Saint James City, FL Homes for Sale under $500,000

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  /10

  $399,900

  • Land
  • 14,418 Sq Ft
  • $1,208,157 per Acre

  2947 Cussell Dr, Saint James City, FL 33956

  One of a Kind in the Waterfront Community of St. Jude Harbors! Western Exposure 122' Lot with Seawall on a 100' Wide Canal with 7+ ft Depth, Ideal for Large Power or Sailboat. 10 Minutes to Pine Island Sound and Picknick Island. Located Across from Nature Preserve that can't be Developed. Lot is Prepped and Ready to Build.

  Richard Hewins Gulf Gateway Realty, Inc.

  2947 Cussell Dr, Saint James City, FL 33956
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  /2

  $210,000

  • Land
  • 2.58 Acres
  • $81,553 per Acre

  4291 Pinetree Blvd, Saint James City, FL 33956

  Very nice partially cleared 2.5 acres. entryway with gate in place. Center of lot cleared for your new home.

  Neill Fries Castaways Island Realty LLC

  4291 Pinetree Blvd, Saint James City, FL 33956
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  /30

  $379,900

  $40K 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
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  /3

  $399,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  3760 Gasparilla St, Saint James City, FL 33956

  NEW CONSTRUCTION WITH WARRANTY. Experience modern Florida living in the beautifully designed Sandollar Model by Turnbary Homes. This new construction home offers 3 bedrooms, 2 bathrooms, and 1,746 square feet of living space with a bright, open-concept layout that is perfect for both everyday living and entertaining. The spacious great room flows seamlessly into the kitchen and dining area,

  Tiffany Reyes Legacy Premier Realty LLC

  3760 Gasparilla St, Saint James City, FL 33956
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  /18

  $399,000

  $51K PRICE DROP

  • Land
  • 13,068 Sq Ft
  • $1,330,000 per Acre

  3780 Coconut Dr, Saint James City, FL 33956

  HUGE PRICE REDUCTION - OWNER SAYS SELL!!!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

  Andrew Goode RE/MAX Trend

  3780 Coconut Dr, Saint James City, FL 33956
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  /6

  $229,900

  $9K PRICE DROP

  • Land
  • 6,708 Sq Ft
  • $1,492,857 per Acre

  2635 York Rd, Saint James City, FL 33956

  Excellent York Rd vacant lot location. Composite dock and 12,000lb boat lift. View down the entire canal facing west for the ultimate sunset views. Lot has been cleared and contains a storage shed. Lot also has water, electric and propane gas installed on it! Hugh savings!! Plus big savings on impact fees! Deep water canal will take you to the outer islands and Gulf of Mexico in a matter of

  Sandy Peculis Castaways Island Realty LLC

  2635 York Rd, Saint James City, FL 33956
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  /11

  $345,000

  $5K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,068 Sq Ft

  3660 Tropical Point Dr, Saint James City, FL 33956

  Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop downstairs with additional room for guests. This property offers a quiet island retreat with all the convenience for waterfront living. Boating enthusiasts will love this location in Tropical Point! The home is just a few minutes’ walking distance from Tropical Point Park water access, perfect for kayaking and

  Brady Meier Century 21 Sunbelt Realty

  3660 Tropical Point Dr, Saint James City, FL 33956
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  /49

  $359,000

  • 3 Beds
  • 2.5 Baths
  • 1,753 Sq Ft

  3680 Mango St, Saint James City, FL 33956

  BRING THE BOAT, TRAILER, KAYAKS & ALL THE TOYS! Welcome to 3680 Mango Street in St. James City, where laid-back island living meets flexibility and opportunity. With no HOA, the property offers potential for short-term or vacation rental use. Whether you're looking for a full-time residence, island getaway, or potential income-producing property, this one gives you options.Featuring two

  Mel Smith Royal Shell Real Estate, Inc.

  3680 Mango St, Saint James City, FL 33956
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  /43

  $340,275

  $55K 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

  Tanner Miller Pfeifer Realty Group LLC

  3088 Skipper Ln, Saint James City, FL 33956
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  /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
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  /21

  $235,000

  • Land
  • 3,963 Sq Ft
  • $2,582,418 per Acre

  3853 Cherry Ln, Saint James City, FL 33956

  **Ready-to-Build Waterfront Investment on Cherry Lane — Saint James City, FL**Rare opportunity to step into build ready lot with plans for a high revenue rental property. The cleared lot boasts a brand new never used 13,000lb boat lift, new dock, new electric/water, and a recent survey and appraisal both for current value and projected value upon completion of the designed plans. Buyers

  Andrew Woeck The Agency Naples

  3853 Cherry Ln, Saint James City, FL 33956
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  /9

  $239,900

  • Land
  • 3,833 Sq Ft
  • $2,726,136 per Acre

  3005 Trawler Ln, Saint James City, FL 33956

  Discover Treasure Cove, Pine Island’s newest waterfront community, with fast, deep-water access to San Carlos Bay and the Gulf of Mexico. Designed with boaters in mind, Treasure Cove offers an exceptional location for fishing, cruising, and enjoying the Southwest Florida waterfront lifestyle. YOU MUST CHECK OUT THE VIDEO FLYOVER IN THE VIRTUAL TOUR. The community features low HOA fees, central

  Mike Faulkner John R. Wood Properties

  3005 Trawler Ln, Saint James City, FL 33956
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  /3

  $379,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft

  3744 Gasparilla St, Saint James City, FL 33956

  NEW CONSTRUCTION WITH WARRANTY. Welcome to the Sunset Model—a thoughtfully designed new construction home offering the perfect blend of style, comfort, and functionality. This beautiful 3-bedroom + den, 2-bath residence features an open-concept floor plan with a spacious living area that flows seamlessly into the kitchen and dining space, making it ideal for everyday living and entertaining. The

  Tiffany Reyes Legacy Premier Realty LLC

  3744 Gasparilla St, Saint James City, FL 33956
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  /9

  $240,000

  • Land
  • 3,920 Sq Ft
  • $2,666,667 per Acre

  3063 York Rd, Saint James City, FL 33956

  Experience the dream of living on a sub-tropical island with views of palm trees with your boat ready to go offshore. This property has a newly installed seawall and dock, has direct Gulf access with no bridges to accomodate a sailboat. Filldirt has been added with sod in the back to raise the elevation. This offers access to world class fishing and to beautiful beaches, Sanibel, Cayo Costa, Fort

  Lois Lemke Experience Real Estate Group

  3063 York Rd, Saint James City, FL 33956
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  /21

  $489,000

  • Land
  • 11,761 Sq Ft
  • $1,811,111 per Acre

  3547 Emerald #13 Ave, Saint James City, FL 33956

  Bring your Sailboat.. ! Intersecting canals, seconds from Open water and San Carlos Bay. Seawall, Very desirable SW direction... Dock with lift and 2- Chickee Huts . Once sold you won't have this opportunity to purchase this type lot and build YOUR home so close to San Carlos Bay, there isn't any more left.!! This lot was part of a 3-lot Estate and Lot-11 & Lot 12 (with a house) are also now for

  Mike Shevlin Century 21 Sunbelt Realty

  3547 Emerald #13 Ave, Saint James City, FL 33956
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  $425,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  4157 Berkshire Rd, Saint James City, FL 33956

  Two Homes in One — Income-Earning Retreat on a Florida Barrier Island Welcome to where island time begins. Set on a full acre bordering a wildlife preserve, with the ocean just beyond, this unique property puts fishing, hiking, and swimming right in your backyard. The original stilt home has been thoughtfully expanded: the enclosed lower level offers a separate 2-bedroom, 1-bath residence with a

  4157 Berkshire Rd, Saint James City, FL 33956
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  /9

  $229,900

  • Land
  • 4,181 Sq Ft
  • $2,394,792 per Acre

  2950 Trawler Ln, Saint James City, FL 33956

  Discover Treasure Cove, Pine Island’s newest waterfront community, with fast, deep-water access to San Carlos Bay and the Gulf of Mexico. Designed with boaters in mind, Treasure Cove offers an exceptional location for fishing, cruising, and enjoying the Southwest Florida waterfront lifestyle. YOU MUST CHECK OUT THE VIDEO FLYOVER IN THE VIRTUAL TOUR. The community features low HOA fees, central

  Mike Faulkner John R. Wood Properties

  2950 Trawler Ln, Saint James City, FL 33956
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  /24

  $305,000

  $34K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft

  2888 Oleander St Unit 4, Saint James City, FL 33956

  Beautiful second floor unit in Fisherman's Wharf. 2 bedrooms, 2 baths, with a screened porch and covered parking. This complex offers a pool, boat storage, and your own dock. Great Gulf access, just minutes to San Carlos Bay. This condo is right in the middle of downtown St James City. Close to all the restaurants and bars. And by boat you are in easy reach of Sanibel, Captiva, Ft Myers Beach,

  Leslie Osborne John R. Wood Properties

  2888 Oleander St Unit 4, Saint James City, FL 33956
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  /47

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  4507 Lake Heather Cir, Saint James City, FL 33956

  WIDE LAKE VIEWS, A BRAND NEW 2026 KITCHEN AND PEACEFUL PINE ISLAND LIVING! Welcome to Pine Island Village in Saint James City, where tranquil water views, an open layout and the relaxed charm of Old Florida come together in this beautiful 3 bedroom, 2 bathroom home offering 1,553 square feet of living space on a .25 acre homesite. Positioned on one of the higher elevations on the island and

  Tiffany Packard THE KEYES COMPANY

  4507 Lake Heather Cir, Saint James City, FL 33956
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  /41

  $449,000

  $41K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  3472 Manatee Dr, Saint James City, FL 33956

  Gulf-access boating lifestyle—without the waterfront price or insurance costs! Located in a sought-after St. James City boating community, this bright and breezy 3 bedroom, 2 bath home offers the island vibe buyers love while staying high and dry. Inside, enjoy a desirable split-bedroom floor plan, a spacious great room, and easy indoor-outdoor living with a screened lanai overlooking mature

  Becky White EXP Realty LLC

  3472 Manatee Dr, Saint James City, FL 33956

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