Discover luxury living in this exquisite two-story condominium, located on the third floor of the highly sought-after Douglas Grand. This elegant three-bedroom, three-and-one-half-bath residence seamlessly blends entertaining with everyday comfort. Step into a blank canvas offering a clean landscape—free of flooring—allowing you to effortlessly bring your own design vision to life. Whether you envision warm hardwood, sleek tile, or cozy carpet, this space is designer-ready and primed for your perfect finish. Be immediately impressed by the inviting open floor plan filled with natural light, high ceilings, and detailed crown molding. The gourmet kitchen is a chef’s dream, featuring a spacious breakfast bar island, custom wood cabinetry, granite countertops, and a built-in desk. Enjoy casual dining in the heart of the home with a charming breakfast nook, perfectly positioned for morning coffee or quick weeknight meals. Step through elegant French doors into your own private, enclosed atrium—a versatile outdoor retreat ideal for alfresco dining, quiet relaxation, or entertaining guests in style. The main level features a seamless living and dining area, along with a private downstairs bedroom with en suite bath and walkout balcony—ideal for guests, in-laws, or a home office. Upstairs, the primary suite is a serene sanctuary with an indulgent soaking tub, dual granite-topped vanities, and an expansive walk-in closet. French doors lead to a large private balcony offering sweeping views of Winter Park’s iconic Park Avenue—the perfect backdrop for morning coffee or evening unwinding. A second upstairs en suite bedroom offers its own private bath and generous walk-in closet. The convenience of an upstairs laundry room enhances daily living, while a spacious storage closet offers the potential for an elevator, adding long-term accessibility and value. Enjoy peace of mind with a secure, gated garage offering two reserved parking spaces. Situated in the heart of Winter Park, the Douglas Grand places you steps away from Park Avenue, the Farmers’ Market, Rollins College, Hannibal Square, the Winter Park Golf Course, WP Tennis Center, Winter Park Village, and more. Embrace the effortless downtown lifestyle at the Douglas Grand! A few notable upgrades include brand new front elevation windows and French doors (2024), interior paint (2024), and AC (2022).
For sale
Price cut: $99K (8/3)
$1,650,000
101 S New York Ave UNIT 311, Winter Park, FL 32789
3beds
3,112sqft
Est.:
Condominium
Built in 2008
-- sqft lot
$-- Zestimate®
$530/sqft
$1,214/mo HOA
What's special
Large private balconyPrivate enclosed atriumSpacious breakfast bar islandGranite countertopsDual granite-topped vanitiesHigh ceilingsCharming breakfast nook
- 124 days
- on Zillow |
- 786 |
- 16 |
Zillow last checked: 7 hours ago
Listing updated: August 03, 2025 at 04:37pm
Listing Provided by:
Tiffany Grindstaff 407-252-0927,
KELLY PRICE & COMPANY LLC 407-645-4321
Source: Stellar MLS,MLS#: O6302823
Originating MLS: Orlando Regional

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 325 Square Feet
- Dimensions: 25x13
Bedroom 1
- Features: Walk-In Closet(s)
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Bedroom 2
- Features: Walk-In Closet(s)
- Level: Second
- Area: 130 Square Feet
- Dimensions: 10x13
Dinette
- Level: First
- Area: 90 Square Feet
- Dimensions: 10x9
Dining room
- Level: First
- Area: 208 Square Feet
- Dimensions: 13x16
Kitchen
- Features: Breakfast Bar, Built-in Features, Granite Counters
- Level: First
- Area: 165 Square Feet
- Dimensions: 15x11
Living room
- Level: First
- Area: 273 Square Feet
- Dimensions: 21x13
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
- Laundry: Inside, Laundry Room, Upper Level
Features
- 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: Carpet, Concrete
- Doors: French Doors
- Has fireplace: No
Interior area
- Total structure area: 3,112
- Total interior livable area: 3,112 sqft
Property
Parking
- Total spaces: 2
- Parking features: Assigned, Guest, Reserved
- Garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Enclosed, Patio
- Exterior features: Balcony, Courtyard
- Has view: Yes
- View description: City, Park/Greenbelt
Details
- Parcel number: 062230967000311
- Zoning: C-2
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Materials
- Block, Brick, Stucco
- Foundation: Slab
- Roof: Built-Up,Tile
Condition
- New construction: No
- Year built: 2008
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Available
Community & HOA
Community
- Features: Sidewalks
- Security: Key Card Entry
- Subdivision: WINTER PARK RESIDENTIAL
HOA
- Has HOA: Yes
- Amenities included: Elevator(s), Lobby Key Required, Maintenance
- Services included: Maintenance Structure, Maintenance Grounds, Manager, Trash
- HOA fee: $1,214 monthly
- HOA name: Dominion Mgmt Solutions/Fernando
- HOA phone: 407-930-4673
- Pet fee: $0 monthly
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $530/sqft
- Tax assessed value: $1,135,900
- Annual tax amount: $17,482
- Date on market: 4/25/2025
- Cumulative days on market: 124 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick
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