Refine Search
Sort by
$1,175,000
2 Beds 2 Baths 2026032881 MLS
Tucked away in a private waterfront community of Buttonwood Key, this custom-built 2024 home combines privacy, thoughtful design and the ultimate Pine Island boating lifestyle. Set in a serene location with protected preserve views across the front and beautiful water views from the rear, this home was designed to take full advantage of its surroundings. The ground level offers an impressive air conditioned 4-car garage with workshop area, mudroom and abundant space for vehicles, boating gear and island toys. An additional outdoor storage shed tucked beneath the deck provides even more convenient space for tools, fishing gear and outdoor equipment. Step outside to your own waterfront retreat featuring a composite dock, boat lift, separate sitting dock, built-in fire pit and pergola—an inviting setting to relax by the water after a day of boating. The tropical landscape adds to the island atmosphere with banana and mango trees along with established aloe plants. Quick access puts you within easy reach of Pine Island Sound, the Gulf, beaches and some of Southwest Florida’s renowned fishing and boating destinations. The main living level features 10’ ceilings, shiplap walls and an open great room designed around expansive water views. The kitchen features white raised-panel cabinetry, granite countertops, stainless steel appliances, a center island and a spacious pantry with built-in shelving and cabinetry. This level also includes a guest bedroom and bath, laundry room with cabinetry and utility sink, plus multiple flexible living spaces including two bonus rooms, sunroom, sitting area and craft space—the possibilities are endless for additional sleeping areas, office space, hobbies or entertaining. Front and rear balconies extend the living space outdoors and capture both the peaceful preserve setting and waterfront views. The third level is dedicated to a private primary retreat featuring its own waterfront balcony, two walk-in closets—including one currently utilized as a craft space—and a spacious bath with dual vanities, soaking tub and an impressive walk-in shower with multiple shower heads and rain shower. Smart-home features add everyday convenience with connected lighting, A/C system, appliances and garage doors, while the drinking water system includes reverse osmosis at the tap. With room to add a pool, incredible garage and storage space, multiple indoor and outdoor living areas, tropical fruit trees and direct access to the water, this is much more than a home—it’s a private island retreat designed for those who want space, serenity and boating right outside their door.

2912 Buttonwood Key Court, St James City

$360,000
2 Beds 2 Baths 2026038559 MLS
Welcome to paradise at 3068 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. 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

$399,000
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

$869,000
3 Beds 2 Baths 2026037659 MLS
Highest Point on the Island, NO flooding, NO hurricane Damage and newer metal roof! A rare opportunity to own a completely renovated private estate nestled on nearly five acres in the heart of St. James City. From the moment you enter through the gated entrance, a long private driveway winds through beautifully landscaped grounds and this exceptional property makes a statement, surrounded by extensive landscaping and an impressive collection of tropical palms that create a private, resort-like setting. Completely renovated throughout, this three-bedroom, two-bath compound offers approximately 2,004 square feet of beautifully designed living space, blending refined finishes with the relaxed sophistication of island living. The master bedroom has a private spa like bathroom with a soaking tub and separate shower. The chefs kitchen has been tastefully designed and offers an open layout perfect for entertaining! The triple sliders in the living room offer a very welcoming island breeze! This home offers 2 special things you don't find often, an ELEVATOR so you don't have walk the steps up and also a conveyor belt for your groceries!!! This 2 story home also offers screened lanai and balcony with high end epoxy flooring. This makes for watching those island sunsets so peaceful with your tranquil surroundings. You will also find Beyond the residence, plenty of rooms for all your fruit trees. A serene private pond and dramatic custom rock waterfall create an unforgettable tropical backdrop, while the expansive acreage offers privacy, beauty and ENDLESS possibilities. Car enthusiasts and collectors will appreciate the impressive six-car garage, providing extraordinary space for vehicles, toys, boats a workshop or stables!! With coveted Stringfellow Road frontage, nearly five acres of beautifully landscaped grounds, AG-2 agricultural zoning and a gated setting, this estate offers a level of versatility and privacy that is increasingly difficult to find. More than a home, this is a private tropical retreat where lush palms, water features, expansive grounds and exceptional amenities come together to create one of St. James City’s most distinctive acreage properties. This compounds offers luxury living and peaceful island living.

3989 Sunshine Boulevard, St James City

$525,888
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

$450,000
3 Beds 2 Baths 2026037149 MLS
WIDE LAKE VIEWS, A BRAND NEW 2026 KITCHEN AND PEACEFUL PINE ISLAND LIVING! Welcome to Pine Island Village in Saint James City, where tranquil water views, an open layout and the relaxed charm of Old Florida come together in this beautiful 3 bedroom, 2 bathroom home offering 1,553 square feet of living space on a .25 acre homesite. Positioned on one of the higher elevations on the island and located in Flood Zone X, the home sustained no damage from recent storms, offering added peace of mind. Inside, the bright great room features tile flooring throughout, tray ceilings, abundant natural light and expansive lake views. At the heart of the home is the completely remodeled kitchen, NEW IN 2026, featuring white shaker cabinetry, striking stone countertops with a matching full height backsplash, an oversized island with plenty of prep and seating space, farmhouse style sink, stainless steel appliances, wall ovens, cooktop, pot filler, modern black hardware and generous storage. A large window overlooking the lake brings the peaceful setting right into the kitchen, while the open design flows easily into the living and dining areas. The spacious primary suite features a tray ceiling, private access to the screened lanai and an en suite bath with dual vanities, ample cabinetry and a walk in tiled shower. Two additional bedrooms provide flexibility for guests, a home office or hobby space, while the guest bath offers a granite vanity, tub and shower combination and convenient exterior access. Step outside to the screened and pavered lanai overlooking the expansive backyard and lake, an ideal place to enjoy quiet mornings and peaceful evenings. Additional features include a metal roof, impact rated windows and doors, a pavered driveway and a two car garage. Pine Island Village is a small, friendly community with a low HOA of just $350 per year, a community pool, basketball court and walking areas. Beyond the neighborhood, Pine Island offers a slower paced Old Florida lifestyle surrounded by tropical farms, native wildlife and natural beauty, while still putting you close to local restaurants, live music, art, world class fishing, boating and ferry access to the surrounding barrier islands. COME EXPERIENCE THE SPACE, WATER VIEWS AND LAID BACK ISLAND LIFESTYLE THAT MAKE THIS HOME SO SPECIAL!

4507 Lake Heather Circle, St James City

$459,000
3 Beds 2 Baths 2026036307 MLS
Some homes are simply well maintained—3742 Tangelo Drive is maintained to an entirely different standard. Its immaculate condition, thoughtful upgrades and unmistakable pride of ownership immediately set it apart. Built in 2016 on an oversized 0.31-acre lot in St. James City’s Tropical Homesites neighborhood, this exceptional 1,553-square-foot home offers 3 bedrooms, 2 bathrooms, a 2-car garage, quality, comfort and authentic island living. Constructed of concrete block with impact-resistant windows and doors, the home is topped with a new standing-seam metal roof. The homesite was also extensively filled and elevated well beyond basic building requirements. This elevated, storm-conscious home is about as well prepared as island living gets—and has no history of flooding. A paver driveway creates a polished first impression. Inside, high ceilings, tall doorways and high-end tile flooring create a bright, open and welcoming atmosphere. Every room feels clean, spacious and thoughtfully finished. The kitchen features granite countertops, stainless-steel appliances and plenty of space for preparing meals and entertaining. Granite surfaces and refined finishes continue into the bathrooms. The spacious primary suite provides a comfortable retreat with two walk-in closets, dual vanities and a large walk-in shower. Both guest bedrooms are generously sized, offering flexibility for visitors, an office or hobbies. The home may also be purchased fully or partially furnished, if desired, making the transition to island living even easier. Florida living truly shines outside. Relax on the screened lanai or entertain around the new custom outdoor kitchen, complete with granite countertops, a built-in gas grill, refrigerator and sink. It is ready for weekend cookouts, evening gatherings and effortless outdoor dining. The large lot offers an uncommon sense of space, while the meticulously maintained exterior perfectly complements the pristine interior. Tropical Point Park and its waterfront beach area are within walking distance, placing kayaking, fishing, picnics and unforgettable sunsets just moments away. Beyond the park is Pine Island’s wonderfully unconventional character—a place where working waterfronts, tropical fruit groves, roadside produce stands, local artists, fishing boats and colorful personalities remain part of everyday life. Days move at their own pace, neighbors wave as they pass and flip-flops are appropriate almost everywhere. It is Old Florida with a little quirk, a lot of personality and none of the polished sameness found elsewhere. This is more than a move-in-ready home—it is an opportunity to own an exceptionally cared-for, thoughtfully constructed property in a lifestyle increasingly difficult to find. With its premium improvements, elevated homesite, storm-conscious construction, outstanding outdoor living spaces and distinctly Pine Island setting, 3742 Tangelo Drive stands apart from the competition.

3742 Tangelo Drive, St James City

$725,000
3 Beds 3 Baths 2026034614 MLS
Welcome to waterfront living in St. James City! Situated on a spacious oversized corner lot, this beautifully remodeled waterfront home combines an open, inviting floor plan with expansive water views and the indoor/outdoor lifestyle Southwest Florida is known for. Remodeled in 2017, the home features tile flooring throughout, creating a clean, cohesive feel ideal for waterfront living. The heart of the home is the open-concept great room and kitchen, featuring white raised-panel wood cabinetry, marble countertops, stainless steel appliances, a large center island and pantry with convenient pull-out shelving. An entire wall of sliders opens the great room to an incredibly spacious screened lanai that extends nearly the full length of the home, seamlessly expanding the living and entertaining space outdoors while overlooking the water. The primary suite offers a double-door entry and private en suite bath featuring marble countertops, a remodeled walk-in shower, dual-sink vanity, linen closet and walk-in closet. Two additional guest bedrooms share a convenient Jack-and-Jill bath with a walk-in shower and marble countertop, while an additional half bath located off the kitchen is perfect for guests. Outside, the oversized corner lot provides plenty of room to enjoy the Florida sunshine, room to add a pool and a separate outdoor storage shed for all your boating, fishing and island gear. A large waterfront tiki overlooking the length of the canal creates the perfect setting for entertaining, sunset cocktails or simply relaxing by the water. The seawall has been reinforced, adding another valuable waterfront improvement. Additional peace-of-mind features include a new metal roof installed in 2023 and impact windows and doors throughout, with the exception of the front entry door, which is protected by an accordion hurricane shutter. No floodwater from any storm has entered the living area of the home. For the boater and angler, this is where the St. James City lifestyle truly comes alive, complete with a fish-cleaning station for the day's catch. Spend your days cruising the surrounding waterways, heading out to Pine Island Sound and the Gulf, fishing some of Southwest Florida's renowned waters, or island hopping to Sanibel, Captiva, North Captiva, Cayo Costa and Boca Grande. Whether your perfect day means chasing snook and redfish, pulling up to a waterfront restaurant or dropping anchor at a secluded beach, it's all within reach. With its 3-bedroom layout, multiple baths, expansive indoor/outdoor entertaining areas, waterfront tiki and desirable boating location, the property also offers exciting vacation rental or investment potential, providing flexibility to enjoy it as your own island retreat, an income-producing property, or a combination of both.

2498 Sapodilla Lane, St James City

$459,900
2 Beds 2 Baths 2026034789 MLS
Peaceful Island Retreat Escape to your own slice of Peaceful Island Paradise! Tucked away on the southern end of Pine Island and nestled along saltwater-fed Lake Castile, this beautifully maintained 2019 home offers the privacy, tranquility, and laid-back lifestyle you’ve been dreaming of—while keeping boating, dining, nature, and island entertainment just minutes away. Inside, the modern coastal design is filled with natural light thanks to an abundance of windows and features an open floor plan with soaring ceilings, a gorgeous living room with a gas fireplace, and an eat-in chef’s kitchen complete with a gas range. The spacious primary suite is joined by a junior primary suite, making this home ideal for guests or multi-generational living. Outside is where island living truly shines. Spend lazy afternoons lounging by the pool, enjoy happy hour overlooking the lake, and take in Pine Island’s spectacular sunsets surrounded by mature trees and native wildlife. And for the ultimate retreat, the property includes an air-conditioned she-shed—the perfect private space for a home office, creative studio, hobby room, reading retreat, or simply your own place to escape. The oversized garage features built-in cabinetry and a dedicated workshop area, while ample parking makes entertaining easy. Additional highlights include a propane tankless water heater, propane dryer, impact windows and doors throughout, and a durable metal roof. Best of all, you’re just 5 minutes from a marina and boat launch, with nature trails and preserves within walking distance and local restaurants offering live entertainment nearby. Come discover the peaceful island life you’ve been waiting for—where every day feels like a getaway!

3400 Coquina Lane, St James City

$579,000
4 Beds 3 Baths 2026034504 MLS
This immaculately maintained home must be seen to be truly appreciated. Every detail has been thoughtfully selected with quality, comfort, and convenience in mind. The primary kitchen is a chef’s dream, featuring high-end LG Smart appliances, beautiful granite countertops, and a matching backsplash that makes both cooking and cleanup a pleasure. The bright, open-concept living area provides the perfect setting for relaxing or entertaining. The spacious primary bedroom includes a comfortable sitting area with beautiful views of the pond. The en-suite bathroom features dual sinks and a large walk-in shower. The upstairs living area is easily accessible through the expansive screened lanai, with your choice of stairs or the convenience of a lift. Adding even more versatility to this exceptional property is the fully finished apartment area downstairs. This private one-bedroom, one-bath space includes a complete kitchen and living area, making it ideal for in-laws, extended family, guests, or additional living accommodations. Outside, you’ll find abundant storage, covered two-car parking, a dual-fuel generator, and an RV hookup. The picturesque pond is stocked with fish that eagerly gather for feeding, while the private dock provides the perfect spot to enjoy the peaceful surroundings and observe the visiting fish and wildlife. With its exceptional features, thoughtful design, and incredible versatility, this property truly offers something special. Come see for yourself—you may have just found your dream home!

8500 Redwood Drive, St James City

$859,900
3 Beds 2 Baths 2026033940 MLS
**ASSUMABLE FLOOD INSURANCE POLICY UNDER $1,000 PER YEAR!** Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully remodeled 3-bedroom, 2-bath pool home, completely updated in 2019 and designed for effortless indoor-outdoor living. No hurricane or storm surge water has ever entered the home, offering an added level of peace of mind. Boaters will appreciate the exceptional direct, deep-water access providing an easy route to Pine Island Sound, the Gulf, nearby beaches, island destinations & some of Southwest Florida’s most renowned fishing grounds. The impressive waterfront setup features two boat lifts—10,000 lb & 7,000 lb—both equipped with GEM remotes, a boathouse with metal roof, composite dock with water & electric, plus a fish cleaning station. Inside, vaulted ceilings and abundant natural light enhance the open great room concept with a desirable split-bedroom floor plan. Expansive sliders extend the living space directly to the lanai, creating a seamless connection between indoors & out. The kitchen is the focal point of the home, showcasing a large island with waterfall-edge granite, granite countertops, tile backsplash, under-cabinet lighting, Bosch dishwasher, stainless steel appliances, abundant drawers & cabinetry, plus a pantry with convenient pull-out shelving. A separate beverage area in the dining room adds the perfect touch for entertaining. The spacious primary suite offers private lanai access through sliders, two walk-in closets and an en suite bath with dual sinks & a walk-in shower featuring multiple shower heads. Both guest bedrooms are generously sized and can accommodate king-size beds, while the guest bath conveniently doubles as a pool bath. Step outside to your private waterfront oasis featuring an electric & solar-heated pool with waterfall accent and a lanai spanning the full length of the home, including a generous under-truss area with plenty of room for dining, lounging & entertaining. Additional features include an in-residence laundry room with utility sink, 2-car garage with workbench, generator plug & transfer switch, new tile flooring throughout all main living areas with carpet in the bedrooms, accordion shutters throughout the entire home, and electric roll-down shutters protecting the lanai. Whether you're heading out for a day of fishing on Pine Island Sound, cruising to the Gulf, island hopping to nearby beaches or simply relaxing poolside, this home puts the best of the Southwest Florida boating lifestyle right outside your back door.

3795 Manatee Drive, St James City

$320,000
2 Beds 2 Baths 2026030527 MLS
Tucked away in the quaint boating community of St. James City, this completely remodeled waterfront property offers a serene escape with direct Gulf access and breathtaking canal views. With over 90 ft. of seawall and boating dockage, there is plenty of room for your toys! Imagine stepping into a home where every detail has been thought of from the gleaming new flooring beneath your feet to the freshly painted walls that envelop you in warmth. The kitchen invites all to gather with a comfy breakfast bar and open concept for entertaining. Newer stainless appliances and pretty new cabinets make ready for the chef of the family. Beyond the walls, a large expansive patio and screened lanai beckon you to unwind, providing an idyllic vantage point to gaze upon the waterway that leads to the majestic Gulf of Mexico. Whether you’re drawn by the allure of some of the best fishing right out your back door or the convenience of nearby dining, shopping, and seafood markets, this home is a gateway to the delights of coastal living. With beautiful beaches just a short boat ride away, this property isn't just a home; it's a lifestyle waiting to be embraced. With an extra large lot , you are able to store your RV on the east side of your home and hook right up to your own RV hookup!! Your surroundings are always alive with nearby craft markets, neighborhood music gatherings, festivals and lots of fun things to do. This is a great second home opportunity, fantastic investment property or home sweet home!!

3653 Dewberry Lane, St James City

$134,900
2 Beds 2 Baths 2026030375 MLS
MOTIVATED SELLER - BRING YOUR OFFER! LAND-OWNED FURNISHED HOME IN PINE ISLAND COVE WITH NO LOT RENT, BOATING ACCESS & 55+ RESORT-STYLE LIVING! Discover an affordable opportunity to own a furnished manufactured home in Pine Island Cove, a popular 55+ waterfront boating community in St. James City on Pine Island. With land ownership, NO LOT RENT, low HOA fees, community boating access, and resort-style amenities, this home offers the relaxed Southwest Florida lifestyle buyers are searching for. Pine Island Cove is ideal for boating, fishing, and active Florida living. Residents enjoy a long, wide community boat ramp, boat-rinsing station, waterfront green space, remodeled clubhouse, community swimming pool, pickleball, bocce, social activities, and neighborhood events. Launch your boat, spend the day exploring Southwest Florida waterways, or simply relax and enjoy the laid-back Pine Island lifestyle. The home welcomes you with a screened front porch, perfect for morning coffee, visiting with neighbors, or enjoying the island breeze. A separate utility room provides convenient indoor laundry plus additional storage for fishing gear, boating equipment, beach supplies, and everyday necessities. Inside, the kitchen opens to the dining area and spacious great room, creating a comfortable layout for entertaining and daily living. A Florida room provides valuable additional living space and can be opened to enjoy fresh air or enclosed for year-round use. Both bedrooms are generously sized. The primary suite features a private en-suite bathroom, while the guest bedroom is conveniently located near the second full bath. Recent improvements include a newer roof, newer luxury vinyl plank flooring with vapor barrier, and a newer carport. Offered furnished, this St. James City home is ready to enjoy as a seasonal Florida retreat, winter residence, or full-time Pine Island home. The outdoor area behind the property provides additional space for grilling, entertaining, relaxing, or creating your own personalized outdoor living area. Located in Pine Island Cove, you can enjoy the best of St. James City with convenient access to boating, fishing, kayaking, waterfront dining, local restaurants, and the Old Florida island lifestyle Pine Island is known for. Whether you are searching for a Pine Island Cove home, St. James City 55+ community, land-owned manufactured home with no lot rent, affordable Florida retirement home, boating community property, or furnished seasonal residence, this home offers exceptional lifestyle and value. Buyers considering Florida residency may also wish to explore potential homestead and property-tax benefits available to qualifying Florida homeowners. Buyers should independently verify eligibility and potential savings with the appropriate property appraiser or tax professional.

4931 Needle Fish Lane, St James City

$999,000
2 Beds 2 Baths 2026030275 MLS
Rare opportunity to own a DIRECT GULF ACCESS waterfront pool home situated on TWO oversized lots with an impressive 120 feet of waterfront in the heart of beautiful Pine Island. Offering quick, unrestricted boating access with no bridges, this exceptional property is just a short ride to Sanibel, Captiva, Cayo Costa, and some of Southwest Florida's most renowned fishing waters. Whether you're heading offshore for world-class fishing, cruising to waterfront restaurants, or exploring secluded barrier islands, this location is truly second to none. Designed for both comfort and peace of mind, the home features a durable metal roof, impact-resistant windows, and a brand-new Generac whole-house generator fueled by "three" 300-gallon propane tanks, ensuring you're well prepared year-round. A spacious waterfront viewing platform provides the perfect place to relax, entertain, or simply soak in the expansive water views and unforgettable Florida sunsets. The sparkling pool overlooks the canal, creating an ideal setting for outdoor living, while the generous waterfront offers ample space for your boating lifestyle. Surrounded by the natural beauty of Pine Island, you'll enjoy a relaxed Old Florida atmosphere with nearby marinas, waterfront restaurants, kayaking, nature preserves, and endless opportunities for boating and fishing. Properties offering two lots, 120 feet of waterfront, direct Gulf access, and premium upgrades like these are exceptionally rare.

2272 York Road, St James City

$549,900
2 Beds 2 Baths 2026029107 MLS
SELLER FINANCING - 1.4 ACRES, TURNKEY FURNISHED, HEATED SALTWATER POOL, 2,100-SQ.-FT. GARAGE This custom-built 2-bedroom, 2-bath St. James City home sits on approximately 1.4 acres, and offers exceptional privacy, flexibility, storage, and true Southwest Florida island living. Originally custom built by Stearns Custom Home Builders for themselves, the home showcases impressive craftsmanship throughout with board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and beautiful coastal finishes. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood cabinetry with soft-close doors and drawers, and detailed tilework. Hurricane-impact windows and doors provide added protection, while turnkey furnishings make this Pine Island retreat ready to enjoy from day one. The upstairs main living area includes a spacious primary bedroom and open balcony overlooking the tropical pool setting. Downstairs, a private guest suite features a kitchenette, walk-in closet, and bathroom, providing excellent flexibility for visitors, extended stays, multigenerational living, or additional private living space. Outside, enjoy your own tropical Southwest Florida retreat with a detached heated saltwater pool surrounded by lush landscaping and mature Areca palms - perfect for relaxing, entertaining, or enjoying Florida sunshine year-round. One of the property’s biggest highlights is the impressive approximately 2,100-square-foot detached concrete garage with a commercial-grade automatic roll-up door, additional air-conditioned room, 50-amp RV hookup, and newer RV pad. There is exceptional space for boats, RVs, vehicles, golf carts, recreational equipment, hobbies, workshop needs, or storage. Located in St. James City on Pine Island, the property is close to boat ramps, fishing, kayaking, local restaurants, waterfront dining, and the laid-back Old Florida lifestyle the area is known for. The golf cart-friendly island atmosphere and access to Southwest Florida waterways make this an ideal location for those who love boating and outdoor recreation. Whether you are searching for a St. James City acreage home, Pine Island property with a large garage, turnkey Florida retreat, home with RV and boat storage, multigenerational property, seasonal residence, or unique Southwest Florida investment opportunity, this property offers space and versatility that are hard to duplicate.

8787 Kodiak Lane, St James City

$549,000
3 Beds 3 Baths 2026026483 MLS
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 residence features 3 generously sized bedrooms, a well-appointed kitchen, and inviting living spaces designed for relaxed island living. A separate casita with its own full bath provides the perfect accommodations for guests, extended family, a home office, or creative studio with a brand-new HVAC. Step outside to the expansive deck overlooking the water—an ideal place to enjoy your morning coffee, evening cocktails, or simply unwind while watching nature unfold around you. The lush, low-maintenance landscaping creates a park-like setting with plenty of room for pets, gardening, or outdoor activities. Built for peace of mind, this home has never flooded and includes a newly installed state-of-the-art flood barrier system, an assumable flood insurance policy, and a durable metal roof designed to provide years of protection. Additional features include a whole-house water treatment system, elaborate irrigation system, and wheelchair-accessible access to the home. If you've been searching for a private island oasis with room to breathe, serene water views, and versatility, this one-of-a-kind property is not to be missed.

4931 Island Acres Court, St James City

$644,900
3 Beds 2 Baths 2026026276 MLS
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 home features both a living room and a family room, providing plenty of space for entertaining, relaxing, and accommodating guests. At the heart of the home is a brand-new kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances, creating a stylish and functional space for everyday living. The primary suite offers a private en-suite bath with a walk-in shower and new vanity, providing a fresh and inviting retreat. Enjoy the Florida lifestyle with a heated saltwater pool, screened lanai, and an extensive list of recent upgrades that provide peace of mind for years to come. Major improvements include a new seawall (2024), impact windows and doors (2024), new A/C and ductwork (2025), all-new PEX plumbing (2025), new drywall throughout including ceilings (2025), resurfaced pool (2025), new pool equipment (2026), new cabinetry throughout, stainless steel appliances (2026), and a new water heater (2026) and smart thermostat. Relax on the screened lanai overlooking the pool, spend your days boating, fishing, shelling, or exploring nearby islands, and enjoy everything that makes Southwest Florida's waterfront lifestyle so desirable. Whether you're looking for a full-time residence, seasonal retreat, or weekend boating getaway, this move-in-ready home offers the perfect blend of modern updates, spacious living, island charm, and direct access to some of the best boating waters Southwest Florida has to offer.

2763 Sanderling Court, St James City

$1,500,000
3 Beds 2 Baths 2026026014 MLS
This is a unique and gorgeous waterfront paradise and a true boater's dream! Situated on nearly a HALF-ACRE in the heart of St. James City, this exceptional property offers the ultimate island lifestyle with 176 feet of waterfront and quick access to open water. The property features TWO covered boat lifts, one 20,000# and one 8,000#, making it effortless to launch your next fishing or boating adventure. Outdoor living takes center stage with a resort-style pool and spa, and a cozy fire pit—perfect for entertaining family and friends while enjoying beautiful waterfront views. A detached garage with a loft provides abundant storage and flexible space for hobbies and all your fishing gear, while the dedicated RV parking area with hookups offers added convenience for travelers and visitors. There is a separate fish shack for working on your fishing gear or relaxing with friends bragging about the day's catch. Whether you're an avid fisherman, boating enthusiast, or simply seeking a private waterfront retreat, this one-of-a-kind home on a double lot in St. James City delivers the ultimate island life-style.

2823 8th Avenue, St James City

$559,900
2 Beds 2 Baths 2026025325 MLS
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 with valuable upgrades and exceptional marine amenities. Built with solid block construction and topped with a durable metal roof, this property offers peace of mind, low-maintenance ownership, and the freedom to enjoy island living to the fullest. The true highlight is outside, where your waterfront setup is ready to go. Enjoy a permitted boathouse, large boat lift, and an expansive walk-around Trex dock complete with water and electric—creating the perfect environment for effortless boating, fishing, entertaining, or simply enjoying life on the canal. If you want to add a pool, there is room in the backyard to design your perfect waterside oasis. With direct Gulf access, your next adventure to Pine Island Sound, outer islands, waterfront restaurants, and world-class fishing grounds is just minutes away. Inside, the home offers a comfortable, functional layout with 2 bedrooms and 2 full bathrooms, enhanced by timeless terrazzo flooring throughout, which adds durability and authentic Florida charm. Recent improvements include a new air conditioner and a new water heater, allowing you to move in and start enjoying the property immediately. The mostly furnished interior makes this an easy transition for seasonal use, full-time living, or an investment opportunity. Additional features continue to set this property apart, including a one-car garage with excellent storage space for tools, fishing gear, and boating essentials, plus a rare 30-amp RV hookup—ideal for guests, extra flexibility, or recreational use. Best of all—NO HOA, giving you the freedom to store your toys, enjoy your property your way, and fully embrace the waterfront lifestyle without added restrictions or fees. Whether you're searching for a winter retreat, full-time island residence, or the ultimate boating getaway, 3608 Rita Lane delivers direct Gulf access, outstanding dockage, quality construction, and the laid-back Florida lifestyle buyers dream about.

3608 Rita Lane, St James City

$292,500
2 Beds 2 Baths 2026025634 MLS
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. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen with new stainless steel kitchen appliances (not pictured), updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2430 Orange Street, St James City

$1,484,000
3 Beds 3 Baths 2026024775 MLS
LOCATION LOCATION LOCATION! Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking panoramic views of Pine Island Sound and Sanibel Island. Nestled in one of Southwest Florida’s most coveted locations, this gulf-access pool home is a rare gem that blends luxury, comfort, and island charm. Interior Elegance Meets Coastal Chic Every inch of this home is thoughtfully designed with beachy, nautical décor that instantly transports you to vacation mode. The gourmet kitchen is a chef’s dream, featuring Cambria Quartz countertops, GE High-Profile stainless steel appliances, and a layout perfect for entertaining. Peace of Mind & Premium Upgrades Enjoy the security and style of a metal roof, impact-resistant windows and doors, plank tile flooring, and plantation shutters throughout. A new AC keeps things cool, while the shiplap lanai ceiling adds a touch of coastal sophistication. Outdoor Living at Its Finest Sip cocktails from your screened balcony as dolphins and manatees glide by. Take a dip in the heated saltwater pool, then unwind with the best sunsets in SWFL. With two covered boat lifts (14k & 7k lbs.), composite docks, and a fish cleaning station, your waterfront lifestyle is ready to launch. Island Adventures & Ultimate Convenience - Hop in your included golf cart (valued at $20K and loaded with extras) and explore nearby amenities, or cruise on your boat to local islands and beaches for world-class fishing and relaxation. This is more than a home—it’s a gateway to the island life you’ve always dreamed of. Fall in Love. Move to Paradise. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this home delivers it all. Don’t just buy a house—claim your piece of paradise.

3420 1st Avenue, St James City

$1,050,000
3 Beds 3 Baths 2026017142 MLS
TIMELESS DESIGN MEETS ISLAND LIVING AT ITS FINEST! Prepare to be impressed—this one-of-a-kind, masterfully remodeled residence is anything but ordinary. From the moment you arrive, the attention to detail is undeniable, blending refined craftsmanship with relaxed coastal sophistication. An extended paver driveway, lush tropical landscaping, and a striking bronze standing seam metal roof set the tone for what awaits inside. Step through the front door into an expansive great room where soaring vaulted ceilings, custom millwork, and coastal shiplap accents create a bright, airy space designed to impress. Every element has been thoughtfully curated, delivering a seamless blend of contemporary coastal style with warm, inviting textures throughout. The heart of the home is a show-stopping kitchen, featuring a large center island with thick-cut granite, crisp white shaker cabinetry, stainless steel appliances, a farmhouse sink, and a built-in bar/entertaining station—perfect for gathering with family and friends. Storage is abundant, highlighted by an entire wall of custom cabinetry that adds both beauty and function. Indoor and outdoor living come together effortlessly with quadruple disappearing sliders that open to your private courtyard oasis. Here, you’ll find a spacious pool and spa, picture window screening for unobstructed views, and generous space for lounging, dining, and entertaining year-round. The primary suite is a true retreat—oversized and serene—with direct access to the pool area, a spa-inspired bathroom featuring dual vanities, multiple showerheads, and a bidet, along with an impressive European-style walk-in closet spanning approximately 16 feet. Two additional guest bedrooms and baths are thoughtfully positioned on the opposite side of the home, offering privacy and convenient pool access, with one room featuring a built-in Murphy bed for flexibility. Out back, the waterfront lifestyle takes center stage. Situated on the Manatee Canal, this property is fully equipped for boating enthusiasts with two 10,000 lb covered lifts, an expansive captain’s walk spanning the width of the property, and a charming tiki hut creating the ultimate outdoor gathering space. With quick, direct access to open water, you’re just minutes from the Gulf of Mexico, world-class fishing, and the stunning barrier islands - while an additional 25' x 80' parcel across the street provides bonus storage for boats, RVs, or extra toys. Whether you’re searching for a full-time residence, seasonal escape, or investment opportunity, this exceptional property delivers the very best of St. James City living—where every day feels like a vacation.

3638 Pinetree Drive, St James City

$1,700,000
3 Beds 3 Baths 2026020265 MLS
Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City

$389,900
3 Beds 2 Baths 2026019466 MLS
An exceptional opportunity and one of the best values on the water in St. James City for deep, direct Gulf access!** Enjoy true boating lifestyle with **no bridges and quick access out to the open water**, making spontaneous fishing trips to Pine Island Sound and sunset cruises to Sanibel, Captiva, Cayo Costa, and Boca Grande part of your everyday routine. A **new seawall (2019)** adds significant value and peace of mind, offering long-term durability and protection—an upgrade that sets this property apart from others on the market. Ideally located in the heart of this golf cart–friendly island community, you're just minutes from waterfront restaurants, marinas, and the laid-back charm that defines St. James City living. Inside, the home is light, bright, and inviting with an open-concept layout designed for effortless entertaining. The updated kitchen is the centerpiece, featuring a large granite island, custom wood cabinetry, stainless steel appliances, and a built-in entertaining bar. An enclosed Florida room under air adds approximately 240 square feet of flexible living space—perfect as a dining area, lounge, or home office. The split-bedroom floor plan offers privacy, with a spacious primary suite featuring a walk-in closet and a beautifully updated bath with a frameless glass walk-in shower and modern finishes. Two guest bedrooms are positioned on the opposite side of the home and share an updated full bath. Step outside to the screened lanai and expansive backyard, where there’s plenty of room to create your ultimate outdoor oasis. Whether you're looking for a full-time residence, seasonal escape, or investment property, this home delivers **unmatched value, a new seawall advantage, and premier deep-water Gulf access**—all in one of Southwest Florida’s most desirable island communities.

2708 Mangrove Street, St James City

$315,000
2 Beds 2 Baths 2026019120 MLS
Gulf Access Living in Cherry Estates – St. James City! Welcome to your slice of paradise in the highly desirable boating community of Cherry Estates! This well-maintained 2-bedroom, 2-bathroom manufactured home offers direct Gulf access, making it perfect for boating enthusiasts and those seeking the laid-back Florida lifestyle. Step inside to find a bright and inviting interior with a functional layout designed for comfort and easy living. The home features an enclosed lanai, ideal for relaxing with your morning coffee or entertaining guests year-round. Outdoors, enjoy everything waterfront living has to offer: Private dock with covered 5,000lb boat lift – quick access to open water, no bridges and a Spacious patio area – perfect for grilling and sunset views Located in Cherry Estates, a resident-owned community, you’ll enjoy a friendly neighborhood atmosphere, all just minutes from local restaurants, marinas, and world-class fishing. Whether you're looking for a seasonal getaway or a full-time waterfront home, this property delivers the ultimate Florida boating lifestyle.

3056 Sloop Lane, St James City

$439,000
3 Beds 3 Baths 2026014958 MLS
Private and peaceful 3 bed/3 bath two-story home on 1.37 acres in St. James City with a flexible in-law suite. The upper level offers 2 bedrooms, 2 baths, open living, formal dining, den/office, and interior laundry. Sliding glass doors open to a wraparound wood porch on three sides. The kitchen features ample cabinetry, generous counter space, and a breakfast bar. The primary suite includes a walk-in closet, tiled walk-in shower, and porch access. The massive 1,120 sq ft lower level has a separate entrance and includes a full kitchen, living and dining area with wood-burning fireplace, bedroom, bath, and a 10' x 13' storage room with built-ins. Two sets of sliding doors lead to an oversized concrete patio. Additional features include a large shed with drive-in access, updated electrical panel, city water and septic, and the home has never flooded. No HOA or deed restrictions—room for boats, RVs, and future outbuildings. Convenient location near Matlacha, fishing, boating, dining, and beaches.

8677 Whispering Pines Drive, St James City

$669,000
2 Beds 2 Baths 2026013919 MLS
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 office, guest space, or hobby area. The well-appointed laundry room offers plenty of storage, and the two-car garage provides additional convenience. Built with a durable metal roof and surrounded by carefree island landscaping, this home is designed for easy living. Across the street, a dedicated green space offers ideal boat trailer storage. Just added Flood Gates for peace of mind!! At the water’s edge, a wrap-around dock with a covered boat lift sits on a deep-water canal, providing quick access to Matlacha Pass and some of the area’s best boating, fishing, and island-hopping. Enjoy nearby destinations like Cabbage Key for a “Cheeseburger in Paradise” or the pristine beaches of Cayo Costa and Picnic Island—all just a short boat ride away. Note: The voluntary HOA provides access to the community boat ramp.

3778 Pinetree Drive, St James City

$409,900
3 Beds 2 Baths 2026012250 MLS
Lovely, well maintained, pool home in quiet, safe, St James City. Just a bike or golf cart ride away from all that this community has to offer. This home has not flooded in any of the storms. High and dry. It features a completely redone chef's kitchen, newer luxury vinyl plank flooring, newer countertops in both bathrooms, a split floor plan, the pool equipment is new within the last 3 years, A/C system is only 3 or 4 years old, and the interior and exterior paint has been refreshed in the last 3 to 5 years. The kitchen features quartz countertops and loads of storage. The electric heated pool and hot tub have exceptional privacy and a newer screen cage. The sellers flood insurance policy is transferable and about $800 per year. Rock yard for easy maintenance and mature landscaping

3852 Stabile Road, St James City

$359,900
2 Beds 2 Baths 2026004298 MLS
Welcome to your direct Gulf access retreat in the heart of St. James City, where laid-back island living meets turnkey waterfront convenience. Perfectly positioned on a quiet canal with no bridges to open water, this home is a boater’s dream, offering quick access to Pine Island Sound, Sanibel, Captiva, and the Gulf of Mexico. The property has been thoughtfully upgraded for peace of mind and easy living, featuring a new roof and new A/C, spray foam insulation beneath the subfloor, new double pane insulated windows and sliding door with Bahama Hurricane Shutters, luxury vinyl tile flooring throughout, and granite countertops that elevate the interior with a clean, coastal feel. The open layout is light and bright and ideal for both everyday living and hosting guests after a day on the water. Step outside to your private waterfront setup complete with a 10,000 lb boat lift with new canopy, concrete seawall, and a dock ready for fishing, sunset watching, or spontaneous evening cruises. Whether you are an avid boater or simply love the water, this backyard was designed to maximize the Florida lifestyle. Located in St. James City on Pine Island, you will enjoy a slower pace of life with easy access to some of Southwest Florida’s most loved local spots, including waterfront dining, live music, marinas, fishing charters, and island favorites just minutes away. From The Olde Fish House Marina to Froggy’s and nearby Matlacha, entertainment and dining are close without sacrificing peace and privacy. This is more than a home. It is an island lifestyle where mornings start with calm canals and evenings end with Gulf sunsets. Ideal as a full-time residence, winter escape, or investment opportunity, this waterfront gem delivers location, upgrades, and boating access that are increasingly hard to find.

2971 Bounty Lane, St James City