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$4,385,000
3 Beds ⋅ 3 Baths ⋅ 618298 MLS
First time ever offered, this extraordinary open-water estate commands a premier position on Duck Key overlooking the crystal-clear waters of Tom's Harbor and iconic bridge. Spanning two expansive lots with an impressive 152 feet of water frontage, this iconic residence—designed by renowned architect Dale Baldwin—delivers rare scale, privacy, and timeless Florida Keys elegance. A dramatic double-door entrance opens to a light-filled open floor plan defined by white-washed vaulted and tray ceilings, walls of windows, and sweeping harbor views. The chef's kitchen features black granite countertops, a statement island, butler's pantry, and premium appliances including Thermador double ovens, Jenn-Air cooktop with grill, Whirlpool French-door refrigerator, and GE trash compactor. A formal dining space for twelve, pass-through bar and billiards area, and spacious living zones create an exceptional environment for elevated entertaining overlooking the water. The oversized primary suite offers a private waterfront retreat with spa-inspired bath, expansive walk-in closet, and balcony overlooking open water. All bedrooms enjoy private balconies. Additional highlights include abundant storage, interior stairways, laundry room, white ceramic tile floors, and plush carpeted bedrooms. Outdoors, a screened balcony, resort-style pool with paver deck, and mature tropical landscaping frame the ultimate island lifestyle. The expansive T-dock provides outstanding versatility for a boat lift, jet ski lift, and kayak launch. Built with solid concrete construction, standing-seam metal roof, accordion shutters, subfloor access, two-car garage, and a grand half-circular driveway. A landmark offering where architectural distinction meets open-water serenity on prestigious Duck Key.

112 Bimini Dr, Duck Key
$1,074,000
1 Beds ⋅ 1 Baths ⋅ 615746 MLS
Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort — listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is turnkey and ready for immediate rental income, with dedicated laundry access and assigned parking included. Coconut Mallory offers two pools, a jacuzzi, lush tropical grounds, a private marina with boat access, and a laid-back Key West vibe guests appreciate. The resort's location provides easy access to Smathers Beach, Duval Street, Old Town, the airport, and local attractions. HOA fee covers electric, water, sewer, garbage, Wi-Fi, cable, exterior insurance, and common area care. A rare chance to own two transient-licensed rentals in one of Key West's hidden gems.

1445 S 1445 Roosevelt Blvd Unit 411, Key West
$1,099,000
3 Beds ⋅ 2 Baths ⋅ 618642 MLS
SELLER FINANCING OFFERED! Welcome to this BRAND NEW spacious corner lot in the heart of Duck Key. Elevated for added peace of mind, this 3-bedroom, 2-bath stilt home features soft coastal tones, sleek tile flooring throughout, window treatments and impact-resistant windows/doors for storm protection and energy efficiency. Duck Key is a charming, golf cart-friendly island known for its laid-back lifestyle and sense of community. Optional membership to the nearby social club offers access to top-tier amenities including a resort-style pool, tennis and pickleball courts, a full kitchen, and a beautiful Grand Lanai - perfect for gatherings and entertaining. Boaters will love the convenience of Duck Key Marina, offering both indoor and outdoor storage, fuel, and boat rentals - all just minutes from your doorstep. Don't miss your chance to live in one of the Keys' most desirable neighborhoods in the Florida Keys!

224 W Seaview Dr, Duck Key
$749,000
2 Beds ⋅ 2 Baths ⋅ 616514 MLS
Rarely does a 2023 oceanfront masterpiece become available in the heart of the Middle Keys with the highly coveted ability to offer weekly rentals. Welcome to Key Colony Beach Club, the newest premier community in the area. This turn-key 2-bedroom, 2-bathroom residence offers the ultimate in modern coastal living, featuring high-impact glass, 9-foot ceilings, and a layout designed to maximize natural light. The spacious private balcony sits so close to the Atlantic that the ocean becomes your front yard, providing the perfect backdrop for sunrises and evening breezes. Both the primary suite and living area offer direct, unobstructed views of the turquoise waters. Sold fully furnished and currently operating as a high-performing vacation rental, this property is ready for immediate enjoyment or income. Community amenities include a heated oceanfront pool, private sandy beach, Tiki huts, an elevator, and a newly completed fishing pier. Owners also benefit from a private storage closet and covered parking for two vehicles. The quarterly HOA is inclusive of cable, Wi-Fi, water, and building insurance. Embrace the walkable Key Colony Beach lifestyle with easy access to golf, pickleball, marinas, and fine dining. This is the modern island retreat you have been waiting for.

501 E Ocean Dr Unit 9, Key Colony
$1,899,000
7 Beds ⋅ 6 Baths ⋅ 615913 MLS
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Renovations in progress. Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town hot spots including world famous Duval St.. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West
$799,000
2 Beds ⋅ 3 Baths ⋅ 618354 MLS
Seller financing available. Impact rated windows, doors, and sliders are included in price and will be installed in August. Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness center and large community pool. Owner is Florida REALTOR. Very easy to show!

202 Golf Club Dr, Key West
$329,000
2 Beds ⋅ 1 Baths ⋅ 617366 MLS
You get the home and the land at this incredible price! Enjoy the current home immediately or build a brand new stilted single-family home with the included building right that conveys with the property. This classic Keys retreat is nestled in the heart of Marathon, a prime location for those looking to indulge in all things Florida Keys. Move in ready, the newly remodeled interior of this 2-bed, 1-bath home comes furnished & features a new A/C and tankless water heater. Enjoy the convenience of a spacious enclosed laundry & storage room that can be accessed from the interior or exterior, with an addition of an outdoor storage shed as well. The property offers a low maintenance gravel lot, the third largest in the community, providing ample space for parking multiple cars, trucks & storing boat trailers. At Key By The Sea, residents can take advantage of the convenient & protected onsite boat ramp, community dockage & immediate ocean access.At the base of the canal sits a large clubhouse with a spacious covered outdoor entertaining space equipped with multiple seating areas, TV, ping pong tables & an indoor hall perfect for private parties and functions. At the mouth of the canal sits an oceanfront pavilion, a favorite for happy hour & BBQS. The community is pet-friendly, has additional laundry facilities & an onsite manager for added convenience. The property is walking & biking distance to grocery stores, shops, & restaurants, with the stunning Sombrero Beach just minutes away. With low association fees, a newly remodeled home & fantastic community amenities, this property offers the ideal Florida Keys lifestyle at an affordable price. Hurry, this is highly desirable, & won't last. Don't miss out on this opportunity to live the island life today

6099 Overseas Hwy Unit 4W, Marathon
$939,500
2 Beds ⋅ 2 Baths ⋅ 617227 MLS
Waterfront Corner-Lot Gem in Little Venice. Discover refined island living in this stunning 2-bed, 2-bath waterfront residence, perfectly positioned on a corner lot in the highly sought-after Little Venice neighborhood of Marathon. Crafted with enduring CBS construction, this home seamlessly blends modern comfort, coastal elegance, and exceptional boating access. Situated on a wide, flow-through canal that leads directly to open water, this property provides effortless navigation to both the Gulf and the Atlantic Ocean, making this property a true boater's paradise. The 55-foot dock invites you to step aboard and set out for a day on the water or simply unwind with panoramic canal views framed by swaying palms and unbelievable sunsets. Step inside to find bright, open living spaces, in this beautifully updated and meticulously maintained home, which features a new roof (2022), New A/C system, and New Impact-Resistant Windows and Doors- providing peace of mind and energy efficiency. The open-concept living spaces are bathed in natural light, creating an airy, elegant atmosphere. The kitchen and living areas invite you to relax and entertain while overlooking the water. The primary suite provides private waterfront access with large walk-in closet. The corner-lot setting enhances privacy and curb appeal while offering additional outdoor living space perfect for outdoor dining, water toys, or evening cocktails by the canal. Property Highlights: • 2 Bed | 2 Bath • CBS Construction | Corner Lot • 55-Foot Dock on Flow-Through Canal • Direct Access to Gulf & Atlantic • New Roof (2022) | New A/C | New Impact Windows & Doors (2023) • Premier Boating Location in Desirable Little Venice Neighborhood Keys living where timeless design meets unmatched location. Whether you're seeking a full-time residence, vacation retreat or investment opportunity. Don't miss this turnkey opportunity! Schedule your showing today! Back on market due to buyer financing

11725 3rd Ave, Marathon
$1,279,000
3 Beds ⋅ 2 Baths ⋅ 618305 MLS
This centrally located 3-bedroom, 2-bath elevated home on 62nd Street in Marathon is move-in ready and packed with Keys lifestyle perks. Ideal for a family residence or a high-performing long- or short-term rental investment, the home features 1,128 sq ft of living space on a 6,000 sq ft lot and was built in 1983. Inside, the flooring has been completely redone throughout, and the homeowner has just completed a professional refresh following long-term tenants, making this property truly turnkey. Downstairs offers excellent storage, a hot tub, and ample parking for multiple vehicles and trailers. Boaters will love the 80 feet of dockage, 20,000 lb boat lift, and very easy ocean access, perfect for fishing, diving, and day trips on the water. Whether you're looking to settle into a comfortable Keys home or capitalize on Marathon's strong rental market, this property checks all the boxes. Bring all offers.

810 62nd Street Ocean St, Marathon
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 617532 MLS
It's official, the best deal in Key Largo Ocean Resort has hit the market. Priced well below other comparable homes within this community. This 4-level home experience offers all the comforts one would desire. Being sold fully furnished, this home shouts elegance and efficiency all while maintaining the decorator's artistic integrity. Beautified with soft beach tones paired with wood accents lends itself to subtle sophistication. Next functionality appears as you enter the advanced tube elevator, lifting you to 1of 3 levels. As you explore this 4/3 beach house you will ultimately discover a spectacular rooftop terrace offering you amazing ocean views for you & your guests to enjoy. This golfcart community offers gated security, Club House, pool, tennis & basketball court, gym, marina and private boat ramp available 24hrs. And for the investor, this home comes with 2026 reserved tenants, positioning this home with immediate passive income. Your Paradise awaits!

94825 Overseas Highway Unit 276, Key Largo
$1,175,000
618345 MLS
Rare Platinum RV Lot in Prestigious Bluewater Key - Bayside Lot #63 Opportunities like this are truly rare. Located in the highly sought-after Bluewater Key RV Resort in Saddlebunch Key, Bayside Lot #63 offers an exceptional luxury RV lifestyle just minutes from Key West, within one of the top-ranked RV resorts in the United States. This Platinum Lot is among the most extensively improved sites in the community, featuring a private tiki hut that creates an impressive outdoor living and entertainment space. Surrounded by lush tropical landscaping and picturesque waterfront scenery, the setting feels like your own secluded island retreat. The property is offered fully equipped, including outdoor furniture, HD TV, microwave, freezer, wine cooler, and more â€'' making it completely turnkey for personal enjoyment or rental use. Enjoy your private dock, plus a 30' storage trailer and dedicated space for a boat trailer, adding rare convenience and value. Bluewater Key is known for its welcoming, active community and upscale amenities: - Clubhouse - Heated swimming pool - Dog park - Dock space & boat ramp - Beautifully maintained grounds World-class dining, nightlife, fishing, snorkeling, and watersports in nearby Key West are just minutes away. Whether enjoyed year-round or seasonally, this property also offers strong rental income potential, with lots frequently reserved well in advance. Luxury. Privacy. Lifestyle. Income potential. Lot #63 represents RV resort living at its finest. Schedule your tour today and secure your piece of paradise.

2950 Overseas Highway Unit 63, Saddle Bunch
$215,000
614160 MLS
For Sale: Transient ROGO Allocation - Ready for Immediate Use between Stock Island and Tavernier Key. Why you need it: Opportunity for Hotel, Motel, Inn, Campground, or Vacation Rental Property owners between Stock Island and Tavernier Key. This transferable Transient ROGO (Rate of Growth Ordinance) Allocation offers the rare ability to: • Increase your permitted room count • Legalize an unpermitted 'ghost room' • Enhance both the operational capacity and long-term resale value of your property With transient ROGOs in extremely limited supply and high demand, this allocation can help you avoid costly regulatory delays and compliance fines. Fully transferable and ready for immediate deployment to a qualifying property. Contact us today to learn how this allocation can support your current operations or future development goals. Find more information in the documents tab or call list agent.

Maloney, Not Provided
$625,000
2 Beds ⋅ 2 Baths ⋅ 615785 MLS
Great investment property. This charming Keys cottage situated on 3 spacious lots, offers an incredible potential for investors to build their dream home. Located just a few blocks from Key Largo School and within minutes of local amenities, this property is ideally positioned for both convenience and seclusion. This property boasts a private waterfront homeowners' park complete with a boat ramp, a serene cove, and 72-hour dockage—perfect for boating enthusiasts. Although recently renovated this home is a tear down. Use it as is until you rebuild . The property has been brought to full compliance and offers excellent investment potential. Once the lots are no longer combined for tax purposes, you could build up to three homes on the property, making this an outstanding opportunity for development. Whether you're looking for a family retreat or an investment with future growth potential, this property is the perfect canvas. Just two minutes from the iconic Key Largo Stretch and an easy hour's drive to Miami, this is an unbeatable opportunity to own a piece of paradise with endless possibilities.

28 Tarpon Ave, Key Largo
$3,899,000
4 Beds ⋅ 2 Baths ⋅ 616369 MLS
Rarely does a Florida Keys property offer the combination of proven vacation rental income, transient rental zoning, private beachfront, and future development flexibility found at the historic Long Key Fish Camp. Situated at the southern tip of Long Key, this income-producing oceanfront property boasts 221 feet of private white sand beach, unobstructed Atlantic Ocean views, and both sunrise and sunset. Currently operating as a successful nightly vacation rental, the property offers a rare opportunity for investors seeking immediate income with the flexibility to further enhance or redevelop the site. The existing legal duplex features four bedrooms and two bathrooms, capturing the character and charm of Old Florida Keys living. Continue operating the property as a vacation rental, renovate the existing improvements, or explore the property's long-term redevelopment potential. The offering includes two development rights associated with the legal duplex, plus a third development right for an accessory structure, an increasingly rare asset in the Florida Keys. This unique combination creates opportunities to maximize rental income, establish a private waterfront compound, or pursue future redevelopment, subject to applicable approvals. Ideally positioned between Islamorada and Marathon, the property offers convenient access to marinas, restaurants, shopping, and airports while maintaining a level of privacy rarely found in the Keys. The shallow turquoise waters offshore are ideal for kayaking, paddleboarding, snorkeling, and fishing, while nearby Long Key State Park and the Long Key Viaduct provide access to some of the world's most renowned tarpon fishing. Adding to its significance, the property occupies the former site of Henry Flagler's original Long Key Fishing Camp. In the early 1900s, famed author Zane Grey helped establish Long Key as one of sportfishing's most celebrated destinations, hosting notable guests including Herbert Hoover and Franklin Rooseve

65620 Overseas Hwy, Long Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 618587 MLS
One-of-a-kind - ICONIC Bonefish Towers - ''Eye in the Sky'' Million Dollar Views! A Rare Opportunity, Nothing compares to this ICONIC 14th Floor Penthouse in the Sky, ''Bonefish Towers'', overlooking amazing Emerald/Turquoise Blue Waters of the Florida Keys, ''Bonefish Towers'' is the tallest 14 floor hi-rise in the Florida Keys, you will be in awe, when stepping through the front door. A spacious 3 bedroom/office/3 bath, multi-level condominium, floor to ceiling windows, doors and glass, brings in natural light and the beauty from the Atlantic, Florida Bay/Gulf. There are 2 balconies, one off the bedroom and one oversized balcony, off the Living area to accommodate outdoor dining, soaking up the Sun and enjoying those Tropical Breezes. A ''must see'' a small woodworking/fly tying room for your hobbies. Condo was newly renovated with lovely 24x24 Granite tile flooring in living, kitchen, dining areas, granite counter tops and stainless appliances, a recent bath update as well, New Lux Air 2024 A/C (transferable 10-year warranty), a dedicated bar with sink and refrigerator/ice maker. Bonefish Towers, located in ''The Heart of the Florida Keys'', Marathon, Florida, great local restaurants, shopping, Airport, bike paths, beach nearby, snorkeling, fishing and diving, at its best! An hour from Key West and close to Miami. Many amenities, a heated pool, sauna, weight room, party/game/meeting room with pool table, Ocean side tiki huts, tennis/pickle ball court, ample parking, new roof, new elevators. Pride of ownership and it shows, has never been rented. Bonefish Towers has a full-time maintenance staff, office staff, a secure building entrance, SIRS and Milestone Reports available, plus a healthy Reserve. Come Preview Today!!!

2000 Coco Plum Dr Unit APT 1403, Marathon
$2,950,000
614973 MLS
Ready to Build Your Dream Florida Keys Estate? This rare opportunity includes two large adjacent, cleared parcels, totaling 21,798 sq ft, in the heart of Marathon, already vested with a City of Marathon Market Rate Transferable Building Right, (TBR) — meaning no wait, no red tape - start building immediately! Positioned on a deepwater canal with 7.9' controlling depth, this location is ideal for large vessels and offers quick access to the open Atlantic, while providing protected dockage in a serene setting. Enjoy views toward the ocean from this extraordinary site. Dock permits are pending, and the sale includes a full set of architectural plans for a luxury residence complete with a private pool and pickleball court—all crafted by a respected local engineering firm and ready for permitting submission. Renderings of the completed home bring the vision to life and are featured in the listing gallery. No guessing, no waiting—just groundbreaking luxury. Watch the video Create your personal Keys retreat today.

246 & 248 Pescayo Ave, Marathon
$410,000
2 Beds ⋅ 2 Baths ⋅ 618277 MLS
Used as a weekend get away from the mainland, the seller has regularly maintained the mobile home for her use. The canal allows for kayaking, & swimming all 10 minutes from Key West. Decking, porch, hurricane panels, central AC easy care yard as well as furnishing which are negotiable minus personal items. No HOA fee. Restaurant, gas stations, convenience stores in near vicinity. Property has a ROGO Exemption letter from Monroe County Planning Dept. and can be replaced.

264 Mars Ln, Geiger
$940,000
2 Beds ⋅ 1 Baths ⋅ 617326 MLS
Spectacular completely updated single wide mobile home. This property features 60 feet of dock, Tiki Hud, in property Boat Ramp and 6,000 sqft Lot. The property is in excellent condition and move in ready! Call for more information

314 Windley Rd, Key Largo
$1,500,000
609364 MLS
10.5 Acre +/- Vacant Commercial Zoned ( C-2 ) Site on US #1 on Rockland Key , Bayside as you enter Key West. Approx. 1000 ft of Frontage on US #1 with 6.559 AC +/- of Upland filled from 5 ft to 9 ft elevation. $1,500,000.00 Price is Per Upland Acre. Existing billboard lease. Contact List agent for full package

169 Overseas Hwy, Rockland
$2,525,000
4 Beds ⋅ 3 Baths ⋅ 617879 MLS
Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom or office, half bathroom and an all new kitchen with new stainless appliances, countertops, custom built in cabinetry and all new lightning. The open living room is surrounded by French doors that allow for tons of natural light & open to your private tropical oasis and a newly resurfaced heated pool, great for lounging by or entertaining family & friends. Located on the second floor you will find the primary bedroom w/ ensuite bathroom and walk in closet along with a balcony that's perfect for enjoying morning coffee. Two more additional guest bedrooms and a guest bathroom can also be found on the second floor. Further updates include all new pool equipment, interior & exterior paint, a new HVAC system, on-demand hot water heater, new tile floors, baseboards & lightning. Just a short bike ride to Key West fine restaurants, beaches, galleries, museums & world famous Duval Street, this neighborhood stunner is one not to be missed!

1427 Washington St, Key West
$625,000
1 Beds ⋅ 1 Baths ⋅ 618286 MLS
Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery. The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and doors, providing exceptional tranquility throughout the home. Energy-efficient ductless mini-split A/C systems in both the living area and bedroom offer customized comfort year-round. Situated directly across the street from iconic Smathers Beach, this location is ideal for beach lovers and outdoor enthusiasts alike. Enjoy swimming, sunbathing, and watersports, or take advantage of the wide, paved beachfront promenadeâ€'perfect for biking, jogging, skating, or leisurely sunset strolls. The gated Key West by the Sea community offers resort-style amenities including two swimming pools, two tennis courts, a clubhouse, four conveniently located laundry rooms, bike racks, a car-wash station, and a pet walking area. The community is pet-friendly and well maintained, with condo fees covering building insurance, cable TV, security, pest control, and full grounds and building maintenance. After the first year of ownership, the unit may be rented with a minimum two-month term, adding flexibility and investment potential. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this oceanview condo delivers the best of Key West livingâ€'location, views, and lifestyleâ€'all in one exceptional package.

2601 S Roosevelt Blvd Unit 204A, Key West
$600,000
2 Beds ⋅ 2 Baths ⋅ 616933 MLS
Nestled at the quiet end of a peaceful street, this beautifully maintained home offers the blend of island charm, privacy, and modern comfort. Surrounded by graceful Areca palms and bordered by county land on two sides, the property feels like a serene tropical oasis. Step inside to find soaring cathedral ceilings that create a bright, airy atmosphere throughout the open living area. The updated kitchen features contemporary finishes, quality cabinetry, and modern appliances — best for cooking and entertaining. Nice 2 full bathrooms - combining coastal style with practical comfort. Enjoy the Florida Keys' lifestyle with two spacious terraces, relax outdoors, dine al fresco, or enjoy the gentle island breezes.Whether you're seeking a full-time residence, beatiful getaway, or investment property, this charming Big Pine Key home offers tranquility, privacy, and natural beauty in one of the most desirable island communities. Highlights: - Quiet, end-of-road location for ultimate privacy - Two inviting terraces for outdoor living - Cathedral ceilings and open-concept design - Updated kitchen and bathrooms - Surrounded by Areca palms and county land on two sides - Peaceful, tropical setting with island charm Experience the calm and beauty of Big Pine Key — where nature, comfort, and privacy come together perfectly.

29188 Tulip Ln, Big Pine
$695,000
2 Beds ⋅ 2 Baths ⋅ 617967 MLS
Live the Florida Keys Lifestyle in Sunset Village! This unique 2-bedroom, 2.5-bath townhouse offers something you don't see often, ocean views from both the front and the back of the villa. Whether you're enjoying your morning coffee or winding down at sunset, the water is always part of the view. Located just steps from the ocean and the Sunset Pool, the home sits in a quiet, private corner of Sunset Village, making it ideal for both relaxation and family fun. A small beach area directly across the street is perfect for swimming, paddleboarding, kayaking, and all water activities the whole family can enjoy. Sunset Village is a great spot for kids and guests of all ages, with the pool right out the back door, open green spaces, walkable paths and endless opportunities to explore the island life. Inside, the villa features stainless steel appliances, granite countertops, impact sliding glass doors, a convenient lower-level half bath, and a screened second-level porch which makes a great place to sit back, unwind and enjoy ocean breezes. The property has been very lightly used as a second home and shows beautifully, but it also offers excellent flexibility. Daily rentals are allowed, making it easy to convert into a resort rental or private vacation rental when you're not using it. Whether you're looking for a family getaway, a Keys lifestyle home, or a property with strong rental potential, this one truly checks all the boxes. Priced to sell and ready to be enjoyed. All offers are welcome! Note that all new owners have the opportunity to enroll into the resort rental program which will allow access to enjoy all 61 acres of the exceptional resort amenities, including a freshwater sandy beach lagoon, a full-service marina, 5 food and beverage outlets, tennis and pickleball courts, a luxurious spa, a children's park, multiple pools and an endless array of watersports right at your doorstep. Yes, you can actually live like you are on vacation!

5100 Sunset Village Dr, Duck
$5,500,000
6 Beds ⋅ 6 Baths ⋅ 618573 MLS
Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths of elegant living spaces, including a first-floor mother-in-law suite. Timeless design is found throughout with abundance of natural light and views of the lush, exotic landscape out every window. The great room features 12' ceilings, a curved wall of windows and French doors that lead to the serene, covered porch and outdoor dining space. The kitchen is a chef's dream equipped with new Viking appliances, ample counter space, and a view that overlooks the gorgeous, azure pool. The second level includes a spacious primary suite and two additional guest rooms, one of which has a balcony with treetop views and the island's best spot to view the spectacular 4th of July firework show. Two charming detached guest cottages tucked amongst the gardens offer secluded retreats each with full baths and one offering a living room and kitchenette. The outdoor oasis is defined by the oversized L-shaped pool and outdoor kitchen with built-in Viking grill; the perfect space for entertaining. This property is an exceptional, private sanctuary at an unbeatable location just one block from the crystal-clear Atlantic, tennis and pickleball courts, the esteemed Casa Marina Hotel and iconic White Street Pier. Don't miss the opportunity to call this remarkable estate your home! Seller is a licensed real estate broker and related to the listing agent. Seller is a licensed real estate broker and related to the listing agent.

906 Johnson St, Key West
$879,000
2 Beds ⋅ 2 Baths ⋅ 618239 MLS
This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side is fully equipped with six heavy duty dock posts and cleats, ideal for boating, fishing, and easy water access. This beautifully maintained home features two bedrooms and two full bathrooms, with tile flooring throughout, a metal roof, central air conditioning and abundant storage. The bright, open interior is surrounded by windows galore in the living area, perfectly framing the stunning outdoor scenery and flooding the home with natural light. The primary bedroom opens directly to a large covered porch, where you can wake up to breathtaking sunrises over the Atlantic. Outside, enjoy a spacious patio perfect for evening gatherings, moonrises and watching the incredible sealife. Additional features include accordion shutters and a full line of appliances, making this home as functional as it is beautiful. Located in Venture Out on Cudjoe Key, a private and gated community. Residents enjoy 24 hr gated security and patrol, two pets allowed and transient rentals permitted. The community amenities are unmatched and include: Oceanfront heated saltwater pool, hot tub, marina with ship store, fuel dock, two boat ramps, two tennis courts, two pickleball courts, basketball, bocce ball and playground for the kids. This is a rare opportunity to find your happy place in paradise. Seller says bring offers

701 Spanish Main Dr Unit 265, Cudjoe
$150,000
616575 MLS
PRICE IMPROVEMENT & NO TRANSFER FEE with this TBR in the City of Marathon. 4 available - each at $150,000. Buyer to pay ALL closing costs associated with the transaction. Sender and Receiver must be approved by the City of Marathon. Please inquire for details. Preliminary estimate of closing costs upon request. No Real Estate conveys. Seller to net $150,000. B&BATVAI

2 Of 4 Tbr 22nd St, Not Provided
$537,900
1 Beds ⋅ 2 Baths ⋅ 616530 MLS
Welcome to Ocean Isles Fishing Village—a gated, seven-acre oceanfront community in the heart of the Florida Keys. Offering brand-new concrete block construction built above flood and allowing seven-day rentals, Ocean Isles combines modern living with resort-style amenities. Townhome #31 is a desirable end unit, located just two rows from the gated entrance with distant views of the Atlantic. This two-story residence offers approximately 800 sq. ft. of modern living space. The main level features a bright living area, sleek kitchen with stainless steel appliances, and a full bath. Upstairs, the private primary suite includes its own full bath and captures the essence of relaxed Keys living. Every detail has been designed for peace of mind and convenience, including impact windows and doors. Step outside and enjoy resort-style amenities: a spectacular oversized oceanfront pool, clubhouse, tiki huts, and fish cleaning stations for the avid angler. For boating enthusiasts, Ocean Isles delivers unmatched value with a private boat ramp and convenient reserved dockage for owners to use, the newly updated marina, protected by Jack Tar Flats, features a seawall, bulkhead, and docks—ensuring smooth access to world-class fishing and diving waters. Adding to its appeal, Ocean Isles is located just moments from Marathon Airport, which caters to private jets and smaller planes—nearly within walking distance—making this community especially convenient for those seeking a lock-and-leave Florida Keys retreat with effortless travel access. Perfectly situated in Marathon, Ocean Isles provides easy access north to Islamorada or south to Key West, along with local dining, shopping, and attractions just minutes away. Whether you're looking for a weekend escape, an income-producing property, or your own piece of paradise, this is an opportunity not to be missed.

10877 Overseas Highway Unit 31, Marathon
$988,999
3 Beds ⋅ 3 Baths ⋅ 615524 MLS
Live like you're on vacation! Welcome to the resort style living you've been dreaming of--complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath townhome also features an enclosed lower-level recreation area approximately 1000 sf., with a full bath, ideal for guests, hobbies, or flexible living. Inside, you'll find vaulted ceilings, beautiful wood-look tile flooring throughout, a well-designed and modern kitchen with extra refrigerator and storage, pantry area. 3 freshly upgraded bathrooms. A separate coffee station and upgrades throughout. Custom wood cabinetry, and impact windows and doors (excluding the rear balcony). The front balconies have been enclosed, creating additional air-conditioned living space, while the L-shaped screened balcony offers a relaxing view of the main pool. Other highlights include covered parking directly beneath your unit. A concrete structure with metal roof and no assessments with a healthy budget. Located on the bayside at Mile Marker 98, Landings of Largo is a well-maintained, gated community offering resort-style amenities: two heated pools, a new marina, boat ramp, clubhouse, fitness room, Sunset Pier, trailer parking, and a fish cleaning station. It's also pet-friendly and perfect for those seeking peace and quiet, with a 28-day minimum rental policy. Whether you're looking for a full-time residence or a relaxing retreat, this home offers it all--convenience, comfort, and a true boater's paradise. Maintenance Fee of $1,718.49 unit and $62.36 dock Monthly Includes: Building Exterior Maintenance; Building Insurance; Cable; Common Area Maintenance; Exterminating; Sewer

9812 Windward Ave, Key Largo
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 617358 MLS
Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest.

123 W Bruce Ct, Marathon
$4,850,000
5 Beds ⋅ 4 Baths ⋅ 617356 MLS
Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings, sleek contemporary lines, and expansive windows and doors showcasing breathtaking panoramic water views. Experience mesmerizing sun and moon rises over the water, views of distant islands, bridges, boats cruising by, sea life, etc. This tropical paradise features a boating canal and private dock, with vessel access to both the Gulf and the Atlantic Ocean. Bridge clearance is 11 ft. Entertain in style with the upper level, grand, open living room and kitchen area, which features soaring ceilings and walls of glass, with 8ft opening to the deck for al fresco dining. The sleek contemporary kitchen has a round porthole window. A mirror panel opens to a sliding appliance tray from the pantry. Black stainless steel smart appliances compliment the black, dazzling mirror fleck Silestone countertops. Floors throughout are custom designed, stained and sealed. The unique, curved wall master bedroom has a seating area by the glass doors, that open for a tropical breeze and a walk-in closet. The en suite master bath, is an expansive oasis featuring a jetted tub and 5 x 5 ft shower. The lower living level great room features a large theater/entertainment area with two walls of windows that have sweeping water views. This 3500 sq ft, 5 bedroom, 4 bath home also has outdoor space including two covered upper decks and a 500 sq ft ground level patio featuring sea life art. Also there is a garage and under house parking for up to 6 vehicles. The 2300 sq ft open waterfront area has ample space to add features overlooking the water. This construction exceeds 180 mph hurricane code. This is a solid, precast concrete panel construction, including the floors, roof and stairs. The poured concrete pilings go 9 ft below grade, 5 ft into caprock, connected with a 20 in deep grade beam.

31449 Ave I, Big Pine