221 SHERRY AVE, WINTER SPRINGS, FL, 32708
Active78 days on marketListed May 7, 2026MLS #O6404854
About this home
221 SHERRY AVE
Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or investment opportunity. Conveniently located with easy access to schools, shopping, and major roads.
Facts & features
The home at a glance
4
Bedrooms
2
Bathrooms
1,700
Sqft
0.14 ac
Lot size
1971
Year built
One
Levels
$209
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.
$2,450 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$2,450/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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
−2.9%
$/sqft vs Winter Springs actives
$209 vs $240
Days on market
78 vs 38 typical
Where $209/sqft sits among the 136 Winter Springs 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 North Orlando Townsite
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Springs. See the full Winter Springs guide →
North Orlando Townsite — neighborhood snapshot
Population
591
Median age
30
Median income
$55,979
Median home value
$291,200
Avg household
3
Households w/ children
71%
For the school run
Seminole County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Springs market
$420K → $462K
Winter Springs median sold, yr/yr
97.8%
Sale-to-list ratio (12 mo)
89 of 136
Winter Springs actives have cut their price
Median sold price, Winter Springs, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 5% below the WINTER SPRINGS 32708 median. See the full Winter Springs market guide →
Paper trail
This home's history
Reality check
What actually sold near 221 SHERRY AVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$330,000
523 SUNDOWN TRAIL
3 bd · 2 ba · 1,694 sqft · $195/sqft · 132 DOM
Sold · May ’26$385,000
340 INGLENOOK CIRCLE
3 bd · 2 ba · 1,762 sqft · $219/sqft · 32 DOM
Sold · Mar ’26$290,000
224 SHORE ROAD
3 bd · 2 ba · 1,801 sqft · $161/sqft · 3 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 221 SHERRY AVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 221 SHERRY AVE — 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
221 SHERRY AVE FAQs
What would the monthly payment be for 221 SHERRY AVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,450/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 221 SHERRY AVE?+
The most recent tax bill on record (2025) was $523. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Winter Springs?+
At $354,900, this home is listed about 15% below the Winter Springs median of $420,000. The market section on this page shows how the area is trending.
Which schools are assigned to 221 SHERRY AVE?+
Layer Elementary School (elementary), Winter Springs High School (high), Indian Trails Middle School (middle) — Seminole County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the WINTER SPRINGS 32708 market on paper
$354,900 is 5% below the WINTER SPRINGS 32708 median of $374,900, and at $209/sqft it sits under the Winter Springs average of $244.
02Time on market is leverage
78 days on market against a Winter Springs median of 38 — sellers in this position are usually ready to negotiate.
03Strong assigned schools
Layer Elementary School, Winter Springs High School, Indian Trails Middle School — Layer Elementary School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $366,900, now $354,900 — a $12K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of LA ROSA REALTY ORLANDO LLC · Rodrigo Chavez. MLS #O6404854.
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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