Waterside
Homes for Sale in Indian Shores, FL

All 66 homes for sale in Indian Shores, FL · median $699,450 · 62 homes for sale in 33785 · Pinellas County homes for sale

Community in Indian Shores · Pinellas County · ZIP 33785
Median sale $975K
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Photo via Stellar MLS

Built fromLive Stellar MLS data9 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-20, 7 recorded sales closed at a median of $975,000, $444 per square foot, a median 128 days on market, sellers accepting 89% of original asking. Homes listed or recently sold were built 2015–2019; 8 of 8 report an HOA (median $975/mo); none of the 8 geocoded homes sit in a FEMA special flood hazard zone (median elevation 6 ft). At the median price and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $18,900 ($18,090 with the full homestead exemption).

Waterside key facts
LocationIndian Shores, Pinellas County, FL · ZIP 33785
Home types (current listings and sales)townhouses 100%
Amenities listed by sellersPool, Community Mailbox, Deed Restrictions, Fire Sprinkler System, Security System, Golf Carts OK
Sale prices, last 12 months$975,000 median across 7 closed sales · $444 per sq ft
Days on market (closed sales)128 median
For sale right now0 active, 0 pending

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2017 through 2026. Market figures describe homes, not residents. Cite as: Momentum Realty, “Waterside key facts,” movewithmomentum.com/neighborhoods/waterside-indian-shores, data as of September 20, 2026.

Live · Waterside Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$975K
Median sold · 12 mo
$444/sf
Sold $/sqft · 12 mo
peak $448 in 2022
89.3%
Sale vs ask
Tempo
128days
Median DOM · closed
2 days at the 2022 low
0 · 0
For sale · pending
live counts, refreshed twice daily
7
Sold · last 12 mo
10-yr average: about 2 a year
Track record · 9 years of records
2,296sqft
Median sold home size
12-mo windows, closed sales
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven by condition and position, not square footage. With a median living area around 1,300 sq ft and a median close near $975,000, you're paying roughly $450 a foot for a barrier-island address in Indian Shores rather than for size. Homes span 1969 to 2022, so the spread between a dated original and a rebuilt or renovated property is wide, and that spread explains most of the price variation you'll see.

The market posture is brisk but not frantic. A median of 28 days on market tells you well-priced, updated homes move inside a month, while anything overpriced for its condition will sit. The closings window is thin — this is a small, low-turnover pocket — so both sides should treat individual comps carefully rather than assuming deep, deep data behind any single number.

Nearby homes for sale

No active listings inside Waterside 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.

19925 GULF BOULEVARD #407
$620K · 0.0 mi away
2 bd · 2 ba · 1,120 sqft
19925 GULF BOULEVARD #407
Listed by BHHS FLORIDA PROPERTIES GROUP
19931 GULF BOULEVARD #D2
$650K · 0.1 mi away
2 bd · 2 ba · 1,100 sqft
19931 GULF BOULEVARD #D2
Listed by DALTON WADE INC
19924 GULF BOULEVARD
$6M · 0.1 mi away
6 bd · 5 ba · 4,140 sqft
19924 GULF BOULEVARD
Listed by RE/MAX ACTION FIRST OF FLORIDA
19930 GULF BOULEVARD #3B
$980K · 0.1 mi away
2 bd · 2.5 ba · 1,162 sqft
19930 GULF BOULEVARD #3B
Listed by MAVREALTY
19936 GULF BOULEVARD
$4.50M · 0.1 mi away
5 bd · 4 ba · 3,610 sqft
19936 GULF BOULEVARD
Listed by COASTAL PROPERTIES GROUP INTER
19829 GULF BOULEVARD #501
$535K · 0.1 mi away
2 bd · 2 ba · 1,390 sqft
19829 GULF BOULEVARD #501
Listed by PREMIER SOTHEBY'S INTL REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Waterside market snapshot (as of September 20, 2026): the median sale price is about $975K ($444 per sq ft over the trailing 12 months of closed sales), and a median 128 days on market for closed sales.

In ZIP 33785 (Indian Shores), 162 homes closed in the last 12 months at a median of $530K ($476/sq ft), down 1.0% year over year, with a median 75 days on market. Right now 49 active and 10 pending listings put supply at about 4.3 months — a buyer's market. See the live ZIP 33785 housing market and the Pinellas County market.

Stellar MLS sales records identify 6 homes in Waterside that have changed hands since 2016, built between 2014 and 2016 (median 2015), with a median living area of about 2,134 sq ft and a typical 3-bedroom, 3.5-bath layout; 100% are townhomes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Waterside is a compact, coastal enclave of 219 homes in Indian Shores where the median build year of 1982 signals a stock that ranges from original to fully reworked. With only about a quarter of homes carrying a homestead exemption, this is a pocket weighted toward second homes and investment use rather than owner-occupancy.

Best for

  • Second-home buyers who want a coastal footprint and can carry island insurance costs
  • Investors weighing a low owner-occupancy pocket with an eye on rental rules and returns
  • Renovation-minded buyers comfortable underwriting an older home on its own condition

Probably not for

  • Buyers who need substantial square footage, since the median footprint runs small
  • Anyone wanting deep comparable data before committing, given the thin closings window
  • Buyers unwilling to budget for coastal insurance and other carrying costs beyond the purchase price

Windows contain 0 to 7 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2017 through 2026. Deemed reliable but not guaranteed.

Homes sold per 12-mo window
024620182020202220242026
0 to 7 a year; 7 in the current window.
How much local inventory is already under contract

13% of homes for sale in ZIP 33785 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).

Waterside Market Scorecard

Balanced

Waterside is currently a balanced market..

$975,000
Median sold
0/0/8
Active/Pend/Sold

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Housing distress & ownership in Waterside, Indian Shores

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 4 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-09-22)

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 September 2026 through September 2026. Deemed reliable but not guaranteed.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

If we were buying in Waterside today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Waterside.

Best Buy
Buyers who want a compact barrier-island home and value location over square footage.
Biggest Risk
A thin closings window and wide condition spread make any single comp fragile.
Sweet Spot
A renovated or rebuilt home priced honestly for its condition rather than the median.
Avoid If
You need large square footage or want to skip coastal insurance and carrying-cost homework.

What the homestead share is telling you

The homestead share sitting near 24% is the number worth studying. On a barrier island in Pinellas County, that low owner-occupancy rate points to a mix of seasonal owners and rental holdings, which shapes everything from HOA and insurance posture to how many units you might see trade in a given season. It also means buyers should scrutinize carrying costs — coastal insurance and any rental-related rules — before falling for the location.

On the housing itself, the modest median footprint and the six-decade build range mean two properties at similar prices can be very different animals. One may be an untouched early build; another a post-storm rebuild closer to the 2022 end of the range. Do not read the median price as a like-for-like benchmark — read it as the midpoint of a condition-driven market, and underwrite each home on its own updates, elevation, and structure.

“

The location and the amenities are priced into every listing in Waterside. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a small, low-turnover pocket like this, comps are scarce and condition varies enormously, so pricing and negotiation come down to reading each property honestly rather than leaning on a thin data set. We'll walk you through what actually separates a $450-a-foot updated home from a dated one, flag the coastal carrying costs that don't show up in a list price, and tell you plainly when a given listing isn't worth the ask.

Waterside in 15 seconds.

Best forBuyers who want a compact barrier-island home and value location over square footage.
Biggest advantageA small, established coastal enclave where updated, well-priced homes sell in roughly a month.
Biggest riskA thin closings window and wide condition spread make any single comp fragile.
Sweet spotA renovated or rebuilt home priced honestly for its condition rather than the median.
Avoid ifYou need large square footage or want to skip coastal insurance and carrying-cost homework.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Waterside homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Waterside.
In short
  • HOA dues reported around $975/month (about $11,700/yr) · median of 120 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $975 per month ($11,700 a year) — the median AssociationFee across 120 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Waterside sales matched to your home.

What is your Waterside home worth?

Get a no-obligation home value based on real comparable sales in Waterside, 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 Indian Shores →

Real comps, not an automated estimate.

Recently off market in Waterside

Homes in Waterside 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.

Frequently Asked Questions

What is the median home price in Waterside?
The median sale price in Waterside was $975K over the 12 months ending September 20, 2026 (7 closed sales, Stellar MLS).
How long do homes in Waterside take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 128 days on market (7 sales, Stellar MLS).
Who is the best real estate agent for Waterside?
The best agent for Waterside is one who actively works Indian Shores and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Waterside.
How do I find a top Indian Shores real estate agent who knows Waterside?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Waterside and the wider Indian Shores area.
Can Momentum Realty connect me with an agent for Waterside?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Waterside purchase or sale - no call center and no pressure.
Where is Waterside, and what county is it in?
Waterside is in Indian Shores, Pinellas County, FL, ZIP 33785. The community's center is about 4 miles southwest of the center of Indian Shores (straight-line).
Second-home buyers who want a coastal footprint and can carry island insurance costsExcellent fit
Investors weighing a low owner-occupancy pocket with an eye on rental rules and returnsExcellent fit
Renovation-minded buyers comfortable underwriting an older home on its own conditionExcellent fit
Buyers who need substantial square footage, since the median footprint runs smallProbably not
Anyone wanting deep comparable data before committing, given the thin closings windowProbably not
Buyers unwilling to budget for coastal insurance and other carrying costs beyond the purchase priceProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 26, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2017 (21 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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Nearby Communities

Explore more neighborhoods near Waterside with Momentum Realty’s local guides.

WVWater View Condo0.0 mi away · 1 for saleBTBarefoot Terrace Condo0.1 mi awayQWQuiet Waters Condo0.1 mi away · 1 for saleISIndian Sands Condo0.1 mi awayVSVillage Sands Condo0.1 mi awayPPPelicans Pointe Beach Homes0.1 mi away · 1 for saleMPMariners Pointe Of Indian Shores Condo0.1 mi away · median $550K, 3 sales/12 moSKSan Kevi Condo0.2 mi away

Browse all neighborhood guides →

Thinking of selling in Waterside? 7 recorded closings; median 128 days on market (window ending 2026-09-20). See the Pinellas County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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