Home in 442 Woodland St Orlando for sale with MLS# O6411598
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
442 Woodland St, Orlando, FL 32806
- Price:
- $1,279,000.00
- Original List Price:
- $1,279,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $452.26
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6411598
- Bedrooms:
- 4
- Bathrooms Total:
- 4
- Full Bath:
- 3
- Half Bath:
- 1
- Living Area:
- 2,828 Sqft
- Built-Up Area:
- 4,260 Sqft
- Lot Area:
- 7,722 Sqft
- Building Area Source:
- Owner
- Living Area Source:
- Owner
- Lot Size Acres:
- 0.18
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Gunite, Heated, In Ground, Salt Water, Tile, Fiber Optic Lighting, Pool Alarm
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Gas Water Heater, Range, Tankless Water Heater, Touchless Faucet
- Interior:
- Eat-in Kitchen, Walk-In Closet(s), Built-in Features, Ceiling Fans(s), Stone Counters, Thermostat, Solid Surface Counters, Solid Wood Cabinets, Crown Molding, Primarybedroom Upstairs
- Exterior:
- Awning(s), Balcony, Courtyard, Sliding Doors, Rain Gutters, Garden
- Laundry:
- Laundry Room, Upper Level
- Fireplace
- Fireplace:
- Gas, Living Room
- Air Conditioning System:
- Zoned, Central Air
- Heating System:
- Central, Zoned, Heat Pump
- Basement:
- Full
- Property Entrance Faces:
- North
- Other Equipment:
- Irrigation Equipment
- Year Built:
- 1927
- Roof:
- Shingle
- Levels:
- Two
- Construction Materials:
- Stucco
- Flooring:
- Tile, Wood
- Foundation Details:
- Basement
- Flood Zone Code:
- X
- Tax Annual Amount:
- $12,517.00
- Tax Year:
- 2025
- Carport Spaces:
- 2
- Carport
- Sewer:
- Public Sewer
- Utilities Available:
- Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected, Cable Connected, Sprinkler Well, Fiber Optics
- Water Source:
- Public
- Minimum Lease Term:
- 1 Month
- Subdivision Name:
- LANCASTER HEIGHTS
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan, Other
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- LANCASTER HEIGHTS H/77 LOT 9 BLK J
- Real Estate Folio Number (Parcel Number):
- 01-23-29-4960-10-090
- Zoning:
- R-1/T
- Title to the property is held by owner as:
- Fee Simple
- Originally published on:
- May 28, 2026 4:43 pm
- Active on the market since:
- May 28, 2026
- Listing Agreement executed on:
- May 28, 2026
- Listing Status Last Changed On:
- May 28, 2026 4:43 pm
- Photos updated on:
- May 28, 2026 8:57 pm
- Last Modified:
- May 31, 2026 3:02 pm
- Courtesy of:
- BEYCOME OF FLORIDA LLC
- Attribution:
- 844-239-2663
- Road Surface Type:
- Paved
- Street Name:
- WOODLAND
- Street Number:
- 442
- City:
- ORLANDO
- State:
- Florida
- Zip Code:
- 32806
- County:
- Orange
- Latitude:
- N28° 31' 20.2''
- Longitude:
- W82° 37' 46.2''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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