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$1,250,000
2Beds
2Baths
Key West, Florida, 33040, United States
Exclusive Santa Maria Resort is only steps from Old Town Key Wests restaurants, entertainment and vibrant nightlife PLUS has beach access. Unit #11 checks all of the boxes -- single level, luxury two bedroom/two bathroom condo that comes with a transient rental license.
CENTURY 21
$1,250,000
1401 Simonton St #11
2Beds
2Baths
Key West, Florida, 33040, United States
Exclusive Santa Maria Resort is only steps from Old Town Key Wests restaurants, entertainment and vibrant nightlife PLUS has beach access. Unit #11 checks all of the boxes -- single level, luxury two bedroom/two bathroom condo that comes with a transient rental license. Enjoy the best of both worlds with beautiful resort living with a pool, a restaurant on site and off street parking while also taking advantage of this income producing property.
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CENTURY 21
$3,200,000
4Beds
Key West, Florida, 33040, United States
BRAND NEW CONSTRUCTION! PLUS - Location, Location, Location! This 4-bedroom, 2-bathroom home is just two blocks from Old Towns vibrant center, Duval Street, the Southernmost Point and the beaches. Plenty of off-street parking with room for FIVE cars PLUS an oversized pool.
CENTURY 21
$3,200,000
1315 William Street
4Beds
Key West, Florida, 33040, United States
BRAND NEW CONSTRUCTION! PLUS - Location, Location, Location! This 4-bedroom, 2-bathroom home is just two blocks from Old Towns vibrant center, Duval Street, the Southernmost Point and the beaches. Plenty of off-street parking with room for FIVE cars PLUS an oversized pool. With these amenities, location and BRAND NEW construction, this house should not be missed!
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CENTURY 21
$2,999,500
2Beds
2Baths
Key West, Florida, 33040, United States
Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor.
CENTURY 21
$2,999,500
401 Emma Street H
2Beds
2Baths
Key West, Florida, 33040, United States
Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second storys primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mills Place condominiums in Truman Annex.
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CENTURY 21
$2,250,000
2Beds
2Baths
Key West, Florida, 33040, United States
Welcome to paradise at 1800 Atlantic! This stunning, fully renovated 2-bedroom, 2-bath oceanfront condominium offers the perfect blend of luxury, comfort, and unbeatable views of the Atlantic Ocean. Previously a 3 bedroom and easily converted back if desired.
CENTURY 21
$2,250,000
1800 Atlantic Blvd 201A
2Beds
2Baths
Key West, Florida, 33040, United States
Welcome to paradise at 1800 Atlantic! This stunning, fully renovated 2-bedroom, 2-bath oceanfront condominium offers the perfect blend of luxury, comfort, and unbeatable views of the Atlantic Ocean. Previously a 3 bedroom and easily converted back if desired. Located in a prime spot within the complex, this unit is just steps from the Olympic-size heated lap pool and features easy access to parking and elevators--ideal for guests with accessibility needs. The highlight of the property is the expansive 60-foot wraparound balcony, accessible from the living room and both bedrooms, where you can relax and enjoy breathtaking ocean vistas. Inside, the condo has been completely remodeled with thoughtful design and upscale finishes. The spacious primary suite includes a cozy sitting area and a private en-suite bath. The guest bedroom is furnished with a brand new queen bedroom set. Resort-style amenities include: Heated Olympic-size lap pool & 20-person oceanfront jacuzzi Sauna and fully equipped fitness center 3 lighted tennis courts (including one clay court) BBQ grills and beautifully landscaped courtyard areas Small sunning beach on-site; Smathers Beach is just a 5-minute walk away One assigned covered parking space per unit Conveniently located just 1.5 miles from the Atlantic end of Duval Street and 2.5 miles from Mallory Square, youll be close to all the action while enjoying a peaceful, private retreat. The end units at 1800 are rarely on the market.
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CENTURY 21
$1,089,000
1Beds
1Baths
Key West, Florida, 33040, United States
These properties rarely come on the market. Great opportunity to own an income producing Townhouse in the heart of Old Town Key West. This one bedroom Townhouse has a Transient License and is able to be rented on a nightly basis. Strong Rental History with many repeat clients. Just steps from Famous Duval Street. Located in a private gated community.
CENTURY 21
$1,089,000
921 Center Street #12
1Beds
1Baths
Key West, Florida, 33040, United States
These properties rarely come on the market. Great opportunity to own an income producing Townhouse in the heart of Old Town Key West. This one bedroom Townhouse has a Transient License and is able to be rented on a nightly basis. Strong Rental History with many repeat clients. Just steps from Famous Duval Street. Located in a private gated community. Beautifully landscaped grounds with a fabulous Spa Pool complete this Tropical Oasis. There is a shared coin laundry facility for the complex.
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CENTURY 21
$899,000
5Beds
2Baths
Key West, Florida, 33040, United States
EXCELLENT OPPORTUNITY! EXCELLENT LOCATION! This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell.
CENTURY 21
$899,000
1432 Eliza Street
5Beds
2Baths
Key West, Florida, 33040, United States
EXCELLENT OPPORTUNITY! EXCELLENT LOCATION! This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property would be perfect for staff housing. Plenty of options in a great location make this one to see.
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CENTURY 21
$3,600,000
Key West, Florida, 33040, United States
An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area.
CENTURY 21
$3,600,000
15 Driftwood Drive
Key West, Florida, 33040, United States
An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area. This lot combines exclusivity, tranquility, and convenience-an ideal setting. Rare luxury vacant lot. Generous in size and thoughtfully situated, this vacant lot is located on one of the most desirables streets in Key Haven. Enjoy serene surroundings, ample privacy, and close proximity to top-tier amenities, dining, and recreation. A truly special opportunity. Vacant lot is cleared and comes with a professionally built concrete seawall permitted and completed in 2016. In addition is a 10,000 LB professionally installed boat lift by Hurricane Boat Lifts permitted, built, and completed in 2021. This property is being sold as vacant land/lot only. Buyer to verify buildability of a home to their own satisfaction. 25 Ft. Scout Boat is not included in the sale.
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CENTURY 21
$6,850,000
3Beds
3Baths
3,000Sqft
Key West, Florida, 33040, United States
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level.
Homes and Land
$6,850,000
103 Front Street
3Beds
3Baths
3,000Sqft
Key West, Florida, 33040, United States
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa between the covered and open air loggia and parking. Theres a poolside outdoor shower and space for entertaining on a grand or intimate scale. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.
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Homes and Land
$6,850,000
103 Front Street
3Beds
3Baths
3,000Sqft
$6,850,000
Key West, Florida, 33040, United States
$3,895,000
7Beds
7.5Baths
3,015Sqft
KEY WEST, Florida, 33040, United States
Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat.
Homes and Land
$3,895,000
919-921 Thomas Street
7Beds
7.5Baths
3,015Sqft
KEY WEST, Florida, 33040, United States
Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today.
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Homes and Land
$3,895,000
919-921 Thomas Street
7Beds
7.5Baths
3,015Sqft
$3,895,000
KEY WEST, Florida, 33040, United States
$3,900,000
3Beds
3.5Baths
2,744Sqft
Key West, Florida, 33040, United States
Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.
Homes and Land
$3,900,000
3741 Eagle Avenue
3Beds
3.5Baths
2,744Sqft
Key West, Florida, 33040, United States
Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.Constructed entirely of concrete, the open concept layout is framed by soaring cathedral ceilings and expansive impact-glass doors that bathe the interiors in natural light and invite the outdoors in. Premium finishes and high end appliances enhance every detail, creating a sophisticated yet comfortable living environment.The home features two primary suites -- one upstairs and one downstairs -- each with private outdoor access for seamless indoor-outdoor living. A separate, fully equipped guest cottage offers privacy and tranquility, complete with wide sliding doors that capture lush garden views.Designed by renowned landscape architect Craig Reynolds, the tropical grounds are a private oasis. Multiple covered patios surround the heated and chilled pool with sun shelf seating, while a striking coral rock outdoor shower adds a touch of island luxury.Additional features include a 481 square foot garage for parking and storage, a whole house Generac generator, standing seam metal roof, and all impact rated windows and doors, ensuring peace of mind and durability.Every element of this turnkey property has been curated with precision and care, resulting in a one-of-a-kind retreat that embodies the essence of elegant coastal living in Key West.
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Homes and Land
$3,900,000
3741 Eagle Avenue
3Beds
3.5Baths
2,744Sqft
$3,900,000
Key West, Florida, 33040, United States
$3,479,000
3Beds
3Baths
0.11Sqft
Key West, Florida, 33040, United States
Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence.
The REMAX Collection
$3,479,000
906 Southard St
3Beds
3Baths
0.11Sqft
Key West, Florida, 33040, United States
Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence.This home offers three (3) spacious bedrooms, each with its own private ensuite bathroom, ensuring comfort and privacy for residents and guests alike. The gourmet kitchen is a chefs masterpiece, featuring Carrera marble countertops, cherrywood cabinets, a gas Viking Professional range, two Liebherr refrigerators, and a dedicated ice maker and wine fridge. Adjacent, the skylight-lit dining area provides an inviting, sophisticated setting perfect for both intimate dinners and entertaining.Designed for indoor-outdoor living, the property features an outdoor dining area, with an ipe wood covered porch, a heated pool with waterfall feature, surrounded by lush tropical landscaping for complete relaxation and privacy. Additional premium amenities include a whole house generator, brick-paved, gated driveway with car port, and a spacious storage shed for added convenience.Thoughtfully curated and beautifully appointed, this exceptional residence offers a rare opportunity to own a piece of Key West history while enjoying the finest modern comforts.Call today for your private showing! Some photo have been virtually staged.
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The REMAX Collection
$6,750,000
5Beds
5Baths
0.19Sqft
Key West, Florida, 33040, United States
Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Streets top dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.
The REMAX Collection
$6,750,000
411 Louisa St
5Beds
5Baths
0.19Sqft
Key West, Florida, 33040, United States
Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Streets top dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the islands most desirable neighborhoods.Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chefs kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience.The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas.Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle.A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette).A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage.Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.
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The REMAX Collection
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