Rotonda West Oakland Hill Homes with Playground Amenities

Rotonda West Oakland Hill Homes with Playground Amenities

Welcome to Rotonda West Oakland Hill, a picturesque subdivision nestled in the heart of Rotonda West, Florida. Known for its serene atmosphere and stunning natural landscapes, this community is perfect for families and individuals alike who seek a tranquil lifestyle without sacrificing modern conveniences.

Rotonda West Oakland Hill features an array of charming homes that cater to diverse tastes and lifestyles. Each residence is designed with comfort in mind, showcasing spacious layouts, contemporary finishes, and beautiful outdoor spaces. Many homes in this delightful neighborhood come equipped with playground amenities, making it an ideal choice for families with children. Imagine the laughter of kids playing just steps away from your front door, creating cherished memories in a safe, welcoming environment.

The community is surrounded by lush greenery, offering residents a unique blend of privacy and connection to nature. With an abundance of parks, walking trails, and recreational facilities, outdoor enthusiasts will find plenty of opportunities to explore the great outdoors. The nearby beaches and golf courses further enhance the area’s appeal, making it easy to embrace the Florida lifestyle.

Conveniently located in Charlotte County, Rotonda West Oakland Hill is just a short drive from local shopping centers, dining options, and cultural attractions. Whether you’re looking to settle down in a vibrant community or searching for a vacation home, this subdivision has something for everyone. Come experience the charm of Rotonda West Oakland Hill and discover your dream home in this idyllic Florida paradise!

Newest Rotonda West Oakland Hill Homes with Playground Amenities

60 Rotonda Circle, Rotonda West
$246,500
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Virtually Staged. FAIRWAY VIEWS on a QUARTER ACRE LOT ~~ Your Florida Chapter Starts Here. Wake up to GOLF COURSE VIEWS in Rotonda West, Southwest Florida’s premier golfing community. This 3-bed, 2-bath home with a two-car garage sits on over a quarter acre with front-row fairway views, and there’s room out back for the pool you’ve been dreaming about. Inside, you’ll find fresh luxury vinyl plank in the living and dining areas, tile throughout the rest of the home, and modern recessed lighting. The bright, open kitchen offers plenty of cabinet space and flows right into the dining area, perfect for everyday living and entertaining. The spacious living room opens to the expansive backyard, and the primary suite is a private retreat with an en-suite bath and walk-in closet. Two more bedrooms are ready for family, guests, or a home office. Peace of mind is built in, with a NEWER ROOF, an AC unit with updated ductwork, and hurricane fabric panels. Then there’s the lifestyle: five golf courses and 99 holes, walking and biking trails, and a 165-acre park with tennis, pickleball, and a playground. Manasota Key and Boca Grande SUGAR SAND beaches are minutes away, with fishing, boating, and kayaking all around. Spend weekends in Punta Gorda or on Dearborn Street in Englewood for shops, restaurants, and farmers markets. Local and regional airports are close by. Low annual HOA fees and city water/sewer make the numbers work, too. Perfect for first-time buyers, investors, or anyone chasing a seasonal escape. Come see it before someone else does.

60 Rotonda Circle, Rotonda West
158 Annapolis Lane, Rotonda West
$499,900
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
This 2018 built 4 bed 2 bath home with a heated pool is amazing. on the water canal. It boasts over 2100 sq ft of living space under air. With easy access to golf courses and waterways.

158 Annapolis Lane, Rotonda West
114 Caddy Road, Rotonda West
$360,000
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to this spacious 4-BEDROOM GOLF COURSE HOME situated on a RARE DOUBLE LOT in the desirable Oakland Hills section of Rotonda West. Offering 2,520 square feet of living space on an expansive 19,200-square-foot lot — approximately .44 acres — this property provides exceptional space, privacy, and beautiful golf course views. The VERY SPACIOUS PRIMARY SUITE is privately positioned and offers an ensuite bath, creating a peaceful retreat separate from the additional bedrooms. The home also features a generous FLORIDA ROOM overlooking the golf course, providing an inviting space to relax, entertain, or enjoy the views year-round. Just outside, a PATIO AREA is perfectly suited for outdoor dining, grilling, and enjoying Florida's beautiful weather. Designed with both comfort and functionality in mind, the property features an OVERSIZED 2-CAR GARAGE, plus an additional AIR-CONDITIONED WORKSHOP with its own garage 1 CAR-GARAGE and a separate GOLF CART GARAGE — ideal for the golf enthusiast, hobbyist, or anyone needing additional storage and workspace. Inside, you'll find extensive updates including a FULLY RENOVATED KITCHEN completed in 2023 and NEW PORCELAIN TILE FLOORING THROUGHOUT, creating a fresh, cohesive look and easy Florida living. Seventeen windows were also replaced with IMPACT GLASS in 2023, adding valuable storm protection and energy efficiency. Underground utilities are a plus!! Additional improvements include a 2021 ROOF and two A/C systems installed in 2020 and 2018. The property's irrigation system is supplied by a PRIVATE WELL, helping maintain the expansive homesite and landscaping efficiently. With its DOUBLE LOT, GOLF COURSE SETTING, 4-BEDROOM LAYOUT, private primary suite, expansive Florida room, outdoor entertaining space, impressive garage and workshop areas, and numerous recent upgrades, this Oakland Hills home offers an exceptional combination of space, versatility, and Florida lifestyle in Rotonda West. Rotonda West residents enjoy an exceptional Florida lifestyle with five championship golf courses, miles of walking and biking trails, scenic parks, 26 miles of canals and lakes, and abundant natural areas ideal for fishing, kayaking, and wildlife watching. Nearby marinas offer convenient access to Lemon Bay and the Gulf, while Englewood Beach and Boca Grande are just a short drive away, providing white-sand beaches, waterfront dining, boutique shopping, world-class fishing, and unforgettable Gulf Coast sunsets.

114 Caddy Road, Rotonda West
73 Rotonda Circle, Rotonda West
$29,000
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Build your dream home on this waterfront lot in Rotonda West. With electric, public water, and sewer available, it is ready for construction of your dream home. Rotonda West is a deed-restricted community that offers a peaceful and picturesque lifestyle. With 26 miles of canals, along with ponds and lakes filled with fish and wildlife, nature is always just outside your door. Residents enjoy access to five premier golf courses, scenic nature trails, and a community clubhouse, making it a haven for outdoor enthusiasts. Located just minutes from several sandy beaches, Rotonda West is ideal for those who love coastal living. Boating is a favorite pastime in nearby Lemon Bay and around Boca Grande, while the Gulf of Mexico offers world-class fishing opportunities. Beyond the natural beauty, the area is close to boat ramps, local dining, shopping, medical facilities, and more, providing the perfect balance of tranquility and convenience. Contact us today for more information on this homesite.

73 Rotonda Circle, Rotonda West
23 Annapolis Lane, Rotonda West
$209,000
2 Beds ⋅ 1 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Full of charm and character in the Oakland Hills section of Rotonda West, this 2 bedroom, 1 bathroom home combines colorful coastal style with valuable updates including a 2023 roof, impact windows, and an impact garage door. Backing to a greenbelt with no homes directly behind, the property enjoys added privacy and peaceful natural views. A screened front porch and entry create a welcoming first impression, complemented by distinctive rock landscape beds, an expanded driveway with additional parking, and a single car garage. Inside, the open floor plan features both a formal living room and a large family room offering plenty of space for everyday living and entertaining. The family room features crown molding, beadboard accents, built-in cabinetry with a dry bar, and French door access to the covered screened lanai, while luxury vinyl plank and tile flooring, along with plantation shutters throughout, create a bright and inviting atmosphere. The kitchen offers a tray ceiling with recessed lighting, laminate cabinetry and countertops, tile backsplash, white appliances, and a movable island that provides additional workspace or serving space when entertaining. The primary bedroom includes a walk-in closet, while a large walk-in hallway storage closet provides additional storage. The guest bedroom features a reach-in closet and the bathroom has a step-in tiled shower. The covered screened lanai overlooks the Charlotte County preserve, where the peaceful natural setting attracts a variety of native birds and Florida wildlife, while the fenced backyard provides additional space for pets, gardening, or simply enjoying the outdoors. Additional updates include a 2022 A/C, newer interior and exterior paint, 2025 kitchen appliances, newer washer and dryer, and custom plantation shutters throughout. Located in deed restricted Rotonda West, residents enjoy five championship golf courses, miles of walking and biking trails, parks, 26 miles of canals and lakes, and abundant natural areas perfect for fishing, kayaking, and observing wildlife. Nearby marinas provide easy access to boating on Lemon Bay and the Gulf, while Englewood Beach and Boca Grande are just a short drive away for white sand beaches, waterfront dining, shopping, fishing, and spectacular Florida sunsets. Whether you're looking for a full-time home, seasonal retreat, or investment opportunity, 23 Annapolis Lane is ready for its next owner to enjoy everything Rotonda West has to offer.

23 Annapolis Lane, Rotonda West
241 Rotonda Boulevard W, Rotonda West
$149,900
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Rare opportunity to own an oversized 1.02-acre homesite in Rotonda West, offering a level of space and flexibility not often found within this highly desirable Gulf Coast community. This expansive parcel provides ample room to design and build. Zoned RMF-15, offering flexibility for residential development, including the potential for a custom home or multi-family investment. Ideally located in a well-established area, the property offers convenient access to nearby golf courses, waterways, shopping, dining, boating, and the beaches of Englewood and Boca Grande. The size and setting of this homesite present a unique opportunity within Rotonda West. Enjoy the Florida lifestyle with nearby parks, walking paths, and outdoor recreation. Whether you are looking to build a custom residence or invest in a growing area, this property offers excellent potential.

241 Rotonda Boulevard W, Rotonda West
48 Oakland Hills Court, Rotonda West
$38,000
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Build your dream home on this beautiful golf-course-front lot in the highly sought-after community of Rotonda West. Overlooking the 8th hole of The Hills Golf Course, this premium homesite sits at the end of a quiet dead-end street and offers uninterrupted, picture-perfect fairway views right from your backyard. Two small ponds located on the golf course behind the property add peaceful, scenic water views to the already stunning backdrop. With public water and sewer already available, you can enjoy the added benefit of no impact fees, making your build even more convenient. The location is ideal, just minutes from shopping, golfing, live entertainment, boat ramps, and the stunning Gulf beaches. Spend your days exploring nearby Boca Grande and Manasota Key, both offering exceptional waterfront dining, pristine beaches, and that relaxed coastal lifestyle. Boaters will love the easy Gulf access, with several marinas nearby for storage and launch options. The neighborhood is close to major routes for effortless travel, yet tucked away enough to provide a peaceful retreat when you return home. Design the sanctuary you’ve always imagined and come home to tranquility, natural beauty, and the best of Florida living - all in one perfect location.

48 Oakland Hills Court, Rotonda West
137 Boundary Boulevard, Rotonda West
$120,000
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
A beautiful multi-family lot. Central water, central sewer, electric, cable.

137 Boundary Boulevard, Rotonda West
141 Boundary Boulevard, Rotonda West
$120,000
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Beautiful multi-family lot. Central water, central sewer, electric, cable.

141 Boundary Boulevard, Rotonda West
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