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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
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
101 S New York Ave #311, Winter Park, FL 32789

101 S New York Ave #311 Winter Park, FL 32789

$1,775,000

ACTIVE
Beds
3
Baths
4
Sqft
3,112
Year
2008
Days on Site
122 Days
Property Type
Residential
Sub Type
Condominium
Per Square Foot
$570
Date Listed
Jun 17, 2026

Description of 101 S New York Ave #311, Winter Park, FL 32789

Listing details for 101 S New York Ave #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).
Listing Updated : 10-04-2026 at 1:20 PM EDT
Listing Provided By

Tiffany Grindstaff, 407-645-4321, KELLY PRICE & COMPANY LLC

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6416927

Property History

DateEventPrice
9/9/2026
Price Change
$1,775,000 -4%
$570/sqft
Source:Stellar MLS #MFRO6416927
6/17/2026
Listed for sale
$1,849,900 +111.4%
$594/sqft
Source:Stellar MLS #MFRO6416927
9/26/2014
Sold
$875,000 -2.8%
$281/sqft
Source:Stellar MLS #MFRO5225043
4/30/2014
Listed for sale
$900,000
$289/sqft
Source:Stellar MLS #MFRO5225043
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