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951 Caroline St Unit 20, Key West
$725,000
620580 MLS
Located in the heart of downtown Key West's Historic Seaport, Conch Harbor Marina is one of the premier marina destinations in the Key West Bight. Slip 20 accommodates vessels up to 50' LOA and includes deeded bay bottom ownership. Enjoy the flexibility to live aboard, keep the slip for your own boating, fishing, and island lifestyle, or take advantage of the marina's rental program when you are not using it. Conch Harbor Marina offers a variety of amenities and an unbeatable Old Town location, just a short walk to Duval Street, restaurants, shops, and entertainment. With easy ingress and egress to the Gulf of Mexico, Atlantic Ocean, and beyond, this is a rare opportunity to own a deeded boat slip in one of Key West's most desirable marinas.

951 Caroline St Unit 20, Key West

1012 Packer St Unit 7A, Key West
$725,000
2 Beds ⋅ 2 Baths ⋅ 618422 MLS
PRICE REDUCTION!! This secluded condo is close to all the fun Key West has to offer, including famous Duval St! Bike to local markets, theaters, restaurants, music venues, and the beach!! The home is tucked away among a lush garden of mature trees in desirable Truman Gardens. Take in the beauty by sitting on either one of two porches. Inside, a split layout offers privacy with each of the two bedrooms with their own bathrooms. Vaulted ceilings throughout give this home a bright and roomy feel. The home has been very well kept and lightly used as a secondary residence for the current owners. This home's bonus offer for downtown...a designated off street parking space, although you may not need a car since you can bike or walk to everywhere!

1012 Packer St Unit 7A, Key West

3355 Flagler Ave, Key West
$720,000
3 Beds ⋅ 3 Baths ⋅ 615179 MLS
This modern 3-bedroom, 3-bath townhouse offers the perfect blend of comfort, style, and convenience in the heart of Key West. No HOA! And move-in ready, this home is ideal for families, seasonal residents, or investors. Step through the formal entryway into a spacious, open-concept layout. The recently updated kitchen is equipped with stainless steel appliances and two refrigerators—perfect for entertaining or everyday living. The first-floor bedroom includes a private bath and a separate entrance, offering a flexible space ideal for guests or a private office. Upstairs, the master suite opens to a balcony that overlooks the deck—an inviting space for morning coffee or evening relaxation. Additional highlights include a dedicated laundry room with washer and dryer, convenient off-street parking, and sliding glass doors that lead to a spacious backyard perfect for entertaining. Located just minutes from shopping, dining, and local attractions, this home truly offers the best of all worlds.

3355 Flagler Ave, Key West

3321 Harriet Ave, Key West
$715,000
3 Beds ⋅ 2 Baths ⋅ 619010 MLS
Welcome to 3321 Harriet Ave! NO HOA or DUES and a PRIVATE POOL! An Adorable 3-bedroom, 2-bath home offering the perfect blend of comfort, charm, and Key West lifestyle--all for under 1 million at just 715K!! This thoughtfully designed 1,280 sq ft home features a comfortable living and dining layout with one bedroom conveniently located on the lower level, ideal for guests or multi-generational living. A dedicated home office provides flexibility for remote work or study. Step outside and enjoy a covered porch perfect for sipping your morning coffee while taking in the tropical breeze. The spacious outdoor entertaining area includes seating for grilling and dining al fresco with friends--while the kids enjoy the large concrete in-ground pool with a beautiful waterfall feature. It's the ultimate setting for relaxation and fun in the sun! Located close to beaches, shopping, downtown Key West, schools, and sports fields, this property offers unmatched convenience in a family-friendly neighborhood. With no HOA or condo fees, affordable insurance, and parking, this home is ideal for first-time buyers or families looking for quality living in Key West.✨ Don't wait--homes like this don't come around often. Schedule your showing today before it's gone!

3321 Harriet Ave, Key West

90 Golf Club Dr, Key West
$710,000
2 Beds ⋅ 3 Baths ⋅ 614089 MLS
Seller Motivated. This charming Poolside Key West Golf Club home is ready for you to make your very own vacation retreat. Move in ready 2 bed, 3 bath Golf Club cottage has so much character. Come home to a cozy living space that opens to your large screened porch and paved back yard that walks you out to the pool perfect for entertaining. Enjoy morning coffee from your balcony off the master bedroom. Each bedroom is en-suite w/private bathroom, and vaulted ceilings. home has been Well maintained with Many updates and is ready for you to make your very own Key West getaway. Some of the great features are its gated private entrance, two Community pools, fitness center, fully fenced and tropically landscaped yard. Only minutes from Key West...

90 Golf Club Dr, Key West

906 Truman Ave Unit APT 1, Key West
$700,000
2 Beds ⋅ 1 Baths ⋅ 621035 MLS
This performing vacation rental sold as shown is an excellent property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further. Upon entering the home, you are immediately struck by the inviting interior filled with natural light and coastal charm. The open layout seamlessly blends the living spaces, creating a perfect setting for both relaxation and entertaining. The home at 906 Truman Ave 1 also boasts a tranquil outdoor oasis, where you can unwind and enjoy the tropical breeze. Whether lounging on the deck or relaxing in the pool, this space offers a peaceful retreat from the hustle and bustle of everyday life. Overall, the home at 906 Truman Ave in Key West is a true gem that combines comfort, style, and the laid-back elegance of island living. It is a place where memories are made and dreams are realized. Professional Vacation Rental Management is available for this property.

906 Truman Ave Unit APT 1, Key West

308 Margaret St Unit 2, Key West
$695,000
1 Beds ⋅ 1 Baths ⋅ 617138 MLS
This darling free standing cottage is part of a six unit condominium association. It feels more like a single family home as it is not attached to another property. Inside, the excellent floor plan provides lots of space to comfortably enjoy life in Key West. There is a light filled living / dining room, a well equipped kitchen, a full bath and a primary bedroom with tons of storage and a washer/dryer. The bright interior is fully furnished and creates a relaxed island atmosphere. A back door leads to a small patio where one can dine alfresco or just enjoy the breeze. The pool gets lots of sun and provides a nice place to spend the day. Just outside the compound all of Key West's sought after venues are within an easy walk. The harbour promenade is only a block away and one can easily stroll to Duval, shops, restaurants and entertainment. This charming cottage is in a perfect location for easy access to everything Key West has to offer. Being conveyed fully furnished and equipped, all one has to do is bring their suitcase and start enjoying life at 308 Margaret Street #2.

308 Margaret St Unit 2, Key West

18 Golf Club Dr, Key West
$690,000
2 Beds ⋅ 3 Baths ⋅ 618912 MLS
Introducing this stunning new listing with the best lake view on the golf course, this meticulously maintained and updated 2-bedroom, 2 ½-bathroom, 900 sqft townhome in Key West Golf Course community offers serene vistas of the 6th hole. Ideally positioned near the community entrance for easy access, this home features a host of impressive updates including a custom kitchen renovation, wood floors, outdoor tile and wood decking, an additional half bath, and a screened porch. Large glass doors and windows are impact glass in the back of town-house. Upstairs, two primary bedrooms each boast full bathrooms, with the front bedroom featuring a walkout covered deck. Monthly HOA fees are a low $510, covering cable TV and internet to the home, maintenance of common areas and amenities, and community management. Steps away are one of two heated swimming pools, a fitness center, and 24-hour gated security for ultimate convenience and relaxation. Located just a short drive from Key West and its vibrant attractions, this home offers everything you desire and more! For detailed community association information, please visit KwgcHoa.com.

18 Golf Club Dr, Key West

3729 Paula Ave, Key West
$680,000
3 Beds ⋅ 2 Baths ⋅ 617224 MLS
Unlock the potential of this prime property located in the highly sought-after New Town Key West. Situated on a spacious 5,500 sq ft lot, this single-level home offers over 1,300 sq ft of air-conditioned living space, including three bedrooms and a versatile sunroom that can serve as a fourth bedroom. With ample room for an in-ground pool, a full bath, and a half guest bath, this property is perfect for maximizing rental income or creating a luxurious retreat. Built in 1963, the home features durable concrete construction and timeless mid-century modern design, ensuring long-term value and appeal. The large covered parking area accommodates multiple vehicles, making it ideal for tenants or guests, and can double as an entertainment space. This property is zoned for both monthly and long-term rentals, offering investors a lucrative opportunity in one of Florida's most desirable destinations. Whether you're looking to add a turnkey rental to your portfolio or undertake a full renovation to increase value, this property provides unmatched flexibility. As a short sale, this is a rare chance to acquire a valuable asset at a competitive price. Listed at $695,000, all offers are subject to lender approval. Don't miss out on this incredible investment opportunity in Key West—submit your offer today!

3729 Paula Ave, Key West

63 Seaside North Ct, Key West
$679,000
2 Beds ⋅ 3 Baths ⋅ 618063 MLS
Seaside living, this is one of the few concrete-built Townhomes in a gated Key West community, positioned just steps from the Atlantic and the Oceanfront promenade on South Roosevelt Boulevard. Start your day with sunrise walks and salty breezes, then come home to a residence designed for easy Island Life and lasting peace of mind. It's ideal year-round: live full-time, escape seasonally, or simply lock-and-leave with confidence anytime you choose. Offered as a two-bedroom, two-and-a-half-bath home, the layout is smart and functional, featuring a convenient main-level powder room for guests, along with impact-rated windows and doors, a metal roof, and elevated construction, features a buyer should look for when they want strength, security, and low-maintenance ownership. Private garage parking plus enclosed storage is the Key West advantage you'll feel immediately: space for bikes, paddleboards, beach gear, tools, luggage, and everything that makes life fun and spontaneous. The main living level is bright and open, filled with natural light and comfortable flow for everyday living and entertaining. Upstairs, both bedrooms offer en-suite baths and walk-in closets, creating privacy and flexibility for guests, family, or a lock-and-leave second home. Step onto the lanai overlooking the pool, an inviting spot for morning coffee, a good book or an evening wind-down. Outside, the private courtyard expands the lifestyle: grill, garden, enjoy puppy breaks, or simply relax in your own tucked-away tropical space. Seaside is prized for privacy and resort-style amenities, including two swimming pools, a fitness center, and a secure, well-maintained setting. From this location you're minutes to Smathers Beach, walking and biking paths, the airport, and New Town convenience, while still feeling comfortably removed from the crowds. Homes in Seaside are tightly held and rarely offered—especially at this price point. Don't miss this rare opportunity for effortless Key West Living!

63 Seaside North Ct, Key West

106 Southard St Unit 9, Key West
$675,000
1 Beds ⋅ 1 Baths ⋅ 616993 MLS
The iconic condo called Brucie's Ocean Peek is now available for sale. Currently an active vacation rental it is the perfect spot for a Key West pied a terre,, it can be used for monthly or greater rental. Perfectly situated overlooking the tropically landscaped Shipyard Park, it is close to the heated salt water pool. A separate entrance leads you upstairs to a wonderfully furnished living and dining area. A large covered rear deck provides a serene and beautiful setting. Impact windows and doors provide safety and security and new A/C provides comfort. The kitchen, bedroom and bathroom are nicely appointed and the condo is fully furnished and sold turn key. It's ready for you and/or your guests now!! Located in the prestigious Truman Annex, it's just down the street from Duval St in one direction and the Truman Waterfront Park and Ft Zachary Taylor State Beach in the other direction. Make this your Piece of Paradise!

106 Southard St Unit 9, Key West

3 Spoonbill Way, Key West
$675,000
2 Beds ⋅ 2 Baths ⋅ 616316 MLS
Nestled within the lush, gated Key West Golf Club community, this beautifully updated townhome offers the perfect blend of comfort, style, and island living. Featuring 2 bedrooms and 1.5 baths, the home has been thoughtfully refreshed with brand-new appliances throughout, ensuring a turnkey experience for its next owner. A new roof installed in March 2025 and impact windows throughout add peace of mind and long-term value. This one has it all done, ready for you simply walk in and enjoy it! Step inside to find an inviting open-concept layout with natural light pouring through every window. The kitchen features a breakfast counter and flows seamlessly into the living and dining areas—ideal for entertaining or relaxing after a day on the greens or a night on the town. Upstairs, the primary bedroom opens onto the home's most beloved feature: a screened balcony bathed in magical light, perfect for morning coffee, evening wine, or quiet reflection. It's a space that feels like a private retreat, elevated by soft breezes and tropical surroundings. Enjoy access to the community's resort-style amenities, including a large resort style swimming pool, a smaller lap pool, a fitness center, a tranquil butterfly garden and 24-hour security—all just minutes from Old Town, beaches, iconic sunsets and the vibrant energy of Key West. Whether you're seeking a full-time residence, a vacation escape, or a smart investment, this townhome delivers timeless appeal in one of the island's most desirable neighborhoods. It doesn't need a thing but you! Make it yours today.

3 Spoonbill Way, Key West

1704 Duncan St, Key West
$660,000
3 Beds ⋅ 1 Baths ⋅ 619734 MLS
Introducing 1704 Duncan Street, a charming 3-bedroom, 1-bathroom home located in the highly desirable Newtown neighborhood of Key West. Ideally situated in one of the island's most convenient residential areas, this property offers easy access to shopping, dining, schools, and all that Key West has to offer--while still providing a comfortable sense of privacy. Inside, the home features a functional layout with three well-proportioned bedrooms and a bright, inviting living space. The kitchen and living areas flow seamlessly, creating a practical setup for everyday living or future customization. Step outside to a generously sized backyard, offering plenty of room for entertaining, gardening, pets, or even the potential to add a pool--making it a great opportunity to create your own private outdoor oasis. The property also includes a separate storage and laundry room, adding valuable convenience and additional space that's often hard to find. Whether you're looking for a primary residence, investment property, or a piece of Key West to make your own, this home presents a solid opportunity in a sought-after location with room to add value. The property is currently tenant-occupied, so please allow 24 hours' notice for showings.

1704 Duncan St, Key West

1901 S Roosevelt Blvd Unit 201W, Key West
$655,000
2 Beds ⋅ 2 Baths ⋅ 615616 MLS
Enjoy the Key West lifestyle in this 2 bed, 2 bath end unit at La Brisa—just steps from Smathers Beach! Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. The spacious open-concept layout features a bright kitchen, dining, and living area, plus two generously sized bedrooms, each with its own bath and ample closet space. La Brisa is a gated community with Numerous desirable amenities: saltwater pool, spa, sauna, BBQ area, tennis & pickleball courts, EV charging stations, clubhouse, and more. This unit includes assigned covered parking and a private storage unit. Whether you're looking for a primary home, vacation escape, or investment opportunity, this is your chance to customize and make it your own. Lowest-priced unit in the community—don't miss out! Schedule your private tour today.

1901 S Roosevelt Blvd Unit 201W, Key West

1825 Venetia St, Key West
$650,000
2 Beds ⋅ 1 Baths ⋅ 620061 MLS
If you've been searching for a move-in ready slice of Key West in the heart of Midtown, 1825 Venetia Street delivers. This renovated 2-bedroom, 1-bath concrete block home sits on a fully fenced lot with a private tropical backyard designed for island living -- complete with a covered deck, lanai, outdoor shower, fruit trees, and multiple sitting areas that make the outdoors feel like an extension of the home. Inside, the open floor plan is bright and airy, with hardwood floors throughout, stainless steel appliances, a tankless hot water heater, and LED lighting. Both bedrooms open directly onto the covered deck, so morning coffee and evening sunsets happen on your terms. The home is built on CBS construction with a metal roof and panel shutters, and comes with an elevation certificate at 6.3 feet -- giving buyers important documentation for flood insurance considerations upfront. Located in Midtown East, you're a short ride from Smathers Beach, White Street, and the full energy of Key West -- with the quiet of a residential neighborhood waiting at home. At $749,000, this is an opportunity to own a fully renovated, move-in ready Key West home with genuine outdoor living space.

1825 Venetia St, Key West

844 Olivia St, Key West
$650,000
3 Beds ⋅ 3 Baths ⋅ 618311 MLS
Charming Old Town Key West home blending historic island style with comfortable modern living. This well-maintained three-bedroom, two-bath residence features beautiful hardwood floors, abundant natural light, and inviting living spaces that create a relaxed Key West atmosphere. The functional layout works well for full-time living, a second home, or an income-producing investment property, with comfortable bedrooms and well-appointed baths. Located in the heart of Old Town, you're just minutes from world-famous dining, shopping, galleries, and the waterfront, with bike-friendly streets and classic Key West architecture all around. Ready for immediate occupancy, this property offers an excellent opportunity to enjoy the island lifestyle or begin generating rental income right away in one of Key West's most desirable neighborhoods.

844 Olivia St, Key West

45 Spoonbill Way, Key West
$650,000
2 Beds ⋅ 2 Baths ⋅ 616738 MLS
PRICE ENHANCEMENT! Tucked w/in the gated Key West Golf Club community, this beautifully maintained home offers comfort, privacy, and classic Key West charm. From the moment you step onto the property, it feels like ''home.'' Beautifully landscaped front yard, river rocks, gray brick, solar lighting & vibrant tropical foliage. Impeccably maintained. Inviting, freshly stained front porch, cozy palm tree screened door, sparkling white trim work, fresh exterior painting! Laid-back island lifestyle, just waiting for you. The open-concept living/dining area flows seamlessly to a spacious screened rear porch--perfect for morning coffee, outdoor dining, or simply enjoy the diagonal view w/serene evening lighting @ the gorgeous lagoon-shaped pool (down a short foot path), tropical waterfalls in the distance, and mature, lush tropical landscaping. Attractive gray brick surrounding the property. Your added 2' in width for the home when compared to the smaller homes makes a huge difference accommodating a larger dining table. Living space expands, too. A well-designed kitchen, all matching, new updated GE stainless appliances, generous counter space makes cooking and entertaining a breeze. Upgraded LG front load brushed dark gray washing machine/dryer is concealed behind louvered doors. There is a peaceful feeling w/the interior of the home painted in a welcoming, light seafoam blue, reminding you of our crystal-clear turquoise waters surrounding our island. Beautiful hardwood steps/hallway are a lovely touch. Upstairs, you'll find two spacious bedrooms, each with its own en-suite bath. The primary suite opens onto a private screened veranda overlooking the neighborhood's tropical scenery, creating a true retreat. The guest bdrm. has a large closet affording additional storage. French doors lead to a cozy balcony on the front façade, offering a picturesque view of the peaceful Spoonbill Way. Quiet 1-way lane, privacy, yet easy access to Old Town, the beaches, shopping/dining

45 Spoonbill Way, Key West

2429 Linda Ave, Key West
$642,500
3 Beds ⋅ 2 Baths ⋅ 615815 MLS
Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room (11 X 8) along with covered (15 X 13) area just off den at rear of home. Most of interior has original terrazzo floors along with tile floors in kitchen & bathrooms. Has central air & water heater, but no other appliances. Therefore, it might not be approved for some types of financing. Evidence of prior roof leak that could still be active. Has all concrete (even roof) detached structure (43 X 10) in the back yard that used to be art studio that is in poor condition & probably needs to be demo'd. Possible cistern in back yard. No open or expired building permits & no active code violations. Being sold As Is with No repair & No clean up by selling Trust. Close to schools, professional offices, shopping, airport & beaches. Just a short ride to Duval St and the all the Old Town KW attractions. Property is not turn-key. However, will make fine home after some renovations.

2429 Linda Ave, Key West

2601 S Roosevelt Blvd Unit 504A, Key West
$640,000
1 Beds ⋅ 1 Baths ⋅ 619231 MLS
Beautiful Ocean Views of Smathers Beach and the Atlantic. This serene 1 bedroom, 1 bathroom condo includes a rare 8' x 3.5' storage closet on the same floor. This Key West by the Sea residence featuring a renovated kitchen and bathroom. Updated lighting, fans, Mitsubishi mini-split AC and heating system, upgraded electrical panel, on demand water heater, hurricane-impact & soundproof doors and windows are in new condition. The balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West by the Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush vegetation with fruit trees. The HOA fees with include building insurance, cable TV & Wi-Fi, building & grounds maintenance.

2601 S Roosevelt Blvd Unit 504A, Key West

2 Merganser Ln, Key West
$635,000
2 Beds ⋅ 2 Baths ⋅ 614369 MLS
Spread your wings on Merganser Lane - nestled in the lush serenity of the Key West Golf Club, this townhouse is your ticket to island living with a graceful touch. This impeccably upgraded home boasts one of the most desirable locations in the community conveniently situated near the guard gate and just steps from one of the two inviting pools. The lush, private yard is a haven for pet owners and offers room to add a private pool, creating the perfect outdoor retreat. Thoughtfully designed landscaping features vibrant tropical plants, elegant brick pavers, and professional lighting, enhancing the home's serene ambiance. Inside, the home exudes a warm and inviting ambiance, with a well-maintained interior that perfectly complements its tropical surroundings. The sought-after half bath on the main level adds convenience, while the expanded full bath upstairs enhances functionality. The newly upgraded kitchen is a chef's dream, featuring stainless steel appliances, a Bosch dishwasher, brand-new cabinetry, and stunning Cambria quartz countertops. A rare full wraparound porch and a screened patio provide additional space to relax and embrace the island lifestyle. Additional upgrades include a brand-new HVAC system and energy-efficient Low E/High Impact glass windows and doors for peace of mind. A comprehensive list of upgrades is available in the Seller's Disclosure Statement. Don't miss this opportunity, schedule your showing today!

2 Merganser Ln, Key West

3635 Seaside Dr Unit APT 114, Key West
$632,500
2 Beds ⋅ 2 Baths ⋅ 619955 MLS
Experience stunning Key West sunsets from your private balcony, overlooking a peaceful, lush landscape filled with tropical greenery. Unlike many units, your view is completely private and serene, with nothing but nature in sight. Enjoy a lush, tropical view that occasionally transforms into a serene, reflective water landscape after rainfall. This beautifully renovated residence has been thoughtfully updated throughout. The kitchen features quartz countertops, brand-new appliances, and a clean, modern finish. Both bathrooms have been upgraded with new vanities, complemented by fresh paint and designer wallpaper that adds warmth and character. The split floor plan offers ideal privacy, with a spacious primary suite large enough for a king bed, a walk-in closet with custom built-ins, and abundant natural light. The guest suite includes its own bathroom along with a convenient in-unit washer and dryer. Additional upgrades continue outside with a covered carport that includes electric service--perfect for charging your golf cart, a rare and valuable feature in Key West. Located in the desirable Salt Ponds community, enjoy resort-style amenities including a newly updated pool and spa, tennis courts, walking paths, and beautifully maintained grounds. Just minutes from Smathers Beach, biking trails, kayaking, and the airport, this is island living at its best. Secure your fully upgraded, move-in-ready piece of paradise today. Owner is a licensed real estate agent.

3635 Seaside Dr Unit APT 114, Key West

48 Kingfisher Ln, Key West
$620,000
2 Beds ⋅ 2 Baths ⋅ 617574 MLS
Welcome to 48 Kingfisher Lane — an updated, light-filled end unit in the Key West Golf Club that truly stands out. Tucked away on a quiet cul-de-sac, this home offers rare privacy, an oversized wrap-around porch, and private views of the #5 green and lake. Step inside to a beautiful 2-bedroom, 1.5-bath townhome refreshed with recent interior paint, hardwood-style laminate flooring throughout, French doors, and a clean, modern feel. Recent improvements include a Bosch dishwasher, HVAC air handler, Nest thermostat, refrigerator, and full hurricane shutters. This well-manicured, fenced-in corner lot provides a hidden feel within the community. Bright, cheerful, updated, and move-in ready, 48 Kingfisher Lane delivers the best of Key West Golf Club living. Exclusive access to resort-style amenities, including 2 heated swimming pools, 18-hole championship golf course, fitness center, butterfly garden, 24-hour gated security and onsite HOA office.

48 Kingfisher Ln, Key West