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For sale
  • $1,749,000

    1016 Howell Branch Rd, Winter Park, FL 32789

    4beds
    3,142sqft
    : 
    Single Family Residence
    Built in 1959
    0.37 Acres Lot
    $1,646,500 Zestimate®
    $557/sqft
    $-- HOA

    What's special

    Gas fireplaceSerene waterfront settingLush tropical landscapingWarm custom woodworkOpen floor planThoughtful built-ins throughoutSpacious first-floor laundry room
    Canal Front Oasis on the Winter Park Chain of Lakes! 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.
    5 hours
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    18
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    Zillow last checked: 8 hours ago

    Listing updated: 13 hours ago

    Listing Provided by:

    Andrew Birr 407-702-0864,

    PLAID PROPERTIES, LLC 407-702-0864

    Source: Stellar MLS,MLS#: O6386288MLS LogoOriginating MLS: Orlando Regional

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Central, Electric, Heat Pump
    Cooling
    • Central Air, Ductless
    Appliances
    • Included: Oven, Dishwasher, Disposal, Exhaust Fan, Freezer, Range, Range Hood, Refrigerator
    • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
    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)
    • Flooring: Engineered Hardwood
    • Windows: Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Low Emissivity Windows, Shutters, Window Treatments
    • Has fireplace: Yes
    • Fireplace features: Family Room, Gas, Masonry, Non Wood Burning
    Interior area
    • Total structure area: 4,096
    • Total interior livable area: 3,142 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Attached
    • Attached garage spaces: 2
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Covered, Front Porch, Patio, Rear Porch
    • Exterior features: Irrigation System, Lighting, Private Mailbox, Private Yard, Rain Gutters
    • Has spa: Yes
    • Spa features: Above Ground, Heated
    • Has view: Yes
    • View description: Trees/Woods, Water, Canal
    • Has water view: Yes
    • Water view: Water,Canal
    • Waterfront features: Canal - Freshwater, Canal Front, Freshwater Canal Access, Lake Privileges, Skiing Allowed
    • Body of water: HOWELL CREEK, LAKE MAITLAND
    • Frontage length: Canal: 50
    Lot
    • Size: 0.37 Acres
    • Features: Conservation Area
    • Residential vegetation: Bamboo, Mature Landscaping, Oak Trees, Trees/Landscaped
    Details
    • Additional structures: Shed(s), Boat House
    • Parcel number: 322130548000030
    • Zoning: SFR
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Block, Wood Frame
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • Completed
    • New construction: No
    • Year built: 1959

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Canal/Lake For Irrigation, Public
    • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Propane, Sewer Connected, Street Lights, Underground Utilities, Water Connected

    Community & HOA

    Community
    • Subdivision: MAITLAND SHORES
    HOA
    • Has HOA: No
    • Pet fee: $0 monthly
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $557/sqft
    • Tax assessed value: $1,041,790
    • Annual tax amount: $9,074
    • Date on market: 2/27/2026
    • Listing terms: Cash,Conventional,FHA
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Asphalt
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    Estimated market value

    $1,646,500

    $1.56M - $1.73M

    $3,430/mo

    Price history

    Price history
    DateEventPrice
    2/27/2026Listed for sale$1,749,000-4.7%$557/sqft
    Source: Stellar MLS #O6386288 Report a problem
    12/2/2025Listing removed$1,836,000$584/sqft
    Source: Stellar MLS #O6354284 Report a problem
    10/21/2025Listed for sale$1,836,000+211.2%$584/sqft
    Source: Stellar MLS #O6354284 Report a problem
    6/29/2020Sold$590,000$188/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$9,116 +10.3%$587,522 +5.8%
    2023$8,263 +46.8%$555,383 +44.1%
    2022$5,627 +1.5%$385,479 +3%
    2021$5,546 +47.2%$374,251 +43.8%
    2020$3,768 +1.3%$260,213 +2.3%
    2019$3,720 +0.8%$254,363 +1.9%
    2018$3,689 $249,620 -39.8%
    2017$3,689 +1.5%$414,427 +0.7%
    2016$3,635 +0.8%$411,597 +12.1%
    2015$3,608 -3.2%$367,240 +4.4%
    2014$3,728 +2.3%$351,829 +9.5%
    2013$3,645 +1.2%$321,321 +0.2%
    2012$3,601 +3%$320,684 +4.2%
    2011$3,497 +5.1%$307,644 -2.1%
    2010$3,327 $314,249 -3.9%
    2009-- $327,072 -5.6%
    2008$3,076 -2.1%$346,551 -7.2%
    2007$3,142 -5.7%$373,239 -4.8%
    2006$3,332 +0.8%$392,107 +34.9%
    2005$3,304 +4.6%$290,732 +35.6%
    2004$3,158 +0.3%$214,433 +0.9%
    2003$3,147 +2.7%$212,553 +9.2%
    2002$3,065 -1%$194,579 +4.8%
    2001$3,097 +2.3%$185,628 +2.4%
    2000$3,028 $181,252

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $11,705/mo
    Principal & interest
    $8601
    Property taxes
    $3104

      Climate risks

      Neighborhood: 32789

      Getting around

      26 / 100
      Car-Dependent
      0 / 100
      No Nearby Transit
      39 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Dommerich Elem
      • Middle: Maitland Middle
      • High: Winter Park High

      Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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