Rotonda West Oakland Hills Single Family Homes For Sale in Rotonda West - 32 homes

Remarks: 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.

Listing is courtesy of: ADAMS HOMES REALTY (239-278-5766)

Listing Agent: Dawn Winter (239-462-9998)

Remarks: 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!!!

Listing is courtesy of: KW COASTAL LIVING (941-473-7399)

Listing Agent: Laura Boyd (765-490-5626)

Remarks: Welcome to 249 Rotonda Blvd W, a beautifully maintained 2021-built home located in the desirable Oakland Hills section of Rotonda West. This spacious 4-bedroom, 2-bath home offers 1,755 square feet of comfortable living space, a 3-car garage, and an oversized 0.37-acre lot. Step inside to an open and inviting floor plan featuring cathedral ceilings, tray ceiling accents, stone countertops, upgraded cabinetry, and a kitchen/family room combination designed for everyday living and entertaining. The main living areas feature tile flooring, while the bedrooms offer a comfortable private retreat. The primary suite includes a walk-in closet and a well-appointed bathroom with a tiled shower and dual-sink layout. Enjoy Florida living from the covered rear lanai overlooking the spacious backyard, with plenty of room to relax, garden, entertain, or explore future outdoor possibilities. Additional features include hurricane shutters, an irrigation system, public water and sewer, and low annual HOA fees. Rotonda West offers a peaceful residential setting near golf courses, parks, boating, fishing, Gulf beaches, shopping, restaurants, and everything Southwest Florida living has to offer. Furniture is available to stay, making this home an attractive option for buyers looking for a move-in-ready opportunity. Schedule your private showing today and see why this Rotonda West home is a strong value in today’s market.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Oleg Lisitsyn (941-441-5277)

Remarks: 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.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)

Listing Agent: Carla Stiver, Pa (941-270-1460)

Remarks: 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.

Listing is courtesy of: REALTY COOPERATIVE (800-704-6411)

Listing Agent: Tony Giglio (513-505-5222)

Remarks: Welcome to this stunning home in Rotonda West, FL, nestled in a serene neighborhood. This beautiful property features an open floor plan with spacious living areas, modern kitchen with quality appliances, and elegant finishes throughout. Enjoy the tranquility of the private backyard, appropriate for entertaining or relaxation. Conveniently located near parks, golf courses, and local amenities, this home offers a wonderful living experience. Don't miss the opportunity to explore this gem!

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: 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.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM HARBOR (727-772-0772)

Listing Agent: Cathy Seguin (727-710-6005)

Remarks: 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.

Listing is courtesy of: VIGOREON INVESTMENTS LLC (941-278-1000)

Listing Agent: Sandrine Maquet (941-278-1000)

Remarks: 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..

Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)

Listing Agent: Arno Isaian (941-979-1147)

Remarks: 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.

Listing is courtesy of: BY OWNER.COM (800-296-9637)

Listing Agent: Greg Sullivan (800-296-9637)

Remarks: Beautifully maintained pool home in Rotonda West with a fully screened lanai, perfect for entertaining. This spacious home features an open floor plan, updated flooring, and a modern kitchen with granite countertops, stainless steel appliances, and ample storage. The primary suite offers direct lanai access, and the home includes a new roof (2022) for added peace of mind. Enjoy canal frontage, a heated pool, and a prime location close to golf courses, beaches, dining, and more.

Listing is courtesy of: HOME MATCHMAKING REALTY (941-323-0020)

Listing Agent: Angel Gagliardi (651-703-4333)

Remarks: 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.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Claudia Debruyn (781-799-7570)

Remarks: Come take a look at this open concept, 3 Bedroom, 2 Bath, 2 car garage house in Rotonda West. The roof is 3 years old and the garage floor has a new epoxy finish. Sliding doors lead out to a screened in, newly carpeted lanai that has a pool and spa to relax in. A freshwater canal runs behind the property, adding to it's appeal. This property is located not far from local beaches.

Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-214-3111)

Listing Agent: Tina Kolb (941-223-2027)

Remarks: 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, 2023 Low Maintenance 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.

Listing is courtesy of: R & R CONSULTING LLC (941-916-1662)

Listing Agent: Ruth Keiling (941-916-1662)

Remarks: Under contract-accepting backup offers. Priced to Sell in Rotonda West Oakland Hills! Great investment opportunity or starter home. 2 bedroom, 2 bath, 2-car garage canal front home on the Cape Haze Peninsula close to numerous golf courses, fishing, boating and beautiful SWFL beaches. Ready for you to bring your own touches. Step inside to an open floor plan with living and family room spaces offering large slider to water views, tile flooring and kitchen with stainless appliances. Split floor plan provides privacy for all with large primary bedroom offering separate office area plus private bath with dual sinks. Lots of potential in the backyard to build the lanai and pool of your dreams. This home includes hurricane shutters with accordion shutter on lanai. New Roof in 2025 and A/C in 2022. Great location close to restaurants, shopping, schools and parks. Don't miss this opportunity! Schedule your private showing today!

Listing is courtesy of: COMPASS FLORIDA (941-205-8478)

Listing Agent: Brian Helgemo (941-205-8478)

Remarks: 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!

Listing is courtesy of: BRETT BARBER & COMPANY REAL ES (941-474-7121)

Listing Agent: Andrea Barber (941-270-6052)

Remarks: Welcome to 11 Oakland Hills Court in Rotonda West, a thoughtfully updated 3-bedroom, 2-bathroom pool home that blends modern improvements with comfortable Florida living. From the moment you enter, the home offers a bright, open feel with a layout designed for both everyday functionality and easy entertaining. The remodeled kitchen serves as the centerpiece, featuring updated cabinetry, sleek countertops, stainless steel appliances, and a clean, contemporary design that opens naturally to the main living areas. Additional interior updates include a refreshed family room and a remodeled guest bathroom, creating a cohesive, move-in-ready feel throughout the home. Large windows and sliding glass doors bring in natural light while connecting indoor spaces to the outdoor living area. Step outside to a screened-in pool with recently sealed pavers, offering a private and low-maintenance space to relax or entertain. The backyard overlooks a tranquil water view, providing a peaceful setting to enjoy the Florida lifestyle year-round. Major system updates include a new roof (November 2022) and an AC system replaced in 2020, offering added efficiency and long-term value. Located in the Rotonda West community, this home is close to multiple golf courses, parks, walking trails, shopping, dining, and Gulf Coast beaches, making it a convenient option for a variety of lifestyles.

Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)

Listing Agent: Ryan Hesse (941-716-4448)

Remarks: Under contract-accepting backup offers. MOTIVATED SELLERS • GOLF COURSE POOL HOME • IMPACT WINDOWS !! Welcome to 168 Caddy Rd in Rotonda West — a beautifully updated and meticulously maintained pool home perfectly positioned on the golf course in one of Southwest Florida’s most sought-after deed-restricted communities. From the moment you walk in, you’ll notice the stylish modern upgrades throughout, including luxury vinyl plank flooring, sleek white cabinetry, and gorgeous grey granite countertops in both the kitchen and bathrooms. Every detail has been thoughtfully updated to create a bright, clean, and contemporary feel while still feeling warm and inviting. Step outside to your private outdoor oasis overlooking the fairway, where the pool area has been completely redone for peace of mind and effortless Florida living. The pool features new marcite, new tile, a newly resurfaced concrete deck with a beautiful knockdown finish, along with a new pool pump and timer, making this outdoor space as functional as it is relaxing. Plus, the home is protected with IMPACT WINDOWS, offering both security and energy efficiency. Located in the highly desirable Rotonda West community with incredibly low HOA fees of just $190/year, residents enjoy access to multiple championship golf courses while being only minutes from Boca Grande, boating, waterfront dining, shopping, and some of Florida’s most beautiful Gulf beaches. Just 8.5 miles to Englewood Beach on Manasota Key and 8.6 miles to Boca Grande ?? Whether you’re searching for a full-time residence, seasonal escape, or investment opportunity, this home offers the perfect blend of comfort, location, and Florida lifestyle living.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Sean Seward, Pa (941-525-8083)

Remarks: This beautiful well maintained Rotonda West Oakland Hills home is situated on a large corner lot with a majestic Oak and some really nice features and upgrades you don't see from the outside. Once you enter the home you are welcomed with a Large Open Living Room/Kitchen/Dining Room area updated in 2019 including floors, granite counter tops, updated cabinets and appliances make you feel right at home in this kitchen. Making your way back to the master suite is the secondary suite with its own bathroom. As you enter the master bedroom sitting area the space really starts to open up as you make your way into the master suite. The first thing you notice is the master bathroom updated in 2021 with soaking tub and shower surrounded by glass and views of your very own private courtyard. If you're looking for the most peaceful area in the house then you found it. The master bedroom shares the pool area and private courtyard with 2 large sliders. If hanging out at the pool with a cocktail is your thing then grab a seat or jump right in, 365 days a year because it's heated which was replaced in 2019 and a new pump in 2025 ! ! The shingle roof was replaced in 2022. New Impact Rated Dining Room Slider in 2023. New soffit & fascia in 2024 along with new gutters in 2025. The current owners took care of most everything leaving you with the responsibility of enjoying it. Schedule your showing today and start enjoying life by the pool in beautiful sunny Florida.

Listing is courtesy of: THE SUNNYBROOK REALTY LLC (941-474-8000)

Listing Agent: Tim Bronson (941-661-5591)

Remarks: Under contract-accepting backup offers. Short Sale. Short Sale Opportunity. Come and see this amazing updated home. It has all new cabinets, Granite Countertops, New Bathrooms and more. The roof is from 2024. A truly must see to appreciate home. It is also in a Cull de sack so not a lot of traffic. A real Nice place to call home. Hurry at this price this one will fly..

Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)

Listing Agent: Arno Isaian (941-979-1147)