58 photos in the listing
1939 Woodcrest Drive
Winter Park, FL 32792 · Orange County
$1,349,000
4
Beds
4
Baths
2,575
Sq ft
2020
Year built
Location
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.
Facts & features
Interior
- Bedrooms
- 4
- Bathrooms
- 4
- Living area
- 2,575 sq ft
- Stories
- 2
- Flooring
- Hardwood
- Appliances
- Convection Oven, Dishwasher, Disposal, Dryer, Gas Cooktop, Microwave, Refrigerator, Washer
- Features
- Ceiling Fans(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)
- Cooling
- Central Air
- Heating
- Central
Exterior & lot
- Lot size
- 0.19 acres
- Construction
- Block, Cement Siding, Stucco
- Roof
- Shingle
- Features
- Private Mailbox, Sidewalk
- Pool
- Yes
Financial
- Price / sqft
- $524/sqft
- Annual tax
- $15,488
- Tax year
- 2025
Utilities
- Utilities
- Cable Available, Electricity Connected, Natural Gas Connected
- Water
- Public
- Sewer
- Public Sewer
Property
- Property type
- Single Family
- Year built
- 2020
- Subdivision
- Acreage
- Days on market
- 3 days
Estimate your monthly cost
Twenty percent down over thirty years at 6.5%. Insurance is not included.
- Principal & interest
- $6,821
- Property tax
- $1,291
- Estimated monthly
- $8,112
Ask about this property
Answered from this listing’s own figures and the sales around it.
Similar homes nearby
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Oct 17, 2026 | Listed | $1,349,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for Winter Park, FL are not connected yet, so this page does not show them.
About this area
WINTER PARK, FL sits in Orange County. The MLS record names Brookshire Elem (elementary), Glenridge Middle (middle), Winter Park High (high) as the assigned schools.
Written from this listing’s own record and the homes we hold nearby.
- Elementary school
- Brookshire Elem
- Assigned school from the MLS record
- Middle school
- Glenridge Middle
- Assigned school from the MLS record
- High school
- Winter Park High
- Assigned school from the MLS record
Frequently asked questions
What would 1939 WOODCREST DRIVE, WINTER PARK cost per month?
About $8,112 a month: $6,821 principal and interest, $1,291 property tax. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.
Is 1939 WOODCREST DRIVE, WINTER PARK priced fairly?
It is listed at $1,349,000. There are not enough comparable homes close by to put a range around that yet, so the asking price is the honest answer.
How long has 1939 WOODCREST DRIVE, WINTER PARK been on the market?
It came on the market today.
Has the price of 1939 WOODCREST DRIVE, WINTER PARK changed?
The price has not moved since it was listed.
How big is 1939 WOODCREST DRIVE, WINTER PARK?
4 bed, 4 bath, 2,575 square feet. That is $524 a square foot.
What year was 1939 WOODCREST DRIVE, WINTER PARK built?
Built in 2020.
What is the HOA fee at 1939 WOODCREST DRIVE, WINTER PARK?
The feed lists no association fee for this property.
What are the property taxes at 1939 WOODCREST DRIVE, WINTER PARK?
Property tax works out to about $1,291 a month, $15,488 a year, on the 2025 assessment.
Is 1939 WOODCREST DRIVE, WINTER PARK still available?
It is still on the market.
Listing
- Listed by
- Jose Martinez Rivera LLC
- Brokerage
- LA ROSA REALTY PREMIER LLC
- MLS number
- MFR813983721
Listing information is deemed reliable but is not guaranteed.