Oakwood Homes under $500,000

Oakwood Homes under $500,000

Welcome to Oakwood, a charming subdivision nestled in the heart of sunny Florida! This delightful community is perfect for families, retirees, and everyone in between, offering a warm and welcoming atmosphere that feels like home. With its lush green landscapes and friendly neighbors, Oakwood is a place where you can truly enjoy the Florida lifestyle.

One of the standout features of Oakwood is its affordability. Here, you can find beautiful homes priced under $500,000, making it an ideal choice for first-time buyers or those looking to downsize without compromising on comfort or style. These homes boast a variety of architectural designs, from cozy single-family residences to spacious townhomes, ensuring that there’s something for everyone.

In Oakwood, you'll discover a vibrant community with access to excellent amenities. Residents enjoy nearby parks, playgrounds, and walking trails, perfect for outdoor enthusiasts and families alike. The subdivision is also conveniently located near shopping centers, dining options, and highly-rated schools, making daily life a breeze.

With its blend of affordability, community spirit, and convenient location, Oakwood is more than just a place to live; it's a place to thrive. Whether you're looking to settle down or invest in a promising property, Oakwood offers a wonderful opportunity to embrace the Florida lifestyle without breaking the bank. Come and experience the charm of Oakwood—your dream home awaits!

Newest Oakwood Homes under $500,000

20211 Calice Court Unit 2802, Estero
$425,000
2 Beds ⋅ 2 Baths ⋅ Oakwood SubDv.
Mornings here start on the lanai, with coffee in hand and the sun rising over the lake and fairway. Eastern exposure brings morning light into the great room and afternoon shade to your outdoor retreat. Set in Oakwood at Grandezza, this first-floor coach home offers golf course and water views, an attached two-car garage, and just four residences in the building. No stairs, no elevator, no shared hallway. Two bedrooms plus a den provide room to work, unwind, and welcome guests. The split floor plan places the guest bedroom in its own wing, while the primary suite overlooks the rear of the home and features dual sinks and a walk-in shower. The den offers flexible space for a home office or occasional guests. Thoughtful updates include new quartz countertops in the kitchen and both bathrooms, new carpeting in both bedrooms, and new ceiling fans throughout. Tile flooring runs through the main living areas, complemented by kitchen appliances and air conditioning updated in 2022, a water heater replaced in 2025, and electric storm shutters on the lanai. Grandezza’s Darwin Sharp III-designed championship course provides a beautiful backdrop, with optional golf membership. Social membership is required, and the community’s amenities include a 53,000-square-foot clubhouse, indoor and outdoor dining, a resort-style pool, Har-Tru tennis courts, bocce, and fitness facilities, with access based on membership level. Shopping and dining at Miromar, Coconut Point, University Village, Gulf Coast Town Center, RSW Airport, Gulf beaches, and Naples offer plenty of reasons to explore. But your favorite place may be right at home on the lanai, overlooking the water.

20211 Calice Court Unit 2802, Estero
1104 Connie Avenue N, Lehigh Acres
$284,900
3 Beds ⋅ 2 Baths ⋅ Oakwood SubDv.
Welcome to Oakwood in Lehigh Acres. This 3-bedroom, 2-bathroom home offers comfortable living in a convenient location with no HOA. The property features a functional layout, a patio, and a spacious backyard with plenty of room for outdoor activities and the potential to add a pool. A nearby park provides additional recreational space. Enjoy easy access to I-75, shopping, dining, schools, and other local amenities. Whether you are looking for a primary residence or an investment opportunity, this property offers a great combination of location, space, and flexibility. Schedule your showing today and submit your offer.

1104 Connie Avenue N, Lehigh Acres
502 Elaine Avenue N, Lehigh Acres
$275,000
3 Beds ⋅ 2 Baths ⋅ Oakwood SubDv.
ATTENTION! Not just another home for sale in Lehigh Acres! This 3-bedroom, 2-bath home sits on a spacious 0.40-acre lot with plenty of room for a pool and outdoor recreation. Located in one of the few areas in Lehigh offering both central water and city sewer, a valuable feature in Lehigh Acres. The home has a new roof and water heater (2023) and A/C (2021). Wood flooring in the bedrooms and tile throughout the main living areas. The spacious garage includes multiple cabinets and a refrigerator. Low HOA fee with community amenities including BBQ/picnic area, bike & jogging path, community park, and volleyball. SHORT SALE – NOT YET APPROVED. All offers are subject to seller’s lender approval. Agents, please read the MLS remarks and make sure your clients understand the short-sale process.

502 Elaine Avenue N, Lehigh Acres
233 S Rhodes Street, Mount Dora
$249,000
2 Beds ⋅ 2 Baths ⋅ Oakwood SubDv.
Virtually Staged. PRICE IMPROVEMENT — NOW OFFERED BELOW $250,000! Discover a fully remodeled 2-bedroom, 2-bath Mount Dora bungalow approximately half a mile from the lighthouse, marina, waterfront parks, and historic downtown. With no HOA, a fenced backyard, and an inviting covered outdoor area, the property offers flexibility for a primary residence, seasonal retreat, or an investor evaluating short-term rental potential. Inside, the renovation brings together the home’s bungalow character and modern finishes: a refreshed kitchen with quartz countertops, updated bathrooms, luxury vinyl flooring, recessed lighting, and fresh interior and exterior paint. The bright layout makes the home easy to enjoy from day one. Its location near Mount Dora’s lakefront makes this a compelling property to tour and evaluate in person. Short-term rental use is subject to applicable licensing and regulations. Schedule your showing today.

233 S Rhodes Street, Mount Dora
5064 Live Oak Cir Unit 5064, West Bradenton
$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, new electric panel, 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 in 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
5061 Live Oak Circle, West Bradenton
$167,000
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
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