Florida Keys Homes on the Bay / Gulf Side of the Island For Sale

Discover Your Waterfront Dream Location!Nestled in an idyllic location, this property offers the ultimate retreat for fishing, diving, and boating enthusiasts. Boasting a solid CBS home with incredible potential. Youll enjoy quick access to both ocean and bay-side adventures, thanks to a spacious concrete 40ft dock. This home is the perfect launching point for your aquatic pursuits.The Sound views from almost every corner of the property are nothing short of spectacular, creating the perfect backdrop for relaxing or entertaining.Key Features:Location: Prime waterfront, offering easy access to ocean and bay-side boating.Home: Spacious two-level layout, with a total of 2,304 sqft of living space (1,152 sqft per level).Bedrooms/Baths: 4 Bedrooms, 3 Bathrooms--perfect for families or as an investment opportunity.Dock: 40ft dock for boating, fishing, and water recreation.Bonus Building: A charming guest quarters for visitors.Whether youre seeking a family home, a vacation retreat, or a smart investment, this property offers endless possibilities. Enjoy sweeping views, serene surroundings, and the ultimate waterfront lifestyle.Dont miss out on this extraordinary opportunity to own a slice of paradise. Schedule your private viewing today and experience firsthand the natural beauty and tranquil setting this home has to offer!

Exceptional Opportunity in the Exclusive Stirrup Key Gated CommunityThis Gulf-front property presents a rare chance to own the least expensive home in one of the most prestigious neighborhoods of the Florida Keys. Nestled on an oversized 0.33-acre lot, this 3-bedroom, 3-bathroom home offers unparalleled value and the potential to craft your ideal coastal retreat.While the property has undergone a substantial $200K price reduction, it does require updating to match your style and vision. Its being sold AS-IS without a boat slip, making it the perfect canvas for your dream upgrades.Key highlights:Spacious layout: 1,802 sq. ft. of living space with endless possibilities for customization.Prime location: Located near MillionAir at Marathon Airport, ideal for convenient travel.Prestige and Privacy: Secure living in a sought-after gated community, surrounded by upscale homes and breathtaking Gulf views.Opportunities like this dont last long in Stirrup Key. Whether youre a retiree looking for a peaceful getaway or an investor ready to unlock its full potential, this home stands as a remarkable investment in a highly coveted location.Please note, 24-hour notice required for showings. Dont miss the chance to turn this property into your coastal haven!

Large Family Compound on (5) Buildable Lots - A. 2Bed/1 & 1/2 Bath -B. 1Bed/1Bath - C. Studio - D. Studio E. Green House - Huge Custom-made Outdoor Kitchen & Gazebo- Multiple Storage Sheds -Beautiful Custom Designed CBS Pool/ With Sandy Beach - Great opportunity for employee housing. Private Boat Ramp & Dock at the Homeowners Park at end of the Street. Nestled within the established Indian Mound Estates neighborhood, just minutes to nearby shops, restaurants, and walking distance to schools. Take a Bike Ride in the Nature Wildlife Reserve. Conveniently located close to Key West. Endless Possibilities.

Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for $1,490,000.

Welcome to bayfront living at its finest! Nestled in a tranquil coastal community of the Upper Keys, this solid concrete home offers unparalleled views and serenity that will captivate you,Step onto the concrete roof or relax in the screened-in porch, and youll immediately understand why this home is truly special with bay views for days. The expansive view of the wide canal creates a sense of space and tranquility, providing the perfect backdrop for relaxation and enjoyment. The 50 concrete dock comes with a 15,000 # boat lift, strategically positioned maximizing space for your boat as well as additional water toys, or friends and family to conveniently use. Upstairs, youll find two bedrooms and one bath, thoughtfully designed to maximize comfort and functionality. The primary bedroom is a haven of relaxation, offering stunning canal views and pocket doors that invite the gentle bay breeze to flow effortlessly through the home.One of the highlights of this home is its versatile layout. With a legal 1 bed, 1 bath unit downstairs featuring a convenient kitchenette, this space offers endless possibilities. Whether youre hosting guests or craving a private retreat, this separate unit provides flexibility.As you unwind in the comfort of your living space or soaking in the beauty of the outdoors, every corner of this home is designed to enhance your lifestyle and elevate your experience here in the Florida Keys. Located near the heart of Key Largo and just 30 minutes from the mainland this location is truly the most convenient.

Motivated Sellers!! Your Sugarloaf Key Sanctuary!! Brand new tile flooring throughout the entire home (Nov 2024). Three separate walk-in closets. A Must See to appreciate the size of home and lot!! This spacious 6,376 gross sq ft, 4 bedroom, 3 full bath, 12 stilted, canal-front home was custom built in 2017 by Palm Harbor Homes. The home features a 1,256 sq ft wrap-around porch with entertainment space overlooking the canal along with large entertainment areas. The home is in a quiet, desirable neighborhood with a private boat ramp and seawall on a free flowing canal with access to the Gulf and the Atlantic Ocean. It is on a double lot (2 150x100 lots) consisting of 30,000 sq ft with an oversized fenced backyard with mature landscaping to include mango, avocado and the largest neem tree in the Florida Keys. Plenty of room for a pool! The interior of the home features an open floor plan with oversized bedrooms and baths totaling over 2,464 sq ft of finished living space. The large kitchen highlights stainless steel appliances and an abundance of cabinets and counter space and the master bedroom features a large walk- in closet and a retreat with views overlooking the canal. This newly built home features tall concrete pilings, hardie-board siding, metal roof and impact windows with massive amounts of storage space both upstairs and down. Plenty of room for parking your vehicles, RV, boat, airplane and guests!Just minutes to nearby shops, restaurants, and schools, this exceptional property wont last long. Schedule a tour today!

This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

KEY WEST DUPLEX! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

MODERN WATERFRONT HIDEAWAY - MOVE IN READY! With meticulous finishes and a vibrant modern interior this 4 bedroom, 2 bath Big Pine Key home will not disappoint. Situated in the peaceful neighborhood of Doctors Arm, within walking distance to No Name Pub and less than 3 minutes to open water (Atlantic through Bogie channel, gulf through Big Spanish channel or access the backcountry) this home is designed exclusively for someone inspiring to live the Florida Keys lifestyle in style. Close attention has been given to the quality of materials used in this recently upgraded home with improvements to include: remodeled kitchen & bathrooms with high-quality HGTV-style finishes, metal roof, life-proof vinyl plank floors, fresh paint, new lights, ceiling fans, and fixtures, updated receptacles and switches, and a new hot water heater. You walk in and it smells like West Elm, like you have been propelled to your own personal oasis. Nothing left to do but move in and start enjoying. For the outdoor enthusiast and fisherman, the property has 2 5,500 lb davits, 60 ft of dockage on a 40ft wide canal, a covered fish cleaning station with electricity and shower, an outdoor fridge, a small bait fridge, and Floating kayak launch. An open-plan kitchen and dining area with plenty of stylish appeal, integrated high-end stainless steel appliances, Thomasville soft close cabinets, quartz countertops with zellige tiles & upgraded fixtures. Four airy, light-filled bedrooms have plenty of storage and closet space and glass doors that open onto composite decking, adding to the feeling of space & openness. This stunning home makes an impact from the minute you lay eyes on it and is in a class of its own. Must make an appointment to view. Please contact agent for showing.

NEW LISTING! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the late 1800s. This is a classic Conch home with light filled rooms, Dade County Pine, and hard wood flooring is classic Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is main level bedroom and full bath. The second floor boasts an expansive home office, art studio, possible 3rd bedroom, or lounge space along with primary bedroom and full bath. There is ample storage space with custom built-in closets throughout the upper floor. Low maintenance yard with tropical landscape, deck area is perfect for dining el fresco or relaxing in paradise. The shed has a full size washer & dryer along with room for tools. Absolutely charming home that has been owner-occupied and never used as a rental. This lovely gem of a home hidden in Old Town near fine dining, shopping and just blocks to famous Duval Street. Dade county pine, ductless central AC, tall ceilings, and a classic front porch & yard with picket fence all make this home the perfect island residence. Desirable X Flood Zone and low assumable flood insurance $809/yr! (Tax record shows year built 1933, home is shown on older Sanborn maps Circa 1899)

Welcome to Your Dream Waterfront Retreat!Discover this charming 4-bedroom, 3-bathroom single-family home, perfectly situated on a canal front in one of Marathons most desirable neighborhoods. This spacious 1,744 sq. ft. residence features a thoughtful layout designed for both family living and vacation rental potential. Currently used as an vacation rental. Enjoy the serene canal views from your patio, and take advantage of 60 feet of dockage, making it easy to access the open waters of the Middle Keys. The home boasts all impact-resistant windows, ensuring safety and peace of mind. With a ground-level design, this property is ideal for easy living.Inside, youll find built-in cabinets and ample storage, complemented by a well-equipped kitchen featuring essential appliances like a dishwasher, microwave, range, refrigerator, and washer/dryer. The tile flooring throughout adds a touch of elegance while being easy to maintain.Located just behind the airport, this home offers convenient access to local amenities, a new bike path, and a community boat ramp, enhancing your lifestyle in the Keys. Pets are welcome, making this a perfect family residence or vacation rental opportunity.Schedule your personal/virtual walk-through today to experience the spacious floor plan and updates that make this home a true treasure. Your next adventure in the Middle Keys awaits!

Discover your own piece of paradise with this luxurious 3 bedroom, 2 bath waterfront home in Marathon! Completely renovated and turn-key ready, this property is currently a successful weekly vacation rental with bookings in place into 2025, making it an ideal investment opportunity.Step inside to find modern coastal furnishings, an open-concept layout, and a new kitchen with custom cabinets, granite counters, and stainless-steel appliances. The home features impact windows and doors, ample storage, and parking for cars and boat trailers. Outside, the custom-tiled backyard boasts a pool, Tiki Hut lounge, and an outdoor stainless-steel kitchen equipped with a gas grill, griddle, oven, sink, and cooler. Enjoy the landscaped surroundings and relax in the temperature-controlled pool and custom paver patio after a day on the water. Boaters will appreciate the 60ft dockage, deep water canal, quick access to both the Gulf and the Ocean, and a convenient boat lift. The property also includes a covered fish cleaning station with power, water, and light, as well as an ice maker and freezer for storing your catch.Located in a family-friendly neighborhood in the heart of Marathon, this home not only offers high-end coastal features and turn-key condition but also serves as an excellent second home or permanent residence. Owner/Agent. Dont miss out on this opportunity--schedule your showing today!

Paradise found in this waterfront concrete home with an excellent Key Largo location! Located just a few homes in from the open bay, and very close to the Adams Cut Waterway, allowing fast ocean and bay access. Upstairs is a wide open concept floor plan, sit up bar, kitchen with pantry, vaulted tongue and groove ceilings, tiled floors, 3 bedrooms and 2 bathrooms, and an expansive screen porch. Downstairs is a large covered entertainment area with barbeque, commercial ice machine, bar and seating area, a full garage and a 1 bedroom 1 bath apartment with separate entry. The large dock has 75 feet on the water, a new 17,000 pound boat lift, a hot tub spa, and room for a generous sized pool. The deep water canal is 60 feet wide. Adams drive is being renewed and repaved to raise the street and work is well under way! Completion should be early in the year. 1 hour to Miami International airport and yet a tropical world away!

Welcome to your dream waterfront retreat in Islamorada Key! This stunning home has undergone a complete renovation, boasting modern upgrades and breathtaking bayfront views. With 3 bedrooms and 2 baths, this spacious property offers ample space for relaxation and entertainment. Enjoy peace of mind with impact windows and doors, ensuring safety and energy efficiency. Stay cool year-round with a brand-new A/C system. Step outside to your own private oasis, featuring a 55ft dock for your boat perfect for exploring the crystal-clear waters of the Florida Keys and a charming mini golf area in the backyard. Dont miss out on this rare opportunity to own a piece of paradise in Islamorada Key!

Your Island Paradise Awaits! Fully remodeled waterfront home featuring 4-bed, 2-bath + 2 guest-baths, with an outdoor shower for your convenience when enjoying the saltwater pool. Renovated with porcelain crystal floors, impact windows, new SS appliances & new AC unit. The washer/dryer machines & ample storage space in the utility room add comfort to your life. This captivating corner lot has 2 private docs that fit up to two 24 ft boats, new electric boat-lift, RV hook-up, EV charger & expansive space to park your cars, RVs & other toys! The 45ft yacht is included. Desirable location at the entrance of Key Largo/Black Water Sound, just moments away from national parks, restaurants, entertainment, grocery stores, air & water adventures, and all the best that the FL Keys have to offer! Great income-producing opportunity through short-term rentals!

Weekly Rentals Allowed! Welcome to The Seagrape house on Conch Point- 690 Barry Avenue, A unique mixed-use zoned property offering endless possibilities! Nestled on a spacious 1/3-acre lot, with 277 sq foot of seawall and features an incredibly rare boat ramp, making it a boaters paradise. A unique gem in Little Torch Key, custom-built by renowned fly fisherman Stu Apte. With captivating stories woven into every corner, this residence offers a blend of historical charm and modern comfort. Experience the allure of a home with a distinguished past and create new memories in this one-of-a-kind property. Step into timeless elegance with this stunning home featuring pristine Dade County Pine throughout. Known for its durability and rich, warm tones, this rare wood graces every room, offering a blend of historic charm and natural beauty. The craftsmanship is evident in the meticulously preserved details, creating an inviting and cozy atmosphere. Perfect for those who appreciate classic Florida architecture, this home is a true testament to quality and style. Coastal living meets tranquility. Just a 35 second boat ride to open water, this home offers the perfect balance of quick ocean access and sheltered privacy. Protected from harsh winds and salt spray, youll enjoy serene surroundings. Whether youre envisioning a waterfront home, a vacation rental, or a business venture, this property provides the versatility to bring your dreams to life. Enjoy easy access to pristine waters for boating, fishing, and exploring the stunning Lower Keys. Ideal for boating enthusiasts seeking both convenience and comfort in a prime location. The property provides the perfect blend of residential comfort and commercial potential, ideal for anyone looking to create their own slice of paradise in the Florida Keys. The expansive lot offers ample space for development, with lush surroundings that capture the true essence of island living. Estimated insurance quotes of $11,000 annual

Just what you have been looking for! Double Lot Canal Front Home in Pirates Cove. Enjoy over 100 feet of dockage and stunning Florida Bay views from this beautifully updated ground-level concrete home. Set on two spacious lots, the property offers the flexibility to separate the lots if desired. With 3 bedrooms, 2 bathrooms, and plenty of indoor and outdoor entertaining space, this home is perfect for boating enthusiasts and those who love sunsets. The home features a bright, open interior with natural light, a welcoming family room and open concept living, kitchen & dining. Outside, the low-maintenance, resort-style yard provides exceptional privacy and includes a tiki hut for relaxing or entertaining. Theres ample parking for an RV, boats and or multiple vehicles. Located in Pirates Cove, this home offers access to a community boat ramp, a charming beach, and a private clubhouse through a voluntary HOA. Conveniently situated near schools, top-rated local restaurants, and shopping, with quick access to the mainland, this property is ideal for vacationers or full-time residents. Dont miss the chance to own a piece of paradise in this welcoming neighborhood! Call today.

Nestled in a quiet lane in Old Town Key West, this charming 2-bedroom, 2-bathroom, low maintenance single-family Conch house is the perfect blend of historic charm and modern convenience. Located just a short stroll from the Historic Seaport, Duval Street, restaurants, and vibrant art galleries, this home offers an amazing combination of location and lifestyle. Relax on the cozy front porch, the perfect spot to watch the world go by while sipping a cocktail or just enjoying a quiet moment.Renovated to perfection in 2006, the house underwent a meticulous transformation adhering to FEMA and the Historic Architectural Review Commn. standards. This renovation earned the Historic Florida Keys Foundations highest preservation award for its seamless blend of timeless craftsmanship and modern reliability. It was restored to the same footprint it had in 1892.Inside, youll find warm Dade County Pine walls, vintage Bakelite doorknobs, and sleek Northstar appliances. Theres even a cozy dining nook, a sweet spot for sharing meals or sipping your morning coffee. The kitchen features custom cabinetry, stainless steel, marble countertops, and a design that balances function and style.Practical upgrades include a fully revamped foundation and substructure, elevation for added security (and lower Insurance), central air conditioning, new electrical and plumbing.Off-street parking is a rare perk in this sought-after neighborhood, making it easy to enjoy all that Key West has to offer. Whether youre seeking a full-time residence, a vacation getaway, or an investment opportunity, this home checks every box. Schedule your private showing today and own a piece of Key West history!

Motivated Seller, priced to sell. Come take a look at this beautiful home located in the Sanctuary at the coveted gate community of Key West Golf Club. This unique property with views of the 17th fairway boasts with an oversized lot with a private pool, with new equipment and has been recently resurfaced. The pool and side yard are surrounded by an enormous deck offering ample outdoor space for relaxing or entertaining complete with sunshades. Lush tropical landscaping makes you feel that you are in an oasis while offering plenty of privacy. Upon entering you will see this home is ready to move in complete with furnishings. The upgrades are plentiful, complete with new luxury vinyl flooring, quartz countertops, fresh painting complete, stainless steel appliances and more. Screened porches off the living room and master bedroom offer additional outdoor living space with views of the lake and the golf course. 3 bedrooms are located upstairs, and a bonus room/den or office on the first floor. Convenient half bath downstairs leads to a private outdoor shower. Off street parking for two vehicles, one covered, additional parking spot prefect for golf cart, moped, bicycles. The community offers 24 hour manned gate, additional gates at the entry to the Sanctuary, two community pools and gym for residents. Security system in place for your convenience. Come and take a look at this home you wont want to miss this one.

This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room is a major Bonus!!! As Well as the personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies Tropical Chic. Super Close proximity to Tavernier Creek via the famous Toilet Set Cut. World Class deep water, reef, and backcountry fishing are mere minutes away as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!