Winter Park Oasis Real Estate

Welcome to Winter Park Oasis, a hidden gem nestled in the heart of Winter Park, Florida! This enchanting subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, professionals, and retirees alike.

Winter Park Oasis is known for its lush landscapes and serene atmosphere, providing residents with a peaceful retreat from the hustle and bustle of city life. The community features beautifully designed homes that reflect a variety of architectural styles, ensuring that there is something for everyone. Each property is set against a backdrop of mature trees and vibrant gardens, creating an inviting environment that residents are proud to call home.

One of the standout features of Winter Park Oasis is its proximity to some of the best amenities Winter Park has to offer. Just a short drive away, you’ll find an array of shopping options, delightful dining experiences, and cultural attractions. The historic Park Avenue, with its charming boutiques and cafes, is perfect for leisurely strolls, while the nearby Winter Park Chain of Lakes invites outdoor enthusiasts to enjoy kayaking, fishing, and scenic walks.

Education is also a priority in this community, with access to top-rated schools and educational institutions that cater to all ages. Whether you’re looking for a peaceful place to retire or a vibrant community for your growing family, Winter Park Oasis provides a welcoming environment that embraces the best of Florida living. Discover your dream home in Winter Park Oasis, where comfort and convenience meet in perfect harmony!

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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