Oak Trail Homes for Sale

Oak Trail Homes for Sale

Welcome to Oak Trail, a hidden gem nestled in the heart of Palm Harbor, Florida, within the picturesque Pinellas County. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Oak Trail is characterized by its lush, tree-lined streets and well-maintained properties that exude a warm, welcoming atmosphere. The community is designed to foster a sense of belonging, with friendly neighbors and a variety of amenities that cater to an active lifestyle. Residents enjoy easy access to nearby parks, walking trails, and recreational facilities, perfect for those who love the great outdoors.

When it comes to homes for sale in Oak Trail, you’ll find a diverse selection that caters to various tastes and budgets. From cozy single-family homes to spacious properties with modern finishes, there’s something for everyone in this vibrant community. Many of the homes feature open floor plans, updated kitchens, and beautiful backyards, ideal for entertaining or simply enjoying a quiet evening under the stars.

The location of Oak Trail is another significant advantage, with top-rated schools, shopping centers, and dining options just a stone's throw away. Plus, the stunning Gulf Coast beaches are only a short drive away, providing endless opportunities for sun-soaked weekends and leisurely strolls along the shore.

If you’re looking for a place that combines the charm of suburban living with the excitement of Florida’s coastal lifestyle, Oak Trail is the perfect choice. Explore the homes for sale today and discover the welcoming community that awaits you!

Newest Oak Trail Homes for Sale

$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
$975,000
4 Beds ⋅ 4 Baths ⋅ TB8526254 MLS
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
$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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