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
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

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

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

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
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
1309 Newton Street

Beautiful Newly renovated single family cottage located in highly sought after Meadows district. Completion date estimated for November 2014. Architectural plans are approved, permits are in hand and construction is about unfold for a exquisite 2BD, 2BA cottage, open floor plan, pool and deck. Everything you could want for a perfect winter getaway. Call listing agent for more information. 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
1501 Washington Street

This is a perfect Key West house on a lovely corner lot near the Casa Marina area. Beautifully renovated 4 years ago by a NY designer who raised the house above the flood level. All new piers and foundation, vaulted ceilings, Impact French doors, Anderson windows, Pepperwood floors, all new kitchen with high end appliances and gas range. 1BR plus a den that is easily converted to 2nd BR, 1.5 baths, pool, irrigation system, fenced for privacy. What more could you ask for? 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
1403 Olivia Street

This is a charming traditional Conch house and is located in the popular Meadows neighborhood. The comfortable home has been well maintained and has much Dade Co. pine, original stair case, and wood floors. The home is set back from the street with and inviting front porch that overlooks a colorful garden. The rear yard is fenced, has a garden shed and decking. 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
1231 Washington Street

Located on a beautiful block of Washington Street is this single level concrete block house with a great floor plan. There are tile floors, a large living room that opens to the patio and pool area as does the dining room. The master bedroom has a large dressing area and a private spa and outdoor shower off the bathroom. In addition there's an office area off of the master bedroom. The second bedroom has it's own bathroom and there's an outdoor building with the washer and dryer. A little TLC will go a long way with this charmer! 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
1609 Bahama Drive

Turn key home ready to move into. Very quiet and private home. Renovated and immaculately maintained. Huge Kitchen with large wrap around Granite counter tops. Split floor plan. Private Master en-suite. New Windows, new roof 2005 and central AC. Very easy to show. More information on this property

Key West Real Estate
2211 Flagler Avenue

Nice family home with three bedrooms and two baths in mid-town, in great condition. Open floor plan, stainless kitchen, tile and woods floors, airport sound mitigation package so great windows and doors, shutters and central AC. The completely fenced sprawling back and side yards have a storage shed/workshop, and there is plenty of off street parking in the front circular driveway. 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
3412 Flagler Avenue

Spacious single family 3 bedroom, one bath with an additional 1/1 mother in law unit. Updated Granite kitchen, original bathrooms and terrazzo floors. Has additional room off Master bedroom. that could be a second bath or 4th bedroom in main house. Some renovations needed in apartment. Large fenced in back yard - almost 7,000 square foot lot with lots of potential. More information on this property

Key West Real Estate
1908 Fogarty Avenue

This frame home was built in 1950 and has 3 bedrooms and 1 bath. It is in basically original condition, but very livable as is. The roof was replaced approximately 8 years ago, there are circuit breakers, and the home was tented in the past. There is a nice covered back porch and a large back yard with a small shed. This is a sweet starter home in need of some TLC. 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


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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