Windward Square Sec 3 Real Estate

Windward Square Sec 3 Real Estate

Welcome to Windward Square Sec 3, an enchanting subdivision nestled in the heart of Winter Park, Florida. This charming community is a hidden gem in Seminole County, known for its picturesque landscapes and family-friendly atmosphere. With its lush greenery and serene surroundings, Windward Square Sec 3 offers residents a tranquil escape while still being conveniently close to all the amenities that Winter Park has to offer.

One of the standout features of this subdivision is its beautifully designed homes, each boasting unique architectural styles that reflect the charm of Florida living. The community is characterized by well-maintained streets, spacious lots, and a welcoming vibe that fosters neighborly connections. Whether you’re looking for a cozy single-family home or a more expansive property, Windward Square Sec 3 has something for everyone.

Residents here enjoy easy access to a variety of recreational activities, with nearby parks, lakes, and walking trails perfect for outdoor enthusiasts. The proximity to Winter Park’s vibrant downtown area means you can indulge in delightful dining experiences, boutique shopping, and cultural attractions, including art galleries and museums.

Families will also appreciate the highly-rated schools in the area, making Windward Square Sec 3 an ideal place to raise children. With its combination of natural beauty, community spirit, and convenient location, Windward Square Sec 3 offers a lifestyle that perfectly balances relaxation and activity. Discover the charm of this wonderful subdivision and make it your new home today!

Newest Listings in Windward Square Sec 3

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms and approximately 1,544 square feet of living space, plus an enclosed 260-square-foot sunroom, providing nearly 1,800 square feet of usable living area. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location.

2302 Barbados Drive, Winter Park

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

Great opportunity in the established Windward Square community of Winter Park! This END-UNIT home offers 3 bedrooms, 2 full bathrooms and approximately 1,467 square feet of living space, with added privacy and plenty of potential. ROOF REPLACED IN 2017! The home is ready for some TLC and personal updates, giving the next owner the opportunity to renovate and make it their own. The spacious living and dining areas gives a functional layout, while the large screened porch provides additional space to relax, entertain, and enjoy Florida living. Being located at the end provides additional privacy and a more open feel compared with interior units. The community offers amenities including a swimming pool and tennis courts. Conveniently located near shopping, dining and major roadways, with easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this property offers great potential and an excellent opportunity to add value through your own improvements. Bring your vision and make this home your own!

2275 Island Run, Winter Park

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

Enjoy abundant natural light throughout this beautifully maintained one-story, 3-bedroom, 2-bath home, enhanced by soaring vaulted ceilings and an inviting open layout. The kitchen features natural wood cabinetry, stainless steel appliances, and a charming breakfast nook with access to the front patio. The spacious primary suite offers a walk-in closet and private access to the patio. A desirable split-bedroom floor plan provides added privacy, with two guest bedrooms and a full guest bath situated at the front of the home. The bright and versatile patio can be accessed from both the living room and primary suite, creating the perfect space to relax, entertain, or enjoy year-round Florida living. Roof 2023, A/C 2020, Water Heater 2020, pex piping upgrades include pavered driveway, bathrooms updated, patio doors updated, and vinyl fencing in backyard.

2339 Inagua Way, Winter Park

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Aaron Hunt

Meet Aaron Hunt | Tampa Bay & St. Petersburg Real Estate Expert Raised with an entrepreneurial mindset and a passion for delivering exceptional client experiences, Aaron Hunt has become one of the most trusted real estate professionals in the Tampa Bay area. As the Broker and Co-Founder of Avalon Group Realty, Aaron is known for his strategic marketing expertise, skilled negotiation, and concierge-level service that consistently helps buyers and sellers achieve outstanding results. Originally from the San Francisco Bay Area, Aaron grew up surrounded by business ownership and hospitality, with his family operating hotel properties throughout California, Idaho, and Las Vegas. That background shaped his understanding of customer service, presentation, and relationship-building from an early age. Before entering real estate, Aaron worked in the luxury spa industry, where he refined the attention to detail and personalized service approach that continue to define his business today. After relocating to St. Petersburg in 2013, Aaron quickly fell in love with the Tampa Bay lifestyle and became passionate about helping others find their place in the community. Today, he specializes in helping buyers, sellers, investors, relocating families, luxury home clients, and vacation-home seekers navigate the competitive Tampa Bay real estate market with confidence. Aaron has built a strong reputation for working with out-of-state buyers relocating to Florida, providing in-depth local market knowledge, honest guidance, and a seamless experience from start to finish. His clients value his calm communication style, responsiveness, and ability to simplify even the most complex real estate transactions. In 2014, Aaron co-founded Avalon Group Realty and helped grow the company into one of the top-rated real estate teams serving St. Petersburg, Tampa, and the surrounding Tampa Bay communities. Known for innovative digital marketing, high-end property presentation, and hands-on client support, Aaron intentionally limits the number of clients he works with at one time to ensure every client receives personalized attention and exceptional communication throughout the process. Whether helping sellers maximize their home’s value through expert pricing strategy and marketing or helping buyers secure the right property in a competitive market, Aaron approaches every transaction with professionalism, precision, and a commitment to protecting his clients’ best interests. When he’s not working with clients, Aaron enjoys exploring local neighborhoods, biking along the waterfront, discovering new restaurants, traveling, and supporting community events throughout St. Petersburg and Tampa Bay.

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