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Condo for sale at 101 S New York Ave #311, Winter Park, FL 32789 | MLS# O6416927 | Listing updated on 2026-11-03
Photo 1 of Condo for sale at 101 S New York Ave #311, Winter Park, FL 32789 | MLS# O6416927 | Listing updated on 2026-11-03
Photo 2 of Condo for sale at 101 S New York Ave #311, Winter Park, FL 32789 | MLS# O6416927 | Listing updated on 2026-11-03
Photo 3 of Condo for sale at 101 S New York Ave #311, Winter Park, FL 32789 | MLS# O6416927 | Listing updated on 2026-11-03
Photo 4 of Condo for sale at 101 S New York Ave #311, Winter Park, FL 32789 | MLS# O6416927 | Listing updated on 2026-11-03
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$1,775,000

Monthly Est:$8,835

  • Beds Icon3 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,112sqft

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

$8,835/moEst:

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  • Condominium

  • Built in 2008

  • $1,303/mo HOA

  • -- sqft lot

  • $570/sq.ft

Description

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 des
k. 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).

  • Houzeo last checked: 10 minutes ago
  • Listing updated: November 3, 2026 at 5:06 pm
  • Listing Provided by: Tiffany Grindstaff (407) 252-0927 | KELLY PRICE & COMPANY LLC (407) 645-4321
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6416927 Stellar MLS-FL as distributed by MLS GRID

This condo is in:

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    5

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    2008

  • HOA Fees

    $1303/mo

  • Finished Area

    3,112 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6416927

  • MLS Status

    Active

  • Days on Market

    139

  • Cumulative Days on Market

    139

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Location

HOA Management

Dominion Mgmt Solutions/Fernando

HOA Fees

$1,302.65/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Maintenance Maintenance

Trash Pickup Trash Pickup

Elevator Elevator

Management Management

Lobby Key Required Lobby Key Required

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 4

  • Dining Room

    Level: First

    Area: 208.00 Square Feet

    Dimensions: 13x16

  • Living Room

    Level: First

    Area: 273.00 Square Feet

    Dimensions: 21x13

  • Dinette

    Level: First

    Area: 90.00 Square Feet

    Dimensions: 10x9

  • Kitchen

    Level: First

    Area: 165.00 Square Feet

    Dimensions: 15x11

  • Bedroom 1

    Level: First

    Area: 168.00 Square Feet

    Dimensions: 12x14

  • Bedroom 2

    Level: Second

    Area: 130.00 Square Feet

    Dimensions: 10x13

  • Primary Bedroom

    Level: Second

    Area: 325.00 Square Feet

    Dimensions: 25x13

Interior

  • Flooring

    Wood

  • Appliances

    Built In Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator

  • Interior Features

    Ceiling Fans(s), Crown Molding, Eat In Kitchen, Living Room/dining Room Combo, Primary Bedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk In Closet(s)

  • Sewer

    Public Sewer

  • Cooling

    Central Air

  • Heating

    Central

  • Exterior Features

    Balcony, Courtyard

Construction

  • Year Built

    Year Built: 2008

  • Home type

    Condominium

  • Construction Materials

    Block, Brick, Stucco

  • Foundation Details

    Slab

  • Roof

    Built Up, Tile

Utilities & Energy

  • Water Source

    Public

  • Laundry Features

    Inside, Laundry Room, Upper Level

  • Parking Features

    Assigned, Guest, Reserved

  • Association Amenities

    Elevators, Lobby Key Required, Maintenance

  • Utilities

    Cable Available, Electricity Available

  • Security Features

    Key Card Entry, Secured Garage/parking

Other Features

  • Patio And Porch Features

    Covered, Enclosed, Patio

  • Community Features

    Sidewalks

  • Subdivision Name

    Winter Park Residential

Price History

DateEventPrice

06/17/2026

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6416927

Listed for Sale

$1,775,000 -4.05%

$570/sqft

06/17/2026

Source: mls_logoStellar MLS-FL #MFRO6416927

Price Increased

$1,849,900 +12.12%

$594/sqft

10/08/2025

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6302823

Listing Removed

$1,650,000 -5.66%

$530/sqft

04/25/2025

Source: mls_logoStellar MLS-FL #MFRO6302823

Listed for Sale

$1,749,000 +6.00%

$562/sqft

04/25/2025

Source: mls_logoStellar MLS-FL #MFRO6302823

Price Increased

$1,650,000 +88.57%

$530/sqft

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Nearby Homes

Based on information from Stellar MLS® through Nov 04, 2026, 03:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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