Pine Island Real Estate | Pine Island 2 Bedroom Properties for Sale

2 Beds ⋅ 2 Baths ⋅ 2026030375 MLS

Welcome to Pine Island Cove, where an active waterfront lifestyle, wonderful amenities, and a welcoming community come together as well as owning your land (no worries about land leasing). From the moment you arrive, you’ll appreciate the wide-open setting and relaxed island atmosphere. Boating enthusiasts will love the community’s long, wide boat ramp, convenient boat-rinsing area, and peaceful green space where you can relax and watch neighbors return from a day of fishing. The beautifully remodeled clubhouse and sparkling community pool provide inviting spaces to gather, unwind, and enjoy the Florida sunshine. Pine Island Cove also offers an impressive selection of activities, including pickleball, bocce, and numerous community events, all with low HOA dues. As you arrive at the home, you’ll be greeted by a brand-new carport and a screened front porch that is perfect for enjoying your morning coffee or the island breeze. A separate utility room provides convenient indoor laundry and additional storage. Inside, the kitchen flows into the dining area and open great room, creating a comfortable space for everyday living and entertaining. The Florida room offers even more flexibility - open the windows to enjoy the breeze or keep it enclosed for a cozy year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a private bathroom and the guest bedroom conveniently located near the second full bathroom. Additional improvements include a newer roof and newer luxury vinyl flooring with a vapor barrier. The home is being offered furnished, making it easy to begin enjoying your new Florida lifestyle right away. Out back, the spacious outdoor area provides even more room for entertaining, relaxing, or creating a space that fits your needs. With a brand-new carport, newer roof, wonderful amenities, low HOA dues, boating access, and a welcoming community atmosphere, this is an exciting opportunity to own a place in Pine Island Cove. This home is truly a must-see!

4931 Needle Fish Lane, St James City

$149,000

2 Beds ⋅ 2 Baths ⋅ 2026028789 MLS

Great location at Pine Island Center... Cute 2-bedrooms 2-baths, Vaulted ceilings, Nice Kitchen/Dining area Wood cabinets for plenty of space, Living area, Tile floors, Master bath is beautiful with Tiled walls in bathroom Shower & Bath tub, Wood cabinets .. Yard is 43x 80, raised Septic area, palm trees... very easy maintenance . Location is at the center of the Island, Library-school- pickleball & tennis, museum and little league field, also a 20 acre walkaround park... Great location- Check this property today !!

10419 Trotwood Avenue, St James City

$545,000

2 Beds ⋅ 2 Baths ⋅ 2026029942 MLS

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 water, this property is all about the Southwest Florida lifestyle. Inside, you'll find a spacious, light-filled layout that provides the perfect canvas for your personal vision. This home is ready for its next chapter, offering an incredible opportunity to create your dream waterfront retreat while adding your own style and finishes. Step outside and enjoy everything waterfront living has to offer. Relax by the pool, unwind in the spa, entertain on the screened lanai, or hop on your boat from the private dock and be in open water within minutes. With sought-after boating access and outdoor amenities already in place, you can focus on making the interior your own. Located in the laid-back boating community of St. James City, you'll enjoy easy access to waterfront dining, marinas, world-class fishing, and endless opportunities to explore the Gulf waters. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers an outstanding chance to own a slice of paradise and create the waterfront home you've always envisioned.

2456 Sycamore Street, St James City

$599,000

2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS

Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacation. This turnkey retreat blends modern comfort with the laid-back charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities.

5375 Serenity Cove, Bokeelia

$715,000

2 Beds ⋅ 2 Baths ⋅ 2026015872 MLS

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, impact-resistant windows and doors, updated flooring throughout, and a beautifully remodeled kitchen featuring granite countertops, custom cabinetry, and new stainless-steel appliances. The bright, open living spaces are filled with natural light and perfectly positioned to capture coastal breezes and waterfront views. Step outside and discover what truly sets this property apart. Situated on a navigable canal with quick access to open water, the property includes a 7,000-pound boat lift, making it effortless to launch your next fishing adventure or sunset cruise. Anglers will appreciate having some of the finest fishing in Southwest Florida right at their doorstep, with easy access to Pine Island Sound, San Carlos Bay, and Gulf waters. The lower level offers a spacious storage room, providing ample space for fishing gear, boating equipment, kayaks, tools, and all your waterfront toys. After a day on the water, unwind in the covered patio area, the perfect setting for grilling fresh-caught seafood, entertaining friends, or enjoying casual outdoor dining while taking in the tropical surroundings. Just a short boat ride away, you'll find the pristine beaches and natural beauty of Cayo Costa State Park, famous for shelling, boating, fishing, and untouched Gulf-front shoreline.

2360 Oleander Street, St James City

$109,900

2 Beds ⋅ 2 Baths ⋅ 2026014415 MLS

HUGE PRICE REDUCTION-MOTIVATED SELLER-BRING OFFERS-BUY NOW OR LOSE! AWESOME remodeled 2BR/2BA home in 55+ Community on Pine Island!! Home features new flooring, kitchen cabinets, *(Granite Counters, New A/C, New Stainless Steel appliances to be installed with contract)* and large workshop/storage area. Community has amenities galore including Boat Ramp, Swimming Pool and Boat/R/V storage area.

7151 Drum Drive, St James City

$225,000

2 Beds ⋅ 2 Baths ⋅ 2026016275 MLS

Your Worry-Free Island Escape: Pristine Condo with Low Maintenance: The low monthly fee covers the heavy lifting of home ownership, providing pest control, insurance, and lawn care—allowing for a "lock and leave" lifestyle or just relaxing on Pine Island Time. Step into the heart of THE 'Island Center' with this exceptional condo near the Phillips Park, Tennis Courts, Library and Community Pool; as well as some of the Best Local Eats! Since Pine Island is long and spread out, being at "the Center" is a major perk and perfectly positioned for those who crave the "Old Florida" lifestyle while still being just minutes from local art galleries, fresh seafood markets, and the charming shops of Matlacha, and surrounding resort islands. Whether you're looking for a seasonal retreat, a high-potential rental, or a permanent slice of paradise, this unit offers the ultimate island home base. This condo's Flexible Layout features 2BR/2BA, attached garage, with plenty of natural light and coastal breezes under cathedral ceilings. The front dining room serves as a perfect "flex space" for a home office or den and with its Spacious & Bright flow through the kitchen and Florida Great Room; ceramic tile throughout. Enjoy peaceful front and backyard views, a screened-in lanai with views to a fenced-in, private backyard surrounded by shade trees and beautifully landscaped grounds that feel like a private sanctuary. This condo sounds like the quintessential "Old Florida" retreat, especially for someone who wants the perks of island living without the typical maintenance headaches; and with a quiet neighborhood setting, you'll have the perfect balance of convenience and tranquility while enjoying the best at an affordable price. Don't miss out on this incredible opportunity to live on an island in Paradise.

5520 Phillips Street, Bokeelia

$142,000

2 Beds ⋅ 2 Baths ⋅ 2026014591 MLS

Welcome to this charming and newly refreshed home located in the highly desirable 55 + community of Pine Island Cove. This property has been thoughtfully updated with new kitchen cabinets, countertops, flooring, a new shower, and an efficient mini-split A/ C system, giving the home a clean modern feel from the moment you step inside. The layout offers comfortable living spaces with plenty of natural light, making it an ideal full-time residence or seasonal retreat. The updates throughout provide peace of mind and move in readiness. Outside, enjoy all that Pine Island cove is known for-Gulf-access boating and a friendly, active lifestyle. Residents have access to a community boat ramp with Gulf Access, fish cleaning station and boat washout area, making it easy to spend your days on the water. There is also RV and boat storage, a dog park, picnic area, and a full calendar of activities including pickleball, bocce ball and social clubs for every interest. Just minutes from the bay and Gulf, this location is perfect for enjoying some of SW Florida's best fishing, exploring the outer islands or relaxing at the beaches. It is close to all the dining, shopping and island events Pine Island has to offer. You own your land and the HOA is only $160.00 per month.

4978 Mullette Lane, St James City

$155,000

2 Beds ⋅ 2 Baths ⋅ 2026012085 MLS

Welcome to island living in the highly sought-after Pine Island Cove 55+ community in Saint James City. This charming 2-bedroom, 2-bath home offers the perfect Florida retreat—whether you're looking for a winter getaway or a full-time residence. This home has an awesome new kitchen cabinets, counter tops, air conditioning, & roof. The home features a comfortable open living space with plenty of natural light and a relaxing atmosphere that reflects the laid-back lifestyle of Pine Island. Enjoy outdoor living with space on the side of the home and a large patio in the back to relax and entertain while taking in the peaceful surroundings. Pine Island Cove is known for its friendly community and outstanding amenities. Residents enjoy a heated saltwater pool and spa, boat ramp with Gulf access, fish cleaning station, and a washout facility for boats. There is also a scenic lakeside gathering area with covered pavilions, picnic tables, and grills—perfect for socializing with neighbors and friends. Also, a dog park for your pets. Stay active with pickleball, bocce ball, and numerous clubs and community activities. Boat and RV storage is also available within the community. Conveniently located near local restaurants, marinas, and world-class fishing, this home offers the best of the Southwest Florida island lifestyle. You own your land and the HOA fee is only $160.00 per month.

7169 Drum Drive, St James City

$345,000

2 Beds ⋅ 3 Baths ⋅ 2026010703 MLS

Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop downstairs with additional room for guests. This property offers a quiet island retreat with all the convenience for waterfront living. Boating enthusiasts will love this location in Tropical Point! The home is just a few minutes’ walking distance from Tropical Point Park water access, perfect for kayaking and boating, which also provides easy access to explore the surrounding islands, some of the best fishing just right down the road. The home features a NEW metal roof, and a recently updated (UP-2-CODE) Electrical panel, and is ready for you to make it your own!!

3660 Tropical Point Drive, St James City

$650,000

2 Beds ⋅ 2 Baths ⋅ 2026006579 MLS

Wonderful seaside cottage with open water views! On any given day, take in the beautiful sunrise while drinking your coffee on the screened lanai. If you're lucky, you may watch dolphins feeding or otters at play. This is a fully renovated and restored property that proves the resiliency and spirit of this special little island. The home has superior wind protection with impact windows, doors, and metal roof----and suffered no known damage in Hurricanes Helene and Milton! Within walking distance of this cute cottage are restaurants, shops, and the community park with boat and kayak launches. This home must be seen; it's a jewel!

4819 Pine Island Road NW, Matlacha

$156,500

2 Beds ⋅ 2 Baths ⋅ 2025024128 MLS

If you are looking for a fully furnished home, you have found it. This 2-bedroom 2 bath home is located in Pine Island Cove the best 55+ community on Pine Island. The community has a heated saltwater pool, spa, private boat ramp that has Gulf access, boat & RV storage, picnic area with covered tables and grills, club house, dog run, fish cleaning station, washout facilities. There are a lot of activities for everyone pickleball, bocce and many clubs. It is just a few minutes out to the bay and Gulf to some of the best fishing in SW Florida. Community is located near to shops, banks and restaurants.

4939 Mullette Lane, St James City

$525,000

2 Beds ⋅ 2 Baths ⋅ 2025022861 MLS

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 lots of storage space. This home is on a quiet, dead end street. Perfect for your winter or year round home.

2355 Banana Street, St James City

$359,000

2 Beds ⋅ 2 Baths ⋅ 2025022633 MLS

DIRECT GULF ACCESS! Dreaming of living on the water with direct access? Here is your chance. It's not perfect but is priced accordingly. has had some major renovations. Located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home is move-in-ready and is a great deal at this price. Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and appliances, and fully renovated bathrooms with new tubs, showers, cabinets, and fixtures. Enjoy additional upgrades including a newer metal roof, new AC, new septic tank, new tankless water heater, new washer and dryer, new garage door, and an updated laundry room. Relax in the bright Florida room overlooking the canal, or head outside where this property truly shines. Boaters will love the 10,000 lb boat lift, composite dock, and concrete patio area, complete with electric and water at the dock. From here, you’ll enjoy direct access to San Carlos Bay, Matlacha Pass, Pine Island Sound, and the Gulf of Mexico—ideal for world-class fishing, cruising, and exploring the islands. This affordable move-in-ready home would make the perfect fish camp or weekend get-a-way!! Schedule your showing today! Note: Some of the photos have been virtually staged.

2390 Oleander Street, St James City

$270,000

2 Beds ⋅ 1 Baths ⋅ 224077294 MLS

Welcome to your own piece of paradise in Bokeelia, Florida! This charming single family home boasts 2 bedrooms, 1 bathroom, and a prime location near the Gulf of Mexico. Imagine waking up each morning and taking a short stroll to the nearby fishing pier to catch your dinner or enjoying a delicious meal at one of the local restaurants. The landscaped yard with a beautiful mango tree adds to the Florida feel of this quaint home, creating a serene and tropical oasis. With extra outbuildings and a covered parking area connected to a workshop, there is plenty of space for all of your hobbies and projects. The wooded area next to the property provides added privacy, making this home the perfect retreat from the hustle and bustle of everyday life. Whether you are looking for a peaceful getaway or a permanent residence, this home offers the best of both worlds. Don't miss out on the opportunity to own a piece of paradise in Bokeelia - schedule a showing today and make this dream home yours! This house and surrounding area has never flooded!

15925 Quail Trail, Bokeelia

$215,000

2 Beds ⋅ 2 Baths ⋅ 224090898 MLS

HUGE PRICE REDUCTION MOTIVATED SELLERS SAY MAKE ME AN OFFER!! 55+ GULF ACCESS BOAT RAMP for fishing and boating enthusiasts! St. James City is known for its secluded and relaxed atmosphere and that is exactly what this home possesses, plus more!! This home sits on a CORNER LOT which provides privacy and space! Step inside this immaculate 2 bedroom 2 bath home with many updates and finishes. Each bedroom offers an ensuite bath complete with spacious closets. The kitchen comes well equipped with nice appliances. The living room is inviting and bright. Just off the living room you will be delighted to have a beautiful Florida room fit for even more guests. This room would also make a nice office or gym. An outdoor oasis awaits, with access from either bedroom. Enjoy watching the game with friends in your screened in porch or enjoy cocktails and the most gorgeous sunsets amongst the breeze. Just steps off the deck is a Tiki Hut that has a Grill for BBQ's and entertaining guests! This home also includes a Wen 50 AMP HOME GENERATOR W/100 LB. PROPANE TANK!! Amenities galore including Clubhouse, heated pool & spa, pickleball, bocce and dog park! Need a place to store your boat or RV? No problem! Gated storage available!!

5029 Gulfgate Lane, St James City

$145,000

2 Beds ⋅ 2 Baths ⋅ 225048514 MLS

Turnkey! Fully furnished! Welcome to Pine Island Cove, a vibrant 55+ waterfront boating community in St. James City. Plenty of social activates and events; bingo, yoga, water aerobics, holiday dinner...etc. Enjoy a saltwater pool & Spa, bocce and pickleball courts, a clubhouse, fitness center, picnic park, dog park, boat ramp, and boat/RV storage, along with a variety of programs to keep you active. This SPACIOUS 1144sqft newly renovated 2-bedroom, 2-bathroom, fully furnished home features a 2022 roof, new ductless split AC, new flooring, large walk-in closets, a relaxing Florida room and more. Situated on a corner lot, it boasts the best location in the community, with amenities just across the street. The HOA fee is $160 per month. The boat/RV storage is $50 per year if utilized. Launch your boat at the community ramp, just 5 minutes from open water, and explore Pine Island Sound, renowned for diverse fishing opportunities, including snook, trout, redfish, and tarpon. Easily navigate to stunning barrier islands like Sanibel, Captiva, and Cayo Costa - accessible only by boat. In Pine Island Cove, you own both the house and the land. Don’t miss your chance to live in paradise!

4920 Pinfish Lane, St James City

$165,000

2 Beds ⋅ 2 Baths ⋅ 225036734 MLS

Pine Island Cove 55+ community.. Community POOL, HOT TUB, CLUBHOUSE, FITNESS, PICKLE BALL, PICNIC- PARK BOAT RAMP, BOAT & RV STORAGE, SEWER and much more.. Beautiful Island Community. The 2-bedroom 2-bath 1152 sq ft home is very well cared for and has been a year around home with HURRICANE WINDOWS THROUGH OUT - wood paneled living & family room, updated-kitchen and carpet & laminated floors. Storage/shop, Carport & screened area. Out door life is part of Pine Island Cove...Friends, pickle ball, pool a 16 mile long bike path up & down the Island. The boat ramp will put you and your boat into the Cove canal and out to Pine Island Sound for the best fishing, out-Island beaches, the Gulf for you to enjoy... Visit Pine Island Cove and this wonderful home today !!!!!

4931 Gulfgate Lane, St James City

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