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$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

$279,000
3 Beds 2 Baths Rotonda West Oakland Hill SubDv. 33947 Zip Code
Welcome to Southwest Florida~UPDATED~ This Spacious~Turnkey~ home has been completely upgraded and ready for you to make fantastic memories with your loved ones. This 3 bedroom, 2 bath home located on a Golf Course in a quaint court. Sit outback, grill and watch the golf game or join in at one of the several courses located in Rotonda! An affordable flexible home owners association makes this property a perfect investment if you are not quite ready to retire. This home has a successful rental record. This COMPLETELY RENOVATED HOME is Beautiful and has a wide open Golf Course View. New Impact Windows for your protection, New Kitchen, New Baths, New Flooring, New Hot water Heater, Freshly Neutral colors throughout and the Exterior has just received a fresh coat of paint. Make this your choice to invest in our community. Rotonda West has a Rich History all the way back with Ed Mcmhon~He helped put ROTONA WEST ON THE MAP. This community has Parks, to Play, Sidewalks to bike and long walks~ while enjoying our Sunshine. This property is minutes from local restaurants, beaches, shopping, fishing and several golf courses. Like Baseball? Watch the Rays or the Braves locally!

18 Golfview Court, 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

$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

$285,000
3 Beds 2 Baths Rotonda West Oakland Hill SubDv. 33947 Zip Code
Short Sale. Welcome to 50 Caddy Road in the desirable Oakland Hills section of Rotonda West! This beautifully maintained 3-bedroom, 2-bath pool home offers the perfect blend of comfort, style, and Florida living. Situated on the golf course with tranquil water views, the property features an expansive screened lanai, heated saltwater pool and spa, and a spacious split-bedroom floor plan designed for both relaxation and entertaining. The updated kitchen boasts stainless steel appliances, an island, and ample cabinetry, while multiple sliding glass doors seamlessly connect indoor and outdoor living spaces. A circular driveway, oversized side-entry garage, and mature landscaping enhance the home's curb appeal. Located near championship golf courses, beaches, boating, fishing, dining, and shopping, this home offers an exceptional opportunity to enjoy the Southwest Florida lifestyle.

50 Caddy Road, Rotonda West

$350,000
4 Beds 3 Baths Rotonda West Oakland Hill SubDv. 33947 Zip Code
Discover **Paradise on a dime** in this fully remodeled **three level home** featuring **3 bedrooms plus a bonus room that can easily convert back into a **4th bedroom**. The property offers **3 full bathrooms”, a **large, updated kitchen**, and an impressive list of recent upgrades including a **new roof**, **impact windows and sliding glass doors**, **new appliances**, **new kitchen cabinets**, **all new flooring throughout**, and a two car garage. Rotonda West is just minutes away from the beautiful beaches of Gasparilla and Boca Grande Islands. Not only does the property have views of five different fairways, but Rotonda West includes five championship golf courses inside your neighborhood.

90 Oakland Hills Court, Rotonda West

$249,500
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

$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

$305,700
4 Beds 2 Baths Rotonda West Oakland Hill SubDv. 33947 Zip Code
Sold TURNKEY, or blank slate for your personalization. WATERFRONT and Well BELOW MARKET VALUE!!! Welcome to this spacious 4-bedroom pool home located in the active golf course community of Rotonda West. Enjoy the best of Southwest Florida living in this tastefully curated home that comes ready for immediate income production, full time enjoyment, or a perfect seasonal retreat. Whether you're golfing at one of the 5 community courses or spending the day at the beautiful nearby parks or Gulf beaches, you will find a dreamy Florida day at your doorstep. Relax or entertain on the expansive, pool deck overlooking a serene freshwater canal. The pool is heated for year-round usage and enjoyment. The rear yard is fenced and ready for your furry guests. A thoughtfully designed split floor plan of 2/2 bedrooms offers generous living space and privacy. The fully furnished set up for the comfortable occupancy of up to 10 occupants. Guests will love the private pool bedroom with sliding glass doors leading directly to the pool deck lounge area. This pool bedroom offers stunning water views and a true retreat-like feel. Recent updates provide peace of mind, including a 2020 HVAC system, 2021 roof, 2022 electrical panel, Fiberglass Pool, 2024 Pool Heater and 2025 Pool Motor. The Rotonda West community also features a private storage area for RVs, boats, and other recreational vehicles. Community is very scenic known for its quiet streets, multiple golf courses, parks, walking trails, and family-friendly amenities including playgrounds, bike paths, and nearby tennis and recreational facilities—making it a great fit for both relaxation and active lifestyles. Opportunity awaits, in this proven income producing home so don't hesitate.

231 Caddy Road, 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

$375,000
3 Beds 2 Baths Rotonda West Oakland Hill SubDv. 33947 Zip Code
This 2020 NEW BUILT stylish and move-in ready three-bedroom, two-bath home with a heated saltwater pool is located in the sought-after community of Rotonda West. Offering a bright, open layout, the home features soaring ceilings, luxury vinyl plank flooring throughout, recessed lighting, and a beautifully designed kitchen with granite counters, upgraded cabinetry, stainless steel appliances, and an oversized breakfast bar. There’s plenty of room to cook and entertain in the spacious kitchen, or you can enjoy more formal meals in the separate dining area. The primary suite includes two walk-in closets, a roomy Roman-style shower, and a dual-sink vanity topped with granite. Two guest bedrooms sit on the opposite side of the home, along with a full bathroom featuring a tub/shower combination. Additional perks include PUBLIC water and sewer, and furnishings can be purchased separately if desired. Situated just a short drive from beaches, golf courses, dining options, and shopping. Don’t miss your chance—schedule a tour today!

241 Annapolis Lane, Rotonda West

$379,900
3 Beds 2 Baths Rotonda West Oakland Hill SubDv. 33947 Zip Code
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!

271 Annapolis Lane, Rotonda West