Winter Park Pines Homes with Playground Community Features

Welcome to Winter Park Pines, a picturesque subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. Known for its enchanting tree-lined streets and a friendly, welcoming atmosphere, Winter Park Pines offers a unique blend of suburban charm and modern convenience, making it an ideal place to call home.

As you explore this delightful community, you'll discover a variety of beautifully designed homes that cater to diverse lifestyles and preferences. Each residence boasts spacious layouts, contemporary finishes, and lush landscaping, creating an inviting environment for families, professionals, and retirees alike. The community is renowned for its strong sense of togetherness, with neighbors often gathering for events and enjoying the shared amenities.

One of the standout features of Winter Park Pines is its family-friendly playground, a perfect spot for children to play and make lifelong memories. This safe and well-maintained area encourages outdoor activities and social interactions, fostering a vibrant community spirit. Parents can relax knowing their little ones have a dedicated space to explore, while adults can enjoy leisurely strolls or picnics in the surrounding green spaces.

Beyond the playground, Winter Park Pines is conveniently located near a wealth of shopping, dining, and recreational options. The nearby scenic lakes, parks, and trails offer endless opportunities for outdoor enthusiasts to engage in activities like biking, jogging, or simply soaking in the sun.

With its charming homes, community-focused amenities, and prime location, Winter Park Pines is more than just a neighborhood; it's a place where cherished memories are made. Come discover the warmth and allure of Winter Park Pines, and find your perfect slice of Florida living today!

Newest Winter Park Pines Homes with Playground Community Features

$669,900

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Bright, airy, and designed for a resort living! Welcome to a turn-key Winter Park Pine home where everyday life feels like a getaway! From the moment you enter, you will appreciate the home's refined modern aesthetic, clean architectural lines, and thoughtfully curated finishes. Brand new flooring creates a seamless sense of elegance throughout, while sleek new cabinetry, contemporary finishes, and new premium appliances, and new quartz counters is suited for dinning or entertaining! Through sliding glass doors lies the crown jewel: a sparkling, screened in-ground pool surrounded by a luxury private patio! Spend time hosting barbecues under the covered lanai or relaxing in the warm afternoon sun! Yard is fully fenced! Private backyard featuring a plenty sitting areas and a brand-new fire pit for wonderful outdoor gatherings! Whether you are doing morning exercise or watching the sunset by the water, it delivers a peaceful resort living! Living in this renown Winter Park Pine neighborhood with No HOA, yet easy access to golf courses, biking trails and parks, community amenities, Advent hospital, Park Ave, Rollin College and Baldwin Park! Renown school districts and convenient locations! Don't miss out on this rare find—call now to see it in person!

274 N Ranger Boulevard, Winter Park

$798,000

5 Beds ⋅ 4 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Pictures simply do not convey the beauty and feel of true ‘Sanctuary’ in this beautifully and breath-taking renovation! One of the biggest houses in Winter Park Pines and the only house in the community with a full kitchen butler's pantry. Spatially designed and updated for modern family living with separate bedroom wings for privacy, it also features quiet areas for contemplation and large areas for gatherings. It’s a hard choice of which is more impressive, the classic white kitchen with an open 9’x5’ island and 11’ butler's pantry featuring a 2nd sink and additional refrigerator, or the magazine-worthy design of the spacious Primary Bath. You get to choose! The Primary bedroom space (13x22) qualifies as a true retreat. All of this in the beauty of an established neighborhood on a quiet street where you can walk to the Winter Park Pines golf course, or take in many recreational opportunities the area has to offer (Cady Way Trail, Cady Way Pool, sports courts and ball fields galore) as well as a top-ranked hospital and healthcare facilities (Crosby Wellness Center or WP YMCA). Relax, the 2026 renovation has you covered for many years: New Roof, New wiring, New plumbing and water heater. The HVAC was new in 2019. Beautiful floors and fresh paint complete the package that is a rare find in such a fabulous location. Hurry! This one should be at the top of your list.

724 Monmouth Way, Winter Park

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