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Active - Condominium for sale

101 S NEW YORK AVENUE UNIT 311, Winter Park, FL

3 bds|3 bth + 1 half|3,112 sqft

Facts & features

Condominium Property type
151 days on Beycome
2008 Year built
$570 Price/Sqft.
2 car garage Parking
$1,303/mo HOA

Why you’ll love it

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).

Translating description...

Listings courtesy of KELLY PRICE & COMPANY LLC as distributed by MLS GRID.

Listed by: Tiffany Grindstaff • tiffany@kellypriceandcompany.com • KELLY PRICE & COMPANY LLC

Co-listed by: KELLY PRICE & COMPANY LLC

Source: Stellar MLS as distributed by MLS GRID, MLS#: O6416927 Stellar MLS as distributed by MLS GRID logo

Based on info available as of Nov 14, 2026 at 2:01 PM EST.

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Affordability

$1,155,000$2,395,000
1%20%
0%90%
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Estimated monthly payment

$11,948/mo

  • Mortgage$8,975
  • Property tax$1,670
  • HOA fee
  • Homeowners insurance
Due at closing$1,411,125
Down payment held in escrow$355,000
Closing costs$26,625
beycome credit Est.$35,500

Beycome estimates only. Actual amounts and terms vary by lender and location.

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About Winter Park Residential

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Flood & climate risk

FEMA Flood Zone X

Outside the high-risk Special Flood Hazard Area — flood insurance is usually optional but still worth considering.

More details

Source: FEMA National Flood Hazard Layer. Confirm on the FEMA Flood Map.

Disclaimer

Based on information submitted to the MLS GRID as of Nov 14, 2026 at 02:01pm EST. All data is obtained from various sources and may not have been verified by 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.

$1,775,000 Listed price

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$35,500 Credit back

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