101 S New York Avenue 311, WINTER PARK, FL

$1,775,000

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3

Beds

4

Baths

3,112

Square feet

Open House

  • Sunday, September 13, 2026 (Start Time: 2:00 PM - End time: 4:00 PM)

About 101 S New York Avenue 311

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).

Features of 101 S New York Avenue 311

MLS® # O6416927
Price $1,775,000
Bedrooms 3
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,112
Year Built 2008
Type Residential
Sub-Type Condominium
Status Active
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Listing Details

OfficeKELLY PRICE & COMPANY LLC

Listing Map

Neighborhood Information for 101 S New York Avenue 311

Stable Population, Moderate Residential Turnover

Weather

Highs


January 71.80℉
July 92.20℉

Lows


January 72.60℉
July 72.60℉
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Precipitation


48.35

Statistics

Number of Listings

Population Age

Home Listings Prices

Nearby Schools

Great Schools School Name Distance  
Great School

Methodist School For Early Education

Private - Preschool to Kindergarten
0 Miles
Great School

St. Margaret Mary Catholic School

Catholic - Preschool to 8Th Grade - Closest Elementry School
0 Miles
Great School

Winter Park Tech

Public - to
1 Miles
Great School

The Academy Of Ability

Private - to
1 Miles
Great School

The Parke House Academy

Private - Preschool to 5Th Grade
1 Miles
Great School

La Amistad

Public - Kindergarten to 12Th Grade
1 Miles
Great School

La Amistad Learning Academy

Private - 2Nd Grade to 12Th Grade
1 Miles

School data provided by GreatSchools

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