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(386) 801-4854

(386) 801-4854

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

$1,749,000

Upscale condo building featuring a unique rounded tower, brick accents, and a view of the surrounding neighborhood and city skyline at 101 S New York Ave # 311, Winter Park, FL 32789
  • Bedrooms

    3

  • Baths

    4

  • Sq. Feet

    3112

  • Year Built

    2008

  • Days On Market

    4

  • $/SqFt

    $562

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Home Description

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).

  • MLS #: O6302823
  • Address: 101 S New York Ave # 311
  • Unit Num: 311
  • Levels: Two
  • City: Winter Park
  • Zip: 32789
  • County: Orange
  • Community Features: Sidewalks
  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High
  • Private Pool: False
  • Water Feet: 0
  • 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
  • Floor Covering: Carpet,Concrete
  • Kitchen Features: Breakfast Bar,Desk Built-In,Granite Counters
  • Additional Rooms: Inside Utility
  • Exterior Features: Balcony,Courtyard,French Doors
  • Exterior Contruction: Block,Brick,Stucco
  • Foundation: Slab
  • Front Exposure: East
  • Roof: Built-Up,Tile
  • Building Sqft: 3112

Available now at $1,749,000

Approximate Room Sizes / Descriptions

Dining Room13x16FirstConcrete
Living Room21x13FirstConcrete
Dinette10x9FirstConcrete
Kitchen15x11FirstConcrete
Bedroom 112x14FirstConcrete
Bedroom 210x13SecondCarpet
Primary Bedroom25x13SecondConcrete
  • Attached Garage: False
  • Garage: True
  • Garage Spaces: 2
  • Garage Feature: Assigned,Guest,Reserved
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: Cable Available,Electricity Available
  • Total Acre: Non-Applicable
  • Lot Num: 311
  • HOA Fees: $1,214 Monthly
  • HOA Monthly Amount: $1,214
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Condominium
  • Monthly Maintenance: $0
  • Maintenance Includes: Maintenance Grounds,Maintenance Structure,Management,Trash
  • Building Num Floors: 5
  • Building Name Number: DOUGLAS GRAND
  • Condo Floor Number: 3
  • Pets Allowed: Yes
  • Pet Restrictions: BUYER SHALL VERIFY ANY PET RESTRICTIONS WITH HOA.
  • Max Pet Weight: 100
  • : 407-645-4321

Neighborhood

The average asking price of a 3 bedroom Winter Park condo in this zip code is $927,117 (47.0% less than this home).

This condo is priced at $562/sqft, which is 25.7% less than similar condos in the 32789 zip code.

Potential Great Value

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Financial

  • Approx Payment:$8,508*
  • Taxes:$17,483

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-4854 and speak with one of our real estate consultants.

Listing Courtesy of KELLY PRICE & COMPANY LLC. For information or to schedule a viewing of this property (MLS# O6302823), call: 386-801-4854

101 S New York Ave # 311, Winter Park FL is a condo of 3112 sqft and is currently priced at $1,749,000 . This condo has 3 bedrooms. A comparable condo for sale at 1806 Mondrian Cir in Winter Park is listed at $690,000. In addition to condos, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Park, FL. Lake Forest Park, Lake Killarney Shores and Sylvan Lake Shores are nearby neighborhoods. MLS O6302823 has been posted on this site since 4/26/2025 (today).

2025 4/28/2025.

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