Rotonda West Oakland Hill Homes with 2 Car Garage Garage Description

Rotonda West Oakland Hill Homes with 2 Car Garage Garage Description

Welcome to Rotonda West Oakland Hill, a picturesque subdivision nestled in the heart of Charlotte County, Florida. This charming community offers a serene lifestyle surrounded by nature's beauty, making it an ideal destination for families and retirees alike. With its lush greenery, scenic waterways, and tranquil atmosphere, Rotonda West is the perfect place to call home.

One of the standout features of homes in the Oakland Hill section is the convenience of two-car garages. These spacious garages provide ample storage space for vehicles, recreational equipment, and tools, catering to the needs of modern homeowners. Imagine the ease of parking your cars out of the Florida sun while having extra room for your hobbies or outdoor gear.

The homes in this subdivision are designed with a blend of comfort and style, featuring open floor plans that maximize space and natural light. Many properties boast modern amenities, updated kitchens, and inviting outdoor areas ideal for entertaining or simply enjoying the warm Florida evenings.

Rotonda West is not just about beautiful homes; it’s a community rich in recreational opportunities. Residents can enjoy access to numerous golf courses, parks, and walking trails, as well as the nearby stunning Gulf Coast beaches. With a strong sense of community and a variety of social activities, you'll find plenty of opportunities to make lasting friendships.

Whether you’re looking to settle down or seeking a vacation retreat, Rotonda West Oakland Hill offers a welcoming environment with everything you need to enjoy the Florida lifestyle. Come explore this hidden gem and discover your dream home today!

Newest Rotonda West Oakland Hill Homes with 2 Car Garage Garage Description

90 Oakland Hills Court, Rotonda West
$339,000
4 Beds ⋅ 3 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Space to Live. Room to Relax. A Florida Lifestyle Ready to Enjoy. Welcome to 90 Oakland Hills Court, where the hard work is already done, and the laid-back Florida lifestyle is waiting. With an impressive 2,305 square feet under air, 4 bedrooms, 3 full baths, and a two-car garage, this beautifully updated Rotonda West home combines generous living space with a golf-course setting that's hard to duplicate. Tucked away at the end of a quiet cul-de-sac, the property offers an extraordinary 270-degree golf-course frontage and view overlooking the Women’s 4th Tee of the Oakland Hills Golf Course. Mature landscaping frames the home and creates a beautiful backyard oasis where mornings can begin with coffee overlooking the greens and afternoons can be spent relaxing in the Florida sunshine as golfers make their way around the course. Step inside and you’ll immediately appreciate just how much space this home offers. The updated kitchen is fresh, light, bright, and inviting, with Shaker-style cabinetry, stainless steel appliances, a convenient center island, and updated flooring, making it equally suited for a quiet breakfast or a house full of family and friends. The spacious primary suite offers a private retreat, complete with a beautifully renovated ensuite bath featuring a freestanding soaking tub, dual sinks, and a separate walk-in shower. And then there’s the lower level—a convenient 'flex' space, currently in use as a fourth bedroom, that lets this home live even larger. Two sets of impact-resistant sliding glass doors open directly to the large backyard patio, while a renovated full bathroom makes the space exceptionally versatile. Create a private guest or mother-in-law suite, family room, home theater, billiards or game room, gym, home office, fourth bedroom—or combine several into one fabulous multifunctional living space. Whether you need room for visiting family, working from home, entertaining friends, or simply spreading out, this home gives you options. Better yet, many of the big-ticket improvements are already in place, including new plumbing in 2012, a new roof in 2023, impact-resistant windows, updated kitchen and baths, and updated flooring throughout. What makes 90 Oakland Hills Place special isn’t just one feature—it’s the combination of 2,305 square feet of air-conditioned living space, extensive updates, a two-car garage, flexible living areas, mature landscaping, an end-of-the-cul-de-sac location, and those sweeping golf-course views. The projects are done. The space is here. The Florida sunshine is waiting. Bring your flip-flops, move right in, and start enjoying the laid-back Florida lifestyle you’ve been dreaming about.

90 Oakland Hills Court, Rotonda West
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
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
66 Oakland Hills Court, Rotonda West
$215,000
2 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Virtually Staged. BEAUTIFULLY RENOVATED and MOVE-IN READY! Enjoy a fantastic GOLF COURSE VIEW from this spacious 2-bedroom, 2-bath home in desirable Rotonda West. This home features a full 2-car garage, tile flooring, and a bright, comfortable floor plan offering both a living room and a separate family/Florida room perfect for relaxing or entertaining. The newly renovated interior is complemented by ALL NEW APPLIANCES, giving the home a fresh, updated feel throughout. Step outside and enjoy the peaceful golf course setting and beautiful views. Whether you're looking for a full-time Florida residence, seasonal getaway, or investment property, this home offers a great combination of location, updates, space, and Florida lifestyle!

66 Oakland Hills Court, Rotonda West
199 Caddy Road, Rotonda West
$314,900
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to your effortless Florida getaway or lucrative investment opportunity! This beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in Rotonda West’s desired Oakland Hills subdivision comes fully turn-key furnished—down to the dishes, linens, and silverware—so you can simply unpack your bags or start generating rental income from day one. Peace of mind comes built-in with major capital improvements, including a newer roof (2022), A/C (2018), new exterior fascia, brand-new gutters, and public water and sewer utilities. Inside, the remodeled chef's kitchen serves as the heart of the home, featuring a new center island, stunning new granite countertops with a matching backsplash, a new stainless steel sink and faucet, and sleek newer appliances. Freshly painted inside and out, the home shines with gorgeous waterproof laminate flooring throughout the main living areas, plush new carpet in all three bedrooms, and remote-controlled ceiling fans paired with updated light fixtures in every room. Boasting over 2000 square feet of bright, open-concept living space, the intuitive floor plan flows seamlessly between the formal living and dining areas into a sprawling 11x28 sunlit family room. The oversized 12x17 primary suite serves as a true retreat, complete with a large walk-in closet, a private bathroom with a walk-in shower, and a dedicated 11x19 adjoining den/office—perfect for remote work, hobbies, or a quiet reading nook. Step outside to enjoy serene waterfront living right in your own backyard along the crystal-blue freshwater canal, with peaceful neighborhood views framing the front. Nestled in a pristine, highly sought-after community with exceptionally low HOA fees of just $190 per year, you are only minutes away from five championship golf courses, local dining, shopping, and the world-class sandy beaches of Boca Grande and Englewood. Whether you are searching for your family's year-round dream home, a seasonal retreat, or a high-performing turn-key investment, this property delivers it all. Schedule your private tour today!

199 Caddy Road, 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
51 Boundary Boulevard Unit B, Rotonda West
$399,900
4 Beds ⋅ 4 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Fully leased and generating immediate income! This well-maintained duplex features two 2-bedroom, 2-bath units, each with a 1-car garage, making it a turnkey addition to any investment portfolio. Tenants pay all utilities, and major updates include a 2023 roof and 2018 A/C units and water heaters. Each unit offers an indoor laundry room, tile flooring in the main living areas, newer carpet in the bedrooms, sliding glass doors leading to composite decks, and functional, tenant-friendly layouts. Located in desirable Rotonda West, residents enjoy access to multiple golf courses, 26 miles of canals for fishing, a community boat ramp, and easy access to five of Southwest Florida's most beautiful beaches. Looking to expand? The adjacent duplex is also available for purchase, offering the opportunity to own side-by-side income properties with space to add a pool and create a resort-style rental investment.

51 Boundary Boulevard Unit B, Rotonda West
49 Boundary Boulevard Unit B, Rotonda West
$499,900
6 Beds ⋅ 4 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Fully leased and generating immediate income, this beautifully remodeled duplex is a turnkey investment in one of Southwest Florida's fastest-growing yet still quiet and charming communities. Completely reimagined just two years ago, the property features a redesigned floor plan, modern fixtures, and quality finishes throughout. Each spacious unit offers 3 bedrooms, 2 bathrooms, a 1-car garage, tile flooring, impact-resistant updates including new windows and doors, custom kitchens with new appliances, beautifully renovated baths, and in-unit laundry with new washer and dryer. Ideally located in desirable Rotonda West, residents enjoy a peaceful neighborhood setting just minutes from the pristine beaches of Boca Grande and Englewood, world-class fishing and boating, and more than 100 holes of championship golf. Strong population growth, expanding amenities, and continued demand for quality housing make this an exceptional long-term investment location. The adjacent duplex is also available, creating a rare opportunity to own both properties. Together, the two duplexes offer the potential to create a boutique four-unit rental community with room to add a swimming pool, transforming the property into a private mini resort for long-term or seasonal tenants. Opportunities like this are rarely available in such a desirable coastal market.

49 Boundary Boulevard Unit B, Rotonda West
52 Annapolis Lane, Rotonda West
$244,500
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
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
55 Rotonda Circle, 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
Start Your Search

How much is your home worth?

Get instant property value now!