Rotonda West Oakland Hill Homes with Deed Restrictions Community Extras

Rotonda West Oakland Hill Homes with Deed Restrictions Community Extras

Welcome to Rotonda West Oakland Hill, a charming subdivision nestled in the heart of sunny Florida, specifically within Charlotte County. This picturesque community offers a perfect blend of tranquility and convenience, making it an ideal location for families, retirees, and anyone seeking a serene lifestyle surrounded by nature.

Rotonda West Oakland Hill is known for its beautifully designed homes, many of which are situated on spacious lots with stunning views of the lush landscapes that define the area. The community boasts deed restrictions that ensure a cohesive and aesthetically pleasing environment, enhancing the overall appeal of the neighborhood. These guidelines help maintain property values and create a welcoming atmosphere for all residents.

Living in Rotonda West means embracing a lifestyle filled with outdoor activities and natural beauty. The area is surrounded by pristine golf courses, scenic parks, and miles of biking and walking trails, perfect for those who enjoy an active lifestyle. Additionally, the nearby Gulf Coast beaches are just a short drive away, offering endless opportunities for sunbathing, swimming, and water sports.

As a resident of Rotonda West Oakland Hill, you’ll also have access to community extras that enhance your living experience. The community hosts regular events and gatherings, fostering a strong sense of camaraderie among neighbors. Whether you’re looking to relax at home or engage with your community, this subdivision has something for everyone.

Discover the charm of Rotonda West Oakland Hill, where your dream home awaits amidst a vibrant community filled with endless possibilities!

Newest Rotonda West Oakland Hill Homes with Deed Restrictions Community Extras

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
$380,000
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
162 Annapolis Lane, Rotonda West
$360,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Start your morning with coffee on the inviting front patio, then step through to a home built around Florida waterfront living. This move-in ready 3-bedroom, 2-bath home offers 1,784 sq ft on a 10,000 sq ft canal-front lot with a concrete seawall, putting the water right in your backyard for kayaking, paddleboarding, or just watching the sunsets roll over the canal. The heart of the home is the beautifully updated kitchen with modern cabinetry, sleek countertops, and stainless steel appliances. It opens seamlessly to the main living areas, creating one warm, connected space for cooking, gathering, and entertaining. The primary suite is a true retreat with a walk-in closet and an en-suite bathroom that doubles as a convenient pool bath, with direct access to the patio and the sparkling heated pool. The two additional bedrooms have been tastefully updated with elegant wood-plank tile flooring and refreshed ceilings. At the back of the home, a spacious family room flows effortlessly into a versatile bonus room, ideal as a home office, playroom, game room, or media space. Step outside and the Florida lifestyle takes over. The heated pool, now with a brand-new pool heater, anchors a private backyard made for long afternoons and evening swims. The concrete seawall adds durability and stability while framing those wide canal views. Whether you are lounging poolside, launching a kayak, or hosting friends under the lanai lights, this backyard delivers. This home is as practical as it is beautiful. Major updates include a new roof (2020), a new A/C system (2023), hurricane impact windows and sliders (2020), new wood-plank tile flooring in select rooms, and the new pool heater. That means the big-ticket items are handled and your money goes toward enjoying the home, not repairing it. Situated in the serene, picturesque community of Rotonda West, you are minutes from Englewood beaches, Lemon Bay boating, championship golf, dining, and shopping. With only a $16/month HOA, this is canal-front living without the waterfront price tag. Whether you are searching for your forever home or a strong rental property, this one checks every box. Schedule your private showing today. 15.77 kW leased solar (Palmetto, $292.42/mo, transferable) for predictable energy costs.

162 Annapolis Lane, Rotonda West
160 Annapolis Lane, Rotonda West
$274,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
BRAND NEW 2026 ROOF!!! ** WATERFRONT HAVEN WITH CURB APPEAL IN ROTONDA WEST ** DO NOT MISS!!! From the moment you pull up the sweeping, expansive driveway, this property captivates with undeniable Florida charm. Step onto the stone pathway and pass through an artistic, open-air decorative gate that reveals a private, tranquil front courtyard. Double entry doors give more architectural design that seamlessly blends the unique style of this spacious waterfront 3-bedroom, 2-bath home offering 1,777 square feet of living space on a beautiful canal setting, in the Oakland Hills of Rotonda West. The welcoming oversized Foyer almost stretches the length of the house, and you'll appreciate the generous living areas and easy-flowing floor plan within, along with multiple views of the waterfront as you pass through. This home offers a great opportunity of easy living and at the price, the ability to update it to your own style. The primary bedroom and back bedroom showcase waterfront canal views with sliders that allow for easy access to the backyard. That's where the Florida lifestyle really comes into focus. Enjoy beautiful sunsets and your own waterfront backdrop, whether you're relaxing with your morning coffee, entertaining friends or simply unwinding at the end of the day. An attached 2-car garage provides additional parking, laundry area and storage. Located in established Rotonda West, you're close to golf, boating, fishing, beaches, shopping and dining, with Englewood Beach and Boca Grande within easy reach. If you've been searching for a waterfront home with HURRICANE ACCORDIAN SHUTTER PROTECTION ** IMPACT WINDOWS... With TLC... At this price point there is room to make it your own, 160 Annapolis Lane deserves a closer look. Come see the potential and stay for the water view. Use showing time or call for showings. This is an outstanding opportunity to own a canal-front home in Rotonda West. HVAC 2009, ROOF 2026, WATER HEATER 2013, Take a look today! Easy to show!

160 Annapolis Lane, Rotonda West
113 Annapolis Lane, Rotonda West
$219,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to Rotonda West Oakland Hills, where this turnkey furnished 3 bedroom, 2 bath home sits on a quiet street with a tranquil nature preserve just beyond the backyard fence. Offering 1,743 square feet under air, a one car garage, and no rear neighbors, this is a smart opportunity for a primary residence, seasonal getaway, or investment property in one of Southwest Florida's most amenity-rich communities. Fresh interior paint, new entrance tile, a replaced front window, and an updated kitchen were all completed in 2025, and the home comes fully furnished and ready to enjoy from day one. The spacious living room is anchored by a wide bay window that fills the space with natural light, with laminate flooring running through the main living areas. The dining room flows into a generous family room lined with windows overlooking the green backyard. The kitchen connects it all with granite countertops, maple cabinetry, a subway tile backsplash with a glass mosaic accent, and a pass-through that keeps the cook part of the conversation. The oversized primary suite features a full wall of closets and a private bath with a tub and shower. Two additional guest bedrooms with built-in closets share a second full bath with a walk-in shower and its own door to the backyard, a convenient touch after a day outside. Sliding doors open to an expansive covered lanai, an easy spot for morning coffee or evening gatherings with preserve views as the backdrop. The fully fenced backyard offers two gated entrances, a paver patio, and a fire pit, with plenty of room for pets, play, or a future pool. Rotonda West is known for its golf courses, walking and biking trails, parks, and canals, all supported by an association fee of just $190 per year. Boca Grande and the beaches of Englewood are a short drive away, along with dining, shopping, and everyday conveniences. Come see the space, quiet, and easygoing Gulf Coast lifestyle this home delivers. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

113 Annapolis Lane, Rotonda West
144 Rotonda Circle, Rotonda West
$205,000
2 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Short Sale. SHORT SALE – ACTIVE BANK APPROVED PRICE! Fantastic Opportunity to Own a Golf Course Home in Rotonda West! If you've been dreaming of affordable Florida golf course living, this is your chance! Perfectly situated overlooking the golf course, this inviting 2-bedroom, 2-bath, 2-car garage home offers peaceful fairway views from the screened lanai—Slider doors take you out to the screened in lanai. An ideal spot to enjoy your morning coffee while watching golfers, native birds, and Florida wildlife. Inside, you'll find tile flooring throughout, a newer roof, neutral colors, an open living and dining area, and an eat-in kitchen with a breakfast bar that's perfect for casual meals or entertaining. The spacious primary suite features a walk-in closet and private bath, while the guest bedroom is conveniently located near a dual-access guest bath, providing comfort and privacy for family and guests. Priced to give you the opportunity to make it your own, this home offers endless potential whether you're looking for a year-round residence, seasonal getaway, or investment opportunity in one of Southwest Florida's most desirable golf course communities. Conveniently located near the Rotonda West clubhouse, community center, dining, shopping, boating, world-class fishing, and the beautiful Gulf beaches of Boca Grande, you'll enjoy everything Southwest Florida has to offer. Don't miss this exceptional opportunity to own a golf course home at an incredible value. Short sale—lender approval required.

144 Rotonda Circle, Rotonda West
27 Annapolis Lane, Rotonda West
$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
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
18 Caddy Road, Rotonda West
$451,100
4 Beds ⋅ 3 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Under Construction. Step into luxury with this brand-new BEAUTIFUL GOLF COURSE 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
240 Caddy Road, Rotonda West
$509,900
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
1 Golfview Road S, 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
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