Skip main navigation
Pending
$1,850,000
5beds
3,851sqft

1560 Woodland Ave, Winter Park, FL 32789

5beds
3,851sqft
Single family residence
Built in 1990
0.27 Acres
2 Garage spaces
$480 price/sqft

What's special

Refined traditional detailsLarge islandCovered lanaiGranite countertopsPeaceful courtyard style feelLarge windowsCustom built-ins

Welcome to a one-of-a-kind opportunity inside the Winter Park city limits, where timeless character, meaningful updates, and an exceptional lifestyle and location come together in a perfect blend! Set on a beautifully landscaped 0.27-acre lot along Winter Park’s iconic tree lined, brick paved streets, this custom 5-bedroom, 4.5-bathroom residence with an ...

23 days
|
2,509
|
103
|

Likely to sell faster than

Source: Stellar MLS,MLS#: O6389070MLS LogoOriginating MLS: Orlando Regional
Travel times

Outdoor

Lanai / Pool

Living Room

Kitchen

Primary Bedroom

Primary Bathroom

In-Law Suite

Zillow last checked: 7 hours ago

Listing updated: March 27, 2026 at 06:54am

Listing Provided by:

Chris Creegan 407-622-1111,

CREEGAN GROUP 407-622-1111,

Daniel Prior LLC 407-406-2145,

CREEGAN GROUP

Source: Stellar MLS,MLS#: O6389070MLS LogoOriginating MLS: Orlando Regional

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 5
  • Bathrooms: 5
  • Full bathrooms: 4
  • 1/2 bathrooms: 1
Rooms
  • Room types: Bonus Room, Den/Library/Office, Dining Room, Storage Rooms
Other
  • Features: Built-In Shelving, Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
  • Level: First
  • Area: 143 Square Feet
  • Dimensions: 13x11
Primary bedroom
  • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
  • Level: Second
  • Area: 336 Square Feet
  • Dimensions: 21x16
Bedroom 3
  • Features: Ceiling Fan(s), Built-in Closet
  • Level: First
  • Area: 180 Square Feet
  • Dimensions: 15x12
Bedroom 4
  • Features: Ceiling Fan(s), Jack & Jill Bathroom, Built-in Closet
  • Level: Second
  • Area: 238 Square Feet
  • Dimensions: 17x14
Bedroom 5
  • Features: Ceiling Fan(s), Jack & Jill Bathroom, Built-in Closet
  • Level: Second
  • Area: 210 Square Feet
  • Dimensions: 15x14
Primary bathroom
  • Features: Dual Sinks, En Suite Bathroom, Exhaust Fan, Granite Counters, Split Vanities, Walk-In Closet(s)
  • Level: Second
  • Area: 260 Square Feet
  • Dimensions: 20x13
Dining room
  • Features: No Closet
  • Level: First
  • Area: 247 Square Feet
  • Dimensions: 19x13
Gym
  • Features: Ceiling Fan(s), Built-in Closet
  • Level: Second
  • Area: 216 Square Feet
  • Dimensions: 24x9
Kitchen
  • Features: Breakfast Bar, Pantry, Kitchen Island, Built-in Closet
  • Level: First
  • Area: 221 Square Feet
  • Dimensions: 17x13
Living room
  • Features: Built-In Shelving, Ceiling Fan(s), No Closet
  • Level: First
  • Area: 475 Square Feet
  • Dimensions: 25x19
Office
  • Features: No Closet
  • Level: First
  • Area: 252 Square Feet
  • Dimensions: 18x14
Heating
  • Electric, Heat Pump
Cooling
  • Central Air, Zoned
Appliances
  • Included: Oven, Cooktop, Dishwasher, Electric Water Heater, Refrigerator
  • Laundry: Inside, Laundry Room
Features
  • Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), In-Law Floorplan
  • Flooring: Carpet, Tile, Travertine, Hardwood
  • Doors: French Doors
  • Windows: Shutters, Window Treatments
  • Has fireplace: Yes
  • Fireplace features: Decorative, Family Room, Other Room, Master Bedroom, Wood Burning
Interior area
  • Total structure area: 5,185
  • Total interior livable area: 3,851 sqft
Video & virtual tour

Property

Parking
  • Total spaces: 2
  • Parking features: Boat, Circular Driveway, Common, Driveway, Garage Door Opener, Oversized, RV Access/Parking
  • Garage spaces: 2
  • Has uncovered spaces: Yes
Features
  • Levels: Two
  • Stories: 2
  • Patio & porch: Front Porch, Rear Porch, Screened
  • Exterior features: Irrigation System, Lighting, Rain Gutters
  • Has private pool: Yes
  • Pool features: Gunite, In Ground, Screen Enclosure
  • Has spa: Yes
  • Spa features: In Ground
  • Waterfront features: Lake, Lake Privileges
Lot
  • Size: 0.27 Acres
  • Features: City Lot, Landscaped, Level
  • Residential vegetation: Fruit Trees, Mature Landscaping
Details
  • Parcel number: 052230159203150
  • Zoning: R-1A
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Custom
  • Property subtype: Single Family Residence
Materials
  • Block, Stucco
  • Foundation: Slab
  • Roof: Metal
Condition
  • Completed
  • New construction: No
  • Year built: 1990

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Underground Utilities, Water Connected

Community & HOA

Community
  • Features: Community Boat Ramp, Fishing, Lake, Public Boat Ramp, Water Access, Park, Playground
  • Security: Smoke Detector(s)
  • Subdivision: COMSTOCK PARK
HOA
  • Has HOA: No
  • Pet fee: $0 monthly
Location
  • Region: Winter Park

Financial & listing details

  • Price per square foot: $480/sqft
  • Tax assessed value: $1,277,887
  • Annual tax amount: $11,736
  • Date on market: 3/11/2026
  • Cumulative days on market: 24 days
  • Listing terms: Cash,Conventional,VA Loan
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Brick

Price history

DateEventPrice
3/27/2026Pending sale$1,850,000$480/sqft
Source: Stellar MLS #O6389070 Report a problem
3/11/2026Listed for sale$1,850,000-7.5%$480/sqft
Source: Stellar MLS #O6389070 Report a problem
12/1/2025Listing removed$1,999,000$519/sqft
Source: Stellar MLS #O6293517 Report a problem
9/15/2025Price change$1,999,000-7%$519/sqft
Source: Stellar MLS #O6293517 Report a problem
3/28/2025Listed for sale$2,150,000+238.6%$558/sqft
Source: Stellar MLS #O6293517 Report a problem
3/18/2011Sold$635,000-9.2%$165/sqft
Source: Stellar MLS #O4958720 Report a problem
6/18/2010Price change$699,000-6.2%$182/sqft
Source: NRT Florida #O4958720 Report a problem
4/14/2010Price change$745,000-6.3%$193/sqft
Source: NRT Florida #O4958720 Report a problem
1/29/2010Price change$794,900-3.6%$206/sqft
Source: NRT Florida #O4958720 Report a problem
10/4/2009Price change$824,500-5.7%$214/sqft
Source: Fannie Hillman & Associates #O4920099 Report a problem
8/29/2009Listed for sale$874,500+27.7%$227/sqft
Source: Fannie Hillman & Associates #O4920099 Report a problem
11/25/2003Sold$685,000$178/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2024$11,737 +3.8%$771,962 +3%
2023$11,305 +6.3%$749,478 +3%
2022$10,632 +1%$727,649 +3%
2021$10,522 -0.2%$706,455 +1.4%
2020$10,545 +0.7%$696,701 +2.3%
2019$10,473 +0.5%$681,037 +1.9%
2018$10,420 $668,339 -10.6%
2017$10,420 +0.8%$747,766 +1.6%
2016$10,333 +2.1%$736,148 +1.4%
2015$10,125 -3.2%$725,912 +11.4%
2014$10,458 +2.1%$651,874 +4.1%
2013$10,239 +1%$625,924 +2.3%
2012$10,136 +10.6%$611,883 +10.3%
2011$9,161 +2%$554,703 -1.2%
2010$8,980 $561,270 -17.6%
2009-- $680,934 -13.4%
2008$9,261 +1.3%$786,515 -6.2%
2007$9,143 -6.6%$838,470 +28.1%
2006$9,789 -0.2%$654,340 +12.6%
2005$9,805 +4.4%$580,956 +7.7%
2004$9,392 +20.3%$539,481 +21.9%
2003$7,809 +14.2%$442,489 +14.1%
2002$6,840 +5.3%$387,829 +6.7%
2001$6,497 +9.1%$363,468 +10%
2000$5,957 $330,401

Find assessor info on the county website

Monthly payment

Est. payment
$12,509/mo
Principal & interest
$9225
Property taxes
$3284
More affordability tools

    Estimated market value

    $1,790,300

    $1.70M - $1.88M

    $7,327/mo

    Climate risks

    Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

    Neighborhood: 32789

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Lakemont 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.

      Nearby cities

      Nearby neighborhoods

      Nearby zip codes

      Other Winter Park Topics

        Search
        Updates
        Favorites
        Home Loans
        Inbox