35

Waterfront Homes for Sale in Key West, FL

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  • /62

    $37,500

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

    617 Front St Unit B-24 Week 45, Key West, FL 33040

    Experience deeded ownership of the same week each year (Week 45) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West.Filled with light, the unit features a private balcony overlooking the resort pool and waterfront. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 230-4415

    617 Front St Unit B-24 Week 45, Key West, FL 33040
  • /58

    $32,500

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

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

    Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 230-1832

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
  • /58

    $49,900

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

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (833) 427-4068

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /44

    $69,000

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

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040

    Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 236-8896

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040
  • /59

    $31,000

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

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await you from this desirable PENTHOUSE, top-floor end-unit deeded Timeshare week 37! Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café.Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 238-9517

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /41

    $62,000

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

    617 Front St Unit A-52 Penthouse Week, Key West, FL 33040

    Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 215-8159

    617 Front St Unit A-52 Penthouse Week, Key West, FL 33040
  • /17

    $3,500

    • 3 Beds
    • 2 Baths
    • 1,217 Sq Ft

    3930 S Roosevelt Blvd Unit S110, Key West, FL 33040

    Available on the 1st of April, 3 bed and 2 bath, the largest unit in Las Salinas, no pets, $3,750.00 per month and its F/L/D to get in.Renters pay all utilities and must pass a background check and it can be done at the property manager's office.

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (645) 205-0749

    3930 S Roosevelt Blvd Unit S110, Key West, FL 33040
  • /41

    $42,000

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

    617 Front St Unit B41 Week 1, Key West, FL 33040

    Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 400-9393

    617 Front St Unit B41 Week 1, Key West, FL 33040
  • /41

    $59,000

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

    617 Front St Unit A52 Penthouse Week 3, Key West, FL 33040

    PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 215-6438

    617 Front St Unit A52 Penthouse Week 3, Key West, FL 33040
  • /16

    $245,000

    $5K PRICE DROP
    • Land
    • 871 Sq Ft
    • $12,250,000 per Acre

    1801 N Roosevelt M-28 Blvd, Key West, FL 33040

    LIVE IN PARADISE AFFORDABLE LIVEABOARD Houseboat & Slip! It's a TRUE KEY WEST LIFESTYLE... POF CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. 2018 Aqua Lodge Catamaran Houseboat 12'X42 2' Draft Molded Pontoon, FRP Hull No Motors, No batteries 50-amp shore service connection with pump out included with slip Fee $830 a month, parking,

    Agent Photo

    Annie Rivera

    Berkshire Hathaway Florida Realty

    (877) 517-4449

    1801 N Roosevelt M-28 Blvd, Key West, FL 33040
  • /42

    $69,000

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

    617 Front St Unit C41 Week 50, Key West, FL 33040

    On the Gulf of Mexico this 4th floor end unit Timeshare is on the water and overlooks the Key West Marina. 2 bed 2bath with sofa couch sleeps 6. Week 50 is a very sought after week that offers ideal winter weather, a relaxed island atmosphere and peak rental demand. Enjoy the decorative Christmas boat parades from your own personal view balconies and experience Key West all dressed up for the

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 300-5987

    617 Front St Unit C41 Week 50, Key West, FL 33040
  • /45

    $4,375,000

    New Construction $250K PRICE INCREASE
    • 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 Marinucci Serhant

    231 E Shore Dr Unit 3, Key West, FL 33040
  • /75

    $4,200,000

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

    3 Evergreen Ave, Key West, FL 33040

    New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront

    Lisa Swanson Coldwell Banker Schmitt Real Estate Co.

    3 Evergreen Ave, Key West, FL 33040
  • /16

    $4,375,000

    New Construction $250K PRICE INCREASE
    • 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 Marinucci Serhant

    231 E Shore Dr Unit 5, Key West, FL 33040
  • /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
  • /47

    $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

    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 Marinucci Serhant

    231 E Shore Dr Unit 2, Key West, FL 33040
  • /39

    $4,375,000

    New Construction Open Sat 10AM - 2PM $125K PRICE INCREASE
    • 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 Marinucci Serhant

    231 E Shore Dr Unit 6, Key West, FL 33040
  • /2

    $375,000

    • Land
    • 2.39 Acres
    • $156,904 per Acre

    6810 Front St, Key West, FL 33040

    Great Opportunity and location. 25X60 deep water slip.

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    6810 Front St, Key West, FL 33040
  • /51

    $485,000

    $50K PRICE DROP
    • 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

    Donna Pezzi Keller Williams Key West Compass Realty

    55 Boca Chica Rd Unit 132, Key West, FL 33040
  • /47

    $2,380,000

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    3108 Riviera Dr, Key West, FL 33040

    Experience the ultimate Key West waterfront lifestyle with this private tropical retreat on the highly coveted Riviera Canal--one of the island's only canals offering direct boating access to world-class fishing and diving. Tucked behind a gated entrance, this beautifully landscaped property welcomes you into a lush, secluded garden setting that feels like your own hidden oasis in the heart of

    Richard Haskins Buy The Keys

    3108 Riviera Dr, Key West, FL 33040
  • /36

    $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
  • /12

    $215,000

    5555 College Rd Unit 6 (starfish), Key West, FL 33040

    Sunset Marina offers a range of amenities and attractions that make it a desirable destination for live aboard boaters and visitors alike. Starfish # 6 is a 30 ft boat slip that accommodates a max of 35 ft overall boat length. The marina features a variety of boat slips that can accommodate different sizes of vessels, providing easy access to the water. A convenient fuel dock is available for

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

    5555 College Rd Unit 6 (starfish), Key West, FL 33040
  • /35

    $475,000

    • 2 Beds
    • 2 Baths
    • 648 Sq Ft

    3 Riviera Dr, Key West, FL 33040

    Discover laid back island living in this canal front, two bedroom home located in Big Coppitt Key, just minutes to Key West. Positioned on a wide canal this property is a boaters dream, complete with a 50 foot concrete seawall. With ample parking, storage for your gear and low maintenance tropical landscaping, this home is designed for easy Keys living.

    Emily Lombard Buy The Keys (KW)

    3 Riviera Dr, Key West, FL 33040
  • /40

    $1,099,000

    $2K PRICE INCREASE
    • 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
  • /56

    $2,549,000

    • 3 Beds
    • 4 Baths
    • 2,469 Sq Ft

    2924 Riviera Dr, Key West, FL 33040

    Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room and kitchen give you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with

    Walter Lee Flagler Realty (KW)

    2924 Riviera Dr, Key West, FL 33040
  • /7

    $299,000

    • Land
    • 0 Sq Ft

    1801 N Roosevelt Blvd, Key West, FL 33040

    Very well maintained 2017 Trident 45' Houseboat being conveyed with a leasehold slip at City's Garrison Bight Marina.

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
  • /22

    $949,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,158 Sq Ft

    24 Cactus Dr, Key West, FL 33040

    This beautifully cared-for 2-bed, 2-bath home sits on a crystal-clear canal just minutes from Key West. Its open layout features a spacious, updated kitchen with wood cabinets, stainless steel appliances, granite counters, and a large island that provides abundant storage. The bright living area flows onto a private porch overlooking the water, with generous docking space along the 80' concrete

    Thomas Carden Keys to the Coast Real Estate LLC

    24 Cactus Dr, Key West, FL 33040
  • /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
  • /19

    $640,000

    $110K PRICE DROP
    • 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 a 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 a

    Elizabeth Jolin Coldwell Banker Schmitt Islamorada

    4 Shore Dr, Key West, FL 33040
  • /40

    $1,099,000

    $2K PRICE INCREASE
    • 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
  • /20

    $169,000

    • Land
    • 0 Sq Ft

    1801 N Roosevelt Blvd, Key West, FL 33040

    The ultimate waterfront living with this 34' 1987 Corker Holiday Mansion Houseboat at the City's Garrison Bight Marina. Sold together with the leasehold slip for a seamless transition into your new marina lifestyle

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
  • /9

    $304,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 536 Sq Ft

    201 Coppitt Rd Unit 103, Key West, FL 33040

    This Waterfront low maintanence condo has everything you'd want for either your primary residence, a second home or a rental for income. This location is prime within minutes from Old Town, Key West NAS, an 18 Hole Golf course, the College, Hospital, shopping, great restaurants and the Airport! Amenities include assigned parking right out your door. Sunsets cannot be beat from this location with

    Camille Toler Key West Real Estate Sales, Inc. (KW)

    201 Coppitt Rd Unit 103, Key West, FL 33040
  • /67

    $1,499,000

    • 4 Beds
    • 3 Baths
    • 1,977 Sq Ft

    9 Jade Dr, Key West, FL 33040

    WATERFRONT GEM. Located on Big Coppitt, this location is only five miles from Key West and all destination resort amenities, restaurants, and the downtown Historic District . Adjoined by 130' frontage of a deep canal and 80 feet of multi level concrete seawall, this Boater's paradise has quick access to the Key West Harbor, fabulous Coral Reef diving, offshore fishing and back country beaches,

    Mark MacLaughlin R.W.A. Realty Inc

    9 Jade Dr, Key West, FL 33040
  • /38

    $1,800,000

    • 3 Beds
    • 3 Baths
    • 2,066 Sq Ft

    12 Bamboo Terrace, Key West, FL 33040

    Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the

    Richard Haskins Buy The Keys

    12 Bamboo Terrace, Key West, FL 33040
  • /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

Home Trends in Key West, FL

Housing Trends

Median Sale Price
$1,150,000
Median Single Family Sale Price
$1,350,000
Median Townhouse Sale Price
$775,000
Median 2 Bedroom Sale Price
$840,000
Median 1 Bedroom Sale Price
$587,000
Average Price Per Sq Ft
$994
Number of Homes for Sale
278
Last 12 months Home Sales
389
Months of Supply
8.60
Median List Price
$1,350,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
7%
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