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Homes for Sale in 33040

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  • /36

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    1606 Flagler Ave, Key West, FL 33040

    Midtown Key West Renovated Home | 2BR/2BA | Off-Street Parking | Private Outdoor Oasis | Near BeachesNow offered at $975,000, this renovated single-level home in Midtown Key West delivers the ideal balance of comfort, upgrades, and location--just minutes from Smathers Beach, Ed Knight Pier, Higgs Beach, parks, restaurants, and island bike paths.Inside, the open-concept living and dining area is

    Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    1606 Flagler Ave, Key West, FL 33040
  • /94

    $3,075,000

    • 5 Beds
    • 5 Baths
    • 2,721 Sq Ft

    1114 Packer St, Key West, FL 33040

    Best Priced 5-Bedroom Compound in Key West | Renovated Old Town Home with Detached Guest House | X Flood ZoneThis is the opportunity buyers have been waiting for in Old Town Key West.Located just steps from Duval Street, world-class dining, galleries, and beaches, this fully renovated 5-bedroom compound offers walkability, privacy, and modern luxury -- all in the coveted X Flood Zone.The 1,908 SF

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1114 Packer St, Key West, FL 33040
  • /53

    $2,100,000

    • 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
  • /24

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft

    7 Boca Chica Rd, Key West, FL 33040

    ''Experience Florida Keys living at its best! This stunning 3 bedroom, 2 bathroom canal front home offers everything you need for a perfect coastal lifestyle. The open floor plan creates a spacious and inviting atmosphere, ideal for entertaining or relaxing with family. With impact windows and doors, you can enjoy peace of mind and energy efficiency.The home features a 2 car enclosed garage,

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

    7 Boca Chica Rd, Key West, FL 33040
  • /30

    $465,000

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

    6800 Maloney Ave Unit LOT 38, Stock Island, FL 33040

    Located in the Harbour Shores Community, A waterfront Condo association right outside of Key West, you'll experience the tranquility of island living with easy access to Duval Street, local marinas, and the vibrant culture that makes the Florida Keys so special. Whether you're seeking laid-back coastal living or a smart investment in one of Florida's most desirable destinations, this charming

    Barbara Crespo Keller Williams Key West Compass Realty

    6800 Maloney Ave Unit LOT 38, Stock Island, FL 33040
  • /48

    $5,750,000

    • 4 Beds
    • 5 Baths
    • 5,180 Sq Ft

    30 Cannon Royal Dr, Key West, FL 33040

    Located in the prestigious gated community of Shark Key, 30 Cannon Royal Drive is a distinctive waterfront residence inspired by classic Mediterranean design. Architectural details such as soft arches, warm finishes, and elegant lines create a sense of timeless character rarely found in the Lower Keys.Thoughtfully designed to embrace indoor-outdoor living, the home offers spacious interiors

    Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

    30 Cannon Royal Dr, Key West, FL 33040
  • /45

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft

    2012 Roosevelt Dr, Key West, FL 33040

    Spacious and well-designed 3-bedroom, 2-bathroom home offering a flexible and functional floor plan perfect for today's lifestyle. The main level features an open kitchen with center island, ample cabinetry, and stainless appliances, flowing seamlessly into a bright family room. A separate living room and dedicated office provide additional space for work, relaxation, or entertaining.The first

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

    2012 Roosevelt Dr, 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
  • /54

    $1,349,000

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    1422 Boca Chica Rd, Key West, FL 33040

    A Private Waterfront Sanctuary on Geiger Key, AKA ''The Backside of Paradise''.***Just 15 minutes from Key West, this extraordinary waterfront retreat offers something almost unheard of in the Florida Keys: Privacy and unobstructed open water views with not a neighboring home in sight. *** Surrounded by acres of Navy-owned sanctuary land, the setting delivers a rare sense of seclusion--like

    Michelle Blades Realty Executives Florida Keys Old Town

    1422 Boca Chica Rd, Key West, FL 33040
  • /21

    $25,000,000

    • Land

    1 Seppala Way, Key Haven, FL 33040

    Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other.Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already

    Jenna Stauffer Ocean Sotheby's International Realty

    1 Seppala Way, Key Haven, FL 33040
  • /17

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 11, Key West, FL 33040

    This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1401 Simonton St Unit 11, Key West, FL 33040
  • /42

    $2,750,000

    • 3 Beds
    • 3 Baths
    • 1,432 Sq Ft

    1108 Curry Ln, Key West, FL 33040

    Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and modern luxury.Step inside the 3 bedroom, 2.5 bath main home where sophisticated finishes comfortable living spaces, and abundant natural light create an inviting atmosphere. The open layout flows

    Mitzi Krabill Truman & Co. (KW)

    1108 Curry Ln, Key West, FL 33040
  • /46

    $1,275,000

    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft

    927 Thomas St Unit 2, Key West, FL 33040

    This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and

    Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

    927 Thomas St Unit 2, Key West, FL 33040
  • /35

    $1,949,000

    • 2 Beds
    • 3 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

    Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
  • /36

    $2,299,999

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    1716 Laird St, Key West, FL 33040

    This brand new home is a beauty! Completed in 2025, this 2 story , Cat 5 home, with Impact windows and doors, Hardiboard siding , has 4 Bedrooms, 3 bathrooms, a large spacious Living/ Dining/ Kitchen occupying the majority of the First level, with a downstairs bedroom and bath. The second floor has 3 bedrooms and 2 baths. The outside - back yard is incredible, with about a 30 foot long chickee

    Elaine Coyle Keller Williams Key West Compass Realty

    1716 Laird St, Key West, FL 33040
  • /62

    $1,069,000

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft

    125 Sea Ln, Key West, FL 33040

    Stunning! Custom designed and built, elevated CBS home on a canal with an open ocean view. This is a must see. Thoughtfully planned and exquisitely maintained property. 125 Sea Ln is strength, functionality and beauty! Concrete construction with roll down, accordion & Bahama style shutters for the windows & doors. Two bed, two bath, split floor plan has den and kitchen in middle of home along

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    125 Sea Ln, Key West, FL 33040
  • /21

    $680,000

    • 2 Beds
    • 2 Baths
    • 780 Sq Ft

    68 Merganser Ln, Key West, FL 33040

    Discover this TURNKEY 2-bedroom, 1.5-bath townhome at the end of a quiet lane in the Key West Golf Club. The end-unit offers enhanced privacy and natural light, along with a screened wraparound porch surrounded by lush landscaping. Inside, the cheerful home welcomes you with thoughtfully selected furnishings that maximize the space, fresh, tropical paint colors, as well as updated floors,

    Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

    68 Merganser Ln, Key West, FL 33040
  • /30

    $477,000

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft

    25D 10th Ave, Stock Island, FL 33040

    Island Life is calling. CORNER LOT with over 120 ft of street frontage, 1987 single wide trailer has 3 bedroom/2 full baths, laundry area with den & kitchen. Split open floor plan affords privacy for you and guest. You own the lot. NO HOA or lot rent. No adjoining neighbors on two sides plus the large undeveloped natural area directly across the street is zoned PR (parks & refuge). Lot has chain

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    25D 10th Ave, Stock Island, FL 33040
  • /73

    $1,410,000

    • 3 Beds
    • 3 Baths
    • 1,610 Sq Ft

    1507 19th St, Key West, FL 33040

    Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living.A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore

    Marlene Alvarez Keller Williams Key West Compass Realty

    1507 19th St, Key West, FL 33040
  • /46

    $680,000

    • 2 Beds
    • 2 Baths
    • 780 Sq Ft

    22 Merganser Ln, Key West, FL 33040

    Motivated Seller ! Exquisite finishes & attention to detail in the overall design of this prime, heavily shaded Golf Club townhouse unit. --- Upgraded in 2022 - complimented by an open living room, polished wood floors & covered porch with unobstructed view of the course's most scenic greens & sand traps 400' feet away overlooking a vast expanse of manicured vegetation --- From stone counter

    Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

    22 Merganser Ln, Key West, FL 33040
  • /85

    $2,600,000

    • 2 Beds
    • 3 Baths
    • 1,681 Sq Ft

    68 Sunset Key Dr, Key West, FL 33040

    First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and

    Dawn Thornburgh Beach Club Brokers (KW)

    68 Sunset Key Dr, Key West, FL 33040
  • /31

    $999,000

    • 2 Beds
    • 1 Bath
    • 749 Sq Ft

    1116 Eaton St, Key West, FL 33040

    Welcome to 1116 Eaton Street, a quintessential Key West cottage for sale in Old Town Key West offering the perfect blend of island charm, modern comfort, and unbeatable walkability. Located in one of the most desirable neighborhoods in Key West, this beautifully maintained 2-bedroom, 1-bathroom home with a private pool delivers the ultimate Florida Keys lifestyle.Step inside this thoughtfully

    Jamie Walker Berkshire Hathaway HomeServices Knight & Gardner Realty

    1116 Eaton St, Key West, FL 33040
  • /26

    $750,000

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    2625 Flagler Ave, Key West, FL 33040

    Perfect Key West starter home! This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the massive, fully fenced

    Rodney Culiver Last Key Realty, Inc (KW)

    2625 Flagler Ave, Key West, FL 33040
  • /32

    $1,245,000

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    24 Tamarind Dr, Key West, FL 33040

    This open concept 2 bedroom 2 bath home with bonus room could easily be converted back to 3 bedrooms, Located just minutes from Key West. Open water views. Rare opportunity to own a home where no houses will be built across the street giving a sense of seclusion. Watch the abundance of fish along your 80 foot concrete seawall. Jump in your boat parked behind your house on this deep water canal

    Kevin Bruggemann Internet Realty of the Florida Keys

    24 Tamarind Dr, Key West, FL 33040
  • /26

    $625,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

    Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

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

    2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
  • /33

    $1,949,000

    • 2 Beds
    • 3 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

    Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
  • /4

    $2,500,000

    • Land

    36 Cannon Royal Dr, Big Coppitt Key, FL 33040

    Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key --without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    36 Cannon Royal Dr, Big Coppitt Key, FL 33040
  • /88

    $5,950,000

    • 6 Beds
    • 8 Baths
    • 4,094 Sq Ft

    723 Eaton St, Key West, FL 33040

    This unique three residence property is ideally located just steps from the Historic Seaport and Fausto's grocery store in the heart of Old Town. A newly constructed building offers a spacious 3-bedroom, 3.5-bath main residence overlooking the pool, with a generous 2-bedroom, 2.5-bath apartment above. At the front of the property, a charming 1-bedroom, 1-bath home features a large garden with

    Kirksten Irick Preferred Properties (KW)

    723 Eaton St, Key West, FL 33040
  • /29

    $2,070,000

    • 2 Beds
    • 3 Baths
    • 1,367 Sq Ft

    419 Simonton St Unit C, Key West, FL 33040

    Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined

    Team Kaufelt Truman & Co. (KW)

    419 Simonton St Unit C, Key West, FL 33040
  • /31

    $865,000

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

    53 Spoonbill Way, Key West, FL 33040

    BIG PRICE REDUCTION!!!!! MUST SEE! Meticulously Maintained Tropical Escape. This townhome is located within the gates of the prestigious Key West Golf Course community. The home has a large floor plan which features tropical architecture with a cottage feel. Resort style amenities include 24 hour security, 2 community pools, a clubhouse with a fitness center and a 18 hole golf course. This lovely

    Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

    53 Spoonbill Way, Key West, FL 33040
  • /47

    $1,434,000

    • 2 Beds
    • 3 Baths
    • 1,824 Sq Ft

    33 Seaside South Ct, Key West, FL 33040

    Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living.The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated

    Jenna Stauffer Ocean Sotheby's International Realty

    33 Seaside South Ct, Key West, FL 33040
  • /9

    $825,000

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

    3711 Eagle Ave, Key West, FL 33040

    Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value.The main house is ready for a full renovation, offering a

    Terri Spottswood Truman & Co. (KW)

    3711 Eagle Ave, Key West, FL 33040
  • /21

    $1,379,000

    • 6 Beds
    • 3 Baths
    • 2,434 Sq Ft

    1401 5th St, Key West, FL 33040

    Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

    Stacy Stahl Realty ONE Group Destination

    1401 5th St, Key West, FL 33040
  • /7

    $825,000

    • 1 Bed
    • 1 Bath
    • 468 Sq Ft

    3 Nassau Ln Unit A, Key West, FL 33040

    Charming Key West Cottage on Historic Nassau LaneNestled along the picturesque and historic Nassau Lane, this delightful one-bedroom cottage offers a perfect blend of Key West charm and modern comfort. Nassau Lane is a little gem in Old Town Key West, known for its quaint historic character and tucked-away feel, providing a peaceful retreat while still being close to all the vibrancy Key West has

    Dominic Paolillo Jr. Truman & Co. (KW)

    3 Nassau Ln Unit A, Key West, FL 33040
  • /18

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 1,489 Sq Ft

    1505 Johnson St, Key West, FL 33040

    Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. And an elevated newly constructed 256 sq ft guesthouse with a kitchenette and bathroom. There are also approved plans for a pool. Main house needs some renovations throughout but has been partially updated and is perfectly livable. The

    Wendy Zintsmaster Truman & Co. (KW)

    1505 Johnson St, Key West, FL 33040
  • /45

    $4,375,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,103 Sq Ft

    231 E Shore Dr Unit 3, Key West, FL 33040

    Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

    Stephanie Marinucci Serhant

    231 E Shore Dr Unit 3, Key West, FL 33040
  • /24

    $629,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    816 South St Unit 4, Key West, FL 33040

    Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, this condominium is just a short stroll from Higgs Beach, the beloved Salute! on the Beach, and the iconic Louie's Backyard, where you can enjoy breathtaking ocean views and savor fine dining. Enjoy two

    Ted Stewart Truman & Co. (KW)

    816 South St Unit 4, Key West, FL 33040
  • /56

    $4,785,000

    • 4 Beds
    • 5 Baths
    • 3,577 Sq Ft

    3300 Riviera Dr, Key West, FL 33040

    Welcome to 3300 Riviera Drive--an exceptional, turn-key, waterfront, residential estate featuring 4 bedrooms and 4.5 bathrooms. Nestled on three lots in a serene enclave just minutes from Old Town, this meticulously maintained property features 3,577 Sq. Ft. of living space and redefines Key West luxury, comfort and convenience. Step inside to discover an expansive open-concept living space

    Bobby Coe RE/MAX Keys Connection (KW)

    3300 Riviera Dr, Key West, FL 33040
  • /32

    $2,895,000

    • 3 Beds
    • 3 Baths
    • 1,872 Sq Ft

    1405 United St, Key West, FL 33040

    Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

    Bobby Coe RE/MAX Keys Connection (KW)

    1405 United St, Key West, FL 33040
  • /34

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 866 Sq Ft

    711 Galveston Ln, Key West, FL 33040

    Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

    Monique Thiel Sunshine State Realty Services

    711 Galveston Ln, Key West, FL 33040

Showing Results 161 - 200, Page 5 of 12

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