Key Colony FL Real Estate, Homes with Pool for Sale

2 Beds ⋅ 2 Baths ⋅ 620806 MLS

Wake each morning to breathtaking Atlantic sunrises from this exceptional oceanfront corner residence in Casa Clara. This beautifully maintained 2 bedroom, 2 bath condominium offers sweeping ocean views from the main living area and primary bedroom, while the guest bedroom also enjoys its own picturesque water view. Natural light fills the spacious interior, creating a bright and inviting coastal retreat. A nearly 30 foot private oceanfront balcony, accessible from both the living room and primary suite, provides the perfect setting to enjoy your morning coffee, refreshing sea breezes, or simply relax while taking in the endless shades of blue across the Atlantic. Lovingly cared for this residence reflects pride in ownership and presents a rare opportunity to own in one of Key Colony Beach's most desirable oceanfront communities. Casa Clara offers outstanding resort style amenities including a spectacular 600 foot private white sand beach, heated oceanfront swimming pool, tennis, pickleball, and shuffleboard courts, along with a 150 foot fishing pier. Additional conveniences include onsite management, elevator access, 14 day rentals, and allowing one dog for owners. Ideally located in the heart of walkable Key Colony Beach, you are just a short stroll or bike ride to the marina, waterfront restaurants, Sunset Park, and everyday conveniences. Whether you are searching for a full time residence, a seasonal escape, or an investment opportunity with rental flexibility, this exceptional oceanfront condominium offers the perfect blend of comfort, convenience, and the unmatched beauty of the Florida Keys.

201 E Ocean Dr Unit UNIT 208, Key Colony

$499,000

2 Beds ⋅ 2 Baths ⋅ 620688 MLS

Welcome to Casa Clara, one of Key Colony Beach's most sought-after oceanfront communities, where relaxed island living meets resort-style amenities. This inviting 2-bedroom, 2-bath condo offers an exceptional opportunity to enjoy the Florida Keys as a full-time residence, vacation getaway, or income-producing rental. Enjoy ocean views and refreshing sea breezes from both side patios, creating a seamless indoor-outdoor lifestyle. The condo is being sold furnished, including housewares, making it move-in or rental ready from day one. Casa Clara is a well-established oceanfront community of 83 residences that has been recently and completely renovated, offering over 500 feet of private white-sand beach that is cleaned daily. Resort-style amenities include an oceanfront swimming pool, tennis and pickleball courts, shuffleboard, a fishing pier with cleaning station, elevator access, on-site management, and beautifully landscaped courtyards, all overlooking the Caribbean-blue waters of the Atlantic. The walkable Key Colony Beach lifestyle is second to none--enjoy peaceful beach days, sunset strolls, and easy access to restaurants, shops, parks, marinas, charter boats, and a par-3 golf course. 14-day rentals are permitted, providing excellent flexibility and strong rental demand. The community also offers ample parking, nearby boat trailer storage, and allows one pet (per association policy)--a valuable feature in an oceanfront condo. Whether you're lounging by the pool, walking the beach at sunset, or welcoming guests seeking an authentic Florida Keys experience, this Casa Clara condo delivers comfort, lifestyle, and long-term value.

201 E Ocean Dr Unit 1-211, Key Colony

$489,000

2 Beds ⋅ 3 Baths ⋅ 620619 MLS

Discover breathtaking views from this stunning 2-story beach condo in The Cay, your private oceanfront community on Key Colony Beach. Nestled in a beautifully manicured, lushly landscaped courtyard, this well-maintained unit offers the perfect blend of luxury and low maintenance island living. Step inside to find a spacious living area with a convenient half bath on the first floor. Upstairs, enjoy two full bathrooms, including a private master bath in the large master bedroom. The generously sized second bedroom features its own balcony and accordion hurricane shutters. Natural light floods the interior, creating an open, inviting space ideal for relaxing or entertaining guests. Outside, an amazing terrace overlooks the sparkling pool, tropical gardens, and the Atlantic ocean beyond. Dine al fresco on your private balcony while taking in the stunning grounds of The Cay. This extraordinary property provides private white sandy beach access right outside your door, plus a refreshing pool for ultimate relaxation. With a 14-day minimum rental period, this condo has excellent investment potential in one of the Florida Keys' most desirable locations. Bonus Key Colony Beach lifestyle - Enjoy your own stretch of pristine white sandy beach and the convenience of walking to restaurants, the marina, the par 3 golf course, and Sunset Park. This is coastal living at its finest - schedule your private showing today before it's gone!

601 W Ocean Dr Unit 312D, Key Colony

$9,999,000

5 Beds ⋅ 5 Baths ⋅ 620581 MLS

A FORTRESS OF LUXURY ON ITS OWN PRIVATE POINT -- KEY COLONY BEACH Built to withstand anything nature delivers, this Mediterranean estate sits on over an acre of private point, surrounded by water on three sides. Engineered like a true hurricane shelter -- steel and poured concrete construction rated for 200mph winds, Andersen Hurricane-impact windows throughout, and a full security system -- this is a home that lets you enjoy paradise without ever worrying about the forecast. Behind that fortress strength is pure luxury. Sun-soaked stucco, soaring arches, wrought iron details, and Italian marble floors create timeless old-world elegance, while walls of windows frame turquoise water from nearly every room. A canal runs along one side, with a dock for water toys that can be extended for larger vessels. The opposite side opens to protected Vaca Cut, complete with a 25,000 lb boat lift and quick access to open ocean. Outside, a glistening pool and waterfall spa shimmer in iridescent blue tile, surrounded by deck and covered patio space built for grand-scale entertaining -- comfortably hosting 100+ guests -- with an outdoor kitchen perfect for dining as dolphins play offshore. Inside, the chef's kitchen boasts double ovens, granite counters, and top-of-the-line appliances, opening to sun-filled living and dining rooms. The main level also offers a den/bedroom, laundry, air-conditioned 2 car garage space (currently office, playroom, storage), and two finished baths. A marble staircase, lit by picture windows and trimmed in custom wrought iron, leads to a second-floor landing with sweeping views. The Master Suite delivers sunset views from bed or balcony, a spa bath with honey onyx double vanity and mosaic shower, and a custom walk-in closet. Three additional en suite bedrooms with walk-in closets complete the upper level. Storm-proof strength. Old-world soul. Resort-style luxury. Fully furnished -- just bring your bathing suit.

390 13th St, Key Colony

$2,949,000

6 Beds ⋅ 4 Baths ⋅ 620520 MLS

Welcome to your waterfront retreat in the heart of Key Colony Beach. Perfectly positioned on a deep-water canal with 75' of concrete dockage, this spacious 6-Bed, 4-Bath residence offers the ideal blend of island living, boating convenience, and exceptional investment potential. Designed to comfortably accommodate family and guests, the property features a unique floor plan with a 4-Bedroom, 2-Bath main residence and an attached ground level 2-Bedroom, 2-Bath guest quarters, providing flexibility for multi-generational living, entertaining, or maximizing rental income. Soaring ceilings and abundant natural light enhance the open living area, while impact-rated windows and doors provide peace or mind. A highlight of the home is the expansive screened porch overlooking the sparkling pool and tranquil canal. Outside, the resort-style backyard is built for enjoying the Florida Keys lifestyle. Relax in the heated pool and spa, soak up the sun on multiple lounge areas, or dine outdoors while watching the boats cruise by. The expansive patio offers plenty of seating for gathering with family and friends, while the 75-foot concrete seawall accommodates boats up to approximately 35 feet. From your dock, you'll enjoy quick boating access to the Atlantic Ocean in just minutes, with nearby Vaca Cut providing convenient access to the Gulf. Additional features include a garage, ample storage, low-maintenance tropical landscaping, and plenty of room for everyone to enjoy. Located in the sought-after island community of Key Colony Beach, you're just moments from waterfront dining, golf, pickleball, walking paths, Sunset Park, marinas, and Middle Keys attractions. Whether you're searching for a luxury primary residence, second home, or an established investment property, this canal-front oasis checks every box.

420 11th St, Key Colony

$4,500,000

4 Beds ⋅ 4 Baths ⋅ 620400 MLS

Experience the rare opportunity to own a brand-new waterfront residence in the heart of Key Colony Beach while still having the ability to personalize the finishes to reflect your own style. Currently under construction, this exceptional coastal home offers 4,596 square feet of thoughtfully designed living space with 4 spacious bedrooms, 3 full bathrooms, and 1 half bath. Designed for effortless indoor-outdoor living, the plans include a resort-style pool, expansive outdoor entertaining area with a fully equipped outdoor kitchen and bar, a two-car garage, plenty of storage, walk in laundry, and oversized bedrooms! Situated on an oversized 8,555-square-foot corner lot, the property also features 36 feet of concrete dockage, providing convenient access to the open waters of the Florida Keys for world class boating, fishing, and diving. This versatile location offers 7 day rental capabilities for those looking to purchase an income producing property, Vacation home or primary residence in an amenity rich community!

1000 W Ocean Dr, Key Colony

$2,499,000

6 Beds ⋅ 4 Baths ⋅ 620359 MLS

Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide crystal clear canal offering quick ocean access. After a day on the water relax by your waterfront pool or take a bike ride to one of the great restaurants the island has to offer. The 2-story home is perfect for large families and guests with living areas on both floors and 2 Primary Suites. The home has been beautifully updated including new impact doors and windows and metal roof installed in 2023. The tropically landscaped yard offers lots of curb appeal and privacy. This home is zoned for duplex and with a few modifications can be turned into one. Please ask your agent for more details. Can be sold Turn Key!

581 10th St, Key Colony

$995,000

3 Beds ⋅ 2 Baths ⋅ 620302 MLS

From sunrise over the Atlantic to the ever-changing shades of blue stretching to the horizon, the views are front and center in this updated 3-bedroom, 2-bath corner-unit residence at Monte Christo. Thoughtfully positioned to capture open-water views from the living area, remodeled kitchen, and all three bedrooms, the floor plan maintains a constant connection to the water. Two expansive balconies provide the perfect setting for morning coffee, evening cocktails, and uninterrupted Atlantic views. Recent updates include a remodeled kitchen and renovated baths, while elevator access and a garage add convenience. Residents enjoy access to a private sandy beach, two swimming pools, tennis and shuffleboard courts, and beautifully maintained grounds. Ideally located in the heart of Key Colony Beach, this oceanfront residence offers the relaxed pace and waterfront setting that define life in the Florida Keys.

1001 W Ocean Dr Unit 1-202, Key Colony

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 620296 MLS

STUNNING KCB WATERFRONT DUPLEX! This beautifully renovated 3BR/3BA half-duplex is the perfect turnkey home or highly profitable weekly vacation rental. Features 1,500 sq. ft. of modern coastal living space, quartz finishes, and 3 spacious bedrooms--each with an en-suite bath and private balcony. Excellent outdoor setup includes a private pool and 40 feet of seawall allowing up to 25 ft of dockage on a deep-water canal with fast ocean access. Features solid CBS construction, impact windows, a metal roof. Prime location steps from the Cabana Club, New photos will come when property does not have renters.

315 E Ocean Dr, Key Colony

$2,299,000

3 Beds ⋅ 2 Baths ⋅ 620280 MLS

Welcome to modern coastal living in the gem of the Florida Keys, Key Colony Beach. This fully remodeled pool home has a clean, contemporary feel and an easy, open layout that appeals to buyers who want something truly move-in ready. Sitting on a rare 16,725 sq ft lot - about twice the size of the typical lot here - and on the sought-after west side of KCB, there's plenty of room for multiple cars, trailers, and even an RV. This solid CBS stilt home is wrapped in lush landscaping and fruit trees, giving it a private, tropical vibe. Inside, cathedral ceilings make the 1,775 sq ft, 3-bed, 2-bath floor plan feel even larger. Nesting sliders open to a big screened porch, a great outdoor kitchen, and several spots to lounge by the pool, so indoor and outdoor living flow together naturally. Sunset Beach Park is a short stroll away when you want postcard-worthy sunsets, and the 50' concrete dock with 50-amp power and water puts you minutes from the Vaca sandbar and to the Bay via Vaca Cut, making it easy to head out for fishing, diving, or snorkeling. With a pool you can heat or chill for year-round use and 7-day rentals allowed, this property works for a personal getaway as is also a high-demand vacation rental investment property. It's not just a Keys home--it's the turnkey lifestyle buyers are looking for in Key Colony Beach!

181 12th St, Key Colony

$635,000

2 Beds ⋅ 3 Baths ⋅ 620070 MLS

Oceanfront Paradise Awaits at The Cay! Experience the ultimate Keys lifestyle in this pristine, never-before-rented 2-bedroom, 2.5-bathroom townhouse-style condominium. Boasting 1,343 square feet of beautifully updated living space, this residence features stunning, ocean views from the living room balcony plus bonus ocean and sunset views from the guest bedroom balcony. Inside, enjoy a flawlessly updated interior with luxury vinyl plank flooring downstairs, a renovated kitchen, stylish baths, and brand-new carpeting upstairs. It feels more like a home than a condo. Leave the windows open at night to the gentle sound of the ocean lapping against the beach--a soothing natural soundtrack perfect for relaxing and falling asleep. Situated just one unit back from the open ocean, the property is surrounded by lush tropical landscaping and offers premium community amenities, including a sparkling pool, a community room overlooking the ocean, and a sandy beach complete with a tiki hut. While this turnkey property offers excellent rental potential for savvy investors or part-time residents, The Cay's 14-day minimum rental restriction ensures a peaceful, exclusive atmosphere. It truly feels less like a busy high-turnover hotel and more like your private, quiet coastal sanctuary. Perfectly situated in the heart of Key Colony Beach, this premier location immerses you in the highly desirable lifestyle of ''The Gem of the Florida Keys.'' This incorporated island city offers an unmatched, relaxed atmosphere complete with its own walking and bike paths, scenic waterfront park (Sunset Park), a par-3 golf course, tennis and pickleball courts, and a vibrant selection of waterfront dining and charter fleets just minutes away.

601 W Ocean Dr Unit 316-D, Key Colony

$1,475,000

3 Beds ⋅ 3 Baths ⋅ 619996 MLS

Welcome to your waterfront dream home in the heart of Key Colony Beach! This beautifully renovated 3 bedroom, 3 bathroom single-family home is a private tropical retreat. Situated on a wide basin just off the Atlantic, this property is a boater's paradise. Enjoy two private boat slips, a brand new Trex dock, fish cleaning station and a 10,000 lb boat lift. Relax in your own backyard oasis featuring a saltwater pool with both heater and chiller, a spacious tiki hut for entertaining, and lush landscaping that enhances the serene island ambiance. The large screened-in porch, complete with a stunning epoxy floor, provides an inviting space to lounge while enjoying gentle breezes and waterfront views. Inside, the home was fully remodeled between 2017 and 2018 with no detail spared. The open-concept kitchen is outfitted with quartz countertops, stainless steel appliances, custom cabinetry, and stylish tile finishes. Porcelain tile flooring flows throughout, and every window and door is impact-rated for peace of mind. 3 bedrooms and 3 baths offer plenty of space for your and guests. The one-car garage adds extra storage space for gear, bikes, or paddleboards. As an active vacation rental, this home is turnkey and income-producing, with a strong rental history and excellent guest appeal. Brand new HVAC system and Hot Water heater. Rubber seal on roof was done in 2023 with new gutters added. Whether you're seeking a second home that pays for itself or a full-time residence with built-in investment value, this property delivers on every level. Enjoy all the amenities that make Key Colony Beach one of the Florida Keys' most desirable destinations: two parks, a 9-hole par-3 golf course, scenic walking and biking paths, Sunset Park, tennis and pickleball courts, and convenient access to restaurants, shops, and marina services--all within walking or biking distance.

8 Sadowski, Key Colony

$399,000

2 Beds ⋅ 2 Baths ⋅ 619428 MLS

Kick back and soak up the laid-back Keys vibe in this fun and inviting 2-bedroom, 2 bath condo in beautiful Key Colony Beach! Spend your days strolling along the endless sandy beach, cooling off in the private pool, or cruising around town by bike like the locals do. Weekly vacation rentals are allowed, making this a perfect second getaway spot or a fantastic income-producing investment. The community features a popular Sunset Park for breathtaking evening views, pickleball courts and a Par 3 Golf Course, for a little friendly competition, and several great local restaurants just minutes away.

1101 W Ocean Dr Unit 32, Key Colony

$1,849,000

3 Beds ⋅ 4 Baths ⋅ 619361 MLS

WATERFRONT BEAUTIFULLY RENOVATED DUPLEX 330-340, 2BR 2BA Upper Level, 1BR 1.5BA Lower Level, both with Full Kitchens, in Key Colony Beach, a NO HOA Municipality, on Marathon Island MM53. New 15K lbs. Boat Lift 2022, 60 Ft Deep Water Dock, Extra Wide Canal, Multiple Electrical Outlets, 3 Fresh Water Spigots. House is equipped with Surge Protection, and a Transfer Switch for a portable generator. Exterior Motion Lights equipped with Security Cameras. EXCELLENT RENTAL INCOME OPPORTUNITY, 7 Day Rentals allowed. Rent the Upper and Lower units to separate parties at the same time, and or live in one and rent the other unit. Beautiful New Pool Heated-Chilled 2022, with a Saltwater system that uses a salt generator, offering lower maintenance, softer water, and reduced skin-eye irritation. New Pool-Cool Deck concrete patio in 2022, that reduces surface temperatures. Outdoor Shower. Metal Roof 2013. Hurricane Accordion and Metal Bahama Shutters in 2021. Upgraded Electrical system in 2022. Upgraded Flooring, Doors, and Windows. Mini-Split AC unit 2021. Upper Level Covered Balcony, beautiful views of the new Sparkling Pool and Boat Dock-Canal. Ample Storage, 3 large outdoor access rooms, and a shed. Excellent Parking 12 Cars, 2 RVs, and 2 Boats/Trailers storage. Ocean side, minutes to World Class Fishing-Diving in the Gulfstream, Coffins Patch Reef, and Sombrero Reef Lighthouse. Easy Bayside access via Vaca Cut in minutes. Join the Cabana Club, steps away, for beach access and excellent dining. Key Colony Beach amenities includes a Golf Course 9 Hole Par 3, Tennis and Pickle Ball Courts, Basketball, Bocce Ball, Corn Hole, Horseshoes. Enjoy the Parks, Playgrounds, Walking and Bike pathways. Key Colony Beach, Paradise Awaits!

330-340 4th St, Key Colony

$399,999

2 Beds ⋅ 2 Baths ⋅ 619356 MLS

Coastal Comfort & Incredible Beach in Key Colony - If your priority is a beautiful beach and a relaxed island pace, Sea Isle is the perfect fit. This well-cared-for 2BR/2BA condo offers a comfortable, turnkey layout featuring a granite kitchen and spacious living area. The primary bedroom's private balcony serves as your own window to the Atlantic. From the moment you arrive, the stress of the outside world melts away. Spend your afternoons with a book on the sand or floating the day away in the sparkling pool. Owners enjoy a meticulously maintained complex with pool, assigned parking, and immediate access to one of the area's most beautiful stretches of sand. This property is currently a successful weekly rental, offering a great opportunity to offset ownership costs while enjoying your own slice of paradise. Key Colony Beach is a resort community in the Middle Florida Keys offering golf, sports courts, an oceanfront park and several restaurants, all within walking or biking distance.

1101 W Ocean Dr Unit 24, Key Colony

$3,700,000

4 Beds ⋅ 4 Baths ⋅ 619302 MLS

Discover an exceptional D'Asign Source designer home in prestigious Key Colony Beach, set on a beautifully landscaped lot with effortless access to both the bay and the open ocean. This spacious 4 bedroom 4 bath, light-filled residence offers generous living areas with soaring ceilings and oversized windows that seamlessly connect the indoors with the stunning natural surroundings. The expansive ground floor is perfectly designed for entertaining and family living, featuring a large living room, gourmet kitchen, formal dining area, and a dedicated media room and one guest bedroom and a two-car garage currently used as a versatile game room. A whole-home stereo system adds to the refined ambiance throughout. Built with enduring quality, the waterfront home features all-concrete construction and a brand-new custom metal imitation barrel tile roof. At the heart of this private oasis lies a beautiful swimming pool with an inviting tiki hut -- an ideal retreat for family gatherings and relaxed entertaining. Complementing this is a deep-water dock equipped with a powerful 30,000-pound hydraulic boat lift, offering effortless access to the bay and beyond. Perfectly suited for a large family or those who love to host, this magnificent Key Colony Beach estate delivers space, luxury, and unparalleled waterfront living in one of the Florida Keys' most sought-after communities.

431 12th St, Key Colony

$1,000,000

3 Beds ⋅ 2 Baths ⋅ 619271 MLS

Discover the best of the Florida Keys lifestyle and investment potential in this beautifully appointed fully turn-key, 3-bedroom, 2-bath canal-front half-duplex in Key Colony Beach. Offering approximately 1,200 square feet of living space, this waterfront property is positioned on a deep-water canal just off Shelter Bay near Vaca Cut, with dockage for up to a 34' boat and easy access to both the Gulf of Mexico and the Atlantic Ocean--a major draw for boaters, anglers, and vacation renters alike. Designed for both enjoyment and income appeal, the home features standout outdoor amenities including a private garden courtyard with a large swim spa, waterfront lounging space, and a screened porch with added storage and utility features. The property also backs up to the golf course, pickleball and tennis courts, and playground, creating a rare blend of recreation, convenience, and lifestyle value in one of the Keys' most desirable communities. Inside, the home is set up to impress owners and guests alike with comfortable living spaces and sought-after extras including a fully stocked kitchen, dedicated office setup, ice machine, bait freezer, kayaks, paddleboard, fishing equipment, and more. These amenities enhance both personal enjoyment and guest experience, making the property especially attractive as a second home or income-producing vacation rental. Adding even more appeal, the property includes membership with the Cabana Club, approximately 3/4 mile away, featuring a large zero-edge pool, spa, bar, restaurant, and resort-style amenities. With proximity to Sunset Park Beach, Coco Plum Beach, Curry Hammock State Park, and various airports, this is an exceptional opportunity to own a boater-friendly waterfront retreat with strong lifestyle and rental appeal in the heart of Key Colony Beach. Insurances: $2,167 for fire/liability, $7,690 for wind and $3,662 for flood $100k gross annually

611 8th St, Key Colony

$755,000

2 Beds ⋅ 2 Baths ⋅ 618973 MLS

This spacious 2-bedroom, 2-bath oceanfront condo is ideally positioned within the Monte Christo community, just steps from a white-sand beach and the turquoise waters of the Atlantic. With sweeping open water views and a thoughtfully designed layout, the residence offers a relaxed setting for enjoying the beauty of oceanfront living. Inside, the open-concept layout allows the living, dining, and kitchen areas to take full advantage of expansive open water views, creating a bright and inviting space for both everyday living and entertaining. The oceanfront primary bedroom enjoys the same beautiful outlook. Both the main living area and primary suite open onto an expansive 28-foot balcony, where steady ocean breezes and unobstructed water views create an inviting outdoor extension of the living space. Monte Christo's amenities enhance the experience even further. Residents enjoy private garage parking, a pristine oceanfront pool, a separate lap pool, tennis courts, and shuffleboard. Spend the day on the private beach, relax by the water, or stroll through the beautifully maintained grounds. An on-site manager adds an extra level of convenience and peace of mind. A beautiful setting to experience oceanfront living at Monte Christo.

1001 W Ocean Dr Unit 1-204, Key Colony

$749,000

2 Beds ⋅ 2 Baths ⋅ 618970 MLS

Discover the ultimate Florida Keys lifestyle with this highly sought-after property at the exclusive Monte Christo Condos in the heart of Key Colony Beach. This stunning 2-bedroom, 2-bathroom oceanfront residence offers 1,352 square feet of beautifully appointed, sun-drenched living space tailored for coastal relaxation. Positioned perfectly on the second floor, this unit delivers fantastic side views of the sparkling turquoise waters of the Atlantic Ocean. You come to the Keys to enjoy the sunshine, and the balcony space on this unit is amazing, with over 500 square feet of outdoor space to enjoy your view! The open-concept layout and spacious primary suite seamlessly blend indoor comfort with the extraordinary natural beauty just outside your sliding glass doors. If you want immaculate cleanliness, modern decor, and turn key perfection...this is the one! Elevator and stair access. Unmatched Resort-Style Amenities As an owner at Monte Christo, you will enjoy access to exceptional community features designed for recreation and resort-style living: Private Beach: Over 350 feet of pristine sandy shoreline right in your backyard. Two Pools: A stunning oceanfront pool for soaking up the sun, plus a separate lap pool with an adjacent hot tub. Active Living: Lighted tennis courts, pickleball, and shuffleboard. Convenience: A private detached garage, dedicated on-site management, and pet-friendly policies (with restrictions). You are just a short walk, bike ride, or golf cart trip from Sunset Park, a marina, restaurants, the local 9-hole golf course, and charming local boutiques. Whether you are looking for a lucrative vacation rental investment, a serene second home, or your full-time beachfront haven, this incredible residence delivers on every front. Experience the world-class luxury and standard of excellence you expect. This piece of paradise won't last long!

1001 W Ocean Dr Unit 1-201, Key Colony

$499,000

2 Beds ⋅ 3 Baths ⋅ 618967 MLS

Positioned along the sandy shoreline of Key Colony Beach, this beautifully updated 2 Bedroom, 2.5 Bathroom second-floor residence at The Cay offers an exceptional blend of coastal comfort and resort-style living. Nestled within a charming beachfront community on the Atlantic Ocean, the property enjoys direct access to one of the few natural sandy beaches in the Middle Keys along with a relaxed, private atmosphere that defines the island lifestyle. Inside, the residence has been thoughtfully updated with a clean coastal aesthetic and modern finishes throughout. The kitchen features crisp white shaker cabinetry, sleek solid-surface countertops, stainless appliances, and stylish open shelving, creating a bright and functional space ideal for everyday living or entertaining. The open living and dining areas flow seamlessly to a private covered balcony where tropical landscaping and gentle ocean breezes create a peaceful outdoor retreat. Both bedrooms are generously sized and designed with comfort in mind. The spacious primary suite features its own en suite bath, while the guest bedroom enjoys the added luxury of a private balcony, providing a quiet retreat for visiting family and friends. A full guest bathroom along with an additional half bath adds convenience and flexibility to the floor plan. The Cay is a boutique oceanfront community known for its beautifully maintained grounds, inviting pool area, and direct beach access just steps from your door. Residents enjoy the convenience of nearby restaurants, marinas, golf, and all the amenities of Key Colony Beach while being centrally located in the heart of the Florida Keys. Whether you are seeking a full-time residence, vacation getaway, or income-producing investment, this turnkey coastal retreat offers the opportunity to experience the very best of oceanfront living in Key Colony Beach.

601 W Ocean Dr Unit 105D, Key Colony

$545,000

2 Beds ⋅ 3 Baths ⋅ 617628 MLS

Nestled in the heart of Key Colony in the Florida Keys, this beautiful condo spans 1,343 square feet and features two bedrooms and two and a half bathrooms. The open-concept design includes a modern kitchen which overlooks the living area for a perfect entertaining experience this charming condo with partial ocean views. Enjoy your own private balcony, perfect for morning coffees or evening sunsets. Plus, the flexibility of renting out the condo every fourteen days makes it an ideal investment opportunity. Embrace the laid-back island lifestyle with this unique gem!'

601 W Ocean Dr Unit 311D, Key Colony

$699,000

2 Beds ⋅ 2 Baths ⋅ 618258 MLS

Exquisitely appointed, spacious end-unit condo showcasing breathtaking ocean and pool view. This elegant residence features a sun-drenched open deck and a covered porch connecting the bedrooms, offering a seamless blend of comfort and coastal sophistication. With 1,352 square feet of beautifully designed interior space, the home provides both privacy and openness. The gourmet kitchen is equipped with premium KitchenAid appliances (3 years old), a walk-in pantry, and stylish bar seating, ideal for entertaining or relaxed coastal living. Residents enjoy exclusive access to a pristine sandy beach, two resort-style swimming pools, tennis court, and shuffleboard. The unit also includes a secure private garage. Call today for a private tour!

1001 W Ocean Dr Unit 2-201, Key Colony

$749,000

3 Beds ⋅ 3 Baths ⋅ 613852 MLS

Reduced Quarterly Dues! Own a piece of paradise perfectly situated at the southern point in Key Colony Beach. This turnkey property not only offers comfort with tropical decor, but it also provides an incredible investment opportunity. This beautiful oceanfront townhouse, features three spacious bedrooms and three bathrooms. This home is ideal for both relaxation and entertaining. Enjoy breathtaking ocean views right from your living room, or step outside to your pocket 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, oceanfront pool, soothing hot tub, a fishing pier, and a sports 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 townhouse is ideal for both personal enjoyment and potential 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 you're 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. Don't miss out on this exceptional opportunity to own a stunning oceanfront property. Schedule a viewing today!

1133 W Ocean Dr Unit 2, Key Colony

$3,450,000

5 Beds ⋅ 3 Baths ⋅ 618339 MLS

Boating enthusiasts check out this open water view of Shelter Bay with a private cut in boat slip, and two boat lifts! Two story 5-bedroom, 3-bath pool home located in Key Colony Beach, Florida Keys! Designed to capture the beauty of waterfront living, this spacious home features soaring ceilings in the main living area, creating an open and airy atmosphere filled with natural light. Relax and enjoy the breathtaking water views from the lovely sun porch, expansive outdoor patios, or poolside lounging areas designed for entertaining family and guests. Boaters will appreciate the easy boating access, private dockage, and dual boat lifts, making days on the water effortless. The thoughtfully designed split-bedroom floor plan offers privacy upstairs, while two additional bedrooms downstairs provide ample accommodations for guests or extended family. Additional highlights include two separate garages, an elevator for convenience, generous outdoor seating and lounging areas, and close proximity to the Par-3 golf course and the many amenities offered by the City of Key Colony Beach, including tennis, pickleball, parks, and more. Exceptional open water views, outstanding boating access, and resort-style amenities combine to create an unforgettable Florida Keys waterfront lifestyle.

900 Shelter Bay Dr Ocean Dr, Key Colony

$3,495,000

6 Beds ⋅ 4 Baths ⋅ 618280 MLS

Luxurious waterfront home offering sweeping views of Shelter Bay and 75 feet of deep-water (5 ft) dockage with direct ocean or Gulf access via Vaca Cut, just minutes to open water, a true boater's delight. Custom built by D'Asign Source, this six-bedroom 3.5-bath residence spans over 3,300 square feet and comes fully furnished (with select seller exclusions), making it ideal as a turnkey vacation rental (7 day minimum), second home, or primary residence. Designed in classic South Florida style, the home features soaring ceilings, an open and airy floorplan, abundant natural light, and whitewashed terracotta tile that adds warmth and timeless island character. The spacious kitchen includes granite countertops, stainless steel appliances with a Bosch convection cooktop, and a center island, perfectly suited for entertaining. A flexible sixth bedroom functions beautifully as an office on the second level, part of a private primary retreat that occupies the entire upper floor. Outdoor living is a highlight, with an east-facing backyard, a resort-style pool (resurfaced in 2021) and hot tub, outdoor kitchen, convenient poolside bathroom connects directly to one of the bedrooms (ideal for guest comfort and rental functionality), and lush, easy-care Xeriscaping, perfect for relaxed island evenings. Boaters will also appreciate the step-down dock and concrete seawall rebuilt in 2024, providing unobstructed water access. Additional features consist of a low maintenance brick paver driveway and 2 car garage (new door in 2025). Key Colony Beach is a planned island community known for its mobility, quiet streets, and dedicated city services. Residents enjoy public beaches, a par-3 golf course, marina, tennis and pickleball courts, scenic trails and biking paths. An exceptional opportunity for investors, water lovers, and those seeking a light-filled waterfront home where every detail supports both lifestyle and long-term value.

820 12th St, Key Colony

$749,000

2 Beds ⋅ 2 Baths ⋅ 616514 MLS

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

501 E Ocean Dr Unit 9, Key Colony

$1,199,000

2 Beds ⋅ 2 Baths ⋅ 617571 MLS

Experience the best of Keys living in this immaculate 2-bedroom, 2-bath waterfront home in coveted Key Colony Beach. The inviting coastal layout opens to a very spacious 480 sq. ft. screened-in covered porch enhanced with newer high-end furniture providing a dining area and living area with 55'' TV creating the perfect venue for entertaining friends and family and hosting Sunday afternoon football. Step outside to your private saltwater pool, offering the perfect place to unwind after a day on the water. Boaters will appreciate the 37.5 feet of dockage, along with a new seawall installed in 2022 and a durable concrete seawall cap for long-lasting confidence and convenience. This property conveys with rare deeded bay bottom, giving you full ownership of the submerged land beneath your dock. This rare asset sets the home apart from typical canal front properties. Key Colony Beach hosts the perfect Keys lifestyle with scenic biking and walking, a 9-hole golf course, a marina, tennis courts, pickleball, and a beautiful Sunset Park just moments away. Whether you seek a serene personal retreat or a proven income-producing property, this home delivers the ideal blend of comfort, coastal charm, and true waterfront living. This is a perfect turnkey property.

171 10th St, Key Colony

$1,495,000

2 Beds ⋅ 2 Baths ⋅ 615786 MLS

Welcome to your slice of paradise in the heart of the Florida Keys. This Conch-style home is tucked away on a wide, clear, deep-water canal just 5 minutes from the crystal blue Atlantic Ocean. Boaters and anglers alike, will love the 60 ft concrete dock with boat lift—ideal for easy ocean access and unforgettable adventures on the water. World-class fishing, diving, snorkeling, and marine wildlife encounters all begin at your dock. Entertain in island style on the decked pool area, huge tiki hut, and screened patio perfect for relaxing or hosting. The interior boasts a huge, updated kitchen with tons of cabinetry, seamlessly flowing into an open living, dining, and kitchen area with views of the screened patio, Tiki Hut and pool. Enjoy resort-like living on Key Colony Beach with access to incredible amenities: golf, marina, pickleball, tennis, horseshoes, bocce ball, basketball, playgrounds, and Sunset Oceanfront Park. Everything you need is within reach—restaurants, shopping, post office, police & building departments, and 15 streets to walk, jog or bike. No problem getting here, only 3 miles to Marathon's Airport, 53 miles to Key West International Airport, 108 miles to Miami International Airport, and 139 miles to Ft Lauderdale Airport. Whether you're seeking a full-time residence, vacation retreat, or investment property, this home captures the best of island living in one perfect package.

351 5th St, Key Colony

$2,845,000

7 Beds ⋅ 7 Baths ⋅ 617788 MLS

Exceptional canal-front opportunity with proven income potential. This expansive 7-bedroom, 7-bath residence offers outstanding flexibility as a legal duplex with an interior lockout, allowing it to function seamlessly as a large single-family home or as two separate living spaces. The configuration includes a generous 5BR/4BA main residence paired with a private 2BR/2BA guest wing, topped off by a convenient pool bath located in the game room, making it ideal for multigenerational living, guests, or vacation rental use. The main living space welcomes you with a dramatic two-story entry, an open-concept great room, multiple dining areas, wet bar, and a well-appointed kitchen that flows to a waterside balcony. The lower-level unit features its own open living and kitchen area, providing privacy and versatility. Four bedrooms are ensuite, complemented by 2 primary suites overlooking the water. Recent upgrades include complete concrete spalling repairs and a fresh exterior repaint, adding peace of mind and refreshed curb appeal. Mediterranean-inspired design elements are carried throughout, along with impact windows and doors, multiple balconies, and inviting indoor-outdoor living spaces. Outside, enjoy a heated pool, spa, covered poolside lanai, and 75 feet of concrete dockage with quick boating access to both the Atlantic Ocean and the Gulf of America. Additional features include a two-car garage and ample off-street parking. This property has a strong, established vacation rental history and is currently an active rental.

580 & 590 10th St, Key Colony

$899,000

3 Beds ⋅ 3 Baths ⋅ 617508 MLS

Experience sweeping ocean views and breathtaking sunsets, from both floors of living in this beautifully updated oceanfront residence in Key Colony Beach--the gem of the Florida Keys. The spacious primary suite features an extended living area on the enclosed balcony with amazing blue water & sunset views, a custom bath, and generous walk-in closet. Two large guest bedrooms offer comfort and privacy for family or visitors. The gourmet kitchen boasts abundant cabinetry, stunning granite countertops, and opens to a light-filled living and dining area complete with a wet bar and panoramic ocean vistas--perfect for entertaining. This home suits any lifestyle: a high-performing vacation rental, a seasonal retreat for snowbirds, or a full-time residence in a meticulously maintained community of just 31 condos and townhomes. Enjoy resort-style amenities including a large oceanfront pool surrounded by expansive sun decks, a fishing pier with breathtaking sunset views, grilling and private lounging areas, covered parking garage, bike and kayak storage, plus guest parking, shuffleboard, and tennis/pickleball courts. Ideally located near marinas, restaurants, shopping, and local attractions, your island dream awaits in paradise.

1133 W Ocean Dr Unit 6, Key Colony

$1,300,000

2 Beds ⋅ 3 Baths ⋅ 618394 MLS

This exceptional waterfront residence in Key Colony Beach offers the perfect blend of refined comfort, thoughtful design, and effortless island living. Lovingly owned, gently used, and never rented, the home reflects true pride of ownership throughout. An elevator, updated kitchen, and custom baths set the stage, while soaring wood ceilings and an open-concept kitchen, dining, and living area create a light-filled space that flows seamlessly through stackable sliders to a spacious screened porch ideal for entertaining or unwinding in the coastal breeze. The generous primary suite is a private retreat with porch access and a skylit spa-style bath featuring a jetted tub, walk-in tiled shower, and dual vanities. The lower level is designed for true indoor-outdoor living, featuring an custom, inground swimming pool surrounded by elegant marble decking, along with expansive covered and uncovered paved patios. Mature tropical landscaping enhances privacy, while ample covered and uncovered parking adds everyday convenience. Boaters will love the 37.5 foot dock with 15k boat lift, located on a wide, deep canal with quick, easy access, just minutes to both the open ocean and the Gulf via Vaca Cut. A permitted third full bathroom on the lower level sits next to a large air-conditioned storage area with sliders directly to the patio and dock, making it ideal as an angler's room for fishing gear and water toys. Key Colony Beach is one of the Florida Keys most desirable island communities, known for its wide, walkable streets, city-maintained infrastructure, and relaxed coastal charm. Residents enjoy access to marinas, a nine-hole golf course, tennis and pickleball courts, playgrounds, dining, and waterfront Sunset Park all just steps or a short bike ride away. Perfectly positioned in the Middle Keys, Key Colony Beach offers a rare combination of small-town island living, world class boating, and easy access to Marathon's shopping, dining, and local airport.

651 9th St, Key Colony

$1,175,000

2 Beds ⋅ 3 Baths ⋅ 618081 MLS

Exquisite high-end corner residence offering breathtaking, unobstructed views of the Atlantic Ocean and the pristine beaches of Key Colony Beach. This 2 bedroom, 2 ½ bath luxury condo is bathed in natural light, featuring expansive windows that showcase endless ocean vistas and spectacular sunrises. Thoughtfully designed with an open, airy layout, the residence blends refined elegance with coastal sophistication. Enjoy seamless indoor-outdoor living from your private corner vantage point, where the sights and sounds of the ocean create a truly serene retreat. Located in the heart of Key Colony Beach, this exceptional property offers the perfect balance of privacy, comfort, and premier island living HIGH PERFORMING RENTAL PROPERTY - WEEKLY RENTALS ALLOWED. SHOWINGS ON TURN-AROUND DAYS ONLY

1133 W Ocean Dr Unit 17, Key Colony

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 616438 MLS

Reduced Quarterly Dues! Coastal Oceanfront 3 bedroom, 2 and a half Bathroom Condo in Key Colony Beach. Welcome to your slice of paradise at the southernmost point of Key Colony Beach! This spacious condo offers breathtaking views of the Atlantic and an unbeatable combination of peace and comfort, with investment potential. Step inside to an open-concept living space filled with natural light and beachy charm. Enjoy morning coffee or evening cocktails on your private balcony as the waves roll in. The spacious primary suite features ocean views, an en-suite bath, and ample closet space, while two additional bedrooms provide room for family or guests. Resort-style amenities include: Expansive oceanfront pool and hot tub, private fishing pier for sunrise casts and sunset strolls, two grilling areas perfect for outdoor dining and entertaining, a sports court for active fun under the sun. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this condo fits the bill with weekly rental capability, making it an excellent investment opportunity in the heart of the Florida Keys.

1133 W Ocean Dr Unit 13, Key Colony

$479,000

2 Beds ⋅ 2 Baths ⋅ 614584 MLS

Nestled right between Key Largo and Key West, you'll discover a lovely condo in Key Colony Beach with a gorgeous beach and inviting turquoise waters--perfect for your getaway, vacation or primary residence. This charming ground-level condo features two cozy bedrooms and two bathrooms, offering a wonderful spot that's close enough to the fun of Key West and Key Largo while still being a peaceful retreat where you can relax and unwind. You'll love how easy it is to explore everything the area has to offer! Whether you're in the mood for dining at local favorites, indulging in some shopping, or setting off on exciting fishing and diving adventures, all your favorites are just a short bike ride or a leisurely stroll away. And don't forget to check out Sunset Park while you're at it! Unit 203A is in the rental pool and can be rented for a minimum of 14 days, making it a great investment opportunity. Plus, it's fully furnished and turnkey--just pack your suitcase and enjoy your stay! Reservations for the season are already starting, so don't miss your chance to experience this fantastic getaway!

601 W Ocean Dr Unit 203A, Key Colony

$1,800,000

4 Beds ⋅ 3 Baths ⋅ 617021 MLS

A rare opportunity to own a premier piece of Key Colony Beach real estate. This spacious 4-bedroom, 3-bathroom home boasts high-demand features, making it immediately rental-ready for excellent income potential. The outdoor space is a renter's (and owner's!) delight: a large, beautiful pool, a classic Tiki hut for tropical shade, and a substantial 75-foot dock on a deep-water canal with a 16k lb. boat lift for easy access to world-class fishing and diving in the Florida Keys. Storage is a breeze with a dedicated garage for a car or golf cart. Don't miss this chance to secure a powerful income-producing property or your private waterfront getaway.

600 12th St, Key Colony

$1,875,000

5 Beds ⋅ 3 Baths ⋅ 618755 MLS

Spacious and sophisticated waterfront home situated on a wide canal with desirable eastern exposure, offering serene views of the in-ground pool and 100-foot-wide canal. Designed for both entertaining and everyday comfort, the home features a covered patio on the lower level and a generous wooden deck on the upper level, connected by elegant spiral stairs leading to a dedicated entertainment area below. The newly updated upstairs kitchen is bright, modern, and exceptionally spacious, anchoring the upper-level living space. This five-bedroom, three-bathroom residence is thoughtfully laid out with two bedrooms and two bathrooms upstairs, and three bedrooms with one bathroom downstairs--ideal for extended family, guests, or rental flexibility. A circular paver driveway provides ample parking, while separate living areas on each floor enhance privacy and functionality. The Corian kitchen, expansive layout, and waterfront lifestyle make this property suitable as a large family home, corporate retreat, or high-performing vacation rental. Complete with a private boat lift and quick access to the Atlantic Ocean, this home delivers the full waterfront experience--whether as a permanent residence or an income-generating investment.

320 5th St, Key Colony

$1,649,000

4 Beds ⋅ 4 Baths ⋅ 617799 MLS

Welcome to Turtle Cay. This exclusive townhome beachfront complex is singularly unique and it offers superior living spaces, amenities and 150' of deep sandy beach. The home is a multilevel configuration with stairs and elevator for ease of access. The main level hosts a spacious open floor plan dining, kitchen and living area with porch and ocean views, powder room, laundry and garage. The upper levels host 2 guest suites, a guest room and a large primary suite with custom bath and private balcony with direct Atlantic Ocean views. This is must see property and these units rarely come on the market, so call today for more information and to schedule a private viewing.

821 W Ocean Dr Unit 3, Key Colony

$1,350,000

3 Beds ⋅ 2 Baths ⋅ 616455 MLS

Waterfront Investment Opportunity in the Florida Keys! Located in desirable Key Colony Beach, this 3-bedroom, 2-bath property offers the perfect blend of tropical living and income-producing potential. Built in 2006, and 'above flood' this popular ''Ellison'' half duplex offers 1,540 sq ft of well-designed living space on one level with NO STAIRS to climb. Offering more dockage than most half duplexes, with 46 FEET OF CANAL FRONTAGE WITH STEP DOWN DOCK and quick access to the ocean--a dream setup for boating, fishing, and watersports enthusiasts. This property has operated as a well-established and successful weekly vacation rental for over 10 years. Per the seller, it generates, on average, $135K-$140K in annual gross income and rents 49 weeks per year. Future bookings are strong, making this a truly turnkey investment opportunity. Inside, you'll find a bright and open floor plan with tile flooring throughout, complemented by a nice sized kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The spacious primary suite includes an ensuite bath with double vanities, while two additional bedrooms offer flexibility for guests or family. Step outside and enjoy true Florida Keys outdoor living with your private pool, the perfect spot for relaxing after a day on the water, and there's plenty of room in the TWO-CAR GARAGE to store your boating and fishing gear. You'll also enjoy access to all that Key Colony Beach has to offer, including Sunset Park, tennis courts, pickleball, a 9-hole golf course, playground, and a couple of restaurants--all within easy walking or biking distance. Whether you're seeking a second home in paradise or a proven short-term weekly rental, this property delivers both lifestyle and ROI. Enjoy it yourself when you like, and have it generate income for you when you can't be there!

260 Sadowski Cswy, Key Colony

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