Oak Forest Homes under $500,000

Oak Forest Homes under $500,000

Welcome to Oak Forest, a serene and inviting subdivision nestled in the heart of Florida, where the charm of suburban living meets the vibrancy of the Sunshine State. This picturesque community is perfect for families, retirees, and everyone in between, offering a delightful blend of nature, convenience, and a strong sense of community.

Oak Forest boasts a variety of beautiful homes, many of which are available for under $500,000. Whether you’re a first-time homebuyer or looking to downsize, you’ll find an array of options that cater to diverse tastes and lifestyles. From cozy single-family homes with lush, manicured lawns to modern townhouses with open floor plans, Oak Forest provides a welcoming atmosphere for all.

The subdivision is surrounded by stunning natural beauty, with mature oak trees lining the streets and creating a tranquil environment. Residents can enjoy leisurely strolls or bike rides along the scenic paths, making the most of Florida’s delightful weather. Additionally, Oak Forest is conveniently located near shopping centers, dining options, and recreational facilities, ensuring that everything you need is just a short drive away.

Families will appreciate the highly-rated schools in the area, as well as the abundance of parks and playgrounds that promote an active lifestyle. With a strong sense of community and friendly neighbors, Oak Forest is not just a place to live; it’s a place to thrive. Discover the charm of Oak Forest today, where your dream home awaits at an affordable price!

Newest Oak Forest Homes under $500,000

420 Lehalis Drive, Englewood
$315,000
2 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 34223 Zip Code
Welcome to Oak Forest, where your Florida winter retreat awaits! This updated 2-bedroom, 2-bathroom villa in Englewood’s gated, maintenance-free community is ideal for retirees, snowbirds, and seasonal homeowners seeking a carefree Florida lifestyle. Situated on a water-view lot in the desirable X flood zone, this turnkey furnished home is move-in ready—just bring your toothbrush and clothes! Features include a paver driveway, barrel tile roof, charming courtyard entry, vaulted ceilings, abundant natural light, and easy-care tile flooring. The spacious great room opens through a sliding glass door to the screened lanai, the perfect spot to enjoy peaceful Florida mornings and relaxing evenings. The kitchen offers wood cabinetry, stainless steel appliances, a breakfast bar, and pantry, with an adjacent dining room providing flexible living space. The primary suite features a sunny bay window, walk-in closet, and ensuite bath with a walk-in shower and large vanity. A separate guest bedroom and full bathroom comfortably accommodate visiting family and friends. A dedicated laundry room and attached two-car garage add convenience. Enjoy Oak Forest’s resort-style amenities and friendly community atmosphere, featuring a clubhouse, heated community pool, fitness center, library, tennis and pickleball courts, bocce ball, and an active social calendar. Sidewalks, streetlights, and golf-cart-friendly living add to the appeal. HOA fees include lawn care, irrigation, basic cable, and gated security, making it easy to lock and leave when traveling. Just minutes from Historic Dearborn Street’s boutique shops, restaurants, weekly events, and farmers markets, this villa is also a short drive to Englewood and Manasota Key beaches, boating, fishing, golf courses, waterfront dining, shopping, and medical facilities. Whether you’re searching for a seasonal winter home, snowbird getaway, retirement property, or full-time Florida residence, this turnkey furnished Oak Forest villa offers the ideal combination of low-maintenance living, community amenities, and convenient access to Southwest Florida’s coastal lifestyle.

420 Lehalis Drive, Englewood
12261 S Elm Point, Floral City
$364,500
3 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 34436 Zip Code
One or more photo(s) was virtually staged. Welcome to this exceptional 3-bedroom, 2-bath pool home is beautifully nestled on a picturesque 1-acre lot with graceful, distinctive brick-accented exterior. A charming, extended front porch welcomes you into an inviting open floor plan designed for effortless comfort and style. Perfect for entertaining, the spacious living and dining room combo features elegant French doors that open directly to your private backyard oasis. At the heart of the home is a beautifully remodeled eat-in kitchen, fully equipped with soft-close cabinetry, sleek granite countertops, a classic tile backsplash, a built-in desk, and modern appliances—including a cooktop with range hood, double ovens, and a brand-new refrigerator. The primary suite boasts a generous walk-in closet and a private ensuite bath featuring a classic pedestal sink. Two additional well-sized bedrooms offer ample space and share a bright second full bathroom. Step outside to discover a true outdoor paradise. Perfect for those hot summer days, the sparkling Diamond Brite pool is surrounded by a newer pool safety fence and complemented by an extended paver patio ideal for grilling. Relax in the separate, fully screened lanai, or gather around the dedicated fire pit area. The sprawling, beautifully landscaped grounds also feature an additional water-equipped patio, a fenced garden area with its own water supply, and a handy storage shed complete with electricity. Enjoy ultimate peace of mind with major mechanical upgrades, including a new roof (2024), a brand-new A/C system (June 2026), fresh interior and exterior paint, a newer water heater, and newer energy-efficient windows throughout. The property is secured by a blend of chain-link and newer vinyl fencing, with the seller stating the actual lot line extends well past the current fenced perimeter. The 2-car garage includes shelving for extra storage. Whether entertaining in the formal areas, relaxing by the pool, or enjoying the peace of the wooded acreage, this property offers an unparalleled lifestyle for any buyer. Outdoor enthusiasts will appreciate being just 20 minutes from the public boat ramp to Henderson Lake and the Tsala Apopka Chain of Lakes—perfect for boating, fishing, and wildlife watching. Don’t miss this opportunity to own a peaceful retreat that’s close to everything! CONVENIENTLY & CENTRALLY located just 12mi from both Inverness & Brooksville. NO HOA Zoned RUR

12261 S Elm Point, Floral City
1050 Yosemite Drive, Englewood
$294,000
2 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 34223 Zip Code
Peaceful LAKEFRONT living awaits in this well-maintained, original-owner villa located in Oak Forest - a gated, MAINTENANCE-FREE community just a few miles from Southwest Florida’s best beaches. The home features high ceilings, an open floor plan and a bright, cheerful interior filled with Florida sunshine. Tucked away with a water view, the PRIMARY BEDROOM enjoys a private retreat and features a custom-built, walk-in closet with ensuite bathroom. Step outside to the SCREENED LANAI OVERLOOKING THE LAKE AND FOUNTAIN—the perfect setting for morning coffee or relaxing at the end of the day. A BRAND-NEW HVAC SYSTEM provides added comfort and peace of mind along with the strong TILE ROOF and X FLOOD zone location which does NOT require flood insurance. Conveniently located within close WALKING DISTANCE OF THE CLUBHOUSE and recreational facilities, you can easily enjoy the heated pool, fitness room, library, tennis and pickleball courts, bocce ball and YEAR-ROUND COMMUNITY ACTIVITIES. Oak Forest is a pet-friendly community with low HOA fees, NO CDD FEE and a welcoming environment for snowbirds and full-time homeowners alike. Beaches, golf, waterfront dining, boating, fishing, Historic Dearborn Street and downtown Venice are all just a short drive away making Oak Forest the perfect home base for enjoying all the Florida has to offer. Furniture can be negotiated or removed!

1050 Yosemite Drive, Englewood
1001 Topelis Drive, Englewood
$320,000
2 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 34223 Zip Code
Welcome to this beautifully maintained, original villa located on an oversized lake front lot in the highly desirable maintenance free community of Oak Forest. Over $100K in upgrades/updates has been spent in the last couple of years including brand new IMPACT WINDOWS, impact sliding glass door and impact front door. New kitchen in 2023 with all new stainless appliances, luxury vinyl flooring in kitchen, baths and dining room There was also high end brand new wool carpet added in the oversized living room and bedrooms! Other upgrades include crown molding throughout the entire home, plantation shutters on all windows, hot water heater in 2024 and A/C replaced in 2018 plus a new Speed Queen washer and dryer 2021. Newly painted inside and out! The master bath has been totally up graded in 2025 with new shower by Love My Bath which comes with transferable 10 year warranty, and rimless glass doors! Quartz counter tops in bathrooms and laundry room, custom closet in master in 2025 giving you plenty of storage. The second bedroom/office was upgraded by More Spaces with Queen murphy bed/storage and a large desk area. New roof vents installed 2024 along with lighting changed to LED, new garage opener/springs, gutters, and a brand new entry fence. The garage floor is a stand out with an epoxy floor by Gorilla Garage Floors. LOW HOA fees of $261 a month, NO CDD fee, and NOT in a Flood zone. Oak Forest is a gated community with resort-style amenities, including clubhouse, fitness center, library, heated swimming pool, tennis, pickleball and library all providing a full calendar of social events. Only 3 miles to downtown Old Englewood with shops, dining and much more located within 10 minutes to Gulf beaches. Don't miss this opportunity for a great move in ready home.

1001 Topelis Drive, Englewood
12435 S Canna Point, Floral City
$410,000
4 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 34436 Zip Code
Beautifully maintained 4-bedroom home offering space, comfort, and functionality! Each bedroom features generously sized closets, while the primary suite boasts his-and-hers closets, a private ensuite bathroom with dual sinks. The dining area includes a charming built-in counter/table—perfect for everyday meals or entertaining. A second bathroom also provides convenient backyard access, ideal for outdoor living. Step outside to a spacious, fully fenced backyard—perfect for pets, gatherings, or relaxing in your own private space. Additional features include a fire pit, a chain-link dog kennel and a chicken coop that will comfortably house 12+ chickens. The property also offers an RV hookup for added convenience. Recent updates include a brand new roof (Feb 2026) and a new water heater (Jan 2026). The east and west windows are tinted for comfort, while the south side is naturally shaded by mature trees.

12435 S Canna Point, Floral City
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