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2215 Woodcrest Drive

Winter Park, FL 32792
  • $675,000
  • STATUS: Active
  • ON SITE: 28 Days
  • MLS #: O6442348
UPDATED: 34 min ago
$675,000
  • 4
    BEDS
  • 0.24
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,688
    SQFT
  • $400
    $/SQFT
Type:
Single-Family Home
Built:
1960
County:

School Information

Elementary School:
Middle School:
High School:

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-10-16T19:45:49.393.
www.sarasotaadvisors.com/homes/181303002
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2215 Woodcrest Drive Winter Park, FL 32792

  • Price: $675,000
  • Status: Active
  • On Site: 28 Days
  • Updated: 34 min ago
  • MLS #: O6442348
4
Beds
2
Baths
0
½ Baths
0.24
Acres
1,688
SQFT
$400
$/SQFT
1960
Built
Neighborhood:
Kenilworth Estates 1ST Add
County:
Orange
Area:
Winter Park/Aloma
Elementary School:
Brookshire Elem
Middle School:
Glenridge Middle
High School:
Winter Park High
Property 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.
Exterior Features

Architectural Style Bungalow Carport Spaces 2 Carport Yn Yes Construction Materials Block Covered Spaces 2 Direction Faces South Exterior Features Fire PitGardenIrrigation SystemOutdoor GrillPrivate MailboxPrivate YardStorage Fencing FencedWood Foundation Details Slab Lot Features LevelStreet Dead-End Lot Size Dimensions 79 x 136 Open Parking YN Yes Other Structures Gazebo Parking Features Driveway Pool Features GuniteIn Ground Pool Private Yn Yes Road Frontage Type Street Dead-End Road Surface Type Asphalt Roof Membrane Spa Features In Ground Spa YN No View Pool Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Yn No

Interior Features

Additional Rooms Inside Utility Appliances DishwasherDryerElectric Water HeaterExhaust FanRangeRefrigeratorWasher Building Area Total 2303 Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring Engineered Hardwood Furnished Unfurnished Heating CentralElectric Heating YN Yes Interior Features Ceiling Fan(s)Kitchen/Family Room ComboPrimary Bedroom Main FloorWindow Treatments Laundry Features In KitchenInside Levels One Rooms Primary Bedroom (En Suite BathroomWalk-In Closet(s)) Bedroom 4 (Built-in Closet) Dinette (No Closet) Kitchen (Kitchen IslandStorage Closet) Bedroom 3 (Built-in Closet) Living Room (No Closet) Bedroom 2 (En Suite BathroomBuilt-in Closet) Dining Room (No Closet) Sewer Septic Tank Stories Total 1 Water Source Public Window Features Blinds

Property Features

Additional Lease Restrictions Check with City of Winter Park for leasing restrictions. Additional Parcels YN No Approval Process None Association Yn No Cdd Yn No Down Payment Resource Yes Flood Zone Code X Garage Yn No Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventionalFHAVA Loan Minimum Lease 1 Month New Construction Yn No Occupant Type Vacant Ownership Fee Simple Pet Restrictions None - check with City of Winter Park Pets Allowed Cats OKDogs OKYes Property Sub Type Single Family Residence Realtor Info As-Is Senior Community Yn No Special Listing Conditions None Tax Annual Amount 4089.76 Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable ConnectedElectricity ConnectedSprinkler WellStreet LightsWater Connected Zoning R-1A


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of KELLER WILLIAMS WINTER PARK: 407-545-6430.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-10-16T19:45:49.393.
 
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