Waterway Estates
Homes for Sale in North Fort Myers, FL
All 365 homes for sale in North Fort Myers, FL · median $153,000 · 260 homes for sale in 33903 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of November 2026, Waterway Estates in North Fort Myers, FL has 15 homes for sale and 2 pending, asking from $227,900 to $562,500 (median $389,000). Over the 12 months ending 2026-11-11, 13 recorded sales closed at a median of $430,000, $233 per square foot, a median 85 days on market, sellers accepting 92% of original asking. Homes listed or recently sold were built 1962–2003; 11 of the 16 geocoded homes sit in a FEMA special flood hazard zone (median elevation 6 ft). At the median price and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $6,870 ($6,200 with the full homestead exemption).
Last 30 days in Waterway Estates: 8 new listings (median asking $474,450), 2 under contract right now. As of November 11, 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 Waterway Estates
Live MLS inventory for Waterway Estates. 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 · 28 daysTop listing
Active · 11 days
Active · 0 days
Active · 5 days
Active · 52 days
Active · 0 days
Active · 102 days
Active · 17 days
Active · 18 days
Active · 186 days
Active · 335 days
Active · 138 days
Active · 46 days
Active · 490 daysActive and pending Waterway Estates listings as of 2026-11-11, 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.
Waterway Estates is an older, established section of North Fort Myers, with a median build year of 1977 and homes spanning from 1944 up through 2023 construction. That range tells you the pricing story here has more to do with individual home condition and updates than with a uniform product — a fully renovated home and an untouched original can sit blocks apart and price very differently.
The market has cooled from a year ago, with the median price down 11% year-over-year to $317,000 and a market heat score of 18, which points to buyers holding more leverage than sellers right now. Homes are taking just over 45 days to go under contract on median, so pricing accurately at listing matters more than it did in a faster market.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Waterway Estates right now
🟢 Buyer-leaning market. 14.8 months of supply and 6% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Florida Gulf Coast MLS records, as of November 11, 2026. Confidence: Very High (17 active and pending listings, 13 closed sales in 12 months).
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· Updated November 12, 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
Waterway Estates market snapshot (as of November 11, 2026): the median sale price is about $430K ($233 per sq ft over the trailing 12 months of closed sales), a median 85 days on market for closed sales, and 14.8 months of supply, a buyer-leaning market.
In ZIP 33903 (North Fort Myers), 126 homes closed in the last 12 months at a median of $336K ($201/sq ft), up 11.4% year over year, with a median 71 days on market. Right now 190 active and 30 pending listings put supply at about 18.1 months — a buyer's market. See the live ZIP 33903 housing market and the Lee County market.
County records show 5 qualified sales in Waterway Estates across 2024–2025 (4 in 2024, 1 in 2025), median $375,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Waterway Estates: of 11 listing addresses checked against the FEMA National Flood Hazard Layer, 100% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in North Fort Myers.
Waterway Estates is a community of 108 homes in North Fort Myers, Lee County, built between 1960 and 2018 (median 1972), with a median living area of about 3,132 square feet. 64% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Waterway Estates is a long-established North Fort Myers community of roughly 1,862 homes, built out gradually from the mid-1940s through recent years, which gives it a mixed housing stock rather than a single-era look.
The setting & the homes.
Aerial and on-site photos of Waterway Estates. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Waterway EstatesWaterway EstatesWaterway EstatesWaterway EstatesWaterway EstatesWaterway EstatesWaterway EstatesWaterway EstatesPhotos from Florida Gulf Coast MLS listings in Waterway Estates; content deemed reliable but not guaranteed.
Who Waterway Estates is best for.
Best for
- Buyers targeting a median-range purchase near $317,000 with flexibility on home age and condition
- Buyers comfortable doing renovation work or budgeting for updates on an older-stock home
- Buyers prioritizing negotiating room in a currently softer, lower-heat market
Probably not for
- Buyers who want a newer-construction, single-era community with consistent finishes
- Buyers who expect built-in community amenities such as clubhouses or pools as part of the purchase
- Buyers needing a fast, high-competition closing timeline in a hot-market environment
Waterway Estates 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 Waterway Estates buying strategy.
If we were buying in Waterway Estates 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Waterway Estates.
An Older Stock, A Softer Market
With a median living area of about 1,843 square feet and a median price per square foot of $230.80, this is a community where condition and updates do a lot of the work in setting value. Given the wide build-year spread, buyers should expect meaningful variation in systems, roofs, and finishes from one listing to the next, and should budget time for inspections rather than assume uniformity.
The 27-home closings window behind this snapshot is a modest sample, so treat the trend direction — down 11% year-over-year — as directional rather than exact. A homestead share of 52.7% suggests a little over half of homes are owner-occupied under Florida's homestead exemption, with the rest split among non-homesteaded owners, which is worth knowing if you're gauging how much of the community turns over as rental or secondary property versus primary residences.
The location and the amenities are priced into every listing in Waterway Estates. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Waterway Estates buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (3.8). Basis: Liquidity & Demand 14.8 months of supply; Owner Commitment 64% owner-occupied; Pricing Power 92.3% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a market with a soft heat score and a wide range of home ages and conditions, pricing a listing or vetting an offer takes more than pulling a median. We look at the specific build year, condition, and comparable closings for each property here rather than leaning on a community-wide number that can mask big swings between an original 1950s home and a recent build.
Waterway Estates in 15 seconds.
Tools for a Waterway Estates 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 Waterway Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Waterway Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Waterway Estates home worth?
Get a no-obligation home value based on real comparable sales in Waterway Estates, 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 North Fort Myers →
Recently off market in Waterway Estates
Homes in Waterway Estates 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. 11 on record.
- 1661 Swan Ter · off market
- 1802 Lakeview Blvd · off market
- 1912 Howe Ct · off market
- 4322 Harbour Ln · off market
- 4339 S Bay Cir · off market
- 4343 S Gulf Cir · off market
- 4530 Vinsetta Ave · off market
- 4536 Vinsetta Ave · off market
| Location | North Fort Myers, Lee County, FL · ZIP 33903 |
|---|---|
| Homes in the community | 108 (FL DOR 2025 assessment roll) |
| Years built | 1960–2018 (median 1972) |
| Typical living area | 3,132 sq ft (median) |
| Home types (current listings and sales) | singlefamilyresidence 100% |
| Sale prices, last 12 months | $430,000 median across 13 closed sales · $233 per sq ft |
| Days on market (closed sales) | 85 median |
| For sale right now | 16 active, 1 pending · median asking $384,500 · 14.8 months of supply |
| Owner-occupied (homestead) share | 64% |
Data as of November 11, 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; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Waterway Estates key facts,” movewithmomentum.com/neighborhoods/waterway-estates, data as of November 11, 2026.
Just listed in Waterway Estates
The newest homes for sale in Waterway Estates right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 4320 S Gulf Cir $459,000 · 2 bd · 2 ba · 1,334 sq ft · new today Courtesy of Your Naples Realty LLC
- 4581 Tennyson Dr $227,900 · 3 bd · 2 ba · 1,050 sq ft · new today Courtesy of Gulf Realty Property Group LLC
- 4556 Gulf Ave $489,900 · 3 bd · 2 ba · 1,587 sq ft · listed Nov 7, 2026 Courtesy of Century 21 Ocean
- 1697 Lakeside Ter $499,875 · 3 bd · 2 ba · 1,956 sq ft · listed Nov 1, 2026 Courtesy of Schooner Bay Realty, Inc.
- 4547 W Coral Cir $389,000 · 2 bd · 2 ba · 1,184 sq ft · listed Oct 26, 2026 Courtesy of Coastal Brokerage LLC
- 4718 Forest Glen Dr $380,000 · 3 bd · 2 ba · 1,534 sq ft · listed Oct 25, 2026 Courtesy of Century 21 Sunbelt Realty
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Waterway Estates Right Now (16)
All 16 active and pending Waterway Estates listings with a detail page, newest first, refreshed twice a day from the MLS.
- 4556 Gulf Ave · $489,900 · 3 bd / 2 ba · listed Nov 2, 2026 · listed by Century 21 Ocean
- 1697 Lakeside Ter · $499,875 · 3 bd / 2 ba · listed Oct 31, 2026 · listed by Schooner Bay Realty, Inc.
- 4581 Tennyson Dr · $227,900 · 3 bd / 2 ba · listed Oct 23, 2026 · listed by Gulf Realty Property Group LLC
- 4718 Forest Glen Dr · $380,000 · 3 bd / 2 ba · listed Oct 20, 2026 · listed by Century 21 Sunbelt Realty
- 4547 W Coral Cir · $389,000 · 2 bd / 2 ba · listed Oct 16, 2026 · listed by Coastal Brokerage LLC
- 4320 S Gulf Cir · $459,000 · 2 bd / 2 ba · listed Oct 14, 2026 · listed by Your Naples Realty LLC
- 4587 Tennyson Dr · $235,000 · 3 bd / 2 ba · pending · listed Sep 26, 2026 · listed by Excellence Realty Realm LLC
- 5990 Milne Cir · $262,900 · 3 bd / 2 ba · listed Sep 19, 2026 · listed by Realty One Group MVP
- 4557 Gulf Ave · $562,500 · 3 bd / 2 ba · listed Sep 17, 2026 · listed by John R. Wood Properties
- 4617 Forest glen Dr · $475,000 · 3 bd / 2 ba · listed Aug 28, 2026 · listed by Graff Realty of SW FL Inc
- 4431 N Pacific Cir · $419,000 · 3 bd / 2 ba · listed Aug 13, 2026 · listed by Professional Advantage Realty
- 1641 Mansville Ter · $349,000 · 3 bd / 2 ba · listed Aug 13, 2026 · listed by Coldwell Banker Realty
- 4517 Vinsetta Ave · $290,000 · 4 bd / 2 ba · listed Aug 13, 2026 · listed by Gulf Coast Living Real Estate, Inc
- 1763 Inlet Dr · $284,000 · 3 bd / 2 ba · listed Aug 13, 2026 · listed by EXP Realty LLC
- 4709 Vinsetta Ave · $245,000 · 3 bd / 2 ba · listed Aug 13, 2026 · listed by Graff Realty of SW FL Inc
- 4548 Gulf Ave · $375,000 · 2 bd / 2 ba · pending · listed Aug 13, 2026 · listed by Sun Realty USA, Inc.
More North Fort Myers home searches
- All homes for sale in North Fort Myers, FL
- Homes for sale in Lee County, FL
- North Fort Myers pool homes for sale
- North Fort Myers home values: what is my house worth?
- ZIP 33903 housing scorecard
North 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
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Vinsetta Avenue (4 homes on record)
- Orange Grove Boulevard (1 homes on record)
- Orange Grove Boulevard (1 homes on record)
Recent Developments in Waterway Estates
Development, infrastructure, retail, and school activity affecting Waterway Estates, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Parks & Amenities
Sale of 11.4-mile rail corridor for Bonita Estero Rail Trail nears closing
Estero, Bonita Springs and Collier County are set to buy the Seminole Gulf Railway corridor for $60 million, with closing expected by Jan. 14, 2027. Soil testing found elevated arsenic and hydrocarbons that consultants say can be managed with engineering controls. The corridor is planned as the multiuse Bonita Estero Rail Trail.
What it may mean for the marketA continuous trail through Estero and Bonita Springs would add a walking and biking route connecting residential areas to shopping and regional trails. The site is about 7 miles southeast of Waterway Estates.
Source: Gulfshore Business - October 2026Retail & Dining
Whataburger opens in Estero with 158 seats
Whataburger opened its second Southwest Florida restaurant at 22927 Lyden Drive in Estero, across U.S. 41 from Coconut Point. The restaurant seats 158 and employs about 80 people. It is open daily from 6 a.m. to 11 p.m.
What it may mean for the marketAdds a late-hours dining option and roughly 80 jobs near the Coconut Point retail area. The project is about 7 miles southeast of Waterway Estates, elsewhere in Lee County.
Source: Gulfshore Business - October 2026Development
Cypress Cove owner buys former Ruby Tuesday site off Summerlin Road for $2.2M
Cypress Living bought the closed restaurant at 9001 Park Royal Drive, a 5,398-square-foot building on about 1.5 acres, for $2.2 million. No new use is chosen, though the CEO said it will not return to restaurant use. Its Harbour Vue eight-story independent living building is expected to break ground in early 2027.
What it may mean for the marketA vacant restaurant parcel on a road carrying about 37,000 vehicles a day is set to be redeveloped for a non-restaurant use, changing the commercial mix along Park Royal Drive. The site is about 1 mile north of Waterway Estates.
Source: Gulfshore Business - June 2026Retail & Dining
High 5 Entertainment underway at Village Hub SportsPark in Estero
Vertical construction is underway on a High 5 Entertainment venue at the Village Hub SportsPark on the north side of Williams Road in Estero. The facility will include the 21-court Estero Pickleball Club, a 16-lane bowling alley, two miniature golf courses, an arcade, a full-service kitchen and bar, and retail space. The CEO said construction should finish within six to eight months, targeting soft openings in February 2027.
What it may mean for the marketA new entertainment and dining venue adds recreational and commercial space to the Estero activity hub. The project is about 7 miles southeast of Waterway Estates, elsewhere in Lee County.
Source: Gulfshore Business - June 2026Retail & Dining
Fort Myers Beach approves Development Order for Times Square entertainment center with hotel and restaurant
Fort Myers Beach town staff issued a Development Order for a three-story mixed-use entertainment center at 1028 and 1046 Estero Boulevard at Times Square, on the former sites of Sunset Beach Tropical Grill and The Playmore Tiki Bar. The 41,285-square-foot project by Persaud Properties would include six hotel units, a restaurant, shopping, a bar, an entertainment venue with a stage and a public pool. No construction permits had been issued as of the approval, with additional environmental and stormwater approvals still required.
What it may mean for the marketA new mixed-use entertainment building would add hotel, dining and retail space to the Times Square commercial district and support its post-storm rebuild. The project is about 7 miles southwest of Waterway Estates, elsewhere in Lee County.
Source: Fort Myers Beach Observer - May 2026Development
Estero board reviews 370-unit mixed-use complex at Estero Parkway and Three Oaks Parkway
The Estero Planning, Zoning and Design Board on May 19, 2026 reviewed The Residential Group's proposal for a mixed-use development on 5.275 acres at the southwest corner of Estero Parkway and Three Oaks Parkway. The plan calls for 370 apartments and 33,000 square feet of commercial space and requests a zoning change from a 1994 commercial planned development to a mixed use planned development. The proposal projects fewer daily trips and lower density than the previously approved shopping center.
What it may mean for the marketThe plan would convert an aging commercial site into new housing and ground-floor retail at a major intersection. The project is about 8 miles southeast of Waterway Estates, elsewhere in Lee County.
Source: Gulfshore Business
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
12% of homes for sale in Waterway Estates 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 (2026-11-12).
What it really costs to own in Waterway Estates
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 $3,038/yr across 33 listings here (MLS tax records, 2026-11-12). |
|---|---|
| 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. Flood: of 11 listing addresses checked against the FEMA flood map, 0% sit outside the high-risk zone and 100% inside one, where flood insurance is required with a federally backed mortgage. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 1974 across 33 listings. An original roof here would be about 52 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. |
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Ask an agent about Waterway Estates
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Frequently Asked Questions
What is the median home price in Waterway Estates?
How long do homes in Waterway Estates take to sell?
Is Waterway Estates a buyer's or seller's market right now?
How many homes are in Waterway Estates?
What share of Waterway Estates is owner-occupied?
When were the homes in Waterway Estates built?
Who is the best real estate agent for Waterway Estates?
How do I find a top North Fort Myers real estate agent who knows Waterway Estates?
Can Momentum Realty connect me with an agent for Waterway Estates?
Where is Waterway Estates, and what county is it in?
Is Waterway Estates a good place to live?
Should you buy in Waterway Estates?
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: November 11, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending November 11, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 33903)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
| Historical depth | Closed-sale records back to 2026 (13 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.
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