Houses for Sale in 33956

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  /47

  $1,225,000

  • 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
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  /32

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2880 8th Ave, Saint James City, FL 33956

  Situated on the desirable south end of Pine Island in the heart of St. James City, this charming 2-bedroom, 1-bath waterfront cottage offers the perfect blend of island tranquility and boating convenience. Tucked away on a generous lot along a wide, deep-water canal, this property boasts direct Gulf access with no bridges—an ideal setup for serious anglers, weekend boaters, or anyone dreaming of

  Jessica Nolan Keller Williams Realty Fort Myers and the Islands

  2880 8th Ave, Saint James City, FL 33956
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  /29

  $350,000

  • 1 Bed
  • 1 Bath
  • 764 Sq Ft

  2421 Oleander St, Saint James City, FL 33956

  Move-in ready and beautifully remodeled, this charming cottage in St. James City offers direct sailboat access on a deep water canal—no bridges, no delays. Situated just minutes from open water, you'll enjoy instant access to Pine Island Sound, Matlacha Pass, San Carlos Bay, and the Gulf. Whether you’re an avid boater, fisherman, or simply crave the waterfront lifestyle, this home delivers it

  Bryan Kelsey EXP Realty LLC

  2421 Oleander St, Saint James City, FL 33956
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  /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
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  /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
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  /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
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  /41

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  8625 Redwood Dr, Saint James City, FL 33956

  Discover relaxed island living in this charming three-bedroom, two-bath stilt home in St. James City, Florida. The home features an open layout filled with natural light. A detached two-car garage offers ample storage, while the backyard includes a barn and chicken coop—perfect for hobby farming or extra space. A mother in law suite and large hot tub makes this an even better deal! Embrace the

  Michael Darda Compass Florida LLC

  8625 Redwood Dr, Saint James City, FL 33956
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  /25

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  3485 Citrus St, Saint James City, FL 33956

  Experience the charm of Pine Island living in this beautiful 3-bedroom, 2-bath stilt home. Nestled in a tranquil island setting, this residence offers coastal comfort and functionality. Enjoy outdoor relaxation on the large porch, perfect for morning coffee or evening gatherings.The kitchen features a generous island ideal for meal prep and entertaining. The layout flows seamlessly into

  Joseph Dalton Marzucco Real Estate

  3485 Citrus St, Saint James City, FL 33956
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  /11

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,366 Sq Ft

  4403 Lake Heather Cir, Saint James City, FL 33956

  Come live where the palm trees sway! Absolutely adored by the original owners who built the home, this sweet southern style home is being sold for a very fair price. Peace and tranquility surround this home tucked back off of the street and full of curb appeal. Untouched by any hurricane and close to all the wonders of the island. With tall lofty ceilings, outside elevator, wood floors and an

  Amy Summerlot DomainRealty.com LLC

  4403 Lake Heather Cir, Saint James City, FL 33956
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  /19

  $245,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  3756 Tropical Point Dr, Saint James City, FL 33956

  Awesome home 2/1 on Pine Island. It is located in Tropical Point that has a park, ramp for small boat or kayak and great fishing. Close to restaurants and shops. Great community in good location for peace and quiet.

  Yoslaine Leon Best Deals Realty LLC

  3756 Tropical Point Dr, Saint James City, FL 33956
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  /57

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  4235 Courtney Rd, Saint James City, FL 33956

  Set on a tranquil and expansive 2.01-acre parcel, this peaceful slice of paradise offers space, privacy, and endless potential. Tucked away on a private road, this charming two-bedroom, two-bath home features a split floor plan that provides a comfortable and functional layout, perfect for those seeking a serene retreat or space to expand. There is a bonus room or office that could easily be made

  Jessica Nolan KELLER WILLIAMS REALTY FT MYER

  4235 Courtney Rd, Saint James City, FL 33956
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  /37

  $460,000

  • 3 Beds
  • 2.5 Baths
  • 1,639 Sq Ft

  2753 N Ibis Ct, Saint James City, FL 33956

  Welcome to your slice of paradise in beautiful St. James City! This impeccably maintained Gulf-access waterfront home blends coastal charm, thoughtful upgrades, and modern comfort. With 3 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home is designed for relaxed, easy living in Southwest Florida. Inside, you'll find a bright and open floor plan that flows seamlessly from room to

  Char Seuffert Re/Max Sunshine

  2753 N Ibis Ct, Saint James City, FL 33956
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  /49

  $1,499,000

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

  3420 First Ave, Saint James City, FL 33956

  Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking panoramic views of Pine Island Sound and Sanibel Island. Nestled in one of Southwest Florida’s most coveted locations, this gulf-access pool home is a rare gem that blends luxury, comfort, and island charm.Interior Elegance Meets Coastal Chic Every inch

  George Nomikos John R. Wood Properties

  3420 First Ave, Saint James City, FL 33956
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  /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
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  /22

  $340,000

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft

  4828 Flamingo Dr, Saint James City, FL 33956

  This is a very beautiful well kept custom built home; not a manufactured home. It has an oversized garage on one side and a large RV parking space on the other with 50 amp service. It has a block foundation with all the duct work in its attic space and a modern septic system. There is a nice back deck/patio area with a privacy fence. Flamingo Bay has many amentities if you join the HOA (125

  Lois Lemke Experience Real Estate Group

  4828 Flamingo Dr, Saint James City, FL 33956
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  /35

  $469,900

  • 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
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  /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
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  /35

  $174,000

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

  4931 Gulfgate Ln, Saint James City, FL 33956

  Pine Island Cove 55+ community.. Community POOL, HOT TUB, CLUBHOUSE, FITNESS, PICKLE BALL, PICNIC- PARK BOAT RAMP, BOAT & RV STORAGE, SEWER and much more.. Beautiful Island Community. The 2-bedroom 2-bath 1152 sq ft home is very well cared for and has been a year around home with HURRICANE WINDOWS THROUGH OUT - wood paneled living & family room, updated-kitchen and carpet & laminated floors.

  Mike Shevlin Century 21 Sunbelt Realty

  4931 Gulfgate Ln, Saint James City, FL 33956
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  /25

  $369,000 Open Sat 11AM - 2PM

  • 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
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  /50

  $998,888

  • 2 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  6050 Stringfellow Rd, Saint James City, FL 33956

  Introducing Moonshine Acres Tropical Horse Farm, an extraordinary equestrian estate that offers an unparalleled sanctuary for both horses and riders. Situated on a private double gated entry off Stringfellow Road, this 8.85 acres of pristine land is the ultimate opportunity to own and grow your own business to include existing boarders and expand to trail rides, training and breeding. There are

  Char Seuffert Re/Max Sunshine

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

  $700,000

  • 3 Beds
  • 2 Baths
  • 2,217 Sq Ft

  3706 Ruby Ave, Saint James City, FL 33956

  Nestled within the beautiful, quaint neighborhood of Bayview Acres, this home has an expansive and spacious open layout. Upon entering, one is greeted by the upper level's inviting, airy living area, soaring ceilings, and expansive windows that frame the inviting views of the pool area and canal. The kitchen, a focal point of the home, impresses with its generous square footage and inviting

  Sandy Peculis Castaways Island Realty LLC

  3706 Ruby Ave, Saint James City, FL 33956
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  /49

  $1,199,000

  • 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
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  /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
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  /50

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,544 Sq Ft

  8677 Whispering Pines Dr, Saint James City, FL 33956

  Embrace the laid-back island lifestyle with this charming two-story home, perfectly situated on 1.37 acres in Saint James City. Tucked away in a peaceful, private and natural setting, yet just minutes from Matlacha, Pine Island, and Southwest Florida’s best fishing and boating, this property offers the ultimate blend of privacy, relaxation, and convenience.The main living space upstairs

  Sharadan Edmonds Allison James Estates & Homes

  8677 Whispering Pines Dr, Saint James City, FL 33956
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  /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
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  /36

  $499,999

  • 4 Beds
  • 2.5 Baths
  • 1,798 Sq Ft

  5312 Western Dr, Saint James City, FL 33956

  Welcome to your dream retreat in St. James City, Florida, where island time meets peaceful serenity! This freshly painted 4-bedroom, 2.5-bath home sits on just under 2.5 agriculturally zoned acres, offering the perfect combination of space, privacy, and nature-filled charm. Step into this tranquil sanctuary and enjoy the beauty of nature right from your doorstep. The front yard features a

  Destiny Ramming RE/MAX Realty Team

  5312 Western Dr, Saint James City, FL 33956
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  /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
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  /28

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,389 Sq Ft

  3091 Trawler Ln, Saint James City, FL 33956

  HIGH AND DRY, THIS HOME HAD NO FLOODING FROM RECENT STORMS. This stunning waterfront home in the sought-after Treasure Cove community is a true gem! Enjoy serene canal and preserve views, this like-new 3-bedroom, 2-bath property offers everything you need to enjoy the island lifestyle. Built with durable concrete block construction, it features a metal roof, impact windows and doors, soaring 10’

  Mike Faulkner John R. Wood Properties

  3091 Trawler Ln, Saint James City, FL 33956
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  /32

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft

  3519 Papaya St, Saint James City, FL 33956

  HUGE PRICE DROP!!! Priced to sell! Pristine and Beautiful Home on Pine Island For Sale or Lease to Own. Get ready to enjoy island living in this recently renovated 3 bed + den, 2 bath home built in 2020. The home sits on almost 1/3 acre lot in the Pine Island Tropical Homesites. The community has a county park with a beach area and boat launch just minutes from your front door. The boat

  Chris Hoover Palm Paradise Realty Group

  3519 Papaya St, Saint James City, FL 33956
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  /47

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 1,097 Sq Ft

  2201 Sanibel Blvd, Saint James City, FL 33956

  You won't believe your eyes when you see this totally remodeled 3 bedroom, 2 and a half bath deep water sailboat waterfront home only 5 minutes to Redfish Pass then on to the Gulf of Mexico. Lot across the street is included so you have water views in both the front and rear of your home. A truly unique and rare feature. This totally updated and remodeled home has everything you need and more:

  Nathan Royal MARINA PARK REALTY LLC

  2201 Sanibel Blvd, Saint James City, FL 33956
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  /33

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,769 Sq Ft

  3462 Manatee Dr, Saint James City, FL 33956

  Welcome to your dream home in Manatee Bay. Gulf Access available via Community Boat ramp. This stunning single family home, immaculate and well maintained, boasts 3 bedrooms, 2 bathrooms, and a 2 car garage. Water access available via Community Boat ramp. The modern kitchen features slate appliances and a sleek open floor plan with vaulted ceilings. The split floor plan offers privacy, with the

  Tammy Brown Jones & Co Realty

  3462 Manatee Dr, Saint James City, FL 33956
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  /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
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  /29

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  3121 Skipper Ln, Saint James City, FL 33956

  WATERFRONT 3 BR/2 BA MODULAR ON THE WATER!!! This home was free from storm surge from Hurricanes Ian, Helene, or Milton! Looking for views? The sunroom alone has gorgeous waterfront views from all windows and also hurricane shutters to protect said windows! This home has been immaculately well taken care of and is even sold partially furnished. Already present on the property are 90' of seawall,

  Terri James John R. Wood Properties

  3121 Skipper Ln, Saint James City, FL 33956
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  /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
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  /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
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  /26

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft

  3757 Tropical Point Dr, Saint James City, FL 33956

  No flooding from Hurricanes Helene and Milton. This gorgeously remodeled home is on a large lot in Pine Island Tropical Homesites. It is a short walk from a boat ramp and a waterfront county park with a beach. Features include a completely new kitchen and baths, new flooring, appliances, furnishings, and more. There is a den that could be used as a third bedroom with a lockable closet. There

  Mike Faulkner John R. Wood Properties

  3757 Tropical Point Dr, 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
• 

  

  /39

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  3790 Tangelo Dr, Saint James City, FL 33956

  Super nice 3 bedroom 2 bath home in Tropical Homesites with a Florida room and a screened porch, storage shed and a 2 car garage. This home is partially furnished and ready for you to enjoy. Tropical Homesites has a county beach that you can frequent on Matlacha Pass. Don't let this one get away.

  Carlyn Herring Century 21 Sunbelt Realty

  3790 Tangelo Dr, Saint James City, FL 33956
• 

  

  /34

  $517,000

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

  3728 Emerald Ave, Saint James City, FL 33956

  Waterfront luxury, move-in ready — and just minutes to the Gulf! This updated 3-bedroom, 2-bath Saint James City home offers a heated pool & spa, deep-water canal with sailboat access, and a 10,000-lb lift (boat on lift is negotiable). Nearly everything is new, from the roof to the kitchen — all that’s missing is you.Welcome to your waterfront paradise on one of the most desirable canals

  Arianna Falzone RE/MAX Nautical Realty

  3728 Emerald Ave, Saint James City, FL 33956
• 

  

  /32

  $359,500

  • 2 Beds
  • 2.5 Baths
  • 1,075 Sq Ft

  8545 Redwood Dr, Saint James City, FL 33956

  Back on the market, don’t miss this second chance to make it yours! 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 05/2026! When it comes time to renew, the Buyer will get the same rate without the hassle of being a new policy applicant. Experience serene living on this 1+ acre

  Kamila Powell LPT Realty, LLC

  8545 Redwood Dr, Saint James City, FL 33956

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