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241 Sombrero Beach Rd Unit # 1, Marathon
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 620983 MLS
Prime waterfront living on Sombrero Beach Road! This vibrant 4BD/3BA retreat (1,840 sq. ft.) delivers the total Florida Keys lifestyle. Walk to sandy Sombrero Beach, keep your boat at your private 30-ft dock with direct ocean access, and relax in your secluded tropical backyard with a private in-ground pool. An ideal personal getaway or income generator, boasting $45k+ rental income in 2025 and $60k+ in 2026. Beach, boat, pool, and proven performance--schedule your private tour today!

241 Sombrero Beach Rd Unit # 1, Marathon
1518 Sunrise Dr, Big Pine
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 620815 MLS
Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

1518 Sunrise Dr, Big Pine
1105 17th St, Key West
$1,400,000
4 Beds ⋅ 2 Baths ⋅ 620808 MLS
This one is a must see! Spacious FOUR bedroom, single family home in the 'Pearlman Heights' neighborhood of New Town KW that has undergone recent renovations-upgrades. New roof, kitchen (appliances, cabinets, counter tops), windows / doors (impact rated), bathrooms (fixtures, flooring, showers, faucets, vanities), on demand water heater, pool pump, Central AC condenser / air handler, light fixtures, ceiling fans, crown molding, paint & more. Nice set up for enjoying the KW weather or entertaining because the den, kitchen & dining areas flow out thru 16 ft of impact rated, glass sliding doors to the back yard with 32 fl long in ground pool. No interior step downs or tripping hazards. Located on a one-way street with green dividing median on 17th St. Carport covers the off-street parking space plus additional on & off-street parking. Has an exterior 15 X 6 storage / laundry room. Convenient location close to schools, medical offices, grocery stores & shopping, dining, etc..

1105 17th St, Key West
7070 Overseas Hwy, Marathon
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 620015 MLS
7070 Overseas Highway in the heart of Marathon presents an incredible mixed-use investment opportunity in a prime Overseas Highway location with outstanding visibility and endless potential. Formerly operating as a flower shop, Marathon florist, this versatile commercial property offers flexibility for a wide range of business ventures, income-producing opportunities, or redevelopment concepts. The property features approximately 4,168 finished square feet and is zoned for mixed use, making it appealing for a variety of uses! The high-traffic location provides exceptional exposure along one of the Florida Keys' busiest corridors. Looking to expand income potential? The second floor includes three residential rental units, creating immediate revenue opportunities: • One spacious 2-bedroom unit • Two 1-bedroom units Whether you are an investor seeking multiple income streams, an entrepreneur ready to launch a business in the Keys, or someone searching for a live/work opportunity, this property offers exceptional flexibility and long-term value. With mixed-use zoning, strong visibility, rental income potential, and a sought-after Marathon location, 7070 Overseas Highway is truly a rare opportunity for business investments, ventures, and future growth.

7070 Overseas Hwy, Marathon
140 S Bay Harbor Dr, Key Largo
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 619995 MLS
Your Dream Beach Home Awaits! 🌴Majestic Single Family Home for SaleLocation: Nestled in a quiet residential area, this stunning home sits on a spacious corner lot (50 x 100 ft) surrounded by beautiful gumbo limbo trees and vibrant tropical foliage.Key Features:Spacious Living: Approx. 1800 sq. ft. of living space 2 stories of comfort and style Ground Level: Welcoming entrance with a glass door leading to a small foyer 2 Large Bedrooms with ample natural light 1 Full New Bath featuring a high glass shower Each bedroom includes a new AC split One bedroom offers a glass door opening to a private back patio--perfect for relaxation! Upper Level: Expansive Living Room and Dining Room with an open layout Modern Kitchen with granite countertops Huge Master Bedroom with a private bath and an abundance of windows, creating a bright and inviting atmosphere High ceilings enhance the sense of space and light Separate entrance for added convenience Exterior Highlights:Unique lush setting with a wall surrounding the propertyMain gate entrance on Main StreetHuge Front Patio--ideal for entertaining or enjoying the outdoorsRoom for a pool to create your personal oasisAdditional Information:Fully furnished (included in the sale)Lease option available for a minimum of 6 months- The best to offer is the magnificent HOA park with private beach . Face time video available .Easy to show--vacant and ready for you!

140 S Bay Harbor Dr, Key Largo
206 12th Street Gulf St, Marathon
$1,400,000
10 Beds ⋅ 5 Baths ⋅ 618740 MLS
THIS UNIQUE WATERFRONT PROPERTY HAS 5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

206 12th Street Gulf St, Marathon
27416 Tobago Ln, Ramrod
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 621530 MLS
Welcome to 27416 Tobago Lane, where waterfront living and the Florida Keys lifestyle come together. This home offers open-water views and an abundance of indoor and outdoor spaces designed to make the most of island living. Boaters will appreciate the 10,000-lb boat lift and Jet Ski davit, while the fenced yard, lush tropical landscaping and multiple outdoor areas create your own private retreat. One of the home's most memorable features is the 3rd-story observation and sun deck. Take in the open-water views and ocean breeze during the day, then enjoy unobstructed stargazing and meteor showers at night. Tucked into the tropical landscaping you'll also discover a private meditation garden, orchid garden, mature fruit trees and a charming outdoor shower -- special spaces that give this property a personality all its own. Inside, high-end custom finishes and electric fireplaces add comfort and character, while an enclosed garage and oversized storage rooms provide the practical space that's so valuable in the Keys. Recent improvements include a 2025 A/C system along with a 2026 pool pump and saltwater system. Whether your perfect Keys day means heading out on the boat, relaxing by the pool, enjoying the gardens or ending the evening under the stars, 27416 Tobago Lane offers so many ways to enjoy life in the Florida Keys. Come see what makes this home special.

27416 Tobago Ln, Ramrod
1221 Ashby St, Key West
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 621518 MLS
Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable features. Recently updated and ready for its next owner, this property offers a fantastic opportunity to enjoy island living just minutes from Key West's famous restaurants, bars, and attractions.

1221 Ashby St, Key West
27383 Saint Martin Ln, Ramrod
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 621339 MLS
Offering twice the space and an exceptional waterfront lifestyle, this 4 bedroom, 3 bath Ramrod Key home offers 2,242 sq. ft. of living space on a 6,000 sq. ft. canal-front lot and includes the adjacent 6,000 sq. ft. lot, creating a combined 12,000 sq. ft. property with plenty of room to enjoy the Florida Keys lifestyle. Boaters will appreciate the 10,000 lb. boat lift, while brand-new Trex dock provides a fresh setting for days spent along the water. Designed with family and guests in mind, the main level features a welcoming living room with a fireplace and direct access to the rear deck overlooking the canal. A well-appointed kitchen is complemented by a conveniently located pantry and laundry area just off the kitchen, while a guest bedroom and full bath complete this level. Upstairs, the primary ensuite offers its own fireplace, creating a comfortable private retreat. Two additional guest bedrooms feature balcony access, while a bonus living room provides a versatile second gathering space with direct access to the upper rear deck. With waterfront decks extending from both living areas, the home makes it easy to transition from indoor living to the outdoors and enjoy the canal views. A spacious 2-car garage provides abundant room for vehicles, boating gear and recreational equipment, complemented by 658 sq. ft. of permitted downstairs storage. A metal roof installed in 2017 adds another notable feature to the home. Whether gathering across multiple living areas, relaxing on the waterfront decks or heading out by boat for a day on the water, this property offers the space and versatility to make the most of life in the Keys. With an adjacent lot included in the sale, generous storage and a layout made for spending time together, it is easy to see why the sellers describe it simply as ''the perfect family house.''

27383 Saint Martin Ln, Ramrod
8 Sadowski, Key Colony
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 619996 MLS
Welcome to your waterfront dream home in the heart of Key Colony Beach! This beautifully renovated 3 bedroom, 3 bathroom single-family home is a private tropical retreat. Situated on a wide basin just off the Atlantic, this property is a boater's paradise. Enjoy two private boat slips, a brand new Trex dock, fish cleaning station and a 10,000 lb boat lift. Relax in your own backyard oasis featuring a saltwater pool with both heater and chiller, a spacious tiki hut for entertaining, and lush landscaping that enhances the serene island ambiance. The large screened-in porch, complete with a stunning epoxy floor, provides an inviting space to lounge while enjoying gentle breezes and waterfront views. Inside, the home was fully remodeled between 2017 and 2018 with no detail spared. The open-concept kitchen is outfitted with quartz countertops, stainless steel appliances, custom cabinetry, and stylish tile finishes. Porcelain tile flooring flows throughout, and every window and door is impact-rated for peace of mind. 3 bedrooms and 3 baths offer plenty of space for your and guests. The one-car garage adds extra storage space for gear, bikes, or paddleboards. As an active vacation rental, this home is turnkey and income-producing, with a strong rental history and excellent guest appeal. Brand new HVAC system and Hot Water heater. Rubber seal on roof was done in 2023 with new gutters added. Whether you're seeking a second home that pays for itself or a full-time residence with built-in investment value, this property delivers on every level. Enjoy all the amenities that make Key Colony Beach one of the Florida Keys' most desirable destinations: two parks, a 9-hole par-3 golf course, scenic walking and biking paths, Sunset Park, tennis and pickleball courts, and convenient access to restaurants, shops, and marina services--all within walking or biking distance.

8 Sadowski, Key Colony
22939 Gasparilla Ln, Cudjoe
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 619835 MLS
Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

22939 Gasparilla Ln, Cudjoe
51 Drost Dr, Cudjoe
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 617709 MLS
Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant—all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.

51 Drost Dr, Cudjoe
227 Sombrero Beach Road Unit 1, Marathon
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 613547 MLS
43' DOCK! FRESHLY UPDATED INTERIOR! This tastefully furnished half duplex townhome features 4 generous bedrooms, 3 full bathrooms, a laundry room and a dream kitchen! Freshly painted interior and upgraded flooring on the stairs and in the bedrooms June 2026. You'll also find an ICE MACHINE, oversized private pool and more! A quick 15 minute boat ride to the Atlantic Ocean and you're within walking distance to famous Sombrero Beach! There's shopping & dining close by! Active vacation rental with proven history.

227 Sombrero Beach Road Unit 1, Marathon
1126 Grand St, Key Largo
$1,399,000
2 Beds ⋅ 2 Baths ⋅ 617647 MLS

1126 Grand St, Key Largo
209 Corsair Rd, Duck Key
$1,398,000
3 Beds ⋅ 2 Baths ⋅ 620387 MLS
Extensively remodeled 3-bedroom, 2-bath CBS pool home in Duck Key offering 2,076 sq. ft. of living space, smart-home technology, contemporary design, an ocean view, and exceptional indoor-outdoor living. The comprehensive remodel features sleek modern finishes and clean architectural lines throughout. The remodeled kitchen features an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. High-contrast finishes, oversized interior doors, and designer lighting complement the home's sophisticated contemporary style. Both bathrooms have been completely redesigned with custom tilework, floating vanities, LED mirrors, premium fixtures, and large spa-inspired showers. Upstairs, the loft area and guest bedroom feature vaulted tongue-and-groove ceilings, adding warmth and architectural character to the modern interior. Outdoor living is highlighted by a new in-ground pool, expansive paver pool deck, and dramatic multi-story screened porch, creating generous space for entertaining, relaxing, and enjoying the Florida Keys climate. Elevated CBS construction provides substantial enclosed storage and flexible ground-level bonus space for storage, fitness equipment, hobbies, and other uses. Professionally prepared engineering plans for future expansion are also available. Located in Duck Key in the Middle Florida Keys, with convenient access to boating, fishing, waterfront dining, and nearby resort amenities. A distinctive opportunity for buyers searching for a remodeled Duck Key pool home with smart-home technology, contemporary finishes, ocean views, and extensive screened outdoor living.

209 Corsair Rd, Duck Key
34 Key Haven, Key Haven
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 619542 MLS
Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily. From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern layout where the kitchen naturally becomes the center of it all. With updated finishes and stainless steel appliances, it connects to both living areas, creating space to gather, relax, and entertain. As you move through the home, your attention is drawn toward the water. Sliding glass doors from both the main living area and primary bedroom lead to a spacious covered patio. Just a few steps down, the canal becomes an extension of your backyard, offering quick access to both the Atlantic and Gulf. The layout offers flexibility, including a fourth bedroom with its own entrance, ideal for guests, a home office, or additional privacy. Outside, a 60ft concrete seawall and generous dockage space make it easy to accommodate your boating lifestyle. With a metal roof, shutters, and an elevated lot helping to keep insurance costs very manageable, this is a home that blends practicality with the kind of lifestyle that makes the Keys so special. Simple, functional, and centered around the water, just the way it should be!

34 Key Haven, Key Haven
1261 Ave A, Big Pine
$1,395,000
617612 MLS
An ultra rare opportunity awaits on Big Pine Key. Spanning 2.29 acres with bay bottom and one-of-a-kind 35 by 70 foot saltwater tide pool, this remarkable parcel showcases panoramic open water views across Bogie Channel. A true sanctuary of privacy and natural beauty, the property sits at the end of a quiet street beside a peaceful County park, bordered further by County owned land to the west and 1.25 acres of lush protected vegetation on-site. A former 2,700 square foot residence once occupied the site and was later demolished with permit in 2021 after sustaining damage during Hurricane Irma. A ROGO Exemption Letter is in place, eliminating the wait to build. A single family home permit application was submitted in 2022 and can potentially be reopened or transferred to a new owner with the County. The U.S. Army Corps of Engineers previously approved a 412 foot dock permit in 2019, offering tremendous potential for future dockage. Plans for a residence, ACOE documentation, and dock drawings (including a 16,000 lb boat lift) are available upon request. Zoned Improved Subdivision, one dwelling unit may be built with a twenty percent open space requirement. This rare acreage invites imagination, whether creating a luxury waterfront retreat, private family compound, or legacy estate to hold for generations. With unmatched open water views, bay bottom rights, ROGO exemption, and a location rarely offered, this is a blank canvas for an extraordinary Keys estate. A once in a lifetime opportunity to build now and craft your vision on one of the most unique properties available in the Lower Keys.

1261 Ave A, Big Pine
252 Pescayo Ave, Marathon
$1,395,000
613825 MLS
Open water views. 7876 sq ft lot with Building Right and Dock Permit at 252 Pescayo Ave just off Coco Plum Dr in Marathon, Fl 33050 89'+/-waterfrontage X 160' ave depth. Active Mangrove Fringe Clearing Permit.

252 Pescayo Ave, Marathon
94825 Overseas Highway Unit 108, Key Largo
$1,390,000
3 Beds ⋅ 3 Baths ⋅ 615301 MLS

94825 Overseas Highway Unit 108, Key Largo
251 Azalea St, Tavernier
$1,390,000
2 Beds ⋅ 2 Baths ⋅ 616971 MLS
Located on a tranquil canal-front setting in the desirable Plantation Key Colony, this impeccably updated, turnkey ground-level residence offers two bedrooms, two baths, 50 ft of coveted dockage, and boat slip with immediate bay access. Meticulously maintained and ready for carefree island living. The home's concrete, ground-level construction enhances both durability and ease of maintenance, while a fresh, clean aesthetic unfolds inside and out. Recent upgrades and improvements include brand new metal roof, impact windows and doors, new interior and exterior paint, new interior doors, energy efficient appliances, new sewer line, and re-thatched tiki hut. Updates to the attached pull through garage includes new door rollers, lock hardware, and upgraded flooring and wall finishes, all designed to keep the property in turnkey condition. This home is for those who embrace water-based recreation with easy bay and ocean access via Tavernier Creek, a boat slip with ramp through the garage, and new fish cleaning station with electric and water hookup. The voluntary homeowners association offers a bayfront HOA park with a new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys.

251 Azalea St, Tavernier
2313 Fogarty Ave, Key West
$1,385,000
3 Beds ⋅ 2 Baths ⋅ 620448 MLS
There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come with much older homes in town. Elevated above the floodplain, with impact windows and doors rated for 175 mph winds and a 16kW standby generator, this is a home built for real peace of mind, whether you are here year-round or away for the summer. Inside, vaulted ceilings soar over travertine floors, granite counters, and stainless steel appliances, including a gas range, set off by warm custom cabinetry. The primary bedroom has a roomy walk-in closet and a spa-style stone shower. Then there is the outside, private, and tropical. Picture morning coffee by the saltwater pool and easy evenings under the covered gazebo, eight around the table with plenty of room for the grilling enthusiast. A wide composite deck and an outdoor shower to rinse off after a swim round out the space. Three bedrooms, two baths, and storage you will actually use: a floored, air-conditioned attic plus generous space under the house. A covered double driveway adds to the everyday convenience. This is the Key West home you have been waiting for.

2313 Fogarty Ave, Key West
1216 Packer St, Key West
$1,375,000
2 Beds ⋅ 2 Baths ⋅ 621345 MLS
Experience the charm and ideal location that make Old Town Key West so special. Located in the desirable X Flood Zone, this two-bedroom, two-bath home offers an inviting layout filled with classic island character. A wine refrigerator provides a convenient touch for entertaining or enjoying a chilled bottle at the end of the day. The outdoor space is a true highlight, featuring a spacious 31-by-11-foot saltwater pool equipped with both a heater and chiller for year-round enjoyment. Ideally situated just minutes from Duval Street, restaurants, galleries, and shops, this home provides easy access to everything that makes Key West such a unique place to live and enjoy.

1216 Packer St, Key West
232 Sadowski, Key Colony
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 621231 MLS
Experience modern Keys living at its best in this pristine 2023-built waterfront half duplex, boasting an exceptional boater's asset: a 49-foot concrete dock! Far exceeding Key Colony Beach's typical 30-37.5-foot dockage, this expansive waterfront setup gives you room for a larger vessel (or multiple boats) with direct access to open water. Inside, the bright, open floor plan features 3 bedrooms, 3 baths, soaring 9-foot ceilings, tile floors throughout, and a stylish white quartz kitchen. Step outside to your private tropical oasis featuring a refreshing pool and store all your water gear in the spacious 2-car garage. Operating as a turn-key weekly vacation rental with active bookings, this property offers immediate income potential. Opportunity knocks: The adjoining half duplex (230 Sadowski) is also for sale to acquire the complete duplex compound! Located in the resort community of Key Colony Beach with restaurants, 9-hole golf course, Sunset Park, sports courts and shopping, all within walking or biking distance.

232 Sadowski, Key Colony
230 Sadowski Cswy, Key Colony
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 621229 MLS
Your dream Florida Keys waterfront escape starts here--built for boaters who need extra space! Built in 2023, this sleek 3-bedroom, 3-bath residence features a rare 49-foot concrete dock, standing far above the island's standard 30-37.5-foot dockage allowance to accommodate larger vessels with ease. Inside, enjoy airy 9-foot ceilings, crisp tile floors, a stunning white-and-quartz kitchen, and an oversized 2-car garage for gear. Spend afternoons relaxing by the pool or running out to your favorite fishing spot. Perfectly set up as a high-performing weekly vacation rental with proven bookings, this property also offers the rare chance to acquire the adjacent half duplex (232 Sadowski) to double your rental footprint or create an extended family estate. Located in the resort community of Key Colony Beach with restaurants, 9-hole golf course, Sunset Park, sports courts and shopping, all within walking or biking distance.

230 Sadowski Cswy, Key Colony
9 Jade Dr, Big Coppitt
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 619317 MLS
WATERFRONT GEM. Located on Big Coppitt, this location is only five miles from Key West and all destination resort amenities, restaurants, and the downtown Historic District . Adjoined by 130' frontage of a deep canal and 80 feet of multi level concrete seawall, this Boater's paradise has quick access to the Key West Harbor, fabulous Coral Reef diving, offshore fishing and back country beaches, lobster diving and wrecks. An open floor plan with updated kitchen greets you upon entry of this elevated home. One ensuite bedroom and two additional guest bedrooms, share the second bath and laundry area round out the main floor. A large open composite deck faces the canal off the living area, providing over 400 sf of additional outdoor space. The third level is a master suite with large walk in closet and custom bath. The lower level includes a large 900 sf permitted storage area, covered parking for two vehicles from the paver driveway. Construction features include Hardi-board cement based siding and soffits, white metal roof, and plenty of yard for your toy storage, boat trailers, and guest parking. Plenty of Room for a pool and Tiki.

9 Jade Dr, Big Coppitt
247 W Seaview Cir, Duck Key
$1,374,499
4 Beds ⋅ 3 Baths ⋅ 618156 MLS
Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

247 W Seaview Cir, Duck Key
5607 College Rd Unit C103, Key West
$1,350,000
2 Beds ⋅ 2 Baths ⋅ 621605 MLS
Discover a rare resort-style waterfront lifestyle in Key West--an offering seldom found elsewhere on the island. At Sunset Marina, tranquil marina views, spectacular sunset views, tropical surroundings and exceptional deep water boating access come together just minutes from Key West's dining, entertainment and nearby 18-hole golf course. This move-in-ready, two-bedroom, two-bath condominium features an open-concept layout with volume ceilings, updated flooring, a water filtration system and an updated chef's kitchen with premium appliances. Overlooking the picturesque marina, the private balcony takes center stage of the living area and features electric screens for comfortable outdoor living, with access from both the main living area and the spacious primary suite. Enjoy morning coffee, waterfront breezes and relaxed evenings taking in the everchanging sunsets in your own coastal sanctuary. Set within manicured tropical grounds, Sunset Marina offers a private entrance, scenic waterfront boardwalk, heated pool, hot tub and clubhouse with a kitchen. This distinctive combination of waterfront amenities, boating convenience and resort-style surroundings presents a rare opportunity to experience Key West at a more relaxed pace. Ideal for low maintenance fly in and boat out. Lock and leave! Convenient access to the elevator and stairs, assigned covered parking and enclosed storage add everyday ease, while shared areas accommodate kayaks, bicycles and scooters. The full-service marina features a modern concrete floating dock system and direct open-water access, providing an exceptional gateway to the waters of the Florida Keys. Boat slips may be purchased separately, subject to availability. Ready for immediate occupancy, this waterfront residence invites you to settle in and begin enjoying the Key West lifestyle.

5607 College Rd Unit C103, Key West
5 Mccoy Cir Unit # 5, Key West
$1,350,000
2 Beds ⋅ 3 Baths ⋅ 621523 MLS
DEEDED BOAT SLIP ON ISLAND! A standout waterfront opportunity in Key West, 5 McCoy Cir #5 offers the kind of coastal living that is hard to find: a townhome with a deeded boat slip, open water views, ample parking, and direct sightlines to your slip from the balcony. From the moment you enter, the unobstructed water views set the tone, creating a bright and relaxed setting across every level of the home. Designed for easy living, this 1,387 sq. ft. townhome features a smart three-level layout with generous storage, covered parking, and multiple outdoor spaces. The main living level includes an open kitchen and living area with a convenient half bath, all positioned to take full advantage of the wide water views. Step out to the large balcony and enjoy a front-row view of your boat slip, the surrounding water, and the open horizon beyond. The top floor offers two bedrooms, each with its own ensuite bathroom, creating comfortable private spaces with a clean and functional layout. Below, the covered garage area provides ample storage for boating gear, fishing equipment, bikes, tools, and everyday essentials. Plenty of storage to store your fresh catch, stone crabs, drinks, and supplies after a day on the water. The deeded boat slip is a true highlight, offering the ability to walk directly to your boat and enjoy the water with ease. The slip can comfortably fit a 25-foot boat with dual engines, making this a special option for those who value direct water access. A private patio adds another outdoor area to relax, rinse off, or organize gear before and after time on the boat. With dedicated parking, plenty of storage options, open water views from every level, and HOA coverage that includes insurance, this property brings together convenience, function, and the Key West waterfront lifestyle in one remarkable property. Come check it out by land or by boat -- pull up to the slip and we'll give you a tour!

5 Mccoy Cir Unit # 5, Key West
197 Golf Club Dr, Key West
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 621423 MLS
Welcome to the Sanctuary! This UPDATED/REMODELED gated single family POOL home is located on the 18th hole of the world famous Rees Jones designed Key West Golf Course. 1600 sq ft of living space with 3 bedrooms and 2.5 bathrooms. This 2 story home features an open floor plan with 9 ft ceilings and lots of windows allowing in natural light. An updated half bath is conveniently located on the first floor. The kitchen was updated with Calcutta Quartz countertops, ceramic plank tile backsplash resembling a weathered coastal wood and stainless steel Cafe appliances. Travel up the stairs with new Bamboo flooring to 3 bedrooms and 2 more updated baths. The Primary Suite features a Spa Like Escape bath with waterfall shower. French doors off the Primary Suite open to a screened balcony porch with views of tropical foliage and private pool. The pool was recently resurfaced and the pool pump and pool heater replaced. Sprinkler system also replaced. Freshly painted exterior. 24 hour security, fitness room, additional community pool are just a few of the amenities this property offers. You don't want to miss this beautiful turn key home in one of the most tranquil settings in Key West. It's a true Coastal Charmer!

197 Golf Club Dr, Key West
1300 Ashby St, Key West
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 621134 MLS
Your place in Key West awaits. Located in Midtown, just minutes from the energy of Duval Street, this updated two-unit property offers the flexibility to live here, escape here, or explore its income potential. Whether you're looking for a full-time residence, a tropical getaway, or a property that can help offset the cost of ownership, this is an opportunity to experience Key West on your own terms. Enjoy slow mornings, bike rides through the island, days on the water, unforgettable sunsets, and some of Key West's best dining, entertainment and nightlife just minutes away. With two separate living spaces, approximately 1,760 sq ft of living area, and a 6,433 sq ft lot, the property offers versatility for both personal use and additional income. Come for the lifestyle, stay for the possibilities.

1300 Ashby St, Key West