Rotonda West Oakland Hill Real Estate

Rotonda West Oakland Hill Real Estate

Welcome to Rotonda West Oakland Hill, a serene and picturesque subdivision nestled in the heart of Charlotte County, Florida. This charming community is a hidden gem located in the vibrant city of Rotonda West, known for its lush landscapes and abundant recreational opportunities.

Rotonda West Oakland Hill offers a unique blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle. The subdivision is characterized by its spacious lots, beautifully designed homes, and a welcoming atmosphere that fosters a strong sense of community. With a variety of architectural styles and meticulously maintained properties, you'll find a home that perfectly suits your taste and lifestyle.

Nature enthusiasts will delight in the nearby parks, nature trails, and the stunning Rotonda River, which offers opportunities for fishing, kayaking, and wildlife observation. Golf aficionados will appreciate the proximity to several championship golf courses, ensuring that you can enjoy a round of golf just minutes from your doorstep.

The community is also conveniently located near shopping centers, restaurants, and essential services, making daily errands a breeze. Whether you're looking to enjoy a quiet evening at home or explore the vibrant local attractions, Rotonda West Oakland Hill has something for everyone.

With its idyllic setting, friendly neighbors, and a plethora of outdoor activities, Rotonda West Oakland Hill is more than just a place to live—it's a lifestyle waiting to be embraced. Come and discover the charm of this delightful subdivision, where your dream home awaits!

Newest Listings in Rotonda West Oakland Hill

Rotonda West Oakland Hill SubDv.

Build your dream home on this exceptional vacant lot located in the desirable Oakland Hills section of Rotonda West, a beautifully maintained, deed-restricted golf community renowned for its lush landscaping, peaceful atmosphere, and exceptional quality of life. Surrounded by well-kept homes and scenic green spaces, this build-ready homesite offers the perfect setting to create your ideal Southwest Florida retreat. Golf enthusiasts will appreciate Rotonda West's five professionally designed golf courses featuring 99 championship holes, while nature lovers can enjoy the community's tranquil lakes, canals, and abundant wildlife. With city water and sewer already available, the building process is simple and convenient. Residents enjoy low HOA fees and the benefits of a meticulously maintained community that reflects pride of ownership throughout. Ideally situated just minutes from pristine Gulf Coast beaches, boating, fishing, shopping, dining, and endless outdoor recreation, this property offers the perfect balance of peaceful living and everyday convenience. Whether you're planning to build your forever home, a seasonal getaway, or invest in one of Southwest Florida's most sought-after communities, this Oakland Hills homesite presents an outstanding opportunity to enjoy the best of Florida's relaxed coastal lifestyle.

269 Annapolis Lane, Rotonda West

3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv.

Welcome to Rotonda West, Florida, home to several of the area's finest golf courses and conveniently located just minutes from beautiful Gulf beaches, world-class fishing, shopping, dining, and more. This recently updated 3-bedroom home is sure to impress from the moment you arrive. An expansive, oversized breezeway leads to the front entrance, creating an inviting first impression. Inside, you'll find fresh interior paint, updated flooring, and a beautifully remodeled kitchen featuring shaker-style cabinetry, quartz countertops, and a stylish tile backsplash. The updates continue with both bathrooms, which have been tastefully renovated. In addition to the spacious front breezeway, the home offers an impressive 35-foot rear lanai, providing the perfect space for relaxing or entertaining. For added peace of mind, the roof was just replaced in July and includes a secondary water barrier for enhanced storm protection. Need more space? The lot next door is also available under seperate contract by a party related to the Seller.

267 Annapolis Lane, Rotonda West

2 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv.

Enjoy peaceful waterfront living at this beautifully updated canal-front home in Rotonda West. This move-in-ready 2-bedroom, 2-bath residence features tile flooring throughout, a remodeled kitchen with quartz countertops, updated bathrooms, new lighting, fixtures, and electrical receptacles. Both spacious bedrooms offer walk-in closets for plenty of storage. Relax and enjoy the tranquil canal views from your backyard while being just minutes from Gulf beaches, golf courses, boating, fishing, shopping, and dining. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this home is ready to impress.

192 Annapolis Lane, Rotonda West

3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv.

Welcome to Southwest Florida~UPDATED~ This Spacious~Turnkey~ home has been completely upgraded and ready for you to make fantastic memories with your loved ones. This 3 bedroom, 2 bath home located on a Golf Course in a quaint court. Sit outback, grill and watch the golf game or join in at one of the several courses located in Rotonda! An affordable flexible home owners association makes this property a perfect investment if you are not quite ready to retire. This home has a successful rental record. This COMPLETELY RENOVATED HOME is Beautiful and has a wide open Golf Course View. New Impact Windows for your protection, New Kitchen, New Baths, New Flooring, New Hot water Heater, Freshly Neutral colors throughout and the Exterior has just received a fresh coat of paint. Make this your choice to invest in our community. Rotonda West has a Rich History all the way back with Ed Mcmhon~He helped put ROTONA WEST ON THE MAP. This community has Parks, to Play, Sidewalks to bike and long walks~ while enjoying our Sunshine. This property is minutes from local restaurants, beaches, shopping, fishing and several golf courses. Like Baseball? Watch the Rays or the Braves locally!

18 Golfview Court, Rotonda West

Rotonda West Oakland Hill SubDv.

Exceptional development opportunity in the Oakland Hills subdivision of Rotonda West. This approximately 3.43-acre parcel offers nearly 149,500 square feet of land, substantial frontage along Golfview Road. The property is currently zoned RSF-5, Residential Single-Family, allowing up to five residential units per acre, subject to county requirements and development approvals. Seller-provided conceptual development plans illustrate the potential for a boutique residential community of approximately 12 to 17 single-family homes. Preliminary layouts include internal roadway access, cul-de-sac configurations, stormwater retention, and individual residential homesites. One concept depicts a 15-lot development surrounding a private roadway and retention pond, while an alternative “Version 2” layout depicts as many as 17 homesites. The parcel’s size, established residential surroundings, and proximity to Gulf beaches, golf courses, boating, shopping, and dining make this an intriguing opportunity for a builder, developer, or investor seeking a residential project in Southwest Florida. Conceptual plans are preliminary and are not represented as approved or currently permitted. The number of buildable homesites will depend upon Charlotte County approval, zoning and density requirements, roadway standards, utility availability, stormwater management, wetlands, flood-zone boundaries, environmental conditions, association requirements, and other applicable regulations. Buyers should conduct independent due diligence and verify all development potential with Charlotte County and the appropriate governing authorities.

3 Golfview Road, Rotonda West

2 Beds ⋅ 1 Baths ⋅ Rotonda West Oakland Hill SubDv.

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

4 Beds ⋅ 3 Baths ⋅ Rotonda West Oakland Hill SubDv.

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

4 Beds ⋅ 4 Baths ⋅ Rotonda West Oakland Hill SubDv.

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

6 Beds ⋅ 4 Baths ⋅ Rotonda West Oakland Hill SubDv.

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

3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv.

What a find! A beautifully remodeled 3 bed, 2 bath home with a living room, family room, dining area in kitchen and a bonus room/den!! The master bedroom has sliders into the bonus room/den and a large walk in closet. Outside you have a deck off the family room. The canal even has fish! The roof was replaced in 2022. There is an affordable HOA fee ($190/year) and an RV/Boat parking lot for an additional fee. The Hills restaurant and Lipinski's Tavern are located in Rotonda West, along with American Legion post 113. Furnishings can convey with a reasonable accepted offer. From AI: Rotonda West is a master-planned, deed-restricted golf community located on the Cape Haze Peninsula. Famous for its circular design, it features 26 miles of canals, multiple golf courses, and is located just 15–20 minutes from the pristine Gulf beaches of Manasota Key and Boca Grande. Outdoor & Golf Lifestyle: The community is centered around an active, outdoor lifestyle. Rotonda contains six golf courses within its boundaries and boasts 30-plus miles of freshwater canals great for fishing, kayaking, and viewing local wildlife.

199 Caddy Road, Rotonda West

3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv.

Short Sale. Welcome to 50 Caddy Road in the desirable Oakland Hills section of Rotonda West! This beautifully maintained 3-bedroom, 2-bath pool home offers the perfect blend of comfort, style, and Florida living. Situated on the golf course with tranquil water views, the property features an expansive screened lanai, heated saltwater pool and spa, and a spacious split-bedroom floor plan designed for both relaxation and entertaining. The updated kitchen boasts stainless steel appliances, an island, and ample cabinetry, while multiple sliding glass doors seamlessly connect indoor and outdoor living spaces. A circular driveway, oversized side-entry garage, and mature landscaping enhance the home's curb appeal. Located near championship golf courses, beaches, boating, fishing, dining, and shopping, this home offers an exceptional opportunity to enjoy the Southwest Florida lifestyle.

50 Caddy Road, Rotonda West

3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv.

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

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