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101 S NEW YORK AVE #311,  WINTER PARK, FL 32789

MLS# O6416927.  3 beds.  3.5 baths.  Condo.  Active

$1302.65 Monthly Fees.  $20,039 in taxes (2025)

$1,849,900

 

Remarks:

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).

Quick Info:

  • Listing is courtesy Of: KELLY PRICE & COMPANY LLC ((407-645-4321))
  • Listing Agent: Tiffany Grindstaff ((407-252-0927))
  • Days on yellowkey: New (0 days)
  • Property Type: Condo
  • Beds: 3
  • Baths: 3.5
  • Living Area Square Feet: 3112
  • Built 2008
  • Taxes: $20,039 (2025)
  • Garage Spaces:2 ()
  • Square Feet: 3112
  • Fees: $1,303 Monthly
  • Orange County
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  • Occupancy Information: Vacant
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  • Subdivision Name: WINTER PARK RESIDENTIAL
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  • Interior Features: Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
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  • View:City, Park/Greenbelt
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
6/17/2026Sale1O6416927listed for sale$1,849,900-594.4408MLS




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