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Single family home for sale at 2215 Woodcrest Dr, Winter Park, FL 32792 | MLS# O6442348 | Listing updated on 2026-10-11
Photo 1 of Single family home for sale at 2215 Woodcrest Dr, Winter Park, FL 32792 | MLS# O6442348 | Listing updated on 2026-10-11
Photo 2 of Single family home for sale at 2215 Woodcrest Dr, Winter Park, FL 32792 | MLS# O6442348 | Listing updated on 2026-10-11
Photo 3 of Single family home for sale at 2215 Woodcrest Dr, Winter Park, FL 32792 | MLS# O6442348 | Listing updated on 2026-10-11
Photo 4 of Single family home for sale at 2215 Woodcrest Dr, Winter Park, FL 32792 | MLS# O6442348 | Listing updated on 2026-10-11
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$675,000

Monthly Est:$3,360

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,688sqft

2215 Woodcrest Dr, Winter Park, FL 32792

$3,360/moEst:

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  • Single Family Residence

  • Built in 1960

  • $-- HOA

  • 10,667 sqft lot

  • $400/sq.ft

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 alon
g 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.

  • Houzeo last checked: 35 minutes ago
  • Listing updated: October 11, 2026 at 5:05 pm
  • Listing Provided by: Shari Klafter (407) 595-5511 | KELLER WILLIAMS WINTER PARK (407) 545-6430
  • Source: Stellar MLS-FL | MLS#: O6442348 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    1960

  • HOA Fees

    -

  • Finished Area

    1,688 sqft

  • Lot Size

    10,667 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6442348

  • MLS Status

    Active

  • Days on Market

    24

  • Cumulative Days on Market

    114

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

  • Living Room

    Level: First

    Area: 247.00 Square Feet

    Dimensions: 19x13

  • Primary Bedroom

    Level: First

    Area: 195.00 Square Feet

    Dimensions: 15x13

  • Bedroom 2

    Level: First

    Area: 119.90 Square Feet

    Dimensions: 10.9x11

  • Dining Room

    Level: First

    Area: 154.00 Square Feet

    Dimensions: 11x14

  • Kitchen

    Level: First

    Area: 180.00 Square Feet

    Dimensions: 20x9

  • Bedroom 4

    Level: First

    Area: 100.00 Square Feet

    Dimensions: 10x10

  • Bedroom 3

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 11x13

  • Dinette

    Level: First

    Area: 60.00 Square Feet

    Dimensions: 10x6

Interior

  • Window Features

    Blinds

  • Interior Features

    Ceiling Fans(s), Kitchen/family Room Combo, Primary Bedroom Main Floor, Window Treatments

  • Exterior Features

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

  • Sewer

    Septic Tank

  • Flooring

    Hardwood

  • Appliances

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

  • Cooling

    Central Air

  • Heating

    Central, Electric

Construction

  • Year Built

    Year Built: 1960

  • Home type

    Single Family Residence

  • Architectural Style

    Bungalow

  • Construction Materials

    Block

  • Foundation Details

    Slab

  • Roof

    Membrane

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Cable Connected, Electricity Connected, Sprinkler Well, Water Connected

  • Pool Features

    Gunite, In Ground

  • Laundry Features

    In Kitchen, Inside

  • Parking Features

    Driveway

Other Features

  • Community Features

    Street Lights

  • Lot Features

    Level, Street Dead End

  • Vegetation

    Mature Landscaping

  • Subdivision Name

    Kenilworth Estates 1st Add

Price History

DateEventPrice

09/17/2026

Source: mls_logoStellar MLS-FL #MFRO6442348

Listed for Sale

$675,000 -2.88%

$400/sqft

06/14/2026

Source: mls_logoStellar MLS-FL #MFRO6407540

Listing Removed

$695,000 -3.34%

$412/sqft

05/14/2026

Source: mls_logoStellar MLS-FL #MFRO6407540

Listed for Sale

$719,000

$426/sqft

Nearby Homes

Based on information from Stellar MLS® through Oct 12, 2026, 05:15AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively 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. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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