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Overview

4 bd4 ba2,533 sqft3 car garageSingle Family
TypeSingle Family
HOA$42/mo
Built1998
Lot9,585 sqft
Living area2,533 sqft
Price / sqft$257
Garage3 car

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About this home

Ceiling Fans(s)Kitchen/Family Room ComboOpen FloorplanPrimary Bedroom Main FloorSplit BedroomStone CountersWalk-in Closet(s)Sidewalk

1105 Shadowbrook Trl is a 1998-built home in Winding Hollow Unit 4, Winter Springs. Inside you'll find 4 bedrooms, 4 bathrooms, and 2,533 square feet of living space. Listed at $650,000 (about $257/sqft), 5 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $42 monthly.

From the listing

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.

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The essentials

Built
1998
Price / sqft
$257
On market
5 days
Annual tax
$5,230
HOA
$42/mo
Flood zone
X · Low risk
Lot
9,585 sqft
Type
Single Family Residence

At a glance

Single family
Built 1998
Private pool
In Ground
3 car garage
Driveway
9,585 sqft lot
Lot size
2,533 sqft
Living area

Payment

Est. monthly payment
$4,193/mo
Down payment (20%)
$130,000
Property taxes
$436/mo
HOA
$42/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1998
Lot
9,585 sqft
Cooling
Central Air
Heating
Central
Parking
Driveway
Pool
In Ground, Screen Enclosure
Days on Market
5
Ceiling Fans(s)
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Split Bedroom
Stone Counters
Walk-in Closet(s)
Sidewalk
Dishwasher
Microwave
Range
Refrigerator
Washer
Elementary
Layer Elementary
Middle
Indian Trails Middle
High
Winter Springs High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$5,230
Parcel #
02-21-30-509-0000-1830

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Winding Hollow Unit 4
County
Seminole
MLS Area
32708 - Casselberrry/Winter Springs / Tuscawilla
Lot Size
9,585 sqft
LandscapedLevelPrivate
HOA
$42/mo
Lori Collier- Greystone Management

Price history

Date
Event
Price
10/13/2026
Listed for sale
Source: Stellar MLS #O6449643
$650,000
$257/sqft

Neighborhood

1105 Shadowbrook Trl
Winter Springs, FL, 32708 · 32708 - Casselberrry/Winter Springs / Tuscawilla

Market insights

Offer Insights

Choose an offer strength

List price: $650,000
$645,000 – $650,000
99.5% – 100% of listTops out right at the list price
80% of listList price
102 of the last 201 home closings in 32708 landed at this number or higher (51%). The median one sat 20 days before it went under contract, and this one is on day 5.

Sample: 201 closed home sales in 32708 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$4,193/mo
Principal & interest$3,390
Property taxes$436
Insurance$325
HOA$42
Down payment20% · $130,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$650,000

$257 per sq ft

Beds and baths

4 beds, 4 baths

Size

2,533 sq ft

Time on market

5 days

Year built

1998

Monthly payment

About $4,193/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $5,230 annual tax bill, insurance, and the $42/mo HOA fee.

HOA fee

$42/mo

Managed by Lori Collier- Greystone Management.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

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Brokered byCALL IT CLOSED INTL REALTYListing agent: Amy PhillipsListing data from Stellar MLS, MLS# O6449643.

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