442 Woodland StreetOrlando, FL 32806Price: $1,279,000

  • Price: $1,279,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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Federal 30-year interest rate: 6.51% last updated on May 21, 2026
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442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806442 Woodland Street Orlando FL 32806
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  • 4Bedrooms
  • 0.18Acreage
  • 3Bathrooms
  • 1927Year Built
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
Listing Courtesy of BEYCOME OF FLORIDA LLC

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More Info

Location Information

  • Road Frontage DescriptionPaved

Parking

  • Carport Spaces 2
  • Carport YN Yes

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningR-1/T

Interior

  • Flooring Tile, Wood
  • Furnished Unfurnished

Utilities

  • Cooling Central Air, Zoned
  • Heating Central, Heat Pump, Zoned
  • Laundry Features Laundry Room, Upper Level
  • Sewer Public Sewer
  • Utilities
    • Cable Connected
    • Electricity Connected
    • Fiber Optics
    • Natural Gas Connected
    • Sewer Connected
    • Sprinkler Well
    • Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Pool Private YN Yes
  • Water ViewNo

Basic Information

  • List Price$1,279,000
  • ListingContractDate2026-05-28
  • MLS NumberO6411598
  • Mls Status Active
  • OriginalListPrice1279000
  • PostalCodePlus42256
  • PublicSurveyRange29
  • StatusACT

Building

  • Bathroom3
  • BasementFull
  • Construction Materials Stucco
  • FireplaceGas, Living Room
  • Fireplace YN Yes
  • Foundation Details Basement
  • Levels Two
  • RoofShingle
  • Rooms9
  • Year Built1927

Amenities

  • Appliances IncludedDishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Touchless Faucet, Washer
  • Other AmenitiesBasement, Fireplace, Pool
  • Other Equipment Irrigation Equipment
  • Pool Features
    • Fiber Optic Lighting
    • Gunite
    • Heated
    • In Ground
    • Pool Alarm
    • Salt Water
    • Tile

Other

  • Building Area Source Owner
  • Date Listed05/28/2026
  • MFR Additional Lease Restrictions n/a
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease 1 Month
  • Status Change Timestamp2026-05-28T16:43:11

Tax Information

  • Tax Year 2025
  • Taxes$12,517

Rooms

  • Bedrooms4
  • Full Bath2
  • Half Baths1

Location

  • Address442 Woodland Street
  • AreaOrlando/Delaney Park/Crystal Lake
  • CountyOrange
  • Exterior Features
    • Awning(s)
    • Balcony
    • Courtyard
    • Garden
    • Rain Gutters
    • Sliding Doors
  • StateFL
  • SubdivisionLancaster Heights
  • TownOrlando
  • Township 23
  • Zip32806

Property Information

  • Acreage0.18
  • Building Area Total 4,260
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot Size Square Feet 7,722
  • MFR Living Area Meters 262
  • MFR Lot Size Square Meters 717
  • MFR Total Acreage 0 to less than 1/4
  • Square Feet2,828
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 29, 2026 2:33 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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