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27452 Anguila Ln, Ramrod
$995,000
3 Beds ⋅ 2 Baths ⋅ 621817 MLS
OWNER FINANCING. 27452 ANGUILA LANE RAMROD KEY FOR RENT. REPAINTED INSIDE AND OUT. ALL NEW FLOORING. 1400 SQFT 180 MPH RATED 3/2 HOME. 300SQFT ENCLOSURE FOR ALL YOUR FISHING NEEDS.40' DOCK ON AN OVERSIZED CORNER LOT WITH LOTS OF ROOM FOR RV AN BOAT PARKING. MINUTES FROM LOOE KEY REEF. 9' CEILINGS, CROWN MOLDING AND CENTRAL AC. FULLY PEA ROCKED YARD FOR LOW MAINTENANCE. NEW METAL ROOF, HURRICANE WINDOWS AND DOORS. GRANITE COUNTERS. RENT IS $4,750 PER MONTH. $4,000 SECURITY. $8,950 AND YOUR IN. CALL FOR PRIVATE SHOWING show contact info . AVAIL NOW. OWNER REALTOR. RIDE BY FIRST AND IF YOU LIKE IT, CALL ERICA. LONG TERM LEASE CONSIDERED.PURCHASE $1,199,000.00, $50,000 DOWN PMT. WILL FINANCE BALANCE FOR 5 YEARS AT 8% NO WIND NO FLOOD INSURANCE REQUIRED. HUGE SAVINGS. HUGE OPPORTUNITY. NEGOTIABLE. OWNER REALTOR. RIDE BY IF YOU LIKE IT CALL FOR SHOWING. APPROX. MONTHLY PMT. $8,800.00

27452 Anguila Ln, Ramrod

27385 Saint Lucie Ln, Ramrod
$2,199,000
4 Beds ⋅ 3 Baths ⋅ 621763 MLS
Fully Furnished Tropical Keys Oasis - Waterfront Luxury Living Just unpack and start living the island life in this completely renovated, one-of-a-kind tropical oasis that rivals any luxury 5-star resort. Relax in the sparkling pool surrounded by lush, mature landscaping, including coconut palms, banana trees, mango trees and a Hass avocado tree. Vibrant bougainvillea archways create a stunning entry to one of the most exquisitely landscaped homes on the island. Outdoor living here is elevated to the next level and is perfect for entertaining. Enjoy 60 feet of waterfront with an expansive maintenance-free deck, a 15,000-lb boat lift and a drop dock perfect for swimming in the lagoon or launching kayaks. Inside, discover a beautiful 4-bedroom, 2.5-bath home featuring a chef's kitchen with a 6-burner gas stove, double farm sink, all-new stainless-steel appliances and a massive center island with abundant storage, so you can enjoy everyday luxury living. Gorgeous tile flooring flows throughout. The first floor offers three guest bedrooms, a stylishly renovated bath, a convenient half bath and a full laundry room with gas dryer. The spacious living room opens through triple sliding glass pocket doors to a screened porch secluded by palms, bringing your indoor living outdoors in the winter and ideal for morning coffee or dining al fresco year-round. Upstairs, the primary suite is a private retreat with panoramic water views, a custom walk-in closet and a spa-inspired bathroom with an oversized shower featuring six body jets, a handheld sprayer and a ceiling-mounted rain shower. Dual vanities and a lighted mirror complete this luxurious sanctuary. Additional features include: - Brand-new impact windows and doors throughout - Metal roof - Fully fenced backyard, perfect for pets and privacy - 300 sq. ft. storage room with impact windows and doors - Irrigation system - Propane gas - Endless on-demand gas water heater - And so much more!

27385 Saint Lucie Ln, Ramrod

27416 Cayman Ln, Ramrod
$999,000
2 Beds ⋅ 2 Baths ⋅ 621701 MLS
Your boat, your backyard, the Atlantic just beyond the canal. Welcome to Breezeswept Dockside Retreat, a turnkey waterfront home on Ramrod Key designed for those who want to make the most of the Florida Keys boating, fishing, and diving lifestyle. With no-bridge ocean and gulf access, this property puts the Lower Keys' renowned fishing grounds, Looe Key Reef, backcountry waters, sandbars, and nearby Picnic Island within reach. The 40' wide canal offers approximately 3' control depth, with a fuel stop and dive shop conveniently located at its north end. The waterfront setup is ready for your next adventure, featuring 60' of composite dockage (2022), a 14,000-lb boat lift, and a 6,000-lb boat lift (both 2022). Whether you're heading offshore to fish, exploring the reefs, or cruising the backcountry, your next day on the water starts right at home. Back on shore, relax in the private saltwater pool, entertain on the spacious deck, or unwind on the full-length covered verandah overlooking the canal. The open-concept living area connects indoor comfort with the outdoor setting, while tropical landscaping adds to the island feel. Offered fully furnished and turnkey, this home is ready for your personal Keys escape, full-time living, or vacation rental use. Features: Saltwater pool (2019); metal roof (2018); central A/C (2022); lower enclosure (2021); 28-day minimum rentals permitted; voluntary HOA. Wind/homeowners insurance under $7,000 annually, plus an assumable flood policy of $520. If your ideal Keys day starts with a boat ride and ends with a swim in your own pool, Breezeswept Dockside Retreat deserves a closer look.

27416 Cayman Ln, Ramrod

27416 Tobago Ln, Ramrod
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 621530 MLS
**OPEN HOUSE | SUNDAY NOV. 1 FROM 11:00AM - 1:00PM** 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

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

333 Indies Rd, Ramrod
$2,795,000
4 Beds ⋅ 6 Baths ⋅ 621324 MLS
Spectacular sunset views from this custom-built, fully furnished 4-5 bedroom, 5½ bath oceanside home in beautiful Breeze Swept Beach Estates. Situated on an oversized 10,500 sq. ft. fenced lot, the property offers plenty of parking for boats, RV's, and jet skis. This custom home features 3,224 sq. ft. under air and an additional 1,276 sq. ft. of sunset and sunrise viewing decks, including a panoramic 360° view from the rooftop widow's walk. The expansive open-concept living, dining, and kitchen area features cathedral ceilings, creating a bright and inviting space. The updated kitchen boasts quartz countertops with a counter-to-ceiling quartz backsplash, stainless steel appliances including a gas range, and a whole-house maintenance-free Allini water purification system. Enjoy the custom indoor/outdoor sound system, 85' flat-screen TV, and private bathrooms in every bedroom. The office can easily be converted into a fifth bedroom, as it already includes its own full bath. Additional features include front and rear access stairs, covered porches overlooking the new custom pool with heater and chiller, PebbleTec pool finish, and a custom paver pool deck. The property is well-equipped for both comfort and boating with an elevated whole-house Kohler propane generator, garage, large storage area, custom rod racks, ice machine, outdoor shower, 9' x 60' concrete dock, 15,000 lb boat lift, shaded fish cleaning station, and an in-ground 1,000-gallon propane tank for all your propane needs. Other highlights include impact windows and doors, a fenced yard with multiple gates, covered parking, a covered outdoor bar and entertainment area, and a gas hookup for the BBQ grill. Enjoy direct deep-draft Atlantic Ocean access for the perfect day on the water. This stunning home is completely turnkey--just bring your T-shirts, shorts, and toothbrush and start enjoying the Keys lifestyle. Come see this exceptional property before it's gone. Easy and a pleasure

333 Indies Rd, Ramrod

27334 Guadaloupe Ln, Ramrod
$1,099,000
3 Beds ⋅ 2 Baths ⋅ 621076 MLS
This waterfront home features impact windows and doors throughout, providing reliable security and peace of mind. Boating enthusiasts will appreciate the direct canal access with no bridges to open water, making it easy to head straight out for a day on the water. The canal-side setup includes a 30' long concrete dock, giving you a dedicated spot to tie up your boat right behind the house. Inside, the home boasts a light-filled 3-bedroom, 2-bathroom open layout designed for comfortable coastal living. The updated kitchen is a chef's delight, complete with granite countertops, stainless steel appliances, a Frigidaire gallery refrigerator, and a built-in wine rack. Additional interior highlights include a dedicated laundry room and a primary bathroom with a large soaking tub in the en-suite. Downstairs, you will find versatile utility and storage space perfect for keeping all your gear organized. Nestled in the desirable island neighborhood of Breezeswept Estates on Ramrod Key, this home offers an authentic Florida Keys lifestyle with direct access to crystal-clear waters, world-class diving, snorkeling, and premier fishing. Launch with ease from a public boat ramp less than two miles away, and spend your weekends exploring popular nearby sandbars. After a day on the water, take a quick walk or bike ride to several local restaurants. This location seamlessly combines quiet neighborhood charm with unbeatable access to the best marine adventures in the Keys.

27334 Guadaloupe Ln, Ramrod

27358 Jamaica Ln, Ramrod
$899,000
3 Beds ⋅ 2 Baths ⋅ 620276 MLS
Discover the laid-back waterfront lifestyle you've been dreaming of at this charming canal-front home in Breezeswept Beach Estates on Ramrod Key. Perfectly situated with water on 2 sides this property offers 150' of waterfront including a deep water basin, excellent dockage and easy access for boating, fishing, kayaking, or paddle boarding right from your backyard. Offering a flexible floor plan with separate living spaces on each level, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Upstairs, you'll be welcomed into a bright and inviting Great Room that serves as the heart of the home, with sliding doors leading to a screened lanai overlooking the canal where you can enjoy the island breezes. The functional kitchen offers plenty of space for everyday living and effortless entertaining, while the spacious primary bedroom and full bathroom provide a comfortable retreat. Downstairs offers two additional bedrooms, a full bath, laundry room, and a separate living area, providing plenty of space for guests or extended family. Storm ready with CBS construction, impact windows and doors and metal roof. Outdoor living takes center stage with an expansive yard and outdoor shed for convenient storage for all your boating and fishing gear. With quick ocean access from the canal, boaters can be on the water in no time, enjoying world-class fishing diving, Looe Key and endless adventures throughout the Florida Keys. Conveniently located on Ramrod Key, home to two popular outdoor restaurants with live entertainment, miniature golf and convenience store just a quick bike ride away, marina with boat ramp, and just a short drive from Key West, this waterfront retreat captures everything people love about life in the Florida Keys.

27358 Jamaica Ln, Ramrod

750 W Indies Dr, Ramrod
$960,000
3 Beds ⋅ 2 Baths ⋅ 619877 MLS
This three bedroom , two bathroom home sits on an expansive 12,200 square foot piece of property in the highly sought after Breezeswept Beach Estates neighborhood on Ramrod Key. Upstairs there are two bedrooms and one bath, and a large kitchen and living room. Downstairs is a one bedroom, one bathroom bungalow with a complete kitchen! The exterior of the property has several updates, including storage sheds, 90 feet of brand new docks with water, electric and a brand new built in fish cleaning table. A new roof was installed in 2023. Plenty of room to stretch out on this property, lots of parking, room for boat trailers, and totally fenced in for your pets. Excellent location for open water access, short canal ride and a couple minutes to picnic island for a relaxing afternoon and sunset!

750 W Indies Dr, Ramrod

643 Indies Rd, Ramrod
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 618915 MLS
Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for immediate enjoyment. Step into an open-concept living area featuring 10-foot ceilings, while the master bedroom boasts soaring cathedral ceilings with beautiful whitewashed cypress, adding a coastal charm to the elegant interior. The kitchen is a chef's dream, featuring quartz countertops, cherry hardwood cabinets with self-closing doors, a gas cooktop, and a convection oven. The master bathroom includes a luxurious 6-foot jetted tub with an on-demand water heater, creating the perfect place to unwind. Outdoor living is equally impressive, with a heated pool, two tiki huts featuring custom bars, and a spacious wrap-around deck offering panoramic open-water and sunset views. Boaters will appreciate the property's 14,000-pound boat lift, excellent boating access, and 50-amp shore power along with RV hookup complete with sewer connection. Relax by the gas fire pit, pick fresh fruit from the yard, and entertain with ease thanks to the exterior and interior sound systems. This fenced property, perfect for pets, also includes underground power, Wi-Fi, a 50-amp RV hookup, and plenty of storage. For the avid angler there's a fish-cleaning station and an outdoor shower. Combining privacy, luxury, and functionality, this Ramrod Key Oceanside gem is a slice of paradise waiting to be enjoyed. Easy and fun to show!!!

643 Indies Rd, Ramrod

420 W Indies Dr, Ramrod
$850,000
3 Beds ⋅ 2 Baths ⋅ 617696 MLS
Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a standing-seam metal roof, impact doors and windows, and engineered wood flooring throughout. The open kitchen is both stylish and functional, featuring marble countertops, a large center island with electric and USB connections, a 5-burner propane stove, perfect for entertaining. All three bedrooms are comfortably sized, and both bathrooms have been beautifully remodeled with high-end finishes and bidet toilets. The elevated home provides a bright, airy interior and a comfortable retreat above the ground level. Downstairs, the outdoor living space is designed for relaxed Florida Keys living. A spacious covered lanai with bar and multiple seating areas creates an inviting place to gather, while the fully fenced 7,131 sq. ft. oversized corner lot offers privacy and room to enjoy the outdoors. Additional features include a gas fire pit, outdoor shower with hot water, lemon and lime trees, and convenient boat tie-downs. Boaters will appreciate the composite dock with 11,000-lb davits and quick access to deep water via the clear flow-through canal. This turnkey property is an excellent opportunity to enjoy the Lower Keys lifestyle with modern upgrades, exceptional boating, and outstanding outdoor amenities.

420 W Indies Dr, Ramrod

27433 Antigua Ln, Ramrod
$1,480,000
4 Beds ⋅ 3 Baths ⋅ 617241 MLS
NEW CONSTRUCTION WATERFRONT HOME. BRAND-NEW POOL INSTALLED. RECENTLY APPRAISED AT $1.6M. Price reduced for quick sale! Completed in 2025 and move-in ready, this 4-bedroom, 3-bath waterfront residence on Ramrod Key blends modern coastal design, quality construction, and exceptional boating access within a classic waterfront setting. Built for the Florida Keys lifestyle, the home features solid CBS construction, a metal roof, & impact-rated windows and doors for durability, efficiency, & peace of mind. A brand-new pool has been installed, and a premium outdoor kitchen is already installed, creating a turnkey space for outdoor entertaining and relaxed island living. Inside, natural light fills the open-concept floor plan, where porcelain tile flooring, a striking floating staircase, and designer fixtures create a clean, sophisticated coastal aesthetic. The chef-inspired kitchen features quartz countertops, shaker-style cabinetry, stainless steel appliances, & an easy connection to the spacious living & dining areas. Expansive terraces extend the living space outdoors, offering tropical breezes & waterfront views. For boaters, the property offers direct water access from a brand-new 150-square-foot composite dock. From here, the best of the Lower Keys is within easy reach from Looe Key Reef & nearby sandbars to exceptional fishing, diving, island hopping, & sunset cruising. Thoughtfully designed with sustainability in mind, this Green Certified home also includes a 3 kW solar system, water cistern, & greywater reuse system, pairing modern comfort with environmentally conscious features and the potential for long-term utility savings. A garage & generous ground-level storage provide plenty of room for kayaks, paddleboards, fishing gear, dive equipment, & everything needed to enjoy life on the water. With direct boating access, a 30' dock, pool, outdoor kitchen, and a recent appraisal of $1.6 million, this waterfront home offers the best of Florida Keys living.

27433 Antigua Ln, Ramrod

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