5416 Penway Drive, FL
Stellar MLS

$939,000

5416 Penway Drive

Orlando, FL 32814

Listing updated: June 9, 2026 at 4:33 PM ET

Active
4
Beds
4
Baths
2,518
Sq Ft
0.07
Acres
2006
Built
$373/sqft
Single Family Residence

Property type

2006

Year built

3,000 sqft

Lot size

$373

Price / sq ft

$93/mo

HOA dues

198

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$4,748
Property taxes$660
Home insurance (est.)$430
HOA dues$93

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history198 days on market

  1. Status: Active
    Apr 30, 2026
  2. Listed$1,140,000
    Nov 7, 2025
  3. Price reduced$939,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
198
Subdivision
Baldwin Park Unit 9a
County
Orange
Year built
2006
Living area
2,518 sq ft
Price/sq ft
$373
Building area
3,179 sq ft (Public Records)
Lot size
3,000 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0255F)
Garage
2 spaces
Annual taxes
$7,918 (2024)
Parcel #
21-22-30-0530-01-340
Zoning
PD
MLS #
O6357821

Ask about this home

Have a question? Ask the broker directly.

Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.

Your question is private and goes only to Ryan — it is never published on this page.

Interior Details

Bedrooms
4
Full bathrooms
3
Half bathrooms
1
Flooring
Carpet, Tile, Wood
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System
Interior features
Built-in Features, Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
West

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Alley Access, Driveway, Garage Door Opener, Garage Faces Rear

HOA & Financial

HOA fee
$556 / Semi-Annually
Monthly HOA
$93/mo
Total monthly fees
$93/mo
Total annual fees
$1,111
HOA name
Stacey Fryrear / Sentry Management
CDD
Yes
Homestead exemption
Yes
Min lease term
6 Months
Listing terms
Cash, Conventional, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Verify w/HOA.
Approval process
Verify w/HOA.

Exterior & Construction

Exterior features
Lighting, Rain Gutters, Sidewalk
Construction materials
Block, Concrete, Stucco
Roof
Shingle
Foundation
Slab
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Connected, Public, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryABaldwin Park ElementaryGreatSchools ↗
MiddleAGlenridge MiddleGreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Bedroom 2Second12x11
Bedroom 3Second12x11
Bedroom 4Second16x18
Dining RoomFirst11x10
Family RoomFirst18x11
KitchenFirst17x13
Living RoomFirst18x15
Primary BedroomSecond14x16
OfficeFirst
LoftSecond

Listing Details

Listing date
2025-10-28
On market date
2025-11-07
Original list price
$1,140,000
Occupant type
Owner
MLS area
32814 - Orlando
Listing AOR
Sarasota - Manatee
Status changed
2026-04-30
Tax legal description
BALDWIN PARK UNIT 9A 59/71 LOT 1340

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

More homes like this

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 9, 2026 at 4:33 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA