luxury houses for sale Monroe County, United States (page 2)

Lowest-Priced In-Ground Pool Home in Marathon with Weekly Rental Potential! Embrace the laid-back Florida Keys lifestyle in this charming tropical cottage, ideally located in the desirable Little Venice subdivision of Marathon. Offering 2 bedrooms, 2 bathrooms, and beautiful peek-a-boo ocean views, this bright and airy stilt home is perfectly designed for both relaxation and entertaining. The spacious deck provides the perfect setting for enjoying ocean breezes, morning coffee, or evening gatherings with family and friends. Inside, the open-concept living area features vaulted ceilings and abundant natural light, while the updated kitchen boasts stainless steel appliances, granite countertops, and ample cabinetry for effortless entertaining. Recent improvements include updated bathrooms, a new A/C system (2024), hot water heater (2026), and a durable metal roof (2013). Tastefully furnished with coastal-inspired décor, this home is being offered fully furnished, making it move-in or rental ready. Situated on a rare double corner lot, the property features a sparkling in-ground heated pool surrounded by tropical landscaping, along with covered parking, generous workshop/storage space below, and ample room for boat and trailer parking. An assumable low-cost flood insurance policy adds additional value and peace of mind.

Wonderfully refreshed! Beautifully decorated four bedroom waterfront Sunrise Cay home. Far reaching views from the second floor of the bay and ocean. Ocean breezes from the front travel through to the back deck for sunset views. The primary suite has expansive water views. The very large screened lower level accommodates all the needs of active boaters and fishing enthusiasts with an extensive tackle room and substantial two car garage. Positioned on a 19,500 square feet large lot and built with over 5,000 square feet of finished living space, this home offers wonderful space, PRIME location, ample sunlight from both directions. The perfect home to enjoy the gorgeous natural beauty of Ocean Reef! 72 ft of canal front for a 42 ft boat on a 38 foot dock.

Villa 1 offers one of the most coveted locations within the exclusive 22-villa community at The Islands of Islamorada. Ideally positioned as the closest oceanfront villa to the private marina, this exceptional residence enjoys some of the community's most impressive ocean views and an incredible connection to the water. The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

Welcome to one of Buccaneer Point's most extraordinary waterfront estates-a breathtaking modern Balinese-inspired sanctuary where timeless architecture, exceptional craftsmanship, and resort-style living come together in perfect harmony. Situated on an oversized lot with more than 110 feet of waterfront, this custom CBS estate features a concrete roof, standing-seam metal roofing, and over $150,000 in professionally designed tropical landscaping. Dual electric gates welcome you with Royal Palms, Canary Island palms, bamboo, and mature privacy landscaping. Built for both everyday living and entertaining, the home offers expansive waterfront views, premium travertine and wood-look tile flooring, Hunter Douglas motorized shades, and a fully integrated Control4 Smart Home System. The chef's kitchen is equipped with premium JennAir appliances, double convection ovens, an additional wall oven, a six-burner gas range with griddle, pot filler, oversized island, custom cabinetry, and direct access to the waterfront balcony. The outdoor living space is designed for year-round enjoyment with a heated saltwater pool and spa, expansive travertine patio, outdoor kitchen with TV, bar seating, authentic Bakers Pride pizza oven, putting green, waterfront lounge area, cabana bath, covered entertaining space, irrigation system, mosquito misting system, pet run, and fully fenced grounds. Inside, the home offers four spacious bedrooms, including a main-level primary suite with private balcony access and coffee bar. The upper-level owner's retreat features dual walk-in closets, coffee and wine bar, dressing area, steam shower, separate his-and-hers bathrooms, and a private waterfront balcony. A custom wood elevator services every level, leading to a rooftop observation deck with power and water, offering panoramic views of Florida Bay, and some of the best sunsets in the Keys. Combining quality construction, premium amenities & outstanding waterfront location, this is a rare opportunity.

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!

Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel--watch charter boats head out with your morning coffee and return as you relax with a sunset cocktail. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. This is a rare opportunity to own a turnkey, single-family attached townhome with a boat slip in one of the Keys' most desirable waterfront communities where every day feels like a vacation. New roof in 2023 and new A/C in 25 with 12 year warranty.

Enjoy calm mornings and serene evenings on the screened porch at your waterfront retreat on Long Key. Layton living will take you back to an Old Keys feel and this property is perfectly situated on a quiet canal with quick access to the open Ocean and access to the Bay via nearby Chanel 5 Bridge. This open floor plan home has 2 oversized bedrooms and 2 bathrooms as well as a garage and covered parking. Lots of storage and flex space as well!

Charming concrete bungalow in the heart of Islamorada! Move right into this beautifully updated 1BR/1BA retreat featuring fabulous ocean views from your private rooftop deck. Blending timeless Florida Keys charm with modern finishes, this home offers durable concrete construction with beautiful interior finishes, impact windows, an updated electrical panel, and parking for two vehicles. Relax under the covered Chickee Hut while enjoying spectacular Atlantic sunrises and unforgettable sunset skies. Community amenities include dock privileges, the Atlantic Ocean Jetty Area, a community Chickee Hut, and a low HOA fee of just $149/month, all conveniently located near Snake Creek Marina. Looking for a weekend getaway, vacation rental, or full-time island escape, this is your opportunity to experience the best of Florida Keys living.

Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access.

Experience the best of the Florida Keys in this exceptional pool home, ideally situated in Venetian Shores--one of Islamorada's most coveted waterfront communities. Offering 70 feet of protected dockage, this property is a premier boating opportunity with quick access to the bay and ocean via Snake Creek Bridge. Designed to accommodate family and guests with ease, the oversized home features five spacious bedrooms, four-and-a-half baths, a garage, and an upstairs flex space with a private balcony overlooking the pool and wide canal. Timeless finishes include a charming foyer, rich hardwood flooring throughout, a dedicated office, game room complete with a custom built-in bar, and abundant natural light that enhances every level of the home. Built for both comfort and peace of mind, the residence is equipped with impact-rated doors and windows, a whole-house generator, and a propane tank, providing year-round reliability and resilience. Whether you're entertaining poolside, hosting extended family, or setting out for a day on the water, this exceptional waterfront residence embodies the relaxed luxury and boating lifestyle that define Islamorada.

Gracious waterfront living awaits at 35 Angelfish Cay Drive, a beautifully renovated canal-front residence in the heart of Ocean Reef Club, Key Largo's premier private club. Perfectly positioned on a deep-water canal with 120 feet of canal frontage, this home offers quick and effortless access to offshore fishing, snorkeling, and diving—an ideal retreat for boating and water-sport enthusiasts. Originally built in 2006 and elegantly reimagined in 2023, the home spans 6,300 square feet of refined interiors designed for relaxed yet luxury living. Featuring 5 bedrooms, 4 full baths, and 2 half baths, the residence offers abundant space for family and guests. Light-filled living areas flow seamlessly into a gourmet kitchen, multiple entertaining spaces, and expansive windows framing tranquil water views. Outside, a generous pool deck invites lounging and gatherings, with gentle steps leading to the private dock—perfect for keeping boats, paddleboards, and all your favorite water toys at the ready. Ideally located within Ocean Reef's amenity-rich environment, this home blends privacy, convenience, and timeless elegance for an unparalleled island lifestyle.

This marina townhome plus 40' deeded deep water liveaboard boat slip in the exclusive Bonefish Yacht Club offers the perfect blend of luxury living and resort-style amenities in the heart of the Florida Keys. Nestled within a private 34-residence community set across more than four acres of beautifully maintained tropical grounds, the property captures the feel of a secluded oceanside retreat. Inside, the home offers 1,464 sq. ft. of light-filled living space featuring a gourmet chef's kitchen with brand new stainless steel appliances, a dedicated dining area, and an open-concept living room that flows seamlessly to a waterside balcony overlooking the marina, perfect for alfresco dining and entertaining. The spacious primary suite features a private waterfront balcony, walk-in closet, and a ensuite bath. The guest suite also enjoys its own balcony, a full bath, and generous closet space. The ground level includes a private tiled garage and storage area, ideal for a vehicle, fishing equipment, and water toys, perfect for the avid angler. Bonefish Yacht Club residents enjoy exceptional amenities including a heated and chilled pool with expansive sun deck, a tiki lounge gathering area with wet bar and seating, tennis/pickleball courts, and a private community beach. Offering breathtaking water views and beautifully maintained resort amenities, this residence delivers a rare opportunity to enjoy luxury waterfront living with access to world-class boating, fishing, and the best of the Florida Keys lifestyle.

Located on 1.85 acres of tropical and native landscaping, this mystical waterfront estate in Key Largo offers the perfect blend of privacy, comfort, and coastal living. Designed with both family life and entertaining in mind, this charming three bedrooms, two and a half bath residence features a spacious, light filled, open concept floor plan with clean architectural lines and seamless indoor- outdoor living. At the center of the home is a beautifully appointed kitchen anchored by an expansive island, creating the ideal gathering space for casual family meals and entertaining guests. Generous living spaces flow effortlessly to a covered central courtyard, extending the home's living area into a private outdoor sanctuary. Beyond the courtyard, the backyard unfolds into a breathtaking waterfront setting with direct ocean access. Surrounded by mature landscaping and exceptional privacy, this serene retreat feels like your own secluded oasis. Whether you are relaxing by the water, enjoying the tranquil surrounds, or setting out for a day on the ocean, this property captures the best of the Florida Keys lifestyle.

Well-maintained elevated home offering the perfect combination of comfort, functionality, and peace of mind. Built above flood elevation, this move-in-ready property features an open-concept floor plan with spacious living and dining areas, durable flooring throughout, and a bright kitchen with abundant cabinetry, stainless steel appliances, and generous counter space. The covered and screened porch provides the perfect place to enjoy outdoor dining and relaxing evenings while taking advantage of the island breeze. Beneath the home, you'll find ample covered parking, storage, and outdoor living space, with plenty of room for vehicles, boats, kayaks, and all your Florida Keys lifestyle essentials. Additional highlights include impact-resistant windows and doors, elevated construction, designed for easy upkeep and lock-and-leave convenience, and a thoughtfully designed layout that maximizes both space and functionality. A rare bonus: qualified buyers may have the opportunity to assume the seller's existing VA mortgage with an attractive 3.75% interest rate, offering significant savings compared to current market rates. Whether you're looking for a primary residence, second home, or investment property, this well-cared-for home delivers exceptional value and easy Florida Keys living.

Experience the Florida Keys with this fractional ownership opportunity at Fisherman's Cove, a private residence club set along Blackwater Sound in Key Largo. This spacious residence offers approximately 2,300 square feet, featuring three bedrooms and three full bathrooms. The recently updated interior showcases a clean coastal-modern design with subtle island touches. A fully equipped kitchen with bar seating opens to the main living area, while a private balcony provides beautiful waterfront views. Owners enjoy access to premium amenities, including a rooftop owners' deck, resort-style pool with three private cabanas, and community boats such as a 26' Sea Fox and 24' Contender. Concierge and housekeeping services ensure a seamless stay. Conveniently located above Jimmy Johnson's Big Chill, with dining and entertainment just steps away. Ownership includes flexible use, typically 5-7 weeks per year, with additional time based on availability. This is a private ownership club and is not available for rental. All privileges are reserved for owners only. Interest 2 in Unit 1 is being conveyed as a deed to the property. Seller Financing Available!

3200 Harriet Avenue , Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of HOA fees, allowing you to enjoy all the benefits of homeownership without monthly association dues or restrictive community fees. It's a rare opportunity to own a spacious townhouse with the freedom and flexibility typically associated with a single-family home. Step outside to your own private pool, creating the perfect setting for entertaining, relaxing, or enjoying the tropical island lifestyle year-round. The corner-lot location provides added privacy and outdoor space, making this home feel even more secluded. Inside, the well-designed floor plan offers bright, inviting living spaces with plenty of room to gather, work from home, or simply unwind after a day on the water. Conveniently located in New Town, 3200 Harriet Avenue is just minutes from shopping, dining, schools, beaches, and all that Old Town Key West has to offer. Whether you're looking for a primary residence, vacation home, or investment property, this home delivers an outstanding combination of space, privacy, and the quintessential Key West lifestyle.

Welcome to Casa Sirena, a refined waterfront retreat in Marathon offering comfort, privacy, and strong investment appeal. This five bedroom, three bath home includes a convenient outdoor pool bath and is ideally positioned with water frontage on two sides. Boaters will appreciate 100 feet of durable composite dockage, a jet ski lift, and a private boat ramp shared with just one neighbor. The home enjoys close proximity to Boot Key Harbor, with easy access to waterfront dining by boat, as well as a straightforward route to the bayside via Knight Key Channel and immediate Ocean access. The surrounding Vaca Key and Boot Key provide a natural buffer, offering added protection from the elements. Outdoor living is central to the property, with lush tropical landscaping, a saltwater pool, tiki hut, and expansive wraparound patios accessible from all rooms. Inside, the open floor plan connects the living, dining, and kitchen areas, creating a comfortable and functional space. The kitchen is equipped with high end appliances suited for everyday use or hosting. Additional features include a spacious two car garage with ample storage, an extra washer and dryer, refrigerator, freezer, and workbench. The home is offered fully furnished and turnkey, ready for personal use or as a vacation rental. Privacy fencing, a security system, and gated dock and ramp access complete the offering.

Tucked away at the end of a quiet cul-de-sac, 24 Dispatch Creek Court offers a rare combination of privacy, scale, and waterfront living in one of Ocean Reef's most desirable settings. Situated on an expansive 30,542-square-foot homesite with 280 feet of water frontage along picturesque Dispatch Creek, this exceptional residence is just a short boat ride from the Main Marina and the Ocean Reef entrance channel. Designed to accommodate large families and multigenerational living, the home encompasses approximately 8,600 square feet of thoughtfully designed living space. The floor plan features two primary suites, three additional guest bedrooms with ensuite baths, and an elegant study with private bath that can easily serve as a sixth bedroom. A chef's kitchen with butler's pantry serves as the heart of the home and opens seamlessly to a spacious family room, creating an inviting gathering space for everyday living. Formal living and dining rooms, soaring first-floor ceilings, abundant natural light, an elevator, and two separate laundry rooms further enhance the home's comfort and functionality. Walls of glass open to an impressive outdoor living environment where covered seating areas, a summer kitchen, and a stunning infinity-edge pool create the perfect backdrop for entertaining family and friends. Lush tropical landscaping surrounds the property, enhancing both beauty and privacy while framing long water views. The lower level offers a two-car garage with generous additional space for golf carts, vehicles, and scooters, along with substantial storage areas for boating gear, recreational equipment, and seasonal belongings. With extensive dockage, exceptional privacy, and a flexible floor plan designed for comfortable everyday living, 24 Dispatch Creek Court presents a rare opportunity to enjoy the very best of the Ocean Reef lifestyle.

Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1+ acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine-inspired quatrefoil windows, Juliette balconies, wrought-iron railings, copper rain gutters, and hand-carved marble corbels enhance the home's architectural character. The floor plan includes four bedrooms with three guest suites on the main level and a private third-floor primary retreat featuring two fireplaces, an office, tea room, sitting room, custom walk-in closet, private laundry room, spa-inspired bath, and balconies overlooking the living spaces below. The chef's kitchen is appointed with Viking, Miele, U-Line, and Sub-Zero appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen with a Viking grill, refrigeration, ice maker, bar seating, and covered dining overlooking the pool, beach, and bay. Additional spaces include a formal dining room with a hand-painted ceiling fresco, wellness room, sauna, private theater with wet bar, and a billiards lounge with mahogany coffered ceilings and coconut wood flooring. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep-water dockage, a white-sand beach, and crystal-clear waters provide immediate access to world-renowned fishing, diving, snorkeling, and boating. Additional features include an air-conditioned boat room with skiff ramp, over 4,000 SF of collector's garage space, Control4 smart home integration, an elevator, Sonos, and secure walled & gated grounds.

This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of the Florida Keys' most exclusive gated communities. Positioned on Sea Lore Lane, this 18,750 sq ft waterfront lot offers more than 90 feet of pristine shoreline and uninterrupted open water views. Designed by Artibus Design, the residence is currently under construction and envisioned as a nearly 6,000 sq ft modern coastal showpiece with 6 bedrooms and 6.5 bathrooms. Every inch of this home is being thoughtfully built for modern waterfront living, combining bold architecture, expansive walls of glass, elevated finishes, and seamless indoor outdoor flow throughout. This is the appeal of brand new construction in the Keys. Fresh design. Modern materials. Current building standards. A home created for the way buyers want to live today. Inside, expansive open living spaces, gallery style proportions, striking focal points, an indoor gym, and a large entertainment room create a setting that feels both sophisticated and inviting. Outside, a resort style waterfront environment takes center stage with a pool, expansive covered outdoor living spaces, and a large three car garage beneath the home, all designed to maximize the incredible setting and open water views. For a limited time, a buyer has the rare opportunity to step in and customize finishes and details, helping shape the final vision while avoiding the years of planning, approvals, and uncertainty that can come with building in the Florida Keys. With construction already in progress, this is an opportunity to secure one of the most exciting new builds coming to Shark Key before completion. This is more than new construction. It's the opportunity to own one of the island's most exciting new waterfront homes and create something truly exceptional in the Florida Keys.

Perfectly positioned on an expansive corner lot within the exclusive island enclave of Duck Key, this exceptional 3-bedroom, 3-bath residence captures breathtaking ocean views and a sense of openness rarely found in the Keys. Set directly across from the ocean and adjacent to a privately owned great lawn, the property enjoys an enhanced feeling of space, privacy, and tranquility. The upper level offers 2 bedrooms and 2 full baths, thoughtfully designed to maximize natural light and showcase stunning water views. The open-concept living, dining, and kitchen spaces flow effortlessly together, creating an airy, sun-filled interior where the outdoors become part of everyday living. Sliding glass doors from both the primary suite and main living area open to a beautiful balcony, where sweeping ocean views create a captivating backdrop from sunrise to sunset. From the moment you enter, the views command your attention. The lower level offers a 1-bedroom, 1-bath layout with laundry and is designated as legal non-conforming--ideal for guests, extended family, or flexible lifestyle needs. Outside, a spectacular private resort-style pool creates a true tropical retreat, complete with a cascading waterfall, spray fountains, and a zero-entry beach-style entrance. Life in Duck Key is about far more than the home itself. This sought-after island community offers walkability, golf-cart convenience, and relaxed coastal elegance. Enjoy two marinas with fuel, boat storage, and watersport access, along with optional Club Duck Key amenities including pickleball, tennis, swimming, and a vibrant social atmosphere. Two island restaurants further enhance the ease of daily living. Perfectly positioned midway between Miami and Key West, Duck Key offers exceptional convenience with easy access to Marathon and its private airport, all while preserving the privacy, charm, and exclusivity of island living. This is your chance to embrace the island life.

Affordable Florida Keys Living with Weekly Rental Potential in the Heart of Marathon Whether you're searching for a full-time residence, a vacation retreat, or an income-producing investment property, this charming 3-bedroom, 2-bath Conch cottage offers exceptional value in today's market. This property blends classic Keys character with modern upgrades and desirable rental flexibility. Newly renovated the home is move-in ready and designed for easy island living. Interior features include quartz countertops, stainless steel appliances, impact-resistant windows, and energy-efficient mini-split A/C systems that help keep utility costs low. The low-maintenance lot provides ample parking and storage, making it ideal as a primary residence, second home, or vacation rental. Situated in a weekly rental area, this property offers excellent income potential while allowing owners to enjoy their own slice of paradise. Conveniently located just minutes from world-class boating, fishing, waterfront dining, shopping, and all the attractions that make the Florida Keys such a coveted destination, this Little Venice gem combines affordability, convenience, and investment opportunity. Don't miss this rare opportunity to own an affordable piece of the Florida Keys with the flexibility to enjoy it, rent it, or both. Schedule your private showing today!

of Marathon’s most vibrant & amenity rich, waterfront communities, this beautifully appointed 2 bedroom, 2 bath residence offers the ideal blend of island living, convenience, and value; without the traditional Florida Keys price tag. From the moment you arrive, the setting feels elevated, vibrant and unmistakably island inspired. Ideally situated within the community offering beautiful open water views, this residence enjoys a premier location with sweeping vistas from the top-level balcony, perfect for morning coffee or sunset cocktails. Inside, the light-filled interior features a stylish granite and stainless-steel kitchen, central air, interior laundry, and thoughtfully designed living spaces. Enjoy covered parking, under-home space, and easy access to the dock and waterfront gathering areas. Resort-style amenities include a beautiful pool, kayak launch, fire pits, outdoor kitchen, sun deck, and community lounge spaces. Walk, bike, or golf cart to waterfront restaurants, bars, live music, kayak and jet ski rentals, the iconic Seven Mile Bridge, and the scenic pedestrian bridge. $22,500 in secured rental income already in place for 2027. One of the most affordable newer construction opportunities in the Keys offering this level of lifestyle, amenities, and location. Please note: ownership is subject to monthly lot rent.

MOTIVATED SELLER! Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for coastal living. Built for both comfort and peace of mind, the home features a metal roof installed in 2018 along with impact-rated windows and doors throughout. Enjoy added privacy and nightly sunset views over the protected salt marsh directly across the street—an unspoiled natural backdrop that will never be developed. Boaters will appreciate the free-flowing, clear-water canal with excellent access to both the ocean and the bay. The private dock with a 7,000-lb side-lift boat elevator makes heading out for fishing, diving, or sunset cruises effortless. The spacious lot offers a large driveway, double covered parking, and ample room for boat trailers and additional vehicles. Downstairs, a full concrete pad and enclosed angler's room provide the perfect space for storing fishing gear, dive equipment, and all your island toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful, palm-lined waterfront community on the Atlantic side of Little Torch Key, offering direct access to Pine Channel and world-class boating, fishing, and diving at nearby Looe Key Reef. Just 24 miles from Key West, this exceptional property delivers the perfect blend of island tranquility and convenient access to dining, entertainment, and amenities—an ideal full-time residence, second home, or investment in the Florida Keys lifestyle.