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Florida Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Total Listings 673
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$2,250,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 114
-9.96% ($249,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

Tropical Paradise and Boaters Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chefs dream, featuring custom cabinetry, granite countertops, and stainless-steel appliances. The spacious master suite includes private access to the large balcony overlooking the canal, a luxurious ensuite with a stunning walk-in shower, and dual walk-in closets. On the ground level, youll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainers delight with a sparkling pool, a whole-home generator for peace of mind, and direct access to a wide canal, ideal for boating enthusiasts. With its impeccable design, premium features, and unbeatable location, this Florida Keys gem is truly a must-see. Dont miss your chance to own this slice of paradise!

$2,250,000
Marathon
Gulfstream Shore   - MM: 52.00
6 Bed, 6 Baths, 2,465 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.Concrete

Island Elegance and Open Water Access with Bonuses!Wake up to ocean breezes, endless sunshine, and the sound of gentle waves--this turn-key waterfront retreat in Marathon is your ticket to island living! Whether youre seeking a laid-back second home, a tropical full-time escape, or a vacation home that can offset expenses, this 6-bedroom, 4-bath beauty has everything you need.Set just 4 houses from open water, youll be cruising the Atlantic in minutes from your 75-foot dock--perfect for boaters, anglers, and watersports lovers! After a day on the water, unwind in your heated saltwater pool, sip cocktails on the shaded patio, or take in the stunning open-water views from the upstairs balcony.Inside, enjoy coastal-chic updates with a new metal roof, impact windows & doors, fresh flooring, and designer finishes. The separate owners lockout suite adds extra flexibility, and the huge garage + RV parking ensures plenty of space for all your toys.With 7-day rentals allowed, this home offers the perfect balance of relaxation and opportunity--a place to create memories and let island life work for you. Whether youre fishing at sunrise, biking to local restaurants, or watching the sunset from your private dock, this is the Keys lifestyle at its finest!

$2,250,000
Key Haven
Key Haven 2nd Add   - MM: 5.00
3 Bed, 3 Baths, 2,715 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Luxury Waterfront Living in a Highly Desirable Boating Community.Discover unparalleled elegance in this fully renovated 3-bedroom, 3-bathroom en-suites concrete home, designed for the ultimate in modern coastal living. Every detail of this residence has been meticulously updated, including ALL NEW 2025 plumbing, electrical, and HVAC systems, ensuring worry-free ownership. Step inside to a completely reimagined interior, featuring high-end luxury finishes throughout. The open-concept design is bathed in natural light, enhanced by hurricane-impact windows and doors offering both beauty and peace of mind. The chefs kitchen is a masterpiece, boasting premium appliances, custom cabinetry, and exquisite countertops, seamlessly flowing into the spacious living and dining areas and bonus coffee/wine bar feature--perfect for entertaining. Each bedroom is a private retreat with spa-inspired en-suite bathrooms. The thoughtfully designed layout allows for guest access to one of the en-suite bathrooms, ensuring convenience without compromising privacy. An additional outdoor terrace bathroom access provides seamless functionality for those enjoying the exterior living spaces--perfect for rinsing off after a day on the water.The primary suite is a true sanctuary, opening through a set of sliding glass doors to a private covered terrace retreat. This serene outdoor space is ideal for morning coffee or unwinding in the evening, offering a peaceful connection to the surrounding coastal environment.All of this beneath a durable metal roof adding to the homes longevity and appeal. Located in an elite boating community, this property offers excellent water access, making it a dream for boaters and water enthusiasts alike. Experience luxury, security, and an unbeatable lifestyle in one of the areas most sought-after family neighborhoods. Select finishes by April 4 to add your own touch. Dont miss this opportunity--schedule your private tour today

$2,275,000
Key Colony
Key Colony Beach   - MM: 53.50
5 Bed, 5 Baths, 3,234 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.Concre

Expansive and elegant waterfront residence situated on the canal, offering an eastern exposure overlooking the in-ground pool and 100-foot wide canal. The property features a covered patio on the lower level and a spacious wooden deck on the upper level, complete with spiral stairs leading from the living room to a tropical keys-inspired kitchen. Ideal for hosting gatherings and unwinding in comfort. This 5-bedroom, 3-bathroom home includes two bedrooms and two baths upstairs, as well as three bedrooms and one bath downstairs. The circular paver driveway provides ample parking space. A large family home or corporate retreat boasting a Corian kitchen, fireplace, and separate living and dining areas on both floors. Equipped with a boatlift and convenient access to the Atlantic, whether you are looking for a vacation rental or a permanent residence, this property has it all.

$2,295,000
Plantation Key
Misc Plantation Key   - MM: 85.00
5 Bed, 5 Baths, 2,450 SqFt Days Listed: 77
-8.20% ($204,999) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

$2,297,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
2 Bed, 2 Baths, 1,202 SqFt Days Listed: 86
-2.21% ($52,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Come explore 17270 Old State Road 4A, a rare gem nestled on almost 3 expansive acres of prime oceanfront land in Sugarloaf Key. This stunning property offers sweeping, unobstructed open ocean views, making it a perfect escape or retreat for those who appreciate natures beauty and tranquility.Featuring large wrap-around decks on both floors, this home is designed to seamlessly blend indoor and outdoor living. Take in the breathtaking vistas, enjoy sunrise and sunset views, or entertain guests in style, all from the comfort of your expansive decks. For a truly panoramic experience, head up to the crows nest viewing area on the roof, where you can enjoy 360-degree views of the surrounding waters and lush landscapes.Enjoy ultimate privacy with a long, 500-foot driveway that leads you to your secluded paradise, away from the bustle of everyday life. Surrounded by natural beauty, this property offers a sense of peace and serenity thats hard to find anywhere else in the Florida Keys.With plenty of room to grow, this property offers endless possibilities. The large cleared lot provides ample space to expand the current footprint of the home, whether by extending out onto the decks or adding additional structures on the land. Whether youre looking to build your dream home or create a larger, more elaborate estate, the options are limitless.This is truly a one-of-a-kind opportunity to own a piece of ocean front paradise in the Florida Keys. Dont miss your chance to own a slice of heaven at 17270 Old State Road 4A, Sugarloaf Key--where luxury meets nature in perfect harmony.

$2,299,000
Key Colony
Coury Subdivision   - MM: 53.50
2 Bed, 2 Baths, 1,480 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.Concrete

Waterfront Living in Key Colony Beach - 661 12th St, Key Colony, FL 33051Welcome to your ideal Florida Keys retreat, located on the sought-after 12th Street canal in Key Colony Beach. This beautifully updated waterfront home offers everything you need for comfortable coastal living, complete with brand-new hurricane impact windows and sliders, providing both safety and energy efficiency.Boasting 80 feet of brand-new concrete seawall, this property is perfect for boating enthusiasts, offering direct access to the open waters. A whole-house generator powered by brand-new propane ensures uninterrupted power, while an updated electrical system is ready to accommodate a future pool addition.The homes open-concept great room and modern kitchen lead to a spacious covered porch with a screened dining area, ideal for enjoying the ocean breeze. With two bedrooms and two bathrooms upstairs and an additional bathroom and ample storage space downstairs, this home is designed for both comfort and convenience.The mature landscaping enhances the propertys curb appeal, complementing the paver circular driveway, covered carport, and a rare two-car garage--a unique find in the area.Located in the heart of Key Colony Beach, this home offers easy access to world-class fishing, boating, and the relaxed island lifestyle. Dont miss this exceptional opportunity--schedule your private tour today!

$2,299,000
Summerland Key
S Summerland Key Yac   - MM: 25.00
4 Bed, 4 Baths, 2,638 SqFt Days Listed: 79
+0.28% ($6,500) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

Guaranteed to impress! You will not find another one like this solid, custom-built, fully furnished, waterfront island home located on crystal-clear waters filled with tropical fish. From the moment you enter this large, luxury, British West Indies Island inspired home thru the custom 8ft solid mahogany arched double doors into a stunning foyer, you will fall in love. Custom details are everywhere. Look for dolphins, manatees, and sea turtles from you wrap-around porches which offer AMAZING WIDE WATER ocean and bay views and spectacular sunsets. 4 bedrooms each with its own full bath, and a beautiful, professionally designed chefs kitchen with quartz countertops, mother-of-pearl backsplash, induction cooktop, fully vented stainless-steel hood, double Wolf wall ovens, counter-depth frig, and custom Shaker style cabinetry. Boat dockage directly behind the house with easy access to the Atlantic Ocean and the Gulf of Mexico with NO bridges, owner kept his 36ft inboard sportfish boat there for quick runs directly to the Dry Tortugas, also has its own boat ramp! Private master suite and office space boasts a spectacular 180-degree view of the bay and ocean from its private deck. Relax and entertain with a 120 Inch motorized drop-down Movie Theater System with an 11-speaker, ATMOS surround sound audio system. Spacious lot with plenty of room for parking multiple vehicles AND a spot for an RV/Boat/trailer parking. Parking under house includes Tesla/EV vehicle charging station installed and a large storage room for your tools, bait and tackle, plus room for a pool. Just bring your toothbrush... this gorgeous island home is move in ready!

$2,299,000
Key Largo
Rock Harbor Estates   - MM: 98.00
4 Bed, 4 Baths, 2,556 SqFt Days Listed: 81
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift

SPECTACULAR ! CBS Waterfront Estate Home. 4/3.5. This Luxurious Property has the potential for one upper main living areas as well as two separate lower units. Two Boatlifts, 60 sq. ft. of dockage. Roof Top Gazebo & Hot Tub w/ Direct Ocean Views. The Kitchens Boasts Stainless Steel Appliances, Granite Counter Tops. Plenty of room for a Pool, Storage, Gym, Playroom & Water Toys. Covered Fish Station, High Capacity Ice Machine. Fishermens Dream House w/ Direct Ocean Access.. Lush Tropical Landscaping & Fire Pit. Owner is also selling his 33 Custom made Offshore Express Grady White with Tuna Tower & Jet ski. Islamorada Pool Architectural Design & Plans already completed & ready to build. Centrally located near Shopping, School & Restaurants. Close to John Pennekamp Coral Reef State Park. This is a must see!!! Seller Financing Available.

$2,300,000
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 2,400 SqFt Days Listed: 799
+15.00% ($300,000) 1 Price Change : Last Change 370 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges

FINISHED -- NEW CONSTRUCTION!!! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with dock and boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings, stainless appliances and much more. Construction is completed, ready for occupancy.The property has a beautiful view over the water and a magnificent bridge that is rarely used due to the fact that only a few homes are on the other side of the bridge.

$2,300,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 2,150 SqFt Days Listed: 6
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom Florida modern home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start living the ultimate Florida lifestyle.The spacious, open-concept floor plan is bathed in natural light, creating a bright and airy atmosphere throughout. The oversized gourmet kitchen is a chefs dream, featuring high-end stainless steel appliances, sleek countertops, and ample storage space, ideal for both entertaining and everyday living.The bathrooms are stunning, with modern fixtures and finishes that enhance the homes overall elegance. Impact-resistant windows and doors provide peace of mind, while adding to the contemporary feel of the home.For added versatility, the home includes a dedicated office or media room--perfect for remote work or relaxing in style. Outside, enjoy exceptional dockage and a charming gazebo, ideal for unwinding or entertaining by the water.Experience the best of the Islamorada lifestyle with this unique property. Whether youre boating, fishing, or simply relaxing by the canal, this home offers the ideal setting for living in paradise. Dont miss the opportunity to make this exceptional property yours!

$2,300,000
Summerland Key
Summerland Cove Isle   - MM: 25.00
3 Bed, 3 Baths, 2,256 SqFt Days Listed: 91
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

$2,300,000
Key Largo
Calusa Campground   - MM: 101.50
3 Bed, 3 Baths, 1,571 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Experience the ultimate in Calusa Island living, where breathtaking ocean views, world-class boating, and a laid-back island vibe create the perfect escape. This stunning three-story, 3-bedroom, 3-bathroom custom-built ocean front home offers unmatched luxury and comfort, designed for those who appreciate waterfront living at its finest. Built in 2017 and located in a sought-after gated community, this home is being sold fully furnished and turn-key, making it ideal as a primary residence, vacation retreat, or income-generating rental. As one of the few properties in Key Largo permitting short-term rentals with a minimum of just two days, this is a rare and lucrative investment opportunity in the Florida Keys.This home features three stories of waterfront luxury, offering ocean views from every level. A private interior elevator provides effortless access to all floors, ensuring convenience and comfort. The outdoor entertainment area boasts a covered kitchen with stylish furnishings, perfect for hosting or unwinding by the water. For boating enthusiasts, two boat lifts accommodate vessels up to 28ft on the lift and 35ft on the water next to the lift, making it a true boaters dream.Top-of-the-line upgrades include impact windows and doors for ultimate storm protection, high-end stainless steel appliances, quartz countertops, and a Bluetooth interior/exterior sound system that enhances the homes modern elegance.Live the Calusa Island lifestyle, where you can spend your days fishing, boating, paddleboarding, or simply enjoying spectacular sunsets over the ocean. With its rare short-term rental potential, this home is not only a private paradise but also a highly lucrative investment.This is a must-see to truly appreciate. Call today for a private tour of this oceanfront gem!

$2,300,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 2,047 SqFt Days Listed: 302
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift100f

Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100 concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving hotpots nearby!!! Enjoy backcountry sand bars and even bar hopping from your private dock. Cudjoe Gardens community has an optional homeowner association, A full service marina, boat ramp, marina store and restaurant. Just 25 minutes to Key West.

$2,300,000
Lower Matecumbe
Fantasy Harbor   - MM: 77.00
3 Bed, 3 Baths, 2,000 SqFt Days Listed: 170
-4.17% ($100,000) 1 Price Change : Last Change 12 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin99ft.

Make all of your Florida Keys fantasies come true at Fantasy Harbor! Were willing to bet you never even knew this gated community on Islamoradas Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99 concrete seawall on cap rock plus boat lift. This one is a winner!

$2,300,000
Cudjoe Key
Sacarma Bay   - MM: 21.00
5 Bed, 5 Baths, 1,978 SqFt Days Listed: 111
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip20ft.

Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2025 and 9-years average income of $160+k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. And Seller Financing is possible! Owning a vacation rental property means youre not just paying for vacations--youre building equity and unlocking financial benefits, all while eliminating the scramble for accommodations every trip. Show up, relax, and let your investment work for you.

$2,300,000
Lower Matecumbe
Port Antigua   - MM: 74.50
2 Bed, 2 Baths, 1,178 SqFt Days Listed: 95
-8.00% ($200,000) 1 Price Change : Last Change 29 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

This solid concrete home is located in one of Lower Matecumbes most sought-after subdivisions, offering 75 feet of prime waterfrontage on a peaceful canal with serene nature views--no neighboring homes across canal. The ground level features a permitted bath, a spacious workshop, and a carport with soaring high ceilings, providing ample storage.Enjoy your private slice of paradise with a dock complete with a Tiki hut for shade, and a 16,000 lb. 4-post boat lift, ideal for boating enthusiasts. The expansive backyard offers plenty of space to build your dream pool.With a little polish, this gem has endless potential to become your perfect waterfront oasis! Dont miss out on this unique opportunity!

$2,375,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 2,772 SqFt Days Listed: 81
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits120ft.Concrete

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.

$2,375,000
Key Largo
Lake Surprise Properties   - MM: 106.00
5 Bed, 5 Baths, 3,184 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Experience the pinnacle of coastal luxury in this brand-new waterfront residence in Key Largo. Featuring five spacious bedrooms and three elegantly appointed bathrooms, this home is crafted with solid concrete construction, ensuring durability and peace of mind.Enjoy breathtaking bay views from the expansive rooftop deck--an ideal setting for entertaining or unwinding as the sun sets over the water. A modern, resort-style pool at the waters edge provides the perfect retreat after a day on the ocean, while the brand-new concrete dock offers a secure haven for your boat, with deepwater access to both the ocean and bay.Inside, this stunning home boasts impact windows and doors, elegant tiled floors throughout, and a chefs kitchen with a waterfall-edge sit-up island, premium appliances, and abundant natural light. A luxury elevator adds convenience, while the spacious covered understory--complete with a workshop and storage area--is perfect for housing all your fishing and boating gear.Located just one hour from Miami International Airport, this tropical paradise offers the perfect blend of exclusivity and accessibility.

$2,390,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 2,347 SqFt Days Listed: 58
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Discover the ultimate Florida Keys retreat at this stunning waterfront estate in Key Colony Beach. This 5 bedroom, 3 bathroom home blends tropical elegance with modern luxury, offering an unparalleled coastal lifestyle.A lushly landscaped entrance welcomes you to an open-concept living space with soaring ceilings, large windows, and seamless indoor-outdoor flow. The gourmet kitchen boasts stainless steel appliances, custom cabinetry, and a spacious island, perfect for entertaining.Step outside to your private paradise featuring a resort-style pool, spa, and expansive patio surrounded by lush greenery. A private dock with deepwater access makes this a boaters dream, providing quick access to the Atlantic and Gulf.The primary suite offers a spa-like en-suite bath, while spacious guest rooms ensure comfort for family and friends. Additional amenities include a two-car garage, high-end finishes, and a prime location near pristine, dining, and world-class fishing.Whether as a primary residence, vacation home, or investment, this waterfront oasis delivers the best of the Florida Keys lifestyle.

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 04-03-2025.
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