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101 S NEW YORK AVE #311 Winter Park, FL 32789

Open Sun 2PM-4PM
$1,849,900
101 S NEW YORK AVE #311 Winter Park, FL 32789
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101 S NEW YORK AVE #311, Winter Park, FL 32789
101 S NEW YORK AVE #311, Winter Park, FL 32789
101 S NEW YORK AVE #311, Winter Park, FL 32789
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Isaac Loviglio

Isaac Loviglio

opentoclose@livingluxury.homes +1(941) 241-2581
$1,849,900
Est. payment /mo
3 Beds
4 Baths
3,112 SqFt
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Open House

Sun Jun 28, 2:00pm - 4:00pm

UPDATED:

Key Details

Property Type Condo

Sub Type Condominium

Listing Status Active

Purchase Type For Sale

Square Footage 3,112 sqft

Price per Sqft $594

Subdivision Winter Park Residential

MLS Listing ID O6416927

Bedrooms 3

Full Baths 3

Half Baths 1

Condo Fees $222

HOA Fees $1,302/mo

HOA Y/N Yes

Annual Recurring Fee 18295.8

Year Built 2008

Annual Tax Amount $20,038

Property Sub-Type Condominium

Source Stellar MLS

Property Description

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).

Location

State FL

County Orange

Community Winter Park Residential

Area 32789 - Winter Park

Zoning C-2

Rooms

Other Rooms Inside Utility

Interior

Interior Features Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)

Heating Central

Cooling Central Air

Flooring Wood

Furnishings Unfurnished

Fireplace false

Appliance Built-In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator

Laundry Inside, Laundry Room, Upper Level

Exterior

Exterior Feature Balcony, Courtyard, French Doors

Parking Features Assigned, Guest, Reserved

Garage Spaces 2.0

Community Features Sidewalks

Utilities Available Cable Available, Electricity Available

Amenities Available Elevators, Lobby Key Required, Maintenance

View City, Park/Greenbelt

Roof Type Built-Up,Tile

Porch Covered, Enclosed, Patio

Attached Garage false

Exposure East

Garage true

Private Pool No

Building

Story 5

Entry Level Two

Foundation Slab

Lot Size Range Non-Applicable

Sewer Public Sewer

Water Public

Unit Floor 3

Structure Type Block,Brick,Stucco

New Construction false

Schools

Elementary Schools Audubon Park K8

Middle Schools Audubon Park K-8

High Schools Winter Park High

Others

Pets Allowed Yes

HOA Fee Include Maintenance Structure,Maintenance Grounds,Management,Trash

Senior Community No

Ownership Fee Simple

Monthly Total Fees $1, 524

Membership Fee Required Required

Special Listing Condition None

Virtual Tour https://www.youtube.com/watch?v=LLZx5FML7gA


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Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Tiffany Grindstaff KELLY PRICE & COMPANY LLC

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Isaac Loviglio

Isaac Loviglio

+1(941) 241-2581

Agent | License ID: SL3466395

Agent License ID: SL3466395

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101 S NEW YORK AVE #311

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Isaac Loviglio License ID: SL3466395

+1(941) 241-2581 opentoclose@livingluxury.homes

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