2215 Woodcrest Drive

Winter Park, FL 32792 (MLS # O6442348)

Description.

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.

Features

  • AIR

    Central Air

  • AIR CONDITIONING

    Yes

  • APPLIANCES

    Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Range, Refrigerator, Washer

  • AREA

    32792 - Winter Park/Aloma

  • CONSTRUCTION

    Block

  • EXTERIOR

    Fire Pit, Garden, Outdoor Grill, Private Yard, Storage

  • HEAT

    Central, Electric

  • LOT

    10454 sq ft

  • LOT DESCRIPTION

    Level

  • LOT DIMENSIONS

    79x136

  • PARKING

    Driveway

  • POOL

    Yes

  • POOL DESCRIPTION

    Gunite, In Ground, Private

  • SEWER

    Septic Tank

  • STORIES

    1

  • STYLE

    Bungalow

  • SUBDIVISION

    KENILWORTH ESTATES 1ST ADD

  • TAXES

    4089.76

  • UTILITIES

    Cable Available, Cable Connected, Electricity Connected, Water Connected

  • VIEW

    Yes

  • VIEW DESCRIPTION

    Pool

  • WATER

    Public

Location

Resources

Details: (1175318660) | [1789905867]

Price $675,000
Status Active
Beds 4
Baths 2 Baths
Home size 1,688 sqft
Lot Size 10,455 sqft
Days on Market 3
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.
Property Type(s): Single Family
Last Updated 9/17/2026 Tract KENILWORTH ESTATES 1ST ADD
Year Built 1960 Community 32792 - Winter Park/Aloma
County Orange

SCHOOLS

Elementary School Brookshire Elem
Jr. High School Glenridge Middle
High School Winter Park High

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Range, Refrigerator, Washer
AREA 32792 - Winter Park/Aloma
CONSTRUCTION Block
EXTERIOR Fire Pit, Garden, Outdoor Grill, Private Yard, Storage
HEAT Central, Electric
LOT 10454 sq ft
LOT DESCRIPTION Level
LOT DIMENSIONS 79x136
PARKING Driveway
POOL Yes
POOL DESCRIPTION Gunite, In Ground, Private
SEWER Septic Tank
STORIES 1
STYLE Bungalow
SUBDIVISION KENILWORTH ESTATES 1ST ADD
TAXES 4089.76
UTILITIES Cable Available, Cable Connected, Electricity Connected, Water Connected
VIEW Yes
VIEW DESCRIPTION Pool
WATER Public
Listing provided by Shari Klafter, KELLER WILLIAMS WINTER PARK, 407-545-6430
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 9/20/26 5:04 AM PDT.

This IDX solution is (c) Diverse Solutions 2026.

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