Rotonda West Oakland Hill Homes with Golf Course Amenities

Rotonda West Oakland Hill Homes with Golf Course Amenities

Welcome to Rotonda West Oakland Hill, a stunning subdivision nestled in the heart of sunny Florida. Located in Charlotte County, this charming community offers a unique blend of serene living and vibrant outdoor activities, making it an ideal destination for families, retirees, and golf enthusiasts alike.

Rotonda West is renowned for its picturesque landscapes and a wealth of recreational opportunities. As you stroll through the tree-lined streets, you’ll discover beautifully landscaped properties that reflect the pride of homeownership. The Oakland Hill section is particularly appealing, offering spacious homes with modern amenities that cater to a luxurious lifestyle.

One of the standout features of Rotonda West Oakland Hill is its proximity to world-class golf courses. With several championship courses just a short drive away, residents can indulge in their passion for golf at any time. Imagine waking up to the gentle sound of nature, enjoying your morning coffee while overlooking the lush fairways, and spending your afternoons perfecting your swing on the greens. The community’s golf course amenities ensure that both seasoned players and beginners can enjoy this beloved sport in a breathtaking setting.

In addition to golf, Rotonda West offers an array of outdoor activities, including hiking, fishing, and boating, all within a short distance. The nearby Gulf Coast beaches provide endless opportunities for sun-soaked relaxation and fun-filled family outings.

Whether you're looking to invest in a vacation home or seeking a permanent residence, Rotonda West Oakland Hill is a hidden gem that combines the best of Florida living with a welcoming community spirit. Come explore the possibilities and discover your dream home in this enchanting subdivision!

Newest Rotonda West Oakland Hill Homes with Golf Course Amenities

$451,100
4 Beds ⋅ 3 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Under Construction. Step into luxury with this brand-new 4-bedroom, 3-bath, 3-car garage home with the CR elevation, designed with an exceptional open layout and an expansive extended lanai—perfect for relaxing or entertaining. Premium Features Throughout -Tile flooring Whole House, Lavish master bath with a 5-foot tiled shower & tiled floor, elegant Granite countertops in kitchen & bathrooms, upgraded cabinetry for a sleek, modern feel, High-end stainless-steel appliances (dishwasher, stove, microwave), Step ceiling in bedroom for added elegance. Beautiful exterior French glass doors leading to the covered lanai. Irrigation system with Bahai sod. Always ask about flex cash because it does change often. Adams Homes pays the majority of closing costs when using a preferred lender—making homeownership easier than ever! Prices are subject to change. All details are subject to errors & omissions.

18 Caddy Road, Rotonda West
$399,900
4 Beds ⋅ 4 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Fully leased and generating immediate income! This well-maintained duplex features two 2-bedroom, 2-bath units, each with a 1-car garage, making it a turnkey addition to any investment portfolio. Tenants pay all utilities, and major updates include a 2023 roof and 2018 A/C units and water heaters. Each unit offers an indoor laundry room, tile flooring in the main living areas, newer carpet in the bedrooms, sliding glass doors leading to composite decks, and functional, tenant-friendly layouts. Located in desirable Rotonda West, residents enjoy access to multiple golf courses, 26 miles of canals for fishing, a community boat ramp, and easy access to five of Southwest Florida's most beautiful beaches. Looking to expand? The adjacent duplex is also available for purchase, offering the opportunity to own side-by-side income properties with space to add a pool and create a resort-style rental investment.

51 Boundary Boulevard Unit B, Rotonda West
$499,900
6 Beds ⋅ 4 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Fully leased and generating immediate income, this beautifully remodeled duplex is a turnkey investment in one of Southwest Florida's fastest-growing yet still quiet and charming communities. Completely reimagined just two years ago, the property features a redesigned floor plan, modern fixtures, and quality finishes throughout. Each spacious unit offers 3 bedrooms, 2 bathrooms, a 1-car garage, tile flooring, impact-resistant updates including new windows and doors, custom kitchens with new appliances, beautifully renovated baths, and in-unit laundry with new washer and dryer. Ideally located in desirable Rotonda West, residents enjoy a peaceful neighborhood setting just minutes from the pristine beaches of Boca Grande and Englewood, world-class fishing and boating, and more than 100 holes of championship golf. Strong population growth, expanding amenities, and continued demand for quality housing make this an exceptional long-term investment location. The adjacent duplex is also available, creating a rare opportunity to own both properties. Together, the two duplexes offer the potential to create a boutique four-unit rental community with room to add a swimming pool, transforming the property into a private mini resort for long-term or seasonal tenants. Opportunities like this are rarely available in such a desirable coastal market.

49 Boundary Boulevard Unit B, Rotonda West
$249,500
2 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Live your best life at this WATERFRONT home in the highly sought after ROTONDA WEST community! This 2-BEDROOM, 2 BATH home is a true hidden gem, nestled along the tranquil canals in Rotonda West! Enjoy 5 GOLF COURSES, BROADMOOR PARK, tons of walking trails & 26 miles of picturesque canals! This is the place to be with many lakes, ponds and lots of wildlife! Just a short drive south to world class BOATING & FISHING in Boca Grande & Englewood! 9.1 miles to MANASOTA BEACHES! This waterfront home includes a NEW ROOF installed in 2021 & HURRICANE IMPACT RATED WINDOWS ensuring peace of mind for years to come! A covered screened patio entrance with a frosted glass door leads into a charming open floor plan with MANY UPDATES THROUGHOUT! Living/Dining combo with tile flooring creates a bright & airy coastal living space! Sliding doors lead to a screened patio (21 x 10) with beautiful views of the waterfront canal! You'll love the UPGRADED KITCHEN, featuring STAINLESS-STEEL APPLIANCES, shaker style cabinets & the DYNAMITE countertops & backsplash! Two comfortably sized bedrooms with the primary bedroom featuring a nice WALK-IN CLOSET. The primary bathroom includes a single cabinet vanity & WALK-IN SHOWER. The attached 2-CAR GARAGE offers ample storage space including built-in shelving & a second bathroom with shower! The spacious backyard would be a great spot for adding your own private pool or you could even add a dock to park a pontoon boat for cruising the canals! Enjoy a variety of fabulous & unique restaurants & great SHOPPING along Route 776! This is the perfect route to find all the desirable destinations along the Gulf! Enjoy soaking up the sun on the gulf shores of Manasota Beach known for shelling & shark teeth hunting! If you love Major League Baseball attending a spring training game is always a great time just 30 minutes away! Live your best life at Florida's hidden gem on the Southwest Gulf Coast~ Rotonda West! Call now to schedule your private tour today!

52 Annapolis Lane, 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
$599,000
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Discover modern Florida waterfront living at its finest in this stunning brand-new 2026-built 4-bedroom, 2-bathroom pool home with 2-car garage, perfectly situated on a freshwater canal in the desirable Oakland Hills section of Rotonda West! Boasting 1,862 sq ft of thoughtfully designed living space on a generous 10,000 sq ft lot with 80 feet of direct canal frontage, this turnkey new-construction residence offers exceptional quality, contemporary elegance and seamless indoor-outdoor living. Step inside to an open-concept layout with porcelain tile flooring throughout, soaring tray ceilings, and abundant natural light. The gourmet kitchen shines with quartz countertops, a large island, stainless steel appliances, and soft-close solid wood cabinetry—ideal for effortless entertaining. A split-bedroom floor plan ensures privacy, while dramatic corner slide-away glass doors connect the main living areas directly to the expansive screened pool and large covered lanai, creating the perfect setting for year-round outdoor enjoyment with serene canal views. Additional highlights include ceiling fans, central air conditioning and heating, inside laundry room, and a 2-car attached garage. Outside, relax by your private screened in-ground pool or entertain on the spacious lanai overlooking the water. Community boat docks and ramp are less than half a mile away, giving easy access to Rotonda West’s vast navigable canal network for fishing, kayaking, or boating adventures. Rotonda West delivers an unparalleled Southwest Florida lifestyle with low HOA fees of just $16/month, multiple golf courses (including nearby The Hills Golf Course), parks, bike trails, pickleball and tennis courts, and a true sense of community. Enjoy convenient access to world-class Gulf beaches, shopping, dining, and top-rated schools (Vineland Elementary, L.A. Ainger Middle, Lemon Bay High). Don’t miss your chance to own a brand-new canal-front pool home in one of Charlotte County’s most sought-after established communities. Schedule your private showing today and experience everything this exceptional property has to offer!

55 Rotonda Circle, Rotonda West
$239,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to wonderful Rotonda, hidden away but close to everything. Minutes to local Gulf Beaches and Rotonda is a great golfing community with 5 beautiful courses. Fresh water canals and lakes throughout. A must to see for your winter getaway or your full time home in Paradise. This 3 bedroom and 2 bath home has a large lanai across the back of the home with a large back yard with privacy there are no houses behind you.

157 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
$27,000
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
BUILD your DREAM HOME or INVEST on this 80x110 lot in the rapidly growing restricted community of ROTONDA WEST with city water & sewer. The lot offers view of the greenbelt with ample distance between lots (back of the property). Located in a quiet deed restricted GOLFING community of Rotonda West. Rotonda West offers 5 GOLF courses with 99 holes, WALKING and BIKING TRAILS including Cape Haze Trail. Quick Drive to BEACHES (Englewood, Manasota, Bocca Grande). Also located within close proximity to local and international airports! Conveniently located to many of the amenities that South West Florida has to offer! Secure your piece of Paradise Today! Call me!

223 Annapolis Lane, Rotonda West
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