2215 Woodcrest Dr, photo 1
ActiveOpen Sun 11 AM to 1 PM
1 / 41

Overview

4 bd2 ba1,688 sqftSingle Family
TypeSingle Family
HOANone listed
Built1960
Lot10,667 sqft
Living area1,688 sqft
Price / sqft$400

Ask anything about this home

Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

Open house

Sunday, Oct 11 · 11:00 AM to 1:00 PM

About this home

Ceiling Fans(s)Kitchen/Family Room ComboPrimary Bedroom Main FloorWindow TreatmentsFire PitGardenOutdoor GrillPrivate Mailbox

2215 Woodcrest Dr is a 1960-built home in Kenilworth Estates 1st Add, Winter Park. Inside you'll find 4 bedrooms, 2 bathrooms, and 1,688 square feet of living space. Listed at $675,000 (about $400/sqft), 23 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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.

Request documents

Free. Tap one and our team sends it over.

The essentials

Built
1960
Price / sqft
$400
On market
23 days
Annual tax
$4,090
Flood zone
X · Low risk
Lot
10,667 sqft
Type
Single Family Residence

At a glance

Single family
Built 1960
Private pool
Gunite
10,667 sqft lot
Lot size
1,688 sqft
Living area

Payment

Est. monthly payment
$4,198/mo
Down payment (20%)
$135,000
Property taxes
$341/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1960
Lot
10,667 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Driveway
Pool
Gunite, In Ground
Days on Market
23
Ceiling Fans(s)
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Window Treatments
Fire Pit
Garden
Outdoor Grill
Private Mailbox
Private Yard
Storage
Street Lights
Dishwasher
Dryer
Electric Water Heater
Exhaust Fan
Range
Refrigerator
Washer
Elementary
Brookshire Elem
Middle
Glenridge Middle
High
Winter Park High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X
Annual Tax (2025)
$4,090
Parcel #
16-22-30-4122-01-070

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Kenilworth Estates 1st Add
County
Orange
MLS Area
32792 - Winter Park/Aloma
Lot Size
10,667 sqft
LevelStreet Dead-End

Price history

Date
Event
Price
9/17/2026
Listed for sale
Source: Stellar MLS #O6442348
$675,000
$400/sqft

Neighborhood

2215 Woodcrest Dr
Winter Park, FL, 32792 · 32792 - Winter Park/Aloma

Market insights

Offer Insights

Choose an offer strength

List price: $675,000
$670,000 – $675,000
99.5% – 100% of listTops out right at the list price
80% of listList price
103 of the last 199 home closings in 32792 landed at this number or higher (52%). The median one sat 19 days before it went under contract, and this one is on day 23.

Sample: 199 closed home sales in 32792 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$4,199/mo
Principal & interest$3,520
Property taxes$341
Insurance$338
Down payment20% · $135,000
Interest rate6.80%
Loan term

Not sure what you can afford?

Put in your household income and we will tell you where this payment sits.

Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$675,000

$400 per sq ft

Beds and baths

4 beds, 2 baths

Size

1,688 sq ft

Time on market

23 days

Year built

1960

Monthly payment

About $4,198/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $4,090 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byKELLER WILLIAMS WINTER PARKListing agent: Shari KlafterListing data from Stellar MLS, MLS# O6442348.

Keep exploring Florida

Pick up where you left off, or see what else is out there.