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Saint James City, FL Homes for Sale under $800,000

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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

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    5228 Stringfellow Rd, Saint James City, FL 33956
  • /29

    $559,900

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3608 Rita Ln, Saint James City, FL 33956

    Experience the best of island waterfront living at 3608 Rita Lane—offering coveted Direct Gulf access with no bridges and designed for serious boaters, anglers, and those seeking the relaxed Southwest Florida lifestyle. This charming, mostly furnished 2-bedroom, 2-bath waterfront home is located in one of St. James City’s most desirable boating neighborhoods and combines classic Florida character

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    3608 Rita Ln, Saint James City, FL 33956
  • /48

    $659,000

    • 3 Beds
    • 3 Baths
    • 1,288 Sq Ft

    10545 Habitat Trail, Bokeelia, FL 33922

    This waterfront stilt home and guest house are on a big, beautiful, property with lots of lush vegetation and a pond. The main living area is upstairs and gives the feeling of living in a treehouse. The home has beautiful wood planked cathedral ceilings and wood flooring The lovely, tiled bathroom has a jetted soaking tub and multiheaded shower. The upstairs living area is surrounded by connected

    Agent Photo

    Tonya Player

    Century 21 Sunbelt Realty

    10545 Habitat Trail, Bokeelia, FL 33922
  • /36

    $599,000

    $200K PRICE INCREASE
    • Land
    • 5.34 Acres
    • $112,172 per Acre

    6455 Stringfellow Rd Unit LotWP001, Saint James City, FL 33956

    Located on Pine Island in Lee County, Florida, this 5.43-acre parcel offers a rare opportunity for buyers looking for privacy, natural surroundings, and land prepared for immediate or future development. Situated at the end of a quiet road, the property is uniquely bordered on three sides by Lee County preserve land, providing seclusion and a buffer from future development. This natural barrier

    Erik Flett Whitetail Properties Real Estate

    6455 Stringfellow Rd Unit LotWP001, Saint James City, FL 33956
  • /11

    $799,000

    $51K PRICE DROP
    • Land
    • 14,766 Sq Ft
    • $2,356,932 per Acre

    2226 8th Ave, Saint James City, FL 33956

    LARGE BAY FRONT LOT WITH A 100FT LONG DOCK AND SEAWALL! Absolutely Amazing views of Matlacha Pass!!! One of the very few Bay Front Lots left!! This oversized lot (over 1/3 acre) is ready for your new Florida Dream with waterfront views from both the front and rear of the home!! There is an Incredible dock with concrete pilings and high end decking- 100ft long x 5ft wide with a 20ft x 5ft Landing

    Brian Barnhart Gulf Gateway Realty, Inc.

    2226 8th Ave, Saint James City, FL 33956
  • /32

    $525,000

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,830 Sq Ft

    3505 Mango St, Saint James City, FL 33956

    Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a

    Leslie Osborne John R. Wood Properties

    3505 Mango St, Saint James City, FL 33956
  • /42

    $525,000

    $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    3050 York Rd, Saint James City, FL 33956

    Boaters, anglers, investors, and island dreamers — this is the one. Welcome to your turnkey waterfront retreat on Monroe Canal in the heart of Saint James City, offering direct boating access with no bridges to the Intracoastal Waterway. Designed for true island living, this property features a 5,000 lb boat lift, a 16,000 lb covered boat lift, and approximately 833 sq. ft. of composite dock/deck

    Austin St. Jean Real Broker LLC

    3050 York Rd, Saint James City, FL 33956
  • /31

    $549,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2801 York Rd, Saint James City, FL 33956

    Welcome to this beautiful 3BD/2BA home located on a direct access canal with no bridges in desirable St. James City, Florida. Enjoy open water access just minutes to Sanibel, Captiva and Pine Island Sound. This bright home offers an open layout with modern finishes, a bright kitchen featuring quartz countertops and stainless steel appliances. Step outside onto your deck overlooking the canal and

    Nicole Johnson Century 21 Selling Paradise

    2801 York Rd, Saint James City, FL 33956
  • /2

    $725,000

    • Land
    • 14,409 Sq Ft
    • $2,191,657 per Acre

    3151 Vacation Ln, Saint James City, FL 33956

    RESIDENTIAL WATERFRONT LOT ON 3151 VACATION LANE, Discover the perfect opportunity to own a Prime Waterfront lot with breathtaking Views and Direct Gulf Access, Panoramic Sea Views, peaceful, unspoiled surroundings. READY for construction.

    Sophia Barrios O K Realty Inc

    3151 Vacation Ln, Saint James City, FL 33956
  • /36

    $784,900

    • 3 Beds
    • 2.5 Baths
    • 1,429 Sq Ft

    2391 Oleander St, Saint James City, FL 33956

    Built to last and designed for the waterfront lifestyle, this custom 2018 Insulated Concrete Form (ICF) home combines exceptional strength, energy efficiency, and storm resilience with quick, deep, direct access to the Gulf of America. Offering 3 bedrooms, 2.5 baths, and quality construction rarely found on the island, this home features impact windows and doors, a standing seam metal roof, and

    Monica Fowlds Century 21 Selling Paradise

    2391 Oleander St, Saint James City, FL 33956
  • /46

    $625,000

    $26K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    8721 Nome Ct, Saint James City, FL 33956

    This 7.07-acre AG-2 zoned property with no deed restrictions has lots of potential and privacy, the perfect place to build your new home, it has utilities in place, a pond, and it is cleared and completely fenced in with pastures (some fence repair work is needed). The property has 2 large pole barns and a cow barn, a chicken coop and another outbuilding for livestock. There is also a 10x12 Ted

    Matt Ristau Coastal Realty SWFL

    8721 Nome Ct, Saint James City, FL 33956
  • /31

    $722,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft

    3594 Rita Ln, Saint James City, FL 33956

    Great location in that it's the 2nd canal in from the bay taking just a couple of minutes to San Carlos Bay, and ten minutes more to Sanibel Island by boat. Great location in St. James City on Pine Island in the beautiful Bayview neighborhood. This 3 bedroom, 2 bath home was completely remodeled after Hurricane Ian. 1,550 square feet PLUS an approximately 400 square foot sun room (with portable

    Cheryl Bredin Islander Realty

    3594 Rita Ln, Saint James City, FL 33956
  • /36

    $679,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,391 Sq Ft

    3778 Pinetree Dr, Saint James City, FL 33956

    This beautifully furnished home offers 2 bedrooms PLUS a Bonus room and direct waterfront access to the gulf. Enjoy spacious, open living areas designed for comfortable coastal living. The kitchen features a large breakfast bar and beautiful décor. The generous outdoor space offers a heated pool, and spa—perfect for enjoying the island lifestyle. A versatile bonus room adds flexibility for a home

    Mike Faulkner John R. Wood Properties

    3778 Pinetree Dr, Saint James City, FL 33956
  • /12

    $501,790

    • Land
    • 17.9 Acres
    • $28,035 per Acre

    TBD Pirate Landing Ln, Saint James City, FL 33956

    Imagine your private santuary! Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. 17+ Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows: 1357x573x1367x573

    Sherrie Philips Century 21 Sunbelt Realty

    TBD Pirate Landing Ln, Saint James City, FL 33956
  • /34

    $715,000

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    2360 Oleander St, Saint James City, FL 33956

    Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stunning curved staircase creates a grand first impression, leading to a residence thoughtfully renovated with today's most sought-after features. Designed for both elegance and durability, the home boasts a metal roof,

    Normalene Salter Century 21 Sunbelt Realty

    2360 Oleander St, Saint James City, FL 33956
  • /15

    $749,000

    $226K PRICE DROP
    • Land
    • 2.31 Acres
    • $323,822 per Acre

    5401 Pine Island Rd NW, Bokeelia, FL 33922

    Prime Commercial Lot – Pine Island Road Unmatched Location & Visibility The only road onto Pine Island, situated in the heart of downtown. High-traffic corridor with excellent exposure.Next door to the brand-new 7-Eleven and directly across from Publix shopping center Unlimited Development PotentialPossible Options Fast food or free-standing restaurant Fitness center or wellness

    Valerie Peterson Allison James Estates & Homes

    5401 Pine Island Rd NW, Bokeelia, FL 33922
  • /33

    $599,000

    $51K PRICE DROP
    • Land
    • 5.34 Acres
    • $112,277 per Acre

    6455 Stringfellow Rd, Saint James City, FL 33956

    Discover a truly unique property with this 5.43-acre track, a hidden gem nestled at the end of a road and bordered on three sides by Lee County preserve land. This gorgeous property is cleared, fenced and features a fully stocked pond. Dirt is already in place for a house pad and a shop/barn pad. This serene and private slice of heaven offers unmatched tranquility and natural beauty, making it a

    Erik Flett Whitetail Properties Real Estate LLC

    6455 Stringfellow Rd, Saint James City, FL 33956
  • /37

    $644,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    2763 Sanderling Ct, Saint James City, FL 33956

    Welcome to your waterfront paradise in the heart of St. James City! This beautifully remodeled 3-bedroom, 2-bath home offers direct Gulf access with quick boating access to Pine Island Sound, the Intracoastal Waterway, world-class fishing, waterfront restaurants, and the pristine beaches of Sanibel, Captiva, Cayo Costa, and Boca Grande. Spacious and designed for comfortable island living, the

    Monica Fowlds Century 21 Selling Paradise

    2763 Sanderling Ct, Saint James City, FL 33956
  • /34

    $525,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    2355 Banana St, Saint James City, FL 33956

    Great gulf access. Less than 5 minutes out to San Carlos Bay and then on to the fishing, beaches and restaurants the area is famous for. This 2 bedroom 2 bath home has a large family/Florida room on the canal to sit and enjoy the local wildlife. The kitchen has been updated with White cabinets. There is a boat lift with the frame for the cover, but no cover. And a composite dock. Spacious with

    Leslie Osborne John R. Wood Properties

    2355 Banana St, Saint James City, FL 33956
  • /66

    $675,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft

    2740 Sanibel Blvd, Saint James City, FL 33956

    The seller has given the green light for Storm Smart to install their Flood Smart System by Storm Smart Hurricane Protection on every door of the home, providing added protection and peace of mind, while also contributing to lower homeowners insurance costs. Airbnb rentals are allowed, offering excellent flexibility for personal use, seasonal living, or income potential. Waterfront living at its

    Shannon Stelton LPT REALTY, LLC

    2740 Sanibel Blvd, Saint James City, FL 33956
  • /34

    $649,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,778 Sq Ft

    3201 Stabile Rd, Saint James City, FL 33956

    Great investment opportunity or vacation home. Located in St James City with easy access to the Gulf of Mexico, minutes to Sanibel and Fort Myers beaches. This waterfront duplex has two beautifully remodeled units with stone countertops and plenty of updated cabinets, tiled walk in showers.Close to many waterfront restaurants, great fishing and all other water activities.Easy water access

    Tammy Brown Century 21 AllPoints Realty

    3201 Stabile Rd, Saint James City, FL 33956
  • /37

    $549,000

    • 3 Beds
    • 3 Baths
    • 1,975 Sq Ft

    4931 Island Acres Ct, Saint James City, FL 33956

    Just over an Acre of Pure Island Serenity! Nestled at the end of the cul-da-sac for total privacy, this beautifully landscaped property offers a unique courtyard-style layout with a separate cabana and the perfect blend of privacy, comfort, and natural beauty. Overlooking a peaceful zen pond, you'll enjoy views and a tranquil setting that feels like your own private retreat. The spacious

    Mike Faulkner John R. Wood Properties

    4931 Island Acres Ct, Saint James City, FL 33956
  • /47

    $699,900

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,398 Sq Ft

    2808 Sanibel Blvd, Saint James City, FL 33956

    Margaritas, sunsets, and island time await at this waterfront retreat in the heart of St. James City. Designed for those who dream of a laid-back tropical lifestyle, this elevated coastal home combines boating, entertaining, and carefree island living into one unforgettable package. The main living level features 2 bedrooms, 2 baths, and an open great room floor plan that flows seamlessly to the

    Monica Fowlds Century 21 Selling Paradise

    2808 Sanibel Blvd, Saint James City, FL 33956
  • /30

    $795,000

    $54K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    3715 Manatee Dr, Saint James City, FL 33956

    Sun, Salt & Boat Days — Direct Gulf Access with New Dock + 10K Lift Welcome to your private Gulf access retreat in the laid-back waterfront community of St. James City — where boating, fishing, and relaxation are part of everyday life. This 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan designed for both comfort and privacy. Light and bright living areas create an inviting

    Sandy Cummings John R. Wood Properties

    3715 Manatee Dr, Saint James City, FL 33956
  • /46

    $589,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,551 Sq Ft

    2660 Date St, Saint James City, FL 33956

    GULF ACCESS 3/3 home has everything you could wish for in your forever home. It has a heated pool on a canal with a wraparound composite dock with a boat lift. There is a large concrete patio with a swing looking down the canal. It has beautiful oak trees and landscape yard on 1/3 acre. This home has been updated with island colors, new appliances, cabinets and counter tops. The master bath has a

    Normalene Salter Century 21 Sunbelt Realty

    2660 Date St, Saint James City, FL 33956
  • /50

    $698,000

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

    3557 Sea Holly Ln, Saint James City, FL 33956

    Owner wants your offer...Welcome to 3557 Sea Holly Lane in St. James City, a custom-built island retreat thoughtfully designed for strength, comfort, and the ultimate Southwest Florida boating lifestyle. Engineered to CAT-5 hurricane standards, this solidly constructed home offers exceptional peace of mind and has NEVER experienced flooding — a rare and valuable feature for coastal living. A

    Elizabeth Williamson Realty One Group MVP

    3557 Sea Holly Ln, Saint James City, FL 33956
  • /26

    $517,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    3728 Emerald Ave, Saint James City, FL 33956

    Waterfront luxury, move-in ready — and just minutes to the Gulf! New pool liner & lanai screen! This updated 3-bedroom, 2-bath Saint James City home offers a heated pool & spa, deep-water canal with sailboat access, and a 10,000-lb lift (boat on lift is negotiable). Nearly everything is new, from the roof to the kitchen — all that’s missing is you. Welcome to your waterfront paradise on one of

    Arianna Falzone RE/MAX Nautical Realty

    3728 Emerald Ave, Saint James City, FL 33956
  • /43

    $569,900

    • 2 Beds
    • 2 Baths
    • 1,308 Sq Ft

    2891 Cussell Dr, Saint James City, FL 33956

    Waterfront Living at Its Finest - Direct Gulf Access! Experience the ultimate Southwest Florida lifestyle in this beautifully remodeled waterfront home offering direct access to San Carlos Bay and the Gulf of Mexico. Situated on an extra-wide canal, this property is a boater's dream with an 85' concrete dock, 10,000 lb boat lift, seawall, and waterside seating area—perfect for sunset cocktails or

    Pamela Butler LES Management, LLC

    2891 Cussell Dr, Saint James City, FL 33956
  • /46

    $550,000

    Open Thu 2PM - 5PM
    • 3 Beds
    • 3 Baths
    • 1,591 Sq Ft

    3811 Crestwell Ct, Saint James City, FL 33956

    Experience the Essence of Island Living! Welcome to this exceptional stilt home, perfectly situated on an oversized homesite with an impressive 100 feet of freshwater canal frontage. Thoughtfully designed to embrace the island lifestyle, this beautifully appointed residence offers 3 bedrooms, 3 full bathrooms, impact-resistant windows and doors, durable James Hardie® fiber cement siding, and a

    Robert Cheyne EXP Realty LLC

    3811 Crestwell Ct, Saint James City, FL 33956
  • /4

    $599,000

    • Land
    • 11.38 Acres
    • $52,636 per Acre

    6820 Stringfellow Rd, Saint James City, FL 33956

    11.38 Prime Acres with Dual Road Frontage – Endless Potential Currently Zoned agriculture.Includes barn. Rare opportunity to own 11 acres with frontage on both Stringfellow Road (west side) and Master’s Landing Road (north side). This beautifully wooded parcel features natural Florida vegetation, mature pines, and palmettos — offering privacy, character, and that true Old-Florida feel buyers

    Roger Kincaid KINCAID REALTY

    6820 Stringfellow Rd, Saint James City, FL 33956
  • /41

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    3140 Binnacle Ln, Saint James City, FL 33956

    GREAT INVESTMENT WATERFORNT PROPERTY WITH GULF ACCESS 3 BEDROOM 2 BATH 1,920 SQ FTUNIQUE TRIPLE-WIDE-MUST SEE! READY TO MOVE IN! A open floor plan-large living area and impressive kitchen including gas range, generous walk-in pantry, custom cabinetry, upgraded appliances, R/O water-filtration system and extensive countertop space with breakfast bar. Large rooms throughout with ceramic tile;

    Francisco Rivera Related General Realty, LLC

    3140 Binnacle Ln, Saint James City, FL 33956
  • /50

    $594,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft

    3026 Trawler Ln, Saint James City, FL 33956

    Experience the best of coastal living in this exceptional waterfront furnished retreat in Saint James City, where island charm meets modern comfort. Nestled in the laid-back boating community of Treasure Cove, this solid concrete block home with a durable metal roof is perfectly positioned for those who crave life on the water. With direct Gulf access and no bridges, your next boating adventure

    Robert Cheyne EXP Realty LLC

    3026 Trawler Ln, Saint James City, FL 33956
  • /43

    $675,000

    $35K PRICE DROP
    • 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
  • /49

    $749,000

    • 4 Beds
    • 2 Baths
    • 1,292 Sq Ft

    3571 Emerald Ave, Saint James City, FL 33956

    Welcome to your own private waterfront retreat! This beautifully redesigned 4 BEDROOM POOL home has been renovated from top to bottom with exceptional attention to detail. MAJOR updates include a NEW metal roof, impact-resistant windows & doors, spray-foam insulation, updated electrical and plumbing, a NEW A/C system, and all-new pool equipment, providing peace of mind for years to come. Inside,

    Christina Diaz EXP Realty LLC

    3571 Emerald Ave, Saint James City, FL 33956
  • /31

    $545,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    2456 Sycamore St Unit 5, Saint James City, FL 33956

    Discover the potential of this waterfront pool home in the heart of St. James City! This 2-bedroom, 2-bath home offers the perfect blend of boating, relaxation, and opportunity with quick Gulf access, a private dock, boat lift, and a screened lanai featuring a pool and spa. Whether you're heading out for a day of world-class fishing, exploring the nearby islands, or simply enjoying life on the

    Rachel Farmer Castaways Island Realty LLC

    2456 Sycamore St Unit 5, Saint James City, FL 33956
  • /50

    $579,000

    $21K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    3123 Bracci Dr, Saint James City, FL 33956

    ST.JAMES CITY-PINE ISLAND! THE "SALT LIFE" FISHING-BOATING-BEACHES IS CONSIDERED ISLAND LIFE HERE! THIS CUTE "FISHERMAN'S COTTAGE" IS "FLORIDA KEYS" STYLED LAID BACK ISLAND LIVING, YET CLOSE TO EVERYTHING! COMPLETE HOME REMODEL (2024) OVER $250,000+/- AS GONE INTO THIS FURNISHED "TURNKEY" 3BDR, 2TH, 2 CAR GARAGE, DOCK, and Boat LIFT. OPEN FLOOR PLAN, ALL TILE FLOORS THROUGHOUT FOR EASY

    Steve Bacardi Coldwell Banker Realty

    3123 Bracci Dr, Saint James City, FL 33956
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