Rotonda West Oakland Hill Homes with Deed Restrictions Community Features

Rotonda West Oakland Hill Homes with Deed Restrictions Community Features

Welcome to Rotonda West Oakland Hill, a picturesque subdivision nestled in the heart of Rotonda West, Florida. This charming community, located in Charlotte County, offers a serene lifestyle surrounded by the natural beauty of Southwest Florida. With its lush landscapes and tranquil atmosphere, Rotonda West Oakland Hill is an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

One of the standout features of this community is its commitment to maintaining a high standard of living through thoughtful deed restrictions. These regulations ensure that the homes and properties in the area are well-kept and aesthetically pleasing, fostering a sense of pride among residents. You’ll find beautifully designed homes that reflect a variety of architectural styles, all harmoniously integrated into the stunning Florida scenery.

Residents of Rotonda West Oakland Hill enjoy access to a wealth of community amenities, including scenic parks, walking trails, and nearby golf courses. The area is also known for its vibrant wildlife, making it a haven for nature lovers and outdoor enthusiasts. With convenient access to local shops, restaurants, and pristine beaches, you’ll have everything you need just a short drive away.

Whether you’re looking to build your dream home or find a cozy retreat, Rotonda West Oakland Hill offers a perfect blend of community spirit and natural beauty. Experience the charm of this deed-restricted community and discover why so many are proud to call Rotonda West home. Come and explore the possibilities today!

Newest Rotonda West Oakland Hill Homes with Deed Restrictions Community Features

$229,000
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
$220,000
2 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Short Sale. SHORT SALE – 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
$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
$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
$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
$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
$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
$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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