Discover one of Cudjoe Key’s desirable vacant parcels — a 6,000 sq ft waterfront lot offering direct access to the Lower Keys’. Located on a quiet road, this property pairs privacy with easy access to local conveniences and the laid-back lifestyle of the Lower Keys. Enjoy morning coffee with ocean breezes, evening skies, and endless outdoor living possibilities. (Information provided herein is deemed reliable but is not guaranteed and should be independently verified. Subject to errors, omissions or changes without notice)
CUDJOE KEY CANALFRONT SPECIAL - LOWEST PRICED HOME IN CUTTHROAT HARBOR ESTATES. Situated on over 6,000 Square Feet on a deep water canal - this recently updated property provides easy boating access to both the Gulf and the Atlantic, making it a perfect home base for world class fishing, diving, SANDBARS and enjoying the keys lifestyle. New Upgrades Include - Fully remodeled kitchen All impact doors and windows All new split AC Units New flooring New Tankless Water Heater Upstairs, you'll find the fully remodeled kitchen with island which is perfect for entertaining and walk out to a large deck space. 1 Large bedroom and recently remodeled bathroom. The lower level features two bedrooms with one having a bonus room adjacent which could serve as an office or a 4th bedroom. A simple door and kitchenette could provide an owners lockout dividing both floors. Ample size lot provides room for Boat/RV parking in addition to a lush tropical landscape that provides afternoon shade on the majority of the property. This deal will not last long so do not delay on owning your piece of paradise. CALL LISTING AGENT MIKE KANE DIRECTLY FOR YOUR PRIVATE SHOWING AND SAVE!!!!!
*Construction process underway. Expected completion November/December 2026 Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West! Tucked away in a quiet, peaceful neighborhood. Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons. For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views. Or stay on the screened in covered porch and enjoy the Keys breeze! The roughly 1100 sqft garage/lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, you'll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather. This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Don't miss the opportunity to make it yours--schedule your private showing today at the model home. Photos are of model home and may not fully depict to be built home. Seller is licensed FL real estate agent.
Look no further--this exceptional property truly has it all. This beautifully maintained CBS home boasts open-water views and is situated on an oversized lot on an extra-wide, deep canal, great for bigger boats, and just three houses in from the end. You'll be up on plane in seconds, with unparalleled boating access to both the Atlantic and Gulf. Ideally located closest to the premier backcountry of the Lower Florida Keys, this is the perfect property for the fishing and diving enthusiasts and still only 20 minutes to Key West. Built by Tom Ryan Construction, this solid CBS 3-bedroom 2-bath home is almost 1,300 square feet, and has a spacious, open feel, created by the thoughtful layout and vaulted ceilings in the main living area. The kitchen features granite countertops, a convenient breakfast bar, and a dedicated dining area, making it ideal for both everyday island living and entertaining. The primary suite has a walk in closet and french doors leading out to the porch, while the second bedroom has a pocket door creating another convenient ensuite for guests. Most days you'll enjoy outdoor dining or cocktails and the relaxed island life from the covered, screened porch overlooking the canal with open water views of Kemp Channel. The views continue into the primary suite and kitchen, offering a beautiful waterfront backdrop throughout the home. The lower enclosure provides plenty of space for a vehicle, workshop, and storage. Two 500-gallon cisterns provide ample water for maintaining the lush tropical landscaping. The solid concrete step down seawall features davits each with a 5,500 lift capacity. This property is the ideal location to be able to spend a stellar day on the water, then head to Key West to one of the many fabulous restaurants for dinner, and finish the evening listening to live music or take in a show at one of our unique boutique theaters. You can have it all.
Summerland Key Cove -- Come by Sea or by Plane A unique opportunity in Summerland Key Cove offering both canal-front living and access to the community's private airport. Whether your Florida Keys lifestyle revolves around boating, flying, fishing, diving, or simply enjoying the water, this property offers a combination that is increasingly hard to find. Built in 1982, this 1,240 sq. ft. concrete block home features 2 bedrooms plus a versatile bonus room that can serve as a guest room, home office, gym, TV room, or additional living space. An approximately 400 sq. ft. screened room overlooking the canal adds substantial outdoor living space. Some major improvements have already been completed, including a 2022 metal roof, 2023 impact windows and doors on the upper level, and updated central A/C in 2020 inside unit only. Connected to central sewer. One of the property's standout features is the approximately 1,240 sq. ft. airplane hangar height of 9ft. Hard-to-find amenity in the Florida Keys--plus approximately 400 sq. ft. of additional storage and a concrete driveway. On the water, the property offers approximately 60 feet of concrete seawall on a 60-foot-wide canal, along with a davit. Two canal exits provide access to Kemp Channel, opening the way to both Atlantic Ocean and Gulf-side boating for fishing, diving, exploring, and enjoying the surrounding Keys waters. Located in an improved subdivision on a Tier III lot in AE-10 flood zone. Fencing is permitted. Access to the Summerland Key Cove airport and marina is available through membership. The home is currently tenant occupied with pets; advance notice is required for showings. Rented till 3/30/27
Welcome to Unit 533 in the gated waterfront community of Venture Out on Cudjoe Key! This well-maintained home features a spacious addition that provides extra living space and versatility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space--ideal for guests, a home office, or hobby room. The property is currently occupied by a long-term tenant, offering an opportunity for a buyer seeking immediate rental income. The home offers a functional layout suitable for full-time living, seasonal enjoyment, or future investment use. Venture Out permits transient rentals with no minimum-night requirement, giving owners flexibility in how they choose to use the property. Community amenities include a large heated and chilled saltwater pool, hot tub, swimming lagoon, full-service marina with boat ramp and fuel dock, and convenient boating access to both the Gulf of Mexico and the Atlantic Ocean. Residents and guests also enjoy pickleball, tennis, bocce ball and basketball courts, a playground, two community centers, organized activities, and on-site church services. Looking for a fresh start? The property may also offer the potential to be converted into an RV lot or rebuilt to suit your vision, subject to current building regulations and community requirements. Schedule your private showing and explore the possibilities at Unit 533!
Ocean-View Waterfront Retreat in Gated Venture Out on Cudjoe Key. NIGHTLY RENTALS ALLOWED Enjoy the Florida Keys lifestyle in this well-maintained 1-bedroom, 1-bathroom waterfront home located in the highly desirable gated community of Venture Out. With ocean views, direct boating access, excellent amenities, and nightly rentals permitted, this property is ideal as a vacation home, income-producing investment, or full-time residence. The home features numerous updates, including a new roof in 2018, air-conditioning system in 2020, and hot water heater in 2025. Additional improvements include newer impact-resistant windows, Bahama shutters, powder-coated storm panels, and updated mobile home tie-downs for added peace of mind. Boaters will appreciate the 35-foot concrete seawall with dock whips and quick access to the backcountry, offshore waters, and Atlantic Ocean. A concrete slab beneath the home provides valuable storage for fishing gear, kayaks, bicycles, and other Keys essentials. Venture Out offers an impressive array of amenities, including a large oceanfront saltwater swimming pool, community marina with fuel station, boat ramp, and boat wash-down area. Residents and guests also enjoy lighted tennis and pickleball courts, basketball and bocce courts, a recreation hall, waterfront pavilion, and regular community activities. The golf-cart-friendly neighborhood makes it easy to enjoy everything the community has to offer. Whether you are searching for a relaxing island escape, strong rental opportunity, or waterfront home in the Lower Keys, this property delivers an exceptional combination of location, boating access, amenities, and investment potential. Schedule your private showing today and experience this special Cudjoe Key property for yourself.
Experience the PINNACLE of luxury waterfront living at this exceptional oceanfront residence on prestigious Flagship Drive. Completely reimagined with uncompromising attention to detail, this exquisite 4-bedroom, 3.5-bath home blends sophisticated design with the relaxed elegance of the Florida Keys. From the moment you enter, you'll be captivated by the expansive open-concept floor plan, breathtaking ocean views, and refined finishes throughout. Oversized 41-inch porcelain tile flooring, designer lighting, premium fixtures, and custom craftsmanship create a timeless, contemporary aesthetic that complements the stunning waterfront setting. The chef-inspired kitchen flows seamlessly into the spacious living area, making it ideal for both everyday living and entertaining. Walls of glass invite natural light while framing spectacular turquoise water views. The luxurious primary suite serves as a private retreat with serene ocean vistas and a beautifully appointed spa-inspired bath. Three additional bedrooms and office provide comfortable accommodations for family and guests. Outdoor living is equally impressive. Multiple covered terraces offer the perfect place to relax while enjoying ocean breezes and unforgettable sunsets. The resort-style pool is complemented by a charming tiki hut, creating an inviting setting for entertaining or unwinding after a day on the water. Boaters will appreciate the exceptional dockage featuring two boat lifts, providing convenient access to the Atlantic Ocean for world-class fishing, diving, and boating. A spacious two-car garage offers ample room for vehicles, storage, and recreational gear. Perfectly positioned in one of the Lower Keys most desirable waterfront communities, this remarkable residence delivers an extraordinary combination of luxury, location, and the ultimate Florida Keys lifestyle. Every detail has been thoughtfully curated, creating a move-in-ready waterfront masterpiece that is as elegant as it is in
Located at the end of a quiet street in Sugarloaf Key, this 2 bedroom, 2 bath canal-front home is only two lots in from open water and offers open water views from the living room and large deck. Start the morning with coffee overlooking the ocean, then hop in the boat and be minutes from Bow Channel with easy access to both the ocean and Gulf side. Inside, the home feels open, warm, and comfortable with vaulted wood-beamed ceilings, a spacious great room, impact windows and doors, and a well-designed kitchen with granite counters, and a large island with extra seating and storage. The primary suite has its own upgraded ensuite bath, walk-in closet, canal views, and private screened balcony with additional stairs to the backyard. The guest bedroom is equipped with a Murphy bed to take your home office to guest ready in minutes. This home also has an additional large walk in, interior storage closet. The large lot offers the convenience of an RV hook-up, plenty of covered parking, shaded outdoor living space, a propane whole-house generator and a 68 ft. concrete dock. For those looking for peace, privacy, nature, and true Keys boating access, this Sugarloaf Key home checks all the boxes.
Imagine having the freedom to create your own secluded retreat in the heart of the Lower Florida Keys. This remarkable offering includes two adjacent 2.5-acre parcels, combining for approximately 5 acres--an exceptionally rare amount of land in the Florida Keys. Existing improvements include two separate residences, each offering one bedroom and one bathroom. One parcel is improved with a single-family home, while the other features a manufactured home. Both properties have established electric service and are connected to the sewer system, making them immediately usable while you plan for the future. The parcel at 2231 Middle Torch Road includes a ROGO allocation, creating an outstanding opportunity to construct a new home. Conceptual renderings have already been prepared to showcase one possible vision, but the possibilities are yours to define. Whether your goal is a peaceful island getaway, a private homestead surrounded by nature, or a property designed for generations to enjoy together, the setting provides the space and flexibility to bring those ideas to life. Spend your days boating the turquoise waters of the Lower Keys from a nearby private boat launch, then return home to the quiet beauty of native vegetation, abundant wildlife, and the iconic Key deer that call this area home. Opportunities to own five contiguous acres in the Florida Keys are exceptionally scarce. Combining privacy, natural beauty, and future development potential, this one-of-a-kind property offers the chance to create something truly special in one of the Keys' most unique settings.
ROGO EXEMPT CANALFRONT WITH GREAT SUNSETS AND OPEN WATER VIEWS READY FOR YOU TO BRING YOUR BOAT WITH STEP DOWN DOCK. DOCK NEEDS SOME TLC. ACTIVE WATER METER ON SITE, SEWER STUBBED IN AND READY FOR CONNECTION AS A PRIOR HOME WAS DEMOLISHED. BUYER TO VERIFY ALL INFORMATION. POWER IN FRONT. SURVEY AVIALABLE. TWO STORY HOME WOULD PROVIDE SPECTACULAR VIEWS AND A TREMENDOUS OPPORTUNITY FOR YOUR VISION, NOW OR LATER. OWNER/AGENT SOLD AS IS.
Waterfront value-add opportunity in the Florida Keys with direct ocean access and no fixed bridges - perfect for serious boaters with vessels up to 60 feet. Situated on an oversize 18,000 SF lot, this property offers rare space, flexibility and future potential not commonly found in the Keys. The elevated concrete home features a spacious layout, multiple balconies, and abundant natural light throughout. With kitchen and bathrooms ready for renovation, this is the perfect canvas to create a custom waterfront residence or maximize value through a strategic upgrade. Enjoy ample outdoor space with room for expansion, a pool, additional storage or enhanced landscaping - making this property uniquely versatile for both end-users and investors. Ideally located within close proximity to Key West, offering convenient access to world class dining, entertainment and boating, while still enjoying the privacy and tranquility of canal front living.
Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.
Bring your water toys & experience island living in this newly built waterfront home in Summerland Key. The residence offers 3 bedrooms 2 bathrooms spacious modern design & trim. A durable metal roof, Hardie-board siding, impact windows and doors. Enjoy relaxing or entertaining on the covered porch, step out on the composite dock and be on the open ocean or Gulf in minutes, perfect for boating, fishing and sunset cruses. Keys biking trail steps away. Great local restaurants, convenient local island grocery store. Private Summerland Key Airstrip. Centrally located between Marathon and Key West, this property combines modern construction, waterfront convenience, low maintenance and easy access to both Keys' amenities. Ideal for a vacation retreat or full time home. Schedule your private showing today.
ROGO and Building permit in hand! allows for immediate construction 6,000sq.ft lot on Ramrod Key, 60 feet of waterfront canal with quick access to ocean. Permit approved al Monroe County for a 1,400 sq.ft CBS 3 bedroom, 2.5 bath residence. Connected to water and sewer on site. ACOE and DEP mitigation paid. Permit for dock and lift submitted. Correct address: 27378 JAMAICA LN RAMROD KEY, FL 33042
RARE opportunity to own a build ready canal front lot in the heart of Little Torch Key. Tucked away on a quiet dead end road near the end of the island, this prime waterfront parcel offers the best of both worlds! Open water views from the front and a deep canal with seawall along the back. Enjoy unobstructed ocean and sky views from your front porch with no homes across the street ever, creating a truly open and private setting. The rear canal sits at the end of the channel for quick, easy access to open water. Permits are approved, allowing you to build immediately. Ideal for boating, fishing, and relaxed island living with minimal traffic and maximum privacy. Designed for elevated living with incredible second floor views, this is a rare chance to build your custom Keys retreat now.
Iconic waterfront investment opportunity in the heart of the Lower Keys — Sugarloaf Lodge presents a rare chance to acquire one of the most recognizable hospitality properties between Key West and Marathon. Positioned on prime open water with protected dockage and sweeping sunset views, this legacy destination combines immediate income with significant redevelopment upside. The offering includes a 31-room existing hotel plus 24 vested development rights for a total of 55 hotel rooms at buildout. Improvements also include a hotel office/lobby, full-service restaurant (Real Estate only) tiki bar, marina facilities (real estate only), 5 COP liquor license, commercial retail strip (real estate only), and a 3-bedroom residential apartment.Located directly on the Overseas Highway with exceptional visibility and boating access, the property attracts both drive-to and marine traffic. Guests enjoy immediate access to world-class fishing, diving, and backcountry waters, while the location offers convenient proximity to Key West.With flexible zoning and strong tourism demand in the Lower Keys corridor, the property offers multiple paths forward — reposition, renovate, expand, or reimagine into a boutique waterfront retreat. The combination of land value, dockage, and location creates long-term strategic upside for a savvy investor. Confidential offering — qualified inquiries only.
Unique investment opportunity on Cudjoe Key. This parcel is located within a Tier III Residential Medium area and is an individual platted lot in an improved subdivision. The property is also mapped as Red Flag wetlands and currently has no legal road or easement access, as the platted roadway consists of mangrove habitat. According to Monroe County Planning, the parcel may be well suited for investors or developers familiar with the County's ROGO Land Dedication and Transferable Development Rights (TDR) programs. A future Letter of ROGO Land Dedication may determine whether the parcel qualifies for ROGO points that could benefit other development projects. This property is being sold AS IS. Buyer is responsible for all due diligence regarding environmental restrictions, access
Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning sunrises, relax by the pool beneath swaying palms, enjoy waterfront dining with guests and friends, or unwind by the fire pit under the stars. Every space was designed to feel warm, inviting, and effortlessly luxurious. More than a home, this is a private sanctuary where memories are made and life slows down.
If you love fishing, love the water, and hate the big crowds, this is the place for you! Upon arrival, the first thing you will notice is the peace and quiet. Easy access to the Gulf of America and Atlantic Ocean. This property is adjacent to my other listing which is owned by the same person. This would be an excellent opportunity to own a double lot on Big Torch Key! Adjacent property (blue house) MLS#A12018522; 4276 Dorn Rd. **Water photos at the end are for reference to show what the water looks like at the end of the canal. This property does not directly have this view**
Welcome to your slice of paradise! Down in Big Torch Key, you'll feel a sense of solitude, satisfaction and serenity. Minimal, if any, noise or light pollution on this Key; look up at night and you will see stars you've never seen before! Quick and easy access to the Atlantic and Gulf of America, plenty of fishing spots and places to relax on the water without those big upper Key crowds. The adjacent vacant lot for sale is owned by the same person - a perfect opportunity to purchase two lots and transform into one! With this dock size already at 65', imagine how many more boats you could dock with both lots! Vacant land MLS#A12018646 **Water photos at the end are for reference to show what the water looks like at the end of the canal. This home does not directly have this view**
If you want to Rent a home with Canal View that leads to the Bay. This is your perfect home. Has a Lift and a great view from the second story Porch, Fishing is always near
Rare opportunity to own a piece of paradise in the heart of the Florida Keys. Located in the desirable Breezeswept Beach Estates community on Ramrod Key, this canal-front homesite offers the perfect blend of tranquility, natural beauty, and island living. The property benefits from a recorded Lot Line Adjustment that established the current buildable lot configuration, creating an excellent opportunity for future residential development. Survey and supporting documentation are available upon request. Imagine building your dream home just minutes from the open waters of the Gulf of Mexico and the Atlantic Ocean, with world-class boating, fishing, kayaking, paddleboarding, snorkeling, and diving right at your doorstep. Enjoy breathtaking sunrises, spectacular sunsets, and the relaxed lifestyle that has made the Florida Keys one of the most sought-after destinations in the world. Ramrod Key is known for its peaceful atmosphere, tropical surroundings, and convenient location, offering easy access to restaurants, marinas, shopping, and outdoor recreation while maintaining the privacy and charm of island living. Whether you are seeking a primary residence, vacation home, or investment property, this homesite presents a unique opportunity to create a custom waterfront retreat in one of the most desirable areas of the Lower Keys. Buyer to verify all building rights, permits, setbacks, utility availability, and development requirements with Monroe County.
*SWIMMING POOL BEING BUILT NOW! Construction process underway. * Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West! Tucked away in a quiet, peaceful neighborhood. Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons. For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views. Or stay on the screened in covered porch and enjoy the Keys breeze! The roughly 1100 sqft garage/lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, you'll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather. This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Don't miss the opportunity to make it yours--schedule your private showing today! Seller is licensed FL real estate agent.
Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting. The light-filled interior flows effortlessly into the spacious screened porch where you'll enjoy ocean breezes, morning coffee, waterfront dining and unforgettable sunrises and moonlit evenings. Just beyond, an expansive deck provides even more space for entertaining or simply relaxing while overlooking the endless blue waters. Inside, the primary suite serves as a peaceful waterfront sanctuary, featuring a private en-suite bath, walk-in closet, and sliding glass doors that open directly to the deck, allowing you to wake up to breathtaking ocean views each morning. A comfortable guest bedroom offers welcoming accommodations for family and friends. Boaters will appreciate the dock and davits, providing convenient access to the Atlantic for world-class fishing, diving, sandbar adventures and sunset cruises. The lower-level enclosure offers abundant storage for kayaks, paddleboards, fishing gear, and all of your island essentials. Whether you're entertaining guests on the spacious outdoor living areas, heading out for a day on the water, or simply soaking in the tranquil open water views, this Cudjoe Key waterfront home is your opportunity to embrace the relaxed, waterfront lifestyle the Florida Keys are known for.
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Summerland Key is located in Florida. Summerland Key, Florida 33042has a population of 6,609. Summerland Key 33042 is less family-centric than the surrounding county with 17.31% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Summerland Key, Florida 33042 is $95,365. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Summerland Key 33042 is 50.4 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.4 degrees. The average rainfall is approximately 44.4 inches per year, with 0 inches of snow per year.
