442 Woodland Street, Orlando, FL 32806
Local realty services provided by:CENTURY 21 Selling Paradise
442 Woodland Street,Orlando, FL 32806
$1,279,000
- 4 Beds
- 3 Baths
- 2,828 sq. ft.
- Single family
- Active
Listed by: steven koleno
Office: beycome of florida llc.
MLS#:O6411598
Source:MFRMLS
Price summary
- Price:$1,279,000
- Price per sq. ft.:$300.23
About this home
Located in Delaney Park, one of downtown Orlando’s most sought-after established neighborhoods, this meticulously restored 1927 residence sits on a generously sized corner lot and blends timeless architectural charm with thoughtful modern luxury. Just minutes from downtown dining, entertainment, and sports destinations, the home combines urban convenience with the warmth and character of a true neighborhood setting.
Framed by mature oak trees on a prominent corner lot, the home’s architecture, professionally designed landscaping, and custom entry details create exceptional curb appeal. Unlike many older homes, this property has been extensively upgraded and carefully maintained, preserving its original craftsmanship while modernizing the systems, finishes, and functionality throughout. Original hardwood floors, crown moulding, and architectural details remain beautifully intact, while large windows fill the interior with natural light. The living room features a working gas fireplace, adding warmth and atmosphere to the gathering space.
The primary suite renovation completed in 2023 creates a true retreat, featuring elegant wainscoting, dual Restoration Hardware vanities and lighting, and a spa-inspired bath with a massive walk-in shower wrapped in handmade Pratt & Larson ceramic tile. The connected Kohler shower system includes a rain shower, hand spray, body sprays, and built-in speakers, next to a separate private water closet.
The kitchen combines custom cabinetry, marble countertops, a gas range, and expansive prep and gathering space designed for both everyday living and entertaining. The adjacent pantry features inset walnut cabinetry and sliding frosted glass doors. The kitchen flows effortlessly into the dining room and charming breakfast nook. A beautifully renovated powder room downstairs includes updated tile flooring, vanity, wainscoting, and designer wallpaper.
Upstairs includes three spacious bedrooms, including the primary suite, along with a full hallway bath and a conveniently located second-floor laundry room. Additional living spaces include a vibrant sunroom, creating the perfect flex space for a lounge, reading room, cocktail room, or home office.
A detached guest house with a full bath and closet adds flexibility for guests, a private office, gym, studio, or additional living accommodations.
The professionally designed backyard creates a private resort-style courtyard retreat centered around the heated pool and spa installed in 2022. A custom block and stucco privacy wall was designed to complement the architecture of the home. The pool and spa can be controlled remotely via app and feature handmade Pratt & Larson ceramic tile with rich tonal variation providing a custom, artisanal feel. Elegant scupper fountains cascade into the spa, while two magnificent Sylvester palms frame the pool area and create the perfect setting for a hammock.
Rare in Florida, the property includes both a full basement and a walk-up attic fully insulated with closed-cell spray foam added in 2022, creating exceptional storage space. The home also includes a two-car carport and oversized driveway with ample off-street parking.
Major updates include:
* New roof, HVAC, and re-pipe in 2016
* Most windows replaced in 2016, with remaining windows replaced in 2021
* Electrical updates completed in 2021
* Exterior and full interior repaint in 2022
* New custom front and rear doors in 2023
* Active termite bond...
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Home facts
- Year built:1927
- Listing ID #:O6411598
- Added:1 day(s) ago
- Updated:May 28, 2026 at 06:09 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Flooring:Tile, Wood
- Dining Description:Eat In Kitchen
- Kitchen Description:Dishwasher, Disposal, Eat-in Kitchen, Microwave, Range, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Touchless Faucet
- Bedroom Description:Primary Bedroom Upstairs, Walk-In Closet(s)
- Basement:Yes
- Basement Description:Basement
- Living area:2,828 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Heat Pump, Zoned
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1927
- Building area:2,828 sq. ft.
- Lot area:0.18 Acres
- Construction Materials:Stucco
- Exterior Features:Awning(s), Balcony, Courtyard, Garden, Rain Gutters
- Levels:2 Story
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$1,279,000
- Price per sq. ft.:$300.23
- Tax amount:$12,517 (2025)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Gas Water Heater, Irrigation Equipment, Microwave, Range, Refrigerator, Tankless Water Heater, Touchless Faucet, Washer
- Laundry features:Dryer, Laundry Room, Laundry Upper Level, Washer
- Amenities:Built-In Features, Cable Connected, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Fiber Optics, Irrigation Equipment, Natural Gas Connected, Primary Bedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Sprinkler Well, Stone Counters, Thermostat, Walk-In Closet(s)
- Pool features:Fiber Optic Lighting, Gunite, Heated, In Ground, Pool Alarm, Private Pool, Salt Water, Tile
Parking
- Parking description:2 Car Carport
- Carport spaces:2
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