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).
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).
Property Details
Price:
$1,849,900
MLS #:
O6416927
Status:
Active
Beds:
3
Baths:
3.5
Type:
Condo
Subtype:
Condominium
Subdivision:
WINTER PARK RESIDENTIAL
Neighborhood:
32789winterpark
Listed Date:
Jun 17, 2026
Finished Sq Ft:
3,112
Total Sq Ft:
3,112
Year Built:
2008
See this Listing
Schools
Elementary School:
Audubon Park K8
Middle School:
Audubon Park K-8
High School:
Winter Park High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Hardwood
Heating
Central
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room, Upper Level
Levels
Two
Exterior
Association Amenities
Elevator(s), Lobby Key Required, Maintenance
Community Features
Sidewalks
Construction Materials
Block, Brick, Stucco
Covered Spaces
2
Direction Faces
East
Exterior Features
Balcony, Courtyard, French Doors
Garage Spaces
2
Parking Features
Assigned, Guest, Reserved
Patio And Porch Features
Covered, Enclosed, Patio
Roof
Built-Up, Tile
Security Features
Key Card Entry
View
City, Park/Greenbelt
Financial
HOA Fee
$1,303
HOA Fee Frequency
Monthly
HOA Includes
Maintenance Structure, Maintenance Grounds, Manager, Trash
HOA Name
Dominion Mgmt Solutions/Fernando
HOA Phone
407-930-4673
Tax Year
2025
Taxes
$20,039
Map
Community
- Address101 S NEW YORK AVENUE UNIT 311 WINTER PARK FL
- SubdivisionWINTER PARK RESIDENTIAL
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Condo in WINTER PARK as of Aug 29, 2026
98
Condo Listed
108
Avg DOM
267
Avg $ / SqFt
$324,042
Avg List Price
Property Summary
- Located in the WINTER PARK RESIDENTIAL subdivision, 101 S NEW YORK AVENUE UNIT 311 WINTER PARK FL is a Condo for sale in WINTER PARK, FL, 32789. It is listed for $1,849,900 and features 3 beds, 4 baths, and has approximately 3,112 square feet of living space, and was originally constructed in 2008. The current price per square foot is $594. The average price per square foot for Condo listings in WINTER PARK is $267. The average listing price for Condo in WINTER PARK is $324,042. To schedule a showing of MLS#o6416927 at 101 S NEW YORK AVENUE UNIT 311 in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of KELLY PRICE & COMPANY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 101 S NEW YORK AVENUE UNIT 311
WINTER PARK, FL