Saint James City, FL Homes

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  /26

  $274,900

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  2430 Orange St, Saint James City, FL 33956

  Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites.

  

  Brandon Reitz

  Sea Glass Gulf Realty

  2430 Orange St, Saint James City, FL 33956
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  /14

  $3,000 Per Month

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

  Unlisted Address

  Escape to island living in this beautifully furnished 2-bedroom, 2-bath waterfront home in St. James City. Located on a saltwater canal with direct Gulf access and no bridges, this boater's paradise features a 7,000-pound boat lift, private dock, fish-cleaning station, and easy access to world-class fishing, boating, Sanibel, Captiva, Fort Myers Beach, and Cayo Costa. The home is fully furnished

  

  George McGowan

  EXP Realty LLC

  Unlisted Address
• 

  

  

  /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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  /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

  • 44 Days On Market
• 

  

  

  /28

  $275,900

  $124K PRICE DROP

  • 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

  2936 Oleander St Unit 2, 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

  2951 York Rd, 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
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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

  • 72 Days On Market
• 

  

  /29

  $429,900

  $30K PRICE DROP

  • 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

  

  Staci Stevens

  Castaways Island Realty LLC

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

  

  /28

  $1,600 Per Month

  • 2 Beds
  • 2 Baths
  • 831 Sq Ft
  • Property for Rent

  4944 Porky Ln, Saint James City, FL 33956

  Brand-new elevated 2-bedroom, 2-bath manufactured home available for rent in Pine Island Cove, one of St. James City’s most desirable 55+ waterfront communities. This light and bright home features an open-concept floor plan, split-bedroom layout, dedicated laundry room, covered carport, and matching storage shed. Conveniently located just a short walk from the community center, heated pool, and

  

  Brandon Reitz

  Sea Glass Gulf Realty

  4944 Porky 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
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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

  • 78 Days On Market
• 

  

  /47

  $379,000

  $20K PRICE DROP

  • 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.

  

  Tonya Player

  Century 21 Sunbelt Realty

  3790 Tangelo Dr, Saint James City, FL 33956
• 

  

  /23

  $3,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Property for Rent

  4807 Flamingo Dr, Saint James City, FL 33956

  Thinking about moving to Pine Island? This is your chance to experience island life for short or long term before moving permanently. This furnished waterfront 3-bedrooms 2-full baths home offers an open concept living and dining area with a large kitchen peninsula for extra counter space. It is situated on Gulf access waterway with the boat launch only one street away. The heated community pool

  Rose Herring Realty One Group MVP

  4807 Flamingo Dr, 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 $122,392

  Last Listing Agent Terri James John R. Wood Properties

  2571 Tamarind St, 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

  • 129 Days On Market
• 

  

  /29

  $475,000

  $25K PRICE DROP

  • 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

  

  Brandon Reitz

  Sea Glass Gulf Realty

  3524 5th Ave, Saint James City, FL 33956
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  /14

  $2,445 Per Month

  • 2 Beds
  • 2 Baths
  • 1,249 Sq Ft
  • House for Rent

  5946 Stringfellow Rd, Saint James City, FL 33956

  This home is move-in ready. Schedule your tour now or start your application today.Welcome to 5946 Stringfellow Rd, a 2-bedroom, 2-bathroom home offering 1,249 square feet of comfortable Florida living in St. James City. Surrounded by lush greenery and mature palms, this property immediately stands out with its expansive screened pool enclosure and oversized outdoor living areas designed

  5946 Stringfellow Rd, 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
• 

  

  /48

  Est $426,050

  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

  • 69 Days On Market
• 

  

  /25

  $480,000

  $19K PRICE DROP

  • 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

  5209 Western Dr, 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
• 

  

  /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
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  /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
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  /36

  $569,900

  $20K PRICE DROP

  • 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

  5228 Stringfellow Rd, Saint James City, FL 33956
• 

  

  /42

  $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
• 

  

  /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 $281,198

  Last Listing Agent Sandy Peculis Castaways Island Realty LLC

  2320 Oleander St, Saint James City, FL 33956
• 

  

  /10

  Est $119,014

  Not Listed For Sale

  3692 Tangerine Dr, Saint James City, FL 33956

  3692 Tangerine Dr, Saint James City, FL 33956

  Last Sold Summary

  • 391 Days On Market
• 

  

  /24

  $129,900

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  4811 Flamingo Dr, Saint James City, FL 33956

  Welcome to 4811 Flamingo Drive in the heart of St. James City—an authentic island escape where the water is your backyard and the lifestyle is all about simplicity, sunshine, and great fishing.This waterfront-access property has been enjoyed by a true fishing enthusiast, making it the perfect setup for anyone who lives for early mornings on the water and stories that get better with every

  

  Staci Stevens

  Castaways Island Realty LLC

  4811 Flamingo Dr, 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
• 

  

  /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 $304,051

  Last Listing Agent Marian Faulkner Century 21 Sunbelt Realty

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

  

  /27

  Not Listed For Sale

  7196 Drum Dr, Saint James City, FL 33956

  • 2 Beds
  • 1.5 Baths
  • 736 Sq Ft
  • Built 1987

  7196 Drum Dr, Saint James City, FL 33956

  Last Sold Summary

  • 29 Days On Market
• 

  

  /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

  3656 Emerald Ave, 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 $93,904

  Last Listing Agent Brandon Reitz Sea Glass Gulf Realty

  3616 Gasparilla St, Saint James City, FL 33956
• 

  /2

  Not Listed For Sale

  2191 Lemon St, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1974

  2191 Lemon St, Saint James City, FL 33956
• 

  

  /36

  $325,900

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

  2912 Oleander St Unit 3, Saint James City, FL 33956

  Wake up to shimmering waterfront views and spend your afternoons on the boat, and come home to Fisherman’s Wharf Unit B3—your perfect island retreat in the heart of St. James City. Located in the highly sought-after waterfront community of Pine Island, this coastal getaway offers the laid-back lifestyle buyers dream about, whether you’re searching for a full-time residence, seasonal escape, or

  

  Staci Stevens

  Castaways Island Realty LLC

  2912 Oleander St Unit 3, 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
• 

  

  /11

  Est $175,194

  Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • Built 1969

  Unlisted Address

  Last Sold Summary

  • 269 Days On Market
• 

  

  /33

  $195,900

  $44K PRICE DROP Pending

  • 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

  3211 Stringfellow Rd Unit 104, 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

  Current Estimated Value $338,228

  Last Listing Agent Kamila Powell LPT Realty, LLC

  8595 Redwood Dr, Saint James City, FL 33956

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