Oakland Homes with Sidewalk Exterior Features

Welcome to Oakland, Florida, a charming town nestled in the heart of Orange County that beautifully balances serene suburban living with a vibrant community spirit. Known for its picturesque landscapes and friendly atmosphere, Oakland is a hidden gem that offers residents a peaceful retreat from the hustle and bustle of nearby urban centers.

As you stroll through the tree-lined streets of Oakland, you’ll immediately notice the inviting homes adorned with lovely sidewalk exterior features. These meticulously designed homes not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community, encouraging residents to enjoy leisurely walks and friendly chats with neighbors. Imagine sipping your morning coffee on your front porch while greeting passersby on their morning strolls—this is the essence of life in Oakland.

The town is rich in history and culture, boasting an array of parks, recreational activities, and local events that bring everyone together. Whether you’re exploring the scenic trails of the West Orange Trail or indulging in the delightful offerings of local eateries, Oakland provides a perfect blend of outdoor adventures and community engagement.

Families will appreciate the top-rated schools and safe environment, while nature enthusiasts will revel in the proximity to stunning lakes and nature preserves. With its charming homes featuring beautiful sidewalks, Oakland is not just a place to live—it's a place to thrive. Come discover the welcoming spirit and vibrant lifestyle that await you in Oakland, Florida!

Newest Oakland Homes with Sidewalk Exterior Features

$3,295,000

6 Beds ⋅ 7 Baths ⋅ Briley Farm SubDv. ⋅ 34760 Zip Code

Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5,144 square feet of thoughtfully designed living space on a private 0.5-acre homesite. Featuring 6 bedrooms, 6 full bathrooms, and 1 half bath, this home showcases one of Element's most sought-after floor plans, blending timeless architecture with modern luxury. Designed for both everyday living and elegant entertaining, the open-concept layout features a gourmet chef's kitchen, expansive great room, private office, loft, and spacious covered lanai. Enjoy true Florida living with an extended outdoor entertaining area complete with a resort-style pool, spa, and fully equipped summer kitchen for seamless indoor-outdoor living. Every detail reflects the exceptional craftsmanship, premium finishes, and attention to detail that define Element Home Builders. With construction just beginning, buyers have the rare opportunity to personalize select finishes and own a brand-new custom luxury home in one of Oakland's most desirable communities. Briley Farm is an exclusive enclave just minutes from historic Downtown Winter Garden, the West Orange Trail, top-rated schools, boutique shopping, dining, and major highways, offering convenient access to Downtown Orlando, Walt Disney World, and Orlando International Airport. Experience the perfect blend of luxury, privacy, and convenience in one of Central Florida's premier custom home communities.ning, and major roadways, while maintaining the privacy and charm of luxury estate living. Renderings are for illustration purposes only. Features, specifications, and finishes are subject to change without notice.

312 Briley Avenue, Oakland

$799,999

5 Beds ⋅ 3 Baths ⋅ Oakland Pointe SubDv. ⋅ 34760 Zip Code

Move-in-ready, airy and spacious 3,413-sq-ft home just two blocks from downtown Oakland, West Orange trail and directly across from Lake Apopka. Step into a home where character meets comfort and sophistication. Adorned with vibrant Tabebuia trees and blooming gardens, this property is a true gem. Every detail here tells a story of charm and warmth. Built in 1998 and fully updated with new flooring, new exterior and interior paint, modern lighting, fully renovated bathrooms, all brand new windows, newer roof, AC unit, and drainfield (within the last five years). Spacious layout perfect for entertaining, or working from home. Close proximity to A-rated schools. Enjoy lake views, walkable access to parks and recreation, and a prime location in one of Central Florida’s most desirable small town. House comes with golf cart, perfect for golf cart township. Minutes to downtown Winter Garden. One or more of the pictures have been virtually staged.

16 Oakland Pointe Circle, Oakland

Start Your Search