Homes in ZIP Code 33956

• 

  

  

  /25

  $480,000

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

  5209 Western Dr, Saint James City, FL 33956

  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 uplands, offering open space, privacy, and endless

  

  Aimee Gantt

  LUXURY REAL ESTATE GROUP LLC

  (239) 456-2642

  5209 Western Dr, 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

  

  George McGowan

  EXP Realty LLC

  (239) 251-5052

  2951 York Rd, Saint James City, FL 33956
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  /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
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  /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
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  /36

  $569,900

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  5228 Stringfellow Rd, Saint James City, FL 33956

  AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading.Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 331-5783

  5228 Stringfellow Rd, 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
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  /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
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  /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
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  /46

  $1,699,000

  • 8 Beds
  • 8 Baths

  3226 Stringfellow Rd, Saint James City, FL 33956

  We are proud to bring you this stunning 8-unit apartment building - a rare gem that combines modern comfort with a prime waterfront location. Offering an unmatched investment opportunity, this property is perfect for both seasoned investors and those looking to expand their portfolio in a thriving market. Property Features - Prime Waterfront Location: Boasting 161 feet of frontage on a

  

  Brandon Reitz

  Sea Glass Gulf Realty

  (239) 257-5095

  3226 Stringfellow Rd, Saint James City, FL 33956
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  /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
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  /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
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  /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
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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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 397-3657

  3656 Emerald Ave, 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
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  /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
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  /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
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  /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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 445-2816

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

  

  /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
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  /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
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  /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
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  /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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 518-2318

  3211 Stringfellow Rd Unit 104, 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
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  /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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 423-8029

  3893 Dewberry Ln, 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
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  /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
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  /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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 441-2482

  3094 Harpoon Ln, 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
• 

  

  /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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  /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
• 

  

  /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
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  /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
• 

  

  /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

  

  Brandon Reitz

  Sea Glass Gulf Realty

  (239) 666-8317

  2420 Poinciana Ave, Saint James City, FL 33956

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