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

Key West Waterfront Real Estate
24 Sunset Key Drive

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
810 Eisenhower Drive

A RARE JEWEL. Built in 1929 this four bedroom four and one half bath home has been meticulously renovated and restored by the current owners. Natural Dade County Pine interiors in beautiful condition, a gourmet kitchen that fits right into the architecture, separate living and dining rooms, an office plus a climate controlled wine room. There's a separate and beautiful guest cottage with outdoor shower. The large loggia has views of the house, heated pool with water feature and the stunning stands of extraordinary palms and landscaped gardens that complete this amazing setting. Covered carport with storage and electric gates. All in impeccable condition and structurally re-engineered to withstand the elements for another 100 years. More information on this property

Key West Waterfront Real Estate
626 William Street

A Historic Masterpiece. Come revel in this homage to the art filled mansions of long ago. Sitting in the heart of Old Town with 5BR/4.5BA, including a 1BR/1BA guest cottage, you can relax by one of the largest pools in Key West or indulge in your artistic endeavors in the detached studio/office. A massive great room & flowing design elements incorporated by previous owner Jerry Herman make entertaining a delight. The master bedroom has soaring ceilings & a pair of his & her closets bigger than most Manhattan apartments! Balconies, access to Baker's Ln via an electronically locked gate, Dynasty & SubZero appliances, storage for over 3000 bottles of wine, 25KW whole home generator, video security system, intercom system, off street parking for 8 SMART cars, 18 feet above sea level, even a well to water the extensive grounds! This is one of the rare properties that can truly say it has it all! 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

Luxury Key West estate
3820 Eagle Avenue

Truly one of the most luxurious Key West homes with style & symmetry. The gracious design is exquisitely appointed w/a total of 5BD/5.5BA including in-law quarters each w/French doors leading to their own private outdoor decks. Amenities include gorgeous Brazilian walnut floors, floor to ceiling windows overlooking the pool, entertaining gazebo & elaborate waterfalls. An uncompromising level of luxury & finish is evident throughout the home including the kitchen w/its granite counters, enormous counter to ceiling windows, stainless steel Viking appliances, dual dishwashers, granite & walnut floors, huge center island w/up lighting to all cabinets. Enjoy complete privacy in this awesome retreat. Impressively proportioned home. More information on this property

Key West Waterfront Real Estate
1317 Grinnell Street

Featured in Architectural Digest, this spectacular home was renovated and designed 2 years ago. A well deserved face lift contemporized the structure while being sensitive to the island's historic aesthetic. An open floor plan, the house has 3 bedrooms ( the master is irresistible with a private roof-top deck), 3 luxury bathrooms and a voluminous great room. Impact glass doors and windows, high end finishes, a kitchen with an Aga gas range, Sub Zero refrigeration, and handsome stone countertops. A built in bar, with wine refrigerator, an entertainment center with speakers throughout, and a glorious garden and pool area with cabana and Ipe decking. At the far end of the pool is an office/work out space. Off street covered parking. More information on this property

Luxury Key West estate
1413 Newton Street

Beautiful historic Meadows home originally built in the 1880s but totally renovated in 2006. This Classic Revival home has high ceilings, Dade pine walls throughout, hard wood floors and gourmet kitchen with high end stainless steel appliances, granite counter tops, a pantry and side entrance from one of the two off street parking places. The first floor has a large living/dining room off of the kitchen and a den/sitting room that could be for over-flow guests. French doors lead to the rear covered porch and beautiful pool and decking. Upstairs are three bedrooms each with their own baths and the master has an enormous walk in closet in addition to a porch overlooking the pool and garden. The house comes with the building ability for a legal second unit/guesthouse. Beautifully maintained and a must see! More information on this property

Key West Real Estate
919-921 Thomas Street

This totally unique and wonderfully finished property has so many potential uses that it is hard to describe. Four separate condominium units can be used together to form a family compound, or live in the luxurious new owners unit and rent out the rest! A total of 6 bedrooms on the property in 4 buildings (one Historic) can be managed to suit your needs. Completely renovated very tastefully, the 2 story owners unit is 1 BR with a sleek chefs kitchen. Through the French doors is a pretty pool and spa with a spacious outdoor living area, another guest cottage and a studio. The Historic building has two 1 BR apartments on the ground floor and a 2 BR apartment upstairs with a huge deck. Behind the electric gate is parking for 4+ cars. More information on this property

Key West Real Estate
827 Eisenhower Drive

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
1221 Newton Street

On a lovely corner lot in the Meadows, this beautiful story and a half conch house has a wrap around porch, Dade county pine, the original staircase to the second story and beautifully landscaped gardens with a new irrigation system. There are two master bedrooms en suite, one on the main floor and one on the second, with a third guest bath/laundry on the main floor. There is a new pool with heater and an outdoor shower with hot & cold water. Off street parking, all in the X500 flood zone. What more do you need? More information on this property

Key West Real Estate
1523 Flagler Avenue

Located on nearly 10,000 SF of beautifully landscaped land sits this handsome single story 3BR and 2 BA residence. Hardwood oak floors, throughout, multiple French doors from the open living and dining area to a wrap around porch and covered outdoor living area. The beautiful pool has a waterfall feature and gets a lot of mid day sun. There's a good working kitchen easily serviceable for indoor and outdoor dining. The master bedroom has double closets and it's own luxury bath. Off to the side are two guest rooms that share a bath. Plantation shutters on all windows, accordion storm shutters for all openings and plenty of off street parking. There's a large gated area to the side with covered and locked storage. Lot's of value here. More information on this property

Key West Real Estate

17179 Amberjack Lane

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 Real Estate
916 Seminary Street

Located in the desirable Casa Marina area on a lovely lot is this two story house built in the 40's. There are two bedrooms and one bath on the ground floor and a 3rd bedroom and bath on the second level. There's central heat and air, and an open kitchen and dining area that opens through glass sliders to the large screened-in porch that overlooks the 12' X 30' heated pool. This is a wonderful opportunity to make this your dream home. More information on this property

Key West Real Estate
3725 Eagle Avenue

Location, Style and Elegance are just some of the features to be found at this beautiful Mediterranean Style Home. The large expansive 12,000 square foot lot provides the unique curb appeal, while the design and recent renovations have resulted in a spacious and modern ambiance. The kitchen is a chef's paradise, with stainless steel appliances, custom cabinets and double granite countertops. Beautiful wood beamed ceilings, Spanish tile throughout, arched doorways and windows, are just some of the unique interior features. Master Suite is located on the second floor. A second structure is located in the back garden that could be converted to a guest/pool cottage and there is ample room for large pool and patio. More information on this property

Key West Real Estate
1428 Whalton Street

Wonderful property in the Casa Marina area on the corner on Von Phister and Whalton Street. Handsomely renovated with hardwood floors and tongue and groove wood cathedral ceilings, this light filled home is truly a delight. Three bedrooms, two baths plus a large loft bedroom space or home office give plenty of room for family and friends. Enjoy a desirable great room with high ceilings and French doors that open the room completely up to the heated pool, spa and decks. Charming kitchen centrally located with stainless steel appliances. Master bedroom has built in custom cabinets throughout. There is a great feel to this tropical paradise!. More information on this property

Key West Real Estate
2026 Seidenberg Ave

Award winning home! This beautifully renovated 3 bedroom, 2 bath home was awarded the Star of Excellence by the Historic Florida Keys Foundation. Stunning features include a full mangrove forest wall mural by local artist, Rick Worth; bamboo, river rock, new terrazzo & Brazilian flagstone floors. The gourmet kitchen has custom cherry wood cabinetry, honed-slate countertops, stainless steel appliances, wine cooler & reverse osmosis water purifier. All impact resistant windows & doors. Black lagoon pool with coral stone waterfall, outdoor seating/lounging areas plus bamboo structure with Arabian-style tenting for outdoor dining. Furniture negotiable. More information on this property

Key West Real Estate
421 Catherine Street

Charming and meticulously renovated 2 bedroom 2.5 bath home in Old town Key West. The home has a breezy front porch for relaxing and watching the interesting neighborhood stroll past. The interior is impeccable with Brazilian Cherry Floors, and vaulted ceilings. There is a bedroom and bath on the first floor, a top of the line kitchen, half bath, surround sound system, wet bar with wine cooler, and living room which opens through French doors to the private back yard. There is a master bedroom and bath with walk-in closet and a balcony on the second floor. New roof and hurricane shutters. More information on this property

Key West Real Estate
19 Beechwood Drive

Immaculate Key Haven gem. Beautiful renovations in this 3 or 4 bedroom, 2 bath family home including granite counters, top of the line appliances, marble floors, family room, 3 zone central a/c, crown molding, built-ins galore & garage. A lush tropical yard surrounds the pool and wonderful outdoor entertaining area. 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

Key West Real Estate
3500 Flagler Avenue

Great family home on a huge 10,312 sq ft corner lot, all walled for privacy. Wow, the space in this home is awesome with 4 bedrooms and 5 1/2 baths, all renovated a few years back. Granite counters, Italian marble floors, spacious great room with cathedral ceilings all opening on to the patio, pool, brick pathways and relaxing grounds. This is a potential short sale transaction, subject to lender approval. More information on this property

Key West Real Estate
30 Spoonbill Way

Golf Club Grand! Currently the largest home on the largest lot available in the Key West Golf Club community. Completely turn-key including towels, dishes, bikes, grill & art. This 3BR/2.5BA single family home has recently been renovated. Main level family room could be 4th bedroom. Mature foliage surrounds the home w/fabulous decks & verandas off the living room & master suite. Guest bedrooms have private balconies as well. Customized features include wood floor stairway, tile floors, built-ins & a deluxe master suite w/sauna or potential walk-in closet. Freshly painted throughout, new appliances & new closet doors. Plenty of storage & jacuzzi outside. Steps from the clubhouse & heated pool. KWGC amenities include: secured gate, 2 heated pools, clubhouse & fitness center. More information on this property

Key West Real Estate
1510 5th Street

The convenient Midtown location of this totally updated home provides easy access to all of Key West. This tranquil property consists of a one level 3BR, 2BA home plus a Caribbean style guest cottage. The main house has an open design with living and dining rooms, a sunny Florida room with built-in cabinetry and separate laundry room. All three bedrooms have French doors to the gardens. The rear of the property is spectacular and features a beautiful free-form pool, lush tropical landscaping and the charming guest cottage with bedroom, bath and wet bar. This wonderful home is well located and designed for the Key West lifestyle! More information on this property

Key West real estate for sale
1902 Seidenberg Avenue


Downtown charm in the heart of Midtown. Thoughtfully updated duplex with the potential to return to a single family if you so desired. Biking distance to the hotspots of Old Town, the beach & even the shopping centers of New Town. The front unit is as handsome as they come with 4BR/1BA including second floor space, tile floors on the downstairs & brand new wood floors upstairs. The charming rear unit with 1BR/1BA is a peaceful retreat on a private lane with it's own entrance. More information on this property
Key West condo for sale
90 Bay Drive


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 Real Estate
1731 Seminary Street

Custom built single family home with additional cottage/studio. Beautiful wood beam cathedral ceilings and unique stained glass throughout make this truly a one of a kind gem. Open floor plan with modern kitchen overlooking the living area and extends to extensive deck and pool area through a triple set of French doors. 3 bedrooms and 2.5 bath in main house with a 1/1 cottage separated by private in-ground concrete pool and patio. More information on this property

Key West Real Estate
2309 Flagler Avenue

Midtown Jewel! It's like living in a greenhouse with endless glass walls around the entire back of the house to enjoy the views of the lushly landscaped lot. This 2 bedroom, 2 bath home plus an office has been newly renovated with a Macassar Ebony kitchen, granite counters and stainless appliances. Every room has been freshly painted and brand new concrete floors have just been installed throughout. New hurricane shutters. Fully fenced for privacy to enjoy the outside entertaining area. Lots of off street parking. More information on this property

Key West condo for sale
2103 Fogarty Avenue


Bright, airy and clean describes this newly renovated house (2011). All on one level with impact windows and doors, new kitchen and baths and a wonderful split floor plan. The new kitchen has stainless steel appliances, marble countertops and new cabinetry, and the house boasts large living areas, a wet bar, and laundry. Tile flooring throughout and a carport for two cars and storage, all on a spacious (5000 sq ft) corner lot. This could be your new family home, or an excellent investment property. More information on this property
Key West Real Estate
2011 Staples Avenue

Spacious concrete home with great potential in quiet midtown location. Very open floor plan with large living room and additional sitting room, three bedrooms, two baths plus office/bonus room that could be 4th bedroom or office. Large utility room with great storage. Well appointed to accommodate a private master suite into the existing split floor plan. Eat in kitchen is an open palette awaiting your renovation. Terrazzo and tile flooring throughout. The home sits quietly away from the street with a large front yard filled with mature trees and lush landscape. Great Midtown location offers close proximity to shopping, dining and schools. Perfect home for family or rental investment. More information on this property

Key West Real Estate
5031 5th Avenue #2

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
5031 5th Avenue #60

Paradise found at an affordable 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, waterview w/open floor plan. Resort style amenities include a huge waterfront heated 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 & a little piece of paradise. 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:

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