← Back to homesACTIVE · MLS MFRO6442348

Winter Park, FL · Single Family Residence

2215 Woodcrest Dr

$675,000
MLS MFRO6442348
4Bedrooms
2Bathrooms
1,688Square feet
0.24Acres

THE SETTING, AND THE DETAILS

A closer look.

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.

Private pool

The details that help you decide.

Details supplied with the listing. Information that was not provided is marked below.

Home essentials
Price per square foot
$400
Full bathrooms
2
Half bathrooms
0
Heated living area
1688
Lot size (acres)
0.24
Lot size (sq ft)
10667
Year built
1960
Property type
Residential
Property style
Bungalow
Interior & rooms
Interior features
Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Window Treatments
Appliances
Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Range, Refrigerator, Washer
Flooring
Hardwood
Additional rooms
Inside Utility
Land, water & community
Waterfront
No
Waterfront type
Not provided
Water body / lake name
Not provided
Water view
Not provided
Dock
No
Dock features
Not provided
Other views
Pool
Lot features
Level, Street Dead-End
Exterior features
Fire Pit, Garden, Outdoor Grill, Private Mailbox, Private Yard, Storage
Community amenities
Street Lights
Zoning
R-1A
Current use
Not provided
Horse amenities
Not provided
Fencing
Fenced, Wood
Other structures
Gazebo
Pool, parking & systems
Private pool
Yes
Pool features
Gunite, In Ground
Garage
No
Garage spaces
Not provided
Carport
Yes
Carport spaces
2.00
Parking features
Driveway
Fireplace
No
Fireplace features
Not provided
Heating
Central, Electric
Cooling
Central Air
Water supply
Public
Sewer
Septic Tank
Utilities
Cable Connected, Electricity Connected, Sprinkler Well, Water Connected
Construction
Construction materials
Block
Roof
Membrane
Foundation
Slab
Stories
1
Levels
One
Location & schools
City
WINTER PARK
Subdivision
KENILWORTH ESTATES 1ST ADD
County
Orange
ZIP code
32792
Elementary school
Brookshire Elem
Middle school
Glenridge Middle
High school
Winter Park High
Association, taxes & listing
HOA / association
No
Association fee
Not provided
Fee frequency
Not provided
Included services
Not provided
Association amenities
Not provided
Additional association fee
Not provided
Additional fee frequency
Not provided
Condo fee
Not provided
Condo fee frequency
Not provided
Annual property taxes
$4,089.76
Tax year
2025
Other annual assessments
Not provided
CDD
No
Listing status
Active
Days on market
11
Listing broker
KELLER WILLIAMS WINTER PARK
MLS number
MFRO6442348

Explore the area

Location supplied with the listing. Confirm boundaries and access for the property.

Listed by KELLER WILLIAMS WINTER PARK · MLS MFRO6442348
Source: mfrmls · Listing updated 2026-09-28 20:37:11 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.

Listing photograph

MLS MFRO6442348 · KELLER WILLIAMS WINTER PARK

A GOOD CONVERSATION IS A GOOD START

Let’s talk about
your next move.

Ask about this home, arrange a showing, or talk through what you’re looking for.

Call Scott: (407) 760-0382

Your inquiry goes directly to Scott.

Enter the answer as a number. Or call Scott if you prefer.

By submitting, you ask Scott to respond to this inquiry. Privacy Policy