Sherwood
Condos for Sale in Naples, FL
All 2,052 homes for sale in Naples, FL · median $429,000 · 222 homes for sale in 34104 · Collier County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Florida Gulf Coast MLS
As of October 2026, Sherwood in Naples, FL has 11 homes for sale, asking from $299,500 to $440,000 (median $335,000). Over the 12 months ending 2026-09-20, 10 recorded sales closed at a median of $316,500, $216 per square foot, a median 38 days on market, sellers accepting 95% of original asking (+6% versus the prior year). Homes listed or recently sold were built 1996–2003; none of the 11 geocoded homes sit in a FEMA special flood hazard zone (median elevation 13 ft). At the median price and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $3,500 ($3,060 with the full homestead exemption).
Last 30 days in Sherwood: 5 new listings (median asking $310,000). As of October 20, 2026, 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.
Homes For Sale Right Now in Sherwood
Live MLS inventory for Sherwood. 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 Sherwood listings as of 2026-10-20, priced high to low. 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. Tap any home to ask about it.
Sherwood's numbers point to a smaller, quieter corner of the Naples market. A median price of $322,500 against a median price per square foot of $219.47 puts this community well below the price-per-foot levels typical of coastal and gated Naples product, which tells you the value here is tied more to the structure and lot than to location premium or amenity package.
With only 10 closings in the window, this is a thin-data market — a single unusual sale can swing the median more than it would in a higher-volume community. The 7.5% year-over-year gain is worth noting, but a sample this size means we treat it as a directional signal, not a guarantee of where the next closing lands.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Sherwood right now
🟡 Still climbing. The trailing-12-month median ($316K) is up 5.5% from the prior 12 months ($300K). With about 21 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Florida Gulf Coast MLS closed sales, 12-month windows ending September 20. Confidence: Medium (10 and 17 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 20, 2026 · Live data: Florida Gulf Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Sherwood market snapshot (as of September 20, 2026): the median sale price is about $316K ($216 per sq ft over the trailing 12 months of closed sales), and a median 39 days on market for closed sales. The trailing-12-month median is up 6% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (10 closings in the current window).
In ZIP 34104 (Naples), 1,347 homes closed in the last 12 months at a median of $570K ($327/sq ft), down 2.4% year over year, with a median 59 days on market. Right now 580 active and 154 pending listings — a buyer's market. See the live ZIP 34104 housing market and the Collier County market.
Florida Gulf Coast MLS sales records identify 29 homes in Sherwood that have changed hands since 2013, built between 1995 and 2004 (median 2000), with a median living area of about 1,370 sq ft and a typical 2-bedroom, 2-bath layout; 93% are condominiums. Source: Florida Gulf Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Sherwood sits in Naples, Collier County, as a modestly priced alternative to the area's higher-profile gated and coastal communities, with pricing driven more by individual home condition than by shared amenities.
The setting & the homes.
Aerial and on-site photos of Sherwood. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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SherwoodPhotos from Florida Gulf Coast MLS listings in Sherwood; content deemed reliable but not guaranteed.
Who Sherwood is best for.
Best for
- Buyers prioritizing a lower purchase price in the Naples market over amenity access
- Buyers willing to take extra time evaluating individual homes given the limited amenity and closing data
- Buyers comfortable with a measured, negotiation-friendly pace rather than a competitive bidding environment
Probably not for
- Buyers who want the reassurance of a large, active resale market with dozens of recent comparable sales
- Buyers whose priority is a community clubhouse, pool, or organized recreational amenities
- Buyers seeking a fast-turnaround purchase in a high-heat, low-days-on-market environment
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Florida Gulf Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($316K) IS the median in the snapshot above, and the move from 2025 ($300K) IS the +5.5% one-year change.
Windows contain 4 to 39 sales each (10 in the current window); every figure carries its sample size, and thin markets swing on single closings. 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.
0% of homes for sale in Sherwood 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 (2026-10-20).
Sherwood Market Scorecard
Sherwood is currently a balanced market., a median asking price of $342,900, and homes go under contract in about 34 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Florida Gulf Coast MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Sherwood on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap contributors.
The Sherwood buying strategy.
If we were buying in Sherwood 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 Sherwood.
A value-priced pocket with a slow, deliberate pace
At a median of 48 days on market, homes here are not moving on impulse. Buyers are taking a measured look before committing, and a market heat score of 40 confirms this is running cooler than a high-demand seller's market — closer to balanced, with room for negotiation on condition or terms.
No community amenities are identified from current MLS listings, so whatever draws a buyer to Sherwood is the home itself and its Naples location, not a clubhouse or recreational package. That makes due diligence on the individual property — age, updates, lot — more important here than in an amenity-driven community where the HOA does some of that work for you.
The location and the amenities are priced into every listing in Sherwood. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market with only 10 closings and no shared amenity data to lean on, pricing a home correctly or making a competitive offer takes real comparable analysis rather than a quick glance at a listing sheet. We pull the individual sales, weigh condition against price per square foot, and give you a read grounded in what has actually closed — not a community-wide average that may not fit your specific home.
Sherwood in 15 seconds.
Tools for a Sherwood 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 Sherwood sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Sherwood, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Sherwood home worth?
Get a no-obligation home value based on real comparable sales in Sherwood, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Recently off market in Sherwood
Homes in Sherwood 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. 5 on record.
- 193 Robin Hood Cir 203 · off market
- 225 Robin Hood Cir 101 · off market
- 241 Robin Hood Cir 202 · off market
- 431 Valerie Way 103 · off market
- 432 Valerie Way 102 · off market
| Location | Naples, Collier County, FL · ZIP 34104 |
|---|---|
| Home types (current listings and sales) | condos 82%, attached 18% |
| Sale prices, last 12 months | $316,500 median across 10 closed sales · $216 per sq ft · +5.5% vs the prior 12 months |
| Days on market (closed sales) | 38 median |
| For sale right now | 7 active, 3 pending · median asking $342,900 |
Data as of September 20, 2026. 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. Market figures describe homes, not residents. Cite as: Momentum Realty, “Sherwood key facts,” movewithmomentum.com/neighborhoods/sherwood--collier, data as of September 20, 2026.
Housing distress & ownership in Sherwood, Naples
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. 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.
Just listed in Sherwood
The newest homes for sale in Sherwood right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 289 Robin Hood Cir 101 $307,000 · 3 bd · 2 ba · 1,225 sq ft · new today Courtesy of KW Florida Living
- 305 Robin Hood Cir 204 $359,000 · 3 bd · 2 ba · 1,370 sq ft · 3 days on market Courtesy of ERA Naples Realty Services
- 250 Robin Hood Cir 201 $440,000 · 3 bd · 2 ba · 1,560 sq ft · 14 days on market Courtesy of Premiere Plus Realty Company
- 257 Robin Hood Cir 101 $299,500 · 3 bd · 2 ba · 1,225 sq ft · 15 days on market Courtesy of Realty One Group MVP
- 145 Robin Hood Cir 104 $310,000 · 2 bd · 2 ba · 1,225 sq ft · 25 days on market Courtesy of Keller Williams Marco Realty
- 475 Robin Hood Cir 202 $335,000 · 2 bd · 2 ba · 1,656 sq ft · 34 days on market Courtesy of EXP Realty LLC
Checked against the MLS Oct 20, 2026. All new listings in this market.
Every Home for Sale in Sherwood Collier Right Now (11)
All 11 active and pending Sherwood Collier listings with a detail page, newest first, refreshed twice a day from the MLS.
- 289 Robin Hood Cir 101 · $307,000 · 3 bd / 2 ba · listed Oct 17, 2026 · listed by KW Florida Living
- 257 Robin Hood Cir 101 · $299,500 · 3 bd / 2 ba · listed Oct 4, 2026 · listed by Realty One Group MVP
- 305 Robin Hood Cir 204 · $359,000 · 3 bd / 2 ba · listed Oct 2, 2026 · listed by ERA Naples Realty Services
- 250 Robin Hood Cir 201 · $440,000 · 3 bd / 2 ba · listed Sep 30, 2026 · listed by Premiere Plus Realty Company
- 475 Robin Hood Cir 202 · $335,000 · 2 bd / 2 ba · listed Sep 14, 2026 · listed by EXP Realty LLC
- 145 Robin Hood Cir 104 · $310,000 · 2 bd / 2 ba · listed Sep 4, 2026 · listed by Keller Williams Marco Realty
- 225 Robin Hood Cir 203 · $334,900 · 2 bd / 2 ba · listed Sep 2, 2026 · listed by Premier Property Management
- 517 Robin Hood Cir 101 · $335,900 · 3 bd / 2 ba · listed Jul 25, 2026 · listed by Premiere Plus Realty Company
- 509 Robin Hood Cir 202 · $389,900 · 2 bd / 2 ba · listed Jul 22, 2026 · listed by EXP Realty LLC
- 320 Robin Hood Cir 101 · $339,900 · 3 bd / 2 ba · listed Jul 22, 2026 · listed by Realty One Group MVP
- 357 Robin Hood Cir 202 · $299,900 · 2 bd / 2 ba · listed Jul 22, 2026 · listed by Keller Williams Realty Naples
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Naples guides & data
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Florida buyer guides
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What it really costs to own in Sherwood Condos for Sale
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| Property tax | Current owners' bills run a median of $2,957/yr across 22 listings here (MLS tax records, 2026-10-20). |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Collier County is $2,147/yr (2,002 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2000 across 22 listings. An original roof here would be about 26 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Sherwood Condos for Sale
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 Sherwood Condos for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Sherwood Condos for Sale will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Sherwood?
How long do homes in Sherwood take to sell?
Who is the best real estate agent for Sherwood?
How do I find a top Naples real estate agent who knows Sherwood?
Can Momentum Realty connect me with an agent for Sherwood?
Where is Sherwood, and what county is it in?
Should you buy in Sherwood?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: October 20, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026 |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (280 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.
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See how Sherwood fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Sherwood with Momentum Realty’s local guides.
More on Sherwood Condos for Sale in Naples
- Home values · What homes in Sherwood Condos for Sale in Naples actually sell for