101 S NEW YORK AVENUE 311 Winter Park, FL $ 1,849,900
101 S NEW YORK AVENUE 311
$ 1,849,900
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101 S NEW YORK AVENUE 311

Winter Park, FL, 32789
$ 1,849,900
Bedrooms3 Baths3.1 Sq 3,112

Monthly Estimate*

$ 11,390

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Condo for sale in Winter Park, FL

for $1,849,900 with 3 bedrooms and 3 full baths, 1 half bath. This 3,112 square foot condo was built in 2008.

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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Condo Active

Price

$ 1,849,900

Bedrooms

3

Full Bath

3

Half Bath

1

Property Type

Condo

Taxes

$ 20,038

Style

Condominium

Year Built

2008

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6416927

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Available Electricity Available
Roof Built-Up Tile
Appliances Built-In Oven Cooktop Dishwasher Microwave Range Refrigerator
Zoning C-2
HOA Fee 1302.65
Garage Spaces 2
Association Fee Includes Maintenance Structure Maintenance Grounds Manager Trash
Patio/Porch Features Covered Enclosed Patio
Security Features Key Card Entry
Construction Materials Block Brick Stucco
Pets Allowed Yes
Year Built 2008
View City Park/Greenbelt
Levels Two
Unit Number 311
Property Subtype Condominium
Tax Year 2025
Ownership Fee Simple
Community Features Sidewalks
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Association Amenities Elevator(s) Lobby Key Required Maintenance
Attached Garage false
Subdivision Name WINTER PARK RESIDENTIAL
Facing Direction East
Garage Y/N true
Total Rooms 7
Full Baths 3
Status Active
Directions From I-4 Take exit to Fairbanks Avenue drive east toward Downtown Winter Park. Turn Left on New York Ave. The Douglas Grand will be on the left on the corner of New York Avenue and Morse Blvd.
High School Winter Park High
City WINTER PARK
Association Name Dominion Mgmt Solutions/Fernando
Senior Community Y/N false
MLS Area 32789 - Winter Park
Carport Y/N false
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 20038.63
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.youtube.com/watch?v=LLZx5FML7gA
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 311
Legal Description WINTER PARK RESIDENTIAL CONDOMINIUM 9541/3489 UNIT 311
Minimum Lease 7 Months
Water Access Y/N false
Monthly HOA Amount 1302.65
Monthly Condo Fee Amount 222
HOA Monthly Maintenance 0
Additional Rooms Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities 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)
Flooring Hardwood
Furnished Y/N Unfurnished
Total Stories 5
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Inside Laundry Room Upper Level
Total Bedrooms 3
Total Baths 4
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Exterior
Exterior Amenities Balcony Courtyard French Doors
Parking Features Assigned Guest Reserved
Water Source Public
Foundation Details Slab
Building Area Total 3112
Road Surface Type Brick
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features

Affordability Calculator

$13,060
Per Month
87%
13%
0%
Monthly Principal & Interest
$11,390
Monthly Property Taxes
$1,670
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
6/17/2026$1,849,900 Listed Price

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101 S NEW YORK AVENUE 311, Winter Park, FL, 32789 is a Condo for sale at $1,849,900 with 3,112 sqft. 101 S NEW YORK AVENUE 311 has 3 bedrooms, 3.1 baths, and was built in 2008. The property's zip code is 32789 which is in Winter Park, FL