Siesta Key
Homes for Sale in Sarasota, FL
All 2,637 homes for sale in Sarasota, FL · median $549,000 · 275 homes for sale in 34242 · Sarasota County homes for sale
True comps, carrying-cost math, and listings before the portals.
Homes listed or recently sold were built 1960 - 2024; 3 listings state no HOA; 4 of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 4 ft). As of October 2026, the MLS records 38 closed sales in Siesta Key in Sarasota, FL since 2008, the most recent in October 2025. Recorded prices since 2024 ran from $1,150,000 to $4,740,000 (median $2,700,000), on homes of 1,462 to 3,801 sq ft. 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 2,331 homes for sale today. At that median and Sarasota County's FY2025-26 rate of 13.48 mills, annual property tax runs about $36,390 ($35,860 with the full homestead exemption).
Last 30 days in Siesta Key: 1 new listing (median asking $1,995,000), 1 closed sale (median $21,950,000). As of October 16, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Siesta Key
Live MLS inventory for Siesta Key. 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 Siesta Key listings as of 2026-10-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2025. Tap any home to ask about it.
There is not much market here to read. The dataset shows two homes total, both built in 2005, with a median living area of 2,087 square feet, and zero active listings as of this snapshot. That is not a slow season - it is an absence of current inventory to price against.
With homestead share at 50%, at least one of the two homes is an owner-occupied primary residence, which tells us something about use but nothing about pricing pressure. Anyone approaching Siesta Key in Kissimmee right now is working without comparable sales activity to lean on, so any offer or listing strategy has to be built home-by-home rather than off community trends.
Nearby homes for sale
No active listings inside SIESTA KEY 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.
The 60-Second Overview
Siesta Key is a small residential pocket in Osceola County with only two homes on record and no active listings at the time of this snapshot, both built in 2005 with living areas near 2,087 square feet.
Stellar MLS sales records identify 40 homes in SIESTA KEY that have changed hands since 2010, built between 1946 and 2024 (median 1999), with a median living area of about 3,801 sq ft and a typical 4-bedroom, 4-bath layout; 98% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The setting & the homes.
Aerial and on-site photos of Siesta Key. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Siesta Key
Siesta Key
Siesta Key
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Siesta KeyPhotos from Stellar MLS listings in Siesta Key; content deemed reliable but not guaranteed.
Who Siesta Key is best for.
Best for
- A buyer who has identified a specific home in Siesta Key and is prepared to evaluate it on its own merits
- A buyer comfortable purchasing without a deep pool of recent comparable sales to reference
- An investor or owner-occupant open to a smaller, less-documented pocket of Osceola County
Probably not for
- A buyer who wants to compare several active listings within the same community before deciding
- A buyer relying on published community amenities as part of the purchase decision
- A buyer who needs recent sales trends to validate pricing before making an offer
The market around Siesta Key
Siesta Key is a small community — 90 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 34242, 371 homes are on the market and 13% are under contract — a slower corner of Sarasota.
Across Sarasota County, 4,856 homes are active and 1,589 pending (25% under contract).
The housing mix here is 96% single family residence, 2% half duplex, 2% condominium.
In ZIP 34242 (Sarasota), 74 homes closed in the last 12 months at a median of $725K ($657/sq ft), up 27.6% year over year, with a median 86 days on market. See the live ZIP 34242 housing market and the Sarasota County market.
ZIP and county figures describe the wider market, not Siesta Key specifically. Momentum Research analysis of MLS records.
Siesta Key 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 contributors.
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
- Mainland assignment, no public school on the island · By address
- Confirm zoned elementary, middle, and high · By address
Zoned schools reflect the assignments reported on recent Siesta Key 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 Siesta Key address.
Shop the zone: Homes zoned for Sarasota High High School
Recent Developments in Siesta Key
Development, infrastructure, retail, and school activity affecting Siesta Key, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- October 2026Development
Proposed 324-unit 1899 Fruitville apartment project in downtown Sarasota falls through
A plan by Bristol Development Group for 324 apartments, called 1899 Fruitville, near Fruitville Road and Washington Boulevard is no longer moving forward. Landlords told tenant business owners the project was voided. It had partial city approvals and was reportedly close to final permitting.
What it may mean for the marketThe loss of 324 planned apartments removes expected rental supply near downtown Sarasota and leaves the cottage commercial cluster in place for now. The site is about 5 miles northeast of Siesta Key.
Source: WWSB ABC7 Sarasota - September 2026Infrastructure
Sarasota Memorial plans outpatient cancer center expansion in Venice, targeted for 2028
Sarasota Memorial plans an outpatient cancer center in Venice expanding the Brian D. Jellison Cancer Institute, which opened in 2020. The first floor would hold radiation oncology, clinics, infusion and imaging, with a shelled second floor and a third floor for endoscopy and gastroenterology. Preliminary work has begun and the build-out is planned for 2028, pending permits.
What it may mean for the marketAdded oncology and outpatient capacity in Venice would improve healthcare access and create medical jobs in south Sarasota County. The project is about 14 miles southeast of Siesta Key, elsewhere in Sarasota County.
Source: Sarasota Magazine - September 2026Civic
Sarasota County opens new $100 million administration building at 1 Apex Road
Sarasota County moved operations into a 121,160 square foot administration building at 1 Apex Road off I-75. It replaces the former building on Ringling Boulevard downtown, which was sold to a developer for about $25 million. Total cost was about $100.15 million, including more than $22 million from a voter-approved surtax.
What it may mean for the marketRelocating county services to the I-75 corridor shifts daily government traffic away from downtown and frees the Ringling Boulevard site for redevelopment. The project is about 10 miles northeast of Siesta Key, elsewhere in Sarasota County.
Source: WWSB ABC7 Sarasota - July 2026Parks & Amenities
North Port breaks ground on $16.7M Warm Mineral Springs renovation
North Port leaders began construction on a 16.7 million dollar rehabilitation of Warm Mineral Springs Park, focused on restoring three historic buildings including the Admission Building and the Spa Building. Work is expected to take about 16 months with a potential reopening in late 2027.
What it may mean for the marketRenovating a historic public park upgrades civic amenities and preserves a longstanding attraction while the site is temporarily under construction. The project is about 24 miles southeast of Siesta Key, elsewhere in Sarasota County.
Source: MySuncoast (ABC7) - July 2026Infrastructure
Florida's new state budget funds five major Manatee County projects
The 2026 state budget signed by Gov. Ron DeSantis directs 12.4 million dollars to five Manatee County projects, including the Singletary Road Bridge replacement, a 51st Street West extension in Bradenton, and design work for a Fort Hamer Road and I-75 interchange. The list also funds Fresh Start Manatee Phase 2 and the Valor Commons veterans hub.
What it may mean for the marketState funding for road, bridge and interchange work expands transportation infrastructure and supports future growth capacity across Manatee County. The site is about 15 miles north of Siesta Key.
Source: MySuncoast (ABC7) - July 2026Parks & Amenities
Nathan Benderson Park expansion targets year-round use with new indoor facility
Nathan Benderson Park will add an indoor facility with about 100,000 square feet of hardwood courts for volleyball, basketball, gymnastics and pickleball, plus a new boathouse and storm resilient event space on Regatta Island, funded by 10 million dollars in Florida's 2026 to 2027 budget. Groundbreaking is planned for fall 2026 with completion targeted for August 2028.
What it may mean for the marketAn indoor sports and event venue expands year round recreational capacity and adds a storm resilient facility at an established regional park in Sarasota County. The project is about 10 miles northeast of Siesta Key, elsewhere in Sarasota County.
Source: MySuncoast (ABC7)
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
The Siesta Key buying strategy.
If we were buying in Siesta Key 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 Siesta Key.
A Two-Home Data Set
When a community shows just two homes in current MLS records, standard market indicators - median price trends, days on market, absorption rate - do not apply in any meaningful statistical sense. What we can say: both homes were built in the same year, 2005, and share a similar footprint around 2,087 square feet, suggesting the community may have been built out in a single phase rather than developed over time.
No community amenities are identified from current listings, which may reflect the size of the community itself rather than an absence of features - smaller pockets like this often do not carry the clubhouse, pool, or gate infrastructure associated with larger planned developments. Anyone evaluating Siesta Key should treat each home as its own transaction, verified independently, rather than assuming it behaves like a typical tracked subdivision.
The location and the amenities are priced into every listing in Siesta Key. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this thin on current listings, the value we bring is diligence rather than trend analysis - pulling ownership history, confirming build details, and pricing each home against broader Osceola County activity since Siesta Key itself does not generate enough current data to price against on its own.
Siesta Key in 15 seconds.
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 Siesta Key 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 Siesta Key sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Siesta Key, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Siesta Key home worth?
Get a no-obligation home value based on real comparable sales in Siesta Key, 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 →
Recently off market in SIESTA KEY
Homes in SIESTA KEY that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 8501 Midnight Pass Road · off market
| Location | Sarasota, Sarasota County, FL · ZIP 34242 |
|---|---|
| Homes in the community | 449 (FL DOR 2025 assessment roll) |
| Years built | 1910–2024 (median 1980.0) |
| Typical living area | 3,413 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Security System, Secured Garage/Parking, Closed Circuit Camera(s), Fire Alarm, Fire Sprinkler System, Security Fencing/Lighting/Alarms |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 53% |
| Zoned public schools | Sarasota County Schools (verify by address); Mainland assignment, no public school on the island; Confirm zoned elementary, middle, and high |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Siesta Key key facts,” movewithmomentum.com/neighborhoods/siesta-key, data as of August 2, 2026.
Housing distress & ownership in SIESTA KEY, Sarasota
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Siesta Key
The newest homes for sale in Siesta Key right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 116 Garden Lane $1,995,000 · 4 bd · 3.5 ba · 2,971 sq ft · 1 day on market Courtesy of LIST NOW REALTY, LLC
- 648 Beach Road $8,500,000 · 3 bd · 3 ba · 4,750 sq ft · 244 days on market Courtesy of DOUGLAS ELLIMAN
- 7366 Point Of Rocks Road $26,000,000 · 5 bd · 6 ba · 10,600 sq ft · 267 days on market Courtesy of DOUGLAS ELLIMAN
Checked against the MLS Oct 16, 2026. All new listings in this market.
Every Home for Sale in Siesta Key Right Now (3)
All 3 active and pending Siesta Key listings with a detail page, newest first, refreshed twice a day from the MLS.
- 116 Garden Lane · $1,995,000 · 4 bd / 3.5 ba · listed Oct 8, 2026 · listed by List Now Realty, Llc
- 648 Beach Road · $8,500,000 · 3 bd / 3 ba · listed Jul 16, 2026 · listed by Douglas Elliman
- 7366 Point Of Rocks Road · $26,000,000 · 5 bd / 6 ba · listed Jul 16, 2026 · listed by Douglas Elliman
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Midnight Pass Road (11 homes on record)
- Roberts Point Road (4 homes on record)
- Blind Pass Road (2 homes on record)
- Point Of Rocks Road (1 homes on record)
- Roberts Point Circle (1 homes on record)
- Treasure Boat Way (1 homes on record)
- Oxford Drive (1 homes on record)
- Canal Road (1 homes on record)
Email me new listings in Siesta Key
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Siesta Key
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Siesta Key will answer, and the answer is published on this page for the next buyer.
11% of homes for sale in ZIP 34242 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 (2026-10-14).
Frequently Asked Questions
How many homes are in Siesta Key?
What share of Siesta Key is owner-occupied?
When were the homes in Siesta Key built?
Do cash buyers compete in Siesta Key?
What schools serve Siesta Key?
Who is the best real estate agent for Siesta Key?
How do I find a top Sarasota real estate agent who knows Siesta Key?
Can Momentum Realty connect me with an agent for Siesta Key?
Where is Siesta Key, and what county is it in?
Should you buy in Siesta Key?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 14, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (6 streets, ZIP 34242)) |
| 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 2008 (38 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.
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See how SIESTA KEY fits the bigger picture — live prices, inventory, and Momentum Scores:
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