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For sale
  • Price cut: $99K (8/3)
    $1,650,000

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

    3beds
    3,112sqft
    : 
    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
    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).
    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#: O6302823MLS LogoOriginating MLS: Orlando Regional

    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 101 S New York Ave UNIT 311.

    Next available tour time:Today at 11am

    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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