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$675,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1,688 Sq. Ft.
  • Updated 18 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 9/19 1:00 PM - 3:00 PM

2215 Woodcrest Drive,Winter Park, FL 32792

2215 Woodcrest DriveWinter ParkFL32792

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Join us at 2215 Woodcrest Drive on:

  • Open House: 2:00 PM - 4:00 PM

    Sunday 9/20 2:00 PM - 4:00 PM

    2215 Woodcrest Drive,Winter Park, FL 32792
    2215 Woodcrest DriveWinter ParkFL32792
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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.

Full Property Details for 2215 Woodcrest Dr

General

  • Price: $675,000
  • Taxes: $4,089 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6442348
  • Updated: 9/17/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Primary Bedroom Main Floor, Window Treatments
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Engineered Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: In Kitchen, Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground
  • Spa Description: In Ground

Exterior

  • Exterior Features: Fire Pit, Garden, Irrigation System, Outdoor Grill, Private Mailbox, Private Yard, Storage

Parking

  • Carports: Yes
  • Carport: 2
  • Carport Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 32792 - Winter Park/Aloma
  • County: Orange
  • Development Name: 32792 - Winter Park/Aloma
  • Subdivision: KENILWORTH ESTATES 1ST ADD
  • Driving Directions: From I4 take Fairbanks exit and head east. Travel approx. 3 miles and turn right onto Lakemont Ave. In 1 1/2 miles turn left onto Woodcrest. House will be on the left in .3 miles.
  • Direction Faces: South

School Information

  • Elementary School: Brookshire Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High

Community

  • Community Name: 32792 - Winter Park/Aloma
  • Pet Restrictions: None - check with City of Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sprinkler Well, Street Lights, Water Connected

Structural Information

  • Architectural Info: Bungalow
  • Architectural Style: Bungalow
  • Exterior Const.: Block
  • Roof: Membrane
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,688
  • Sq. Ft. Source: Public Records
  • Year Built: 1960

Additional Structures

  • Other Structures: Gazebo

Lot Features

  • Property View: Pool
  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,667
  • Lot Size: 10667
  • Lot Dimensions: 79 x 136
  • Frontage: Street Dead-End
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Fenced, Wood

Financial Considerations

  • Tax Amount: $4,089.76
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: KENILWORTH ESTATES 1ST ADDITION W/71 LOT7 BLK A
  • Flood Zone Info: X
  • APN: 162230412201070
  • Property ID: 162230412201070
  • Block/Lot/Section: A

Listed by Keller Williams Winter Park

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— 2215 Woodcrest Dr —

  • Keller Williams Winter Park

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2215 Woodcrest Dr

School District:Orange County School District
NameGradesDistance
Brookshire Elementary School
2500 Cady Way, Winter Park, FL 32792
PK-50.7 mi
Glenridge Middle School
2900 Upper Park Road, Orlando, FL 32814
6-80.9 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-120.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2215 Woodcrest Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/17/2026
Listed
$675,000
427.34%
MLS
2/11/1999
Sold
$128,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2215 Woodcrest Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,090
4%
$286,205
6%
2024
$3,930
5%
$270,827
3%
2023
$3,749
14%
$262,939
6%
2021
$3,289
-1%
$247,846
-3%
2022
$3,333
1%
$255,281
4%
2021
$3,289
1%
$244,424
2%
2019
$3,260
1%
$238,929
2%
2018
$3,237
1%
$234,474
2%
2017
$3,202
-6%
$229,651
—
2016
$3,416
10%
$228,756
39%
2015
$3,116
15%
$164,778
10%
2014
$2,711
14%
$149,798
10%
2013
$2,387
—
$136,180
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Winter Park

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2215 Woodcrest Drive, Winter Park, FL 32792 (MLS# O6442348) is a Single Family property with 4 bedrooms and 2 full bathrooms. 2215 Woodcrest Drive is currently listed for $675,000 and was received on September 17, 2026. Want to learn more about 2215 Woodcrest Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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