Home in 2248 Hillshire Dr Orlando for sale with MLS# O6408756

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.

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2248 Hillshire Dr, Orlando, FL 32828

Price
Price:
$511,500.00
Original List Price:
$511,500.00
List Price per Sq Ft (Calculated, Approx.):
$272.51
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6408756
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Family Room
Measures
Living Area:
1,877 Sqft
Built-Up Area:
2,419 Sqft
Lot Area:
6,212 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.14
Property Features
Waterfront:
Yes
Waterfront Features:
Pond
Private Pool
Swimming Pool Features:
Gunite, In Ground, Lighting
Security:
Gated Community
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Microwave, Electric Water Heater, Range, Range Hood
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Window Treatments
Exterior:
Lighting, Sidewalk
Laundry:
Laundry Room
Air Conditioning System:
Central Air
Heating System:
Electric
Property Entrance Faces:
North
Water Access
Water Access Features:
Pond
Water View
Water View Details:
Pond
Construction
Year Built:
2001
Roof:
Shingle
Levels:
One
Construction Materials:
Block, Stucco
Flooring:
Laminate, Ceramic Tile
Foundation Details:
Concrete Perimeter
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$4,017.00
Tax Year:
2025
Association Fee:
$752.00
Association Fee Frequency:
Quarterly
Total Annual Fees:
$3,008.00
Total Monthly Fees:
$250.67
Parking
Garage
Garage Spaces:
2
Attached Garage
Utilities
Sewer:
Public Sewer
Utilities Available:
Phone Available, Electricity Connected, Sprinkler Recycled, Water Connected, Public, Cable Connected
Water Source:
Public
Community
Association
Minimum Lease Term:
8-12 Months
Pets Allowed?:
Breed Restrictions, Cats Ok
Amenities Provided by the Homeowner's Association (HOA):
Pool, Sauna, Clubhouse, Playground, Maintenance, Fitness Center, Tennis Court(s), Trail(s), Basketball Court, Golf Course, Gated, Pickleball Court(s), Fence Restrictions, Cable Tv
Subdivision Name:
STONEYBROOK
Community Features:
Clubhouse, Sidewalks, Fitness Center, Park, Pool, Tennis Court(s), Golf, Playground, Association Recreation - Owned, Deed Restrictions, Golf Carts Ok, Gated Community - Guard
Association Fee Includes:
Maintenance Grounds, Cable Tv, Pool, Recreational Facilities, Escrow Reserves Fund, Guard - 24 Hour, Private Road, Management
Senior Community:
No
Association Fee Required:
Required
Association Management:
Debra Zimmerman
Association Phone:
4072497930
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
STONEYBROOK UNIT 5 42/33 LOT 69 BLK 15
Real Estate Folio Number (Parcel Number):
01-23-31-1986-15-069
Zoning:
P-D
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Hoover; Oliver
High School:
Timber Creek High
Middle Or Junior School:
Avalon Middle
Listing History
Originally published on:
May 18, 2026 10:51 pm
Active on the market since:
May 18, 2026
Listing Agreement executed on:
May 18, 2026
Listing Status Last Changed On:
May 18, 2026 10:51 pm
Photos updated on:
May 18, 2026 10:53 pm
Last Modified:
May 29, 2026 4:41 pm
Additional Information
Courtesy of:
CHARLES RUTENBERG REALTY ORLANDO
Attribution:
407-622-2122
Road Surface Type:
Asphalt
Location
Street Name:
HILLSHIRE
Street Number:
2248
City:
ORLANDO
State:
Florida
Zip Code:
32828
County:
Orange
Latitude:
N28° 31' 15.4''
Longitude:
W82° 50' 11.2''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $99,927
Median Home Value $403,700
Median Rent $1,830/mo
Median Age 36
Population 69,937

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