Aerial view of Toll Gate Shores

Toll Gate Shores
Homes for Sale in Lower Matecumbe, FL

All 24 homes for sale in Lower Matecumbe, FL · median $3,999,999 · 28 homes for sale in 33036 · Monroe County homes for sale

Community in Lower Matecumbe · Monroe County · ZIP 33036
39 homesBuilt 1958–2024
Free · No obligation
Talk to a Toll Gate Shores Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Florida Keys MLS data26 years of closingsFL DOR public recordsUpdated twice daily

Nearby homes for sale

No active listings inside TOLL GATE SHORES 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.

162 Bayview Drive
$7.95M · 0.1 mi away
8 bd · 9 ba
162 Bayview Drive
Listed by Coldwell Banker Realty - Coral Gables
194 Buttonwood Lane
$6.15M · 0.2 mi away
6 bd · 7 ba
194 Buttonwood Lane
Listed by Fairchild Partners, Inc.
186 & 165 Bayview Drive
$10.90M · 0.2 mi away
6 bd · 4.5 ba
186 & 165 Bayview Drive
Listed by Ocean Sotheby's International Realty
100 Iroquois Drive #Unit 5
$1000K · 0.2 mi away
3 bd · 3 ba
100 Iroquois Drive #Unit 5
Listed by Coldwell Banker Schmitt Islamorada
159 Iroquois Drive
$1.68M · 0.3 mi away
3 bd · 3 ba
159 Iroquois Drive
Listed by Ocean Sotheby's International Realty
121 Venetian Drive
$1.60M · 0.5 mi away
3 bd · 2 ba
121 Venetian Drive
Listed by TruRes Real Estate, Inc.

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

TOLL GATE SHORES key facts
LocationLower Matecumbe, Monroe County, FL · ZIP 33036
Homes in the community39 (FL DOR 2025 assessment roll)
Years built1958–2024 (median 1982)
Typical living area1,725 sq ft (median)
Owner-occupied (homestead) share26%

Data as of September 20, 2026. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “TOLL GATE SHORES key facts,” movewithmomentum.com/neighborhoods/toll-gate-shores, data as of September 20, 2026.

Live · Toll Gate Shores Housing Pulse Florida Keys MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
26%
Owner-occupied · Toll Gate Shores
10 of 39 parcels homesteaded (FL DOR 2025)
74%
Non-owner-occupied · Toll Gate Shores
incl. 20% trust or LLC-held · 13% out-of-state
39
Homes in the community
39 residential parcels (FL DOR 2025)
Track record · 26 years of records
Est. 1958
Community established
homes built 1958-2024, median 1982 (FL DOR 2025)
2.6%/yr
Turnover rate
about 1 of 39 homes trade a year

The market around Toll Gate Shores

Toll Gate Shores is too small for its own price trend, so here is the market around it.

In ZIP 33036, 104 homes are on the market and 17% are under contract — a slower corner of Lower Matecumbe.

Across Monroe County, 1,268 homes are active and 244 pending (16% under contract).

ZIP and county figures describe the wider market, not Toll Gate Shores specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in TOLL GATE SHORES, Lower Matecumbe

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 6 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-19)

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. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Toll Gate Shores 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 Toll Gate Shores.

A closer look at the Toll Gate Shores market

The housing stock is 39 homes built between 1958 and 2024, and 26% 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 Toll Gate Shores. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Toll Gate Shores 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 Toll Gate Shores.
In short
  • 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.

The takeaway

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

What is your Toll Gate Shores home worth?

Get a no-obligation home value based on real comparable sales in Toll Gate Shores, 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 Lower Matecumbe →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Toll Gate Shores?
The Florida DOR 2025 assessment roll shows 39 homes in Toll Gate Shores (public records).
What share of Toll Gate Shores is owner-occupied?
26% of Toll Gate Shores parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Toll Gate Shores built?
Homes in Toll Gate Shores were built between 1958 and 2024, with a median year built of 1982 (FL DOR 2025 roll).
Who is the best real estate agent for Toll Gate Shores?
The best agent for Toll Gate Shores is one who actively works Lower Matecumbe 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 Toll Gate Shores.
How do I find a top Lower Matecumbe real estate agent who knows Toll Gate Shores?
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 Toll Gate Shores and the wider Lower Matecumbe area.
Can Momentum Realty connect me with an agent for Toll Gate Shores?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Toll Gate Shores purchase or sale - no call center and no pressure.
Where is Toll Gate Shores, and what county is it in?
Toll Gate Shores is in Lower Matecumbe, Monroe County, FL, ZIP 33036.

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 33036))
Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2000 (37 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 Florida Keys 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 Florida Keys MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Nearby Communities

Explore more neighborhoods near Toll Gate Shores with Momentum Realty’s local guides.

Safety Harbor (Monroe)0.2 mi away · median $4.08M, 4 sales/12 moLower Mat Beach0.3 mi awayWhite Marlin Beach0.5 mi away · median $2.20M, 3 sales/12 moBay Harbour (Monroe)0.6 mi away · median $1M, 4 sales/12 moSandy Point0.7 mi awayPort Antigua0.8 mi away · median $2.50M, 9 sales/12 moMat Sandy Beach1.1 mi awaySandglass1.2 mi away

Browse all neighborhood guides →

Thinking of selling in TOLL GATE SHORES? 1 recorded closings (window ending 2026-09-20). See the Monroe 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.
Talk to a Local Toll Gate Shores Expert
Call Get Listings