Property Details
Price: $1,775,000
Sq Ft: 3,112
($570 per sqft)
Bedrooms: 3
Bathrooms: 3
Partial Baths: 1
City:Winter Park
County:Orange
Type:Condo
Development:Winter Park
Subdivision:Winter Park Residential
Virtual Tour/Floorplan:
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Year Built:2008
Listing Number:O6416927
Status Code:A-Active
Taxes:$20,038.63
Tax Year: 2025
Garage: 2
/ N
Furnishings: Unfurnished
Pets Allowed: Yes
Total Recurring Fees: $1,525
Total Recurring Fee Frequency: 0.00
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Equipment:
Built-In Oven
Cooktop
Dishwasher
Microwave
Range
Refrigerator
Interior Features:
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
Living Room/Dining Room Combo
Primary Bedroom Upstairs
Solid Wood Cabinets
Stone Counters
Thermostat
Walk-In Closet(s)
Exterior Features:
Balcony
Courtyard
View:
City
Park/Greenbelt
Amenities:
Elevators
Lobby Key Required
Maintenance
Financial Information:
Taxes: $20,038.63
Tax Year: 2025
Association Fee: $1,302.65
Association Fee Frequency: Monthly
Room Dimensions:
Laundry: Inside, Laundry Room, Upper Level
School Information:
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Junior High: Audubon Park K-8
High School: Winter Park High
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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).
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Additional Information:
MLS Area: 32789 - Winter Park
Total Square Footage: 3,112
Price per Square Feet: $570.37
Total Floors: 5
Water: Public
Construction: Block, Brick, Stucco
Date Listed: 2026-06-17 00:00:00
Furnished: Unfurnished
Parking: Assigned, Guest, Reserved
Garage Spaces: 2
Flooring: Wood
Roof: Built-Up, Tile
Heating: Central
Cooling: Central Air
Security: Key Card Entry, Secured Garage/Parking
Laundry: Inside, Laundry Room, Upper Level
Pets: Yes
Sewer: Public Sewer
Parcel ID: 06-22-30-9670-0
Amenities: Elevators, Lobby Key Required, Maintenance
Map of 101 New York Avenue S #311, Winter Park, FL 32789
Listing Courtesy Of: Kelly Price & Company Llc
tiffany@kellypriceandcompany.com