St James City Homes under $500,000

St James City Homes under $500,000

Welcome to St. James City, a hidden gem nestled on Pine Island in Lee County, Florida. This charming coastal community offers a unique blend of laid-back island living and vibrant natural beauty, making it a perfect destination for those seeking tranquility and adventure alike. With its stunning waterfront views, abundant wildlife, and lush landscapes, St. James City is a paradise for nature enthusiasts and outdoor lovers.

One of the most appealing aspects of St. James City is the diverse range of homes available, particularly those priced under $500,000. Whether you're a first-time homebuyer, a retiree looking to downsize, or someone seeking a vacation retreat, you'll find an array of options that fit your needs and budget. From cozy bungalows and charming cottages to spacious single-family homes, St. James City offers a variety of architectural styles that capture the essence of Florida living.

Residents enjoy a relaxed lifestyle, with easy access to pristine beaches, world-class fishing, and an array of recreational activities. Explore the scenic waters by kayak, take a leisurely bike ride along the island's pathways, or simply unwind while watching the sunset over the Gulf of Mexico. The local community is warm and welcoming, with numerous opportunities to engage in social activities, farmers' markets, and community events.

Investing in a home in St. James City means embracing a lifestyle filled with sunshine, serenity, and a strong sense of community. Don’t miss your chance to discover your dream home in this idyllic Florida paradise!

Newest St James City Homes under $500,000

7205 Drum Drive, St James City
$156,000
2 Beds ⋅ 2 Baths ⋅ 2026042833 MLS
This newly renovated 2/2 home is located in Pine Island Cove 55+ community where you own your land, and the HOA is only $160.00 per month. This home has new roof 2023, mini-split a/c, cabinets, countertop and appliances, and floors. This community has a large, heated salt-water pool, spa, community boat ramp with Gulf Access, boat & RV storage, picnic area, dog run, fish cleaning station. Lot of activities for everyone with Pickleball, bocce and clubs. You are only a few minutes out to Pine Island sound & the gulf for the best fishing in SW Florida. You have access to Cayo Costa beach, Sanibel, Captiva and beautiful sun set.

7205 Drum Drive, St James City
7126 Ladyfish Drive, St James City
$122,000
2 Beds ⋅ 2 Baths ⋅ 2026041367 MLS
iMMACULATE 2/2 home in beautiful Pine Island Cove 55 + community. Pine Island Cove community has a heated salt water pool, spa, picnic area, boat & Rv storage, club house, dog park, private boat ramp with Gulf access. In just a few minutes you are out some of the best fishing in SW Florida. There is lot of activities like pickle ball, bocced ball and clubs for everyone. You own your land and the HOA fee is only $160.00 per month. This home has a new roof in 2019, new vinal floor, and has a large Florida room 11x20 with new free standing air conditioner. This home can be your forever home , winter home or a rental. It is located near to all activities on the island. Move in ready and very nice.

7126 Ladyfish Drive, St James City
5029 Gulfgate Lane, St James City
$215,000
2 Beds ⋅ 2 Baths ⋅ 2026040907 MLS
Beautifully maintained home in a 55+ community. Immaculately kept and many updates includes but not limited to new asphalt shingle roof, new AC/heat, water heater, washer/dryer, 6 panel doors through out, whole house generator wired direct to panel, propane, key start and includes 2 100 gallon tanks, new range/oven, dishwasher and refrigerator. A must see private back yard with tiki hut for grilling. Private deck with fire pit. Sliders in both bedrooms to access back yard. Gated storage for your boats, RVs and any other toys. Private boat ramp with parking for your vehicle and trailer, water for cleaning it, canal is Gulf access. Front Florida room can be used for home office or extra sleeping area for guests. Back lanai has vinyl roll down windows over screens and the room has a free standing AC unit to keep it climate user friendly. Large closets and plenty of storage.

5029 Gulfgate Lane, St James City
3055 Harpoon Lane, St James City
$365,000
2 Beds ⋅ 2 Baths ⋅ 2026041400 MLS
Welcome to your new Island Home Paradise! This home shines with an oversized corner homesite, extra parking, gulf access canal with no bridges, boat lift, walk around trex deck with boat cover and so much more! It's just a short 5-7 minute boat ride to open waters with gulf access at Captiva Island and some of the best beaches and fishing around. You'll feel like you are on vacation every day in this coastal cottage themed showplace with wainscotting, shiplap and plantation shutters. You'll love the beautiful entry, vaulted ceilings, huge living room, dining room and great kitchen with white cabinets, quartz countertops, nautical backsplash, lots of cabinets, newer appliances, pantry, lighted glass front cabinet doors, etc. Both bathrooms are gorgeous, both bedrooms are huge and have oversized walk-in closets. Another great feature of this home is the amount of space between this home and the one next door. You won't feel crowded here at all. There is room for 3 cars under the carport and room for another 3 cars in the gravel next to the carport as well as plenty of room to park a boat trailer. The flooring is an easy care wood look luxury vinyl throughout, so no carpets. The living room has a built-in lighted wall unit to show off your personal treasures. The new metal roof was installed in June of 2026. The storage is amazing with a double closet off the entry, a hall linen closet, a kitchen pantry closet, a closet off the living room and a storage shed off the laundry room. The utility bills are also very low. This home is light, bright and has everything you need to make this your Island Paradise.

3055 Harpoon Lane, St James City
3913 Dewberry Lane, St James City
$300,000
2 Beds ⋅ 2 Baths ⋅ 2026040545 MLS
BOATER’S PARADISE! Welcome to this beautifully renovated waterfront home featuring approximately 50 feet of seawall on a wide, deep canal with NO fixed bridges, offering easy access for larger boats and even accommodating a sailboat. Enjoy convenient boating access to some of Southwest Florida’s most beautiful destinations, including Sanibel, Captiva, Cayo Costa, and North Captiva. This property has been fully renovated with a new roof, new electrical, new plumbing, new flooring, and beautifully tiled bathrooms. Both bathrooms feature showers, and the primary suite offers a spacious walk-in closet. With NO HOA, NO age restrictions, and NO rental restrictions, this property offers exceptional flexibility for both personal use and investment. Whether you’re looking for a waterfront getaway, full-time residence, or investment property, this home offers the perfect combination of boating access, modern updates, and freedom. PID 02-46-22-20-0000D-0310

3913 Dewberry Lane, St James City
3076 Bowsprit Lane, St James City
$369,900
2 Beds ⋅ 2 Baths ⋅ 2026038936 MLS
Welcome to easy island living in St. James Isles, formerly known as Cherry Estates, one of St. James City’s established waterfront communities. Built in 2024, this furnished 2-bedroom, 2-bath manufactured home offers newer construction, a move-in-ready interior and the waterfront lifestyle Pine Island is known for. Boaters will love the 10,000-lb covered boat lift, private dock with water and electric, seawall and wide canal offering quick, direct, deep-water Gulf access with no bridges. Within minutes by boat, you can be exploring the waters and famous beaches surrounding Sanibel, Captiva, Cayo Costa and Fort Myers Beach, along with some of Southwest Florida’s best fishing and boating destinations. Inside, the bright and open great room floor plan features an inviting living and dining area filled with natural light. The kitchen offers a spacious center island, stainless steel appliances and white raised-panel cabinetry with soft-close doors. Large sliding glass doors open to the spacious covered waterfront porch, extending the living space outdoors and creating the perfect place to dine, entertain or simply relax overlooking the canal. The primary suite features a walk-in closet, linen closet and private bath with dual sinks and a walk-in shower. The guest bedroom is conveniently located near the guest bath with a tub/shower combination, while the interior laundry room includes additional cabinetry for storage. Outside, low-maintenance rock landscaping makes upkeep easy, with parking for up to three vehicles and an extra-large storage shed offering plenty of space for fishing gear, boating equipment, tools and island toys. Just minutes away by car, the Pine Island Community Pool and Island Center recreation facilities offer a community pool, tennis courts and pickleball courts for even more ways to enjoy the island lifestyle. St. James City is also golf-cart friendly, making it easy to cruise to local restaurants, marinas and neighborhood gathering spots. Under house storage also available. Sold furnished and ready to enjoy, whether you're looking for a full-time residence, seasonal escape or waterfront getaway, this 2024 home makes it easy to start enjoying the Pine Island boating lifestyle from your own backyard. See attached inventory list in supplements.

3076 Bowsprit Lane, St James City
3628 Tropical Point Drive, St James City
$325,000
3 Beds ⋅ 2 Baths ⋅ 2026039607 MLS
Welcome to island living in St. James City on Pine Island, Florida! This remodeled 3-bedroom, 2-bath Pine Island home sits on an oversized lot with plenty of room for your boat, trailer, RV, recreational toys, workshop, or hobby space. Inside, you'll find an updated open layout and kitchen featuring thyme-colored all-wood cabinetry and butcher block countertops. Additional features include a red metal roof and manually operated hurricane shutters. The oversized property is a standout for buyers looking for extra outdoor space and room to enjoy the Southwest Florida lifestyle. Bring the boat, kayaks, fishing gear, and toys - there's room for it all. Located just minutes from Tropical Point Park in St. James City, where you can launch a kayak, fish, picnic, enjoy the small beach area, or catch a beautiful Pine Island sunset. You'll also be convenient to local restaurants, marinas, boating, fishing, and everything Pine Island has to offer. If you've been searching for a home in St. James City with an oversized lot, room for your boat or RV, and easy access to the Pine Island lifestyle, this one checks the boxes. Come enjoy island time!

3628 Tropical Point Drive, St James City
7334 Drum Drive, St James City
$159,000
2 Beds ⋅ 2 Baths ⋅ 2026038740 MLS
This 55+ Pine Island 2010 home offers a great room, open-concept kitchen floor plan with 2 bedrooms, one with a private entrance out to the canal. The floors are all new "wood-like" for easy cleaning. The lawn is maintenance-free for more time to relax or join in a community activity. Pine Island Cove community offers boating access via the community boat ramp for quick, easy access to the Gulf of Mexico, Intracoastal, Pine Island Sound, and Outer Islands all within minutes, with no locks or bridges. Enjoy boating to the beaches you can only get to by boat, watching the sunsets over the Gulf, and fishing in some of the best spots in SW Florida. A few of the community activities include: bocce ball, pickleball, large pool, spa, clubhouse with kitchen, dance floor, party and fitness rooms, plus boat/RV storage for $50/year and $100/year if you need electric, a large pavilion for social events and cookouts, and a large fishing lake. This home is located in the heart of the amenities! Make your appointment now and enjoy spending the winter with friends in the sun, rather than shoveling snow!

7334 Drum Drive, St James City
3064 Sloop Lane, St James City
$360,000
2 Beds ⋅ 2 Baths ⋅ 2026038559 MLS
Welcome to paradise at 3064 Sloop Road, a true boater’s dream tucked away in the serene island community of Saint James City, FL. This spectacular property offers the ultimate coastal lifestyle with direct Gulf access, meaning no bridges and an effortless run straight to the open waters of the Gulf of Mexico, Sanibel, and Captiva Islands. Step inside to discover a warm and inviting interior highlighted by gorgeous, durable bamboo flooring that flows throughout the main living areas, perfectly complementing the relaxed tropical aesthetic. Relax by the pool while enjoying the scenic wide canal. Water enthusiasts will appreciate the private dock equipped with a heavy-duty boat lift, making it incredibly easy to launch a morning fishing trip or an evening sunset cruise. Beyond the exceptional waterfront amenities, the property boasts a standalone workshop on concrete footers—the ideal dedicated space for DIY projects, gear storage, or hobbyists. Whether you are looking for a full-time residence or a premier vacation getaway, this home delivers unmatched functionality and immediate access to the best backwater fishing and boating in Southwest Florida.

3064 Sloop Lane, St James City
2510 Rose Avenue, St James City
$379,000
2 Beds ⋅ 3 Baths ⋅ 2026038314 MLS
Welcome to Pine Island! Bring your boat, trailer, camper, and a toothbrush! Enjoy a relaxed lifestyle in the heart of beautiful St. James City! This TURNKEY furnished elevated stilt home sits on almost one-third of an acre and offers a wonderful combination of space, privacy, accessibility, and location. The home features a fenced backyard with a double gate, making it easy to bring in a boat, RV, trailer, or other recreational toys. With no HOA and no restrictions on storing boats or RVs, you have the freedom to truly enjoy your property and the Southwest Florida lifestyle. St. James City is golf-cart friendly, and you’re just a quick ride from local restaurants, bars, and shopping. The neighborhood is perfect for walking the dog, riding bikes, or simply enjoying the laid-back pace of island living. The St. James City Civic Center is less than a block away, offering a park and a variety of activities and entertainment for both children and adults. This home is also designed with accessibility and comfort in mind. An exterior lift provides convenient access from the ground level to the spacious upstairs screened porch, making the home handicap accessible. The home offers two screened porches—one conveniently located off the garage and another upstairs where you can truly take advantage of the beautiful Florida weather. The upstairs porch faces east and offers must-see sunrise views. Sliders open from the porch into the bedroom, living room, and dining room, creating a wonderful connection between indoor and outdoor living. Inside, the main living area thoughtfully separates the bedrooms, providing additional privacy for family and guests. Recent updates include a new metal roof and electrical panel with new receptacles in 2023, along with hurricane windows and a hurricane-rated garage door for added peace of mind. The front staircase and rear steps feature durable composite decking for easy maintenance. With nearly one-third of an acre, a fenced yard, no HOA restrictions, great accessibility, multiple outdoor living spaces, and a location close to everything St. James City has to offer, this is a home that makes it easy to embrace the island lifestyle.

2510 Rose Avenue, St James City
3300 6th Avenue, St James City
$499,000
2 Beds ⋅ 1 Baths ⋅ 2026037079 MLS
Welcome to this incredibly charming turn key furnished waterfront cottage paradise! Tucked beneath sprawling oaks, mature mahoganies and swaying palms, this secluded St. James City retreat offers nearly half an acre of shaded, private waterfront bliss — yet it's just minutes from some of the island's favorite restaurants, bars, and local hangouts. And did we mention the privacy? The property feels like your own tropical hideaway. Watch manatees and dolphins cruise the canal from your backyard, cast a line, or grill the catch of the day after bringing it in from your own 30-foot dock. Not fishing today? Two nearby fresh seafood markets make it easy to bring home the day's local catch. And if outdoor living is your thing, Enjoy mornings on your two screened porches — one overlooking the expansive backyard and waterfront, and another facing the large front yard. Morning coffee, afternoon cocktails, or a quiet evening outdoors — you've got the perfect spot for every mood. Inside, the cottage has been updated while keeping its unmistakable Old Florida beach-house character. The large butcher block kitchen island provides plenty of room for friends and family to gather for drinks, dinner, and fish stories, while the spacious living area keeps everything comfortable and inviting. One of the home's most memorable features is beneath your feet: unique hand-painted wood floors running throughout the cottage. Creative, colorful, and easy to maintain, they're almost guaranteed to become a conversation piece the moment guests walk through the door. The oversized primary bedroom offers a built-in vanity and two large closets, while the second bedroom has a generous closet of its own. The bathroom features a roomy walk-in tile shower, tile flooring, and a corner linen cabinet with deep shelving. The updated laundry room includes a newer front-loading washer and dryer, a new water heater, a generous butcher block folding counter, and upper cabinetry. When you're ready to explore, simply walk out to your dock, step aboard the boat, and go. From your backyard, it's approximately a fifteen-minute canal ride through beautiful mangroves, with incredible fishing, bird watching, and Southwest Florida nature along the way. Continue into Pine Island Sound, and a whole new world opens up — Sanibel, Fort Myers Beach, gulf waters, waterfront restaurants, and countless places to explore by boat. Or don't go anywhere at all. Fire up the grill, grab a cold drink, and enjoy the shade beneath the trees while boats, dolphins, and manatees pass by. This is exactly the Pine Island lifestyle people come for.

3300 6th Avenue, St James City
3680 Mango Street, St James City
$329,000
3 Beds ⋅ 3 Baths ⋅ 2026035749 MLS
BRING THE BOAT, TRAILER, KAYAKS & ALL THE TOYS! Welcome to 3680 Mango Street in St. James City, where laid-back island living meets flexibility and opportunity. With no HOA, the property offers potential for short-term or vacation rental use. Whether you're looking for a full-time residence, island getaway, or potential income-producing property, this one gives you options. Featuring two primary suites, the layout is ideal for hosting family, friends, or guests, while the air-conditioned Florida room provides additional usable living space. This is the Pine Island lifestyle people come here for! Bring the boat and trailer, load up the kayaks, and spend your days on the water. Explore Pine Island Sound, fish some of Southwest Florida's legendary waters, kayak the mangroves, bike the island, visit nearby preserves, or head out by boat toward Cayo Costa, Cabbage Key, Captiva, and Sanibel Islands. Back on land, enjoy St. James City's waterfront restaurants, marinas, fishing charters, live music, and unmistakable colorful Old Florida atmosphere. No HOA. Room for the toys. Close to the water. Pure Pine Island living. Discover the possibilities at 3680 Mango Street.

3680 Mango Street, St James City
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