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Gg Watson Subdivision Properties for Sale in Key West, FL

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Total Listings 5
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$1,599,000
Key West
Gg Watson Subdivision - MM: 1.00
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 37
-3.09% ($51,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover a rare opportunity to own a refined retreat in the heart of Old Town Key West. Tucked away in the exclusive, gated Grinnell Gardens enclave, this beautifully updated end-unit townhouse offers the perfect blend of island serenity and sophisticated living.This 2-bedroom, 2.5-bath home is one of just seven residences in a private community prized for its tranquil ambiance, X-Flood Zone location, and lush tropical surroundings. Freshly painted inside and out, with vibrant new landscaping and a smart irrigation system, this property is as low-maintenance as it is beautiful.Step through the gated entry into your own secluded courtyard oasis, complete with new decking and stylish patio furnishings--ideal for sunset cocktails or weekend brunches. Inside, a thoughtfully designed floor plan features warm Saltillo tile, recessed lighting, and impact-rated windows and doors that welcome in the island sunshine.The kitchen is a chefs delight with stainless steel appliances, Corian countertops, and custom wood cabinetry. The adjacent dining area offers leafy garden views and direct access to your courtyard and dedicated off-street parking.Upstairs, two airy bedrooms await, including a tranquil primary suite with vaulted ceilings, a tub/shower combo, generous closet space, and a private balcony to take in morning breezes or evening stargazing. A cozy loft nook provides extra space for guests, a reading area, or bonus storage. The guest bedroom is bright and welcoming, with a tiled walk-in shower just across the hall.As part of this peaceful, gated community, youll enjoy access to a newly resurfaced and retiled heated pool, nestled among swaying palms--your own private resort just steps from your door.Fully furnished and move-in ready, this tropical haven is ideal as a full-time residence, seasonal escape, or investment property.Experience elevated Key West living at 1209 Grinnell--where comfort, style, and location converge.

$1,600,000
Key West
Gg Watson Subdivision - MM: 1.00
8 Bed, 8 Baths, 1,830 SqFt Days Listed: 158
-11.11% ($200,000) 3 Price Changes : Last Change 2 Days Ago
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Old Town Multi-Use PropertyLocated on Truman Avenue, this distinctive property features five legal long-term rental apartments, making it ideal for steady income or employee housing.Unit 101, a CBS building, offers the potential for commercial conversion (buyer to verify), provided the residential units remain onsite, creating valuable flexibility.Highlights include:8 bedrooms and 5 bathrooms$11,650 monthly rental incomeLocated in an X flood zoneThis property presents a unique opportunity to combine income-generating apartments with potential commercial space, all in a prime Old Town location. A investment opportunity in the heart of Key West.

$1,799,900
Key West
Gg Watson Subdivision - MM: 1.00
3 Bed, 3 Baths, 1,572 SqFt Days Listed: 127
-7.65% ($149,100) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Essentially a Brand-New Home at an Unbeatable Price Per Square Foot!Nestled in the coveted X flood zone, this historic Key West gem has been completely reimagined from the inside out. With all-new plumbing, electrical, roof, and impact-resistant windows, this property offers the charm of the past with the peace of mind of modern construction.Step beyond the charming Caribbean gate and into a private oasis designed for relaxation. Inside, a modern organic aesthetic blends effortlessly with coastal elegance. The original Dade County pine exposed beam ceiling adds warmth and character, while a natural palette of recycled glass lighting, oak floors, Calacatta marble baths, and European quartz countertops creates a serene, upscale ambiance.Perfect for intimate gatherings, the spacious kitchen bar overlooks a heated and chilled Zen pool with a tranquil waterfall feature. The entertainment space transitions seamlessly to an expansive patio framed by lush greenery, including a mature Ruby Red mango tree--a true tropical retreat.Designed for comfort and privacy, the oversized first-floor primary suite is a luxurious escape with a spa-like bath. Upstairs, two guest bedrooms feature ensuite baths, while a main-floor half bath adds convenience. The home also offers ample storage and dedicated office space for two desktops.With a monthly rental license, this property is an ideal investment or vacation retreat, positioned just moments from Key Wests top attractions. Parking is available right out front.Schedule your private showing today to fully appreciate the exceptional details and craftsmanship that make this home truly one of a kind.

$2,095,000
Key West
Gg Watson Subdivision - MM: 1.00
3 Bed, 3 Baths, 1,473 SqFt Days Listed: 224
-12.53% ($300,000) 2 Price Changes : Last Change 25 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

X FLOOD ZONE! Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx and translucent Quartzite countertops that light up, Jenn Air stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. White oak flooring.The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video https://tinyurl.com/1116Pack

$3,650,000
Key West
Gg Watson Subdivision - MM: 1.00
5 Bed, 5 Baths, 2,721 SqFt Days Listed: 156
-18.89% ($850,000) 4 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

X FLOOD ZONE! Luxurious Old Town Key West Oasis with separate Guest House! Nestled in the heart of Key Wests historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to discover a light-filled sanctuary where 14-foot cathedral ceilings crown an expansive open-plan living, dining, and chefs kitchen area. French doors seamlessly blend indoor and outdoor living, inviting you to a private paradise. The spacious kitchen features Caesarstone Quartz countertops, a Sub-Zero refrigerator, a Wolf gas range, Fisher & Paykel double-drawer dishwasher, beverage drawers, and a microwave drawer. Outdoors, indulge in Key West living at its finest with a sparkling heated swimming pool, a large deck for entertaining and sunbathing, a serene waterfall, and lush tropical landscaping. A covered sitting area offers the perfect spot to unwind. There is a Sonos sound with Focal low-profile speakers to fill the air with your favorite tunes throughout the main house. The main house,1908 SF, features two guest rooms, a shared bathroom and a washer and dryer conveniently located between them, and a luxurious primary suite upstairs with its own washer and dryer. Impact windows and doors ensure peace of mind, while privacy fencing and off-street parking for two cars provide unmatched convenience. A super cute, separate guest house, 813 SF, completes this property, offering two ensuite bedrooms, a kitchenette, a dining area, and a loft sitting space--perfectly positioned at the back for ultimate guest privacy. A storage shed for pool toys and tools ensures everything has its place. This Key West masterpiece is a rare gem, blending timeless charm with modern luxury. Dont miss the chance to own your own slice of paradise! Easy to show! Video https://n9.cl/1114packer

More Info
Most Recent Sales - (6) - Gg Watson Sub as of 2025-06-14
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
05-15-2024 1015 Packer $915,000 $878 $999,000 1,042 Duplex 2/2 233
05-01-2024 1010 Grinnell D $510,500 $1,343 $549,000 380 Condo /1 103
03-18-2024 1219 Grinnell B $1,450,000 $1,066 $1,550,000 1,360 Townhouse 2/2 83
02-26-2024 1218 Packer REAR $799,000 $1,382 $799,000 578 Single Family 2/1 63
10-16-2023 1209 Packer $1,925,000 $895 $1,950,000 2,150 Single Family 4/4 42
08-10-2023 1104 Watson $1,860,000 $1,155 $1,975,000 1,610 Single Family 3/2 139
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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 06-14-2025.
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