Port Charlotte Homes with Security Community Extras

Port Charlotte Homes with Security Community Extras

Welcome to Port Charlotte, Florida—a hidden gem nestled in the heart of Charlotte County. Known for its stunning waterfront views, lush landscapes, and a warm community spirit, Port Charlotte offers an idyllic lifestyle for families, retirees, and everyone in between. With its prime location along the Gulf Coast, residents enjoy easy access to beautiful beaches, world-class fishing, and an array of outdoor activities, making it a paradise for nature lovers.

Port Charlotte boasts a rich blend of culture and recreation. Explore the vibrant local arts scene, indulge in delightful dining experiences, or take a leisurely stroll through the many parks and nature preserves that dot the area. The community is also conveniently located near major highways, providing easy access to neighboring cities and attractions, including the bustling city of Sarasota and the historic charm of Punta Gorda.

For those seeking the perfect home in this enchanting locale, Port Charlotte features a variety of housing options, including homes within secure communities that offer an array of extras. These neighborhoods prioritize safety and comfort, providing residents with peace of mind and a strong sense of community. Many of these homes come equipped with modern amenities, spacious layouts, and beautifully landscaped yards, making them ideal for entertaining or simply enjoying the tranquility of Florida living.

Whether you're looking to settle down or invest in a vacation home, Port Charlotte's alluring charm and welcoming atmosphere make it a prime destination. Experience the best of Florida living in a community that truly feels like home. Welcome to Port Charlotte—where your dream home awaits!

Newest Port Charlotte Homes with Security Community Extras

$260,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oak Park SubDv. ⋅ 33948 Zip Code
Welcome to your new home in the desirable gated community of Heritage Oak Park! Surrounded by native oak trees and winding streets, this neighborhood offers a peaceful, country-like feel while being just minutes from shopping, dining, medical facilities, and the beautiful Gulf beaches. The location is ideal, with a short walk to community amenities. This well-kept villa comes fully furnished with tasteful décor and features an open floor plan with 1,190 sq. ft. under air, 9'4" ceilings throughout, 2 bedrooms, a den/bonus room, 2 full baths, a spacious 2-car garage, and a welcoming screened front porch perfect for morning coffee. The great room flows seamlessly into the kitchen, making it perfect for entertaining. The kitchen boasts granite countertops, an under-mount sink, raised panel cabinets, a pantry, and stainless steel appliances, including a newer refrigerator and dishwasher. The primary bedroom offers an ensuite bath with dual sinks, a bay of drawers, a walk-in shower, and a large walk-in closet. The second bedroom and bath are on the opposite side of the villa for privacy, with a large linen closet nearby. The second bath includes a tub/shower combo and granite-topped vanity. The bonus room can serve as a den or third bedroom. Laundry is in the garage with a full-size washer, dryer, and laundry tub. Other highlights include newer ceiling fans, window treatments, fresh interior paint in recent years, newer luxury vinyl flooring in the great room and second bath, newer A/C-Heat (2021), garage screens for ventilation, and coated garage flooring. There’s also a convenient side door with a screen door from the driveway into the villa. The exterior was recently painted, and the roof was replaced in 2015. Accordion shutters on all windows provide hurricane protection. Move-in ready, this pet-friendly community allows golf carts and offers an active lifestyle with a full-time activities director and great amenities inc. large clubhouse, heated pool, fitness room, lending library, game room, tennis & pickleball courts, bocce ball, shuffleboard & more.

1253 Red Oak Lane, Port Charlotte
$109,000
Grassy Point Estates SubDv. ⋅ 33952 Zip Code
Vacant Lot in Grassy Point Estates. Build your dream home in an exclusive gated and deed-restricted waterfront community, Grassy Point Estates in Port Charlotte. This desirable vacant lot offers a peaceful setting surrounded by natural beauty, upscale coastal living, and convenient access to some of Florida’s finest boating waters. Residents enjoy access to the community’s private marina and a deeded dock with sailboat access to Charlotte Harbor and the Gulf of Mexico. The property also backs to protected wetlands, providing added privacy, tranquil views, and a serene natural backdrop. Grassy Point features beautiful oversized estate lots and a relaxed waterfront lifestyle, all conveniently located near hospitals, schools, restaurants, and shopping. Within approximately 8–10 minutes, residents can enjoy waterfront dining, concerts at the Charlotte County Event Center, pickleball at Gilchrist Park, nearby yacht clubs, and a variety of open-air events. Create a custom home in this peaceful coastal community and enjoy the best of Florida waterfront living. Please visit Grassy Point On Charlotte Harbor website for more exciting community information.

21361 Harborside Boulevard, Port Charlotte
$132,000
2 Beds ⋅ 2 Baths ⋅ Maple Leaf Estates SubDv. ⋅ 33980 Zip Code
Your Florida winter retreat awaits at 840 Scotia Drive. Escape the winter and enjoy sunshine, warm weather, and resort-style living, ideally located in the heart of the 285-acre, award-winning Maple Leaf Golf & Country Club. Situated on a premium interior lot, this spacious Jacobsen Imperial home offers a wonderful combination of comfort, privacy, and easy Florida living. Best of all, it is being offered turnkey furnished with a golf cart, you can arrive with your suitcase and start enjoying your winter getaway. The home features 2 bedrooms, 2 bathrooms, a spacious floor plan designed for relaxation and entertainment. The kitchen offers plenty of cabinet space, a convenient breakfast bar, and a pass-through window to the lanai. It opens to the generous dining and living area, creating an inviting space for visiting family, friends, and fellow snowbirds. Built-in cabinetry in the dining room provides additional storage and serving space, while sliding doors from the living room lead directly to the enclosed lanai, extending your Florida living space even further. The spacious primary suite includes a large walk-in closet and private ensuite bathroom with an oversized vanity and walk-in shower. Your overnight guests will appreciate the comfortable second bedroom and guest bathroom with a large vanity and tub/shower combination. On the exterior enjoy the rear patio overlooking approximately three-quarters of an acre of peaceful green space, a beautiful setting for morning coffee, afternoon cocktails, or simply soaking up the Florida sunshine There is also a 128 sq. ft. storage shed/workshop complete with washer and dryer, utility sink, workbench, and plenty of room for golf clubs, beach chairs, pool supplies, bicycles, and all the extras that come with the Florida lifestyle. Recent improvements make this home even more appealing, including luxury vinyl plank flooring, a new roof in 2023, lanai replacement in 2023, upgraded vapor barrier, newer furniture and appliance package, and more. Be sure to view two virtual tours including the 3-D virtual tour and walk-through video to experience the home from wherever you are. Come for the Winter. Stay for the Lifestyle and even all year long. Maple Leaf Golf & Country Club is a popular 55+ gated golf course community where snowbirds can enjoy an active, social lifestyle all winter long. Amenities include a Par 62, 18-hole golf course, 4 heated swimming pools, 2 hot tubs, 5 tennis courts, 4 pickleball courts, bocce, lawn bowling, shuffleboard, fitness center, new woodworking facility under construction, restaurants with full-service bars, tiki hut/bar, and more than 75 clubs and activities. Whether you're searching for your own Florida winter cottage, a seasonal retreat, or simply a place where you can trade snow shovels for golf clubs and pool days, 840 Scotia Drive offers the opportunity to enjoy the Florida lifestyle from the moment you arrive. Leave the winter behind and discover why so many snowbirds call Maple Leaf their home away from home. After all, it really is all about the lifestyle!

2100 Kings Highway Unit 840, Port Charlotte
$240,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oak Park SubDv. ⋅ 33948 Zip Code
Welcome to your new home in the sought-after gated community of Heritage Oak Park. This popular “A” villa features 2 bedrooms, 2 baths, a bonus room, and a spacious 2-car garage. It’s in a prime spot, just a short walk to all the community amenities. The light-filled open floor plan boasts soaring 9'4" ceilings, with a roomy great room flowing into the kitchen, complete with a breakfast bar, raised panel cabinets, dinette area, closet pantry, and all appliances included. Double doors open to the den/bonus room, while the large master suite offers his-and-hers walk-in closets and an ensuite bath with dual sinks, a high vanity, and a walk-in shower. The split-bedroom layout provides privacy for guests, with a pocket door leading to the second bedroom and bath. The interior laundry room comes with a full-size washer and dryer. Sliders from the great room open to the year-round Florida room. The garage includes a laundry tub, pull-down attic stairs, and plenty of storage. Other highlights include tile floors in wet areas, the great room, lanai, and front porch, laminate floors in both bedrooms, security system, plus ceiling fans and window treatments throughout. Accordion shutters provide hurricane protection, and the seller’s Choice Home Warranty is valid until July 2027 and will transfer to the buyer at closing. Surrounded by oak trees, the community feels like the countryside while being close to shopping and dining. It’s an active neighborhood with a full-time activity's director and amenities like a large clubhouse, heated pool, fitness room, library, billiards, bocce ball, tennis, pickleball, shuffleboard, and a scenic walking path around the lake.

1554 Red Oak Lane, Port Charlotte
$410,000
3 Beds ⋅ 2 Baths ⋅ Riverwood SubDv. ⋅ 33953 Zip Code
Virtually Staged. **Riverwood • Osprey Lane • One of the Largest Lots • 2,100 Sq Ft • Saltwater Pool • Beach Club Membership** On one of the most coveted oversized lots on Osprey Lane, this beautifully maintained **3-bedroom, 2-bath single-family home** delivers the lifestyle Riverwood buyers chase — space, privacy, upgrades, and a spectacular **saltwater pool** designed for true Florida entertaining. The moment you step inside, the **expansive great room** sets the tone: bright, open, and flexible enough to accommodate both a full dining area and a generous living space, or simply one impressive gathering room. The **kitchen** is equally inviting with a **large walk-in pantry**, abundant cabinetry, and a sunny **eat-in breakfast nook** overlooking the pool. And that pool is a showstopper. Positioned **vertically to the home**, it creates an unusually large, resort-style deck — perfect for parties, lounging, grilling, or simply enjoying the quiet beauty of your oversized lot. Saltwater, sparkling, and private… it’s everything buyers want. This home was **nicely upgraded when built in 2000** and has been responsibly improved with major systems already done for you: - **Roof 2024** - **A/C 2020** - **Hot Water Heater 2025** Enjoy the convenience of living in a **lawn-care-included neighborhood**, giving you more time to enjoy Riverwood’s amenities and your own backyard oasis. The floor plan features: - **3 bedrooms**, including a flexible guest-suite option - **2 bathrooms** - **Bonus room upstairs** — ideal for a media room, office, hobby space, or overflow guests - **3rd bedroom with an oversized walk-in closet + extra storage** - **2-car garage** Even better — this home comes with **transferable flood insurance** *and* a **transferable Riverwood Beach Club Membership**, and Golf Cart adding tremendous value and making it an easy, confidence-filled purchase for your buyer. With **2,100 sq ft of living space**, a rare oversized lot, a standout saltwater pool, and fresh big-ticket upgrades, this home is **priced for a quick sale** and ready for its next owner to enjoy immediately. **Enjoy Riverwood Amenities & Local Area – Lifestyle That Elevates Value** Riverwood is an award-winning, gated community offering an unmatched blend of natural beauty, resort amenities, and vibrant social living. Residents enjoy a Championship Golf Course (optional memberships are available), resort and lap pools, a modern fitness center, tennis, pickleball, Bocce, dog parks, scenic walking trails, and a peaceful boardwalk along the river. A full calendar of clubs and activities creates a welcoming, active lifestyle that consistently enhances desirability and long-term value. Adding to its appeal, Riverwood offers an optional Beach Club on Manasota Key, giving residents exclusive access to one of Southwest Florida’s most beautiful Gulf beaches — a rare benefit that elevates both lifestyle and property value. Located in Port Charlotte, Riverwood provides quick access to Gulf beaches, Charlotte Harbor, Sunseeker Resort, Wellen Park, shopping, dining, medical facilities, and two nearby airports. This combination of amenities, location, and coastal access makes Riverwood one of the region’s most sought-after communities.

3271 Osprey Lane, Port Charlotte
$124,900
2 Beds ⋅ 2 Baths ⋅ Maple Leaf Estates SubDv. ⋅ 33980 Zip Code
Welcome to your new home at 2100 Kings Highway unit 47, located in the award-winning Maple Leaf Golf & Country Club. Whether you are looking for a vibrant year-round residence or a perfect seasonal getaway, this fully furnished, turn-key home is designed for those who want to start living in the Florida lifestyle from day one. The Home: Effortless & Fully Equipped Fully Furnished: Move right in without the stress of decorating or moving heavy furniture. Golf Cart Included Not Warranted: Zip around the community in style—your primary mode of transportation for fun and social calls is already in the driveway! Spacious Living: Featuring a layout designed for relaxation and entertaining, including well-appointed bedrooms and inviting living spaces. The Community: An Award-Winning Lifestyle 2025 best of the best community Maple Leaf Golf & Country Club isn't just a place to live; it’s a resort-style experience. As a resident-owned, certificate-owned community, you aren't just a resident—you are a stakeholder in one of Florida's premier 55+ destinations. Golf & Sports: Enjoy the 18-hole executive golf course,5 lighted tennis courts, and brand-new pickleball courts. Recreation: Take your pick of four heated swimming pools, a seasonal fishing lake, and a fully equipped fitness center. Woodworker shop, bocce, lawn bowling, and so much more Social Life: With over 70 clubs—ranging from woodworking and ceramics to arts, crafts, and cards—there is never a dull moment. Dining & Entertainment: Meet friends at the on-site bar and restaurant or enjoy live music at the popular Tiki Bar. Why Maple Leaf? Secure & Gated: Guarded gate for ultimate peace of mind. Value: This offering includes the community certificate (share)

2100 Kings Highway Unit 47, Port Charlotte
$329,900
3 Beds ⋅ 2 Baths ⋅ Kings Gate SubDv. ⋅ 33980 Zip Code
Welcome to the most sought after 55+ community complete with the most desirable Sheffield Model. This home offers an open floor plan with a living room that flows into the kitchen, nook and enclosed Florida room. The patio out back is ideal for that morning coffee. 2 bedrooms & 2 bathrooms are uniquely separated by a comfortable den. As you enter this warm inviting home, you will notice the obvious PRIDE OF OWNERSHIP both inside and out. Look at this: New roof 2022, New Gutters 2023, New AC 2023, New Hot Water Heater 2024, New Locks on the Hurricane Shutters 2022, New Windows 2024, New Garage Door Opener & Springs 2024, New Front Door Lock 2024, New Smoke Alarms-All 2024, New Fans & Lights 4 years ago, All Kitchen Appliances & Washer and Dryer & Carpeting-4years ago. You can spend your time playing tennis, pickle ball, bocce, horseshoes or a round of golf. You may prefer a visit to the fitness center before a trip to the Olympic size heated pool and spa or if you like billiards, cards, bridge, library, computer room and a great deal more. Don't forget to stop by the Newly Remodeled Lions Den Restaurant and Bar. You are minutes away to shopping, bank, drug store, ALDI's and more by "golf cart". This is a must see. Florida living at its best.

24195 Buckingham Way, Port Charlotte
$165,000
2 Beds ⋅ 2 Baths ⋅ Maple Leaf Estates SubDv. ⋅ 33980 Zip Code
WELCOME TO YOUR FLORIDA PARADISE Fall in love with this beautifully maintained home, perfectly positioned on a premium interior corner lot in the Award Winning , resident-owned, gated 55+ community of Maple Leaf Golf & Country Club! Pride of ownership shines throughout this move-in-ready retreat—just in time for early fall and winter living! PROPERTY HIGHLIGHTS Spacious Interior: Open layout featuring a bright kitchen with a breakfast bar, living/dining room combination, generous guest bedroom & bath, and a primary suite with a private en-suite bath and large walk-in closet. Exceptional Outdoor Living: Includes a front 180 sq. ft. lanai plus an expansive 720 sq. ft. screened carport—perfect for entertaining friends and soaking in the warm Florida breeze! Upgraded & Equipped: Features a rare golf cart garage, over-sized storage shed, TPO membrane roof-over (2017), and updated carport & screens (2020).AC (2025) Turnkey Ready: Sold furnished AND includes the golf cart! Home price includes the certificate share. VIBRANT, RESORT-STYLE COMMUNITY LIFESTYLE Experience true resort living where every day feels like a vacation! Maple Leaf is an award-winning, resident-owned community packed with world-class amenities and non-stop excitement: Golf & Sports: Award-winning 18-hole par-62 golf course, 4 pickleball courts, 5 tennis courts, bocce ball, lawn bowling, and shuffleboard. Relaxation & Fitness: 4 heated swimming pools, 2 hot tubs, state-of-the-art fitness center, and woodworking shop. Social & Dining: On-site restaurant, lively Tiki Bar/Hut, and over 75+ active clubs and community events! Packed with excitement, pride of ownership, and endless activities—the only thing this home is missing is YOU! Schedule your tour today!

2100 Kings Highway Unit 683, Port Charlotte
$110,000
2 Beds ⋅ 2 Baths ⋅ Maple Leaf Estates SubDv. ⋅ 33980 Zip Code
Escape the cold and discover your own Florida winter retreat in award-winning Maple Leaf Golf & Country Club. Whether you're looking for a seasonal getaway or a full-time residence, this furnished 2-bedroom, 2-bath home is ready for you to arrive, unpack, and start enjoying the sunshine. Designed for easy Florida living, the home features a welcoming screened front lanai where you can relax with your morning coffee or unwind in the evening while taking in beautiful sunset views. Inside, the living room and dining room offers the right amount of space along with built-in cabinetry, providing both additional storage and an ideal for entertaining family and friends. The spacious primary suite includes a private ensuite bathroom with a walk-in shower, while the guest bathroom features a convenient tub/shower combination for visiting family and guests. The storage shed offers plenty of room for your golf clubs, bicycles, beach gear, and pool supplies, while also housing the laundry area. A long driveway provides parking for two vehicles, making it easy to accommodate guests. For added peace of mind, the air conditioning system was replaced in 2021. Ideally located just a short distance from one of the community's four heated swimming pools, a hot tub, bocce courts, and shuffleboard, you'll have endless opportunities to enjoy Florida's outdoor lifestyle. Be sure to explore both virtual tours, including the immersive 3-D tour and walkthrough video, to experience everything this home has to offer. Maple Leaf Golf & Country Club is one of Southwest Florida's premier 55+ gated communities, you'll enjoy an active resort-style lifestyle with an impressive collection of amenities. Residents have access to a Par 62, 18-hole golf course, five tennis courts, four pickleball courts, lawn bowling, bocce, shuffleboard, four heated swimming pools, two hot tubs, a fitness center, a woodworking facility (with a new expanded workshop currently under construction), more than 75 clubs and social activities, plus an on-site restaurant, full-service bar, and popular tiki hut. If you've been dreaming of trading northern winters for warm sunshine, friendly neighbors, and an active lifestyle, this could be the perfect place to call your Florida winter cottage. In Maple Leaf, every day truly feels like a vacation.

2100 Kings Highway Unit 522, Port Charlotte
$569,900
4 Beds ⋅ 3 Baths ⋅ Riverwood SubDv. ⋅ 33953 Zip Code
Beautifully updated and move-in ready, this Riverwood golf-course home offers luxury living with a TRANSFERABLE BEACH CLUB MEMBERSHIP, NEW ROOF, resurfaced pool & spa, freshly repainted exterior, and NEW brick patios on the lanai and pool deck. Enjoy serene views of the 14th fairway from spacious indoor and outdoor living areas. The redesigned kitchen features granite counters, newer cabinetry, tiled backsplash, and stainless appliances. The first-floor primary suite includes luxury plank flooring, dual walk-in closets, and a spa-style bath with soaking tub and walk-in shower, plus direct access to the lanai and pool. A flexible guest room/office and half bath complete the main level. Upstairs, a striking wood banister leads to a loft, two bedrooms, and a full bath with granite vanity and walk-in shower. Outdoors, relax in the heated saltwater pool and spa, enjoy expanded brick-paver patios, and take advantage of the included lanai/pool furniture. Riverwood offers award-winning golf, resort pools, fitness, pickleball, tennis, dog parks, and vibrant social activities. Close to Gulf beaches, Charlotte Harbor, Punta Gorda, Englewood, Boca Grande, and Sunseeker Resort. Live the Florida lifestyle you’ve been dreaming of. Call for a showing today!

13392 Golf Pointe Drive, Port Charlotte
$249,000
2 Beds ⋅ 2 Baths ⋅ Maple Leaf Estates SubDv. ⋅ 33980 Zip Code
Pride of ownership shines in this beautifully maintained home, located in the vibrant award winning resident-owned 55+ gated community of Maple Leaf Golf & Country Club. This 2005 Jacobsen features an inviting open-concept floor plan that maximizes space and comfort, filled with bright, natural light. The interior boasts a fresh, natural color palette and newer flooring throughout, creating a seamless and modern atmosphere.fully furnished golf cart included The home offers a highly functional split-bedroom layout, providing privacy for you and your guests. The primary suite features a generous bedroom and a private en-suite bathroom for added convenience. Enjoy the Florida lifestyle in your bright, enclosed lanai—perfect for morning coffee or relaxing in the evening breeze. or entertaining family and friends. The property also includes a convenient storage shed, ideal for all your hobbies and organizational needs. Meticulously cared for, this home is a true showcase of quality and maintenance. Recent updates include a 2025 water heater, ensuring modern efficiency and peace of mind. Community Lifestyle Living in Maple Leaf Golf & Country Club is more than just owning a home; it’s an active, resort-style experience. As a resident, you will enjoy access to an unparalleled amenity package, including: Golf: Award-winning 18-hole, par-62 Audubon-certified executive course. Athletic Facilities: 4 heated pools, 2 hot tubs, 5 tennis courts, 4 pickleball courts, 16 shuffleboard courts, bocce ball, and lawn bowling. Social & Dining: On-site restaurant and Sandbar lakeside dining, a lively tiki bar, a fitness center, woodworking and pottery shops, and over 75 active social clubs. community owned Experience the perfect balance of comfort, convenience, and vibrant community living in one of Southwest Florida's most sought-after communities

2100 Kings Highway Unit 529, Port Charlotte
$219,900
3 Beds ⋅ 2 Baths ⋅ Heritage Oak Park SubDv. ⋅ 33948 Zip Code
This rare lakefront 3-bedroom, 2-bath condo in the sought-after Heritage Oak Park is a true gem! Located on the first floor, it offers a stunning lake view and features only six units per floor, giving it larger room sizes than most. The open, light-filled floor plan includes a kitchen that flows into the great room and split bedrooms for added privacy. Highlights include raised panel cabinets in the kitchen and baths, Pergo Max laminate flooring throughout except for tile in wet areas and the lanai, an upgraded appliance package, laundry closet with stackable washer/dryer, window treatments, ceiling fans with lights, wallpaper accents, an upgraded kitchen sink and faucet, and a storm door for extra light. Recent updates include a new A/C and heat system in 2021, a water heater in 2025, and replaced carports and shingle roof in 2023. The condo is move-in ready and comes with a detached 1-car carport right out front. Gas grills are available for residents, and it’s just a short walk to the clubhouse and heated pool. Community perks include gated access, a fitness room, library, billiards, shuffleboard, horseshoes, tennis, bocce ball, pickleball, and a walking path around the large lake. With an on-site activities director, Heritage Oak Park offers a lively lifestyle surrounded by beautiful oak trees, all within walking distance of the YMCA, Publix, and the Charlotte County Library, and just a short drive to restaurants and shopping.

19355 Water Oak Drive Unit 101, Port Charlotte
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