Oakwood Homes with Pool

Oakwood Homes with Pool

Welcome to Oakwood, a serene and charming subdivision nestled in the heart of Florida. This vibrant community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Oakwood invites you to experience a lifestyle that truly embodies the best of Florida living.

One of the standout features of homes in Oakwood is the abundance of properties that come with private pools. Imagine stepping out into your backyard oasis on a warm Florida day, where you can enjoy a refreshing swim or bask in the sun with a good book. These homes with pools not only provide a fantastic way to cool off during the hot summer months but also create the perfect setting for entertaining friends and family. Picture hosting summer barbecues or cozy evening gatherings by the poolside, creating memories that will last a lifetime.

The Oakwood community is conveniently located near shopping centers, restaurants, and recreational facilities, ensuring that all your needs are just a stone's throw away. Plus, with easy access to major highways, you can explore everything that Florida has to offer, from the stunning beaches to the vibrant cultural scene.

Whether you're looking for a cozy family home or a spacious retreat, Oakwood has something for everyone. Come and discover your dream home in this inviting subdivision, where the joys of poolside living await you!

Newest Oakwood Homes with Pool

$85,000
1 Beds ⋅ 1 Baths ⋅ Oakwood SubDv.
Enjoy affordable Florida living in this turnkey furnished 1-bedroom, 1-bath villa-style condominium located in the desirable Oakwood Villas community! This light and bright one-story unit offers a very comfortable living space with a spacious living/dining room combination, walk-in closet, and the convenience of washer and dryer hookups located in the private carport storage closet. Important updates include a new shingle roof, A/C replaced in 2015, and a new garbage disposal (2026). Whether you're looking for a full-time residence or a seasonal getaway, this home is ready for your personal touches. Pets not allowed.... and no investors please, rentals not allowed at this time. The monthly condo fee includes cable TV, internet, exterior maintenance, community pool, clubhouse, recreational facilities, private roads, professional management, and escrow reserves, making for easy, low-maintenance living. Conveniently located close to shopping, restaurants, public transportation, medical facilities, golf courses, and just a short drive to the beautiful Gulf beaches. Not is a flood zone! Don't miss this opportunity to own an affordable Florida home at an exceptional value!

5064 Live Oak Cir Unit 5064, West Bradenton
$145,000
1 Beds ⋅ 1 Baths ⋅ Oakwood SubDv.
Welcome to your coastal retreat—this beautifully updated, fully furnished, move-in ready villa offers the perfect blend of comfort and vacation-style living, all wrapped in a relaxed beach-vibe décor that instantly feels like a getaway. With a brand-new roof, newer A/C system, and a new water heater, you can arrive and relax with total peace of mind. Step inside and you’re greeted by an airy open floor plan designed for laid-back living and effortless entertaining. The spacious kitchen is the heart of the home, featuring a large island with seating, warm cherry wood soft-close cabinetry, granite countertops, and stainless steel appliances—including a double convection oven. It flows naturally into the bright living room, creating an inviting space to gather after a day at the beach. Just beyond, the fully enclosed, under-air Florida room extends your living space—perfect for morning coffee, casual dining, or unwinding in the evening while enjoying the coastal-inspired atmosphere. From here, step out to your private back patio and soak up the Florida sunshine. The spacious owner’s suite offers a peaceful escape with a large walk-in closet and generous storage. The beautifully updated bathroom feels like a spa retreat, complete with an oversized walk-in shower and elegant floor-to-ceiling tile. Located just steps from the clubhouse and heated community pool, this villa delivers a true resort-style experience with amenities including billiards, table tennis, shuffleboard, and a catering kitchen. Monthly maintenance covers cable, internet, landscaping, pest control, roof maintenance, and exterior painting—making your stay completely carefree. Perfectly positioned just a short drive to the world-class Gulf beaches, vibrant downtown Bradenton, and Sarasota, you’ll have endless opportunities for waterfront dining, shopping, arts, and entertainment—all just minutes from your door.

5055 Live Oak Circle Unit 5055, West Bradenton
$132,500
2 Beds ⋅ 1 Baths ⋅ Oakwood SubDv.
COZY & CONVENIENT FLORIDA LIVING WITH AN AFFORDABLE PRICETAG! Tucked within one of West Bradenton's most beloved and established communities, this charming 2 BEDROOM, 1 BATHROOM END UNIT villa offers an exceptional opportunity to embrace the relaxed Florida lifestyle you deserve. Perfect as a full-time residence or seasonal retreat, this smart investment allows you to enjoy all that the Gulf Coast has to offer without spending a fortune. The home's thoughtful floor plan maximizes usable space without sacrificing comfort. The kitchen has both an outside window view and a pass-through to the dining/living room area, great cabinet storage and a nearby closet that could double as a pantry if desired. The dining area offers a cozy eating space complete with a glorious view of the lush trees and green space at the back. The home has a welcoming open feel with plenty of space for a variety of furniture arrangements. There are two bedrooms each with large closets and easy access to the updated bathroom with tiled shower big enough for seating. Tile and laminate flooring throughout for easy cleaning. The spacious lanai offers tranquil scenery and plenty of seating areas both screened in or on a separate concrete pad area ideal for grilling. The unit has an assigned covered carport (freshly painted) and private exterior storage closet giving you convenience and protection year round. The home is NOT IN A FLOOD ZONE, meaning no flood insurance required. The Oakwood Villas community truly enhances the living experience, offering a large pool, shuffleboard courts, table tennis, billiard table, coin laundry, a clubhouse for friendly gatherings, and excellent walkability. Beyond the community, the area's finest offerings are easily accessible. Whether you prefer short drives to some of the world's most renown beaches, or want to spend sunny days strolling downtown Bradenton's Riverwalk, with its open green spaces, community amenities and picturesque river views, you're close proximity to Manatee and Sarasota County attractions (plus and airport) make travelling fun and easy. From every variety of dining, shopping abundance, indoor and outdoor entertainment options, to major medical facilities...it's all nearby. Enjoy the privacy and affordability that this charming end unit has to offer and schedule your tour today!

2719 51st Avenue W, West Bradenton
$172,000
2 Beds ⋅ 1 Baths ⋅ Oakwood SubDv.
Virtually Staged. Great opportunity to own a maintenance-free, end unit villa in West Bradenton with no age restrictions. This move in ready home features a bright and functional layout with a glassed in lanai that provides additional living space for year round enjoyment. The property includes an interior washer and dryer, an attached carport with parking at your door, and over $30,000 in recent upgrades. Major components are less than 3 years old including impact windows, new HVAC system, new roof, and all new appliances, offering comfort and peace of mind. Located just steps from the community clubhouse with a heated pool, shuffleboard, billiards, library, and planned social activities, plus a scenic pond for fishing. The well maintained community features beautifully landscaped grounds and a quiet residential feel. Situated in Flood Zone X and just minutes to Anna Maria Island and the Gulf beaches, with convenient access to shopping, dining, and medical facilities. A fantastic opportunity and excellent value in today’s market.

5061 Live Oak Circle, West Bradenton
$144,900
2 Beds ⋅ 2 Baths ⋅ Oakwood SubDv.
Welcome home to this neat and clean, freshly painted, 2-bedroom, 2-bath STAND ALONE VILLA with a one-car attached garage, ideally located just 15 minutes from the white sandy Gulf beaches and Anna Maria Island. A brand new A/c system was just put in in July 2026!!! This charming residence features an open floor plan filled with natural light, easy-care flooring throughout, and a huge BONUS room—that could be used as a hobby room, a family room, or an office. The kitchen offers ample cabinetry and opens to generous living and dining areas. The private master suite includes a walk-in closet and en-suite bath, while the guest bedroom enjoys its own full bathroom. For added convenience, the laundry area is located inside the attached garage and the washer and dryer are only 2 years old! Hurricane shutter for all the windows. Oakwood Villas is a well-maintained non age restricted community offering exterior maintenance including roof, exterior painting, lawn care, irrigation, and exterior pest control, providing low-maintenance living. Residents also enjoy a heated community pool for year-round enjoyment and beautifully kept grounds as well as an active clubhouse. Conveniently located near shopping, dining, and world class golf, boating, and fishing, and all the unique attractions of Anna Maria Island. This villa is ideal as a full-time residence or coastal retreat. No pets allowed and no rentals permitted at this time. Enjoy peaceful surroundings while staying close to everything the area has to offer.

4924 Live Oak Circle Unit 115, West Bradenton
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