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$799,000

1900 Winter Park Road

Winter Park, FL 32789

Listing updated: June 27, 2026 at 11:40 AM ET

Active

Listing courtesy of Re/Max Assured · William Grim, III · MLS #O6402566 · Active · 800-393-8600

Beds

Baths

1,511

Sq Ft

0.2

Acres

1947

Built

◆Fireplace◆$529/sqft◆360° tour

Single Family Residence

Property type

1947

Year built

8,705 sqft

Lot size

$529

Price / sq ft

No HOA

HOA dues

Days on market

Garage space

Flood zone

About this home

Positioned in one of Central Florida’s most iconic and sought-after locations, this rare opportunity at 1900 Winter Park Road in Winter Park invites you to create something truly exceptional. Set on a spacious homesite, this property offers the flexibility to renovate, expand, or build your custom dream home from the ground up. Whether you envision a modern architectural masterpiece or a timeless estate, this is your canvas to bring that vision to life. What makes this opportunity even more compelling is the location. Just minutes from the charm and sophistication of Park Avenue, you’ll find yourself surrounded by brick-lined streets, boutique shopping, fine dining, and vibrant cultural experiences. Spend your mornings enjoying coffee at local cafés, your afternoons exploring art galleries, and your evenings dining under the lights of one of Central Florida’s most beloved destinations. Living in Winter Park is more than owning a home—it’s embracing a lifestyle. From the scenic beauty of the Winter Park Chain of Lakes, to the historic elegance of Rollins College, this area blends natural beauty, culture, and community in a way few places can. Residents enjoy: Boat tours and waterfront living along the chain of lakes Weekly farmers markets and local events A thriving arts scene including museums, galleries, and theaters Top-rated dining and boutique retail experiences A true sense of community with timeless charm This is more than just land. This is where vision meets opportunity. This is where your next chapter begins. Build the life you’ve been dreaming of—in the heart of Winter Park

Estimated monthly payment

Principal & interest$4,040

Property taxes$234

Home insurance (est.)$366

Down payment

20%

$159,800 downRate

6.5%

Term

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 history58 days on market

Status: Active
May 14, 2026
Listed$941,000
Apr 27, 2026
Price reduced$799,000

Facts & features

Property type: Residential
Sub type: Single Family Residence
Status: Active
Days on market: 58
Subdivision: Charmont
County: Orange
Year built: 1947
Living area: 1,511 sq ft
Price/sq ft: $529
Building area: 2,100 sq ft (Public Records)
Lot size: 8,705 sq ft
Lot category: 0 to less than 1/4
Flood zone: X (12095C0255F)
Garage: 1 spaces
Annual taxes: $2,803 (2025)
Parcel #: 07-22-30-1252-09-010
Zoning: R-1AA
MLS #: O6402566

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Interior Details

Bedrooms: 4
Full bathrooms: 2
Flooring: Ceramic Tile, Wood
Appliances: Convection Oven, Dishwasher, Microwave, Refrigerator
Interior features: Ceiling Fans(s), Crown Molding, Walk-In Closet(s)
Laundry: Inside
Stories / Levels: One
Direction faces: West
Fireplace: Yes

Heating & Cooling

Heating: Central
Cooling: Central Air

Parking

Garage spaces: 1
Attached garage: Yes

HOA & Financial

Total monthly fees: $0/mo
Total annual fees: $0
CDD: No
Homestead exemption: Yes
Listing terms: Cash, Conventional, VA Loan
Ownership: Fee Simple
Available for lease: No

Exterior & Construction

Construction materials: Block
Roof: Shingle
Foundation: Block
Road surface: Brick

Utilities

Sewer: Public Sewer
Water source: Public
Utilities: Cable Connected

Room Details

Room	Level	Dimensions
Bedroom 1	First
Bedroom 2	First	10x10
Bedroom 3	First	10x10
Primary Bedroom	First	18x15
Living Room	First	20x18
Great Room	First	30x18
Kitchen	First	12x8

Listing Details

Listing date: 2026-04-27
On market date: 2026-04-27
Original list price: $941,000
Occupant type: Owner
MLS area: 32789 - Winter Park
Listing AOR: Orlando Regional
Status changed: 2026-05-14
Tax legal description: CHARMONT L/93 LOT 1 BLK I

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

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

Take I-4 East toward Daytona Beach. Exit at Fairbanks Ave (Exit 87) and turn left (East). Continue on Fairbanks Ave for approximately 1.5 miles. Turn right onto Winter Park Road. Proceed about 0.5 miles. The property will be on your right at 1900 Winter Park Road.

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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 27, 2026 at 11:40 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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