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Waterfront Homes for Sale in Stock Island, FL

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  • /17

    $325,000

    5950 Peninsular Ave Unit 708, Key West, FL 33040

    A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5950 Peninsular Ave Unit 708, Key West, FL 33040
  • /51

    $2,450,000

    • 5 Beds
    • 3 Baths
    • 2,086 Sq Ft

    1 Bougainvillea Ave, Key West, FL 33040

    Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    1 Bougainvillea Ave, Key West, FL 33040
  • /15

    $325,000

    5950 Peninsular Ave Unit 622, Key West, FL 33040

    A beautiful 40' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5950 Peninsular Ave Unit 622, Key West, FL 33040
  • /33

    $1,395,000

    • 4 Beds
    • 2 Baths
    • 1,743 Sq Ft

    34 Key Haven Rd, Key West, FL 33040

    Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily.From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern

    The Spottswood Team Truman & Co. (KW)

    34 Key Haven Rd, 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
  • /14

    $245,000

    5555 College Rd Unit 9, Key West, FL 33040

    OWNER FINANCING AND QUICK CLOSE AVAILABLE. Lowest cost liveaboard 45'X 16' slip in Key West. Live in Paradise for only $245,000 with HOA fee and property tax of less than $600 per month (plus utilities). This 120 slip marina is deeded real property where you own the bay bottom, desired floating concrete design, located in well-protected area and on leeward side of the island. Pool and fitness

    James Spreitzer RE/MAX Keys Connection (KW)

    5555 College Rd Unit 9, Key West, FL 33040
  • /21

    $1,735,000

    $240K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,036 Sq Ft

    4 Evergreen Ct, Key Haven, FL 33040

    This beautiful home is ELEVATED above flood, has 4 bedrooms, 3 Baths and is move in ready. Located on one of the most desirable streets in the luxury Key Haven community just minutes from Key West. The home is solid concrete and has 10' ceilings on both floors. On the second floor there are 2 large primary suites with ensuite baths. The home has a metal roof and two central AC's. There is plenty

    Deborah Batty Location 3 Real Estate of KW Inc (KW)

    4 Evergreen Ct, Key Haven, FL 33040
  • /69

    $1,390,000

    • 3 Beds
    • 2 Baths
    • 1,462 Sq Ft

    16 Key Haven Blvd, Key West, FL 33040

    Introducing 16 Key Haven Boulevard--an exceptional canal-front residence offering refined island living in the exclusive community of Key Haven. Perfectly positioned along a canal with quick access to open water, this property embodies the ultimate Florida Keys boating lifestyle.Designed to capture natural light and tranquil water views, the home features spacious, open-concept living areas

    Barbara Crespo Keller Williams Key West Compass Realty

    16 Key Haven Blvd, Key West, FL 33040
  • /9

    $6,499,000

    $3M PRICE DROP
    • Land
    • 54.44 Acres
    • $119,379 per Acre

    7200 5th St, Stock Island, FL 33040

    A rare opportunity to own a private island minutes from Key West. There are so many possibilities. A private equestrian estate, ''The Southernmost Stables ''. This property would be an excellent place to host large events or possibly therapeutic programs or retreats.Beautiful beach areas. Easy to get to, as the island has access to the mainland via a 1/2 mile land bridge. The property is also

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    7200 5th St, Stock Island, FL 33040
  • /2

    $225,000

    • Land
    • 2.39 Acres
    • $94,142 per Acre

    6810 Front St, Key West, FL 33040

    Great opportunity to own a deep water slip minutes from Key West.

    6810 Front St, Key West, FL 33040
  • /36

    $1,550,000

    $325K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,192 Sq Ft

    103 Key Haven Rd, Key West, FL 33040

    Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

    Elaine Coyle Keller Williams Key West Compass Realty

    103 Key Haven Rd, Key West, FL 33040
  • /2

    $225,000

    6810 Front St Unit SC-M 4, Stock Island, FL 33040

    Great opportunity to own deep water slip minutes from Key West.

    Marc Ulanowski Equestrian Sotheby's International Realty

    6810 Front St Unit SC-M 4, Stock Island, FL 33040
  • /18

    $3,100,000

    Open House 7/03 $250K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 2,940 Sq Ft

    12A 12th Ave, Key West, FL 33040

    Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the

    Krystal Thomas eXp Realty LLC Southernmost Branch

    12A 12th Ave, Key West, FL 33040
  • /98

    $5,700,000

    • 5 Beds
    • 4.5 Baths
    • 2,906 Sq Ft

    29 Key Haven Rd, Stock Island, FL 33040

    TROPICAL ESTATE-Tucked away in the sought after exclusive neighborhood of Key Haven at mile marker 5. Spanning over half an acre this elevated, impact resistant, waterfront estate redefines island luxury. The private compound offers a stunning 3-bedroom 3.5-bath main residence alongside a beautiful 2-bedroom 1-bath bonus house, ideal for hosting extended family. For boating enthusiasts, the

    Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

    29 Key Haven Rd, Stock Island, FL 33040
  • /75

    $3,950,000

    $250K PRICE DROP
    • 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 Berkshire Hathaway HomeServices Knight & Gardner Realty

    3 Evergreen Ave, Key West, FL 33040
  • /4

    $299,000

    5555 College Rd Unit 4, Key West, FL 33040

    55' X 18' floating boating boat slip at Sunset Marina in Key West. Quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile newly constructed private waterfront boardwalk for viewing marine life, taking a stroll or walking your dog. The pool and hot tub are at your disposal along with

    James Spreitzer RE/MAX Keys Connection (KW)

    5555 College Rd Unit 4, Key West, FL 33040
  • /79

    $2,500,000

    $349K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,321 Sq Ft

    16 Azalea Dr, Key West, FL 33040

    Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

    Tommy Mack Coastal Collection Real Estate Inc.

    16 Azalea Dr, Key West, FL 33040
  • /19

    $3,449,000

    $151K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $20,288,235 per Acre

    15 Driftwood Dr, Key Haven, FL 33040

    An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area. This lot combines exclusivity, tranquility, and convenience-an ideal

    Jason Barroso Century 21 All Keys Inc (KW)

    15 Driftwood Dr, Key Haven, FL 33040
  • /12

    $499,000

    5950 Peninsular Ave Unit 643, Key West, FL 33040

    Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    5950 Peninsular Ave Unit 643, 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
  • /10

    $285,000

    5555 College Rd Unit 9, Key West, FL 33040

    OWNER FINANCING AVAILABLE!! Dock in a safe place for you vessel or liveaboard this boat slip with an overall length of 45' and width of 16' 1'. This floating concrete deep water boat slip has a 6' draft and is located in Sunset Marina in Key West, a locals favorite for 2 decades. Immediate access to gulf and easy access to Atlantic. Showers, laundry, dog walk, bike racks, convenience store, fuel

    James Spreitzer RE/MAX Keys Connection (KW)

    5555 College Rd Unit 9, Key West, FL 33040
  • /27

    $9,499,000

    $3M PRICE DROP
    • Land
    • 77.46 Acres
    • $122,637 per Acre

    7000 5th St, Stock Island, FL 33040

    Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. These two expansive plots of land incl. bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures.The Northern parcel consists of about 1,400 ft. of native shoreline, providing ample space for

    Ellen Gvili Ocean Sotheby's International Realty

    7000 5th St, Stock Island, FL 33040
  • /22

    $349,000

    5950 Peninsular Ave Unit 613, Key West, FL 33040

    This is a 40' wet slip available for sale (16' width). Welcome to Oceans Edge Marina & Resort home to some of the best & quickest offshore boating & fishing access in this area with no bridges where you can head out for daily fishing, boat to the Dry Tortugus, beaches/sandbars or just hang out at the dock and see who is bringing in the fresh seafood. Owners may live aboard. The marina offers dry

    Sylvia Werling Keller Williams Key West Compass Realty

    5950 Peninsular Ave Unit 613, Key West, FL 33040
  • /17

    $199,900

    $35K 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
  • /78

    $2,100,000

    Open House 7/03 $295K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,820 Sq Ft

    13A 12th Ave, Key West, FL 33040

    80 Feet on One Of The Deepest Canals in the 33040 Zip Code. A13 and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 80 feet of canal frontage across two 4,800-square-foot parcels. A13 is an 1,820-square-foot CBS home that features four-bedrooms, three bathrooms home with a private dock on one of the deepest canals in the 33040 zip code. The layout offers flexibility

    Krystal Thomas eXp Realty LLC Southernmost Branch

    13A 12th Ave, Key West, FL 33040
  • /20

    $2,799,000

    $451K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,019 Sq Ft

    27 Evergreen Ave, Key West, FL 33040

    Enjoy the best of Florida Keys living from this spacious canal-front home in the highly desirable community of Key Haven, just minutes from Key West. This canal-front home features 4 bedrooms and 3.5 bathrooms, offering a flexible floor plan designed to accommodate a variety of lifestyles, whether as a primary residence, vacation retreat, or home for entertaining family and guests. Enjoy the

    Maria Wilson Berkshire Hathaway HomeServices Knight & Gardner Realty

    27 Evergreen Ave, Key West, FL 33040
  • /5

    $2,800

    • 2 Beds
    • 1 Bath

    6630 Maloney Ave Unit 7D, Key West, FL 33040

    Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

    6630 Maloney Ave Unit 7D, Key West, FL 33040
  • /56

    $1,125,000

    Open House 7/03
    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    12A 12th Ave, Key West, FL 33040

    Set on 4,800 square feet with 40 feet of direct canal frontage, this three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. Ocean views from the kitchen and true indoor/ outdoor living. The master suite includes a lockout

    Krystal Thomas eXp Realty LLC Southernmost Branch

    12A 12th Ave, Key West, FL 33040
  • /22

    $250,000

    5555 College Rd Unit 8, Key West, FL 33040

    Lowes cost liveaboard slip for 45' x 15' boat in Key West. Live in Paradise for only $250,000 and circa $602/month (HOA fee/property taxes) + utilities.Well-protected 120 slip marina on leeward side of the island, with state of the art Bellingham floating concrete docks. Deeded dockominium (you own bay bottom rights). Easy access to Gulf of Mexico, Atlantic Ocean and The Caribbean.Has

    Jerry Hughes Beach Club Brokers (KW)

    5555 College Rd Unit 8, Key West, FL 33040
  • /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
  • /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 $40,000 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
  • /22

    $1,000,000

    $300K PRICE DROP
    • 2 Beds
    • 5 Baths
    • 1,200 Sq Ft

    6810 Front St Unit SNL13&B4SA, Stock Island, FL 33040

    This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40nft deep water slip. The unit comes with one assigned off street parking space. Taxes, water, insurance, building and common area maintenance are covered under the dues.Weekly vacation rentals allowed for the condo.

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    6810 Front St Unit SNL13&B4SA, Stock Island, FL 33040
  • /37

    $1,689,000

    $111K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    21 Bougainvillea Ave, Key West, FL 33040

    Once in a lifetime opportunity rare T-Channel Home 90 seconds to open water. Well Built Concrete Block Concrete Sumptuous 500' Living Room View. Garage and Room for Your RV Seize-The-Day Deep water Key Haven waterfront home with immediate Gulf and Atlantic access just minutes from Key West. Located at 21 Bougainvillea Avenue in Key Haven, this rare boating property offers 62 feet of solid

    Robin Nilsson Keller Williams Key West Compass Realty

    21 Bougainvillea Ave, Key West, FL 33040
  • /2

    $375,000

    Unlisted Address

    Great opportunity and location to own a deep water slip. Minutes from Key West. Enjoy the laid back atmosphere of Safe Harbour Marina.

    Marc Ulanowski Equestrian Sotheby's International Realty

    Unlisted Address
  • /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
  • /20

    $3,395,000

    6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040

    LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25'.Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from

    Jerry Hughes Beach Club Brokers (KW)

    6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040
  • /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
  • /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
  • /21

    $25,000,000

    $7M PRICE INCREASE
    • Land
    • 4 Acres
    • $6,250,000 per Acre

    1 Seppala Way, Key Haven, FL 33040

    Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other.Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already

    Jenna Stauffer Ocean Sotheby's International Realty

    1 Seppala Way, Key Haven, FL 33040

Home Price Trends

Median Sale Price
$675,000
Median Single Family Sale Price
$720,000
Average Price Per Sq Ft
$532
Number of Homes for Sale
1
Last 12 months Home Sales
3
Months of Supply
4.00
Median List Price
$749,450
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-10%
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