For sale Condo

Listed Jun 17, 2026

$1,775,000 Est. $11,740/mo

101 South New York Avenue #311

  • 3

    Beds

  • 4

    Baths

  • 3,112

    Sq ft

The story

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).

Facts & features

Home type

Condo

Year built

2008

Floors

5

Price per sq ft

$570

HOA

$1,303 / monthly

Parking

2-car garage

Included features

  • Cooling

    Central Air

  • Heating

    Central

  • Appliances

    Built-In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator

  • Flooring

    Wood

  • Roof

    Built-Up, Tile

  • Exterior

    Balcony, Courtyard

  • Water Source

    Public

  • Sewer

    Public Sewer

  • View

    City, Park

Mortgage calculator

Estimated monthly payment

$11,740 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $9,447
  • Property tax $1,775
  • Insurance $518

Includes principal, interest, taxes & insurance.

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Listing Broker

KELLY PRICE & COMPANY LLC

Broker Name

KELLY PRICE & COMPANY LLC

Agent

Tiffany Grindstaff