Winter Park Pines Homes with Pool Community Features

Welcome to Winter Park Pines, a serene and inviting subdivision nestled in the heart of Winter Park, Florida. This charming community, located in Orange County, is renowned for its picturesque landscapes and a vibrant atmosphere that perfectly blends suburban tranquility with urban convenience.

Winter Park Pines offers an array of beautifully designed homes, many of which feature private pools, providing the perfect oasis for relaxation and entertainment. Imagine hosting summer barbecues by your sparkling pool or enjoying a peaceful evening swim under the stars. The community is designed for those who value both comfort and an active lifestyle, making it a perfect fit for families, retirees, and everyone in between.

In addition to its stunning homes, Winter Park Pines boasts a wealth of community features that enhance the living experience. Residents can enjoy well-maintained parks, walking trails, and recreational facilities, fostering a strong sense of community and encouraging outdoor activities. The nearby Winter Park Village offers shopping, dining, and entertainment options that cater to all tastes, ensuring that everything you need is just a short drive away.

Education is a priority in Winter Park, with top-rated schools within close proximity, making it an ideal location for families. The community also hosts various events throughout the year, bringing neighbors together and creating lasting friendships.

Whether you’re looking to dive into the refreshing waters of your private pool or explore the vibrant local culture, Winter Park Pines is the perfect place to call home. Come experience the charm and warmth of this delightful community 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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