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

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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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  /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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  /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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  /14

  $399,999 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft

  4539 Pine Village Ct, Saint James City, FL 33956

  Charming Island Retreat in Pine Island Village with 1469 sq/ft with an additional Florida room adding up to 1640 sq/ft under air. This beautifully maintained 3-bedroom, 2-bath residence is offered fully furnished with the perfect blend of comfort and coastal charm. High and Dry. Positioned on one of the highest points of the island, this home has never flooded and is not in a flood zone,

  Laura Christiano RE/MAX Trend

  4539 Pine Village Ct, 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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  /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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  /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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  /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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  /29

  $380,000

  • 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

  $365,000

  • 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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  /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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  /10

  $380,000

  • Land
  • 5.14 Acres
  • $74,002 per Acre

  4031 Pinetree Blvd, Saint James City, FL 33956

  Just off the beaten path in the charming town of St. James City, this plot of land is a sanctuary of privacy and natural beauty, offering over five acres of idyllic landscape with views of neighboring tree farms and island wildlife. Perfect for horse lovers, the expansive grounds provide ample space to accommodate your equestrian dreams, chickens for fresh eggs or just have a beautiful natural

  Paula Towell John R. Wood Properties

  4031 Pinetree Blvd, Saint James City, FL 33956
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  /5

  $350,000

  • Land
  • 6,987 Sq Ft
  • $2,182,045 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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  /15

  $369,000

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

  3089 Skipper Ln, Saint James City, FL 33956

  Manufactured home in St. James City with 2 bedrooms, 2 baths, and an open floor plan. The backyard has breathtaking sunset views, while hurricane-impact windows in the four-season lanai, and a mini-split system extend your entertaining and relaxation space year-round. The property also includes a carport and workshop. Golf cart friendly streets add to the laid-back lifestyle, making this an ideal

  Lisa Wilson John R. Wood Properties

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

  $389,000

  • Land
  • 11,761 Sq Ft
  • $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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  /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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  /11

  $354,999

  • Land
  • 6,969 Sq Ft
  • $2,218,744 per Acre

  2480 Sycamore St, Saint James City, FL 33956

  Ready to Build lot on a Gorgeous street in St James City! This parcel is surrounded by neighbors who take pride in their homes and maintain the area impeccable. Quick Boat ride with no fixed bridges to the Gulf, go island hopping across Sanibel and Captiva in less than a 30 min boat ride. This increíble parcel comes equipped with a boat lift and composite dock ready for your vessel, seawall in

  Luis Riascos Lifestyle International Realty

  2480 Sycamore 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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  /27

  $339,900

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

  3952 Blueberry Ln, Saint James City, FL 33956

  HOW ABOUT 116FT OF DEEP WATER SAILBOAT ACCESS?? ALONG WITH 83FT OF ROAD FRONTAGE AND PARKING FOR ALL YOUR TOYS. 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

  Neill Fries Castaways Island Realty LLC

  3952 Blueberry Ln, Saint James City, FL 33956
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  /32

  $349,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,666 Sq Ft

  10530 Fountain Palm Cir, Pine Island, FL 33922

  Move-in ready, this beautifully finished St. Lucia townhome, bursting with upgrades at Orchid Cove enjoys a premier location on the community pond with stunning water views. Set within Pine Island’s newest townhome enclave, the community is just 3 miles from Matlacha Pass and approximately 10 minutes from Cape Coral, placing golf, world-class fishing, waterfront dining, and unforgettable Gulf

  Dakota DuBois NEW HOME STAR FLORIDA LLC

  10530 Fountain Palm Cir, Pine Island, FL 33922
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  /3

  $390,000

  • Land
  • 10,672 Sq Ft
  • $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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  /29

  $399,950

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  2592 York Rd, Saint James City, FL 33956

  POSSIBLE SELLER FINANCING. BRING ALL OFFERS. Welcome to your waterfront paradise at 2592 York Rd, St James City! Situated on the sought-after Monroe Canal, this charming home features 60' of waterfront with a convenient boat lift. Inside, discover a modern oasis with an updated kitchen featuring granite countertops and an inviting eat-in area. The home boasts two spacious bedrooms, two bathrooms,

  Lori Caldwell LoKation

  2592 York Rd, Saint James City, FL 33956
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  /3

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  3056 Sloop Ln, Saint James City, FL 33956

  Gulf Access Living in Cherry Estates – St. James City! Welcome to your slice of paradise in the highly desirable boating community of Cherry Estates! This well-maintained 2-bedroom, 2-bathroom manufactured home offers direct Gulf access, making it perfect for boating enthusiasts and those seeking the laid-back Florida lifestyle. Step inside to find a bright and inviting interior with a functional

  Stephanie Davidson LPT Realty, LLC

  3056 Sloop Ln, Saint James City, FL 33956
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  /14

  $325,000

  • Land
  • 4,704 Sq Ft
  • $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
  • 11,979 Sq Ft
  • $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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  /42

  $349,000

  • Land
  • 4,094 Sq Ft
  • $3,712,766 per Acre

  3783 Cherry Ln, Saint James City, FL 33956

  NEW PRICE REDUCTION ON DIRECT GULF ACCESS WATERFRONT – Pool, Dual Boat Lifts, Seawall & Build-Ready – Just reduced to $349,000!! SELLERS SAY BRING OFFERS!! Rare opportunity to own a direct Gulf-access waterfront property in St. James City, Florida with major infrastructure already in — saving significant time, cost, and permitting for your future build. The previous home was lost to Hurricane

  Kim Michelsen EXP Realty LLC

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

  $325,000

  • Land
  • 5,000 Sq Ft
  • $2,831,010 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
• 

  

  /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
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  /10

  $399,900

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

  2947 Cussell Dr, Saint James City, FL 33956

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

  Richard Hewins Gulf Gateway Realty, Inc.

  2947 Cussell Dr, Saint James City, FL 33956
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  /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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  /11

  $345,000

  • 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
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  /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
• 

  

  /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
• 

  

  /44

  $375,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  2705 Patterson Ct, Saint James City, FL 33956

  Enjoy Island Living at its best with easy, low-maintenance waterfront living in this brand-new 2024 manufactured home, perfectly positioned for quick, direct Gulf access. With 960 square feet thoughtfully designed across a 40'x 24' footprint, home lives larger than its size thanks to 9' ceilings and an open-concept floor plan filled with natural light. The bright and airy kitchen is the heart of

  Monica Fowlds Century 21 Selling Paradise

  2705 Patterson Ct, Saint James City, FL 33956
• 

  

  /14

  $359,900

  • Land
  • 12,327 Sq Ft
  • $1,271,731 per Acre

  3210 Stabile Rd, Saint James City, FL 33956

  A rare opportunity to own an oversized triple-lot Direct Gulf-access homesite in desirable St. James City. Just 10 minutes to open water, this canal-front property offers direct boating access with no bridges to the Gulf, Fort Myers Beach, and the Sanibel/Captiva island chain. A private dock is ready for your boat, while the expansive lot provides the perfect canvas for your custom waterfront

  Joey Mulloy Realty One Group MVP

  3210 Stabile Rd, Saint James City, FL 33956
• 

  

  /25

  $342,000

  • 2 Beds
  • 2 Baths
  • 768 Sq Ft

  3954 Dewberry Ln, Saint James City, FL 33956

  Welcome to Dewberry Lane. Nicely redone 2/2 MODULAR HOME (not a mobile home). The home sits parallel to the water providing wonderful water views from many windows. There is a large great room on the waterside complete with pullout sofas to provide plenty of space for guests and family. This home was beautifully remodeled in 2025 and a new metal roof installed in 2025.

  Sandy Peculis Castaways Island Realty LLC

  3954 Dewberry Ln, Saint James City, FL 33956
• 

  

  /24

  $305,000

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

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

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

  Leslie Osborne John R. Wood Properties

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

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