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Saint James City, FL Homes for Sale with Private Pool

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  • /48

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    2673 Sanderling Ct, Saint James City, FL 33956

    This beautiful, direct Gulf-access waterfront pool home in St. James City offers the ideal blend of comfort, convenience, and island charm, sold with all furnishings and household items included. Situated on an oversized cul-de-sac lot, this beautifully updated Key West style home sits high and dry with no flood or wind damage from recent storms, offering peace of mind in paradise. Enjoy

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 366-3851

    2673 Sanderling Ct, Saint James City, FL 33956
  • /34

    $799,900

    • 3 Beds
    • 2 Baths
    • 1,032 Sq Ft

    3226 Vacation Ln, Saint James City, FL 33956

    Welcome to 3226 Vacation Lane — your gateway to luxury waterfront living in the heart of Saint James City. Situated on a spacious and beautifully landscaped corner lot, this remarkable Gulf access home offers the perfect combination of serene retreat and outstanding investment opportunity. Nestled in one of the most coveted waterfront communities, this property is an ideal choice for a full-time

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 445-2816

    3226 Vacation Ln, Saint James City, FL 33956
  • /35

    $690,000

    • 3 Beds
    • 3.5 Baths
    • 2,664 Sq Ft

    4290 Sunshine Blvd, Saint James City, FL 33956

    This one-of-a-kind 3-level Florida Cottage offers unparalleled Florida R&R! Nestled on over 2 acres with stunning pond views, this home features a 3-bedroom, 3.5-bath layout. Recent upgrades include a dock installed 2024, Screened salt water pool with paver deck 2023, storm shutters 2019, both electrical and manual. Surrounded by palms and tropical plants, fish & turtles, enter into a large

    Jody Siegel Redfin Corporation

    4290 Sunshine Blvd, Saint James City, FL 33956
  • /38

    $749,900

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

    3315 Franzone Rd, Saint James City, FL 33956

    Gulf Access Pool Home + Income-Producing Guest Suite – A Rare Find!Bonus: Assumable mortgage of $350,000 at an incredible 2.65% interest rate!This exceptional property offers the perfect blend of Florida waterfront living and smart investment opportunity! Enjoy DIRECT Gulf access, in-ground pool, and incredible privacy—plus a fully equipped guest suite bringing in $2K+ for just half a

    Aimee Gantt Luxury Real Estate Group LLC

    3315 Franzone Rd, Saint James City, FL 33956
  • /50

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 1,781 Sq Ft

    3446 Pinetree Dr, Saint James City, FL 33956

    Waterfront Luxury with Unmatched Views & Quick Gulf Access!This beautifully upgraded 3 bed, 2 bath home offers the ultimate Florida lifestyle with a solar-heated pool, above-ground hot tub, and breathtaking views of an intersecting canal—just 2 minutes to open water! Enjoy effortless boating with a covered electric boat lift, a private kayak launch, and oversized lot (.33+ acres) complete

    Aimee Gantt Luxury Real Estate Group LLC

    3446 Pinetree Dr, Saint James City, FL 33956
  • /32

    $890,000

    • 3 Beds
    • 2 Baths
    • 1,837 Sq Ft

    2389 Cherimoya Ln, Saint James City, FL 33956

    If you're looking for a home in Saint James City, this is it. When you first pull up, you'll notice the rock landscaping in the front yard, which makes for very low maintenance – no endless yard work here. Step inside, and you're immediately greeted by a bright, open space with tile floors throughout, and your eye will naturally be drawn to the sliding glass doors that open right onto the pool

    Ayden Marinelli Marzucco Real Estate

    2389 Cherimoya Ln, Saint James City, FL 33956
  • /45

    $1,095,000

    • 3 Beds
    • 3 Baths
    • 2,351 Sq Ft

    2871 Bracci Dr, Saint James City, FL 33956

    Luxury living at its finest. Don't miss this opportunity to own this stunning home on Pine Island in St. James City. The home is situated on a waterfront oversized lot on a Cal-du-sac with 294 feet of water frontage on the Dawson Canal just a short boat ride to Matlacha Pass, the Caloosahatchee River, Pine Island Sound and the Gulf of Mexico. The boating and fishing options are endless. The

    Greg Lehman Sun Country Realty of Fl, Inc

    2871 Bracci Dr, Saint James City, FL 33956
  • /47

    $998,888

    • 3 Beds
    • 2 Baths
    • 1,865 Sq Ft

    3247 Manatee Dr, Saint James City, FL 33956

    Welcome to a stunning island residence that effortlessly blends luxury, durability, and style. Perched on elevated ground over 9 feet, this 2022 custom-built home was thoughtfully designed to maximize peace of mind and waterfront living. Never affected by flooding or storms, it showcases exceptional resilience thanks to its solid construction, metal roof, and adherence to the most current

    Char Seuffert Re/Max Sunshine

    3247 Manatee Dr, Saint James City, FL 33956
  • /50

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 2,362 Sq Ft

    3128 Stringfellow Rd, Saint James City, FL 33956

    Tropical Oasis in the Heart of St. James City!Welcome to boaters' paradise! This beautifully maintained 4-bedroom, 3.5-bath, waterfront home offers the perfect blend of island charm and modern comfort. Nestled in the vibrant and laid-back community of St. James City on the south end of Pine Island, which is known for some of the best fishing in the world.Step into your own

    Casey Stearns Century 21 Sunbelt Realty

    3128 Stringfellow Rd, Saint James City, FL 33956
  • /30

    $879,000

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft

    2758 8th Ave, Saint James City, FL 33956

    Welcome to your new home in Pine Island! This gorgeous waterfront property overlooks a picturesque bay. You can watch the dolphins and manatees play right off your dock. The home features vaulted ceilings and two separate, large living areas. The property also offers both unbeatable views and many outdoor recreational opportunities, including a large pool and calm bayfront waters, which offer

    Mike Faulkner John R. Wood Properties

    2758 8th Ave, Saint James City, FL 33956
  • /45

    $725,000

    • 3 Beds
    • 2 Baths
    • 2,598 Sq Ft

    4291 Cedar St, Saint James City, FL 33956

    Your Tropical Escape Awaits! Welcome to Pine Island, where Old Florida charm meets modern luxury—just 30 minutes from Fort Myers. Nestled on 2.5 lush acres of palms and verdant foliage, this Key West-style retreat offers tranquility and convenience. The 3-bedroom, 2-bathroom home features a bonus den, gleaming hardwood floors, vaulted ceilings, and a bright, open layout perfect for entertaining.

    Ed Martinez Realty One Group MVP

    4291 Cedar St, Saint James City, FL 33956
  • /7

    $1,570,000

    • 3 Beds
    • 2 Baths
    • 2,168 Sq Ft

    3430 1st Ave, Saint James City, FL 33956

    Beautiful home south end of the island! Poured concrete construction, a metal roof , minutes to Sanibel beachs , ADA Accessible home* Sunrise and Sunset views , fire sprinkler system *Elevator- #900 capacity Impact resistant doors & windows. *1000 sq ft of 'man cave' next to the garage + apartment w/ bedroom & kitchen *Each level has a bedroom suite. Top floor master suite- best views on the

    Jay Johnson Island Exchange Realty LLC

    3430 1st Ave, Saint James City, FL 33956
  • /45

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,621 Sq Ft

    5225 Anchorage Dr, Saint James City, FL 33956

    Welcome to your private oasis on Pine Island! This beautifully maintained 3-bed, 2-bath CBS home (1,621?sf) sits on 1.04 acres in St.?James City and offers serene sunsets and laid-back island living. Highlights include a new roof (2022), renovated kitchen (2018), new A/C (2018), new pool heat & filtration (2023), screened pool and spa, and hurricane-rated doors, windows & shutters. Relax on dual

    Leandro Pineiro LPT Realty, LLC

    5225 Anchorage Dr, Saint James City, FL 33956
  • /47

    $1,350,000

    • 2 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    2713 8th Ave, Saint James City, FL 33956

    Welcome to Your Dream Island Retreat!!! Discover a luxurious haven where custom construction, refined elegance, and a lush tropical outdoor oasis on an oversized lot come together—nestled in the heart of St. James City. This thoughtfully designed home offers the perfect blend of comfort and sophistication, surrounded by natural beauty and just minutes from open water. The chef’s kitchen is a

    Monica Fowlds Century 21 Selling Paradise

    2713 8th Ave, Saint James City, FL 33956
  • /42

    $707,700

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

    3557 Sea Holly Ln, Saint James City, FL 33956

    PRICE REDUCTION!!! Beautiful ICF (Insulated Concrete Form) home located in one of Pine Island's most desirable communities. This custom-built home is engineered to CAT-5 hurricane standards-and it has NEVER experienced flooding. A standout feature is the expansive kitchen paired with an oversized butler's pantry--essentially two kitchens in one--ideal for cooking enthusiasts and effortless

    Sandy Peculis Castaways Island Realty LLC

    3557 Sea Holly Ln, Saint James City, FL 33956
  • /50

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,599 Sq Ft

    5228 Stringfellow Rd, Saint James City, FL 33956

    Welcome to your private retreat in the heart of Saint James City! Situated on nearly 5.5 acres of mostly cleared land, this one-of-a-kind property combines rural charm with functional upgrades and modern comfort and includes public water utility. You will be hard pressed to find a property with this size that offers this many options whether for living or rural usage on AG-2 zoning. A gated front

    Patrick Huston Pa RE/MAX Trend

    5228 Stringfellow Rd, Saint James City, FL 33956
  • /50

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,621 Sq Ft

    4149 Shellcrest Rd, Saint James City, FL 33956

    Are you looking for privacy? Are you looking for a tranquil, peaceful place to call home? Peace and Serenity is here! This very spacious 3-bedroom island pool home is the definition of country island living! Located on the southern end of the island, this home sits on a generous 1.3+ acre lot zoned Ag-2 and features a private pond. This home is crisp and clean and has been completely renovated

    Katie Fischer Century 21 Sunbelt Realty

    4149 Shellcrest Rd, Saint James City, FL 33956
  • /46

    $671,537

    • 3 Beds
    • 2 Baths
    • 2,758 Sq Ft

    4411 Cedar St, Saint James City, FL 33956

    Escape the hot summer months in a refreshing screened in Pool! Where you can find 2.5 acres with a sprawling 2758 sqft ranch home? We have one for you with a gorgeous heated pool with screen enclosure, tiki hut with electric and a 2/1 guest house ready to finish. This home is located in Unincorporated Lee County and offers the opportunity to have farming and boating in the same

    Tina-Marie Fleury The American Realty

    4411 Cedar St, Saint James City, FL 33956
  • /50

    $1,499,000

    • 3 Beds
    • 2.5 Baths
    • 1,709 Sq Ft

    3420 First Ave, Saint James City, FL 33956

    TURNKEY Home with Spectacular Breathtaking Views with a Great Location! This Remarkable Waterfront Gulf Access Pool Home is tastefully decorated with a beachy & nautical decor throughout the home and is Furnished! This Stunning home features Cambria Quartz countertops, GE High-Profile Stainless-Steel Appliances & a kitchen that any gourmet chef would love. NEW AC ! Relax on your screened in

    George Nomikos John R. Wood Properties

    3420 First Ave, Saint James City, FL 33956
  • /35

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,409 Sq Ft

    3852 Stabile Rd, Saint James City, FL 33956

    Furnished home in "Old Florida" Pine Island. This neighborhood is a golf cart ride to restaurants, marinas, but in a nice quiet area of St. James City. The home never flooded in any storms. Flood Insurance is $660 annually, and transferrable! Many upgrades and renovations including new Roof, Pool Pump, Pool Heater, and Heat Pump having all been updated in the past 4 years. New exterior paint 3

    John Faulkner Century 21 Sunbelt Realty

    3852 Stabile Rd, Saint James City, FL 33956
  • /35

    $679,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    3374 York Rd, Saint James City, FL 33956

    Discover the ultimate island retreat at 3374 York Rd in Saint James City. This beautifully maintained 2BR 2BA Stilt, Gulf access home features a spacious main living area upstairs and a fully equipped private apartment (Bonus Room) downstairs, perfect for guests or rental income. With charming coastal finishes and plenty of natural light, this home is ideal as a second home or investment

    Paula Barwick John R. Wood Properties

    3374 York Rd, Saint James City, FL 33956
  • /28

    $899,900

    • 3 Beds
    • 3 Baths
    • 2,146 Sq Ft

    2810 Teal Ct, Saint James City, FL 33956

    Island Life is calling you!!! This St. James City waterfront home with 198 feet of waterfront has quick access to the Gulf of Mexico with no bridges or locks. Imagine waking up having coffee on your screened lanai overlooking the back bay and Matlacha Pass, watching the dolphins and manatees in your backyard deciding whether you should fish today or relax in your heated salt-water spa and pool.

    Terri James John R. Wood Properties

    2810 Teal Ct, Saint James City, FL 33956
  • /25

    $369,000

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

    3582 Papaya St, Saint James City, FL 33956

    BEST PRICE IN ST. JAMES CITY!!! Welcome to Island Living!! Enjoy the peace and tranquility of this private and essentially brand new home. Offered TURNKEY!! Ready for move in or investment rental!! It is within a few minutes walking distance to Tropical Point Park with available water access point for kayaks and small boats, 4 miles to local shops, restaurants, supermarkets, and under 5 miles to

    Marceleen Wurst Royal Shell Real Estate, Inc.

    3582 Papaya St, Saint James City, FL 33956
  • /35

    $595,000

    • 4 Beds
    • 3 Baths
    • 2,130 Sq Ft

    3587 Myers Ln, Saint James City, FL 33956

    Peaceful Pine Island 4-bedroom home with a pool and tons of outdoor space to create your private paradise. This home is great for a large family or hosting a lot of visitors. With a beautiful pool and a generous lot for outdoor activities, this residence combines comfort and practicality in a serene neighborhood, all while being just moments away from the dining and entertainment options in St.

    Lisa Wilson John R. Wood Properties

    3587 Myers Ln, Saint James City, FL 33956
  • /49

    $1,275,000

    • 3 Beds
    • 3 Baths
    • 2,184 Sq Ft

    3632 Emerald Ave, Saint James City, FL 33956

    Welcome to your boater’s dream home located in Saint James City! This stunning solid, custom-built 3-bedroom, 3-bath home with two versatile dens and a sparkling heated pool is thoughtfully designed for both luxurious comfort and effortless entertaining. With a perfectly laid-out floor plan, one den can serve as a 4th bedroom, while the other makes an ideal home office. Enjoy the privacy of two

    Christina Diaz EXP Realty LLC

    3632 Emerald Ave, Saint James City, FL 33956
  • /39

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 1,670 Sq Ft

    2265 York Rd, Saint James City, FL 33956

    This exceptional, like-new ICF construction pool home, built in 2021, offers unparalleled direct Gulf access and exceptional durability. Designed with Insulated Concrete Forms reinforced with steel and filled with concrete, it provides superior strength and energy efficiency. Offered Turnkey with some exceptions. Step into a foyer straight out of HGTV, where elegance meets modern coastal living.

    Mike Faulkner John R. Wood Properties

    2265 York Rd, Saint James City, FL 33956
  • /35

    $498,000

    • 1 Bed
    • 1 Bath
    • 530 Sq Ft

    3348 6th Ave, Saint James City, FL 33956

    Experience waterfront living on this 0.40-acre direct Gulf-access property. A one-bedroom, one-bath home—originally a guest house—awaits, offering comfortable accommodations while you build your dream home or maintain it as additional space. Enjoy the 2021-built pool with a beach entry, plus a convenient outdoor half bath and shower. Boaters will value the dock, boat lift, fish cleaning station,

    Patty Chafatelli EXP Realty LLC

    3348 6th Ave, Saint James City, FL 33956
  • /35

    $658,000

    • 3 Beds
    • 3.5 Baths
    • 1,551 Sq Ft

    2660 Date St, Saint James City, FL 33956

    GULF ACCESS 3/3 home has a lot to offer. It is decorated with the island colors and decor. It comes with a heated pool on a canal with a wrap around composite dock with boat lift. There is a large concrete patio with a great view down the canal. Great place to kayak or take your boat over to Cayo Costa beach or over to the outer islands. It is only a few minutes out to some of the best fishing

    Normalene Salter Century 21 Sunbelt Realty

    2660 Date St, Saint James City, FL 33956
  • /39

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,503 Sq Ft

    2391 Date St, Saint James City, FL 33956

    VERY MOTIVATED SELLER!! BEAUTIFUL WATERFRONT 3 Bedroom, 2 Bathroom, 2 Car Garage, Pool home with 50 feet of water frontage, MINUTES to open water, situated on an OVERSIZED CORNER LOT in St. James City. CLICK ON THE VIRTUAL TOUR LINK 1 FOR THE VIDEO AND VIRTUAL LINK 2 FOR THE 3D TOUR. Featuring a bright & open floor plan, tile flooring in the main living areas, recessed lighting, and a GORGEOUS

    Mike Oakes KW Peace River Partners

    2391 Date St, Saint James City, FL 33956
  • /38

    $579,000

    • 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

    Beth Sweet John R. Wood Properties

    3505 Mango St, Saint James City, FL 33956
  • /39

    $1,125,000

    • 4 Beds
    • 2 Baths
    • 2,711 Sq Ft

    3544 Bayview Ave, Saint James City, FL 33956

    **Waterfront Paradise with Panoramic Views & Luxury Amenities – A Must-See!** Experience coastal living at its finest in this stunning 2012 custom-built home, perfectly positioned to enjoy breathtaking sunrises, direct Gulf access, and proximity to Sanibel Island’s famed shelling beaches—just a 5-minute ride away. Whether you’re soaking in the saltwater pool, hosting guests in the

    Terri James John R. Wood Properties

    3544 Bayview Ave, Saint James City, FL 33956
  • /66

    $1,400,000

    • 3 Beds
    • 3 Baths
    • 2,110 Sq Ft

    2875 Cussell Dr, Saint James City, FL 33956

    When Margaritaville meets Luxury - this home is magnificent and one of a kind - located on a corner oversized lot with intersecting canals ANDat the end of a cul-de-sac with easy access out to open water! No stone unturned - pure luxury - from the Amish built cabinets, to the custom touches throughout, this home has been completely remodeled with no expense spared! Lets start with the downstairs!

    Char Seuffert RE/MAX SUNSHINE

    2875 Cussell Dr, Saint James City, FL 33956
  • /23

    $570,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    3608 Clipper Ln, Saint James City, FL 33956

    This recently updated St. James City waterfront 2 bedroom/2 bath pool home awaits new owners! This home has all-new plumbing, electric panel, hot water heater, dishwasher, washer, and a hurricane garage door! Don't stay frozen up north all winter when you can come down and enjoy the warm tropical breezes in sunny SW Florida and swim in the recently resurfaced pool with new solar heating panels

    Terri James John R. Wood Properties

    3608 Clipper Ln, Saint James City, FL 33956
  • /46

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,634 Sq Ft

    3607 Rita Ln, Saint James City, FL 33956

    Tropical Paradise on Pine Island – Waterfront Living at Its Best!Welcome to your Key West-inspired retreat in beautiful Saint James City! This stunning 2-bedroom, 2-bathroom home offers an office (or third bedroom) with its own entry AND a den, either of which can easily be converted into a third bedroom. With a southern exposure, this home is bright, open, and airy, offering

    Becky White EXP Realty LLC

    3607 Rita Ln, Saint James City, FL 33956
  • /21

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft

    2704 Patterson Ct, Saint James City, FL 33956

    Looking for island life? THIS HOME HAS BEEN COMPLETELY REMODELED! Just Imagine.. Getting up, having coffee on your back lanai, overlooking your pool & canal view, your boat patiently waiting for you to take it out for some of the best fishing in SW Florida! You make your lunch, pull the boat off your 8000lb. boat lift & your off for a fantastic day of fishing! Upon your return, a refreshing pool

    Paula Towell John R. Wood Properties

    2704 Patterson Ct, Saint James City, FL 33956
  • /50

    $1,749,000

    • 4 Beds
    • 3.5 Baths
    • 3,251 Sq Ft

    2771 Teal Ct, Saint James City, FL 33956

    This home has it all. It sits on a gorgeous interior bay with big views. You can safely keep your boats behind your house. It has a large dock with space for four boats with two boat lifts. There is a large backyard with a pool and spa with a paver patio. Below the home is a large carport for your cars and toys, plus almost 2300 square feet of storage, workshop, craft room, or whatever.

    Mike Faulkner John R. Wood Properties

    2771 Teal Ct, Saint James City, FL 33956
  • /50

    $699,900

    • 2 Beds
    • 2 Baths
    • 942 Sq Ft

    2872 Bracci Dr, Saint James City, FL 33956

    WHOA!!! Have I got the Charter Captains, Fishermen or Women's DREAM PROPERTY IN PARADISE!! This home is like having your own MINI MARINA right here! With two boat lifts(yes I said 2) one 20,000 lb. and the other is 7000 lb. gives you a choice between Deep Sea fishing and Shallow water fishing. The Captains wraparound composite wood dock will last a lifetime and has plenty of room for maneuvering

    Paula Towell John R. Wood Properties

    2872 Bracci Dr, Saint James City, FL 33956
  • /39

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 3,150 Sq Ft

    2690 Gull Ct, Saint James City, FL 33956

    As you enter this unique custom home you will be surrounded by tropical colors accented with the warm tones of bamboo, cypress, and mahogany. The architecture and decor were inspired by the current owners' travels to the Keys, Caribbean, and South Pacific. The floor plan was designed with the retired couple in mind, anticipating many visits from adult children and grandchildren. The master

    Terri James John R. Wood Properties

    2690 Gull Ct, Saint James City, FL 33956
  • /50

    $2,674,000

    • 3 Beds
    • 3.5 Baths
    • 3,820 Sq Ft

    4961 Galt Island Ave, Saint James City, FL 33956

    Welcome to Galt Island in beautiful St. James City! Galt Island is a private gated community in the heart of SouthWest Florida. This custom built home is island living at it's finest. Completely renovated in 2024! This home received an Architectural Award in 1998, Sitting directly on Pine Island Sound this home offers unparalleled views of the Sound, those beautiful SWFL Sunsets, and tons of

    Paula Barwick John R. Wood Properties

    4961 Galt Island Ave, Saint James City, FL 33956
  • /40

    $346,500

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    8595 Redwood Dr, Saint James City, FL 33956

    PRICED TO SELL!!! Motivated Seller, Price Reduced with an added bonus...Seller’s Flood Insurance Policy is transferable to the Buyer at no additional cost. The Policy is paid up through 11/25! When it comes time to renew, the Buyer will get the same rate without the hassle of being a new policy applicant. Come check out ”Your Very Own Slice of Paradise!” Step into island living with this recently

    Kamila Powell LPT Realty, LLC

    8595 Redwood Dr, Saint James City, FL 33956

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