Home in 2215 Woodcrest Dr Winter Park for sale with MLS# O6442348

PRICE JUST REDUCED!! Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern pool residence beautifully harmonizes timeless architectural soul with stylized contemporary updates. Bathed in glorious natural sunlight, the open-concept interior unfolds beneath soaring vaulted ceilings, where durable wood-look flooring flows seamlessly across expansive living and dining spaces. At the center of it all lies a true chef's haven-an exquisitely updated kitchen equipped with solid wood cabinetry, rich granite countertops, a sprawling prep island, sleek stainless steel appliances, and a bold over-range hood. Thoughtfully arranged along a private bedroom wing, the four spacious bedrooms blend exceptional comfort with versatile living spaces. The fourth bedroom is framed by views of the sun-drenched pool deck-an inspiring backdrop for a home office, creative sanctuary, or private gym. The primary retreat serves as a peaceful haven, complete with an elegant ensuite bath showcasing custom tile work and a glowing vanity mirror. Step through the doors into your own fully fenced tropical oasis, where quintessential Florida living takes center stage. Spend your afternoons lounging beside the sparkling swimming pool, entertaining guests from the custom Tiki bar, or relaxing with a cool drink under the shade of the gazebo surrounded by fresh, plush, mature landscaping and fresh sod. Modern convenience and major infrastructure upgrades ensure total peace of mind, featuring updated plumbing, electrical, and windows, along with a brand-new 2026 HVAC heat pump system (complete with a 10-year warranty) and a 2026 water heater. Complete with a two-car carport, dual storage rooms, indoor laundry, and a well-water irrigation system, every practical detail has been addressed. All of this is situated within top-tier school zones (Brookshire, Glenridge, and Winter Park High), just moments from the boutique shopping and dining on Park Avenue, Rollins College, Baldwin Park, Cady Way Trail, medical hubs, and the energy of downtown Orlando. Don't miss out on one of the lowest priced homes in Winter Park School district!!

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Days on the market

2215 Woodcrest Dr, Winter Park, FL 32792

Price
Price:
$637,500.00
Previous Asking Price:
$675,000.00
Original List Price:
$675,000.00
List Price per Sq Ft (Calculated, Approx.):
$377.67
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6442348
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Inside Utility
Measures
Living Area:
1,688 Sqft
Built-Up Area:
2,303 Sqft
Lot Area:
10,667 Sqft
Lot Size Dimensions and Info:
79x136
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Level, Street Dead-end
Lot Size Acres:
0.24
Property Features
View from the Property:
Pool
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground
Spa Features:
In Ground
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Refrigerator, Washer, Electric Water Heater, Exhaust Fan, Range
Interior:
Ceiling Fans(s), Kitchen/family Room Combo, Window Treatments, Primary Bedroom Main Floor
Exterior:
Outdoor Grill, Private Mailbox, Storage, Garden, Private Yard, Fire Pit
Windows:
Blinds
Other Structures:
Gazebo
Laundry:
Inside, In Kitchen
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Wood, Fenced
Vegetation and Trees:
Mature Landscaping
Property Entrance Faces:
South
Road Responsibility:
Public Maintained Road
Other Equipment:
Irrigation Equipment, Private Yard, Fire Pit
Construction
Year Built:
1960
Roof:
Membrane
Architectural Style:
Bungalow
Levels:
One
Construction Materials:
Block
Flooring:
Hardwood
Number of stories:
1
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$4,089.76
Tax Year:
2025
Parking
Carport Spaces:
2
Parking Features:
Driveway
Carport
Utilities
Sewer:
Septic Tank
Utilities Available:
Electricity Connected, Water Connected, Cable Connected, Sprinkler Well
Water Source:
Public
Community
Minimum Lease Term:
1 Month
Pets Allowed?:
Yes, Dogs Ok, Cats Ok
Subdivision Name:
KENILWORTH ESTATES 1ST ADD
Community Features:
Street Lights
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
KENILWORTH ESTATES 1ST ADDITION W/71 LOT7 BLK A
Real Estate Folio Number (Parcel Number):
16-22-30-4122-01-070
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Marjory Stoneman Douglas
High School:
Winter Park High
Middle Or Junior School:
Glenridge Middle
Listing History
Originally published on:
September 17, 2026 5:53 pm
Active on the market since:
September 17, 2026
Listing Agreement executed on:
September 17, 2026
Price change occurred on:
October 23, 2026 2:01 am
Listing Status Last Changed On:
September 17, 2026 5:53 pm
Photos updated on:
September 17, 2026 8:03 pm
Last Modified:
November 8, 2026 7:05 pm
Additional Information
Courtesy of:
KELLER WILLIAMS WINTER PARK
Attribution:
407-545-6430
Road Surface Type:
Asphalt
Location
Street Name:
WOODCREST
Street Number:
2215
City:
WINTER PARK
State:
Florida
Zip Code:
32792
County:
Orange
Latitude:
N28° 34' 57.5''
Longitude:
W82° 40' 40.7''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $66,176
Median Home Value $343,500
Median Rent $1,612/mo
Median Age 34
Population 52,794
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. 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. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of November 8, 2026, 7:05 PM.