2227 HOWARD DRIVE, WINTER PARK, FL, 32789
Active19 days on marketListed Sep 1, 2026MLS #O6437639
About this home
2227 HOWARD DRIVE
A rare corner lot in one of Winter Park's most established, increasingly in-demand Lake Forest Park neighborhood. This mid-century home has been meticulously maintained. With beautiful hardwood floors and updated systems throughout, there's nothing left to do but move in. The lot is the story here. A stunning mature oak anchors the front yard, and the corner position with no north-facing neighbor gives you privacy that's hard to find this close to town. Out back, a covered porch overlooks Lake Forest, plus a private sauna and a large shed built for a workshop, storage, or a future ADU. Quiet, shaded, genuinely peaceful. The kind of backyard people forget exists in-town. The street is whisper-quiet and made for evening walks, with Lake Forest views most homes in the area can't touch. Move in as-is and enjoy a home that's already been cared for the right way. Or use the lot and elevation to add a second story and expand the lake views, or build new entirely. Lake Forest is in the middle of a real transformation, with new luxury construction going up throughout the neighborhood. This lot puts you ahead of that curve - schedule your private viewing today.
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
2,196
Sqft
0.44 ac
Lot size
1958
Year built
One
Levels
$501
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 — not generic estimates.
$7,408 /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
$7,408/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
+4.6%
$/sqft vs Winter Park actives
$501 vs $349
Days on market
19 vs 43 typical
Where $501/sqft sits among the 349 Winter Park 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 Lake Forests Park
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Park. See the full Winter Park guide →
Lake Forests Park — neighborhood snapshot
Population
541
Median age
41
Median income
$77,031
Median home value
$542,400
Avg household
2
Households w/ children
79%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Park market
$470K → $512K
Winter Park median sold, yr/yr
96.8%
Sale-to-list ratio (12 mo)
158 of 349
Winter Park actives have cut their price
Median sold price, Winter Park, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 35% above the WINTER PARK 32789 median. See the full Winter Park market guide →
Paper trail
This home's history
Reality check
What actually sold near 2227 HOWARD DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$865,000
2823 WRIGHT AVENUE · same community
3 bd · 2 ba · 1,536 sqft · $563/sqft · 82 DOM
Sold · Oct ’25$502,000
2308 MULBRY DRIVE · same community
3 bd · 2 ba · 1,428 sqft · $352/sqft · 4 DOM
Sold · Aug ’26$2,150,000
2361 MULBRY DRIVE · same community
4 bd · 4 ba · 3,130 sqft · $687/sqft · 77 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
Kamilla Pagotto
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2227 HOWARD DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2227 HOWARD DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Kamilla's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2227 HOWARD DRIVE FAQs
What would the monthly payment be for 2227 HOWARD DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $7,408/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 2227 HOWARD DRIVE?+
The most recent tax bill on record (2025) was $10,795. 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 2227 HOWARD DRIVE?+
The listing reports pets: Yes. 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 Winter Park?+
At $1,100,000, this home is listed about 91% above the Winter Park median of $575,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2227 HOWARD DRIVE?+
Audubon Park School (elementary), 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
$1,100,000 runs 35% above the WINTER PARK 32789 median — but at 2,196 sqft it's also 26% larger than the typical Winter Park listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Strong assigned schools
Audubon Park School, Winter Park High — Audubon Park School rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of THE SIMON SIMAAN GROUP · Julian Correa. MLS #O6437639.
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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