Rotonda West Oakland Hill Homes with Tennis Court(s) Community Features

Rotonda West Oakland Hill Homes with Tennis Court(s) Community Features

Welcome to Rotonda West Oakland Hill, a hidden gem nestled in the heart of Charlotte County, Florida. This charming subdivision offers a unique blend of serene living and active lifestyle, making it the ideal place for families, retirees, and everyone in between. With its lush landscapes and meticulously maintained properties, Rotonda West Oakland Hill is a community where neighbors become friends and memories are made.

One of the standout features of this vibrant community is its exceptional homes with tennis courts. Imagine stepping out of your backyard onto your own private court, ready to serve up some fun or engage in a friendly match with friends and family. Tennis enthusiasts will appreciate the convenience and luxury of having such an amenity right at their doorstep. The community spirit is palpable here, with residents often organizing friendly tournaments and social gatherings, fostering a sense of camaraderie that truly defines Rotonda West.

Beyond tennis, the subdivision boasts an array of community features that cater to an active lifestyle. Residents can enjoy miles of scenic walking and biking trails, perfect for morning jogs or leisurely strolls. The nearby golf courses, parks, and recreational facilities provide endless opportunities for outdoor activities, ensuring that there’s never a dull moment.

With its idyllic setting, welcoming atmosphere, and fantastic amenities, Rotonda West Oakland Hill is more than just a place to live; it’s a lifestyle choice. Come and discover the charm of this wonderful community, where every day feels like a vacation!

Newest Rotonda West Oakland Hill Homes with Tennis Court(s) Community Features

$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
$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
$315,000
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
JUST RENOVATED & SHOWS LIKE NEW! Welcome to your waterfront paradise in Rotonda West! This spectacular 4-bed, 2-bath home plus den sits right on a peaceful canal and radiates a fun, modern beach vibe. What’s New? Everything! • Brand-new impact windows & doors for total peace of mind • Chef's kitchen with quartzite counters & soft-close cabinets • Luxury vinyl flooring & fresh paint inside and out • Huge, screened lanai with custom epoxy floors Perfect as a forever home, a vacation getaway, or a lucrative rental investment. This Florida gem is ready for you to move right in and start enjoying the paradise lifestyle!! ASSUMABLE FLOOD INSURANCE AT A GREAT RATE. CALL TODAY to schedule your showing!!!

219 Caddy Road, Rotonda West
$350,000
4 Beds ⋅ 3 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Discover **Paradise on a dime** in this fully remodeled **three level home** featuring **3 bedrooms plus a bonus room that can easily convert back into a **4th bedroom**. The property offers **3 full bathrooms”, a **large, updated kitchen**, and an impressive list of recent upgrades including a **new roof**, **impact windows and sliding glass doors**, **new appliances**, **new kitchen cabinets**, **all new flooring throughout**, and a two car garage. Rotonda West is just minutes away from the beautiful beaches of Gasparilla and Boca Grande Islands. Not only does the property have views of five different fairways, but Rotonda West includes five championship golf courses inside your neighborhood.

90 Oakland Hills Court, 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
$27,900
Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Build Your Florida Dream Home in Rotonda West -Discover the perfect opportunity to build your dream home on this OVERSIZED, buildable vacant lot located in the highly sought-after Oakland Hills section of Rotonda West. Nestled in a peaceful, deed-restricted community, this property offers both tranquility and an active Florida lifestyle. Rotonda West is known for its extensive network of scenic boating canals, providing miles of waterfront beauty and opportunities for kayaking and wildlife viewing. Golf enthusiasts will love having 5 premier golf courses right within the community, while residents also enjoy access to tennis and pickleball courts and a community center for social events and recreation. This lot is ready for your vision, with public sewer, electric, and water conveniently available on the street, making the building process smooth and cost-effective. Location is everything—you're just 15 minutes from the Gulf, where you can enjoy world-class boating, fishing, and stunning Gulf Coast beaches. Whether you're planning a full-time residence, seasonal getaway, or investment property, this lot offers exceptional value in a growing area.

1 Golfview Road S, 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
$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
$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
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