Oakmont Village
Condos for Sale in Fort Myers, FL
All 1,348 homes for sale in Fort Myers, FL · median $239,900 · 1,014 condos for sale in Fort Myers · 189 homes for sale in 33907 · Lee 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, Oakmont Village in Fort Myers, FL has 6 homes for sale, asking from $164,900 to $239,900 (median $184,750). Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $190,000, $159 per square foot, a median 130 days on market, sellers accepting 81% of original asking (-10% versus the prior year). Homes listed or recently sold were built 1990–1994; 6 of 6 report an HOA (median $444/mo); none of the 6 geocoded homes sit in a FEMA special flood hazard zone (median elevation 14 ft). At the median price and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $3,030 ($2,370 with the full homestead exemption).
Homes For Sale Right Now in Oakmont Village
Live MLS inventory for Oakmont Village. 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 Oakmont Village 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.
Oakmont Village is pricing at a median of $190,000, with a per-square-foot figure of roughly $159. At this level, price is being set less by location premium and more by the individual condition of each listing — updated kitchens, roof age, and interior finish do more work here than lot or view.
The posture right now is soft. Median days on market sits at 130.5, values are down about 9.5% year over year, and the market heat score reads low. That combination tells a straightforward story: sellers need to price to current comps rather than last year's, and buyers who are patient and reasonable on offers have room to negotiate.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Oakmont Village right now
🔴 Off the recent peak. The trailing-12-month median ($190K) is down 9.5% from the prior 12 months ($210K). With about a dozen 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 (6 and 7 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
Oakmont Village market snapshot (as of September 20, 2026): the median sale price is about $190K ($159 per sq ft over the trailing 12 months of closed sales), and a median 131 days on market for closed sales. The trailing-12-month median is down 10% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (6 closings in the current window).
In ZIP 33907 (Fort Myers), 426 homes closed in the last 12 months at a median of $210K ($168/sq ft), down 15.8% year over year, with a median 65 days on market. Right now 221 active and 47 pending listings — a soft market. See the live ZIP 33907 housing market and the Lee County market.
Florida Gulf Coast MLS sales records identify 10 homes in Oakmont Village that have changed hands, built between 1990 and 1994 (median 1993), with a median living area of about 1,370 sq ft and a typical 3-bedroom, 2-bath layout; 100% 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.
Oakmont Village trades at a value point well below broader Fort Myers norms, with pricing driven primarily by condition rather than any listed community amenity package.
The setting & the homes.
Aerial and on-site photos of Oakmont Village. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Oakmont Village
Oakmont Village
Oakmont Village
Oakmont Village
Oakmont Village
Oakmont VillagePhotos from Florida Gulf Coast MLS listings in Oakmont Village; content deemed reliable but not guaranteed.
Who Oakmont Village is best for.
Best for
- Buyers working with a budget near the $190,000 median who want room to negotiate on price.
- Buyers comfortable evaluating a home on its own condition rather than a shared amenity package.
- Buyers with flexible timelines who can wait out a slower selling cycle to find the right property.
Probably not for
- Sellers who need a fast turnaround and cannot price to current, softer comps.
- Buyers specifically seeking community amenities like a pool or clubhouse as part of the purchase.
- Investors expecting near-term price appreciation given the recent year-over-year decline.
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 ($190K) IS the median in the snapshot above, and the move from 2025 ($210K) IS the -9.5% one-year change.
Windows contain 3 to 15 sales each (6 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.
14% of homes for sale in ZIP 33907 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).
Oakmont Village Market Scorecard
Oakmont Village is currently a balanced market., a median asking price of $175,000, and homes go under contract in about 147 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.
Oakmont Village 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 Oakmont Village buying strategy.
If we were buying in Oakmont Village 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 Oakmont Village.
A slower, condition-driven market
The current MLS snapshot for Oakmont Village lists no identified community amenities, meaning value here is built on the home itself — square footage, interior condition, and layout — rather than shared features like a pool or clubhouse. That keeps the buyer's due diligence focused on the property itself rather than an HOA amenity package.
With median days on market above 130 and prices down close to 9.5% from a year ago, this is not a market rewarding aggressive list prices. Sellers who lead with a clean, well-documented home priced to the current median tend to move faster than those testing last year's numbers. Buyers get a longer runway to inspect, negotiate, and compare before committing.
The location and the amenities are priced into every listing in Oakmont Village. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market where price is set almost entirely by condition and negotiation room is real, having someone who reads comps accurately and knows how long homes are actually sitting matters. We price to what is happening in Oakmont Village right now, not to what the market did a year ago.
Oakmont Village in 15 seconds.
Tools for a Oakmont Village 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 Oakmont Village sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oakmont Village, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Oakmont Village home worth?
Get a no-obligation home value based on real comparable sales in Oakmont 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 Fort Myers →
Recently off market in Oakmont Village
Homes in Oakmont Village 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. 4 on record.
- 5825 Trailwinds Dr 425 · off market
- 5845 Trailwinds Dr 531 · off market
- 5885 Trailwinds Dr 712 · off market
- 5905 Trailwinds Dr 816 · off market
| Location | Fort Myers, Lee County, FL · ZIP 33907 |
|---|---|
| Home types (current listings and sales) | condos 100% |
| Sale prices, last 12 months | $190,000 median across 6 closed sales · $159 per sq ft · -9.5% vs the prior 12 months |
| Days on market (closed sales) | 130 median |
| For sale right now | 9 active, 0 pending · median asking $175,000 |
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, “Oakmont Village key facts,” movewithmomentum.com/neighborhoods/oakmont-village, data as of September 20, 2026.
Just listed in Oakmont Village
The newest homes for sale in Oakmont Village right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 5805 Trailwinds Dr 326 $194,500 · 2 bd · 2 ba · 1,370 sq ft · 50 days on market Courtesy of Maxim LLC
- 5905 Trailwinds Dr 812 $170,000 · 3 bd · 2 ba · 1,169 sq ft · 128 days on market Courtesy of EXP Realty LLC
- 5845 Trailwinds Dr 515 $224,900 · 2 bd · 2 ba · 1,435 sq ft · 138 days on market Courtesy of Cypress Realty Inc.
- 5785 Trailwinds Dr 222 $164,900 · 3 bd · 2 ba · 1,169 sq ft · 147 days on market Courtesy of KW Florida Living
- 5805 Trailwinds Dr 314 $239,900 · 2 bd · 2 ba · 1,435 sq ft · 181 days on market Courtesy of Cypress Realty Inc.
- 5825 Trailwinds Dr 414 $175,000 · 2 bd · 2 ba · 1,098 sq ft · 245 days on market Courtesy of Cypress Realty Inc.
Checked against the MLS Oct 20, 2026. All new listings in this market.
Every Home for Sale in Oakmont Village Right Now (6)
All 6 active and pending Oakmont Village listings with a detail page, newest first, refreshed twice a day from the MLS.
- 5805 Trailwinds Dr 326 · $194,500 · 2 bd / 2 ba · listed Aug 15, 2026 · listed by Maxim LLC
- 5805 Trailwinds Dr 314 · $239,900 · 2 bd / 2 ba · listed Jul 22, 2026 · listed by Cypress Realty Inc.
- 5845 Trailwinds Dr 515 · $224,900 · 2 bd / 2 ba · listed Jul 22, 2026 · listed by Cypress Realty Inc.
- 5825 Trailwinds Dr 414 · $175,000 · 2 bd / 2 ba · listed Jul 22, 2026 · listed by Cypress Realty Inc.
- 5905 Trailwinds Dr 812 · $170,000 · 3 bd / 2 ba · listed Jul 22, 2026 · listed by EXP Realty LLC
- 5785 Trailwinds Dr 222 · $164,900 · 3 bd / 2 ba · listed Jul 22, 2026 · listed by KW Florida Living
More Fort Myers home searches
- All homes for sale in Fort Myers, FL
- Homes for sale in Lee County, FL
- Fort Myers pool homes for sale
- Fort Myers waterfront homes for sale
- Gated communities in Fort Myers
- Fort Myers golf course homes
- Homes under $300K in Fort Myers
- Homes from $300K to $500K in Fort Myers
- 4-bedroom homes for sale in Fort Myers
- Fort Myers home values: what is my house worth?
Fort Myers guides & data
- Market data
- Best neighborhoods (ranked by data)
- Flood zones
- Home insurance cost
- New construction
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Fort Myers? Join Momentum in Fort Myers: 100% commission, one $12K cap.
What it really costs to own in Oakmont Village 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 $1,679/yr across 12 listings here (MLS tax records, 2026-10-20). |
|---|---|
| HOA dues | Median $5,325/year (about $444/month) across 7 MLS listings (most billed annually; 2026-10-20). Dues cover what the documents say they cover; ask for the budget and reserve study. |
| Home and flood insurance | The average Citizens Property Insurance premium in Lee County is $2,197/yr (6,508 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1993 across 12 listings. An original roof here would be about 33 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. |
Estimated carrying cost at the median asking price, before the mortgage: about $767/month (tax $140, HOA $444, insurance $183). An estimate from the sources above, not a quote.
Email me new listings in Oakmont Village 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 Oakmont Village Condos for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Oakmont Village 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 Oakmont Village?
How long do homes in Oakmont Village take to sell?
Who is the best real estate agent for Oakmont Village?
How do I find a top Fort Myers real estate agent who knows Oakmont Village?
Can Momentum Realty connect me with an agent for Oakmont Village?
Where is Oakmont Village, and what county is it in?
Should you buy in Oakmont Village?
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 2014 (109 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 →
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.
See how Oakmont Village fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Oakmont Village with Momentum Realty’s local guides.
More on Oakmont Village Condos for Sale in Fort Myers
- Home values · What homes in Oakmont Village Condos for Sale in Fort Myers actually sell for