Stratford Winter Park Real Estate

Welcome to Stratford Winter Park, an enchanting subdivision nestled in the heart of Winter Park, Florida. Known for its picturesque landscapes and vibrant community spirit, Stratford offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

As you stroll through the tree-lined streets of Stratford, you'll be captivated by the charming architecture and well-maintained homes that reflect a sense of pride in ownership. This family-friendly community is designed for those who appreciate a serene lifestyle while still being close to the excitement of Winter Park’s cultural offerings. Residents enjoy access to lush parks, scenic trails, and sparkling lakes, perfect for outdoor enthusiasts and nature lovers alike.

Stratford Winter Park is strategically located just minutes from the bustling downtown area, where you can explore a delightful array of boutique shops, gourmet restaurants, and local art galleries. The renowned Winter Park Village and Park Avenue are just a short drive away, offering everything from upscale dining to unique shopping experiences.

Families will appreciate the top-rated Seminole County schools that provide an excellent education for children of all ages. Additionally, the community is conveniently situated near major highways, making commutes to nearby Orlando and other surrounding areas a breeze.

Whether you’re seeking a peaceful retreat or an active lifestyle, Stratford Winter Park has something for everyone. Experience the charm of this inviting community and discover why so many residents are proud to call Stratford their home. Welcome to a life of comfort, convenience, and connection in beautiful Winter Park!

Newest Listings in Stratford Winter Park

$144,000

1 Beds ⋅ 1 Baths ⋅ O6382547 MLS ⋅ 291 BLDG.

One of the best patio views in this community. Enjoy easy living in this cozy, open-concept first-floor condo located in a desirable Winter Park community. Step out onto your newly screened-in patio and take in the peaceful, park-like setting — a relaxing extension of your living space and the perfect spot for morning coffee or evening unwinding. Recent 2025 improvements include a new A/C system, water heater, freshly painted interior, new screened porch, and new toilet — giving you move-in-ready comfort and peace of mind. The kitchen comes fully equipped with range, dishwasher, refrigerator, and microwave. A stackable washer and dryer are conveniently located in the bedroom, and an additional community laundry room with two washers and dryers is available free of charge. Stratford residents enjoy an amenity-rich lifestyle including: • Two sparkling pools • Tennis courts • 24/7 fitness center • Clubhouse available for private gatherings • Pet station *Planned social events for residents. The HOA adds tremendous value by covering water, trash removal, internet, pest control, exterior maintenance, grounds care, and common areas — simplifying ownership and monthly budgeting. Located in a prime Winter Park area with easy access to 408, Semoran Blvd., 417, I-4, and State Road 50. Just minutes from shopping, dining, grocery stores, and within 20 minutes of UCF, Full Sail University, Rollins College, and Park Avenue. With its thoughtful updates, first-floor convenience, and exceptional community amenities, this condo offers more than just a home — it delivers an above-average lifestyle in one of Central Florida’s most desirable locations.

291 Lewfield Circle Unit 291, Winter Park

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