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$1,175,000
2 Beds ⋅ 2 Baths ⋅ 618827 MLS
An UNBEATABLE LOCATION1 This light-filled, Old Town condo just one block to Duval Street! This home shines with 23 windows on two levels and relaxes with its easy, breezy, tropical vibe, landscaped grounds and pool. Turn-key, renovated and furnished, this condo resides in the historic Campbell Building on Fleming Street, one of Old Town's most coveted. Enjoy a gorgeous interior with pine floors throughout, new ac mini splits in every room, plentiful storage and a spacious, modern kitchen. The hefty project of converting all 23 windows to impact glass has been done for you, ensuring superior wind protection, an extremely quiet inside space and low energy costs. This unit exudes charm and easy living and feels like a true home all with immediate access to the best of Key West. In a moment you can be dining at your favorite restaurant, watching the sunset at Mallory, listening to live music or hitting Fausto's market for those last minute grocery items. And you will love the balcony where you can take in the hustle and bustle of passer-byers from above, laze away the morning while sipping on your Cuban Coffee, enjoy cocktails under the stars or watch the Fantasy Fest Local's Parade from the best seat in the house! Unit 4 has been fully renovated and needs nothing but you! A custom designed kitchen with ample storage, stainless steel appliances, quartz counters and a white Kohler, porcelain farmer's sink overlooking Fleming below make cooking and entertaining a breeze and a joy. Only 9 units reside in the Campbell Building, all nestled on a beautifully landscaped compound with a large pool. This is a great place to live and will also make for a lucrative vacation rental. Enjoy living on Millionaire's Row with access to all that makes Key West the best place to live the island lifestyle.

617 Fleming St Unit APT 4, Key West
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 617312 MLS
Serenity... perfect keysy home if your trying to get away from the busy city life at an affordable price. This all concrete home sits on 50 ft of deep canal frontage, offering 2 bedrooms and 1 shared bath upstairs. Separate 1 bedroom 1 bath downstairs with private garden area with outdoor shower. All windows are impact, concrete roof has just been resurfaced with added gutters. Home has a whimsical- fun appeal. PIctures do not do this property justice!

105 Long, Layton
$1,175,000
2 Beds ⋅ 3 Baths ⋅ 618081 MLS
Exquisite high-end corner residence offering breathtaking, unobstructed views of the Atlantic Ocean and the pristine beaches of Key Colony Beach. This 2 bedroom, 2 ½ bath luxury condo is bathed in natural light, featuring expansive windows that showcase endless ocean vistas and spectacular sunrises. Thoughtfully designed with an open, airy layout, the residence blends refined elegance with coastal sophistication. Enjoy seamless indoor-outdoor living from your private corner vantage point, where the sights and sounds of the ocean create a truly serene retreat. Located in the heart of Key Colony Beach, this exceptional property offers the perfect balance of privacy, comfort, and premier island living HIGH PERFORMING RENTAL PROPERTY - WEEKLY RENTALS ALLOWED. SHOWINGS ON TURN-AROUND DAYS ONLY

1133 W Ocean Dr Unit 17, Key Colony
$1,175,000
618346 MLS
Platinum opportunities in Bluewater Key are rare — and Bayside Lot #64 is truly one of the finest. Located in the highly sought-after Bluewater Key Luxury RV Resort on Saddlebunch Key, this bayside property delivers an elevated RV lifestyle just minutes from Key West within one of the nation's most celebrated RV resort communities. Designated as a Platinum Lot, this is one of the resort's premier, highly improved sites. A private tiki hut anchors the outdoor living space, creating a stunning island-style setting for relaxing or entertaining. Lush tropical landscaping, serene waterfront views, and natural privacy combine to create a peaceful, resort-like retreat. This lot is offered turnkey, including outdoor furnishings, HD TV, microwave, freezer, and additional conveniences — perfect for immediate enjoyment or a rental-ready investment. Exceptional extras set this property apart: a private dock, 30-foot storage trailer, golf cart, and designated boat trailer parking — a rare combination of luxury and functionality. The lot accommodates both motorhomes and travel trailers, maximizing flexibility and rental income potential. Bluewater Key is known for its welcoming atmosphere and upscale amenities, including: • Elegant clubhouse • Heated resort-style pool • Dog park • Dock space & boat ramp • Beautifully maintained tropical grounds Just minutes away, Key West offers world-class dining, nightlife, fishing charters, snorkeling, museums, and endless water sports. Whether enjoyed seasonally or year-round, this property also offers strong rental demand and consistent income potential, with frequent advance bookings. Luxury. Comfort. Community. Investment potential. Lot #64 delivers an exceptional RV resort living experience. Schedule your private showing and step into paradise. 🌴

2950 Overseas Highway Unit 64, Saddle Bunch
$1,174,000
3 Beds ⋅ 3 Baths ⋅ 620017 MLS
Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a boaters dream. Access the Atlantic or Gulf in minutes. 15,000 lb. Boat lift added in 2024. Inside, the home features 1,774 square feet of thoughtfully designed living space with 3 bedrooms and 3 bathrooms. The third bedroom has a private entrance and could be used as guest quarters or an in-law suite. The updated kitchen showcases modern finishes and functionality, while the beautifully renovated bathrooms reflect today's contemporary style and comfort. Spacious living areas and an inviting layout create an ideal environment for both relaxing and entertaining. Impact Windows and Doors. New AC year 2026. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this canal-front property offers the privacy, upgrades, and Florida Keys lifestyle buyers are searching for. Call to schedule your private tour. Sellers are motivated.

30525 Winifred St, Big Pine
$1,170,000
3 Beds ⋅ 3 Baths ⋅ 619952 MLS
Hidden away on one of Old Town's most storied streets, 1016 Varela St. Rear is the kind of Key West address that feels like a private discovery. Originally constructed in the 1920s, this piece of living Key West history has been thoughtfully renovated while honoring the character that only a century of island life can impart. Tucked discreetly behind the street, the fully restored 3-bedroom, 3-bathroom residence offers a rare sense of seclusion in the heart of historic Old Town -- without sacrificing a single step of the legendary walkability that defines this neighborhood. Duval Street, world-class dining, the harbor, and the full tapestry of Key West life are all moments away on foot. Arrive home to a covered front porch -- the quintessential Key West perch for morning coffee or evening cocktails. Inside, soaring cathedral ceilings flood the living spaces with light and volume, while refinished hardwood floors, an updated kitchen, and impact windows throughout speak to a renovation done with care and intention. The private rear yard offers room for a pool, a rare opportunity to create your own tropical retreat in the heart of Old Town. A separate upstairs apartment with its own private entrance offers exceptional flexibility: a sanctuary for a young adult, an elegant in-law suite, or an income-producing rental that helps carry the property. For the discerning buyer, two details stand above the rest: 1016 Varela Rear sits in an X flood zone -- the premier flood designation in the Keys, carrying no flood insurance requirement -- and the property carries an assumable VA loan, a remarkable financial advantage for qualified buyers in today's market. In Old Town Key West, a century-old home with this much flexibility and this little compromise is extraordinarily rare. Welcome to your hidden corner of paradise.

1016 Varela St Unit Rear, Key West
$1,170,000
3 Beds ⋅ 2 Baths ⋅ 618139 MLS
Perfectly positioned on a coveted CORNER LOT just steps from Club Duck Key, this 2021-built residence embodies refined coastal living with the strength and security of elevated rigid CBS construction. Designed for effortless ownership, the NEWER HOME features solid concrete construction, a metal roof, and full impact windows and doors—delivering exceptional durability, energy efficiency, and low-maintenance peace of mind. Nearly 1,500 square feet of thoughtfully designed interiors showcase SOARING 9 FOOT CEILINGS with cove detailing, recessed lighting, engineered laminate flooring, and plantation shutters. The OPEN CONCEPT layout flows seamlessly into a designer kitchen appointed with quartz countertops, a statement island, white soft-close cabinetry, glass tile backsplash, and stainless appliances—perfect for both sophisticated entertaining and relaxed island living. The primary suite offers a serene retreat with a SPA-INSPIRED BATHROOM, soaking tub, dual vanities, and a walk-in closet. Two additional guest bedrooms and a beautifully finished bath provide comfort and versatility. A dedicated laundry room with utility sink, cabinetry, beverage refrigerator, and instant hot water enhances everyday convenience. Outdoor spaces are equally impressive, featuring an expansive covered carport, elegant brick pavers, a large enclosed storage room, and a tiled covered balcony ideal for morning coffee or sunset gatherings. With immediate access to resort-style amenities including a heated and chilled pool, hot tub, tennis, pickleball, marinas, and dining, this exceptional property offers the ultimate blend of quality construction, lock-and-leave ease, and premier proximity in the heart of Duck Key.

101 San Juan St, Duck Key
$1,169,000
2 Beds ⋅ 2 Baths ⋅ 618686 MLS
DOUBLE LOT waterfront opportunity in Big Pine Key! This charming 2 bedroom, 2 bathroom home is ideally situated on a fenced double lot along a canal with excellent boating access and a prime Lower Keys location. Boaters will appreciate the quick and convenient access to both the Atlantic Ocean and the Gulf , making this property an ideal home base for fishing, diving, and exploring the surrounding waters. The seawall provides direct canal access, while the spacious lot offers plenty of room for trailers, recreational equipment, and all your Keys toys. The home's inviting wraparound porch is the perfect place to relax and enjoy the island breeze, while the functional floor plan provides comfortable living for full time residents, seasonal owners, or vacation retreats. A garage and abundant storage space add convenience and versatility. Outside, the oversized double lot provides endless possibilities, including room to add a pool, expand outdoor entertaining areas, or create your own private tropical oasis. Conveniently located with easy access to US-1, this property offers a straightforward commute throughout the Florida Keys and to Key West while still providing the laid back waterfront lifestyle that makes Big Pine Key so desirable. Whether you're seeking a boating getaway, investment opportunity, or full time island residence, this waterfront property combines location, space, and boating access in one exceptional package.

29662 Independence Ave, Big Pine
$1,155,000
3 Beds ⋅ 2 Baths ⋅ 620753 MLS
Live on the water on one of the largest lots in Sugarloaf Shores, fronting a 70 ft wide crystal clear swimming canal with easy ocean access. Recent upgrades make this home truly turnkey, including a new seawall, a new boat lift 15,000 lbs), and a newer roof. The big ticket items are already done for you. The grounds are the professionally landscaped with mature trees, fruit trees, a custom rock wall, and plenty of space for RVs, boat trailers, or a pool. For boaters and fishermen you'll find a new dock with a covered fish cleaning station with lights and water, and an ice machine. The elevated home itself is fully renovated and fully furnished with a fresh coastal interior. It features Italian porcelain floors, a granite chef's kitchen, and a standout outdoor kitchen, making it a comfortable retreat after a day on the water.

17183 W Green Turtle Ln, Sugarloaf
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 620012 MLS
Tucked away on a quiet lane in Old Town Key West, this historic island home offers a rare combination of architectural character, elevated location, and walkable convenience. Positioned in the desirable X-flood zone near the highest natural elevation on the island, the property sits just steps from the energy of Duval Street while maintaining a peaceful residential feel. Originally constructed during the Henry Flagler railroad era, the home has been thoughtfully updated while preserving the warmth and authenticity that make Key West architecture so iconic. Inside, rich Dade County pine walls, hardwood flooring, and tall ceilings create an inviting atmosphere filled with natural texture and timeless charm. Impact windows and curated high-end finishes blend seamlessly with the home's historic roots. The kitchen was designed with both style and function in mind, featuring dade county pine countertops and a collection of premium appliances including a Sub-Zero refrigerator and Big Chill gas range. Flexible living areas allow the home to function as either a spacious two-bedroom retreat or a three-bedroom layout depending on your needs. Outdoor living is equally special. A lush backyard filled with mature tropical landscaping and fruit trees creates a private island setting that feels worlds away from the bustle of town, with space to potentially add a pool in the future. The welcoming front porch serves as a timeless gathering space, perfectly suited for morning coffee, evening cocktails, and enjoying the laid-back rhythm of Old Town living. Just a short stroll from Truman Waterfront Park, Fort Zachary Taylor Beach, galleries, restaurants, and marinas, this property captures the essence of classic Old Town living -- historic, relaxed, and unmistakably Key West.

709 Chapman Ln, Key West
$1,150,000
619899 MLS
Building Allocation Granted! Begin the building process now. This beautiful build ready Plantation Key Lot is now available located in the desirable Indian Waterways Subdivision. Provides excellent dockage and direct access to the Florida Bay and also to Tavernier or Snake Creek cut for Ocean access. The current house plans for a 3/2 , CBS 2183 Square foot home are included. You can revise the plans to meet your own design preferences. 60' Engineered dock & dredging plans are available for review. Contact agent to view plans. Easy commute to Miami. Close to schools, shopping, watersports activities. Free entrance to nearby Founders Park , the jewel of Islamorada with sandy beach, pickleball, tennis, bayfront, dogpark, vida course, basketball, Olympic pool (small entry fee), concerts and more.. Voluntary Neighborhood Community Homeowners park with boat ramp & sunsets available for small annual fee ($175.00). Permit application PRSFC202101049

148 Tequesta St, Tavernier
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 619610 MLS
Welcome to 1025 Elgin Lane, an exquisite residence nestled in the heart of Key West's Historic Seaport District. This recently updated home seamlessly blends historic charm with modern comforts, offering an unparalleled living experience in one of Florida's most sought-after locales. The interiors are adorned with original Dade County Pine walls and flooring, exuding warmth and character that pay homage to the home's rich heritage. Recent enhancements have elevated the home's functionality and aesthetic appeal including a new foundation, beautiful new flooring, tastefully updated bathrooms, and fresh paint inside and outside. The home features high ceilings with exposed beams and French doors that open to a private patio. This outdoor space is perfect for morning coffee or evening gatherings under the stars. The second-floor primary suite offers a private sanctuary, complete with a walk-in closet and an en-suite bathroom featuring a classic clawfoot tub. The downstairs bedroom is generously sized and includes a walk-in closet. The private patio, accessible through French doors, is ideal for alfresco dining and relaxation. The front porch offers a quiet spot to enjoy the tranquility of Elgin Lane, a quiet lane that ensures privacy and minimal traffic. A designated off-street parking space adds to the convenience of this property. A private walkway provides direct access to Eaton Street, placing local bakeries, shops, and the vibrant Seaport just steps away. Situated less than a block from the renowned Old Town Bakery and just two blocks from the lively Seaport, this home offers unparalleled access to Key West's finest dining, shopping, and entertainment venues. Whether you're seeking a serene personal retreat or a lucrative investment property, this residence offers an exceptional opportunity to own a piece of Key West's storied history.

1025 Elgin Ln, Key West
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 619465 MLS
Welcome to your cozy coastal retreat in Cudjoe Gardens in the beautiful Florida Keys! This well maintained 2bedroom, 2bath CBS home offers 1,344 sq ft of comfortable island living with thoughtful upgrades throughout. Step inside to find custom cabinetry, adding both style and functionality to the home's inviting interior. Outside is where this property truly shines, featuring a private, small man made sandy beach, concrete seawall, and boat lift, making it a boater's dream with easy access to open water. Relax and entertain in true Keys fashion with a spacious patio, tiki hut, and outdoor shower Perfect after a day on the water. The garage provides added storage and convenience, while the cozy layout makes this home ideal as a full time residence, vacation getaway, or investment property. Located just minutes from Cudjoe Gardens Marina, local dining favorites, and world-class fishing and diving, this home offers the perfect blend of tranquility and adventure. Experience laid back coastal living at its finest your Keys escape awaits!

20868 W 5th Ave, Cudjoe
$1,150,000
2 Beds ⋅ 3 Baths ⋅ 618212 MLS
ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community that allows Vacation Rentals, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking & railing, a metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

102 Anglers Way, Islamorada
$1,150,000
2 Beds ⋅ 3 Baths ⋅ 618751 MLS
Tucked away in the heart of Old-Town Key West! Welcome to 1075 R10 Duval Street offers the perfect blend of privacy, island charm, and effortless living. This thoughtfully designed 2-bedroom, 2.5-bathroom residence features 1,240 square feet of living space and is ideally positioned in a quiet, off-the-street setting while remaining just moments from shopping, dining, beaches, Boating and all that makes Key West extraordinary. Inside, you'll find a bright and inviting layout filled with natural light, and an easy indoor-outdoor flow. The guest bedroom has an en suite bathroom, perfect for friends and family. The spacious living and dining areas open seamlessly to a private outdoor space--perfect for morning coffee, evening cocktails, or soaking up the tropical breeze. A convenient half bath on the main level makes entertaining easy and comfortable for guests. The well-appointed kitchen offers ample cabinetry and workspace, making hosting effortless. Upstairs, two generously sized bedrooms each feature their own en-suite bathrooms, creating ideal separation and privacy for owners and guests alike. Primary/master bedroom has vaulted ceilings, private balcony and a walk in closet, fit for any King or Queen of the house. Step outside and enjoy your own private island setting, surrounded by lush landscaping that creates a peaceful and inviting atmosphere. Amazing Pool that over looks Duval Street. Watch the day go by or watch a parade from the roof top pool. Located within the Transit Receivership Zone (please note this unit does not currently hold a transit license), the property offers flexibility for a variety of ownership goals while remaining compliant with local regulations. Private. Peaceful. Perfectly Key West.

1075 Duval St Unit R10, Key West
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 618875 MLS
Waterfront corner lot with 80ft of canal frontage across from a nature preserve -- a hidden gem in quiet Marathon neighborhood. 3/2, 1,392 sqft, 8,000 sqft lot. Spacious vaulted screened porch on the water. A boater's dream -- 10 min to Vaca Cut and open ocean. Build up for Gulf views. Active rental with verified income. New 2025 HVAC, impact slider, hurricane shutters. Sold furnished and turnkey.

11295 6th Ave, Marathon
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 615402 MLS
Property has been rented under a long term lease at $4600 month. Excellent tenant! Buyer must assume the rental. BEST PRICE and LOCATION for a three bedroom home in the Sanctuary at the Key West Golf Club! BRAND NEW impact windows and doors! This charming single family home features 3 bedrooms, 2.5 baths and gorgeous first floor open floor plan. Enjoy the large rear covered deck over looking the private pool and fully fenced in yard. Upstairs is the primary bedroom ensuite, two guest bedrooms and another full bath. All bedrooms include vaulted ceilings and covered porches. Off-street parking for 2 vehicles in your own carport. Listing Broker/Owner is Florida REALTOR and therefore has ownership interest in the property.

263 Golf Club Dr, Key West
$1,149,990
3 Beds ⋅ 2 Baths ⋅ 617502 MLS
Discover your slice of paradise in this stunning waterfront retreat that perfectly captures the essence of Florida Keys living. This charming New England style shake house offers three bedrooms and two bathrooms on the main level, plus a convenient downstairs area with room for guests. Step outside to your personal oasis featuring a heated and chilled pool that's perfect year-round, complemented by a relaxing hot tub for those sunset evenings. The outdoor entertainment area is a showstopper with a full bar and kitchen setup, plus an outdoor shower for rinsing off after beach days. All of this is nestled under a screened patio where you can enjoy those famous Keys breezes bug-free. Boaters will love the sixty feet of concrete dockage paired with a 7K pound boat lift, giving you easy and direct access to world-class fishing in both the Atlantic Ocean and Florida Bay. Whether you're heading out to catch dinner or exploring the backcountry waters, your boat will be ready and waiting. Inside, the home has been remodeled with a gorgeous kitchen showcasing granite countertops. Every detail has been thoughtfully updated throughout the property, creating a move-in ready sanctuary. Impact windows and doors throughout provide peace of mind during storm season, while maintaining the home's bright, airy feel. This move-in ready property perfectly captures the charm and tranquility of authentic Keys living, nestled in the quaint neighborhood of Layton between Islamorada and Marathon. Whether you are seeking a primary residence, vacation home, or investment property, this exceptional canal front gem delivers the complete Florida Keys experience.

119 Primrose Ln, Long Key
$1,149,000
3 Beds ⋅ 3 Baths ⋅ 620778 MLS
Experience the best of the Duck Key lifestyle in this beautifully updated 3-bedroom, 2.5-bath waterfront villa at the world-renowned Hawks Cay Resort. Offering 1,320 square feet of living space, a metal roof, impact-resistant windows and doors, and a deeded 35-foot boat slip directly behind the residence, this property combines effortless waterfront living with exceptional turnkey investment potential. The open concept first floor features a new kitchen with quartz countertops, updated flooring, fresh interior paint, a powder room, and a conveniently located guest bedroom. Sliding glass doors frame the water views and open to a private rear porch overlooking the canal, the perfect place to relax while keeping your boat just steps away. Upstairs, you will find hallway laundry and two spacious bedrooms, each with its own private porch. The large primary suite includes an updated bathroom with a walk-in shower, while the private porch offers gorgeous views across Lake Lucille and the gin-clear waters of Duck Key. The deeded 35-foot boat slip is located directly behind the villa, offering exceptional convenience and quick access to the open water. The property is compliant with the Hawks Cay Rental Program, holds a transient rental license, and is currently managed by Hawks Cay Resort with an established rental history. Enrollment in the Hawks Cay Rental Management Program provides access to an impressive collection of resort amenities, including multiple pools, a saltwater lagoon, marina services, waterfront dining, Calm Waters Spa, fitness facilities, tennis and pickleball courts, watersports, fishing excursions, and family-friendly activities. Offered fully turnkey, this is an outstanding opportunity to own an updated waterfront retreat, income-producing vacation rental, or combination of both in one of the Florida Keys' premier resort communities.

7044 Harbor Village Dr, Duck Key
$1,149,000
3 Beds ⋅ 2 Baths ⋅ 620751 MLS
Beautifully renovated and designed for the Florida Keys lifestyle, this waterfront home is located in the highly desirable Ramrod Shores neighborhood. The home has been extensively updated with a brand-new kitchen, bathrooms, and flooring throughout. The bright, open-concept living area is anchored by an oversized island, creating a natural gathering place for entertaining, dining, and everyday living. The updated kitchen features stainless steel appliances, quartz countertops, and a built-in wine cooler, combining modern style with everyday functionality. Vaulted ceilings, recessed lighting, and French doors enhance the spacious feel while providing a seamless transition to the large rear porch overlooking the canal. Outside, palm trees sway in the breeze over a private, low-maintenance tropical retreat. The backyard features artificial turf, an outdoor kitchen and extended bar area with a sink and mini refrigerator, plus an outdoor shower constructed with composite decking. The concrete dock is equipped with a 10,000-pound boat lift and a composite swimming dock, offering convenient access to the water. Boaters will appreciate the excellent canal access, with a quick route to Niles Channel and no height restrictions when heading to either the Atlantic Ocean or the Gulf of Mexico. The property is fully fenced with a sliding front gate and provides ample space for boats, trailers, jet skis, golf carts, cars, and trucks. The charming front porch, upgraded railings, and composite stairs and porches enhance both the home's appearance and durability. Additional highlights include a metal roof and hurricane-impact windows and doors throughout. The primary bedroom features an en-suite bathroom and French doors opening to the front porch, where you can enjoy beautiful sunset views. With protected land located directly across the street, your peaceful outlook will remain unobstructed.

401 Coral Ave, Ramrod
$1,149,000
3 Beds ⋅ 2 Baths ⋅ 620641 MLS
Tucked into the leafy heart of Midtown, just a quick bike ride from Smathers Beach, Higgs Beach and the energy of downtown, 1708 South St. offers something increasingly rare in Key West: a property with nothing to do but move in and enjoy. With its classic stone facade, this 1952 residence captures the distinctive architectural style that defined post-war Key West, delivering 1,445 sq. ft. of low-maintenance living, ideal for the second-home buyer who wants the Key West lifestyle without the upkeep of a larger historic home. Tile floors run throughout, complementing a solid wood kitchen that retains its excellent-condition granite countertops. A versatile Florida room to the rear opens through French doors to the back garden, equally suited as a formal dining room, a home office, or a playroom. Beyond, the backyard is a blank canvas, ready to become a stunning tropical Key West oasis complete with an outdoor entertaining area. The detached guest cottage, with its own private entrance, adds a third bedroom to the property and is currently leased to a long-term tenant (Lease expires Sept 30th 2026) at a meaningful monthly rent, offering established income with true separation of space, a compelling proposition for the second-homeowner who wants their property earning for them even when they're not there to enjoy it. A covered carport for two vehicles and abundant storage round out the property's everyday practicality. Offered at a clear value against comparable Midtown properties, this is an entry point into island living that is as flexible as it is rare. Welcome to Key West Living at its finest.

1708 South Street, Key West
$1,149,000
3 Beds ⋅ 2 Baths ⋅ 620514 MLS
Located in the highly sought-after Cross Key Waterways neighborhood of Key Largo, this beautifully maintained single-story CBS waterfront home offers the ideal blend of durability, comfort, and effortless Florida Keys living. Constructed with concrete walls, a concrete roof, hurricane impact windows, and impact doors, this home is built for lasting peace of mind while offering the potential for insurance savings. Thoughtfully equipped for year-round reliability, the property features a professionally installed whole-home generator powered by an underground natural gas tank, ensuring you're prepared when the unexpected happens. The natural gas system also services the kitchen stove and water heater, providing efficiency, convenience, and dependable performance. Designed for low-maintenance living, the home features a fully fenced yard and an expansive rooftop deck, the perfect place to enjoy breathtaking sunsets, cool ocean breezes, and panoramic views of the surrounding neighborhood. For boating enthusiasts, the 40-foot concrete dock with davits offers quick and convenient access to both the Florida Bay and the Atlantic Ocean, making it easy to enjoy everything the Keys have to offer. Ideally located just minutes from shopping, dining, schools, and local attractions, this move-in-ready home is equally suited as a full-time residence, vacation retreat, or investment property. Offering quality construction, premium upgrades, and an exceptional boating location, this is a rare opportunity to own an easy-to-maintain waterfront home in one of Key Largo's most desirable neighborhoods.

1608 Monmouth Ln, Key Largo
$1,149,000
619655 MLS
Waterfront commercial investment opportunity with 100 feet of dockage on a 13,500 sq ft lot, offering both canal frontage and open ocean views--an increasingly scarce combination in the Upper Keys. Ideally located just outside Port Antigua and White Marlin Beach, the property benefits from strong visibility and proximity to established boating and residential communities. The site features convenient eastbound ingress and egress, supporting efficient operations and customer access. Zoned Commercial Fishing, it allows for a diverse range of income-producing uses, including charter services, boat rentals, marine repair, seafood distribution, restaurant or other waterfront commercial ventures. With direct water access, substantial dockage, and flexible zoning, this parcel is well-positioned for long-term appreciation and immediate revenue potential in a supply-constrained coastal market.

74520 Overseas Hwy, Islamorada
$1,145,000
2 Beds ⋅ 2 Baths ⋅ 620333 MLS
Discover this amazing marina property at Buttonwood Bay's D2, a 2-bedroom, 1.5 bathrooms townhouse overlooking the Florida bay and and a step away from a private beach on property. Immerse yourself in this modern comfortably designed unit featuring stainless steel appliances and quartz countertops, creating an ambiance of cozy living. This unit floods with natural light, offering captivating direct bay scenic from the living area and the master bedroom. This bayfront living experience offers 2 patio settings for lounging and dining al fresco. Buttonwood Bay's 42-acre offers a wealth of amenities, including a basketball court, 5 tennis courts, 6 pickleball courts, 3 heated pools and a gym with amazing bay scenic. The 3rd floor sundeck deck provides a perfect vantage point for sunset views, while the marine store caters to boating enthusiasts by offering gas, ice, bait and snacks. D2 comes with a 31 ft boat slip if available. With onsite trailer and kayak storage, and a boat ramp, Buttonwood Bay is the best boater's paradise in Key Largo. Security is assured with guard house and 24-hour surveillance. Buttonwood Bay isn't just a residence; it's a vibrant community that celebrates moments together, from 4th of July cookouts to fishing tournaments and Easter egg hunts-come, and let's create the best memories of your life.

96000 Overseas Hwy Unit APT D2, Key Largo
$1,125,000
3 Beds ⋅ 3 Baths ⋅ 620925 MLS
Winston Waterway canal front stilt house; Large corner lot, with enough room for 2 davits; metal roof; 3 bed 2.5 bath Plus den; and loft.

100 3rd Ln, Key Largo
$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
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 619645 MLS
Welcome to your piece of paradise in Breezeswept Beach Estates, where laid-back island living meets premier canal-frontage. From here, it's an easy cruise to open water--perfect for early morning fishing runs, sunset sails, or spontaneous sandbar days. Inside, this bright and breezy retreat has been thoughtfully updated with stainless steel appliances, sleek Silestone countertops, and warm hickory cabinetry--bringing that effortless coastal style to life. Step outside and the vibe continues: low-maintenance artificial turf and durable Trex decking, ready for paddleboards, kayaks, or just dangling your feet in the water. With 60 feet of concrete seawall, there's plenty of room to dock your boat and head out whenever the mood strikes. A two-car garage and generous downstairs storage mean all your gear--from fishing rods to beach cruisers-has its place. The fully fenced yard offers the perfect setting for private entertaining, backyard barbecues, and easy island nights under the stars. Breezeswept Beach Estates features a voluntary association that fosters a friendly, connected community and maintains a neighborhood website for just $25/year. The only thing missing...is you.

27395 Saint Lucie Ln, Ramrod
$1,124,900
3 Beds ⋅ 2 Baths ⋅ 618340 MLS
Welcome to this beautifully updated canal-front home in the highly desirable Jolly Roger Estates on Little Torch Key! Offering 3 bedrooms, 2 baths, 1,170 sq ft of living space plus a 110 sq ft flex/office area, this meticulously maintained waterfront home features a desirable split floor plan with an open layout, remodeled kitchen with quartz countertops and LG ThinQ smart refrigerator and range, large pantry/storage closet, extra built-in cabinets, updated bathrooms with new vanities, fixtures and flooring, new light fixtures and ceiling fans throughout, new luxury vinyl plank flooring throughout, office/flex space overlooking the canal, master suite w/ huge 9'x7' closet, guest bedroom with built-in queen Murphy bed and storage, multiple washer/dryer hookups, and five individual mini-split A/C units for room-by-room comfort. Outdoor features include a metal roof (2018), 60' concrete seawall with 14,000 lb boat lift, deep-wide flow-through canals, no bridges to open water with an under five-minute idle zone out, large outdoor bar and kitchen with built-in KitchenAid grill, screened porch, outdoor shower, privacy-fenced yard, large storage area, oversized parking, 50 amp RV hookup, generator-ready setup, and plenty of room for a pool. Enjoy endless sunset views over the protected salt ponds with no front neighbors (ever!) and an east-facing backyard perfect for sunrise coffees and cooler afternoons! Ideal as a primary residence, vacation home, or investment. Can be sold turn-key less some personal items. Low-cost transferable flood insurance ($1073). Transferable termite warranty in place. AHS 1 Year Shield Plus Home Warranty offered. Owner is a licensed Florida Realtor®.

417 Pirates Rd, Little Torch
$1,124,000
3 Beds ⋅ 4 Baths ⋅ 616735 MLS
Welcome to your Luxury Pool Home! Step into this stunning, brand-new concrete home, expertly crafted with quality construction and attention to detail. From the moment you arrive, you'll be greeted by a beautifully designed exterior featuring durable cement lap siding, a metal roof, impact windows and doors, and a striking paver driveway composed of large concrete slabs with turf in between, adding a modern touch that enhances the aesthetic appeal of the property while promoting sustainable landscaping. As you enter the ground level, you'll immediately appreciate the open-concept floor plan, filled with an abundance of natural light and accentuated by 8-foot doors that elevate the space. The inviting living room seamlessly flows into the gourmet kitchen, complete with elegant quartz countertops and stainless steel appliances. This level also includes a convenient half bathroom and an ensuite bedroom featuring a full bathroom, ensuring comfort and privacy for guests. Step outside to discover large terraces that overlook a beautifully landscaped yard, creating a serene atmosphere that feels like your own private oasis. The sparkling swimming pool invites you to relax and unwind in the tropical surroundings. Venture to the second floor, where you'll find two luxurious primary suites, each boasting its own ensuite bathroom. One of the suites features a spacious terrace, perfect for enjoying morning coffee or evening sunsets. Additional highlights include built-in cabinetry, custom closets for ample storage, and a conveniently located laundry closet to make everyday living a breeze. This exceptional home offers an unparalleled blend of luxury, comfort, and style, making it the perfect haven for you and your family. Don't miss the opportunity to make this stunning property your own!

17 Coral Way, Key Largo
$1,121,665
3 Beds ⋅ 3 Baths ⋅ 618357 MLS
Wake up to endless water views and wind down with breathtaking Keys sunsets at this peaceful island retreat. Set on a quiet corner lot, this 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and classic Keys charm. A wraparound screened in porch with six sets of sliding glass doors fills the home with natural light and cooling tropical breezes, while rich pecky cypress accents add warmth and character throughout. Across the street, a community park provides a serene green space, and for boaters, the location is ideal—just minutes to Pine Channel, about 20 minutes by boat to the Content Keys, and easy access to the Atlantic. Outdoor living shines with a spacious screened patio, a 10' x 10' tiki hut for entertaining, and a 10,000-lb boat lift ready for your next adventure. Located in the highly sought-after Port Pine Heights neighborhood, this exceptionally tranquil community is known for its natural beauty and frequent visits from Key deer. With a residents-only park just around the corner and some of the most peaceful surroundings in the Lower Keys, this is more than a home—it's the island lifestyle you've been dreaming of.

3759 Seagrape St, Big Pine