Canal Front Oasis on the Winter Park Chain of Lakes! (Seller Financing Available for Qualified Buyers) Welcome to 1016 Howell Branch Road, where every day feels like a getaway. This beautifully reimagined 4-bedroom, 3-bath residence offers 3,142 square feet of inspired living space set amid lush, tropical landscaping — all within the best of Winter Park and Maitland. *The canal allows for full Lake Maitland and Winter Park Chain of Lakes access by powerboat. (Current owners have a 19′ outboard they use to pull tubes, ski, wakeboard, quick trips to dog island and entertaining via scenic tours through the Winter Park Chain of Lakes.) Originally built in 1959 and completely renovated in 2022, this two-story retreat combines rustic charm with modern luxury. Step inside to discover an open floor plan anchored by a gas fireplace, open kitchen and dining room, warm custom woodwork, and thoughtful built-ins throughout. The renovation includes new electrical, plumbing, new kitchen and baths, engineered hardwood flooring throughout, amongst many more upgrades. The redesigned layout adds over 1,000 square feet, featuring a spacious first-floor laundry room and an all-new second story with a luxurious primary suite, a guest bedroom (currently used as an office), and a full bathroom. Outdoors, enjoy a new boathouse on a canal and an inviting outdoor living area — perfect for entertaining or unwinding along the peaceful canal that connects directly to Lake Maitland and the renowned Winter Park Chain of Lakes. The rear of the property backs up to a wooded conservation area that provides privacy and tranquility. The current owner received a variance for a future pool, and Orange County previously had no objections to pool installation (new owner would need to reapply). The property sits in one of Central Florida’s most sought-after school zones: Dommerich Elementary, Maitland Middle, and Winter Park High. Families here often bike or walk to school. Enjoy regular walks through scenic streets lined with mature cypress trees, palms, vibrant native vegetation and beautiful homes that line Lake Maitland. With no HOA, residents may optionally join the neighborhood association (approx. $120/year) for access to two lakefront parks and a private boat ramp. From the modern amenities and artful landscaping to the serene waterfront setting, this is truly a one-of-a-kind property that blends nature, comfort, and sophistication in the heart of Winter Park. *Canal boat tour video that showcases the trip from the canal to Lake Maitland is available via the virtual tour link in the listing.
Property Details
Price:
$1,699,000
MLS #:
O6392409
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
MAITLAND SHORES
Neighborhood:
32789winterpark
Listed Date:
Mar 20, 2026
Finished Sq Ft:
3,142
Total Sq Ft:
4,096
Lot Size:
16,235 sqft / 0.37 acres (approx)
Year Built:
1959
See this Listing
Schools
Elementary School:
Dommerich Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Interior
Appliances
Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Freezer, Range, Range Hood, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air, Mini-Split Unit(s)
Flooring
Engineered Hardwood
Heating
Central, Electric, Heat Pump
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Block, Wood Frame
Covered Spaces
2
Direction Faces
North
Exterior Features
Irrigation System, Lighting, Private Mailbox, Private Yard, Rain Gutters
Garage Spaces
2
Lot Features
Conservation Area
Other Structures
Shed(s)
Patio And Porch Features
Covered, Front Porch, Patio, Rear Porch
Roof
Shingle
Spa Features
Above Ground, Heated
View
Trees/Woods, Water
Waterfront Features
Canal – Freshwater, Canal Front
Window Features
Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Low-Emissivity Windows, Shutters, Window Treatments
Financial
Tax Year
2025
Taxes
$9,074
Map
Community
- Address1016 HOWELL BRANCH ROAD WINTER PARK FL
- SubdivisionMAITLAND SHORES
- 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 Apr 30, 2026
279
Single Family Listed
87
Avg DOM
486
Avg $ / SqFt
$1,451,152
Avg List Price
Property Summary
- Located in the MAITLAND SHORES subdivision, 1016 HOWELL BRANCH ROAD WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $1,699,000 and features 4 beds, 3 baths, and has approximately 3,142 square feet of living space, and was originally constructed in 1959. The current price per square foot is $541. The average price per square foot for Single Family listings in WINTER PARK is $486. The average listing price for Single Family in WINTER PARK is $1,451,152. To schedule a showing of MLS#o6392409 at 1016 HOWELL BRANCH ROAD in WINTER PARK, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
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Courtesy of PLAID PROPERTIES, LLC. 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. 1016 HOWELL BRANCH ROAD
WINTER PARK, FL

