101 S NEW YORK AVE #311

$1,775,000

3Bedrooms
4Bathrooms
3,112Sq Ft
2008Year Built
2Garage
98Days on Market
N/ALot Size

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).

Facts & Features

MLS #
MFRO6416927
PRICE
$1,775,000
STATUS
Active
BEDROOMS
3
BATHROOMS
4
FULL BATHS
3
HALF BATHS
1
SQUARE FOOTAGE
3,112 sqft
ACRES
N/A
YEAR BUILT
2008
TYPE
Condominium
STYLE
N/A

Amenities

AMENITIES
Maintenance, Lobby Key Required, Elevators
PARKING
N/A
VIEW
No
WATERFRONT
No
POOL
No

Exterior

STYLE
N/A
CONSTRUCTION
Block, Stucco, Brick
FOUNDATION
Slab
ROOF
Built-Up, Tile
FENCING
N/A
LOT DESCRIPTION
N/A

Additional Information

DATE LISTED
June 17, 2026
DAYS ON MARKET
98
ZONING
C-2
DIRECTION FACES
East
NEW CONSTRUCTION
No
SPECIAL CONDITIONS
None

Community Information

ADDRESS
101 S NEW YORK AVE #311
SUBDIVISION
Winter Park Residential
CITY
Winter Park
COUNTY
Orange
STATE
FL
ZIP CODE
32789
SENIOR COMMUNITY
No

Interior

INTERIOR FEATURES
Ceiling Fans(s), Walk-In Closet(s), Eat-in Kitchen, Solid Wood Cabinets, Living Room/Dining Room Combo, Stone Counters, Thermostat, Crown Molding, PrimaryBedroom Upstairs
HEATING
Central
COOLING
Central Air
FLOORING
Wood
FIREPLACE
N/A
STORIES
5
APPLIANCES
Built-In Oven, Cooktop, Dishwasher, Microwave, Refrigerator, Range

School Information

DISTRICT
N/A
ELEMENTARY
Audubon Park K8
MIDDLE
Audubon Park K-8
HIGH
Winter Park High

Location

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