916 GILLESPIE STREET, ENGLEWOOD, FL, 34223
Active95 days on marketListed May 4, 2026MLS #TB8504860
About this home
916 GILLESPIE STREET
Welcome to this charming 3-bedroom, 2-bath home with NEW ROOF (Nov. 2024) located in the sought-after Bay Vista community and just a short walk to Lemon Bay Park. Set on over 200 acres, the park offers endless opportunities for kayaking, hiking, fishing, and enjoying Florida’s natural beauty. Inside, the home features a thoughtfully updated interior with an updated kitchen, refreshed bathrooms, and a desirable split-bedroom floor plan that provides both comfort and privacy. Step outside to a large screened lanai overlooking a private, park-like backyard, ideal for relaxing, entertaining, or enjoying time with pets. Additional highlights include an oversized garage with ample storage and the convenience of a washer and dryer. Situated in a deed-restricted community known for its larger lots, this property is also located in FLOOD ZONE X for added peace of mind. Just minutes from Dearborn Street, the vibrant hub of Old Englewood, offering charming shops, local dining, and a weekly farmers market. Nearby Gulf beaches, including Manasota Beach and Englewood Beach, are just a short drive away, along with convenient public boat ramps for easy water access. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this move-in ready home offers the perfect blend of location, lifestyle, and value. AC is 2018.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,343
Sqft
0.22 ac
Lot size
1
Garage
1974
Year built
One
Levels
$220
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.
$2,335 /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
$2,335/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
−4.9%
$/sqft vs Englewood actives
$220 vs $239
Days on market
95 vs 68 typical
Where $220/sqft sits among the 400 Englewood 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 Old Englewood Village
Get to know Englewood. See the full Englewood guide →
Old Englewood Village — neighborhood snapshot
Population
3,260
Median age
64
Median income
$60,523
Median home value
$320,216
Avg household
2
Households w/ children
124
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Englewood market
$330K → $330K
Englewood median sold, yr/yr
94.6%
Sale-to-list ratio (12 mo)
176 of 400
Englewood actives have cut their price
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 24% below the ENGLEWOOD 34223 median. See the full Englewood market guide →
Paper trail
This home's history
Reality check
What actually sold near 916 GILLESPIE STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$290,000
1015 GASPARILLA BOULEVARD · same community
2 bd · 2 ba · 1,360 sqft · $213/sqft · 138 DOM
Sold · Jan ’26$334,000
1040 OLEANDER STREET · same community
2 bd · 2 ba · 1,379 sqft · $242/sqft · 55 DOM
Sold · Jan ’26$320,000
1048 ULREY LANE · same community
2 bd · 2 ba · 1,452 sqft · $220/sqft · 280 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 916 GILLESPIE STREET — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 916 GILLESPIE STREET — 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
916 GILLESPIE STREET FAQs
What would the monthly payment be for 916 GILLESPIE STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,335/mo — principal and interest, the actual property-tax bill, the $5/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 916 GILLESPIE STREET?+
The association fee works out to $5 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 916 GILLESPIE STREET?+
The most recent tax bill on record (2025) was $3,643. 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 916 GILLESPIE STREET?+
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 Englewood?+
At $294,900, this home is listed about 19% below the Englewood median of $365,000. The market section on this page shows how the area is trending.
Which schools are assigned to 916 GILLESPIE STREET?+
Englewood Elementary School (elementary), Lemon Bay High School (high), L. A. Ainger Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the ENGLEWOOD 34223 market on paper
$294,900 is 24% below the ENGLEWOOD 34223 median of $389,000, and at $220/sqft it sits under the Englewood average of $314.
02Strong assigned schools
Englewood Elementary School, Lemon Bay High School, L. A. Ainger Middle School — Englewood Elementary School rates 4 of 5. Always verify assignments with the district.
03The price has already moved
Listed at $339,000, now $294,900 — a $44K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of CHARLES RUTENBERG REALTY INC · Alyssa Wells. MLS #TB8504860.
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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