Key West Residential Listings
This home now relisted at a reduced price. It is a once in a lifetime opportunity. For the first time in three decades the historic Lowe Mansion is being offered for sale. This majestic property stands alone in its beauty,historical significance,and renovation. The privacy of this property is unparalleled. It sits on one of the largest parcels of land in Old Town amidst a magnificent tropical garden atop the highest point on the island, Solares Hill. The property includes the main house,private guest or caretakers house,large studio,conservatories,and numerous other structures.Qualified individuals are welcome to request additional information, or arrange for a showing.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
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$5,999,000
17279 Oleander
Sugarloaf
6 Bedrooms
7 Full, 1 Half Bathrooms
MLS#: 114426

$5,999,000
17279 Oleander
Sugarloaf
6 Bedrooms
7 Full, 1 Half Bathrooms
MLS#: 114426
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!
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Talk about views! This waterfront home has incredible panoramic views of Key West Harbour and the historic waterfront. It also has beach views and water views from every room in the house. No expense was spared on this dramatic and elegant residence. The Seller is a licensed Real Estate Agent.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
This stunning home on Sunset Key Island is designed with island living in mind. Every luxurious feature was thought of, from the whole house entertainment center, to the high quality hinges and door hardware, this house has it all! Imagine having no cars, walking to three great beaches within minutes, tennis courts, gourmet restaurant and all the features of a four star resort. Only three minutes from Historic Downtown Key West by the island ferry running 24 hours a day. This is the least expensive waterfront home on Sunset Key. Come home to paradise.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
This splendid tropical estate rests on 25013 square feet of land and extends from White Street right through to Sirugo Avenue. The completely renovated elevated residence has ocean views from the cupola and rooftop deck and a dramatic vista across the pool and lawn to the spectacular waterfall. In addition to the luxurious poolside master suite and two guest bedrooms with en suite baths, there is a charming study in the tower and a very efficient office overlooking the pool. This home was featured in the Oct. '01 issue of Architectural Digest. There is a whole-house generator and a hurricane protection system. For additional money, an adjoining property of two units having a total of 3 bedrooms,3 baths and a pool may also be purchased.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
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$3,195,000
210 Elizabeth
Key West
6 Bedrooms
6 Full, 1 Half Bathrooms
MLS#: 115751

$3,195,000
210 Elizabeth
Key West
6 Bedrooms
6 Full, 1 Half Bathrooms
MLS#: 115751
This magnificent property will amaze you! Just one block from the Historic Seaport Harbor in the heart of Old Town enjoy true relaxed elegance. Totaling 6 bedrooms and 6 1/2 bathrooms throughout 2 wonderful structures this property is laid out with careful attention to every detail & privacy. A tasteful combination of an historic home and new one, enjoy the whimsical timeless character of this gem. Spread over a huge corner lot, this dazzling property even has a water view. Endless porches & decks, rooftop patios, balconies and wonderful breezeways all surrounding your beautiful heated pool. Every bathrooom is a work of art, lush landscaping, 2 gated off street parking spaces.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Broadway composer and lyricist, Jerry Herman, restored this elegant mansion in the late 80's to a grand retreat, reminiscent of his Bel Air and Manhattan digs. The current owners have added a guesthouse, office building, and every conceivable enhancement. Kitchen with 3 workstations and custom professional stove, plus a large wine cooler. Covered sitting porch with full bar by the pool. Vaulted master suite with deck overlooking the pool, steam shower, and two walk-in closets (hers is as big as a New York apartment). Two guest bedrooms with baths ensuite upstairs and another downstairs - five bedrooms and five baths in total. Large climate controlled storage for 1,000's of wine bottles and art. Gated off-street parking for 3 cars.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
C.B. Pendleton, a prominent politician and newspaper editor, built one of the finest mansions in Key West in the late 1800's. There are three bedrooms and three baths in the main home and another three bedrooms and three baths in a large guest home. Expertly restored in the 1990's with recent updates, the home has original eight foot pocket doors, fifteen foot ceilings, a handsome mahogany staircase, and huge rooms. Separate dining and living rooms on the first floor, and a large library with handcrafted bookcases and theatre. Graceful wrap-around porches overlook the extensive gardens and large pool with water feature. The guest home has a separate kitchen, living room, and dining. Garage plus gated parking.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
This is one of those very special homes where all of the elements come together to create an incredible setting for the perfect Key West lifestyle. The home is a beautiful combination of historic restoration and superior renovation with a wonderful floor plan that includes three ensuite bedrooms including the master suite which is located in a private wing overlooking the landscaped gardens and 40 foot pool. At the rear of the property is a spacious guest cottage complete with living room, kitchen, bedroom and secluded hot tub. Thoughtful details include large shady porches, Chicago brick patios and pathways that meander through the tropically landscaped gardens. Very private with off-street parking.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
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$2,499,000
51 CANNON ROYAL
Shark Key
3 Bedrooms
3 Full, 1 Half Bathrooms
MLS#: 114213

$2,499,000
51 CANNON ROYAL
Shark Key
3 Bedrooms
3 Full, 1 Half Bathrooms
MLS#: 114213
Shark Key custom built 3 bedroom/3.5 bath waterfront estate was designed for the most discriminating buyer looking for quality & luxury. The Kitchen is a chef's dream with granite countertops, beautiful cabinets, stainless steel appliances & large walk in pantry off the kitchen. The living area has floor to ceiling windows with gorgeous views of the Gulf of Mexico. The Master suite overlooks the open water with entry to the porch area, huge master bath and walk in closet. All custom baths and fine fixtures through out. Amenities to this island community include inland swimming lagoon & beach, two tennis courts, club house for your enjoyment. Shark Key Homeowners association is a mandatory association
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Unique and elegant, walled and landscaped for the utmost privacy sits this luxurious estate on a double corner lot. 3 bedrooms, 2,5 baths and an office in the main house and a separate guesthouse. The impressive front gate opens to a beautiful pathway leading to the front entrance, a 2 car garage and additional off-street parking. Outstanding kitchen equipped with all gourmet appliances includes a Wolf stove, Subzero fridge, two Bosch dishwashers, a drawer fridge and custom cabinets. Large rooms, huge great room and 16' ceilings. Polished hardwood floors. Split floor plan for privacy. Gracious outdoor living includes a beautiful pool and hot tub, covered porches and gardens. The roof is barrel tile. A most elegant & private retreat.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
This Key West inspired ocean front estate sits on almost 1/2 acres of pristine beach front property. Surrounded by flourishing tropical vegetation, this home has one of the few real private beaches in the Florida Keys. The home has a private gated entrance, paver driveway, charming outdoor decks, heated and chilled swimming pool & spa with water feature, outdoor shower with hot and cold water, outdoor lighted gazebo, approximately 300 feet of dock, heavy duty boat lift with arrangements for a 2nd boat lift, metal roof, single hung windows, French doors, striking dark hard wood floors, beautiful kitchen with granite countertops and stainless steel appliances, 5 bedrooms, 4 bathrooms with exquisite travertine tile, walk in closets.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Pure Classic Conch home in the heart of Old Town with a fully detached 1 bedroom, 1 bath guest home on Hibiscus Lane in the rear. With off street parking, a large deep lot and a wonderful pool, this home has it all! Immaculate and award winning, totaling 4 bedrooms and 3.5 baths with hardwood floors & Dade county pine throughout. A great family room sits right off the new gourmet kitchen and covered porches are everywhere for you to relax and enjoy! Truly an entertainers delight! A rare find, walk to everything!
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Old Town Key West Luxury at its finest. Seller financing available. This beautiful showcase home has every attention to detail and is located only a few blocks from the famous Duval Street, walking distance to the White street Pier and walking distance to the beach. A rare find in the heart of Old Town close to all that Key West has to offer with every luxury amenity imaginable including a waterfall pool, a gourmet kitchen, hardwood floors, travertine tile. Call or email for a preview today. Can be purchased with MLS#116749 1220 Grinnell a beautifully renovated 2 bedroom shotgun home next door as a guest house.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Exquisite residence on two prime corner lots in prestigious Casa Marina District. Designed by Tom Pope & featured multiple times on the House and Garden Tour; this home has a great floor plan, handsome architectural details, spacious rooms & the most spectacular veranda in Key West. In beautiful condition with a chef's kitchen and updated baths. Wonderful indoor/outdoor dining, four bedrooms with baths ensuite, large closets & storage. Walls of glass throughout the home draw the outdoors in from the 1000 sf veranda. Professionally landscaped overlooking the 33' heated pool & surrounding the entire home. The double car garage is rare in Key West & provides extra storage. A very private & special property.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Luxury residence located in Old Town overlooking the historic Key West Seaport. This opulent home has private, covered and secured parking, individual private elevator, private roof terrace with pool, and unparalleled open waterfront view. Located only steps from your favorite restaurants, galleries, theater, shopping and famous Duval Street, the Key West Steamplant soars above the island of Key West. No expense has been spared in this townhome with state-of-the-art security, top-of-the line cabinetry, appliances, finishes and fixtures...all which make the Key West Steamplant your own private luxurious retreat in Key West.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Exquisite 5BD/6BA home in Old Town built in 2005. With 3489sf, it is uniquely suited as a large family home or as a corporate retreat. Old World Chefs kitchen with custom cabinetry, large open living room with custom french doors providing wonderful light. Ground floor bedroom and bath, three ensuite bedrooms on the second floor, and a large loft with full bath, affords everyone their own private space. Luxury, style, and comfort. Classic Key West architecture. Large stone pool with glass tiles, fountain and spa. Mature tropical landscaping and gardens. Bike or walk to the beach, all the wonderful restaurants, and many attractions Key West has to offer. Owner is a Licensed Real Estate Agent, not listing agent.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Luxury residence located in Old Town overlooking the historic Key West Seaport. This opulent home has private, covered and secured parking, individual private elevator, private roof terrace with pool, and unparalleled open waterfront view. Located only steps from your favorite restaurants, galleries, theater, shopping and famous Duval Street, the Key West Steamplant soars above the island of Key West. No expense has been spared in this townhome with state-of-the-art security, top-of-the line cabinetry, appliances, finishes and fixtures...all which make the Key West Steamplant your own private luxurious retreat in Key West.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Luxury residence located in Old Town overlooking the historic Key West Seaport. This opulent home has private, covered and secured parking, individual private elevator, private roof terrace with pool, and unparalleled open waterfront view. Located only steps from your favorite restaurants, galleries, theater, shopping and famous Duval Street, the Key West Steamplant soars above the island of Key West. No expense has been spared in this townhome with state-of-the-art security, top-of-the line cabinetry, appliances, finishes and fixtures...all which make the Key West Steamplant your own private luxurious retreat in Key West.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
This is the only Ocean front unit on the market that offers 3168 square feet of tranquil living space on one level in the Key West Beach Club. With over 50 feet of covered balcony overlooking the Atlantic. This 3 Bedroom 3 bathroom gem has a huge dining, living and kitchen area all with breathtaking water views. The Master bedroom has a huge tub that looks out to the ocean and an enormous walk in closet that is larger than most bedrooms in Key West. The Key West Beach Club is an exclusive private gated community with a stunning beach,first class exercise facility, 2 heated ocean front pools, lighted tennis courts, hot tub, 2 outside cooking areas with gazebo, additional storage unit and an assigned covered parking space.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Luxury residence located in Old Town overlooking the historic Key West Seaport. This opulent home has private, covered and secured parking, individual private elevator, private roof terrace with pool, and unparalleled open waterfront view. Located only steps from your favorite restaurants, galleries, theater, shopping and famous Duval Street, the Key West Steamplant soars above the island of Key West. No expense has been spared in this townhome with state-of-the-art security, top-of-the line cabinetry, appliances, finishes and fixtures...all which make the Key West Steamplant your own private luxurious retreat in Key West.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Designed by a well known designer, and newly built near the Casa Marina area in 2000. This is a 4 bedroom 4.5 bath home with an open floor plan accessed through French doors to porches, gardens and poolside decking. The 4th bedroom is actually a separate cottage with views out to the pool and gardens. The wonderful kitchen has 2 sets of French doors leading out to covered porches and the pool. Three bedrooms en suite on the second floor includes a stunning master bedroom with wrap around porch and a beautiful bathroom, both opening onto the covered porch. There is a walk in laundry room with pantry off the kitchen. The house is meticulously maintained and in move in condition. Island living at it's best.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
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$1,650,000
63 Sunset Key
Key West
2 Bedrooms
2 Full, 1 Half Bathrooms
MLS#: 115161

$1,650,000
63 Sunset Key
Key West
2 Bedrooms
2 Full, 1 Half Bathrooms
MLS#: 115161
Beautiful Custom 2 Bedroom, 2 1/2 bath Overlook home is now available on prestigious Sunset Key Island. This lush center section of the island is just a one minute walk to the Crescent Beach. Relax on your wrap around porches, watch the sunset over the water from your third story open air covered observation deck, or lounge around in the extensive pool area. Sunset Key Island is literally minutes from Historic Downtown Key West by the convenient Sunset Key Island ferry, which runs 24 hours a day. Have all the fun and excitement you can stand in Key West, then hop in the boat, for a three minute ride to your quiet and peaceful island paradise. Unlimited parking is available in the covered parking garage on the Key West side.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Elegant Historic Home located in the most desiralbe area of Old Town. Large spacious rooms in main house. Downstairs has Formal living dining, eat-in kitchen, 2 bedrooms 1 bath. Upstairs also full kitchen 2 bedrooms and 1 bath. Two meters with seperate heating and cooling units. Easily converted back to a grand single family home. Also, included 725 and 727 Southard Street cottage. Each is Living room, 1 bedroom 1 bath and kitchen. total of 4 units. Grand home in great condition. Well maintained. Must see to appreciate.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
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.
Contact Joan Kelley about this property.
Contact Joan Kelley about this property.
Key West Residential Listings
422 Fleming St.
Key West
305.522.5604
Key West
305.522.5604

























