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Homes for Sale near Key West High School

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  • /36

    $3,245,000

    • 3 Beds
    • 3 Baths
    • 1,615 Sq Ft

    1511 Johnson St, Key West, FL 33040

    A rare opportunity to own a fully licensed nightly rental property in one of Key West's most desirable neighborhoods. This stunning 3-bedroom, 3-bath home is beautifully designed on one level easy living space on a lushly landscaped lot, combining island charm with exceptional investment potential. In 2024, the property generated an impressive $200,000 in gross rental income, making it a true

    Ellen Gvili Ocean Sotheby's International Realty

    1511 Johnson St, Key West, FL 33040
  • /39

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 2,198 Sq Ft

    21073 7th Ave, Summerland Key, FL 33042

    Florida Keys Waterfront Paradise - 80' Dock & No Bridges to Open Water!Nestled in a boater's paradise, this 2,198 sq. ft. 3-bed, 2-bath home offers a split floor plan for privacy and comfort. Inside, the spacious kitchen boasts stainless steel appliances, generous cabinet space, and ample corian counter space perfect for cooking up your fresh catch. The open-concept living and dining area flows

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    21073 7th Ave, Summerland Key, FL 33042
  • /41

    $2,450,000

    • 2 Beds
    • 2 Baths
    • 1,577 Sq Ft

    1176 Thatch Ln, Summerland Key, FL 33042

    Unobstructed Ocean views, your own Private Oasis! On a canal with easy access to both the Ocean and Back Country. Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on. The home has consistent vacation rentals booked 4+ months out of the year, every year!! (income

    Jonathan Minerick Homecoin.com

    1176 Thatch Ln, Summerland Key, FL 33042
  • /42

    $2,200,000

    • 5 Beds
    • 3 Baths
    • 1,978 Sq Ft

    94 Sacarma Dr, Cudjoe Key, FL 33042

    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.

    Michelle Blades Realty Executives Florida Keys Old Town

    94 Sacarma Dr, Cudjoe Key, FL 33042
  • /48

    $3,595,000

    • 4 Beds
    • 5 Baths
    • 4,102 Sq Ft

    33 Cypress Ave, Key West, FL 33040

    Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

    Terri Spottswood Truman & Co. (KW)

    33 Cypress Ave, Key West, FL 33040
  • /12

    $859,500

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    3711 Eagle Ave, Key West, FL 33040

    Located on the very desirable upper end of Eagle Avenue, this duplex offers a compelling opportunity in one of Key West's most sought-after residential neighborhoods. The main house is a full renovation project, ideal for those looking to customize or redevelop. A build-back letter from the City of Key West is in place, preserving the ability to rebuild and reimagine the property to suit your

    Terri Spottswood Truman & Co. (KW)

    3711 Eagle Ave, Key West, FL 33040
  • /82

    $2,250,000

    • 5 Beds
    • 3 Baths
    • 2,192 Sq Ft

    1626 Sirugo Ave, Key West, FL 33040

    Discover an unrivaled Key West opportunity. If a third floor were added to this home, this property would offer ocean views that are truly one-of-a-kind for this island. This generously sized 7,775-square-foot lot provides a rare canvas for your architectural vision, delivering potential for a third floor or additional wings to capture even more panoramic ocean vistas while preserving the

    Derek Epperly Engel & Volkers Key West

    1626 Sirugo Ave, Key West, FL 33040
  • /25

    $750,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    2601 S 2601 Roosevelt Blvd Unit 207C, Key West, FL 33040

    Located directly across the street from the Ocean/ Smather's Beach, this beautifully renovated 2 Bedroom, 2 Bathroom condo is available at Key West by the Sea! Impact resistant Doors and Windows, newer mini splits, new cabinets, granite counters, an In- Unit Washer and Dryer, and best of all - a Brand New- Second Full Bathroom!!! Beautifully tiled baths with new vanities, light fixtures, and the

    Elaine Coyle Keller Williams Key West Compass Realty

    2601 S 2601 Roosevelt Blvd Unit 207C, Key West, FL 33040
  • /18

    $489,000

    • Land

    5555 College Rd Unit 9, Key West, FL 33040

    Discover an extraordinary opportunity to embrace the live aboard lifestyle at Sunset Marina with this spacious 60 ft x 20 ft boat slip with he ability to dock a 65ft boat, located on the coveted Barracuda Pier. This slip not only provides a comfortable living space but also serves as a profitable income-generating asset, making it an ideal investment for boating enthusiasts and investors

    Justyn Ewald Expert Realty LLC (HQ)

    5555 College Rd Unit 9, Key West, FL 33040
  • /42

    $1,299,000

    • 3 Beds
    • 2 Baths
    • 2,081 Sq Ft

    27038 Angelfish Rd, Summerland Key, FL 33042

    Owner financing possible **Stunning 3-Bedroom, 2-Bath Home on 15,000 Sq Ft Lot with Resort-Style Pool and Spa**Welcome to your dream home! This spacious 3-bedroom, 2-bathroom property offers everything you need for comfortable living and entertaining. Nestled on a generous 15,000 sq ft lot, you'll enjoy plenty of space both indoors and outdoors. The centerpiece of this property is the luxurious

    Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

    27038 Angelfish Rd, Summerland Key, FL 33042
  • /24

    $1,100,000

    • Land
    • 5 Acres
    • $220,000 per Acre

    2231 Middle Torch Rd, Summerland Key, FL 33042

    Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential. The property currently features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each

    Stephany Duvall Engel & Volkers Marathon

    2231 Middle Torch Rd, Summerland Key, FL 33042
  • /49

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    8 Jade Dr, Key West, FL 33040

    Welcome to your Florida Keys family home! This gorgeous 4-bedroom, 3.5-bathroom, waterfront 2-story home is located less than 10 minutes from Historic Key West! With 2,576 SF of living space, 2 bonus rooms upstairs, a home gym, storage and a heated pool this home is a rare find in the Lower Keys and is the lowest priced waterfront home of this size on the market today in the area! Located on a

    Pamela Stangler Expert Realty LLC

    8 Jade Dr, Key West, FL 33040
  • /31

    $605,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    3029 N Roosevelt Blvd Unit 54, Key West, FL 33040

    Tucked inside the sought-after Key Cove community, this updated 2-bedroom, 1.5-bath townhome blends island charm with modern touches -- a great fit for a first-time homebuyer, VA loan buyer, or investor looking for a low-maintenance Key West property. Key Cove properties RARELY come on the market. The first floor offers a bright, open living and dining area that flows easily into the kitchen,

    Paige Bethel Island Home Realty Inc.

    3029 N Roosevelt Blvd Unit 54, Key West, FL 33040
  • /16

    $250,000

    • Land

    LOT 12 Saint Lucie Ln, Ramrod Key, FL 33042

    Canalfront lot on Ramrod Key located in a desirable waterfront community oceanside between Key West and Marathon, offering quick access to the Atlantic Ocean then onto Florida Bay. No building permit is currently in place; buyers may apply through ROGO or purchase a separate building right.

    Karan Moeller Ocean Sotheby's International Realty

    LOT 12 Saint Lucie Ln, Ramrod Key, FL 33042
  • /7

    $4,325,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 6, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 6, Summerland Key, FL 33042
  • /31

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 1,062 Sq Ft

    630 Barry Avenue Little Torch Ave, Little Torch Key, FL 33042

    Set on a rare 0.68-acre property spanning four lots, this private canal-front home offers exceptional space, water access, and tranquility. With 204.5 feet of canal frontage, a 40-foot wood dock, and less than a 5-minute boat ride to Pine Channel, this location is ideal for boating enthusiasts. The 3-bedroom, 2-bath residence features a roof-covered deck perfect for entertaining friends and

    Mark MacLaughlin R.W.A. Realty Inc

    630 Barry Avenue Little Torch Ave, Little Torch Key, FL 33042
  • /45

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    27163 Mariposa Rd, Summerland Key, FL 33042

    Welcome to your slice of paradise in Ramrod Key! This newer built (2018) beautifully maintained single-family home offers 1,488 square feet of comfortable living space, perfectly situated on a spacious 6,000 square foot lot. Featuring 3 bedrooms and 2 bathrooms, this property is ideal for full-time residents, vacationers, or investors seeking a rental opportunity in the Florida Keys.Special

    Jessica Roden Ocean Sotheby's International Realty

    27163 Mariposa Rd, Summerland Key, FL 33042
  • /55

    $2,299,999

    • 3 Beds
    • 3 Baths
    • 2,288 Sq Ft

    17210 Angelfish Ln, Summerland Key, FL 33042

    Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the

    The Spottswood Team Truman & Co. (KW)

    17210 Angelfish Ln, Summerland Key, FL 33042
  • /27

    $485,000

    • 1 Bed
    • 1 Bath
    • 388 Sq Ft

    1830 Fogarty Ave Unit 4, Key West, FL 33040

    Your Key West Hideaway Awaits. Tucked away at the back of a well-kept building, this charming 1-bedroom, 1-bath condo offers the perfect blend of island comfort and modern convenience. Step inside to find a bright, airy space filled with natural light and refreshed with newer appliances that make everyday living effortless. Outside, unwind in your private oasis complete with an outdoor shower and

    Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

    1830 Fogarty Ave Unit 4, Key West, 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
  • /46

    $695,000

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

    29172 Rose Dr, Big Pine Key, FL 33043

    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 sleek

    Deni Heintzelman KeyIsle Realty

    29172 Rose Dr, Big Pine Key, FL 33043
  • /39

    $995,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

    Enjoy open water views and instant boating access from this transiently licensed, turn-key retreat in Venture Out Resort, just 20 minutes from Key West. Built in 2021, this modern 2-bedroom, 2-bath oceanfront home combines sleek design with comfort and quality craftsmanship. Step inside to discover 9ft ceilings, leather-finish granite countertops, and high-end finishes throughout. The home comes

    The Spottswood Team Truman & Co. (KW)

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
  • /27

    $10,995,000

    • Land

    7000 5th St, Stock Island, FL 33040

    $1 Million 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
  • /10

    $725,000

    • Land

    17220 Angelfish Ln, Sugarloaf Shores, FL 33042

    Build Your Dream Home in Sugarloaf Shores! Discover the rare opportunity to develop your very own piece of paradise in the exclusive Sugarloaf Shores! This 8,165 sq. ft. waterfront lot is high, dry, and cleared, offering a perfect blank slate for your dream home in the Florida Keys. With a full 70' concrete seawall, this property is a boater's paradise, providing direct access to both the

    The Spottswood Team Truman & Co. (KW)

    17220 Angelfish Ln, Sugarloaf Shores, FL 33042
  • /14

    $299,000

    • Land

    27398 Jamaica Ln, Ramrod Key, FL 33042

    Great Location vacant lot with seawall and boat ramp. Minutes to Open Water. Just waiting for a perfect home. This is a great option to purchase 231 W. Indies Open Water Home and have great boating with this lot.Please look at MLS616482

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    27398 Jamaica Ln, Ramrod Key, FL 33042
  • /51

    $1,295,000

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    56 Bay Dr, Saddlebunch, FL

    Island Life, unequalled waterfront sunsets, ocean breezes and crystal clear waters. And you can drive to your Caribbean Island Escape! This location is exceptional on all fronts, more than 2X the avg lot size, a craftsman remodeled 3/2 converted to a 2/2 with a spacious convertible home office, gorgeous high quality materials throughout, including Walnut Engineered Flooring, Brazilian Quartzite

    Stephanie Wise Keller Williams Key West Compass Realty

    56 Bay Dr, Saddlebunch, FL
  • /69

    $2,249,000 Pre-Foreclosure

    • 5 Beds
    • 3 Baths
    • 1,903 Sq Ft

    125 Colson Dr, Summerland Key, FL 33042

    THIS PROPERTY IS A ONE OF A KIND! A TRUE ''UNICORN!'' TRANSIENT LICENSE FOR NIGHTLY RENTALS ALLOWED! OPEN WATER VIEWS! ALMOST 2 ACRES TOTAL WITH 4 LOTS! 5 bedrooms and 3 baths in this charming and OLD FLORIDA KEYS STYLE PROPERTY! Privacy, lush vegetation, stunning Open water views, balconies from almost every room! Original hardwood floor, tons of character and warmth in this lovely home! Large

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    125 Colson Dr, Summerland Key, FL 33042
  • /51

    $1,290,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    5960 Peninsular Ave Unit 101, Key West, FL 33040

    Location Location Location! Oceanview Condo Only 22 units nestled on an ocean front peninsula. Breathtaking views of flats, Mangrove estuary, and the Atlantic Ocean. Compare this property with the competition and you can for yourself. Unit 101 is an end unit with additional windows in the living area letting in natural light making this unit feel open and delightful. Unit faces East and enjoys

    Zachary Bentley Coastal Collection Real Estate Inc.

    5960 Peninsular Ave Unit 101, Key West, FL 33040
  • /35

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    31315 Avenue B, Big Pine Key, FL 33043

    Welcome to this elevated 3-bedroom, 2-bath home located in a quiet neighborhood in Big Pine Key. This well-maintained property features an open concept living and kitchen area, perfect for comfortable everyday living and entertaining. All three bedrooms are generously sized, and each includes its own walk-in closet. Impact-rated windows and doors provide added security and storm protection, while

    Keys Team Bryant and Kat Expert Realty LLC (HQ)

    31315 Avenue B, Big Pine Key, FL 33043
  • /10

    $4,300,000

    • 4 Beds
    • 6 Baths
    • 3,400 Sq Ft

    1314 Johnson St, Key West, FL 33040

    Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1314 Johnson St, Key West, FL 33040
  • /49

    $910,000

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

    813 Hawksbill Ln, Summerland Key, FL 33042

    Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly

    Miguel Solis Douglas Elliman Florida, LLC - Sunset Drive

    813 Hawksbill Ln, Summerland Key, FL 33042
  • /29

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    17245 Jamaica Ln, Summerland Key, FL 33042

    Tucked along a quiet canal in Sugarloaf Shores, 17245 Jamaica Lane captures the essence of easy Keys living. This waterfront retreat offers direct access to open water and all things salt life--paddleboarding, kayaking, the iconic jumping bridge, and world-class cycling right out your door. Set on a generous lot, this elevated 3-bedroom, 2-bath home blends laid-back island charm with modern

    Team Kaufelt Truman & Co. (KW)

    17245 Jamaica Ln, Summerland Key, FL 33042
  • /36

    $2,788,000

    • 10 Beds
    • 6 Baths
    • 3,876 Sq Ft

    912 Pohalski St, Key West, FL 33040

    Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

    Richard Haskins Buy The Keys

    912 Pohalski St, Key West, FL 33040
  • /54

    $5,600,000

    • 4 Beds
    • 3.5 Baths
    • 5,608 Sq Ft

    974 Flagship Dr, Summerland Key, FL 33042

    Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which

    Lee Sanders KeyIsle Realty

    974 Flagship Dr, Summerland Key, FL 33042
  • /39

    $2,188,000

    • 4 Beds
    • 3 Baths
    • 2,276 Sq Ft

    1719 Laird St, Key West, FL 33040

    Experience elevated island living at 1719 Laird Street--a redesigned Mid-Century CBS home offering 4 bedrooms, 3 bathrooms, and exceptional indoor-outdoor living on a rare double lot. This move-in-ready property delivers the ideal blend of modern updates, storm-ready features, and low-maintenance coastal living.Step inside to an open-concept floor plan with abundant natural light, enhanced by

    Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    1719 Laird St, Key West, FL 33040
  • /26

    $1,180,000

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

    27350 Barbados Ln, Ramrod Key, FL 33042

    Welcome to your slice of paradise in the Lower Florida Keys! This beautifully maintained 3-bedroom, 2-bath canal-front home offers everything you need for island living -- whether you're looking for a full-time residence, vacation getaway, or investment property. Nestled on a spacious 6,000 sq ft lot, this home boasts: - Direct Canal Access - Ideal for boaters! Navigate easily to open water.

    Jonathan Minerick Homecoin.com

    27350 Barbados Ln, Ramrod Key, FL 33042
  • /54

    $675,000

    • 2 Beds
    • 2 Baths
    • 871 Sq Ft

    1 Spoonbill Way, Key West, FL 33040

    Tucked along the edge of the enchanting Butterfly Garden, this charming townhouse offers the perfect blend of privacy, tropical beauty, and resort-style amenities. Located within the gated community surrounding the Rees-Jones 18-hole Championship Golf Course, this home is a serene slice of paradise.Inside, you'll find thoughtfully designed living space featuring two upstairs bedrooms and 1.5

    Stephanie Wise Keller Williams Key West Compass Realty

    1 Spoonbill Way, Key West, FL 33040
  • /3

    $64,750

    • Land

    0 Lot 21 Aloha Dr, Little Torch Key, FL 33042

    ROGO Lot. Letter on hand from Monroe County granting 2 points

    Jenna Stauffer Ocean Sotheby's International Realty

    0 Lot 21 Aloha Dr, Little Torch Key, FL 33042
  • /34

    $1,400,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    1719 Washington St, Key West, FL 33040

    Welcome to this beautiful 3-bedroom, 2-bath stilted family home, perfectly designed for comfort and modern living. Nestled in a popular neighborhood, this elevated residence offers peace of mind, stunning natural views, and thoughtfully planned spaces for the whole family and guests. Sunlight pours through large windows, illuminating the open-concept living and dining areas - an ideal setting for

    LaReta Morrison eXp Realty LLC

    1719 Washington St, Key West, FL 33040
  • /41

    $1,550,000

    • 2 Beds
    • 2 Baths
    • 1,207 Sq Ft

    800 Fleming St Unit B-3, Key West, FL 33040

    Perfectly situated just three blocks from Duval Street and two from the grocery store, this one-of-a-kind, fully furnished penthouse has been meticulously renovated to deliver unmatched luxury living in the heart of Old Town Key West. Offering rare off-street parking, this light-filled residence is perched among the treetops and features a private balcony with serene pool and garden views.Inside,

    Solaris Gregory Expert Realty LLC (HQ)

    800 Fleming St Unit B-3, Key West, FL 33040

Showing Results 361 - 400, Page 10 of 18

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