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951 Caroline St Unit 16, Key West
$850,000
621792 MLS
Located in the heart of downtown Key West's Historic Seaport, Conch Harbor Marina offers unparalleled access to both the Gulf of Mexico and the Atlantic Ocean, making it an ideal home base for boating enthusiasts. Slip 16 accommodates vessels up to 45' LOA and includes deeded bay-bottom ownership. Whether you're passionate about fishing, cruising, or exploring the nearby islands, this slip offers the ideal storage solution with direct access to some of the best waters in the Keys. Enjoy the flexibility to live aboard, keep the slip for your own boating and island lifestyle, or take advantage of the marina's rental program when you're not using it. This secure, gated dock slip offer convenient access to the boardwalk along the Historic Seaport. Slip ownership offers a variety of amenities and an unbeatable Old Town location, just a short walk to Duval Street, restaurants, shops, and entertainment. Conch Harbor Marina offers high-speed fueling, in-slip pump-out service, shower and laundry facilities, a large on-site pool, a ship store stocked with bait and fishing supplies, and beautiful Ipe docks. Don't miss this rare opportunity to own your own piece of the Key West boating lifestyle at iconic marina at Conch Harbor. *Buyer to verify depth and dimensions.

951 Caroline St Unit 16, Key West
18 Hilton Haven Road, Key West
$5,195,000
5 Beds ⋅ 6 Baths ⋅ 621709 MLS
Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living room's custom hand built beamed wood cathedral ceiling and a majestic staircase. The sunroom features French doors that open to views of the pool and harbor. The expansive backyard includes a covered dining area, a 45' waterfront deck overlooking the dock and boat lift. The chef's kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to a rear private deck and dock. Completing the first floor is the laundry room, half-bath, full bath, and a charming guest bedroom. The sunroom with wet bar and bathroom provides access to the one car garage, and second staircase leading to the second floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. The property must be seen to truly appreciate it. https://show.tours/v/2qnvjWF

18 Hilton Haven Road, Key West
5607 College Rd Unit # B302, Key West
$1,375,000
2 Beds ⋅ 2 Baths ⋅ 621674 MLS
Experience waterfront living at its finest in this rare top-floor residence at Sunset Marina. Boasting breathtaking, unobstructed open-water views and spectacular year-round sunsets, this 2-bedroom, 2-bathroom condominium offers 1,171 square feet of thoughtfully designed living space. The spacious layout provides the perfect balance of comfort and functionality, featuring a generous living area, dedicated dining space, and well-appointed kitchen, along with two bedrooms ideal for accommodating family and guests. Boating enthusiasts will appreciate the full-service marina located just steps below, offering convenient access to everything needed for a day on the water. With direct access to the Gulf and a short boat ride to the Atlantic Ocean, this property is truly a boater's paradise. Sunset Marina is a gated, resort-style community offering a swimming pool, spa, and clubhouse. Additional conveniences include one covered parking space and private storage in the garage. Located just minutes from the heart of Key West and directly across from the island's only golf course, this exceptional residence combines waterfront tranquility with easy access to world-class dining, entertainment, and recreation. Whether you're searching for a full-time residence or an island getaway, this is a rare opportunity to enjoy the very best of the Key West lifestyle.

5607 College Rd Unit # B302, Key West
5607 College Rd Unit C103, Key West
$1,350,000
2 Beds ⋅ 2 Baths ⋅ 621605 MLS
Discover a rare resort-style waterfront lifestyle in Key West--an offering seldom found elsewhere on the island. At Sunset Marina, tranquil marina views, spectacular sunset views, tropical surroundings and exceptional deep water boating access come together just minutes from Key West's dining, entertainment and nearby 18-hole golf course. This move-in-ready, two-bedroom, two-bath condominium features an open-concept layout with volume ceilings, updated flooring, a water filtration system and an updated chef's kitchen with premium appliances. Overlooking the picturesque marina, the private balcony takes center stage of the living area and features electric screens for comfortable outdoor living, with access from both the main living area and the spacious primary suite. Enjoy morning coffee, waterfront breezes and relaxed evenings taking in the everchanging sunsets in your own coastal sanctuary. Set within manicured tropical grounds, Sunset Marina offers a private entrance, scenic waterfront boardwalk, heated pool, hot tub and clubhouse with a kitchen. This distinctive combination of waterfront amenities, boating convenience and resort-style surroundings presents a rare opportunity to experience Key West at a more relaxed pace. Ideal for low maintenance fly in and boat out. Lock and leave! Convenient access to the elevator and stairs, assigned covered parking and enclosed storage add everyday ease, while shared areas accommodate kayaks, bicycles and scooters. The full-service marina features a modern concrete floating dock system and direct open-water access, providing an exceptional gateway to the waters of the Florida Keys. Boat slips may be purchased separately, subject to availability. Ready for immediate occupancy, this waterfront residence invites you to settle in and begin enjoying the Key West lifestyle.

5607 College Rd Unit C103, Key West
5 Mccoy Cir Unit # 5, Key West
$1,299,000
2 Beds ⋅ 3 Baths ⋅ 621523 MLS
BOAT SLIP INCLUDED WITH OWNERSHIP! A standout waterfront opportunity in Key West, 5 McCoy Cir #5 offers the coastal lifestyle you've been looking for: a townhome-style residence with a deeded boat slip, unobstructed open water views, ample parking, and direct sightlines to your boat from the balcony. This 1,387 sq. ft. home features a thoughtfully designed three-level layout with generous storage, covered parking, and multiple outdoor living spaces. The main level offers an open kitchen and living area, convenient half bath, and a spacious balcony overlooking the water, your boat slip, and the open horizon beyond. Upstairs, two bedrooms each feature their own ensuite bathroom, offering comfort and privacy. Below, the covered garage provides ample room for boating gear, fishing equipment, bikes, tools, and everything needed for a day on the water. A private patio adds another outdoor space to relax or prepare for your next adventure. The deeded boat slip is a true highlight, comfortably accommodating a 25-foot boat with dual engines. Walk directly to your boat and enjoy effortless access to the water whenever adventure calls! With dedicated parking, abundant storage, breathtaking water views, and HOA coverage that includes insurance and exterior maintenance, this property combines convenience with the ultimate Key West waterfront lifestyle. An added benefit: Flagler's Landing is not subject to Florida's milestone inspection or Structural Integrity Reserve Study (SIRS) requirements. Come see it by land or by boat! Pull up to the slip and we'll give you a tour!

5 Mccoy Cir Unit # 5, Key West
5555 College Rd Unit 6, Key West
$199,000
621459 MLS
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 quick refueling, ensuring that boaters can get back on the water without delay. Clean and well-maintained restrooms and shower facilities are provided for guests, enhancing comfort during extended stays. On-site laundry facilities offer the convenience of washing clothes while enjoying time at the marina. Sunset Marina is known for its stunning views, particularly during sunset, making it a great spot for relaxation and photography. The surrounding waters are perfect for a variety of activities, including fishing, kayaking, and paddleboarding. Nearby restaurants and bars provide a range of dining experiences, from casual bites to fine dining, often with waterfront views. Located near local attractions such as parks, beaches, and shops, visitors can easily explore the surrounding area. The combination of these amenities and the beautiful setting makes Sunset Marina a popular choice for boaters seeking both convenience and enjoyment.

5555 College Rd Unit 6, Key West
5555 College Rd Unit Sailfish 2, Key West
$295,000
621452 MLS
Best deeded wet slip location in this Key West marina for a 55' LOA boat! Stage your boat along the main dock, close to the clubhouse, pool, hot tub and parking. This property is a gated secure community and just minutes from the golf course and downtown activities. Liveaboard is limited to 2 nights per week, 7 nights per month. Local marina amenities include access to a ship's store and fuel dock. Located on the leeway side of the island with Bellingham floating docks, the slip has easy ingress / egress to the Gulf and Atlantic Ocean.

5555 College Rd Unit Sailfish 2, Key West
5555 College Rd Unit Sailfish 10, Key West
$295,000
621385 MLS
Incredible chance to own a premier slip in the private/gated Sunset Marina. Located at the end of the Sailfish pier, this 50' by 20' slip allows stress free docking and direct open water access for a wide range of boats. The slip is equipped with its own metered water, electric, and a lockable dock box to store items. HOA fees cover access to parking, the heated pool, spa, and clubhouse. In the marina is a fuel dock and a convenience store for all your boating essentials. Located conveniently for quick access to the Gulf and the Atlantic with a short ride. No liveaboards permitted. Dues are paid QUARTERLY.

5555 College Rd Unit Sailfish 10, Key West
5555 College Rd Unit Barracuda 10, Key West
$375,000
621252 MLS
Need a boat slip with easy access to the ocean and to your home in the Lower Keys? You found it! A very well-protected marina on the leeward side of the island. Boat Slip Barracuda 12 is measured at 50' x 19' with a 6' draft, but this slip can accommodate a vessel up to 55'. You are allowed to live aboard your boat on this slip, and it features Bellingham floating concrete docks. The owner also owns the bay bottom. Fuel dock, convenience store, secure bath and showers, laundry, dog park, and pump-out are some of the many amenities included in this marina. Call today for your private showing.

5555 College Rd Unit Barracuda 10, Key West
5555 College Rd Unit KF7, Key West
$212,000
620999 MLS
Here is your chance to own a dock slip in the well-protected Sunset Marina! This live-aboard slip can accommodate vessels up to 35 feet in length. Because you own the bay bottom, the slip is financeable--an uncommon advantage for a boat slip. The slip has water, electric, and cable, while the marina offers a pump-out station, fuel dock, ship's store, laundry facilities, and ample parking. Whether you're looking for a place to keep your boat, a live-aboard opportunity, or an investment in Key West waterfront property, this slip offers an exceptional combination of location, amenities, and convenience.

5555 College Rd Unit KF7, Key West
32 Hilton Haven Rd Unit APT 5, Key West
$995,000
2 Beds ⋅ 2 Baths ⋅ 620697 MLS
Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating the perfect setting to enjoy your morning coffee, entertain guests, or unwind with the island breeze. The functional kitchen opens to the main living area, making entertaining effortless. Located in Bay Villas, a boutique waterfront community of just nine residences, residents enjoy beautifully maintained grounds, a community pool, and inviting waterfront gathering spaces. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this waterfront retreat offers the relaxed charm that makes the Florida Keys so special.

32 Hilton Haven Rd Unit APT 5, Key West
5555 College Rd Unit Dolphin 7, Key West
$225,000
620189 MLS
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 / egress to the Gulf of Mexico and the Atlantic Ocean. Liveaboard limited to 2 nights per week / max 7 nights per month.

5555 College Rd Unit Dolphin 7, Key West
9 Mccoy Cir Unit 9, Key West
$1,249,000
2 Beds ⋅ 2 Baths ⋅ 620045 MLS
Sweeping Gulf views. Private deeded boat dockage. Effortless Key West elegance. Situated in the coveted enclave of Flagler's Landing, this elevated waterfront residence captures breathtaking open-water views from virtually every room--offering a front-row seat to world-famous Key West sunsets. Spanning ~1,387 sq. ft. of light-filled living space, the home is thoughtfully designed for effortless entertaining. The main level features an open-concept layout anchored by a gourmet kitchen, complete with a custom coral stone island (seating for six), custom cabinetry, under-cabinet lighting, premium GE appliances, a six-burner range, and a brand-new refrigerator. Warm bamboo flooring, recessed lighting, and a wide waterfront balcony create seamless indoor-outdoor flow for evening breezes and sunset entertaining. A half bath completes the main level. A spiral staircase leads to the upper level, where a built-in bookshelf hall opens to a front-facing balcony. Both serene bedrooms feature walk-in closets and expansive water views. The primary and guest suites share a spacious full bath equipped with a glass walk-in shower, large vanity, and a jacuzzi-style tub. Outside and below, additional amenities include ground-level covered parking, dedicated storage, a laundry area, and a private ground-floor brick patio. For boating enthusiasts, the home includes a deeded shallow-draft slip suitable for a ~24 ft. boat, along with access to a community heated concrete pool. Situated moments from beaches, dining, shopping, and marinas, this home presents a rare opportunity to own a luxury retreat in an exclusive Key West community.

9 Mccoy Cir Unit 9, Key West
5555 College Rd Unit Grunt 9, Key West
$245,000
619583 MLS
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 additional $75 mo. Mailboxes $25/mo. $5 pump-out. Cable/Internet available. Security cameras throughout. Immediate access to gulf and easy access to Atlantic. Showers, laundry, dog walk, bike racks, convenience store, fuel and use of 1 parking space. Separate water and electric meters with (2) 30 amp portals. Owners may have pets with restrictions. Visit https://www.sunsetmarinakw.com for more information on marina.

5555 College Rd Unit Grunt 9, Key West
5555 College Rd Unit Conch 8, Key West
$250,000
618859 MLS
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 mailboxes for $25/mo., $5 pump-out and security cameras throughout. Pool and Fitness Ctr available for $75/mo. Rents well when not personally using by on-site rental mgt office. Can close in two weeks. Visit: https://www.sunsetmarinakw.com/

5555 College Rd Unit Conch 8, Key West
5555 College Rd Unit 5, Key West
$175,000
617191 MLS
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 residential side of the marina enjoy access to secured parking, heated swimming pool, spa, and clubhouse. Convenient and secure location makes this a great option for both seasonal and year-round boaters.

5555 College Rd Unit 5, Key West
5555 College Rd Unit # 9, Key West
$285,000
618450 MLS
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 and use of 1 parking space . Slip has separate water and electric meters with (2) 30 amp service portals, dock box and available access to a PO Box, pool, cable/internet and storage space. Owner of slip may have pets with restrictions. Low fees!

5555 College Rd Unit # 9, Key West
5555 College Rd Unit 4, Key West
$299,000
617981 MLS
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 plentiful available parking, For added safety and privacy this property is gated and has no other access roads. Located on Sailfish Pier, slip is right off main Boardwalk. Marina store and fuel available a stones throw away. Golf course is adjacent to property. Slip will accommodate up to a max length of 55' LOA. Easy open parking available. It's a great place for your vessel and is located in a resort style setting. 2 bedroom condominiums are also available for sale at property. This is not a liveaboard slip. Call agent for more details.

5555 College Rd Unit 4, Key West
3424 N Roosevelt Blvd, Key West
$5,200,000
3 Baths ⋅ 617330 MLS
Prime Commercial Property in Iconic Key West - High Visibility & Versatility! This property offers a rare opportunity to own a substantial commercial footprint in one of Florida's most iconic destinations. Whether you're expanding a brand, launching a new concept, or investing in Key West's vibrant market, 3424 N Roosevelt Blvd is a strategic asset with flexible potential. Location Highlights include: • Strategic Location - Located on Key West's main commercial corridor • Proximity - 7 minutes (2.5 miles) to Key West International Airport • Exceptional Visibility - High traffic exposure from both locals and tourists • Surrounded by Amenities -Including hotels, restaurants, banks, shops, fitness centers, and grocery stores. Property Details • Building Square Footage: 3,420 sq ft • Building w/ Tiki: 7,491 sq ft • Lot Square Footage: 36,002 sq ft • Frontage: 155 feet Current Use • Vehicle - Rentals Currently operates as a successful vehicle rental business. • Service Department - Features a care center with six service bays. Business Opportunity sold separately, inquire with agent.

3424 N Roosevelt Blvd, Key West
2613 Gulfview Dr, Key West
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 618065 MLS
Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front door, you are welcomed into a bright, open home filled with natural light. The spacious kitchen flows seamlessly into the dining and living areas, all offering beautiful water views overlooking the backyard. The first floor also features a bedroom--currently used as a workshop--and a full bathroom. Upstairs, you'll find two bedrooms, each with its own ensuite bath and private deck. The primary suite's deck offers stunning water views. Outdoor living is a highlight of this property. The backyard features a large covered deck leading to the pool, all positioned westward to capture afternoon sun and spectacular sunset views. Plans and permits for your own private dock are already underway. Ideally located, this home offers convenient proximity to local stores and restaurants and is just a bike ride away from everything downtown Key West has to offer. Whether relaxing poolside, enjoying sunset views, or heading out to explore the island lifestyle, every day is framed by comfort, convenience, and the natural beauty of the Gulf.

2613 Gulfview Dr, Key West
3841 N Roosevelt Blvd Unit 632, Key West
$749,000
2 Beds ⋅ 3 Baths ⋅ 612515 MLS
Experience Ultimate Elegance at Key West's Marriott Beachside Resort. This offering includes two luxurious, fully furnished units—a Signature King Room and a Resort View Suite—each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT RENTAL LICENSES and a strong rental history. The Signature King Room, spanning 283 sq.ft. is an intimate retreat ideal for accommodating up to two guests. It features elegant finishes, high-end furnishings, and stunning attention to detail, making it a perfect haven for relaxation. The Resort View Suite, generously sized at 1074 sq. ft, can comfortably accommodate up to four guests. Its open floor plan includes a designer kitchen with a Subzero refrigerator, KitchenAid stove, GE microwave, range hood, Bosch dishwasher, dual stainless-steel sinks, and garbage disposal, all accented by crown molding and baseboards. The dining area is illuminated with dimmable lighting, creating the perfect ambiance for gatherings. The primary suite is a sanctuary with a sunken jetted tub, tiled shower stall, and dual vanities, while 16-inch tile flooring extends throughout, adding a refined aesthetic. Resort living is elevated with access to a private beach, a heated waterfront pool and spa, and a poolside bar and grill. On-site gourmet dining, valet parking, and concierge services are available to meet your every need, with optional on-site rental management providing a seamless investment opportunity. The secured building includes a garage and assigned parking for convenience and peace of mind. Positioned on open Gulf waters, the property's private sundeck provides panoramic views, offering the perfect backdrop for serene mornings or captivating sunsets. This property is an extraordinary opportunity to embrace the best of Key West living.

3841 N Roosevelt Blvd Unit 632, Key West

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