2215 Woodcrest Drive, Winter Park, FL 32792
For Sale $637,500
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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!!
Ceiling Fans(s)
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Window Treatments
Taxes: $4,089.76
Tax Year: 2025
Fire Pit
Garden
Outdoor Grill
Private Mailbox
Private Yard
Storage
Dishwasher
Dryer
Electric Water Heater
Exhaust Fan
Range
Refrigerator
Washer
Pool
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Junior High: Glenridge Middle
High School: Winter Park High
Building Description: Bungalow
MLS Area: 32792 - Winter Park/Aloma
Total Square Footage: 2,303
Price per Square Feet: $377.67
Total Floors: 1
Water: Public
Construction: Block
Date Listed: 2026-09-17 00:00:00
Pool: Y
Pool Description: Gunite, In Ground
Furnished: Unfurnished
Windows: Blinds
Parking: Driveway
Flooring: Hardwood
Roof: Membrane
Heating: Central, Electric
Cooling: Central Air
Laundry: In Kitchen, Inside
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Septic Tank
Lot Desc.: Level, Street Dead-End
Parcel ID: 16-22-30-4122-0
Listing Courtesy Of: Keller Williams Winter Park
shari862@gmail.com
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!!
Property Details
Price: $637,500
Sq Ft: 1,688
($378 per
sqft)
Bedrooms: 4
Bathrooms: 2
City: Winter Park
County: Orange
Type: Single Family
Development: Kenilworth Estates 1St Add
Acres: 0.2400
Virtual Tour/Floorplan: View
Year Built: 1960
Listing Number: O6442348
Status Code: A-Active
Taxes: $4,089.76
Tax Year: 2025
Garage:
Furnishings: Unfurnished
Pets Allowed: Cats OK, Dogs OK, Yes
Interior Features:
Ceiling Fans(s)
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Window Treatments
Financial Information:
Taxes: $4,089.76
Tax Year: 2025
Exterior Features:
Fire Pit
Garden
Outdoor Grill
Private Mailbox
Private Yard
Storage
Equipment:
Dishwasher
Dryer
Electric Water Heater
Exhaust Fan
Range
Refrigerator
Washer
View:
Pool
School Information:
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Junior High: Glenridge Middle
High School: Winter Park High
Additional Information:
Building Description: Bungalow
MLS Area: 32792 - Winter Park/Aloma
Total Square Footage: 2,303
Price per Square Feet: $377.67
Total Floors: 1
Water: Public
Construction: Block
Date Listed: 2026-09-17 00:00:00
Pool: Y
Pool Description: Gunite, In Ground
Furnished: Unfurnished
Windows: Blinds
Parking: Driveway
Flooring: Hardwood
Roof: Membrane
Heating: Central, Electric
Cooling: Central Air
Laundry: In Kitchen, Inside
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Septic Tank
Lot Desc.: Level, Street Dead-End
Parcel ID: 16-22-30-4122-0
Map of 2215 Woodcrest Drive, Winter Park, FL 32792
Listing Courtesy Of: Keller Williams Winter Park
shari862@gmail.com