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
Key West condos - oceanfront living, water view
Residential real estate in florida keys
Multi-unit Key West real estate
Key West oceanfront real estate
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Key West Waterfront Property For Sale

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

Waterfront Key West Real Estate
3 Sunset Key Drive
$5,500,000

Escape to Sunset Key, the premier Key West waterfront community...it's just a 3 minute ferry ride to Heaven. This beachfront 4BR/4.5BA private island home with soaring ceilings and view saturated windows everywhere is the perfect getaway. Enjoy lounging on your sunny over-sized balconies or by your beachfront pool. With 2 bedroom suites on each level, there is privacy for all of your guests. Sweeping open water views from most rooms, impact windows, gourmet kitchen, fireplace, wood floors & a garage for that golf cart. Island amenities include 24 hr. ferry service, tennis courts, full service spa, exercise facility & first class restaurant. More information on this property

Key West Waterfront Real Estate
24 Sunset Key Drive
$3,950,000

Time stands still as you enter the peaceful private Island of Sunset KeyBuild your own waterfront dream house on this 7498 SF vacant lot. Just minutes from Key West & a ferry ride away, you can have your fantasy come true. With views of the open water where the Atlantic meets the Gulf, nothing else compares. Sunset Key Island features first class resort services in a residential community.It's amenities include a full service spa, gourmet restaurant, 3 beaches, tennis courts, deep water dockage for charter pick ups and plenty of sun! 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 Waterfront Real Estate
44 Sunset Key Drive
$2,650,000

Without question, Sunset Key is one of Key West's most desirable addresses. This private Island community is just 3 minutes off shore of Key West and is an exclusive tranquil residential oasis. Three bedrooms and three baths all opening onto your own private pool and just steps from the beach and tennis courts. Enjoy the beauty of Sunset Key from front and back porches on two levels. Covered parking for your golf cart and a detached storage house add to this homes uniqueness. The Island is your own playground with a spa, docks and first class restaurant. Ferry runs 24 hours a day. More information on this property

Key West luxury waterfront real estate
281 Trumbo Road #302
$1,900,000

This is quite possibly the most luxurious condominium in Key West and the Florida Keys with a prime penthouse location and gorgeous views of the Florida Bay. The custom designed one level home has a contemporary floor plan with two bedrooms, two and one half baths and is sleek, elegant and sophisticated. Spacious rooms with tall ceilings, rich details and designer lighting and fixtures open onto an expansive terrace. An in-home elevator gives access to the private roof top terrace with private pool and outdoor kitchen as well as the two reserved parking spaces in the secured garage. The prestigious Steamplant address, great Old Town location and superior design make this one of the most lavish retreats in Key West. More information on this property

Key West luxury waterfront real estate
20874 9th Avenue West
$1,750,000

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 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 oceanfront real estate
1500 Atlantic Blvd. #409
$1,479,000

It is all about the Ocean view from this lovely 3 Bedroom 3 Bath penthouse unit at the Key West Beach Club. This private gated community shares 2 heated pools, a lighted tennis court, exercise facility, covered pavilion, and has assigned covered parking for one car, an additional storage for each owner. More information on this property

Key West Real Estate

27 Driftwood Drive
$1,450,000

Stunningly stylish canal front home that is truly a work of art. Serene & relaxing with soaring ceilings & a huge great room, it's an entertainer's dream come true. Beneath the home is a wonderful pool area & bar with marble floors & lush landscaping. Enjoy a second floor covered porch for waterfront views, all on the most elegant Key Haven street. Amenities include 2 separate garages which will fit 3 cars, boat lift, davits, seawall, generator & heated pool. It is perfect, private and one of a kind!!!! 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, #115

$1,145,000

This beautiful one level oceanfront luxury condominium has been newly renovated with new kitchen and bathrooms and offers spectacular Atlantic Ocean views. Located in the gated community of The Key West Beach Club the home features 3 bedrooms, 2 baths, tile floors throughout, private entry porch and enormous covered balcony overlooking the ocean. The home is being sold furnished and currently is the only one of this type floor plan on the market. The Key West Beach Club offers resort like amenities including 2 oceanfront heated pools with covered entertaining areas, tennis court, garage parking with storage, and exercise facilities. This is a must see for anyone desiring a true oceanfront condominium in Key West. 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 Watefront Condo
1800 Atlantic Blvd. C-240
$1,050,000

This beautiful oceanfront home has spectacular coastline and Atlantic Ocean views from the living room and bedrooms. The one level three bedroom, two bath home has been completely and very tastefully renovated including wind impact resistant glass doors. A formal entry leads to the very large living/dining room with custom built-ins and a wall of sliding glass doors opening onto the wrap-a-round balcony. The master suite is beautifully designed with an expansive exterior wall of glass doors and an enormous bath with a glass enclosed shower with ocean view. 1800 Atlantic Condominium has resort like amenities including heated Olympic size pool, whirlpool, saunas, three tennis courts, garage parking and onsite management. More information on this property

4 Key Cove Landing
$995,000

Open Water Views from every room! Open plan downstairs w/additional room off living room for office or add. bedroom. Kitchen w/Granite Countertops and stainless appliances. Large master bedroom had master bath w/ large walk in closet, shower stall, bidet, sep. vanities, Jacuzzi tub. Double veranda facing the water. Downstairs two car garage and locked storage. Pool permits approved. Prewired for Generator and sound system. Outside shower. 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

43 Bay Drive
$849,000

Tropical oceanfront resort style home in Bay Point, Florida Keys. Enjoy a beautiful open great room at Playa Del Coco with everything you need to entertain guests and family. Luscious landscaping surrounds the 18,000+ sq ft lot with a lovely lagoon style, solar heated pool, patios, tiki huts and your own private beach. With wrap around balconies, granite counters, wet bar, marble floors and soaring cathedral ceilings, you will feel like you are on vacation every day. There is a huge amount of storage along with a double car garage. Spectacular open water views and easy boating access, this is truly a piece of paradise. More information on this property

Key West Waterfront Real Estate
13 W Cypress Terrace

$759,000

Wonderful family home on quiet Key Haven Street. This spacious 4 bedroom and 3.5 bath residence has deepwater canal access and plenty of room for a growing family. Lounge in your huge screened in back patio or from the second floor balcony off the master bedroom. If the second floor doesn't suit for your master, make the downstairs with ensuite bath your master! One car garage has enough room for a car & all your toys. Second floor has cathedral ceilings, skylights & large sized bedroom! Generous 70 foot seawall with davits. Boat for sale also. More information on this property
Key West Real Estate
45 Cypress Avenue
$699,000

Fantastic opportunity to own a large home on 14,000 sq ft. lot on the prestigous Cypress Lake. Home is original condition with 3 bedrooms and 2 bath. Large great room that opens to outside porch, leading to the water. 120Ft of concrete seawall, with lots of wooden decking and large pool. Property is completely private with high concrete wall. Great renovation opportunity...property offers wonderful potential. More information on this property

Key West Real Estate
7 Arbutus Drive
$699,000

Recently renovated with great attention to detail, this waterfront split level home offers 3 bedrooms and 2 baths with an additional room that can be used as a fourth bedroom or separate office/playroom. Open floor plan, with beautiful gourmet kitchen & dining area, stainless steel appliances, separate utility room adjacent to kitchen with new washer & dryer and lots of storage. Large family room with high cathedral ceilings leading out to the wooden deck and patio area. 60ft of concrete seawall on wide clean canal with easy access to open water. Off street parking with additional street parking. Great family friendly neighborhood, with a five minute drive to Key West. More information on this property

Key West Real Estate
16862 E Point Drive
$695,000

Stunning open water views from this corner point lot in South Point, Sugarloaf Key. This lot is at the end of the street for added privacy! With 16,160 square feet of land, you can build the home of your dreams. Fully permitted with plans drawn by renowned Architect Glenn Gray and dock permits to build a concrete seawall. The view truly must be experienced, over looking Lower Sugarloaf Sound with desirable southern exposure for the best of cool summer breezes.  More information on this property

Key West condo for sale
30 Hilton Haven Drive #6

$549,000

This beautifully finished top floor two bedroom and two bathroom condominium has boat dockage and incredible water views. The home features an open floor plan with tile floors throughout, a custom kitchen, surround sound, storm shutters and two balconies one opening from the living room and second bedroom and the other from the master bedroom. This small waterfront condominium community is located at the end of Hilton Haven Drive in Key West and includes a waterfront pool and sandy beach. 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
18 Sapphire Drive
$409,000

This 3 bedroom, 2 bath home is open and airy. Recently renovated with tile floors throughout and all new bathrooms. Cathedral ceilings and porches in front and back add to its charm. More pictures to come when all shutters are removed. Just 10 minutes from Key West, enjoy easy boating every day. More information on this property

Waterfront Key West Real Estate
751 State Road 4A
$395,000

Wonderful waterfront 3 bedroom, 2 bath stilt home with awesome water views from both of your porches. One porch is screened for comfort and the other porch is open for sunbathing. A much desired open floor plan greets you upon entering and interior amenities include corian counters, , tile floors, wood cabinets and a desirable open floor plan, plenty of storage, concrete seawall, easy boating access and plenty of covered parking. More information on this property

Key West Real Estate
16 Diamond Drive
$374,900

Waterfront CBS home with a nice, open floor plan and spacious kitchen. Three bedrooms plus a desirable bonus room that would make a great office or play room and one full bath that has been recently renovated. Seawall provides boat dockage with a 2 foot control depth, quick easy access to open water. More information on this property

Waterfront Key West Real Estate
1584 Gardenia Ln
$310,000

Bank Approved Short Sale AT $307,000. Bank can close in 30 days. Downstairs has a one room illegal enclosure and buyer will be required to sign affidavit from county saying they will conform downstairs within 90 days of closing. 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
163 Sawyer Drive
$165,000

Prime Lot only a few lots to open water. Best price in Cudjoe Gardens. Build your dream home. More information on this property

Key West Real Estate
5031 5th Avenue #39
$134,900

Sunset Harbor, a beautiful newly developed, waterfront, manufactured home community. It's perfect as a full time residence or a weekend getaway. Brand new 1BR/2BA, canal view manufactured home w/open floor plan and just steps away from the water's edge. Enjoy a covered porch overlooking your canal and seawall, just what you need after a day on the water. Resort style amenities include a huge water front heated pool, pavilion, outdoor cooking/grill. This land leased community is perfect to entertain friends and family. 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 boat slip for sale
Boat Slip For Sale - 5555 College Road, #15 Sunset Marina
$125,000

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

Key West Real Estate
5031 5th Avenue #69
$114,900

Enjoy the quintessential Florida Keys lifestyle at a fraction of the price! Sunset Harbor, a beautiful newly developed, waterfront, manufactured home community. It's perfect as a full time residence or a weekend getaway. Brand new 2BR/2BA, water view manufactured home w/open floor plan. Enjoy your covered porch, just what you need after a day on the water. Resort style amenities include a huge heated waterfront pool, pavilion, & outdoor cooking/grill. This land leased community is perfect to entertain friends & family. 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

   

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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