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$239,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
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
$249,000
3 Beds ⋅ 2 Baths ⋅ Rotonda Shores SubDv. ⋅ 33947 Zip Code
Welcome to this 3-bedroom, 2-bathroom home tucked away at the end of a quiet cul-de-sac in the highly sought-after Rotonda West community. Offering a desirable split-bedroom floor plan and major mechanical updates already completed, this home offers an excellent opportunity for a first-time homebuyer, seasonal resident, investor, or anyone looking to make it their own. The kitchen features solid surface granite countertops, shaker-style cabinetry, a convenient pass-through window overlooking the living area, and a pantry for additional storage. The primary suite offers a walk-in closet and an updated en-suite bathroom with a beautifully tiled walk-in shower. Sliding glass doors lead to a covered back patio, creating the perfect space to relax or entertain while enjoying the peaceful Old Florida setting. One of the biggest advantages of this home is the peace of mind that comes with the major updates already completed, including a 2023 ROOF and 2020 A/C SYSTEM! Located just minutes from Boca Grande, Englewood Beach, world-class fishing, boating, golf courses, pickleball courts, the Cape Haze Pioneer Trail, shopping, dining, and everything Southwest Florida has to offer, this home provides an exceptional opportunity to enjoy the Florida lifestyle at an attractive price point. Whether you're searching for your winter retreat, first home, investment property, or your next home, this home offers a fantastic opportunity in one of the area's most desirable communities.

3445 Gulf Lane, Rotonda West
$249,500
2 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
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
$219,000
2 Beds ⋅ 1 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
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
$400,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Move-In Ready GOLF COURSE POOL HOME with NO REAR NEIGHBORS! Welcome to this beautifully maintained 3-bedroom, 2-bath ranch home overlooking the golf course in the heart of Rotonda West, one of Southwest Florida's premier golf communities featuring five championship courses with 99 holes of golf. Step inside to a bright, open floor plan where natural light fills the spacious living and dining areas. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, warm wood cabinetry, and generous counter space. Enjoy tile flooring throughout the main living areas and plank flooring in all three bedrooms. Offered completely furnished and turnkey, this home is ready for immediate enjoyment as a primary residence, seasonal getaway, or investment property. The spacious primary suite offers ample closet space and a private en-suite bath with a walk-in tiled shower and single vanity. Two additional generously sized bedrooms share a convenient guest bath with direct access to the pool. The true highlight is the outdoor living space. Relax in your heated, screened-in pool beneath a full cage enclosure while enjoying peaceful golf course views with no rear neighbors. Whether you're sipping your morning coffee, entertaining friends, or unwinding after a day at the beach, this private backyard setting captures the best of the Florida lifestyle. Additional features include a 2023 roof, 2025 pool pump, an attached garage, and a circular driveway providing plenty of parking. With HOA fees of just $190 annually, residents enjoy exceptional value in a community offering a clubhouse, restaurant, playground, walking and biking paths, scenic canals, and access to a local marina. Outdoor enthusiasts will appreciate being just 2.5 miles from Don Pedro Island State Park, with the beautiful beaches of Boca Grande and Englewood (Manasota Key) only minutes away. Conveniently located between Sarasota, Punta Gorda, Fort Myers, and Naples, you'll enjoy easy access to airports, shopping, dining, boating, fishing, and everything Southwest Florida has. Whether you're looking for a full-time residence, winter retreat, or income-producing investment, this move-in-ready golf course pool home offers the perfect combination of comfort, location, and Florida lifestyle.

82 Rotonda Circle, Rotonda West
$315,000
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
JUST RENOVATED & SHOWS LIKE NEW! Welcome to your waterfront paradise in Rotonda West! This spectacular 4-bed, 2-bath home plus den sits right on a peaceful canal and radiates a fun, modern beach vibe. What’s New? Everything! • Brand-new impact windows & doors for total peace of mind • Chef's kitchen with quartzite counters & soft-close cabinets • Luxury vinyl flooring & fresh paint inside and out • Huge, screened lanai with custom epoxy floors Perfect as a forever home, a vacation getaway, or a lucrative rental investment. This Florida gem is ready for you to move right in and start enjoying the paradise lifestyle!! ASSUMABLE FLOOD INSURANCE AT A GREAT RATE. CALL TODAY to schedule your showing!!!

219 Caddy Road, Rotonda West
$799,000
Rotonda West Oakland Hills SubDv. ⋅ 33947 Zip Code
Brand-New Construction Triplex located in the Oakland Hills section of Rotonda West, offering a versatile opportunity for a variety of living and investment goals. This newly built property features three spacious units, each offering 3 bedrooms, 2 bathrooms, modern finishes, and open-concept layouts designed for comfortable everyday living. Each unit includes a contemporary kitchen with stainless steel appliances, ample cabinetry, bright living areas, a private lanai for outdoor enjoyment, and its own detached 1-car garage for added convenience and storage. Thoughtfully designed floor plans and modern construction provide flexibility for personal use, rental opportunities, or long-term investment potential. Conveniently located near golf courses, parks, shopping, dining, marinas, and Gulf Coast beaches including Englewood Beach and Boca Grande. Rotonda West is known for its scenic surroundings and access to outdoor recreation and coastal amenities. An excellent opportunity to own a newly constructed multi-unit property in a growing Southwest Florida market with potential for income-producing use and long-term value. Schedule your private showing today.

195 Rotonda Boulevard W Unit 3, Rotonda West
$459,000
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
WOW!!! What a great investment opportunity, weather you rent both sides or live in one and rent the other, can't go wrong with this kind of investment!! Fully furnished, very well maintained, NEW ROOF in 2020, NEW AC units in 2023, renovated kitchen and bathrooms!! Close to beautiful parks, nice restaurants and fantastic public beaches and golf courses!! Hurry to make the smartest decision of your life to own this duplex and invest in your future!!!

182 Boundary Boulevard Unit B, Rotonda West
$278,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to 295 Annapolis Lane in beautiful Rotonda West, Florida, where comfort, privacy, and Florida living come together. This charming home offers two spacious bedrooms, two bathrooms, and a versatile den that can easily serve as a third bedroom, home office, or guest space. From the moment you arrive, you'll appreciate the peaceful setting and the inviting atmosphere that makes this property feel like home. Step outside to your private screened lanai and enjoy the heated swimming pool year-round, whether you're relaxing with your morning coffee or entertaining family and friends. The home has been thoughtfully maintained and benefits from several major recent improvements, including a new roof (2022), new air conditioning system (2022), new electrical panel (2024), and a new pool heater (2024), providing peace of mind for years to come. Inside, you'll notice a professionally installed European stretch ceiling, a premium architectural finish widely used throughout Europe for its sleek, seamless appearance, durability, and moisture-resistant qualities. It is a modern decorative feature that complements the home's clean and inviting interior. Ideally located just minutes from golf courses, marinas, Boca Grande beaches, shopping, dining, and all that Southwest Florida has to offer, this home is equally suited as a full-time residence, a seasonal retreat, or an income-producing investment. Whether you're searching for your own piece of paradise or your next smart investment, 295 Annapolis Lane is ready to welcome you.

295 Annapolis Lane, Rotonda West
$264,900
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Nicely updated 3 Bedroom Home with pool, A. C. Kitchen with wood cabinets, Granite counters and Stainless Steel Appliances. Large Rooms with Living Room and Family Room. Very good condition inside and out! Large pool and located on the Greenbelt. Just a short drive to Englewood Beaches! One block away from the Golf Club House of Rotonda West. Located on a quiet street. 10 minutes to the beach. 5 minutes to Walmart. The house has all new plumbing done in 2023. No hurricane damage. Furniture can be included in the sale of the home.

4 Golfview Road, Rotonda West
$375,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Looking for THE ONE that checks ALL THE BOXES?!...Golf Course view, Heated Pool, Open Floor Plan, Updated, and Turn-Key Furnished! This beautiful home has been extensively updated, featuring a NEW roof (2023), NEW A/C (2022), ALL impact windows (2022), and SOLAR PANELS for peace of mind and energy efficiency. The interior has been completely remodeled with new kitchen, baths, and luxury vinyl flooring throughout—no carpet anywhere. The bright, stunning kitchen is a showstopper, offering stainless steel appliances, a sit-up island, and a pantry cabinet, all open to the dining area and spacious family room with elegant plantation shutters—perfect for everyday living and entertaining. The second bathroom conveniently opens directly to the pool and lanai, ideal for seamless indoor-outdoor living. Enjoy incredible savings with solar panels - the average electric bill is only $45 a month, LOW HOA fees of only $190 a year, and NO CDD fees. Relax in the nice sized heated pool and take in the phenomenal views of the 16th hole and fairway of The Hills Golf Course. Rotonda offers an outstanding lifestyle with five public golf courses, walking trails, tennis courts, a playground, and a community center, all nearby to Englewood Beach and Boca Grande Island, with many shopping and dining options close by. Perfect home if you are looking for a permanent home, vacation getaway spot, or investment property. Move-in ready, stylish, and perfectly located—this home is a must-see!

16 Oakland Hills Place, Rotonda West
$249,000
3 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to Paradise in Rotonda West, FL! 3 Beds | 2 Baths | 1,743 Sq Ft | FULLY FURNISHED. Turn Key! Ideally located near top-rated golf courses, dining, tennis courts, walking trails, pet-friendly parks, and the world-famous beaches of Southwest Florida—including Boca Grande—this property offers the ultimate in coastal living. Property Highlights: • 1,743 sq ft of open-concept living, freshly painted and move-in ready • Spacious sunroom/game room retreat leading to a covered lanai (11x18) with views of lush landscaping and a serene nature preserve • Fully fenced backyard with two gated entrances—ideal for pets or play area • Recently serviced A/C unit (Jan 2025) and updated hot water heater • Affordable HOA – only $190 year • New 10-year fire alarms installed for added safety Whether you're searching for a primary residence, vacation home, or investment property, Air B & B- this turnkey gem has it all—comfort, style, and a location that can't be beat.

113 Annapolis Lane, Rotonda West
$296,000
4 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
Welcome to paradise located inside the circle of Rotonda West Community, wether you want to be a owner or a investor, this fully furnished, remodeled 4 bed, 2 bath home sits on oversized lote 9,600 sq ft with 1839 Sq ft of living area, new roof, new AC with a high-efficient thermostat, impact windows and doors, dryer and washer, stainless steel kitchen, dishwasher, microwave, electric range with self-cleaning oven, double doors refrigerator, double sink, ceiling fan in all rooms, primary bedroom with walk-in closet, 1 car garage with automatic garage door opener, big paved driveway, sprinkler system, well, smoke detector, screened terrace with lake view, landscaped backyard, close proximity to Manasota Key, low HOA, no CDD.

124 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
$179,900
3 Beds ⋅ 2 Baths ⋅ Al Lago Village SubDv. ⋅ 33947 Zip Code
Exceptional value in Rotonda West. This spacious 3-bedroom, 2-bath condo partially furnished offers 1,320 sq ft of open living space and is priced below many 2-bedroom condos, giving buyers more space, more flexibility, and more long-term value. Inside, vaulted and tray ceilings create an open, airy feel, while sliding glass doors lead to a large 22-foot screened lanai with peaceful lake and nature views. The kitchen features ample cabinet space and a pantry and opens seamlessly to the dining and living areas—ideal for comfortable living or entertaining. Recent updates include a new roof (2023), hot water heater (2025), garbage disposal (2024), newer bedroom carpeting (2023), and fresh interior paint. Tile flooring highlights the main living areas, and the home offers walk-in closets and inside laundry. A private 1-car garage adds significant value—perfect for secure parking, extra storage, bikes, beach gear, or golf equipment, a feature rarely found at this price point. Enjoy a heated community pool and all that Rotonda West offers, including walking and biking trails, parks, and tennis courts. Located just minutes from the beaches of Manasota Key and Boca Grande, plus boating, fishing, golf, marinas, and the shops and dining of Historic Dearborn Street. With an extra bedroom, private garage, and attractive price point, this condo offers strong potential as a primary residence, winter getaway, or income-producing property. Why buy a 2-bedroom with no garage when you can own a 3-bedroom with a private garage for less?

169 Boundary Boulevard Unit 169P, Rotonda West
$249,900
2 Beds ⋅ 2 Baths ⋅ Rotonda West Oakland Hill SubDv. ⋅ 33947 Zip Code
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!

9 Annapolis Lane, Rotonda West
$719,000
9 Beds ⋅ 6 Baths ⋅ Port Charlotte SubDv. ⋅ 33947 Zip Code
Virtually Staged. Discover your ideal investment in this newly built TRIPLEX! Each property offers beautiful finishes in every corner, providing a comfortable environment with 3 spacious bedrooms perfect for rest and privacy, and 2 full bathrooms with modern and functional design. Plus, each unit includes its own garage. This triplex is a great investment opportunity. Schedule your showing today!

260 Rotonda Boulevard, Rotonda West