1104 Shadowbrook Trl, Winter Springs, FL 32708

Off market jun 2021 for $470K

$616,596

Est. refi paymentEst. refi $3,766/mo

•

2,321

sq ft

1104 Shadowbrook Trl, Winter Springs, FL 32708

About this home

Great Home. Great Location. Great Price. This 4 bedroom 3 bath POOL Home is located in a highly sought after Winter Springs subdivision called Winding Hollow with Low HOA dues. Excellent Seminole County Schools. Close to restaurants and major highways like 417. Seminole County is Florida's Natural Choice. There is a Park, Playground, and biking TRAIL near by. The neighborhood has home spaced out more than what you commonly find in the new construction these days. Back patio is fully screened with a private POOL which features a self-cleaning mode, HOT TUB, new pool pump and a new gas POOL HEATER. Almost NEW ROOF and a 16 SEER AC. 5 1/2 inch crown molding and upgraded base molding. NEW KITCHEN cabinets and GRANITE counter tops. NEW FLOORING. Master Bathroom was recently remodeled with a free-standing TUB, frameless separate WALK-IN SHOWER, and double-sink vanity. Master bedroom features HUGE Walk-In Closet and access to the covered and screened pool patio. Windows and doors were upgraded with PLANTATION SHUTTERS. Great curb appeal and the backyard feels secluded almost like you have no rear neighbor and a conservation view. Take a look at video, 360 tour, to visit the property virtually, or schedule a private tour today. This beauty won't last long.

Single-familyProperty Type

1998Year Built

9,356 sq ftLot Size

$266Est. Price/Sq.Ft.

2 car garageParking

Listed by Alex Galitsky • TOP ORLANDO REALTY

Bought with Margaret Kasenberg • FLORIDA PREFERRED REALTY LLC

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O5935651

Redfin Estimate

$616,596

$147K since sold in June 2021$3,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.9% higher than the average sale price ($582K) of 6 comparable homes.

SOLD JUL 29, 2026
$575,000
A
4 beds3 baths2,214 sq ft
1110 Shadowbrook Trl, Winter Springs, FL 32708
SOLD APR 30, 2026
$570,000
B
4 beds3 baths2,315 sq ft
523 Saddlewood Ln, Winter Springs, FL 32708
SOLD MAY 29, 2026
$551,000
C
4 beds3 baths2,374 sq ft
421 Woodcrest St, Winter Springs, FL 32708
SOLD SEP 30, 2026
$620,000
D
4 beds3 baths3,246 sq ft
525 Saddlewood Ln, Winter Springs, FL 32708
SOLD SEP 11, 2026
$543,000
E
4 beds3 baths2,162 sq ft
726 Seneca Meadows Rd, Winter Springs, FL 32708
SOLD AUG 4, 2026
$635,000
F
5 beds3 baths2,574 sq ft
737 Timberwilde Ave, Winter Springs, FL 32708

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Sell

$242,119

Est. take-home

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Refinance

Est. cash available

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Rent

$3,095/mo

Redfin rental estimate

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Market trends in 32708, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.0%

0.1% MoM

Median sale price

$435K

$158 MoM

Avg. days on market

51d

16 days MoM

Recently sold homes

165

4 MoM

New listings for sale

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NEW 7 HRS AGO
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NEW 9 HRS AGO
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3 beds2 baths1,153 sq ft
1361 San Diego Ct, Winter Springs, FL 32708
NEW 16 HRS AGO
$489,000
3 beds2.5 baths1,680 sq ft
154 Wooded Vine Dr, Winter Springs, FL 32708
NEW 19 HRS AGO
$205,000
2 beds2 baths1,224 sq ft
499 Club Dr, Winter Springs, FL 32708
COMING SOON
$314,900
3 beds2 baths1,098 sq ft
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COMING SOON
$335,000
3 beds2.5 baths1,680 sq ft
491 Harbor Winds Ct, Winter Springs, FL 32708
OPEN SAT, 1AM TO 3PM
$449,000
4 beds2 baths2,498 sq ft
3600 Biscayne Dr, Winter Springs, FL 32708
$355,000
3 beds2 baths1,373 sq ft
140 Bombay Ave, Winter Springs, FL 32708
3D WALKTHROUGH
$849,900
4 beds3.5 baths2,597 sq ft
1522 Eagle Nest Cir, Winter Springs, FL 32708
See all

Provided by Redfin

Sale history for 1104 Shadowbrook Trl

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O5935651

Jun 1, 2021

Sold

$470,000

$202/sq ft

Apr 12, 2021

Pending

—

Apr 8, 2021

Listed

$465,000

$200/sq ft

Stellar MLS as Distributed by MLS Grid #O5769545

May 10, 2019

Sold

$374,000

$161/sq ft

Mar 20, 2019

Pending

—

Mar 12, 2019

Listed

$380,000

$164/sq ft

Beautiful picture-perfect POOL HOME in the established community of Winding Hollow in Winter Springs! Surrounded by pristinely groomed landscapes and zoned for sought-after SEMINOLE COUNTY SCHOOLS, this stunning home boasts a FRESHLY REMODELED KITCHEN, PLANTATION SHUTTERS and LOW HOA. Functional floor plan offers plenty of entertainment space, abundant windows allowing natural light to shine in, and a majestic wood burning FIREPLACE. The UPDATED KITCHEN is designed with the home chef in mind with NEW CABINETS, GRANITE COUNTERS, CUSTOM TILE BACK SPLASH, STAINLESS STEEL APPLIANCES, and a BREAKFAST BAR. Escape to your master suite boasting a master bath with a WALK IN SHOWER and SOAKER TUB. Spacious secondary bedrooms add to the appeal of this home. The extensive SCREENED LANAI with SPARKLING POOL and SPA is the perfect place to relax in glorious solitude or gather with friends and family. This community is located minutes to Trotwood Park, UCF, Research Park, restaurants, shopping centers, Winter Springs Town center, Oviedo hospital, and the Tuscawilla Country Club. Close proximity to Central Winds Park, Cross Seminole Trail for cycling or jogging and other parks featuring playgrounds, hiking trails, soccer fields, baseball fields, basketball & tennis courts, and more.

Public Records

Oct 14, 2015

Sold

$313,000

$135/sq ft

Stellar MLS as Distributed by MLS Grid #O5354333

Aug 21, 2015

Sold

$313,000

$135/sq ft

Jul 24, 2015

Pending

—

Jul 6, 2015

Relisted

—

Apr 22, 2015

Pending

—

Apr 21, 2015

Listing Removed

—

Mar 19, 2015

Listed

$318,900

$137/sq ft

SPECTACULAR WINTER SPRINGS LOCATION. TOP RATED SCHOOLS, CLOSE TO SHOPPING, RESTAURANTS & 417. SELF CLEANING, SCREENED, HEATED POOL & SPA. ALMOST NEW ROOF AND 16 SEER AC. 5 1/2 INCH CROWN MOLDING AND UPGRADED BASE MOLDING, CUSTOM SHOWERS, PLANTATION SHUTTERS AND SLIDERS THROUGHOUT. GREAT CURB APPEAL AND IT BACKS UP TO A NATURAL PRESERVATION AREA. THIS PROPERTY IS NOT A FORECLOSURE OR SHORT SALE. TENANT HAS A LEASE THROUGH THE END OF SEPTEMBER AT $2000 A MONTH.

Public Records

Jul 25, 2005

Sold

$361,000

$156/sq ft

Public Records

Apr 14, 1998

Sold

$256,500

$111/sq ft

Tax history for 1104 Shadowbrook Trl

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

9,575 Sq. Ft.

Year renovated

2010

Sq. Ft.

2,321

Year built

1998

Style

Single Family Residential

County

Seminole County

APN

02213050900002430

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 3, 2026.

Property details

Parking

Parking Information
Parking Features: Garage Door Opener
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3

Other Rooms Information
Additional Rooms: Attic,Family Room,Formal Dining Room Separate,Inside Utility
# of Rooms: 9

Fireplace Information
Has Fireplace
Fireplace Features: Family Room, Wood Burning

Heating & Cooling
Heating Information: Central, Heat Pump
Cooling Information: Central Air

Interior Features
Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Split Bedroom, Vaulted Ceiling(s), Walk-in Closet(s), Window Treatments
Window Features: Window Treatments
Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range
Flooring: Carpet, Ceramic Tile, Wood

Exterior

Building Information
Construction Materials: Block, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Deck, Patio, Porch, Screened
Exterior Features: Irrigation System, Lighting, Rain Gutters, Sliding Doors

Pool Information
Spa Features: Heated, In Ground
Has Private Pool
Pool Features: Gunite, In Ground, Pool Sweep, Screen Enclosure, Self Cleaning
Has Spa

Property Features
Universal Property Id: US-12117-N-02213050900002430-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 0
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: RES

Land Information
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Future Land Use: 01
Total Acreage: 0 to less than 1/4

Lot Information
Lot Features: Level, Sidewalk, Paved
Lot Size Acres: 0.21
Lot Size Square Meters: 869
Zoning Compatible YN: 1
Other Exemptions YN: 0

Building Information
MFR_BuildingAreaTotalSrchSqM: 278.34

Financial

Tax Information
Tax Annual Amount: $5,133
Tax Year: 2020

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Public, Street Lights

Location

Multi-Family Financial Information
Total Annual Fees: $400
Total Monthly Fees: $33.33

Multi-Unit Information
Unit Number YN: 0

HOA Information
Association Name: World of Homes
Has HOA
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 33.33
Association Amenities: Park, Playground
Association Fee: $400
Association Fee Frequency: Annually

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

Location Information
Directions: EAST ON 434 FROM 17-92, RIGHT INTO WINDING HOLLOW, RIGHT ON WINDING WATERS CIR, LEFT ON SHADOWBROOK TO HOUSE ON RIGHT.

Community Information
Community Features: Deed Restrictions, Park, Playground
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,321
Stories: 1.0
Lot Size: 9,575 square feet
Style: Single Family Residential
Year Built: 1998
Year Renovated: 2010
County: Seminole County
APN: 02213050900002430

Home facts updated by county records on Aug 3, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Previous Status: Pending
Backups Requested YN: 1
Home Warranty YN: No

Listing Date Information
Days to Contract: 2
Status Contractual Search Date: 2021-06-01

Listing Price Information
Calculated List Price By Calculated Sq Ft: 200.34

Green Information
Green Verification Count: 0
Direction Faces: East

Home Information
Living Area: 2321
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 215.63
Building Area Total: 2996
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One
Security Features: Security System Owned, Smoke Detector(s)

Around this home

Schools

Layer Elementary School

Public PreK-5 • Assigned • 0.9mi

9/10

Indian Trails Middle School

Public 6-8 • Assigned • 1.3mi

7/10

Winter Springs High School

Public 9-12 • Assigned • 1.1mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

9/10 Heat Factor

7 days above 107° expected this year, 23 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Winter Springs, FL • 32708

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 6.7 hours in December, placing it above the U.S. average for solar exposure.

8.7 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$586,000 – $710,000

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Home values near 1104 Shadowbrook Trl

Data from public records.

Address	Redfin Estimate
1112 Shadowbrook Trl, Winter Springs, FL 3 Beds \| 2 Baths \| 2060 Sq. Ft.	$519,669
1108 Shadowbrook Trl, Winter Springs, FL 4 Beds \| 4 Baths \| 2361 Sq. Ft.	$562,620

Address	Redfin Estimate
1110 Shadowbrook Trl, Winter Springs, FL 4 Beds \| 3 Baths \| 2214 Sq. Ft.	$628,498
1106 Shadowbrook Trl, Winter Springs, FL 5 Beds \| 3 Baths \| 2813 Sq. Ft.	$602,422

Address	Redfin Estimate
1102 Shadowbrook Trl, Winter Springs, FL 5 Beds \| 3 Baths \| 3167 Sq. Ft.	$654,841
1100 Shadowbrook Trl, Winter Springs, FL 4 Beds \| 2 Baths \| 2209 Sq. Ft.	$590,580

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2021. This data may not match . Learn more.

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