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Gg Watson Subdivision Properties for Sale in Key West, FL

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Total Listings 8
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$1,650,000
Key West
Gg Watson Subdivision - MM: 1.00
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 126
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Escape to your own tropical haven at 1209 Grinnell Street. Nestled in an exclusive, gated community this updated and meticulously maintained rare end unit townhouse is set in the coveted X-flood zone and boasts impact windows and doors, turn-key furnishings, and access to a newly resurfaced and tiled serene heated community pool. Recently enhanced with fresh paint inside and out, lush new landscaping, and a state-of-the-art irrigation system, this home offers a low-maintenance slice of paradise. One of only seven homes in the highly desirable Grinnell Gardens, 1209 Grinnell features 2 bedrooms, 2.5 bathrooms, and a spacious, light-filled open layout. The cozy front porch of this home is the ideal spot for morning coffee, capturing the breezy island vibe while overlooking the pool and gardens. The main floor offers an inviting living space with Saltillo tile and recessed lighting, along with a half bath, dining area, and a sleek kitchen equipped with stainless steel appliances, Corian counters, and custom wood cabinetry. Adjacent is a dining area with lovely views of swaying palm trees, leading to your private fenced courtyard with direct access to your own assigned parking spot. The gated courtyard is perfect for sunset dining al fresco and entertaining all of your guests, complete with new decking and patio furniture. Upstairs, two spacious bedrooms await, complete with tiled floors and a convenient laundry closet. The primary ensuite bedroom features vaulted ceilings, a bath with a tub/shower combo, a spacious closet, and a large private porch for quiet relaxation. An additional loft provides extra storage or a cozy sleeping nook for guests. The second bedroom is bright and airy, paired with a hall bath that offers a tiled walk-in shower. Dont miss this chance to own a fully furnished, move-in ready island retreat that blends charm, privacy, convenience, and modern amenities in one of Key Wests most sought-after locations!

$1,695,000
Key West
Gg Watson Subdivision - MM: 1.00
2 Bed, 2 Baths, 1,272 SqFt Days Listed: 28
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Indulge in the Ultimate Island Lifestyle with this Two Bedroom, Two Bath Residence, perfectly located in the Heart of Key West. Just a short stroll to Duval Street, Historic Old Town and Our Beautiful White Sandy Beachs.A well Designed Open Floor Plan, with kitchen overlooking the living room that lead out to your own private sanctuary. Hard Wood Floors throughout. Oversized private in- ground lap-pool, large deck and completely private with wrap around fence. Both Bedrooms on the Second Floor and open onto wraparound porch offering gently ocean breezes and the perfect setting for morning coffee.Gated Front Yard ensures exclusivity, creating a true private oasis and with two additional features like Off street parking and X-Zone Location, this home should not be overlooked when looking for that Perfect Key West Retreat!

$1,700,000
Key West
Gg Watson Subdivision - MM: 1.00
8 Bed, 8 Baths, 1,830 SqFt Days Listed: 61
-5.56% ($100,000) 1 Price Change : 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: 30
-7.65% ($149,100) 1 Price Change : Last Change 2 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.

$1,949,000
Key West
Gg Watson Subdivision - MM: 1.00
3 Bed, 3 Baths, 1,533 SqFt Days Listed: 73
-2.26% ($45,000) 1 Price Change : Last Change 35 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience luxury living in this meticulously renovated historic residence nestled within the prestigious gated community of Grinell Gardens. Boasting all-new impact windows and doors, hardy board siding, and a new metal roof, this home exudes charm and durability. Delight in the serenity of two private side yards adorned with vibrant landscaping, creating a tranquil outdoor oasis. Inside, three spacious bedrooms each paired with a full bath offer a harmonious blend of comfort and elegance. Embrace the perfect fusion of historic appeal and modern convenience in this inviting and carefully crafted home. Enjoy convenient off-street parking and seamless access to the vibrant amenities of Old Town Key West. This prime location offers an array of bars and restaurants just a leisurely walk away, as well as nearby beaches for added leisure and relaxation.

$2,095,000
Key West
Gg Watson Subdivision - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 185
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, theres isnt a bit of this home that hasnt been updated. The primary suite occupies the entire second floor, with a spacious bathroom and closet, as well as direct access to the rooftop deck. The two guest bedrooms are located on the first floor and share a full bathroom. The outdoor space is just as impressive, featuring a saltwater heated pool, outdoor kitchen and grill, AZEK decking on the patio and on the upstairs sun deck, and turf yard. And dont forget about the outdoor shower, a Key West staple! Situated on one of the quieter blocks in Old Town, Island Bliss gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. The charming front porch with classic gingerbread is the perfect place to relax in the island sun and an off-street parking spot is waiting for you in the driveway.

$2,395,000
Key West
Gg Watson Subdivision - MM: 1.00
3 Bed, 3 Baths, 1,473 SqFt Days Listed: 127
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand 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, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. 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 tour https://tinyurl.com/1116Packer

$3,750,000
Key West
Gg Watson Subdivision - MM: 1.00
5 Bed, 5 Baths, 2,721 SqFt Days Listed: 59
-16.67% ($750,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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 features two guest rooms, a shared bathroom and a washer and dryer conveniently located between them, and a luxurious primary suite 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 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 in this superb location! Easy to show! Video link https://n9.cl/1114packer

More Info
Most Recent Sales - (9) - Gg Watson Sub as of 2025-03-09
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
05-24-2023 1021 Grinnell $700,000 $833 $725,000 840 Single Family 3/1 120
03-31-2023 1025 Grinnell 101 & 102 $1,600,000 $1,291 $1,695,000 1,239 Duplex 3/2 274
03-21-2023 1209 Grinnell G $1,500,000 $1,102 $1,600,000 1,360 Townhouse 2/2 89
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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 03-09-2025.
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