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Gwynn Subdivision Properties for Sale in Key West, FL

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Total Listings 6
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$995,000
Key West
Gwynn Subdivision - MM: 1.00
1 Bed, 1 Baths, 1,111 SqFt Days Listed: 231
-9.55% ($105,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This well maintained one bedroom plus loft home is located in the popular and conveniently located Varela St. compound in Old Town. The compound consists of 6 houses which share a common pool. This home with a private entrance has cathedral ceilings in the living and dining room with French doors that exit to the fenced deck area at the rear of the property. The 20x20 second floor loft is suitable as a second bedroom or office space and overlooks the spacious living area. The galley kitchen also opens to the living and dining area. There is a full second guest bathroom and a recently remodeled private bath for the expansive bedroom. This well cared for home would make a very comfortable primary residence or easy care second home .

$1,195,000
Key West
Gwynn Subdivision - MM: 1.00
2 Bed, 2 Baths, 703 SqFt Days Listed: 36
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1213 Watson St, a charming tropical retreat located in the heart of Old Town Key West! This updated and beautifully maintained cottage exudes character and tranquility, surrounded by lush greenery and vibrant foliage. The ivy-covered exterior and inviting entry create a picture-perfect escape. Inside, youll find cozy living spaces filled with natural light, blending modern conveniences with timeless charm. The two bedroom and one bathroom main house features cathedral ceilings, hardwood floors, a chefs kitchen, and an office area. Additionally, there is a bonus space with a full bathroom, perfect for use as a guest cottage, artists studio, or home gym. The property boasts off-street parking, mature landscaping, outdoor dining and lounge space and a laundry shed, just minutes from iconic Key West attractions, shopping, dining, and beaches, all in the X flood zone. Home may be offered furnished for a turn-key transaction. Whether youre searching for a vacation home, rental property, or your own slice of paradise, this home is a must-see!

$1,200,000
Key West
Gwynn Subdivision - MM: 1.00
2 Bed, 2 Baths, 1,592 SqFt Days Listed: 16
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled in historic Old Town Key West, this two-story home is waiting for your special touch. Owned by the same family since it was built in 1943 this was once part of a family compound. Located in the X Flood zone, centrally located on the island, close to downtown and midtown.Large primary bedroom, bathroom and sitting area located upstairs. Second bedroom and bathroom on the main floor along with the living, dining and kitchen.

$1,490,000
Key West
Gwynn Subdivision - MM: 1.00
2 Bed, 2 Baths, 1,462 SqFt Days Listed: 79
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

This light-filled and airy home is priced at appraisal price, and is being offered furnished, excluding some artwork and personal items. With 2 bedrooms and 2 baths, 1,242 sq ft of indoor living space (per appraisal), it boasts a vaulted ceiling in the living and kitchen area, the kitchen as the heart of the home. With a view of the pool from the kitchen, entertain your family and friends in a wide open space. The master bedroom, en suite, has a view of the rear garden with French doors opening onto the cozy and covered back porch sitting area. Situated on a corner lot of 4,842 sq ft, theres bricked off-street parking leading into a garage with electrical and plumbing. Appraisal and Floor Plan are found in the Documents.

$1,999,000
Key West
Gwynn Subdivision - MM: 1.00
3 Bed, 3 Baths, 1,897 SqFt Days Listed: 35
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable convenience.Experience the charm of Old Town with the inviting covered front porch, an ideal spot to enjoy your morning coffee. The first floor features 3 bedrooms & 2 bathrooms. Two of the bedrooms include ensuite bathrooms, with one also offering a second entrance for guest access. The primary suite has a private exit to the backyard. Upstairs, youll find an expansive living room, dining area, & a stunning open kitchen with beautiful striped Mahogany cabinets. A third full bath completes the layout. Enjoy the island breezes from the newly redone wraparound balcony, tucked up in the treetops, offering a tranquil retreat. Unwind in the private backyard, ideal for entertaining or relaxing in the (heated or chilled) cocktail pool. The yard is fully fenced.Features Youll Love:X-Flood ZoneNew Roof (2022)New Hot Water HeaterRecently Upgraded Upstairs Porches & DeckFully Furnished (Indoor & Outdoor): Move-In or Vacation Rental Ready!Currently part of a successful vacation rental program with a wonderful reputation, Kali Zoi House is perfect as a family getaway or a promising investment opportunity.

$3,799,000
Key West
Gwynn Subdivision - MM: 1.00
5 Bed, 5 Baths, 2,960 SqFt Days Listed: 108
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Introducing Blu on White one of Key Wests most stunning historic single level residences in desirable Old Town Key West. Exceptional location scoring a full 10 on the walkability scale with easy access to the beaches, White St. Pier, an array of galleries, restaurants and cafes.Taking full advantage of the generous 5800 sq ft. lot, this 5BD/4BA home offers so much space and versatility with almost 3000 sq ft. of interior living space. Currently configured as a 4BD/3BA main house with a separate 1/1 apartment with private entrance. The apartment is perfect for a nanny, mother in law and also offers an excellent source of income as it comes with a transient license which will permit nightly rentals. Current owner operates the apartment as a nightly vacation rental and numbers can be provided upon request. The main house is currently being operated as a monthly vacation rental with a strong rental history and excellent future bookings, which will convey with the sale.Originally two historic shotgun homes, this home has been expertly merged to create a breathtaking great room addition that overlooks the stunning saltwater pool and garden. Featuring a high vaulted ceiling with post and beam design, wide plank wood floors, skylights for additional natural lighting, built-in bookshelves and large impressive impact sliders creating an enviable ambiance you will never want to leave.Prepare to be captivated by the heart of the home, the luxuriously appointed kitchen, crafted with the finest materials & unparalleled design, this culinary haven is perfect for any aspiring chef and those who love family gatherings, with gas Viking stove & appliances, European style open shelving, excellent prep space and large interior dining area. Additional features include oversized saltwater pool, private tropical landscaped garden and cozy shaded Gazebo, storage shed and so much more.The epitome of a fine Key West Historic Home combining luxury and versatility

More Info
Most Recent Sales - (15) - Gwynn Sub as of 2025-01-30
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
12-10-2024 1012 Varela 2 $513,000 $2,128 $530,000 241 Condo /1 163
11-12-2024 1120 Virginia $1,160,000 $874 $1,380,000 1,326 Single Family 3/1 69
10-04-2024 1108 Truman $1,150,000 $833 $1,275,000 1,380 Single Family 2/2 330
08-27-2024 1116-1 Truman $799,000 $1,030 $829,000 775 Condo 2/1 198
07-31-2024 1116-3 Truman $1,100,000 $859 $1,164,000 1,280 Condo 2/2 171
06-18-2024 1016 Watson $550,000 $647 $820,000 849 Single Family 2/2 202
06-14-2024 1116-2 Truman $995,000 $912 $1,024,000 1,091 Condo 2/2 124
06-10-2024 1007 Watson Rear $729,000 $1,128 $749,000 646 Single Family 1/2 105
05-17-2024 1122 Virginia $1,380,000 $1,424 $1,295,000 969 Single Family 2/2 77
01-03-2024 1021 Watson $1,495,000 $1,096 $1,495,000 1,364 Single Family 2/2 49
05-31-2023 1119 Varela A $1,140,000 $904 $1,190,000 1,260 Single Family 2/2 54
04-14-2023 1116 Varela $2,060,000 $1,432 $2,099,000 1,438 Single Family 3/3 59
04-13-2023 1209 Watson $2,200,000 $1,399 $2,350,000 1,572 Single Family 2/1 71
03-31-2023 1005 Watson 1 $1,350,000 $1,061 $1,350,000 1,272 Condo 3/2 369
03-16-2023 1217 Varela $1,300,000 $901 $1,300,000 1,442 Single Family 3/2 108
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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 01-30-2025.
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