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$1,990,000
3 Beds ⋅ 2 Baths ⋅ 619235 MLS
Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close proximity to the island's most recognized destinations. Set on a deep 4200+ square foot lot stretching from Eaton Street to Thompson Lane, the property offers 3 bedrooms and 2 baths in a setting designed for both everyday living and relaxed entertaining. Recognized as a 2016 Preservation Award Winner, this lovely home reflects thoughtful preservation of its architectural style while incorporating modern updates including a metal roof and a comprehensive renovation. Inside, hardwood flooring, a light-filled living area, and a main-level primary bedroom create a comfortable and functional layout. The open design flows naturally to the outdoor spaces, while the updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, tile backsplash, and dedicated prep space, along with additional storage and an interior laundry area. French doors extend the living space outward to a covered deck and courtyard. The outdoor setting is a defining element of the home, centered around a private heated pool, covered lounge area and outdoor bath. Gorgeous palms and lush plantings frame the backyard, creating a private garden atmosphere with brick walkways and a spacious courtyard for dining and gathering, while string lighting enhances the space for evening ambiance. The deep lot includes off-street parking with a brick-paved driveway accessed from Thompson Lane, a valuable feature in Old Town. Just moments from the Historic Seaport, Duval Street, and some of Key West's most loved local spots, this location provides convenient access to dining, shopping, and live entertainment. With its combination of location, updates, outdoor living spaces, and off-street parking, this property presents a compelling opportunity for use as a primary residence or vacation home in Old Town Key West..

1019 Eaton St, Key West
$2,875,000
5 Beds ⋅ 5 Baths ⋅ 619236 MLS
Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

443 Sombrero Beach Rd, Marathon
$675,000
2 Beds ⋅ 1 Baths ⋅ 619233 MLS
MOTIVATED SELLER! The perfect Key West starter home. This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the massive, fully fenced backyard. Plenty of space for a pool and/or outdoor kitchen. The covered carport and dedicated laundry room are added extras that make this the perfect place to call home!

2625 Flagler Ave, Key West
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 619230 MLS
Imagine being just minutes from Sombrero Beach and only a 3-minute boat ride to the Atlantic--this is true Keys living. This thoughtfully designed 1,800 sq. ft. home offers 3 bedrooms and 2 bathrooms, perfectly balancing comfort and style. Step outside to enjoy the screened patio, relax under the tiki hut, or take a dip in the beach-entry pool, kept at the ideal temperature year-round with a heater/chiller system. Set on a generous 12,146 sq. ft. lot with 100 feet of canal frontage, the property provides a fenced yard, ample parking, a private boat ramp, and a 40-foot concrete seawall--everything you need for an active Keys lifestyle. Inside, the first-floor en suite bedroom offers convenient single-level living, while the second floor features two spacious bedrooms with a shared bath. Weekly rentals allowed and comes with great rental history. Don't miss the opportunity to make this waterfront gem your home in paradise.

66 Tingler Ln, Marathon
$5,900,000
4 Beds ⋅ 3 Baths ⋅ 619229 MLS
Think the Florida Keys can't accommodate a true yacht? Think again. Opportunities like this are exceptionally rare--this Port Largo waterfront home is one of the few properties in the Keys where a serious yacht owner can dock with confidence. Set on an over 200-foot-wide canal with protected, deep-water dockage, the property offers a brand-new 106' concrete dock with the depth and turning radius that most Keys homes simply cannot provide. Add in open ocean views and immediate access to world-class fishing and diving, and you have a location that checks boxes most buyers assume don't exist here. Designed for both lifestyle and entertaining, this 4-bedroom, 3-bath home delivers the ultimate Keys experience. The updated kitchen opens into comfortable living spaces, while the outdoor area is built for hosting--complete with a pool and expansive dockage that naturally becomes the focal point of every gathering. This is a true ''boat and entertain'' property. Tucked at the end of a quiet street, the home offers privacy while still capturing the energy of the waterway--perfect for enjoying the steady flow of boats passing through the channel. It's a setting that blends relaxation with just the right amount of activity. Located in the desirable Port Largo community, you're just minutes from some of the best fishing and diving in Key Largo, along with easy access to nearby restaurants and local favorites. The neighborhood also features a park with pickleball and tennis courts, an Olympic-sized pool, beach volleyball, and a convenient boat ramp. For buyers who thought the Keys couldn't support their boating lifestyle, this property changes that conversation. If you've been overlooking the Keys because of dockage limitations, this is the one that proves otherwise.

308 Atlantic Blvd, Key Largo
$1,195,000
2 Beds ⋅ 3 Baths ⋅ 619228 MLS
Welcome to Waterfront Living at Buttonwood Bay in Key Largo! Experience stunning sunsets and the ultimate boater's paradise from this beautifully situated residence in the highly sought-after Buttonwood Bay community. Enjoy your own private waterfront patio just steps from a protected 31' boat slip #180 by stairs next to pool. Spread across 42 acres of tropical beauty, Buttonwood Bay features deep-water coral rock harbor with direct access to the Florida Bay and nearby Atlantic Ocean. Step inside to a light-filled interior featuring quartz countertops, stainless steel appliances, and an open-concept living area with a convenient half bath on the main level. Upstairs, the primary bedroom includes a screened balcony and bath and the guest bedroom and full bath. All is freshly painted with new blinds and new light fixtures. A screened-in porch opens to a peaceful backyard sitting area overlooking the boat slips, perfect for relaxing after a day on the water. Enjoy resort-style amenities including a full-service marina and boat ramp, on-site Ships Store with everything from snacks and drinks to bait, ice, fuel and owner's parking for trailers, three heated pools, five tennis and pickle ball courts, fitness center with waterfront marina views, saunas, a basketball court, clubhouse, sandy beach, 24-hour security and staffed gatehouse. Whether you're looking for a full-time residence or the perfect weekend escape, this is your chance to embrace the Florida Keys lifestyle.

96000 Overseas Hwy Unit DD3 31' boat slip, Key Largo
$499,000
1 Beds ⋅ 1 Baths ⋅ 619227 MLS
Welcome to effortless Florida Keys living in the heart of Tavernier. This beautifully built 1-bedroom, 1-bathroom home was completed in 2023 and offers modern construction, durability, and low-maintenance coastal comfort. This stilted home features impact windows and doors and a sleek metal roof, providing peace of mind and long-term resilience. Inside, you'll find a bright and efficient layout perfect for easy living or a weekend retreat. The exterior living area is just as inviting, with an easy-maintenance yard and a comfortable open-air, entertainment space, ideal for relaxing in the shade, entertaining guests, or enjoying the Keys lifestyle year-round. A dedicated enclosed storage area downstairs offers plenty of room for tools, gear, and all your water toys. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this newer construction home delivers simplicity, style, and the laid-back charm. Walking distance to Harry Harris Park and Old Settlers Park. Boating access available inside Harry Harris Park. Conveniently located near schools, shopping, and dining, with Miami just about an hour away. Call for a private showing today!

116 Garden St, Tavernier
$465,000
2 Beds ⋅ 2 Baths ⋅ 619223 MLS
Discover your perfect coastal getaway at 15 Sombrero Blvd, Unit 212 in Marathon, Florida. This beautifully updated and fully furnished 2-bedroom, 2-bath condo in Marathon Country Club Condominium offers comfort, convenience, and a prime location just blocks from Sombrero Beach with easy bike and walking access. Enjoy the rare perk of dockage for boats up to 25 feet with no waiting list, plus quick access to both the ocean and gulf from a wide, deep canal. The community offers a pool, adding to the relaxed, resort-style lifestyle. Featuring new furnishings and tasteful updates throughout, this move-in-ready unit is perfect for everyday living or beach days. Centrally located near shopping and dining, this is your chance to own a slice of paradise in the Florida Keys!

15 Sombrero Blvd Unit 212W, Marathon
$525,000
2 Beds ⋅ 2 Baths ⋅ 619219 MLS
Charming Starter Home or Investment Property! Conveniently located on a large corner lot with mature landscaping, this home has a lovely paved driveway and is fully fenced with a large storage shed. This charming mobile home offers exceptional value and comfortable Keys living. Featuring a large open porch perfect for relaxing outdoors while enjoying the gentle island breeze. Step inside to an open kitchen and living area, ideal for everyday living or entertaining. With two bedrooms and two bathrooms there's room for guests or a home office. The home is equipped with central air and heat providing year round comfort. Easy access to shopping, dining and boat launches makes this a great Keys investment opportunity and getaway!

802 Largo Rd, Key Largo
$5,650,000
3 Beds ⋅ 4 Baths ⋅ 614935 MLS
Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration for Budd Post—the visionary engineer behind the legendary Card Sound Road. It offers an extraordinary blend of history, natural beauty, and modern luxury. Surrounded by breathtaking 360-degree views, the property's expansive decks and waterfront tiki hut provide unmatched solitude and serenity. Here, you can reflect on days spent exploring the unspoiled waters of the Florida Keys, far removed from the bustle of everyday life. Crafted to perfection, the estate's concrete construction ensures strength and resilience while maintaining an air of timeless elegance. Inside, cathedral ceilings and a grand limestone fireplace create a warm and sophisticated ambiance. The dining room, framed by panoramic ocean views, offers an intimate setting for unforgettable gatherings. Three en-suite bedrooms promise unmatched comfort and privacy, making the home as functional as it is exquisite. This listing includes an additional lot offering even more possibilities and potential. Boasting over 200 feet of concrete dockage, and a private boat ramp, the estate is a boater's dream, offering the perfect gateway to explore the azure waters that surround you. Whether pursuing nautical adventures or savoring the peace of waterfront living, this property delivers an exceptional experience. This private haven is truly like no other in the Florida Keys—a rare gem where luxury, seclusion, and nature converge. Every corner of this secluded retreat invites you to embrace the unparalleled charm of coastal living in an enchanting and one-of-a-kind setting.

10987 County Road 905, Key Largo
$699,000
2 Beds ⋅ 2 Baths ⋅ 619212 MLS
Enjoy breathtaking ocean views from this beautifully updated 2-bedroom, 2-bathroom top-floor condo, fully furnished, in the highly desirable Ocean Pointe community. Positioned for one of the best views in the building, this unit features a private balcony with access from both the living room and the primary bedroom--perfect for relaxing and taking in the scenery. The spacious primary bedroom offers stunning ocean views, direct balcony access, and an updated en-suite bathroom. Both bathrooms have been tastefully renovated, and updated flooring throughout adds to the clean, coastal feel. Raised ceilings enhance the sense of space, making the unit feel open and bright. The kitchen features granite countertops, stainless steel appliances, and a new refrigerator. Additional upgrades include a new washer and dryer and a tankless water heater for added efficiency and convenience. Impact windows and doors provide peace of mind, and the unit is ready for personal use or immediate rental. Ocean Pointe allowsshort-termm rentals, making this an excellent investment opportunity or vacation getaway. Amenities include a large pool and hot tub, tennis courts, pickleball courts, a pool bar, an on-site restaurant, a playground, a boat ramp, a marina, and a private beach. Conveniently located near the pool and tennis courts, this unit offers the perfect combination of comfort, location, and stunning views. Located in the Florida Keys, this property is ideal as a strong investment opportunity, a second home, or your own private coastal retreat.

500 Burton Dr Unit 2409, Tavernier
$790,000
2 Beds ⋅ 2 Baths ⋅ 619210 MLS
Ready to go rental unit! Nightly rentals are permitted. New furniture, newer appliances, ready for your renters. Step into the kitchen, a culinary haven boasting modern appliances, sleek granite countertops, and a comprehensive array of essentials, ensuring every meal is a delight. The inviting living room offers a comfortable sofa, which effortlessly transforms into additional sleeping space, accommodating even more guests. This unit has everything you need to be a successful investment property. 3 covered patios, open upper deck to watch the sunset. This unit is located on the swimming lagoon with a beach. Enjoy the community pools, tennis courts, playground and a marina with a boat ramp. There is also room for boat trailer storage. This is a gated community with 24-hour security. You can reach several local restaurants by golf cart with never driving on US1. Key Largo Park is also an easy golf cart ride away, play pickle ball, tennis or enjoy the kid's area. This unit has everything you need, to use for your own enjoyment and generate an income when you are not using it. This unit is managed by a local property manager. Rentals on the books will transfer to new buyer. Built in rental income!

1500 Ocean Bay Dr Unit F5, Key Largo
$3,295,000
3 Beds ⋅ 3 Baths ⋅ 619204 MLS
A stunning location with all attributes geared to the view of the beautiful open bay of Summerland Cove. This OCEANFRONT 3 bedroom 3 bath home is on the market for the first time since construction in 1996 and features an extensive renovation nearly complete. The property includes a stunning covered & heated pool with screened enclosure, a 28 foot concrete dock with davits, deep water boating access, a spacious 2 car garage(~700sqft), majority impact glass, and a standing seam metal roof installed June 2018 with 140 mph rating. The layout of the home includes a split floor plan with a generous master suite with a large walk-in closet and an ensuite with floor to ceiling Italian polished marble. There are 3 full baths upstairs, a spacious living room with a 3 paneled pocket slider that creates a seamless indoor to outdoor transition with the stunning ocean view. The kitchen remodel includes quartz counters, stainless appliances, and soft close cabinets & drawers. In addition to the pool & the garage, the downstairs expands the air-conditioned living with a family room & foyer with designed room to add an elevator as well as a covered outdoor kitchen on a pavered patio. With the current renovation nearing completion, this spectacular location is ready for new owners and their vision of a fabulous Florida Keys tropical retreat.

24348 Caribbean Dr, Summerland
$1,399,000
619200 MLS
425 Bahama Street presents an exceptional opportunity to own a revenue-generating parking lot in iconic Key West, Florida. This income-producing property offers existing cash flow and represents a rare investment in a high-demand location where parking remains a valuable and limited commodity. Whether held as a steady income asset or positioned for future upside, this property offers investors a unique combination of immediate revenue and long-term potential in one of the most sought-after markets in the Florida Keys. Buyer to verify all details, including income, zoning, and allowable uses.

425 Bahama St, Key West
$1,533,333
2 Baths ⋅ 619199 MLS
Fantastic commercial opportunity with direct highway exposure in a prime corner location! This oversized CBS building has 3,429 sq feet of air conditioned space plus a double drive-thru and an open patio upstairs. Commercial zoning allows for many office or retail uses. Very visible 15,000 sq ft corner lot with ample parking for customers and employees. Call for a private tour!

11401 Overseas Hwy, Marathon
$999,000
619198 MLS
Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours!

2330 Staples Ave, Key West
$999,000
1 Beds ⋅ 1 Baths ⋅ 619196 MLS
Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours!

2330 Staples Ave, Key West
$1,780,000
5 Beds ⋅ 5 Baths ⋅ 619197 MLS
New Construction, walking distance from Sombrero Beach. This stunning new construction home offers the ultimate in luxury coastal living. Featuring 5 bedrooms and 5 full bathrooms, every bedroom includes its own private en-suite for maximum comfort and privacy. One bedroom and bathroom are conveniently located on the first floor, perfect for guests or easy accessibility. All main living areas are elevated above flood level, providing peace of mind while enjoying the island lifestyle. Step outside to your private tropical retreat with a beautiful pool, extensive lanai area, and a fully equipped outdoor kitchen, perfect for entertaining year round. Located in a very high performing vacation rental neighborhood, this property presents an incredible opportunity for both personal use and investment potential. Enjoy being just a short walk to Sombrero Beach in the beautiful Florida Keys.

518 Avenida Primiceria, Marathon
$350,000
1 Beds ⋅ 1 Baths ⋅ 619195 MLS
This oversized pull through 62' long RV lot allows for larger RVs or park models. Included in the Sale is a 2021 Wildwood 39' long, 2 bedroom and 1 bath spacious unit., a 10x10 shed, grills, firepit, bikes a kayak, all dishware, cookware and silverware. Practically turnkey there might even be a brand-new toothbrush waiting for you! A similar unit is netting over $42,000 a year in daily rentals! The monthly association dues are $270.15 and include basic cable as well as wastewater. This fee also helps maintain the many amenities available in Key Largo Kampground & Marina. Spanning 40 acres, the community features a marina, two swimming pools (a kid's pool & a two beaches, boat storage,14 wet boat slips and a variety of recreational activities such as volleyball, basketball, beanbag toss, shuffleboard, and a playground, with much more to enjoy.

101551 Overseas Hwy Unit # 148, Key Largo
$235,000
619194 MLS
Discover the beauty of Key Largo with this stunning property located at 94825 Overseas Hwy Lot 198. Everything is new in the development, build your dream home.

94825 Overseas Highway Unit 198, Key Largo
$1,950,000
3 Beds ⋅ 2 Baths ⋅ 619188 MLS
Discover your slice of paradise in Key Largo with this canalfront 3-bedroom, 2-bath home offering comfort, functionality, and the laid-back Florida Keys lifestyle. Ideally situated on a quiet deep-water canal with 75 feet of dockage and just minutes to Florida Bay, this property is perfect for boating enthusiasts seeking quick and easy access to open water. The elevated main living area features an open-concept layout with a spacious kitchen, dining, and living area that flows seamlessly to a private balcony, creating a bright and inviting space to relax or entertain. The home includes a primary suite along with two additional bedrooms and a full guest bathroom, all thoughtfully arranged for everyday living. Outside, enjoy a heated pool and a generously sized yard with low-maintenance landscaping, along with ample parking and a full-length dock. A 15,000 lb boat lift is also in place. Whether you're looking for a full-time residence, a weekend retreat, or an investment opportunity, this well-located waterfront property offers an exceptional opportunity to own in Key Largo. Minutes away from Adams cut, many restaurants and full docks. Call Today!

34 S Blackwater Ln, Key Largo
$3,800,000
4 Beds ⋅ 5 Baths ⋅ 619187 MLS
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 15, Islamorada
$4,000,000
4 Beds ⋅ 5 Baths ⋅ 619186 MLS
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 8, Islamorada
$4,000,000
4 Beds ⋅ 5 Baths ⋅ 619185 MLS
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 7, Islamorada
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 619184 MLS
Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable split floorplan, tile floors, granite countertops, ample storage, attached garage, impact windows and doors, accordion shutters, and a metal roof. Boaters will love the easy access, including a 75' concrete dock with a 17,000 lb boat lift. The sellers have plans to extend the concrete seawall across the second lot, creating the potential for an additional 75' of dockage. Enjoy outstanding access via Bogie Channel with quick routes to both the Atlantic Ocean and Gulf waters, putting world-class fishing, diving, sandbars, and minutes to Bahia Honda State Park and beach. Outdoor amenities include screened and open porches, a tiki hut, outdoor shower, fenced yard, 50-amp RV service, and abundant parking for boats, trailers, and recreational equipment. The spacious double lot and tranquil setting create the perfect backdrop for relaxing island living while still being close to all the Lower Keys has to offer. A rare opportunity to own a fully furnished, move-in ready waterfront home with exceptional boating access and future dockage potential in the Lower Florida Keys. The unique community zoning allows for marine business and income potential from marine-related services.

29534 Geraldine St, Big Pine
$29,500
1 Beds ⋅ 1 Baths ⋅ 619182 MLS
Own 2 Consecutive Weeks (5 & 6) at The Banyan Resort in the heart of Old Town Key West--one of the most desirable times of year to be in the Keys! Unit 508 is a one-bedroom loft suite that accommodates up to four, featuring a spiral staircase leading to a semi-private loft bedroom with a queen bed, plus a queen sleeper sofa in the living area. The unit offers a full kitchen, private bath, and spacious living/dining area. Tucked within a lush, tropical setting just steps from Duval Street, The Banyan Resort provides a peaceful retreat with convenient access to dining, shopping, and waterfront attractions. Week 5: January 31 - February 7 Week 6: February 7 - February 14

323 Whitehead Street Unit 508 Wks 5 & 6, Not Provided
$535,000
3 Beds ⋅ 2 Baths ⋅ 619178 MLS
This beautifully maintained 3-bedroom, 2-bath home in Key Largo sits on a desirable corner lot in the X Flood Zone--high and dry for added peace of mind. Offered fully furnished with stylish coastal décor, this move-in ready retreat invites you to settle in effortlessly--just bring your toothbrush and flip flops. A 2011 metal roof with a 25-year warranty adds security and lasting value, while the open-concept great room and updated kitchen create an ideal space for easy entertaining. The spacious primary bedroom suite features a private ensuite bath, walk-in closet, and sliding glass doors that open to the deck, blending indoor and outdoor living. Step outside to a large covered deck, perfect for relaxing among mature trees and lush landscaping. The fully fenced backyard includes a storage shed and ample space to park a boat trailer securely inside the gate--perfect for boating enthusiasts. With no HOA, you'll enjoy added flexibility and freedom. Ideally located with convenient access to the ''Stretch'' and only an hour to Miami, this home is also just minutes from great dining, shopping, and outdoor adventures at John Pennekamp Coral Reef State Park.

11 Oakwood Ave, Key Largo
$269,000
1 Beds ⋅ 1 Baths ⋅ 619175 MLS
$21,000+ Gross Rental Revenue so far in 2026! Welcome to Conch Hideaway #423, a charming and income-producing tropical retreat located within the highly sought-after gated community of Venture Out in the Lower Florida Keys. This 1-bedroom, 1-bath island getaway offers the perfect blend of relaxed coastal living and strong investment potential. Currently operating as a successful vacation rental, the property has already generated over $21,000 in gross rental revenue for 2026, with approximately $17,000 in existing future reservations already secured as of June 5, 2026. Whether you're searching for a personal Florida Keys escape, a turnkey investment property, or both, this home is already producing income and ready to enjoy. Inside, you'll find a bright, coastal-inspired interior featuring an open-concept living space, Smart TV, and a pull-out sofa bed. The thoughtfully designed kitchen offers everything needed for easy vacation living, while the bedroom and full bathroom create a comfortable retreat after a day on the water. Step outside and relax in your outdoor space and enjoy the tropical breezes. A separate storage shed provides convenient space for fishing gear, bicycles, and beach essentials. Located at Mile Marker 23 on Cudjoe Key, Venture Out is a private, 24-hour gated oceanfront community known for its exceptional amenities and vibrant island atmosphere. Residents and guests enjoy access to a heated saltwater oceanfront pool and hot tub, boat ramp, fuel dock, ship store, tennis and pickleball courts, basketball and bocce courts, saltwater swimming lagoon, recreation center, market, post office, and golf cart-friendly streets throughout the community.

701 Spanish Main Dr Unit 423, Cudjoe
$415,000
2 Beds ⋅ 1 Baths ⋅ 619171 MLS
Turnkey island getaway in the heart of Marathon! This charming 1-bedroom, 1-bath home at 5301 Ocean Terrace comes fully furnished and ready for immediate enjoyment. HOA redid all the piping throughout the building, HOA includes pool usage and Boat slips of 28ft. Come see this unit today! Boater's paradise , Waterfront living ,Deep water Dockage ,Florida Keys lifestyle , Vacation Rental Potential.

5301 Ocean Ter Unit APT 7, Marathon
$6,965,000
5 Beds ⋅ 5 Baths ⋅ 619169 MLS
Rarely does a property of such storied provenance and grand scale grace the Key West market. This is a residence where history breathes. Commanding nearly half a city block in the prestigious Casa Marina district, 1101 Casa Marina Court is an architectural masterwork built by A. Maitland Adams in the early 1930s. Adams was said to be a partner of Charles Thompson, Ernest Hemingway's fishing companion. If the walls could talk at this iconic residence, it would tell you that this is the very home where renowned author Philip Caputo penned ''Indian Country'' and where Gregory Peck and Harry Truman played cards in the dining room. The 20,000 square foot estate seamlessly marries Palm Beach sophistication with island charm, commanding attention with its vast landscaped grounds of unparalleled beauty, sweeping open spaces, and stunning resort-style pool. Tucked behind the walls, awaits a vast courtyard complete with its own meditation garden--perfect for grand entertaining or peaceful relaxation. Along with gated off-street parking for two, the home features five bedrooms and four and a half bathrooms, including a second-story guest apartment that offers privacy and versatility. Recent updates to the home include travertine marble floors, new roof (2025), impact windows and doors, a chef's kitchen, and welcoming fireplace. Enjoy breathtaking open-water views and sunsets from the home's private widow's walk- an elevated retreat perfect for unwinding above it all. Moments away from waterfront dining, beaches, and pickleball courts, this corner estate offers an unparalleled lifestyle for those seeking a piece of island history redefined for modern luxury.

1101 Casa Marina Ct, Key West