$620,000
PENDING $9K PRICE DROP

1105 Shadowbrook Trail Winter Springs, FL 32708

Estimated payment $3,688/month

Total Views 27,797
4 Beds
3.5 Baths
2,533 Sq Ft
$245 Price per Sq Ft

Highlights

  • Screened Pool
  • Open Floorplan
  • Wood Flooring
  • Layer Elementary School Rated 9+
  • Private Lot
  • Main Floor Primary Bedroom

About This Home

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!

Listing Agent

David Bollet

REDFIN CORPORATION Brokerage Phone: 407-708-9747 License #3434356 Listed on: 09/11/2025

REDFIN CORPORATION

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,771

Year Built

  • Built in 1998

Lot Details

  • 9,585 Sq Ft Lot
  • West Facing Home
  • Masonry wall
  • Mature Landscaping
  • Private Lot
  • Level Lot
  • Landscaped with Trees
  • Property is zoned R-1A

HOA Fees

  • $42 Monthly HOA Fees

Parking

  • 3 Car Attached Garage
  • Driveway

Home Design

  • Slab Foundation
  • Shingle Roof
  • Concrete Siding
  • Block Exterior
  • Stucco

Interior Spaces

  • 2,533 Sq Ft Home
  • Open Floorplan
  • Ceiling Fan
  • Family Room Off Kitchen
  • Living Room
  • Dining Room
  • Den
  • Fire and Smoke Detector
  • Laundry Room

Kitchen

  • Dinette
  • Range
  • Microwave
  • Dishwasher
  • Stone Countertops

Flooring

  • Wood
  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • Walk-In Closet
  • Jack-and-Jill Bathroom
  • Soaking Tub

Pool

  • Screened Pool
  • In Ground Pool
  • Fence Around Pool

Outdoor Features

  • Covered Patio or Porch

Schools

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

Utilities

  • Central Heating and Cooling System
  • Underground Utilities
  • High Speed Internet
  • Phone Available
  • Cable TV Available

Community Details

  • Lori Collier Greystone Management Association, Phone Number (407) 645-4945
  • Visit Association Website
  • Winding Hollow Unit 4 Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,771

Year Built

Built in 1998

Lot Details

0

HOA Fees

$42 per month

Parking

3

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Block, Concrete, Stucco
  • Fireplace: No
  • Living Area: 2533
  • Lot Size Acres: 0.22
  • New Construction: No
  • Year Built: 1998
  • Building Area Total: 3466
  • Lot Size Sq Ft: 9585
  • Status: Pending
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 322.00
  • Escrow City: Tampa
  • Escrow State: FL
  • Escrow Street Name: N Westshore Blvd Ste 701
  • Minimum Lease: 1-2 Years
  • RATIO Current Price By Calculate: 244.77
  • Total Acreage: 0 to less than 1/4
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-708-9747
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Tile, Wood
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Ceiling Fans(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
  • Appliances Included: Dishwasher, Microwave, Range, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 4
  • Levels: One
  • Additional Rooms: Family Room
  • Living Area Meters: 235.32

Exterior Features

  • Direction Faces: West
  • Pool Features: In Ground, Screen Enclosure
  • Exterior Features: Sidewalk
  • Roof: Shingle
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Covered, Patio, Screened
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12117C0160F

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 3
  • Garage Yn: Yes
  • Parking Features: Driveway

Utilities

  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Fiber Optics, Phone Available, Sewer Connected, Underground Utilities, Water Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Association Fee: 500
  • Association Fee Frequency: Annually
  • Association Name: Lori Collier- Greystone Management
  • Phone: 407-645-4945
  • Association: Yes
  • Security: Smoke Detector(s)
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 1
  • Pet Restrictions: Buyer and buyers agent to verify any and all rules and regulations deemed important with HOA, City and County
  • Association Fee Requirement: Required
  • Association Email: service@greystone-mgmt.com
  • Association URL: https://greystone.cincwebaxis.com/22

Fee Information

  • Total Annual Fees: 500.00
  • Total Monthly Fees: 41.67
  • Monthly HOA Amount: 41.67

Schools

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

Lot Info

  • Zoning: R-1A
  • Parcel Number: 02-21-30-509-0000-1830
  • Additional Parcels: No
  • Fencing: Fenced, Masonry
  • Lot Features: Landscaped, Level, Private
  • Flood Zone Code: X

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Buyer and buyers agent to verify any and all rules and regulations deemed important with HOA, City and County

Tax Info

  • Tax Annual Amount: 4771
  • Tax Block: 0
  • Tax Book Number: 52-17
  • Tax Lot: 183

Multi Family

  • Approval Process: Buyer and buyers agent to verify any and all rules and regulations deemed important with HOA, City and County

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $4,771 $345,118 -- --
2023 $4,584 $335,066 $0 $0
2021 $4,424 $315,832 $0 $0
2020 $4,388 $311,471 $0 $0
2019 $4,338 $304,468 $0 $0
2018 $4,310 $298,791 $0 $0
2017 $4,728 $278,568 $0 $0
2016 $4,741 $278,568 $0 $0
2015 $4,609 $263,666 $0 $0
2014 $4,609 $257,848 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
12/14/2025 12/14/25 Pending -- -- --
10/25/2025 10/25/25 Price Changed $620,000 -1.4% $245 / Sq Ft
09/11/2025 09/11/25 For Sale $629,000 -- $248 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $215,000 --
Warranty Deed $176,000 --
Warranty Deed $114,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $172,000 New Conventional
Previous Owner $184,750 New Conventional
Source: Public Records

Source: Stellar MLS

MLS Number: O6341118

Stellar MLS

APN: 02-21-30-509-0000-1830