Aerial view of Middleburg

Middleburg
Homes for Sale in Naples, FL

All 1,847 homes for sale in Naples, FL · median $425,000 · 205 homes for sale in 34109 · Collier County homes for sale

Community in Naples · Collier County · ZIP 34109
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Florida Gulf Coast MLS data12 years of closingsUpdated twice daily

As of October 2026, the MLS records 41 closed sales in Middleburg in Naples, FL since 2014, the most recent in July 2026. Recorded prices since 2024 ran from $615,000 to $840,000 (median $750,000), on homes of 1,837 to 2,382 sq ft. Across Naples as a whole, 14 homes closed in the last 12 months at a median of $600,000, 74 median days on market, with 2,769 homes for sale today. At that median and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $8,290 ($7,850 with the full homestead exemption).

Live · Middleburg Housing Pulse Florida Gulf Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 4 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Middleburg, inside Naples in Collier County, is not a community with a clean statistical story right now. Our snapshot window shows only two closings, which is too small a sample to draw a median-price trend or call a direction with confidence. Anyone telling you they know exactly where this pocket is pricing off two data points is guessing.

With no shared amenities identified in current MLS listings, whatever value exists here is coming from the lot, the structure, and its condition, not a club roster or gate. For a buyer or seller, that means the work happens at the individual-property level: pull true comps street by street, verify condition assumptions in person, and do not lean on aggregate stats that simply are not populated enough to trust yet.

Nearby homes for sale

No active listings inside Middleburg 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.

1940 Willow Bend CIR 202
$455K · 0.2 mi away
2 bd · 2 ba · 1,433 sqft
1940 Willow Bend CIR 202
Listed by Premiere Plus Realty Company
1970 Willow Bend CIR 204
$400K · 0.2 mi away
2 bd · 2 ba · 1,592 sqft
1970 Willow Bend CIR 204
Listed by EXP Realty LLC
117 Wading Bird CIR 101
$254K · 0.2 mi away
2 bd · 2 ba · 1,083 sqft
117 Wading Bird CIR 101
Listed by eXp Realty LLC
125 WADING BIRD CIR 106
$277K · 0.2 mi away
2 bd · 2 ba · 1,207 sqft
125 WADING BIRD CIR 106
Listed by Realty One Group MVP
2220 Chesterbrook CT 204
$575K · 0.2 mi away
2 bd · 2 ba · 1,592 sqft
2220 Chesterbrook CT 204
Listed by Downing Frye Realty Inc.
2220 Chesterbrook CT 6-202
$459K · 0.2 mi away
2 bd · 2 ba · 1,433 sqft
2220 Chesterbrook CT 6-202
Listed by William Raveis Real Estate

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

The 60-Second Overview

Middleburg sits within Naples proper in Collier County, but current MLS activity here is light enough that it behaves more like a series of individual transactions than a tracked market with an established rhythm.

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.

Best for

  • A buyer comfortable making a decision on an individual home's merits rather than a community trend line
  • Someone who wants to work with an agent willing to hand-pull comps in a thinly tracked pocket
  • A seller who understands their listing will be priced on its own condition and lot, not on a shared amenity story

Probably not for

  • A buyer who wants a documented pricing history before making an offer
  • Someone shopping specifically for a community with an established amenity package
  • A buyer who prefers a data-rich market with a clear days-on-market pattern before acting

The market around Middleburg

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

In ZIP 34109, 244 homes are on the market and 19% are under contract — a steady corner of Naples.

Across Collier County, 4,449 homes are active and 1,017 pending (19% under contract).

In ZIP 34109 (Naples), 605 homes closed in the last 12 months at a median of $550K ($343/sq ft), up 1.7% year over year, with a median 75 days on market. Right now 198 active and 51 pending listings put supply at about 8.6 months — a buyer's market. See the live ZIP 34109 housing market and the Collier County market.

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

Housing distress & ownership in Middleburg, Naples

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 8 listings
Distress share trend — 0.0% now (2026-09-04 → 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 information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Middleburg 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 Middleburg.

Best Buy
Buyers or sellers who want a property-by-property read rather than a packaged community narrative.
Biggest Risk
With only a couple of closings on record, there is not enough data yet to price with confidence off comparables alone.
Sweet Spot
Works best when you or your agent are willing to do direct, in-person comp verification rather than lean on stats.
Avoid If
Skip it if you need a well-documented price trend or an established amenity package to anchor your decision.

Reading a Market With Almost No Signal

Two closings in the tracked window is not enough to build a median, a days-on-market pattern, or an inventory trend that means anything. That is the honest state of the data today. It does not mean nothing is happening in Middleburg; it means the MLS feed for this specific pocket has not generated enough recorded activity for us to characterize it with the confidence we'd want before advising a client.

The amenities field is equally quiet: nothing has been identified from current listings, which tells us pricing here is not being propped up or organized around a shared feature set. That puts more weight on the fundamentals of each individual home, its lot, its condition, its immediate street, rather than on a community-wide value story. Approach any listing in Middleburg as its own case, and verify everything at the property level before assuming it tracks with a broader Naples or Collier trend.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When a feed gives us this little to work with, the value we add shifts from reciting stats to doing the legwork: pulling off-market and recently closed comps by hand, walking the specific streets in Middleburg rather than trusting an aggregate, and giving you a straight answer about what we do and do not know before you commit to a number.

Middleburg in 15 seconds.

Best forBuyers or sellers who want a property-by-property read rather than a packaged community narrative.
Biggest advantageLimited recorded activity means less competition for attention from buyers chasing a hot trend line.
Biggest riskWith only a couple of closings on record, there is not enough data yet to price with confidence off comparables alone.
Sweet spotWorks best when you or your agent are willing to do direct, in-person comp verification rather than lean on stats.
Avoid ifSkip it if you need a well-documented price trend or an established amenity package to anchor your decision.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Middleburg 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 Middleburg.
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 Middleburg sales matched to your home.

What is your Middleburg home worth?

Get a no-obligation home value based on real comparable sales in Middleburg, 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 Naples →

Real comps, not an automated estimate.
A buyer comfortable making a decision on an individual home's merits rather than a community trend lineExcellent fit
Someone who wants to work with an agent willing to hand-pull comps in a thinly tracked pocketExcellent fit
A seller who understands their listing will be priced on its own condition and lot, not on a shared amenity storyExcellent fit
A buyer who wants a documented pricing history before making an offerProbably not
Someone shopping specifically for a community with an established amenity packageProbably not
A buyer who prefers a data-rich market with a clear days-on-market pattern before actingProbably not

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: September 17, 2026)
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (41 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 Gulf Coast 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 Gulf Coast 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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Common questions about Middleburg

Where is Middleburg?

Middleburg is a community in Naples, Collier County, Florida, ZIP 34109.

Are there homes for sale in Middleburg right now?

No active listings inside Middleburg at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Middleburg have an HOA or CDD?

No HOA is on record for Middleburg in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

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

Willow Bend At Stonebridge0.2 mi away · median $392K, 6 sales/12 moNaples Trace0.2 mi away · median $268K, 5 sales/12 moHeatherwood (Collier)0.2 mi away · median $487K, 4 sales/12 moCarrington0.3 mi away · median $410K, 15 sales/12 moPipers Pointe0.3 mi away · median $262K, 6 sales/12 moSharondale0.3 mi away · 1 for saleSpanish Pines (Collier)0.3 mi awayNaples Keep0.4 mi away · median $216K, 5 sales/12 mo

Browse all neighborhood guides →

Thinking of selling in Middleburg? 2 recorded closings (window ending 2026-09-20). See the Collier 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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