Windsor Way
Homes for Sale in Wellington, FL
All 444 homes for sale in Wellington, FL · median $927,000 · 38 townhomes for sale in Wellington · 343 homes for sale in 33414 · Palm Beach County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Beaches MLS
As of October 2026, Windsor Way 1 in Wellington, FL has 1 home for sale. Over the 12 months ending 2026-09-20, 4 recorded sales closed at a median of $1,300,000, $446 per square foot, a median 46 days on market, sellers accepting 90% of original asking (+11% versus the prior year). Homes listed or recently sold were built 1987–1988; 5 of 5 report an HOA (median $1,667/mo); none of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 18 ft). At the median price and Palm Beach County's FY2025-26 rate of 18.72 mills, annual property tax runs about $24,330 ($23,560 with the full homestead exemption).
Windsor Way 1 sits in Wellington, Palm Beach County—a market that rewards condition and finishes at this price tier. The median of $1.3 million at roughly $481 per square foot reflects a segment where layout, upgrades, and lot premium drive outcome more than community amenities; MLS data shows no shared facilities here, so you're buying the home itself and the Wellington location.
With homes moving in 15 days and only five closings in our snapshot, velocity is real but the sample is thin. Buyers in this range typically know what they want and move decisively; sellers should price to condition and be ready for quick decisions or longer sits if something's off.
Windsor Way right now
🟡 Balanced market. 3.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 Beaches MLS records, as of September 20, 2026. Confidence: Low (1 active and pending listings, 4 closed sales in 12 months).
🟢 Still climbing. The trailing-12-month median ($1.30M) is up 10.6% from the prior 12 months ($1.18M). With about 3 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 Beaches MLS closed sales, 12-month windows ending September 20. Confidence: Low (4 and 3 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 13, 2026 · Live data: Beaches MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Windsor Way market snapshot (as of September 20, 2026): the median sale price is about $1.30M ($446 per sq ft over the trailing 12 months of closed sales), a median 47 days on market for closed sales, and 3.0 months of supply, a balanced market. The trailing-12-month median is up 11% from the prior 12 months, computed from record-level Beaches MLS closed sales (4 closings in the current window).
In ZIP 33414 (Wellington), 895 homes closed in the last 12 months at a median of $670K ($309/sq ft), up 1.6% year over year, with a median 50 days on market. Right now 142 active and 34 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 33414 housing market and the Palm Beach County market.
County records show 5 qualified sales in Windsor Way across 2024–2025 (3 in 2024, 2 in 2025), median $1.18M — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Windsor Way is a community of 39 homes in Wellington, Palm Beach County, built between 1987 and 1988 (median 1987.0), with a median living area of about 2,731 square feet. 33% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Windsor Way 1 is a small enclave in Wellington where the home—not the amenity package—is the entire value proposition, and speed-to-contract suggests buyers are prioritizing location and property over shared facilities.
The setting & the homes.
Aerial and on-site photos of Windsor Way. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Windsor WayPhotos from Beaches MLS listings in Windsor Way; content deemed reliable but not guaranteed.
Who Windsor Way is best for.
Best for
- Buyers with budgets near the median who prioritize the home's bones, finishes, and lot over shared facilities
- Households seeking a Wellington location with minimal HOA programming and lower monthly overhead
- Investors or second-home buyers who value fast liquidity and a known Palm Beach County address
Probably not for
- Buyers who need amenities—pools, fitness, social events—as part of the value equation
- First-time luxury buyers who want a large set of recent comps for pricing confidence
- Anyone expecting a master-planned community experience or a neighborhood with its own identity beyond the street name
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 Beaches MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.30M) IS the median in the snapshot above, and the move from 2025 ($1.18M) IS the +10.6% one-year change.
Windows contain 0 to 5 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc. Deemed reliable but not guaranteed.
18% of homes for sale in ZIP 33414 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 (2026-10-10).
Windsor Way Market Scorecard
Windsor Way is currently a balanced market. About 3.0 months of supply, a median asking price of $1,595,000, and homes go under contract in about 133 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Beaches MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Windsor Way
Live MLS inventory for Windsor Way. 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 Windsor Way listings as of 2026-10-09, priced high to low. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc. Tap any home to ask about it.
Windsor Way on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Beaches MLS. Map data © OpenStreetMap contributors.
Schools
- Palm Beach County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Elbridge Gale · Elementary
- Polo Park · Middle
- Wellington · High
Zoned schools reflect the assignments reported on recent Windsor Way listings and can change; always confirm with Palm Beach County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Windsor Way address.
Shop the zone: Homes zoned for Wellington High School
The Windsor Way buying strategy.
If we were buying in Windsor Way 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 Windsor Way.
What you're really buying in Windsor Way 1
This is not an amenity-driven community. There are no pools, clubhouses, or fitness centers in the MLS record—what you see in the individual listing is what you get. That simplicity appeals to a specific buyer: someone who wants a Wellington address, values the home and lot over programmed recreation, and prefers lower association overhead. The trade-off is that your resale appeal rests entirely on the property's condition, floor plan, and any improvements you make.
The median of $1.3 million at $481 per square foot places Windsor Way 1 in Wellington's mid-to-upper tier, where finishes, square footage, and lot size create wide variance even within a small sample. Homes here appear to turn quickly when priced and presented well—15 days on market is decisively fast—but with only five closings in our data window, every comp matters and outliers can skew perception. Buyers should verify condition in person; sellers should understand that at this price, every detail is scrutinized and comparable sales are few enough that your home will be closely compared to anything else available in Wellington at the time.
Wellington itself offers equestrian culture, solid infrastructure, and proximity to both Palm Beach County employment centers and the coast, but this neighborhood contributes little beyond the lot lines. If you need a community social structure or resort-style amenities, look elsewhere. If you want a standalone home in a known town with minimal HOA entanglements, Windsor Way 1 delivers exactly that.
The location and the amenities are priced into every listing in Windsor Way. 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 Windsor Way 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 4 factors (5.6). Basis: Recent Direction +10.6% year-over-year; Liquidity & Demand 3.0 months of supply; Owner Commitment 33% owner-occupied; Pricing Power 90.4% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a thin-comp, high-dollar enclave like Windsor Way 1, pricing and negotiation hinge on nuance—condition deltas, days-on-market context, and understanding how Wellington's broader inventory shapes buyer perception. Momentum's analysts track Palm Beach County micro-markets daily and will tell you when a list price is aggressive, when a home's finishes justify a premium, and when waiting makes sense. We comp across Wellington, not just within five sales, so you see the full competitive picture before you write or counter. No hype, no pressure—just the read you need to move with confidence.
Windsor Way in 15 seconds.
What it really costs to own in Windsor WayHomes 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 $16,717/yr across 5 listings here (MLS tax records, 2026-10-13). |
|---|---|
| HOA dues | Median $1,667/month across 72 MLS listings (most billed monthly; 2026-10-13). 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 Palm Beach County is $1,753/yr (18,387 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1987 across 5 listings. An original roof here would be about 39 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. |
Ask an agent about Windsor WayHomes for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windsor WayHomes for Sale will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $1,667/month (about $20,004/yr) · median of 72 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $1,667 per month ($20,004 a year) — the median AssociationFee across 72 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Windsor Way 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 Windsor Way sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Way, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsor Way home worth?
Get a no-obligation home value based on real comparable sales in Windsor Way, 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 Wellington →
| Location | Wellington, Palm Beach County, FL · ZIP 33414 |
|---|---|
| Homes in the community | 39 (FL DOR 2025 assessment roll) |
| Years built | 1987–1988 (median 1987.0) |
| Typical living area | 2,731 sq ft (median) |
| Home types (current listings and sales) | townhouses 100% |
| Amenities listed by sellers | Dog Park, Gated with Guard, Jogging Path, Pickleball Court(s), Trail(s), Cafe/Restaurant |
| Sale prices, last 12 months | $1,300,000 median across 4 closed sales · $446 per sq ft · +10.6% vs the prior 12 months |
| Days on market (closed sales) | 46 median |
| For sale right now | 1 active, 0 pending · median asking $1,595,000 · 3.0 months of supply |
| Owner-occupied (homestead) share | 33% |
Data as of September 20, 2026. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windsor Way 1 key facts,” movewithmomentum.com/neighborhoods/windsor-way-1, data as of September 20, 2026.
Housing distress & ownership in Windsor Way 1, Wellington
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. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc. Deemed reliable but not guaranteed.
Every Home for Sale in Windsor Way 1 Right Now (1)
All 1 active and pending Windsor Way 1 listings with a detail page, newest first, refreshed twice a day from the MLS.
- 2514 Windsor Way Court · $1,595,000 · 3 bd / 3 ba · listed Jul 14, 2026 · listed by KW Reserve Palm Beach
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Recent Developments in Windsor Way 1
Development, infrastructure, retail, and school activity affecting Windsor Way 1, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- October 2026Builder Activity
Ocean One breaks ground with 371 rental residences on North Federal Highway in Boynton Beach
Hyperion Group, Winter Properties, WREP and Silverstein Properties held a groundbreaking on October 6 for an eight-story, 371-unit rental project at 114-222 North Federal Highway. The project includes about 25,500 square feet of retail and a $108 million construction loan, with up to $11.5 million in CRA tax increment funding. Completion is estimated for late 2028.
What it may mean for the marketAdds rental inventory and ground-floor retail to downtown Boynton Beach near the Federal Highway corridor. The project is about 11 miles southeast of Windsor Way 1, elsewhere in Palm Beach County.
Source: Florida YIMBY - September 2026Infrastructure
Palm Beach County approves one-year moratorium on large data centers in unincorporated areas
County commissioners unanimously approved the pause on September 24 after a first reading on August 27. It covers new applications for facilities expected to draw 50 megawatts or more at peak demand, with related parcels counted together. The pause lasts one year or until permanent rules are adopted.
What it may mean for the marketPauses large power-intensive facilities in unincorporated areas while permanent rules are written, which affects industrial land use and grid demand planning. The site is about 12 miles northeast of Windsor Way 1.
Source: Find Cheap Broadband - September 2026Parks & Amenities
$280M Palm Beach County parks bond on November ballot would fund fieldhouse, new parks and upgrades
The $280 million bond on the November 3 ballot would be repaid at 5 cents per $1,000 of taxable value over 20 years. Projects include a multisport fieldhouse at Okeeheelee Park, a 125-acre off-highway-vehicle complex near 20-Mile Bend, a 136-acre Sansbury Way Park and a 90-acre Lantana District I Park. The project list may change.
What it may mean for the marketIf approved, the bond would add and upgrade county recreation amenities, including indoor sports space near Okeeheelee Park. The site is about 4 miles northeast of Windsor Way 1.
Source: Stet News - September 2026Civic
Palm Beach County puts $175M library bond on November 3 ballot to replace Main Library
Voters will decide on November 3 whether to authorize a $175 million library bond. It would fund a roughly $150 million, 150,000-square-foot replacement for the 1972 Main Library on Summit Boulevard, renovations at 18 branches and completion of a 19th branch in Hypoluxo. The bond needs a simple majority.
What it may mean for the marketIf approved, the bond would upgrade public library facilities across the county's library taxing district and add a branch in Hypoluxo. The site is about 7 miles east of Windsor Way 1.
Source: Hoodline - July 2026Market
Palm Beach County Total Home Sales Jump for 10th Consecutive Month
Palm Beach County total home sales rose 22.3% year-over-year in June 2026 to 2,456 transactions, with total dollar volume up 53.90% to $2.7 billion. The single-family median sale price increased to $700,000 and the condominium median rose to $325,000.
What it may mean for the marketRising sales volume and median prices signal strengthening demand and higher valuations across the Palm Beach County housing market. The site is about 12 miles northeast of Windsor Way 1.
Source: MIAMI REALTORS - July 2026Development
The Berkeley Palm Beach Breaks Ground at 550 South Australian Avenue in West Palm Beach
The Berkeley Palm Beach broke ground on a 25-story tower with 193 condominium residences at 550 South Australian Avenue overlooking Clear Lake, developed by Al Adelson with Arquitectonica as designer. Sales have exceeded $120 million and completion is anticipated in 2029.
What it may mean for the marketA new 25-story condominium tower adds high-end for-sale housing supply to the downtown West Palm Beach market and continues vertical development along the Clear Lake waterfront. The project is about 11 miles northeast of Windsor Way 1, elsewhere in Palm Beach County.
Source: Florida YIMBY
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.
Frequently Asked Questions
What is the median home price in Windsor Way?
How long do homes in Windsor Way take to sell?
Is Windsor Way a buyer's or seller's market right now?
How many homes are in Windsor Way?
What share of Windsor Way is owner-occupied?
When were the homes in Windsor Way built?
Who is the best real estate agent for Windsor Way?
How do I find a top Wellington real estate agent who knows Windsor Way?
Can Momentum Realty connect me with an agent for Windsor Way?
Where is Windsor Way, and what county is it in?
Should you buy in Windsor Way?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Beaches MLS, refreshed twice daily (last: October 9, 2026) |
| Community market stats | Beaches MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 33414)) |
| Under-contract shares | Beaches MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (31 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 Beaches 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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More on Windsor Way
- Home values · What homes in Windsor Way actually sell for
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