Key West LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 295
730  Southard Street
$15,850,000
Key West
Old Town Unlisted   - MM: 0.00
11 Bed, 11 Baths, 6,717 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Restored over almost three years, from foundation to roof, with meticulous attention to detail and historic preservation, The Albury Mansion now encompasses two additional single family homes, creating an exceptional executive retreat or family compound with 11 bedrooms and 11 bathrooms. Two of the homes open to the center courtyard and pool, while the third property is a caretakers cottage with private entrance. The Albury Mansion dominates the corner of Southard and William Streets with impeccable style and grace. Richly appointed interior will appeal to the most discerning buyer, while features such as Wolf gas ranges, dual Sub-Zero refrigerators, dual dishwashers, and commercial laundry make everyday living and entertaining a pure delight.

808  Southard Street
$15,000,000
Key West
Old Town Unlisted   - MM: 0.00
5 Bed, 5 Baths, 18,000 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

One of the largest parcels of land with one of the largest buildings in all the Keys for sale! Includes 5 Residential ROGO allocations and Commercial Parking Lot license. Total of 2 acres comprised of 7 lots. Six of the lots are along Carsten Lane where 5 homes once stood. Parcels are located atop Solaris Hill, the highest elevation on the Island. Just 3 blocks from Duval St. 2-story building is Indian Block concrete construction, and approximately 9,000 s.f. per floor. Large open rooms with incredible number of windows. 14 ceilings on each floor! New pine wood floors throughout. HNC-2 Zoning allows many uses including residential, multi family, offices, light commercial, group homes, medical facilities, restaurants and more, or could be private single family compound. Property and build

620  Southard Street
$8,400,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 10,822 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

1017  Southard Street
$7,400,000
Key West
Old Town Unlisted   - MM: 1.00
7 Bed, 7 Baths, 5,717 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

34  Sunset Key Drive
$5,600,000
Key West
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,823 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Brand New Waterfront Home Under Construction on Sunset Key! This magnificent 4 bedroom home on Sunset Key Island is scheduled to be completed in the next couple months. Built to the new hurricane standards, this home will withstand 180 mph winds. No expense has been spared. Expansive views of Key West Harbor and sunrise vistas can be enjoyed from the over sized hardwood porches in the rear of the home and from the Master Bedroom. The front second Master Bedroom and its over sized hardwood porch face west for our famous sunsets. All the amenities including a waterfront pool and spa, fireplace, built in bar, golf cart garage/accessory building, and much more. Call to schedule a showing today!

20  Sunset Key Drive
$5,400,000
Key West
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 3,416 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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.

33  Sunset Key Drive
$5,000,000
Key West
Sunset Key   - MM: 0.00
3 Bed, 3 Baths, 2,804 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

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

744  Windsor Lane
$4,895,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 5,543 SqFt
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Incomparable recently renovated home on an estate sized lot in the heart of the historic district. The secluded home is sleek and modern with a large open floor plan including a showplace kitchen, a lavish master suite, three guest bedrooms with gorgeous ensuite bathrooms, large artist studio, multiple covered porches and spectacular outdoor living area with built-in kitchen. The expansive gardens are beautifully landscaped with meandering paths and one of the largest residential pools in Key West. This well designed private Old Town oasis embraces the indoor/outdoor Key West lifestyle with walls of sliding glass doors and lots of windows.

58  Front Street
$4,850,000
Key West
Porter Court   - MM: 0.00
6 Bed, 6 Baths, 4,788 SqFt
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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, which has generated over $275,000 in gross annual income over the last two years. Reservations for 2016 are already in excess of $120,000.

711  South Street
$4,800,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 3,274 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Enter the lush front garden of this one-of-a-kind estate & follow the winding brick path to the large, covered, front porch. The generous foyer opens to an office, 2 spacious guestrooms, a grand living room & an unforgettable veranda. The spectacular master suite & living room overlook the sparkling pool through walls of disappearing glass. The kitchen also opens to the living room & veranda. The separate garage & guesthouse are as beautifully designed as the main residence. The resort style pool & patio offer an outdoor shower & are surrounded by tropical plantings for privacy. Truly one of a kind! This large estate encompasses 2 parcels with the garage & guest house entry off Villa Mill Alley. Sold turnkey with its impeccable designer furnishings (artwork, sculptures and personal items e

700  Thomas Street
$4,300,000
Key West
Old Town Unlisted   - MM: 0.00
11 Bed, 11 Baths, 5,210 SqFt
Multi-Units - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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 10x30pool w/ Jacuzzi, sundeck, BBQ, heated in-ground 8x6 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. 2015 operating expenses approx. $60k. 2016 projected operating income more than $

1019  Flagler Avenue
$3,895,000
Key West
Webb Realty Co Subdivision   - MM: 0.50
5 Bed, 5 Baths, 4,012 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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 chefs 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.

324  Whitehead Street
$3,795,000
Key West
Old Town Unlisted   - MM: 0.00
5 Bed, 5 Baths, 4,333 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Huge price reduction on this 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 chefs 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 1500 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.

1206  South/Washington Street
$3,750,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
5 Bed, 5 Baths, 2,821 SqFt
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This incomparable Key West property spans the width of the block with two beautifully renovated single family homes. The main house at 1206 South Street has a very large open floor plan with a beautiful living room leading to an enormous and equally as stunning dining and designer kitchen room with a wall of glass doors opening onto a rear porch. Additionally there is a first floor master suite and two guest bedrooms, one up and one down, with ensuite baths and a garage. The 1209 Washington Street home is beautifully designed with separate living, kitchen/dining and den. The two bedrooms open to a large porch and have ensuite baths. Both homes feature high ceilings, charming details and great natural light. A spectacular 40 feet lap pool, with water feature and spa, landscaped gardens and

88  Driftwood Drive
$3,600,000
Key Haven
Key Haven 10th Add   - MM: 5.00
5 Bed, 5 Baths, 4,184 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Classic, elegant & remarkably luxurious Gulf-front home. Nestled on a private road at the end of Key Haven, this stunning open water home built w/impeccable craftsmanship & peerless attention to detail features high ceilings, oversized crown moldings & baseboards, custom painted recessed metal tile ceilings, 8ft doors, elevator, RV garage, electronically controlled lighting, top of the line Viking & Sub Zero appliances & much more. 5BR/3.5BA, office, study, dressing room, custom wet bar & a chandelier that can be lowered w/the push of a button. Lounge on your porch where sunrise views will truly take your breath away! Planted w/native landscaping for ease, impact glass for simplicity, generator for convenience & recently installed brand new dock!

1214  Olivia Street
$3,575,000
Key West
W C Maloney Diagram   - MM: 1.00
5 Bed, 5 Baths, 4,500 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Picture yourself in this authentic Historic Key West estate. Built in 1903, this 5 bedroom Victorian mansion with guest cottage has been well-maintained. The current owners renovation in 2002 preserved original features such as doors, lighting, crown molding and flooring while adding hand-crafted cabinetry, tin ceiling tiles, and slate flooring that blend with the original features. The award winning renovation also included structural restoration which ensures the homes integrity for years to come. The mansion sits on a double lot with lush vegetation surrounding a grotto pool, flagstone patio, and gazebo with outdoor kitchen providing perfect privacy. Gated parking and X flood zone location complete this historical masterpiece.

1316  Villa Mill Lane
$3,495,000
Key West
D T Sweenys Dia   - MM: 0.00
3 Bed, 3 Baths, 2,200 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This exquisite contemporary estate located at the edge of the prestigious Casa Marina area may well be one of Key Wests finest examples of perfect indoor-outdoor living. Villa Mill Lane is located on an almost-hidden lane that includes a handful of expensive private properties, ensuring privacy & exclusivity for discerning homeowners. The home has been recently renovated to exceptionally high standards, weaving together the open airiness of white-washed contemporary architecture w/ the island feel that makes Key West extraordinary.This contemporary elegant estate has 9,775sqft of Lush Tropical Plantings & Royal Palms. Step through the expansive glass doors into the open concept living & dining area. Kitchen boasts modern amenities including a Viking gas stove & hood, 2 Miele dishwashers,

916  Washington Street
$3,300,000
Key West
Webb Realty Co Subdivision   - MM: 1.00
4 Bed, 4 Baths, 3,764 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the Casa Marina on a corner lot sits this elegant home built in 2007 with 5.5 bathrooms. A bright living/dining and a majestic bar with its own refrigerator, ice maker, bar sink, Chefs dream kitchen with top of the line appliances including a pot filler over the large Wolf range. French doors reveal lush tropical landscaping, covered lanai, pool, full bath and outdoor kitchen. A gracious foyer leads you to the en suite guest quarters on the main floor. A custom laid staircase to the second floor guides you to the open media room and yet another wet bar and laundry area. Two guests en suite bedrooms and oversized master surrounded by Epay Decking. Impact windows and doors, generator and 2 Door garage.

4  Pinder Lane
$3,295,000
Key West
Old Town Unlisted   - MM: 0.50
4 Bed, 4 Baths, 2,686 SqFt
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Resting on one of the largest parcels of land in the center of Key Wests Old Town, this home is listed on the National Historic Registry. Tucked away on a very private lane is this exquisite, artfully designed home with unmatched architectural detail and timeless appeal. Entertaining space flows brilliantly from the gourmet kitchen to the dining area to the spacious living room, framed by a wall of accordion glass doors which open to a tropical paradise. A thatched roof covers an outside living area, complete with a poolside kitchen for day and night overlooking a 20 X 40 foot sparkling pool. On the main level there is an en-suite guest room and grand master suite. On the second level there are 2 bedrooms plus a large bathroom with a sitting room and private deck. Down a meandering brick

55  Two Turtles Lane
$2,995,000
Shark Key
Shark Key   - MM: 11.00
5 Bed, 5 Baths, 6,228 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Priced below recent appraisal- Perfection awaits you in this elegant 5 bedroom/4.5 bath Shark Key Estate. Situated on almost an acre lot, the breathtaking waterfront views will impress. This home features a grand entrance foyer, an open and spacious living room with a beautiful fireplace, a formal dining room, soaring 13 ceilings, an impressive gourmet professional kitchen, elevator and extensive attention to detail throughout. The Garage boasts parking for 10 cars with 2 car lifts and an elevator to all levels. The Large Master Bedroom is located on the main level. Matching guest suites are located on the second level with their own sitting room and mini bar. Luxury pool and patio with built-in fountain create unparalleled entertainment possibilities.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-14-2016.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
Contact Us