Aerial view of Vacation Village

Vacation Village
Homes for Sale in Plantation Key, FL

All 90 homes for sale in Plantation Key, FL · median $1,975,000 · 28 homes for sale in 33036 · Monroe County homes for sale

Community in Plantation Key · Monroe County · ZIP 33036
33 homesBuilt 1958–2024
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Florida Keys MLS data17 years of closingsFL DOR public recordsUpdated twice daily

Nearby homes for sale

No active listings inside VACATION VILLAGE - 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.

135 Airstream Lane
$399K · 0.0 mi away
2 bd · 1 ba
135 Airstream Lane
Listed by Ocean Sotheby's International Realty
127 & 121 Monroe Drive #1-3
$2.90M · 0.0 mi away
4 bd · 4 ba
127 & 121 Monroe Drive #1-3
Listed by LoKation Real Estate
156 Monroe Drive
$949K · 0.1 mi away
3 bd · 2 ba
156 Monroe Drive
Listed by Coastal Realty of the Florida Keys
182 Airstream Lane
$1.25M · 0.1 mi away
2 bd · 2 ba
182 Airstream Lane
Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
88540 Overseas Highway #605
$729K · 0.1 mi away
2 bd · 2 ba
88540 Overseas Highway #605
Listed by S.J. Kingma & Associates
88540 Overseas Highway #APT 304
$600K · 0.1 mi away
2 bd · 2 ba
88540 Overseas Highway #APT 304
Listed by Coldwell Banker Schmitt Islamorada

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

VACATION VILLAGE - key facts
LocationPlantation Key, Monroe County, FL · ZIP 33036, 33070
Homes in the community33 (FL DOR 2025 assessment roll)
Years built1958–2024 (median 1984)
Typical living area864 sq ft (median)
Owner-occupied (homestead) share27%

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, “VACATION VILLAGE - key facts,” movewithmomentum.com/neighborhoods/vacation-village--monroe, data as of September 20, 2026.

Live · Vacation Village Housing Pulse Florida Keys MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
27%
Owner-occupied · Vacation Village
9 of 33 parcels homesteaded (FL DOR 2025)
73%
Non-owner-occupied · Vacation Village
incl. 12% trust or LLC-held · 15% out-of-state
33
Homes in the community
33 residential parcels (FL DOR 2025)
Track record · 17 years of records
Est. 1958
Community established
homes built 1958-2024, median 1984 (FL DOR 2025)
6.1%/yr
Turnover rate
about 2 of 33 homes trade a year

The market around Vacation Village

Vacation Village 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 Plantation Key.

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

ZIP and county figures describe the wider market, not Vacation Village specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in VACATION VILLAGE -, Plantation Key

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 22 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 Vacation Village 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 Vacation Village.

A closer look at the Vacation Village market

The housing stock is 33 homes built between 1958 and 2024, and 27% 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 Vacation Village. 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 Vacation Village 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 Vacation Village.
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 Vacation Village sales matched to your home.

What is your Vacation Village home worth?

Get a no-obligation home value based on real comparable sales in Vacation Village, 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 Plantation Key →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Vacation Village?
The Florida DOR 2025 assessment roll shows 33 homes in Vacation Village (public records).
What share of Vacation Village is owner-occupied?
27% of Vacation Village parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Vacation Village built?
Homes in Vacation Village were built between 1958 and 2024, with a median year built of 1984 (FL DOR 2025 roll).
Who is the best real estate agent for Vacation Village?
The best agent for Vacation Village is one who actively works Plantation Key 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 Vacation Village.
How do I find a top Plantation Key real estate agent who knows Vacation Village?
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 Vacation Village and the wider Plantation Key area.
Can Momentum Realty connect me with an agent for Vacation Village?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Vacation Village purchase or sale - no call center and no pressure.
Where is Vacation Village, and what county is it in?
Vacation Village is in Plantation Key, Monroe County, FL, ZIP codes 33036, 33070.

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 33036/33070))
Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2009 (18 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 →

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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
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Nearby Communities

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

Futura Yacht Club0.1 mi awayKey Heights0.1 mi away · median $850K, 5 sales/12 moSummer Sea0.2 mi away · median $475K, 7 sales/12 moPearl City (Monroe)0.2 mi awayHigh Point (Monroe)0.2 mi away · 27 homes, built 1963–20Port Of Call0.3 mi away · median $900K, 3 sales/12 moCoral Harbour0.3 mi away · median $648K, 4 sales/12 moPlant Villas0.4 mi away · median $222K, 4 sales/12 mo

Browse all neighborhood guides →

Thinking of selling in VACATION VILLAGE -? 2 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.
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