1939 Woodcrest Drive, FL1939 Woodcrest Drive, FL1939 Woodcrest Drive, FL
Stellar MLS
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$1,349,000

1939 Woodcrest DriveWinter Park, FL 32792

Listing updated: October 17, 2026 at 12:49 PM ET

Active
Stellar MLSListing courtesy of La Rosa Realty Premier Llc · Jose Martinez Rivera LLC · MLS #O6449666 · Active · 407-401-9076
4
Beds
4
Baths
2,575
Sq Ft
0.19
Acres
2020
Built
◆Private pool◆$524/sqft◆360° tour
Single Family Residence

Property type

2020

Year built

8,238 sqft

Lot size

$524

Price / sq ft

No HOA

HOA dues

0

Days on market

X

Flood zone

About this home

Welcome to refined modern living in the heart of Winter Park. Meticulously crafted in 2020, this stunning two story residence showcases four bedrooms, three full baths, and a convenient powder bath. The main level welcomes you with an open concept design bathed in natural light, high ceilings, and seamless flow between the living and dining areas. Perfect for culinary enthusiasts, the chef inspired kitchen is appointed with smart GE Cafe appliances, a gas range, premium quartz countertops, custom cabinetry, and a spacious center island. A private main level home office provides a quiet, dedicated environment for work or study. The first floor primary retreat offers everyday luxury with direct pool access, dual walk in closets, and a spa caliber en suite bath featuring contemporary fixtures, a dedicated linen closet, and an expansive walk in super shower. Upstairs, a versatile open loft serves as an ideal second living room, game room, or media retreat, anchoring three generous guest bedrooms with ample closet space and beautifully finished full bathrooms. Step through sliding glass doors into your private outdoor sanctuary, complete with a fully screened swimming pool featuring a sun shelf, paved patio lounging, and pre plumbing ready for your custom summer kitchen. Situated in one of Central Florida's most desirable residential pockets, this address provides premier Orange County living within comfortable walking distance to top rated Winter Park High School, Glenridge Middle School, and Brookshire Elementary. Located just minutes from the vibrant shopping, dining, and cultural attractions of Park Avenue, this turnkey 2020 build seamlessly unites contemporary luxury with quintessential Winter Park convenience.

Estimated monthly payment

Principal & interest$6,821
Property taxes$1,291
Home insurance (est.)$618

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 history0 days on market

  1. Status: Active
    Oct 17, 2026
  2. Listed$1,349,000
    Oct 17, 2026

Property Documents

Documents the listing agent has made public for this property. Free to view and download.

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Acreage
County
Orange
Year built
2020
Living area
2,575 sq ft
Price/sq ft
$524
Building area
3,374 sq ft (Public Records)
Lot size
8,238 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0255F)
Pool
Private pool
Annual taxes
$15,488 (2025)
Parcel #
16-22-30-0000-00-024
Zoning
R-3
MLS #
O6449666

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Interior Details

Bedrooms
4
Full bathrooms
3
Half bathrooms
1
Flooring
Hardwood
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Gas Cooktop, Microwave, Refrigerator, Washer
Interior features
Ceiling Fans(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry
Inside
Stories / Levels
Two
Direction faces
South

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
0
Attached garage
Yes

HOA & Financial

Total monthly fees
None
Total annual fees
None
CDD
No
Homestead exemption
Yes
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Private Mailbox, Sidewalk
Construction materials
Block, Cement Siding, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Electricity Connected, Natural Gas Connected

Schools

ElementaryCBrookshire ElemGreatSchools ↗
MiddleAGlenridge MiddleGreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

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

RoomLevelDimensions
Living RoomFirst15x16
KitchenFirst
Primary BedroomFirst15x13
Primary BathroomFirst15x9
Dining RoomFirst10x17
OfficeFirst10x10
Bedroom 2Second10x11
Bathroom 3Second15x10
Bedroom 4Second12x14

Listing Details

Listing date
2026-10-13
On market date
2026-10-17
Original list price
$1,349,000
Occupant type
Owner
MLS area
32792 - Winter Park/Aloma
Listing AOR
Osceola
Status changed
2026-10-17
Tax legal description
COMM AT A 4X4 CONC MONUMENT MARKING THENE COR OF THE NW1/4 OF THE NW1/4 OF SEC16-22-30 TH S87-25-32W 663.45 FT TO THENW COR OF LOT 1 BLK A KENILWORTH ESTATESPB W/69 AND THE POB TH S00-29-50E 139.85 FT TH S87-25-32W 58 FT TH N00-29-50W 139.85 FT TO SA ID N SEC LINE TH N87-25-32E 58 FT TO THE POB

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

From the intersection of Aloma Avenue and North Lakemont Avenue, head south on South Lakemont Avenue. Turn right onto Woodcrest Drive. Continue straight and the property will be located on your right.

Property sale history

Public records

1939 WOODCREST DR, Winter Park 32792

  • Mar 2024$1,170,000

2,575 sq ft · Built 2020 · 0.1891 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

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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 October 17, 2026 at 12:49 PM 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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