Rotonda West Oakland Hill Homes with Pickleball Court(s) Amenities

Rotonda West Oakland Hill Homes with Pickleball Court(s) Amenities

Welcome to the enchanting community of Rotonda West, specifically the picturesque subdivision of Oakland Hill, nestled in the heart of Charlotte County, Florida. This serene neighborhood is renowned for its stunning landscapes, lush greenery, and an array of recreational amenities that cater to both relaxation and active lifestyles.

One of the standout features of homes in Oakland Hill is the inclusion of pickleball courts, a beloved sport that combines elements of tennis, badminton, and ping-pong. Whether you’re a seasoned player or a curious beginner, having access to these courts right in your community fosters a vibrant social atmosphere and encourages an active lifestyle. Imagine stepping out of your beautifully designed home, paddle in hand, ready to engage in friendly matches with neighbors or hone your skills in the sun-kissed Florida weather.

The homes in Oakland Hill are thoughtfully designed, offering modern amenities and spacious layouts that provide comfort and style. Many properties boast picturesque views, private backyards, and easy access to the community’s lush green spaces. With a strong sense of community and a variety of local events, residents are encouraged to connect and enjoy the beauty of Rotonda West together.

Beyond the courts and community spirit, Rotonda West is conveniently located near pristine beaches, championship golf courses, and vibrant shopping and dining options. Embrace the Florida lifestyle in Oakland Hill, where every day feels like a vacation, and the joy of pickleball is just steps away from your front door!

Newest Rotonda West Oakland Hill Homes with Pickleball Court(s) Amenities

$219,000
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
$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
$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
$39,900
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Opportunity to own a residential homesite in Rotonda West, ideally positioned along Boundary Blvd within a well-established deed-restricted community. Zoned RMF-15, offering flexibility for residential development, including the potential for a custom home or multi-family investment. This property is well located near Rotonda’s golf courses, scenic waterways, parks, and walking trails, with convenient access to shopping, dining, boating, and the Gulf beaches of Englewood and Boca Grande. Whether you are looking to build or invest, this property offers solid potential in a desirable and growing Southwest Florida location.

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

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

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

195 Boundary Boulevard, Rotonda West
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