101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

$1,849,9003 Beds4 Baths3,112 Sq. Ft.$594 / sq. ft.

WINTER PARK, FL 32789 · MLS# O6416927 · Active · WINTER PARK RESIDENTIAL

Status
Active
Type
Condominium
Year Built
2008
Days on Market
25
MLS #
O6416927
County
Orange

Description of 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).

Property Details for 101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

Bathrooms Full
3
Bathrooms Half
1
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)
Appliances
Built-In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
Flooring
Hardwood
Heating
Central
Cooling
Central Air
Furnished
Unfurnished
Garage Spaces
2
Attached Garage
No
Parking Features
Assigned, Guest, Reserved
Pool Private
No
Direction Faces
East

Building Information for 101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

Building Area Total
3112
Building Area Units
Square Feet
Stories Total
5
Association
Yes
Association Fee
$1,303
Association Fee Frequency
Monthly
Association Amenities
Elevator(s), Lobby Key Required, Maintenance
Pets Allowed
Yes
Security Features
Key Card Entry

Property Information for 101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

Waterfront
No
View
City, Park/Greenbelt
Construction Materials
Block, Brick, Stucco
Roof
Built-Up, Tile
Exterior Features
Balcony, Courtyard, French Doors
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

Parcel Number
062230967000311
Tax Annual Amount
$20,039
Tax Year
2025
Tax Legal Description
WINTER PARK RESIDENTIAL CONDOMINIUM 9541/3489 UNIT 311
Zoning
C-2
County Or Parish
Orange

Schools Near 101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

Elementary School
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$13,252/mo
Principal & Interest
$9,354
Property Taxes
$1,670
Home Insurance
$925
HOA Dues
$1,303

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789 · See all Winter Park condos for sale

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More information about 101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

101 S NEW YORK AVENUE # 311 is a condo for sale in WINTER PARK, FL 32789. This property was listed for sale on June 17, 2026 by KELLY PRICE & COMPANY LLC, it's currently listed at $1,849,900. This listing's school district is Orange Public Schools. Nearby schools include Audubon Park K8, Audubon Park K-8 and Winter Park High. 101 S NEW YORK AVENUE # 311 is a 3-bed, 4-bath, 3,112 sqft condo built in 2008.