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.
2248 Hillshire Dr, Orlando, FL 32828
- Price:
- $511,500.00
- Original List Price:
- $511,500.00
- List Price per Sq Ft (Calculated, Approx.):
- $272.51
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6408756
- Bedrooms:
- 4
- Bathrooms Total:
- 2
- Full Bath:
- 2
- Additional Rooms:
- Family Room
- 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
- 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
- Year Built:
- 2001
- Roof:
- Shingle
- Levels:
- One
- Construction Materials:
- Block, Stucco
- Flooring:
- Laminate, Ceramic Tile
- Foundation Details:
- Concrete Perimeter
- Flood Zone Code:
- X
- 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
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Sewer:
- Public Sewer
- Utilities Available:
- Phone Available, Electricity Connected, Sprinkler Recycled, Water Connected, Public, Cable Connected
- Water Source:
- Public
- 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
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- 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
- Elementary School:
- Hoover; Oliver
- High School:
- Timber Creek High
- Middle Or Junior School:
- Avalon Middle
- 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
- Courtesy of:
- CHARLES RUTENBERG REALTY ORLANDO
- Attribution:
- 407-622-2122
- Road Surface Type:
- Asphalt
- 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''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

Want to schedule an in-person or virtual tour? Have questions?
Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question
