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Homes for Sale near Key West High School

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  • /49

    $1,100,000 Open Thu 10AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    29559 Ranger Ave, Big Pine Key, FL 33043

    This well desired location and immaculately maintained home is 5 minutes from world class boating, fishing, diving and snorkeling. Located in Pine Channel Estates for the fastest and easiest direct access to the ocean or the endless options of bay-side boating adventures. Boasting a 75' concrete seawall with a 16K lb boat lift, davits, and drop-down on/off boat access, there is even a dive board

    Donna Halstead Coldwell Banker Schmitt RE Co.

    29559 Ranger Ave, Big Pine Key, FL 33043
  • /15

    $644,500

    • Land

    132 Sugarloaf Dr, Summerland Key, FL 33042

    Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

    Heather Mason Coastal Collection Real Estate Inc.

    132 Sugarloaf Dr, Summerland Key, FL 33042
  • /20

    $470,000

    • Land

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

    New Listing! This 35' x 69' canal front lot has ocean views and excellent boating. Bring your RV and live simply by the sea in the private, gated community of Venture Out on Cudjoe Key. Are you looking to build without having to go through the ROGO process? Look no further! This Lot provides you the Right to Build your future home.This Lot has a concrete parking pad and lush tropical landscaping

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
  • /29

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    463 Lesrohde Dr, Ramrod Key, FL 33042

    Don't miss the chance to own this exceptional piece of paradise--schedule a private showing today!Be the first to call this stunning, newly constructed Affinity-built home yours! Located in desirable Ramrod Key, this energy-efficient 3-bedroom, 2-bathroom residence boasts premium quality throughout. Featuring high-end fixtures, Pella impact-resistant windows and doors, and thoughtful

    Sarah Dolson Keller Williams Key West Compass Realty

    463 Lesrohde Dr, Ramrod Key, FL 33042
  • /47

    $789,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    31349 Avenue C, Big Pine Key, FL 33043

    Stunning Brand-New Construction in Big Pine Key!Welcome to your dream home in the Lower Keys! This beautifully elevated Affinity-built 3 bedroom, 2 bathroom home offers the perfect blend of modern comfort, durability, and eco-conscious features. Built in 2025, this home is equipped with all impact-rated windows and doors, offering peace of mind and energy efficiency.Enjoy the spacious

    Sarah Dolson Keller Williams Key West Compass Realty

    31349 Avenue C, Big Pine Key, FL 33043
  • /15

    $550,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    20151 Kings Row, Summerland Key, FL 33042

    This expansive commercial lot, located just a few blocks from US-1, offers exceptional flexibility and opportunity. Backing up to a serene nature preserve, the property provides a unique blend of convenience and tranquility. Zoned Commercial RV, the lot allows for a variety of uses, including replacing the existing trailer with a residential home or exploring other commercial possibilities.With a

    Graciela Lozano KeysLifestyle Real Estate (KW)

    20151 Kings Row, Summerland Key, FL 33042
  • /33

    $2,000,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 14, Key West, FL 33040

    This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The property's

    Graciela Lozano KeysLifestyle Real Estate (KW)

    1401 Simonton St Unit 14, Key West, FL 33040
  • /42

    $1,675,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    923 Eaton St, Key West, FL 33040

    Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, where Old Town charm meets laid-back island living. Just steps from the Historic Seaport and a short stroll to Duval, this beautifully updated home blends classic Key West architecture with modern comfort--and you can walk everywhere. Inside, original Dade County Pine, hardwood floors, and a renovated kitchen

    Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

    923 Eaton St, Key West, FL 33040
  • /21

    $189,000

    • Land
    • 0 Acre

    1801 N Roosevelt Blvd Unit 6, Key West, FL 33040

    1978 53' HATTERAS ''Model Fish'' with twin Detroit Diesel Model 8V71N, 3 staterooms., 3 heads, 3 showers, galley, central air, generator. Rare 20' wide live aboard slip.THE HATTERAS 53 MOTOR YACHT IS A CLASSIC YACHTING DESIGN. FEW AMERICAN MOTOR YACHTS OF HER ERA CAME CLOSE TO MATCHING THE HATTERAS 53 IN COMFORT, LUXURY, AND NONE COULD MATCH THE QUALITY CONSTRUCTION LONG ASSOCIATED WITH THE

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd Unit 6, Key West, FL 33040
  • /42

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    2311 Patterson Ave, Key West, FL 33040

    Discover the ultimate in low-maintenance living with this charming, move-in ready single-level home, ideally located just a short stroll from the prestigious Key West Yacht Club, vibrant shops, top-tier restaurants, marinas, and the shimmering waters of the Gulf of Mexico. Enjoy the quintessential Key West lifestyle with easy access to beaches, downtown, and the island's endless attractions--all

    Graciela Lozano KeysLifestyle Real Estate (KW)

    2311 Patterson Ave, Key West, FL 33040
  • /19

    $2,095,000

    • 8 Beds
    • 4 Baths
    • 3,383 Sq Ft

    905 Grinnell St, Key West, FL 33040

    BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the

    Team Kaufelt Truman & Co. (KW)

    905 Grinnell St, Key West, FL 33040
  • /16

    $800,000

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    47 Boundary Ln, Key West, FL 33040

    Owner will offer seller financing. INSURANCE NOT REQUIRED for financing. This home is ideally located on a canal with a 55-foot sea wall, with direct ocean access. This home is located off mile marker 9, a perfect location to be close to Key West, but not too close to the crowds. Enjoy deep water fishing, snorkeling and scuba diving right outside your back door. Boat launch less than a mile away.

    Jenny Murphy Keller Williams Key West Compass Realty

    47 Boundary Ln, Key West, FL 33040
  • /46

    $709,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    29172 Rose Dr, Big Pine Key, FL 33043

    Freshly remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast

    Deni Heintzelman KeyIsle Realty

    29172 Rose Dr, Big Pine Key, FL 33043
  • /31

    $834,999

    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    5413 3rd Ave, Key West, FL 33040

    Rated for 180MPH winds. Large four bedroom, two bath home, perfect for large or extended family, see floor plan attached. New upgraded furnished modular home, hardie plank siding, 9 foot ceilings, impact windows, upgraded appliances and washer/dryer. Huge covered area on ground floor. No neighbors across the street, wetland views. Great floor plan for employee housing or extended family. Four

    Yvette Talbott Appraisers of the Keys Inc (KW)

    5413 3rd Ave, Key West, FL 33040
  • /61

    $6,995,000

    • 5 Beds
    • 6 Baths
    • 3,750 Sq Ft

    1151 Ocean Dr, Summerland Key, FL 33042

    Trophy Oceanfront Estate on Prime Ocean Dr, Summerland Key – Surrounded by multimillion-dollar estates favored by celebrities and business leaders, this rare property offers 120 ft of ocean frontage on a 37,400 sq ft lot. Features include a 120,000 lb yacht lift (fits up to 75 ft), 2 additional lifts, private mooring, boat basin, and bay bottom rights. The 5-bed, 4.2-bath home boasts vaulted

    Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

    1151 Ocean Dr, Summerland Key, FL 33042
  • /33

    $625,000

    • 2 Beds
    • 2 Baths
    • 861 Sq Ft

    701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

    Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water

    Mary Conklin Action Keys Realty of the Lower FL Keys LLC

    701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
  • /10

    $3,200,000

    5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040

    Own one of the finest and largest T-head slips in the Florida Keys at Ocean Edge Hotel and Marina.Located in a premier resort and marina, this exceptional 142' ownership includes the bay bottom beneath the slip, makes up the entire T-head. Offering direct ocean and deep-water access with a spacious 250 ft turning basin, this slip is truly one of the largest and most unique on the Eastern

    Robert Prosek Coastal Realty of the Florida Keys

    5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040
  • /4

    $1,349,000

    • 3 Beds
    • 3 Baths
    • 1,520 Sq Ft

    818 Elizabeth St Unit Front, Key West, FL 33040

    Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Seller financing possible. Please note that advanced notice is required to arrange showings.

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    818 Elizabeth St Unit Front, Key West, FL 33040
  • /20

    $225,000

    • Land

    5555 College Rd Unit KF7, Key West, FL 33040

    Sunset Marina KINGFISH PIER 7 Deeded Slip, Title to the boat slip is Fee Simple. Verified commercial and residential use. Rare opportunity Prime location on the Marina Side directly beside the ship store. This Wet boat slip has a state of the art concrete floating dock on the live aboard side, this slip will accommodate up to a 35' boat which is 30' x 15'8'' with 6' controlled depth. Being that

    Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    5555 College Rd Unit KF7, Key West, FL 33040
  • /40

    $1,995,000

    • 6 Beds
    • 3 Baths
    • 3,197 Sq Ft

    1229 5th St, Key West, FL 33040

    Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

    John Spottswood Truman & Co. (KW)

    1229 5th St, Key West, FL 33040
  • /23

    $895,000

    • Land

    6810 Front St Unit S-LL-1D, Stock Island, FL 33040

    An exclusive offering to purchase a protected deep water yacht slip near Key West proper.Slip measures per survey 100' x 25.7'....HOWEVER can accommodate up to 125' boat. (has 20'' steel tie off pilings approximately 60' from dock)Safe Harbour Marina is a deep water protected port and recreational marina with minimum14' depth.Originally constructed in the late 1950's and located in the heart of

    Jerry Hughes Old Town Realty

    6810 Front St Unit S-LL-1D, Stock Island, FL 33040
  • /11

    $297,000

    • Land

    5555 College Rd Unit 10, Key West, FL 33040

    ****SeaPen Included in Price!!!***Keep your boat out of the water and no bottom paint required on your boat!!!This 40' slip on Conch Pier can accommodate a total vessel length of 45'' and offers state-of-the-art floating docks. This slip is equipped with a brand new SeaPen boat lift. This lift will keep your boat out of the water when you are not using it. See the video in the video tab for a

    Bobby Coe RE/MAX Keys Connection (KW)

    5555 College Rd Unit 10, Key West, FL 33040
  • /36

    $1,850,000

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    1011 Simonton St Unit 1, Key West, FL 33040

    Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a

    Marc Ulanowski Equestrian Sotheby's International Realty

    1011 Simonton St Unit 1, Key West, FL 33040
  • /24

    $265,000

    • Land

    701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042

    RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
  • /43

    $1,135,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    22837 Calico Jack Cir, Summerland Key, FL 33042

    Seller says Bring Offers ! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking

    Beata Sharpe Coldwell Banker Vanguard Realty

    22837 Calico Jack Cir, Summerland Key, FL 33042
  • /26

    $4,975,000

    • 6 Beds
    • 5 Baths
    • 3,788 Sq Ft

    901 Eisenhower Dr, Key West, FL 33040

    FULL TRANSIENT RECEIVER ZONE! Ahoy, Dreamers and visionaries, step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a

    Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

    901 Eisenhower Dr, Key West, FL 33040
  • /12

    $2,649,000

    • 4 Beds
    • 4 Baths
    • 2,410 Sq Ft

    3409 Eagle Ave, Key West, FL 33040

    Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    3409 Eagle Ave, Key West, FL 33040
  • /68

    $1,999,000

    • 3 Beds
    • 3.5 Baths
    • 2,295 Sq Ft

    1136 W Shore Dr, Big Pine Key, FL 33043

    Don't Miss Out On This Home....Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. All new paint inside. New Roof as of 01/2025. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a

    Beata Sharpe Coldwell Banker Vanguard Realty

    1136 W Shore Dr, Big Pine Key, FL 33043
  • /53

    $2,300,000

    • 8 Beds
    • 4 Baths
    • 750 Sq Ft

    2322 Seidenberg Ave, Key West, FL 33040

    Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only

    Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

    2322 Seidenberg Ave, Key West, FL 33040
  • /9

    $3,500,000

    • Land

    19657 Seminole St, Sugarloaf Key, FL 33042

    Unique Waterfront Property with Opportunity to Build Your Dream MansionWelcome to your once-in-a-lifetime opportunity to own a truly exceptional waterfront property in the Florida Keys. This expansive property boasts a total of 3 lots ensuring unparalleled potential for building your waterfront mansion.Property comes with build back letter. There's not another property like this south of

    Derek Epperly Keys Atlantic Realty

    19657 Seminole St, Sugarloaf Key, FL 33042
  • /15

    $1,495,000

    • Land
    • 2.29 Acres
    • $652,841 per Acre

    1261 Avenue A, Big Pine Key, FL 33043

    NO WAIT TO BUILD!!ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

    Laura DiBella Conn Florida LLC

    1261 Avenue A, Big Pine Key, FL 33043
  • /4

    $1,500,000

    • Land
    • 10.5 Acres
    • $142,857 per Acre

    169 Overseas Hwy, East Rockland Key, FL 33040

    10.5 Acre +/- Vacant Commercial Zoned ( C-2 ) Site on US #1 on Rockland Key , Bayside as you enter Key West. Approx. 1000 ft of Frontage on US #1 with 6.559 AC +/- of Upland filled from 5 ft to 9 ft elevation. $1,500,000.00 Price is Per Upland Acre. Existing billboard lease. Contact List agent for full package

    Brian Schmitt Coldwell Banker Schmitt Real Estate Co. (KW)

    169 Overseas Hwy, East Rockland Key, FL 33040
  • /5

    $1,049,000

    • Land

    416 Appelrouth Ln, Key West, FL 33040

    Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

    Jenny Perry Preferred Properties (KW)

    416 Appelrouth Ln, Key West, FL 33040
  • /13

    $848,000

    • 2 Beds
    • 1 Bath
    • 981 Sq Ft

    1521 Rose St, Key West, FL 33040

    Builders dream project 4 houses to the beach!Close to the White Street pier , play bocce ball at indigenous park and enjoy the Sunday market all Winter long. Walk to tennis courts, pickleball and Higgs beach only minutes away.Ride you bikes to Duval Street.This large corner lot is perfectly located. At an affordable price point that allows you to remodel to your specifications . This home has

    Gregg Powers Keller Williams Key West Compass Realty

    1521 Rose St, Key West, FL 33040
  • /27

    $10,995,000

    • Land

    7000 5th St, Stock Island, FL 33040

    500 k price reduction! Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. Boasting breathtaking panoramic views of the glistening waters, these two expansive plots of land / bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures.The Northern

    Ellen Gvili Ocean Sotheby's International Realty

    7000 5th St, Stock Island, FL 33040
  • /20

    $270,000

    • Land

    5555 College Rd Unit 1, Key West, FL 33040

    Now just - $270,000!Sunset Marina Grouper #1: Key West deep water 45' boat slip with a state-of-the-art boat lift.Located in a protected section of picturesque Sunset Marina, you'll enjoy quick in and out, to open water for all your boating adventures. Fully deeded with bay bottom ownership, the 40' slip can accommodate a boat up to 45' fore-to-aft and 6' draft. Included in the sale is a nearly

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    5555 College Rd Unit 1, Key West, FL 33040
  • /35

    $1,299,000

    • 3 Beds
    • 2 Baths
    • 2,392 Sq Ft

    28565 Anne Bonny Rd, Summerland Key, FL 33042

    Spacious canal front home in desirable Jolly Roger Estates on Little Torch Key! No details were spared in the recent renovation transformation, resulting in impeccable design and comfort, and the result is a serene and comforting destination, perfect for family getaways or as an income generating investment property. Kitchen updates include stainless steel appliances and granite countertops,

    Banks Prevatt Coldwell Banker Schmitt RE Co.

    28565 Anne Bonny Rd, Summerland Key, FL 33042
  • /19

    $60,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    617 Front St Unit A54/Week 49, Key West, FL 33040

    UNIT AVAILABLE TO SEE DEC. 7TH-14TH. THIS IS A ONE WEEK TIMESHARE PROPERTY DEEDED FOR LIFE - Enjoy the Best Sunset Views from the Rooftop of This Building. Relax on the Large Balcony Facing the Water Where You Can Watch the Boats Coming and Going From Beautiful Key West. Unit Includes Everything You Could Ever Need to Enjoy One of the Best Vacation Destinations! Tastefully Furnished, Spacious

    Angela Cichorz-Epstein EXIT Realty of Naples

    617 Front St Unit A54/Week 49, Key West, FL 33040
  • /37

    $3,750,000

    • 4 Beds
    • 5 Baths
    • 2,585 Sq Ft

    1233 Washington St, Key West, FL 33040

    BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak wood flooring manufactured in Spain, white Thassos marble in primary first floor bath. Free standing

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1233 Washington St, Key West, FL 33040
  • /64

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    3127 Stewart Rd, Summerland Key, FL 33042

    Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, this is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved,

    Pamela Stangler Expert Realty LLC

    3127 Stewart Rd, Summerland Key, FL 33042

Showing Results 561 - 600, Page 15 of 17

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