Saint James City, FL Homes for Sale under $400,000

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  /34

  $374,900

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

  2888 Oleander St Unit C6, Saint James City, FL 33956

  Beautifully Updated Waterfront Condo in Fisherman’s Wharf – Turnkey & Move-In Ready!Discover the ultimate coastal lifestyle in this beautifully updated condo located in the desirable Fisherman’s Wharf community of St. James City. Offering a perfect blend of modern elegance and laid-back island charm, this home provides direct access to the Gulf of Mexico and world-class fishing waters—all

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 319-4327

  2888 Oleander St Unit C6, Saint James City, FL 33956
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  /37

  $389,900

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  3094 Harpoon Ln, Saint James City, FL 33956

  Welcome to easy island living at 3094 Harpoon Lane in St. James City, where thoughtful upgrades, quality craftsmanship, and a boater-friendly lifestyle come together. This beautifully updated home offers the perfect blend of comfort, durability, and coastal charm in one of Pine Island’s most sought-after waterfront communities.Inside, you’ll find a bright, inviting interior featuring

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 441-2482

  3094 Harpoon Ln, Saint James City, FL 33956
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  /33

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft

  3070 Harpoon Ln, Saint James City, FL 33956

  Welcome to your beautifully furnished waterfront retreat in the heart of picturesque St. James City. Tucked along peaceful canals, this charming 3-bedroom, 2-bath home captures the essence of relaxed island living while offering the comfort and style today’s buyers appreciate.Inside, a thoughtfully designed layout features a spacious great room, a bright and airy Florida Room, and a screened

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 376-8827

  3070 Harpoon Ln, Saint James City, FL 33956
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  /30

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft

  2371 Baybreeze St, Saint James City, FL 33956

  Welcome to 2371 Baybreeze St in the heart of St. James City — a fully renovated 3-bedroom, 2-bath island retreat offering 1,327 square feet of refined living space on an expansive 0.40-acre lot. This is one of the largest lots in the neighborhood, delivering an unmatched combination of privacy, flexibility, and long-term value in an area known for its high-end homes and strong property values.

  

  Brandon Reitz

  Sea Glass Gulf Realty

  (239) 217-9541

  2371 Baybreeze St, Saint James City, FL 33956
• 

  

  

  /38

  $345,000

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  3186 E Unit D-3, Saint James, FL 32323

  Experience coastal living at its finest in this beautifully furnished 2 bedroom, 2 bath condominium on the Gulf. Each spacious bedroom features its own connected bathroom, providing comfort and privacy for residents and guests. The open and airy living room offers generous space for relaxing or entertaining, with stunning views overlooking the Gulf that bring natural light and breathtaking

  

  Susan McQuary

  Harbor Point Realty

  (850) 813-5145

  3186 E Unit D-3, Saint James, FL 32323
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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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  /29

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft

  3827 Coconut Dr, Saint James City, FL 33956

  Waterfront Paradise in St. James City!Live the ultimate island lifestyle—just minutes by boat to world-famous fishing at Ding Darling and Redfish Pass, and the stunning white sands of Sanibel’s beaches. Whether you're chasing tarpon or soaking in the sunsets, this is your gateway to the best of Southwest Florida.This lifted beautifully renovated 3-bedroom, 2-bath home offers over 1,500

  Michele Frank Realty 100

  3827 Coconut Dr, Saint James City, FL 33956
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  /29

  $395,000

  • 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
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  /36

  $321,000

  • 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
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  /33

  $345,000

  • 2 Beds
  • 2 Baths
  • 1,444 Sq Ft

  3023 Skipper Ln, Saint James City, FL 33956

  Spacious and well maintained, this home offers lots of storage. This home had no water in the house from any of the recent storms. This home features a large great room, a glassed in porch on the water with a portable A/C unit, a small patio, a boat lift, an in home laundry room with sink and extra storage, and covered parking. Come see this home to appreciate the spaciousness.

  Leslie Osborne John R. Wood Properties

  3023 Skipper Ln, Saint James City, FL 33956
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  /28

  $319,000

  • 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
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  /5

  $385,000

  • Land
  • 0.16 Acre
  • $2,400,249 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
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  /37

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,726 Sq Ft

  3089 Skipper Ln, Saint James City, FL 33956

  This never-flooded 1,726 sq. ft. manufactured home in St. James City offers relaxed waterfront living on Pine Island with 2 bedrooms, 2 baths, and an open floor plan designed for everyday comfort. WESTERN exposure in the backyard delivers breathtaking sunset views and welcome winter warmth, while hurricane-impact windows in the four-season lanai, and a mini-split system extend your entertaining

  Lisa Wilson John R. Wood Properties

  3089 Skipper Ln, Saint James City, FL 33956
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  /17

  $389,000

  • Land
  • 0.27 Acre
  • $1,440,741 per Acre

  3544 Emerald Lot #11 Ave, Saint James City, FL 33956

  Bring your Sailboat.. ! Intersecting canals, seconds from Open water and San Carlos Bay. Seawall, Dock with lift. 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 is now for sale !!! the other two lots, 12 & 13 are also for sale, Lot 12 has a Single Family

  Mike Shevlin Century 21 Sunbelt Realty

  3544 Emerald Lot #11 Ave, Saint James City, FL 33956
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  /41

  $360,000

  • 2 Beds
  • 2 Baths
  • 1,302 Sq Ft

  3100 Bowsprit Ln, Saint James City, FL 33956

  Extra neat and clean mobile in Pine Island’s Cherry Estates. This has it all at an affordable price. This 2 bedroom / 2 bath has large, attractive living room with lots of windows looking out at the water. The kitchen features an island with cooktop for informal dining. The large bedrooms give you plenty of room for large beds and other furniture. There is a dock with boat lift and even an

  Francisco Rivera Related ISG Realty, LLC.

  3100 Bowsprit Ln, Saint James City, FL 33956
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  /23

  $300,000

  • 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
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  /3

  $399,000

  • Land
  • 1.78 Acres
  • $224,662 per Acre

  2785 Cussell Dr, Saint James City, FL 33956

  HUGE VACANT RESIDENTIAL LOT FOR SALE. 762 feet of waterfrontage--1.75 acres to build your dream home. direct access to the gulf & outer islands. private setting just waiting for you.

  Neill Fries Castaways Island Realty LLC

  2785 Cussell Dr, Saint James City, FL 33956
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  /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
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  /20

  $335,000

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  3932 Phoenix Dr, Saint James City, FL 33956

  Welcome to your island getaway located in Saint James. This home is perfectly designed for the ultimate waterfront enthusiast. Situated on an oversized direct Gulf access lot, this property offers ample dock space for multiple boats and includes a covered 10,000 lb boat lift. Inside, you’ll find a well-appointed layout featuring 2 bedrooms, 2 bathrooms, and a spacious 2 car garage. Recent

  Adam Smith RE/MAX Trend

  3932 Phoenix Dr, 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

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  2390 Oleander St, Saint James City, FL 33956

  DIRECT GULF ACCESS! Your slice of paradise awaits in this completely renovated waterfront home, located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home has been updated from top to bottom, offering peace of mind and effortless island living.Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and

  Mike Faulkner John R. Wood Properties

  2390 Oleander St, Saint James City, FL 33956
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  /36

  $320,000

  • 2 Beds
  • 2 Baths
  • 872 Sq Ft

  3913 Dewberry Ln, Saint James City, FL 33956

  PRICE IMPROVEMENT! Beautifully remodeled home in Saint James City offering direct Gulf access from a private 50-foot seawall. This boater’s paradise provides easy access to beaches, fishing, and open water. Renovated from the studs up, the home features a metal roof, luxury vinyl flooring, updated plumbing and electrical, tiled bathrooms, butcher block countertops, stainless steel appliances, new

  Marfid Osle LPT Realty, LLC

  3913 Dewberry Ln, Saint James City, FL 33956
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  /26

  $330,000 New Construction

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  3673 Dewberry Ln, Saint James City, FL 33956

  Welcome to 3673 Dewberry Lane in the heart of beautiful Saint James City. This 2024 manufactured home offers stylish, turnkey living with 2 spacious bedrooms, 2 full bathrooms, and comes fully furnished with like-new, modern furniture.Enjoy direct Gulf access from your backyard—perfect for boaters, anglers, and anyone who loves the Southwest Florida coastal lifestyle. Nestled in a desirable,

  Teo Palmieri Elite Ocean View Realty LLC

  3673 Dewberry Ln, Saint James City, FL 33956
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  /25

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  3628 Tropical Point Dr, Saint James City, FL 33956

  Discover this beautifully remodeled 3-bedroom, 2-bath home nestled on an oversized lot in the desirable St. James City. With lush vegetation and plenty of privacy, this property offers a serene island retreat with all the convenience for waterfront living. Boating enthusiasts will love the location: the home is just a few minutes’ walking distance from Tropical Point Park water access, perfect

  Lisa Wilson John R. Wood Properties

  3628 Tropical Point Dr, Saint James City, FL 33956
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  /47

  $379,000

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

  3790 Tangelo Dr, Saint James City, FL 33956

  TROPICAL HOMESITES!! Don't miss out on this great buy of a 3 bedroom, 2 bath home that is partially furnished. Home has a 2 car garage, very large Florida room and a screen porch, all for wonderful entertaining or just enjoying the lovely Florida weather. There is a shed for additional storage and a completely fenced yard. See today, buy tomorrow and start living the life.

  Carlyn Herring Century 21 Sunbelt Realty

  3790 Tangelo Dr, Saint James City, FL 33956
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  /27

  $369,900

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  3952 Blueberry Ln, Saint James City, FL 33956

  HOW ABOUT 116FT OF DEEP WATER SAILBOAT ACCESS?? That's what we have here. Along with that you will get a 2bd 2ba modular home NOT A MOBILE. The home has oversized windows & has a very open airy feeling. The home was built for the sunroom under the same roof. Wonderful views across the Cherry canal that will never change. There are 2 different gulf access routes which are depicted on the virtual

  Neill Fries Castaways Island Realty LLC

  3952 Blueberry Ln, Saint James City, FL 33956
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  /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
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  /3

  $390,000

  • Land
  • 0.25 Acre
  • $1,591,837 per Acre

  2417 Macadamia St, Saint James City, FL 33956

  Build your tropical island dream home on this cleared Gulf access canal. This property is located in a gated community. Home site is located at the southern tip of St. James City, on Pine Island. Minutes to Sanibel, Captiva, Cabbage Key, Ft. Myers Beach and more . You will be boating to some of the best fishing spots and beautiful Beaches.

  Shannon McCaffrey John R. Wood Properties

  2417 Macadamia St, Saint James City, FL 33956
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  /30

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  7157 Ladyfish Dr, Saint James City, FL 33956

  Spacious 2023 mobile on a corner lot in Pine Island Cove. Oversized one car garage. Lots of parking, everything new, generator hook up, split floor plan, and inside laundry with extra storage. The great room makes this the perfect home for entertaining. Drive around in your golf cart and enjoy the clubhouse, pool, bocce ball, and pickleball courts. Or just visit with the neighbors. Community boat

  Leslie Osborne John R. Wood Properties

  7157 Ladyfish Dr, Saint James City, FL 33956
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  /48

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,071 Sq Ft

  2444 Sycamore St, Saint James City, FL 33956

  Introducing a truly exceptional waterfront opportunity in the coveted community of Pine Island, where coastal living meets unparalleled convenience. This property boasts direct Gulf access, providing a gateway to the area's best fishing and boating in mere minutes to open waters. With its pristine water views and ample outdoor space, this residence beckons for endless outdoor entertainment and

  Paula Towell John R. Wood Properties

  2444 Sycamore St, Saint James City, FL 33956
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  /14

  $325,000

  • Land
  • 0.11 Acre
  • $3,009,259 per Acre

  3911 Royal Palm Dr, Saint James City, FL 33956

  Great direct access lot. Cleared and filled to grade. There are 2 lifts on property 1 an 8,000 lb lift the other 10,000 lift. 60 amp electric service at the dock. Owner owns all 3 lots in a row here. Would discuss packaging 2 or 3 of them. Great canal direct access to bay then to Gulf of Mexico.

  Don Cunningham Realty Group of SW Florida Inc

  3911 Royal Palm Dr, Saint James City, FL 33956
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  /24

  $349,500

  • Land
  • 0.28 Acre
  • $1,270,909 per Acre

  5966 Cove St, Saint James City, FL 33956

  A little over a quarter acre waterfront lot for sale in St. James City! Home was demolished after suffering hurricane damage which will save buyer on impact fees to build new. An elevated home will afford spectacular views of Matlacha Pass. Although the lot is not suited for a private dock, there is access to the water via the Lee County public park to the south of the lot where small vessels

  Marian Faulkner Century 21 Sunbelt Realty

  5966 Cove St, Saint James City, FL 33956
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  /34

  $369,900

  • Land
  • 0.09 Acre
  • $3,935,106 per Acre

  3783 Cherry Ln, Saint James City, FL 33956

  PRICE IMPROVEMENT ON A DIRECT GULF ACCESS LOT WITH POOL AND TWO BOAT LIFTS!!! Tropical Waterfront Paradise on Pine Island!!! Discover the ultimate island-vibe living with this beautiful SW facing 4103sf direct Gulf-access lot in St. James City on City Sewer & Water, perfectly positioned for world-class fishing, boating, and endless fun in the Florida sun. This property features two boat lifts, 8

  Kim Michelsen EXP Realty LLC

  3783 Cherry Ln, Saint James City, FL 33956
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  /33

  $325,000

  • Land
  • 0.11 Acre
  • $3,009,259 per Acre

  3535 Fifth Ave, Saint James City, FL 33956

  It’s all about the location, location! Beautiful views looking south down the canal to the bay and Sanibel Island! The foundation was new in 2005 when the 1950’s cottage was elevated. With severe damage from Hurricane Ian, just the home was torn down, leaving the resilient existing piling foundation that provides the solid base for your future coastal retreat. Whether you are a

  Beth Sweet John R. Wood Properties

  3535 Fifth Ave, Saint James City, FL 33956
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  /50

  $335,000

  • 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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  /22

  $345,000

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

  4828 Flamingo Dr, Saint James City, FL 33956

  Experience This Beautiful, Well-Kept 2 Bed, 2 Bath Home. This is NOT a Manufactured Home! The Oversized Attached Garage is Fully Insulated with 200 amp Service to the Home, while the other side offers Plenty of Space for an RV or Boat on a Smooth Concrete Surface, Including a Separate 50 amp Service. The Home is on a Block Foundation with all Duct Work "Above" the Home and has Never Flooded. The

  Laurie Smith Experience Real Estate Group

  4828 Flamingo Dr, Saint James City, FL 33956
• 

  

  /10

  $399,900

  • Land
  • 0.33 Acre
  • $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
• 

  

  /39

  $399,900

  • 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
• 

  

  /11

  $350,000

  • 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
• 

  

  /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

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