surround sound, and a chef’s kitchen with granite counters and wine

    Will Langley Berkshire Hathaway Knight & Gardner Realty

    1616 Atlantic Blvd Unit 6, 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
  • /40

    $1,125,000

    • 1 Bed
    • 1 Bath
    • 666 Sq Ft

    1445 S Roosevelt Blvd Unit 412, 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 #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

    Jonathan Minerick Homecoin.com

    1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
  • /39

    $1,480,000

    • 5 Beds
    • 3 Baths
    • 1,898 Sq Ft

    1707 George St, Key West, FL 33040

    Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

    Dawn McComish Lokation Real Estate

    1707 George St, Key West, FL 33040
  • /35

    $329,700

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    55 Boca Chica Rd Unit 56, Key West, FL 33040

    This charming 2-bedroom, 2-bath home offers an ideal opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting. Whether you're seeking a full-time residence or a vacation retreat, this fully furnished, turnkey property is ready for you to move in and start living the island dream. It comes complete with housewares, cookware, bedding, and an in-unit washer and dryer

    Dawn McComish Lokation Real Estate

    55 Boca Chica Rd Unit 56, Key West, FL 33040
  • /43

    $4,000,000 New Construction

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

    231 E Shore Dr Unit 4, 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 4, Key West, FL 33040
  • /45

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    34 Calle Uno, Key West, FL 33040

    Welcome to your dream home in paradise! This beautifully updated 3 bedroom, 2 bathroom residence with 1,200 sq. ft. of living space blends modern design with the ultimate Key West lifestyle.Inside, you’ll love the brand-new chef’s kitchen with a convection stovetop/oven, quartz countertops, stainless steel appliances, and an oversized island that flows seamlessly into the living room—ideal

    Megan Lowe FANNIE HILLMAN & ASSOCIATES

    34 Calle Uno, Key West, FL 33040
  • /47

    $4,000,000 New Construction

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

    231 E Shore Dr Unit 2, 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 2, Key West, FL 33040
  • /85

    $1,489,000

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

    1616 Atlantic Blvd Unit 5, Key West, FL 33040

    Rare Luxurious Atlantic Oceanfront Concrete 3 story home. 2 Bedrooms 2 1/2 bathrooms located in a private gated community. Ocean views from your balconies. This exquisite home has stainless steel appliances, custom cabinetry, vaulted ceilings, tiled carport, oversized well-manicured, private back yard. Huge storage room with built in shelving. This rare unit has the largest backyard in the

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

    1616 Atlantic Blvd Unit 5, Key West, FL 33040
  • /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
  • /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
  • /48

    $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
  • /22

    $499,000

    • 2 Beds
    • 2 Baths
    • 808 Sq Ft

    3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040

    Nice 2-bedroom, 2-bath condominium in the desirable Las Salinas community of Key West. Designed for comfort and style, this residence features a kitchen with granite countertops and stainless steel appliances. Floor-to-ceiling mirrors enhance the natural light, while oversized double closets in both bedrooms and an exterior storage locker provide ample storage. Enjoy your morning coffee with

    Sean Farrer Coldwell Banker Schmitt RE Co

    3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040
  • /28

    $615,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040

    Discover resort-style living at Key West By The Sea! This ground-floor 1BR/1BA condo features a bright living space that opens to your private patio with pool views. The gated 8-acre community offers unbeatable amenities including two swimming pools (one heated), tennis courts, shuffleboard, a clubhouse, and tropical landscaped grounds. Perfectly located directly across from Smathers Beach, enjoy

    Sean Farrer Coldwell Banker Schmitt RE Co

    2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040
  • /33

    $1,850,000

    • 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 private

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    1011 Simonton St Unit 1, Key West, FL 33040
  • /16

    $593,500

    • 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
  • /98

    $3,595,000

    • 5 Beds
    • 4.5 Baths
    • 2,721 Sq Ft

    1114 Packer St, Key West, FL 33040

    Flood Zone! Impeccably remodeled Old Town Key West oasis with 3BD main house + 2BD guest house. Chef's kitchen, vaulted ceilings, impact windows/doors, heated pool, lush tropical yard, and off-street parking. Just steps from Duval St, beaches, dining, and galleries. Includes Sonos sound, high-end appliances, privacy fencing, and separate guest quarters with kitchenette and ensuite baths. A rare

    Will Langley Berkshire Hathaway Knight & Gardner Realty

    1114 Packer St, Key West, FL 33040
  • /19

    $270,000

    • Land

    55 Boca Chica Rd Unit 47, Key West, FL 33040

    2277 square foot RV LOT with concrete slab and a concrete block storage shed situated in the gated community of Seaside Resort Condominium. You OWN the LAND. (RV may be purchased for an additional price). Lushly landscaped which adds a soft buffer between lots. Such a bonus to have the block storage room. Additionally there's an entrance on both streets. Just 10 miles to Key West. The resort

    Donna Pezzi Keller Williams Key West Compass Realty

    55 Boca Chica Rd Unit 47, Key West, FL 33040

Home Trends in Key West, FL

Housing Trends

Median Sale Price
$1,105,000
Median Single Family Sale Price
$1,347,500
Median Townhouse Sale Price
$737,000
Median 2 Bedroom Sale Price
$849,500
Median 1 Bedroom Sale Price
$596,000
Average Price Per Sq Ft
$1,015
Number of Homes for Sale
280
Last 12 months Home Sales
392
Months of Supply
8.60
Median List Price
$1,299,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
11%
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