101 S New York Avenue, Unit 311Winter Park, FL 32789Price: $1,849,900

  • Price: $1,849,900
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
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101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789101 S New York Avenue Winter Park FL 32789
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  • 3Bedrooms
  • 4Bathrooms
  • 2008Year Built
  • 3,112Square Feet
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 Courtesy of KELLY PRICE & COMPANY LLC

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More Info

Location Information

  • Road Frontage DescriptionBrick

School Information

  • Junior HighAudubon Park K-8
  • Elementary SchoolAudubon Park K8
  • High SchoolWinter Park High

Rooms

  • Full Bath3
  • Half Baths1
  • Bedrooms3
  • MFR Additional Rooms Inside Utility

Location

  • AreaWinter Park
  • SubdivisionWinter Park Residential
  • Township 22
  • Zip32789
  • StateFL
  • CountyOrange
  • Exterior Features Balcony, Courtyard, French Doors
  • Address101 S New York Avenue
  • TownWinter Park

Property Information

  • Building Area Total 3,112
  • MFR Living Area Meters 289
  • Square Feet3,112

Amenities

  • MFR Pet Restrictions BUYER SHALL VERIFY ANY PET RESTRICTIONS WITH HOA.
  • Other AmenitiesGolf, Tennis
  • PetsYes
  • Security Features Key Card Entry, Secured Garage/Parking
  • Community Features Sidewalks
  • Appliances IncludedBuilt-In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
  • Association Amenities Elevators, Lobby Key Required, Maintenance
  • Association Fee Includes Maintenance Structure, Maintenance Grounds, Management, Trash
  • Association YN Yes
  • MFR Max Pet Weight 100

Basic Information

  • Mls Status Active
  • StatusACT
  • List Price$1,849,900
  • MLS NumberO6416927

Parking

  • Num Assigned Parking Spaces2
  • Parking Features Assigned, Guest, Reserved

Basic Information

  • Unit Number311
  • Virtual TourView Tour
  • Property SubTypeCondominium
  • Property TypeResidential

Property

  • ZoningC-2

Interior

  • Flooring Wood
  • Furnished Unfurnished

Utilities

  • Utilities Cable Available, Electricity Available
  • Water Source Public
  • Sewer Public Sewer
  • Cooling Central Air
  • Heating Central
  • Laundry Features Inside, Laundry Room, Upper Level

Water Body

  • Water ViewNo
  • MFR Water Access YN No

Other

  • Date Listed06/17/2026
  • View City, Park/Greenbelt
  • Building Area Source Public Records
  • MFR Exist Lse Tenant YN No
  • MFR Additional Lease Restrictions BUYER SHALL VERIFY ANY LEASE RESTRICTIONS WITH HOA.
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease 7 Months
  • Status Change Timestamp2026-06-17T20:23:45

Tax Information

  • Fees$18,295
  • Total Monthly Fees $1,524
  • Taxes$20,038
  • Tax Year 2025
  • Monthly HOA Amount $1,302
  • MFR Monthly Condo Fee Amount $222
  • Association Fee $1,302
  • Association Fee Frequency Monthly
  • MFR Association Fee Requirement Required
  • MFR Condo Fees $222
  • MFR Condo Fees Term Monthly

Building

  • Rooms7
  • Year Built2008
  • Stories5
  • Patio And Porch Features Covered, Enclosed, Patio
  • RoofBuilt-Up, Tile
  • Construction Materials Block, Brick, Stucco
  • Foundation Details Slab
  • Bathroom4
  • Garage Spaces2
  • GarageYes
  • MFR Building Elevator YN Yes
  • MFR Floor Number 3
  • Levels Two
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 18, 2026 7:34 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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