Under contract-accepting backup offers. MULTIPLE OFFERS : HIGHEST AND BEST DUE BY SATURDAY, MAY 23 at 5PM. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Winter Springs community of Tuskabay, offering the perfect blend of style, comfort, and convenience. Ideally located near shopping, dining, and major commuter routes, this home boasts lush landscaping, exceptional curb appeal, and a desirable side-entry 2-car garage.
Inside, you’ll find neutral paint and flooring, abundant natural light, and an open floorplan designed for both everyday living and entertaining. The inviting foyer showcases stunning custom woodwork that flows seamlessly into the spacious dining area, while custom wood ceilings in both the foyer and loft up above add warmth and character. Elegant wrought iron railings accent the staircase and dining space for a sophisticated touch.
The thoughtfully designed kitchen is situated at the front of the home and features an oversized opening to the living areas for great lines of sight, 42” cabinetry, granite countertops, tile backsplash, stainless steel appliances including built-in microwave, oven, and cooktop, plus a dinette area and walk-in pantry with convenient laundry access.
The oversized family room is truly the heart of the home, highlighted by vaulted ceilings, a cozy wood-burning fireplace, two skylights, and French doors that open to the covered patio for seamless indoor/outdoor living.
The spacious upstairs primary suite is a private retreat complete with its own wood-burning fireplace, custom accent wall, French doors leading to a private balcony, and a large walk-in closet with custom organization system. The luxurious en-suite bath offers a wrap-around, double-sink vanity, jacuzzi tub, and oversized shower. Adjacent to the primary suite are a versatile loft and an office/nursery space perfect for working from home or additional flexibility.
Downstairs, three generously sized bedrooms feature large closets and ceiling fans. One bedroom includes a private half bath with direct access to the pool deck, making it an ideal cabana bath. An additional full hall bath features an oversized vanity, linen closet, and shower/tub combination.
Step outside to your own backyard oasis featuring a large, screened and covered paver patio with custom wood ceiling overlooking the spacious, heated, chlorine pool. Beyond the screened enclosure, there’s still plenty of yard space to enjoy, all enclosed by a vinyl fence for added privacy.
Additional upgrades include newer AC, crown molding, plantation shutters, engineered wood flooring, and added lighting and electrical outlets throughout. This exceptional home offers the perfect combination of timeless character, modern updates, and resort-style outdoor living.
Inside, you’ll find neutral paint and flooring, abundant natural light, and an open floorplan designed for both everyday living and entertaining. The inviting foyer showcases stunning custom woodwork that flows seamlessly into the spacious dining area, while custom wood ceilings in both the foyer and loft up above add warmth and character. Elegant wrought iron railings accent the staircase and dining space for a sophisticated touch.
The thoughtfully designed kitchen is situated at the front of the home and features an oversized opening to the living areas for great lines of sight, 42” cabinetry, granite countertops, tile backsplash, stainless steel appliances including built-in microwave, oven, and cooktop, plus a dinette area and walk-in pantry with convenient laundry access.
The oversized family room is truly the heart of the home, highlighted by vaulted ceilings, a cozy wood-burning fireplace, two skylights, and French doors that open to the covered patio for seamless indoor/outdoor living.
The spacious upstairs primary suite is a private retreat complete with its own wood-burning fireplace, custom accent wall, French doors leading to a private balcony, and a large walk-in closet with custom organization system. The luxurious en-suite bath offers a wrap-around, double-sink vanity, jacuzzi tub, and oversized shower. Adjacent to the primary suite are a versatile loft and an office/nursery space perfect for working from home or additional flexibility.
Downstairs, three generously sized bedrooms feature large closets and ceiling fans. One bedroom includes a private half bath with direct access to the pool deck, making it an ideal cabana bath. An additional full hall bath features an oversized vanity, linen closet, and shower/tub combination.
Step outside to your own backyard oasis featuring a large, screened and covered paver patio with custom wood ceiling overlooking the spacious, heated, chlorine pool. Beyond the screened enclosure, there’s still plenty of yard space to enjoy, all enclosed by a vinyl fence for added privacy.
Additional upgrades include newer AC, crown molding, plantation shutters, engineered wood flooring, and added lighting and electrical outlets throughout. This exceptional home offers the perfect combination of timeless character, modern updates, and resort-style outdoor living.
Property Details
Price:
$750,000
MLS #:
O6409511
Status:
Pending
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
TUSKABAY
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
May 21, 2026
Finished Sq Ft:
3,217
Total Sq Ft:
4,312
Lot Size:
14,850 sqft / 0.34 acres (approx)
Year Built:
1983
See this Listing
Schools
Elementary School:
Keeth Elementary
Middle School:
Indian Trails Middle
High School:
Winter Springs High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Engineered Hardwood, Laminate, Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Skylight(s), Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Three Or More
Exterior
Attached Garage YN
1
Construction Materials
Block, Wood Siding
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Lighting, Private Yard, Sidewalk
Fencing
Fenced, Vinyl
Garage Spaces
2
Lot Features
City Lot, Landscaped, Sidewalk
Patio And Porch Features
Covered, Screened
Roof
Shingle
Window Features
Blinds
Financial
HOA Fee
$480
HOA Fee Frequency
Annually
HOA Includes
Maintenance Grounds
HOA Name
Tuskabay HOA
HOA Phone
407-647-2622
Tax Year
2025
Taxes
$6,752
Map
Community
- Address4991 COURTLAND LOOP WINTER SPRINGS FL
- SubdivisionTUSKABAY
- 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 POINT PH 6
- EAGLES WATCH PH 1
- ENCLAVE AT DUNMAR
- ENTZMINGER FARMS ADD 2
- FAIRWAY OAKS UNIT 1
- FLAMINGO SPGS
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR
- FOXMOOR UNIT 1
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 1
- GEORGETOWNE UNIT 2
- 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 VILLAGE 1
- HIGHLAND VILLAGE 2
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HIGHLANDS SEC 6
- HIGHLANDS SEC 6 BEDS: 3
- HOLLOWBROOK PH 2
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- LAKE JESSUP
- LAKE TUSKAWILLA PH 1
- LEW-JIM SUB
- LORI ANNE ACRES
- MOSS COVE
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO 5TH ADDITION
- NORTH ORLANDO 8TH ADD
- NORTH ORLANDO RANCHES SEC 01A
- NORTH ORLANDO RANCHES SEC 01B
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 08
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 4
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- OAK FOREST UNIT 1
- OAK FOREST UNIT 6
- OAK FOREST UNIT 7
- PARKSTONE
- PARKSTONE UNIT 3
- 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 5
- SUNRISE VILLAGE UNIT 6
- THE LANDINGS AT PARKSTONE
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA PARCEL 90
- TUSCAWILLA PRCL 90
- TUSCAWILLA RIDGE
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 07
- TUSCAWILLA UNIT 14B
- TUSKAWILLA CROSSINGS
- TUSKAWILLA CROSSINGS 60’S
- TUSKAWILLA CROSSINGS PH 1
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WEDGEWOOD UNIT 1
- WEDGEWOOD UNIT 2
- WILDWOOD
- WINDING HOLLOW
- WINDING HOLLOW UNIT 2
- 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 Jun 14, 2026
135
Single Family Listed
76
Avg DOM
259
Avg $ / SqFt
$564,857
Avg List Price
Property Summary
- Located in the TUSKABAY subdivision, 4991 COURTLAND LOOP WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $750,000 and features 4 beds, 3 baths, and has approximately 3,217 square feet of living space, and was originally constructed in 1983. The current price per square foot is $233. 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 $564,857. To schedule a showing of MLS#o6409511 at 4991 COURTLAND LOOP in WINTER SPRINGS, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS ADVANTAGE 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 Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty 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. 4991 COURTLAND LOOP
WINTER SPRINGS, FL

