IDX

Listed by Tiffany Grindstaff · Courtesy of KELLY PRICE & COMPANY LLC · 407-645-4321 · Agent MLS ID# MFR261208419 · Deemed reliable but not guaranteed. · Listing updated: Nov 8, 2026 · 9:05 PM

Active

101 S NEW YORK AVE #311

Winter Park, Orange, FL, 32789

$1,775,000

$570/sqft

3Beds
4Baths
3,112Sq Ft
2008Built
144Days on Market

About this home

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 desk. 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).

Facts & Features

MFRO6416927
$1,775,000
Active
3
4
3
1
3,112 sqft
N/A
2008
Residential
Condominium
N/A

Community Information

101 S NEW YORK AVE #311
Winter Park Residential
Winter Park
Orange
FL
32789
No

Amenities

Maintenance, Lobby Key Required, Elevators
N/A
No
No
No

Interior

Ceiling Fans(s), Walk-In Closet(s), Eat-in Kitchen, Solid Wood Cabinets, Living Room/Dining Room Combo, Stone Counters, Thermostat, Crown Molding, PrimaryBedroom Upstairs
Central
Central Air
Wood
N/A
5
Built-In Oven, Cooktop, Dishwasher, Microwave, Refrigerator, Range

Exterior

Balcony, Courtyard
Block, Stucco, Brick
Slab
Built-Up, Tile
N/A
N/A

School Information

Audubon Park K8
Audubon Park K-8
Winter Park High

Additional Information

June 17, 2026
144
C-2
East
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. KELLY PRICE & COMPANY LLC is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

144 days on market

Listing updated: Nov 8, 2026 · 9:05 PM

Listed by: Tiffany Grindstaff · 407-252-0927—KELLY PRICE & COMPANY LLC · 407-645-4321

Updated from Real Estate Market Data

Location

AEAhmed ElbatrawyEmpire Network Realty

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