Winter Park Residential Homes with Sidewalks Community Features

Welcome to Winter Park Residential, a charming subdivision nestled in the heart of Winter Park, Florida, located in picturesque Orange County. This captivating community is renowned for its tree-lined streets, inviting sidewalks, and a warm sense of belonging that makes it an ideal place for families, retirees, and everyone in between.

Winter Park Residential boasts an array of beautifully designed homes that cater to a variety of lifestyles. From cozy single-family residences to modern townhouses, each property reflects the unique character and charm of Winter Park. Residents enjoy the convenience of well-maintained sidewalks, perfect for evening strolls, morning jogs, or leisurely bike rides. The community’s walkability fosters a friendly atmosphere, encouraging neighbors to connect and families to spend quality time outdoors.

In addition to its stunning homes, Winter Park Residential is conveniently located near an abundance of amenities. Residents can explore the vibrant downtown area, filled with delightful boutiques, gourmet restaurants, and cultural attractions, including the renowned Charles Hosmer Morse Museum of American Art. Parks and recreational facilities are just a stone's throw away, offering ample opportunities for outdoor activities, picnics, and community events.

With its picturesque scenery, friendly neighbors, and a strong sense of community, Winter Park Residential is more than just a place to live—it’s a lifestyle. Discover the charm of this wonderful subdivision and find your dream home today in one of Florida’s most desirable locations!

$1,849,900

3 Beds ⋅ 4 Baths ⋅ O6416927 MLS ⋅ Douglas Grand BLDG.

Discover luxury living in this exquisitely renovated two-story condominium, ideally situated on the third floor of the highly sought-after Douglas Grand in the heart of Winter Park. This elegant three-bedroom, three-and-one-half-bath residence seamlessly blends sophisticated design with everyday comfort. Immediately captivating, the light-filled open floor plan showcases stunning new wide-plank white oak flooring, high ceilings, detailed crown molding, and all-new designer lighting throughout. The chef’s kitchen is a showpiece, featuring crisp white cabinetry, luxurious white quartz countertops, a spacious breakfast bar island, elegant gold hardware, and a built-in desk. A charming breakfast nook offers the perfect setting for morning coffee or casual dining. French doors open to a private enclosed atrium, creating a versatile outdoor retreat ideal for alfresco dining, relaxing, or entertaining guests in style. The expansive living and dining spaces flow effortlessly, while a private first-floor bedroom with en suite bath and walkout balcony provides an ideal space for guests, multigenerational living, or a home office. Upstairs, the primary suite serves as a peaceful sanctuary, complete with an indulgent soaking tub, dual vanities, an oversized walk-in closet, and French doors leading to a large private balcony with sweeping views of Winter Park's iconic Park Avenue—perfect for enjoying sunrise coffee or evening sunsets. A second upstairs en suite bedroom offers its own private bath and generous walk-in closet. Thoughtful features include an upstairs laundry room, a spacious storage closet with potential elevator conversion for future accessibility, and a secure gated garage with two reserved parking spaces. Perfectly positioned in the heart of Winter Park, Douglas Grand places you just steps from Park Avenue, the Winter Park Farmers’ Market, Rollins College, Hannibal Square, Winter Park Golf Course, the Winter Park Tennis Center, Winter Park Village, and an array of renowned dining, shopping, and cultural attractions. Enjoy an unparalleled walkable lifestyle in one of Central Florida's most desirable communities. Notable improvements include an interior renovation (2026), front elevation windows and French doors (2024), interior paint (2024), and HVAC system (2022).

101 S New York Avenue Unit 311, Winter Park

Winter Park Residential Homes with Sidewalks Community Features

Newest Winter Park Residential Homes with Sidewalks Community Features