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Middle Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 425
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$949,000
Key Colony
Key Colony Beach   - MM: 53.50
3 Bed, 3 Baths, 1,184 SqFt Days Listed: 91
-9.62% ($101,000) 3 Price Changes : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Welcome to your Key Colony Beach Escape, a beautifully maintained waterfront 3-bedroom, 2-bath half duplex in the desirable Key Colony Beach. All new impact windows and doors throughout. This charming home features 30 feet of concrete dockage, fish cleaning station, tiki hut, fresh paint, new furniture, and smart TVs in every room. The open-concept living area flows seamlessly into the fully equipped kitchen, complete with a breakfast bar and dining table for six. If you are looking for an investment property, this is it! Active vacation rental with needed licenses and passed inspections ready to be transferred. Enjoy easy access right down the street to the exclusive Cabana Club, with beach and pool privileges just a short walk away. Located near parks, fishing, golf, and local restaurants. Dont miss the opportunity to own this stunning property in the Gem of the Florida Keys!

$965,000
Key Colony
Key Colony Point   - MM: 53.50
3 Bed, 3 Baths, 1,929 SqFt Days Listed: 1
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Own a piece of paradise perfectly situated at the southern point in Key Colony Beach. This beautiful oceanfront townhouse, features three spacious bedrooms and three modern bathrooms. Step into peaceful living that offers the perfect blend of comfort and style. This home is ideal for both relaxation and entertaining. Enjoy breathtaking ocean views right from your living room, or step outside to your private beach, where soft sand and the gentle sounds of the waves await. The community amenities elevate this property to another level and includes a sparkling pool, soothing spa, a fishing pier, and a tennis court--everything you need for a resort-like lifestyle for ultimate unwinding, outdoor enthusiasts, and friendly competitions. This townhouse offers both tranquility and access to all the best island living has to offer. This turnkey property not only offers the ultimate in comfort and style, but it also provides an incredible investment opportunity. This townhouse is ideal for both personal enjoyment and rental income. With onsite property management in place, you can easily rent out the home on a weekly basis, making it a hassle-free investment that generates income when youre not using it. The island of Key Colony Beach also offers walking paths to playgrounds, restaurants, and a Par 3 golf course. Also steps away from Sunset Park to picnic or reflect outside of Key Colony Point. Dont miss out on this exceptional opportunity to own a stunning oceanfront property. Schedule a viewing today!

$969,000
Marathon
Gulfpointe   - MM: 53.50
2 Bed, 2 Baths, 1,352 SqFt Days Listed: 106
-2.61% ($26,000) 1 Price Change : Last Change 9 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Oceanfront Move-In Ready Home - Coastal Living Awaits! This beautifully updated, bright, and airy two-story townhome offers 2 spacious bedrooms and 2.5 baths, with breathtaking Gulf views from almost every room and on the wrap around balcony.The home is thoughtfully designed with soft coastal hues throughout and a smart, functional kitchen. Both bedrooms are located upstairs, ensuring maximum privacy and comfort. Additional features like impact-resistant glass windows and a durable metal roof offer peace of mind during storms.Enjoy the convenience of a two-car covered parking space and take advantage of being within walking or biking distance to local restaurants. Plus, owners are permitted to have two small pets, making this a truly versatile and desirable home.Located above the flood zone, this home is just steps from the sparkling community pool and private boat dock just off Vaca Cut Channel.Gulfpointe 2 allows short-term vacation rentals (7-day minimum), making it an ideal property for both personal enjoyment and rental income. If youre looking for a low-maintenance, secure, and private community, this is the perfect spot.Whether youre looking for a permanent residence, a vacation retreat, or an income-generating property, this townhome is a must-see. Dont miss out on this opportunity to own a piece of paradise!

$975,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 136
-2.40% ($24,000) 1 Price Change : Last Change 30 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

Paradise found! You will fall in love with everything this ABOVE FLOOD TURN-KEY waterfront half duplex has to offer....situated in a prime location in renowned Key Colony Beach. Steps from the GOLF clubhouse, TENNIS/pickle ball courts, trailer storage area and only a quick boat ride to the Ocean or Gulf side (via the Vaca Cut). This CBS built 2 bed/ 2 bath home comes with your very own backyard POOL oasis and well maintained 37.5 Ft. CONCRETE dock. Privacy fencing and an expensive shaded LANAI make this home the perfect place to enjoy all the ocean breezes that surround you. Other notable features include; a METAL roof, IMPACT windows and doors, HIGH cathedral ceilings with character and a modern coastal kitchen with stainless steel appliances and stone counter tops. LOW insurances and plenty of room to park multiple cars and storage area under the home. Enjoy the bike/walking paths with a quick ride to sunset park. Island is very safe and family friendly. This property is currently a vacation rental and will make a great second home/primary home or investment property. Call today, because with so many PERKS under $1M, this property will NOT last!!!

$975,000
Long Key
Long Key Estates   - MM: 68.00
2 Bed, 2 Baths, 1,316 SqFt Days Listed: 59
-2.40% ($24,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Assi

Where Coastal charm meets quality Craftsmanship!!! Charming 2 Bedroom, 2 bath Home in the Heart of the Florida Keys!! Discover this beautifully renovated retreat nestled in the picturesque Florida Keys and quaint fishing village of Layton. Every inch of this home has been thoughtfully updated, offering modern amenities while maintaining its unique coastal charm. Situated on a deep canal, this property has convenient and direct access to the open waters of the Atlantic Ocean and Florida Bay, making it a boaters paradise. Imagine stepping out of your back door and onto your boat, ready to explore the stunning marine life and vibrant coral reefs just moments away! Inside, youll find a bright, airy & spacious open floor plan. The modern kitchen features high-end appliances, sleek countertops and custom-built solid wood cabinetry. Relax in one of the 2 comfortable bedrooms with plenty of natural light. The outdoor space is equally impressive, with a private dock, lush tropical landscaping, and a spacious deck area perfect for dining and entertaining. As well as a serene, screened porch to enjoy time out of the sun and after a fun day on the water rinse off in a private hot/cold outdoor shower! Other features included coastal style wainscoting throughout the entire home as well as solid wood bamboo floor, all impact doors & windows, small garage space as well as shed that offers plenty of space to store all your favorite island toys. There is a side driveway that has plenty of room for your boat trailer or RV. The property is surrounded by a privacy wall on both sides of the property. Whether youre a boating enthusiast or simply looking for a tranquil escape, this home offers the perfect blend of luxury, comfort & relaxation. Perfectly situated between Islamorada and Marathon experience the best of Florida Keys living in this delightful waterfront home- and old-style Florida Keys community!

$975,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,414 SqFt Days Listed: 92
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Live your best life in this gorgeous 3-bedroom, 2-bath penthouse at Hawks Cay Marina, where coastal elegance meets modern comfort. Featuring soaring vaulted ceilings and expansive floor-to-ceiling windows, this home captures stunning views of the marina and lush great lawn, creating a serene and picturesque setting. Enjoy al fresco dining on the spacious screened-in balcony, or simply relax and take in the breathtaking surroundings.Recent upgrades include a new air conditioning system and the resorts stylish vacation rental furniture package. Soft, soothing shades of white, gray, and blue enhance the peaceful coastal vibe. The building offers an elevator, covered parking, and a private storage unit for added convenience.Resort amenities include three sparkling swimming pools, eight tennis courts, a natural sandy beach lagoon, Coral Cay Kids Camp, a Dolphin Training Center, and three on-site restaurants/bars. Plus, with the marina just steps away, you can easily board a world-class fishing charter for an unforgettable adventure. Dont miss your chance to own this exceptional piece of paradise!

$975,000
Marathon
Bonefish Townhouses   - MM: 54.50
3 Bed, 3 Baths, 1,857 SqFt Days Listed: 4
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Enjoy waterfront living at this Bonefish Yacht Club townhome in Coco Plum, where boat traffic drifts by and coastal breezes set the scene. This spacious residence features three large bedrooms, each with its own private bath, offering comfort and privacy. A screened porch provides a relaxing space to take in the channel views, while the open-air balcony off the primary bedroom offers a front-row seat to passing boats.Built with durable concrete construction, this townhome is equipped with a new metal roof (2024), impact windows, and an impact-rated door for added peace of mind. Recent appliances enhance the well-appointed kitchen, and the home is offered tastefully furnished. Covered parking adds convenience, and the community amenities include a pool, tiki hut, and tennis court.Just a short distance from Coco Plum Beach, this home also allows for 7-day rentals, presenting both a personal retreat and an investment opportunity. Unlike condominiums, this property is exempt from Floridas Milestone Inspections and Structural Integrity Reserve Study requirements. Dont miss this chance to own a well-maintained waterfront townhome in a sought-after location. Schedule a showing today.

$979,000
Marathon
Tranquility Bay   - MM: 48.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 18
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

This is your opportunity to own your townhome in the Middle Keys premier resort, Tranquility Bay. Enjoy steady rental income with this very spacious 3 bedroom 2 1/2 bath end unit with bump out dining area. The interior boasts an expansive open floor plan living area with well appointed furnishings and outstanding open water views from private porches and balconies. The resort grounds offer mature manicured tropical tropical landscaping, 2.5 acres of sandy beach, two pools,, Jack Nicklaus putting green, volleyball courts, on site water sports, an upscale on site restaurant and a convenient casual beachfront tiki bar. Dont just dream about resort life, call today and start to live it.

$980,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 244
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 55ft.

Updated cottage in Charming Little Venice named for its canals and quaint bridges. New impact windows and doors, new roof, A/C and freshly painted! located on a clear blue canal seconds from the Ocean, just one street away. Vacation Rental licensed for income!

$985,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 1,290 SqFt Days Listed: 70
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.Concrete

Here it is, your updated 2-bedroom, 2-bath single-family home in Key Colony Beach! This island home offers exceptional value with light-filled, airy interiors and a move-in-ready design--no projects needed here. The open-concept living area flows seamlessly to an outdoor retreat, perfect for relaxing or entertaining while watching a gorgeous sunset. Boaters will love the 40-foot dock with easy ocean access, making fishing, diving, snorkeling and waterfront adventures effortless. The Cabana Club is a private pool and beach club, you and your guests will enjoy. Plus you will be able to continue this membership! For those seeking an investment opportunity, 7-day vacation rentals are permitted. If youre considering a half-duplex, this single-family home is worth a closer look. Whether youre after a winter escape, weekend getaway, or full-time residence, this property delivers comfort, convenience, and classic island charm in one of the Florida Keys most desirable locations. Key Colony Beach, the GEM of the FL Keys!

$989,000
Marathon
Lida Subdivision   - MM: 51.50
3 Bed, 3 Baths, 1,298 SqFt Days Listed: 146
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This 3-bed, 2-bath CBS concrete home, just 3 years old, features custom stonework, impact windows & doors, and upscale finishes throughout. While not on a canal, enjoy breathtaking ocean views from the elevated terrace. With high-end appliances, energy-efficient systems, and close to dining and shopping, this home offers Keys living without the waterfront price.

$991,104
Marathon
Dorsett Subdivision   - MM: 59.00
2 Bed, 2 Baths, 1,000 SqFt Days Listed: 26
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges

Enjoy island living in the Heart of the Florida Keys! This pristine 2-bedroom, 3-bathroom concrete home on a double lot has been well maintained and completely updated. This residence combines modern comfort and conveniences while strategically located on a private road, ensuring peace, privacy, and water views with an Old Florida vibe. This location provides quick access to the Florida Bay and the Atlantic Ocean with world class fishing and diving. Residents benefit from exclusive use of a community boat ramp, dock and park; perfect for aquatic adventures, leisurely afternoons by the water or spectacular sunsets. A wonderful place to relax but also for entertaining guests with an open floor plan, fabulous outdoor living areas and serene tropical gardens with landscape lighting. The home features concrete construction, new impact windows and doors, metal roof, a spacious garage and functional lower level with ample storage inside and out. There is plenty of off street, RV and boat parking. The property backs up to Florida State Land and natural hammock. Lifestyle amenities nearby add to this homes appeal, just minutes from Grassy Key and Duck Key restaurants, the Dolphin Research Center, Keys Cable Waterpark, and walking/biking trails. The City of Marathon is 10 miles away for the convenience of more dining options, shops, grocery stores, home improvement stores, the famous Seven Mile Bridge and the white sands of Sombrero Beach. Also within 30 minutes of Islamorada and one hour to Key West, insuring youre never short of places to explore and enjoy. Art and furniture negotiable. A 2021 Sea Born FX24 center console boat, fishing and dive gear also available.

$992,000
Marathon
Gulfpointe   - MM: 53.50
2 Bed, 2 Baths, 1,387 SqFt Days Listed: 28
-0.20% ($2,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

This beautifully furnished, rental-ready condo offers stunning open water views and direct sightlines to the dock. Already an established vacation rental, generating approx. $40K/yr. thanks to the rare allowance for weekly rentals in this well-maintained condo community. Boaters will love the instant ocean and bay access, with Vaca Cut Channel just moments away. This pet-friendly community features dockage, a heated pool, elevated concrete buildings with newer metal roofs, and new hurricane impact windows and doors. This condo lives like a single-family home with two levels, two private wrap-around balconies, and designated covered parking for three vehicles. Inside, the open floor plan maximizes space and views, with a granite kitchen and sizable island plus a convenient half bath. Upstairs, enjoy two spacious bedrooms and baths, including a master suite with breathtaking Caribbean water views. Come embrace low maintenance living and the flexible lifestyle this condo will afford you!

$995,000
Key Colony
Monte Christo   - MM: 53.50
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 29
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Once you step into this peaceful oceanfront sanctuary, youll want to call it home. The stunning views of the azure waters of the Florida Keys are a serene backdrop for your daily retreat. Nestled along a pristine, sandy beach, this renovated condo offers a seamless blend of modern elegance and coastal charm. Youll love the herringbone pattern tile flooring, the sophisticated built-in cabinet in the living room and the mini bar with wine and beverage refrigerator. The kitchen is a culinary haven with an island for gathering friends and family and a brand new refrigerator. Your spacious primary suite boasts gorgeous ocean views, sliders for access to the porch and a walk-in closet. The generous wraparound porch is perfect for watching the sunrise with your coffee or relaxing with your favorite book. The guest suite offers privacy for your guests with an ensuite, room for two double beds and an abundance of closet space. The laundry room has a brand new washer and dryer. Unit 2-203 is being sold furnished including very nice Tommy Bahama furniture. Exclusions are the two fish on the built-in cabinet and all kitchen items. The porch furniture and grill currently in your private garage are included. Monte Christo is a well-maintained 38-unit oceanfront complex located in the resort community of Key Colony Beach. Pet friendly, 2 cats or 1 dog under 40 lbs. There are two pools, one is oceanfront and the other is a great lap pool with a jacuzzi. Tennis and shuffleboard too. Over 350 feet of sandy beach is yours, along with the beautiful crystal clear waters of the Keys. Dont miss out on this chance to indulge in the ultimate coastal living experience. Schedule your showing today and secure your place in this exclusive oceanfront oasis. Tranquility awaits, make it yours.

$997,000
Marathon
Lida Subdivision   - MM: 51.50
4 Bed, 4 Baths, 1,768 SqFt Days Listed: 134
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

SELLER IS OFFER A 1-TIME INCENTIVE OF A 3-2-1 INTEREST RATE BUYDOWN, WHICH WILL REDUCE THE INTEREST BY 3% IN YEAR 1, 2% IN YEAR 2 AND 1% IN YEAR 3 FOR A FULL PRICE OFFER SUBJECT TO NEGOTIATION & BUYER ABILITY TO QUALIFY WITH SELLERS LENDER. THIS MEANS A YEAR 1 RATE COULD BE AS LOW AS 4% INTEREST. Currently in all of Marathon, Duck Key & Key Colony there is no other New Construction Single Family available below $1.65M besides this Brand New 4 Bed, 3 Bath, 1786 sqft living Concrete Built Above Flood Home, built by the local & well respected Design Center, This home features poured solid concrete 16x16 columns plus an Energy Efficient Seamless Metal Roof, ALL Hurricane Impact Windows & Doors, Pre-Cast Concrete Floors allowing for no center columns, which maximizes usable parking & store below the home, Spray Foam Insulation along with a High Efficiency 4 Ton A/C System, Modern Staircase & Rails & even an Electrical Sub Panel Box to easily plug your generator right into. Step inside & find Maintenance Free Wide Plank Luxury Vinyl Flooring thru out the home, 8FT High Interior Doors, 9FT Ceilings, 5 1/4 Baseboards, Led Recess Lighting, Modern Fans in each Bedroom & the Living Room, an Open Kitchen with Shaker Soft Close Wood Cabinets with Crown Molding & Hardware including 42 Uppers, Quartz Countertops including a Large 1 level island, a Tile Backsplash, Pendant Lighting, a Full Stainless Steel Appliance Package & Modern Single Sink & Faucet. All 3 bathrooms feature Designer Tiled Floors, Custom Tiled Showers with the Primary & 1 Guest Bath having Frameless Glass Enclosures & the 2nd Guest having a Tub/Shower Combo. They all have Wood Vanities with Quartz Counters, Modern Vanity Lighting & Mirrors, Modern Faucets & Toilets. There is a fully functional Laundry Room with Washer & Dryer Hookups off the Front Entry. Home is centrally located in the heart of Marathon on a quiet street. ETA for completion is March-April 2025. Home comes with a 1-year Builders Warranty.

$999,000
Marathon
Flamingo Island   - MM: 49.50
4 Bed, 4 Baths, 2,532 SqFt Days Listed: 166
-16.75% ($201,000) 3 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This move-in ready 2 story home is located in one of Marathons best neighborhoods. With over 2500 sq. feet, this expansive 4 bedroom 3 bath home is perfect for a large family. The main living area, kitchen, primary suite and 2nd bedroom and guest bath are located upstairs with an interior staircase that leads you downstairs to your den, 2 more bedrooms, bathroom and laundry room. Oversized fenced in yard is perfect for entertaining with lots of room for a pool.New roof, appliances, ADT security system and much more.

$999,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 67
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Prime Canal Front Home in Village at Hawks Cay! This exquisite 3-bedroom, 2.5-bathroom canal front home is located in the highly desirable Village at Hawks Cay. Boasting a spacious floor plan, it is perfectly suited to accommodate large families and guests.This property is an ideal daily rental with the potential for a significant income. Its conveniently close to many of Hawks Cay Resorts amenities, making it an attractive option for owners interested in the optional Hawks Cay Resort Rental Management Program.The exterior has been freshly painted, enhancing its curb appeal. Inside, the home features a full kitchen equipped with stainless steel appliances and granite countertops, providing both functionality and style.Dont miss out on the opportunity to own this beautiful vacation home in the Florida Keys! Professional Photos coming soon!

$999,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,337 SqFt Days Listed: 341
-11.20% ($126,000) 1 Price Change : Last Change 186 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Experience breathtaking open water vistas from each room through the expansive screened-in balcony. This Marina Villa condo showcases a split bedroom design, where the primary bedroom and its ensuite connect to one bedroom which feature twin beds, while the second suite and bathroom provide guest privacy at the opposite end of the residence. The condo boasts numerous enhancements, such as custom tile inlays in the bathrooms, tile and high-end vinyl flooring, and a fully equipped kitchen with a double bowl farmhouse sink. Additional storage cage on the ground level to store bikes and water toys. Covered parking available on the ground level with an elevator for added convenience. It is part of the Preferred rental program with a proven rental income. Just bring along your water toys and dive into the vibrant lifestyle of the Keys.

$999,000
Marathon
Cobia Point Condo   - MM: 49.00
3 Bed, 3 Baths, 2,440 SqFt Days Listed: 81
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 46ft.Concrete

Glorious views of Boot Key Harbor from your 800 sq foot wrap-a-round screened balcony. ASSIGNED BOAT SLIP conveys with this unit for up to a 40ft vessel. Luxurious, quiet condo living at its best. Split floor plan, huge master suite. Water views from living, dining, kitchen and two bedrooms. Renovations underway, kitchen and new floors are finished. Elevator, heated pool, outside shower and pool side rest rooms, tennis court, kayak storage rack. Like to fish? Cast your line off the dock or your personal boat slip. Ground floor is covered parking, unit is 1st floor above the parking. Large storage unit under the building. Walk or bike around the golf course. Centrally located in the heart of Marathon. Close to Sombrero Beach, restaurants and the Marathon Airport, all that Marathon has to offer. NO vacation rentals allowed. Quarterly does not include complex insurance. $8,250K is assessed in March annually for insurance. Also, yearly Contingency Fund of $3K due in March.

$999,999
Conch Key
Conch Key   - MM: 62.50
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 21
-9.09% ($100,001) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

What an incredible retreat in this stunningly upgraded 3-beds, 2-bath fishing cottage on the iconic Conch Key, Florida. Every aspect of this home has been thoughtfully enhanced for both comfort and style. Impact windows and doors, a metal roof, while the interior shines with quartz countertops, bamboo hardwood floors, and exquisite cedar and Dade County pine accents throughout. The homes layout offers more than meets the eye, with an additional 896 square feet upstairs, providing ample space to accommodate your needs. Enjoy 50 feet of dockage on a pristine canal, perfect for large, deep-draft boats with quick access to both the Gulf and the ocean. Ideally located just north of Marathon and Duck Key. With weekly rentals allowed, this is perfect as an income-producing investment as well.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-24-2025.
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