Saint James City, FL Homes for Sale under $500,000

Tropical Island Estate in St. James City – Secluded Luxury on Oversized Lot. Escape to an extraordinary island retreat at the quiet, private end of a road in St. James City, situated on picturesque Pine Island. This expansive two-story residence sits on an oversized tropical lot enveloped by native palms, vibrant flora, and abundant wildlife—creating a lush sanctuary with an unmistakable island

Robert Guth RE/MAX Trend

Island Living at Its Best! Have you been looking for a LARGE GARAGE and a POOL? This 3-bed, 3-bath home offers the perfect mix of comfort and function. Enjoy an open floor plan with a spacious kitchen featuring granite counters, stainless steel appliances, a large island, and a wine rack. French doors lead to a pool and lanai—great for entertaining! Built with upgrades like hurricane-impact

Mike Faulkner John R. Wood Properties

Come live where the palm trees sway! Absolutely adored by the original owners who built the home, this sweet southern style home is being sold for a very fair price. Peace and tranquility surround this home tucked back off of the street and full of curb appeal. Untouched by any hurricane and close to all the wonders of the island. With tall lofty ceilings, outside elevator, wood floors and an

Amy Summerlot DomainRealty.com LLC

Waterfront Paradise in St. James City!Live the ultimate island lifestyle—just minutes by boat to world-famous fishing at Ding Darling and Redfish Pass, and the stunning white sands of Sanibel’s beaches. Whether you're chasing tarpon or soaking in the sunsets, this is your gateway to the best of Southwest Florida.This lifted beautifully renovated 3-bedroom, 2-bath home offers over 1,500

Michele Frank Realty 100

Impeccably remodeled gulf-access island living on Pine Island! This renovated 2 bed / 2 bath concrete-block home delivers unobstructed water access from your backyard—no hassles getting out to San Carlos Bay, the Gulf, and world-class fishing. Outside, enjoy a captain’s walk with a covered boat lift, kayak lift, engineered carport, RV hookups, powered storage shed, and a fully fenced backyard.

Martha Cain Castaways Island Realty LLC

POOL HOME ON OVER 1/2 AN ACRE CORNER LOT!!! This home was built in 2023 and is in "like new" condition. Start living your island dream life today! This 3 bedroom, 2 bath pool home offers a split floor plan with lots of upgrades and designer touches. Enter into your huge great room with cathedral ceilings. The home is designed with an open floor plan and a kitchen made for entertaining. White

Brian Jordan The Property Shop of SWFL

Welcome to your dream retreat in St. James City, Florida, where island time meets peaceful serenity! This freshly painted 4-bedroom, 2.5-bath home sits on just under 2.5 agriculturally zoned acres, offering the perfect combination of space, privacy, and nature-filled charm. Step into this tranquil sanctuary and enjoy the beauty of nature right from your doorstep. The front yard features a

Destiny Ramming RE/MAX Realty Team

Direct Gulf Sailboat access home on intersecting canals on Pine Island. Thoughtfully Renovated and move in ready! New roof. Entire new kitchen with upgraded appliances and a breakfast bar. New bathrooms, new fixtures and fans throughout. Step out of the living room or Master bedroom onto the Large enclosed and air conditioned sun room. Provides a lot of extra living space with views of the canals

Kristen Kerrigan Legacy International Realty

Live the dream on a Southwest Florida island! Nestled on beautiful Pine Island—just 2 miles south of Pine Island Center off Stringfellow Road and a quick 10-minute drive to historic Matlacha—this property offers the perfect blend of peace, privacy, and island charm. Enjoy 1.24 acres of AG-zoned tropical paradise, where you’ll have the freedom to bring all your big toys—boats, trailers, car

Christopher Kirchner Keller Williams Realty Fort Myers and the Islands

DIRECT GULF ACCESS! Your slice of paradise awaits in this completely renovated waterfront home, located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home has been updated from top to bottom, offering peace of mind and effortless island living.Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and

Mike Faulkner John R. Wood Properties

Charming Island Retreat in Pine Island Village!Welcome to this charming island home located in the Pine Island Village subdivision. This beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort and coastal charm.High and Dry. Positioned on one of the highest points of the island, this home has never flooded and is not in a flood zone, providing added peace of

Kim Piper Five Star Real Estate (Cape Coral)

SELLER FINANCING POSSIBILITY! An Exclusive and Rare Opportunity now available in beautiful Saint James City! Properties like this one don't come on the market often. The seller has owned the home since 1993, and it has never flooded. Discover this charming completely renovated exterior and interior in 2023, 4-bedroom, 2.5-bath cottage-style bungalow; including a 400 sq ft screened-in room on a

LiLiana Davis RE/MAX Trend

Price Improved! Schedule a showing today! Embrace the laid-back island lifestyle with this charming two-story home, perfectly situated on 1.37 acres with 3 beds/3 baths. Located in Saint James City with downstairs In Law suite with full kitchen and bath. Tucked away in a peaceful, private and natural setting, yet just minutes from Matlacha, Pine Island, and Southwest Florida’s best fishing and

Sharadan Edmonds ALLISON JAMES ESTATES & HOMES

SELLER WILLING TO LOOK AT ANY CREATIVE FINANCING, 2 YEAR BALLOON, 20% DOWN WITH 4% INTEREST RATE. CALL FOR DETAILS!! Introducing a truly exceptional waterfront opportunity in the coveted community of Pine Island, where coastal living meets unparalleled convenience. This property boasts direct Gulf access, providing a gateway to the area's best fishing and boating in mere minutes to open waters.

Paula Towell John R. Wood Properties

Very motivated sellers, bring offers! Furnished home in "Old Florida" Pine Island. This neighborhood is a golf cart ride to restaurants, marinas, but in a nice quiet area of St. James City. The home never flooded in any storms. Flood Insurance is $660 annually, and transferrable! Many upgrades and renovations including new Roof, Pool Pump, Pool Heater, and Heat Pump having all been updated in the

John Faulkner Century 21 Sunbelt Realty

Welcome to your waterfront paradise at 2592 York Rd, St James City! Situated on the sought-after Monroe Canal, this charming home features 60' of waterfront with a convenient boat lift. Inside, discover a modern oasis with an updated kitchen featuring granite countertops and an inviting eat-in area. The home boasts two spacious bedrooms, two bathrooms, and a cozy family room. Outside, you'll find

Lori Caldwell LoKation

Island Life Starts Here – Direct Gulf Access in St. James City!!! New Seawall 2019!!!! Live the relaxed island lifestyle in this beautifully remodeled 3-bedroom, 2-bath home located in the heart of St. James City. With direct Gulf access and no bridges, your days can begin with sunrise fishing trips and end with sunset cruises—all from your own backyard. Seawall was redone in 2019.Explore the

Monica Fowlds Century 21 Selling Paradise

**BEAUTIFUL WATERFRONT HOME WITH DIRECT GULF ACCESS**BOATER'S PARADISE WITH A DOCK & BOAT LIFTWITH QUICK ACCESS TO SANIBEL, CAPTIVA, FORT MYERS BEACH, & BOCA GRANDE FOR ULTIMATE BOATING & FISHING**TRUE ISLAND LIVING AT ITS BEST** Experience the best of island living in this fully remodeled, move-in ready St. James City waterfront home is perfect as a vacation rental, seasonal retreat, or forever

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

Nestled in the picturesque city of St. James, this enchanting canal-front property invites you to a life where every day feels like a vacation. Imagine stepping out onto your spacious waterfront patio, where canal views unfold before you, offering a daily display of dolphins and manatees feeding in their natural habitat. The beautifully mature landscaping complements a maintenance-free shell

Paula Towell John R. Wood Properties

Stunning, turn key and stunning is the best way to describe this beautiful home on the Gulf. Located on a 96' wide canal that can get you to the gulf within minutes. Home is offered fully furnished.Everything about this home has been remodeled and made perfect with modern shaker cabinets, luxury tile work and a spacious living area. 3 bedrooms offer plenty of space for overnight guests

Cristina Diaz Century 21 Integra

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

Fantastic boating community with private boat ramp! Escape to the laid-back island lifestyle in this bright and breezy 3 bedroom, 2 bath St. James City retreat.From the moment you step inside, you’ll love the open split-bedroom layout, the spacious great room, and the seamless flow to a screened lanai framed by mature tropical landscaping—perfect for morning coffee, sunset cocktails, or

Becky White EXP Realty LLC