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1016 HOWELL BRANCH RD,  WINTER PARK, FL 32789

MLS# O6392409.  4 beds.  3.0 baths.  Single Family Home.  Active

$9,074 in taxes (2025)

$1,699,000

 

Remarks:

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.

Quick Info:

  • Listing is courtesy Of: PLAID PROPERTIES, LLC ((407-702-0864))
  • Listing Agent: Andrew Birr ((407-702-0864))
  • Days on yellowkey: 17
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 3.0
  • Living Area Square Feet: 3142
  • Built 1959
  • Taxes: $9,074 (2025)
  • 1 Days off yellowkey (back on 3/28/2026 )
  • Garage Spaces: ()
  • Square Feet: 4096
  • Fees: $0
  • Orange County
  • Terms: Cash, Conventional, FHA, Owner Financing
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  • Subdivision Name: MAITLAND SHORES
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
3/31/2026Rent10O6392422Listing Removed$7,200-1.7578MLS
3/28/2026Sale7O6392409Back on yellowkey$1,699,000-414.7949MLS
3/20/2026Sale0O6392409listed for sale$1,699,000-414.7949MLS
3/20/2026Rent0O6392422listed for rent$7,200-1.7578MLS
2/27/2026Rent0O6386288listed for rent$1,749,000-1.7578MLS




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