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, Key West 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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Residential Key West Real Estate

Private Island
1 Coupon Key
$18,500,000

Own your own private islands! Coupon Keys - 4 offshore islands & 1 mainland lot for parking and launching - It's incomparable! 14.50 acre island off of MM 27.5 with 3 structures. An elegant resort home with 10 bedrooms & 8 baths, a caretakers 2 BR/2 BA home and a recreation house. Freshly renovated this exquisite getaway is like no other with electricity and Florida Keys Aqueduct Authority hook-up you'll have all the comforts of a true resort. All of the islands are situated between the mainland and Little Palm Island in Newfound Harbor. New impact windows throughout, gourmet kitchen with granite counters & all new bathrooms. Glorious 400 SF roof top sundeck with bar/entertainment room. Plenty of dock space for all of your yachts. More information on this property

Key West Real Estate
720 Eisenhower Drive
$4,750,000

This stately home sits on a 16,632 sq. ft. beautifully landscaped lot. The meticulous resurrection of the historic Jefferson Brown home (circa 1889) was completed approximately 2 years ago. The attention to every custom detail and quality of construction make this one of the most outstanding residences in Key West. There are 4 bedrooms 3.5 baths, classic living room complete with fire place, elegant dining room, expansive master suite, and a private state of the art theatre room. The back of the home opens to the spectacular private garden with a pool side pavilion. More information on this property

Key West Real Estate
1021 Washington Street
$3,900,000

Remarkable Casa Marina Estate like no other! Stately historic residence situated on a massive 27,000 + sq. ft. of land, one of the largest residential estates in Key West, on the corner of Washington Street and Whalton Street. Beautifully maintained and lovingly cared for over the course of 74 years by the same family. Totaling 6 lots laid out in an L shape with 4 consecutive vacant lots facing Whalton Street that can be divided. 3 structures in total which include the main historic home, guest house and 3-car garage. Gorgeous meandering gardens and lush landscape manicured to perfection and irrigated by 6 wells. Rare opportunity with many possibilities for development or subdivision. More information on this property

Cudjoe Key Real Estate
23069 Redfish Lane, Cudjoe Key
$3,100,000

Private gated Keys Estate with remarkable open water views of the Gulf. Just completed, this custom built home & guest house offers fine craftmanship & exquisite detail throughout. Chestnut & marble floors, enormous gourmet kitchen, grand open great room, elevator, private boat basin, ramp, 2 lifts, 4 bay free-standing garage, boat house & motor home set up. Lounge on balconies, by your pool & jacuzzi, on your enormous covered patio, docks or your beach. Totaling 5 bds/ 5.1 baths + a library & loft, there is room for all. Main house features 3bd/3.5 baths and the guest house offers 2 bd/2 ba. True paradise living to the most discriminating buyer who wants everything...with A Sense of being away from it all. Boats are protected. More information on this property

Luxury Key West estate
901 Flagler Avenue
$2,995,000

An Elegant historic house on a large corner lot in the Casa Marina area. Built in 1900 of concrete block the house has been beautifully renovated with fine reclaimed pine floors, windows custom built with impact glass, 11 foot ceilings, handsome crown moldings and large rooms with lots of light. The outstanding kitchen is equipped with all modern and gourmet appliances, a pantry, custom solid cherry cabinetry and limestone flooring. Three bedrooms, four baths plus a study or fourth bedroom with a private balcony. The house has wrap around porches on two floors, a large outdoor sitting and dining patio plus an in-ground pool, serene tropical gardens, off street parking for two cars. The property is walled for privacy. More information on this property

Key West real estate
1102 Washington Street
$2,750,000

Beautiful Casa Marina home located on an expansive lot at the corner of Washington and Whalton Streets. The property includes a 3 bedroom, 4 bath main house and 2 cottages. One of the cottages is currently used as a library/office with adjacent bedroom and bath. The second is a guest cottage with living room, bedroom, bath and wraparound porch. The main house is very charming with a large great room with vaulted white washed wood ceiling and walls, custom built-in cabinetry, Cuban tile floors and French doors opening to the gorgeous gardens and pool. The master suite includes his and her baths and French doors to a private screened porch overlooking a lovely garden with water feature. In addition there is a large pool loggia (28' x 18.5') perfect for relaxing and outdoor entertaining. This is a wonderful one-of-a-kind home and is a must see for anyone desiring the best of Key West. More information on this property

Key West real estate
1500 White Street
$2,495,000

This luxurious Casa Marina home is sited on an estate sized lot and is walled and landscaped for the utmost privacy and seclusion. The front gate opens to meandering brick pathways running through the gardens and beside the dramatic pool and waterfall leading to the front entrance of the home. Inside is an enormous light filled great room with vaulted ceiling, rich hardwood floors, fireplace and gourmet kitchen. The split bedroom floor plan features a totally private, large master suite with vaulted ceiling, large walk-in closet and spa bath. On the other end of the home are two guest bedrooms with a spacious connecting bath. The guest suite/home office is accessed from an outside entry. More information on this property

Key West real estate
901 Casa Marina
$2,495,000

Sophisticated Casa Marina home situated on an impeccably manicured corner parcel. Graceful floor plan caters to the ultimate in comfort . Glass doors off virtually every room to covered patios overlooking pristine gardens with meandering paths that lead to huge pool & hot tub. Beautifully appointed with a fabulous open kitchen with pass through to spacious outdoor dining/ living room with wet bar. Incredible living space with family room, living room, dining room, basement & elegant master suite with ample storage & a bathroom complete with all the luxuries. Enjoy the convenience of a garage as well as a rooftop deck that enjoys rare water views of the Atlantic. A most elegant & private retreat sure to please the most astute buyer.  More information on this property

Key West Real Estate
1128 Johnson Street/1520 White Street
$2,250,000

A rare offering of an estate sized compound in the Casa Marina neighborhood only 2 blocks to Higg's Beach. Sited on 14,200 square feet of land the property consists of two beautifully maintained homes on three lots. Both one level homes have open, light filled spacious rooms, terra cotta tile floors, vaulted ceilings and multiple sets of French doors opening to expansive gardens and pool. There are a total of 5 bedrooms, 4.5 baths, garage and 2 car carport. More information on this property

Key West Real Estate

1423 Patricia Street
$1,695,000

Spacious home just one block from the beach. As you enter through the secure, private grounds and into the foyer with cathedral ceilings you will feel the warmth of this home. Comfortable floor plan with formal dining room, gourmet kitchen and great room that opens up to a large deck overlooking the pool, spa & backyard bar. Master suite features a private balcony, jacuzzi bathtub and marble counters. More information on this property

1320 South Street
$1,650,000

Grand 2-story built new from the ground up & nearing completion. Enjoy a fantastic 3BD/4BA floor plan boasting generous room sizes throughout with a spectacular great room on the 1st floor & 3 ensuite bedrooms each with walk-in closet on 2nd. Rich Tiger Wood floors grace this home throughout complimented by Cherry cabinetry in kitchen & custom wet bar. Loaded with luxury details enjoy name brands such as Bosch & Subzero, a beverage center, steamer, 2 washer/dryers, central vac & surround sound. Exterior details include Hardi plank siding, 2 zone central a/c, house generator, impact windows/doors, custom built pool & waterfall surrounded by Ipe decking & built-in Ipe bench seating. Truly an impressive home not to be missed. More information on this property

Key West luxury oceanfront real estate
35 Sea Lore Lane
$1,599,000

BANK OWNED. One of a kind Shark Key residence on arguably the most picturesque setting the community has to offer. Enjoy the only home nestled along the waterline of the turquoise swimming lagoon & white sandy beach together w/ panoramic water views of sunrise & sunset. Strategically situated to take advantage of water on 3 sides & privately located at end of culdesac on impressive oversized lot. An elevated single level floor plan takes advantage of views & Gulf breeze through French doors to porches that grace each end of the home. Set up for comfortable living w/ open spaces surrounded in windows, fabulous ceiling heights, convenient kitchen appointments & ensuite baths to name a few. A fabulous value for this extraordinary waterfront setting. More information on this property

Key West Real Estate

1520 White Street
$1,598,000

Fantastic opportunity to own a 3 bedroom, 2.5 bath home on a prominent site in the Casa Marina neighborhood. The open floor plan of this one level home is designed so that many rooms open to a large covered porch and pool through either sliding glass or French doors. The living room is spacious with vaulted ceilings, a fireplace and an entire wall of glass doors. The home features terra cotta tile floors throughout, a separate dining room, a new kitchen with granite countertops, breakfast room or den and 2 car covered parking. More information on this property

Key West Real Estate

10 Key Cove Dr
$1,595,000

Beautiful new single family home in Key West with spectacular Gulf of Mexico Views. Owners unit with most desirable location. Luxurious upgrades, including marble floors & granite countertops throughout kitchen, living areas and master bathroom. Stainless steel appliances. Hurricane proof construction designed to withstand 150mph winds which include all windows, doors & roof. All bedrooms open to balconies with spectacular waterviews of the Gulf and feature walk in closets and upgraded bathrooms ensuite. Off street parking for two cars in addition to a two car garage. Two ground level air-conditioned storage rooms. Beautiful pool, paved deck, entertainment area and mature landscaping all enhance this ultimate family home. More information on this property

Key West real estate Old Town

1409 Reynolds Street
$1,499,500

One of Key West's best kept secrets, this stunning hide out is so open yet so invisible. With glass doors off every room & landscaped for total privacy your sundrenched rooms will need no curtains. Enjoy basking by your free form pool complete with spa jets and seating or entertaining in you indoor/outdoor formal dining room. Truly casual, elegant & in perfect shape, not a single detail has been missed. 4 bedrooms, 3 baths throughout an open floor plan, artist studio & sun porch off the expansive second floor master suite. Abundance of storage throughout with closets galore, custom built- ins and creative use of space. Property is fully fenced with covered parking. In total seclusion & meticulously renovated is this hidden treasure. More information on this property

Key West Real Estate

3812 Flagler Avenue
$1,395,000

It's stylish, it's sundrenched & it's serene Relax by your heated pool & enjoy waterfront views & lush garden areas from all rooms. Freshly renovated with a contemporary design this private 4 bedroom/4 bath has a new kitchen and a great open floor plan which flows beautifully. Includes a detached canal side guest house, double car garage that enters from the front & back and a desirable split floor plan that even allows for a private in law quarters with its own entrance. 105 ft seawall , outdoor shower, walled court yards , irrigation system, walk-in pantry/laundry room & huge 14,175 ft lot. More information on this property

Key West Real Estate

913 Georgia Street
$1,299,000

This beautiful renovation of a classic Key West home in The Meadows shows great attention to detail. With 4BR/4.5BA's, the rooms have high ceilings and large windows that bring in loads of light. There are stainless appliances and granite countertops in the gourmet kitchen, which features a pass-through to the covered rear porch. Custom millwork throughout includes three sets of French doors that to the heated pool and deck. There are two bedrooms downstairs and two up, each with baths ensuite. An outdoor shower, built-in outdoor kitchen area and nice wide front porch complete this picture perfect home. More information on this property

Key West Real Estate

1605 Von Phister Street
$1,295,000

This recently built custom home is both stylish and sophisticated. The breathtaking great room is perfect for entertaining. It features vaulted cross beam ceiling, beautiful oak floors and floor to ceiling walls of glass. The adjoining kitchen with walk-in pantry and laundry room has solid maple cabinetry, granite countertops and a gas cooktop. There are 10 ft. ceilings throughout the rest of the home and all bedrooms are very generous in size. Both bathrooms are very spacious with stone countertops and floors. Other amenities include heated salt treated pool and spa, carport with storage, landscape lighting, irrigation system, storm shutters and whole house 15 KW generator. This is an immaculate beautifully maintained home. More information on this property

Key West Real Estate
916 Eisenhower Drive
$999,000

Featured in Coastal Living Magazine & recipient of ceramic star for Historic Preservation this is not to be missed. Classic 1890's 2-story Victorian with attractive addition of master suite & gourmet kitchen opening to spacious pool side outdoor living room. A very tasteful designer renovation boasting luxury & charm. Careful attention to restore timeless detail including Dade County Pine walls/floors/ceilings, original windows, 11 ft. ceilings, built in shelving, gorgeous staircase & double wrap porches. A fantastic combination of old & new with attention to fine materials & craftsmanship alike. Outstanding outdoor living wrapped in tropical foliage & custom pool complete this gorgeous home situated in the peaceful Meadows of Old Town. More information on this property

waterfront oasis in big coppitt
810 3rd Street - close to Key West
$985,000

Nestled in exotic botanical gardens, feel like you are in a treetop bungalow. Awesome waterfront views off every room from patios & decks or unwind under a poolside gazebo & stone waterfall. 3BD/2BA tropical paradise hidden on enormous secluded corner lot fenced & gated for total privacy. Highlights include open floor plan, new Brazilian walnut wood floors, marble inlays, new glass doors, new kitchen with Bosch and Jennair appliances & granite counters, new stylish bathrooms finished in marble and slate, brick driveway, carport for 3 cars & so much more. All of this privacy with lush grounds & tropical plantings. With over 200 ft of bay bottom, the back county could be your front yard! Perfect haven for entertaining and peaceful living. More information on this property

Key West Real Estate
1128 Johnson Street
$898,000

This charming 3 bedroom, 2 bath home is located on one of the most desirable streets in the Casa Marina. Nice and private this light filled home features terra cotta tile floors throughout, vaulted ceilings, custom cabinetry and multiple sets of French doors to the gardens. There is a large porch for relaxing or outdoor entertaining and a spacious garage. The property does not have a pool but there is plenty of room. More information on this property

Key West Real Estate
927 Seminary Street
$768,000

Endless charm & character are seen in every room of this very private 3BD, 2BA home. Wonderful vaulted ceilings, Dade County Pine walls, open & spacious great room & a kitchen that opens on to it all. All of the bedrooms are on the ground with a large loft for additional space. French doors off every room allows the sun in for a bright & happy home. Enjoy decked patios in the front, on the side & back yard that surround the private pool and lush tropical landscaping. lovely hardwood floors throughout and off-street parking make this the perfect hidden gem. More information on this property

Key West Real Estate
1217 Pearl Street
$749,000

This Classic Cigar maker cottage is sited on a beautiful private corner lot with mature landscaping. The renovated 2 BD 2 BA home has an open kitchen and living room which exits to the exceptional out door living space with an expansive covered porch, pool area and gardens. There is a carport and a shed suitable for studio or an additional guest bedroom. More information on this property

Key West Real Estate
1305 Reynolds Street
$749,000

This spacious 2 story home is located in the very desirable Casa Marina neighborhood. The open floor plan of this home includes an entrance foyer, very spacious living/dining room with French doors to a large covered porch, a galley style kitchen, half bath and a laundry room. Originally the second floor was three bedrooms and two baths but is currently a master bedroom with private bath and walk-in closet and a large second bedroom and hall bath. The upstairs can easily be converted to 3 bedrooms if desired. Both bedrooms open through French doors to an oversized porch. Outdoors is a tropical garden with meandering a pathway and a large pool and deck plus a separate storage building. There also is covered parking. More information on this property

Key West FL
49 Seaside South Court
$699,000

Fantastic value at Seaside Key West Residences. This luxury 4 level townhome with beautiful direct ocean views has a versatile floor plan with 3 bedrooms - master suite with separate office/den or 4th bedroom and 4 full baths. Superior poured concrete construction with wind impact resistant doors and windows. Fee simple home features two car garage, elevator, private enclosed courtyard and two porches on all levels. This lovely gated community has two pools, clubhouse with work out facilities and onsite property management. The homeowner fee includes flood, wind and fire insurance and common area maintenance. More information on this property

Key West Cottage
1121 Watson Street, #4
$689,000

This magical 2 BD 2 BA cottage is tucked away in the Conch Grove Compound. The compound has 11 homes which surround a large heated pool, and beautiful gardens. Major renovation were completed approximately six years ago by a noted local architect. There are vaulted ceilings in the living room and master bedroom, a galley kitchen with corian countertops, and a private covered deck. More information on this property

Big Coppitt residential real estate
308 Avenue A - Big Coppitt Key
$639,000

Walled for privacy on a triple lot enjoy a very comfortable elevated home with panoramic views of gorgeous tropical grounds and a refreshing pool with Jacuzzi. A very open layout boasting dramatic ceilings throughout and lots of windows with a peaceful treetop view.. Many updates including a stainless appliance package and granite countertops, charming and durable Mexican tile and wood flooring, updated baths and a casual single level floor plan. Quiet, private and cozy setting on sprawling tropical grounds. More information on this property

 residential real estate
1026 Truman Avenue
$635,000

Wonderfully appointed building provides unique mix of commercial & residential space. Prime commercial zone HNC-1 . First floor has open open Commercial space with full bath. Second and third stories are quality residential home. Exquisite workmanship by masterwood worker featuring mahogany, cypress, Spanish cedar and more throughout home. More information on this property

1614 Washington Street
$450,000

This spacious one level home is in a great midtown location. The three bedroom and two bath home has an open floor plan with a spacious living area overlooking the front yard plus a separate dining area and galley style kitchen. Two of the bedrooms are at the rear of the home and have ensuite baths. The third bedroom, on the opposite side, is currently used as an office and has a walk-in closet and a private entrance. The home is positioned towards the rear of the property which would allow for a nice sized pool in the front yard with the 19' x 10' front porch overlooking. The property is fenced for privacy and has a carport plus porches. More information on this property

2518 Fogarty Avenue
$449,000

This property is in immaculate condition!. The front house is a single family CBS home with 4 bedrooms and 1.5 baths. The roof is new, the home has been repainted inside and out. There is a new central AC system, all appliances are approximately 3 years old, and there is off street parking. There is a deck and a spa in the back yard, and a private separate licenses rental cottage at the rear of the property which is currently rented for $1000/month. More information on this property

Key West home
12-E 11th Ave
$199,000

Totally renovated in 2006 and well maintained 3bd/2ba single family home. Concrete block construction with stucco finish, metal roof, impact windows and doors throughout & completely fenced. Enjoy wood cabinetry, granite counters, wood blinds and tile floors throughout. Covered porches off the front and rear surrounded by a nice green lawn. This is a short sale that may be subject to third party lender approval. 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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