2248 HILLSHIRE DRIVE, ORLANDO, Orange, Residential
- $511,500
Overview
- Single Family Residence
- 4
- 2
- 2
- 1877 Square Feet
Description
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 driver’s 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. Seller is contributing $5,500. towards buyers closing cost & or prepaids at closing with an acceptable sales price.
Address
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Address: HILLSHIRE
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City: ORLANDO
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State/county: Orange
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Zip/Postal Code: 32828
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Area: STONEYBROOK
Details
Updated on May 29, 2026 at 6:58 pm-
Property ID O6408756
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Price $511,500
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Property Size 1877 Square Feet
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Land Area 0.14 Square Feet
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Bedrooms 4
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Bathrooms 2
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Garages 2
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Year Built 2001
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Type Single Family Residence
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Property Status Residential
Additional details
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AssociationAmenities Basketball Court, Cable TV, Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Maintenance, Pickleball Court(s), Playground, Pool, Sauna, Tennis Court(s), Trail(s)
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AssociationFee 752
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AssociationFeeFrequency Quarterly
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AssociationFeeIncludes 24-Hour Guard, Cable TV, Community Pool, Escrow Reserves Fund, Maintenance Grounds, Manager, Pool Maintenance, Private Road, Recreational Facilities
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BathroomsFull 2
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BathroomsHalf 0
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BuildingAreaTotal 2419
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CommunityFeatures Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Park, Playground, Pool, Sidewalks, Tennis Court(s)
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ConstructionMaterials Block, Stucco
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ContractStatusChangeDate 2026-05-18
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Cooling Central Air
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CoveredSpaces 2
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CumulativeDaysOnMarket 11
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DaysOnMarket 11
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DirectionFaces North
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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.
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ElementarySchool Stone Lake Elem
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Flooring Ceramic Tile, Laminate
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FoundationDetails Concrete Perimeter
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Furnished Unfurnished
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Heating Electric
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HighSchool Timber Creek High
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InternetAddressDisplayYN 1
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InternetEntireListingDisplayYN 1
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LaundryFeatures Laundry Room
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LeaseConsideredYN 1
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Levels One
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ListAOR Orlando Regional
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ListAgentAOR Orlando Regional
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ListAgentEmail molakasellshomes@gmail.com
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ListAgentFullName Diane Molaka
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ListAgentKey 44fec1c02f7b73dfe63c071cb669a67d
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ListAgentMlsId 261096441
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ListAgentPreferredPhone 407-222-4270
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ListOfficeKey 7990d74b24680e390c6afbfd23d9689a
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ListOfficeMlsId 50096
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ListOfficeName CHARLES RUTENBERG REALTY ORLANDO
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ListOfficePhone 407-622-2122
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ListingContractDate 2026-05-18
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ListingKey 11509207c41155b025b336f298f8741f
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ListingTerms Cash, Conventional, FHA, VA Loan
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LivingAreaSource Public Records
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LotSizeArea 6212
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LotSizeSquareFeet 6212
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MLSAreaMajor 32828 - Orlando/Alafaya/Waterford Lakes
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MiddleOrJuniorSchool Avalon Middle
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MlsStatus Active
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ModificationTimestamp May 29, 2026 at 04:40pm
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OnMarketDate 2026-05-18
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OriginalEntryTimestamp May 18, 2026 at 10:51pm
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OriginalListPrice 511500
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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Ownership Fee Simple
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ParcelNumber 012331198615069
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PetsAllowed Breed Restrictions, Cats OK
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PhotosChangeTimestamp May 18, 2026 at 10:54pm
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PhotosCount 30
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PoolFeatures Gunite, In Ground, Lighting
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PostalCode 32828
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PostalCodePlus4 7504
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RoadSurfaceType Asphalt
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Roof Shingle
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RoomsTotal 8
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SecurityFeatures Gated Community
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Sewer Public Sewer
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SourceSystemKey 790900223
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SpecialListingConditions None
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StateOrProvince FL
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StatusChangeTimestamp May 18, 2026 at 10:51pm
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StreetName HILLSHIRE
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StreetNumber 2248
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StreetNumberNumeric 2248
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StreetSuffix DRIVE
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TaxAnnualAmount 4017
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TaxBlock 15
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TaxBookNumber 42-33
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TaxLegalDescription STONEYBROOK UNIT 5 42/33 LOT 69 BLK 15
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TaxLot 69
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TaxYear 2025
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Utilities Cable Connected, Electricity Connected, Phone Available, Public, Sprinkler Recycled, Water Connected
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WaterSource Public
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WaterfrontFeatures Pond
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Zoning P-D
Features
- Cathedral Ceiling(s)
- Ceiling Fan(s)
- Dishwasher
- Disposal
- Eating Space In Kitchen
- Electric Water Heater
- Garage Attached
- Has Cooling System
- Has Garage
- Has Heating System
- Has Pool
- Has Waterfront
- High Ceilings
- Home Owners Association
- Kitchen/Family Room Combo
- Lighting
- Microwave
- Range
- Range Hood
- Sidewalk
- Walk-In Closet(s)
- Window Treatments
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