- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes
$675,000
Monthly Est:$3,360
4 Beds
- 2 Baths
2 full baths
1,688sqft
2215 Woodcrest Dr, Winter Park, FL 32792
$675,000
$3,360/moEst:
Get Pre-Approved
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 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.
- 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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
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

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
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
| Date | Event | Price |
|---|---|---|
09/17/2026 Source: | Listed for Sale | $675,000 -2.88% $400/sqft |
06/14/2026 Source: | Listing Removed | $695,000 -3.34% $412/sqft |
05/14/2026 Source: | Listed for Sale | $719,000 $426/sqft |
Nearby Homes
Find Homes by Property Features in Winter Park, FL
Nearby New Homes For Sale
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.
Advertising Broker: Fred McGill | Simple Showing, Inc












