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$620,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,533 Sq. Ft.
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Under contract-accepting backup offers. Welcome to this beautifully updated pool home in Winding Hollow community of Winter Springs. This spacious, four-bedroom, three-bathroom residence offers over 2,500 square feet of thoughtfully designed living space, featuring a classic split floorplan and a three-car garage. Inside, you'll find formal living, dining, and family rooms, all with hardwood flooring. The stunning, updated kitchen showcases new cabinetry, granite countertops with bar seating, a coffee and wine bar, and all-new appliances and backsplash. The spacious primary suite is a true retreat, complete with a private study that opens to the lanai. The en-suite bathroom includes a soaking garden tub, dual vanities with new countertops, a tiled shower, and a private water closet. Two other generously sized bedrooms share an updated Jack and Jill bathroom with new tiled tub/shower combo. The fourth bedroom has easy access to a nearby updated bathroom with a glass door, which also offers convenient access to the pool. Step outside to a private oasis. The covered lanai and screened-in pool with a waterfall sprayer create the perfect space for outdoor entertaining. The partially fenced-in backyard provides a large green space, complemented by lush meticulously maintained, mature landscaping. This home is as practical as it is beautiful, with a new roof and a new Trane AC, both installed in 2018, along with additional attic storage. Located in an established neighborhood with easy access to top-rated schools, dining, shopping, Winter Springs Town Center, Lake Jesup, and Wekiwa Springs State Park. Schedule your private showing today!

Full Property Details for 1105 Shadowbrook Trail

General

  • Price: $620,000
  • HOA FEE: $42/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,771 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6341118
  • Updated: 12/14/2025
  • Added to Site: 128 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 12
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Screen Enclosure
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Sidewalk
  • Deck/Patio: Covered, Patio, Screened
  • Porch/Patio/Deck: Covered, Patio, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Driveway

Location

  • Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • County: Seminole
  • Development Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Subdivision: WINDING HOLLOW UNIT 4
  • Driving Directions: From Orlando: Take Exit I-4 Express to FL-414 E/Maitland Blvd in Maitland. Take exit 90 A-B from I-4 E - Follow S US 17 to W State Rd 434 in Longwood - Continue on W State Rd 434. Take FL-434 E/E Florida 434 to Shadowbrook Trail in Winter Springs
  • Direction Faces: West

School Information

  • Elementary School: Layer Elementary
  • Middle School: Indian Trails Middle
  • High School: Winter Springs High

Community

  • Community Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Association: Yes
  • Assoc. Name: Lori Collier- Greystone Management
  • Pet Restrictions: Buyer and buyers agent to verify any and all rules and regulations deemed important with HOA, City and County

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Fiber Optics, Phone Available, Sewer Connected, Underground Utilities, Water Connected

Structural Information

  • Exterior Const.: Block, Concrete, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,533
  • Sq. Ft. Source: Public Records
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,585
  • Lot Size: 9585
  • Street/Road Desc.: Paved
  • Fencing (Description): Fenced, Masonry

Financial Considerations

  • Association Fee: $500
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,771
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 183 WINDING HOLLOW UNIT 4 PB 52 PGS 17 THRU 21
  • Flood Zone Info: X
  • APN: 2213050900001830
  • Property ID: 2213050900001830

Listed by Redfin Corporation

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Listing agent

— 1105 Shadowbrook Trail —

  • Redfin Corporation

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1105 Shadowbrook Trail

School District:Seminole County School District
NameGradesDistance
Layer Elementary School
4201 Florida 419, Winter Springs, FL 32708
K-51 mi
Winter Springs High School
130 Tuskawilla Road, Winter Springs, FL 32708
9-121.1 mi
Indian Trails Middle School, Winter Springs, FL
415 Tuskawilla Road, Winter Springs, FL 32708
6-81.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1105 Shadowbrook Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/25/2025
Price Reduced
$620,000
-1.43%
MLS
9/11/2025
Listed
$629,000
192.56%
MLS
9/17/1999
Sold
$215,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1105 Shadowbrook Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,230
10%
$355,126
3%
2024
$4,771
4%
$345,118
3%
2023
$4,584
4%
$335,066
6%
2021
$4,424
-1%
$315,832
-3%
2022
$4,461
1%
$325,307
4%
2021
$4,424
3%
$311,471
4%
2018
$4,310
-1%
$298,791
-2%
2019
$4,338
-8%
$304,468
9%
2017
$4,728
—
$278,568
3%
2016
$4,741
—
$270,142
2%
2015
$4,719
2%
$263,666
2%
2014
$4,608
8%
$257,848
11%
2013
$4,284
—
$232,415
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Redfin Corporation

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1105 Shadowbrook Trail, Winter Springs, FL 32708 (MLS# O6341118) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 1105 Shadowbrook Trail is currently listed for $620,000 and was received on September 11, 2025. Want to learn more about 1105 Shadowbrook Trail? Do you have questions about finding other Single Family real estate for sale in Winter Springs? You can browse all Winter Springs real estate or contact a Coldwell Banker agent to request more information.

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