Oak Trail Homes with Shingle Roof

Welcome to Oak Trail, a picturesque subdivision nestled in the heart of Palm Harbor, Florida, within the charming Pinellas County. This vibrant community is known for its serene environment, friendly neighbors, and a perfect blend of suburban tranquility and accessibility to urban amenities.

Oak Trail is a haven for families, retirees, and anyone looking for a peaceful retreat while still being close to the excitement of the Florida coast. The homes here are characterized by their classic architecture, featuring elegant shingle roofs that not only enhance their curb appeal but also provide durability and protection against the elements. These roofs are designed to withstand Florida’s unique weather, ensuring that your home remains a safe and comfortable sanctuary year-round.

Residents of Oak Trail enjoy easy access to a wealth of recreational opportunities, including nearby parks, walking trails, and top-rated schools. The community is just a short drive away from the stunning Gulf Coast beaches, where you can soak up the sun or enjoy a leisurely stroll along the shore. For those who appreciate dining and shopping, the vibrant downtown Palm Harbor area is filled with charming boutiques, delicious restaurants, and lively cafes, making it a perfect spot for weekend outings.

In Oak Trail, you’ll find a tight-knit community that values connection and camaraderie. Whether you’re hosting a backyard barbecue or enjoying a quiet evening on your porch, this subdivision offers a welcoming atmosphere that feels like home. Discover the charm of Oak Trail—where comfort meets community in sunny Palm Harbor!

Newest Oak Trail Homes with Shingle Roof

$648,900

4 Beds ⋅ 3 Baths ⋅ W7888164 MLS

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

$849,900

4 Beds ⋅ 4 Baths ⋅ TB8516934 MLS

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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