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About This Home

This 5-bedroom, 8-bathroom single family at 1571 WOODLAND AVENUE in Winter Park, FL is listed for $6,000,000 ($811 per sqft). Built in 2007, the home offers 7,397 sqft of living space on a 0.38 acres lot.

Agent Description

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.

Key Features

  • Built in 2007
  • 0.38 acre lot
  • Private pool
  • Fireplace

Property Details

6 full, 2 half
2007

Amenities

PoolFireplace

Monthly Cost Estimate

$32,089/mo

20% down · 6.5% · 30 years

Principal$4,339
Interest$26,000
Insurance$1,750

Estimates only. Actual payments may vary.

Location

1571 WOODLAND AVENUE

Winter Park, FL 32789

COMSTOCK PARK

Features & Amenities

Interior Features

Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Central VaccumEat-in KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanSolid Surface CountersSolid Wood CabinetsWalk-in Closet(s)Wet Bar

Exterior Features

FencingDog RunFrench DoorsLightingOutdoor GrillOutdoor KitchenOutdoor ShowerPrivate EntranceStoragePoolSecurity Lights

Property Details

Flooring

Wood

Construction

Block

Parking

GarageGarage - AttachedOversized

Heating

CentralFireplace(s)

Cooling

Central Air

Appliances

CooktopDishwasherGarbage DisposerOven - ConvectionRangeRefrigeratorWasherWater - Softener

Questions & Answers

This 5-bedroom, 8-bathroom single family at 1571 WOODLAND AVENUE is listed at $6,000,000 ($811/sqft). The estimated monthly payment is $26,000 based on 20% down at 6.5% interest.

Key features include: Built in 2007, 0.38 acre lot, Private pool, Fireplace. Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s). Exterior Features: Fencing, Dog Run, French Doors.

This property is listed by Vonda Fields and can be reached at 3214386906 or realtorvondafields@gmail.com.

VF

Vonda Fields

Agent at CHARLES RUTENBERG REALTY ORLANDO

(321) 438-6906

Listed by CHARLES RUTENBERG REALTY ORLANDO · View on Broker Site

MLS# O6411706· Source: listhub· Updated 3 days ago

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1571 WOODLAND AVENUE, Winter Park, FL 32789

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