Rotonda West Oakland Hills Homes for Sale in Rotonda West - 31 homes

Remarks: A True Gem in Rotonda West! Fully renovated and absolutely turnkey, this stunning home is a rare opportunity—perfect for a high-performing Airbnb or your own slice of the Florida lifestyle. Featuring 2 bedrooms plus a bonus room used as a 3rd bedroom, it offers a bright and inviting open-concept living space with a modern kitchen flowing seamlessly into the dining and living areas. Step outside to your spacious heated pool, designed for year-round enjoyment and ultimate relaxation. Major upgrades provide total peace of mind: roof (2022), A/C (2022), new electrical panel, and pool heater (2024). No updates needed, no delays—move in or start generating income from day one. ? This one won’t last!

Listing is courtesy of: VIGOREON INVESTMENTS LLC (941-278-1000)

Listing Agent: Sandrine Maquet (941-278-1000)

Remarks: 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.

Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)

Listing Agent: Barbara Luciano (941-223-4337)

Remarks: Move in Ready Turnkey 2 car garage home in Rotonda West! Excellent location and opportunity for a full-time residence or an AIRBNB income producing property. Close to numerous local Tiki-Bars, Fine Dining, Golfing, Public Boat Ramps and Storage Marinas. Short car drive or boat ride to either Boca Grande or Manasota Key Beach. This home has the popular desired split bedroom floor plan. The primary bedroom and has lots of natural light and private sliding doors out to the enclosed screen lanai. There is another slider off the dining room into the lanai which features an amazing tranquil backyard view of the Preserve. The backyard is enclosed with a black cable vinyl fence with two gates for easy access. Updates include: 2023 Roof *2019 A/C *2026 Hot water heater *2019 Electric Panel and 2019 remodeled kitchen. Call for a Private Showing!

Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)

Listing Agent: Tina Evans (315-408-8159)

Remarks: ATTENTION GOLFERS + BOATERS! Positioned on an ELEVATED CORNER LOT in Rotonda West, this property captures SWEEPING GOLF COURSE VIEWS of The Hills Golf Course while placing you in the center of it all. A NEW 2023 METAL ROOF adds lasting value and peace of mind, but it’s the setting that truly sets this home apart. Caddy corner to ROTONDA GOLF & COUNTRY CLUB and THE HILLS RESTAURANT, your tee time or dinner reservation is literally a hop, jump and a skip away! Directly across the street, OAKLAND HILLS MARINA AND COMMUNITY BOAT RAMP provide access to approximately 25 MILES OF NAVIGABLE CANALS, dockage and benches on the Rotonda River — ideal for cruising, kayaking, or casting a line at sunset. An expansive circular drive provides generous on-site parking, and with additional open PARKING DIRECTLY ACROSS THE STREET so hosting friends, family gatherings, or larger get-togethers is refreshingly easy (or book the clubhouse next door!) Inside, the home is light, bright, and coastal in feel with wood-look plank tile and an open floor plan designed for easy living. A spacious living room anchors the front of the home, welcoming in natural light and marina views. At the center, an updated galley kitchen features STAINLESS STEEL APPLIANCES, SOLID WOOD CABINETRY, and a breakfast bar that overlooks the oversized dining room — a flexible space that could easily transition into an additional sitting area, den, or media lounge depending on your needs. The split bedroom layout offers privacy for owners and guests alike. The primary suite is generously sized with a walk-in closet, ensuite bath, and direct access to the lanai — ideal for morning coffee without an audience. The second bedroom is equally spacious, complete with a mirrored closet and an ensuite bath that functions as a guest bath in a smart Jack-and-Jill design. The large garage provides built-in storage and houses the laundry area, keeping things practical and organized. Out back, the SCREENED LANAI becomes your front-row seat to the course. Quiet, peaceful mornings when play is light. Lively, entertaining views during peak hours. All of it framed by open green space that adds distance between you and the next home — something you’ll appreciate more and more over time. While this location provides an unmatched lifestyle right outside your door, this area also provides immediate access to other greater area taverns, parks, beaches and so much more! Call today to explore it all!

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Alisha Weaver (941-270-0389)

Remarks: Pride of Ownership is what you will see with this Peaceful Retreat! This 3 bedroom 2 bath home with a bright and cheerful open floorplan is in mint, move-in condition. The interior has been recently repainted, updated flooring and spotless throughout. Beautifully landscaped, this home has fantastic curb appeal in the front and a park-like, private retreat in the back with a large patio, hot tub and firepit. Behind this home is a nature preserve so you will always have the privacy - nothing will be built behind you. The well planned kitchen includes wood cabinetry and stainless steel appliances with a 9 ' breakfast bar for those quick meals. A cozy dinette at the end of the kitchen looks out over the backyard beauty. The split floorplan has the spacious master bedroom with en-site bathroom and walk in closet on one side of the home with the guest quarters on the other Two pleasant bedrooms and full bath complement the guest side of the home. The laundry room with newer washer and dryer is next to the kitchen and a large 2 car garage. BONUS: Full building lot is included with this property. Extra space between you and your neighbor! The roof was new in 2022, refrigerator, dishwasher, washer and dryer are new, hot water tank is 3 years old and the garage door opener is 2 years old. The A/C has been regularly serviced. This property never lost power through all three storms and had no storm damage. This home is a gem! A short drive to five beaches, shopping, medical care, schools, and great restaurants! You are going to love this property!

Listing is courtesy of: BRETT BARBER & COMPANY REAL ES (941-474-7121)

Listing Agent: Andrea Barber (941-270-6052)

Remarks: Come take a look at this open concept, 3 Bedroom, 2 Bath, 2 car garage house in Rotonda West. The roof is 3 years old and the garage floor has a new epoxy finish. Sliding doors lead out to a screened in, newly carpeted lanai that has a pool and spa to relax in. A freshwater canal runs behind the property, adding to it's appeal. This property is located not far from local beaches.

Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-214-3111)

Listing Agent: Tanya Ciccarone (941-961-4383)

Remarks: Under contract-accepting backup offers. PRICE REDUCED!!!! THE WHOLE PACKAGE! This sprawling ranch on an oversized lot includes 3 large bedrooms, 2 full baths with an open floor plan on a golf course with a pond in your back yard and comes TURNKEY FURNISHED! The updated kitchen has an abundance of cabinets and counter space including a breakfast bar. The cabinets and drawers are full of everything you could possibly need in a kitchen. The breakfast area in the kitchen has plenty of room for a table for family and guests. The spacious dining room could hold a very large table for entertaining and the the space off the living room includes a bar. Nearly new furnishings adorn the living room with couches that recline, have drink holders, charging stations and are soooo comfortable. There are several patio doors onto the expansive screened in lanai overlooking the golf course and a pond. The split floorplan includes a grand primary bedroom with an ensuite and plenty of closet space. On the other side of this terrific house are two plentiful bedrooms and a full guest bath. The extra 1/2 lot on the side is plenty of room for expansion if you so chose or just extra space for privacy. This home is in mint, move-in condition! What a perfect scenario. Just bring your personal items and move right in! A bonus - this home also has a new roof and is located on a quiet street with no outlet so no thru traffic!!! This beautifully landscaped, turnkey furnished home is PRICED TO SELL! Don't miss out on this one!

Listing is courtesy of: BRETT BARBER & COMPANY REAL ES (941-474-7121)

Listing Agent: Andrea Barber (941-270-6052)

Remarks: Peaceful pool home with preserve view! Nestled in a serene setting, this delightful 2-bedroom, 2-bathroom home offers the best of Florida living with lush preserve views and a tranquil backdrop. Located in desirable Rotonda West, this single-family gem includes a spacious open floor plan, a one-car garage, and a private pool—perfect for relaxation or entertaining. As you step inside, you're greeted by an airy living space with abundant natural light that highlights the beautiful tile flooring. The fully equipped kitchen, with plenty of counter space and storage, opens to the dining and living areas, making it ideal for both everyday living and gatherings. The open layout offers privacy, with the spacious primary suite featuring an en-suite bath and large closet, while the second bedroom is perfect for guests or a home office. The screened-in lanai invites you to enjoy Florida’s year-round sunshine, complete with a sparkling pool overlooking the pristine, protected preserve—a natural extension of your backyard that promises peace, quiet, and visits from local wildlife. Situated minutes from golfing, beautiful Gulf beaches, shopping, and dining, this home captures the relaxed Rotonda West lifestyle. Don’t miss this rare opportunity to own a private, peaceful pool home in a stunning location!

Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)

Listing Agent: Alex Bowermaster (513-275-2396)

Remarks: Exceptional Renovated Home Overlooking the Fairway in the Oakland Hills Section of Rotonda West! This beautifully updated two bedroom, two bathroom classic home offers peace of mind with a 2022 roof and a 2023 air conditioning system, along with a complete interior remodel that makes the home feel like new. The wide driveway and charming exterior create wonderful curb appeal, enhanced by beautiful new landscaping that welcomes you at the entryway. Inside, gleaming luxury vinyl flooring flows consistently throughout the home, making everyday maintenance easy. A large bay window, soft neutral color palette, and an open floor plan connect the kitchen, dining area, formal living room, and family room. Two sets of sliding glass doors fill the space with natural light and create a bright, comfortable setting for everyday living. The kitchen is designed to impress with shaker style cabinetry featuring soft close hinges, quartz countertops, a glass tile backsplash, and a center island that makes both cooking and entertaining enjoyable. The primary bedroom suite features large windows and a stylish barn door leads to the walk-in closet. In the primary bathroom you will find a double sink vanity with custom lighting and mirrors along with a large fully tiled step in shower. The guest bedroom is spacious and includes a reach-in closet, while the nearby guest bathroom features a custom wood vanity, a fully tiled step in shower, and a convenient door that provides access to the patio. A convenient interior laundry area has been thoughtfully incorporated into an oversized closet space, providing room for the washer and dryer while keeping everything easily accessible inside the home. The single car garage provides additional parking and storage so your golf clubs, beach chairs, and outdoor gear are always close at hand. Step outside to the open air patio where you have a front row seat to enjoy peaceful golf course views. Located in the deed restricted community of Oakland Hills, residents enjoy access to golf, tennis, walking and biking paths, and fishing, all just minutes from home. When the beach calls, Englewood Beach is less than 10 miles away and Boca Grande is just under 12 miles, offering beautiful white sand, coastal breezes, and plenty of waterfront dining and tiki bars. Discover the Florida lifestyle waiting for you at 72 Oakland Hills Court.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)

Listing Agent: Carla Stiver, Pa (941-270-1460)

Remarks: Relaxed Golf Course Living on the 16th Green in Rotonda West! This four bedroom, two bathroom golf course pool home in the Oakland Hills section of Rotonda West offers a light and bright interior, open living spaces, and plenty of room for family and friends. Tropical landscaping welcomes you to the property, highlighted by a beautiful Bismark Palm and a distinctive entry wall. Step through the decorative lead glass front door into a split floor plan that opens to a welcoming formal living room, providing a comfortable space to unwind. The well designed kitchen features wood cabinetry, granite countertops, a tray ceiling, tile backsplash, breakfast bar, and closet pantry. Just off the kitchen is a perfect space for a dining nook, while the fully enclosed Florida room beyond overlooks the pool and includes a convenient pass through from the kitchen along with double French doors that open to the lanai and pool area. The ensuite primary bedroom offers a quiet retreat with two large reach in closets. The primary bathroom features a beautifully tiled step in shower, pedestal sink, and a door that leads to a private screened lanai, creating a peaceful outdoor space for reading, relaxing, or enjoying the fresh Florida air. Three additional guest bedrooms each include reach in closets, providing comfortable accommodations for visitors. The recently remodeled guest bathroom includes a solid surface vanity and a fully tiled tub and shower combination, along with a convenient door to the pool area to help keep wet feet off the interior floors. Outdoor living takes center stage on the partially covered and screened lanai, where golf course views create a peaceful backdrop. The PebbleTec deck surrounds the large 15 by 25 pool, offering plenty of room to float in the sunshine or swim laps. Additional updates and upgrades include a 2023 roof, whole house impact windows, a hurricane rated garage door, wood look vinyl and tile flooring throughout, a newer panel box with surge protector, a 2021 air conditioning system, newer gutters, an alarm system, and a Nest thermostat. Located in the golfing community of Oakland Hills within Rotonda West, this deed restricted neighborhood offers activities including golf, tennis, hiking trails, and fishing. The home is also less than ten miles from Englewood Beach where residents can spend the day enjoying the sand and water, dining at local restaurants or tiki bars, or ending the evening with a sunset and several options for live entertainment. From morning coffee overlooking the fairway to afternoons by the pool, this home is ready to be enjoyed at 256 Caddy Road.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)

Listing Agent: Carla Stiver, Pa (941-270-1460)

Remarks: MOTIVATED SELLERS! GORGEOUS HOME! Welcome to 168 Caddy Rd in Rotonda West, a beautifully well-maintained pool home perfectly positioned on the golf course in one of Southwest Florida’s most desirable deed-restricted communities. Ultra updated with stylist grey granite counters on sleek modern white cabinets in the kitchen and both bathrooms. This inviting residence features luxury vinyl plank flooring throughout, offering a modern look that’s both stylish and easy to maintain. The layout flows effortlessly to the outdoor living area, where you can relax or entertain while enjoying serene golf course views from your private pool—the perfect backdrop for Florida living all while safe and secure behind your IMPACT WINDOWS (All except the sliders). Rotonda West is known for its low HOA fees ($190 a year!), multiple championship golf courses, and a relaxed coastal lifestyle, all just minutes from Boca Grande beaches, boating, dining, and shopping. Whether you’re seeking a full-time residence, winter retreat, or investment opportunity, this home delivers comfort, value, and location—living the Florida dream on the fairway. 8.6 miles (by road) to Englewood Beach on Manasota Key.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Sean Seward, Pa (941-525-8083)