Estates Of Westerly Homes for Sale

Estates Of Westerly Homes for Sale

Welcome to the Estates of Westerly, a hidden gem nestled in the charming city of St. Cloud, Florida. This picturesque subdivision, located in the heart of Osceola County, offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle close to urban conveniences.

The Estates of Westerly boasts an array of beautifully designed homes, each reflecting the warmth and elegance that Florida living embodies. With homes for sale that cater to a variety of tastes and budgets, potential buyers will find spacious layouts, contemporary finishes, and inviting outdoor spaces. Many properties feature lush landscaping, private backyards, and access to community amenities, ensuring that every resident enjoys a comfortable and vibrant lifestyle.

Located just moments away from Magnolia Square, residents of the Estates of Westerly can enjoy easy access to a variety of shopping, dining, and recreational options. Whether you’re indulging in a delightful meal at a local restaurant or taking a leisurely stroll through nearby parks, the area is rich with opportunities for relaxation and entertainment.

With its friendly community atmosphere and proximity to major highways, the Estates of Westerly provides an ideal setting for those who appreciate both peace and convenience. Explore the homes for sale in this enchanting subdivision and discover your dream home in the heart of St. Cloud, where the charm of Florida living awaits!

Newest Estates Of Westerly Homes for Sale

5 Beds ⋅ 3 Baths ⋅ Estates Of Westerly SubDv. ⋅ 34771 Zip Code

Virtually Staged. Welcome Home! The one you've been waiting for is finally here! This move-in ready single-family home is located in the desirable Estates of Westerly in St. Cloud, just minutes from Lake Nona Medical City and all that Central Florida has to offer. Featuring 5 bedrooms, 3 full bathrooms, a 2-car garage, and a large oversized homesite, this home offers the perfect combination of space, functionality, and comfort. As you enter, you're welcomed by a spacious foyer and beautiful flooring throughout, including tile on the first floor and luxury vinyl plank upstairs. Just off the entryway, you'll find a convenient first-floor guest suite complete with a full bathroom just outside the bedroom, making it ideal for visitors, multigenerational living, or a private home office. The open-concept kitchen, family room, and dining area create the perfect setting for entertaining and everyday living. Your kitchen is thoughtfully designed with granite countertops, stainless steel appliances, a large center island featuring a single-basin stainless steel sink, cabinetry with soft-close features and custom organizational storage solutions, and a spacious closet pantry. Adjacent to the kitchen is the dedicated dining space, perfectly positioned for hosting holiday gatherings, dinner parties, and special celebrations with family and friends. The spacious great room serves as the heart of the home, offering the ideal place to relax, unwind, and create lasting memories. Enjoy seamless indoor-outdoor living with sliding glass doors that open from the kitchen area to a covered patio, providing the perfect space to enjoy Florida's beautiful weather year-round. Upstairs, you'll appreciate the large walk-in laundry room complete with additional storage space. Down the hall are three generously sized secondary bedrooms and a full bathroom, offering plenty of room for family and guests. Privately situated at the end of the hallway is the expansive primary suite, your own personal retreat. The luxurious en-suite bathroom features dual sinks, an upgraded drawer stack for additional storage, a walk-in shower with a frameless glass enclosure, beautiful 12x24 tile surround, and an oversized walk-in closet designed to accommodate all your storage needs. Additional highlights include a two-car garage equipped with Gladiator storage racks for maximum organization and a full driveway for added convenience. Perfectly positioned within the community, you'll enjoy a large green space and community pool just steps from your front door, making it easy to embrace the active and connected lifestyle that Estates of Westerly has to offer. Mins to shopping, dining, highways, Lake Nona's Medical City, and Orlando International Airport. New High School opening August 2026 and a New Walmart Shopping Center Coming Soon.

1659 Gentle Breeze Drive, St Cloud

4 Beds ⋅ 2 Baths ⋅ Estates Of Westerly SubDv. ⋅ 34771 Zip Code

PRICE IMPROVEMENT! Located in the desirable Estates of Westerly community, this 4-bedroom, 2-bathroom home offers a thoughtfully designed split-bedroom floor plan, spacious living areas, and modern finishes throughout. The inviting layout provides both privacy and functionality, making it ideal for everyday living and entertaining alike. Upon entering the home, you'll find a secondary bedroom near the front of the property, creating a convenient space for guests, a home office, or flexible use. The entryway then opens into the heart of the home, where the kitchen, dining area, and living room come together in a bright, open-concept design. The kitchen is equipped with granite countertops, stainless steel appliances, abundant cabinetry, a pantry, and a large center island with seating that overlooks the main living and dining areas. The open layout creates a seamless flow throughout the home while large sliding glass doors bring in natural light and provide direct access to the covered lanai and backyard. Privately situated at the rear of the home, the primary suite offers generous space along with a large walk-in closet and an ensuite bathroom featuring dual vanities and a spacious walk-in shower. Two additional bedrooms and a full bathroom are positioned on the opposite side of the home, providing a comfortable layout for family and guests. Step outside to enjoy a covered lanai overlooking a fully fenced backyard highlighted by an expansive custom paver patio, creating an ideal setting for outdoor dining, entertaining, or relaxing. The backyard also features a storage shed, offering additional space for tools, equipment, and seasonal items. The property is equipped with solar panels, helping provide energy efficiency and potential utility savings. Residents of Estates of Westerly enjoy access to a community pool and additional neighborhood amenities, enhancing the overall lifestyle and convenience of the community. Conveniently located near Lake Nona, Medical City, Narcoossee Road, major highways, shopping, dining, and everyday conveniences, this home combines modern comfort, functional design, energy efficiency, and an excellent Central Florida location.

5631 Western Sun Drive, St Cloud

4 Beds ⋅ 2 Baths ⋅ Estates Of Westerly SubDv. ⋅ 34771 Zip Code

BRAND NEW ROOF!! Beautiful and well-maintained 4-bedroom, 2-bath home built in 2020, located in one of St. Cloud’s growing and desirable communities! This move-in ready property features offering peace of mind and added value for the new owner. The home offers a modern layout with spacious living areas, an open-concept kitchen, and plenty of natural light throughout. Perfect for families, first-time buyers, or investors looking for a great opportunity at an ideal price. Enjoy community amenities including a resort-style community pool, while being conveniently located near major highways, Lake Nona, Medical City, shopping centers, restaurants, schools, and Orlando International Airport. This is an excellent opportunity to own a newer home in a prime location with low HOA fees and strong long-term value. Schedule your private showing today — this one will not last!

5610 Western Sun Drive, St Cloud

4 Beds ⋅ 3 Baths ⋅ Estates Of Westerly SubDv. ⋅ 34771 Zip Code

PRICE REDUCTION!!!!PRICE TO SELL! Welcome to this stunning, spacious and move in ready 3-bedroom, 2.5-bathroom home with a den/office or an optional bedroom and an array of upgrades as well as a 2 car-garage. Has an oversized loft on the 2nd floor, great for a movie theater to entertain family and friends. This home features a living and dining room combo, a large island that flows into the kitchen, perfect for gatherings and everyday living. The kitchen boasts 42" cabinets stainless steel appliances, granite countertops, and a stylish backsplash and stainless steel appliances are included. Ceiling fans are thoughtfully placed in every room for added comfort. Ceramic tiles thru out the 1st floor and carpet in all bedrooms and loft on the 2nd floor. Has a huge fenced back yard with a fire pit and a hot tub. (does not convey with the sale of this property). Close to Lake Nona, major highways, shopping, schools, dining, hospitals and medical center. All measurements are deemed accurate but should be independently verified. This is a must see. SCHEDULE YOUR APPOINTMENT TODAY!!!!

1663 Gentle Breeze Drive, St Cloud

Start Your Search

Brian Scott Smith PA

Before launching his real estate career, Brian Smith spent over a decade in the construction industry, working hands-on with builders throughout Central Florida. That experience gave him an in-depth understanding of the homebuilding process—insight he now brings to his real estate clients, offering a level of expertise that sets him apart from most agents. In 2012, Brian joined his family’s firm, ERA Professional Realty. It was a “sink or swim” environment, and at the time, he wasn’t sure why his parents were so tough on him. Looking back, he’s grateful—they were preparing him for the challenges of a demanding industry, and that foundation shaped the dedicated, knowledgeable agent he is today. Since then, Brian has consistently ranked among the area’s top producers. His success is built on attention to detail, deep market knowledge, and a genuine commitment to client service. He stays current with real estate technology and prides himself on creating a smooth, informed experience for every buyer and seller. Brian has helped countless retirees transition to and from Florida, and he takes particular pride in assisting veterans and seniors through major life changes. In 2015, he was honored as REALTOR® of the Year at ERA Grizzard Real Estate. Today, he continues to list and sell millions of dollars in residential real estate annually and is expanding into commercial properties to serve an even broader range of client needs. A fifth-generation Floridian, Brian was born and raised in Central Florida. His local knowledge runs deep—something clients find to be a true asset when navigating the real estate market. Outside of work, Brian’s greatest pride is being a dad. He enjoys fishing with his son and watching his daughters grow into her own unique spirit. If you’re thinking about making a move, Brian Smith, REALTOR®, is a full-time agent ready to bring hard work, experience, and local expertise to your next real estate transaction.

Learn More

Browse Estates Of Westerly Homes by Exterior Features