101 S New York Avenue #311, Winter Park, FL 32789
Local realty services provided by:CENTURY 21 AllPoints Realty
101 S New York Avenue #311,Winter Park, FL 32789
$1,775,000
- 3 Beds
- 4 Baths
- 3,112 sq. ft.
- Condominium
- Active
Listed by: tiffany grindstaff
Office: kelly price & company llc.
MLS#:O6416927
Source:MFRMLS
Price summary
- Price:$1,775,000
- Price per sq. ft.:$570.37
- Monthly HOA dues:$1,302
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)....
Contact an agent
Home facts
- Year built:2008
- Subdivision & Development:WINTER PARK RESIDENTIAL
- Listing ID #:O6416927
- Added:129 day(s) ago
- Updated:October 24, 2026 at 10:13 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Flooring:Wood
- Dining Description:Eat In Kitchen, Living Room/Dining Room Combo
- Kitchen Description:Built-In Oven, Cooktop, Dishwasher, Eat-in Kitchen, Microwave, Range, Refrigerator, Solid Wood Cabinets, Stone Counters
- Bedroom Description:Primary Bedroom Upstairs, Walk-In Closet(s)
- Living area:3,112 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Built-Up, Tile
- Year built:2008
- Building area:3,112 sq. ft.
- Construction Materials:Block, Brick, Stucco
- Exterior Features:Balcony, Courtyard, Covered Porch/Patio, Enclosed, Patio
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Winter Park High
- Middle school:Audubon Park K-8
- Elementary school:Audubon Park K8
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,775,000
- Price per sq. ft.:$570.37
- Tax amount:$20,039 (2025)
Features and amenities
- Appliances:Built-in Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
- Laundry features:Inside, Laundry Room, Laundry Upper Level
- Amenities:Cable Available, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Electricity Available, Living Room/Dining Room Combo, Lobby Key Required, Maintenance, Primary Bedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
- Pool features:Public Pool
Parking
- Parking description:Assigned, Guest, Reserved
- Garage:Yes
- Garage spaces:2
New listings near 101 S New York Avenue #311
- Coming Soon
$2,100,000Coming Soon5 beds 6 baths4,155 sq. ft.1355 Hibiscus Avenue, WINTER PARK, FL 32789
MLS# O6450044Listed by: PALMANO GROUP RE BROKERAGE LLC - New
$450,000Active3 beds 2 baths1,346 sq. ft.506 Lander Road, WINTER PARK, FL 32792
MLS# O6451927Listed by: DERENTHAL REALTY - Open Sun, 11am to 2pmNew
$620,000Active3 beds 2 baths1,762 sq. ft.624 Dunraven Drive, WINTER PARK, FL 32792
MLS# O6443159Listed by: KELLER WILLIAMS WINTER PARK - New
$985,000Active5 beds 3 baths3,296 sq. ft.2330 Westminster Ct., WINTER PARK, FL 32789
MLS# O6452380Listed by: FANNIE HILLMAN & ASSOCIATES - New
$1,100,000Active0.18 Acres1030 Bonita Drive, WINTER PARK, FL 32789
MLS# O6452330Listed by: PREMIER SOTHEBY'S INTL. REALTY - Open Sun, 12 to 2pmNew
$509,999Active3 beds 2 baths1,460 sq. ft.808 Densmore Drive, WINTER PARK, FL 32792
MLS# O6451977Listed by: NOVA REAL ESTATE SERVICES INC - New
$4,500,000Active5 beds 6 baths4,754 sq. ft.1631 Hillcrest Avenue, WINTER PARK, FL 32789
MLS# O6443872Listed by: CHRIS QUARLES PROPERTIES LLC - New
$699,900Active3 beds 2 baths1,666 sq. ft.1884 Jessica Court, WINTER PARK, FL 32789
MLS# O6450978Listed by: RE/MAX 200 REALTY - New
$188,800Active2 beds 2 baths1,058 sq. ft.4832 Tangerine Avenue #4832, WINTER PARK, FL 32792
MLS# O6451613Listed by: STARHOMES REALTY LLC - Open Sun, 12 to 3pmNew
$3,195,000Active4 beds 6 baths4,311 sq. ft.1825 Whitehall Drive, WINTER PARK, FL 32789
MLS# O6450811Listed by: COMPASS FLORIDA LLC