$650,000
1105 Shadowbrook TrailWinter Springs, FL 32708
Listing updated: October 17, 2026 at 7:59 PM ET
Listing courtesy of Call It Closed Intl Realty · Amy Phillips · MLS #O6449643 · Active · 407-338-3339Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveOct 17, 2026
- Listed$650,000Oct 17, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Winding Hollow Unit 4
- County
- Seminole
- Year built
- 1998
- Living area
- 2,533 sq ft
- Price/sq ft
- $257
- Building area
- 3,466 sq ft (Public Records)
- Lot size
- 9,585 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12117C0160F)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $5,230 (2025)
- Parcel #
- 02-21-30-509-0000-1830
- Zoning
- R-1A
- MLS #
- O6449643
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Carpet, Tile, Wood
- Appliances
- Dishwasher, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Driveway
HOA & Financial
- HOA fee
- $42 / Monthly
- Monthly HOA
- $42/mo
- Total monthly fees
- $42/mo
- Total annual fees
- $504
- HOA name
- Lori Collier- Greystone Management
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and buyers agent to verify any and all rules and regulations deemed important with HOA, City and County
- Approval process
- Buyer and buyers agent to verify any and all rules and regulations deemed important with HOA, City and County
Exterior & Construction
- Exterior features
- Sidewalk
- Construction materials
- Block, Concrete, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Fiber Optics, Phone Available, Sewer Connected, Underground Utilities, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 17x15 |
| Dining Room | First | 10x9 |
| Family Room | First | 17x14 |
| Dinette | First | 8x6 |
| Kitchen | First | 14x12 |
| Primary Bedroom | First | 16x12 |
| Bedroom 2 | First | 15x11 |
| Bedroom 3 | First | 11x10 |
| Bedroom 4 | First | 11x10 |
| Balcony/Porch/Lanai | First | 27x16 |
| Den | First | 11x10 |
| Laundry | First | 7x6 |
Listing Details
- Listing date
- 2026-10-13
- On market date
- 2026-10-17
- Original list price
- $650,000
- Occupant type
- Owner
- MLS area
- 32708 - Casselberrry/Winter Springs / Tuscawilla
- Listing AOR
- Orlando Regional
- Status changed
- 2026-10-17
- Tax legal description
- LOT 183 WINDING HOLLOW UNIT 4 PB 52 PGS 17 THRU 21
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From Orlando, take I-4 East to Exit 90A-B toward FL-414 E/Maitland Blvd. Follow US-17 toward Longwood, then continue on W State Road 434. Take FL-434 East toward Winter Springs and continue to Shadowbrook Trail. Follow Shadowbrook Trail to 1105 Shadowbrook Trail.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 17, 2026 at 7:59 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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