$1,849,900

101 S NEW YORK AVENUE 311, Winter Park, FL 32789

  • 3 beds |
  • 4 baths |
  • 3,112 sqft
  • Property Icon Condominium
  • Property Year Built Icon Built in 2008
  • Property Lot Size Icon —— sqft lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $594/sqft
  • Property List Date Icon Listed 7 days ago

Property Description

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).

Listing Status:
Active
Date Added:
June 17, 2026
Data Last Updated:
June 24, 2026 at 5:24AM
Listing Office:
KELLY PRICE & COMPANY LLC : 407-645-4321
Listing Agent:
Tiffany Grindstaff : 407-252-0927
MLS ID:
O6416927
  • General: Ceiling Fans(s)Crown MoldingEat-in KitchenLiving Room/Dining Room ComboPrimaryBedroom UpstairsSolid Wood CabinetsStone CountersThermostatWalk-In Closet(s)
  • Rooms: Inside Utility
  • Appliances: Built-In OvenCooktopDishwasherMicrowaveRangeRefrigerator
  • Laundry: InsideLaundry RoomUpper Level
  • Flooring: Wood
  • A/C: Central Air
  • Heating: Central
  • General: BalconyCourtyardFrench Doors
  • Other Structures: EnclosedPatioCovered
  • Parking: AssignedGuestReserved
  • Roofing: Built-UpTile
  • General: BlockBrickStuccoTwoSlab
  • Road/Access: Brick
  • HOA Amenities: ElevatorsLobby Key RequiredMaintenanceMaintenance StructureMaintenance GroundsManagementTrash1302.65Monthly
  • Originating MLS: Stellar MLS
  • County: Orange
  • Zoning: C-2WINTER PARK RESIDENTIAL CONDOMINIUM 9541/3489 UNIT 31106-22-30-9670-00-311
  • View: CityPark/Greenbelt
  • Utilities: Cable AvailableElectricity Available
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Tiffany Grindstaff , KELLY PRICE & COMPANY LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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