101 S New York Avenue 311, WINTER PARK, FL

$1,849,900

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3

Beds

4

Baths

3,112

Square feet

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 $1,849,900
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

Community Information

Address 101 S New York Avenue 311
Area Winter Park
Subdivision WINTER PARK RESIDENTIAL
City WINTER PARK
County Orange
State FL
Zip Code 32789-4291

Amenities

Amenities Elevator(s), Lobby Key Required, Maintenance
Parking Assigned, Guest, Reserved
# of Garages 2
View City, Park/Greenbelt
Is Waterfront No
Has Pool No

Interior

Interior Features Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
Appliances Built-In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
Heating Central
Cooling Central Air
Fireplace No
# of Stories 5

Exterior

Exterior Features Balcony, Courtyard, French Doors
Roof Built-Up, Tile
Foundation Slab

School Information

Elementary Audubon Park K8
Middle Audubon Park K-8
High Winter Park High

Additional Information

Date Listed June 17th, 2026
Days on Market 75
Zoning C-2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeKELLY PRICE & COMPANY LLC

Listing Map

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