Winter Park Pines Homes with Pool Community Features

Welcome to Winter Park Pines, a picturesque subdivision nestled in the heart of Winter Park, Florida. This charming community, located in Orange County, is renowned for its serene atmosphere and family-friendly environment, making it an ideal place to call home.

Winter Park Pines boasts a delightful collection of single-family homes, many of which feature inviting private pools, perfect for those warm Florida days. Imagine stepping out into your backyard oasis, where you can unwind in your own pool or host memorable barbecues with friends and family. The lush landscaping and well-maintained properties create a welcoming ambiance that is both relaxing and visually appealing.

One of the standout features of Winter Park Pines is its sense of community. Residents enjoy a variety of amenities, including scenic walking trails and nearby parks, where children can play and families can gather. The community is also conveniently located near some of Winter Park's best shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

For those who appreciate the great outdoors, Winter Park Pines is close to beautiful lakes and nature preserves, offering ample opportunities for boating, fishing, and hiking. The local schools are highly rated, making this neighborhood an excellent choice for families looking to settle down in a nurturing environment.

With its blend of charming homes, community spirit, and prime location, Winter Park Pines is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover the warmth and beauty of this wonderful neighborhood today!

Newest Winter Park Pines Homes with Pool 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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