Winter Park Oasis Real Estate

Welcome to Winter Park Oasis, a hidden gem nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This charming subdivision offers an idyllic blend of serene living and modern convenience, making it the perfect destination for families, retirees, and young professionals alike.

Winter Park Oasis is renowned for its lush landscapes and beautifully designed homes that reflect the quintessential Florida lifestyle. As you stroll through the tree-lined streets, you’ll be captivated by the warm, inviting atmosphere and the sense of community that permeates the neighborhood. Each residence is thoughtfully crafted, featuring spacious layouts, contemporary finishes, and private outdoor spaces that beckon you to enjoy the Florida sunshine.

One of the standout features of Winter Park Oasis is its proximity to some of the area’s best recreational amenities. Residents can take advantage of nearby parks, scenic lakes, and walking trails, perfect for outdoor enthusiasts and families looking to enjoy quality time together. The subdivision is also conveniently located near Winter Park’s vibrant downtown area, where you’ll find an array of boutique shops, gourmet restaurants, and cultural attractions, including art galleries and museums.

Education is a top priority in this community, with access to highly-rated schools that cater to families with children of all ages. The sense of belonging and community spirit in Winter Park Oasis is palpable, making it a place where neighbors become friends and memories are made.

Discover your dream home in Winter Park Oasis—where tranquility meets the charm of Florida living!

Newest Listings in Winter Park Oasis

$1,295,000

Winter Park Oasis SubDv. ⋅ 32789 Zip Code

A rare opportunity to build your custom dream home on a cleared homesite spanning more than one-half acre in a prime Winter Park location. Large, buildable parcels of this size are becoming increasingly difficult to find, making this an exceptional offering for those seeking space, flexibility and freedom to create a custom residence. Along Pennsylvania Avenue, this expansive homesite is ready for construction, with no HOA, allowing you to bring your builder and vision to life (Building: 35% FAR approximately 7,800 square feet + excluded porches square feet, all calculations to be confirmed with your architect and City of WP Building Dept). The generous dimensions easily accommodate a substantial residence with room for a resort-style pool, expansive outdoor living areas, guest house or other amenities, creating endless possibilities. Enjoy an exceptional lifestyle just minutes from many of Winter Park's most popular destinations. Go to, bike or take a golf cart ride to the historic Winter Park 9 Golf Course, the boutiques, award-winning restaurants and sidewalk cafés of Park Avenue, the vibrant dining scene of Hannibal Square, Winter Park Village, Mead Botanical Garden and numerous parks, cultural attractions and community events. This central location also offers convenient access to Rollins College, Valencia College, highly regarded public and private schools, downtown Orlando, major hospitals, Orlando Executive Airport, Orlando International Airport and Central Florida's major roadways. Whether your vision is a timeless estate, a contemporary architectural masterpiece or a private retreat with exceptional outdoor living, this oversized homesite provides the rare canvas to bring it to life. Opportunities to purchase a cleared, build-ready parcel of more than one-half acre in Winter Park are few and far between, making this an outstanding opportunity to create a one-of-a-kind residence in one of Central Florida's established communities.

1021 N Pennsylvania Avenue, Winter Park

$1,599,000

3 Beds ⋅ 5 Baths ⋅ Winter Park Oasis SubDv. ⋅ 32789 Zip Code

Virtually Staged. 641 Northwood Circle is a rare opportunity to own newer construction in the heart of Winter Park at a newly repositioned price of $1,599,000. Tucked within an intimate residential enclave and surrounded by multimillion-dollar homes, and short distance to Winter Park Golf Course and Park Avenue, this stylish residence offers the location, lifestyle and long-term appeal that make in-town Winter Park desirable. Inside, a sophisticated modern design features polished concrete floors, an open and light-filled floor plan, designer lighting, a chef-inspired kitchen and seamless indoor-outdoor living. A private courtyard and pool create an inviting setting for entertaining and everyday living. This beautiful residence offers an opportunity to buy into an established neighborhood that continues to evolve. At $1,599,000, 641 Northwood Circle presents a compelling opportunity to enjoy the Winter Park lifestyle today while investing in one of the area’s enduring locations.

641 Northwood Circle, Winter Park

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