Gillespie Park
Homes for Sale in Sarasota, FL
All 2,394 homes for sale in SARASOTA, FL · median $549,625 · 305 homes for sale in 34236 · Sarasota County homes for sale
True comps, carrying-cost math, and listings before the portals.
Nearby homes for sale
No active listings inside GILLESPIE PARK right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
Homes listed or recently sold were built 1926 - 1994. As of September 2026, the MLS records 16 closed sales in Gillespie Park in Sarasota, FL since 2010, the most recent in November 2025. Across Sarasota as a whole, 6 homes closed in the last 12 months at a median of $503,500, 57 median days on market, with 28 homes for sale today. At that median and Sarasota County's FY2025-26 rate of 13.48 mills, annual property tax runs about $6,790 ($6,250 with the full homestead exemption).
The setting & the homes.
Aerial and on-site photos of Gillespie Park. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Gillespie Park; content deemed reliable but not guaranteed.
The market around Gillespie Park
Gillespie Park is a small community — 34 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34236, 518 homes are on the market and 32% are under contract — a fast-moving corner of Sarasota.
Across Sarasota County, 4,856 homes are active and 1,589 pending (25% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Gillespie Park specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Gillespie Park
Live MLS inventory for Gillespie Park. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Gillespie Park listings as of 2026-09-17, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2010 through 2025. Tap any home to ask about it.
Every Home for Sale in Gillespie Park Right Now (2)
All 2 active and pending Gillespie Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- 919 Goodrich Avenue · $425,000 · 3 bd / 2 ba · pending · listed Aug 30, 2026 · listed by Kw Coastal Living Iii
- 614 N Osprey Avenue · $345,000 · 2 bd / 1 ba · pending · listed Aug 21, 2026 · listed by Douglas Elliman
Gillespie Park on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Sarasota County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Sarasota County Schools (verify by address) · Public
- Alta Vista Elementary or Emma E. Booker Elementary · By address
- Magnet and choice options may apply · Choice
Zoned schools reflect the assignments reported on recent Gillespie Park listings and can change; always confirm with Sarasota County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Gillespie Park address.
Shop the zone: Homes zoned for Booker High High School
The Gillespie Park buying strategy.
If we were buying in Gillespie Park today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Gillespie Park.
A closer look at the Gillespie Park market
The housing stock is 7 homes built between 1941 and 2019, and 57% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Gillespie Park. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Gillespie Park buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Gillespie Park sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Gillespie Park, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Gillespie Park home worth?
Get a no-obligation home value based on real comparable sales in Gillespie Park, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Sarasota →
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Sarasota County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Sarasota County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
34% of homes for sale in ZIP 34236 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-20).
Gillespie Park Market Scorecard
Gillespie Park is currently a balanced market. About 4.0 months of supply, a median asking price of $450,000, and homes go under contract in about 11 days.
Typical home value in the 34236 ZIP is $1,010,590, about 110.0% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
How many homes are in Gillespie Park?
What share of Gillespie Park is owner-occupied?
When were the homes in Gillespie Park built?
Do cash buyers compete in Gillespie Park?
What schools serve Gillespie Park?
Who is the best real estate agent for Gillespie Park?
How do I find a top Sarasota real estate agent who knows Gillespie Park?
Can Momentum Realty connect me with an agent for Gillespie Park?
Where is Gillespie Park, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 17, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2010 (16 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how GILLESPIE PARK fits the bigger picture — live prices, inventory, and Momentum Scores:
More Sarasota & Sarasota County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Sarasota County or the full Neighborhood Finder.
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