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Key West Naval Air Station, FL
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$12,500,000

808-812 Southard Street Key West, FL 33040
5 Beds 18,000 Sq. Ft
5 Full Baths
Courtesy Of Southernmost Real Estate, LLC
MLS# 120731
PROPERTY DESCRIPTION: 
Historic Harris School plus 6 lots and 5 ROGO units for sale. 2 story Indian Block structure built as one of the first schools in Florida. Situated on a 2 acre lot in the center of Old Town in the Solares Hill area. 3 blocks to Duval St., 5 blocks to Historic Seaport District. This unique offering does not occur in Key West often. Original classrooms boast 14 ft. ceilings (both floors). Grand staircases, lots of wood on interior of building. HNC-2 Zoning allows for residential, multi-family, offices, light commercial use, group homes, medical facilities and more. There are 7 lots (6 along Carstens Lane) with 5 ROGO units. Possible private compound use or just single family construction. Will finance with 30% down & market rates
FEATURES:
Age: Over 50 Years Old
Architecture Style: Other
Exterior Type: Masonry
Lot Size: 1.97 Acres
Roof Type: Unknown
Rooms: Bedroom, Full Bath

$8,400,000

620 Southard Street Key West, FL 33040
5 Beds 10,822 Sq. Ft
4 Full Baths 4 Half Baths
Courtesy Of PremierSouth Properties
MLS# 121099
PROPERTY DESCRIPTION: 
The Lowe Mansion has been relisted. It is a once in a lifetime opportunity. This home has not been offered for sale in over three decades. This majestic property stands alone in its beauty,historical significance,and quality of 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 Solaris Hill, the highest point on the island. The estate includes the main house,private guest or caretakers house,large studio,conservatories,and numerous other structures. This opportunity is for those who desire the finest. Qualified individuals please request additional information on the home, and discuss scheduling of showings.
FEATURES:
Age: Over 50 Years Old
Amenities: Patio, Vaulted Ceiling, Barbecue Area, Wet Bar, Pool, Intercom
Appliances: Dishwasher, Dryer, Oven, Range, Refrigerator, Refrigerator - Wine Storage, Washer, Water - Purifier
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Floor Covering: Tile, Wood
Lot Size: 0.67 Acres
Parking Type: Carport, Off Street
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath
View Type: Water

$7,400,000

1017 Southard Street Key West, FL 33040
7 Beds 5,717 Sq. Ft
7 Full Baths 2 Half Baths
Courtesy Of Doug Mayberry Real Estate
MLS# 121894
PROPERTY DESCRIPTION: 
This is perhaps the finest luxury estate in Key West. It encompasses over 20,000 square feet of land and over 5,000 square feet of living space in the heart of the historic district. The spectacular Queen Anne mansion, circa 1890, is complimented by three additional buildings: a pool house with one bedroom and an indoor/outdoor bath, a garage with an upstairs apartment, and a two bedroom/two bath guest home. The historic residence features a master suite on each floor, a stunning octagonal living room, soaring ceilings, and custom painted Dade County pine walls and floors. In the center of the estate, the hand tiled pool sparkles among mature tropical landscaping with spectacular banyan and royal poinciana trees.
FEATURES:
Age: Over 50 Years Old
Amenities: Patio, Pool
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Floor Covering: Tile, Wood
Lot Size: 0.48 Acres
Parking Type: Garage, Guest, Off Street
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath

$5,500,000

5 Sunset Key Drive Key West, FL 33040
3 Beds 2,987 Sq. Ft
2 Full Baths 1 Half Bath
Courtesy Of Tradewinds International Real Estate of Monroe County, LLC
MLS# 119858
PROPERTY DESCRIPTION: 
Recently listed waterfront residence on world famous Sunset Key. This waterfront beach house makes for the perfect island getaway. Located directly on the Beach with an unbelievable view of the open ocean and surrounding keys. This residence has three bedrooms with two and a half baths. The downstairs master bedroom has doors leading out to the pool area and the beach. Imagine living on your own secluded island, but being only three minutes from historic downtown Key West accessible only by an island ferry which runs 24 hours a day. On Sunset Key Island, there are no cars and no parking problems, only quiet island living with plenty of beaches, tennis courts, and resort amenities. Come see this incredible beachfront residence.
FEATURES:
Age: 11-20 Years Old
Amenities: Patio, Pool, Sports Court, Water Front
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Floor Covering: Carpet, Tile, Wood
Lot Size: 0.14 Acres
Parking Type: Covered
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath
View Type: Water

$5,400,000

20 Sunset Key Drive Key West, FL 33040
4 Beds 3,416 Sq. Ft
4 Full Baths 1 Half Bath
Courtesy Of Preferred Properties
MLS# 119748
PROPERTY DESCRIPTION: 
Located on the prestigious private island of Sunset Key, just 5 minutes from Key West, by launch, sits a custom built ocean front 3,416 sq.ft. compound. In the main house, on the first level you are awed by incredible views of the Atlantic. Features include dramatically high coffered ceilings, custom moldings, wood flooring, and spacious open living areas. A second floor master suite includes a sitting room, spa-sized bath, and dressing room. A pergola connects the guest cottage with the main house accented by lush tropical landscaping, free form pool, water feature and spa. The private two story guest house includes 2 bedrooms and 2 baths with the same attention to detail. Beach, spa, gym and a gourmet restaurant are there for you.
FEATURES:
Age: 11-20 Years Old
Amenities: Patio, Pool, Sports Court, Water Front
Appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s)
Floor Covering: Tile, Wood
Lot Size: 0.19 Acres
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath
View Type: Water

$5,000,000

33 Sunset Key Drive Key West, FL 33040
3 Beds 2,804 Sq. Ft
3 Full Baths 1 Half Bath
Courtesy Of Tradewinds International Real Estate of Monroe County, LLC
MLS# 120759
PROPERTY DESCRIPTION: 
Unbelievable three bedroom Waterfront residence on an oversized lot. Incredible views of Key West Harbor from the private waterfront pool and open balcony. Attention to detail was not overlooked in the construction of this private island residence. Sip your favorite beverage while watching the tall ships sail past on their way to their Sunset Celebration cruises or Swim in the refreshing clear blue waters from any of the three beaches within walking distance to this home. Tennis Courts, a Gourmet Restaurant, and many more features give homeowners and their guests a remarkable living experience. City utilities and services, island ferry running 24 hours a day, and other conveniences make this place a modern island paradise
FEATURES:
Age: 11-20 Years Old
Amenities: Patio, Pool, Sports Court, Water Front, Cable Ready
Appliances: Dishwasher, Garbage Disposer, Range, Refrigerator
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Floor Covering: Tile
Lot Size: 0.16 Acres
Parking Type: Covered, Off Street
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath
View Type: Water

$4,850,000

58 Front Street Key West, FL 33040
6 Beds 4,788 Sq. Ft
7 Full Baths
Courtesy Of Last Key Realty, Inc
MLS# 121690
PROPERTY DESCRIPTION: 
Conch Casa Grande is the largest home in Truman Annex. With 11 foot ceilings, mahogany floors and detailed woodwork, this grand home captures the essence of another era, but since it was built relatively recently, it has the modern conveniences we expect from a modern home. The living room is simply spectacular; with space and light everywhere you look. Off the front hall downstairs is the first of six bedrooms. There are four more bedrooms on the second floor, and a sixth bedroom on the 3rd floor. All six bedrooms have en suite bathrooms. This home has a Truman Annex special transient license, generating $300,000 in gross income in 2014. 2015 income is currently running 20% ahead of that.
FEATURES:
Age: 11-20 Years Old
Amenities: Pool, Cable Ready
Appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Washer
Architecture Style: Other
Cooling System: Central A/C
Floor Covering: Wood
Lot Size: 0.12 Acres
Parking Type: Carport, Off Street
Roof Type: Metal
Rooms: Bedroom, Full Bath, Loft

$4,850,000

324 Whitehead St Key West, FL 33040
5 Beds
5 Full Baths 1 Half Bath
Listed By CENTURY 21 Schwartz Realty
MLS# 120791
PROPERTY DESCRIPTION: 
Historic Truman Annex Naval Officers home, circa 1906, featuring 5 bedrooms each with its own ensuite bathroom. Classic front double porches grace the facade of this home, one of the most grandiose in Old Town Key West. Home has been extensively restored to feature a chef's kitchen, formal sitting room, spacious dining area, media room, and guest cottage with large indoor/ outdoor living room not included in living square footage. Master suite boasts a sun-filled sitting room that serves as its entrance. Spacious guest rooms and closets throughout. Over 1000 sq. ft. covered decks and porches. Property has off-street parking via the gated access of Truman annex, yet offers an entrance off Whitehead Street for easy walking access.
FEATURES:
Age: Over 50 Years Old
Appliances: Dishwasher, Dryer, Microwave, Range / Oven, Refrigerator, Washer
Cooling: Central A/C
General: Ceiling Fan(s)
Interior: Cathedral Ceilings
Kitchen Features: Granite Countertops
Lot Size: 0.21 Acres
Other: Association Fee
Pool Description: Inground
Roof: Metal Roof
Rooms: Guest Suite, Guest Suite
Style: Antique

$4,700,000

700-714 Thomas Street Key West, FL 33040
11 Beds 5,210 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of SAJ Investments, Inc
MLS# 110775
PROPERTY DESCRIPTION: 
Private gated compound located (2) blks from center of Duval St. One of the largest residential parcels in Old Town Key West. Corner property w/ 210' of frontage along Thomas/ Angela Sts.(5) existing residential rental units, approved plans & permit to build a new (2) story, 6th residence on corner. (6) water/ sewer/ solid waste accts. Heated in-ground 10'x30'pool w/ Jacuzzi, sundeck, BBQ, heated in-ground 8'x6' Jacuzzi, laundry, mature native trees, palms, orchids, irrigation system, ground lighting, exterior sound system, ADT security system, 24 hr. CCTV system, brick walkways. Compound setting has great potential for a private estate, retreat, vacation rentals, condo conversion, or interval ownership.
FEATURES:
Age: Over 50 Years Old
Amenities: Lawn, Sky light, Vaulted Ceiling, Barbecue Area, Sprinkler System, Pool
Appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Washer
Architecture Style: Shotgun
Cooling System: Ceiling Fan(s), Central A/C, Window Unit(s) A/C
Floor Covering: Carpet, Laminate, Tile, Vinyl, Wood
Lot Size: 0.24 Acres
Parking Type: Off Street
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath, Loft
View Type: Water

$3,995,000

1019 Flagler Avenue Key West, FL 33040
4 Beds 4,012 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of Preferred Properties
MLS# 121641
PROPERTY DESCRIPTION: 
Located in the exclusive Casa Marina, discover a home that has been transformed, preserving its historic fabric graciously blended with the very latest architectural design. Greeting you are awe inspiring 12 foot coffered ceilings with oversized moldings. French doors from every room reveal the lushly landscaped pool and loggia area for year round enjoyment. On the first level is a top of the line chef's kitchen off the dining /living area, a large family room, a powder room and an en suite bedroom. Upstairs are 3 sumptuous bedroom suites and a large deck overlooking the beautiful pool and gardens. A pool house with full bath adds the perfect touch. Hurricane windows and doors. Circular driveway with covered off street parking.
FEATURES:
Age: New Construction
Amenities: Lawn, Patio, Sprinkler System, Wet Bar, Pool
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Floor Covering: Tile, Wood
Lot Size: 0.21 Acres
Parking Type: Carport, Covered
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath
1 | 2 | 3 | 467 Next

Key West Naval Air Station, FL Real Estate & Homes for Sale - 661 Listings Found

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