Oak Trail Homes for Sale

Oak Trail Homes for Sale

Welcome to Oak Trail, a hidden gem nestled in the heart of Florida, where serene living meets vibrant community life. This charming subdivision offers a unique blend of tranquility and convenience, making it an ideal location for families, retirees, and anyone looking to embrace the sunny Florida lifestyle.

Oak Trail boasts a variety of beautifully designed homes for sale, each exuding character and warmth. From spacious single-family residences to modern townhomes, there’s something to suit every taste and budget. These homes are thoughtfully crafted with open floor plans, contemporary finishes, and lush landscaping, providing the perfect backdrop for creating lasting memories with loved ones.

Residents of Oak Trail enjoy an array of amenities that enhance the quality of life. Take leisurely strolls along the tree-lined streets or relax in the community parks, where children can play and neighbors can gather for friendly chats. The subdivision is conveniently located near shopping centers, dining options, and recreational facilities, ensuring that everything you need is just a stone's throw away.

Moreover, Oak Trail’s prime location offers easy access to some of Florida's most stunning beaches and natural attractions, making weekend getaways a breeze. Whether you’re looking to soak up the sun or explore the great outdoors, this community provides the perfect launching point.

Experience the charm and warmth of Oak Trail, where your dream home awaits. With a variety of homes for sale, now is the perfect time to discover why so many are choosing to call this enchanting subdivision their home. Come visit us today and see for yourself what makes Oak Trail truly special!

Newest Oak Trail Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Oak Trail SubDv. ⋅ 34601 Zip Code

Virtually Staged. Stately Pool Home in Historic Downtown Brooksville Welcome to this exceptional custom-built home nestled beneath the majestic canopy of one of Brooksville's most desirable historic streets. Situated on nearly half an acre, this beautifully maintained residence is only on its third owner and offers a rare combination of timeless craftsmanship, modern convenience, and an unbeatable location. Constructed of solid masonry brick, this true four-bedroom, three full bathroom home offers generous living spaces designed for both comfortable everyday living and making precious memories. The oversized two-car garage provides abundant storage, while the inviting fireplace creates a warm and welcoming focal point. Step outside to discover your own private oasis featuring a sparkling screened-in swimming pool, a fully fenced backyard, and mature landscaping and privacy trees, and hedges that perfectly complements the beauty of the surrounding oak trees. Located within walking distance of multiple schools and just minutes from downtown Brooksville, you'll enjoy easy access to local boutiques, restaurants, coffee shops, live entertainment, and the city's beloved year-round festivals and community events. Property highlights include: * True four-bedroom, three full bathrooms floor plan * Oversized two-car garage * Custom-built construction * Solid masonry brick exterior * Screened swimming pool * Fully fenced backyard * Wood-burning fireplace * Nearly half-acre homesite * Mature oak trees and established landscaping * Prime historic downtown Brooksville location * Walking distance to schools, shopping, dining, and entertainment * Only the third owner of this remarkable home Opportunities to own a custom home of this caliber in historic downtown Brooksville are becoming increasingly rare. If you've been searching for character, quality construction, privacy, and location, you've just found it. **Keywords optimized for search:** Downtown Brooksville home for sale, Brooksville pool home, historic Brooksville real estate, four-bedroom home with pool, masonry home in Brooksville, fenced yard, custom home in Hernando County.

527 Colonial Drive, Brooksville

4 Beds ⋅ 4 Baths ⋅ Oak Trail SubDv. ⋅ 34683 Zip Code

Luxury Living in Oak Trail | Palm Harbor Fully Renovated Pool Home Owner has bought a new house and motivated to sell, will be considering all offers! Welcome to 126 Old Oak Circle, the former model home in one of Palm Harbor’s most desirable communities. Set on a spacious quarter-acre lot, this beautifully renovated 4-bedroom, 3.5-bath residence offers timeless style, modern comfort, and luxury finishes throughout, with a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings and abundant natural light create an open, airy feel throughout the home. The main living area is anchored by a striking designer-tiled fireplace, adding warmth and sophistication to the heart of the home, while the complete top-to-bottom renovation ensures every detail feels fresh, refined, and move-in ready. The chef’s kitchen is equally impressive, featuring twin cooking islands with sinks, a walk-in pantry, and a twin freezer/refrigerator setup. Seamlessly connected to the living and dining spaces, this kitchen is ideal for hosting gatherings or enjoying quiet nights at home. The primary suite is a true retreat, complete with a spa-inspired bathroom offering an oversized walk-in shower, soaking tub, dual vanities, and his-and-hers closets. An additional oversized walk-in closet provides flexible space that can easily function as a home office, nursery, fitness room, or dressing suite. Each of the 3.5 bathrooms has been thoughtfully designed with custom tile, stylish fixtures, and distinctive finishes, giving every space its own character while maintaining a cohesive luxury feel throughout the home. Additional upgrades include a newer HVAC system, newer water heater, updated windows throughout, and a tile roof, all contributing to the home’s comfort, efficiency, and lasting appeal. Step outside to your own private Florida oasis. The screened lanai, pool, and spa create the perfect setting for relaxing or entertaining, while the expansive outdoor space offers plenty of room to design the outdoor kitchen of your dreams. A 3-car garage adds even more convenience, with one bay converted into a climate-controlled game room or flexible living space, making this home as functional as it is beautiful. Ideally located just minutes from top-rated Palm Harbor schools, shopping, dining, golf courses, parks, and the Gulf beaches, this exceptional home delivers the perfect blend of luxury, comfort, and convenience. If you’ve been searching for a fully renovated pool home with luxury finishes, a screened lanai, a chef’s kitchen, and an unbeatable Palm Harbor location, 126 Old Oak Circle is the one you’ve been waiting for.

126 Old Oak Circle, Palm Harbor

4 Beds ⋅ 4 Baths ⋅ Oak Trail SubDv. ⋅ 34683 Zip Code

Rare opportunities like this don't come along often in Oak Trail. Set on an oversized quarter-acre-plus homesite, this beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, a three-car garage, a private pool, and one of its most sought-after features - a detached mother-in-law suite/Additional Dwelling Unit (ADU) that provides incredible versatility for multi-generational living or a private workspace. Zoned for top-rated schools, this home delivers the perfect combination of space and flexibility. Recent major updates include a 2020 HVAC system and a 2022 water heater, while the oversized three-car garage provides exceptional storage and convenience. Designed for both everyday living and entertaining, the thoughtfully planned floor plan features multiple gathering spaces filled with natural light. The spacious kitchen serves as the heart of the home, offering granite countertops, stainless steel appliances, abundant cabinetry, and an open view of the main living areas, making it ideal for hosting family and friends. The detached mother-in-law suite/Additional Dwelling Unit (ADU) sets this property apart, providing endless possibilities for multi-generational living, extended guests, a private home office, fitness studio, media room, or creative workspace. Completely separate from the main residence, it offers the flexibility today's buyers are searching for. Step outside to your own private Florida retreat featuring a cathedral-screened pool enclosure, expansive paver patio, and a large fenced backyard with plenty of room to relax or entertain. Located just minutes from Palm Harbor University High School, beautiful Gulf beaches, shopping, dining, and everything Palm Harbor has to offer. Schedule your tour today!

141 Old Oak Circle, Palm Harbor

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Jeannie Moran

Welcome to Shepherd Stone Realty, LLC Your Property. Your Goals. Your Next Move. At Shepherd Stone Realty, LLC, real estate is about more than buying and selling property—it’s about helping people make confident decisions about their future. Whether you’re buying your first home, selling a property, relocating, investing in real estate, or looking for professional real estate guidance, we are committed to providing knowledgeable, dependable, and personalized service every step of the way. Our goal is simple: listen to your needs, protect your interests, and help you move forward with confidence. Meet Jeannie L. Moran Welcome! I’m Jeannie L. Moran, Broker and Founder of Shepherd Stone Realty, LLC. I believe buying or selling a home is more than just a transaction—it’s one of life’s most important decisions. That’s why I believe every client deserves personal attention, clear communication, professionalism, and someone who genuinely listens to what they are trying to accomplish. Every client has a different story. You may be purchasing your first home, searching for more space for your family, downsizing, selling a longtime property, relocating, or looking for your next investment opportunity. Whatever brings you to Shepherd Stone Realty, my goal is to understand your needs and help you navigate the process with confidence. I want my clients to feel comfortable asking questions and understanding what is happening throughout their transaction. Real estate can sometimes feel complicated, but you shouldn’t have to navigate it alone.

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