4,276

Saint James City, FL Homes

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  • /35

    $1,259,900

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    3656 Emerald Ave, Saint James City, FL 33956

    Highlights: Over 100 feet of brand-new composite dock & pilings • Dual 14,000 lb boat lifts • Fully furnished, turnkey • Never flooded • Expansive outdoor entertaining area • Quick Gulf access Welcome to your island escape at 3656 Emerald Ave in the heart of St. James City on beautiful Pine Island—where the pace slows down, the sunsets feel a little brighter, and life revolves around the

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 397-3657

    3656 Emerald Ave, Saint James City, FL 33956
  • /17

    $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 2026-built home, available for seasonal rental 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 anglers alike. Enjoy

    Agent Photo

    George McGowan

    EXP Realty LLC

    (239) 251-5052

    2951 York Rd, Saint James City, FL 33956
  • /8

    $150,000 Sold May 22, 2025

    2776 N Ibis Ct, Saint James City, FL 33956

    • Land
    • 7,492 Sq Ft
    • $872,093 per Acre

    Last Sold Summary

    • 45% Below List Price
    • 453 Days On Market

    Current Estimated Value $172,293

    Last Listing Agent Don Chappelear Berkshire Hathaway Florida

    2776 N Ibis Ct, Saint James City, FL 33956
    • /32

      Not Listed For Sale

      4922 Sandpiper Dr, Saint James City, FL 33956

      • 2 Beds
      • 2 Baths
      • 1,166 Sq Ft
      • Built 2007
      4922 Sandpiper Dr, Saint James City, FL 33956

      Last Sold Summary

      • $304/SF
      • 44 Days On Market
      • Last Sold Price $355,000
      • Mar 18, 2024

      Last Listing Agent Ernie Gonnelly Home Legacy Realty

  • /34

    $699,990 Pending

    • 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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 445-2816

    3226 Vacation Ln, Saint James City, FL 33956
  • /20

    $1,300 Per Month

    • 2 Beds
    • 1.5 Baths
    • 840 Sq Ft
    • Property for Rent

    5675 Pine Island Rd NW, Bokeelia, FL 33922

    Affordable island living in the heart of Pine Island Center! This completely remodeled manufactured home offers a relaxed, low-maintenance lifestyle just steps from local favorites—enjoy nearby hiking, a community pool, park, and restaurants all within walking distance. The property features a nice yard perfect for outdoor living, plus a peaceful setting with quiet neighbors. If you're looking

    Stephen Longest Coldwell Banker Realty

    5675 Pine Island Rd NW, Bokeelia, FL 33922
  • /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
    • /26

      Not Listed For Sale

      4770 Gulfgate Ln, Saint James City, FL 33956

      • 2 Beds
      • 2 Baths
      • 972 Sq Ft
      • Built 1985
      4770 Gulfgate Ln, Saint James City, FL 33956

      Last Sold Summary

      • $129/SF
      • 72 Days On Market
      • Last Sold Price $125,000
      • Oct 04, 2024

      Last Listing Agent Kristi Dunfee John R. Wood Properties

  • /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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 319-4327

    2888 Oleander St Unit C6, Saint James City, FL 33956
  • /6

    $5,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • FURNISHED 3 bed/2.5bath HOUSE For Rent

    3811 Emerald Ave, Saint James City, FL 33956

    Located in St. James City, FL on a dead end street and on a canal. Quiet neighborhood. Brand new appliances and flooring in the bedrooms. All the mattresses are brand new as well. Freshly painted walls and ceiling. Two king bedrooms and one bedroom with two twin beds. Pool table in the great room and a tiki hut outside to enjoy the view. Two full bathrooms (one with a walk in shower, one

    3811 Emerald Ave, Saint James City, FL 33956
  • /34

    $450,000 Sold Mar 31, 2026

    4982 Sandpiper Dr, Saint James City, FL 33956

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $240/SF
    • 84 Days On Market

    Last Listing Agent Traci Harrier Uriami Realty LLC

    4982 Sandpiper Dr, Saint James City, FL 33956
    • /49

      Not Listed For Sale

      3015 Skipper Ln, Saint James City, FL 33956

      • 2 Beds
      • 2 Baths
      • 1,334 Sq Ft
      • Built 1998
      3015 Skipper Ln, Saint James City, FL 33956

      Last Sold Summary

      • $217/SF
      • 78 Days On Market
      • Last Sold Price $290,000
      • Mar 27, 2025

      Last Listing Agent Carleen Murone EXP Realty LLC

  • /33

    $209,900

    • 1 Bed
    • 1 Bath
    • 476 Sq Ft

    3211 Stringfellow Rd Unit 104, Saint James City, FL 33956

    Fall in love with the laid-back rhythm of island life at 3211 Stringfellow Rd, Unit 104—a warm and inviting first-floor one-bedroom, one-bath condo where comfort, charm, and thoughtful coastal décor come together to create the perfect St. James City escape. Set within a beautifully refreshed community, this home embodies the gentle, breezy lifestyle Pine Island is cherished for.Step inside

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 518-2318

    3211 Stringfellow Rd Unit 104, Saint James City, FL 33956
  • /11

    $5,970 Per Month

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • House for Rent

    3911 Blueberry Ln, Saint James City, FL 33956

    Rented January February and March 2023. Minimum 7 days. No Pets. No smoking, inside or out. Ideal boating location, minutes to the Gulf and inter coastal. Private floor plan easily sleeps 6.Entertain in the spacious screened balcony off the kitchen/living room and spacious patio area, with a pool table below. This property is modern, clean, beautifully furnished and meticulously maintained for

    Marcella Yeatter Gold Key Properties Inc

    3911 Blueberry Ln, Saint James City, FL 33956
  • /24

    $175,000 Sold Mar 30, 2026

    4971 Porky Ln NW, Saint James City, FL 33956

    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 1986

    Last Sold Summary

    • 13% Below List Price
    • $130/SF
    • 100 Days On Market

    Last Listing Agent Traci Harrier Uriami Realty LLC

    4971 Porky Ln NW, Saint James City, FL 33956
    • /48

      Not Listed For Sale

      4957 Cobiac Dr, Saint James City, FL 33956

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1987
      4957 Cobiac Dr, Saint James City, FL 33956

      Last Sold Summary

      • $140/SF
      • 129 Days On Market
      • Last Sold Price $175,000
      • Mar 29, 2024

      Last Listing Agent Pamela Baron Michael Saunders

  • /27

    $289,900

    • 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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 423-8029

    3893 Dewberry Ln, Saint James City, FL 33956
  • /16

    $1,870 Per Month

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    2381 Oleander St, Saint James City, FL 33956

    New Water Front home for rent in St. James City. 4bed/2bath, all stainless steel appliances. Home on stilt so tenant will have to walk up stair to enter home.

    Jonathan Nguyen Sunny LLC

    2381 Oleander St, 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 $125,377

    Last Listing Agent Terri James John R. Wood Properties

    2571 Tamarind St, Saint James City, FL 33956
    • /15

      Est $108,176 Not Listed For Sale

      5301 Doug Taylor Cir, Saint James City, FL 33956

      5301 Doug Taylor Cir, Saint James City, FL 33956

      Last Sold Summary

      • 13% Above List Price
      • 680 Days On Market
      • Last Sold Price $125,000
      • Mar 12, 2021

      Last Listing Agent Herbert Putz Gigahomes Real Estate

  • /37

    $389,900 Pending

    • 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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 441-2482

    3094 Harpoon Ln, 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
  • /33

    $215,000 Sold Jan 30, 2026

    3843 Cherry Ln, Saint James City, FL 33956

    • 2 Beds
    • 2 Baths
    • 672 Sq Ft
    • Built 1969

    Last Sold Summary

    • 12% Below List Price
    • $320/SF
    • 46 Days On Market

    Last Listing Agent Char Seuffert Re/Max Sunshine

    3843 Cherry Ln, Saint James City, FL 33956
    • /48

      Est $467,494 Not Listed For Sale

      3400 Coquina Ln, Saint James City, FL 33956

      • 2 Beds
      • 2 Baths
      • 1,305 Sq Ft
      • Built 2019
      3400 Coquina Ln, Saint James City, FL 33956

      Last Sold Summary

      • 6% Above List Price
      • $336/SF
      • 69 Days On Market
      • Last Sold Price $439,000
      • Jun 05, 2024

      Last Listing Agent Katie Fischer Century 21 Sunbelt Realty

  • /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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 376-8827

    3070 Harpoon Ln, Saint James City, FL 33956
  • /9

    $20,000 Sold Feb 26, 2026

    3526 Snowbird Ln, Saint James City, FL 33956

    • Land
    • 8,276 Sq Ft
    • $105,263 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 365 Days On Market

    Last Listing Agent Michelle Dicicco Shore Line Realty & Associates

    3526 Snowbird Ln, Saint James City, FL 33956
    • /25

      Not Listed For Sale

      7253 Cobiac Dr, Saint James City, FL 33956

      • 2 Beds
      • 2 Baths
      • 793 Sq Ft
      • Built 1987
      7253 Cobiac Dr, Saint James City, FL 33956

      Last Sold Summary

      • $208/SF
      • 61 Days On Market
      • Last Sold Price $165,000
      • Apr 18, 2018

      Last Listing Agent Dawn Shevlin Castaways Island Realty LLC

  • /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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 208-1257

    2258 Palm Ave, Saint James City, FL 33956
  • /21

    $279,000 Sold Mar 13, 2026

    2320 Oleander St, Saint James City, FL 33956

    • 2 Beds
    • 1 Bath
    • 1,007 Sq Ft
    • Built 1960

    Last Sold Summary

    • 30% Above List Price
    • $277/SF
    • 16 Days On Market

    Current Estimated Value $285,131

    Last Listing Agent Sandy Peculis Castaways Island Realty LLC

    2320 Oleander St, Saint James City, FL 33956
    • /9

      Est $346,000 Not Listed For Sale

      2680 Egret Ct, Saint James City, FL 33956

      2680 Egret Ct, Saint James City, FL 33956

      Last Sold Summary

      • 19% Above List Price
      • 78 Days On Market
      • Last Sold Price $290,000
      • May 05, 2020

      Last Listing Agent Christy Knight John R. Wood Properties

  • /33

    $299,900

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

    2420 Poinciana Ave, Saint James City, FL 33956

    Welcome to your slice of island life in St. James City, perfectly tucked just off 4th Ave and within easy walking distance to local restaurants, waterfront bars, live music, and some of the best fishing spots in Southwest Florida. Leave the car parked — dinner, sunset cocktails, and casting a line are all just steps away. This elevated 3-bedroom, 2.5-bath home offers a traditional layout with a

    Agent Photo

    Brandon Reitz

    Sea Glass Gulf Realty

    (239) 666-8317

    2420 Poinciana Ave, Saint James City, FL 33956
  • /9

    $300,000 Sold Feb 09, 2026

    4061 Galt Island Ave, Saint James City, FL 33956

    • Land
    • 12,545 Sq Ft
    • $1,041,667 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 160 Days On Market

    Current Estimated Value $300,755

    Last Listing Agent Marian Faulkner Century 21 Sunbelt Realty

    4061 Galt Island Ave, Saint James City, FL 33956
    • /2

      Not Listed For Sale

      3915 Phoenix Dr, Saint James City, FL 33956

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1971
      3915 Phoenix Dr, Saint James City, FL 33956

      Last Sold Summary

      • $409/SF
      • Last Sold Price $275,000

      Last Listing Agent Laura Centola SellState Excelsior Realty

  • /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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 510-7811

    2936 Oleander St Unit 2, Saint James City, FL 33956
  • /7

    $22,500 Sold Jan 07, 2026

    3616 Gasparilla St, Saint James City, FL 33956

    • Land
    • 13,503 Sq Ft
    • $72,581 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 343 Days On Market

    Current Estimated Value $34,190

    Last Listing Agent Brandon Reitz Sea Glass Gulf Realty

    3616 Gasparilla St, Saint James City, FL 33956
    • /10

      Not Listed For Sale

      3121 Binnacle Ln, Saint James City, FL 33956

      • 2 Beds
      • 2 Baths
      • 1,694 Sq Ft
      • Built 1988
      3121 Binnacle Ln, Saint James City, FL 33956

      Last Sold Summary

      • $207/SF
      • 390 Days On Market
      • Last Sold Price $350,000
      • Jun 17, 2019

      Last Listing Agent Mike Faulkner John R. Wood Properties

  • /29

    $429,900

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft

    2753 N Ibis Ct, Saint James City, FL 33956

    Your island home awaits in the heart of St. James City, a beloved boating and fishing community where life moves at an easy, sun-soaked pace and the Gulf is just minutes away. This direct Gulf-access waterfront home captures the essence of true coastal living—open, relaxed, and effortlessly connected to the water.Offering 3 bedrooms and 2.5 coastal-inspired bathrooms, the home features a

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 453-5604

    2753 N Ibis Ct, Saint James City, FL 33956
  • /32

    $350,000 Sold Feb 26, 2026

    3519 Papaya St, Saint James City, FL 33956

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft
    • Built 2020

    Last Sold Summary

    • 21% Below List Price
    • $238/SF
    • 404 Days On Market

    Last Listing Agent Chris Hoover Palm Paradise Realty Group

    3519 Papaya St, Saint James City, FL 33956
    • /10

      Est $39,689 Not Listed For Sale

      3692 Tangerine Dr, Saint James City, FL 33956

      3692 Tangerine Dr, Saint James City, FL 33956

      Last Sold Summary

      • 13% Above List Price
      • 391 Days On Market
      • Last Sold Price $35,000
      • Jun 20, 2024

      Last Listing Agent Monica Fowlds Century 21 Selling Paradise

  • /29

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    3524 5th Ave, Saint James City, FL 33956

    This 2024-built 3-bedroom, 2-bath stilt home offers 1,518 square feet of modern coastal living and is built like it plans to be here a while. The oversized pilings are driven approximately 25 feet into the ground, providing serious structural confidence and peace of mind. Elevated, well-built, and thoughtfully designed, this home checks both the practical and aesthetic boxes. It has never been

    Agent Photo

    Brandon Reitz

    Sea Glass Gulf Realty

    (239) 499-3627

    3524 5th Ave, Saint James City, FL 33956

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