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$1,140,000
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Property Description
Welcome home to this STUNNING two-story Baldwin Park home (4 Bedrooms + 3.5 Bathrooms + Office) showcasing OVER $180,000 in upgrades - ROOF REPLACED (2023), KITCHEN UPGRADED (Relocated and expanded island, replaced granite, appliances, added pendant lighting and under cabinet lighting), A/C UNIT REPLACED (2018), WATER HEATER REPLACED (2020), PRIMARY BATHROOM REMODELED (Replaced cabinets, enlarged the shower, replaced all tile, and added new granite), Closet Systems added (in Primary + Laundry + Garage), New Gutters, Plantation Shutters, and an Electric Vehicle Charging Outlet installed. Inside, an abundance of natural light highlights the meticulous renovations and elevated finishes throughout the home. Downstairs, you'll enjoy the spacious dining area, an office, and a kitchen/great room combination that's ideal for both entertaining and everyday living. The upstairs has a great split floor plan! The loft area provides flexible space and separates the primary suite from the additional 3 bedrooms (two of which share a Jack and Jill bath). The private primary suite serves as a serene retreat, showcasing a fully renovated spa-inspired bathroom with refined finishes and a calming ambiance. This home blends modern sophistication with the timeless charm of one of Orlando's most sought-after communities. Every detail has been thoughtfully curated to create a space that is both elegant and effortlessly livable. The extended front patio is the perfect setting for morning coffee or relaxing evenings in this picturesque neighborhood. Every Baldwin Park neighbor has access to the Gigabit Fiber internet by Hotwire Fision which is included in the community association and provides exceptional connectivity. This home is perfectly positioned in the heart of Baldwin Park and is move-in-ready. Come enjoy the tree-lined streets, scenic parks, playgrounds, community pools, and fitness centers, with easy access to the Village Center's shops, dining, and entertainment - all while being minutes from Downtown Orlando, Winter Park, and the executive airport. Take advantage of this rare opportunity to experience modern luxury and classic Baldwin Park living in one beautifully updated home.
Full Property Details
Full Property Details for 5416 Penway Dr
General
- Price: $1,140,000
- HOA FEE: $93/month
- HOA FEE FREQ.: Semi-Annually
- Taxes: $7,918 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6357821
- Updated: 11/20/2025
- Added to Site: 71 day(s) ago
Rental Information
- Min. Lease: 6 Months
Interior
- Number of Rooms: 10
- Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System
- Flooring: Carpet, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Clubhouse, Fitness Center, Park, Playground, Pool, Racquetball, Recreation Facilities, Trail(s)
- Security/Safety: Security System, Smoke Detector(s)
Exterior
- Exterior Features: Irrigation System, Lighting, Rain Gutters, Sidewalk
- Deck/Patio: Covered, Front Porch
- Porch/Patio/Deck: Covered, Front Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Alley Access, Driveway, Garage Door Opener, Garage Faces Rear
Location
- Area: 32814 - Orlando
- County: Orange
- Development Name: 32814 - Orlando
- Subdivision: BALDWIN PARK UNIT 9A
- Driving Directions: From FL 408 E, take Exit 14 and merge onto Lake Underhill Road. Turn left onto FL 436 / S Semoran Blvd. Turn right onto Old Cheney Highway. Turn right onto Truman Road. Turn left onto Shea Street. Turn left onto Penway Drive.
- Direction Faces: West
School Information
- Elementary School: Baldwin Park Elementary
- Middle School: Glenridge Middle
- High School: Winter Park High
Community
- Community Name: 32814 - Orlando
- Community Features: Clubhouse, Deed Restrictions, Fitness Center, Park, Playground, Pool, Sidewalks
- Optional Amenities: Clubhouse, Fitness Center, Park, Playground, Pool, Racquetball, Recreation Facilities, Trail(s)
- Association: Yes
- Assoc. Name: Stacey Fryrear / Sentry Management
- Assoc. Fees Include: Community Pool, Internet, Manager, Recreational Facilities
- Pet Restrictions: Verify w/HOA.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Public, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Windows: Window Treatments
- Stories/Levels: Two
- Square Feet: 2,518
- Sq. Ft. Source: Public Records
- Year Built: 2006
Lot Features
- Lot Size (Acres): 0.07
- Lot Size (Sq. Ft.): 3,000
- Lot Size: 3000
- Lot Dimensions: x
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Vinyl
Financial Considerations
- Association Fee: $556
- Assoc Fee Freq.: Semi-Annually
- Assoc Fee Desc.: Required
- CDD: Yes
- Tax Amount: $7,918.11
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: BALDWIN PARK UNIT 9A 59/71 LOT 1340
- Flood Zone Info: X
- APN: 212230053001340
- Property ID: 212230053001340
- Block/Lot/Section: 1
Listed by Exp Realty Llc
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Schools
Schools serving 5416 Penway Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Baldwin Park Elementary School 1750 Common Way Road, Orlando, FL 32814 | PK-5 | 1 mi |
Glenridge Middle School 2900 Upper Park Road, Orlando, FL 32814 | 6-8 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5416 Penway Dr
Date
Details
Price
Change
Source
11/07/2025
Listed
$1,140,000
162.07%
MLS
3/04/2015
Sold
$435,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5416 Penway Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,918
—
$415,578
3%
2024
$7,918
5%
$403,866
3%
2023
$7,524
4%
$392,103
6%
2021
$7,209
-2%
$369,595
-3%
2022
$7,338
2%
$380,683
4%
2021
$7,209
2%
$364,492
2%
2019
$7,094
—
$356,297
2%
2018
$7,100
1%
$349,654
2%
2017
$7,022
—
$342,462
2%
2016
$6,998
-22%
$335,418
-13%
2015
$8,946
5%
$386,688
9%
2014
$8,539
14%
$356,376
10%
2013
$7,516
—
$323,978
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5416 Penway Dr
5416 Penway Drive, Orlando, FL 32814 (MLS# O6357821) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 5416 Penway Drive is currently listed for $1,140,000 and was received on November 07, 2025. Want to learn more about 5416 Penway Drive? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

