For sale

2215 Woodcrest DrWinter Park, FL 32792

$637,500Price reduced $37,500
  • 4 beds
  • 2 baths
  • 1,688 sq ft
  • 0.24 acres
  • Built 1960

Listing courtesy of KELLER WILLIAMS WINTER PARK · MLS# O6442348

About this home

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!!

Virtual tour

Property typeSingle Family Residence
CommunityKenilworth Estates 1st
CountyOrange
Year built1960
PoolPrivate pool
ViewPool
HOANone
Taxes$4,090 (2025)
Days on market41
MLS #O6442348

Interior

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

Exterior

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

Community

Street Lights

Pool

Gunite, In Ground

Heating & cooling

Central, Electric / Central Air

Construction

Block

Roof

Membrane

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Principal & interest

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  • Loan amount
  • Down payment
Talk to David about financing

Rate shown is Freddie Mac's average 30-year rate (October 15, 2026). Principal and interest only; taxes, insurance and any HOA are extra. Not a loan offer.

Location

Listing information is provided by Stellar MLS as distributed by MLS Grid, for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Based on information submitted to the MLS GRID as of October 29, 2026 at 6:00 AM Eastern. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information. Listings shown with the listing brokerage.