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1105 Shadowbrook Trail, Winter Springs, FL 32708

39 photos in the listing

1105 Shadowbrook Trail

Winter Springs, FL 32708 · Seminole County

$650,000

4

Beds

3

Baths

2,533

Sq ft

1998

Year built

Location

About this home

Welcome to this beautifully updated 4-bedroom, 3-bathroom pool home in Winding Hollow, offering over 2,500 square feet of living space, a split-bedroom floor plan, and a 3-car garage! A double-door entry welcomes you inside, where fresh paint throughout and new flooring create an inviting setting. Two separate living spaces—a formal living room and a spacious family room—provide flexibility for entertaining and everyday living, while a formal dining room and a casual breakfast area provides space for every occasion. The updated kitchen features new cabinetry, granite countertops, stainless steel appliances, an island, breakfast bar seating, an updated backsplash, and a dedicated coffee and wine bar. Whether preparing a meal or hosting a gathering, there is plenty of room to cook, serve, and connect. Privately situated on the opposite side of the home from the guest bedrooms, the spacious primary suite features its own sitting area with French doors—an ideal space for a nursery, home office, or quiet retreat—along with access to the lanai. The primary bathroom includes dual vanities with updated countertops, a soaking tub, a separate shower, and a private water closet. Spacious secondary bedrooms share an updated Jack-and-Jill bathroom with a tiled tub/shower combination, while the fourth bedroom enjoys convenient access to the updated third full bathroom, complete with a shower and direct pool access. Step outside to an expansive covered lanai beneath the home’s shingled roof, providing generous sheltered space for outdoor dining and relaxing. The screened-in pool features a waterfall sprayer, while mature landscaping and a partially fenced backyard provide an inviting backdrop with green space beyond the pool enclosure. Additional highlights include an interior laundry room, extra attic storage, south-facing front exposure, and a roof and Trane A/C system installed in 2018. Conveniently located near shopping, dining, schools, Winter Springs Town Center, and area recreation, this home combines thoughtful updates, spacious gathering areas, and inviting outdoor living. Schedule your private showing today! Buyer and buyer’s agent to independently verify all property information, including measurements, square footage, room dimensions, schools, permits, and any other details deemed important to the buyer.

Facts & features

Interior

Bedrooms
4
Bathrooms
3
Living area
2,533 sq ft
Flooring
Carpet, Tile, Wood
Appliances
Dishwasher, Microwave, Range, Refrigerator, Washer
Features
Ceiling Fans(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
Cooling
Central Air
Heating
Central

Exterior & lot

Lot size
0.22 acres
Construction
Block, Concrete, Stucco
Roof
Shingle
Features
Sidewalk
Pool
Yes

Parking

Garage spaces
3

Financial

Price / sqft
$257/sqft
Annual tax
$5,229.52
Tax year
2025
HOA fee
$42
HOA billed
Monthly

Utilities

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

Property

Property type
Single Family
Year built
1998
Subdivision
Winding Hollow Unit 4
Days on market
3 days

Estimate your monthly cost

Twenty percent down over thirty years at 6.5%. Insurance is not included.

Principal & interest
$3,287
Property tax
$436
HOA dues
$42
Estimated monthly
$3,765

Ask about this property

Answered from this listing’s own figures and the sales around it.

Similar homes nearby

Price history

From the property’s MLS record.

DateEventPriceChange
Oct 17, 2026Listed$650,000—

Neighbourhood

The schools below come from the MLS record for this home. Walking, transit and cycling figures for Winter Springs, FL are not connected yet, so this page does not show them.

About this area

WINTER SPRINGS, FL sits in Seminole County. Asking prices on the 8 nearest homes we hold run from $449,000 to $635,000, with $554,900 in the middle. Those are asking prices, not closed sales. The MLS record names Layer Elementary (elementary), Indian Trails Middle (middle), Winter Springs High (high) as the assigned schools.

Written from this listing’s own record and the homes we hold nearby.

Elementary school
Layer Elementary
Assigned school from the MLS record
Middle school
Indian Trails Middle
Assigned school from the MLS record
High school
Winter Springs High
Assigned school from the MLS record

Frequently asked questions

What would 1105 SHADOWBROOK TRAIL, WINTER SPRINGS cost per month?

About $3,765 a month: $3,287 principal and interest, $436 property tax, $42 HOA. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.

Is 1105 SHADOWBROOK TRAIL, WINTER SPRINGS priced fairly?

Comparable homes nearby put it between $590,101 and $678,933, with $634,517 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $251 a square foot.

How does 1105 SHADOWBROOK TRAIL, WINTER SPRINGS compare to nearby homes?

8 comparable properties within three miles. The nearest: 1016 WINDING WATERS CIRCLE, WINTER SPRINGS, FL at $574,000, 2,226 sq ft, 0.09 miles away; 737 TIMBERWILDE AVENUE, WINTER SPRINGS, FL at $635,000, 2,574 sq ft, 0.29 miles away; 122 STONE GABLE CIR, WINTER SPRINGS, FL at $449,000, 2,147 sq ft, 0.4 miles away.

How long has 1105 SHADOWBROOK TRAIL, WINTER SPRINGS been on the market?

2 days on the market.

Has the price of 1105 SHADOWBROOK TRAIL, WINTER SPRINGS changed?

The price has not moved since it was listed.

How big is 1105 SHADOWBROOK TRAIL, WINTER SPRINGS?

4 bed, 3 bath, 2,533 square feet. That is $257 a square foot.

What year was 1105 SHADOWBROOK TRAIL, WINTER SPRINGS built?

Built in 1998.

What is the HOA fee at 1105 SHADOWBROOK TRAIL, WINTER SPRINGS?

The association fee works out to $42 a month.

What are the property taxes at 1105 SHADOWBROOK TRAIL, WINTER SPRINGS?

Property tax works out to about $436 a month, $5,229 a year, on the 2025 assessment.

Is 1105 SHADOWBROOK TRAIL, WINTER SPRINGS still available?

It is still on the market.

Listing

Listed by
Amy Phillips
Brokerage
CALL IT CLOSED INTL REALTY
MLS number
MFR813978190

Listing information is deemed reliable but is not guaranteed.