Winter Park Pines Homes with Playground Community Features

Welcome to Winter Park Pines, a charming subdivision nestled in the heart of Winter Park, FL. This sought-after community is located in Orange County and offers a perfect blend of convenience and tranquility.

Winter Park Pines is renowned for its family-friendly atmosphere and close-knit community feel. Residents enjoy the benefit of living in a vibrant city like Winter Park while still being able to retreat to the peaceful surroundings of their neighborhood.

One of the standout features of Winter Park Pines is its Homes with Playground Community. This community feature is perfect for families with children, providing a safe and fun environment for kids to play and make lasting memories with their friends and neighbors.

In Winter Park Pines, you'll find a variety of home styles to suit different preferences, from cozy bungalows to spacious modern residences. With tree-lined streets and well-maintained properties, this subdivision exudes a welcoming vibe that makes you feel right at home.

Living in Winter Park Pines means having easy access to top-rated schools, shopping centers, dining options, and recreational facilities. Whether you're looking to relax in a nearby park or explore the cultural attractions of Winter Park, this neighborhood offers something for everyone.

Come and discover the allure of Winter Park Pines, where quality living and community spirit come together to create a truly special place to call home.

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