$1,849,900
101 S New York Avenue #311 Winter Park, FL 32789
For Sale MLS# O6416927
3 beds 4 baths 3,112 sq ft Condo
Details for 101 S New York Avenue #311
MLS# O6416927
Description for 101 S New York Avenue #311, Winter Park, FL, 32789
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 Information
Property Type: Residential, Condominium
Status: Active
Bedrooms: 3
Bathrooms: 4
Square Feet: 3,112 sq ft
Year Built: 2008
Garage: Yes
Stories: 2 Story
Construction: Brick,Block,Stucco
Subdivision: Winter Park Residential
Foundation: Slab
County: Orange
School Information
Elementary: Audubon Park K8
Middle: Audubon Park K-8
High: Winter Park High
Room Information
Main Floor
Bedroom 1: 14x12
Kitchen: 11x15
Dinette: 9x10
Living Room: 13x21
Dining Room: 16x13
Upper Floor
Primary Bedroom: 13x25
Bedroom 2: 13x10
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Inside, Laundry Room, Upper Level
Interior Features
Appliances: Built-In Oven, Microwave, Range, Refrigerator, Cooktop, Dishwasher
Flooring: Wood
Additional Interior Features: Ceiling Fan(s), Eat-In Kitchen, Walk-In Closet(s), Built-in Features, Living/Dining Room, Stone Counters, Wood Cabinets, Upper Level Primary, Crown Molding
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Available
Cooling: Central Air, Ceiling Fan(s)
Heating: Central
Exterior / Lot Features
Garage Spaces: 2
Parking Description: Assigned, Guest
Roof: Built-Up, Tile
Lot View: City,Park/Greenbelt
Additional Exterior/Lot Features: French Patio Doors, Courtyard, Balcony, Balcony, Covered, Patio, Enclosed
Community Features
Community Features: Sidewalks
Security Features: Key Card Entry, Lobby Secured, Secured Garage/Parking
Association Amenities: Elevator(s), Maintenance Grounds
HOA Dues Include: Maintenance Structure, Maintenance Grounds, Association Management, Trash
Homeowners Association: Yes
HOA Dues: $1,303 / Monthly
Driving Directions
From I-4, Take exit to Fairbanks Avenue, drive east toward Downtown Winter Park. Turn Left on New York Ave. The Douglas Grand will be on the left on the corner of New York Avenue and Morse Blvd.
Financial Considerations
Tax/Property ID: 06-22-30-9670-00-311
Tax Amount: 20038.63
Tax Year: 2025
A broker reciprocity listing courtesy: KELLY PRICE & COMPANY LLC
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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 101 S New York Avenue #311
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 101 S New York Avenue #311
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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