Winter Park, FL · Condominium
101 S New York Ave #311
Active · MLS MFRO6416927 · Listed by KELLY PRICE & COMPANY LLC · 407-645-4321.
THE SETTING, AND THE DETAILS
A closer look.
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).
The details that help you decide.
Details supplied with the listing. Information that was not provided is marked below.
Home essentials
- Price per square foot
- $570
- Full bathrooms
- 3
- Half bathrooms
- 1
- Heated living area
- 3112
- Lot size (acres)
- Not provided
- Lot size (sq ft)
- Not provided
- Year built
- 2008
- Property type
- Residential
- Property style
- Not provided
Interior & rooms
- 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)
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
- Flooring
- Wood
- Additional rooms
- Inside Utility
Land, water & community
- Waterfront
- No
- Waterfront type
- Not provided
- Water body / lake name
- Not provided
- Water view
- Not provided
- Dock
- Not provided
- Dock features
- Not provided
- Other views
- City, Park/Greenbelt
- Lot features
- Not provided
- Exterior features
- Balcony, Courtyard
- Community amenities
- Sidewalks
- Zoning
- C-2
- Current use
- Not provided
- Horse amenities
- Not provided
- Fencing
- Not provided
- Other structures
- Not provided
Pool, parking & systems
- Private pool
- No
- Pool features
- Not provided
- Garage
- Yes
- Garage spaces
- 2
- Carport
- No
- Carport spaces
- Not provided
- Parking features
- Assigned, Guest, Reserved
- Fireplace
- No
- Fireplace features
- Not provided
- Heating
- Central
- Cooling
- Central Air
- Water supply
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Available, Electricity Available
Construction
- Construction materials
- Block, Brick, Stucco
- Roof
- Built-Up, Tile
- Foundation
- Slab
- Stories
- 5
- Levels
- Two
Location & schools
- City
- WINTER PARK
- Subdivision
- WINTER PARK RESIDENTIAL
- County
- Orange
- ZIP code
- 32789
- Elementary school
- Audubon Park K8
- Middle school
- Audubon Park K-8
- High school
- Winter Park High
Association, taxes & listing
- HOA / association
- Yes
- Association fee
- $1,302.65
- Fee frequency
- Monthly
- Included services
- Maintenance Structure, Maintenance Grounds, Management, Trash
- Association amenities
- Elevators, Lobby Key Required, Maintenance
- Additional association fee
- Not provided
- Additional fee frequency
- Not provided
- Condo fee
- $222
- Condo fee frequency
- Monthly
- Annual property taxes
- $20,038.63
- Tax year
- 2025
- Other annual assessments
- Not provided
- CDD
- No
- Listing status
- Active
- Days on market
- 98
- Listing broker
- KELLY PRICE & COMPANY LLC
- MLS number
- MFRO6416927
Explore the area
Location supplied with the listing. Confirm boundaries and access for the property.
Listed by KELLY PRICE & COMPANY LLC · MLS MFRO6416927
Source: mfrmls · Listing updated 2026-09-23 13:57:09 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.
A GOOD CONVERSATION IS A GOOD START
Let’s talk about
your next move.
Ask about this home, arrange a showing, or talk through what you’re looking for.
Call Scott: (407) 760-0382Your inquiry goes directly to Scott.