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Homes for Sale in 33956

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  • /48

    $1,327,000

    $63K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,485 Sq Ft

    2193 Macadamia St, Saint James City, FL 33956

    Welcome to the laid-back, sun-soaked lifestyle of St. James City — where golf carts replace traffic, sunsets are a nightly ritual, and the water is always calling your name. This custom-built waterfront retreat captures the essence of island living with 3 bedrooms, 2 baths, a heated saltwater pool and spa, and the boating access serious anglers and cruisers dream about. Built with durable Hardie

    Monica Fowlds Century 21 Selling Paradise

    2193 Macadamia St, Saint James City, FL 33956
  • /4

    $599,000

    • Land
    • 11.38 Acres
    • $52,636 per Acre

    6820 Stringfellow Rd, Saint James City, FL 33956

    11.38 Prime Acres with Dual Road Frontage – Endless Potential Currently Zoned agriculture.Includes barn. Rare opportunity to own 11 acres with frontage on both Stringfellow Road (west side) and Master’s Landing Road (north side). This beautifully wooded parcel features natural Florida vegetation, mature pines, and palmettos — offering privacy, character, and that true Old-Florida feel buyers

    Roger Kincaid KINCAID REALTY

    6820 Stringfellow Rd, Saint James City, FL 33956
  • /33

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    2420 Poinciana Ave, Saint James City, FL 33956

    Welcome to your slice of island life in St. James City, perfectly tucked just off 4th Ave and within easy walking distance to local restaurants, waterfront bars, live music, and some of the best fishing spots in Southwest Florida. Leave the car parked — dinner, sunset cocktails, and casting a line are all just steps away. This elevated 3-bedroom, 2.5-bath home offers a traditional layout with a

    Agent Photo

    Brandon Reitz

    Sea Glass Gulf Realty

    (239) 666-8317

    2420 Poinciana Ave, Saint James City, FL 33956
  • /23

    $40,000

    • Land
    • 4,312 Sq Ft
    • $404,040 per Acre

    4914 Needle Fish Ln, Saint James City, FL 33956

    Discover the hidden gem of Pine Island Cove, a coveted 55+ community offering an array of amenities and activities. This vacant lot is the perfect canvas for your future dream home. Nestled in a serene and well-kept neighborhood, Pine Island Cove provides endless opportunities for recreation and relaxation. Enjoy amenities such as a sparkling pool, a bustling clubhouse, and pickle ball courts.

    Christina Diaz EXP Realty LLC

    4914 Needle Fish Ln, Saint James City, FL 33956
  • /38

    $898,000

    $97K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,188 Sq Ft

    6050 Stringfellow Rd, Saint James City, FL 33956

    GREAT investment opportunity SW Florida $HORSE fenced property with trails that lead directly to Gulf waters to swim HORSES. Eight expansive paddocks, 6 of which are interconnected, plus a dedicated paddock designed for specialized care.Regulation Small-Size Dressage Arena that ensures the ideal setting for training or casual riding. At the heart of the farm is a professionally designed

    Glen Bigness Premiere Plus Realty Company

    6050 Stringfellow Rd, Saint James City, FL 33956
  • /38

    $898,000

    $97K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,188 Sq Ft

    6050 Stringfellow Rd, Saint James City, FL 33956

    GREAT investment opportunity SW Florida $HORSE fenced property with trails that lead directly to Gulf waters to swim HORSES. Eight expansive paddocks, 6 of which are interconnected, plus a dedicated paddock designed for specialized care.Regulation Small-Size Dressage Arena that ensures the ideal setting for training or casual riding. At the heart of the farm is a professionally designed barn, The

    6050 Stringfellow Rd, Saint James City, FL 33956
  • /66

    $675,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft

    2740 Sanibel Blvd, Saint James City, FL 33956

    The seller has given the green light for Storm Smart to install their Flood Smart System by Storm Smart Hurricane Protection on every door of the home, providing added protection and peace of mind, while also contributing to lower homeowners insurance costs. Airbnb rentals are allowed, offering excellent flexibility for personal use, seasonal living, or income potential. Waterfront living at its

    Shannon Stelton LPT REALTY, LLC

    2740 Sanibel Blvd, Saint James City, FL 33956
  • /16

    $449,900

    • Land
    • 13,068 Sq Ft
    • $1,499,667 per Acre

    3780 Coconut Dr, Saint James City, FL 33956

    Exceptional Triple Lot Waterfront Opportunity in St. James City.Discover an incredible opportunity to own a rare triple lot (0.30 acres) in one of Southwest Florida’s most desirable coastal communities. Perfectly positioned on the corner of York Road and Coconut Drive, this cleared property is ready for your vision—whether you’re looking to build your dream waterfront home or develop up to

    Andrew Goode RE/MAX Trend

    3780 Coconut Dr, Saint James City, FL 33956
  • /5

    $345,000

    $40K PRICE DROP
    • Land
    • 6,987 Sq Ft
    • $2,150,873 per Acre

    2359 Sycamore St, Saint James City, FL 33956

    Don’t miss this buildable residential lot in St. James, FL with direct Gulf access and a seawall already installed. The lot is cleared, level, and construction-ready, offering the perfect setting for your Florida island-style waterfront home.

    Beatriz Gonzalez-Leal Luxe Properties LLC

    2359 Sycamore St, Saint James City, FL 33956
  • /49

    $1,550,000

    $145K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,106 Sq Ft

    2449 Macadamia St, Saint James City, FL 33956

    A rare blend of island serenity & modern sophistication, custom-built 2022 Tundra waterfront residence delivers refined coastal living w/ exceptional peace of mind. Assumable flood insurance under $600/year. Step inside to a thoughtfully designed first-floor living space created for both everyday comfort & effortless entertaining. The open great-room concept offers distinct yet connected living

    Monica Fowlds Century 21 Selling Paradise

    2449 Macadamia St, Saint James City, FL 33956
  • /34

    $175,000

    $20K PRICE DROP
    • Land
    • 4,965 Sq Ft
    • $1,535,088 per Acre

    3900 Royal Palm Dr, Saint James City, FL 33956

    Located at 3900 Royal Palm Drive in St. James City, Florida, this residential canal front lot offers a combination of existing utilities, water access, and a setting oriented toward boating and outdoor use. The property is situated in Lee County on Pine Island within an established coastal community known for its network of saltwater canals leading to open water. The lot is improved with city

    Erik Flett Whitetail Properties Real Estate LLC

    3900 Royal Palm Dr, Saint James City, FL 33956
  • /50

    $890,000

    $90K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,816 Sq Ft

    4882 Woodstock Rd, Saint James City, FL 33956

    ***Exclusive Luxury Farm for Sale***Welcome to paradise and the property of your dreams. This stunning agricultural estate, strategically located on a corner with access from two streets, offers a haven of luxury and tranquility. Completely renovated, with impact-resistant doors and windows, new floors, and a new roof, every corner radiates comfort and modernity.The exterior features a

    Naivi Velazco Innova Real Estate Corp

    4882 Woodstock Rd, Saint James City, FL 33956
  • /11

    $129,000

    • Land
    • 1 Acre
    • $129,000 per Acre

    4442 Courtney Rd, Saint James City, FL 33956

    Agricultural-zoned vacant lot in St. James City with residential use permitted. Currently a young palm tree farm consisting of Foxtail palms and Christmas Palms with irrigation, private well, and electricity already connected. Ideal for building a home while maintaining agricultural use. Competitively priced compared to nearby listings.

    Chrisdyan Linares JOHN R WOOD PROPERTIES

    4442 Courtney Rd, Saint James City, FL 33956
  • /7

    $38,000

    • Land
    • 13,503 Sq Ft
    • $122,581 per Acre

    3585 Gasparilla St, Saint James City, FL 33956

    Great Area of Pine Island in Tropical Point. Nice small picnic area and beach within walking distance. Neighborhood has a primitive boat ramp on Sabal near beach that is good for small power boats and Kayaks.

    Maria Perez Mega Realty International, Inc

    3585 Gasparilla St, Saint James City, FL 33956
  • /12

    $58,000

    $31K PRICE DROP
    • Land
    • 14,984 Sq Ft
    • $168,605 per Acre

    2391 Rose Ave, Saint James City, FL 33956

    Oversized prime residential lot near the heart of Saint James City, a laid-back boating/waterfront community located on the southern tip of Pine Island in Lee County, Florida. Quiet neighborhood near a pocket park. Lot is mostly cleared. Elevation approx. 3-4 feet, Floodplain AE8 Elevation. Water available. $4,773.00 utility connection fee. Dimensions of parcel: 112 x 174 x 102 x 130 Bring your

    Jerry Miller Barclays Real Estate Group 1

    2391 Rose Ave, Saint James City, FL 33956
  • /6

    $200,000

    $25K PRICE DROP
    • Land
    • 14,810 Sq Ft
    • $588,235 per Acre

    3099 Cussell Dr, Saint James City, FL 33956

    Stop dreaming and start building! This is a nearly impossible-to-find TRIPLE LOT located in the heart of St. James City on the beautiful Pine Island. This expansive property offers significantly more frontage and buildable area than standard island lots, allowing for a substantial custom residence, multi-vehicle garage, and extensive outdoor living space. Plenty of space for a custom boat dock

    John Garuti III EXP REALTY LLC

    3099 Cussell Dr, Saint James City, FL 33956
  • /23

    $300,000

    $55K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    8628 Yukon Ct, Saint James City, FL 33956

    SHORT SALE. Located on a quiet street in the heart of Saint James City. Situated on Florida’s largest island—a true boater’s paradise—this home offers incredible peace of mind with a metal roof and a rare history of no flooding. The layout is unique and functional, featuring a private primary suite and a large living room on the first floor. Upstairs, the home opens up with a second family room,

    Ayden Marinelli Marzucco Real Estate

    8628 Yukon Ct, Saint James City, FL 33956
  • /6

    $35,000

    • Land
    • 13,503 Sq Ft
    • $112,903 per Acre

    3500 Tropical Point Dr, Saint James City, FL 33956

    This property is located in very nice residential neighborhood. The property is partially cleared and there is a culver to access the property. It's at walking distance to a boat ramp also a very nice park with little beach area. The only little beach on Pine Island. In a close proximity to local restaurants and shopping. You can launch your boat or kayak and explore local waters. If you are a

    Romana Gavrinev Castaways Island Realty LLC

    3500 Tropical Point Dr, Saint James City, FL 33956
  • /38

    $17,500

    • 1 Bed
    • 1 Bath

    3388 5th Ave Unit 20, Saint James City, FL 33956

    Piece of Paradise in St. James City! Don't miss this charming 1 bedroom / 1 bath camper-mobile home located in a quiet RV/Mobile Home Park in St. James City. Ideal for a winter retreat, weekend getaway, or affordable island living. Home Features: Florida Room for extra living space Fenced-in private outdoor area Golf cart parking Auto parking space Large storage shed Washer & dryer located in the

    Richard Long Coast to Coast Mobile Home Sales LLC

    3388 5th Ave Unit 20, Saint James City, FL 33956
  • /46

    $784,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,429 Sq Ft

    2391 Oleander St, Saint James City, FL 33956

    Experience the ultimate Southwest Florida waterfront lifestyle in this custom-built 2018 Insulated Concrete Form (ICF) construction home, designed for strength, efficiency, and peace of mind. Offering 3 bedrooms, 2.5 baths, and quick, deep, direct Gulf access, this property is perfectly positioned for boaters and water lovers alike. The second floor showcases the main living space, designed to

    Monica Fowlds Century 21 Selling Paradise

    2391 Oleander St, Saint James City, FL 33956
  • /32

    $525,000

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,830 Sq Ft

    3505 Mango St, Saint James City, FL 33956

    Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a

    Leslie Osborne John R. Wood Properties

    3505 Mango St, Saint James City, FL 33956
  • /50

    $698,000

    • 3 Beds
    • 2.5 Baths
    • 2,215 Sq Ft

    3557 Sea Holly Ln, Saint James City, FL 33956

    Owner wants your offer...Welcome to 3557 Sea Holly Lane in St. James City, a custom-built island retreat thoughtfully designed for strength, comfort, and the ultimate Southwest Florida boating lifestyle. Engineered to CAT-5 hurricane standards, this solidly constructed home offers exceptional peace of mind and has NEVER experienced flooding — a rare and valuable feature for coastal living. A

    Elizabeth Williamson Realty One Group MVP

    3557 Sea Holly Ln, Saint James City, FL 33956
  • /36

    $23,500

    $11K PRICE DROP
    • 2 Beds
    • 1 Bath

    3388 5th Ave Unit 8, Saint James City, FL 33956

    Island Home 2Bed 1Bath with an Attached Carport and Extra Parking! Private fenced in area, for relaxing and enjoying the outdoors with friends, family, and Pets allowed as well!! Washer and Dryer included! Large Shed for extra storage! Vibrant and colorful Island style feel inside! The monthly lot rent is only $700!! Which includes water, sewer, trash removal, lawn maintenance/lot maintenance!

    Richard Long Coast to Coast Mobile Home Sales LLC

    3388 5th Ave Unit 8, Saint James City, FL 33956
  • /25

    $217,700

    $10K PRICE DROP
    • Land
    • 1 Acre
    • $217,700 per Acre

    8390 Stringfellow Rd, Saint James City, FL 33956

    One Acre Tropical Fruit Grove on the corner of Stringfellow Rd and Woodstock Rd on Pine Island. Over 70 Mango Trees, completely fenced. Electric, city water, quonset-Hut work area, Plenty of area to plant Dragon Fruit, lychee, longan, Sapodillas, Chocolate Fruit.. so many unique types of fruit to grow... There is plenty of Bamboo along the property lines for privacy, beauty and building

    Mike Shevlin Century 21 Sunbelt Realty

    8390 Stringfellow Rd, Saint James City, FL 33956
  • /22

    $90,000

    • Land
    • 33,192 Sq Ft
    • $118,110 per Acre

    5500 Stringfellow Rd, Saint James City, FL 33956

    Welcome to beautiful Pine Island Florida! This incredible cleared 3/4 acre + corner lot is the perfect location to build your new home. Tropical Homesites is a quaint and friendly neighborhood where you can take morning or sunset strolls or take your bike out for a spin. Pine Island is SW Florida's largest barrier island with a coastline of mangroves perfect for paddling and fishing and with Pine

    Renee Scott LPT Realty, LLC

    5500 Stringfellow Rd, Saint James City, FL 33956
  • /43

    $368,500

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    3088 Skipper Ln, Saint James City, FL 33956

    Move right into this well-maintained Palm Harbor home, offering 1,670 sq ft of comfortable living space and never having been flooded. Whether you're in search of a second home or a primary residence, this charming 2-bedroom, 2-bathroom property is sure to delight. The home features a spacious deck, a covered lanai, and a dock for your boat. Additionally, the finished utility room under the

    Tanner Miller Pfeifer Realty Group LLC

    3088 Skipper Ln, Saint James City, FL 33956
  • /18

    $85,000

    • Land
    • 4,486 Sq Ft
    • $825,243 per Acre

    7156 Cobiac Dr, Saint James City, FL 33956

    GULF ACCESS LOT ---Located in beautiful Pine Island Cove 55+ community. This lot is cleared, has water, electric & sewer ready to hook up to your new home. There are no impact fees to be paid unless you Build a stilt home or have a new site built home then you have to pay the difference. This lot is located in the back of the community on the water and there is no homes behind the lot. This

    Normalene Salter Century 21 Sunbelt Realty

    7156 Cobiac Dr, Saint James City, FL 33956
  • /29

    $429,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft

    2753 N Ibis Ct, Saint James City, FL 33956

    Your island home awaits in the heart of St. James City, a beloved boating and fishing community where life moves at an easy, sun-soaked pace and the Gulf is just minutes away. This direct Gulf-access waterfront home captures the essence of true coastal living—open, relaxed, and effortlessly connected to the water.Offering 3 bedrooms and 2.5 coastal-inspired bathrooms, the home features a

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 453-5604

    2753 N Ibis Ct, Saint James City, FL 33956
  • /39

    $384,900

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,381 Sq Ft

    2971 Bounty Ln, Saint James City, FL 33956

    Welcome to your direct Gulf access retreat in the heart of St. James City, where laid-back island living meets turnkey waterfront convenience. Perfectly positioned on a quiet canal with no bridges to open water, this home is a boater’s dream, offering quick access to Pine Island Sound, Sanibel, Captiva, and the Gulf of Mexico. The property has been thoughtfully upgraded for peace of mind and easy

    Jessica Gatewood Real Broker, LLC

    2971 Bounty Ln, Saint James City, FL 33956
  • /7

    $319,000

    • Land
    • 9,234 Sq Ft
    • $1,504,717 per Acre

    3200 Stabile Rd, Saint James City, FL 33956

    Build your dream home in paradise on this cleared, southern rear-exposure lot in the desirable St. Jude Harbors community. Zoned TFC-2, the property offers outstanding flexibility, allowing for a single-family residence, duplex, townhome, or even a small condo project—an exceptional opportunity for both end users and investors alike. Ideally positioned in one of Florida’s premier boating and

    Aaron Wolf John R Wood Properties

    3200 Stabile Rd, Saint James City, FL 33956
  • /30

    $254,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft

    3583 Tangelo Dr, Saint James City, FL 33956

    Escape to your own private oasis in Saint James City located on Pine Island. This beautiful 2 BR/ 2 BA home is a perfect home for any boating and fishing enthusiasts This home has been remodeled, all new appliances and fixtures. Brand new air conditioner 2023, Impact window and garage door. A barn out back with very large workshop. SELLER IS MOTIVATED AND WILL CONSIDER ALL OFFERS HUGE PRICE

    T hoyle THE SUMMEY REALTY GROUP

    3583 Tangelo Dr, Saint James City, FL 33956
  • /20

    $335,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    2661 Bamboo St, Saint James City, FL 33956

    DOUBLE LOT GULF-ACCESS OPPORTUNITY--SELL ONE, REMODEL HOUSE ON THE OTHER OR BUILD NEWRare waterfront offering in St. James City with 2 separate lots with direct access and no bridges to open water. This is a true lot-value investment opportunity-keep both parcels for an expansive new home build, continue remodeling existing structure with plans and permits provided by the Seller or sell one

    Trisha Arnold RE/MAX Realty Group

    2661 Bamboo St, Saint James City, FL 33956
  • /38

    $379,900

    $18K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    4492 Pine Hill Ct, Saint James City, FL 33956

    NO FLOOD INSURANCE REQUIRED! FLOOD ZONE X500! Pine Island, St. James City • This home is located on a cul-de-sac • Pine Island Village • Screened lanai • Deck and fire pit • Community pool • Near marinas, fishing and Cayo Costa State ParkPine Island which is rich in history also has amazing wildlife, beautiful sunrises and sunsets, shopping as well as dining, all within a friendly and relaxed

    Laura Olejniczak Realty Mark Associates

    4492 Pine Hill Ct, Saint James City, FL 33956
  • /5

    $130,000

    • Land
    • 4,312 Sq Ft
    • $1,313,131 per Acre

    2413 York Rd, Saint James City, FL 33956

    Priced to sell! Direct Gulf access mobil/manufactured housing lot with 25 ft. of seawall to put in your new dock/boat lift. Great location at the very bottom of the island.

    Dawn Shevlin Castaways Island Realty LLC

    2413 York Rd, Saint James City, FL 33956
  • /50

    $429,900

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    3811 Blueberry Ln, Saint James City, FL 33956

    PRICE REDUCED!! BRING OFFERS!!Island Paradise with Direct Gulf Access – No Bridges!Welcome to your slice of paradise in St. James City, where the island vibe meets waterfront luxury. This charming manufactured home offers direct Gulf access with no bridges, making it a boater’s dream! Launch your boat from your private dock and head straight to the open waters on the Gulf of America for

    Kim Michelsen EXP Realty LLC

    3811 Blueberry Ln, Saint James City, FL 33956
  • /50

    $1,999,900

    • 3 Beds
    • 3 Baths
    • 3,602 Sq Ft

    3569 San Carlos Dr, Saint James City, FL 33956

    With unobstructed views of the bay, perfectly framed by the tropical landscape, this residence embodies the essence of waterfront living. Upon entering the main level, you will be greeted by an abundance of natural light and vistas complimenting the fireplace in a harmonious blend of coastal and classic design. Entertain family and friends in the formal dining area or the main level balconies

    Vi Wegner Cornerstone Coastal Properties

    3569 San Carlos Dr, Saint James City, FL 33956
  • /43

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    4093 Sunshine Blvd, Saint James City, FL 33956

    Welcome to 4093 Sunshine Boulevard, a truly exceptional custom-designed and built home by Stearns Custom Builders in 2016, offering the quality, craftsmanship, and thoughtful design of a new custom build—without the wait. Built to code and carefully constructed with longevity in mind, this home has remained high and dry with no hurricane damage, providing peace of mind and long-term confidence.

    Casey Stearns Century 21 Sunbelt Realty

    4093 Sunshine Blvd, Saint James City, FL 33956
  • /30

    $380,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    3064 Sloop Ln, Saint James City, FL 33956

    Welcome to island life on beautiful Pine Island in St. James City! This 1,200+ sq ft waterfront home is a true boating enthusiast’s dream, offering direct Gulf of America access via an extra-wide canal. A custom composite dock with boat lift makes getting on the water effortless and enjoyable. The 2-bedroom, 2-bath manufactured home features solid bamboo flooring throughout and a spacious

    Robert Farabaugh Century 21 AllPoints Realty

    3064 Sloop Ln, Saint James City, FL 33956
  • /6

    $299,000

    • Land
    • 9,016 Sq Ft
    • $1,444,444 per Acre

    3579 Gondola Ln, Saint James City, FL 33956

    One of the few corner vacant lots with gulf access on Pine Island! Located at the South end of the Island in St. James City. Enjoy tranquil living this cleared lot is located on a private road with a dead end. It is ready for you to build that tropical dream home you have been thinking about! Enjoy mornings watching the sun come up over the beautiful water since this lot is facing the highly

    Shelby Bigler Premier Island Realty

    3579 Gondola Ln, Saint James City, FL 33956
  • /29

    $475,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    3524 5th Ave, Saint James City, FL 33956

    This 2024-built 3-bedroom, 2-bath stilt home offers 1,518 square feet of modern coastal living and is built like it plans to be here a while. The oversized pilings are driven approximately 25 feet into the ground, providing serious structural confidence and peace of mind. Elevated, well-built, and thoughtfully designed, this home checks both the practical and aesthetic boxes. It has never been

    Agent Photo

    Brandon Reitz

    Sea Glass Gulf Realty

    (239) 499-3627

    3524 5th Ave, Saint James City, FL 33956

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