NOT LISTED FOR SALE

101 S New York Ave Unit 302 Winter Park, FL 32789

Estimated Value: $1,609,906 - $1,682,000

3 Beds
3.5 Baths
3,174 Sq Ft
$1,482/mo HOA Fee

Last Sold April 17, 2025

Last sale price $1,630,000 $514 Per Sq Ft

Est. 1% increase in value since last sale

Current estimated payment $11,995/month

146 Days on Market

Highlights

  • 1 Bedroom Guest House
  • Golf Course Community
  • Gated Community
  • Audubon Park School Rated A-
  • Penthouse
  • 3-minute walk to Central Park

About This Home

As of April 2025

One or more photo(s) has been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship which exudes classic Americana to the meticulously finished gourmet kitchen, this home truly speaks of timeless elegance. The stunning condo features three spacious ensuite bedrooms, including a primary suite with a charming fireplace and generous setback terrace. A private elevator ensures seamless access, while a lovely atrium, perfect for morning coffee or an evening glass of wine, enhances the serene ambiance. Pella windows and beautiful wood plantation shutters provide both tranquility and refined style.
Step outside, and you’re immersed in the heart of Winter Park, surrounded by charming boutiques, renowned restaurants, lush parks, and vibrant entertainment. Prefer a lighter aesthetic? A paint quote and virtual renderings with lighter wood tones are available upon request.

Last Agent to Sell the Property

Sandra Cuba

PREMIER SOTHEBY'S INTL. REALTY Brokerage Phone: 407-644-3295 License #3433784 Listed on: 11/08/2024

PREMIER SOTHEBY'S INTL. REALTY

Last Buyer's Agent

Julie Scott

COLDWELL BANKER REALTY License #3319135

COLDWELL BANKER REALTY

Property Details

Home Type

  • Condominium

Est. Annual Taxes

  • $16,923

Year Built

  • Built in 2009

Lot Details

  • 0.46

HOA Fees

Parking

  • 2 Car Attached Garage
  • Garage Door Opener
  • Secured Garage or Parking
  • On-Street Parking
  • Off-Street Parking
  • Reserved Parking
  • Deeded Parking

Property Views

  • City
  • Park or Greenbelt

Home Design

  • Penthouse
  • Brick Exterior Construction
  • Slab Foundation
  • Concrete Siding
  • Block Exterior

Interior Spaces

  • 3,174 Sq Ft Home
  • 2-Story Property
  • Open Floorplan
  • Built-In Features
  • Bar Fridge
  • Chair Railings
  • Crown Molding
  • Coffered Ceiling
  • Tray Ceiling
  • High Ceiling
  • Skylights
  • Decorative Fireplace
  • Double Pane Windows
  • Shutters
  • French Doors
  • Great Room
  • Family Room
  • Separate Formal Living Room
  • Breakfast Room
  • Formal Dining Room
  • Den

Kitchen

  • Eat-In Kitchen
  • Built-In Oven
  • Range with Range Hood
  • Recirculated Exhaust Fan
  • Microwave
  • Freezer
  • Ice Maker
  • Dishwasher
  • Wine Refrigerator
  • Stone Countertops
  • Solid Wood Cabinet
  • Disposal

Flooring

  • Wood
  • Carpet
  • Marble
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Fireplace in Primary Bedroom
  • Primary Bedroom Upstairs
  • Walk-In Closet

Laundry

  • Laundry Room
  • Laundry on upper level
  • Dryer
  • Washer

Home Security

  • Security System Owned
  • Security Lights
  • Security Gate

Outdoor Features

  • Balcony
  • Enclosed patio or porch

Schools

  • Audubon Park K8 Elementary School
  • Audubon Park K-8 Middle School
  • Winter Park High School

Utilities

  • Central Heating and Cooling System
  • Thermostat
  • Underground Utilities
  • Electric Water Heater
  • High Speed Internet
  • Cable TV Available

Additional Features

  • Wheelchair Access
  • Northeast Facing Home
  • 1 Bedroom Guest House

Listing and Financial Details

Community Details

Overview

  • Association fees include maintenance structure, management, pest control, trash
  • Douglas Grand/Fernando Dominguez Association, Phone Number (407) 930-4673
  • Winter Park Residential Condominium 9541/3489 Unit Subdivision
  • On-Site Maintenance

Recreation

  • Golf Course Community

Pet Policy

  • Dogs and Cats Allowed
  • Breed Restrictions

Security

  • Security Service
  • Card or Code Access
  • Gated Community
  • Fire and Smoke Detector
  • Fire Sprinkler System

Amenities

  • Elevator

Property Details

Home Type

Condominium

Est. Annual Taxes

$16,923

Year Built

Built in 2009

Lot Details

0

HOA Fees

$1,482 per month

Parking

2

Listing Details

  • HOA Fee Includes: Maintenance Structure, Management, Pest Control, Trash
  • Property Type: Residential
  • Property Sub Type: Condominium
  • Construction Materials: Block, Brick, Concrete
  • Fireplace: Yes
  • Living Area: 3174
  • Lot Size Acres: 0.46
  • New Construction: No
  • Year Built: 2009
  • Building Area Total: 3174
  • Lot Size Sq Ft: 19928
  • Directions to Property: From I-4: Take exit to Fairbanks Avenue, drive east toward Downtown Winter Park about 2 miles. Make a left onto New York Ave. Drive 3 blocks, you will see The Douglas Grand on the left, corner New York Avenue and Morse Blvd.
  • Status: Sold
  • Ownership: Condominium
  • ResoBuildingAreaSource: PublicRecords
  • Available for Lease YN: 1
  • Escrow State: FL
  • Floor Number: 3
  • List Office Head Office Key Nume: 537903989
  • Minimum Lease: 1-2 Years
  • RATIO Current Price By Calculate: 513.55
  • Unit Number YN: 0
  • Water Access YN: 0
  • Condo Fees Term: Monthly
  • Property Description: Penthouse
  • MFR_BedroomClosetType: Walk-in Closet
  • MFR_BedroomClosetType: Walk-in Closet
  • MFR_InLawSuiteYN: 1
  • MFR_InLawSuiteDescription: 1 Bedroom
  • Attribution Contact: 407-644-3295
  • Tax Year: 2023
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Decorative, Primary Bedroom
  • Living Area Units: Square Feet
  • Flooring: Carpet, Marble, Tile, Wood
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Chair Rail, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, Elevator, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
  • Appliances Included: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: Two
  • Stories: 2
  • Window Features: Double Pane Windows, Shutters
  • Street Number Modifier: 101
  • ResoLivingAreaSource: PublicRecords
  • Additional Rooms: Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Great Room
  • Living Area Meters: 294.87
  • Room Count: 7

Exterior Features

  • Direction Faces: Northeast
  • Exterior Features: Balcony, French Doors, Sidewalk
  • Roof: Other
  • Pool Private: No
  • View: City, Park/Greenbelt
  • Waterfront: No
  • Patio and Porch Features: Covered, Enclosed
  • Road Surface Type: Asphalt
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Assigned, Covered, Deeded, Garage Door Opener, Guest, Off Street, On Street, Reserved, Underground

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Public, Sewer Available, Street Lights, Underground Utilities, Water Connected
  • Cooling: Central Air
  • Heating: Central, Electric
  • Laundry Features: Inside, Laundry Room, Upper Level
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Golf, Sidewalks
  • Association Amenities: Elevator(s), Gated, Lobby Key Required, Maintenance, Security, Wheelchair Access
  • Association Fee: 1262.92
  • Association Fee Frequency: Monthly
  • Association Name: Douglas Grand/Fernando Dominguez
  • Phone: 407-930-4673
  • Association: Yes
  • Security: Fire Alarm, Fire Sprinkler System, Secured Garage/Parking, Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: Verify pet restrictions with HOA
  • Association Fee Requirement: Required
  • Building Name Number: THE DOUGLAS GRAND
  • Condo Fees: 219
  • Condo Land Included YN: 0
  • Montly Maint Amt Addition To HOA: 0
  • Monthly Condo Fee Amount: 219

Fee Information

  • Total Annual Fees: 17783.04
  • Total Monthly Fees: 1481.92
  • Monthly HOA Amount: 1262.92

Schools

  • Elementary School: Audubon Park K8
  • High School: Winter Park High
  • Middle Or Junior School: Audubon Park K-8

Lot Info

  • Zoning: C-2
  • Parcel Number: 06-22-30-9670-00-302
  • Additional Parcels: No
  • Flood Zone Code: x
  • Homestead YN: 0
  • Lot Size Square Meters: 1851

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Breed Restrictions, Cats OK, Dogs OK, Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Verify with HOA

Tax Info

  • Tax Annual Amount: 16923
  • Tax Block: 00
  • Tax Book Number: 9541/3489
  • Tax Lot: 302

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Nov 8, 2024
Closed on
Apr 17, 2025
Sold by
Joseph Vincent Roebuck Revocable Trust and Roebuck Joseph Vincent
Bought by
Lasher Kelly G
Seller's Agent
Sandra Cuba
PREMIER SOTHEBY'S INTL. REALTY
Buyer's Agent
Julie Scott
COLDWELL BANKER REALTY
List Price
$1,695,000
Sold Price
$1,630,000
Premium/Discount to List
-$65,000
-3.83%
Total Days on Market
146
Views
657
Current Estimated Value
$1,638,477

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$8,477
Avg. Annual Appreciation
3.26%

Purchase Details

Closed on
Sep 2, 2020
Sold by
Roebuck Joseph Vincent and Roebuck Bianca Luiza
Bought by
Roebuck Joseph Vincent and Roebuck Joseph Vincent

Purchase Details

Listed on
Oct 21, 2013
Closed on
Dec 21, 2015
Sold by
Winter Park Condominium Limited Partners
Bought by
Roebuck Joseph Vincent
Buyer's Agent
Anthony Consalvo
FLORIDA ONE REAL ESTATE LLC
List Price
$1,350,000
Sold Price
$1,300,000
Premium/Discount to List
-$50,000
-3.7%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
2.48%
Original Mortgage
$1,040,000
Interest Rate
3.98%
Mortgage Type
New Conventional
Source: Public Records

Range of Values:

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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Lasher Kelly G $1,630,000 None Listed On Document
Roebuck Joseph Vincent -- Attorney
Roebuck Joseph Vincent $1,300,000 Attorney
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Previous Owner Revocab Joseph Vincent Roebuck $200,000
Previous Owner Revocab Joseph Vincent Roebuck $1,040,000
Previous Owner Revocab Joseph Vincent Roebuck $250,000
Previous Owner Roebuck Joseph $148,800
Previous Owner Roebuck Joseph Vincent $1,040,000
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
04/17/2025 04/17/25 Sold $1,630,000 -1.2% $514 / Sq Ft
04/03/2025 04/03/25 Pending -- -- --
02/25/2025 02/25/25 Price Changed $1,650,000 -2.7% $520 / Sq Ft
11/08/2024 11/08/24 For Sale $1,695,000 +30.4% $534 / Sq Ft
08/17/2018 08/17/18 Off Market $1,300,000 -- --
12/22/2015 12/22/15 Sold $1,300,000 -3.7% $403 / Sq Ft
12/07/2015 12/07/15 Pending -- -- --
08/21/2015 08/21/15 Price Changed $1,350,000 0.0% $418 / Sq Ft
08/21/2015 08/21/15 For Sale $1,350,000 +3.8% $418 / Sq Ft
07/31/2015 07/31/15 Off Market $1,300,000 -- --
06/04/2014 06/04/14 For Sale $1,300,000 0.0% $403 / Sq Ft
05/31/2014 05/31/14 Off Market $1,300,000 -- --
10/21/2013 10/21/13 For Sale $1,300,000 -- $403 / Sq Ft
Source: Stellar MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $17,362 $1,234,640 -- --
2024 $16,963 $1,122,400 -- $1,122,400
2023 $16,963 $1,122,400 $224,480 $897,920
2022 $15,204 $984,000 $196,800 $787,200
2021 $15,520 $984,000 $196,800 $787,200
2020 $14,548 $984,000 $196,800 $787,200
2019 $15,417 $984,000 $196,800 $787,200
2018 $17,175 $1,076,300 $215,260 $861,040
2017 $17,411 $1,076,300 $215,260 $861,040
2016 $18,080 $1,076,300 $215,260 $861,040
2015 $11,461 $796,400 $159,280 $637,120
2014 $13,765 $1,094,800 $218,960 $875,840
Source: Public Records

Agents Affiliated with this Home

  • S

    Seller's Agent in 2025

    Sandra Cuba

    PREMIER SOTHEBY'S INTL. REALTY

    (305) 878-0167

    3 in this area

    6 Total Sales

    Sandra Cuba
    Section Image
  • Julie Scott

    Buyer's Agent in 2025

    Julie Scott

    COLDWELL BANKER REALTY

    (407) 497-3492

    1 in this area

    21 Total Sales

    Julie Scott
    Section Image
  • Anthony Consalvo

    Buyer's Agent in 2015

    Anthony Consalvo

    FLORIDA ONE REAL ESTATE LLC

    (407) 599-7070

    20 in this area

    41 Total Sales

    Anthony Consalvo
    Section Image
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Map

Source: Stellar MLS

MLS Number: O6256094

Stellar MLS

APN: 06-2230-9670-00-302

Florida Orange County Winter Park 32789

101 S New York Ave Unit 302, Winter Park, FL

This home is located at 101 S New York Ave Unit 302, Winter Park, FL 32789 since 08 November 2024 and is currently estimated at $1,638,477, approximately $516 per square foot. This property was built in 2009. 101 S New York Ave Unit 302 is a home located in Orange County with nearby schools including Audubon Park School, Winter Park High, and St. Margaret Mary Catholic School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Stellar MLS IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.



Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393

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