Saint James City, FL Homes for Sale with Pool

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  /50

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 2,846 Sq Ft

  3681 San Carlos Dr, Saint James City, FL 33956

  With the BEST view on Pine Island, this getaway stilt home has amazing amenities and upgrades including a wrap around composite boat dock with a 10,000# covered boat lift. Well constructed and maintained, this 4 bedroom, 3 bath home features one of the highest views of San Carlos Bay, Sanibel, and Pine Island Sound. Come and watch the dolphins and birds play. This home features a stone entry and

  Leslie Osborne John R. Wood Properties

  3681 San Carlos Dr, Saint James City, FL 33956
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  /32

  $174,500

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft

  7084 Drum Dr, Saint James City, FL 33956

  Welcome to Pine Island Cove your dream retreat in the vibrant city of St. James, where serenity meets convenience! This delightful property is nestled in an active HOA non-gated 55 park, offering a tranquil escape with its view of a small canal leading to the lake. Enjoy the finest in community living with access to a community boat ramp for direct Gulf access, a welcoming clubhouse, and a

  Kristi Dunfee John R. Wood Properties

  7084 Drum Dr, Saint James City, FL 33956
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  /12

  $42,500

  • Land
  • 0.36 Acre
  • $118,384 per Acre

  4460 Turtle Trail Ln, Saint James City, FL 33956

  WELCOME TO PARADISE!! FANTASTIC LOCATION !! READY TO BUILD YOUR DREAM HOME!!If your looking for the tranquility of island life then this oversized lot on a quiet cul-de-sac in Pine Island Village is for you!! This is a wonderful, quaint, community & neighborhood where you can kick back and enjoy the Island Lifestyle. Low annual HOA fee which includes a lovely community pool & half basketball

  Jacqueline Sheran-St.Croix Douglas Realty & Development

  4460 Turtle Trail Ln, Saint James City, FL 33956
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  /5

  $89,900

  • Land
  • 0.33 Acre
  • $271,601 per Acre

  4809 Sandpiper Dr, Saint James City, FL 33956

  FLAMINGO BAY FULL 80'X180' LOT...Great opportunity to enjoy the quality of life this beautiful area has to offer. The many benefits of having your new Southwest Florida home on this site include the wonderful weather, lower population density and laid-back rural island lifestyle. Pine Island has several parks for walking in nature preserves, bird watching and fishing from shore. Grocery stores,

  Gary Walker Islander Realty

  4809 Sandpiper Dr, Saint James City, FL 33956
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  /3

  $29,900

  • Land
  • 0.26 Acre
  • $117,255 per Acre

  4487 Pine Hill Ct, Saint James City, FL 33956

  Beautiful Prime lot with resort-style amenities, making this the perfect spot for your dream home or investment. More than just a beautiful parcel of land, this lot offers the ideal blend of peace, recreation, and opportunity. Set in a well-maintained community with a sparkling pool, sports court, and inviting. It's perfect for building a relaxing retreat or a high-demand rental property. Whether

  Elizabeth Sheriff Agent Plus Realty LLC

  4487 Pine Hill Ct, Saint James City, FL 33956
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  /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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  /44

  $699,500

  • 3 Beds
  • 2.5 Baths
  • 2,215 Sq Ft

  3557 Sea Holly Ln, Saint James City, FL 33956

  PRICE REDUCTION!!! Beautiful ICF (Insulated Concrete Form) home located in one of Pine Island's most desirable communities. This custom-built home is engineered to CAT-5 hurricane standards-and it has NEVER experienced flooding. A standout feature is the expansive kitchen paired with an oversized butler's pantry--essentially two kitchens in one--ideal for cooking enthusiasts and effortless

  Sandy Peculis Castaways Island Realty LLC

  3557 Sea Holly Ln, 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

  $50,000

  • Land
  • 0.09 Acre
  • $543,478 per Acre

  7280 Ladyfish Dr, Saint James City, FL 33956

  Time to kick back and enjoy retirement, we have it all here in this 55 + community with low HOA's. We also have our own boat launch that leads out to the Gulf Waters. Located next to the clubhouse, this lot is in a prime location. There are many activities available such as pickle ball, bocce ball, a heated pool, and dog park. Enjoy cocktail hour and other community gatherings at the park set

  Patricia Wisch EXIT Gulf Coast Realty

  7280 Ladyfish Dr, Saint James City, FL 33956
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  /8

  $49,000

  • Land
  • 0.34 Acre
  • $145,833 per Acre

  4340 Turtle Trail Ln, Saint James City, FL 33956

  Stop Dreaming. Start Building. Island Life Begins Here.Tucked away on Pine Island, this rare .34-acre homesite is more than land — it’s the launchpad to a lifestyle most only dream of. No stoplights. No stress. Just sunsets, salty breezes, and the promise of a life that moves at the pace of peace. 4340 Turtle Trail Lane offers space to build your island escape — with low HOA fees, refurbished

  Chris Coultas Coldwell Banker Realty

  4340 Turtle Trail Ln, Saint James City, FL 33956
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  /41

  $489,900

  • 2 Beds
  • 2 Baths
  • 1,585 Sq Ft

  3083 Sloop Ln, Saint James City, FL 33956

  Absolutely beautiful furnished (except for sentimental, personal items) 2 bedroom 2 bath home in Cherry Estates on 1 1/2 lots with a den which has a Murphy bed, wide open floor plan, hurricane windows, heated or cooled splash pool and screened porch. All of this looking out on the canal and mangroves...no neighbors across the canal. Home features tray ceilings, breakfast bar, walk in pantry,

  Carlyn Herring Century 21 Sunbelt Realty

  3083 Sloop Ln, Saint James City, FL 33956
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  /42

  $859,900

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  2281 8th Ave, Saint James City, FL 33956

  Must see this TURNKEY, newly furnished, tranquil bay waterfront property with immediate access to the intercoastal and abundance of wildlife. This beautiful home has captivating views of the secluded bay and Cape Coral and is located on desirable 8th Avenue in Saint James City. Everything you see when touring is included! New household furnishings include Tommy Bahama and other quality coastal

  Neill Fries Castaways Island Realty LLC

  2281 8th Ave, Saint James City, FL 33956
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  /43

  $159,900

  • Land
  • 0.22 Acre
  • $726,818 per Acre

  5008 Sandpiper Dr, Saint James City, FL 33956

  This large, beautiful lot is located in Flamingo Bay community and is ready for your new home. The lot is 80 x 120 has two sheds, gazebo, mature shade trees, paved driveway. It has a 10ft easement to the water where you can have a dock. Flamingo Bay community has a voluntary HOA and if you chose to belong you will have use of the upgraded pool, boat ramp, horseshoe pit & shuffleboard courts. The

  Normalene Salter Century 21 Sunbelt Realty

  5008 Sandpiper Dr, Saint James City, FL 33956
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  /49

  $1,699,995

  • 5 Beds
  • 5.5 Baths
  • 3,766 Sq Ft

  2272 Macadamia Ln, Saint James City, FL 33956

  Step into a world where every sunrise paints the sky with pastel hues and every sunset sets the horizon ablaze with fiery brilliance. Welcome to your own sanctuary, where whimsy meets luxury in perfect harmony. Nestled along the picturesque Bay Front, this enchanting residence boasts five private en suites, ensuring unparalleled comfort and privacy for you and your guests. As you wander through

  Monica Fowlds Century 21 Selling Paradise

  2272 Macadamia Ln, Saint James City, FL 33956
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  /50

  $135,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  7076 Drum Dr, Saint James City, FL 33956

  Waterfront Living in Pine Island Cove – 55+ Gulf Access Community Welcome to Pine Island Cove, a vibrant boating community in St. James City, where you own your home and your land. This charming waterfront home features a serene screened porch and a deck overlooking the canal—perfect for enjoying Southwest Florida’s sunsets and laid-back lifestyle. The home has been updated with new flooring and

  Jeff Tumbarello Steelbridge Realty LLC

  7076 Drum Dr, Saint James City, FL 33956
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  /50

  $3,200,000

  • 3 Beds
  • 3.5 Baths
  • 3,555 Sq Ft

  3807 San Carlos Dr, Saint James City, FL 33956

  Discover the pinnacle of luxury waterfront living in this breathtaking, completely renovated estate on San Carlos Bay. This exclusive, secure, and energy-efficient 3-bedroom, 3.5-bathroom haven is a true deep water Gulf Access home, offering expansive, unobstructed bay views—a highly sought-after commodity in Southwest Florida. Located on the southernmost tip of Pine Island, this property in St.

  Alexis Hansen-May Keller Williams Realty Fort Myers and the Islands

  3807 San Carlos Dr, Saint James City, FL 33956
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  /20

  $419,000 New Construction

  • 2 Beds
  • 2 Baths
  • 2,075 Sq Ft

  2560 Baybreeze St, Saint James City, FL 33956

  Pre-Construction. To be built. Remodel permit approved, all fees PAID. All a new owner needs to complete is an owner/builder affidavit with the building department or have your contractor provide their contractor information to the County. Pool permit in hand with Design Concepts! Took over a year to get the remodel permit. House is ready for complete transformation. Existing home requires

  Jennifer Calenda CALENDA REAL ESTATE GROUP,INC.

  2560 Baybreeze St, Saint James City, FL 33956
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  /40

  $645,000

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

  3693 Ruby Ave, Saint James City, FL 33956

  Welcome to the relaxing, stress free, waterfront island life. This 2 bedroom, 2 bath home is light and bright with open living area that leads to a large, heated pool and screened lanai overlooking your covered boat lift and dock. The interior is freshly painted thru-out. New kitchen cabinetry, new a/c system and duct work, new roof, soffits & gutters, and a whole house air filtration system all

  Sandy Peculis Castaways Island Realty LLC

  3693 Ruby Ave, Saint James City, FL 33956
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  /45

  $585,000

  • 2 Beds
  • 2 Baths
  • 1,001 Sq Ft

  3399 Stabile Rd, Saint James City, FL 33956

  Experience True Florida Waterfront Living! Welcome to this stunning, single-family home, perfectly designed for luxury, comfort, and the ultimate Florida lifestyle. From the moment you step through the impact-resistant double doors, you are greeted by a bright, open living space filled with natural light and a seamless flow between indoor and outdoor areas. The home’s thoughtful layout ensures

  Char Seuffert Re/Max Sunshine

  3399 Stabile 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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  /40

  $710,000

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  3462 Pinetree Dr, Saint James City, FL 33956

  IT'S 5:00 SOMEWHERE!!! This tastefully remodeled 3 bed, 2 bath pool home is the perfect vacation/full time home for those looking to enjoy all that the Florida lifestyle has to offer from boating, kayaking and some of the best fishing in SW Florida. For the boating enthusiasts, enjoy a boat ride to the beaches of Fort Myers, Sanibel or Cayo Costa from the Direct Gulf Access Canal right in your

  Chip Dopman Nicklaus Vance

  3462 Pinetree Dr, Saint James City, FL 33956
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  /48

  $240,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  5029 Gulfgate Ln, Saint James City, FL 33956

  MOTIVATED SELLERS, BRING ALL OFFERS! St. James City is known for its secluded and relaxed atmosphere and that is exactly what this home possesses, plus more!! CORNER LOT! No one to the left of you which is very nice!! Take a step inside this immaculate 2 bedroom 2 bath home with many updates. Each bedrooms offers an ensuite bath complete with spacious closets. The kitchen comes well equipped

  Amy Keen Royal Shell Real Estate, Inc.

  5029 Gulfgate Ln, Saint James City, FL 33956
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  /49

  $664,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  3374 York Rd, Saint James City, FL 33956

  Welcome to your slice of paradise in Saint James City! This spacious two-story home offers a 2-bedroom main living level with a large, open great room, plus a full apartment downstairs—perfect for guests, multi-generational living, or rental income. Step outside to your private pool area, ideal for soaking up the Florida sunshine. This home has been thoughtfully updated with a new hot water

  Christina Diaz EXP Realty LLC

  3374 York Rd, Saint James City, FL 33956
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  /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
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  /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
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  /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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  /47

  $190,000

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  4925 Porky Ln, Saint James City, FL 33956

  Welcome to Pine Island Cove, a Gulf access 55+ community that offers an array of activities and amenities for island lifestyle at its best! This home is located directly across the street from the clubhouse and pool so you can easily access the fun in the sun living without the need for a car or golfcart, just walk a few steps and you're swimming in the beautiful saltwater pool or soothing your

  Dawn Shevlin Castaways Island Realty LLC

  4925 Porky Ln, Saint James City, FL 33956
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  /24

  $339,000

  • 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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  /11

  $79,990

  • Land
  • 0.11 Acre
  • $727,182 per Acre

  7084 Cobiac Dr, Saint James City, FL 33956

  Looking for a piece of paradise, Island living? Just inside Sanibel and Captiva (N), Pine Island offers you a slice of old world Florida. 55+ mobile home community, where you own your land. Lush and pristine with canals and waterways, Pine Island Cove offers their residents, pickle ball, bocce, horseshoes, exercise facility, club house, heated pool and spa, private community boat launch, and a

  Kevin Kelly HOUSE RESIDENTIAL CO

  7084 Cobiac Dr, Saint James City, FL 33956
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  /37

  $580,000

  • 3 Beds
  • 2 Baths
  • 2,237 Sq Ft

  6170 Stringfellow Rd, Saint James City, FL 33956

  3BR/2BA Pine Island home with plenty of space to relax and enjoy the island lifestyle. Features include a huge enclosed lanai under A/C, screened pool with covered patio, and a pergola with Tiki swing bench for outdoor living. The oversized garage, extended driveway, and extra parking provide room for an RV, boat, or multiple vehicles. Two 20x10 storage sheds add convenience. Recent updates: new

  Clara Hernandez Starlink Realty, Inc

  6170 Stringfellow Rd, Saint James City, FL 33956
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  /39

  $1,125,000

  • 4 Beds
  • 2 Baths
  • 2,711 Sq Ft

  3544 Bayview Ave, Saint James City, FL 33956

  **Waterfront Paradise with Panoramic Views & Luxury Amenities – A Must-See!** Experience coastal living at its finest in this stunning 2012 custom-built home, perfectly positioned to enjoy breathtaking sunrises, direct Gulf access, and proximity to Sanibel Island’s famed shelling beaches—just a 5-minute ride away. Whether you’re soaking in the saltwater pool, hosting guests in the private suite,

  Terri James John R. Wood Properties

  3544 Bayview Ave, Saint James City, FL 33956

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