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$1,849,900
New Listing

101 S NEW YORK AVENUE 311
WINTER PARK, FL 32789

For Sale|Condominium|Active
3
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,112
SqFt
$594
/SqFt
2008
Built
Subdivision:
WINTER PARK RESIDENTIAL
County:
Orange

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(407) 803-4049
101 S NEW YORK AVENUE 311101 S NEW YORK AVENUE 311101 S NEW YORK AVENUE 311101 S NEW YORK AVENUE 311
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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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Listing Snapshot
Price 
$1,849,900
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
3,112 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
N/A
Year Built 
2008
MLS® Number 
O6416927
Status 
Active
Property Tax 
$20,038.63
HOA/Condo/Coop Fees 
$1,302.65 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
7 hours agoListing first seen on site
General Features
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
5
Parking 
AssignedGuest
Pets 
Yes
Property Sub Type 
Condominium
Security 
Key Card EntrySecured Garage/Parking
Sewer 
Public Sewer
SqFt Total 
3112
Utilities 
Cable AvailableElectricity Available
Water Source 
Public
Zoning 
C-2
Interior Features
Appliances 
CooktopDishwasherMicrowaveRangeRefrigerator
Cooling 
Central Air
Flooring 
Wood
Furnished 
Unfurnished
Heating 
Central
Interior 
ElevatorCrown MoldingEat-in KitchenStone CountersWalk-In Closet(s)
Laundry Features 
InsideLaundry RoomUpper Level
Bedroom 1 
Dimensions - 12x14Level - First
Bedroom 2 
Dimensions - 10x13Level - Second
Dinette 
Dimensions - 10x9Level - First
Dining Room 
Dimensions - 13x16Level - First
Kitchen 
Dimensions - 15x11Level - FirstFeatures - Breakfast Bar, Stone Counters
Living Room 
Dimensions - 21x13Level - First
Master Bedroom 
Dimensions - 25x13Level - Second
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Exterior Features
Construction Details 
BlockBrickStucco
Exterior 
BalconyCourtyard
Patio And Porch 
CoveredEnclosedPatio
Roof 
Built-UpTile
View 
CityPark/Greenbelt
Waterview 
CityPark/Greenbelt
Community Features
Association Amenities 
Elevator(s)Maintenance
Association Dues 
1302.65
Community Features 
Sidewalks
HOA Fee Frequency 
Monthly
MLS Area 
32789 - Winter Park
Township 
22
Schools
School District
Unknown
Elementary School
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High
Listing courtesy of KELLY PRICE & COMPANY LLC (407) 252-0927



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-06-17 11:14 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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