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Middle Keys Condos for Sale - Condominiums, Florida Keys Real Estate

Total Listings 125
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$629,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 167
-1.56% ($10,000) 1 Price Change : Last Change 2 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Discover coastal charm in this two bedroom, two and one half bath home in the heart of Tranquility Bay! Fully furnished and featuring granite countertops, stainless steel appliances, and a convenient half-bath downstairs. Centrally located on the tropical grounds, your back porch view includes the lush Jack Nicklaus putting green and open-water views of the Gulf. Unwind and enjoy the private 2.5-acre white sandy beach or take a dip in one of the three pools this resort has to offer. Staying active here is a breeze! Kayaks, jet skis, and paddleboards are all available on site. Imagine catching an incredible sunset at the oceanside tiki bar after fine-dining at the resort restaurant. This opportunity is perfect for making memories -- and rental income! Owners can enjoy up to 35 days annually and have the rest of the year to generate those rental dollars. Theres truly something here for everyone.

$649,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,343 SqFt Days Listed: 32
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Escape to paradise with this spacious townhouse-style condo offering stunning beach and ocean views in the heart of Key Colony Beach, Florida Keys. Let the sights and sounds of the sea sweep you into the relaxed rhythm of island life.With over 1,300 square feet of living space, theres plenty of room for you, your family, and friends to entertain, unwind, and create unforgettable memories. Whether youre looking for a retirement oasis, weekend escape, or investment property, this beachside gem has it all for you .NEW Photos - Virtual Tour and Floor Plan are now available. Experience the full charm of this Florida Keys retreat!

$649,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 259
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Welcome to #31 at Ocean Isles Fishing Village. Turn this unit into your perfect weekend beach cottage. This unit has been appointed beautifully and is conveniently located on the corner of the complex just steps away from the entrance to ensure easy access to shopping, dining, and entertainment. If youd rather not leave the community at all, you can enjoy a large pool, a spacious club house, fishing, boat ramp, private marina and phenomenal ocean views. If you have been looking for a reason to make your dream of owning a beautiful piece of The Florida Keys come true, then look no further. Contact us today.

$649,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 104
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Stunning 2-Story Oceanfront Townhouse in Ocean Isles Fishing VillageThis newly rebuilt 1-bedroom, 2-bathroom end unit offers 850 sq. ft. of modern living space, elevated above flood level for peace of mind. The spacious upstairs bedroom features a private balcony and en-suite bathroom, while the open-concept living area on the first floor includes a full bath. Enjoy incredible Atlantic Ocean views from the Olympic-sized pool or relax by the tiki hut to watch the sunset. The gated community includes an air-conditioned clubhouse, private boat dock, and assigned boat slips for homeowners. Additional features include brand-new appliances, including a washer/dryer, completely furnished and ground-level parking. Dont miss the chance to own a piece of paradise in the Florida Keys!

$649,999
Marathon
Faro Blanco   - MM: 48.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 1201
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

VA Financing available!!! Extra Large unit with 2100 sf interior living, Spacious with Large bedrooms, Entire complex 2 year old roof and impact windows, This unit has new a/c, updated bamboo flooring, new water save toilets, is top floor and super clean, Enjoy the many great amenities Faro Blanco has to offer including a private covered parking space, elevator, tennis courts and security gate

$650,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 197
-7.80% ($55,000) 2 Price Changes : Last Change 1 Day Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Escape to a serene island getaway and unwind in style at this stunning two-bedroom, one-and-a-half-bath villa, offering breathtaking water views from the patio. As part of the Hawks Cay Resort rental management program, enjoy access to all on-site amenities. With a proven rental history, this property presents a fantastic opportunity to own a second home that generates income.

$650,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,343 SqFt Days Listed: 223
-6.74% ($47,000) 1 Price Change : Last Change 36 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

OCEAN VIEWS welcome you as you step into this updated condo and 14 day or longer rentals are allowed. You are immediately greeted by breathtaking views of the blue water and the white sand beach. The nicely renovated kitchen has tons of cabinets and counter tops for the chef in the family to prepare feasts to enjoy oceanside. The newly updated primary bath is lovely with walk-in shower and custom finishes . You will treasure the memories made while sipping coffee or enjoying an adult beverage on the balcony while taking in the tropical landscaping and mesmerizing blue water views. Amenities include heated, decked pool, HUGE beachfront tiki, community deck for sunsets, happy hour and grilling and gorgeous, private beach. Your Island retreat is waiting here on Key Colony Beach, where you can walk or bike the entire city to marina, restaurants, pickle ball, golf, tennis, bocce ball, horse shoes, basket ball, post office and Sunset Park.

$659,900
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 432
-5.59% ($39,100) 4 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This exceptional property presents a great income-generating opportunity, with nightly rental capability. Nestled on Harbor Village Dr. within the picturesque Village at Hawks Cay, this pristine 2-bedroom, 2-bath villa features many upgrades including complete Impact windows and doors, an upgraded HVAC system in 2022, upgraded stackable washer/dryer, spa pool pump and heat pump replaced within the last year and the roof was re-screwed earlier this year. The villa includes a well-equipped kitchen with stainless steel appliances and granite countertops, combination tile and vinyl flooring and bathtub glass shower doors. The second bedroom comfortably accommodates twin beds and has its own balcony for guests to enjoy. Additionally, the private patio offers a peaceful setting with expansive canal views, a sunny spot, and a relaxing dipping pool. Schedule a tour today.

$669,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 35
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Extraordinary opportunity for ownership of a rare, corner Villa in world renown Hawks Cay on Duck Key! Enjoy as your own tropical getaway and/or phenomenal vacation rental income producing property. Exceptional Rental History with outstanding returns. Freshly painted and stylishly furnished and updated with Granite Counters, Stainless appliances, Tile Floors, and sporting outstanding water views and a sandy beach area and Kayak launch that are mere footsteps from your deck. Enjoy magnificent Florida Keys Sunsets from your Western facing upstairs and downstairs decks. Comfortably sleeps 4-6 people. Ready to make Immediate $$$! Hawks Cay Resort is known worldwide for its incomparable amenities, dining, and laid-back Island Charm. Make this Home your Island Oasis Today!

$670,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 49
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover an incredible opportunity to own a beautifully appointed two-bedroom, two-and-a-half-bathroom villa at the Village at Hawks Cay within the world renowned Hawks Cay Resort, located in the heart of the Florida Keys. Inside, youll find coastal-inspired decor, displaying white kitchen cabinetry, stainless steel appliances, granite countertops, and tile flooring throughout. Additional features include Impact windows and slider (2020) roof replaced in 2019 and updated AC in 2018. Step outside to your private patio oasis, complete with a splash spa pool and breathtaking views of the turquoise canal waters just beyond your backyard. With open guest parking and flexible ownership options, this villa is perfect as a personal getaway, an income-generating investment, or both. The property can be enrolled into the resorts rental program or can be rented privately, allowing for daily rentals to maximize income potential and overall value. Whether youre looking to relax, explore, or invest, this villa offers the ultimate Florida Keys lifestyle. Contact us today to schedule a viewing and experience it for yourself!

$675,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 245
-3.57% ($25,000) 6 Price Changes : Last Change 1 Day Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Seize the opportunity to own a two-bedroom, two-bathroom villa in Sunset Village, with views of the pristine ocean waters off Duck Key! Witness the Keys most spectacular sunsets. Decorated in coastal theme, this villa Comes turn-key with furnishings to rent or move in immediately. Its an outstanding income-producing property featuring four balconies. The villa includes updated flooring on both levels, stainless steel appliances, granite countertops, and more.

$675,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 95
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

**LOCATION, LOCATION! ** Discover a breathtaking oceanfront villa at Hawks Cay Resort! This exquisite two-bedroom end unit is flooded with natural light, creating an inviting atmosphere. As one of the resorts premier properties, it is conveniently located just steps from the marina and main resort area. Enjoy breathtaking views of the vibrant turquoise waters of the ocean and bay while staying close to all the excitement that Hawks Cay has to offer. And to top it off, rental dock options are available almost right outside your back door making this the ultimate waterfront retreat. Imagine yourself sitting back and relaxing on your porch, watching the beautiful boats come and go from the marina, or taking a leisurely stroll along the docks to Angler & Ale to savor in a spectacular gourmet lunch or dinner while overlooking the marina. Remodeled in 2016 and includes sleek granite countertops, stainless steel appliances, custom ceramic flooring and partial impact windows, this villa is in excellent condition and currently part of the resorts optional rental program, providing great income potential. New owners have the opportunity to enroll into the same rental program offered by the resort which will allow you to enjoy access to 61 acres of exceptional amenities, including a freshwater sandy beach lagoon, a full-service marina, 5 food and beverage outlets, tennis and pickleball courts, a luxurious spa, a childrens park and an endless array of watersports right at your doorstep. Whether youre looking for a fantastic investment property or a dream second home in a tropical paradise, this charming villa offers the best of both worlds. Dont miss your chance to own a piece of the world-renowned Hawks Cay Resort and make it yours today! Rental income available upon request.

$678,000
Marathon
Shores, The   - MM: 54.50
2 Bed, 2 Baths, 1,620 SqFt Days Listed: 29
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to The Shores on Coco Plum Drive in Marathon, where luxury living is complemented by outstanding amenities. This exceptional community offers a heated swimming pool, perfect for year-round enjoyment, whether you want to swim laps or just relax by the water. For those who love the ocean, youll appreciate the private beach, providing exclusive access to the serene beauty of the coastline without the crowds. And if youre a fan of pickle-ball and tennis, youll enjoy the brand new court, a great way to stay active and socialize with neighbors in a beautiful setting. These amenities are all designed to enhance your lifestyle and make your time at The Shores truly special. Now, step inside this stunning 2-bedroom, 2 1/2-bath townhome, a desirable end unit offering extra windows for natural light and enhanced privacy and just steps away from the pool and beach. Enjoy ocean views from both the living room and the primary bedroom balconies, where you can relax and unwind while enjoying the ocean breezes. Inside, youll find brand new plank-style tile flooring throughout, offering a modern, sleek look that complements the open, airy feel of the home. The updated bathrooms include a luxurious walk-in shower in the primary bath, adding a spa-like touch to your daily routine. The newer kitchen appliances, including a brand new double beverage cooler, make cooking and entertaining a breeze, whether youre preparing a simple meal or hosting guests. This home also features new hurricane-rated windows and doors for added security and peace of mind, as well as a sound exterior with recent spalling repairs, fresh paint, and a metal roof, ensuring durability and long-term protection. Additionally, the home boasts a brand new AC system and a new water heater, providing both comfort and energy efficiency. The fresh interior paint throughout ensures the space feels bright and move-in ready, awaiting your personal touches.

$685,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 195
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

This elegant villa is perfectly situated just steps from the Sunset Pool, offering breathtaking water views. As an end unit, it enjoys an abundance of natural light, brightening up the cozy two-bedroom space located in the renowned Hawks Cay Resort in the stunning Florida Keys. Beautifully remodeled in 2021, the villa is decorated in an elegant coastal style, complete with custom made built-in furniture that complements the serene surroundings. Luxury vinyl tile flooring runs throughout, adding a touch of sophistication and durability. Relax on the porch while taking in spectacular sunsets, or launch a kayak from your back door for an easy adventure. A small, serene pocket beach is also just right around the corner. Whether youre looking for a second home or an investment, this villa offers great income potential through the resorts rental program, with daily rentals allowed making it a valuable waterfront property. Experience the best of paradise and embrace the Florida Keys lifestyle.

$685,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 154
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Own a Piece of Paradise in the Florida Keys.Discover this stunning two-bedroom, two-bath Conch unit with breathtaking views of the Atlantic Ocean. Enjoy the mesmerizing sunsets every evening from your private porch. The unit boasts elegant upgrades, including stainless steel appliances, granite countertops, tasteful artwork, and high-quality furnishings.By placing this villa in the optional Hawks Cay Resort rental program, you can capitalize on its investment potential while enjoying prestigious amenities. Experience the best of both worlds: a luxurious vacation home and a profitable rental property.At the Village at Hawks Cay, youll own a slice of paradise in the world-renowned Hawks Cay Resort on Duck Key. When youre not vacationing in your villa, earn income effortlessly through the resorts rental management program, which also provides comprehensive property maintenance.As an owner, you gain access to over 60 acres of premier amenities and activities, including:Freshwater lagoon and beach areaFive swimming poolsTwo marinasFull-service spaFive restaurantsTennis courtsChildrens activity center and clubGift shopExciting activities like deep-sea reef and backcountry fishing, sailing, parasailing, snorkeling, scuba diving, and kiteboardingAdditionally, benefits from national and international marketing through Preferred Hotels & Resorts.Inquire today about this incredible investment opportunity and secure your own vacation villa at Hawks Cay Resort. Own a piece of paradise and enjoy the luxury and convenience of a world-class resort.

$689,000
Marathon
Shores, The   - MM: 54.50
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 110
-1.43% ($10,000) 1 Price Change : Last Change 64 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

The Shores at Coco Plum ~ Exclusive Island Living, discover the elegance and tranquility of this upscale development with only 16 residences offering the ultimate Florida Keys lifestyle. Townhome style 3 bedroom, 2 1/2 bath condo now available to enjoy ocean vistas from the comfort of your spacious interior. Savor gentle ocean breezes and scenic views from your private, screened outdoor space. Relax on the private white sand beach, unwind by the resort-style pool, or challenge friends on the tennis courts. Immerse yourself in the beauty of the meticulously maintained tropical landscaping. Covered parking & storage add convenience and functionality for your island lifestyle. Close to all amenities the town has to offer, shopping, parks, medical facilities, library, theater and so much more.Dont miss this chance to call the Keys your home.

$690,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 12
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Nestled in the desirable Sunset Village at Hawks Cay, this lovely waterfront villa offers a comfortable retreat. The property features two bedrooms and two bathrooms, along with granite countertops and stainless-steel appliances in the kitchen. Enjoy pleasant open water views.Outside, you can appreciate the turquoise waters and beautiful Florida Keys sunsets. This villa is conveniently located near Hawks Cay Resorts Marina, the Angler & Ale Restaurant, and the Marina Ship Store and is a short walk away to the resorts Sunset pool.This townhome presents a nice option for a second home, vacation getaway, or investment, with daily rental capability.Owners have the option to participate in the onsite management program offered by Hawks Cay Resort, providing access to five restaurants, five pools, a private childrens activity area, and more. This is a great opportunity to own your piece of paradise.

$690,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 169
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Welcome to your new vacation home at Hawks Cay! This beautifully remodeled two-bedroom oceanfront villa, updated in 2021, is set in one of the resorts most desirable locations. Whether you enjoy fishing, snorkeling, dining at nearby restaurants, or unwinding at the resorts full-service spa, everything is just a short walk away. The villa features a stylish coastal design, with luxury vinyl tile throughout and custom made built-in furniture crafted specifically for this space. As an end unit, it benefits from extra windows, filling the villa with natural light and creating a bright, welcoming atmosphere. The air conditioning system was replaced in 2022, ensuring modern comfort. Step out onto your back porch and take in the stunning marina views, where you can relax as boats sail in and out, a perfect way to spend the day. If youre thinking about renting, this villa offers strong rental income potential, as nightly rentals are allowed. Whether youre looking for your own private retreat or a smart investment, this property delivers fantastic value and a perfect opportunity to embrace the Florida Keys lifestyle. Come see it for yourself and start living your dream today!

$699,000
Key Colony
Key Colony Point   - MM: 53.50
2 Bed, 2 Baths, 1,750 SqFt Days Listed: 117
-27.94% ($271,000) 2 Price Changes : Last Change 22 Days Ago
Condo - Kick-out - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

An opportunity like this is rare--an oceanfront condo in sought-after Key Colony Beach, now priced well below market value. These sellers are simply ready to make a move, creating an exceptional opportunity for the next owner. Wake up to panoramic ocean views and unwind with breathtaking sunsets from your private balcony. The spacious primary suite offers an uninterrupted oceanfront perspective, while the guest suite--featuring a walk-in shower and dual vanities--ensures comfort for visiting family and friends. A well-appointed kitchen makes entertaining effortless, whether dining indoors or enjoying the sea breeze outside. Key Colony Point offers exceptional amenities, including a heated pool, tennis courts, a pier, shuffleboard, and a private beach area perfect for relaxing by the water. Located in the heart of Key Colony Beach, this condo is within walking or biking distance to restaurants, golf, pickleball, the marina, and more. Plus, with Marathons executive airport just minutes away and easy access to Key West and Miami, your island retreat is closer than you think. With a strong rental history and the flexibility of weekly rentals, this property offers both an exceptional lifestyle and the potential for income. At this price, this opportunity wont last--secure your piece of paradise before its gone.

$699,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 1,121 SqFt Days Listed: 81
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 65ft.

STUNNING END UNIT CONDO WITH POOL, PIER, BEACH, AND OPEN WATER VIEWS. BEING SOLD TURN KEY, INCLUDING FURNISHINGS, DISHES AND UTENSILS. The unit was completely renovated and refurbished in 2021& 2022. Besides the great pool, pier and beach, there is an on site Manager, beautiful grounds, tennis courts, and shuffle board courts. There is even extra parking across the street and a grass play area for the kids, as well as a playground within a block of the condo.

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 05-06-2025.
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