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$2,100,000
4 Beds ⋅ 3 Baths ⋅ 619752 MLS
80 Feet on One Of The Deepest Canals in the 33040 Zip Code. A13 and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 80 feet of canal frontage across two 4,800-square-foot parcels. A13 is an 1,820-square-foot CBS home that features four-bedrooms, three bathrooms home with a private dock on one of the deepest canals in the 33040 zip code. The layout offers flexibility for a primary residence, vacation retreat, or investment property. A14, the adjacent lot (currently land only and notably ROGO exempt) is a blank canvas. Most naturally positioned as an expansion of A13: a pool or a guest cottage, an enhanced outdoor living space, the world is your oyster. For those thinking bigger: this property is also available as part of a package offering 120 feet of canal frontage with a 6-foot draft. See listing for details. For those thinking even bigger; this property is also available as part of a package offering 120 feet of canal frontage. See listing #619753 for details.

13a-14a 12th Ave, Stock Island
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 619751 MLS
Set on 4,800 square feet with 40 feet of direct canal frontage, this three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. Ocean views from the kitchen and true indoor/ outdoor living. The master suite includes a lockout creating an ideal space for hosting guests, generating supplemental rental income, or simply having dedicated space that you can hide from your kids ;) Step outside to the wood deck and dock, and you're minutes from open water. Rounding out the amenities are a private courtyard, outdoor bathroom, and storage. For those thinking even bigger; this property is also available as part of a package offering 120 feet of canal frontage. See listing #619753 for details.

12a 12th Ave, Stock Island
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 619746 MLS
This Beautiful Half duplex has a New Addition added to a well-maintained townhouse-style half duplex. In addition to the 3 bedrooms, there is a family room/ den upstairs and a New bedroom and full bath are downstairs, as well as a main floor half bath. There is a lot of living space in this home and it opens up to a wonderful family friendly back deck situated in a lovely canal side yard. The Sellers are MOTIVATED.

190 10th St Unit 190, Key Colony
$5,250,000
3 Beds ⋅ 3 Baths ⋅ 619743 MLS
A rare find with beautiful Atlantic ocean view, luxury oceanfront estate where architecture, nature, and experience converge into something truly extraordinary. Bali style modern villa with large outdoor entertainment area, perfectly manicured garden in the best neighborhood of Key Largo. Surrounding houses are in $7-8 million range. Buy the best priced property in the high end neighborhood. Set on an expansive 21,300 sq ft parcel with 86 feet of direct Atlantic frontage, this private sanctuary captures uninterrupted, cinematic views of endless turquoise waters - sunrises here are not just seen, they are felt. The residence embodies refined coastal modern living, where clean architectural lines meet the organic beauty of its surroundings. Every space is curated to frame the ocean, creating a seamless indoor-outdoor flow that elevates everyday living into a resort-level experience. At the heart of the property lies a spectacular 75-foot infinity-edge heated or chilled pool, visually merging with the Atlantic beyond - an illusion of swimming into the horizon itself. Complementing this is a private beach enclave and boat ramp, offering direct access to the ocean and the rare privilege of stepping into your own stretch of the Atlantic. This is more than a home - it is a personal retreat, an entertainer's dream, and a strategic oceanfront asset in one of Key Largo's most sought-after locations. Whether envisioned as a primary residence, luxury retreat, or investment opportunity, this property offers a lifestyle defined by privacy, prestige, and possibility.

60 Ocean Front Dr, Key Largo
$2,445,000
2 Beds ⋅ 3 Baths ⋅ 619742 MLS
Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely renovated. Inside, the first level condo rises to an unforgettable 16 feet, creating a sense of openness and serenity that feels both dramatic and inviting. Sunlight pours through impact-rated windows and doors, illuminating the vintage wood flooring and expansive walls that are ideal for showcasing meaningful art and personal collections. The thoughtfully designed layout includes two bedrooms, two full bathrooms, a half bath and a versatile loft space- accessed by a traditional staircase--offering remarkable flexibility for work, guests, creative pursuits, or quiet retreat. A private outdoor deck extends your living space and provides a peaceful spot for morning coffee or evening unwinding. The William Fleming House elevates daily living with its heated outdoor pool, lush tropical landscaping, and assigned off-street parking. Located in the desirable X-flood zone and directly across from Williams Hall, this residence places you in the heart of Old Town's cultural and architectural richness. With its unmatched scale, history, and character, this home invites you to bring your vision and transform it into a truly exceptional Key West sanctuary--one that reflects your style, your story, and your sense of place.

800 Fleming St Unit Unit C1, Key West
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 619741 MLS
Tavernier Dream Home, Direct Ocean Access and views!! Live where every day feels like a vacation. Welcome to your slice of paradise in Tavernier -- a stunning waterfront home designed for boat lovers, ocean dreamers, and fishing enthusiasts. Property Highlights: - 2 story, 4 Bedrooms, 3 Bathrooms. - Direct Ocean Access. - 2 Private Balconies with breathtaking water views. - 25,000 pound Boat Lift - ready for your next adventure. - Dedicated Fishing Room, perfect for all your gear. - Spacious layout ideal for entertaining or relaxing. -Rental income-split level design rent one floor while you enjoy the other. Imagine waking up to ocean breezes, stepping onto your balcony with coffee in hand, and heading out on your boat within minutes. This is the Florida Keys lifestyle at its finest.

225 Normandy Dr Unit N/A, Tavernier
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 619740 MLS
Welcome to the ultimate angler's retreat in Tropical Bay Estates. This elevated concrete waterfront home offers quick access to both the Atlantic and Gulf, putting you in the heart of world-class fishing and diving. Located just a few miles from Bahia Honda State Park, you're ideally positioned for elite tarpon fishing, backcountry action, reef trips, and offshore runs. The dock is built for serious fishermen, featuring a 50' concrete seawall, 15,000 lb boat lift, fish cleaning station, underwater fish lights, and a shaded dockside area with crank out awning, everything you need for seamless days on the water. Built in 1993 with solid concrete construction, the home is designed for durability and comfort, with impact windows and doors, a new metal roof, updated A/C system, and thoughtful upgrades throughout. Inside, you'll find a spacious primary suite with California closet system, whirlpool tub, walk-in shower, and dual sinks, along with two oversized screened lanais to enjoy the coastal breeze. The ground level offers over 1,100 sq ft of enclosed garage space, perfect for storing gear, tackle, and water toys, along with a 250 lb ice maker, multiple freezers. Additional features include a cargo lift, whole-house water filtration and softener system, and tankless hot water. After a long day on the water, unwind just a few minutes walk away at No Name Pub, a local favorite known for its laid back Keys vibe. This is more than a home, it's a Keys Fisherman's paradise Built like a fortress!

30363 Flamingo Ln, Big Pine
$1,299,000
4 Beds ⋅ 2 Baths ⋅ 619738 MLS
FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with generous cabinet space.. A fully enclosed porch is your place for morning coffee, chatting around the table or dining while overlooking the pool. Central air conditioning keeps things cool. Every window and door has been upgraded to impact, giving you peace of mind alongside the charm. Step outside and the magic continues. A sparkling pool with a waterfall feature and Trex decking invites you to linger. An outdoor shower makes coming in from the water effortless. The fully fenced front and back yards create a private tropical sanctuary, and off-street parking -- a true luxury in Old Town -- takes the stress out of coming home. The guest cottage is its own retreat, offering one bedroom, one bath, and a Murphy bed that makes the space as flexible as your plans. Whether it becomes a private getaway for family and friends, a creative studio or a detached office, it gives this property a versatility that is genuinely rare. The location is the final piece that makes everything click. A ten-minute walk from Duval Street -live music, art galleries, open-air restaurants, theaters and the electric pulse that makes Key West unlike anywhere else on earth. 7 minutes the other way brings you to the White Street District know for Fausto's Food Palace, where locals have shopped for generations, and the legendary Sandy's Café. This property comes fully turn-key, bedding, housewares, pool toys, bicycles, and yes, flip flops are included. Whether you wanting a second home, a monthly vacation rental or simply ready to walk through the door and start living living in paradise.

928 United St, Key West
$2,299,000
5 Beds ⋅ 4 Baths ⋅ 619737 MLS
Fantastic oceanside canal home offering peek-a-boo ocean views from both the front and backyard. Enjoy a straight shot to the Atlantic Ocean, perfect for world-class fishing and diving, along with quick access to the Bay/Gulf via Tavernier Creek. This spacious property features 3 bedrooms and 2 bathrooms upstairs, plus 2 bedrooms and 2 bathrooms downstairs--ideal for guests or extended family. Impact windows provide added peace of mind throughout. Downstairs, discover the ultimate outdoor entertaining space, complete with a bar overlooking the pool and canal. Boaters will appreciate 70 feet of concrete dock along a wide, deep-water canal, offering easy access and ample room for your vessel.

189 Ocean Dr, Tavernier
$875,000
3 Beds ⋅ 2 Baths ⋅ 619736 MLS
Completely remodeled pool home in Marathon. This elevated 3-bedroom, 2-bath stilt home is ideally located on a quiet, tree-lined street and backs up to a private estate, offering exceptional privacy. The property provides an ideal balance of seclusion and convenience, with close proximity to shopping, dining, and local attractions. Recent upgrades include a custom pool, metal roof installed in 2018, A/C system installed in 2021, and new impact windows. The open-concept living, dining, and kitchen area creates an inviting space for entertaining, while the screened-in porch offers comfortable outdoor living. The ground level includes covered parking and a covered workshop/storage area, perfect for tools, water toys, or hobbies. With weekly rentals permitted, this property presents an excellent opportunity as an investment property, vacation retreat, or full-time residence.

565 95th St, Marathon
$849,999
2 Beds ⋅ 2 Baths ⋅ 619732 MLS
Rare opportunity to own a canal-front home directly on the private Summerland Cove Airport--where you can fly in, dock up, and be on open water in minutes. This solid CBS home offers 960 sq ft of elevated living space, currently configured as a spacious 1-bedroom, 1-bath upstairs (originally a 2-bedroom--easily converted back). Downstairs features a fully enclosed, permitted bonus area with an additional full bathroom, plus a one-car garage and storage. Aviation enthusiasts will appreciate airplane tie-downs and a large driveway overlooking the runway, offering true fly-in/fly-out convenience. For boaters, the property delivers 60 feet of concrete seawall, a boat ramp, and a 20,000 lb boat lift with deep water access and no bridges to open water--ideal for both ocean and Gulf access. The home offers a solid foundation and is ready for your personal touch--an excellent opportunity for buyers with vision to elevate and customize their ideal Keys retreat. Additional features include a durable metal roof and expansive front and rear porches designed for outdoor living and entertaining.

324 S Airport Dr, Summerland
$375,000
2 Beds ⋅ 1 Baths ⋅ 619725 MLS
Opportunity awaits with this cozy 2-bedroom, 1-bath concrete home situated on a uniquely sized 25' x 200' lot. While the home is in need of TLC and updates, it offers a solid foundation for renovation or the perfect canvas for a complete rebuild. The deep lot provides incredible potential for expansion, outdoor living, or creating your ideal Florida retreat. Whether you're an investor, builder, or buyer with vision, this property is full of possibilities.

245 41st St, Marathon
$390,000
619728 MLS
Priced to sell ! Spacious 1750 sq ft lot in desirable Calusa Campground, Key Largo. Discover your slice of paradise in the highly sought- after community. Fully set up for comfort, relaxing and convenience. Property features a well maintained trailer that sleeps up to 10, paver and tiled surfaces throughout, covered carport/patio ideal for outdoor living and utility shed for extra storage. Enjoy resort style amenities: boat launch, golf-cart friendly streets, swimming pool, clubhouse, laundry facility, tennis, basketball, children's playground, picnic area and beautiful bay front Sunsets. Lot is rentable for short-or long term stays. The perfect Key's retreat or income-producing property.

325 Calusa St Unit 58, Key Largo
$1,990,000
3 Beds ⋅ 3 Baths ⋅ 619727 MLS
This modern and luxury property consist of 3 bedrooms, 3 full baths, plus an office and detached office. The private gated corner lot has a home and guest house, large yard and beautiful pool, outdoor shower, dining and conversation seating. The main residence offers a full kitchen with gas cooking and stainless steel appliances, a primary bedroom suite with bath, and a large loft. The loft is perfect for guests, work, or an activity center. The detached, oversized, air-conditioned two-car garage was built in 2021 and could be used as a gym, workshop, or studio. Above the garage is the guest home with a living room, two bedrooms, and two full baths. Elevated above FEMA flood zone AE-8 and modern, the home includes a whole-house generator. Enjoy the beautiful Key West weather with a two-tier saltwater pool and deck surrounded by tropical landscaping. You have full privacy with a custom metal and wood fence, creating a peaceful oasis that is still close to everything that makes Key West special.

3801 Flagler Ave, Key West
$9,888,000
3 Beds ⋅ 2 Baths ⋅ 619724 MLS
Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing overhead, gentle breezes arriving at your lanai--it's an experience like nowhere else. This is island living at its finest! Permitted HCT uses include: Single-family and two-family residential dwellings, Multiple-family residential dwellings, Restaurant, Business and professional offices, Hotels, Motels, transient lodging, and more. This two-story home comes equipped with two separate electric meters. This exceptional property is truly one of a kind, with no identical or closely similar listings anywhere in Key West. The ideal circumstances are here and now-- an unparalleled combination of an oversized ocean-view lot, located just three blocks from Duval Street, the gateway to downtown. Spanning 8,700 square feet, this property offers ample space for your creative vision, whether you dream of building a luxurious residence, alongside a commercial venture boutique hotel, or restaurant, -- this and more are supported by HCT zoning. This property is all about the excitement of shaping a new vision for a future in paradise. Let your imagination run wild and transform this blank canvas into something extraordinary. Don't miss out on this once-in-lifetime opportunity--call today for your private tour and start envisioning your future in Key West!

1430 Vernon Ave, Key West
$1,875,000
4 Beds ⋅ 3 Baths ⋅ 619723 MLS
DUPLEX! Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

1516 17th Ter, Key West
$879,000
2 Beds ⋅ 2 Baths ⋅ 619717 MLS
SELLER SAYS 'MAKE AN OFFER' Ocean views and direct ocean access! Here's your chance to own an oceanside property in Key Largo with over 44ft of concrete dockage on a beautiful, clean canal in Key Largo's well desired Wynken Blynken & Nod subdivision. The spacious double wide has been thoughtfully updated with tile floors, an open kitchen, large bedrooms with tons of closet space and two fully updated baths. Light and bright with eastern exposure, there are lots of windows and a large covered patio to enjoy sunrises over the Atlantic and breezy afternoons in the shade. Keep your boat high and dry on the 15,000lb boat lift, lower it down and you will be offshore on Key Largo's famous reefs and wrecks in minutes! There is a private homeowner's boat ramp for the exclusive use of neighborhood residents as well. Ideally located at mm96 in Key Largo for easy access to all the fishing, diving, dining, shopping, breweries and galleries the Upper Keys are known for. Enjoy the beauty of Key Largo living now and later you have the option of redeveloping at anytime with no waiting for ROGO - all while keeping those spectacular ocean views!

205 Humpty Dumpty Dr, Key Largo
$2,900,000
2 Beds ⋅ 2 Baths ⋅ 619715 MLS
Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by floor-to-ceiling glass and transom detailing that frames the outdoor oasis like a living gallery. The culinary space is anchored by a sleek, minimalist aesthetic, featuring custom cabinetry, crisp white surfaces, and Bosch appliances. A glass-door pantry provides a sophisticated home for provisions, blending functional utility with the kitchen's clean geometry For guests, a private main-level suite is tucked away behind a discreet pocket door, offering an ensuite bathroom and ample closet space for a completely independent wing. The second floor is dedicated entirely to the primary retreat. This suite features a large walk-in closet and a refined ensuite bathroom. Just beyond the sleeping quarters is a private balcony where an open-air soaking tub offers a quiet moment of luxury under the stars. The exterior of the home is a masterwork of tropical landscaping, where beautifully mature and lush greenery wraps the property in total privacy. At the heart of the grounds is an expansive heated pool bordered by a large deck, perfect for sun-drenched afternoons. For the host, the covered outdoor dining pavilion is fully equipped with an integrated grill and ample countertop space for seamless entertaining. Nearby, a serene Zen garden with a tranquil fountain feature provides a quiet corner for meditation and reflection. This is more than a home; it is a sophisticated, high-design haven just steps from the ocean.

1701 Laird St, Key West
$4,750,000
4 Beds ⋅ 5 Baths ⋅ 619714 MLS
Double Lot! Unparalleled Waterfront Command in Port Antigua. Boasting one of the largest water frontages in Islamorada's exclusive Port Antigua, this striking 3 story residence offers 4 bedrooms, 4.5 baths, and an extraordinary 220 feet of dockage with dual boat lifts. Every bedroom is beautifully appointed across thoughtfully designed living levels. Step outside to your private marina, where turnkey boating infrastructure meets the crystalline waters of the Florida Keys. Port Antigua residents enjoy exclusive access to a private beach and boat ramp amenities known only to a select few. Where unmatched dockage and island luxury converge in one of Islamorada's most coveted addresses.

44 W Plaza Del Lago, Islamorada
$595,000
2 Beds ⋅ 2 Baths ⋅ 619711 MLS
Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match, your own private slice of island paradise. Step inside and discover a bright, airy layout designed for both relaxed living and effortless entertaining. The open-concept floor plan flows naturally, with two generously sized bedrooms and two full baths offering the perfect retreat after a day on the water. Community amenities that elevate everyday life: heated resort-style pool, tiki hut, garden areas, a bayfront observation pier, and on-site trailer storage. Boaters will enjoy easy access to the nearby Safe Harbor Angler House Marina for all of their boating needs. Located just moments from world-class sportfishing, diving, dining, and the eclectic local shops that make Islamorada truly special, Sand Pebbles places you at the center of it all while maintaining the peaceful, uncrowded feel.

80450 Overseas Highway Unit 204, Islamorada
$895,900
2 Beds ⋅ 2 Baths ⋅ 619710 MLS
Not available for showing until Aug 2nd. Reduced over 100k for a quick sale. Boater's Paradise in Cudjoe Key under 1 million! Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle. The lower level offers a bonus unit, storage and covered porch. Upstairs, the main residence features a bright, open-concept living space with large impact-resistant windows and doors installed by the previous owners, offering both natural light and storm protection. The home is energy-efficient and move-in ready. Located in a quiet and highly desirable neighborhood in Cudjoe Key, this fully furnished gem is a rare opportunity to own a true Keys boater's dream home. Whether you're an avid fisherman or just looking for the ultimate waterfront lifestyle, this property is a must-see!

22961 John Avery Ln, Cudjoe
$3,895,000
4 Beds ⋅ 3 Baths ⋅ 619706 MLS
Experience effortless island living in this stunning, recently renovated estate, situated on a rare double lot in the high-and-dry X flood zone. Framed by lush tropical landscaping, the home welcomes you with a classic wrap-around porch--a quintessential setting for morning coffee or golden-hour cocktails. This sophisticated residence comprises four bedrooms and three bathrooms across a main house and a detached guest cottage, offering a seamless blend of historic island charm and high-end contemporary refinement. The main home boasts soaring ceilings and sun-drenched volumes that flow seamlessly toward the outdoors. A chef's dream, the kitchen is a masterclass in design, featuring custom cabinetry, a striking quartz waterfall island, and a suite of stainless steel Thermador appliances--including an oversized professional 6-door, French-door refrigerator. The entire second floor is a dedicated primary retreat designed for ultimate sanctuary. This sprawling level features a private balcony overlooking the grounds, spacious walk-in closets, and a spa-inspired bath complete with a double vanity and a soaking tub. The outdoor lifestyle is equally unmatched. An expansive deck surrounds a 15' x 22' heated saltwater pool accented by a Dekton waterfall, complemented by a refreshing outdoor shower and a fully equipped alfresco kitchen. A powered lanai ensures year-round entertaining, while the brand-new, furnished one bedroom, one bathroom guest cottage offers a private haven for visitors. With a gated driveway providing off-street parking for two and every modern upgrade imaginable, this is a rare opportunity to own a contemporary masterpiece in the heart of Key West--all within easy walking distance of the island's most iconic destinations.

813 Thomas St, Key West
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 614988 MLS
Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club — a private, upscale enclave nestled along the sparkling waters of the Atlantic. This meticulously maintained 3-story residence offers exceptional coastal elegance, privacy, and resort-style amenities. Step into an open-concept living space that seamlessly blends indoor comfort with outdoor serenity. Enjoy water views from multiple balconies, perfect for morning coffee or sunset cocktails. The interior features a thoughtfully designed floor plan, and refined coastal décor creating a serene sanctuary ideal for both full-time residence or a luxury vacation escape. One of the property's most coveted features is the included 40' legal, liveaboard boat slip — offering deep water, direct ocean access with no fixed bridges, making it an ideal choice for avid boaters, fishermen, or those seeking the freedom of the open sea at their doorstep. Wake up and step aboard for a day on the water, with world-class sportfishing, diving, and island hopping just minutes away. The Bonefish Yacht Club community provides residents with a resort-like atmosphere, complete with amenities such as a pool, clubhouse, marina, and a peaceful, private setting that captures the essence of luxurious, laid-back island living. Don't miss your opportunity to own a piece of paradise in one of the Florida Keys' most desirable communities.

95 Coco Plum Dr Unit 5D, Marathon
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 619703 MLS
Strong value-add multifamily fourplex investment opportunity with major capital improvements already completed. The property offers four two-bedroom residences totaling approximately 3,000 square feet, with each unit comprising approximately 750 square feet. The lower level includes two residences, while the upper level features two additional residences with approximately 960 square feet of combined balcony space. Major improvements include a new standing-seam metal roof, new impact-resistant windows and doors throughout, and completed concrete, stucco, and exterior work. The property is ready for the next owner to complete the remaining work and execute their preferred investment strategy. Once completed and delivered furnished, the property is projected to have the potential to generate more than $200,000 in annual gross rental income across all four units. Additional potential may include condominium conversion, subject to all applicable approvals and requirements. A compelling opportunity to complete, stabilize, and maximize a well-positioned Key West income-producing asset.

1224 2nd St, Key West
$1,799,000
7 Beds ⋅ 5 Baths ⋅ 619700 MLS
Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible living. At 800 Elizabeth Street, you'll find a quintessential two-story Conch home featuring 5 bedrooms and 3 bathrooms, soaring ceilings, and timeless architectural details. Start your mornings on the inviting front porch and wind down in the evenings on the upstairs balcony overlooking the quiet, tree lined street. Just steps away, 624 Petronia Street offers a well designed duplex with two separate 1-bedroom, 1-bath units: each complete with a full kitchen and private washer and dryer, making them ideal for guests, tenants, or extended family. Between the two homes, a welcoming shared patio creates the perfect setting for outdoor dining, grilling, and relaxed island living under the palms. Situated in a desirable X flood zone (one of the highest elevations in Key West) this property combines peace of mind with an unbeatable Old Town location close to everything, yet tucked away from the hustle. Whether you're seeking an income producing investment, a family compound, or a private island retreat with room for everyone, this rare offering captures the true spirit of Key West living.

800 Elizabeth St, Key West
$1,875,000
4 Beds ⋅ 3 Baths ⋅ 619698 MLS
Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

1516 17th Ter, Key West
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 619696 MLS
Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!

3742 Seagrape St, Big Pine
$475,000
2 Beds ⋅ 1 Baths ⋅ 619694 MLS
Coastal Living at Its Best! Discover the charm of Florida Keys living in this inviting 2-bedroom, 1-bath home, offering an open-concept layout filled with natural light and relaxed coastal vibes throughout. New roof coming soon and owner financing available-call for details! The beautifully updated kitchen features crisp white cabinetry, stylish butcher block countertops, and a seamless flow into the living and dining areas, making it perfect for both everyday living and entertaining. Just off the primary bedroom, you'll find a versatile bonus room that can easily serve as a spacious walk-in closet, nursery, home office, or flex space tailored to your needs. Situated on a large, fully fenced lot, this property offers plenty of room for a pool, RV, boat trailer parking, and more. Enjoy added privacy, a storage shed, and a separate covered laundry and storage area. With ample outdoor space to relax and unwind, this home is ready for you to enjoy the laid-back Florida Keys lifestyle. Don't miss this opportunity-schedule your private showing today! Call now for more information.

4 Tina Pl, Key Largo
$975,000
2 Beds ⋅ 2 Baths ⋅ 619692 MLS
Peaceful serenity found on this 22,077 square foot property with a cozy two bedroom one and one-half bath. Open concept large kitchen and living room leading out to the expansive deck overlooking the canal. Both bedrooms also have doors leading to the wrap around deck! The cathedral ceilings and wood trims give this home beach cottage character! The lower level has an amazing amount of storage with built in shelving. The canal side of the property boasts both a new 40 ft dock with a 10,000 lb. boat lift and a seawall. Easy access to open water! You won't believe the size of this property, plenty of space to park your boat trailers or put in a huge inground pool. Eden Pines is truly a sought after neighborhood, with lots of wildlife everywhere including your daily key deer visitors!

29131 Watson Blvd, Big Pine
$49,900
2 Beds ⋅ 2 Baths ⋅ 619690 MLS
Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a relaxing island escape. Ideally located just two blocks from the iconic Duval Street and steps from the marina and Key West's Historic Seaport Village, you'll be surrounded by endless options for dining, shopping, and entertainment. Owners and guests can also enjoy Key West's renowned annual Boat Float Week (typically Week 46), featuring the high-speed excitement of the Race World Offshore Championship at Truman Waterfront Park. This multi-day international event brings thrilling races, lively race villages, and prime spectator viewing areas right to your island doorstep. For those seeking adventure, opportunities abound just outside your door. This unit is part of the Galleon Resort, offering flexible ownership options--enjoy your stay for a week or take advantage of RCI/Interval International membership for vacation exchanges or potential rental income. An on-site concierge is available to assist with guest services or help coordinate rentals for your unit. In 2025, similar units generated rental income ranging from $3,605 to $5,775 per week, making this not only a personal getaway but also a compelling investment opportunity. Recently updated with all-new interior furnishings in March 2026, the unit features a spacious primary suite with a luxurious 5-piece en-suite bath, complete with a walk-in shower and jetted soaking tub. A fully equipped kitchen and in-unit washer and dryer provide all the conveniences of home. On the marina side of the Galleon, you'll find convenient gas grills and outdoor dining areas. 2 units in 1 ! Photos of a similar unit - not the exact

617 Front Unit E-43 AB Week 46 Lockout, Not Provided