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

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  /35

  $399,900

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

  3070 Harpoon Ln, Saint James City, FL 33956

  Welcome to this delightful and fully furnished waterfront oasis in the heart of picturesque St. James City! Nestled along the serene canals, this 3-bedroom, 2-bathroom home offers a harmonious blend of comfort, style, and the ultimate island lifestyle.Step inside to discover a thoughtfully designed interior featuring a spacious Great Room, a light-filled Florida Room, and a screened lanai

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 766-8738

  3070 Harpoon Ln, Saint James City, FL 33956
• 

  

  

  /39

  $395,500

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  3057 Sloop Ln, Saint James City, FL 33956

  If boating and fishing is your dream of a happy life then this home is for you! Located on a direct access canal on the south end of Pine Island it is in the perfect location to make your dream come true. The 7,000 lb boat lift has a wrap-around, composite dock that makes using and cleaning your boat a breeze. The turnkey, immaculately maintained home is move in ready and perfect for all your

  

  Tonya Player

  Century 21 Sunbelt Realty

  (239) 342-6746

  3057 Sloop Ln, Saint James City, FL 33956
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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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  /43

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  3820 Coconut Dr, Saint James City, FL 33956

  We are proud to bring you charm and ease of island living in this beautifully renovated 2-bedroom, 2-bath home located in the highly desirable waterfront community of St. James City on Pine Island. Built in 1965, this conventionally built home is built on a slab foundation (not a mobile home), offering long-term durability and peace of mind. With 1,210 square feet of tastefully updated living

  

  Brandon Reitz

  Fathom Realty FL LLC

  (239) 347-1294

  3820 Coconut Dr, Saint James City, FL 33956
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  /30

  $309,000

  • Land
  • 0.11 Acre
  • $2,861,111 per Acre

  3875 Royal Palm Dr, Saint James City, FL 33956

  Vacant lot ready for your dream island home. Located on a wide canal with direct access to Pine Island Sound, offering some of the best fishing and boating in Southwest Florida. Enjoy the relaxed island lifestyle with nearby waterfront dining, local shops, and scenic waterways—all just minutes away.

  

  George McGowan

  EXP Realty LLC

  (239) 307-0826

  3875 Royal Palm Dr, Saint James City, FL 33956
• 

  

  /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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  /9

  $325,000

  • Land
  • 0.29 Acre
  • $1,128,472 per Acre

  4061 Galt Island Ave, Saint James City, FL 33956

  Over a quarter acre vacant canal front lot located in St. James City. Quick out to San Carlos Pass and the Gulf. Easy access to barrier islands and deep sea fishing. Restaurants, shopping and entertainment just a short boat or golf cart ride away. Don't miss the opportunity to build your dream home and live your best island life!

  Marian Faulkner Century 21 Sunbelt Realty

  4061 Galt Island Ave, 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 launch

  Chris Hoover Palm Paradise Realty Group

  3519 Papaya St, Saint James City, FL 33956
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  /37

  $394,000

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

  3089 Skipper Ln, Saint James City, FL 33956

  Calling all boaters, fishermen, and island explorers—your dream waterfront home awaits!This exceptional 1,726 sq. ft. manufactured home on Pine Island offers 2 bedrooms, 2 baths, and a spacious open floor plan designed for effortless living. With western exposure in the backyard, you can enjoy breathtaking sunsets every evening. The fully enclosed, 130 sq. ft. bonus lanai features a

  Lisa Wilson John R. Wood Properties

  3089 Skipper Ln, Saint James City, FL 33956
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  /8

  $325,000

  • Land
  • 0.16 Acre
  • $2,031,250 per Acre

  2480 Sycamore St, Saint James City, FL 33956

  A charming waterfront lot that captures the best of Florida living. This property is a boater’s dream, the cleared lot measures 65'X 107' and features a private dock. A boat lift along with water and electric are already in place for your convenience. With quick access to Sanibel, Captiva, Fort Myers Beach, and the outer islands of Boca Grande and Cabbage Key, this property is ideal for boating

  Montanna Wilson Castaways Island Realty LLC

  2480 Sycamore St, 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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  /13

  $337,000

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft

  3059 Bounty Ln, Saint James City, FL 33956

  Direct access waterfront home, MOTIVATED SELLER ! 10 minutes to Pine Island Sound on wide deep water canal. Private covered boat lift. You own the land with no association fees. No flood damage from recent hurricane. Upgrades during 2023 include all new roof, siding, gutters, carport, utility room, insulation & vapor barrier, AC system and flex ducts. Kitchen remodeled 4 years ago with new

  Scott Hutchinson Lifestyle Property Group LLC

  3059 Bounty Ln, Saint James City, FL 33956
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  /39

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  2430 Orange St, Saint James City, FL 33956

  If you are looking for Island living with "ole Florida way of life" check out this 2bedroom and 2 bath two story home that is located in the heart of Saint James City. If you are looking for a vacation get-away or Investment property this awesome home has been renovated and is move in ready. It has a new metal roof, appliances, beautiful floors, new air condition. Has room on front lanai for an

  Normalene Salter Century 21 Sunbelt Realty

  2430 Orange St, 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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  /36

  $349,999

  • 2 Beds
  • 2 Baths
  • 872 Sq Ft

  3913 Dewberry Ln, Saint James City, FL 33956

  MOTIVATED SELLERS! Discover Florida’s best-kept secret—Saint James City! This beautifully remodeled home is a true boater’s paradise, offering direct Gulf access from your private 50-foot seawall. Cruise to some of Florida’s most iconic beaches or enjoy world-class fishing right from your backyard. Renovated from the studs up, this home features a new metal roof, luxury vinyl flooring, updated

  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.The home features a red metal roof, manually sliding hurricane shutters, and a recently updated interior highlighted by thyme-colored all

  Lisa Wilson John R. Wood Properties

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

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  8628 Yukon Ct, Saint James City, FL 33956

  Nestled on the serene Alaska Streets in Saint James City. This delightful two-story home boasts 3 bedrooms and 2 bathrooms, offering ample space for comfortable living. Perfect for families seeking room to grow or investors looking for a promising opportunity, this property features a generous layout that caters to various lifestyle needs. With a spacious yard that has remained unscathed by past

  Ayden Marinelli Marzucco Real Estate

  8628 Yukon Ct, Saint James City, FL 33956
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  /50

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  4658 Gulf Shore Rd, Saint James City, FL 33956

  PRICED TO SELL Flood insurance is transferable to buyer. Policy is paid until January 2026.House is 9' above sea levels and there was no flooding with any hurricane. This little house is in a beautiful quiet neighborhood. With almost acre in size you're surrounded with beautiful greenery and peaceful views. Lanai has been converted to an all-season room. Additional outdoor seating area is covered

  Tracy Walters Royal Shell Real Estate, Inc.

  4658 Gulf Shore Rd, Saint James City, FL 33956
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  /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
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  /27

  $399,900

  • 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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  /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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  /31

  $315,000

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  2420 Poinciana Ave, Saint James City, FL 33956

  Charming elevated home offers 3 bedrooms and 2.5 baths, formal dining room, and large family room. Bright and sunny with views from every window. The home boast beautiful new wood flooring through out. Great floor plan a must see. Furnished!Exterior features of this home are spray foam insulation, hardy board siding and a new roof in 2022. entire home has hurricane shutters the second story

  Gwen Galpin Hamilton Franklin Realty LLC

  2420 Poinciana Ave, Saint James City, FL 33956
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  /30

  $360,000

  • 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.

  Leslie Osborne John R. Wood Properties

  7157 Ladyfish Dr, Saint James City, FL 33956
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  /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
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  /28

  $335,000 New Construction

  • 2 Beds
  • 2 Baths

  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,

  Leidy Marin Elite Ocean View Realty LLC

  3673 Dewberry Ln, Saint James City, FL 33956
• 

  

  /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
• 

  

  /26

  $375,000

  • Land
  • 0.09 Acre
  • $3,989,362 per Acre

  3783 Cherry Ln, Saint James City, FL 33956

  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 & 10K lb. capacity, both with new motors, durable Trex decking, and a serene

  Kim Michelsen EXP Realty LLC

  3783 Cherry Ln, Saint James City, FL 33956
• 

  

  /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 amenities if you join the optional HOA

  Laurie Smith Experience Real Estate Group

  4828 Flamingo Dr, Saint James City, FL 33956
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  /33

  $320,900

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

  2936 Oleander St Unit A4, Saint James City, FL 33956

  Welcome to the completely renovated Fisherman's wharf condo complex. Upgrades include new roof on the complex including the covered parking area--all new paint--updated electric & plumbing--new hand rails--all new landscaping. This is a second floor unit with 2bd & 2ba. All new flooring in the great room & bedrooms. Recent window replacement including the sliders to the screened porch. Beautiful

  Neill Fries Castaways Island Realty LLC

  2936 Oleander St Unit A4, Saint James City, FL 33956
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  /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
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  /25

  $340,500

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  5025 Curlew Dr, Saint James City, FL 33956

  Nestled in the serene community of St. James City, this 2 bedroom plus a den, 2 bathroom canal-front property offers a harmonious blend of tranquility and adventure. Imagine beginning your mornings on the screened lanai, sipping coffee as the sun dances on the water, mere footsteps from your own 10,000-pound boat lift. A newly installed metal roof and AC ensure modern comforts, perfectly

  Kristi Dunfee John R. Wood Properties

  5025 Curlew Dr, Saint James City, FL 33956
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  /10

  $395,000

  • Land
  • 5.01 Acres
  • $78,779 per Acre

  6251 Stringfellow Rd, Saint James City, FL 33956

  Semi-developed beautiful 5 acres cleared ready to build your dream home or barn, no restrictions, no HOA, MUD was done. Land is fenced in on two sides with a Nature Preserve on the other sides making it extremely private. It has 200 amp underground electric, excellent well water and is a blank slate ready to be built on with a house and/or Barn. Access to the property is through a deeded right of

  Kristi Dunfee John R. Wood Properties

  6251 Stringfellow Rd, Saint James City, FL 33956
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  /49

  $379,999

  • 4 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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  /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
• 

  

  /34

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  4920 Gulfgate Ln, Saint James City, FL 33956

  GULF ACCESS 2/2 home with direct access no bridges. This beautiful home is located in Pine Island Cove 55+ community where you own your land and the HOA is only $160.00 per month. This home has been completely remodeled with new roof, drywall thru out, new floors, new air conditioning, new cabinets with quartz counters, new bath rooms, three walk-in closets, new appliances. The master bedroom is

  Normalene Salter Century 21 Sunbelt Realty

  4920 Gulfgate Ln, Saint James City, FL 33956
• 

  

  /14

  $369,900

  • Land
  • 0.28 Acre
  • $1,307,067 per Acre

  3210 Stabile Rd, Saint James City, FL 33956

  Experience true Southwest Florida waterfront living on this premium oversized Gulf-access triple-lot, perfectly positioned just 10 minutes from open water and a short, scenic boat ride to Fort Myers Beach, Sanibel/Captiva Islands, and The Gulf.This rare property offers the ideal blend of boater’s convenience and coastal tranquility, complete with a private dock ready for your dream vessel.

  Joey Mulloy Realty One Group MVP

  3210 Stabile Rd, Saint James City, FL 33956
• 

  

  /36

  $350,000

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

  2936 Oleander St Unit A5, Saint James City, FL 33956

  Welcome to your perfect waterfront retreat at Fisherman's Wharf Condo in St. James City! This updated first-floor condo on Oleander St offers direct Gulf access and is a boater’s dream, complete with a boat slip and a secured storage area for your boat. The spacious layout features tile roomy bedrooms, leading to a relaxing screened lanai. Enjoy community amenities such as a heated pool,

  Lori Caldwell LoKation

  2936 Oleander St Unit A5, Saint James City, FL 33956
• 

  

  /40

  $345,000

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

  2876 Oleander St Unit 3, Saint James City, FL 33956

  Discover coastal living at its finest in this beautifully renovated 2-bedroom, 2-bath waterfront condo located in the highly desirable Fisherman’s Wharf Community of St. James City. Enjoy direct Gulf access with no bridges making your quick trip to open water effortless and convenient. The property includes a private boat slip, and owners also have access to the community boat storage yard,

  Nick Comerford Cape Premier Realty LLC

  2876 Oleander St Unit 3, Saint James City, FL 33956

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