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
$10,900,000

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
$5,999,000

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

Waterfront Key West Real Estate
601 County Road, 939
$5,900,000

Pirates Cove, an exquisite 9 acre open water Sugarloaf Key Estate for the discerning buyer. Perfect blend of space, comfort, privacy and tranquility. The magnificent main house boasts a dramatic carved mahogany staircase, 15' ceilings, tumbled marble and cherry floors. Gourmet kitchen flows to the open living area, formal dining room and covered wrap-around porches. More information on this property

Key West Waterfront Real Estate
88 Driftwood Drive
$3,600,000

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
$2,795,000

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 detail...new plumbing, new electric, new A/C...The understated ultimate statement... More information on this property

Key West luxury condo oceanfront
281 Trumbo Rd #303
$1,650,000

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 luxury condo oceanfront
281 Trumbo Rd #17
$1,600,000

Quintessential Luxury Living at the Steamplant. Offering large light-filled rooms with high ceilings, impact windows and doors. Private elevator, elegant finishes, excellent closets and storage and large laundry room. Two garage parking spaces, state of the art security, a rooftop pool with private outdoor sunning/living area with unsurpassed views of the city and water. There are 3 bedrooms and 3.5 luxury baths including a steam shower, large open kitchen/living/dining area with granite countertops, all Viking kitchen with birch cabinetry and porcelain floors throughout. Located within walking distance of the historic seaport, galleries and restaurants and all that Key West has to offer. More information on this property

Key West luxury waterfront real estate
20874 9th Avenue West
$1,580,000

Unique open water and canal front home with excellent boating and easy access to the Florida Straights and the Gulf of Mexico from your own back yard. There are davits and a lift for the boater and gorgeous views of the open water and the blue skies that go on forever. The house was built on a large lot (8,960 SF) in 1996 with large rooms, high ceilings, and an excellent floor plan. Four bedrooms and three baths, a large kitchen, fabulous family room, and a wonderful screened in porch ideal for dining, reading or just relaxing. A large walk in laundry room, with plenty of closet space and storage including a garage for two cars. A large poolside deck and dining area overlooks the 82 foot heated lap pool and separate hot tub designed by Michael Miller architect. Beautiful gardens with irrigation and lighting make this just an irresistible full or part time residence with easy access to Key West. More information on this property

Key West Real Estate
1500 Atlantic Blvd., #214
$1,375,000

Full Oceanfront Views for luxury condominium. Chefs kitchen with granite counter. The desirable Key West Beachclub has secured entrance, two oceanfront pools, fitness room, clubhouse, outdoor covered grilling and Tennis Court. More information on this property

Key West Real Estate
827 Eisenhower Drive
$1,349,000

Rarest of the rare, a waterfront home on the island of Key West. This meticulously kept & stunningly appointed home has 3BR/2.5BA, a heated & chilled pool that overlooks Garrison Bight, exceptional views & brilliant lighting fills the wonderful entertainment room complete with wet bar. Just a stones throw from all the hotspots of Old Town or a footstep to the boat in your backyard. Home was originally a duplex that was converted. Don't miss this rare opportunity, it is a small price to pay for perfection! More information on this property

Key West Real Estate

10 Key Cove Drive
$1,345,000

Open Water views from Every Room. This single family home is one of the few large homes in Key West with an open water view. Built to withstand Category 5 hurricane. Three Bedrooms with 3 en-suite bathrooms and an additional room downstairs adjacent to living area that can be used as a fourth bedroom or a Den or office. Beautiful open floor plan with marble floors and granite and stainless steel Kitchen. Private pool with paved deck and large enclosed two car garage with additional parking for 2 cars and 2 storage areas on the ground floor for all your toys makes this a wonderful home or ideal vacation getaway. More information on this property

Key West Real Estate

1500 Atlantic Blvd., #310
$1,300,000

Enjoy exceptional open water views of the Atlantic Ocean from this beautifully remodeled Key west Beach Club unit. The bathrooms are new and the expanded kitchen is extremely well appointed. The Key West Beach Club offers gated security, covered parking, two heated pools, fitness room, pavilion and a tennis court. More information on this property

Key West Real Estate
3841 N. Roosevelt Blvd. #135
$1,250,000

One of the best penthouse units in Beachside! Enjoy direct open water views from your living & master bedroom! Lounge on your own private balcony or rooftop sun deck or walk the beach. 2BD/2.5BA, w/lockout & transient licensed for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kit, marble floors, fully furnished & stylishly decorated. All doors/windows are designed to exceed bldg codes & rated for 175 mph winds. On-site resort amenities incl private beach, htd waterfront pool, spa, poolside bar/grill, valet pkg, concierge, on-site mngmt by Marriott, if desired, gourmet restaurant & the island's largest conference center. More information on this property

Waterfront Key West Property
13 Driftwood Drive
$1,110,000

Graciously appointed home with large, open floor plan. Tropical breezes drift through endless windows and glass doors throughout this 3 bedroom, 3.5 bath home. Living area & kitchen open up to a screened porch overlooking canal alongside the spacious dining area featuring a built-in wet bar with granite counters. Two bedrooms with Jack & Jill adjoining baths off of the great room and an upstairs master suite that is a true retreat. Quiet study room leads to the large master bedroom with glass doors to your private balcony. Master bathroom with Jacuzzi bath tub & double vanities. Plenty of parking ,storage and entertaining space under this stilted home leading to the dock and peaceful canal. More information on this property

Key West Real Estate

17179 Amberjack Lane
$995,000

Beautifully hand crafted & custom built, this large canal front home has room for everyone and their friends! 4 bedrooms, 4 full baths and 2 half baths surround a central great room with hand planed Cypress floors & walls that completely open up to views of the water. Cathedral ceilings, 2 fireplaces, & custom Cypress doors complete the homey feel of this unique property. Enjoy the sun frolicking in your heated & chilled saltwater, chemical free pool or exercising against the swim jets. Dock your boat in your back yard canal & fish off your dock. Huge balconies, impact doors & windows throughout the house (except 4 custom French doors which have hurricane shutters), Cypress siding & storage galore are just a few of the features. More information on this property

Key West waterfront real estate
3714 Flagler Avenue
$900,000

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

2639 Gulfview Drive
$829,000

Enjoy open water views of Gulf of Mexico from your own home in the gated community of Gulfview Pointe, Key West. This large 3BR/2.5BA home was built just 15 years ago. Beautifully maintained, the home includes an open living, dining, kitchen plan with an additional den with its own side porch entrance. There are porches on two floors, and wonderful pool and patio ideal for lounging and enjoying the quiet of the beautiful setting. Covered parking. This is a rare opportunity. More information on this property

1251 Crane Boulevard
$799,000

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

3841 N. Roosevelt, #632
$749,000

Gulf view with private sundeck- fully furnished 2 bedroom 2.5 bath Beachside Condominium. Enjoy Key West the easy way-maintenance free and covered parking. Open floor plan with separate bedroom entrances to ensure privacy for you and your guest. Beautiful professionally decorated unit includes 2 transient licenses with strong rental history. Great full time or vacation home that will cash flow in owners absence. Onsite resort amenities include beach, heated waterfront pool, spa poolside bar & grill, valet parking, concierge, optional onsite management and a gourmet restaurant. Call for a tour today. More information on this property

Key West Real Estate
415 Cactus Drive
$715,000

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

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

$699,000

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
90 Bay Drive

$575,000

Open water retreat just minutes from Key West. Relax on your deck & enjoy gorgeous sunsets & endless water views. With 2 bedrooms, 2 baths upstairs & 2 bedrooms, 1 bath down you will have room for everyone & more. The outside entrance for the downstairs units will be convenient for your guests to use. Beautiful new granite counters throughout the house & strikingly high wood ceilings. A comfortable open floor plan that opens on to the serene water views. Boat basin & seawall for your shallow draft boats, carport for your cars. Built in 1963 this truly feels like a Keys home. Room for a pool. Bay point offers a county park with tennis, volley & basketball court, Baby's coffee. More information on this property
Key West condo for sale
29562 Saratoga Avenue

$569,900

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

$499,000

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
1800 Atlantic Blvd., C227
$435,000

Oceanfront turn key furnished condo with monthly rental income. A large two bedroom, two bath luxury condo on the Atlantic Ocean. Large private terrace an with partial ocean view. All the amenities that make 1800 Atlantic Key West's premiere condo Complex: Olympic heated pool, heated spa, 3 tennis courts, private beach, and secure covered parking, all adjacent to Smathers Beach; the best beach on the island. Right of first refusal. More information on this property

Key West Real Estate
1 Riviera Drive
$385,000

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

Waterfront Key West Real Estate - Boat Slip
951 Caroline Street, #10 - Boat Slip
$269,900

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
$195,000

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
5031 5th Avenue #3
$134,900

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
$125,000

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 boat slip for sale
Boat Slip For Sale - 5555 College Road, #15 Sunset Marina
$73,500.

Premium 30' boat slip in the exclusive community of Sunset Marina can accommodate a vessel up to 35' & offers a 6 ft control depth. Quick, easy access to both the Gulf of Mexico & the Atlantic Ocean. Conveniently located on the Lobster dock next to the T allowing access from 2 sides. This is one of a limited number of slips that will allow for commercial use and is separately metered for electric, water, sewer, telephone & cable. Sunset Marina offers a concrete floating dock system, fuel station, live bait, complimentary wireless internet and a well stocked convenience store. Additional marina amenities include 24 hour security, on-site boat/engine repair, laundry, showers and plenty of parking. 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: inquiry@trumanandcompany.com

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