Rotonda West Oakland Hill Homes with Garage

Rotonda West Oakland Hill Homes with Garage

Welcome to Rotonda West Oakland Hill, a charming subdivision nestled in the heart of Rotonda West, FL. This community is located in Charlotte County, known for its beautiful landscapes and serene atmosphere.

Rotonda West Oakland Hill is a sought-after neighborhood where you can find homes with garages, offering convenience and ample storage space for your vehicles and outdoor gear. Whether you're a car enthusiast or simply looking for extra space, these homes provide the perfect solution for your needs.

Living in Rotonda West Oakland Hill means enjoying a tranquil lifestyle surrounded by nature. Residents have easy access to pristine beaches, golf courses, and outdoor recreational activities. The community is also close to shopping, dining, and entertainment options, making it a convenient place to call home.

With its true Florida charm and welcoming atmosphere, Rotonda West Oakland Hill is the ideal setting for those seeking a peaceful retreat with modern amenities. Explore the real estate opportunities in this subdivision and discover your dream home in this picturesque neighborhood.

Newest Rotonda West Oakland Hill Homes with Garage

$314,900
3 Beds ⋅ 2 Baths ⋅ D6148550 MLS
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
$229,000
3 Beds ⋅ 2 Baths ⋅ A4702348 MLS
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
$212,000
2 Beds ⋅ 2 Baths ⋅ N6145251 MLS
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
$279,000
3 Beds ⋅ 2 Baths ⋅ C7529169 MLS
Welcome to this beautifully reimagined 3-bedroom, 2-bath home, where nearly every detail has been thoughtfully updated to provide a fresh, modern living experience. From the moment you step inside, you'll appreciate the bright, open feel created by the brand-new flooring, new drywall, and abundant natural light streaming through the new windows. The stunning kitchen serves as the heart of the home, featuring elegant solid stone countertops, new cabinetry, and modern finishes that blend style with functionality. Whether you're preparing everyday meals or entertaining family and friends, this space is designed to impress. The extensive renovation continues throughout the home with beautifully updated bathrooms, refreshed living spaces, and an updated A/C system for year-round comfort. A new roof installed in 2023 provides additional peace of mind, making this home truly move-in ready. Located in the highly desirable golf community of Rotonda West, residents enjoy multiple championship golf courses, scenic walking and biking trails, beautiful parks, and easy access to Boca Grande, Englewood Beach, Manasota Key, world-class fishing, boating, shopping, dining, and all that Southwest Florida has to offer. Every inch of this home reflects quality craftsmanship and attention to detail. The incredible professional photography tells the story even better, this is a home you simply have to experience in person. Don't miss this exceptional opportunity to own a fully renovated home in one of Florida's most sought-after communities.

30 Oakland Hills Court, Rotonda West
$285,000
3 Beds ⋅ 2 Baths ⋅ D6148112 MLS
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
$239,000
3 Beds ⋅ 2 Baths ⋅ D6148233 MLS
Welcome to Rotonda West, Florida, home to several of the area's finest golf courses and conveniently located just minutes from beautiful Gulf beaches, world-class fishing, shopping, dining, and more. This recently updated 3-bedroom home is sure to impress from the moment you arrive. An expansive, oversized breezeway leads to the front entrance, creating an inviting first impression. Inside, you'll find fresh interior paint, updated flooring, and a beautifully remodeled kitchen featuring shaker-style cabinetry, quartz countertops, and a stylish tile backsplash. The updates continue with both bathrooms, which have been tastefully renovated. In addition to the spacious front breezeway, the home offers an impressive 35-foot rear lanai, providing the perfect space for relaxing or entertaining. For added peace of mind, the roof was just replaced in July and includes a secondary water barrier for enhanced storm protection. Need more space? The lot next door is also available under seperate contract by a party related to the Seller.

267 Annapolis Lane, Rotonda West
$239,500
2 Beds ⋅ 2 Baths ⋅ A4700869 MLS
Enjoy peaceful waterfront living at this beautifully updated canal-front home in Rotonda West. This move-in-ready 2-bedroom, 2-bath residence features tile flooring throughout, a remodeled kitchen with quartz countertops, updated bathrooms, new lighting, fixtures, and electrical receptacles. Both spacious bedrooms offer walk-in closets for plenty of storage. Relax and enjoy the tranquil canal views from your backyard while being just minutes from Gulf beaches, golf courses, boating, fishing, shopping, and dining. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this home is ready to impress.

192 Annapolis Lane, Rotonda West
$359,900
3 Beds ⋅ 2 Baths ⋅ A4700971 MLS
Short Sale. Remarks coming soon

222 Caddy Road, Rotonda West
$209,000
2 Beds ⋅ 1 Baths ⋅ D6148013 MLS
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 ⋅ C7528140 MLS
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
$399,900
4 Beds ⋅ 4 Baths ⋅ C7528105 MLS
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
$499,900
6 Beds ⋅ 4 Baths ⋅ C7528107 MLS
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
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