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.
Pending
$1,699,000
1016 Howell Branch Rd, Winter Park, FL 32789
4beds
3,142sqft
Est.:
Single Family Residence
Built in 1959
0.37 Acres Lot
$1,660,800 Zestimate®
$541/sqft
$-- HOA
What's special
Gas fireplaceSerene waterfront settingLush tropical landscapingWarm custom woodworkOpen floor planThoughtful built-ins throughoutSpacious first-floor laundry room
- 32 days |
- 706 |
- 31 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listing Provided by:
Andrew Birr 407-702-0864,
PLAID PROPERTIES, LLC 407-702-0864
Source: Stellar MLS,MLS#: O6392409
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: Second
- Area: 260 Square Feet
- Dimensions: 13x20
Kitchen
- Level: First
- Area: 396 Square Feet
- Dimensions: 18x22
Living room
- Level: First
- Area: 440 Square Feet
- Dimensions: 22x20
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
Video & virtual tour
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
- Pet fee: $0 monthly
- Subdivision: MAITLAND SHORES
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $541/sqft
- Tax assessed value: $1,041,790
- Annual tax amount: $9,074
- Date on market: 3/20/2026
- Cumulative days on market: 32 days
- Listing terms: Cash,Conventional,FHA,Owner May Carry
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
$1,660,800
$1.58M - $1.74M
$6,119/mo
Price history
| Date | Event | Price |
|---|---|---|
| 3/28/2026 | Pending sale | $1,699,000$541/sqft |
Source:  Stellar MLS #O6392409 Report a problem | ||
| 3/20/2026 | Listed for sale | $1,699,000$541/sqft |
Source: Stellar MLS #O6392409 Report a problem | ||
| 3/20/2026 | Listing removed | $1,699,000$541/sqft |
Source: Stellar MLS #O6386288 Report a problem | ||
| 3/18/2026 | Price change | $1,699,000-2.9%$541/sqft |
Source: Stellar MLS #O6386288 Report a problem | ||
| 2/27/2026 | Listed for sale | $1,749,000-4.7%$557/sqft |
Source: Stellar MLS #O6386288 Report a problem | ||
| 12/2/2025 | Listing removed | $1,836,000$584/sqft |
Source: Stellar MLS #O6354284 Report a problem | ||
| 10/21/2025 | Listed for sale | $1,836,000+211.2%$584/sqft |
Source: Stellar MLS #O6354284 Report a problem | ||
| 6/29/2020 | Sold | $590,000$188/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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
Monthly payment
Est. payment
$11,422/mo
Principal & interest
$8406
Property taxes
$3016
More affordability tools
Climate risks
Neighborhood: 32789
Nearby schools
GreatSchools rating
- 10/10Dommerich Elementary SchoolGrades: PK-5Distance: 0.6 mi
- 5/10Maitland Middle SchoolGrades: 6-8Distance: 0.6 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 3.1 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Maitland
- 32789
- 1016 Howell Branch Rd
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