New Listing - 05/18/2026

$511,500 ($272.51 per sqft)

Est. Mortgage $2,520/mo *

Quick Pre-Approval

2248 HILLSHIRE DRIVE, Orlando, FL, 32828

2248 HILLSHIRE DRIVE, Orlando, FL, 32828

8 rooms

4 beds

2 Full baths

2001

1,877 sqft

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.


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Laundry Room

Subdivision:

STONEYBROOK

Garage:

2-car

Heating:

Electric

Cooling:

Central Air

Common Charge:

$752 Quarterly

Acreage:

0.14

Est. Taxes:

$4,017

HOA Fee

$752

Construction

Block, Stucco

Utilities

Cable Connected, Electricity Connected, Phone Available, Public, Sprinkler Recycled, Water Connected

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)

Waterfront:

Yes

Elementary School:

Stone Lake Elem

Middle School:

Avalon Middle

High School:

Timber Creek High

Days on Market:

1

Pet Policy:

Breed Restrictions, Cats OK

Appliances:

Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood

Pool:

Gunite, In Ground, Lighting

Min Lease Term:

8-12 Months

MLS #:

O6408756


Community Info

School Info

Walk Score

Yelp



Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO 407-622-2122