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 real estate in Old Town residential real estate
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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
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
29323 Forrestal Avenue

There are precious few homes of this caliber in the Keys, you will experience unmatched tranquility while lounging on the balcony of this beautiful water front masterpiece. This luxurious estate is located on a private point lot, surrounded by 1.1 acres of manicured grounds & water on three sides. Enormous resort style pool with 3 waterfalls, bridge, built in seating and hot tub. Solid concrete poured construction with impact doors and windows, seawall & even parking for your RV. State of the art central surveillance system & whole home generator. Custom fiber optic lighting, marble floors, wet bar, Infinity surround sound system, guest quarters and 6 car garage are just a few of the amenities that make this home an entertainers dream. More information on this property

Key West Waterfront Real Estate
45 Sunset Key Drive

Fulfill your fantasy of living on a small tropical island. Only a 5 minute ferry ride from Key West, Sunset Key is a luxury retreat with resort like amenities including two tennis courts, beautiful homeowner’s beach and access to spa, gym, restaurant and concierge services. This beautiful three bedroom, three bath home has an open floor plan with sunny rooms, high ceilings, crown molding, tile and wood floors, designer details throughout and is in perfect condition. The home is sited on a private lot with a wrap-a-round porch, private master suite deck, beautifully landscaped yards and heated pool. A third floor porch provides great views of the island and water beyond. There is 24 hour Ferry service from the Westin Resort to Sunset Key. More information on this property

Key West Real Estate

3210 Riviera Drive

Escape the norm with this unique and casually elegant waterfront home in Key West! Tranquil and private, this home is a delight that has to be experienced to be appreciated. Spend your afternoons relaxing by your heated lagoon style pool w/ waterfall or on your covered veranda. 3BR/2.5BA, large kitchen w/ granite counters, a spectacular marble tiled bathroom, indoor/outdoor Sonos sound system, covered private parking, extensive lush landscaping, sauna, outdoor shower, detailed woodworking, tankless water heater & seawall for your boating needs. More information on this property

Key West real estate Old Town

1500 Atlantic Blvd. #107

Manhattan at the beach. A truly brilliant renovation at Beachclub with 2BR/2BA and a perfectly framed view of the Atlantic, even from the Carrera wrapped shower! An almost completely open floor plan gives any owner the canvas on which to paint the perfect home. Espresso bamboo wood floors throughout, new elegant marble bathrooms, modern kitchen & massive master closet with direct access to laundry area. Covered parking with easy access to elevator and mailboxes. The property features beachfront living, two pool areas with grill cabanas, waterfront gym & gated entrance & storage. More information on this property

Key West Real Estate

3838 Flagler Avenue

A gracious canal side residence on Key West's Upper East Side, with entry courtyard and generously proportioned rooms, fireplace and exceptional floor plan. Built in 1968 of concrete construction, the house was renovated about 22 years ago. The main house has 3 bedrooms and 2 baths with a separate guest room and bath that's been used as storage over the years. There are porcelain tile floors with onyx inserts, an open kitchen dining area and a wonderful family room filled with light. Pool canal side on a beautiful and rare canal right in Key West. Covered parking for 2 cars. 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 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

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 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
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
951 Caroline Street #23 - Boat Slip

Rare 60' slip with a 23' wide berth in the Conch Harbor Marina with dock box. Deed bay bottom with 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

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

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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