$1,849,900
101 New York Avenue
Winter Park, FL 32789
Listing updated: June 18, 2026 at 6:52 AM ET
Property type
Year built
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
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).
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveJun 17, 2026
- Listed$1,849,900Jun 17, 2026
- Price increased$1,849,900
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 1
- Subdivision
- Winter Park Residential
- County
- Orange
- Year built
- 2008
- Living area
- 3,112 sq ft
- Price/sq ft
- $594
- Lot category
- Non-Applicable
- Flood zone
- X (12095C0255F)
- Garage
- 2 spaces
- Annual taxes
- $20,039 (2025)
- Parcel #
- 06-22-30-9670-00-311
- Zoning
- C-2
- MLS #
- O6416927
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 3
- Half bathrooms
- 1
- 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, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
- Laundry
- Inside, Laundry Room, Upper Level
- Stories / Levels
- Two
- Direction faces
- East
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- No
- Parking features
- Assigned, Guest, Reserved
HOA & Financial
- HOA fee
- $1,303 / Monthly
- Monthly HOA
- $1,303/mo
- Total monthly fees
- $1,525/mo
- Total annual fees
- $18,296
- HOA name
- Dominion Mgmt Solutions/Fernando
- CDD
- No
- Min lease term
- 7 Months
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- BUYER SHALL VERIFY ANY LEASE RESTRICTIONS WITH HOA.
- Approval process
- BUYER SHALL VERIFY ANY APPROVAL PROCESS WITH HOA.
Exterior & Construction
- Exterior features
- Balcony, Courtyard, French Doors
- Construction materials
- Block, Brick, Stucco
- Roof
- Built-Up, Tile
- Foundation
- Slab
- Road surface
- Brick
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Available
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Dining Room | First | 13x16 |
| Living Room | First | 21x13 |
| Dinette | First | 10x9 |
| Kitchen | First | 15x11 |
| Bedroom 1 | First | 12x14 |
| Bedroom 2 | Second | 10x13 |
| Primary Bedroom | Second | 25x13 |
Listing Details
- Listing date
- 2026-06-17
- On market date
- 2026-06-17
- Original list price
- $1,849,900
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-17
- Tax legal description
- WINTER PARK RESIDENTIAL CONDOMINIUM 9541/3489 UNIT 311
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From I-4, Take exit to Fairbanks Avenue, drive east toward Downtown Winter Park. Turn Left on New York Ave. The Douglas Grand will be on the left on the corner of New York Avenue and Morse Blvd.
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Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 18, 2026 at 6:52 AM ET. 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.
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