To schedule a showing of 2248 Hillshire Drive, Orlando, Florida, Call David Shippey at 863-521-4517 TODAY!
$495,500 | 4 beds | 2 full baths | N/A half baths | 1,877 sqft
Orlando, FL 32828
- 4Beds
- 2.00Total Baths
- 2 Full, 0 HalfBaths
- 1,877SqFt
- 2001Year Built
- 0.14Acres
- MLS# O6408756
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market23 days
- Area32828 - Orlando/alafaya/waterford Lakes
- CountyOrange
- Subdivision Stoneybrook
Overview
Beautifully maintained 4-bedroom, 2-bath pool home nestled on a serene pond and conservation lot truly your own little piece of paradise in Southeast Orlando. The backyard is a private retreat featuring elegant cast iron fencing draped in fragrant jasmine, creating a peaceful setting perfect for relaxing, entertaining, or enjoying the water views and fishing right from your backyard.This move-in ready home has been thoughtfully updated throughout. Exterior was freshly painted in 2020, roof replaced in December 2019, and the entire interior was repainted in 2022 with cheerful coastal-inspired Key West colors and beach-themed charm. The covered lanai features brand new screens installed in 2023 along with a new patio door, while the pool deck and porches have been freshly refinished with Sherwin-Williams pool deck paint. Located within a gated, guard-monitored community offering added privacy and security, with drivers license verification and owner approval required for entry. Conveniently situated just 30 minutes to Downtown Orlando, Disney, and countless Central Florida attractions, plus only 30-45 minutes to the beaches via SR 528 and I-95. Waterford Lakes shopping, dining, and entertainment are just 15 minutes away. Enjoy Florida living at its finest with beautiful views, thoughtful updates, and an unbeatable location.
Agriculture / Farm
Association Fees / Info
Community Features: Clubhouse, Fitness, Golf, GolfCartsOk, Playground, Park, Pool, RecreationArea, TennisCourts, Gated, Sidewalks
Pets Allowed: BreedRestrictions, CatsOk
Hoa Frequency Rate: 752
Association: Yes
Association Amenities: BasketballCourt, Clubhouse, FitnessCenter, GolfCourse, MaintenanceGrounds, Gated, Playground, Pickleball, Pool, Sauna, TennisCourts, Trails, CableTv
Hoa Fees Frequency: Quarterly
Association Fee Includes: AssociationManagement, CableTv, MaintenanceGrounds, Pools, RecreationFacilities, ReserveFund, RoadMaintenance, Security
Bathroom Info
Total Baths: 2.00
Fullbaths: 2
Building Info
Window Features: WindowTreatments
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: Gunite, InGround, Association, Community
Pool Private: Yes
Exterior Features: Lighting
Fees / Restrictions
Financial
Original Price: $511,500
Disclosures: CovenantsRestrictionsDisclosure
Garage / Parking
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Floors: CeramicTile, Laminate
Levels: One
Laundry Features: LaundryRoom
Interior Features: CeilingFans, CathedralCeilings, EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, WalkInClosets, WindowTreatments
Appliances: Dishwasher, ElectricWaterHeater, Disposal, Microwave, Range, RangeHood
Lot Info
Direction Remarks: From SR 408 go south on Alafaya Trail past Eastwood and turn left into the Stoneybrook community and stay in left lane for the guard to call the owner and see your license and for Realtors their Real Estate License.
Lot Size Units: Acres
Lot Size Acres: 0.14
Lot Sqft: 6,212
Misc
Other
Equipment: IrrigationEquipment
Special Conditions: None
Security Features: GatedWithGuard, GatedCommunity
Other Rooms Info
Property Info
Section: 01
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Stucco
Stories: 1
Foundation: ConcretePerimeter
Human Modified: Yes
Room Info
Total Rooms: 8
Sqft Info
Sqft: 1,877
Bulding Area Sqft: 2,419
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 69
Tax Legal Description: STONEYBROOK UNIT 5 42/33 LOT 69 BLK 15
Tax Block: 15
Tax Annual Amount: 4017
Tax Book Number: 42-33
Unit Info
Utilities / Hvac
Heating: Electric
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableConnected, ElectricityConnected, MunicipalUtilities, PhoneAvailable, WaterConnected
Waterfront / Water
Waterfront: Yes
Waterfront Features: Pond
View: Yes
View: Pond, Water
Directions
From SR 408 go south on Alafaya Trail past Eastwood and turn left into the Stoneybrook community and stay in left lane for the guard to call the owner and see your license and for Realtors their Real Estate License.This listing courtesy of Charles Rutenberg Realty Orlando
MLS# V4948603 
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MLS IDX data last updated on 06-10-2026 8:43 AM EST.
If you have any questions on 2248 Hillshire Drive, Orlando, Florida, please call David Shippey at 863-521-4517.
MLS# O6408756 located at 2248 Hillshire Drive, Orlando, Florida is brought to you by David Shippey REALTOR®
2248 Hillshire Drive, Orlando, Florida has 4 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 2248 Hillshire Drive, Orlando, Florida is O6408756.
The price for 2248 Hillshire Drive, Orlando, Florida is $495,500.
The status of 2248 Hillshire Drive, Orlando, Florida is Active.
The subdivision of 2248 Hillshire Drive, Orlando, Florida is Stoneybrook.
The home located at 2248 Hillshire Drive, Orlando, Florida was built in 2026.