Winter Park Pines Homes with Playground Community Features

Welcome to Winter Park Pines, a delightful subdivision nestled in the heart of Winter Park, Florida. Known for its picturesque landscapes and vibrant community spirit, Winter Park Pines offers a perfect blend of suburban tranquility and urban convenience. This charming neighborhood is located in Orange County, just a stone's throw away from the cultural richness and recreational opportunities that Winter Park is celebrated for.

The homes in Winter Park Pines are designed to cater to a variety of lifestyles, featuring spacious layouts and modern amenities that make them ideal for families, professionals, and retirees alike. Each residence is surrounded by lush greenery and well-maintained lawns, creating a welcoming atmosphere that encourages outdoor gatherings and friendly interactions among neighbors.

One of the standout features of Winter Park Pines is its family-friendly environment, highlighted by a delightful playground that serves as a hub for community fun and socializing. Whether it's children playing on the swings, families enjoying picnics, or neighbors catching up over a game of frisbee, the playground fosters a sense of belonging and camaraderie.

In addition to the playground, residents benefit from easy access to nearby parks, walking trails, and recreational facilities, making it an ideal location for those who enjoy an active lifestyle. With its prime location, beautiful homes, and community-oriented features, Winter Park Pines truly embodies the essence of Florida living. Come discover your dream home in this enchanting neighborhood, where every day feels like a vacation!

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

Start Your Search