Winter Park Pines Homes with Pool Community Features

Welcome to Winter Park Pines, a picturesque subdivision nestled in the heart of Winter Park, Florida. Known for its serene ambiance and friendly community spirit, Winter Park Pines offers a unique blend of suburban charm and modern conveniences, making it a perfect place to call home.

As you explore this delightful neighborhood, you’ll find an array of beautiful homes, many of which feature inviting private pools. Imagine basking in the Florida sun or enjoying a refreshing dip just steps from your backdoor. These pool homes create an ideal setting for family gatherings, summer barbecues, or simply unwinding after a long day.

The community is designed with families in mind, featuring tree-lined streets, lush green spaces, and a strong sense of camaraderie among residents. Whether you’re strolling through the neighborhood or enjoying a picnic at one of the nearby parks, you’ll quickly feel the welcoming vibe that Winter Park Pines exudes.

Conveniently located in Orange County, Winter Park Pines is just minutes away from the vibrant downtown Winter Park, known for its charming shops, exquisite dining options, and cultural attractions. With easy access to major highways, commuting to nearby cities or enjoying a day at the beach is a breeze.

In Winter Park Pines, you don’t just buy a home; you invest in a lifestyle. Embrace the Florida sunshine, indulge in the joys of poolside living, and become part of a community that feels like family. Discover your dream home in Winter Park Pines 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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