2248 HILLSHIRE DRIVE Orlando, FL $ 495,500
2248 HILLSHIRE DRIVE
$ 495,500
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2248 HILLSHIRE DRIVE

Orlando, FL, 32828
$ 495,500
Bedrooms4 Baths2.0 Sq 1,877

Monthly Estimate*

$ 3,129

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Single Family Home for sale in Orlando, FL

for $495,500 with 4 bedrooms and 2 full baths. This 1,877 square foot home was built in 2001 on a lot size of 0.14.

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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Single Family Active

Price

$ 495,500

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 4,017

Style

Single Family Residence

Lot Size

0.14

Year Built

2001

Town/City

Orlando

County/Region

Orange

MLS | Web ID

O6408756

Features
General
Sewer Public Sewer
Heating Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Available Public Sprinkler Recycled Water Connected
Roof Shingle
Appliances Dishwasher Disposal Electric Water Heater Microwave Range Range Hood
Zoning P-D
HOA Fee 752
Garage Spaces 2
Association Fee Includes 24-Hour Guard Cable TV Community Pool Escrow Reserves Fund Maintenance Grounds Manager Pool Maintenance Private Road Recreational Facilities
Pool Features Gunite In Ground Lighting
Security Features Gated Community
Construction Materials Block Stucco
Pets Allowed Breed Restrictions Cats OK
Year Built 2001
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Pond
Community Features Association Recreation - Owned Clubhouse Deed Restrictions Fitness Center Gated Community - Guard Golf Carts OK Golf Park Playground Pool Sidewalks Tennis Court(s)
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Basketball Court Cable TV Clubhouse Fence Restrictions Fitness Center Gated Golf Course Maintenance Pickleball Court(s) Playground Pool Sauna Tennis Court(s) Trail(s)
Attached Garage true
Subdivision Name STONEYBROOK
Facing Direction North
Garage Y/N true
Total Rooms 8
Full Baths 2
Status Active
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.
High School Timber Creek High
City ORLANDO
Association Name Debra Zimmerman
Senior Community Y/N false
MLS Area 32828 - Orlando/Alafaya/Waterford Lakes
Lot Size Units Square Feet
Lot Size Square Feet 6212
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Stone Lake Elem
Land Lease Y/N false
Tax Annual Amount 4017
Middle/Junior High School Avalon Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6408756
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 69
Legal Description STONEYBROOK UNIT 5 42/33 LOT 69 BLK 15
Water View Pond
Water Access Type Pond
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 250.67
Additional Rooms Family Room
Water View Y/N true
Flood Zone Code X
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Interior
Interior Amenities Cathedral Ceiling(s) Ceiling Fan(s) Eating Space In Kitchen High Ceilings Kitchen/Family Room Combo Walk-In Closet(s) Window Treatments
Flooring Ceramic Tile Laminate
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 2
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Exterior
Exterior Amenities Lighting Sidewalk
Water Source Public
Lot Size Area 6212
Foundation Details Concrete Perimeter
Building Area Total 2419
Lot Size Acres 0.14
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N true
Covered Spaces 2
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* Excluded Features
List By
Charles Rutenberg Realty Orlando

Broker

molakasellshomes@gmail.com

Email

Affordability Calculator

$3,463
Per Month
90%
10%
0%
Monthly Principal & Interest
$3,129
Monthly Property Taxes
$335
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Timber Creek High High School High School
Pricing History
DatePricePrice ChangeDescription
6/9/2026$495,500 -3.13% Price Down
5/18/2026$511,500 Listed Price

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2248 HILLSHIRE DRIVE, Orlando, FL, 32828 is a Single Family Home for sale at $495,500 with 1,877 sqft and a lot size of 0.14. 2248 HILLSHIRE DRIVE has 4 bedrooms, 2.0 baths, and was built in 2001. The property's zip code is 32828 which is in Orlando, FL