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$511,500
New Listing

2248 HILLSHIRE DRIVE
ORLANDO, FL 32828

For Sale|Single Family Residence|Active
4
Beds
2
Total Baths
2
Full Baths
1,877
SqFt
$273
/SqFt
2001
Built
Subdivision:
STONEYBROOK
County:
Orange

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2248 HILLSHIRE DRIVE2248 HILLSHIRE DRIVE2248 HILLSHIRE DRIVE2248 HILLSHIRE DRIVE
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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.

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Listing Snapshot
Price 
$511,500
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
1,877 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.14 Acres
Year Built 
2001
MLS® Number 
O6408756
Status 
Active
Property Tax 
$4,017
HOA/Condo/Coop Fees 
$250.67 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 minutes agoListing updated with changes from the MLS®
12 hours agoListing first seen on site
General Features
Acres 
0.14
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
Attached
Pets 
Breed RestrictionsCats OK
Property Sub Type 
Single Family Residence
Security 
Gated Community
Sewer 
Public Sewer
SqFt Total 
2419
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedPhone AvailableWater Connected
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
DishwasherDisposalElectric Water HeaterMicrowaveRangeRange Hood
Cooling 
Central Air
Flooring 
Ceramic TileLaminate
Furnished 
Unfurnished
Heating 
Electric
Interior 
Cathedral Ceiling(s)Eat-in KitchenHigh CeilingsWalk-In Closet(s)
Laundry Features 
Laundry Room
Bathroom 2 
Dimensions - 11x10Level - First
Bathroom 3 
Dimensions - 11x10Level - Basement
Bathroom 4 
Dimensions - 11x10Level - First
Dining Room 
Dimensions - 11x10Level - First
Family Room 
Dimensions - 24x14Level - First
Kitchen 
Dimensions - 12x9Level - First
Living Room 
Dimensions - 11x10Level - First
Master Bedroom 
Dimensions - 15x15Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
Lighting
Lot Features 
Waterfront
Pool Features 
GuniteIn GroundPrivate
Private Pool 
Yes
Roof 
Shingle
View 
PondWater
Waterfront 
Yes
Waterfront Features 
Pond
Waterview 
PondWater
Community Features
Association Amenities 
Basketball CourtCable TVClubhouseFitness CenterGatedGolf CourseMaintenancePlaygroundPoolSaunaTennis Court(s)Trail(s)
Association Dues 
752
Community Features 
GatedClubhouseFitness CenterGolfParkPlaygroundPoolSidewalksTennis Court(s)
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
32828 - Orlando/Alafaya/Waterford Lakes
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Stone Lake Elem
Middle School
Avalon Middle
High School
Timber Creek High
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO (407) 222-4270



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-19 06:56 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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