
5492 PENWAY DRIVE, ORLANDO, FL, 32814
Active25 days on marketListed Jul 8, 2026MLS #O6417286
About this home
5492 PENWAY DRIVE
Welcome to 5492 Penway Drive, an exceptional Baldwin Park residence where timeless design meets an extraordinary outdoor setting. Ideally on a premium lot with nearly 60 feet of water frontage, this sought-after David Weekly floor plan was thoughtfully situated to maximize green space. This has resulted in one of the area’s most impressive and private yard retreats. The newly reimagined landscape design enhances the home’s curb appeal and creates a lush tropical oasis, complete with fresh sod and mature and newly planted vibrant trees and shrubs that provide beauty and a sense of serenity rarely found in this community. Inside, refined architectural details and quality craftsmanship shine throughout. Plantation shutters, crown molding, rich hardwood flooring and custom 8-foot solid wood doors elevate the home’s sophisticated yet welcoming atmosphere. The open-concept layout is ideal for everyday living and effortless entertaining. The updated chef-inspired kitchen features granite countertops, white shaker-style cabinetry, stainless steel appliances, and generous prep and gathering spaces at the heart of the home. Designed to embrace Florida living, the home offers dual balconies, one on each level overlooking the tranquil yet large, pond. This creates inviting spaces to enjoy peaceful mornings, sunset views, or to simply unwind while taking in the picturesque surroundings. The expansive outdoor areas extend the living space even further, offering endless possibilities for entertaining, gardening, recreation or future expansion/enhancements. This home is set within the desirable Baldwin Park community, where residents enjoy access to scenic lakes, parks, walking and biking trails, community amenities and highly regarded schools. This home is also only a short 15-minute distance to the Village Center with its popular restaurants, boutiques and neighborhood events. Also, just minutes’ drive from downtown Orlando, this remarkable property presents a rare opportunity to enjoy an elevated lifestyle in one of Central Florida’s desired neighborhoods. The 2025 updates include new roof, modernized garage with Shark Coating and mini-split air conditioner, new outdoor fence extension, comprehensive new landscaping including French drains, whole-home gutters and new high-R-value insulation in all attic spaces. The 2019 updates include kitchen and bath remodels, new central HVAC, new fencing and patio area, reverse-osmosis water system and whole-home water softener.
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
1,970
Sqft
0.09 ac
Lot size
2
Garage
2006
Year built
Two
Levels
$459
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$6,547 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$6,547/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+15%
$/sqft vs Orlando actives
$459 vs $251
Days on market
25 vs 34 typical
Where $459/sqft sits among the 400 Orlando actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Orlando
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
ORLANDO 32814 — neighborhood snapshot
Population
9,348
Median age
36.1
Median income
$129,712
Median home value
$751,400
Avg household
2.21
Households w/ children
1,005
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $405K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
169 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 38% above the ORLANDO 32814 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 5492 PENWAY DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$790,000
5476 PENWAY DRIVE · same community
4 bd · 2.5 ba · 1,907 sqft · $414/sqft · 72 DOM
Sold · Oct ’25$760,000
1637 LAKE BALDWIN LANE · same community
2 bd · 2.5 ba · 2,057 sqft · $369/sqft · 41 DOM
Sold · Feb ’26$748,500
5373 CHATAS LANE · same community
3 bd · 2.5 ba · 1,740 sqft · $430/sqft · 17 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 5492 PENWAY DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5492 PENWAY DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
5492 PENWAY DRIVE FAQs
What would the monthly payment be for 5492 PENWAY DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,547/mo — principal and interest, the actual property-tax bill, the $75/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 5492 PENWAY DRIVE?+
The association fee works out to $75 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 5492 PENWAY DRIVE?+
The most recent tax bill on record (2025) was $13,068. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 5492 PENWAY DRIVE?+
The listing reports pets: No. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Orlando?+
At $905,000, this home is listed about 132% above the Orlando median of $390,000. The market section on this page shows how the area is trending.
Which schools are assigned to 5492 PENWAY DRIVE?+
Baldwin Park Elementary (elementary), Glenridge Middle (middle), Winter Park High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$905,000 runs 38% above the ORLANDO 32814 median — but at 1,970 sqft it's also 25% larger than the typical Orlando listing.
02Water views
The water view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Baldwin Park Elementary, Glenridge Middle, Winter Park High — Baldwin Park Elementary rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY · Nancy Merriam. MLS #O6417286.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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