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1127 Packer St, Key West
$1,075,000
2 Beds ⋅ 1 Baths ⋅ 614899 MLS
At the quiet, palm-lined intersection of Packer and Catherine Streets, you'll find this picture-perfect 1928 cottage that truly captures the essence of classic Key West living. Lovingly maintained and effortlessly stylish, 1127 Packer Street blends island charm with relaxed coastal elegance, making it an ideal retreat in one of Key West's most desirable neighborhoods. The colorful and bright cottage is perfectly positioned on the corner offering front porch views of the island. Step inside to find a light-filled interior that radiates warmth and island comfort. Decorated with thoughtful coastal touches, the home's two bedrooms and one bath offer an inviting space to unwind and recharge. High ceilings and hardwood floors nod to the home's historic roots, while breezy, open living areas create a relaxed flow that feels both timeless and refreshed. The outdoor space is equally enchanting. Tucked behind lush tropical landscaping, you'll find a private fully fenced brick-paved courtyard with low-maintenance AstroTurf and an outdoor shower—perfect for rinsing off after a day at the beach or enjoying a tranquil moment in the sun. Whether you're entertaining friends under the palms or sipping coffee as the island wakes up, this space is designed for laid-back enjoyment. An irrigation system ensures the vibrant garden stays green with ease. Location is everything, and this home delivers. Situated just six blocks from both Higgs Beach and Upper Duval Street, you're never far from the best of Key West—be it sun-soaked days by the ocean or evenings exploring world-class galleries, dining, and entertainment. With walkable streets, charming architecture, and a strong sense of community, Old Town living doesn't get much better than this. Whether you're dreaming of a full-time residence, a seasonal escape, or a tropical investment opportunity, this delightful turn-key cottage offers an unmatched combination of coastal charm, convenience, and character.

1127 Packer St, Key West
237 Southard St, Key West
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 614217 MLS
This beautifully renovated and furnished end unit townhouse in the award winning Truman Annex is now for sale. This 2 story 2 bedroom/ 1 1/2 bath townhouse has a wonderfully renovated kitchen with quartz countertops, new cabinets and stainless appliances. The dining and living area flow outside to a poolside deck area. The front porch is wonderful for people watching and a great spot for the Fantasy Fest parade. Upstairs there are two covered porches, two bedrooms with vaulted ceilings and hardwood (oak) flooring and a recently renovated bathroom. Impact doors and rear windows provide protection and quiet. Location can not be beat as it's a two block walk to Duval St in one direction and the Truman Waterfront Park in the other direction. Make this your ''Piece of Paradise''.

237 Southard St, Key West
532 Porter Ln, Key West
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 615175 MLS
Charming townhouse situated on Porter Lane in Presidents Walk community of the Truman Annex. This bright and sunny end unit is in excellent condition and offers many renovations throughout. Enjoy an updated kitchen with stainless appliances, subway tile backsplash and granite countertops. Engineered wood-look LVT flooring is not only very attractive but also extremely durable. Impact doors and windows throughout are finished in plantation shutters and offer peace of mind, soundproofing and efficiency. Enjoy an open concept floor plan and a wall of sliding glass that opens to a charming brick patio. Upstairs features two bedrooms each with covered balconies. A large shared bathroom has been fully renovated with double sinks and large capacity washer and dryer. Lastly enjoy the ease of a deeded off street parking spot right outside the unit.

532 Porter Ln, Key West
1616 Bertha St Unit 2, Key West
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 616865 MLS
Secluded Oasis! Discover this hidden gem in Midtown Key West—an immaculate, move-in-ready 2-bedroom, 2-bathroom home just minutes from two beautiful beaches. Designed for seamless indoor-outdoor living, this home features a full-wall sliding glass door, vaulted ceilings, and an updated open kitchen with brand-new Viking appliances (4-burner gas range & dishwasher). Step outside to your heated saltwater pool, surrounded by lush tropical landscaping with drip irrigation and landscape lighting. Enjoy modern conveniences such as motorized window shades, built-in closets, Sonos speakers in every room, and a motorized outdoor movie screen with Bowers & Wilkins speakers . An outdoor shower completes this private retreat. Built for sustainability and resilience, the home boasts hurricane-impact windows, doors, and skylights, along with solar panels and two Tesla Powerwall batteries that power the entire home. Since installation in November 2022, this home has been completely self-sufficient and off the grid. A rare find in Key West—schedule your showing today!

1616 Bertha St Unit 2, Key West
3722 Cindy Ave, Key West
$1,070,000
3 Beds ⋅ 2 Baths ⋅ 616694 MLS
Beautifully renovated home in prime Key West Neighborhood. This spacious three-bedroom, two bath home has just been recently renovated and is hitting the market at a very competitive price and is move-in ready. Walls in kitchen and dining room have been removed and opened up to creative a large open space, ideal for the growing family and for those that want to spread out! Featuring a stunning new kitchen with custom cabinets, gorgeous Quartz countertops, stainless steel appliances and accented with gold finished hardware. New impact windows throughout add that modern flair as well as securing the home and both bathrooms are updated with beautiful combinations of ceramic tile, quartz countertops and carefully selected lighting and hardware. Brand new salt water pool with newly paved patio will provide endless fun for the family and keep you cool during the warm sultry months of summer. Large exterior structure provides endless possibilities for a pool house, guest house or studio. Two separate living rooms, ideal for a large den and TV area, perfect to watch the weekend games and lots of room to entertain the extended family. Off street covered parking for two vehicles as well as plenty of storage outside on spacious 6500 sq. ft. lot. This home offers excellent value in today's Key West Market and sellers already have their bags packed!

3722 Cindy Ave, Key West
208 Fleming St, Key West
$1,070,000
2 Beds ⋅ 3 Baths ⋅ 617827 MLS
Owner is a licensed real estate agent and listing agent. Truman Annex End Unit Featuring Secluded Backyard Retreat Discover island living at its finest in this exceptional end unit townhome, perfectly situated in the prestigious Truman Annex community. Offering an ideal blend of privacy, comfort, and upscale coastal charm, this residence places you just moments from the vibrant energy of Old Town Key West and the natural beauty of Fort Zachary Taylor State Park. Step inside to an inviting open floor plan filled with natural light pouring through large windows. The thoughtfully designed kitchen and dining areas provide generous space for everyday living or hosting friends, while the airy living room flows effortlessly to your own private backyard tropical oasis. Surrounded by lush landscaping and swaying palms, this secluded outdoor retreat is perfect for morning coffee, alfresco dining, or unwinding with an evening cocktail in true Key West style. Upstairs, two spacious bedrooms each feature ample closet space and en-suite bathrooms. Both bedrooms open to private balconies overlooking vibrant tropical foliage, creating peaceful hideaways ideal for relaxation. This well-maintained home includes a designated parking space, access to a sparkling community pool, and the security of a gated neighborhood—one of the most desirable in all of Key West. Whether you're seeking a full‑time residence or the ideal seasonal retreat for snowbird living, this townhome offers an unparalleled opportunity to own a piece of paradise. Owner has $43,000+ in monthly bookings for 2026. Repeat Guests would like to continue if future owner will allow. Please provide 24-48 hour notice for showings as the home is currently an active rental.

208 Fleming St, Key West
2811 Venetian Dr, Key West
$1,070,000
3 Beds ⋅ 3 Baths ⋅ 616183 MLS
Riviera Shores! This spacious, elevated home offers over 1,800 sq ft of living space. You can enjoy tranquil treetop views and have direct canal access for kayaking or paddleboarding right from your backyard. Features: Ideal Floor Plan: There are three generous bedrooms, each with ensuite baths. Oversized Living Room: It provides ample space for a home office, reading nook, and more, seamlessly opening to covered porches for added relaxation or al fresco dining. Functional Kitchen: It flows into the dining room and features a built-in banquette for comfortable seating. Laundry Room Area: Perfectly designed for functionality and with space for den or walk-in pantry. Plenty of parking for your autos and boat. Lower Level offers a large storage room/workshop with locking door & electric. Central AC. Mature tropical landscape. Only 0.5 miles to KW Community Boat Ramp. This home is perfect for those seeking comfort & convenience in a serene setting! Tented 2023. Airport mitigation windows/doors 2005.

2811 Venetian Dr, Key West
2926 Flagler Ave, Key West
$1,059,000
4 Beds ⋅ 2 Baths ⋅ 616878 MLS
Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof, impact rated windows and doors throughout plus accordion shutters providing an additional layer of peace of mind protection. The open layout features a flexible living atmosphere that leads to the possibility of one bedroom being a lockout with its own exterior entrance or an ideal multigenerational living arrangement. The low maintenance backyard is perfect for entertaining, and the swimming pool is sure to bring joy to those who yearn for living the Key West lifestyle. A fully fenced yard offers privacy and security. Located within minutes of shopping, the beaches, and many wonderful dining venues that Key West has to offer. This property is the one that checks off many of the boxes and is competitively price to sell. Please call me today to view your future home!

2926 Flagler Ave, Key West
2712 Harris Ave, Key West
$1,054,000
2 Beds ⋅ 2 Baths ⋅ 617568 MLS
KEY WEST VACATION HOME! Your Tropical Oasis awaits! Here is a fantastic opportunity to own an elevated home with a private pool in one of the most coveted family neighborhoods on the island. As you make your way to the entrance you are welcomed by tropical landscaping and established orchids nestled on the palms. Once you enter the home, you will find an open concept kitchen and living room which is great for family time or entertaining. The kitchen is equipped with Viking appliances throughout and has a built in 100+ wine bottle cooler. Make your way out the double glass sliding doors to your fully fenced, private backyard oasis with travertine patio, covered sitting area and a perfect salt water plunge pool that is heated and chilled. This beautiful, well maintained home has two bedrooms and two bathrooms. The primary bedroom has a private porch and an ensuite bathroom with a large walk in shower. The secondary bathroom was fully remodeled this summer and has a tub with a shower. This home is elevated, has impact windows and doors throughout and V Crimp metal roofing which will ensure low insurance costs. This property also has off street parking. This home would be a perfect turnkey vacation rental home as it can be sold fully furnished. Seller is a local licensed real estate agent.

2712 Harris Ave, Key West
5601 College Rd Unit A201, Key West
$1,050,000
2 Beds ⋅ 2 Baths ⋅ 616199 MLS
Welcome to Sunset Marina, a prestigious gated condominium community known for its breathtaking sunset views. This rare corner unit offers 1,558 sq. ft. of well-designed living space, featuring 2 bedrooms and 2 bathrooms with sweeping views of both the Gulf and marina. The expansive living and dining area is enhanced by a built-in bar with a mini-fridge and mirrored shelving, while sliding glass doors open seamlessly to an oversized deck. Elegant porcelain tile flooring runs throughout, combining style with easy maintenance. The kitchen is appointed with granite countertops, stainless steel appliances, and a concealed laundry area with additional storage. The primary suite features private access to the deck, a side terrace overlooking the marina, and an oversized custom walk-in closet. The second bedroom is equally inviting, filled with natural light and complete with dual closets. Community amenities include a resort-style pool, hot tub, and clubhouse, making this residence an ideal full-time home or vacation retreat. Conveniently located just 10 minutes from downtown Key West, Sunset Marina also offers boat slips available for purchase (none deeded to this unit). This unit has an assigned covered parking space and a storage closet in the garage. There are several boat slips of various sizes available for sale right out your door.

5601 College Rd Unit A201, Key West
609 Margaret St, Key West
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 618170 MLS
Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy, new impact windows & doors, flooring and timeless island feel. Set back from the street, this three-bedroom, two bath residence feels like a peaceful retreat while remaining close to Duval Street and the historic seaport. The outdoor living space features a beautiful pool and spa area surrounded by a spacious deck, perfect for relaxing and entertaining. A small separate pool house with a half bath adds convenience and flexibility (not included in square footage). A rare opportunity to enjoy classic Key West charm with exceptional outdoor living in a prime location.

609 Margaret St, Key West
206 Truman Ave, Key West
$1,050,000
4 Beds ⋅ 1 Baths ⋅ 616019 MLS
Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past. Situated on a generously sized lot of over 4700 sq ft, this home presents a rare opportunity for your own personal touch and outdoor enjoyment. There's ample room to add a pool and transform the backyard into a tropical retreat—complete with an existing private outdoor shower perfect for rinsing off after a beach day or morning in the garden, add in a versatile accessory unit, and you have the ideal Key West backyard. Whether you're seeking a serene island getaway or a home with strong rental potential, this location can't be beat—just steps from Duval Street, dining, galleries, and Key West's best attractions. Discover the enduring charm of the island lifestyle at 206 Truman Avenue—where historic elegance meets tropical potential.

206 Truman Ave, Key West
1712 Laird St, Key West
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 617886 MLS
Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the Old Town Historic District lie just 1.5 miles away, while Mallory Square and the waterfront—famed for their sunsets, dining, and culture—are approximately 2 miles from the property, allowing effortless access without sacrificing peace and privacy . Designed by an architect with a discerning eye for light and space, the residence showcases a modern open-concept floor plan enhanced by expansive glass elements that invite the outdoors in. Cathedral ceilings soaring from 12 to 15 feet throughout every room create a sense of volume and airiness seldom found in Key West homes, delivering a bright, refined interior that feels both contemporary and timeless . Set on a 5,000-square-foot parcel, the grounds are thoughtfully landscaped with low-maintenance native flora, including seven mature palm trees, a striking gumbo limbo, and established orchids. The result is a private tropical sanctuary—lush, authentic, and effortlessly elegant—perfectly suited for island living without pretense . Large back yard offers plenty of space to add a pool!

1712 Laird St, Key West
212 Southard St, Key West
$1,050,000
2 Beds ⋅ 3 Baths ⋅ 615372 MLS
Take a look at this picture perfect townhouse located in the prestigious Truman Annex . Nice end unit located just off Southard St is in excellent condition with many renovations throughout the house. Kitchen has been nicely updated with stainless steel appliances, custom cabinetry and granite countertops. Bamboo flooring throughout the first level leads to a cozy back brick patio and the convenient entrance to Southard St. Both bedrooms upstairs have bathrooms that are ensuite. There are porches (one covered) upstairs and downstairs front and back. Hard to beat this location with Truman Waterfront down one end of the street and Duval St and all it offers just two blocks away. Call for your private showing and make this your own 'Piece of Paradise'!!

212 Southard St, Key West
97 Seaside N, Key West
$1,042,500
2 Beds ⋅ 3 Baths ⋅ 620653 MLS
One of the greatest luxuries in Key West isn't extravagance--it's finding a home where life feels a little quieter, a little easier, and a little more connected to the island around you. That's exactly what you'll find at 97 Seaside North Court. Tucked inside the often-overlooked gated Seaside Residences community, this light-filled townhome offers something increasingly difficult to find in Key West--privacy, space, and a sense of calm.Natural light pours through eight additional windows found only in some end units, while mature palms and established mahogany trees create a backdrop of green from every room. Whether enjoying a quiet morning coffee, working from home, or entertaining friends, the four opposing balconies welcome the island breezes and connect the home to its peaceful surroundings. Built with solid masonry construction, impact-rated windows and doors, 16 solar panels paired with a Generac battery storage system, and an elevator that services every floor, this home was designed with comfort, durability, and resilience in mind. The ground-level screened enclosure with a garden offers exceptional flexibility as a home gym, yoga studio, covered dining area, or entertaining space.Residents enjoy a secure, well-maintained community with resort-style amenities including a swimming pool and fitness center, all within easy reach of Smathers Beach, Key West's longest stretch of sandy beach. Built in 2005 on a larger-than-average lot, with 1,824 square feet of air-conditioned living space, three full baths, an outdoor shower, garage, and even a rooftop stargazing deck. 97 Seaside Court North is now offered at an exceptional value within Seaside Residences--an opportunity to enjoy one of Key West's most desirable gated communities without compromising on space, quality, or lifestyle.

97 Seaside N, Key West
713 Emma St Unit 1, Key West
$1,035,000
3 Beds ⋅ 2 Baths ⋅ 616227 MLS
This exquisite unit at 713 Emma St #1 in Key West, FL, offers an exceptional blend of modern luxury and prime location, making it an ideal residence for those seeking the best of island living. Situated just a short stroll from the bustling Duval Street, residents have effortless access to an array of vibrant restaurants, lively nightlife, boutique shopping, and cultural attractions, all within walking distance. Additionally, the proximity to Truman Waterfront Park provides a peaceful retreat with scenic views, picnicking spots, and waterfront activities, perfect for relaxing or enjoying outdoor adventures. Inside, the home is thoughtfully designed with high-end finishes and state-of-the-art appliances. The kitchen features top-tier stainless steel appliances, including a spacious Sub-Zero refrigerator and a Viking gas stove, perfect for culinary enthusiasts. The first floor includes a versatile bedroom with an adjacent half-bath, ideal for guests or as a private office or additional living space. Upstairs, both bedrooms boast high vaulted ceilings that create a spacious, airy feel, along with private ensuite bathrooms and their own balconies—perfect spots to enjoy your morning coffee or unwind in the evening while soaking in the tropical surroundings. The primary suite is particularly luxurious, featuring an additional loft space that can serve as a cozy home office, private lounge, or extra storage area, providing added versatility. Additional features include a large off-street parking space for convenient, secure parking. The unit is situated in an X flood zone, offering peace of mind with a lower risk of flooding and potentially more favorable insurance rates. This property combines upscale amenities, practical features, and an unbeatable location, providing a perfect island retreat or investment opportunity. This meticulously maintained unit captures the vibrant essence of Key West living.

713 Emma St Unit 1, Key West
1317 Newton St, Key West
$1,025,000
2 Beds ⋅ 3 Baths ⋅ 619283 MLS
Charming 2BD/2.5BA Key West cottage nestled in the sought-after Meadows neighborhood. Recently refreshed inside and out, this home features newer stainless steel appliances, granite countertops in the kitchen and baths, and beautifully updated tile bathrooms, along with numerous additional upgrades. The light-filled great room opens through French doors to a private outdoor oasis complete with a pool and gazebo, perfect for relaxing or entertaining. Offering flexible living, the home features a primary bedroom option on either the first or second floor. Ideally situated just minutes from both Old Town and New Town, this property combines classic Key West charm with modern improvements.

1317 Newton St, Key West
115 Front St Unit APT 102, Key West
$1,025,000
2 Beds ⋅ 2 Baths ⋅ 619263 MLS
NEW PRICE!! HARBOUR PLACE | TRUMAN ANNEX. This waterfront gated community boasts amazing ocean views from the pool and patio areas. Unit 102 has an open floor plan that seamlessly connects the dining and living areas, leading out to a private balcony. This residence features two bedrooms, including a spacious primary suite with a large walk-in closet and a full bathroom. The second bedroom is also generous in size and offers plenty of closet space. As a first-floor unit, it provides easy accessibility without the need for elevators or stairs. Additionally, this unit comes equipped with a washer and dryer, along with a covered parking space. Features include central air conditioning, impact windows and doors, and it comes furnished. Harbour Place provides secure entry and a heated pool amidst beautifully landscaped grounds, all just steps away from Duval Street, shopping, theaters, Fort Zachary Beach, and the Amphitheater.

115 Front St Unit APT 102, Key West
5603 College Rd Unit D104, Key West
$1,025,000
2 Beds ⋅ 2 Baths ⋅ 613421 MLS
Enjoy one of the best priced waterfront properties in Key West. This stunning home is move in ready for you to occupy as soon as you like! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your convenience. All this with boating possibilities at your doorstep and a nearby 18 hole golf course. The modernly constructed, open-concept 2 BR and 2 BA condominium offers volume ceilings, a large kitchen with a premium suite of appliances, and functionality rare to most Key West communities. Overlooking the picturesque marina, a private balcony serves as the centerpiece of the main living area, with additional access from the spacious master suite. In ideal condition, the home is ready for your immediate occupancy, allowing you to enjoy our famous winter weather without any delays posed by seller continued use or existing leases common during this high demand time of year. With a manicured tropical setting, Sunset Marina features a private entrance, scenic boardwalk to enjoy leisurely sunset strolls, heated pool, hot tub, and clubhouse complete with a kitchen to cook your catch. With easy unit access to the elevator and stairs, covered parking and enclosed storage are assigned to the unit, with common areas handy for kayaks, scooters, and bicycles. Sunset Marina is a full-service marina with an ultra-modern concrete floating dock system offering direct open water access. Boat slips of all sizes are readily available for an additional purchase in the mid $200's. Whether you are an avid boater or simply enjoy the waterfront lifestyle, Sunset Marina provides the perfect gateway to the pristine waters of Key West.

5603 College Rd Unit D104, Key West
951 Caroline St Unit 19, Key West
$1,010,000
620162 MLS
A rare opportunity to own a deeded 55' boat slip in prestigious Conch Harbor Marina, one of Key West's most desirable waterfront destinations. Ideally situated in the heart of Old Town, this approximately 55' x 20' slip offers the perfect blend of boating convenience and island lifestyle, with renowned restaurants, vibrant nightlife, boutique shopping, and waterfront attractions just steps away. Designed for effortless enjoyment of the Lower Keys and beyond, the slip provides access to dockside water and electric service, while marina amenities include fuel docks, pump-out facilities, a ship's store, shower facilities, and laundry facilities. Bait, tackle, fishing gear, and boating supplies are readily available nearby, making preparation for a day on the water exceptionally convenient. Adding to its appeal, ownership includes the bay bottom beneath the slip, an increasingly rare and valuable feature. Whether serving as a home port for cruising, fishing, or enjoying the unique waterfront lifestyle of Key West, this offering represents a scarce opportunity to acquire a premier marina asset in an unmatched Old Town location. This is the One for you.

951 Caroline St Unit 19, Key West
1614 Dennis St, Key West
$1,007,000
7 Beds ⋅ 4 Baths ⋅ 620718 MLS
Investment Opportunity - Income-Producing Triplex! Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shopping, dining, parks, and just minutes from downtown Key West. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding potential. A rare feature of this property is the ample off-street parking, with room for up to 7 vehicles--a highly desirable amenity for both tenants and owners. The flexible layout provides multiple rental opportunities and consistent income potential in a strong rental market. Unit A = 2/1 Unit B = 2/1 Unit C (upstairs) = 3/2 With its desirable location, generous parking, and proven income-producing capabilities, 1614 Dennis Street is an exceptional opportunity for investors or owner-occupants alike. Schedule your private showing today!

1614 Dennis St, Key West
1075 Duval St Unit R28, Key West
$1,000,000
2 Beds ⋅ 3 Baths ⋅ 621269 MLS

1075 Duval St Unit R28, Key West
914 Windsor Ln, Key West
$1,000,000
1 Beds ⋅ 1 Baths ⋅ 620091 MLS
Located in the heart of Old Town Key West, 914 Windsor Lane is the quintessential Key West conch cottage that captures the island's timeless charm. Behind the classic white picket fence and vibrant turquoise front door awaits a thoughtfully updated 1-bedroom, 1-bath retreat blending historic character with modern comforts. Inside, vaulted cathedral ceilings, Dade County pine accents, quartz countertops, stainless steel appliances, and abundant natural light create an inviting island atmosphere. French doors open to a generous rear covered porch, perfect for outdoor dining and entertaining. The private tropical yard offers room for a pool and plenty of space to relax and enjoy the laid back Key West lifestyle. Additional highlights include a whole house generator, central A/C, metal roof, tankless water heater, private deeded parking area, and an unbeatable Old Town location just moments from dining, galleries, nightlife, and the best of island living.

914 Windsor Ln, Key West
1626 Von Phister St, Key West
$1,000,000
4 Beds ⋅ 2 Baths ⋅ 619677 MLS
MOTIVATED SELLER | There is a reason so many locals dream about living on Von Phister Street. The mature trees create shade across the wide streets, the neighborhood feels calm and residential, and everything from the beach to Old Town is still just a quick bike ride away. 1626 Von Phister Street offers the rare opportunity to enjoy one of Key West's most desirable locations while still being one of the more attainable homes within the neighborhood. Set on a 4,755 square foot lot, the home offers 4 bedrooms, 2 bathrooms, and a layout centered around easy island living. The spacious family room connects naturally to the open kitchen, creating a comfortable gathering place that feels welcoming whether you are entertaining guests or simply spending a quiet evening at home. Toward the rear of the home, the bedrooms are separated from the main living spaces to create added privacy. One bedroom includes an en suite bathroom, while another has its own private exterior entrance, making it ideal for visiting friends and family or a flexible in law style setup. Outside, the property offers a level of functionality that is becoming increasingly rare in Key West. The gated off street parking area is large enough for multiple vehicles, boats, trailers, or an RV. There is also plenty of room for a future pool, giving the next owner the ability to create a true backyard retreat. An outdoor shower and air conditioned storage shed complete the outdoor space. Comfortable, flexible, and ideally located, 1626 Von Phister Street captures the relaxed lifestyle that has made Midtown West and Von Phister Street some of the island's most sought after places to live.

1626 Von Phister St, Key West
1800 Atlantic Blvd Unit 337C, Key West
$1,000,000
2 Beds ⋅ 2 Baths ⋅ 617324 MLS
Unit 337C at 1800 Atlantic is a beautifully furnished, turn key, two bedroom, two bath unit in immaculate move in condition. The location in the building offers glorious views of the Atlantic ocean from the living room and the expansive balcony. The spacious primary bedroom has a beautiful en suite bath and lots of closet space. Both the main bedroom and the guest bedroom have sliding glass doors that open to the sunny balcony where one can relax or dine al fresco. The renovated kitchen is top of the line with quartz countertops and high end wood cabinetry. An island adds to the counter and storage space. There is a full size washer and dryer, central air and hurricane rated doors and windows. 1800 Atlantic offers a spectacular location directly on the ocean with its own sandy beach and an extra large oceanfront pool and spa. The courtyard features one of the island's largest tropical gardens, designed by Raymond Jungles, it has meandering walkways with covered patios and lounging areas. There is a club house, a library, three lighted tennis courts, and gated covered garages with extra storage. 1800 offers on site management and security. Recent upgrades to the property include a beach renourishment project, balcony upgrades, all new hurricane rated doors and windows and lobby enhancements. Unit C337 at 1800 Atlantic will meet the expectations of the most discerning buyer.

1800 Atlantic Blvd Unit 337C, Key West
1800 Atlantic Blvd Unit C219, Key West
$1,000,000
2 Beds ⋅ 2 Baths ⋅ 614138 MLS
Great corner condo to enjoy Key West living. This 2 bedroom, 2 bathroom it's a turn-key unit sold fully furnished and ready to be moved in. It was professionally designed and constructed to make it a perfect island home featuring a marvelous kitchen with high end appliances including a Sub Zero refrigerator, microwave drawer and other luxury level appliances. Conveniently located near Smathers Beach and Higgs Beach.

1800 Atlantic Blvd Unit C219, Key West
201-2 Southard St, Key West
$1,000,000
2 Beds ⋅ 2 Baths ⋅ 617432 MLS
Don't miss this President's Walk end-unit townhome, perfectly situated on the corner of Southard and Emma Streets in the prestigious Truman Annex. Set well back from the street, the home offers front-row views from the covered porch of all the lively activity this celebrated neighborhood provides—especially during Fantasy Fest. The updated kitchen features granite countertops and a double oven, opening to a bright and sunny dining area and a spacious living room. Double French doors lead to a covered rear IPE patio surrounded by a charming garden. A convenient powder room is located just off the living room. All windows are impact-rated, and French Doors have shutters. Upstairs, the large primary bedroom boasts a covered balcony with a serene treetop sitting area. The bath includes granite-topped double sinks and a generous tiled walk-in shower. The new front-loading washer and dryer are conveniently located upstairs as well. The light-filled front guest room features its own walk-in closet. A rare bonus is this property includes a dedicated carport directly behind the unit.

201-2 Southard St, Key West
921 Center St Unit 12, Key West
$1,000,000
1 Beds ⋅ 1 Baths ⋅ 618722 MLS
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.

921 Center St Unit 12, Key West
2525 Patterson Ave, Key West
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 614719 MLS
This is the home that truly checks all the boxes. Upstairs, you'll find three comfortable bedrooms and two full bathrooms, while the spacious, usable lower level offers the perfect setup for an exercise area. A two-car garage plus extra off-street parking provide rare convenience in Key West, and the tall privacy wall creates a serene, secluded setting. Outside, enjoy a large pool ideal for relaxing or entertaining, along with a pool house bar featuring a full second kitchen--perfect for hosting gatherings or weekend cookouts. The home itself is solid all-concrete construction, built to stand strong through time and weather. Located in a fantastic neighborhood with a dog park just down the street, this property offers comfort, durability, and the lifestyle buyers in this price range expect. Don't wait and wish you had--make the move now. Call for a showing. More photos coming soon.

2525 Patterson Ave, Key West
1510 18th St, Key West
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 618144 MLS
Savvy buyers take note. Whether you're an investor chasing strong rental returns, a flipper eyeing serious upside, or a buyer ready to craft your dream island home -- this is the opportunity you've been waiting for, in one of Key West's most sought-after neighborhoods. Walk out your door to scenic morning strolls past multi-million-dollar waterfront estates and breathtaking ocean sunrises along South Roosevelt Boulevard. World-class lifestyle. Attainable price. The lot alone sets this property apart. Out front, an expansive yard offers effortless room for multiple vehicles, a boat, or an RV -- island living the way it was meant to be, with zero compromises on space. Out back, a generously sized fenced yard framed by mature tropical palms gives you the canvas to create something truly special. A sparkling swimming pool anchors the outdoor space, already setting the stage for the ultimate Key West retreat. Step inside to an open floor plan finished with ceramic tile throughout, flowing naturally into a showstopping second living area with soaring open-beam wood ceilings and wall-to-wall French doors. Indoor and outdoor living blur into one -- and yes, you can catch the evening sunset right from your sofa. An 8×8 storage shed keeps all the gear, tools, and island toys neatly out of the way, leaving every inch of that backyard free for living. Space. Pool. Flexibility. Lifestyle. Upside.

1510 18th St, Key West