Saint James City, FL Homes

• 

  

  

  /27

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,178 Sq Ft

  3893 Dewberry Ln, Saint James City, FL 33956

  This beautifully remodeled 2-bedroom, 1-bath waterfront home with direct Gulf access is turnkey and ready to enjoy! Whether seeking a serene Florida retreat or an incredible investment opportunity, this property offers it all.Step inside to discover a thoughtfully designed layout featuring plenty of storage, a cozy lower bedroom with durable poly board finishes, and the convenience of an

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 423-8029

  3893 Dewberry Ln, Saint James City, FL 33956
• 

  

  

  /26

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • House for Rent

  3524 5th Ave, Saint James City, FL 33956

  Available mid-November 2025 through April 2026, “High on Henley” is a newer elevated stilt home perfectly positioned on the highly desired Henley Canal in St. James City. This beautifully furnished 3-bedroom, 2-bath seasonal rental offers guests a true Southwest Florida experience with daily boat activity, peaceful canal views, and a relaxed island atmosphere. Built recently and designed for

  

  Brandon Reitz

  Fathom Realty FL LLC

  (239) 522-7163

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

  

  

  /8

  $150,000 Sold May 22, 2025

  2776 N Ibis Ct, Saint James City, FL 33956

  • Land
  • 0.17 Acre
  • $872,093 per Acre

  Last Sold Summary

  • 45% Below List Price
  • 453 Days On Market

  Current Estimated Value $149,426

  Last Listing Agent Don Chappelear Berkshire Hathaway Florida

  2776 N Ibis Ct, Saint James City, FL 33956
• 

  

  

  /7

  Est $48,715 Not Listed For Sale

  2300 Third Ave, St. James City, FL 33956

  2300 Third Ave, St. James City, FL 33956
• 

  

  

  /39

  $979,000

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft

  2258 Palm Ave, Saint James City, FL 33956

  2258 Palm is set against the breathtaking backdrop of Southwest Florida’s pristine bayfront. This exceptional waterfront residence offers an unmatched combination of elegance, comfort, and location. Perfectly positioned in one of the area’s most coveted enclaves, this three-bedroom, two-bath masterpiece seamlessly blends modern sophistication with timeless coastal charm.Step inside to an

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 208-1257

  2258 Palm Ave, Saint James City, FL 33956
• 

  

  /45

  $5,400 per month

  • 2 Beds
  • 2 Baths
  • 1,231 Sq Ft
  • House for Rent

  2790 Teal Ct, Saint James City, FL 33956

  Price is flexible! Enjoy relaxed island living in this inviting 2-bedroom, 2-bath waterfront home situated on a quiet cul-de-sac in St. James City. This property offers beautiful views of intersecting canals and the wide canal directly behind the home, providing a peaceful waterfront setting with quick access to Pine Island Sound and the Gulf. Inside, the open layout features bright and

  

  Brandon Reitz

  Fathom Realty FL LLC

  (239) 457-1095

  2790 Teal Ct, Saint James City, FL 33956
• 

  

  /40

  $257,500 Sold Nov 07, 2025

  2561 York Rd, St. James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1974

  Last Sold Summary

  • 14% Below List Price
  • $268/SF
  • 183 Days On Market

  Last Listing Agent Terri James John R. Wood Properties

  2561 York Rd, St. James City, FL 33956
• 

  

  /32

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  4922 Sandpiper Dr, Saint James City, FL 33956

  4922 Sandpiper Dr, Saint James City, FL 33956
• 

  

  /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
• 

  

  /30

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,198 Sq Ft
  • House for Rent

  2868 Sanibel Blvd, Saint James City, FL 33956

  Price is flexible! Experience coastal living at its best in this fully renovated 2-bedroom, 2-bath waterfront home located in desirable St. James City. Offering direct Gulf access and set along a peaceful canal, this property combines modern comfort with relaxed island charm. Inside, the open layout features vinyl plank flooring throughout, a bright and airy living area, and a beautifully updated

  

  Brandon Reitz

  Fathom Realty FL LLC

  (239) 356-1514

  2868 Sanibel Blvd, Saint James City, FL 33956
• 

  

  /29

  $100,000 Sold Jul 10, 2025

  2571 Tamarind St, Saint James City, FL 33956

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1983

  Last Sold Summary

  • 50% Below List Price
  • $113/SF
  • 62 Days On Market

  Current Estimated Value $115,424

  Last Listing Agent Terri James John R. Wood Properties

  2571 Tamarind St, Saint James City, FL 33956
• 

  

  /26

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  4770 Gulfgate Ln, Saint James City, FL 33956

  4770 Gulfgate 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
• 

  

  /28

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Property for Rent

  2970 Sloop Ln, Saint James City, FL 33956

  Price is flexible! Enjoy true island living in this beautifully maintained 2-bedroom, 2-bath waterfront pool home located at the end of a quiet cul-de-sac in Cherry Estates, St. James City. This home offers the best boating access available on the island, with direct Gulf access and approximately 101 feet of canal frontage leading straight to Pine Island Sound. A private in-ground pool and

  

  Brandon Reitz

  Fathom Realty FL LLC

  (239) 347-1644

  2970 Sloop Ln, Saint James City, FL 33956
• 

  

  /50

  $622,500 Sold Feb 14, 2025

  5274 Anchorage Dr, Saint James City, FL 33956

  • 4 Beds
  • 3 Baths
  • 2,452 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $254/SF
  • 173 Days On Market

  Current Estimated Value $604,663

  Last Listing Agent Casey Stearns Century 21 Sunbelt Realty

  5274 Anchorage Dr, Saint James City, FL 33956
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 846 Sq Ft

  7230 Ladyfish Dr, Saint James City, FL 33956

  7230 Ladyfish Dr, Saint James City, FL 33956
• 

  

  /28

  $299,900

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

  2936 Oleander St Unit 2, Saint James City, FL 33956

  St. James City Condo offers 'DIRECT ACCESS to the Gulf of Mexico' in this fully furnished 'Turnkey' property for sale. BONUS A2 is a second-floor unit with no issues resulting from the 2024 storms. Enjoy just minutes to Pine Island Sound, renowned for the world's best fishing, or venture offshore for larger catches. Cruise by boat to Sanibel Island or Fort Myers Beach. The unit features two

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 510-7811

  2936 Oleander St Unit 2, Saint James City, FL 33956
• 

  

  /43

  $8,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft
  • House for Rent

  2372 Baybreeze St, Saint James City, FL 33956

  Price is flexible! Welcome to luxury island living at this beautifully remodeled 3-bedroom, 3-bath waterfront home in St. James City. Every detail has been updated with no-expense-spared finishes, including a gas range, high-end appliances, premium flooring, and elegant coastal design throughout. The spacious open layout offers abundant natural light, high ceilings, and seamless flow between the

  

  Brandon Reitz

  Fathom Realty FL LLC

  (239) 457-1298

  2372 Baybreeze St, Saint James City, FL 33956
• 

  

  /29

  $191,500 Sold Mar 10, 2025

  2561 Rose Ave, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1968

  Last Sold Summary

  • 65% Below List Price
  • $141/SF
  • 336 Days On Market

  Last Listing Agent Lois Lemke Experience Real Estate Group

  2561 Rose Ave, Saint James City, FL 33956
• 

  /2

  Est $112,667 Not Listed For Sale

  3321 Eighth Ave, Saint James City, FL 33956

  3321 Eighth Ave, Saint James City, FL 33956
• 

  

  /23

  $499,000

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

  5209 Western Dr, Saint James City, FL 33956

  This could be your view every single day!!!!! Your Homestead awaits! Country Living Meets Coastal Beauty – 13.5 Acres of Peace, Privacy & Nature! Experience true Florida living on this beautiful, fenced, agricultural property featuring a turnkey manufactured country home overlooking 13.5 acres of natural beauty. The land includes 10.51 acres of protected mangroves/preserve and 3.3 acres of

  

  Aimee Gantt

  Luxury Real Estate Group LLC

  (239) 456-2642

  5209 Western Dr, Saint James City, FL 33956
• 

  

  /14

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Property for Rent

  2980 Harpoon Ln, Saint James City, FL 33956

  Short-Term Rental – Weekly Rentals Welcome! Discover your own piece of island paradise in this beautifully decorated and spacious 2-bedroom, 2-bathroom home located in St. James City. Nestled on a saltwater canal, this retreat is just a short boat ride from the Intracoastal Waterway, Sanibel, Captiva, Fort Myers Beach, and some of the best fishing spots in all of Southwest Florida! The home

  

  George McGowan

  EXP Realty LLC

  (239) 426-7531

  2980 Harpoon Ln, Saint James City, FL 33956
• 

  

  /44

  $1,099,000 Sold Mar 17, 2025

  3638 Pinetree Dr, Saint James City, FL 33956

  • 3 Beds
  • 3 Baths
  • 2,063 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $533/SF
  • 75 Days On Market

  Current Estimated Value $1,020,659

  Last Listing Agent Char Seuffert Re/Max Sunshine

  3638 Pinetree Dr, Saint James City, FL 33956
• 

  /2

  Est $112,667 Not Listed For Sale

  3305 Eighth Ave, Saint James City, FL 33956

  3305 Eighth Ave, Saint James City, FL 33956
• 

  

  /49

  $750,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  2499 Sapodilla Ln, Saint James City, FL 33956

  Just the perfect latitude for your new island attitude. This stunning gulf access home was completely remodeled in 2023. As you head in, the custom tile wall with inlay shelves and built-in electric fireplace sets the tone of style and island luxury. It doesn’t stop there...the custom kitchen with stainless appliances and oversized island provides plenty of space for cooking and entertaining. The

  

  Stephen Longest

  Coldwell Banker Realty

  (239) 423-2793

  2499 Sapodilla Ln, Saint James City, FL 33956
• 

  

  /3

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • Property for Rent

  2951 York Rd, Saint James City, FL 33956

  Discover true island living in this brand-new 2025-built home, available for seasonal rental January, February, March, and April of 2026. Located in the desirable Cherry Estates community of St. James City, this beautifully furnished 2-bedroom plus den, 2-bath residence sits on a direct Gulf-access canal just minutes to Pine Island Sound and the Gulf of Mexico—a dream setting for boaters and

  

  George McGowan

  EXP Realty LLC

  (239) 251-5052

  2951 York Rd, Saint James City, FL 33956
• 

  

  /40

  $320,000 Sold Sep 29, 2025

  8595 Redwood Dr, Saint James City, FL 33956

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1991

  Last Sold Summary

  • 33% Below List Price
  • $308/SF
  • 290 Days On Market

  Last Listing Agent Kamila Powell LPT Realty, LLC

  8595 Redwood Dr, Saint James City, FL 33956
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /46

  $1,000,000

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

  3446 Pinetree Dr, Saint James City, FL 33956

  ***LOCATION, LOCATION, LOCATION*** Unbelievable opportunity! Take advantage of the Assumable loan of only 2.375%!!! WOW! We will probably never see rates this low again!! Waterfront Luxury with Unmatched Views & Quick Gulf Access! This beautifully upgraded 3 bed, 2 bath home offers the ultimate Florida lifestyle with a solar-heated pool, above-ground hot tub, and breathtaking views of an

  

  Aimee Gantt

  LUXURY REAL ESTATE GROUP LLC

  (239) 488-3012

  3446 Pinetree Dr, Saint James City, FL 33956
• 

  

  /51

  $5,300 per month

  • 2 Beds
  • 1 Bath
  • 841 Sq Ft
  • House for Rent

  2744 Sanderling Ct, Saint James City, FL 33956

  --VACATION in Paradise-- WELCOME TO ISLAND TIME!! 'Carpe Diem' (Seize The Day)!! Take Advantage of this NEWLY Listed Vacation Property--Owner interested in building a satisfied clientele and will consider NEGOTIABLE Terms!!! Come and Stay a Week or the entire Winter!! This Sensational Pine Island Gulf Access Waterfront home in Historic Saint James City embodies EVERYTHING that we love about OLDE

  Jeff Levitre REALTY ONE GROUP MVP

  2744 Sanderling Ct, Saint James City, FL 33956
• 

  

  /25

  $142,000 Sold Nov 07, 2025

  2930 Binnacle Ln, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Below List Price
  • $113/SF
  • 126 Days On Market

  Last Listing Agent Aimee Gantt Luxury Real Estate Group LLC

  2930 Binnacle Ln, Saint James City, FL 33956
• 

  

  /48

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  4957 Cobiac Dr, Saint James City, FL 33956

  4957 Cobiac Dr, Saint James City, FL 33956
• 

  

  /34

  $759,900

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3226 Vacation Ln, Saint James City, FL 33956

  Welcome to 3226 Vacation Lane — your gateway to luxury waterfront living in the heart of Saint James City. Situated on a spacious and beautifully landscaped corner lot, this remarkable Gulf access home offers the perfect combination of serene retreat and outstanding investment opportunity. Nestled in one of the most coveted waterfront communities, this property is an ideal choice for a full-time

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 445-2816

  3226 Vacation Ln, Saint James City, FL 33956
• 

  

  /13

  $1,750 per month

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft
  • House for Rent

  2470 Rose Ave, Saint James City, FL 33956

  Come enjoy the peace of Island life in this adorable, well maintained 1 bedroom pool home. Conveneintely located near Island restaurants and entertainment, this home boasts a heated pool which you will share with the tenant in the back unit, as well as shared laundry facilities. Pet(s) are welcome with approval. Tenant to pay an additional $100 towards electric and $25 for water.

  Teresa Zanella Epique Realty, Inc.

  2470 Rose Ave, Saint James City, FL 33956
• 

  

  /47

  $265,000 Sold Jul 11, 2025

  3888 Royal Palm Dr, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 2005

  Last Sold Summary

  • 13% Below List Price
  • $252/SF
  • 105 Days On Market

  Last Listing Agent Beth Sweet John R. Wood Properties

  3888 Royal Palm Dr, Saint James City, FL 33956
• 

  

  /15

  Est $108,561 Not Listed For Sale

  5301 Doug Taylor Cir, Saint James City, FL 33956

  5301 Doug Taylor Cir, Saint James City, FL 33956
• 

  

  /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
• 

  

  /40

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Property for Rent

  3103 Harpoon Ln, Saint James City, FL 33956

  Welcome to our tranquil waterfront vacation rental on Pine Island! Nestled amidst the pristine beauty of Florida's hidden gem, our manufactured home offers an idyllic escape from the mundane hustle and bustle. This charming residence is perched right on the water, offering sweeping views of the glistening, emerald waters throughout the day. With a 2-bedroom, 2-bathroom layout, the home is

  Rick Pitts SellState Excelsior Realty

  3103 Harpoon Ln, Saint James City, FL 33956
• 

  

  /16

  $37,500 Sold Jun 10, 2025

  4984 Porky Ln, Saint James City, FL 33956

  • Land
  • 0.09 Acre
  • $407,609 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 53 Days On Market

  Current Estimated Value $41,146

  Last Listing Agent Normalene Salter Century 21 Sunbelt Realty

  4984 Porky Ln, Saint James City, FL 33956
• 

  

  /25

  Est $686,727 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  9412 Treasure Lake Ct, Saint James City, FL 33956

  9412 Treasure Lake Ct, Saint James City, FL 33956

Showing Results 1 - 40, Page 1 of 18