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Overview

5 bd8 ba7,397 sqft3 car garageSingle Family
TypeSingle Family
HOANone listed
Built2007
Lot16,534 sqft
Living area7,397 sqft
Price / sqft$811
Garage3 car

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About this home

Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Central VaccumEat-in KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room Combo

1571 Woodland Ave is a 2007-built home in Comstock Park, Winter Park. Inside you'll find 5 bedrooms, 8 bathrooms, and 7,397 square feet of living space. Listed at $6,000,000 (about $811/sqft), 21 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

Experience timeless elegance and deliberate craftsmanship in the heart of prestigious Winter Park. This one-of- a-kind exceptional estate offers more than 7,300 square feet across three beautifully designed levels, blending refined luxury with modern comfort. Rich architectural details include solid red oak flooring with a walnut finish, nearly 10-foot ceilings, stacked crown moldings, custom ironwork, designer lighting, and extensive millwork throughout. The gourmet kitchen is thoughtfully appointed with Viking and GE Monogram appliances, custom Busby cabinetry, an oversized island, and a butler’s pantry. It also includes multiple filtered water and ice zones designed for effortless entertaining. The spacious primary suite offers a true retreat with spa-inspired marble finishes, an oversized walk-in shower, a jetted soaking tub, and exceptional custom closet space. Additional features include a private elevator, Control4 automation, integrated audio/video/security systems, five HVAC systems, a central vacuum system, and a Generac whole-home generator. A fully finished and expansive basement level serves as a unique and exceptional extension of the home’s living and entertaining space. Designed for both relaxation and recreation, it features a game and arcade room, a full beverage center with a dishwasher, microwave, and Scotsman ice machine, a fitness area with a sauna and steam room, an additional laundry room, a creative storage center, and a private 4K theater with seating for multiple guests. Outdoors, resort-style living awaits with a saltwater pool and spa, a summer kitchen with a custom copper hood, an electric gated entry, landscape lighting, lush cascading bougainvillea, and ten mature magnolia trees creating exceptional beauty and privacy. The property also features a dog run with artificial turf. Three ventless gas fireplaces, including one on the private covered porch, add warmth and ambiance throughout the home. This home also features a whole-house water softener system. Top-rated A+ public schools are within a short walk or bike ride. Nearby highly regarded private schools include Park Maitland School, The Christ School, The First Academy, Trinity Preparatory School, Lake Highland Preparatory School, and Bishop Moore Catholic High School. Perfectly positioned within walking distance of the boutiques and dining of Park Avenue, and just minutes from the Winter Park Golf Course, Rollins College, and Advent Health Winter Park, this is a rare opportunity to own an exceptional custom estate in one of Central Florida’s most sought-after communities.

The essentials

Built
2007
Price / sqft
$811
On market
133 days
Annual tax
$31,040
Flood zone
X · Low risk
Lot
16,534 sqft
Type
Single Family Residence

At a glance

Single family
3 stories · 2007
Private pool
Heated
3 car garage
Garage Door Opener
0.38 acres
Lot size
7,397 sqft
Living area

Payment

Est. monthly payment
$36,879/mo
Down payment (20%)
$1,200,000
Property taxes
$2,587/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2007
Lot
16,534 sqft
Cooling
Central Air
Heating
Central
Parking
Garage Door Opener, Oversized, Parking Pad, Portico
Pool
Gunite, Heated, In Ground, Lighting, Salt Water
Days on Market
133
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Central Vaccum
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Solid Surface Counters
Solid Wood Cabinets
Walk-in Closet(s)
Wet Bar
Dog Run
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Private Entrance
Storage
Built-in Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Range Hood
Refrigerator
Water Softener
Elementary
Lakemont Elem
Middle
Maitland Middle
High
Winter Park High

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

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$31,040
Parcel #
05-22-30-1592-02-280

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
Comstock Park
County
Orange
MLS Area
32789 - Winter Park
Lot Size
16,534 sqft

Price history

Date
Event
Price
5/29/2026
Listed for sale
Source: Stellar MLS #O6411706
$6,000,000
$811/sqft

Neighborhood

1571 Woodland Ave
Winter Park, FL, 32789 · 32789 - Winter Park

Market insights

Offer Insights

Choose an offer strength

List price: $6,000,000
$5.83M – $6.00M
97.2% – 100% of listTops out right at the list price
80% of listList price
96 of the last 190 home closings in 32789 landed at this number or higher (51%). The median one sat 21 days before it went under contract, and this one is on day 133.

Sample: 190 closed home sales in 32789 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$36,879/mo
Principal & interest$31,292
Property taxes$2,587
Insurance$3,000
Down payment20% · $1,200,000
Interest rate6.80%
Loan term

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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

$6,000,000

$811 per sq ft

Beds and baths

5 beds, 8 baths

Size

7,397 sq ft

Time on market

133 days

Year built

2007

Monthly payment

About $36,879/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $31,040 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.

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Brokered byCHARLES RUTENBERG REALTY ORLANDOListing agent: Vonda FieldsListing data from Stellar MLS, MLS# O6411706.

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