Rotonda West Oakland Hill Homes with Private Mailbox Exterior Features

Rotonda West Oakland Hill Homes with Private Mailbox Exterior Features

Welcome to Rotonda West Oakland Hill, a picturesque subdivision nestled in the heart of sunny Florida! Located in Charlotte County and the charming city of Rotonda West, this community is a hidden gem that perfectly blends serene living with vibrant outdoor activities.

Rotonda West Oakland Hill is known for its spacious homes and beautifully landscaped surroundings. Each residence boasts its own private mailbox, adding a touch of individuality and charm to the neighborhood. Imagine strolling down the tree-lined streets, where every mailbox tells a unique story, reflecting the character of its owner. This thoughtful feature enhances the sense of community, inviting friendly waves and warm smiles from neighbors as you pass by.

The homes in this subdivision are designed with comfort and elegance in mind, offering a variety of styles to suit diverse tastes. Many properties feature open floor plans, modern kitchens, and serene outdoor spaces perfect for entertaining or simply unwinding after a long day. With the stunning natural beauty of Florida at your doorstep, residents can enjoy an active lifestyle filled with golf, boating, and nature trails just moments away.

Rotonda West Oakland Hill is more than just a place to live; it's a community where neighbors become friends and every day feels like a vacation. Whether you’re looking for a permanent residence or a seasonal retreat, this subdivision offers a welcoming atmosphere and a lifestyle that’s hard to resist. Come discover your dream home in Rotonda West Oakland Hill today!

Newest Rotonda West Oakland Hill Homes with Private Mailbox Exterior Features

$229,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to Rotonda West Oakland Hills, where this turnkey furnished 3 bedroom, 2 bath home sits on a quiet street with a tranquil nature preserve just beyond the backyard fence. Offering 1,743 square feet under air, a one car garage, and no rear neighbors, this is a smart opportunity for a primary residence, seasonal getaway, or investment property in one of Southwest Florida's most amenity-rich communities. Fresh interior paint, new entrance tile, a replaced front window, and an updated kitchen were all completed in 2025, and the home comes fully furnished and ready to enjoy from day one. The spacious living room is anchored by a wide bay window that fills the space with natural light, with laminate flooring running through the main living areas. The dining room flows into a generous family room lined with windows overlooking the green backyard. The kitchen connects it all with granite countertops, maple cabinetry, a subway tile backsplash with a glass mosaic accent, and a pass-through that keeps the cook part of the conversation. The oversized primary suite features a full wall of closets and a private bath with a tub and shower. Two additional guest bedrooms with built-in closets share a second full bath with a walk-in shower and its own door to the backyard, a convenient touch after a day outside. Sliding doors open to an expansive covered lanai, an easy spot for morning coffee or evening gatherings with preserve views as the backdrop. The fully fenced backyard offers two gated entrances, a paver patio, and a fire pit, with plenty of room for pets, play, or a future pool. Rotonda West is known for its golf courses, walking and biking trails, parks, and canals, all supported by an association fee of just $190 per year. Boca Grande and the beaches of Englewood are a short drive away, along with dining, shopping, and everyday conveniences. Come see the space, quiet, and easygoing Gulf Coast lifestyle this home delivers. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

113 Annapolis Lane, Rotonda West
$285,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
If you're searching for a full-time residence, seasonal getaway, or investment opportunity, this move-in-ready home deserves a spot at the top of your list. Located in the highly desirable, deed-restricted golf community of Rotonda West, this lovingly maintained 3-bedroom, 2-bath home with a 1-car garage offers exceptional curb appeal with mature landscaping and a fenced backyard overlooking a peaceful preserve. Featuring 1,839 square feet of living space, this home provides plenty of room to spread out with both a formal living room and family room, as well as a dining room and a breakfast area adjacent to the beautifully updated kitchen. The kitchen features upgraded cabinetry, granite countertops, and ample workspace, making it ideal for everyday living and entertaining. The split-bedroom floor plan offers privacy for both owners and guests, with generously sized bedrooms and abundant closet space. Tile flooring throughout provides easy maintenance and complements a variety of decorating styles. Oversized covered and screened lanai with tile flooring. Privacy fenced backyard and tranquil preserve views. The home has been extensively updated with hurricane-impact windows, hurricane-impact sliding glass doors, hurricane shutters, and a hurricane-rated garage door. A spacious 9' x 14' storage room located at the rear of the garage, complete with double doors leading to the backyard, provides excellent storage for lawn equipment, tools, and recreational gear. Residents of Rotonda West enjoy access to a 165-acre community park, Rotonda W Community Center, multiple championship golf courses, walking and biking trails, tennis courts, and easy access to the area's pristine Gulf beaches, Intracoastal waterways, world-class fishing, shopping, dining, and entertainment. AC replaced 2023, new roof 2022, new water heater 2025. This meticulously maintained home is truly move-in ready. Schedule your private showing today and start enjoying the Florida lifestyle!

27 Annapolis Lane, Rotonda West
$400,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Move-In Ready GOLF COURSE POOL HOME with NO REAR NEIGHBORS! Welcome to this beautifully maintained 3-bedroom, 2-bath ranch home overlooking the golf course in the heart of Rotonda West, one of Southwest Florida's premier golf communities featuring five championship courses with 99 holes of golf. Step inside to a bright, open floor plan where natural light fills the spacious living and dining areas. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, warm wood cabinetry, and generous counter space. Enjoy tile flooring throughout the main living areas and plank flooring in all three bedrooms. Offered completely furnished and turnkey, this home is ready for immediate enjoyment as a primary residence, seasonal getaway, or investment property. The spacious primary suite offers ample closet space and a private en-suite bath with a walk-in tiled shower and single vanity. Two additional generously sized bedrooms share a convenient guest bath with direct access to the pool. The true highlight is the outdoor living space. Relax in your heated, screened-in pool beneath a full cage enclosure while enjoying peaceful golf course views with no rear neighbors. Whether you're sipping your morning coffee, entertaining friends, or unwinding after a day at the beach, this private backyard setting captures the best of the Florida lifestyle. Additional features include a 2023 roof, 2025 pool pump, an attached garage, and a circular driveway providing plenty of parking. With HOA fees of just $190 annually, residents enjoy exceptional value in a community offering a clubhouse, restaurant, playground, walking and biking paths, scenic canals, and access to a local marina. Outdoor enthusiasts will appreciate being just 2.5 miles from Don Pedro Island State Park, with the beautiful beaches of Boca Grande and Englewood (Manasota Key) only minutes away. Conveniently located between Sarasota, Punta Gorda, Fort Myers, and Naples, you'll enjoy easy access to airports, shopping, dining, boating, fishing, and everything Southwest Florida has. Whether you're looking for a full-time residence, winter retreat, or income-producing investment, this move-in-ready golf course pool home offers the perfect combination of comfort, location, and Florida lifestyle.

82 Rotonda Circle, Rotonda West
$539,900
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome To your Golf Course Facing Dream Home with an Oversized Pool. This 4 Bedroom 2 Bath Rotonda West Home is Perfect for any Golf enthusiast. The home is located on a nice quiet street with amazing views. This is one you truly must see to appreciate. The home does have a stage 2/ 240 Volt Auto Charger in the garage..

240 Caddy Road, Rotonda West
$278,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to 295 Annapolis Lane in beautiful Rotonda West, Florida, where comfort, privacy, and Florida living come together. This charming home offers two spacious bedrooms, two bathrooms, and a versatile den that can easily serve as a third bedroom, home office, or guest space. From the moment you arrive, you'll appreciate the peaceful setting and the inviting atmosphere that makes this property feel like home. Step outside to your private screened lanai and enjoy the heated swimming pool year-round, whether you're relaxing with your morning coffee or entertaining family and friends. The home has been thoughtfully maintained and benefits from several major recent improvements, including a new roof (2022), new air conditioning system (2022), new electrical panel (2024), and a new pool heater (2024), providing peace of mind for years to come. Inside, you'll notice a professionally installed European stretch ceiling, a premium architectural finish widely used throughout Europe for its sleek, seamless appearance, durability, and moisture-resistant qualities. It is a modern decorative feature that complements the home's clean and inviting interior. Ideally located just minutes from golf courses, marinas, Boca Grande beaches, shopping, dining, and all that Southwest Florida has to offer, this home is equally suited as a full-time residence, a seasonal retreat, or an income-producing investment. Whether you're searching for your own piece of paradise or your next smart investment, 295 Annapolis Lane is ready to welcome you.

295 Annapolis Lane, Rotonda West
$246,500
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
One or more photo(s) has been virtually staged. Welcome to your next chapter in Rotonda West's PREMIER GOLFING COMMUNITY! This 3-bedroom, 2-bathroom home with a two-car garage sits on over a QUARTER ACRE with direct golf course views, offering an unbeatable combination of location, lifestyle, and value. Step inside to discover recently updated luxury vinyl plank in the living/dining areas and tile flooring throughout the rest of the home, complemented by modern recessed lighting. The bright, open kitchen features generous cabinet space and flows seamlessly into the dining area—perfect for daily living and entertaining. The spacious living room opens to an expansive backyard with room to add your dream pool while enjoying front-row views of the fairway. The primary suite provides a private retreat with an en-suite bathroom and walk-in closet. Two adjacent bedrooms are perfect for a growing family, guests or home office! Recent upgrades include a newer roof, AC unit with updated ductwork, and hurricane fabric panels for added protection and peace of mind. Rotonda West offers an exceptional Southwest Florida lifestyle, nestled between Englewood and Port Charlotte with access to five golf courses totaling 99 holes. The community features walking and biking trails, a 165-acre park, tennis and pickleball courts, and a playground with pavilion. Pristine Gulf beaches at Manasota Key and Boca Grande are minutes away, while fishing, boating, and kayaking opportunities abound. Explore charming downtown Punta Gorda or Dearborn Street in Englewood for local shops, restaurants, and farmers markets. Convenient to local and regional airports. Low annual HOA fees and city water/sewer services complete this exceptional opportunity—ideal for investors, first-time buyers, or those seeking a seasonal retreat.

60 Rotonda Circle, Rotonda West
$264,900
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Nicely updated 3 Bedroom Home with pool, A. C. Kitchen with wood cabinets, Granite counters and Stainless Steel Appliances. Large Rooms with Living Room and Family Room. Very good condition inside and out! Large pool and located on the Greenbelt. Just a short drive to Englewood Beaches! One block away from the Golf Club House of Rotonda West. Located on a quiet street. 10 minutes to the beach. 5 minutes to Walmart. The house has all new plumbing done in 2023. No hurricane damage. Furniture can be included in the sale of the home.

4 Golfview Road, Rotonda West
$375,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
This 2020 NEW BUILT stylish and move-in ready three-bedroom, two-bath home with a heated saltwater pool is located in the sought-after community of Rotonda West. Offering a bright, open layout, the home features soaring ceilings, luxury vinyl plank flooring throughout, recessed lighting, and a beautifully designed kitchen with granite counters, upgraded cabinetry, stainless steel appliances, and an oversized breakfast bar. There’s plenty of room to cook and entertain in the spacious kitchen, or you can enjoy more formal meals in the separate dining area. The primary suite includes two walk-in closets, a roomy Roman-style shower, and a dual-sink vanity topped with granite. Two guest bedrooms sit on the opposite side of the home, along with a full bathroom featuring a tub/shower combination. Additional perks include PUBLIC water and sewer, and furnishings can be purchased separately if desired. Situated just a short drive from beaches, golf courses, dining options, and shopping. Don’t miss your chance—schedule a tour today!

241 Annapolis Lane, Rotonda West
$296,000
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to paradise located inside the circle of Rotonda West Community, wether you want to be a owner or a investor, this fully furnished, remodeled 4 bed, 2 bath home sits on oversized lote 9,600 sq ft with 1839 Sq ft of living area, new roof, new AC with a high-efficient thermostat, impact windows and doors, dryer and washer, stainless steel kitchen, dishwasher, microwave, electric range with self-cleaning oven, double doors refrigerator, double sink, ceiling fan in all rooms, primary bedroom with walk-in closet, 1 car garage with automatic garage door opener, big paved driveway, sprinkler system, well, smoke detector, screened terrace with lake view, landscaped backyard, close proximity to Manasota Key, low HOA, no CDD.

124 Caddy Road, Rotonda West
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