Key West real estate and luxury estates for sale from Truman & Co. Real estate in the keys of florida is a great investment for a vacation home or residential purchase. Truman & Company hosts some of the finest Key West estates, waterfront condos, residential and commercial Key West real estate for sale. Stop in and see us or call our Florida Keys real estate number at 305-292-2244
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Key West Waterfront Property For Sale

Waterfront Key West Real Estate
1 Hopkins Island, Little Torch Key

Just 25 minutes from Key West and Marathon awaits Hopkins Island with its lush 12.5 acres on the Atlantic with next door exclusive neighbor Little Palm Island, a gourmet meal is a boat ride away. Snorkeling in neighboring Looe Key National Marine Sanctuary could be your next hobby. With a grassy inland area to accommodate several helicopters or the interior hidden basin with extensive dock space provides a haven from waves, storms and wondering eyes just 2.5 miles offshore no one will know your home relaxing and enjoying life to the fullest. Caribbean style furnishings and island equipment included. More information on this property

Waterfront Key West Real Estate
17279 Oleander Drive

Breathtaking 4.5 acre oceanfront estate on Sugarloaf Key. Sand Castle, formerly the Jerry Herman estate, offers multiple homes on a park-like parcel w/water on 3 sides. The elegant & relaxed 8,814sf main home sits on its own beach, has 6BD/7.5BA, ocean views from almost every room, custom pickled cypress walls & accents throughout, family room w/fireplace, formal dining room, sunroom & an enormous game room w/wet bar. Other amenities include a home office, pool, lagoon w/fountain & waterfall & a garage. Meander over a charming bridge to the 2BD/2BA guesthouse w/its own covered boat slip & roundabout driveway. The grounds also include a 2BD/2BA fully equipped caretakers home. Truly a rare opportunity to enjoy your own private Sandcastle! More information on this property

Key West Waterfront Real Estate
21966 Raffy Road

Elegance on the open water. This 5.27 acre estate has panoramic views of the Atlantic, 5BR/3.5BA main house plus an addition 1BR/1BA romantic guest cottage in the treetops. This oasis is totally private & has dockage for 16. Enjoy complete serenity in your oceanfront pool & jacuzzi. Gourmet kitchen, elevator & Italian marble floors throughout. The guest cottage sits on its own 1.4 acre lot within the estate & offers vaulted ceilings, fully equipped kitchen, private jacuzzi, steam room & a tree tinged view like no other. Massive amount of storage in the garage area. Transient license. More information on this property

Key West Waterfront Real Estate
88 Driftwood Drive

Ensconce yourself in the classic, elegant luxury of this remarkable Gulf front home. Nestled on a private road at the end of Key Haven, this stunning open water home built w/impeccable craftsmanship & peerless attention to detail features high ceilings, oversized crown moldings & baseboards, custom painted recessed metal tile ceilings, 8ft doors, elevator, RV garage, electronically controlled lighting, top of the line Viking & Sub Zero appliances & much more. 5BR/3.5BA, office, study, dressing room, custom wet bar & even a chandelier that can be lowered w/the push of a button! Lounge on your porch where the sunrise views will take your breath away! Planted w/native landscaping for ease, impact glass for simplicity & generator for convenience. More information on this property

Key West Waterfront Real Estate
3424 Riviera Drive

Superbly restored & renovated w/fine craftsmanship & sophisticated finishes, this 7BD/5.1BA gracious family home is impeccably built. The moment you enter the walled waterfront estate you will feel its timeless beauty. A grand sweeping staircase, fireplace & walls of impact glass, enhance this sun filled home. 5,412sf of living space includes a 3BD/2BA guesthouse, media room & enormous Florida room. Lounge by one of the largest home pools on the island accented w/a custom built spa & outside bar area or on your lge 2nd flr patio-deck. Seawall, boat lift, dble garage, 2 carports, even one for your RV & boat, all built w/attention to plumbing, new electric, new A/C...The understated ultimate statement... More information on this property

Key West luxury condo oceanfront
281 Trumbo Rd #303

This elegant and inviting waterfront condominium is located at the prestigious Steamplant in the heart of Old Town Key West. The luxurious home has a spacious great room with living, dining and kitchen and is perfect for entertaining. The kitchen has granite countertops, custom cabinetry and Viking stainless steel appliances and is located adjacent to the private elevator for convenience. A wall of glass provides lots of natural light and great views in the living area and glass doors open to a large balcony overlooking the waterfront. Both bedrooms have ensuite baths, walk-in closets and sliding glass doors to the balcony. There are ten to twelve foot ceilings, stone floors throughout, and a private elevator with access from the secured garage directly to the home and private rooftop terrace with pool. Truly a stunning home! More information on this property

Key West Real Estate

115 Key Haven Road

Wicked cool home with awesome open water sunset views. Cook up a storm in the gourmet kitchen, then watch a blockbuster in the media room. Step through the huge 10ft doors to your delightful pool area. All that separates you from the gigantic waterfront deck is a wall of impact glass doors. The master bedroom opens up on to the substantial rooftop area. Custom finishes & features are everywhere... Dade County pine kitchen cabinets, dual stovetop areas, unique open concept closet system in the master, coral stone pavers and so much more. Let the imagination run wild with this unique home. More information on this property

Key West Real Estate

109 Front Street #314

Penthouse unit in the waterfront Harbor Place condominium in exclusive Truman Annex. This 2BR/2.5BA unit has stunning sunset views, impact glass windows and doors, two balconies, transient license & two deeded & covered parking spots. Harbor Place sits on the beautiful Truman Waterfront with fantastic views, waterfront pool & proximity to all the hotspots of Old Town Key West. More information on this property

Key West Real Estate

25 Evergreen Avenue

Exquisitely renovated 3BR/2BA home on the prestigious Evergreen Avenue of Hey Haven. Fantastic kitchen featuring Viking appliances, granite counters, custom wood cabinets and eat in kitchen counter. Whole home sound system, built in media cabinets & beautiful South African Sapele wood used throughout. Enjoy custom everything! Not an inch was left untouched in this beauty. Relax by your pool or on the upper or lower level lounge areas, covered in travertine and trimmed with Sapele & Pecky Cypress. There is far more to this home that can't begun to be described here so come see it today! More information on this property

Key West waterfront real estate
3714 Flagler Avenue

Great family waterfront home in Key West. Totaling six bedrooms and five & one-half baths, this stylish home has it all! Renovated throughout with an enormous master suite and elegant bathroom, huge open gourmet kitchen, home office, media or theater room and exercise room. Endless 2nd floor balconies and glass doors everywhere for fabulous views. The house works really well as four bedroom, three and one-half bath with a 2 bedroom, 2 bath guest or nanny quarters. Plenty of room for everyone. Relax by your canal front pool & enjoy easy access to open water right from your own backyard. More information on this property

5603 College Rd #E105

Beautiful 3BR/2BA Sunset Marina unit, currently the only unit available in the entire development. Relax on the spacious primary balcony and enjoy breathtaking sunset & water views. Features include an open floor plan, custom cabinets with Corian counter tops & tile floors throughout. Each bedroom has its own balcony with pool and water views & there is an assigned covered parking space. Sunset Marina offers a Full Service Marina, clubhouse, pool, spa, gated entrance & is walking distance to the Golf Course, College & Lower Keys Hospital. 40' Boat slip behind unit may be purchased in addition. See last picture. More information on this property

1251 Crane Boulevard

Pristine and hidden away near the Great White Heron Wildlife Refuge, this little gem can be your own private paradise. 3BR/3BA provides ample room for you and your friends to commune with all the beauty of the Florida Keys at its best with unspoiled tidal flats and gorgeous emerald waters. Huge decks provide unparalleled views and plenty of entertainment space and a stroll down the boardwalk will take you to a delightful gazebo covered dock. A little TLC and this gem will shine for years to come! More information on this property

Key West Real Estate
415 Cactus Drive

High ceilings with equally high potential. This canal front, Key Haven home near the end of a cul-de-sac has beautiful tongue in groove wood ceilings that soar. 3BR/2BA including a massive master suite with sitting area, walk in shower & soaking tub waiting for you to relax in. Over 1830 sq/ft under air with an additional back porch that could easily be enclosed for more than 2000 sq/ft. Pool, sea wall with step down area for easy water access, kayak ramp & more. More information on this property

73 Seaside North Court

This luxury three level townhome has great ocean views and is located in a gated Key West community. The home features 2 master suites, 3 full baths, large rooms, vaulted ceilings, two car garage, private rear yard, private elevator, multiple balconies and hurricane/wind resistant doors and windows. Upgraded finishes include tile floors, granite countertops in the kitchen and baths, stainless steel appliances and security system. There is a rooftop observation deck with spectacular water and island views. The home is being sold beautifully turnkey furnished. The community includes a large heated pool and clubhouse. More information on this property

11 W. Cypress Terrace

Beach Chic! A true Old Florida feel in this delightful waterfront home off the Key Haven Lake. Original terrazzo floors, 3BR/2BA, great high ceilings, water views from almost every room! Hard to top the location when you have a quiet street & one of the widest canals. Huge back yard with plenty of room for whatever you can dream up. Every aspect of this home whispers relax, have a daiquiri, enjoy. This home may not be on a beach, but it belongs on one! More information on this property

Key West condo for sale
Floral Avenue Lot 20 - Vacant Lot


Located on prestigious Floral Avenue, Key Haven surrounded by beautiful homes, this extra large lot provides a deep water boating canal on one side and open water views of the Gulf of Mexico on the other side. Build your dream home on this lovely, no through-traffic street. More information on this property
Key West condo for sale
29562 Saratoga Avenue


Superb canal front, 3BR/2BA home with full seawall, boat lift & great boating access. Renovated with granite counters and tile floors, it has nice spacious rooms that all overlook the water. Covered parking for at least 4 large cars or whatever toys you may have as well as a large downstairs enclosed area, there is certainly no lack of storage. French doors open on to a nice deck-balcony and there is even a cupola area with impact glass windows to escape to and relax and take in the sweeping views. More information on this property
Key West condo for sale
Floral Avenue Lot 17 - Vacant Lot


Just minutes from Key West, this cleared lot, located on prestigious Floral Avenue, in Key Haven, is ready for your dream home! Property is located on a canal with easy access to the ocean. Seawall is already in place. Please call listing agent for further information. More information on this property
Key West Real Estate
1 Riviera Drive

A starter home with style. This 3BR/2BA manufactured home on an 11,475sf lot has to be seen to be appreciated. Over 1,680sf of living space and a fantastic layout are sure to impress. Every idea you have for a yard project has room to spare at this home, right down to the 50ft of concrete seawall. Head into town or out to Snipes, both are only moments away. More information on this property

Key West Real Estate
7 Jade Drive #1

Waterfront condominium on a great and beautiful boating canal with a private boat ramp. Cozy with private balcony from the master bedroom overlooking the canal with spectacular open water views. Easy access to the gulf and ocean. Large patio and backyard. New A/C as of August 2013. New hot water heater, washer, dryer, dishwasher, window screens, brand new carpet and freshly painted, too. Perfect for entertaining. Enjoy boating, fishing and snorkeling whenever you feel like it. Only 10 minutes from Key West. Plenty off street parking. Property had no flood damage. There is no full coverage for windstorm damage. May be financed through private lender or cash only. Must see to appreciate! More information on this property

Waterfront Key West Real Estate - Boat Slip
951 Caroline Street, #10 - Boat Slip

Own at Conch Harbor Marina! Lowest priced slip on the market, upgraded with a finger pier & dock box. This 37’ boat slip is near all the action of the harbor & downtown Key West! Deeded bay bottom with the dock. Amenities at this full service marina include two pump out stations (main dock & yacht dock), huge pool, high speed fuel dock, marina store, full-time security, private restrooms, showers, laundry room exclusively for the marina owners and guests plus two restaurants on site! Rental program available. More information on this property

Waterfront Key West Real Estate - Boat Slip
1 Eleuthera Bahamas

Imagine owning a condo on one of the most fabulous beaches in the Bahamas! This one bedroom, one bath condominium is one of 32 units at the beautiful Pineapple Fields Condominiums on the Island of Eleuthera. Enjoy the on-site pool and restaurant or venture out to the pristine beaches and crystal clear waters. More information on this property

Key West Real Estate
5555 College Rd Marlin Slip #5 - Boat Slip

Premium 45' boat slip in the exclusive community of Sunset Marina, 40' but can accommodate vessel up to 45' & offers a 6 ft control depth. Quick, easy access to both the Gulf of Mexico & Atlantic Ocean. Sunset Marina offers a concrete floating system with every amenity you will need including fuel, store, laundry, showers, 24 hour security, on-site boat/engine repair, and plenty of parking. Separately metered for electric, water, sewer, telephone & cable. Titled and deeded as real property (dockominium). More information on this property

Key West Real Estate
5031 5th Avenue #3

This land leased community is perfect to entertain friends & family. Site rent per month $1150. Enjoy the quintessential Florida Keys lifestyle at a fraction of the price! Sunset Harbor, a beautiful newly developed, waterfront, manufactured home community. Brand new 2BR/2BA, manufactured home on exterior canal with private dock. Resort style amenities include a huge heated waterfront pool, pavilion, & outdoor cooking/grill. Property improvements include a new perimeter fence, security gates, upgraded utilities & lighting. Easy water access and a little piece of paradise, near Cow Key & Hurricane Hole Marina. Access to both Atlantic & Gulf. More information on this property

Key West Real Estate
5555 College Rd #10 Conch Pier - Boat Slip

One of the best locations in Sunset Marina on Conch Pier, the lowest priced 45' boat slip on the market! Sunset Marina offers a concrete floating system with every amenity you will need including fuel, store, laundry, showers, 24 hour security, on-site boat/engine repair, and plenty of parking. Separately metered for electric, water, sewer, telephone & cable. Deep water draft with easy Gulf and Atlantic access. Compare to all in the area and you will see a great value & the best location. Can be rented when not there through on-site rental office. Well managed and well protected marina. Titled and deeded as real property (dockominium). 40 ft slip holds up to 45 ft. GREAT PRICE! MAKE OFFER!! More information on this property

Key West Real Estate
1445 S. Roosevelt Blvd Slip #14

The Coconut Mallory Marina and Resort is located in the southernmost city in the continental United States. Key West, Florida was originally known as the primary base of operation against pirates many years ago. The resort features a marina with 18 boat slips. More information on this property


Truman & Co. Real Estate Services - Key West, FL
1205 Truman Avenue . Key West . Florida . 33040
Telephone: 305.292.2244 :: Fax: 305.292.2202 :: Email:

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