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.
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.
Property Details
Price:
$6,000,000
MLS #:
O6411706
Status:
Active
Beds:
5
Baths:
7
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
COMSTOCK PARK
Neighborhood:
32789winterpark
Listed Date:
May 29, 2026
Finished Sq Ft:
7,397
Total Sq Ft:
9,615
Lot Size:
16,534 sqft / 0.38 acres (approx)
Year Built:
2007
See this Listing
Schools
Elementary School:
Lakemont Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Interior
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Range Hood, Refrigerator, Water Softener
Bathrooms
6 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Hardwood
Heating
Central
Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Eating Space 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
Laundry Features
Inside, Laundry Chute, Laundry Room
Levels
Three Or More
Exterior
Attached Garage YN
1
Construction Materials
Block
Covered Spaces
4
Direction Faces
South
Exterior Features
Dog Run, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Entrance, Storage
Fencing
Electric, Fenced
Garage Spaces
3
Open Parking YN
1
Parking Features
Garage Door Opener, Oversized, Parking Pad, Portico
Patio And Porch Features
Patio, Rear Porch, Side Porch
Roof
Tile
Security Features
Security Lights, Smoke Detector(s)
Spa Features
In Ground
Window Features
Double Pane Windows
Financial
Tax Year
2025
Taxes
$31,040
Map
Community
- Address1571 WOODLAND AVENUE WINTER PARK FL
- SubdivisionCOMSTOCK PARK
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
- 0000137281
- 4572 PALMETTO CONDO
- ACREAGE
- ACREAGE & UNREC
- ALABAMA CONDO
- ALBERT LEE RIDGE ADD 02
- ALBERT LEE RIDGE FIRST ADD
- ALLISON OAKES
- ALOMA
- ALOMA TRAILS
- AMBERWOOD UNIT 2
- ARAGON CONDO
- ARROWHEAD COVE
- ART SYSTEMS CENTER
- AUTUMN GLEN PH 2
- BANKS COLONIAL ESTATES
- BEL AIRE PINES
- BEL-AIRE PINES, UNIT TWO
- BRIDGEWATER
- BRIDGEWATER PH 2
- BROOKSHIRE HEIGHTS
- BROOKSHIRE HEIGHTS 1ST ADD
- BROOKSHIRE HEIGHTS 3RD ADD
- BROOKSHIRE HEIGHTS 4TH ADDITION
- CAMPO BELLO
- CAMWOOD SUB
- CANTON AVE COTTAGES 1
- CAPENS ADD
- CAROLYN ESTATES
- CARVER TOWN
- CASA ALOMA
- CASA JARDIN CONDO
- CEDAR RIDGE UNIT 2
- CEDAR RIDGE UNIT 3
- CEDARWOOD VILLAGE 1
- CHARMONT
- CHATEAUX DU LAC
- CHEROKEE PARK
- CLOISTER GROVE REP
- CLOISTER GROVE SUB
- CLOISTERS CONDO
- COLONIES
- COLONIES CONDO
- COMSTOCK PARK
- CONWILL ESTATES
- CORINTHEAN/WINTER PARK CONDO
- CORONATION ADD
- CORTLAND PARK
- COUNTRY LANE
- CYPRESS RESERVE
- DIXIE TERRACE
- DUBSDREAD HEIGHTS
- DYER SUSAN RESUB
- EASTBROOK SUB
- EASTBROOK SUB UNIT 05
- EASTBROOK SUB UNIT 06
- EASTBROOK SUB UNIT 06 2ND REP
- EASTBROOK SUB UNIT 06 REP OF PT OF BLK 14
- EASTBROOK SUB UNIT 10
- EASTBROOK SUB UNIT 13
- EASTBROOK SUB UNIT 15
- EASTBROOK SUB UNIT 8
- EASTGATE SUB
- EDEN POINT
- ELLNO WILLO
- ENCLAVE AT ALOMA
- ENCLAVE AT HAWKS CREST
- FAIRBANKS SHORES 5TH ADD
- FAIRBANKS SHORES FIRST ADD
- FAIRBANKS SHORES THIRD ADD
- FAIRVIEW HEIGHTS REP
- FERNBROOK TRAILS PH 3
- FLORA PARK 2ND ADD
- FLOYDS SUB
- FONTAINEBLEAU
- FOREST HILLS
- FOUR SEASONS
- FOUR SEASONS CONDO
- GALLERY AT WINTER PARK SEC 01
- GALLERY AT WINTER PARK SEC 02
- GALLOWAY PLACE REP
- GARDEN ACRES REP
- GARDEN LAKE ESTATES UNIT 1
- GARDEN LAKE ESTATES UNIT 2
- GEORGEANN HOMES
- GEORGETOWN ESTATES UT 1
- GLENCOE SUB
- GLENMOOR
- GOLDENROD VILLAS CONDO
- GOLFSIDE SEC 03
- GOLFSIDE VILLAS CONDO
- GOLFVIEW
- GOLFVIEW HEIGHTS
- GRAYSON SQUARE
- GREEN OAKS REP
- GREEN OAKS REP 02
- GREENVIEW AT WINTER PINES
- HAMILTON PLACE
- HAWK’S CREST
- HENKEL ADD
- HIDDEN OAKS CONDO PH 01
- HIDDEN OAKS CONDO PH 02
- HIDDEN OAKS CONDO PH 04
- HIDDEN OAKS CONDO PH 05
- HIDDEN OAKS CONDO PH 08
- HIDDEN OAKS CONDO PH 09
- HIDDEN OAKS CONDO PH 12
- HILLS
- HOWELL BRANCH WOODS
- HOWELL ESTATES REP
- HOWELL FOREST
- HYDE PARK
- J KRONENBERGER SUB
- JENKINS ADD
- JUSTAMERE CAMP REP
- KAROLINA ON KILLARNEY
- KAWILLA CREST
- KENILWORTH ESTATES
- KENILWORTH SHORES SEC 01
- KENILWORTH SHORES SEC 02
- KENILWORTH SHORES SEC 03
- KENILWORTH SHORES SEC 04
- KENILWORTH SHORES SEC 06
- KENILWORTH SHORES SEC 07
- KILLARNEY BAY CONDO
- KILLARNEY CIRCLE
- KILLARNEY ESTATES
- KINGS COVE
- LACHEN HOUSE CONDO
- LAKE BELL TERRACE
- LAKE FLORENCE PRESERVE
- LAKE FOREST PARK
- LAKE KILLARNEY CONDO
- LAKE KILLARNEY SHORES
- LAKE KNOWLES TERRACE
- LAKE KNOWLES TERRACE ADD 02
- LAKE SPIER CROSSING
- LAKE VIRGINIA CONDO
- LAKE WAUNATTA COVE
- LAKE WAUNATTA VILLAGE
- LAKE WAUNATTA WOODS
- LAKEMONT HEIGHTS
- LAKESIDE ESTATES
- LAKESIDE MANOR APTS CONDO
- LAKESIDE MANOR CONDOMINIUM ASSOCIATION, INC.
- LAKEVIEW TERRACE
- LANCELOT/WINTER PARK
- LANDINGS AT HAWKS CREST
- LAUREL SPGS
- LAWNDALE
- LAWNDALE ANNEX
- LORDS SUB
- LORING CHASE
- LOST CREEK
- LUGANO TERRACE
- MAGNOLIA GARDENS SUB
- MAGNOLIA SUB
- MAITLAND SHORES
- MAITLAND SHORES FIRST ADD
- MC INTYRE PLACE CONDO
- MEAD GARDEN
- MEADOWS AT HAWKS CREST
- METZINGERS ADD
- MINNESOTA CONDO
- MORSELAND SUB
- NORTHWOOD TERRACE
- OLYMPIA HEIGHTS
- ORANGE GROVE SUB
- ORANGE TERRACE
- ORANGEWOOD PARK
- ORWIN MANOR WESTMINSTER SEC
- OSCEOLA PLACE
- OSCEOLA SHORES SEC 03
- OSCEOLA SUMMIT
- PALMER AVE LAKESIDE PROP
- PARK AIRE CONDO
- PARK GREEN
- PARK GROVE
- PARK SHORE
- PARKLANDO 03
- PARKVIEW VILLAGE
- PARKVIEW VILLAGE BLDG 3032
- PARKVIEW VILLAGE CONDO
- PARKVIEW VILLAGE CONDO BLDG 2929
- PELICAN BAY
- PERLE DU LAC
- PHILLIPS CIRCLE REP
- PINES
- PRESERVE AT HAWKS CREST
- RIDGE HIGH 1ST ADD
- SANCTUARY AT ALOMA
- SANCTUARY AT LAKE ANN
- SANDALWOOD CREEK CONDO PH 09
- SANDLEWOOD CREEK CONDO
- SEVILLA
- SEVILLE PARK
- SHORES LAKE KILLARNEY
- SHORES LAKE KILLARNEY SEC 02
- SLOVAK VILLAGE
- STANSBURY ESTATES
- STRATFORD A WINTER PARK CONDO
- SUBURBAN HOMES
- SYLVAN HEIGHTS
- SYLVAN LAKE SHORES
- TAMARAK
- TANGERINE COURT
- TANGLEWOOD SEC 3 REP
- TANGLEWOOD SEC 4
- TANTUM ADD
- TEMPLE HEIGHTS
- TEMPLE TERRACE
- TEMPLE TERRACE ANNEX
- THE COLONIES CONDO
- THOMAS M HENKELS ADD
- TIMBERLANE
- TIMBERLANE SHORES
- TOWNHOMES/HARPER PLACE
- TROTTERS REP
- TUSCANIA
- TWIN ACRES
- URBAN GREEN 12
- VALENCIA TERRACE
- VIA LAGO/HANGING MOSS PH 1
- VILASA TWNHMS
- VILLA VIEW PARK
- VILLAGE WINTERSET INC
- VILLAS OF CASSELBERRY PH 1
- VIRGINIA & MORSE BROWNSTONES
- VIRGINIA HEIGHTS
- VIRGINIA HEIGHTS PT REP
- VIRGINIA HEIGHTS REP
- VISTAS AT LAKE HOWELL
- WATERFALL COVE
- WATERFALL COVE AT WINTER PARK
- WATERFALL COVE/WINTER PARK
- WHISPERING WATERS
- WHISPERWOOD 3
- WHISPERWOOD CONDO
- WHISPERWOOD CONDO 04
- WILLA GROVE
- WILLIAMSBURG
- WINDSONG ELIZABETHS WALK
- WINDSONG ELIZABETHS WALK 43/81
- WINDSONG LOOKOUT LANDING 43/79
- WINDSONG PRESERVE POINT 43/76
- WINDSONG-PRESERVE POINT
- WINDWARD SQUARE SEC 1
- WINDWARD SQUARE SEC 3
- WINTER GREEN
- WINTER PARK
- WINTER PARK COMMERCE CENTER
- WINTER PARK ESTATES
- WINTER PARK FOREST 1ST ADD
- WINTER PARK GARDENS CONDO
- WINTER PARK HEIGHTS
- WINTER PARK OASIS
- WINTER PARK PINES
- WINTER PARK PINES PATIO HOMES
- WINTER PARK PINES REP
- WINTER PARK PINES VILLAS
- WINTER PARK RESIDENTIAL
- WINTER PARK VILLAGE
- WINTER PARK VILLAS CONDO
- WINTER PARK WOODS CONDO
- WOODCREST UNIT 01
- WOODCREST UNIT5
- WRENWOOD CONDO
- WRENWOOD CONDOMINIUM
- WRENWOOD HEIGHTS
- WRENWOOD HEIGHTS UNIT 2
- WRENWOOD UNIT 3 3RD ADD
Market Summary
Current real estate data for Single Family in WINTER PARK as of Jun 13, 2026
314
Single Family Listed
85
Avg DOM
473
Avg $ / SqFt
$1,382,911
Avg List Price
Property Summary
- Located in the COMSTOCK PARK subdivision, 1571 WOODLAND AVENUE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $6,000,000 and features 5 beds, 7 baths, and has approximately 7,397 square feet of living space, and was originally constructed in 2007. The current price per square foot is $811. The average price per square foot for Single Family listings in WINTER PARK is $473. The average listing price for Single Family in WINTER PARK is $1,382,911. To schedule a showing of MLS#o6411706 at 1571 WOODLAND AVENUE in WINTER PARK, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of CHARLES RUTENBERG REALTY ORLANDO. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1571 WOODLAND AVENUE
WINTER PARK, FL

