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$435,000
5 Beds 4 Baths Rotonda West Pinehurst SubDv. 33947 Zip Code
Unmatched Value in Rotonda West! Massive 5BR Waterfront Oasis with Pool, New Roof & Total Storm Protection. Welcome to one of the best floor plans and values for your money in all of Rotonda West! Boasting a generous 2,375 square feet under air and an impressive 3,311 total square feet, this expansive single-story property offers incredible size and huge potential for the price. The smartly designed layout features 5 spacious bedrooms and 4 bathrooms, highlighted by two complete master suites with private en-suite baths—an ideal setup for multi-generational living, large families, or hosting out-of-town guests. The outdoor living space is a true Southwest Florida paradise designed for effortless entertaining. Open your new hurricane sliders to step onto the massive covered under-roof patio, perfect for relaxing in the shade by the sparkling pool. The huge screened-in lanai offers an abundance of space to utilize inside the enclosure, including a relaxing hot tub. Everyday convenience shines with direct access to a dedicated bathroom right from the pool deck, allowing you or your guests to enter the home dripping wet without tracking any water through the main living areas. Best of all, the property sits directly on the water, allowing you to cast a line right from your own backyard to catch tarpon. Built with total peace of mind and heavy utility savings in mind, the property features a brand-new roof and whole-home solar panels to maximize energy efficiency and slash your monthly power bills. This eco-friendly setup is paired with high-efficiency, impact-resistant hurricane windows and sliding glass doors for top-tier storm resilience. For added financial benefit, the home sits safely in a non-flood zone, keeping your insurance burdens low. The prime location is an absolute golfer's dream, putting you just seconds away from the five championship golf courses nestled right inside the Rotonda West community. When you are not on the links, you are only a quick 10-to-15-minute drive to the pristine sands of Englewood Beach and Manasota Key. Baseball fans will also love the proximity to local spring training action, located just a short drive from both the Tampa Bay Rays at Charlotte Sports Park and the Atlanta Braves at CoolToday Park.

29 Fairway Road, Rotonda West

$224,900
2 Beds 2 Baths Fiddlers Green Nature Trail SubDv. 33947 Zip Code
Excellent opportunity to own this completely furnished, turnkey condo in the sought after community of Fiddlers Green Nature Trail!! Leave the worries of packing and unpacking behind as everything you see inside this move in ready condo comes with the home, right down to the silverware and wine glasses. This well kept, first floor unit boasts granite counter tops, a brand new AC unit(July 2026)and new garbage disposal(July 2026) and a large enclosed lania. This slice of paradise is located in close proximity to the areas many golf course, famous Gulf beaches, and world class fishing as well as walking and biking trails. Open the vinal windows on the lania and enjoy the tropical breezes as they blow gently through the screen while you enjoy the wooded view. Steps away from the tennis courts and heated pool, you can relax in the club house with a large kitchen, bar area, as well as pool and ping pong tables or enjoy one of the grilling stations under the shade on the well maintained grounds. Standing seam metal roofs provide a feeling of security during the storms and the outdoor maintenance give you peace of mind so you can relax and enjoy the Florida lifestyle you've been dreaming of. Dont forget your pets as this pet friendly neighborhood allows 2 pets under 30 lbs each. Come make this your own slice of paradise before it gets sold!

9600 Fiddlers Green Circle Unit 110, Rotonda West

$220,000
2 Beds 2 Baths Fiddlers Green Nature Trail SubDv. 33947 Zip Code
Rarely available first-floor end unit in the highly desirable Fiddler's Green Nature Trail community! Ideally located in Building 1, this bright and inviting two-bedroom, two-bath condominium is just steps from the heated pool and clubhouse while offering peaceful wooded views from the private screened lanai. As an end unit, the home features additional windows that fill the living space with natural light and create an open, airy feel. The first-floor location provides the convenience of no stairs, easy access to the community amenities, and a simple way to take pets outside. Offered fully furnished and move-in ready, the home has been freshly painted and includes all-new furniture, three televisions, new ceiling fans, replaced toilets, ceramic tile in the kitchen, and luxury vinyl plank flooring throughout the living room, dining room, and bedrooms. The spacious floor plan features a generously sized kitchen that opens to the main living and dining areas. The screened lanai extends the living space and provides a comfortable place to relax while enjoying the private natural setting. The primary bedroom includes an ensuite bathroom and ample closet space, while the guest bedroom and second full bathroom provide comfortable accommodations for family and visitors. Interior laundry and additional storage add to the home's everyday convenience. Fiddler's Green Nature Trail is a beautifully landscaped, pet-friendly community offering a heated swimming pool, clubhouse, tennis courts, grilling area, and nearby walking and biking trails. The community is conveniently located near golf courses, marinas, boating, shopping, restaurants, medical facilities, world-class fishing, and the Gulf beaches of Englewood and Boca Grande. Whether you are looking for a full-time residence, seasonal retreat, or investment property, this furnished first-floor end unit offers a comfortable and convenient opportunity to enjoy the Southwest Florida lifestyle.

9500 Fiddlers Green Circle Unit 101, Rotonda West

$134,900
2 Beds 2 Baths Clubhouse SubDv. 33947 Zip Code
FIRST TIME ON THE MARKET! This updated 2 bedroom/2 bath condo is located on the ground floor of a small condo community in Rotonda West. New interior paint and new carpeted flooring throughout! The kitchen features raised face cabinetry w/soft close doors and drawers and new countertops, with plenty of storage space for all your stuff, and tiled flooring. Appliances include: Spectra smooth top stove, GE microwave, Kenmore dishwasher, and Frigidare refrigerator. The breakfast bar will be the favorite place to have your morning coffee and plan your day here in the sunshine. The living/dining area features BRAND NEW carpeted flooring, new baseboards, a new light fixture and new ceiling fan, and sliding glass doors opening onto the lanai. The primary bedroom has a walk in closet and a new ceiling fan, plus ensuite primary bath which boasts a new toilet, new vanity w/solid surface countertop, new faucet, tiled flooring, and step in shower. The guest bath doesn’t disappoint either, being of ample size for a double bed, plus has a new ceiling fan and spacious wall closet. The guest bath has a combo tub/shower, new vanity w/solid surface countertop and new faucet, updated toilet, and tiled flooring. The handy closet just off the guest bath houses a full size washer and dryer. The new water heater will give you peace of mind!Boun The HUGE LANAI will be your favorite place to relax, either at the beginning of the day w/your breakfast or at the end of the day w/ an afternoon cocktail. All new indoor/outdoor carpet makes it easy on your feet! Best of all, there is nothing behind you, so sit back and enjoy the natural view! The swimming pool is just steps away, and has recently been refurbished. The maintenance fees here at The Clubhouse are one of the lowest around, at just $400/month. Best of all, this building is NOT in a designated flood zone due to a recent Flood Map Amendment. You can bring a small pet with you, too!

179 Boundary Boulevard Unit 3, Rotonda West

$349,000
3 Beds 2 Baths Rotonda West Oakland Hill SubDv. 33947 Zip Code
What a find! A beautifully remodeled 3 bed, 2 bath home with a living room, family room, dining area in kitchen and a bonus room/den!! The master bedroom has sliders into the bonus room/den and a large walk in closet. Outside you have a deck off the family room. The canal even has fish! The roof was replaced in 2022. There is an affordable HOA fee ($190/year) and an RV/Boat parking lot for an additional fee. The Hills restaurant and Lipinski's Tavern are located in Rotonda West, along with American Legion post 113. Furnishings can convey with a reasonable accepted offer. From AI: Rotonda West is a master-planned, deed-restricted golf community located on the Cape Haze Peninsula. Famous for its circular design, it features 26 miles of canals, multiple golf courses, and is located just 15–20 minutes from the pristine Gulf beaches of Manasota Key and Boca Grande. Outdoor & Golf Lifestyle: The community is centered around an active, outdoor lifestyle. Rotonda contains six golf courses within its boundaries and boasts 30-plus miles of freshwater canals great for fishing, kayaking, and viewing local wildlife.

199 Caddy Road, Rotonda West

$175,000
2 Beds 2 Baths Villas Rotonda Ph 1 SubDv. 33947 Zip Code
Imagine waking up to gentle Florida breezes, stepping into your private tropical courtyard for morning coffee, then heading out for a quick golf round or beach sunset. This rare end-unit villa at 255 Boundary Blvd Unit 105, Rotonda West, delivers that effortless coastal dream in a turnkey furnished package ready for immediate enjoyment. Step inside this bright, light-filled 972 sq ft retreat (built with thoughtful updates for worry-free living: roof replaced 12/2022, AC ductwork 2024, new water heater 2024). Wood-look tile flooring flows seamlessly throughout, creating an open, airy feel. The modern kitchen boasts solid surface countertops and invites easy meals or casual gatherings. Two generous bedrooms accommodate king-sized beds comfortably, while the clever split layout features private half-baths linked by a stylish tiled shower. The primary suite adds convenience with a walk-in closet. The true magic unfolds outdoors: your own fenced, lush private courtyard—unique to villa living—bursts with tropical paradise vibes. Birds of paradise, bottle brush tree, palm trees, gumbo limbo, and pitch apple create a serene, secluded oasis perfect for relaxing, reading, or hosting friends. Enjoy the included hot tub under the stars, cozy firepit evenings, and soft outdoor lighting that extends the magic after dark. The attached oversized 1-car garage offers ample storage for golf clubs, bikes, or beach gear. Low-maintenance luxury meets active coastal living here in serene Rotonda West. HOA fees cover exterior lawn and shrub maintenance, pest control, plus flood and homeowners’ insurance on the structures—freeing you to focus on what matters. Enjoy five championship golf courses right in the community, parks, walking trails, pickleball, and tennis. Just 8 miles to pristine Englewood Beach for Gulf sunsets and the expansive Ann & Chuck Dever Regional Park (scenic trails, large swimming pool, playgrounds, disc golf, dog park). Nearby restaurants abound, with Dearborn Street's vibrant dining, events, and nightlife just 8 miles away. Centrally located to a number of airports to include Sarasota and Punta Gorda. Pet-friendly (limited to 2 pets, max 20 lbs each). This turnkey furnished villa (hot tub, firepit, and furnishings included) is ideal for full-time coastal relaxation or seasonal escapes. Don't miss this rare opportunity to own your slice of laid-back Old Florida paradise—schedule your showing today! This condo does not qualify for conventional financing.

255 Boundary Boulevard Unit 105, Rotonda West