Sleepy Hollow Homes for Sale

Sleepy Hollow Homes for Sale

Welcome to Sleepy Hollow, a picturesque subdivision nestled in the heart of Florida, where serene living meets vibrant community spirit. This charming neighborhood is renowned for its lush landscapes, friendly atmosphere, and convenient access to the best that Florida has to offer. Whether you're a first-time homebuyer, a growing family, or looking to downsize, Sleepy Hollow boasts an array of homes for sale that cater to diverse needs and preferences.

As you wander through Sleepy Hollow, you’ll be greeted by beautifully designed homes that reflect both modern elegance and traditional charm. Many of these residences feature spacious layouts, updated kitchens, and inviting outdoor spaces perfect for entertaining or relaxing under the warm Florida sun. The community’s commitment to maintaining green spaces and parks enhances the overall appeal, providing residents with ample opportunities for outdoor activities and family gatherings.

Living in Sleepy Hollow means enjoying a tranquil lifestyle while still being just a stone’s throw away from bustling shopping centers, top-rated schools, and recreational facilities. The friendly neighbors and community events foster a sense of belonging, making it easy to feel at home.

If you’re ready to discover your dream home in Sleepy Hollow, you’ll find a variety of listings available. From cozy single-family homes to modern townhouses, there’s something for everyone in this enchanting subdivision. Don’t miss your chance to be part of this vibrant community—explore the homes for sale in Sleepy Hollow today and take the first step towards your new Florida lifestyle!

Newest Sleepy Hollow Homes for Sale

4 Beds ⋅ 3 Baths ⋅ TB8532481 MLS

Discover this one-of-a-kind Dutch Provincial tucked away on a secluded, wooded 1+ acre homesite with a private paved driveway, yet just minutes from shopping, dining, and schools. Offering over 3,000 square feet of living space, this spacious home features 4 Bedrooms, 2 Bonus Rooms and 3 full baths, dedicated office, library with custom built-ins, a spacious great room with extensive built-ins and a double-sided fireplace, a cozy sunroom, solid wood kitchen cabinetry, walk-in closets, French doors, and Carrier high-efficiency HVAC systems. The owners have invested over $103,000 in major improvements, providing valuable updates and peace of mind for the next owner. High-efficiency Carrier A/C systems, a solar energy system, a new well and water pump, new septic tank and drain field, energy-efficient double-pane Thermopane windows, and many more improvements make the home extremely energy efficient and move-in ready.

4030 Kathleen Road, Lakeland

Listing courtesy of HOMEXPRESS REALTY, INC.. 813-641-2500

3 Beds ⋅ 2 Baths ⋅ 1229024 MLS

Make This Pool Home Your Dream Home! Welcome to this charming 3-bedroom, 2-bathroom pool home situated on a spacious oversized lot, offering plenty of room to relax, entertain, and enjoy your own private retreat. Inside, you'll find a cozy fireplace that adds warmth and character, while both the inviting front porch and screened rear porch provide the perfect spaces for morning coffee or evening gatherings. Major updates offer peace of mind, including a newer roof, resurfaced pool, newer electrical panel, and a 2024 A/C system. Conveniently located in the heart of Port Orange, this home is just minutes from shopping, dining, parks, top-rated schools, and a short drive to the area's beautiful beaches. As an added bonus, the voluntary HOA allows access to the community pool and clubhouse without the obligation of mandatory membership.

709 Tarry Town Trail, Port Orange

Listing courtesy of The Keyes Company.

3 Beds ⋅ 2 Baths ⋅ 1228497 MLS

Great location in Port Orange near shopping and schools. Perfect home for a family with a huge oversized lot and community pool. Nestled in a cul-de-sac, this one needs a little TLC, so roll up your sleeves and get it before it's gone!

702 Ichabod Court, Port Orange

Listing courtesy of 1st Florida Realty LLC.

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© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Florida Beaches Real Estate Company.

Tony Garren

Personal Information: Tony Garren is an active and passionate individual who enjoys surfing, CrossFit, pickleball, playing guitar, hiking, mountain biking, and traveling. Deeply rooted in his faith, he prioritizes God and family above all else. Tony treasures quality time with his wife Mindy and their boys, embracing both lively social gatherings with friends and peaceful evenings at home with loved ones. Professional Information: Tony Garren began his real estate career in 2008 by obtaining his sales associate license. Over the years, he built a reputation for excellence, spending the majority of his career with RE/MAX, where he earned significant accolades, including induction into the RE/MAX Hall of Fame and annual honors such as the Executive Club, the 100% Club and the Platinum Club. Along the way, Tony expanded his expertise by earning his Real Estate Broker license. In January 2024, Tony partnered with another top producer Jordan Farrell to co-own Florida Beaches Real Estate Company. That same year, he achieved his CLHMS (Certified Luxury Home Marketing Specialist) designation, enabling him to specialize in assisting high-end homeowners in reaching their real estate goals. (function() { var rg = document.createElement('script'); rg.type = 'text/javascript'; rg.async = true; rg.src = 'https://widgets.realgeeks.com/static/js/search_widget_new.js?v=3'; var s = document.getElementsByTagName('script')[0]; s.parentNode.insertBefore(rg, s); })();

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Jordan Farrell

Personal Information: Jordan Farrell is a dedicated philanthropist and a devoted husband and father. He has a passion for traveling, surfing, and CrossFit, and cherishes every moment spent with his family. Jordan thrives in the world of real estate, where he values the relationships he builds, treating every client as part of his extended family. Professional Information: Jordan’s real estate career began in Ocean City, Maryland. As part of the #1 sales team for RE/MAX Premier Properties for over 10 years, he gained valuable experience that laid a strong career foundation. After moving to Flagler County, Florida, Jordan embraced the community and actively gave back by serving on boards like the Education Foundation, the Planning and Zoning board for Flagler Beach and Rotary Club. His client-focused approach ensures personalized guidance, whether for first-time buyers or seasoned investors. Jordan is committed to helping clients achieve their real estate goals. (function() { var rg = document.createElement('script'); rg.type = 'text/javascript'; rg.async = true; rg.src = 'https://widgets.realgeeks.com/static/js/search_widget_new.js?v=3'; var s = document.getElementsByTagName('script')[0]; s.parentNode.insertBefore(rg, s); })();

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Florida Beaches Real Estate Company

Florida Beaches Real Estate Company At Florida Beaches Real Estate, we believe that selling your home is more than just a transaction — it’s a partnership. As a locally owned and independent brokerage, we’ve built our reputation on experience, personal service, and proven results. Our team is led by top-producing agents with deep roots in the community, offering decades of combined real estate expertise. Unlike large corporate brokerages where sellers often feel like just another number, we provide a boutique, personalized experience. Your home won’t get lost in a stack of listings — we create customized marketing strategies to ensure it stands out, using professional photography, engaging video, targeted advertising, and maximum exposure across leading real estate platforms and social media. Because of this approach, many of our clients don’t just work with us once — they return to us again and again, and they refer their friends and family with confidence. That repeat business is the greatest compliment we can receive, and it speaks to the lasting relationships we build with the people we serve. At the heart of everything we do is a commitment to relationships, integrity, and results. When you work with Florida Beaches Real Estate, you’re partnering with a team that truly cares — and treats your home sale as if it were their own.

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