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.
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.
Property Details
Price:
$650,000
MLS #:
O6449643
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING HOLLOW UNIT 4
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Oct 17, 2026
Finished Sq Ft:
2,533
Total Sq Ft:
3,466
Lot Size:
9,585 sqft / 0.22 acres (approx)
Year Built:
1998
See this Listing
Schools
Elementary School:
Layer Elementary
Middle School:
Indian Trails Middle
High School:
Winter Springs High
Interior
Appliances
Dishwasher, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile, Hardwood
Heating
Central
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Block, Concrete, Stucco
Covered Spaces
3
Direction Faces
West
Exterior Features
Sidewalk
Fencing
Fenced, Masonry
Garage Spaces
3
Lot Features
Landscaped, Level, Private
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Patio, Screened
Roof
Shingle
Security Features
Smoke Detector(s)
Financial
HOA Fee
$42
HOA Fee Frequency
Monthly
HOA Name
Lori Collier- Greystone Management
HOA Phone
407-645-4945
Tax Year
2025
Taxes
$5,230
Map
Community
- Address1105 SHADOWBROOK TRAIL WINTER SPRINGS FL
- SubdivisionWINDING HOLLOW UNIT 4
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Subdivisions in WINTER SPRINGS
- AMHERST
- ARROWHEAD AT TUSCAWILLA UNIT 2
- AVERY PARK
- BARCLAY RESERVE TWNHMS
- BARRINGTON ESTATES
- BAY TREE SEC 08
- BAY TREE SEC 09
- BAY TREE SEC 10
- BAYTREE VILLAGE
- BENTLEY CLUB AT BENTLEY GREEN
- CASA PARK VILLAS PH 1
- CHESTNUT RIDGE
- COUNTRY CLUB VILLAGE
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- CYPRESS CLUB
- CYPRESS VILLAGE 3RD REP TR C PH 1
- DEER RUN UNIT 19A
- DEER RUN UNIT 23C
- DEERSONG
- DEERSONG 2
- DOUGS UNIT 1
- DUNMAR ESTATES 5 ACRE DEV 28 PARCELS
- EAGLES POINT PH 2
- EAGLES POINT PH 5
- EAGLES WATCH PH 1
- ENCLAVE AT DUNMAR
- ENTZMINGER FARMS ADD 2
- FLAMINGO SPGS
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR
- FOXMOOR EAST
- FOXMOOR UNIT 1
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 1
- GLEN EAGLE UNIT 1
- GREENBRIAR SUB PH 1
- GREENBRIAR SUB PH 2
- GREENS AT TUSCAWILLA
- GREENS AT TUSCAWILLA BUILDING 3 A REPLAT
- GREENSPOINTE
- HACIENDA VILLAGE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HIGHLAND PATIO HOMES
- HIGHLAND VILLAGE 1
- HIGHLAND VILLAGE 2
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HIGHLANDS SEC 6
- HIGHLANDS SEC 6 BEDS: 3
- HOLLOWBROOK PH 2
- HOWELL CREEK RESERVE PH 3
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- LAKE JESSUP
- LEW-JIM SUB
- LORI ANNE ACRES
- MOSS COVE
- MOUNT GREENWOOD
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- NORTH ORLANDO
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO 8TH ADD
- NORTH ORLANDO RANCHES SEC 01A
- NORTH ORLANDO RANCHES SEC 01B
- NORTH ORLANDO RANCHES SEC 02
- NORTH ORLANDO RANCHES SEC 06
- NORTH ORLANDO RANCHES SEC 08
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 2
- NORTH ORLANDO TERRACE UNIT 1 SEC 4
- NORTH ORLANDO TERRACE UNIT 2 SEC 8
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- OAK FOREST UNIT 1
- OAK FOREST UNIT 2
- OAK FOREST UNIT 3
- OAK FOREST UNIT 6
- OAK FOREST UNIT 7
- PARC DU LAC
- PARKSTONE
- PARKSTONE UNIT 4
- RESERVE AT TUSCAWILLA PH 2
- SEASONS THE
- SEMINOLE CROSSING TWNHMS
- SEVILLE CHASE
- SHEOAH SEC 1
- STERNON PLAZA CONDO
- STONE GABLE
- SUNRISE ESTATES UNIT 5
- SUNRISE UNIT 2-A
- SUNRISE UNIT 2-B
- SUNRISE UNIT 2C
- SUNRISE VILLAGE UNIT 2
- SUNRISE VILLAGE UNIT 4
- SUNRISE VILLAGE UNIT 5
- TALMO SUB
- THE LANDINGS AT PARKSTONE
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA PARCEL 90
- TUSCAWILLA PRCL 90
- TUSCAWILLA RIDGE
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 14B
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- TUSKAWILLA TRACE
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WEDGEWOOD UNIT 1
- WEDGEWOOD UNIT 2
- WILDWOOD
- WINDING HOLLOW
- WINDING HOLLOW UNIT 3
- WINDING HOLLOW UNIT 4
- WINDING HOLLOW UNIT 5
- WINTER SPGS
- WINTER SPGS CENTRE A CONDO
- WINTER SPGS TOWN CENTER A REP
- WINTER SPGS UNIT 3
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 2
Market Summary
Current real estate data for Single Family in WINTER SPRINGS as of Oct 18, 2026
120
Single Family Listed
83
Avg DOM
259
Avg $ / SqFt
$547,785
Avg List Price
Property Summary
- Located in the WINDING HOLLOW UNIT 4 subdivision, 1105 SHADOWBROOK TRAIL WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $650,000 and features 4 beds, 4 baths, and has approximately 2,533 square feet of living space, and was originally constructed in 1998. The current price per square foot is $257. The average price per square foot for Single Family listings in WINTER SPRINGS is $259. The average listing price for Single Family in WINTER SPRINGS is $547,785. To schedule a showing of MLS#o6449643 at 1105 SHADOWBROOK TRAIL in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of CALL IT CLOSED INTL REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1105 SHADOWBROOK TRAIL
WINTER SPRINGS, FL
