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Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 1,182
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$1,495,000
Marathon
Flamingo Island   - MM: 49.50
3 Bed, 3 Baths, 1,492 SqFt Days Listed: 73
-9.39% ($155,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Discover an exclusive opportunity on Flamingo Island with this impeccably maintained, concrete-constructed waterfront home offering direct deep-water access to the Atlantic via Sisters Creek--an ideal haven for boaters and water lovers alike. Owner-occupied for the past 18 years, the residence features a spacious open-concept layout with soaring ceilings and a screened-in waterside porch that runs the full length of the home, perfect for enjoying afternoon breezes. A welcoming front entrance sets the tone, leading into a thoughtfully designed interior that includes a chefs kitchen with stainless steel appliances, ample cabinetry, an eat-at bar, and generous buffet storage. The primary suite includes an en-suite bath, while the guest bedroom and a versatile third room--ideal as an office or additional sleeping space--ensure flexible living. Both bathrooms feature relaxing jetted tubs. The lower level is designed for functionality with a drive-through garage, a dedicated workshop, an anglers room, and four covered parking spaces--plus additional parking for guests, boat trailers, or island toys. Theres even an RV hookup with 50-amp service and a sewer connection--no HOA restrictions to worry about. The beautifully landscaped backyard includes lush green grass, mature palms, and fruit trees, with plenty of space for a pool. Boaters will appreciate the lighted dock, full water hookup, boat lift, and fish cleaning station. A solar hot water heater adds efficiency, and a sprinkler system with a separate water meter helps you maintain the tropical landscaping without paying sewer charges. Located just a bike ride from Sombrero Beach and walking distance to the Florida Keys Country Club, this rare gem delivers the perfect blend of comfort, convenience, and true island living.

$1,495,000
Duck Key
Duck Key   - MM: 61.00
3 Bed, 3 Baths, 2,012 SqFt Days Listed: 11
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Dive into island living with brand new construction in Duck Key, Florida! This luxurious home, nestled between Marathon and Islamorada, offers pristine waters and a tropical landscape. Shops, restaurants, and a clubhouse are just a golf cart ride away. Built to the highest standards with impact windows and doors, this one-story gem features 10.8 ft ceilings, 8 ft doors, a dream kitchen with marble countertops, and a one-car garage. Enjoy Floridas perks: no state income tax, 230 sunny days yearly, stunning beaches, and excellent schools. Embrace paradise with the virtual tour attached!

$1,490,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,276 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chefs dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac generator ensures uninterrupted comfort. Inside, soaring ceilings and an open-concept living space are bathed in natural light from expansive windows. At the rear of the home, youll find a versatile bonus space perfect for a home office, reading nook, or creative studio. Sold fully furnished with all-new pieces from Royal Furniture, this home offers a true turnkey experience.Step outside onto the durable Trex deck, surrounded by lush, professionally landscaped gardens--your own private tropical retreat. Or relax on the welcoming front porch and soak in the charm of Key West living. The fully fenced yard offers added privacy and peace of mind.Dont miss your chance to own a slice of paradise--call today to schedule your private showing!

$1,490,000
Key Largo
Key Largo Trailer Village   - MM: 101.50
3 Bed, 3 Baths, 1,500 SqFt Days Listed: 72
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift45ft.

Experience the ultimate Florida Keys lifestyle in this beautifully maintained waterfront home situated in Key Largo, offering sunset views over the Florida Bay. This solid concrete home features a metal roof, impact windows and doors, and a spacious open-concept living area with 3 bedrooms and 2 bathrooms, this home is designed for comfort and coastal elegance.Step outside to a low maintenance yard and enjoy 45 of deep-water concrete dockage, complete with a 10,000lb boat lift. Additional features include a spacious storage/workshop, covered parking, newer Rudd central a/c, premium tinting on all the windows and a fully fenced yard.Enjoy direct Florida Bay access with nearby Atlantic Ocean access for world-class offshore fishing. As part of the HOA, youll have access to two private boat ramp parks--one featuring a sandy beach and swimming area. Whether youre fishing, boating, or dining at nearby waterfront restaurants, this home is a perfect island retreat.This is an opportunity to embrace the Florida Keys lifestyle--boating, fishing, and sunsets right from your backyard!

$1,489,500
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
4 Bed, 4 Baths, 1,920 SqFt Days Listed: 159
-0.37% ($5,500) 1 Price Change : Last Change 86 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 41ft.

Discover the epitome of Keys living in this stunning 2022-constructed stilt home on Ramrod Key. Positioned along a pristine canal with direct ocean access, this thoughtfully designed 4-bedroom, 3-bath residence seamlessly blends coastal charm with contemporary luxury.The first floor welcomes you with a spacious deck and two sets of French doors under a covered porch. The perfect setting for entertaining while enjoying the salt pond views. The open floor plan features a large kitchen with quartz countertops, abundant cabinet storage, walk-in pantry and a separate laundry room. The first floor also includes a guest bedroom and a full bath. The second floor offers an expansive primary suite with two sets of French doors that open to a roomy covered porch with breathtaking views of the salt ponds. The primary suite provides room for a seating area and has ample closet space. The primary bath has dual vanities, a shower and separate water closet. Just down the hall is a full bath and two additional guest rooms, one of which is a perfect home office. Located on a quiet street this property offers a peaceful haven while still being conveniently located. Plenty of covered parking and 299 sq. ft. permitted storage for all your water toys, plus theres room for a pool. Impact resistant windows and doors, a metal roof and hardi board siding help keep insurance rates low on this property making it very desirable.

$1,485,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,100 SqFt Days Listed: 111
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of historic charm. The outdoor space has a full restaurant style bar, an outdoor kitchen and, offering an outdoor shower and a soaking pool. The outdoor living area is nothing short of extraordinary, perfect for relaxing or entertaining.This corner property is located just five houses from Duval Street, this home is a once in a lifetime opportunity. Use while youre in town and rent seasonally or monthly if you like. So many wonderful options. Call now for your private in person or video showing. Proof of funds required. The seller has renovated an approximately 500-square-foot patio deck, transforming it into an exceptional outdoor living area. This space includes a fully equipped outdoor kitchen, a cocktail soaking pool, an outdoor shower, and a restaurant-style sports bar, creating a unique and expansive space for relaxation and entertainment. These features significantly enhance the functionality and livability of the home, making it feel and function like a much larger property. The house itself offers (((3))) bedrooms, including the spacious Master Bedroom with private lockout entrance and a beautifully renovated full en suite bath, for a total of ((2)) two large full bathrooms, providing comfort and convenience for guests.

$1,480,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,705 SqFt Days Listed: 23
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, youll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built kitchen cabinets are designed with both style and functionality in mind, perfect for any chef.Built with the highest standards, this home was constructed by the original contractor to meet all current building codes. With a foam-insulated roof and impact-resistant glass and doors, the property is designed for both comfort and durability. Situated above base flood elevation, you can feel confident in its resilience and safety.Featuring two spacious bathrooms and an additional half bath, the home offers ample space and convenience for everyday living. Whether youre relaxing in the beautifully designed interiors or enjoying the meticulously planned exterior, this property is truly in a league of its own.Dont miss out on the chance to own this exceptional home!

$1,475,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 61
-1.34% ($20,000) 1 Price Change : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift75ft

Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring wood-beamed ceilings, abundant natural light, a gourmet chefs kitchen with quartz countertops, French door refrigerator, all stainless appliances, a pantry with pullout drawers, ample storage, a dining spot and living space for entertaining or lounging while watching a 55 TV. Off the lounge are two ensuite bedrooms, each with their ownbathroom, wall mounted TV, abundant closet space, and dual sinks with a walk-in shower in the primary suite. Outdoors, relax in the tiki hut by the canal, rinse off in the outdoor shower, or unwind in the private backyard overlooking the mangroves. The 75 dock with a 7k boat lift and davits makes this a boaters paradise, offering direct ocean and quick bay access via Channel 2 and 5 bridges - just minutes from Alligator Reef Lighthouse. Additional features include a one-car garage with extra storage, ample parking for trailers, multiple vehicles, and an RV. Featuring a fenced, no-maintenance turf grass yard with pavers, a newer 5V crimp roof, with impact windows and doors. Peekaboo ocean views, starry nights, and ocean breezes enhance the homes serene setting. A bonus generator, extra fridge and freezer also add convenience. An easy walk to some nearby restaurants is a plus, making this location a perfect slice of paradise. Come watch the manatees float by and experience Keys living at its finest. Schedule your private showing today!

$1,475,000
Big Pine Key
Hollerich Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,315 SqFt Days Listed: 30
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

***BACK UP OFFERS WELCOME!!** Views abound in this new Topsider home, surrounded by water on three sides with 110 ft. of east-facing frontage overlooking Bogie Channel providing easy access to the back country and ocean. The property has 134 ft. of frontage along the 40 ft. wide canal on south side. One step inside the 1592 sq. ft. living area and theres no denying the views! With cathedral ceilings and abundant windows throughout, its light and bright inside. The great room opens to the east-facing deck from which to watch the sunrises or moonrises and feel the tropical breezes. Offering 3 bedrooms and 2 baths, the split-bedroom floor plan has an elevator that opens opposite the kitchen island; the well planned kitchen features wood cabinets and stunning granite counters. Located close the community park for easy access to amenities for all ages including tennis courts, bocce, playground, skate park, the community center, picnic pavilions, and much more. Impact-resistant windows and doors, metal roof, Hardie-board siding. The Certificate of Occupancy was issued on 3/7/2025, replacing an older home that was previously onsite. Note: the concrete dock/seawall is in disrepair and will convey As-Is.

$1,475,000
Key West
Old Town Unlisted   - MM: 1.00
1 Bed, 1 Baths, 1,660 SqFt Days Listed: 57
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, its perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features stunning Dade County Pine walls, adding warmth and historic charm. The layout includes a one-bedroom apartment with a private rear entrance, making it ideal for someone who wants to run a business in the front while living on-site or creating an additional rental opportunity. One interesting piece of history was that this building was previously owned by a well known attorney here in Key West by the name of Helio Gomez. He served as Judge from 1963 to 1977 and he was the attorney for the infamous John Bum Farto. Located just one block from Duval Street, two blocks from the Hemingway House, and steps from the courthouse, this property offers prime visibility and accessibility. Whether youre an entrepreneur looking for a turnkey business location, an investor seeking a valuable addition to your portfolio, or a homeowner ready to bring your vision to life, this space is full of possibilities. Dont miss this chance to own a piece of Key West history in an unbeatable location.

$1,460,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 70
-4.26% ($65,000) 1 Price Change : Last Change 42 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Seller is offering an assumable VA loan, buyer does not have to be a Veteran, please call for details. Updated 3-bedroom, 3-bath concrete block home with a spacious open floor plan, featuring a private marble pool area with a coral waterfall, mature trees, off-street parking, and more.Schedule your private tour today and discover your perfect, spacious, low-maintenance Key West home. Furnishings may be negotiable too.

$1,450,000
Marathon
Sombrero Anglers C N   - MM: 49.50
4 Bed, 4 Baths, 1,888 SqFt Days Listed: 80
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.

LOCATION! LOCATION! LOCATION! Imagine youre within walking distance to famous Sombrero Beach! Theres shopping & dining close by! With this tastefully furnished 4/3 private villa youll have that, and also an oversized swimming pool, oversized dock and quick 15 minute boat ride to the Atlantic Ocean! This tropical paradise could serve as a long term rental, vacation rental or your very own island retreat! Spacious bedrooms assure all your guests will be comfortable. Expansive kitchen gives you plenty of room to prepare your fresh catch after a day of fishing!

$1,450,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 2,080 SqFt Days Listed: 20
-12.12% ($200,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

NEW LISTING! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area.

$1,450,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 2,068 SqFt Days Listed: 116
-3.27% ($49,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

Enjoy absolutely stunning open water views and spectacular sunrises every morning from this gorgeous open waterfront property in Tropical Bay Estates. This spacious 3-bedroom, 2-bath home was completely remodeled in 2020 with beautiful finishes throughout. Enjoy a chefs kitchen, with top of the line appliances, and an abundance of cabinets and counter space, ideal for entertaining. Flooded with natural light, this gorgeous layout was designed to capture breathtaking views of the open water from every angle in the main living area, a tranquil backdrop, perfect for any occasion. Enjoy peace of mind with all new plumbing and all new updated electrical throughout. The concrete block construction with impact windows, metal roof, and foamed roof deck insulation, make this home an absolute fortress. Situated on Bogie Channel with excellent boating access to both the Atlantic and Gulf where you can enjoy world class fishing and diving in only a short run. You are also just around the bend by boat or car, from Bahia Honda State Park voted one of the best beaches in the U.S by Trip Advisor.

$1,450,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
4 Bed, 4 Baths, 1,554 SqFt Days Listed: 24
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key Wests New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, youll feel the laid-back island vibe. Light flows through the homes open and airy layout, accented by beautiful hardwood floors and a remodeled kitchen with stainless steel appliances. The main home invites relaxation, while the tropical landscaping, mango tree, and welcoming front and back porches make enjoying island life a breeze.Enjoy peace of mind with hurricane impact windows and doors, plus a brand-new roof completed in July 2024. The low-maintenance turf front yard keeps things clean and green all year round, and the detached garage adds extra storage or parking flexibility.Whether youre looking for a primary residence, tropical retreat, or a Key West home with guest space built in, 2109 Seidenberg delivers. Just minutes from beaches, schools, shopping, and all the fun the island has to offer. The home comes fully furnished (minus a few personal paintings), so you can settle in and start enjoying island life from day one.

$1,450,000
Key Largo
Winston Waterway   - MM: 102.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 46
-6.45% ($100,000) 3 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Welcome to 233 LaPaloma Dr. The seller of this fully updated ocean side keys home has left nothing for its new owner to do but to enjoy their dream keys lifestyle. All beds and baths are on one level plus it has a large enclosed garage great for storage and bonus space. The serene setting of this home enjoys privacy provided by a lush mangrove forest canal side. Plenty of room for water toys the 60 ft dock has a newer 14k boat-lift . Many many upgrades , newer roof newer AC , impact windows and doors, kitchen , baths and flooring. Upgraded lighting and ring alarm security system. Come enjoy all the keys has to offer!

$1,450,000
Key West
Bay Manor   - MM: 3.00
4 Bed, 4 Baths, 1,778 SqFt Days Listed: 9
Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

KEY WEST DUPLEX! CORNER LOT! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

$1,450,000
Key West
Bay Manor   - MM: 3.00
4 Bed, 4 Baths, 1,778 SqFt Days Listed: 9
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Key West Corner Property! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

$1,450,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,932 SqFt Days Listed: 214
-19.40% ($349,000) 5 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. Key Features, Historical Architecture, Enjoy high ceilings, beautiful Dade County Pine throughout, an open staircase, all signature elements of this classic Key West home. Spacious Layout, The home boasts 3 bedrooms one being a large master bedroom with a walk in closet, each with its own en suite bathroom, plus an additional half bath on the first floor. A bonus room on 2nd. floor which can be a 4th. bedroom, office, etc. Modern Kitchen, The kitchen, remodeled in 2019, features ample cabinetry, soapstone countertops, and two wine coolers. Bright and Open Living Spaces: A wall of floor-to-ceiling windows and French doors at the back of the house open onto a covered porch and a shaded yard. Upgrades, The property includes a brand new treated lumber fence on three sides, a whole-house generator, two separate central HVAC systems (4-ton for downstairs and 2-ton for upstairs), two on-demand electric water heaters, a RING home security system, and a CAT 5 network interface module station hardwired throughout. Location, Situated in the desirable Meadows neighborhood, the home is in the X flood zone and has a low portable flood insurance policy (buyer to verify). Its directly across from Bayview Park, offering recreational opportunities. Additional Benefits, Privacy and Security, The fully fenced lot ensures privacy, while the RING security system adds a layer of safety. Climate Control, With two separate HVAC systems, you can efficiently manage the climate on each floor. Neighborhood, The Meadows neighborhood is known for its charming streets and community feel. Being in the X flood zone provides peace of mind re: flood risks, and the proximity to Bayview Park means youll have access to green space, sports facilities, and community events. A short bike ride or walk to Duval St. to enjoy the many nuances that Key West offers.

$1,448,000
Marathon
Tinglers Island   - MM: 49.50
2 Bed, 2 Baths, 1,232 SqFt Days Listed: 90
-6.46% ($100,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

This fully furnished, rental-ready Sombrero Beach home is a dream for beach lovers and boaters alike, just 0.2 miles from the sandy shore plus instant ocean access from its 50 ft. concrete dock. This highly sought-after location makes it a standout vacation rental delivering impressive rental income and an excellent investment opportunity. Outdoor living is a breeze with a screened-in pool, shaded lounging areas, an outdoor bar, and two storage structures. Double slider doors create a seamless flow to updated, open living spaces offering 2 bedrooms and 2 baths, with potential to create a 3rd bedroom & bath. Impact windows and doors secure this concrete oasis, complete with a 1-car garage and plenty of parking for an RV and boat trailer. This home is the perfect blend of beachside relaxation and exceptional boating access--your perfect investment opportunity in paradise!

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 04-26-2025.
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