Homes for Sale in 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
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  /35

  $624,900 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3693 Ruby Ave, Saint James City, FL 33956

  Experience peaceful, laid-back island living with quick direct Gulf access to open water. This bright and spacious 2-bedroom, 2-bath home offers an open living area that flows seamlessly to a large heated pool and screened lanai overlooking the covered boat lift and dock. Southern exposure provides all-day sun on the pool, making outdoor living especially enjoyable. The interior has been freshly

  Christy Knight John R. Wood Properties

  3693 Ruby Ave, Saint James City, FL 33956
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  /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

  • 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

  • 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

  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 metal roof further enhances

  Elizabeth Williamson Realty One Group MVP

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

  $23,500

  • 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

  $227,500

  • Land
  • 1 Acre
  • $227,500 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
• 

  

  /49

  $689,900 Open House 5/16

  • 3 Beds
  • 2 Baths
  • 1,707 Sq Ft

  2291 Palm Ave, Saint James City, FL 33956

  NEW METAL ROOF APRIL 2026 Spectacular canalfront living awaits in this fully furnished 3-bedroom, 2-bathroom pool home—ready to enjoy immediately or continue as a successful Airbnb/VRBO. Situated on the highly desirable Monroe Canal, one of Saint James City's widest and deepest waterways, this property is a true boater's paradise. Boating enthusiasts will enjoy the utmost in maritime convenience

  Melissa Patriarca REDFIN CORPORATION

  2291 Palm Ave, 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
• 

  

  /43

  $394,990

  • 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
• 

  

  /29

  $429,900

  • 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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 453-5604

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

  

  /50

  $458,909

  • 2 Beds
  • 2 Baths
  • 1,249 Sq Ft

  5946 Stringfellow Rd, Saint James City, FL 33956

  Well-maintained 2 bedroom, 2 bath home featuring a 2020 roof, screened-in pool, and oversized lot. Open, functional layout with bright living areas and neutral finishes throughout. The living and dining spaces connect seamlessly to the kitchen, making it ideal for daily living and entertaining. The screened pool offers a private outdoor setting, with additional yard space beyond the enclosure

  William Figueroa Sovereign Real Estate Group

  5946 Stringfellow Rd, Saint James City, FL 33956
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  /39

  $389,900

  • 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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  /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
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  /30

  $254,900

  • 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
• 

  

  /19

  $385,000

  • 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
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  /46

  $849,000

  • 3 Beds
  • 3 Baths
  • 1,953 Sq Ft

  2579 Eighth Ave, Saint James City, FL 33956

  Welcome to your private waterfront oasis in St. James City, where privacy and the ultimate Florida boating lifestyle come together. This 3-bedroom + den, 3-bath pool home offers rare tranquility with protected mangroves across the canal—ensuring you’ll never look into a neighbor’s backyard. Designed for boaters and water lovers, this property features a boat lift with metal roof, 124 ft of

  Julie Hatton John R. Wood Properties

  2579 Eighth Ave, Saint James City, FL 33956
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  /38

  $379,900

  • 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
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  /2

  $35,000

  • Land
  • 8,276 Sq Ft
  • $184,211 per Acre

  3550 Snowbird Ln, Saint James City, FL 33956

  Great lot in area of nice new homes. Buy now and build later as lot prices are moving up.

  Dave Irwin EXP Realty LLC

  3550 Snowbird Ln, Saint James City, FL 33956
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  /32

  $349,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2880 8th Ave, Saint James City, FL 33956

  Nestled on the sought-after south end of Pine Island in the heart of St. James City, this inviting 2-bedroom, 1-bath waterfront cottage captures the essence of laid-back island living with exceptional boating access. Set on an oversized lot along a wide, deep-water canal, the property offers direct Gulf access with no bridges, making it a dream for boaters and anglers eager to reach Matlacha

  Jessica Nolan KELLER WILLIAMS REALTY FT MYER

  2880 8th Ave, Saint James City, FL 33956
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  /36

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  3033 Bounty Ln, Saint James City, FL 33956

  Direct Gulf Access Gem in St. James City – Pride of Ownership Shows Welcome to your slice of waterfront paradise in St. James City, where direct Gulf access puts world-class boating and fishing just moments from your dock. This light and bright 2-bedroom, 2-full-bath manufactured home has been lovingly maintained and thoughtfully updated, and it truly shows pride of ownership throughout. Inside,

  Monica Fowlds Century 21 Selling Paradise

  3033 Bounty Ln, 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
• 

  

  /29

  $1,125,000

  • 3 Beds
  • 2.5 Baths
  • 1,615 Sq Ft

  4041 Galt Island Ave, Saint James City, FL 33956

  Beautiful 3-Bedroom, 2.5-Bath Waterfront Gulf-Access Estate situated on a meticulously landscaped 0.31-acre lot. This custom three-story home offers stunning water views from every room, with private balconies for each bedroom, each providing its own breathtaking perspectiveDesigned for both relaxation and entertaining, the property features a resort-style pool and spa, a private dock with

  Jay Johnson Island Exchange Realty LLC

  4041 Galt Island Ave, Saint James City, FL 33956
• 

  

  /50

  $429,900

  • 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
• 

  

  /31

  $350,000

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

  4403 Lake Heather Cir, Saint James City, FL 33956

  Nestled on a quiet street in St. James City, this beautifully furnished single-family home offers privacy, charm, and island living at its finest. Built by the original owners and lovingly maintained, the home is tucked back from the road, providing a peaceful setting surrounded by natural tranquility. Featuring approximately 1,366 square feet of living space, this residence boasts tall, lofty

  Jere Marvin DomainRealty.com LLC

  4403 Lake Heather Cir, Saint James City, FL 33956
• 

  

  /30

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  4808 Curlew Dr, Saint James City, FL 33956

  Spacious 1,800 sq ft Flamingo Bay 3-bedroom, 2-bath home with a den, offering comfort, privacy, and peace of mind—never flooded during any storms. The backyard backs up to an open area adjacent to church property, providing a quiet, private setting. Inside, you’ll find a desirable split-bedroom floor plan with walk-in closets, vaulted ceilings, with tile and laminate flooring throughout. The home

  John Faulkner Century 21 Sunbelt Realty

  4808 Curlew 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
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  /8

  $65,000

  • Land
  • 10,672 Sq Ft
  • $265,306 per Acre

  3716 Manatee Dr, Saint James City, FL 33956

  Discover the perfect canvas for your custom island retreat on this vacant lot located in the sought-after Manatee Bay community of St. James City, nestled on the south end of Pine Island. Known for its laid-back charm and authentic Florida lifestyle, Manatee Bay is a favorite among boaters, anglers, and nature lovers alike. Residents enjoy optional access to a private community boat ramp for a

  Chad Robey Premiere Plus Realty Company

  3716 Manatee Dr, Saint James City, FL 33956
• 

  

  /30

  $380,000

  • 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

  • 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

  

  Brandon Reitz

  Sea Glass Gulf Realty

  (239) 499-3627

  3524 5th Ave, Saint James City, FL 33956
• 

  

  /36

  $569,900

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

  5228 Stringfellow Rd, Saint James City, FL 33956

  AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading.Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 331-5783

  5228 Stringfellow Rd, Saint James City, FL 33956
• 

  

  /29

  $380,000

  • 2 Beds
  • 2 Baths
  • 1,465 Sq Ft

  3065 Skipper Ln, Saint James City, FL 33956

  Come and begin your new year, living the "Island Lifestyle" in this lovely home close to the Gulf and the ICW without bridges or locks to maneuver. This St. James City home is in a golf cart friendly neighborhood, close to restaurants, bars, marinas, and more. St. James City is a laid back community with all sorts of activities at the Civic Center, music venues almost daily, not to mention some

  Terri James John R. Wood Properties

  3065 Skipper Ln, Saint James City, FL 33956
• 

  

  /23

  $398,500

  • Land
  • 17,293 Sq Ft
  • $1,003,778 per Acre

  3348 6th Ave, Saint James City, FL 33956

  Oversized 0.40-acre waterfront lot located on a direct Gulf-access canal in St. James City with no bridges and approximately 10 minutes to open water. Property includes a recently updated 1-bedroom, 1-bath guest house featuring a metal roof and new A/C system (2022). Exterior improvements include a resort-style pool with beach entry (2022), boat lift and dock, fish cleaning station, outdoor

  Patty Chafatelli EXP Realty LLC

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

  

  /28

  $319,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  3904 Dewberry Ln, Saint James City, FL 33956

  Calling all boaters, fishermen and island explores. Waterfront manufactured home in St James City. 2 bedrooms 2 baths, furnished with an open floor plan. Per owner home has never flooded. 10,000 lb. boat lift. Direct access to Sanibel, Captiva, Cayo Costa, North Captiva, Useppa, and Boca Grande. Home has a metal roof and also includes a carport and workshop. Go to local restaurants by boat or

  Kristi Dunfee John R. Wood Properties

  3904 Dewberry Ln, Saint James City, FL 33956
• 

  

  /11

  $269,900

  • Land
  • 4,007 Sq Ft
  • $2,933,696 per Acre

  3961 Blueberry Ln, Saint James City, FL 33956

  Don't miss this GEM. Located at the end of the canal in the cul-de-sac overlooking the natural mangrove preserve. Over 4,000 sq ft lot with 80ft of seawall to build your custom home or a modular home. The homesite comes with water & sewer along with 3 10,000K boatlifts and composite decking. St James City is golfcart friendly. It also boasts the best worldclass fishing and is just a short boat

  Neill Fries Castaways Island Realty LLC

  3961 Blueberry Ln, Saint James City, FL 33956
• 

  

  /50

  $875,000

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

  3446 Pinetree Dr, Saint James City, FL 33956

  Effortless luxury meets true Gulf access—without a single bridge in sight. Located on the PERFECTLY named Manatee Canal, where dolphins and manatees play, this professionally remodeled 3 bedroom waterfront residence on Pinetree Drive delivers DIRECT, deep-water access to the Gulf, complete with a covered boat lift and private kayak launch - a boaters dream! Super curb appeal on this oversized lot

  Char Seuffert Re/Max Sunshine

  3446 Pinetree Dr, Saint James City, FL 33956

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